Homesinorlando.forsale Search Results

$6,495,000

Exquisite new construction with 5 Bedrooms 6.5 Baths and a 3 car garage, in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenue’s renowned shops, fine dining, and the iconic Winter Park 9-hole golf course, this extraordinary custom residence is a showcase of timeless design and modern luxury. Conceived by acclaimed architect Dan Delong of Origins Residential Design and brought to life by Sean Wulff of Native Homes, every detail has been thoughtfully curated to impress even the most discerning buyer. The expansive floor plan encompasses 5 bedrooms, 6 full baths, and 1 half bath, blending sophistication and comfort across multiple living spaces. Highlights include a dramatic great room, inviting family room, private study, downstairs guest suite, a full bar featuring a 56-bottle wine refrigerator, and an upstairs game room ideal for both everyday living and elegant entertaining. A grand entry reveals the great room with soaring floor-to-ceiling windows and elegant Italian porcelain tile, all overlooking the serene pool and patio. The chef’s kitchen seamlessly connects to the family room and features Canadian-crafted European-style cabinetry, Wolf, Sub-Zero & Fisher & Paykel appliances (dual ovens, dual dishwashers, built-in coffee maker, wine cooler, and beverage center), quartzite countertops, a large island with bar seating, hidden walk-in pantry, plus whole house water softener and filtration systems for premium convenience. The first-floor primary suite is a true retreat with spa-inspired amenities and a custom-built walk-in closet complete with cabinetry and a spacious island. Also on the main level: a private guest suite and dedicated home office/study. Upstairs, a generous game room and three additional en suite bedrooms provide comfort and privacy for family and guests alike. Designed for seamless indoor-outdoor living, the residence boasts two covered lanais finished in Turkish Marble, disappearing screens, a summer kitchen with Urban Bonfire Cabinetry, refrigerator, and ice maker, along with a freestanding fire pit and lush tropical landscaping. The saltwater pool with sun shelf and heated gas spa ensures year-round enjoyment. Built to the highest standards, the home features R-14 block walls with core 500 insulation, open cell foam insulation in attic, Andersen windows, a flat concrete tile roof, and tongue-and-groove ceilings on all lanais. Additional luxuries include: Select European white oak wood floors and Italian porcelain flooring throughout 12’ ceilings on the main level, 10’ ceilings upstairs Cutting-edge construction for efficiency and durability

5 Beds ⋅ 7 Baths ⋅ Osceola Place SubDv. ⋅ 32789 Zip Code

Exquisite new construction with 5 Bedrooms 6.5 Baths and a 3 car garage, in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenue’s renowned shops, fine dining, and the iconic Winter Park 9-hole golf course, this extraordinary custom residence is a showcase of timeless design and modern luxury. Conceived by acclaimed architect Dan Delong of Origins Residential Design and brought to life by Sean Wulff of Native Homes, every detail has been thoughtfully curated to impress even the most discerning buyer. The expansive floor plan encompasses 5 bedrooms, 6 full baths, and 1 half bath, blending sophistication and comfort across multiple living spaces. Highlights include a dramatic great room, inviting family room, private study, downstairs guest suite, a full bar featuring a 56-bottle wine refrigerator, and an upstairs game room ideal for both everyday living and elegant entertaining. A grand entry reveals the great room with soaring floor-to-ceiling windows and elegant Italian porcelain tile, all overlooking the serene pool and patio. The chef’s kitchen seamlessly connects to the family room and features Canadian-crafted European-style cabinetry, Wolf, Sub-Zero & Fisher & Paykel appliances (dual ovens, dual dishwashers, built-in coffee maker, wine cooler, and beverage center), quartzite countertops, a large island with bar seating, hidden walk-in pantry, plus whole house water softener and filtration systems for premium convenience. The first-floor primary suite is a true retreat with spa-inspired amenities and a custom-built walk-in closet complete with cabinetry and a spacious island. Also on the main level: a private guest suite and dedicated home office/study. Upstairs, a generous game room and three additional en suite bedrooms provide comfort and privacy for family and guests alike. Designed for seamless indoor-outdoor living, the residence boasts two covered lanais finished in Turkish Marble, disappearing screens, a summer kitchen with Urban Bonfire Cabinetry, refrigerator, and ice maker, along with a freestanding fire pit and lush tropical landscaping. The saltwater pool with sun shelf and heated gas spa ensures year-round enjoyment. Built to the highest standards, the home features R-14 block walls with core 500 insulation, open cell foam insulation in attic, Andersen windows, a flat concrete tile roof, and tongue-and-groove ceilings on all lanais. Additional luxuries include: Select European white oak wood floors and Italian porcelain flooring throughout 12’ ceilings on the main level, 10’ ceilings upstairs Cutting-edge construction for efficiency and durability

550 Palmer Avenue, Winter Park

$4,720,000

*Under Contract - Accepting Backup Offers* An expression of modern luxury by SMRS Design and Cole Homes, The Maybourne masterfully blends Neoclassical elegance with Art Deco sophistication—all just steps from Winter Park’s iconic Park Avenue. A curved, manicured driveway leads to a grand entrance featuring bespoke double doors with electromagnetic privacy glass, setting the tone for the artistry within. Inside, a European hotel–inspired foyer greets guests with precast stone-clad walls, inlaid marble flooring, and a Murano-style polyhedral chandelier. Two first-floor guest suites, each with its own bath, are adorned with rift-cut white oak millwork, curved ceilings, and crystal chandeliers. At the heart of the home lies the main salon, where oak detailing and a deco-style stone fireplace with a holographic insert create an atmosphere of understated grandeur. The two-tone oak kitchen, wrapped in natural quartzite and anchored by a curved island and custom hood, features a curated suite of professional-grade appliances: • ILVE range • Miele refrigerator, freezer, and dishwasher • Sub-Zero wine and beverage preservation systems Adjacent, a dining area glows under a custom chandelier, while the powder bath impresses with wood and marble accents, an integrated stone sink, and a Saint Louis crystal faucet by Kallista. A scullery expands the culinary capability with a chef’s sink, Samsung Bespoke laundry and refrigeration, Wolf microwave drawer, and additional Miele dishwasher—ideal for both entertaining and daily ease. The first floor primary suite, discreetly hidden behind millwork, offers a serene retreat with an opulent closet system and a marble mosaic-clad bathing suite featuring Kohler digital shower technology and MTI tub. Upstairs, two additional ensuite bedrooms, a bonus room with walk-in closet, and a secondary laundry continue the home’s standard of refined luxury. Outdoors, the residence embraces resort-style living with a natural gas summer kitchen, infinity-edge pool, and 360-degree raised glass-tile spa. A two-car garage and porte cochere, both EV-ready, provide elegant utility. Modern conveniences include Lutron HomeWorks lighting and shade prewire, built-in SONOS audio zones, pre-installed speakers, and a commercial-grade Ubiquiti WiFi network ensuring flawless connectivity throughout. A feast for the senses, The Maybourne is more than a home—it’s a statement of artistry and craftsmanship, conceived for the most discerning Winter Park resident.

5 Beds ⋅ 6 Baths ⋅ Camwood Sub SubDv. ⋅ 32789 Zip Code

*Under Contract - Accepting Backup Offers* An expression of modern luxury by SMRS Design and Cole Homes, The Maybourne masterfully blends Neoclassical elegance with Art Deco sophistication—all just steps from Winter Park’s iconic Park Avenue. A curved, manicured driveway leads to a grand entrance featuring bespoke double doors with electromagnetic privacy glass, setting the tone for the artistry within. Inside, a European hotel–inspired foyer greets guests with precast stone-clad walls, inlaid marble flooring, and a Murano-style polyhedral chandelier. Two first-floor guest suites, each with its own bath, are adorned with rift-cut white oak millwork, curved ceilings, and crystal chandeliers. At the heart of the home lies the main salon, where oak detailing and a deco-style stone fireplace with a holographic insert create an atmosphere of understated grandeur. The two-tone oak kitchen, wrapped in natural quartzite and anchored by a curved island and custom hood, features a curated suite of professional-grade appliances: • ILVE range • Miele refrigerator, freezer, and dishwasher • Sub-Zero wine and beverage preservation systems Adjacent, a dining area glows under a custom chandelier, while the powder bath impresses with wood and marble accents, an integrated stone sink, and a Saint Louis crystal faucet by Kallista. A scullery expands the culinary capability with a chef’s sink, Samsung Bespoke laundry and refrigeration, Wolf microwave drawer, and additional Miele dishwasher—ideal for both entertaining and daily ease. The first floor primary suite, discreetly hidden behind millwork, offers a serene retreat with an opulent closet system and a marble mosaic-clad bathing suite featuring Kohler digital shower technology and MTI tub. Upstairs, two additional ensuite bedrooms, a bonus room with walk-in closet, and a secondary laundry continue the home’s standard of refined luxury. Outdoors, the residence embraces resort-style living with a natural gas summer kitchen, infinity-edge pool, and 360-degree raised glass-tile spa. A two-car garage and porte cochere, both EV-ready, provide elegant utility. Modern conveniences include Lutron HomeWorks lighting and shade prewire, built-in SONOS audio zones, pre-installed speakers, and a commercial-grade Ubiquiti WiFi network ensuring flawless connectivity throughout. A feast for the senses, The Maybourne is more than a home—it’s a statement of artistry and craftsmanship, conceived for the most discerning Winter Park resident.

1302 Raintree Place, Winter Park

$745,000

An incredible location close to Park Avenue, this freshly renovated home exudes modern style and the walkable lifestyle that Winter Park is known for. This timeless Florida ranch features one-level living and is in a charming downtown neighborhood that is fresh and turnkey. Experience an open living concept with seamless flooring and designer selections throughout creating great spaces and function. The kitchen features clean-lined, neutral-toned cabinetry with a large island topped with quartz counters and bar seating with gold-toned, oversized pendants that take center stage. The adjacent bar area includes a built-in pantry, open shelving and a wine refrigerator, adding a touch of luxury to your everyday life. Just beyond the kitchen/living room, you'll discover a fantastic dining area and two well-appointed bedrooms. The shared bath is fully renovated with current selections, making it a retreat for family and guests. A desirable split plan with owner's suite is on opposite side of the home, adorned with beautiful light and airiness. A space-saving built-in wardrobe lines one wall, while the en-suite bath showcases stunning design elements, including a walk-in shower, dual sinks and a private water closet. The backyard invites you out through clear glass sliders to a charming backyard with a brick patio and a fully fenced backyard, lined with bamboo, which offers the privacy you desire. Entertain with shaded dining and lounging on sunny days with newer retractable awning (2021) controlled by a convenient remote. Additional features that make this home stand out include a newer roof (2020), newer air conditioner (2020), plumbing updated 2018, electrical panel update (2023), new backyard sod and irrigation (2025), freshly painted, a two-car garage with a new electric car charger (2022), a custom workbench and storage cabinets added in 2021. And let's not forget the incredible location, a couple of blocks from Winter Park 9 Golf Course, Park Avenue, Winter Park Village and Saturday farmers market, with Whole Foods, Publix and the Enzian just minutes away, this home is your private oasis in the heart of Winter Park.

3 Beds ⋅ 2 Baths ⋅ Northwood - Winter Park Oasis SubDv. ⋅ 32789 Zip Code

An incredible location close to Park Avenue, this freshly renovated home exudes modern style and the walkable lifestyle that Winter Park is known for. This timeless Florida ranch features one-level living and is in a charming downtown neighborhood that is fresh and turnkey. Experience an open living concept with seamless flooring and designer selections throughout creating great spaces and function. The kitchen features clean-lined, neutral-toned cabinetry with a large island topped with quartz counters and bar seating with gold-toned, oversized pendants that take center stage. The adjacent bar area includes a built-in pantry, open shelving and a wine refrigerator, adding a touch of luxury to your everyday life. Just beyond the kitchen/living room, you'll discover a fantastic dining area and two well-appointed bedrooms. The shared bath is fully renovated with current selections, making it a retreat for family and guests. A desirable split plan with owner's suite is on opposite side of the home, adorned with beautiful light and airiness. A space-saving built-in wardrobe lines one wall, while the en-suite bath showcases stunning design elements, including a walk-in shower, dual sinks and a private water closet. The backyard invites you out through clear glass sliders to a charming backyard with a brick patio and a fully fenced backyard, lined with bamboo, which offers the privacy you desire. Entertain with shaded dining and lounging on sunny days with newer retractable awning (2021) controlled by a convenient remote. Additional features that make this home stand out include a newer roof (2020), newer air conditioner (2020), plumbing updated 2018, electrical panel update (2023), new backyard sod and irrigation (2025), freshly painted, a two-car garage with a new electric car charger (2022), a custom workbench and storage cabinets added in 2021. And let's not forget the incredible location, a couple of blocks from Winter Park 9 Golf Course, Park Avenue, Winter Park Village and Saturday farmers market, with Whole Foods, Publix and the Enzian just minutes away, this home is your private oasis in the heart of Winter Park.

630 Northwood Circle, Winter Park

$1,850,000

Welcome home to 1612 Magnolia Avenue. Built by the renowned custom home builder Lundev, this beautifully crafted transitional residence blends thoughtful design with luxurious comfort. From its striking exterior to the serene backyard oasis, every detail is designed to impress even the most discerning buyer. Upon entry, a dedicated office sits just off the foyer with custom floor-to-ceiling cabinetry and dual workstations, perfect for working from home. Across the hall, the formal dining room offers an elegant setting for entertaining and connects to the kitchen through a temperature-controlled wine cellar with storage for more than 400 bottles. The chef’s kitchen is a culinary dream featuring top-of-the-line appliances, a spacious island ideal for food preparation and presentation, and an open concept that flows seamlessly into the family room. A cozy gas fireplace anchors the family room, which opens through French doors to the covered lanai. Enjoy year-round outdoor living with a fully equipped summer kitchen that includes a grill, Green Egg BBQ, refrigerator, and wraparound counter space for hosting while overlooking the sparkling pool. The backyard is a private sanctuary complete with a luxurious pool and a large cabana with a wood-burning fireplace. The first-floor primary suite offers peaceful views of the backyard and a spa-like bath with dual sinks, a soaking tub, and a separate shower leading to an oversized walk-in closet with built-in storage. A mudroom, laundry room, powder bath, and convenient pool bath complete the well-planned first floor. Upstairs, three additional bedrooms provide ample space for family or guests. Two bedrooms share a Jack and Jill bath, while the third enjoys its own private en suite. This home has been extensively upgraded, combining comfort, sophistication, and modern convenience. Ideally located on a tree-lined street in one of Winter Park’s most desirable neighborhoods, it is minutes from the Winter Park Racquet Club, Park Avenue’s shopping and dining, YMCA, top-rated hospitals, and excellent public and private schools. Do not miss this rare opportunity to own a home that truly has it all. Welcome to the best of Winter Park living.

4 Beds ⋅ 5 Baths ⋅ Flora Park 2nd Add SubDv. ⋅ 32789 Zip Code

Welcome home to 1612 Magnolia Avenue. Built by the renowned custom home builder Lundev, this beautifully crafted transitional residence blends thoughtful design with luxurious comfort. From its striking exterior to the serene backyard oasis, every detail is designed to impress even the most discerning buyer. Upon entry, a dedicated office sits just off the foyer with custom floor-to-ceiling cabinetry and dual workstations, perfect for working from home. Across the hall, the formal dining room offers an elegant setting for entertaining and connects to the kitchen through a temperature-controlled wine cellar with storage for more than 400 bottles. The chef’s kitchen is a culinary dream featuring top-of-the-line appliances, a spacious island ideal for food preparation and presentation, and an open concept that flows seamlessly into the family room. A cozy gas fireplace anchors the family room, which opens through French doors to the covered lanai. Enjoy year-round outdoor living with a fully equipped summer kitchen that includes a grill, Green Egg BBQ, refrigerator, and wraparound counter space for hosting while overlooking the sparkling pool. The backyard is a private sanctuary complete with a luxurious pool and a large cabana with a wood-burning fireplace. The first-floor primary suite offers peaceful views of the backyard and a spa-like bath with dual sinks, a soaking tub, and a separate shower leading to an oversized walk-in closet with built-in storage. A mudroom, laundry room, powder bath, and convenient pool bath complete the well-planned first floor. Upstairs, three additional bedrooms provide ample space for family or guests. Two bedrooms share a Jack and Jill bath, while the third enjoys its own private en suite. This home has been extensively upgraded, combining comfort, sophistication, and modern convenience. Ideally located on a tree-lined street in one of Winter Park’s most desirable neighborhoods, it is minutes from the Winter Park Racquet Club, Park Avenue’s shopping and dining, YMCA, top-rated hospitals, and excellent public and private schools. Do not miss this rare opportunity to own a home that truly has it all. Welcome to the best of Winter Park living.

1612 Magnolia Avenue, Winter Park

$1,650,000

Nestled on a magnificent oversized lot in the heart of Winter Park, this 4-bedroom, 3-bath home offers plenty of space and opportunity. The backyard is a true highlight, featuring a large swimming pool and additional green space tucked just beyond the back hedges, adding a sense of privacy and flexibility for the outdoor area. Inside, the home showcases hardwood floors that flow throughout the living room, dining room, kitchen, family room, and bedrooms, creating a warm and inviting feel. A spacious family room with a cozy fireplace serves as the centerpiece of the home, while French doors open onto a vaulted screened porch, perfect for unwinding or entertaining with a view of the backyard. The kitchen offers stone countertops, and recent updates to the electrical, plumbing, and roof provide peace of mind for the next owner. This property is ideal for someone looking to renovate or update to their personal taste, or even to build a new home on this generous lot. Its location is hard to beat, set on a nice and quiet Winter Park street close to Park Avenue’s shops and dining, Rollins College, top-rated schools, and the area’s many lakes and parks. It’s a wonderful investment in both lifestyle and location.

4 Beds ⋅ 3 Baths ⋅ Stonehurst Estates SubDv. ⋅ 32789 Zip Code

Nestled on a magnificent oversized lot in the heart of Winter Park, this 4-bedroom, 3-bath home offers plenty of space and opportunity. The backyard is a true highlight, featuring a large swimming pool and additional green space tucked just beyond the back hedges, adding a sense of privacy and flexibility for the outdoor area. Inside, the home showcases hardwood floors that flow throughout the living room, dining room, kitchen, family room, and bedrooms, creating a warm and inviting feel. A spacious family room with a cozy fireplace serves as the centerpiece of the home, while French doors open onto a vaulted screened porch, perfect for unwinding or entertaining with a view of the backyard. The kitchen offers stone countertops, and recent updates to the electrical, plumbing, and roof provide peace of mind for the next owner. This property is ideal for someone looking to renovate or update to their personal taste, or even to build a new home on this generous lot. Its location is hard to beat, set on a nice and quiet Winter Park street close to Park Avenue’s shops and dining, Rollins College, top-rated schools, and the area’s many lakes and parks. It’s a wonderful investment in both lifestyle and location.

1915 Stonehurst Road, Winter Park

$8,950,000

In the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm and privacy rarely found in Winter Park. The home features seven spacious bedrooms and nine full and two half baths. Entertain in the all-glass conservatory, dedicated theater room with motorized seating and a fully equipped game room. Modern conveniences throughout including gas-powered generators, an elevator and dumbwaiter. Two above-garage apartments provide ideal accommodations for guests and family. Outdoors, enjoy an expansive covered lanai, infinity edge pool and spa, boat dock with jet ski lift, and a summer kitchen complete with wood-burning fireplace, gas grill, refrigerator and icemaker, all overlooking the beautifully landscaped yard and lake. With its private gated entrance, this home is a one-of-a-kind opportunity to enjoy all the amenities Winter Park and Windsong have to offer.

7 Beds ⋅ 11 Baths ⋅ Windsong-Preserve Point SubDv. ⋅ 32789 Zip Code

In the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm and privacy rarely found in Winter Park. The home features seven spacious bedrooms and nine full and two half baths. Entertain in the all-glass conservatory, dedicated theater room with motorized seating and a fully equipped game room. Modern conveniences throughout including gas-powered generators, an elevator and dumbwaiter. Two above-garage apartments provide ideal accommodations for guests and family. Outdoors, enjoy an expansive covered lanai, infinity edge pool and spa, boat dock with jet ski lift, and a summer kitchen complete with wood-burning fireplace, gas grill, refrigerator and icemaker, all overlooking the beautifully landscaped yard and lake. With its private gated entrance, this home is a one-of-a-kind opportunity to enjoy all the amenities Winter Park and Windsong have to offer.

1120 Preserve Point Drive, Winter Park

$550,000

Experience effortless luxury living just blocks from iconic Park Avenue in this stunning, fully renovated condo located in the heart of downtown Winter Park. Perfectly designed for a lock-and-leave lifestyle, this beautifully upgraded residence blends timeless elegance with modern convenience. Step into a beautifully designed foyer entry that opens to bright, open living spaces with treetop views from the screened lanai. Every inch of this home has been thoughtfully updated—featuring crown molding, designer light fixtures, removal of popcorn ceilings, updated wiring, and plantation shutters throughout. Major systems are also newer, with an HVAC system and water heater (2020) for peace of mind. Gourmet kitchen is appointed with quartz countertops, white shaker cabinets, stainless steel appliances, dramatic backsplash and under cabinet lighting. Custom built-ins in dining area for additional storage. Large Owner’s Suite offers two custom closets with built-in organizers and spa like bath with walk in shower. Spacious secondary bedroom. Renovated guest bath with modern finishes. Andalucia is a boutique community with just 20 owner-occupied units—no rentals, no pets—ensuring a peaceful, neighborly environment. Additional highlights of this condo include a private storage closet, one covered parking space + guest parking, elevator, well landscaped courtyard and patio, community laundry room, cable and internet. Walk to Park Avenue’s shops, restaurants, museums, and the Winter Park Golf Course, Morse Museum of Art, Central Park, Farmer’s Market and SunRail station. Enjoy vibrant culture and charming streets just steps from your door. This move-in ready condo offers the best of upscale Winter Park living—schedule your private tour today!

2 Beds ⋅ 2 Baths ⋅ Andalucia Apts SubDv. ⋅ 32789 Zip Code

Experience effortless luxury living just blocks from iconic Park Avenue in this stunning, fully renovated condo located in the heart of downtown Winter Park. Perfectly designed for a lock-and-leave lifestyle, this beautifully upgraded residence blends timeless elegance with modern convenience. Step into a beautifully designed foyer entry that opens to bright, open living spaces with treetop views from the screened lanai. Every inch of this home has been thoughtfully updated—featuring crown molding, designer light fixtures, removal of popcorn ceilings, updated wiring, and plantation shutters throughout. Major systems are also newer, with an HVAC system and water heater (2020) for peace of mind. Gourmet kitchen is appointed with quartz countertops, white shaker cabinets, stainless steel appliances, dramatic backsplash and under cabinet lighting. Custom built-ins in dining area for additional storage. Large Owner’s Suite offers two custom closets with built-in organizers and spa like bath with walk in shower. Spacious secondary bedroom. Renovated guest bath with modern finishes. Andalucia is a boutique community with just 20 owner-occupied units—no rentals, no pets—ensuring a peaceful, neighborly environment. Additional highlights of this condo include a private storage closet, one covered parking space + guest parking, elevator, well landscaped courtyard and patio, community laundry room, cable and internet. Walk to Park Avenue’s shops, restaurants, museums, and the Winter Park Golf Course, Morse Museum of Art, Central Park, Farmer’s Market and SunRail station. Enjoy vibrant culture and charming streets just steps from your door. This move-in ready condo offers the best of upscale Winter Park living—schedule your private tour today!

535 N Interlachen Avenue Unit 203, Winter Park

$475,000

What a great location - Ready for move in before the holidays! Don’t miss this impeccable classic Florida ranch, 3/2 with hardwood floors, PLUS bonus bath in utility! Large sunny living room with wood burning fireplace, dining room, renovated kitchen with granite counters and wood cabinetry. Large bedrooms with great closets and good storage. Updated hall bathrooms with tub/shower and pedestal sink and primary suite bath with stall shower. Lovely landscaped fenced yard with screened porch and large gazebo for entertaining! 2 car garage, plus workbench and large utility room with access to rear and side yard. Perfectly located in Winter Park near Lake Killarney with easy access to I-4, College Park, Maitland and Downtown Orlando. Bonus - Walk to E-Tennis for those tennis and pickleball enthusiasts!

3 Beds ⋅ 3 Baths ⋅ Orange Terrace SubDv. ⋅ 32789 Zip Code

What a great location - Ready for move in before the holidays! Don’t miss this impeccable classic Florida ranch, 3/2 with hardwood floors, PLUS bonus bath in utility! Large sunny living room with wood burning fireplace, dining room, renovated kitchen with granite counters and wood cabinetry. Large bedrooms with great closets and good storage. Updated hall bathrooms with tub/shower and pedestal sink and primary suite bath with stall shower. Lovely landscaped fenced yard with screened porch and large gazebo for entertaining! 2 car garage, plus workbench and large utility room with access to rear and side yard. Perfectly located in Winter Park near Lake Killarney with easy access to I-4, College Park, Maitland and Downtown Orlando. Bonus - Walk to E-Tennis for those tennis and pickleball enthusiasts!

260 Orange Terrace Drive, Winter Park

$2,250,000

This spectacular Winter Park lakefront home is a very rare find indeed - exquisite inside and out! This home has been meticulously renovated and offers all the allure of fine lakefront living and is just minutes from Park Avenue’s shopping, dining and cultural gems. Situated on an oversized .39 acre lot this residence enjoys a picture-perfect setting with long views of Lake Killarney. Superior craftsmanship and attention to architectural detail emanate throughout the 3,749 SqFt of living space. This impressive property features an inspired layout starting with the exquisitely designed public spaces and continues throughout the rest of the home. The spacious owner’s retreat offers large windows overlooking the lake, customized walk-in closets, and just completed $60K bath renovation with a large walk-in shower, luxurious fixtures & finishes. There are 3 additional bedrooms: one with an ensuite bath and two with a shared bath. Additional amenities include a great room with floor to ceiling windows overlooking the lake, stacked stone gas fireplace, 26’ vaulted ceiling; gourmet kitchen with custom cabinetry, top-of-the-line stainless appliances, walk-in pantry. Other features include: built-in cabinetry, stone and hardwood flooring; whole house generator, solar panels pay for all the current electrical usage, 2 new HVAC systems, 4 wine cooler towers (600 Bottles) and an oversized two-car garage with EV charger, epoxy floor and storage cabinetry. Enjoy lakefront living under a 450 SqFt covered porch with a chef-inspired summer kitchen, electric shades, stacked stone wood burning fireplace, wet bar, epoxy flooring, tongue & groove ceiling and just steps away is a 275’ SqFt (Not Included in SqFt) air-conditioned boathouse with a coffered wood ceiling, covered boat dock, and deck.

4 Beds ⋅ 4 Baths ⋅ Killarney Circle SubDv. ⋅ 32789 Zip Code

This spectacular Winter Park lakefront home is a very rare find indeed - exquisite inside and out! This home has been meticulously renovated and offers all the allure of fine lakefront living and is just minutes from Park Avenue’s shopping, dining and cultural gems. Situated on an oversized .39 acre lot this residence enjoys a picture-perfect setting with long views of Lake Killarney. Superior craftsmanship and attention to architectural detail emanate throughout the 3,749 SqFt of living space. This impressive property features an inspired layout starting with the exquisitely designed public spaces and continues throughout the rest of the home. The spacious owner’s retreat offers large windows overlooking the lake, customized walk-in closets, and just completed $60K bath renovation with a large walk-in shower, luxurious fixtures & finishes. There are 3 additional bedrooms: one with an ensuite bath and two with a shared bath. Additional amenities include a great room with floor to ceiling windows overlooking the lake, stacked stone gas fireplace, 26’ vaulted ceiling; gourmet kitchen with custom cabinetry, top-of-the-line stainless appliances, walk-in pantry. Other features include: built-in cabinetry, stone and hardwood flooring; whole house generator, solar panels pay for all the current electrical usage, 2 new HVAC systems, 4 wine cooler towers (600 Bottles) and an oversized two-car garage with EV charger, epoxy floor and storage cabinetry. Enjoy lakefront living under a 450 SqFt covered porch with a chef-inspired summer kitchen, electric shades, stacked stone wood burning fireplace, wet bar, epoxy flooring, tongue & groove ceiling and just steps away is a 275’ SqFt (Not Included in SqFt) air-conditioned boathouse with a coffered wood ceiling, covered boat dock, and deck.

600 Ololu Drive, Winter Park

$1,900,000

Nestled in coveted Winter Park’s Sevilla neighborhood, this 4-bed, 4.5-bath pool home delivers 3,500+ SF of refined living including 500 SF upstairs flex suite with its own full bath. A traditional foyer introduces formal living and dining rooms before the home unfolds into a spectacular 2022-renovated chef’s kitchen—an airy showpiece anchored by a 10-ft quartz island with bar seating, custom cabinetry, designer appliances, including a Thermidor side-by-side paneled refrigerator, Thermidor gas range & hood, and a Scotsman ice maker. The main hallway leads to the re-imagined primary retreat: spa-inspired bath with double vanities, oversized walk-in shower, soaking tub, dressing table, and custom closet. Two additional guest bedrooms share a refreshed full shower bath, while a separate en-suite—ideal for in-laws or overnight guests—enjoys direct access to the pool off the kitchen hall. Upstairs, a large bonus room with full bath adapts effortlessly to a 5th bedroom, media space, or private office. A utility-minded laundry/mud room links the interior to an oversized side-entry garage. Out back, entertain year-round beneath a covered lanai overlooking the expansive pool and sun deck. Mature oak canopy, manicured shrubs, and full privacy fencing create a park-like sanctuary just blocks from Park Avenue dining and the back gate to Mead Botanical Garden. Audubon K-8 and Winter Park High School District.

4 Beds ⋅ 5 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code

Nestled in coveted Winter Park’s Sevilla neighborhood, this 4-bed, 4.5-bath pool home delivers 3,500+ SF of refined living including 500 SF upstairs flex suite with its own full bath. A traditional foyer introduces formal living and dining rooms before the home unfolds into a spectacular 2022-renovated chef’s kitchen—an airy showpiece anchored by a 10-ft quartz island with bar seating, custom cabinetry, designer appliances, including a Thermidor side-by-side paneled refrigerator, Thermidor gas range & hood, and a Scotsman ice maker. The main hallway leads to the re-imagined primary retreat: spa-inspired bath with double vanities, oversized walk-in shower, soaking tub, dressing table, and custom closet. Two additional guest bedrooms share a refreshed full shower bath, while a separate en-suite—ideal for in-laws or overnight guests—enjoys direct access to the pool off the kitchen hall. Upstairs, a large bonus room with full bath adapts effortlessly to a 5th bedroom, media space, or private office. A utility-minded laundry/mud room links the interior to an oversized side-entry garage. Out back, entertain year-round beneath a covered lanai overlooking the expansive pool and sun deck. Mature oak canopy, manicured shrubs, and full privacy fencing create a park-like sanctuary just blocks from Park Avenue dining and the back gate to Mead Botanical Garden. Audubon K-8 and Winter Park High School District.

319 Santiago Drive, Winter Park

$3,200,000

Don't miss the opportunity to own this stunning lakefront property on Lake Sue in Winter Park! Over an acre with 125+ feet of frontage, private dock with lift, and breathtaking sunsets. Features include a chef’s kitchen, multiple entertaining spaces, spa, and expansive lake views. **New build plans by Winter Park Designs (Gary Hancock) and Urban Perch – A Boutique Home Builder – available upon request.

4 Beds ⋅ 5 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

Don't miss the opportunity to own this stunning lakefront property on Lake Sue in Winter Park! Over an acre with 125+ feet of frontage, private dock with lift, and breathtaking sunsets. Features include a chef’s kitchen, multiple entertaining spaces, spa, and expansive lake views. **New build plans by Winter Park Designs (Gary Hancock) and Urban Perch – A Boutique Home Builder – available upon request.

1900 W Fawsett Road, Winter Park

$220,000

Beautiful 1-Bedroom Condo in the Heart of Winter Park Located on the second floor close to ELEVATORS. Please click on virtual tour to get an over view of this exceptional community. This is stunning one-bedroom condo featuring beautiful wood floors, an updated kitchen with wood cabinetry, solid surface counter tops, and a tankless water heater. The remodeled bathroom boasts a spacious walk-in shower, offering both comfort and style. Located in a prime Winter Park location, this home right by Rollins College, Park Avenue, and scenic parks—offering true walkability to all to shopping, dining, and recreation Winter Park has. Nestled in a gorgeous, well-maintained complex spanning over 8 acres of lush, manicured gardens, residents enjoy serene lighted walking paths and a tranquil pool—perfect for relaxation and outdoor enjoyment. Don’t miss this opportunity to live in one of Winter Park’s most desirable communities! This is a 55+ community with room for younger owners.

1 Beds ⋅ 1 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Beautiful 1-Bedroom Condo in the Heart of Winter Park Located on the second floor close to ELEVATORS. Please click on virtual tour to get an over view of this exceptional community. This is stunning one-bedroom condo featuring beautiful wood floors, an updated kitchen with wood cabinetry, solid surface counter tops, and a tankless water heater. The remodeled bathroom boasts a spacious walk-in shower, offering both comfort and style. Located in a prime Winter Park location, this home right by Rollins College, Park Avenue, and scenic parks—offering true walkability to all to shopping, dining, and recreation Winter Park has. Nestled in a gorgeous, well-maintained complex spanning over 8 acres of lush, manicured gardens, residents enjoy serene lighted walking paths and a tranquil pool—perfect for relaxation and outdoor enjoyment. Don’t miss this opportunity to live in one of Winter Park’s most desirable communities! This is a 55+ community with room for younger owners.

700 Melrose Avenue Unit J 23, Winter Park

$3,650,000

Under Construction. Step into a world where the timeless charm of Old Winter Park meets the pinnacle of modern luxury designed by Winter Park Design and masterfully crafted by renowned builder Vimaro Homes. Nestled on one of Winter Park’s most coveted tree-lined streets, this stately home immediately commands attention with its double-entry driveway, framed by manicured landscaping and a sense of grandeur like no other. Inside, the home unfolds across more than 3,600 square feet of impeccably designed living space, with every room telling a story of quality, craftsmanship, and comfort. Rich herringbone hardwood floors stretch throughout the residence, complemented by bespoke millwork, and soaring ceilings. At the core of the home, the designer chef’s kitchen is a true showpiece, crafted for culinary excellence and effortless entertaining. Outfitted with top-of-the-line stainless steel appliances, custom cabinetry with designer hardware, and striking quartz countertops, the space is as functional as it is beautiful. A large island provides a natural gathering place, while an adjacent walk-in pantry offers seamless storage and prep. The primary suite is a retreat unto itself; a serene oasis tucked away for ultimate privacy. The spa-inspired en-suite bathroom rivals the finest resorts, featuring a soaking tub, walk-in shower with rainfall fixtures, designer lighting, dual vanities with custom cabinetry, and luxurious stone finishes throughout. A large, custom walk-in closet completes this elegant retreat. Beyond the main living areas, this home offers unique and thoughtfully designed spaces that elevate everyday living including a dedicated home office, a spacious loft, and a grand 3rd floor bonus room. Outdoors, a resort-style pool, covered lanai, and fully equipped summer kitchen create a private haven for year-round entertaining under the Florida sun. For the car enthusiast, this home offers a perfect fusion of elegance and functionality with a stately porte-cochere, a detached garage connected to the home by a breezeway, and an expansive motor court ideal for guest parking or showcasing a prized collection. Every element of this home speaks to impeccable taste and thoughtful design, from the curated finishes and luxury fixtures to the breathtaking architecture and designer lighting. Located just moments from Park Avenue, Rollins College, and Winter Park’s finest shopping and dining, you are truly in the heart of it all. More than a residence, this is a rare architectural masterpiece by Vimaro offering an unmatched lifestyle in the heart of one of Central Florida’s most coveted neighborhoods.

5 Beds ⋅ 5 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Under Construction. Step into a world where the timeless charm of Old Winter Park meets the pinnacle of modern luxury designed by Winter Park Design and masterfully crafted by renowned builder Vimaro Homes. Nestled on one of Winter Park’s most coveted tree-lined streets, this stately home immediately commands attention with its double-entry driveway, framed by manicured landscaping and a sense of grandeur like no other. Inside, the home unfolds across more than 3,600 square feet of impeccably designed living space, with every room telling a story of quality, craftsmanship, and comfort. Rich herringbone hardwood floors stretch throughout the residence, complemented by bespoke millwork, and soaring ceilings. At the core of the home, the designer chef’s kitchen is a true showpiece, crafted for culinary excellence and effortless entertaining. Outfitted with top-of-the-line stainless steel appliances, custom cabinetry with designer hardware, and striking quartz countertops, the space is as functional as it is beautiful. A large island provides a natural gathering place, while an adjacent walk-in pantry offers seamless storage and prep. The primary suite is a retreat unto itself; a serene oasis tucked away for ultimate privacy. The spa-inspired en-suite bathroom rivals the finest resorts, featuring a soaking tub, walk-in shower with rainfall fixtures, designer lighting, dual vanities with custom cabinetry, and luxurious stone finishes throughout. A large, custom walk-in closet completes this elegant retreat. Beyond the main living areas, this home offers unique and thoughtfully designed spaces that elevate everyday living including a dedicated home office, a spacious loft, and a grand 3rd floor bonus room. Outdoors, a resort-style pool, covered lanai, and fully equipped summer kitchen create a private haven for year-round entertaining under the Florida sun. For the car enthusiast, this home offers a perfect fusion of elegance and functionality with a stately porte-cochere, a detached garage connected to the home by a breezeway, and an expansive motor court ideal for guest parking or showcasing a prized collection. Every element of this home speaks to impeccable taste and thoughtful design, from the curated finishes and luxury fixtures to the breathtaking architecture and designer lighting. Located just moments from Park Avenue, Rollins College, and Winter Park’s finest shopping and dining, you are truly in the heart of it all. More than a residence, this is a rare architectural masterpiece by Vimaro offering an unmatched lifestyle in the heart of one of Central Florida’s most coveted neighborhoods.

207 E Kings Way, Winter Park

$750,000

In the heart of Winter Park’s Virginia Heights neighborhood, just steps from Park Avenue and Seven Oaks Park, this Mediterranean-inspired townhome-style condominium offers refined living with exceptional walkability. Featuring three bedrooms, two and a half baths, and nearly 2,000 square feet under air, this residence combines architectural elegance and everyday functionality. Inside, soaring ceilings and dramatic design elements, including arched hallways, column-lined corridors, and a custom wrought-iron spiral staircase, create a grand yet welcoming ambiance. The second-floor primary suite impresses with cathedral ceilings, dual walk-in closets and a luxurious spa bath with a jetted tub, multi-head rain shower, dual vanities, a makeup area and a private water closet. Two additional bedrooms, one with Juliet balcony, share a full bath and are thoughtfully separated from the primary. The main living area features travertine and luxury vinyl plank floors, coffered ceilings, designer lighting and an open-concept layout. The chef’s kitchen includes solid wood cabinetry, granite counters, a walk-in pantry and a central island with seating. French doors from the living and dining areas lead to a screened, private courtyard ideal for alfresco entertaining. Additional features include a powder bath, a two-car garage with mudroom entry, plantation shutters and ceiling fans throughout. A third-floor rooftop terrace offers a secluded outdoor escape, while an adjacent walk-in attic presents a flexible bonus room or future conditioned space. Casa Jardin recently completed a full exterior refresh, including a new roof and new paint. Residents enjoy exclusive access to Lake Virginia and the Winter Park Chain-of-Lakes via College Point, featuring a lakefront area along with kayak and paddleboard storage. Enjoy walkability to Azalea Park, the Winter Park Tennis Center, Orange Avenue’s restaurants and boutiques and top-rated schools. This is Winter Park lifestyle at its finest.

3 Beds ⋅ 3 Baths ⋅ Casa Jardin Condo SubDv. ⋅ 32789 Zip Code

In the heart of Winter Park’s Virginia Heights neighborhood, just steps from Park Avenue and Seven Oaks Park, this Mediterranean-inspired townhome-style condominium offers refined living with exceptional walkability. Featuring three bedrooms, two and a half baths, and nearly 2,000 square feet under air, this residence combines architectural elegance and everyday functionality. Inside, soaring ceilings and dramatic design elements, including arched hallways, column-lined corridors, and a custom wrought-iron spiral staircase, create a grand yet welcoming ambiance. The second-floor primary suite impresses with cathedral ceilings, dual walk-in closets and a luxurious spa bath with a jetted tub, multi-head rain shower, dual vanities, a makeup area and a private water closet. Two additional bedrooms, one with Juliet balcony, share a full bath and are thoughtfully separated from the primary. The main living area features travertine and luxury vinyl plank floors, coffered ceilings, designer lighting and an open-concept layout. The chef’s kitchen includes solid wood cabinetry, granite counters, a walk-in pantry and a central island with seating. French doors from the living and dining areas lead to a screened, private courtyard ideal for alfresco entertaining. Additional features include a powder bath, a two-car garage with mudroom entry, plantation shutters and ceiling fans throughout. A third-floor rooftop terrace offers a secluded outdoor escape, while an adjacent walk-in attic presents a flexible bonus room or future conditioned space. Casa Jardin recently completed a full exterior refresh, including a new roof and new paint. Residents enjoy exclusive access to Lake Virginia and the Winter Park Chain-of-Lakes via College Point, featuring a lakefront area along with kayak and paddleboard storage. Enjoy walkability to Azalea Park, the Winter Park Tennis Center, Orange Avenue’s restaurants and boutiques and top-rated schools. This is Winter Park lifestyle at its finest.

1278 S Pennsylvania Avenue Unit 13, Winter Park

$1,700,000

Don’t miss the opportunity to live in one of Winter Park’s most desirable neighborhoods. Nestled on a charming, tree-lined brick street, this meticulously updated 4-bedroom, 3-bath home exudes elegance and style, offering ample space for family comfort as well as areas to relax and entertain. This impressive property has been fully renovated and is truly move-in ready. From the moment you arrive, you'll be captivated by the charming exterior and lush landscaping on a spacious .32acre lot. Inside, you'll find a bright, sophisticated home featuring beautiful hardwood floors throughout, tons of windows accented with plantation shutters, and exquisite handcrafted details. The front family room features a wood-burning fireplace, creating a comfortable space for binge-watching Netflix or Sunday NFL games, unwinding with a good book, sharing wine with friends, or hosting elegant dinner parties in the dining area. The light and bright chef’s kitchen is a culinary dream that offers a generous layout with abundant wood cabinetry, gleaming granite and gorgeous wood countertops, a large prep island with seating for four, state-of-the-art Thermador stainless steel appliances including a 6-burner professional oven, and an inviting sitting nook, capped off by a dramatic cathedral ceiling and windows that overlook the lush back yard. On one side of the home are three generously sized bedrooms with ample closet space and two full bathrooms with gorgeous custom tile and flooring. On the other side of the home awaits a true retreat: the private Primary Suite, a sanctuary equipped with a spacious bedroom, sitting area, walk-in custom closet, and a luxurious spa-inspired bath with stunning porcelain tile flooring, a large dual sink vanity, an oversized walk-in shower, and a separate water closet. Step outside to experience the quintessential Florida lifestyle in the private backyard oasis, complete with a beautiful sparkling saltwater pool, a spacious patio, and professionally landscaped grounds — ideal for entertaining year-round. Additional features include a convenient laundry/mudroom with storage for backpacks and gear, abundant closet space, a water softener, and a two-car garage with storage cabinets and shelves. Improvements include updated electrical, plumbing, and ductwork, plus a brand new tile roof (2023). This remarkable property is located close to Winter Park’s renowned Park Avenue shopping, premier restaurants, the area’s top-rated schools, and also close to Interlachen Country Club and the Winter Park Racquet Club. This exceptional property won’t last. See for yourself why this gorgeous house should be the place you call home. Schedule your showing today.

4 Beds ⋅ 3 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Don’t miss the opportunity to live in one of Winter Park’s most desirable neighborhoods. Nestled on a charming, tree-lined brick street, this meticulously updated 4-bedroom, 3-bath home exudes elegance and style, offering ample space for family comfort as well as areas to relax and entertain. This impressive property has been fully renovated and is truly move-in ready. From the moment you arrive, you'll be captivated by the charming exterior and lush landscaping on a spacious .32acre lot. Inside, you'll find a bright, sophisticated home featuring beautiful hardwood floors throughout, tons of windows accented with plantation shutters, and exquisite handcrafted details. The front family room features a wood-burning fireplace, creating a comfortable space for binge-watching Netflix or Sunday NFL games, unwinding with a good book, sharing wine with friends, or hosting elegant dinner parties in the dining area. The light and bright chef’s kitchen is a culinary dream that offers a generous layout with abundant wood cabinetry, gleaming granite and gorgeous wood countertops, a large prep island with seating for four, state-of-the-art Thermador stainless steel appliances including a 6-burner professional oven, and an inviting sitting nook, capped off by a dramatic cathedral ceiling and windows that overlook the lush back yard. On one side of the home are three generously sized bedrooms with ample closet space and two full bathrooms with gorgeous custom tile and flooring. On the other side of the home awaits a true retreat: the private Primary Suite, a sanctuary equipped with a spacious bedroom, sitting area, walk-in custom closet, and a luxurious spa-inspired bath with stunning porcelain tile flooring, a large dual sink vanity, an oversized walk-in shower, and a separate water closet. Step outside to experience the quintessential Florida lifestyle in the private backyard oasis, complete with a beautiful sparkling saltwater pool, a spacious patio, and professionally landscaped grounds — ideal for entertaining year-round. Additional features include a convenient laundry/mudroom with storage for backpacks and gear, abundant closet space, a water softener, and a two-car garage with storage cabinets and shelves. Improvements include updated electrical, plumbing, and ductwork, plus a brand new tile roof (2023). This remarkable property is located close to Winter Park’s renowned Park Avenue shopping, premier restaurants, the area’s top-rated schools, and also close to Interlachen Country Club and the Winter Park Racquet Club. This exceptional property won’t last. See for yourself why this gorgeous house should be the place you call home. Schedule your showing today.

1571 Lasbury Avenue, Winter Park

$3,200,000

This stunning modern farmhouse residence, custom-built in 2021 with meticulous attention to detail offers a bright open living design, luxurious finishes, and an ideal floor plan for everyday living and grand-scale entertaining. This home includes five en-suite bedrooms (owner’s suite and potential guest suite on first level) and three bedrooms, plus lounge/flex area upstairs… or a fourth bedroom, office plus lounge/flex area and five full baths plus 2 1/2 baths. The entire property has been maintained in better than new condition featuring gorgeous light wood flooring that transcends the entire home with elegant herringbone design throughout the entry foyer. The open-concept layout is flooded with natural light thanks to walls of sliding glass doors, including a disappearing wall that seamlessly connects the indoor living spaces with the incredible outdoor transitional lanai that is really cool to enjoy outdoor living and has its mini-split air conditioning system. The chef’s kitchen is a showstopper, featuring top-of-the-line appliances, a large island with seating, integrated refrigeration, wine refrigerator and a hidden butler’s pantry with an additional refrigerator—all open to the spacious dining and living areas. The living room showcases floor-to-ceiling windows, a striking fireplace with built-ins, and tranquil views of the beautifully landscaped yard and pool. The private first-floor primary suite features direct access to the backyard and a spa-like bath with a soaking tub and oversized glass shower. A second first-floor bedroom suite, used as an office, provides versatility for guests or multi-generational living. Upstairs, there is a spacious lounge area and three additional bedrooms with en suites, all featuring walk-in closets. The outdoor lanai offers a summer kitchen, gas fireplace and remote-controlled screens under soaring wood ceilings, creating a year-round gathering space. Complemented by a resort-style pool and heated spa surrounded by lush tropical landscaping and manicured bamboo for total privacy. Additional highlights include a drop off/mudroom zone off the two-car garage, a generous laundry room, and an ideal location on a charming brick street just minutes from Park Avenue’s shops and restaurants. Zoned for top-rated public schools and near elite private schools, with easy access to Phelps Park, YMCA, ICC, WPRC and Park Avenue—this exceptional home checks every box!

5 Beds ⋅ 7 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

This stunning modern farmhouse residence, custom-built in 2021 with meticulous attention to detail offers a bright open living design, luxurious finishes, and an ideal floor plan for everyday living and grand-scale entertaining. This home includes five en-suite bedrooms (owner’s suite and potential guest suite on first level) and three bedrooms, plus lounge/flex area upstairs… or a fourth bedroom, office plus lounge/flex area and five full baths plus 2 1/2 baths. The entire property has been maintained in better than new condition featuring gorgeous light wood flooring that transcends the entire home with elegant herringbone design throughout the entry foyer. The open-concept layout is flooded with natural light thanks to walls of sliding glass doors, including a disappearing wall that seamlessly connects the indoor living spaces with the incredible outdoor transitional lanai that is really cool to enjoy outdoor living and has its mini-split air conditioning system. The chef’s kitchen is a showstopper, featuring top-of-the-line appliances, a large island with seating, integrated refrigeration, wine refrigerator and a hidden butler’s pantry with an additional refrigerator—all open to the spacious dining and living areas. The living room showcases floor-to-ceiling windows, a striking fireplace with built-ins, and tranquil views of the beautifully landscaped yard and pool. The private first-floor primary suite features direct access to the backyard and a spa-like bath with a soaking tub and oversized glass shower. A second first-floor bedroom suite, used as an office, provides versatility for guests or multi-generational living. Upstairs, there is a spacious lounge area and three additional bedrooms with en suites, all featuring walk-in closets. The outdoor lanai offers a summer kitchen, gas fireplace and remote-controlled screens under soaring wood ceilings, creating a year-round gathering space. Complemented by a resort-style pool and heated spa surrounded by lush tropical landscaping and manicured bamboo for total privacy. Additional highlights include a drop off/mudroom zone off the two-car garage, a generous laundry room, and an ideal location on a charming brick street just minutes from Park Avenue’s shops and restaurants. Zoned for top-rated public schools and near elite private schools, with easy access to Phelps Park, YMCA, ICC, WPRC and Park Avenue—this exceptional home checks every box!

1610 Oakhurst Avenue, Winter Park

$560,000

Welcome to this newer single-family home tucked away in the Karolina On Killarney section of Winter Park. Situated on a generously sized .16 acre lot with no HOA, this property offers both privacy and optimal convenience. Enjoy hopping over to Park Avenue for shopping and restaurants or to the weekly Farmer's Market. Bustling College Park is a 5-minute jaunt down the road and I-4 is 2-minutes from the house. Walk to beautiful spring-fed Lake Killarney. Inside, the home features a thoughtfully designed floor plan with spacious living areas and thoughtful upgrades. The stunning kitchen is a true highlight, boasting modern finishes, quality cabinetry, quartz countertops and a breakfast bar with seating for 4. Two downstairs guest bedrooms assures privacy for your guests. Other notable upgrades include gorgeous and hardworking wood-laminate flooring throughout, tall ceilings, recessed lighting, 8-panel doors and ceiling fans in the bedrooms. The second-floor primary suite includes a spacious closet and upgraded primary en suite with dual sinks, a separate tub and shower. You'll also find find a loft upstairs plus a room that can serve as a 4th bedroom, nursery or office. With its ideal location, upgraded features, and delightful freedom from HOA restrictions, this home presents a unique opportunity to enjoy the best of Winter Park living at a great price! Schedule your easy showing today!

4 Beds ⋅ 2 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code

Welcome to this newer single-family home tucked away in the Karolina On Killarney section of Winter Park. Situated on a generously sized .16 acre lot with no HOA, this property offers both privacy and optimal convenience. Enjoy hopping over to Park Avenue for shopping and restaurants or to the weekly Farmer's Market. Bustling College Park is a 5-minute jaunt down the road and I-4 is 2-minutes from the house. Walk to beautiful spring-fed Lake Killarney. Inside, the home features a thoughtfully designed floor plan with spacious living areas and thoughtful upgrades. The stunning kitchen is a true highlight, boasting modern finishes, quality cabinetry, quartz countertops and a breakfast bar with seating for 4. Two downstairs guest bedrooms assures privacy for your guests. Other notable upgrades include gorgeous and hardworking wood-laminate flooring throughout, tall ceilings, recessed lighting, 8-panel doors and ceiling fans in the bedrooms. The second-floor primary suite includes a spacious closet and upgraded primary en suite with dual sinks, a separate tub and shower. You'll also find find a loft upstairs plus a room that can serve as a 4th bedroom, nursery or office. With its ideal location, upgraded features, and delightful freedom from HOA restrictions, this home presents a unique opportunity to enjoy the best of Winter Park living at a great price! Schedule your easy showing today!

1875 Staunton Avenue, Winter Park

$1,030,000

Built by Charles Clayton a renowned builder in Winter Park, this beautifully updated 4-bedroom, 2-bath home is nestled in a peaceful, secluded neighborhood on a spacious corner lot, offering the perfect blend of quality craftsmanship, comfort, and location. Inside, you'll find an open floor plan filled with natural light — ideal for everyday living and entertaining. The modern kitchen flows seamlessly into generous living and dining spaces, creating a warm, inviting atmosphere for family and guests alike. Elegant French doors open to the expansive screened-in patio and pool area, extending your living space into the outdoors. Step outside to your own private tropical retreat. The expansive 84-foot screened-in pool and patio area features over 700 Sq Ft of covered outdoor dining area, a covered outdoor living area, and an additional open-air dining space under the screened enclosure — perfect for everything from morning coffee to evening gatherings. Surrounded by tropical lush landscaping, the pool and patio offer a peaceful, private escape designed for relaxation and entertaining. Additional highlights include: • Close to Park Avenue’s shopping, dining, and culture • Zoned for top-rated, excellent schools • Quiet, walkable neighborhood with a strong sense of privacy This exceptional Clayton Builders home offers timeless design, modern updates, and a tranquil outdoor setting — all in one of the area's most desirable locations. Don’t miss your chance to make it yours.

4 Beds ⋅ 2 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code

Built by Charles Clayton a renowned builder in Winter Park, this beautifully updated 4-bedroom, 2-bath home is nestled in a peaceful, secluded neighborhood on a spacious corner lot, offering the perfect blend of quality craftsmanship, comfort, and location. Inside, you'll find an open floor plan filled with natural light — ideal for everyday living and entertaining. The modern kitchen flows seamlessly into generous living and dining spaces, creating a warm, inviting atmosphere for family and guests alike. Elegant French doors open to the expansive screened-in patio and pool area, extending your living space into the outdoors. Step outside to your own private tropical retreat. The expansive 84-foot screened-in pool and patio area features over 700 Sq Ft of covered outdoor dining area, a covered outdoor living area, and an additional open-air dining space under the screened enclosure — perfect for everything from morning coffee to evening gatherings. Surrounded by tropical lush landscaping, the pool and patio offer a peaceful, private escape designed for relaxation and entertaining. Additional highlights include: • Close to Park Avenue’s shopping, dining, and culture • Zoned for top-rated, excellent schools • Quiet, walkable neighborhood with a strong sense of privacy This exceptional Clayton Builders home offers timeless design, modern updates, and a tranquil outdoor setting — all in one of the area's most desirable locations. Don’t miss your chance to make it yours.

1611 Tioga Trail, Winter Park

$5,250,000

Welcome to Via Palma. This exceptional estate in the heart of the Winter Park Vias has been completely transformed, boasting over $800,000 in luxurious upgrades. A gracious entry foyer sets the tone with marble floors, custom trim work and direct views of the resort-style backyard. The first floor offers elegant formal living and dining spaces, a private study with fireplace, and a spectacular chef’s kitchen featuring an oversized marble island, custom cabinetry, Miele and Sub-Zero appliances, dual dishwashers, a built-in coffee bar, and an adjacent serving bar. The great room showcases custom built-ins, designer lighting, and seamless indoor-outdoor flow to the covered lanai, summer kitchen, lounge space, and saltwater pool. The luxurious first-floor primary suite is a serene retreat with dual dressing rooms and a lavish marble bath featuring a zero-entry double shower, freestanding soaking tub, private laundry room and designer lighting. Upstairs, additional bedrooms each feature en-suite baths and walk-in closets, complemented by a large family room, media lounge and gym with professional flooring. Every detail has been elevated, from European oak and Italian marble floors to Lutron lighting, Sonos audio, Control4 automation, Emtek smart hardware, Nest thermostats, high-efficiency HVAC systems and a backup generator. Outdoor spaces are fully reimagined with a lush landscape design, travertine decking, a putting green and privacy hedging. Near the Winter Park Racquet Club, Kraft Azalea Park, Interlachen Country Club, Phelps Park and YMCA, this home offers a rare opportunity to own a better-than-new custom estate in one of Central Florida’s desirable neighborhoods.

5 Beds ⋅ 6 Baths ⋅ Woodmere Terrace Rep SubDv. ⋅ 32789 Zip Code

Welcome to Via Palma. This exceptional estate in the heart of the Winter Park Vias has been completely transformed, boasting over $800,000 in luxurious upgrades. A gracious entry foyer sets the tone with marble floors, custom trim work and direct views of the resort-style backyard. The first floor offers elegant formal living and dining spaces, a private study with fireplace, and a spectacular chef’s kitchen featuring an oversized marble island, custom cabinetry, Miele and Sub-Zero appliances, dual dishwashers, a built-in coffee bar, and an adjacent serving bar. The great room showcases custom built-ins, designer lighting, and seamless indoor-outdoor flow to the covered lanai, summer kitchen, lounge space, and saltwater pool. The luxurious first-floor primary suite is a serene retreat with dual dressing rooms and a lavish marble bath featuring a zero-entry double shower, freestanding soaking tub, private laundry room and designer lighting. Upstairs, additional bedrooms each feature en-suite baths and walk-in closets, complemented by a large family room, media lounge and gym with professional flooring. Every detail has been elevated, from European oak and Italian marble floors to Lutron lighting, Sonos audio, Control4 automation, Emtek smart hardware, Nest thermostats, high-efficiency HVAC systems and a backup generator. Outdoor spaces are fully reimagined with a lush landscape design, travertine decking, a putting green and privacy hedging. Near the Winter Park Racquet Club, Kraft Azalea Park, Interlachen Country Club, Phelps Park and YMCA, this home offers a rare opportunity to own a better-than-new custom estate in one of Central Florida’s desirable neighborhoods.

1155 Woodmere Drive, Winter Park

$840,000

Welcome to The Cloisters, one of Winter Park’s established lakefront communities, ideally between Park Avenue and Lake Osceola. This top-floor residence, rarely available in the building, offers a turnkey lifestyle with exceptional updates and peaceful water views. The home’s oversized screened balcony, complete with a custom awning, creates an uncommon open-air retreat that overlooks the community’s heated pool, putting green, manicured gardens and Lake Osceola. Unlike many residences in the community, this property retains its original open balcony design, offering outdoor living rarely found in this floor plan. Inside, every surface has been thoughtfully remodeled. The kitchen features solid wood cabinetry, granite countertops and refined finishes. Both baths are fully updated, including a new tub with glass enclosure in the guest bath and a walk-in shower with frameless glass in the primary suite. Tile flooring, custom vanities and designer fixtures complete each space. Engineered hardwood flooring runs throughout the main living areas, with plush carpet in the bedrooms for added comfort. The primary suite includes custom built-ins, dual closets and a built-in desk with additional cabinetry, delivering elegance and function. The second bedroom offers flexibility as a guest room or study and features optional shared access from the primary suite for additional privacy. Additional highlights include a covered and assigned parking space equipped with one of the building’s few electric vehicle charging stations, ample guest parking and access to a community dock with boat slips available through a resident lottery system. The Cloisters has successfully completed all required Milestone Inspections and the Structural Integrity Reserve Study, ensuring peace of mind for future residents and affirming the association’s commitment to long-term stewardship. Amenities include two fitness centers with dry saunas and a newly renovated clubhouse with kitchen and a partial bath for use as a powder room, ideal for hosting private events. Ideally positioned just steps from the dining, shopping and cultural energy of Park Avenue and in proximity to Rollins College, this original-owner residence offers a compelling blend of lifestyle, location and enduring design.

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Welcome to The Cloisters, one of Winter Park’s established lakefront communities, ideally between Park Avenue and Lake Osceola. This top-floor residence, rarely available in the building, offers a turnkey lifestyle with exceptional updates and peaceful water views. The home’s oversized screened balcony, complete with a custom awning, creates an uncommon open-air retreat that overlooks the community’s heated pool, putting green, manicured gardens and Lake Osceola. Unlike many residences in the community, this property retains its original open balcony design, offering outdoor living rarely found in this floor plan. Inside, every surface has been thoughtfully remodeled. The kitchen features solid wood cabinetry, granite countertops and refined finishes. Both baths are fully updated, including a new tub with glass enclosure in the guest bath and a walk-in shower with frameless glass in the primary suite. Tile flooring, custom vanities and designer fixtures complete each space. Engineered hardwood flooring runs throughout the main living areas, with plush carpet in the bedrooms for added comfort. The primary suite includes custom built-ins, dual closets and a built-in desk with additional cabinetry, delivering elegance and function. The second bedroom offers flexibility as a guest room or study and features optional shared access from the primary suite for additional privacy. Additional highlights include a covered and assigned parking space equipped with one of the building’s few electric vehicle charging stations, ample guest parking and access to a community dock with boat slips available through a resident lottery system. The Cloisters has successfully completed all required Milestone Inspections and the Structural Integrity Reserve Study, ensuring peace of mind for future residents and affirming the association’s commitment to long-term stewardship. Amenities include two fitness centers with dry saunas and a newly renovated clubhouse with kitchen and a partial bath for use as a powder room, ideal for hosting private events. Ideally positioned just steps from the dining, shopping and cultural energy of Park Avenue and in proximity to Rollins College, this original-owner residence offers a compelling blend of lifestyle, location and enduring design.

100 S Interlachen Avenue Unit 503, Winter Park

$5,125,000

This stunning private residence is on an oversized lot featuring a private sports pad, kids playground and sparkling pool. Encompassing over 6,700 square feet of expansive .55-acre lot, this home boast five spacious bedrooms, one office, 5.5 baths and a dedicated movie room, recording studio and a fully equipped gym with a private sauna. Ideally just moments from serene Lake Maitland and the charming Azalea Park, this home offers natural beauty and prime location. The chef's kitchen is designed for function and style with dual oversized islands, ideal for entertaining and everyday living. Spacious, inviting and thoughtfully designed, this oversized family room is the heart of the home-ideal for everything from cozy movie nights to lively holiday parties featuring expansive square footage, the room comfortably accommodates large groups, with plenty of space for multiple seating areas and a bar area. Oversized windows flood the space with natural light while the high ceilings and an open layout enhance the airy welcoming feel. Whether you are hosting extended family or entertaining friends, this room is built for connection, comfort and lasting memories. The private recording studio can be turned into a private mother-in-law suite or a kids playroom. The luxurious primary suite retreat to your own private oasis featuring a cozy fireplace, direct access to a serene private porch and a one-of-a-kind walk-in closet designed for style and functionality. The oversized en-suite bath boasts a steam shower, creating a spa-like experience right at home. Two additional en-suite bedrooms upstairs, each with walk in closets. Thoughtfully designed for convenience, this home features a spacious mud room off the garage which is ideal for busy households. Enjoy the ultimate convenience with two separate laundry rooms, one’s downstairs for easy access and a second upstairs near the bedrooms, making laundry day effortless and efficient. Ideally near Winter Park Racquet Club, Interlachen Country Club and accessible to Park Avenue, this exceptional residence also offers an extraordinary residence with a luxurious functionality and a premier location.

5 Beds ⋅ 6 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

This stunning private residence is on an oversized lot featuring a private sports pad, kids playground and sparkling pool. Encompassing over 6,700 square feet of expansive .55-acre lot, this home boast five spacious bedrooms, one office, 5.5 baths and a dedicated movie room, recording studio and a fully equipped gym with a private sauna. Ideally just moments from serene Lake Maitland and the charming Azalea Park, this home offers natural beauty and prime location. The chef's kitchen is designed for function and style with dual oversized islands, ideal for entertaining and everyday living. Spacious, inviting and thoughtfully designed, this oversized family room is the heart of the home-ideal for everything from cozy movie nights to lively holiday parties featuring expansive square footage, the room comfortably accommodates large groups, with plenty of space for multiple seating areas and a bar area. Oversized windows flood the space with natural light while the high ceilings and an open layout enhance the airy welcoming feel. Whether you are hosting extended family or entertaining friends, this room is built for connection, comfort and lasting memories. The private recording studio can be turned into a private mother-in-law suite or a kids playroom. The luxurious primary suite retreat to your own private oasis featuring a cozy fireplace, direct access to a serene private porch and a one-of-a-kind walk-in closet designed for style and functionality. The oversized en-suite bath boasts a steam shower, creating a spa-like experience right at home. Two additional en-suite bedrooms upstairs, each with walk in closets. Thoughtfully designed for convenience, this home features a spacious mud room off the garage which is ideal for busy households. Enjoy the ultimate convenience with two separate laundry rooms, one’s downstairs for easy access and a second upstairs near the bedrooms, making laundry day effortless and efficient. Ideally near Winter Park Racquet Club, Interlachen Country Club and accessible to Park Avenue, this exceptional residence also offers an extraordinary residence with a luxurious functionality and a premier location.

1240 Harding Street, Winter Park

$1,350,000

Amazing opportunity in the Forest Hills subdivision in the heart of Historic Winter Park! As you enter this charming 4 bedroom home you’re welcomed by a spacious dining room that flows seamlessly into the large family room with fireplace, custom built-in shelving and storage cupboards, crown moulding and views over the rear yard and patio, perfect for relaxing or entertaining. To the front of the home, enjoy a bright and expansive kitchen/family space featuring upgraded appliances including a Sub-Zero refrigerator and built-in coffee maker, stone countertops, and ample room for casual dining and lounging. The private primary suite includes its own bathroom, while three additional generously sized bedrooms share well-appointed bathrooms. Hardwood floors, charming details, and mature landscaping add timeless appeal. Set on a tree-lined street with a circular driveway, just minutes from Park Avenue, Rollins College, and top-rated schools, this is your chance to create your dream home in one of Winter Park’s most coveted neighborhoods!

5 Beds ⋅ 3 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

Amazing opportunity in the Forest Hills subdivision in the heart of Historic Winter Park! As you enter this charming 4 bedroom home you’re welcomed by a spacious dining room that flows seamlessly into the large family room with fireplace, custom built-in shelving and storage cupboards, crown moulding and views over the rear yard and patio, perfect for relaxing or entertaining. To the front of the home, enjoy a bright and expansive kitchen/family space featuring upgraded appliances including a Sub-Zero refrigerator and built-in coffee maker, stone countertops, and ample room for casual dining and lounging. The private primary suite includes its own bathroom, while three additional generously sized bedrooms share well-appointed bathrooms. Hardwood floors, charming details, and mature landscaping add timeless appeal. Set on a tree-lined street with a circular driveway, just minutes from Park Avenue, Rollins College, and top-rated schools, this is your chance to create your dream home in one of Winter Park’s most coveted neighborhoods!

130 W Kings Way, Winter Park

$1,590,000

HUGE PRICE IMPROVEMENT-MOTIVATED SELLER-Discover this stunning, custom-built home nestled on a tranquil, tree-lined street just steps from all the charm of Winter Park’s renowned Park Avenue. Located in a peaceful neighborhood, this elegant residence combines sophisticated craftsmanship with luxury features throughout its expansive 2,860 square feet of thoughtfully designed living space. Relax on the charming front covered porch, the perfect spot to enjoy your morning coffee. Step inside to find meticulous attention to detail—from stunning wide white oak floors to exquisite custom millwork and soaring ceilings that create an airy, welcoming atmosphere. The chef-inspired kitchen is the heart of the home, featuring an abundance of custom solid-wood cabinets, gleaming quartz countertops, and a large island with seating for four. A generous walk-in pantry with custom shelving and top-of-the-line Thermador stainless steel appliances—including a 6-burner gas stove, double oven, and deep farm sink—make meal preparation and entertaining effortless. Adjacent to the kitchen, a charming dining area is perfect for memorable dinners, while the adjoining family room boasts a soaring cathedral ceiling, a natural gas fireplace with a custom stone mantel, and large windows that flood the space with natural light. A cozy private den offers an ideal retreat for work or relaxation. On the opposite side of the first floor, you'll find a guest suite with a private bath, two additional bedrooms with custom closets, a stylish full bath, and a laundry room with ample storage and a utility sink. The spacious mudroom, accessible from the two-car garage, provides practical storage with built-in cabinets and hooks. Upstairs, the luxurious primary suite features a spa-inspired bathroom with double sinks, custom Restoration Hardware cabinetry, elegant lighting, and a large walk-in shower. A peaceful sitting area and a walk-in closet with custom shelving create a perfect private retreat. Additionally, an upstairs loft offers versatile space ideal for a home office, gym, or additional quiet area. Outside, enjoy a private backyard oasis designed for relaxation and entertainment. Highlights include a “Michael Phelps Chilly Goat” hot/cold tub combo, outdoor TV, and speakers—creating your personal weekend paradise. Additional amenities include a large two-car garage, solid-core doors, crown molding, wide base moldings, dual tankless water heaters, fully-owned solar panels (reducing energy costs), a water softener and purifier, new exterior paint (2023), professionally installed closet shelving (2023), and professionally landscaped gardens. Flooded with natural light and warmth, this exceptional home offers a cozy yet elegant atmosphere. Zoned for top-tier schools—including Winter Park High School—and conveniently located near Lake Highland, Trinity Prep, the Winter Park YMCA, Racquet Club, and Interlachen Country Club, it’s ideal for a vibrant Florida lifestyle. Walkable to Winter Park’s renowned shopping and dining destination, don’t miss the opportunity to make this exquisite property your new home! AVAILABLE BY APPOINTMENT ONLY

4 Beds ⋅ 4 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

HUGE PRICE IMPROVEMENT-MOTIVATED SELLER-Discover this stunning, custom-built home nestled on a tranquil, tree-lined street just steps from all the charm of Winter Park’s renowned Park Avenue. Located in a peaceful neighborhood, this elegant residence combines sophisticated craftsmanship with luxury features throughout its expansive 2,860 square feet of thoughtfully designed living space. Relax on the charming front covered porch, the perfect spot to enjoy your morning coffee. Step inside to find meticulous attention to detail—from stunning wide white oak floors to exquisite custom millwork and soaring ceilings that create an airy, welcoming atmosphere. The chef-inspired kitchen is the heart of the home, featuring an abundance of custom solid-wood cabinets, gleaming quartz countertops, and a large island with seating for four. A generous walk-in pantry with custom shelving and top-of-the-line Thermador stainless steel appliances—including a 6-burner gas stove, double oven, and deep farm sink—make meal preparation and entertaining effortless. Adjacent to the kitchen, a charming dining area is perfect for memorable dinners, while the adjoining family room boasts a soaring cathedral ceiling, a natural gas fireplace with a custom stone mantel, and large windows that flood the space with natural light. A cozy private den offers an ideal retreat for work or relaxation. On the opposite side of the first floor, you'll find a guest suite with a private bath, two additional bedrooms with custom closets, a stylish full bath, and a laundry room with ample storage and a utility sink. The spacious mudroom, accessible from the two-car garage, provides practical storage with built-in cabinets and hooks. Upstairs, the luxurious primary suite features a spa-inspired bathroom with double sinks, custom Restoration Hardware cabinetry, elegant lighting, and a large walk-in shower. A peaceful sitting area and a walk-in closet with custom shelving create a perfect private retreat. Additionally, an upstairs loft offers versatile space ideal for a home office, gym, or additional quiet area. Outside, enjoy a private backyard oasis designed for relaxation and entertainment. Highlights include a “Michael Phelps Chilly Goat” hot/cold tub combo, outdoor TV, and speakers—creating your personal weekend paradise. Additional amenities include a large two-car garage, solid-core doors, crown molding, wide base moldings, dual tankless water heaters, fully-owned solar panels (reducing energy costs), a water softener and purifier, new exterior paint (2023), professionally installed closet shelving (2023), and professionally landscaped gardens. Flooded with natural light and warmth, this exceptional home offers a cozy yet elegant atmosphere. Zoned for top-tier schools—including Winter Park High School—and conveniently located near Lake Highland, Trinity Prep, the Winter Park YMCA, Racquet Club, and Interlachen Country Club, it’s ideal for a vibrant Florida lifestyle. Walkable to Winter Park’s renowned shopping and dining destination, don’t miss the opportunity to make this exquisite property your new home! AVAILABLE BY APPOINTMENT ONLY

1166 Oaks Boulevard, Winter Park

$1,475,000

Welcome to this updated and architecturally unique 5-bedroom, 3.5-bathroom custom home, offering 3,292 square feet of luxury living in the heart of Winter Park. Step inside and you’re immediately greeted by gleaming porcelain tile floors, smooth modern non-textured walls, and soaring ceilings that create a light and airy feel. The spacious living room features custom wall details, crown molding, an elegant wine cellar with glass wall, and expansive high windows that flood the home with natural light. Glass accents continue throughout with an updated staircase and second-level glass wall, adding a sleek, modern touch. To the left, discover a rare double-primary suite layout. A converted study now serves as a second primary bedroom, connected by a hallway with two walk-in closets. The shared spa-style primary bath includes dual vanities, a hot tub, and a glass shower. The suite on the west side enjoys private access to the pool area. Both bedrooms have tray ceilings with crown molding. The open dining area flows seamlessly into the kitchen, which showcases a natural gas range with pot filler, a large island with seating, pendant lights, granite counters, stainless steel appliances, and a unique indoor-outdoor service window that opens to the summer kitchen. The first floor is completed with a third bedroom (currently used as a home office), a full bath, and a laundry room. Ascend the glass-accented staircase to the second floor, where you’ll find a versatile dining/bonus room with porcelain tile flooring and tray ceiling, a kitchenette and a balcony overlooking the pool. Two additional bedrooms, a full bathroom, and a spacious storage closet complete the upstairs. The outdoor space has been completely reimagined for entertainment and relaxation. Enjoy a heated pool and spa with water features and stonework, outdoor shower, summer kitchen with bar seating, pergola, artificial turf, and plenty of yard space. The backyard is fully fenced and includes a storage building with a half bath. A whole-home 24kW Generac generator provides peace of mind. Additional highlights include a two-car garage, a carport for extra parking, and a prime location just minutes from Park Avenue’s upscale shopping and dining, Whole Foods, and easy access to major highways. This exceptional Winter Park home blends custom design, modern updates, and outdoor luxury. Schedule your private tour today.

5 Beds ⋅ 4 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

Welcome to this updated and architecturally unique 5-bedroom, 3.5-bathroom custom home, offering 3,292 square feet of luxury living in the heart of Winter Park. Step inside and you’re immediately greeted by gleaming porcelain tile floors, smooth modern non-textured walls, and soaring ceilings that create a light and airy feel. The spacious living room features custom wall details, crown molding, an elegant wine cellar with glass wall, and expansive high windows that flood the home with natural light. Glass accents continue throughout with an updated staircase and second-level glass wall, adding a sleek, modern touch. To the left, discover a rare double-primary suite layout. A converted study now serves as a second primary bedroom, connected by a hallway with two walk-in closets. The shared spa-style primary bath includes dual vanities, a hot tub, and a glass shower. The suite on the west side enjoys private access to the pool area. Both bedrooms have tray ceilings with crown molding. The open dining area flows seamlessly into the kitchen, which showcases a natural gas range with pot filler, a large island with seating, pendant lights, granite counters, stainless steel appliances, and a unique indoor-outdoor service window that opens to the summer kitchen. The first floor is completed with a third bedroom (currently used as a home office), a full bath, and a laundry room. Ascend the glass-accented staircase to the second floor, where you’ll find a versatile dining/bonus room with porcelain tile flooring and tray ceiling, a kitchenette and a balcony overlooking the pool. Two additional bedrooms, a full bathroom, and a spacious storage closet complete the upstairs. The outdoor space has been completely reimagined for entertainment and relaxation. Enjoy a heated pool and spa with water features and stonework, outdoor shower, summer kitchen with bar seating, pergola, artificial turf, and plenty of yard space. The backyard is fully fenced and includes a storage building with a half bath. A whole-home 24kW Generac generator provides peace of mind. Additional highlights include a two-car garage, a carport for extra parking, and a prime location just minutes from Park Avenue’s upscale shopping and dining, Whole Foods, and easy access to major highways. This exceptional Winter Park home blends custom design, modern updates, and outdoor luxury. Schedule your private tour today.

1453 Lyndale Boulevard, Winter Park

$4,150,000

Welcome to 702 Via Bella, an impressive 2025 English cottage estate by Floridian Custom Homes that captures the essence of timeless architecture exemplifying elegance and artisan craftsmanship. In one of Winter Park’s desirable residential corridors, warmth and beauty abound in this four-bedroom, six-bath residence spanning 3,720 square feet or air conditioned and 4,535 square feet total under roof, offering layered living, artisanal materials, and a modern infrastructure. Upon entry through a solid mahogany front door, warmth and beauty abounds with Botticino limestone flooring enhanced by a textured finish, extensive custom millwork, and an abundance of open concept living areas. Coffered ceilings and recessed WAC lighting create a gallery-like ambiance, enhanced by natural light from insulated casement windows. The central living space integrates with the dining area and designer kitchen, which features custom cabinetry by Grit & Grain, leathered Taj Mahal quartzite surfaces, and chef-grade appliances: a La Cornue 43-inch gas range with McGurken hood, Thermador 30-inch refrigerator and freezer columns, and Bosch dishwasher. The kitchen transitions into a walk-in pantry with cabinetry, quartzite, dual refrigeration drawers, and a dedicated ice maker. An oversized mudroom, finished with hardwood built-ins, offers expanded storage and functionality. The first-floor primary suite is privately positioned in its own wing and finished with wide-plank European white oak flooring by Forrest Accents, a walk-in closet with textured built-in systems, and a spa bath with natural stone countertops, Rohl polished nickel fixtures, a marble-tiled floor and shower, and a frameless glass enclosure. All doors are solid core with Emtek hardware. The library, near the front of the home, offers a quiet retreat with matching oak floors and custom casements. A solid wood staircase leads to the second level living areas including a lounge flex space. There are three additional bedroom suites, each with en-suite baths, which offer porcelain flooring, frameless glass shower doors, brushed quartz and dolomite vanities, decorative lighting, and built-in closet systems. Additional features include CAT-5/6 wiring, Sonos-integrated speakers, lighting automation via the Lutron RA-3 smart system, and pre-wired home security with digital camera ports at key access points. Thoughtfully placed access points from the primary suite and kitchen wing lead to a fully enclosed backyard retreat, where mature landscape design by Signature Landscape frames a private outdoor living sanctuary. A Roman-inspired cabana with grand ceilings and exposed beams anchors the outdoor entertaining space, flanked by a fully tiled ($50,000 upgrade) saltwater pool featuring therapy jets, LED-lit bubblers, a dual-skimmer system, automated controls via a Jandy heat pump, and a Paramount self-cleaning system. Clay brick pavers and landscape lighting define the walkways as well as front entry driveway. This home was constructed with stem wall foundation, concrete block first-floor exterior walls, and 2-by-6 second-floor framing for structural performance along with spray foam and sound mat insulation between floors ensure comfort and acoustic separation. Finished in a palette of clay brick and hand-troweled stucco, the home is crowned with architectural tile shingles and custom metal accents. Eight-inch half-round gutters, aluminum downspouts and engineered drainage ensure long-term performance.

4 Beds ⋅ 6 Baths ⋅ Palmer Ave Lakeside Prop SubDv. ⋅ 32789 Zip Code

Welcome to 702 Via Bella, an impressive 2025 English cottage estate by Floridian Custom Homes that captures the essence of timeless architecture exemplifying elegance and artisan craftsmanship. In one of Winter Park’s desirable residential corridors, warmth and beauty abound in this four-bedroom, six-bath residence spanning 3,720 square feet or air conditioned and 4,535 square feet total under roof, offering layered living, artisanal materials, and a modern infrastructure. Upon entry through a solid mahogany front door, warmth and beauty abounds with Botticino limestone flooring enhanced by a textured finish, extensive custom millwork, and an abundance of open concept living areas. Coffered ceilings and recessed WAC lighting create a gallery-like ambiance, enhanced by natural light from insulated casement windows. The central living space integrates with the dining area and designer kitchen, which features custom cabinetry by Grit & Grain, leathered Taj Mahal quartzite surfaces, and chef-grade appliances: a La Cornue 43-inch gas range with McGurken hood, Thermador 30-inch refrigerator and freezer columns, and Bosch dishwasher. The kitchen transitions into a walk-in pantry with cabinetry, quartzite, dual refrigeration drawers, and a dedicated ice maker. An oversized mudroom, finished with hardwood built-ins, offers expanded storage and functionality. The first-floor primary suite is privately positioned in its own wing and finished with wide-plank European white oak flooring by Forrest Accents, a walk-in closet with textured built-in systems, and a spa bath with natural stone countertops, Rohl polished nickel fixtures, a marble-tiled floor and shower, and a frameless glass enclosure. All doors are solid core with Emtek hardware. The library, near the front of the home, offers a quiet retreat with matching oak floors and custom casements. A solid wood staircase leads to the second level living areas including a lounge flex space. There are three additional bedroom suites, each with en-suite baths, which offer porcelain flooring, frameless glass shower doors, brushed quartz and dolomite vanities, decorative lighting, and built-in closet systems. Additional features include CAT-5/6 wiring, Sonos-integrated speakers, lighting automation via the Lutron RA-3 smart system, and pre-wired home security with digital camera ports at key access points. Thoughtfully placed access points from the primary suite and kitchen wing lead to a fully enclosed backyard retreat, where mature landscape design by Signature Landscape frames a private outdoor living sanctuary. A Roman-inspired cabana with grand ceilings and exposed beams anchors the outdoor entertaining space, flanked by a fully tiled ($50,000 upgrade) saltwater pool featuring therapy jets, LED-lit bubblers, a dual-skimmer system, automated controls via a Jandy heat pump, and a Paramount self-cleaning system. Clay brick pavers and landscape lighting define the walkways as well as front entry driveway. This home was constructed with stem wall foundation, concrete block first-floor exterior walls, and 2-by-6 second-floor framing for structural performance along with spray foam and sound mat insulation between floors ensure comfort and acoustic separation. Finished in a palette of clay brick and hand-troweled stucco, the home is crowned with architectural tile shingles and custom metal accents. Eight-inch half-round gutters, aluminum downspouts and engineered drainage ensure long-term performance.

702 Via Bella, Winter Park

$630,000

Welcome home to this charming 3-bedroom, 2-bath Mediterranean bungalow perfectly situated on a quiet brick street in the heart of Winter Park. You’ll feel tucked away from it all, yet you’re just blocks from restaurants, city parks & tennis courts, grocery shopping, Park Avenue, and Rollins College. Step inside to a warm and inviting atmosphere featuring 9-foot ceilings, a desirable split-bedroom layout, and an open great room that seamlessly blends the kitchen, dining, and living areas. Beautiful hardwood parquet floors add timeless character throughout. The primary suite offers a relaxing retreat with a deep soaking tub, separate shower, and windows overlooking the backyard. A convenient interior utility room doubles as a practical workspace with a built-in desk, perfect for paying bills or setting up a family computer center. Additional highlights: Top-rated Winter Park schools: Audubon K–8 & Winter Park High School and strong Four-Point: Tile Roof (2012), A/C (2021), Water Heater (2020), Electrical & Plumbing (2012). Easy access to I-4 for quick trips west to Downtown Orlando, the attractions, Tampa & I-75, or east to the beaches & I-95. This Winter Park gem combines charm, comfort, and convenience — the perfect place to call home.

3 Beds ⋅ 2 Baths ⋅ Bungalow Park SubDv. ⋅ 32789 Zip Code

Welcome home to this charming 3-bedroom, 2-bath Mediterranean bungalow perfectly situated on a quiet brick street in the heart of Winter Park. You’ll feel tucked away from it all, yet you’re just blocks from restaurants, city parks & tennis courts, grocery shopping, Park Avenue, and Rollins College. Step inside to a warm and inviting atmosphere featuring 9-foot ceilings, a desirable split-bedroom layout, and an open great room that seamlessly blends the kitchen, dining, and living areas. Beautiful hardwood parquet floors add timeless character throughout. The primary suite offers a relaxing retreat with a deep soaking tub, separate shower, and windows overlooking the backyard. A convenient interior utility room doubles as a practical workspace with a built-in desk, perfect for paying bills or setting up a family computer center. Additional highlights: Top-rated Winter Park schools: Audubon K–8 & Winter Park High School and strong Four-Point: Tile Roof (2012), A/C (2021), Water Heater (2020), Electrical & Plumbing (2012). Easy access to I-4 for quick trips west to Downtown Orlando, the attractions, Tampa & I-75, or east to the beaches & I-95. This Winter Park gem combines charm, comfort, and convenience — the perfect place to call home.

1015 Bungalow Avenue, Winter Park

$837,500

A unique opportunity to own this Winter Park luxury corner condominium unit in the gated Park West community. Resting on the corner of New York Avenue and Carolina, with direct second-floor balcony views of Central Park and Park Avenue, and proximity to the quintessential Winter Park experience. Designed by nationally renowned Soco Interiors, a turnkey opportunity that adds ease to the lock-and-go lifestyle. Designer touches and quiet elegance blend to create this California casual interior that was meticulously designed and appointed with function and comfort at the forefront. Open dining and living spaces with balconies on each side make hosting a breeze. A marble-framed fireplace and beautiful wide-plank white oak floors add warmth and charm to this special place. The modern gourmet kitchen is highly functioning for family dinner or entertaining guests. White clean-lined custom cabinetry, gold accent hardware, quartz surfaces and solid quartz backsplash add to the seamless design. A fabulously designed scullery with designer tile floor includes a dedicated laundry/pantry, ample storage and additional counter space for a morning bar. The primary bedroom has ample space and beautiful light with access to one of the two balconies, custom-organized closet and a bath that is appointed with modern finishes such as marble floors/shower and fantastic tropical palm wallpaper that is so chic and fun. An additional large private bedroom suite is inviting and makes it easy to entertain guests for the weekend. Fresh striped wallpaper and organic selections finish out the custom second bath. This pristine unit is in a great building in Park West overlooking Central Park. On a prime corner, with one balcony facing the park and the other overlooking the tennis courts and pool. Elevators throughout and meticulously maintained, all in security of a gated community, Park West has always delivered for decades. Call us for a private showing.

2 Beds ⋅ 2 Baths ⋅ Park West Condo SubDv. ⋅ 32789 Zip Code

A unique opportunity to own this Winter Park luxury corner condominium unit in the gated Park West community. Resting on the corner of New York Avenue and Carolina, with direct second-floor balcony views of Central Park and Park Avenue, and proximity to the quintessential Winter Park experience. Designed by nationally renowned Soco Interiors, a turnkey opportunity that adds ease to the lock-and-go lifestyle. Designer touches and quiet elegance blend to create this California casual interior that was meticulously designed and appointed with function and comfort at the forefront. Open dining and living spaces with balconies on each side make hosting a breeze. A marble-framed fireplace and beautiful wide-plank white oak floors add warmth and charm to this special place. The modern gourmet kitchen is highly functioning for family dinner or entertaining guests. White clean-lined custom cabinetry, gold accent hardware, quartz surfaces and solid quartz backsplash add to the seamless design. A fabulously designed scullery with designer tile floor includes a dedicated laundry/pantry, ample storage and additional counter space for a morning bar. The primary bedroom has ample space and beautiful light with access to one of the two balconies, custom-organized closet and a bath that is appointed with modern finishes such as marble floors/shower and fantastic tropical palm wallpaper that is so chic and fun. An additional large private bedroom suite is inviting and makes it easy to entertain guests for the weekend. Fresh striped wallpaper and organic selections finish out the custom second bath. This pristine unit is in a great building in Park West overlooking Central Park. On a prime corner, with one balcony facing the park and the other overlooking the tennis courts and pool. Elevators throughout and meticulously maintained, all in security of a gated community, Park West has always delivered for decades. Call us for a private showing.

200 Carolina Avenue Unit 201, Winter Park

$2,078,500

Tucked away on a quiet cul-de-sac lined with multi-million-dollar estates, this Winter Park residence offers an enviable blend of privacy, lifestyle, and location. Less than a mile from Park Avenue, the Winter Park 9 Golf Course, and the Racquet Club, this address puts you at the center of the city’s most coveted amenities. A deeded greenbelt easement to Lake Osceola—just 100 yards from the front door—provides effortless access for boating, kayaking, or paddle boarding on the Winter Park Chain of Lakes. The two-story brick home spans 4,328sf with 4 bedrooms, 4 baths, and a 2-car garage. Inside, character and craftsmanship shine with brick archways, custom millwork, tongue-and-groove ceilings, and two wood-burning fireplaces. The gourmet kitchen features Thermador appliances, marble counters, and a walnut-topped island, while the expansive primary suite boasts a private screened patio, a fully built-out oversized walk-in closet, and a spa-like bath. Two bonus rooms upstairs provide flexible space for work or play, while updated systems—including a 2018 roof, three HVAC units, dual-pane windows, updated drainage, whole house generator, mosquito misting system, whole house alarm, and smart home upgrades—ensure comfort and peace of mind. Equally impressive are the grounds. The front garden is graced with jasmine, mature oaks, and manicured plantings, while a Chicago brick horseshoe driveway easily accommodates six or more cars. Out back, a private retreat unfolds with a lagoon-style saltwater pool and spa surrounded by flagstone decking, a summer kitchen, covered patio with fans and lighting, and a dedicated pool bath. Living here is about more than a home—it’s about lifestyle. With gardens and stunning architecture at every turn, culture, shopping, and dining just minutes away, and lake access at your fingertips, this property offers a rare opportunity to experience the very best of Winter Park.

5 Beds ⋅ 4 Baths ⋅ Palmer Ave Lakeside Prop SubDv. ⋅ 32789 Zip Code

Tucked away on a quiet cul-de-sac lined with multi-million-dollar estates, this Winter Park residence offers an enviable blend of privacy, lifestyle, and location. Less than a mile from Park Avenue, the Winter Park 9 Golf Course, and the Racquet Club, this address puts you at the center of the city’s most coveted amenities. A deeded greenbelt easement to Lake Osceola—just 100 yards from the front door—provides effortless access for boating, kayaking, or paddle boarding on the Winter Park Chain of Lakes. The two-story brick home spans 4,328sf with 4 bedrooms, 4 baths, and a 2-car garage. Inside, character and craftsmanship shine with brick archways, custom millwork, tongue-and-groove ceilings, and two wood-burning fireplaces. The gourmet kitchen features Thermador appliances, marble counters, and a walnut-topped island, while the expansive primary suite boasts a private screened patio, a fully built-out oversized walk-in closet, and a spa-like bath. Two bonus rooms upstairs provide flexible space for work or play, while updated systems—including a 2018 roof, three HVAC units, dual-pane windows, updated drainage, whole house generator, mosquito misting system, whole house alarm, and smart home upgrades—ensure comfort and peace of mind. Equally impressive are the grounds. The front garden is graced with jasmine, mature oaks, and manicured plantings, while a Chicago brick horseshoe driveway easily accommodates six or more cars. Out back, a private retreat unfolds with a lagoon-style saltwater pool and spa surrounded by flagstone decking, a summer kitchen, covered patio with fans and lighting, and a dedicated pool bath. Living here is about more than a home—it’s about lifestyle. With gardens and stunning architecture at every turn, culture, shopping, and dining just minutes away, and lake access at your fingertips, this property offers a rare opportunity to experience the very best of Winter Park.

715 Via Bella, Winter Park

$750,000

Experience refined Winter Park living in this stunning 2-bedroom, 2-bath pied-a-terre in the Cloisters condominium. Perfectly situated in the heart of town, this residence offers serene lake and pool views, a deeded parking space, and effortless access to the upscale boutiques and renowned dining of Park Avenue. Thoughtfully designed interiors feature luxe furnishings and accessories curated by SMRS Design, blending timeless elegance with modern comfort. Whether enjoying your morning coffee by the water or entertaining in style, this home captures the best of Winter Park’s coveted lifestyle.

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Experience refined Winter Park living in this stunning 2-bedroom, 2-bath pied-a-terre in the Cloisters condominium. Perfectly situated in the heart of town, this residence offers serene lake and pool views, a deeded parking space, and effortless access to the upscale boutiques and renowned dining of Park Avenue. Thoughtfully designed interiors feature luxe furnishings and accessories curated by SMRS Design, blending timeless elegance with modern comfort. Whether enjoying your morning coffee by the water or entertaining in style, this home captures the best of Winter Park’s coveted lifestyle.

100 S Interlachen Avenue Unit 203D, Winter Park

$2,144,000

Wonderful home in sought-after Pennsylvania Place. Newer roof (2019), HVAC and Water Heaters

4 Beds ⋅ 4 Baths ⋅ Pennsylvania Place SubDv. ⋅ 32789 Zip Code

Wonderful home in sought-after Pennsylvania Place. Newer roof (2019), HVAC and Water Heaters

1077 N. Pennsylvania Ave, Winter Park