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$1,100,000
3 Beds ⋅ 3 Baths ⋅ Fairbanks Park SubDv. ⋅ 32789 Zip Code
Welcome home! Nestled in the heart of Winter Park this 3-bedroom, 2.5 bathroom residence offers a perfect blend of convenience, energy efficiency, and refined comfort. From the moment you enter, you'll be captivated by high ceilings and crown molding for a spacious and refined feel. The kitchen is a chef's dream featuring granite countertops, stainless steel appliances, a gas range and upgraded plumbing fixtures. Enjoy cozy evenings in the living room by the new gas fireplace or relax outside by the cocktail pool, perfect for entertaining and enjoying the Florida sunshine in a tropical setting. The primary suite includes a private balcony with serene views of Lake Midget park. The spacious master bathroom is a true oasis with a soaking tub and rainfall shower. Powered blackout roller shades in the primary suite and downstairs living area ensure restful sleep and complete privacy. Closet systems throughout the home add a layer of organization and luxury. Recent upgrades to the home include a new roof with architectural shingles (2023), energy efficient Pella Impervia windows (2024), an updated air conditioning/heat pump system (2022) and full flake epoxy garage floors with ultra quiet garage door openers. Enjoy low utility bills and energy efficiency with dual-zone A/C, tankless hot water system, R40 attic insulation & foamed block walls. Easy access to I-4 and just minutes from iconic Park Avenue, Downtown Orlando, Rollins College and Baldwin Park. Shopping, numerous restaurants and bars, tennis facilities, multiple parks and city facilities are just a short walk or drive away. Whether you're looking for the perfect place to call home or a stunning Winter Park retreat, this home delivers unmatched quality, location, and lifestyle.

930 S Kentucky Avenue, Winter Park
$475,000
4 Beds ⋅ 2 Baths ⋅ Sylvan Heights SubDv. ⋅ 32789 Zip Code
PROPERTY AS-IS - Perfect for a fix-and-flip or new construction. Nestled in the heart of Winter Park’s coveted 32789 ZIP code, this stunning new possibility offers the epitome of luxury living in one of Central Florida’s most coveted neighborhoods. The current structure is being approved for demolition, and the 30-day public notice has been completed. This Prime Location is perfect for Investment or dream-home Lifestyle Potential. Buyer to verify all facts independently.

1740 Anzle Avenue, Winter Park
$429,999
3 Beds ⋅ 2 Baths ⋅ Sells Terrace SubDv. ⋅ 32789 Zip Code
Discover this beautifully updated 3-bedroom, 2-bathroom home in Winter Park, perfectly positioned to enjoy the best of both Winter Park and College Park living! From the moment you arrive, you’ll notice the professionally landscaped front and backyard (2022) with upgraded irrigation, gutters, and a spacious, durable back deck (2021). Step inside to find an inviting floor plan featuring crown molding, wood flooring, abundant natural light, and thoughtful updates throughout. The large living room with a cozy window bench flows seamlessly into the modernized kitchen, complete with granite countertops, wood cabinets, stainless steel appliances (including a double oven), and a custom-built island that conveys. Off the kitchen, you’ll find a convenient indoor laundry room and a versatile bonus/family room currently serving as a dining and entertainment space. This room boasts shiplap accents, updated lighting, tile floors, a mini split (2023), and backyard access. The primary suite overlooks the backyard and offers dual closets plus a renovated en-suite bathroom with a walk-in shower and dual-sink vanity. The additional bedrooms are spacious and bright, with the second bathroom also completely remodeled. Enjoy your private backyard oasis, perfect for relaxing or entertaining—grill on the deck, play cornhole, or simply unwind. Major updates include: Hot Water Heater (2024), AC (2023), Mini Split (2023), Re-Landscaping & Irrigation (2022), Spray Foam Attic Insulation in Florida Room(2022), Gutters (2021), Replumbed (2020), Roof (2016). This home is truly a charmer—move-in ready and waiting for its next owner! Schedule your private tour today.

105 Conrad Court, Winter Park
$502,000
3 Beds ⋅ 2 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code
CHARMING 3 BEDROOM, 2 BATH IN THE HEART OF WINTER PARK! This home is located in a highly desirable neighborhood, ideally positioned between Baldwin Park, Audubon Park, Mills 50, and Park Avenue. Just steps from Blue Jacket Park, you’ll enjoy morning walks, weekend picnics, and easy access to the shopping, dining, and entertainment that make Winter Park so special. With so much potential, you can move right in, remodel to your taste, or build a custom home—just as many neighbors have already done. The property features comfortable living spaces, a bright kitchen, a large screened-in sun room, and a spacious backyard perfect for outdoor gatherings or future customization. Whether you’re looking to settle into a vibrant community or invest in a highly sought-after area, this home is a fantastic opportunity you won’t want to miss!

2308 Mulbry Drive, Winter Park
$382,575
2 Beds ⋅ 1 Baths ⋅ Albert Lee Ridge Add 02 SubDv. ⋅ 32789 Zip Code
Welcome to 1001 Early Ave—a beautifully updated 2-bedroom, 1-bath home that perfectly balances timeless character with contemporary style. Nestled on a spacious 7,405 sq ft lot, this 1,222 sq ft gem invites you in with parquet floors, decorator tile, and abundant natural light. The expanded kitchen is a showstopper, featuring stainless steel appliances, granite countertops, a wine cooler, and sleek wood and glass accents—ideal for both everyday cooking and weekend entertaining. The renovated bathroom offers spa-like serenity with a glass bowl sink and modern finishes. Step outside to your private oasis: a sparkling pool with a tranquil water feature, a tiki-style cabana, and a paver patio designed for unforgettable gatherings. The circular driveway and garage with a service door add convenience and curb appeal. The septic system was replaced in 2019, serviced in 2024 and roof replaced 2021. Located minutes from Whole Foods, Winter Park Village, the Enzian Theater, and the vibrant 17-92 corridor, this home offers unbeatable access to shopping, dining, and entertainment. With easy access to I-4 and College Park, your commute and weekend plans just got easier. Whether you're a first-time buyer, downsizer, or investor, this home is a rare find in one of Central Florida’s most desirable neighborhoods. Don’t miss your chance to own a slice of Winter Park paradise.

1001 Early Avenue, Winter Park
$2,078,500
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
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
$771,000
3 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code
You know it's going to be a winner when the primary walk-in-closet, alone, is 8'x10'! This beautiful Orwin Manor home has it all: 3 bedrooms, 2 bathrooms, and indoor laundry room, updated kitchen and baths, a detached 1 car garage, flex space for a playroom or office, and incredible systems updates like a 2018 roof, 2020 water heater, and 2022 HVAC. Once you get past the beautiful curb appeal, you'll step into a multifunctional living space with options for living and dining. You'll appreciate the split plan layout with two secondary bedrooms in one hallway and an expansive primary suite in the back of the home. All of the bedrooms have freshly cleaned carpet and the living spaces in the home are a versatile engineered hardwood. The kitchen, complete with dry bar and wine storage, is in the middle of the home making for easy entertaining and it's filled with convenient storage! Out back, enjoy the well-maintained yard space and 1 car garage for parking and/or storage. The location is ideal, as it's centrally located to the best of both Winter Park and Orlando. Less than a mile from Foxtail Coffee and Kelly's Ice Cream on Orange Ave, 1.5 miles from Rollins College, less than 2 miles from Publix, and so much more.

1340 Pelham Road, Winter Park
$2,144,000
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
$956,809
4 Beds ⋅ 4 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code
Pre-Construction. To be built. Experience a life where timeless craftsmanship meets modern convenience in the heart of Winter Park. This brand-new 4-bedroom, 3.5-bath, 2,662 sq. ft. home is situated on a 6,748 sq. ft. lot and is a meticulously designed modern Craftsman, blending rich architectural details with functional, contemporary living. One of three consecutive custom builds — each with its own distinctive architecture and character — this residence offers a rare combination of individuality and neighborhood harmony. Perfectly located just 6 minutes from Park Avenue’s boutique shopping and dining, and within close reach of top-rated hospitals, it places you at the center of Winter Park’s most sought-after amenities. This property is ideal for designing your forever home. Pricing reflects the starting point, with a variety of upgrade options available to further personalize finishes and features. The adjacent homes, including 1835 Karolina Ave and parcel 21, are also available in the desirable 32789 zip code.

Lot #20 Karolina Ave, Winter Park
$1,063,303
4 Beds ⋅ 4 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code
Pre-Construction. To be built. Experience the best of Winter Park living at 1835 Karolina Ave — one of only three brand-new, custom-built homes on this highly coveted block. This beautiful 4-bedroom, 3.5-bath Prairie elevation home offers 2,662 sq. ft. of thoughtfully designed living space on a 6,748 sq. ft. lot. It combines distinctive architectural character with a prime location—only 6 minutes to Park Avenue’s vibrant shopping and dining scene, and close to top-rated hospitals. This home presents a rare opportunity to design in one of Winter Park’s most desirable neighborhoods. Pricing reflects the starting point, with a range of upgrade options available to further personalize finishes and features. Two additional custom homes, each with unique elevations and thoughtfully designed floor plans, are available right next door parcel 20 and 21. Don’t miss your chance to secure a prime homesite in the desirable 32789 zip code, where location and lifestyle meet. Contact us today for more information or to have your questions answered.

1835 Karolina Ave, Winter Park
$970,000
3 Beds ⋅ 2 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code
Winter Park Home.

207 E Kings Way, Winter Park
$1,150,000
4 Beds ⋅ 3 Baths ⋅ Virginia Heights Rep SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. This beautiful 4-bedroom, 3-bathroom home in Winter Park's sought-after Virginia Heights neighborhood offers 3,204 square feet of comfortable living space on a private 0.21-acre lot. The property underwent extensive addition and renovation in 2020, featuring stunning wood floors throughout and a spacious kitchen complete with a bar, center island, and wine fridge. The home's character shines through unique details like authentic New Orleans 100-year-old ironwork on the staircase, adding historical charm to this modern residence. The main floor flows seamlessly, while upstairs you'll find three bedrooms. A large game room provides flexible space that could easily serve as an in-law suite. Recent updates ensure worry-free living with new drywall, insulation, electrical, and plumbing systems installed. The roof was replaced in 2021, and the home features three newer air conditioning units plus water heaters that are just 2-4 years old. A new sewer line to the street was installed in 2009. Outside, you'll discover a well-designed courtyard leading to an amazing pool and backyard perfect for entertaining or relaxing. The property includes a gas line and plenty of parking space. The location offers the best of Winter Park living. You're just steps from Lake Virginia with exclusive access to College Point, a secluded deeded lakefront area reserved for Virginia Heights residents only. This beautiful lakefront spot overlooks Rollins College and includes a dock for launching kayaks or canoes. Daily conveniences are nearby with Park Avenue's shops and restaurants within walking distance. The home provides quick access to downtown Winter Park, Winter Park Village, US 17-92, and Mead Botanical Garden. Families will appreciate the proximity to highly-rated Audubon K-8 and Winter Park High School, both just moments away. This property perfectly combines privacy, luxury, and convenience in one of Winter Park's most desirable neighborhoods.

1213 Richmond Road, Winter Park
$600,000
3 Beds ⋅ 2 Baths ⋅ Orangewood Park SubDv. ⋅ 32789 Zip Code
In the heart of the Audubon Park Garden District you will find this updated mid-century modern home on a .17 acre homesite. A brick-paver driveway and front patio provide lots of curb appeal. Stepping inside you are greeted by warm bamboo flooring and tons of natural light thanks to updated windows (2013) throughout. The split floor-plan features 3 bedrooms and 2 bathrooms, both updated with newer tile and vanities. A 3-ton HVAC unit (2020) as well as a mini-split and ceiling fans keep the home comfortable throughout the Florida summer. When it's cooler, enjoy lounging in your fenced-in backyard on your rear lanai, accessible via a charming brick-paver path. Other notable features include upgraded kitchen cabinets, stainless LG appliances, blinds throughout and recessed lighting. An enclosed utility room provides tons of extra storage and convenience. The location of this home is less than 10 minutes to Park Avenue and just 2 blocks from Corrine Drive and all the wonderful shops and restaurants in Audubon Park. Enjoy walking to the East End Market to pick up some gourmet cheese, fresh baked bread and coffee on a Saturday morning! The highly desirable and award winning Audubon Park K8 School is also a mere 4 blocks away. The adjacent Baldwin Park neighborhood offers a plethora of parks, playgrounds, shopping, grocery and boutiques for your enjoyment. This home is also zoned for Winter Park High School, arguably one of the best high schools in the Orange County Public School district. The average home sale price in this neighborhood is $1.1 million, don't wait to become a part of this vibrant neighborhood. Schedule a showing today!

2812 Woodside Avenue, Winter Park
$1,168,000
3 Beds ⋅ 3 Baths ⋅ Golfview Heights SubDv. ⋅ 32789 Zip Code
Experience the epitome of modern luxury living—where location, design, and comfort converge in perfect harmony. This newly constructed modern farmhouse offers 3 bedrooms, 2.5 bathrooms, and 2,242 square feet of living space, thoughtfully designed to elevate everyday living. Upon entering, the grand foyer welcomes you with minimalist elegance, setting the tone for the entire home. The open-concept layout seamlessly blends spacious living areas, making them ideal for both relaxation and entertaining. Soft, cozy materials throughout the home create a warm, inviting atmosphere—every surface crafted to feel gentle and refined. The designer kitchen is a culinary centerpiece, featuring custom cabinetry, quartz countertops, high-end appliances, and a sleek island perfect for gatherings. The adjoining living room is bright and airy, anchored by an electric fireplace and enhanced by a striking custom bar wall with exposed brick, built-in shelving, and dual wine refrigerators. A dedicated office and a formal dining room on the main level provide functional flexibility for work and gatherings. The artful centerpiece of the home—the floating staircase—is framed by soaring windows and illuminated by a sculptural chandelier, making a bold architectural statement. Upstairs, the primary suite offers a true retreat with a spacious walk-in closet and a spa-like bath featuring dual vanities, a glass-enclosed double shower, and matte black fixtures. Two guest bedrooms and a dedicated laundry room with a stackable washer and dryer complete the upper level. Step outside to a professionally landscaped yard with a pavered semi-circular driveway and expansive green space, all set on a desirable corner lot. Nestled on a quiet, tree-lined street just minutes from Park Avenue, this home offers the best of Winter Park living. Zoned for A+ rated schools and conveniently located near Winter Park Hospital, Rollins College, fine dining, shopping, museums, and major highways—this is luxury living with lifestyle in mind. Schedule your private showing today and make this exceptional residence your own.

1785 Hollywood Avenue, Winter Park
$164,000
2 Beds ⋅ 1 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code
Welcome to life on Lake Killarney, one of Winter Park’s most sought-after lakefront communities! This charming 2-bedroom, 1-bathroom condo offers an unbeatable location and resort-style amenities—perfect for those seeking the true Florida lifestyle.Enjoy direct access to Lake Killarney, where residents can take advantage of boat slips available at a low cost on a first-come, first-serve basis, as well as a private boat launch, a brand-new dock with covered over-water seating, a lakeside pool, and a clubhouse. The beautifully manicured green spaces and quiet courtyard areas create a peaceful, community-oriented atmosphere.Inside, this move-in ready unit has been freshly painted throughout and features new carpeting. The kitchen has been tastefully refreshed and offers plenty of cabinet space. An assigned parking space is located just steps from the unit, and there's an on-site laundry facility plus a private storage unit for added convenience.Tucked away yet close to it all, you’re just minutes from the shops and restaurants of Winter Park, with easy access to I-4 and other major roadways. Residents love living here—units don’t come available often, so don’t miss your chance to call this lakeside gem home!

2500 Lee Rd Unit 219, Winter Park
$385,000
3 Beds ⋅ 2 Baths ⋅ Shores Lake Killarney Sec 02 SubDv. ⋅ 32789 Zip Code
Charming Winter Park Block Home with Deeded Access to Lake Killarney – Solid, Updated Systems & Priced for Your Personal Touch! Welcome to this well-built 3-bedroom, 2-bath cement block home in one of Winter Park’s most desirable and established neighborhoods. . . . . . Built in 1954 and lovingly cared by the same owner for almost 40 years, this home offers strong bones, a functional layout, and major system updates already completed—including roof (2019), AC (2019), re-piping (2005), window replacement (2010), and custom paver driveway (2005). . . . . . The kitchen was updated in 2008 and offers a great starting point for further personalization. This home is priced to reflect the need for cosmetic updates, giving buyers the opportunity to renovate and style the home to their taste, without worrying about costly behind-the-walls repairs. . . . . . Whether you're a first-time buyer, investor, or someone looking to downsize into a home you can make your own, this property is full of potential. The layout is warm and inviting, with plenty of natural light and the timeless durability of concrete block construction. . . . . . Located just minutes from top-rated schools, parks, shopping, dining, and major roadways, this home is perfectly positioned for convenience and community. . . . . . A wonderful opportunity to own in Winter Park—move in now, update at your pace, and build equity as you go!

259 Blossom Lane, Winter Park
$1,875,000
4 Beds ⋅ 5 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code
Timeless Elegance Meets Modern Comfort in Sought-After Tree Streets Welcome to this thoughtfully designed, custom-built residence in the coveted Tree Streets community of Winter Park. Boasting 4 bedrooms, 4.5 bathrooms, and over 3,300 square feet of meticulously curated living space, this one-of-a-kind home perfectly blends craftsmanship, comfort, and style. At the heart of the home, the chef-inspired kitchen showcases premium Thermador appliances, a gas range, and custom cabinetry that soars to 10-foot ceilings. The spacious butler’s pantry and built-in breakfast nook flow seamlessly into an inviting great room with custom built-ins—ideal for both everyday living and elegant entertaining. Nearby, the formal dining room features a striking drop ceiling, setting the stage for unforgettable gatherings. Designed for everyday convenience and privacy, the first floor includes both a comfortable guest suite and a luxurious primary suite, which features elegant wood beams accenting the ceiling and creates a warm, sophisticated retreat. Throughout the home, beautiful white oak floors add warmth and character, complementing the timeless design and enhancing the flow between each thoughtfully crafted space. Enjoy effortless indoor-outdoor living with an expansive covered lanai featuring a built-in summer kitchen and phantom screens, all overlooking a stunning pool and spa embraced by lush landscaping. A dedicated pool bath ensures convenience for guests enjoying the outdoor oasis. Inside, thoughtful features abound: a stylish mudroom with built-in storage, a large utility room with cabinetry and sink, and a conditioned mechanical room offering smart storage solutions. Upstairs, discover a spacious loft perfect for a media room or play area, accompanied by two generously sized bedrooms each with ensuite baths and ample closets. The Stratford-style front porch invites neighborly chats, while the private backyard provides a serene retreat. Designer-selected finishes and custom touches are evident throughout, highlighting the home's timeless elegance and modern functionality. Ideally situated just minutes from Park Avenue, residents will enjoy effortless access to fine dining, boutique shopping, charming cafes, museums, and the vibrant cultural heart of Winter Park. A rare offering that combines luxurious design, exceptional craftsmanship, and the warm character only a custom-built home can provide—this residence truly stands out in the Tree Streets.

1752 Chestnut Avenue, Winter Park
$825,000
3 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code
BUYER GOT COLD FEET= YOUR OPPORTUNITY! Welcome to 1421 Sunset Drive – A Turnkey Gem in the Heart of Olde Winter Park! This is a rare opportunity to own a beautifully updated home on one of Olde Winter Park’s most charming, brick-lined, tree-canopied streets. Just steps from serene Lake Knowles and Lake Wilbar, and minutes from the vibrant dining, shopping, and cultural experiences of Park Avenue, this 3-bedroom, 3.5-bathroom residence offers the perfect blend of classic charm and modern convenience. Enjoy a low-maintenance lifestyle with eco-friendly landscaping and a thoughtfully designed floor plan featuring two spacious primary suites — one upstairs and one down — each with its own updated bathroom. Inside, the home boasts tall vaulted ceilings, warm wood plank LVT flooring, a cozy wood-burning fireplace, and multiple inviting living areas. The kitchen is a standout with sleek cabinetry, granite countertops, and stainless steel appliances, ideal for both daily living and entertaining. Step outside to enjoy Trex decking on both front and rear patios, a fenced backyard for privacy, and a convenient laundry/mudroom entry from the garage. Additional highlights include a standing seam metal roof, attached garage, and access to top-rated Winter Park schools. The home is also located near the YMCA, Interlachen Country Club, Winter Park Racquet Club, Rollins College, UCF, and AdventHealth Winter Park. This home is move-in ready and offers the very best of Winter Park living — schedule your private showing today!

1421 Sunset Drive, Winter Park
$410,000
4 Beds ⋅ 3 Baths ⋅ Justamere Camp Rep SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. A rare gem nestled in one of Winter Park’s most secluded subdivisions—just 25 homes tucked into a quiet, tree-lined enclave. This block-built mid-century home offers four bedrooms, three baths, and sits proudly on a spacious double lot. Inside, travertine floors add timeless elegance, while oversized windows flood the space with natural light—perfect for highlighting your design vision. Whether you’re leaning into sleek modern style or restoring vintage charm, this blank canvas is primed for your passionate transformation. A renovation ready treasure with solid bones and undeniable potential. Enjoy a Winter Park address at a fraction of the cost—with no HOA, you have the freedom to renovate, rent, or reinvent without limitations. Located just 10 minutes from Park Avenue’s upscale shops and restaurants, with top-rated schools nearby and quick access to I-4 for effortless commuting. This is your opportunity to craft something extraordinary in one of Central Florida’s most coveted locations. Easy to show! Call for your private tour today!

2464 Lotafun Avenue, Winter Park
$637,500
3 Beds ⋅ 3 Baths ⋅ Mc Intyre Place Condo SubDv. ⋅ 32789 Zip Code
Back on Market- Buyer Financing fell through--Beautiful Winter Park townhome that feels like a single-family residence. Situated on a private lane with no through-traffic. Ten-minute walk to Park Avenue and Rollins, five-minute walk to Lake Virginia. This exquisite end-unit is part of a sought-after 10-unit community. Three Bedrooms and two and a half Baths, volume ceilings, pristine travertine marble floors and an abundance of natural light throughout. Enjoy green outlooks through every window. Eat-in kitchen with quartz countertops, separate coffee bar, and stainless-steel appliances. Formal dining room (or flex room) overlooking a patio/atrium. French doors expand the home onto two separate private and peaceful garden patios showcasing meticulous landscaping (with nighttime lighting), marble pavers and one with an updated screen enclosure. An upstairs master suite offers generous closet space with a skylit dressing area and bath with double sinks, soaking tub and walk-in shower. Jack & Jill Bath creates the perfect ensuite guest bedroom. Additional features include wood-burning fireplace, custom plantation shutters, and attached 2-car garage with ample built-in storage. Newer Roof (2021), HVAC (2024), Kitchen Cabinets renovated (2024), New Stove/Oven (2024), Exterior and Interior Paint (2025). Call and come see it!

595 Huntington Avenue Unit 4, Winter Park
$465,000
2 Beds ⋅ 3 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code
SUPERB LOCATION! Don’t miss out on this beautifully updated 2 bedroom 2.5 bath 2-story condo in Killarney Bay. Upon entering, you immediately notice the charm and character of this impeccably maintained condo. Recent updates include a fully renovated screened porch including floor, screen enclosure and roof, new sliding doors and windows, new refrigerator, new dishwasher, newly painted interior and recently installed closet organization systems. The kitchen with solid wood cabinets, stainless steel appliances, granite countertops and counter seating is open to the dining/family room combo featuring a cozy corner fireplace. The flex space in the front of the condo can serve as a formal dining room, home office or art studio with generous shelves that span an entire wall of the room. Convenient downstairs laundry room with storage and half bath with access to additional storage under the stairs. Wood tile floors, plantation shutters, ceiling fans and vaulted ceilings in the upstairs bedrooms. Wood plank flooring on the staircase. Generous upstairs hall closet! Two master suites both with spacious walk-in closets and en suite bathrooms. The front bedroom features a balcony with a sitting area and alcove for a tv or desk and the back bedroom presents as a quiet, private retreat with extra closet space. The recently renovated screened porch overlooking the manicured landscape is the perfect place to relax and unwind. Two assigned parking spaces, one covered and located in front of the condo. Outdoor closet located on screened porch. Community pool and dock and view of Lake Killarney. Kayaks and paddleboard storage available. Walkable to Winter Park Village, Trader Joes and a variety of restaurants and shopping along the 17-92 corridor. Easy access to I.4 via Fairbanks or Lee Rds. You simply cannot beat this location! Call today to schedule your showing!

130 Killarney Bay Court Unit 5-3, Winter Park
$580,000
3 Beds ⋅ 3 Baths ⋅ Arbors/Aragon SubDv. ⋅ 32789 Zip Code
Nestled in a peaceful enclave near Park Avenue in Winter Park, this inviting 3 bedroom, 3 bathroom, 1,701 SF townhome offers classic Florida living with modern comforts. A welcoming entry opens to bamboo wood flooring that flows through the main living areas. The living room and adjacent dining space connect seamlessly to the gorgeous kitchen, featuring 42" wood cabinets, stainless appliances, granite countertops, and a breakfast bar, ideal for casual mornings or entertaining guests. Upstairs, the light-filled primary suite offers a peaceful retreat with double-vanity sinks, a garden tub with separate shower, a generous walk-in closet, and a private balcony. Two additional well-sized bedrooms and a hall bathroom provide space for family, guests, or a home office. The home rests on a corner lot with lush landscaping, a cozy front porch, and a 2 car garage. Step outside to discover a fully fenced backyard, perfectly sized for al fresco dining, gardening, or to enjoy a morning coffee in the Florida sunshine. Located just minutes from A-rated Winter Park schools, and close to Winter Park’s shops, restaurants, golf courses, and cultural attractions, this home offers an exceptional blend of convenience and community.

915 Aragon Avenue, Winter Park
$510,000
3 Beds ⋅ 2 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code
Off market Sale

2804 Mulford Avenue, Winter Park
$610,000
3 Beds ⋅ 4 Baths ⋅ Na SubDv. ⋅ 32789 Zip Code
Welcome to 1620 Howell Branch Road—a beautifully reimagined 3-bedroom, 3-bath home that effortlessly blends timeless character with modern convenience. Thoughtfully remodeled from top to bottom, this residence retains much of its original architectural charm while offering the benefits of a full renovation. This gem is in the heart if Winter Park and allows all the amazing benefits of the community and top rated schools! Step inside to find spacious living areas, designer finishes, and a seamless flow that’s perfect for both everyday living and entertaining. The bright and airy layout extends into a lovely enclosed Florida room, offering the perfect retreat to enjoy your morning coffee or unwind in the evening breeze. Outside, you'll find a detached structure with its own full bath—ideal as a mother-in-law suite, guest house, home office, or workshop, giving you flexible space for whatever your lifestyle needs. While the home sits on a main road, it offers exceptional privacy and security, thanks to a fully fenced perimeter, an electronic front gate, and a rear gate providing easy access to the quiet neighborhood behind—great for walking, biking, or even extra guest parking. (Directly accessible on Verona Trail, through back yard gate) This unique property offers the rare combination of historic character and modern upgrades, with the peace of mind that comes from a full renovation. Conveniently located in Winter Park, you’re just minutes from top-rated schools, shops, parks, and dining. Don't miss this one-of-a-kind opportunity—schedule your showing today!

1620 Howell Branch Road, Winter Park
$1,390,000
4 Beds ⋅ 5 Baths ⋅ Killarney Estates SubDv. ⋅ 32789 Zip Code
Under Construction. Renderings available soon. Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting façade you’ll find an airy two-story layout featuring four bedrooms and 4 ½ baths, including a full en-suite guest retreat on the main level. Three additional bedrooms share the upper floor with a bright loft that easily flexes as a playroom, office, or second lounge.The heart of the home is a chef-ready kitchen outfitted for serious cooking—double wall ovens, a dedicated cooktop, and generous countertop space—anchored by a spacious walk-in pantry and a convenient mudroom drop zone to keep daily life organized. Just beyond, a soaring great room centers on a built-in fireplace, while wide sliders open to a covered rear porch perfect for year-round alfresco dining. Upstairs, every bedroom enjoys direct or semi-private bath access, giving the residence the feel of four private suites, and a dedicated laundry room means no hauling baskets downstairs. Practical perks abound: an oversized two-car garage for gear and golf carts, impact-rated construction engineered to the latest Florida wind code, and full pre-wire rough-ins ready for your preferred appliance and lighting packages. All this sits minutes from Park Avenue’s dining and boutique shopping, Rollins College, and Winter Park’s famous chain of lakes. Schedule your private tour and discover the fresh, low-maintenance lifestyle waiting for you in one of Central Florida’s most sought-after neighborhoods. Final design and features subject to change.

525 Lakeview Avenue, Winter Park
$1,300,000
4 Beds ⋅ 3 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. As you enter this renovated 4-bedroom, 2.5-bathroom home within the city limits of Winter Park, you're immediately welcomed by a bright, open living and dining area anchored by a stunning wet bar, complete with sink, cabinetry, ice maker, and floating shelves. All completed with light modern porcelain tile flooring. To your right, the kitchen makes a bold statement with dramatic 4.5-inch thick countertops, waterfall-edge island, oversized farm sink, and high-end appliances including a Thermador induction stove and Whirlpool double oven, microwave, dishwasher, and fridge/freezer. Custom soft-close cabinetry blends seamlessly into the open layout, offering style and serious storage. Just beyond the hurricane rated sliding glass doors, you'll find a covered lanai and spacious yard with a mix of grass and artificial turf, ideal for entertaining, relaxing, or adding a future pool. The primary suite is tucked away on the left side of the home, offering peace and privacy. It features soft lighting, remote-controlled shades, and two walk-in closets with built-ins. The spa-like en-suite bathroom combines wood and stone textures, a floating dual-sink vanity, and a large walk-in rain shower, all designed with modern feel. Two additional bedrooms and a full bathroom are located down the same hallway, separated from the main living space by modern barn doors, perfect for creating a private wing for family or guests. On the opposite side of the home, a fourth bedroom makes a perfect office or guest suite. A nearby half bath opens to the outside, making it an ideal future pool bath. The laundry room is equipped with LG Signature washer and dryer, a drying closet, sink, and built-in storage. Adjacent to the laundry area is a stylish mudroom with custom built-ins to keep everything organized. Both the attached 2-car garage and carport make parking effortless. The garage is climate-controlled with a split AC unit and finished with sleek epoxy flooring, perfect for a gym, workshop, or additional storage. The garage is also equipped with EV charging capabilities. Set on a generous 0.33-acre corner lot, this property offers extra outdoor space, privacy, and potential, whether for a future pool, garden, or entertaining area. Additional upgrades include a whole-house Generac generator, a tankless water heater with softener and filtration system, hurricane-rated windows and sliding doors, new roof (2021), updated plumbing and electrical (2022), and two new AC systems (2022). Non-textured walls and ceilings, smart lighting, and clean, minimalist finishes round out the home’s modern aesthetic. Every detail of this home has been carefully curated to deliver a lifestyle of comfort, style, and function, a true modern retreat in the heart of Winter Park. This home is located just a short drive away from Park Avenue and its many restaurants and other businesses. Conveniently located close to major highways for easy commuting, schedule your private tour today.

1371 Lyndale Boulevard, Winter Park
$475,000
Winter Park Village SubDv. ⋅ 32789 Zip Code
?? Land for Sale – Build Your Dream Home in Winter Park! Just minutes from Park Avenue! Discover the perfect opportunity to build your custom home in one of Central Florida’s most desirable neighborhoods! This prime homesite is nestled among newly built luxury residences and offers the ideal canvas for your future home. The owner has already completed the heavy lifting — the previous structure has been professionally demolished, the septic tank removed, and the lot is cleared and ready to build. Highlights: Prime Winter Park location, Minutes to Park Avenue dining, shopping & events, Surrounded by high-end, newly constructed homes, ready for your builder! Opportunities like this in Winter Park are rare — don’t miss your chance to create something truly special

1414 Bessmor Road, Winter Park
$819,000
2 Beds ⋅ 2 Baths ⋅ Trotters Rep SubDv. ⋅ 32789 Zip Code
Fully renovated 1926 historic Winter Park bungalow with separate cottage in the heart of the Winter Park Historic District. Ideally located within a short distance to Park Avenue, Rollins College and the Winter Park Chain of Lakes community dock, just minutes from the Winter Park 9-hole Golf Course. Exceptional full home remodel by Z Properties in 2020 including a gourmet kitchen, shiplap walls with hidden doors and hidden primary bedroom entry, plus additional updates in 2024. The separate cottage is under air and can be used for a personal gym, golf simulator, home office, guest suite, additional storage or more. Schedule your showing to embrace the modern elegance and historic charm.

734 Maryland Ave, Winter Park
$1,277,000
3 Beds ⋅ 4 Baths ⋅ Parklando SubDv. ⋅ 32789 Zip Code
Welcome to a truly exceptional residence nestled on a quiet, tree-lined street in one of Winter Park’s most desirable neighborhoods. This custom-built gem offers a blend of elegance, craftsmanship, and resort-style comfort, featuring 3 bedrooms, 3.5 baths, and 2,595 square feet of thoughtfully designed living space. As you enter, you'll be immediately drawn to the tranquil, resort-like ambiance created by the centerpiece of the home: a screened-in courtyard with a heated saltwater pool and spa, perfect for relaxing or entertaining year-round. Adjacent to this serene space is a private guest casita complete with a full bath and separate entrance, ideal for in-laws, visitors, or an independent-minded teen. Step into the main house, and you will be immediately captivated by the 15-foot Frank Lloyd Wright-inspired rock wall in the stunning Living Room. The 12-foot ceilings give the space a seemingly endless light and airy feel. Overlooking the great room is a fully equipped chef-inspired kitchen where creating meals will be a breeze with an abundance of cabinets, gleaming quartz counter tops, a large prep island,14 foot breakfast bar and newer top-of-the-line LG SS appliances, and a GE Profile cook top — ensuring that entertaining and meal prep are effortless. There is also a large dining room that can fit more than a large dinner party or family holiday gathering. Also, tucked away on the opposite side of the first floor is a guest suite, featuring a spa-inspired bath with beautiful cabinetry, exquisite tile work, and a large walk-in shower. Plus, the large laundry room with an abundance of storage and a utility sink to round out the main floor of this stunning home. Upstairs is the elegant private owner’s retreat, which also enjoys a quiet sitting area and an expansive custom walk-in closet. The spa-like bath will not disappoint with its large soaking tub, separate stall shower, and dual sinks with contemporary cabinetry and elegant tile throughout. Additional amenities include a large 2-car garage with an EV 30 amp outlet, plus an oversized over 300 square foot separate flex space that would make an excellent home office, home gym, or craft/hobby space. The home features tons of storage space, custom automated blinds with remotes, blackout blinds, a new AC unit, new lighting, new exterior paint, and a tankless water heater. This remarkable home is flooded with natural light and ambiance, with many floor-to-ceiling windows, while exuding a warm and cozy atmosphere. Zoned for some of the best public schools in the area, including Audubon K-8 and Winter Park HS, and conveniently located near Audubon Park/Corrine Drive shopping and restaurants, and of course easy access to Winter Park's Park Ave with its fine restaurants and shopping, and also close proximity to Blue Jacket Park/Baldwin Park, Downtown Orlando, Leu Gardens, the Mills 50 District and Rollins College. Don't miss your opportunity to own this exquisite Winter Park retreat, a perfect blend of luxury, privacy, and location. Florida living at its finest!

2728 Eastern Parkway, Winter Park