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$1,088,000
4 Beds 3 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
66,500 PRICE IMPROVEMENT! Experience resort-style living every day in this stunning Meritage Homes masterpiece, perfectly situated on a premium waterfront lot with over 200k in upgrades, in the highly sought-after Water’s Edge section of Hawk’s Crest. This elegant home offers breathtaking pond and fountain views, especially enchanting at sunset, and an unparalleled combination of luxury, comfort, and energy efficiency. Step into your private outdoor oasis featuring a custom screened, saltwater, self-cleaning pool and spa with electric heat, LED color-changing lights, and an illuminated screen enclosure that creates an unforgettable nighttime ambiance. The expanded patio includes a custom outdoor kitchen complete with Quartz counters, stainless grill with hood, Green Egg, refrigerator, sink, backsplash, and ample cabinetry—perfect for entertaining family and friends. Enjoy beautifully manicured landscaping, French drains to the pond, and gutters for worry-free maintenance. Inside, sophistication meets comfort. The home features 10-foot ceilings, 8-foot doors, wood plank tile flooring throughout (no carpet), and plantation shutters in all main living areas, besides the Living room. Elegant crown molding, neutral Sherwin Williams paint, and upgraded lighting and fans add to the refined atmosphere. The chef’s kitchen is a showstopper with solid wood, soft-close shaker cabinets, Quartz countertops, a large island with breakfast bar, pendant and recessed lighting, stainless steel LG and KitchenAid appliances including a double oven, tile backsplash, a walk-in pantry, and a separate Butler’s pantry for additional storage and prep space. This desirable 3-way split floor plan offers privacy for everyone. One secondary bedroom enjoys its own private bath, while two others share a beautifully appointed pool bath featuring Granite counters, shaker cabinetry, and a tiled shower. The dedicated office with double French doors is ideal for working from home. The spacious primary suite is truly a retreat with its own views to the pool area, a luxurious en suite bath featuring double vanities, Granite counters, a garden tub, walk-in shower with glass panels, private water closet, and a custom walk-in closet system that will impress. Additional highlights include: • Laundry room with cabinetry and plumbing for a utility sink • 3-car garage with epoxy flooring and mounted television • All televisions convey, including the outdoor-rated SunbriteTV • Carrier HVAC systems for comfort and efficiency • Recently painted garage doors • Recently cleaned and sealed pavers front and back • Pet screen at bottom and a few side panels of pool Residents of Hawk’s Crest enjoy resort-style community amenities, including a community center with gym, resort pool with a splash pad, elegant clubhouse, multiple playgrounds, dog park (just three doors down!), cornhole area, hammocks, and grilling/picnic areas. Take a relaxing stroll on the private boardwalk to Lake Howell, where you can fish, kayak, paddleboard, or watch the sunset from the gazebo. This gated community with a virtual guard offers both privacy and peace of mind. Don’t miss your chance to own this one-of-a-kind home that perfectly blends elegance, functionality, and the best of Florida living. All you need to do is hire the movers!

1092 Wading Waters Circle, Winter Park

$1,075,000
4 Beds 3 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
In the private gates of Hawks Crest, this exquisite Palermo II residence by Meritage Homes showcases over $300,000 in luxurious upgrades and an impeccable blend of elegance and modern comfort. Designed for effortless living and grand entertaining, the single-story floor plan offers an inviting open concept layout. A spacious living area centers around an electric fireplace and expansive glass sliders that open to a tranquil resort-style retreat. At the heart of the home, the chef’s kitchen features quartz countertops, elegantly crafted cabinetry and designer lighting, complemented by adjacent dining and gathering areas ideal for hosting. The residence offers four spacious bedrooms, three beautifully appointed baths, and a three-car garage equipped with built-in cabinets and storage racks for added convenience. Additional highlights include a custom primary suite closet and a beautifully designed laundry room, both thoughtfully tailored for organization and functionality. A premium surround sound system enhances the interior and extends outdoors to the pool and patio area, creating a seamless atmosphere for everyday living and entertainment. Outdoors, a private saltwater pool and spa await, heated by gas and equipped with an automatic fill and drain system for effortless enjoyment. The fully fenced backyard, with no rear neighbors, is framed by lush tropical landscaping, complete with three gated entries and a serene fire pit retreat, providing privacy and tranquility. Residents of Hawks Crest enjoy a thoughtfully designed community featuring a resort-style swimming pool, virtual guard gate, clubhouse, fitness center, splash pad, playgrounds and a dog park, along with exclusive access to Lake Howell. For added convenience, Park Maitland Preschool, Kelly’s Ice Cream and Foxtail Coffee Co. are right at the front of the neighborhood. This remarkable home captures the essence of luxury, comfort and contemporary Florida living.

1245 Wading Waters Circle, Winter Park

$1,500,000
7 Beds 4 Baths Lakeside Estates SubDv. 32792 Zip Code
Waterfront dream home in the exclusive, gated community of Lakeside Estates on beautiful Garden Lake. This exquisite 7-bedroom plus office, 4-bath “Del Rio” model offers over 5,000 sq. ft. and has been COMPLETELY RENOVATED in 2025 with high-end finishes, designer lighting, and modern upgrades throughout. Situated in a gated, quiet cul-de-sac community, this property features the largest yard (.5 ACRE) in the neighborhood and direct lakefront access, perfect for adding a dock, pool, or basketball court. Accordion doors lead to an expansive brick paver patio with a covered lanai, yard with fruit trees and breathtaking sunsets over Garden Lake High ceilings, all interiors painted, new porcelain tile, custom lighting, 7-inch baseboards, dual HVAC units and a stunning new glass-and-wood staircase. The gourmet kitchen showcases a new technological refrigerator, new upper cabinetry, granite countertops, stainless steel appliances, butler’s pantry, and custom shelving. Entertain in style with two custom wet bars, fireplace, and a new home theater complete with 7 recliners, surround sound, projector, and subwoofers. Two luxurious primary suites-one on each level offer spa-like bathrooms, custom vanities, and lake views. Additional highlights include Nest thermostats, four high-end automatic bidet toilets, custom closets, and a new laundry room with ceiling-height cabinetry, sink, and mudroom built-ins. The three-car tandem garage provides extra storage and convenience in addition to the extra space brick paved driveway. Enjoy the private lakefront lifestyle with stunning sunsets, community pier, playground, and dock for kayaks and paddleboards. Conveniently located near Winter Park, Oviedo, UCF, and top-rated Seminole County schools. Trinity Prep, Geneva School, Circle Christian and more plus shopping very close by. This home combines modern luxury, comfort, and waterfront living in one unforgettable property. FURNISHED PRICES and more details available upon request.

1460 Via Sangro Place, Winter Park

$1,234,800
5 Beds 5 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
Welcome to this Meritage Homes Kerrville II model in the highly sought-after gated community of Hawks Crest in Winter Park. Built for both comfort and sophistication, this impressive 5-bedroom, 4.5-bath residence offers 4,307 sq. ft. of beautifully designed living space and more than $186,000 in upgrades. Situated on a premium lot backing to conservation and Lake Howell, this home seamlessly blends energy efficiency with exceptional indoor and outdoor living. As you enter through the front door, you’re welcomed into a spacious open foyer that sets the tone for elegance. To your left is a formal living room, perfect for quiet conversation or reading. To the right, a large formal dining room easily accommodates gatherings of family and friends. Continue into the expansive great room and gourmet kitchen, where entertaining is effortless thanks to the built-in speaker system that fills the family, dining, living, and game rooms—as well as outdoor areas—with rich sound. The gourmet kitchen is a chef’s dream, featuring a large island with breakfast bar, stainless appliances, granite countertops, and abundant cabinet space. The first floor also includes a private guest suite with full bath ideal for multi-generational living or overnight guests. A half bath and pool bath provide easy access for visitors and outdoor entertaining. Upstairs, the luxurious primary suite offers a serene retreat with conservation views, walk-in closets, and a spa-like bath with soaking tub, glass-enclosed shower, and dual vanities. The upper level also features three additional bedrooms and two full baths, providing plenty of space for family or guests. Movie nights will never be the same in the custom home theater, equipped with KEF speakers, dual 18-inch subwoofers (1,400 watts per channel), sound treatment panels, and projector wiring—all designed to deliver a cinematic experience at home. Outdoor living is where this home truly shines. Step outside to a 20' × 10' saltwater pool featuring a wading ledge and automated self-cleaning system for low-maintenance enjoyment. The paver patio and outdoor kitchen create the perfect setting for entertaining or unwinding. Upgrades include a Tesla solar system with 48 panels and two inverters, a new 3-ton A/C unit for upstairs, a variable-speed pool pump, and an upgraded Wi-Fi–controlled irrigation system. These thoughtful enhancements combine cutting-edge efficiency with exceptional comfort. Additional features include a three-car garage, spacious laundry room, and beautifully maintained landscaping with full irrigation. Residents of Hawks Crest enjoy resort-style amenities including a clubhouse, fitness center, pool, splash pad, playgrounds, dog park, and private dock on Lake Howell—perfect for kayaking, paddleboarding, or relaxing at sunset. The community’s prime location provides easy access to top-rated schools, boutique shopping, fine dining, and all that Winter Park offers. This is more than a home—it’s a statement of style, sophistication, and energy-smart living. Don’t miss your opportunity to own one of Hawks Crest’s most impressive properties. Schedule your private showing today and experience the perfect blend of design, technology, and Florida luxury living.

1065 Wading Waters Circle, Winter Park

$1,120,000
4 Beds 3 Baths Tanglewood Sec 3 Rep SubDv. 32792 Zip Code
Experience the best of Winter Park living in this stunning new custom-built pool home situated on a generous .29-acre lot just 1.9 miles from Park Avenue. Designed with a modern aesthetic and built to the highest standards, this 4-bedroom, 3-bath residence is a true showcase of craftsmanship and luxury. Step inside to discover a stunning vaulted great room where the kitchen, living, and dining areas flow seamlessly together, all bathed in natural light from custom windows and expansive 16-foot sliding glass doors. An impressive open staircase leads to a soaring second floor, where you’ll find hardwood flooring, three spacious bedrooms, and a versatile game room or flex space. At the heart of the home is a chef-inspired kitchen featuring SMEG Italian appliances, custom cabinetry, and a breathtaking Taj Mahal quartzite waterfall island. The primary suite offers a peaceful retreat with a spacious 19x13 bedroom, a luxurious bath featuring a walk-in shower, soaking tub, and a custom dual-sink vanity. Throughout the home, you’ll find Pella windows, designer lighting, and thoughtful custom finishes. Step outside to your fully fenced backyard oasis complete with a large sparkling pool, perfect for relaxing or entertaining. This is a rare opportunity to own a distinctive, move-in-ready home in one of Central Florida’s most sought-after neighborhoods.

5236 Lake Howell Road, Winter Park

$1,065,000
4 Beds 3 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
Welcome to 1024 Wading Waters Circle—a rare offering in the gated, amenity-rich enclave of Hawk's Crest in Winter Park. This modern, single-story Palermo II model has been elevated far beyond builder-grade materials with over $300,000 in custom upgrades, blending refined design with seamless indoor-outdoor living and spectacular waterfront views. From the moment you arrive, this residence impresses with its expanded paver driveway, beautiful stone façade, and artfully curated landscaping with low-voltage and Phillips Hue lighting that transforms the home’s exterior by night. The stylish entry courtyard sets the tone for what awaits inside. Enter into a gallery-style foyer that opens to a bright, open-concept layout with wide-plank flooring, custom wood accent walls, designer lighting, built-in speakers throughout the home, and a crisp, modern aesthetic. The chef’s kitchen is a showpiece—outfitted with flat-panel two-tone cabinetry, quartz countertops, built-in JennAir appliances, and a waterfall-edge island. Matte black fixtures, a pot filler and a sleek integrated hood complete the space. The living and dining areas flow effortlessly to the expansive screened lanai, where the outdoor experience has been completely reimagined. Entertain in style with a custom-built summer kitchen featuring premium Hestan appliances, a gas grill, beverage fridge, sink, and stainless storage. A beautifully designed aluminum pergola, built for year-round enjoyment, provides a separate outdoor destination. The fenced backyard opens to serene water and fountain views, lush landscaping, and a charming cocktail citrus tree—offering an ideal setting for quiet mornings and sunset gatherings. The private primary suite is a peaceful retreat with large windows framing the water and includes a spa-like bath with double vanities, glass-enclosed shower and a custom walk-in closet. Three additional bedrooms and a dedicated office with glass French doors provide space for guests, work, and play. Additional highlights include a whole-home water filtration system, cloud-based security camera system, Wi-Fi dimmer switches controllable by phone, black aluminum fencing with three gates, and a spacious three-car garage equipped with a mini-split HVAC system and a Tesla 11.2-kilowatt solar system with a Tesla charger for added convenience. Residents of Hawks Crest indulge in a thoughtfully planned community featuring a resort-style swimming pool, virtual guard gate, clubhouse, fitness center, splash pad, playgrounds, dog park and access to Lake Howell. Park Maitland Preschool, Kelly's Ice Cream and Foxtail Coffee shop are at front of the neighborhood for added convenience. An exclusive respite, this home exemplifies a refined lifestyle for those who appreciate peaceful and convenient living. This is not just a home, it’s a lifestyle.

1024 Wading Waters Circle, Winter Park

$1,295,000
6 Beds 4 Baths Lakeside Estates SubDv. 32792 Zip Code
Welcome to your WATERFRONT dream home in the prestigious Lakeside Estates, a private gated community situated on Garden Lake. Highly desirable cul-de-sac location and short stroll to the playground. The Kerrville model home is designed for stylish, easy living and offers an open floor plan with high-end finishes throughout. Impress your family and friends with the inviting foyer, 20+ ceilings, engineered hardwood floors, wrought iron staircase and open to the dining and living rooms. The spacious gourmet kitchen features granite countertops, upgraded tile backsplash, stainless steel appliances and pantry. The adjoining eat-in space and large family room provide the perfect space for gatherings. The secluded master suite is a private retreat, complete with a large walk-in closet and a spa-like bathroom – including updates with modern vanities, built-in Bluetooth speaker light settings including night light, and an enormous shower featuring rain, handheld and wall-mounted shower heads. Each of the five upstairs bedrooms is generously sized, with walk-in closets and great views. The upstairs bonus room has breathtaking views of the lake and can be used as a game room or play area for the family. The outdoor living space is equally impressive, featuring a large, saltwater pool and paved lanai overlooking private 21-acre Garden Lake, perfect for the most amazing sunsets and outdoor gatherings. The large backyard offers lots of room for play, while enjoying the stunning views of the lake. This home is designed with convenience and luxury in mind including a mudroom, huge office/playroom, and a large 3-car garage and additional storage. The 2025 upgraded finishes include new carpet in the bedrooms, freshly painted walls and upgraded Calcutta quartz in the powder bath. Security system and cameras can convey. Lakeside Estates offers exclusive access to a community pier, playground and a boat dock for non-motor kayaks, fishing, canoes, paddleboards, etc. You’ll enjoy a prime location near top-rated schools, parks, Seminole Trail shopping, and dining, with convenient access to Winter Park, Winter Springs, Oviedo, and UCF and close to major roads. Top rated Seminole County public schools and private schools Trinity Prep, Geneva School, Circle Christian and more. With only a handful of homes offering lakefront views, this property is truly one-of-a-kind. Don't miss out on the opportunity to make this luxurious, energy-efficient (energy efficient features) home your own!

1422 Via Sangro Place, Winter Park

$1,160,000
6 Beds 4 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
Exceptional Living Awaits in the Heart of Winter Park Nestled in the sought-after community of Waters Edge at Hawks Crest, this stunning 4268 square-foot energy-efficient home offers an exquisite blend of classic elegance and modern comfort. This Kerville II model, built by Meritage Homes in 2020, has been thoughtfully designed to be both welcoming and refined. From the moment you step through the front door, you’ll be captivated by the quality craftsmanship, thoughtful upgrades, and inviting spaces that make this home truly special. At the heart of the home is a chef-inspired kitchen, beautifully appointed with custom cabinetry, granite countertops, and a large center island that doubles as a breakfast bar. Stainless steel appliances make meal preparation effortless and enjoyable. Ample storage space, a butler’s pantry along with a sunlit breakfast area complete this culinary haven. The spacious family room flows seamlessly from the kitchen, featuring large sliding glass doors that open onto the private backyard oasis with the screened lanai and heated pool. The main floor also features a private en-suite bedroom with its own bathroom that offers direct access to the pool. Upstairs you will find four generous sized bedrooms and three full bathrooms. The luxurious master suite is a true retreat. Here, you’ll find an oversized dressing room/ walk-in closet, a newer spa-inspired en-suite bathroom complete with built ins, dual vanities, and a frameless glass shower. The additional bedrooms are spacious and bright, all with walk-in closets. Also featured on this level is the 6 th bedroom transformed into a dedicated home office which offers a quiet workspace and the versatile bonus room which can be tailored to fit your lifestyle—whether as a playroom, media center, or fitness studio. Waters Edge at Hawks Crest is a gated community featuring a resort style clubhouse with pool, fitness center, playgrounds, dog park, fishing dock and access to Lake Howell Don’t miss your chance to make this your forever home!

2080 Wood Thrush Ln, Winter Park

$1,206,400
4 Beds 4 Baths Bear Gully Pointe SubDv. 32792 Zip Code
Welcome to 4048 Gilder Rose Pl, an impressive four-bedroom, three and a half bathroom residence spanning over 3,300 square feet, located in Winter Park at Bear Gully Pointe, a gated community featuring a spring fed 137 acre lake. This beautifully updated home perfectly balances modern style with practical living, offering an inviting retreat for those seeking both comfort, sophistication and completely turn key. After entering the gated community and arriving at this show stopping residence, your guest will either be able to park in your circular drive way up front or your extra long side entrance that leads to your 3 car garage with epoxy floors and built in storage. The garage also includes a Tesla EV charger and tankless hot water heater. Once parking up front you'll step through the double front doors into a spacious, open-concept layout filled with natural light and accented by luxury vinyl plank flooring. Upon entering your grand foyer you will walk past the office with custom built ins on your left and your formal dining room on your right. Once you reach the hallway on your left your guests will be able to use the half bathroom, the hallway separates the half bathroom from the beautiful kitchen. The kitchen features custom cabinetry, quartz countertops, built-in stainless steel appliances, a gas cook top for the chef of the house and a central island that includes a wine fridge, ideal for both daily meals and entertaining guests. You will be able to enjoy meals at your eat in kitchen or the breakfast nook that flows into the living room. The primary suite is a true sanctuary, with a seating area to enjoy your morning coffee in front of the gas fireplace or outside on your private patio the Primary suite is complete with two generous walk-in closets and a luxurious en-suite bath, featuring dual vanities, a frameless glass shower, a soaking tub and plenty of natural light. Each additional bedroom is thoughtfully designed, providing comfort and privacy for family members or guests. There is enough space for families big and small, 4 bedrooms plus an office/bonus room. Walk through your brand new Pella Doors (not pictured, that's how new they are) to your own personal oasis, boasting a sparkling pool with a custom flagstone patio provides the perfect space for outdoor gatherings, all framed by lush, mature landscaping and a conservation view. Whether you're soaking up the Florida sun or hosting weekend barbecues with your summer kitchen that features built in speakers, a gas grill, a sink and plenty of chilled space for your beverages of choice, this space is designed for making memories. In the evening you'll want to gather around your built in wood burning fireplace. Situated in Winter Park, this home offers easy access to top-rated schools, boutique shopping, and award-winning dining, making it the perfect choice for those seeking the best of Central Florida living. This neighborhood is highly desirable for families looking to be near Tuskawilla and easy access to Trinity Prep. Don’t miss this opportunity to make this exceptional Winter Park residence your own – <iframe src="https://my.matterport.com/show/?m=JgcRhZG1izN" frameborder="0" width="853" height="480" allowfullscreen allow="xr-spatial-tracking"></iframe>

4048 Gilder Rose Place, Winter Park

$2,500,000
5 Beds 4 Baths Acreage & Unrec SubDv. 32792 Zip Code
This approximately 4200 square foot home is situated on a 1.68-acre gorgeous lakefront lot in the desirable Winter Park area. The property features a completely updated main house and a detached the three-car air-conditioned garage is a car collector's dream. The primary bedroom suite offers a tranquil retreat, with modern features, ample square footage and completely remodeled en suite bathroom. The remaining two bedrooms with remodeled hall bath provide comfortable accommodations for family and guests. The updated and remodeled interiors showcase a warm, modern, inviting ambiance, with thoughtful design elements throughout. The open floor plan allows for seamless indoor-outdoor living, with access to the lakefront and private boat dock. The lakefront location offers unparalleled privacy and access to the serene waters, creating a serene and peaceful living environment. The property's unique features, including the updated interiors, separate living spaces, and prime lakefront setting, make it an ideal choice for those seeking a distinctive and well-appointed home. Some of the upgrades include new roof in 2022, New HVAC systems in 2022, new water heater in 2022, new kitchen in 2024, new bathrooms in 2024, new designer light fixtures throughout the house in 2024, upgraded flooring in 2022, new expanded back porch deck in 2022 with stunning views of lake and natural setting, new interior paint in 2024, new exterior paint in 2022, upgraded mother-in-law, guest house, office space, separated rental or teenager's retreat, new boat lift in 2022, new paver driveway in 2022, new water softener in 2022. No HOA restrictions.

2652 Lake Howell Lane, Winter Park

$1,100,000
4 Beds 4 Baths Lake Florence Preserve SubDv. 32792 Zip Code
Virtually Staged. Incredible Value!!! Major price reduction! Private Lakefront Living! Move-in Ready! Wake up to water views, quiet mornings and the kind of lifestyle that rarely becomes available in the Winter Park/Howell Branch area. Set along the shores of a private ski lake- Lake Florence, this single-level lakefront residence offers a serene retreat within an intimate gated enclave of just 28 homes. A setting that feels private and peaceful that is increasingly hard to find. Designed for both everyday comfort and effortless entertaining, the thoughtfully planned 4-bedroom, 3.5-bath layout includes a dedicated office, formal dining room and a desirable three-way split floor plan that provides flexibility and privacy for today’s lifestyle. At the heart of the home, the gourmet kitchen blends beauty and function with quartz countertops, a substantial center island, natural gas cooktop, 42" solid wood cabinetry, walk-in pantry, and a generous butler’s pantry—perfect for hosting or simply enjoying the flow of daily living. Rich wood flooring carries throughout the home connecting the kitchen seamlessly to the light-filled family room and casual dinette area. The primary suite is a true lakefront sanctuary featuring peaceful water views, two walk-in closets and a spa-inspired bath with dual sinks and an oversized shower with dual shower heads. Many upgrades are to be found through out this home such as an extra oversized storage closet, crown molding, custom mud room off of the laundry room, high ceilings, tray accents and abundant natural light to enhance the home’s relaxed, refined feel. Outdoors, the property transforms into a private lakefront escape. Enjoy sweeping water views, a sparkling pool and spa, custom rock waterfall, screened-in lanai and a fully fenced yard framed by tall privacy hedges and mature trees—ideal for quiet evenings or weekend gatherings. Direct lake frontage and access to a nearby community dock complete the lifestyle experience. A three-car garage with a separate AC wall unit offers added versatility—perfect for a workshop, home gym, or additional storage. Thoughtfully positioned, this home represents a rare opportunity to own a lakefront retreat that delivers serenity, lifestyle and value—all within close proximity to shopping, dining and top-rated schools in a prime location!

2922 Reef Knot Place, Winter Park

$1,010,000
5 Beds 5 Baths Bear Gully Pointe SubDv. 32792 Zip Code
Welcome to this beautifully designed executive pool home with private in-law quarters, nestled on an oversized corner lot in the gated community of Bear Gully Pointe in Winter Park. Thoughtfully crafted with architectural elegance, this residence features timeless details including plantation shutters, crown molding, and hardwood flooring throughout the first floor. Step inside and be greeted by soaring ceilings, a sweeping circular staircase, and expansive views of the screened lanai and sparkling pool and spa. The bright, open layout includes a spacious first-floor primary suite with a sitting area, spa-like bath, and a custom walk-in closet, as well as a second bedroom conveniently located on the main level. Upstairs you’ll find two additional bedrooms, two full bathrooms, and a versatile loft. Ideal for multi-generational living or guest privacy, the detached in-law suite offers its own living space, full bath, and private access from across the pool. At the heart of the home is a gourmet kitchen equipped with granite countertops, stainless steel appliances, gas cooktop, double ovens, center island, butler’s pantry, oversized walk-in pantry, and a cozy breakfast nook—perfect for entertaining. Additional features include a generous laundry room with washer and dryer, a spacious 3-car side-entry garage with epoxy floors, gas water heater, circular front drive, extended side driveway, and beautifully manicured landscaping. Bear Gully Pointe offers community tennis courts and a playground, all just minutes from Trinity Prep, major highways, UCF, and Orlando International Airport. This is Florida living at its finest.

2880 Old Castle Drive, Winter Park

$1,180,000
4 Beds 5 Baths Bear Gully Pointe SubDv. 32792 Zip Code
A rare opportunity to own this beautiful pool home in Winter Park at Bear Gully Pointe, a gated community located on a spring fed 137-acre Lake. This perfect 3-way split floor plan with pool views has an open fireplace to enjoy the mornings & evenings. The conservation area in back makes a very private pool & patio area. Expect to be impressed when entering the home with expansive ceilings, open floor plan, and a beautiful gas fireplace in the family room. A very large kitchen with granite counter tops, Jenn Air appliances, lots of cabinet space, breakfast bar & large pantry. Wood floors and tile throughout the home. This home is perfect for entertaining boasting large open floor plan, lots of natural light and soaring ceilings. Beautiful wrought iron staircase to upstairs bedrooms and office that could be a 5th bedroom. The primary bedroom is on the first floor and one of the bedrooms upstairs has a balcony overlooking the pool and patio with sitting area; a perfect place to enjoy your morning coffee or reading your favorite book. This home has tons of extra storage space and a 3-car garage, tile roof and has recently been re-plumbed. Home is just over 4000 sq ft and sits on almost 1/2 acre. Close to restaurants, shopping, Trinity Prep, Park Avenue, 417, UCF and easy access to Orlando International Airport. Call for your private tour today!

4052 Gilder Rose Place, Winter Park

$1,165,000
5 Beds 5 Baths Cypress Reserve SubDv. 32792 Zip Code
Welcome to 2832 Bear Island Pointe in Winter Park's premier gated community, Cypress Reserve! This meticulously maintained estate-like home is move-in-ready with 5 bedrooms plus a large office room with its own bathroom and separate exterior entry. Nestled near the serene Bear Gully Lake, this stunning residence offers the perfect blend of elegance, convenience, and resort-style living. The thoughtfully designed floor plan features a spacious first-floor primary suite with a spa-like ensuite, including double vanities, a soaking tub, a walk-in shower, and a generous walk-in closet (11x13 ft). A gourmet kitchen with granite counter tops and stainless steel appliances makes meal preparation effortless, while the formal living and dining rooms provide an ideal setting for entertaining. With five versatile bedrooms, there is plenty of space for guest rooms, home offices, a gym, or a library. High ceilings (11 feet) throughout the home enhance the open and airy feel. The laundry room is equipped with a stackable washer and dryer, built-in cabinets, and a sink for added convenience. The outdoor space is an entertainer’s dream, featuring a large screened-in pavered patio, an indoor pool and spa, and a built-in barbecue area perfect for hosting gatherings. A spiral staircase leads to a private balcony off the primary suite, offering a peaceful retreat with beautiful views. This home is also equipped with solar panels (owner owned), providing an energy-efficient solution that helps reduce utility costs while promoting sustainable living. Perfectly positioned between world-famous beaches and major attractions, this home is just minutes from top-rated schools, including UCF, Rollins College, Trinity Prep, and The Master's Academy. It also offers easy access to Orlando International Airport, premier healthcare facilities, and the scenic Seminole Trail. Experience the best of Winter Park living in this exceptional home. Schedule your private showing today.

2832 Bear Island Pointe, Winter Park

$1,000,000
5 Beds 5 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
This stunning 4,300+ square foot home is situated in sought after Waters Edge at Hawks Crest in Winter Park - a community known for its upscale charm and exceptional amenities. With 5 bedrooms, 4.5 bathrooms, 3 car garage, and a layout designed for both comfort and style, this home is perfect for modern living and effortless entertaining. Step inside to find a thoughtfully designed floor plan, complete with semi-private guest suite and half bath on the main floor. The heart of this home is the chef's kitchen, featuring stainless steel appliances, quartz countertops, a pantry, large island, and breakfast nook for casual meals. The great room offers soaring ceilings and an automatic window shade, creating a bright, airy space with just the right touch of sophistication. Upstairs, enjoy an expansive loft with wet bar. Just beyond the loft is a den/media room that offers the perfect flex space - it could be a movie theater, workout room, lounge, or even used as a 6th bedroom. The primary suite is a true retreat, featuring a walk-in dressing closet and a spa-inspired bathroom. Practical upgrades include an EV charger and generous storage throughout. Beyond your front door, Waters Edge at Hawks Crest offers resort-style amenities including a clubhouse, sparkling community pool, grilling station, playground, dog park, and dock on Lake Howell - perfect for sunsets, kayaking, or simply enjoying the natural beauty of the community. The community has everything you could want without worrying about any upkeep. Don't miss your opportunity to live in one of the newest and most desirable communities in Winter Park. Schedule your showing today!

2011 Soaring Oak Way, Winter Park

$1,320,000
6 Beds 4 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
Location Location Location. WINTER PARK. Built in 2021 and upgraded this year. This Meritage Homes Wimberley 11 model sits on a premium lot that backs onto conservation and is next to the playground and fishing dock. This stunning 6 bed 4 bath home is perfect for the family and multi generational living. There is so much space surrounded by comfort and style. When you enter you are greeted by the open concept floor plan. The foyer passes the formal dining room to reveal the expansive kitchen and living area. The absolutely wonderful oversized pool and deck are welcoming through the glass siding doors along the rear wall. Past the pool is the lush greenery of the conservation area that is the buffer to Lake Howell. The pool is a saltwater pool so no red eyes from too much chlorine. There is bathroom and shower access from the pool. The screen enclosure has extra-large panels to give the best view of the sunsets and foliage. The primary bedroom is located downstairs off the lounge while the other 5 bedrooms are split 3 and 2 either side of the upstairs lounge and media room. There formal dining room can easily hold a table for 12 or more for those special occasions The home has new vinyl planking throughout and tastefully customized molding on select walls. The upstairs lounge has its own wet bar and the large media room is ideal for movie night. The home has a water softener, a solar system for low energy bills and a six-zone built in stereo system. Inside laundry. Ample parking inside the garage and driveway. Located in the Winter Park gated Hawks Crest community residents enjoy exclusive access to a community pool, fitness center, dog park, playground also includes access to Lake Howell. Put in your paddle board, kayak or just enjoy the wonderful sunsets from the fishing dock.

1269 Wading Waters Circle, Winter Park

$1,422,750
5 Beds 5 Baths Lake Waunatta Woods SubDv. 32792 Zip Code
Modern Lakefront Dream home NOW AVAILABLE! Nestled in the peaceful Lake Waunatta Woods neighborhood, this stunning renovated lakefront estate seamlessly blends modern style with effortless luxury. With over 5,300 square feet, five spacious bedrooms, and breathtaking panoramic views of Lake Waunatta from nearly every room, this one-of-a-kind property offers the ultimate waterfront lifestyle. Situated on the private, spring-fed, 72-acre Lake, this home is designed for both entertaining and everyday living. As you step inside the 2-story foyer creates a grand entrance. Just off the foyer, the library, with its custom built-in shelving, makes for a perfect home office or can serve as a formal dining room. The living room features a two-story, double-sided fireplace and soaring vaulted ceilings, adding warmth and character. The ½ bath at the foyer provides easy access for guests. The family room invites you to gather around the inviting fireplace with custom built-ins and hearth. The open-concept flows effortlessly into the gourmet kitchen. Designed to impress, the kitchen features quartz countertops, built-in LG appliances, a glass cooktop, an expansive pantry wall and walk-in pantry, an island with seating, and a built-in bar perfect for evening entertaining. A wall of panoramic sliding doors perfectly frames the breathtaking views from the family room and kitchen, filling the space with natural light. The enclosed sunroom, with floor-to-ceiling windows and 180-degree lake views, is fully air-conditioned, making it an idyllic retreat for year-round enjoyment. Step outside to your lakefront sanctuary. The massive 35x16 pool and full-length pool deck provide ample space for lounging in the sun or hosting unforgettable gatherings. A composite deck with built-in benches in the yard is perfect for outdoor grilling. Bring your boat and get ready to enjoy lakefront living this summer! This home features a boat house with dock and a gazebo to enjoy summer breezes. A private first-floor bedroom, located just off the kitchen, is ideal for guests. The adjacent cabana bath offers direct pool access through the sunroom. A HUGE laundry room features cabinetry, sink and tons of storage just off the kitchen. Upstairs, the primary suite is a true retreat, offering vaulted ceilings, a cozy fireplace, dual walk-in closets, and a spa-inspired bathroom with dual vanities, a large garden tub, a walk-in shower with travertine tile and frameless glass, and modern lighting and hardware. French doors lead to a private bonus room with wall-to-wall windows overlooking the lake—perfect for a home office, yoga studio, or reading nook. You will never want to leave this room! Along the other wing of the upstairs, three oversized bedrooms provide ample space and comfort. Two of the bedrooms feature expansive lake views. One offers an ensuite bath with frameless glass shower, while the other two share a Jack-and-Jill bathroom. Ideally located just minutes from 417 & 408, this home offers easy access to downtown Orlando, the airport, UCF, Full Sail, and Trinity Prep. Zoned for top-rated schools, including Winter Park High, this is a rare opportunity to own a modern lakefront gem. Schedule your private tour today!<iframe src="https://my.matterport.com/show/?m=ad2NV4V1jzV" frameborder="0" width="853" height="480" allowfullscreen allow="xr-spatial-tracking"></iframe>

8041 Lake Waunatta Drive, Winter Park

$1,250,000
5 Beds 5 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
Welcome to Waters Edge at Hawks Crest! This stunning, energy-efficient home, built by Meritage Homes, offers modern elegance and a thoughtfully designed open floor plan spanning 4,307 sq. ft. As you step inside, you're greeted by a grand foyer that seamlessly flows into the expansive kitchen, dining area, living room, and lanai—perfect for entertaining. The outdoor space features a breathtaking resort-style heated swimming pool with a slide, creating a private oasis in your backyard. On the main floor, a private en-suite bedroom offers convenience with its own bathroom and direct access to the pool. Upstairs, the spacious master suite boasts a walk-in closet, a luxurious walk-in shower, a spa-style garden tub, and a double vanity with quartz countertops. The third, fourth, and fifth bedrooms also feature generous closet space. Additionally, the upstairs includes a versatile bonus room and an impressive cinema room, providing an unparalleled home entertainment experience. Water’s Edge at Hawks Crest is a premier gated community featuring a virtual guard gate, clubhouse, fitness center, playgrounds, a dog park, a splash pad, and a dock with scenic views of Lake Howell. It is conveniently located and offers easy access to Winter Park’s vibrant shopping and dining scene, MCO airport, downtown, major highways, and Florida’s beautiful beaches. This home is the perfect blend of luxury, comfort, and convenience—don’t miss the opportunity to make it yours

1201 Wading Waters Circle, Winter Park

$2,500,000
6 Beds 8 Baths Georgeann Homes SubDv. 32792 Zip Code
BACK ON THE MARKET DUE TO BUYER FINANCING. BELOW Appraised Value! Lakefront Luxury in Winter Park. This CUSTOM gated estate feels like living at a resort. Situated on the beautiful 72-acre PRIVATE, spring-fed Lake Waunatta, this property has it ALL. Completely rebuilt in 2012, featuring six OVERSIZED bedrooms, six full bathrooms and two half-baths, home office, primary spa bath retreat, DOWNSTAIRS primary bedroom, media room, bonus loft, HUGE pool cabana, and even a permitted tree house! Tucked away at the end of a cul de sac, you'll find peace and tranquility behind the private gate and fenced property. Beyond the pavered circular drive, you'll enter through the front door with pool and lake views. Enjoy the open-concept dining, living, and gourmet kitchen with luxury appliances, gas range, and a built-in nugget ice maker! Granite counters in the kitchen, dining room and eat-in kitchen, and a HUGE quartzite island. From the kitchen, you’ll pass TWO large, walk-in pantries with built-ins. The downstairs Primary bedroom features lake views, a custom closet, a home office with TWO built-in desks, and the most thoughtfully designed spa bath with vanities for her and him separated by a water closet with a separate sink (and tv). The walk-in shower and jetted tub also have lake views for the ultimate relaxation. Two more bedrooms on the first floor are excellent options for multigenerational living or young children. You’ll find three more generous-sized bedrooms all with ensuite baths, walk-in closets and built-in desks & cabinets on the second floor. The sky is the limit on the third floor. This bonus loft with the BEST LAKE VIEWS and wet bar could be a man cave, gamer room, yoga studio, home office or whatever you may need. Head out back and be blown away by the cooling stone pool deck, saltwater pool, hot tub, water feature and a FANTASTIC almost 800 sqft pool cabana for the ultimate in outdoor living and entertaining. As you reach the lake, take note of the sandy beach, composite boat dock with lift and floating jet-ski dock. And don’t miss the permitted TREE HOUSE currently used as a yoga studio. Updates & Best Features include: 3-car garage, Custom-designed Builders Home, 50-year shingle and standing seam metal roof, sealed stucco soffits, mosquito control misting system, whole home sound system, two high-efficiency water heaters, AC (2020 & 2024), and whole home water filtration system with carbon filters. Zoned for Winter Park High School and close to Trinity Prep and UCF. Enjoy easy access to 417 & 408 to reduce commutes. Don’t miss your opportunity to own this exquisite property. Schedule your private showing today! Be sure to preview the video https://bit.ly/423Mrok and the 3D Matterport Showcase https://bit.ly/3XFly8W <iframe src="https://my.matterport.com/show/?m=Mexo9nBKf89" frameborder="0" width="853" height="480" allowfullscreen allow="xr-spatial-tracking"></iframe>

7849 Georgeann Street, Winter Park

$1,500,000
4 Beds 4 Baths Georgeann Homes SubDv. 32792 Zip Code
Welcome to your privately Gated Lakefront Estate, with stunning views and a fully equipped Guest Suite in one of Winter Park’s Most Desirable Locations! This private, beautifully landscaped property features an Open-Concept floor plan with expansive windows showcasing STUNNING panoramic lake views throughout. Lush Landscaping and privacy Fencing line both sides of the property. The spacious main living area is anchored by a striking Fireplace and flows seamlessly into a show-stopping entertainment room with a High-end bar, dual wine refrigerators, and a built-in Keg tap—perfect for entertaining. The Gourmet Kitchen includes Wolf stainless steel appliances, Sub-Zero refrigerator, sleek modern cabinetry, and premium finishes. A private 1-bed, 1-bath Guest Suite with kitchen and a separate side entrance is located on the first floor—ideal for visitors or potential Rental Income. Upstairs, the primary suite offers stunning lake views and a luxurious spa-style en-suite. A second upstairs guest bedroom includes its own full private bath. Enjoy outdoor living with a private Boat Dock, Boat Lift, and Rare Private Boat Ramp exclusive to the home. Additional upgrades include a whole-home Generator, Saltwater purification system, Smart Home Technology, and Automatic window shades. Convenient access to 417, 408, Downtown Orlando, OIA, UCF, and area attractions. Lakefront luxury meets privacy and convenience—schedule your private tour today!

7841 Georgeann Street, Winter Park

$1,275,000
4 Beds 4 Baths Brookshire Heights 1st Add SubDv. 32792 Zip Code
Welcome to 2536 Brookshire Ave, a spacious 4-bedroom, 3.5-bath modern farmhouse located in the heart of Winter Park. The open floor plan enhances connectivity throughout, with a first-floor primary suite featuring generous his and her closets. Designer lighting and plumbing fixtures, custom interior paint, 8-foot doors, and wood-like tile floors create a cohesive design. Enjoy additional space upstairs with a loft that has the potential to be converted to a 5th bedroom. All bedrooms are pre-wired for cable and CAT 6, with surround sound in the main living areas and speaker wiring on the back porch. The gourmet kitchen features custom white shaker cabinetry with soft-close doors and drawers, an oversized granite island, and designer pendant lighting. Stainless steel appliances, including an induction cooktop and refrigerator, complement the space. A built-in pantry and under-cabinet lighting with integrated outlets add functionality. The primary suite includes a walk-in shower enclosed in custom glass, a freestanding soaking tub, and dual solid wood vanities with ample storage. Smart technology features include a motorized retractable screen lanai, a Lutron smart exterior lighting system, a MyQ smart garage door opener, and a Schlage smart front door lock with coded entry access on all exterior doors. The home is wired for Ethernet, and a Ring doorbell adds security. The spacious garage offers remote access. Built for efficiency and durability, the home features foam-insulated block walls, Low-E windows, a fully fenced backyard, a sprinkler system, and a radiant barrier roof. Two 15 SEER AC units and a programmable thermostat provide climate control. Located within one of Winter Park’s top-rated school districts, this home is just minutes from Park Avenue’s upscale shopping, dining, and entertainment. Additionally, it is conveniently close to the Winter Park Racquet Club, Interlachen Country Club, and the YMCA. Enjoy nearby outdoor recreation at Ward Park, as well as wellness amenities at the Center for Health & Wellbeing.

2536 Brookshire Avenue, Winter Park

$1,850,000
4 Beds 5 Baths Brookshire Heights SubDv. 32792 Zip Code
Step into the coastal lifestyle you've always dreamed of with this one-of-a-kind, luxurious home that has everything you could ever want—and more. From the moment you enter, you’ll be greeted with positive vibes and a seamless flow that combines elegance with practicality. The spacious open floor plan, complemented by beautiful wood flooring, creates a bright and airy atmosphere perfect for both relaxation and entertaining. At the heart of this home is an oversized kitchen that will leave you in awe, featuring stunning quartz countertops, top-of-the-line stainless steel appliances, and a sleek wine refrigerator to keep your collection perfectly chilled. A hidden prep kitchen allows you to entertain with ease while keeping the mess tucked away. Plus, with two laundry rooms (one upstairs, one downstairs), you’ll never have to worry about laundry day again. With 4 luxurious bedrooms, each with its own ensuite bath, privacy and comfort are yours at every turn. The glass-door enclosed study provides the perfect space for work or quiet reflection, while the professionally designed interior adds a touch of sophistication throughout. Step outside to your private outdoor haven—a massive patio with ample room for lounging and entertaining, plus a sparkling pool and hot tub that can be controlled right from your phone. After a day of sun and fun, rinse off in your outdoor shower, surrounded by gorgeous landscaping that adds a tropical touch to this serene retreat. Every inch of this home has been thoughtfully designed for maximum comfort, convenience and luxury. The attention to detail are unmatched. Tucked away in a quiet, highly sought-after neighborhood and zoned for the highly desired Winter Park schools, this home stands out from the rest. Its impeccable layout offers a perfect balance of style, functionality, and space—truly a floor plan that’s designed to fit your every need. It’s the rare find that elevates your lifestyle in a way that’s simply unparalleled!

2248 Middleton Avenue, Winter Park

$1,562,500
5 Beds 6 Baths Talman Mews SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Prepare to be amazed! This custom-built estate in Talman Mews offers an exceptional blend of elegance and functionality. Spanning 4,760 square feet, this 5-bedroom, 4.2-bath home boasts expansive living spaces and timeless character. Nestled on a meticulously landscaped .41-acre corner lot, the outdoor oasis features a scenic brick-paver lanai, summer kitchen, sparkling saltwater pool with fountains, and a hot tub overlooking a serene pond. Step inside through the charming front porch and grand foyer to discover a stunning great room with a chef’s kitchen, complete with custom cabinetry, a large granite island, and a gas cooktop. The open layout seamlessly flows into the dining area and family room, highlighted by beamed ceilings, a custom gas fireplace, and a wall of glass showcasing the backyard retreat. The grand primary suite features his-and-hers walk-in closets, a jetted tub, a separate shower, and dual vanities. The first floor also includes a formal living room, an additional bedroom suite, and a spacious laundry room. Upstairs, the possibilities are endless! A versatile landing area is perfect for study time, leading to third en-suite bedroom and two guest bedrooms with jack & jill bath (all with walk-in closets), a second family room, a second laundry room, a game room/media room with private staircase, and even a dedicated artist’s studio or craft room. Additional highlights include a generator, outdoor shower, zoned AC, tankless water heaters, Lutron light control system, AC Nest control system, outdoor security cameras, Lightening protection, and a spacious three-car side/rear-entry garage. WELCOME HOME!

2185 Talman Court, Winter Park

$950,000
4 Beds 4 Baths Bear Gully Bay SubDv. 32792 Zip Code
Winter Park Lakefront is a rare find and this incredible property boasts over an acre of property on the coveted Spring-fed Bear Gully Lake. Lifestyle abounds on Florida Lakes, with wildlife, sunsets, and the blue of calm water while enjoying the proximity to city living and amenities. A covered boat dock makes lake-life simple. The opportunities are endless to either renovate the existing residence or start from scratch and build the home of your dreams! This sprawling 4-bedroom, 2.5-bathroom residence with an attached mother in law suite offers exceptional size and living space. Over 3,600 square feet, this home is designed for both comfort and convenience, making it perfect for multi-generational living or hosting guests. The open floor plan features an abundance of natural light with stunning views of Bear Gully Lake, providing a peaceful backdrop to daily living. The primary suite features an office, dual sided wood burning fireplace, a spacious walk-in closet and an en-suite bathroom with a soaking tub and a separate shower. The standout feature of this home is the additional flexible structure that includes 2 bedrooms, a full bathroom, and a kitchenette. Outside, the home's expansive lot lush with greenery and Florida landscaping offers plenty of space for outdoor activities. The 3-car garage provides ample storage and additional parking. Enjoy lakefront living at its finest, with direct access to Bear Gully Lake for boating, fishing, skiing or simply enjoying the view from the backyard.

3818 Kinsley Place, Winter Park

$1,095,000
4 Beds 5 Baths Tanglewood Sec 2 SubDv. 32792 Zip Code
If you live in Winter Park you have driven by this large newer Custom- Built Home with 4,462 sqft., convenient to Interlachen Country Club, Winter Park YMCA and Phelps Park. Popular Park Avenue is just a short drive or an easy 25-minute walk. This lovely home features 4 bedrooms, 4.5 bathrooms, plus office and flex room. You will love the open feel of vaulted and coffered ceilings when you enter. The two-story living room showcases a gas fireplace with built in shelving, and an array of windows overlooking the back porch. The spacious dining room has plenty of space for a large round or rectangular table. The first-floor owners retreat has a lovely sitting area and features a spacious bathroom with dual closets, separate vanities, walk in shower and soaking tub. If you enjoy entertaining, the kitchen, Butlers Pantry and wine cellar are not to be missed. The gourmet kitchen is equipped with custom solid wood soft close cabinetry, granite counter tops, stainless steel appliances including a Thermador 6 gas burner stove with griddle and double oven. The built-in kitchen table is perfect for family meals. If you’re a Sam’s or Costco shopper, the fabulous walk- in pantry will hold it all, including a refrigerator, The additional butler’s pantry makes party planning a breeze. The laundry room is so spacious and just off of the oversized garage. The garage has an array of built-in cabinets and lots of additional space to store things. The beautiful wrought iron and wood staircase brings you to the second floor where you will find three generously sized en-suite bedrooms, a flex room and storage closet. When the weather gets cooler, enjoy dinner on the back porch with a built-in summer kitchen. The property line extends past the vinyl fence as there is a creek running behind. If you are looking for an incredibly built home, this one is for you. The home was built with solid block walls and rebar, 2" x 4" furring strips, 2” foam insulation on all exterior walls, 18” foam in roof, highest insulation windows, laundry and wine/archive room are “safe” rooms, gas generator for the entire home, 25-gauge metal roof to withstand 150 mile per hour winds, 500 gallon buried propane tank that is owned and the footings were built up to the maximum allowed above street level. A great opportunity to own a home of this quality so close to all that Winter Park has to offer.

5049 Lake Howell Road, Winter Park

$3,400,000
7 Beds 5 Baths Acreage & Unrec SubDv. 32792 Zip Code
This extraordinary estate, on approximately 2.5-3 acres of meticulously maintained grounds, offers the ultimate in Florida lakefront living. on the serene shores of private 400-acre Lake Howell, this compound features a beautifully renovated four-bedroom, three-bath main house, a spacious three-bedroom, two-bath guest house, and a charming detached art studio/cabana. This secluded lakefront sanctuary is only 10 minutes from downtown Winter Park/Park Avenue. The main house boasts approximately 3,000 square feet with a stunning open floor plan with soaring ceilings and exquisite flooring throughout. The gourmet kitchen is equipped with top-of-the-line appliances, a large island, and flows seamlessly into the dining and living areas. The living room features tall sliding doors, like a wall of glass, which open to a covered lanai with a stone fireplace, ideal for entertaining. Enjoy morning coffees and al fresco dinners on the expansive patio, offering covered and open areas to relax and entertain while taking in the picturesque waterfront, tree-lined views. The gathering room, accessed through double French doors, offers a wet bar and panoramic views of the pool, expansive grounds, and the lake as well. The private primary suite is a retreat with a spa-like en-suite bath and French doors leading to a secluded private patio. There are three additional bedroom suites, and a three-car attached garage complete the main residence. The detached guest house, approximately 1,632 square feet, includes three bedrooms, two baths, a full kitchen, a cozy living room and a large flex room. The wrap-around covered porch is an ideal spot to unwind while taking in the picturesque views. Included is a climate-controlled additional garage, used as a gym. Lastly, there is a third structure on the property, approximately 252 square feet, detached art studio or cabana that overlooks the property's pickleball court, offering a peaceful setting for creative pursuits. The grounds are a private paradise, with a palatial lawn leading to a two-story boat dock with a boat lift and observation deck, ideal for fishing, boating and lakefront recreation. This compound offers the best of both worlds as a tranquil lakeside retreat just five miles from Winter Park’s iconic Park Avenue, 20-25 miles from downtown Orlando and 15 miles from Orlando International Airport. Live the Florida lifestyle in this one-of-a-kind lakefront sanctuary! Total air-conditioned space for all three buildings is approximately 4,900 square feet. Note, additional features sheet, floor plans and survey available upon request!

2810 Lake Howell Lane, Winter Park

$1,080,000
4 Beds 4 Baths Bear Gully Pointe SubDv. 32792 Zip Code
Welcome to this custom-built executive residence in Bear Gully Pointe, a prestigious gated community in Winter Park. This stunning pool home features a 3-way split plan that beautifully combines architectural details with stylish elegance, offering a spacious open-concept design that is both sophisticated and functional. Upon entering the foyer, your gaze is drawn to the sparkling pool and inviting outdoor entertainment area. The lovely living and dining rooms provide an ideal setting for formal entertaining. A very generous kitchen size, which boasts ample counter space, a walk-in pantry, a breakfast bar, rich granite countertops, and a private butler’s pantry with a sink and great storage, is a wonderful gathering space for lots of friends and family. It flows seamlessly into the eat-in area and family room, both of which offer picturesque views of the pool. The oversized primary bedroom suite is a true retreat, featuring a cozy sitting area with pool views and a recently updated bathroom that includes dual sinks, granite countertops, a soaking tub, a large walk-in shower, and a generous walk-in closet. The main floor also offers a home office, two additional bedrooms, an updated bath, and a spacious laundry room. Upstairs, you will find a sizable bonus room, a fourth bedroom, and an updated fourth bath. Set on nearly a half-acre cul-de-sac lot, the property showcases lush tropical landscaping. The screened lanai overlooking the pool and spa provides a welcoming space for entertaining and relaxation, perfect for enjoying the Florida lifestyle, complete with a splash pad for hours of enjoyment for the little ones. Recent improvements include a new roof (2020), exterior paint, new garage doors (2024), and recent replumbing (2024). The property also features a three-car side-entry garage. Residents of Bear Gully Pointe enjoy amenities such as a tennis court, children's park, and sidewalks. Located in Seminole County, this home is conveniently close to Winter Park’s amenities, top-rated schools, Trinity Prep, and major highways, providing easy access to downtown Orlando, the airport, theme parks, and Florida’s beautiful beaches. This property epitomizes luxurious Florida living, blending style, functionality, and a coveted location to create an exceptional living experience. Call today for your private viewing of this remarkable home.

4032 Gilder Rose Place, Winter Park

$6,300,000
7 Beds 7 Baths N/A SubDv. 32792 Zip Code
South Carolina "Low Country" style manor home situated on 10.52 luxurious lake front acres just 10 minutes from the heart of downtown Winter Park! From the moment you enter the private gated entrance, and cruise down the newly paved drive, you will be in awe of this impressive estate! Passing by the newly fenced green pastures, and the state of the art 10-stall center aisle barn, you will notice a quaint guest cottage, and its perfect location on these premises, tucked toward the edge of the sprawling acreage and out of the line of sight of the breathtaking beauty that is the main house. Beyond the main home you will find the serenity of a forgotten “old Florida” with stately cypress trees surrounding a lagoon with fountain and beyond, the awe-inspiring panoramic view of 400-acre Lake Howell! The Main home boasts a fabulous 3-story design featuring wrap-around balcony style porches, a third-floor balcony and a newly added ground level back porch with retractable screens overlooking a gorgeous salt-water pool and spa. All 3 levels of this home have primary suites. The finely crafted interior finishes include 10 foot ceilings, solid wood flooring, impressive millwork and quintessential designer touches throughout. The ground floor level includes a large kitchen, a well appointed bedroom suite and spacious living and dining areas. Enter the main floor from the enchanting front steps of the home.The second level boasts spectacular views through french doors spanning the entire back of the home and offers spacious entertaining spaces to include charming living room with wood burning fireplace, a spacious dining room, a gorgeous farm-style eat-in kitchen, a well appointed butler's pantry, laundry room and impressive primary suite with it's private den and soothing bathroom. The uppermost level boasts 5 bedrooms and 3 full baths with a primary suite opening onto a balcony giving unparalleled views of the grounds and the private Lake Howell. The immaculate grounds have been manicured to perfection with a multitude of recent additions including the newly built pool/spa, a storybook bridge over the lagoon, a custom boat dock with lift, new irrigation and sod, grounds illumination, a charming roped/illuminated boardwalk, a new secure front gate system, a full house generator, complete fence replacement, brick pavers, complete asphalt surface renewal and more! The idyllic and well appointed barn has a tack room with shower, laundry facility, a newly installed roof, a wash station, fly spray station and all 10 stalls are fully irrigated and wired for electricity. In addition the front pastures have two covered polestalls adding additional livestock or equipment storage. This is truly a remarkable "one of a kind" offering in the enchanting town of Winter Park, Florida. Schedule your private tour today?

1245 Howell Point, Winter Park

$1,499,000
4 Beds 4 Baths Lakemont Heights SubDv. 32792 Zip Code
Welcome to this newly completed 4-bedroom, 3.5-bathroom home, located in the Lakemont Heights neighborhood of Winter Park. Spanning 2,843 square feet and built by the renowned Barefoot Brothers Construction, this home exemplifies the warm minimalistic style, blending modern elegance with a serene ambiance. With 10-foot ceilings throughout, spacious insulated casement windows, and wide plank engineered French oak flooring, the home offers a bright and open atmosphere bathed in natural light. The inviting covered front entry leads into an expansive interior, where the kitchen is a true showpiece. Custom millwork, floor-to-ceiling inset cabinets, and a premium Thermador appliance suite set the stage for both everyday meals and gourmet entertaining. The integrated butler’s pantry, complete with a wine cooler, microwave, and built-in shelving, adds even more luxury to the space. The open floor plan seamlessly connects the kitchen to the dining and living areas, which overlook the lush backyard oasis. Step outside to the large covered lanai, featuring a built-in summer kitchen and ample space for outdoor dining. A custom pool with a water feature is surrounded by tropical landscaping and an automated sprinkler system, creating a tranquil retreat perfect for both relaxation and entertainment. The first-floor primary suite is a luxurious escape, featuring sliding glass doors that open to the backyard and a spa-inspired bathroom with a zero-entry walk-in shower, double sinks, a makeup station with an LED mirror, and a custom walk-in closet. Upstairs, you’ll find a second master suite with its own ensuite bathroom, boasting double vanities and a standing shower. Two additional upstairs bedrooms share a Jack-and-Jill bathroom, with one offering a walk-in closet and an oversized fourth bedroom/flex space complete with a large walk-in storage room. This home is designed with both style and function in mind, offering built-in shelving in the upstairs hallway, a dedicated laundry room on the main floor, and smart home wiring with integrated in-ceiling speakers and stair lights. Two AC systems—one for each floor—keep the home comfortable year-round, while the tankless water heater, gas range, spray foam insulation, and an Aerobic treatment septic system add energy efficiency and environmental sustainability. Additional highlights include a spacious two-car garage with an epoxy floor finish, a feature wall with acoustic slat wood paneling, and a tropical landscape that provides privacy and tranquility. The property backs up to a protected, non-buildable area, offering a green sanctuary that enhances your sense of peace and seclusion. Located just a short walk from Phelps Park, the YMCA, and Lakemont Elementary, and only a quick drive from Winter Park’s top shops and restaurants, this Barefoot Brothers masterpiece presents a rare opportunity to own a thoughtfully designed, luxurious home in a prime location.

1830 Pineview Circle, Winter Park

$1,725,000
4 Beds 4 Baths Kenilworth Shores Sec 03 SubDv. 32792 Zip Code
Crafted by a family-owned, up-and-coming builder known for their dedication to design and functionality, this newly constructed contemporary home in the heart of Winter Park, Florida, is a testament to quality and craftsmanship. Every detail in this 3,620-square-foot residence reflects a commitment to modern living, with warm, inviting finishes that create a perfect blend of style and comfort. Featuring 4 bedrooms and 4 full bathrooms, including a versatile first-floor bedroom that doubles as an office, this home is nestled in a vibrant, rapidly growing neighborhood. You’re just a short stroll from AdventHealth Hospital, Ward Park, and the scenic Cady Way Trail. The renowned Park Avenue, with its boutique shops and gourmet dining, is only 5 minutes away, offering the best of Winter Park living. Step inside to an open floor plan that exudes modern luxury. The first-floor features soaring 10-foot ceilings, custom steel stairs with solid oak treads, and exquisite wood flooring throughout. The heart of the home is the expansive kitchen, complete with two large islands, functional storage, and a hidden butler’s pantry, making it a chef’s dream. Adjacent to the kitchen is a spacious family room with 21-foot ceilings, flooded with natural light from large, towering windows. A striking custom concrete fireplace extends from floor to the ceiling, creating a focal point that blends style with comfort. The primary suite on the second floor is a private oasis, featuring a cozy nook perfect for a reading corner or work desk. The ensuite bathroom is adorned with marble floors and shower, a custom floating vanity, and a freestanding tub, all complemented by gold fixtures. The walk-in closet is a masterpiece of design, built-in shelving, hanging rods, and natural light from a well-placed window. Outdoor living is just as impressive with a large .27-acre corner lot. The backyard is your private retreat, featuring a brand-new saltwater pool with a sun shelf for lounging and a pristine marble deck that extends into the covered lanai. Entertain or unwind in this serene space, accessible through grand 12x8-foot sliding glass doors that blend indoor and outdoor living seamlessly. Located within minutes of highly rated schools, Rollins College, and premier medical facilities, this home is for families and professionals alike. the convenience of nearby parks, trails, and the cultural charm of Park Avenue, all while residing in a neighborhood that the luxury of Winter Park’s finest without the premium zip code.

2025 Loch Berry Road, Winter Park