Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
Price: $1,000,000+
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Winter Garden - 114 properties found
2827 SANCTUARY LN, WINTER GARDEN, FL 34787
$2,500,000526 Days on yellowkey MLS ID: O6271646
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2178 Built: 1987 Tax: $15,049 (2024)Community: Lake Avalon GrovesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,049
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Great Opportunity that you wont find in winter garden 9 acres available for you. Home has been remodeled and can be build home at every 4 acres . You can build your dream home , no hoa.
Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)
Listing Agent: Elaine Garcia (407-920-3616)
16776 BROADWATER AVE, WINTER GARDEN, FL 34787
$1,299,90042 Days on yellowkey MLS ID: O6407043
1 Days Off yellowkey (back on 6/18/2026)
REDUCED by $24,100 (1.8%) on 05/27/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3713 Built: 2018Monthly Fee: $383 Tax: $9,438 (2025)Community: Waterside/Johns Lk-Ph 1Spa: YesSingle Family
Taxes:$9,438
Elementary School: Hamlin Elementary
High School: West Orange High
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Under contract-accepting backup offers. Positioned on a premium homesite with an expansive manicured common area along one side, this property offers added privacy and open space, along with sweeping views of John’s Lake from the front of the home. Inside, the home opens to a formal dining area accented by wood beam ceilings, while custom wall details in the foyer and along the staircase add a refined, designer touch. The main living area features soaring ceilings, abundant natural light, wood beam ceiling accents, and a striking floor-to-ceiling accent wall, creating a dramatic yet inviting focal point that flows seamlessly into the dinette and open kitchen. Designed for both everyday living and entertaining, the kitchen includes a large island with seating, sleek cabinetry, stainless steel appliances, a gas cooktop, built-in oven, and generous pantry space. Just off the pantry, a connecting space between the kitchen and dining room offers the perfect opportunity for a coffee station or butler’s pantry. The main level also offers a spacious primary suite with a well-appointed bath and a custom walk-in closet featuring built-in drawers, cabinetry, and shelving, along with a secondary bedroom and full bath, ideal for guests or multigenerational living. Upstairs, you will find three additional bedrooms, including one with a private bath, while the remaining two share a full bath, plus a generous loft overlooking the living area that provides flexible space for a secondary living area, home office, or play space. The outdoor living space is designed for true Florida living, featuring a saltwater pool and spa added in 2021 with full automation, expansive Travertine tile decking, and a lanai with a motorized screen that extends your living space year-round. The patio is also pre-plumbed for a future outdoor kitchen, offering even more potential for entertaining. Additional highlights include a split three car garage configuration with a separate side entry one car bay and a 2 car garage equipped with an EV charging outlet. Waterside on John’s Landing offers a clubhouse, fitness center, resort-style pool, playground, covered dock, and pavilion on John’s Lake, all conveniently located near Horizon West, Hamlin, shopping, dining, and major roadways.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Alex Vastardis (407-947-6264)
1812 LAKE ROBERTS LANDING DR, WINTER GARDEN, FL 34787
$1,200,00013 Days on yellowkey MLS ID: O6415935
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4247 Built: 2009Monthly Fee: $200Community: Lake Roberts Lndg ESpa: YesSingle Family
Taxes:$0
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: Experience elevated living perfectly situated on a private conservation homesite with no rear neighbors in the gated community of Lake Roberts Landing in Winter Garden. This fully renovated luxury pool home offers an exceptional blend of privacy, elegance, and convenience in the heart of Winter Garden. Spanning over 4,200 square feet, this move-in-ready home features 6 bedrooms, 4 bathrooms, a 3-car tandem garage, dedicated theater room, expansive upstairs loft and a resort-style backyard with an outdoor kitchen designed for year-round Florida living. Every major finish has been thoughtfully updated, including new flooring throughout, fresh interior and exterior paint, a completely renovated chef’s kitchen with upgraded countertops, appliances, lighting, and beautifully updated bathrooms that create a modern yet timeless aesthetic. The versatile floor plan includes two bedrooms and a full bathroom on the main level, providing the perfect setup for guests, multigenerational living, a home office, gym, or flex space, while also serving as a convenient pool bath. Heading upstairs, you’ll immediately notice the updated wrought iron spindles, luxury vinyl plank flooring, and abundant natural light that fills the space. The expansive loft serves as the ultimate entertainment hub, complete with a spacious sitting area, custom bar, bar refrigerator, mounted TV, and designer lighting, creating the perfect space for hosting family and friends or enjoying the big game. A dedicated theater room provides the ideal setting for movie nights and elevated at-home entertainment. The luxurious primary suite serves as a private retreat featuring a fully renovated spa-inspired bathroom with dual vanities, makeup vanity, freestanding soaking tub, oversized walk-in shower with multiple shower heads and rain shower, stunning designer tile work, and an oversized walk-in closet. Three additional bedrooms, two fully updated bathrooms, and an oversized laundry room complete the second floor. Designed for both relaxation and entertaining, the backyard is a true showpiece featuring a newer pool with newer pool equipment a gas-heated pool and spa, outdoor kitchen with built-in grill, beverage refrigerator, TV, bar seating, ambient lighting, covered lanai, expansive paver patio, fully fenced, with redesigned landscaping and tranquil conservation views that provide a level of privacy rarely found in Central Florida. Significant recent improvements include a new tile roof installed in 2024, a new HVAC Unit (2025), two new water heaters and newer pool & equipment offering both peace of mind and long-term value. Lake Roberts Landing features a community pier/dock onto Lake Roberts to enjoy the beautiful lake and fishing. Perfectly located just minutes from Winter Garden Village, Downtown Winter Garden, Windermere, Hamlin, A-rated schools (Lake Whitney Elementary, SunRidge Middle and West Orange High), premier shopping, dining, entertainment, SR-429, and Florida’s Turnpike, this exceptional residence offers the luxury lifestyle today’s buyers are searching for in one of Winter Garden’s most sought-after gated communities. A rare opportunity to own a fully updated luxury home with a private conservation lot, no rear neighbors, resort-style outdoor living, and an unbeatable Winter Garden location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alexis Bress (407-900-0771)
2450 DAHLGREN WAY, WINTER GARDEN, FL 34787
$1,700,000114 Days on yellowkey MLS ID: TB8481106
REDUCED by $250,000 (12.8%) on 05/20/2026
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4365 Built: 2007Monthly Fee: $225 Tax: $8,970 (2024)Community: Bronsons Lndgs F & MSpa: YesSingle Family
Taxes:$8,970
Elementary School: SunRidge Elementary
Remarks: Rare Gated Lakefront Retreat with Grandfathered Boat Access on Lake Luntz Discover resort-style living in this one-of-a-kind gated lakefront home in the heart of Winter Garden. Nestled on a quiet, tree-lined cul-de-sac, this 5-bedroom, 5-bathroom, 4,365 Sq Ft home offers a smart layout designed for both everyday living and entertaining. The first-floor bedroom and full bath are ideal for guests or multi-generational living, while upstairs includes a loft, media room, and three additional bedrooms, including one en-suite and a Jack-and-Jill setup. Enjoy endless lake views from the screened pool with grotto seating and waterfall, or entertain indoors in the Florida Grill/Bar room featuring a refrigerator, freezer, deep fryer, griddle, bar sink, dishwasher, and full pool/guest bath. The primary suite is a true retreat with double walk-in closets, spa-style bath, garden tub, walk-in shower, and dual water closets. Lake enthusiasts will love the boathouse, covered dock, and boat lift, complete with power and water, along with multiple watercraft options including a pontoon slip (~20’), jet ski slip for 2, power lifts, and additional space for non-powered boats. Additional bonus spaces include a garage under air with a separate gym/rec room. Outdoor living abounds with a beachfront-style area, wood-burning fireplace, granite bar-top seating, and spectacular sunset views. This is a rare opportunity to own the only home on Lake Luntz with grandfathered boat access, offering a private lakefront lifestyle you won’t find anywhere else.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Keegan Siegfried (813-670-7226)
14001 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787
$1,175,00056 Days on yellowkey MLS ID: O6403044
2 Days Off yellowkey (back on 6/20/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3698 Built: 1988Monthly Fee: $71 Tax: $6,208 (2025)Community: Country LakesSingle Family
Taxes:$6,208
Remarks: Under contract-accepting backup offers. Virtually Staged. RARE Opportunity in Country Lakes Estates! Homes in this sought-after enclave rarely come to market—don’t miss your chance to own this exceptional property situated on a stunning 1-acre lot with access to a private community boat ramp to Lake Tilden and Black Lake. Enjoy a peaceful, country setting while being just minutes from everything, including a short walk to Winter Garden Village for shopping, dining, and AdventHealth. Only 7 minutes to Downtown Winter Garden. This beautiful brick estate home features 4 bedrooms, 4 bathrooms, OVERSIZED 2-car garage, plus a separate workshop, all surrounded by majestic 100-year-old oak trees and a producing avocado tree. A full brick wall along the entire East side of property enhances both privacy and charm, creating a truly serene setting. A true outdoor retreat, the property boasts a massive screened 43,000-gallon pool and a 16' x 14' lanai with a vaulted tongue-and-groove ceiling. A convenient double screen door allows easy access for large outdoor furnishings and entertaining. Inside, the floor plan is designed for both comfort and functionality. The expansive kitchen offers abundant cabinetry and flows seamlessly into the breakfast area and oversized family room, highlighted by a soaring cathedral ceiling and a stunning fireplace. A formal living room with French doors, bay window, and window seat provides the perfect option for a home office. The split-bedroom layout ensures privacy. The oversized primary suite is tucked away and features a spacious bath with two walk-in closets, a sun tunnel for natural light, oversized shower and whirlpool soaking tub. Three additional bedrooms are located on the opposite side of the home with a pocket door creating a private wing—ideal for family or guests. One bedroom includes an en-suite bath, while the others share a hall bath. A full pool bath adds convenience for outdoor living. Custom-built with quality in mind, this home showcases brick brought in from Pennsylvania, solid wood interior doors, and double-pane Pella windows for efficiency. For hobbyists or entrepreneurs, the 24' x 16' workshop with concrete flooring, electricity (220 power as well), air compressor piping, and water access is a standout feature. Additional storage rooms and a chicken coop (ready for restoration) offer even more versatility—imagine enjoying fresh eggs right from your backyard. Updates Include: NEW Roof, gutters & downspouts (Jan 2026) Pool/lanai rescreened (Feb 2026) New variable-speed pool pump, filter & valves (Feb 2026) Well system check (Aug 2025) Septic serviced (Nov 2024) Water heater (July 2023) HVAC systems (2021 & 2018) Well pump & components (2018) Whole-house water filtration system (2015) and serviced annually in Dec. Benefit from well and septic systems, keeping utility costs low. Corner lot offering loads of privacy with one side brick wall. This home is more than a place to live—it’s a lifestyle. Spend your mornings under the oak canopy, stroll to brunch, enjoy community amenities like tennis and gazebo or launch your boat for a day on the water—all from your own neighborhood.
Listing Agent: Sherri Palmer (407-718-0412)
9189 BUSACO PARK WAY, WINTER GARDEN, FL 34787
$1,300,00024 Days on yellowkey MLS ID: O6410698
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3424 Built: 2015Monthly Fee: $158 Tax: $7,174 (2025)Community: Watermark Ph 1BSpa: NoSingle Family
Taxes:$7,174
Elementary School: Panther Lake Elementary
High School: Horizon High School
Remarks: Welcome to an exceptional residence where luxury, lifestyle, and location converge in one of Winter Garden’s most desirable communities. Situated on a hard to find oversized premium corner lot, this stunning 4-bedroom, 4-full bath home offers 3,424 square feet of thoughtfully designed living space, perfectly positioned to capture serene park views in the front and tranquil pond vistas in the rear. From the moment you arrive, the home’s elevated presence and expansive setting set the tone. Inside, you are greeted by a light-filled, open-concept layout designed for both elegant entertaining and everyday comfort. The spacious floor plan flows seamlessly, enhanced by refined finishes and generous living areas. At the heart of the home, the kitchen and great room spaces connect effortlessly to the outdoors, where your private resort-style retreat awaits, outdoor living at its finest! Step outside to your private POOL (built in 2022)—a true showpiece designed for relaxation and entertaining. The fully fenced backyard with a sleek metallic fence offers both privacy and unobstructed views, creating the perfect balance of security and openness. Whether hosting gatherings or enjoying a quiet evening, the backdrop of the pond and open skies delivers an unparalleled sense of tranquility. And as the sun sets, prepare for a truly magical experience—nightly views of the MAGIC KINGDOM FIREWORKS right from your backyard create a one-of-a-kind ambiance that elevates everyday living into something extraordinary. INTERIOR HIGHLIGHTS: 4 Bedrooms | 4 Full Bathrooms. A spacious DEN located in the first floor is currently set as a guest room, with the convenience of a full bathroom in the first floor with access to the pool. A spacious BONUS ROOM located on the second floor– ideal for a media room, office, or playroom. Expansive GREAT ROOM and entertaining areas including a STUDY SPACE off of the kitchen and a DINETTE SPACE. A thoughtfully designed layout with functional flow! Recent Update:A/C UNIT REPLACED in late 2025, offering peace of mind and energy efficiency for years to come. Park views from the front – providing openness and privacy. Pond views from the rear – creating a serene and picturesque backdrop. Oversized corner lot enhances curb appeal and outdoor space. This is more than just a home—it’s a lifestyle property that blends natural beauty, luxury amenities, and a prime location. From quiet mornings overlooking the pond to evenings watching Disney fireworks, every day here feels elevated.
Listing Agent: Sulamit Sanchez (305-528-7778)
1706 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787
$1,070,00012 Days on yellowkey MLS ID: O6416109
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4305 Built: 2018Monthly Fee: $184 Tax: $13,571 (2025)Community: TwinwatersSingle Family
Taxes:$13,571
Remarks: Five bedrooms, a three-car garage, soaring two-story ceilings, and paid off solar panels that make your electric bill make your jaw drop. Welcome to Twinwaters! This Meritage-built corner lot home has been freshly painted throughout the interior, fitted with brand-new carpet, and a new refrigerator. Just pack your bags. The layout delivers everything a house this size should: formal living and dining rooms connected through a butler's pantry with quartz countertops, a dedicated office, and an open kitchen and family room that flow together the way you actually live. The kitchen earns its place with a large island, 42-inch cabinetry, double ovens, stainless steel appliances, and more counter space than you will know what to do with. The custom built-in anchoring the family room is the kind of detail that photographs well and lives even better. The first-floor primary suite is spacious and private, with a massive walk-in closet with direct access from the laundry room, dual vanities, a freestanding soaking tub, and a walk-in shower with dual showerheads and floor-to-ceiling marble tile. Every bedroom in the house has a walk-in closet. Upstairs, a generous loft works perfectly as a second living room or playroom, and the two sets of bedrooms flank it on each side, each pair connected by its own jack-and-jill bath. The covered back patio with motorized screen is made for Florida evenings. Paid-off solar panels, blow-in attic insulation, and insulated block construction keep the utility bills remarkably low, month after month, and the tile roof adds long-term peace of mind. The THREE CAR GARAGE features an epoxied floor for a clean, finished look that goes well beyond the standard. Twinwaters has a community pool with splash features, two playgrounds, a park, and a trail through the conservation area, all nestled between Johns Lake and Lake Avalon. SR 429 and the Turnpike are minutes away. This home is conveniently located near Winter Garden Village, Plant Street, shopping, hospitals, Orlando's attractions and is zoned for some of the best schools in Orange County.
Listing Agent: Sheri Morrison (407-476-4424)
1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787
$1,399,00068 Days on yellowkey MLS ID: V4948569
REDUCED by $51,000 (3.5%) on 06/06/2026
Bed: 7 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4700 Built: 2019Monthly Fee: $97 Tax: $9,199 (2025)Community: Mcallister LndgSingle Family
Taxes:$9,199
Remarks: Welcome to an extraordinary Winter Garden retreat where luxury, flexibility, and resort-style living come together in one remarkable residence. Situated on a premium corner lot, this expansive 7-bedroom, 4-bath home offers over-the-top living spaces designed for entertaining, multi-generational living, and creating unforgettable memories. Step inside to soaring ceilings, abundant natural light, and an open-concept floor plan that effortlessly blends elegance with everyday comfort. The chef-inspired kitchen serves as the heart of the home, featuring an oversized island, breakfast bar, abundant cabinetry, and seamless flow into the spacious family room and café dining area. The thoughtfully designed layout includes both the owner's suite and a guest bedroom on the main level, providing ideal accommodations for extended family or visitors. Upstairs, a sprawling game room, dedicated home theater, and additional bedrooms create the ultimate entertainment hub for family and guests alike. Outside, your private backyard oasis awaits. Relax by the sparkling in-ground pool, entertain under the covered lanai, or host gatherings in the fully equipped summer kitchen. The fully fenced yard provides privacy while maximizing enjoyment of Florida's year-round sunshine. Perfectly positioned just minutes from Historic Downtown Winter Garden, Orlando's world-famous attractions, premier dining, shopping, and entertainment, this exceptional home offers the lifestyle today's buyers are seeking—space to gather, room to grow, and amenities that make every day feel like a vacation.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-862-9966)
Listing Agent: Nell Adams (386-315-3967)
9751 QUIET LN, WINTER GARDEN, FL 34787
$2,650,0008 Days on yellowkey MLS ID: N6144722
Bed: 3 Bath: 3.5 Gar: 8 Liv Area Sq Ft: 3041 Built: 1999Monthly Fee: $17 Tax: $5,519 (2025)Community: Acreage & UnrecSingle Family
Taxes:$5,519
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Situated on 5 pristine acres, this exceptional lakefront property offers a rare blend of privacy, space, and natural beauty. The fully fenced grounds feature classic black wood fencing, a picturesque oak-lined driveway with elegant lighting, manicured landscaping, mature trees, and expansive green space—all framed by peaceful water views. The thoughtfully designed residence showcases timeless materials and warm architectural details throughout. Inside, you’ll find three spacious bedrooms with rich wood flooring, two full bathrooms, and a half bath. The open-concept great room seamlessly connects the kitchen, dining, and living areas, highlighted by custom wood cabinetry, tile flooring, wood ceilings, and built-in entertainment features. A flexible office or gym with Chicago brick and wood flooring adds versatility, while a second-floor bonus room offers additional space for a media room, playroom, or private retreat. The exterior is equally impressive with black-painted James Hardie siding and Chicago brick front and rear patios with wood ceilings, creating inviting outdoor living spaces. The property functions as a true private compound with exceptional outbuildings. A detached lakefront entertainment retreat captures stunning sunset views and includes a kitchen, full bath, dining area with convertible poker table, and ample storage—perfect for hosting or relaxing. Car enthusiasts will appreciate the custom climate controlled garage and workshop featuring 10’ entry doors, multiple vehicle lifts, epoxy flooring, storage systems, and elevator access to a second-level loft lounge. An architecturally designed carport accommodates up to six vehicles and doubles as a covered pavilion for gatherings, complemented by an aluminum pergola and a Colorado stone propane fire boulder for outdoor entertaining. A separate outbuilding offers flexible use as a playhouse, pet space, hobby room, or studio. The property is equipped with a comprehensive security system including surveillance cameras, driveway alerts, and emergency strobe notifications. A Cummins 30kW generator powers the home and all outbuildings, ensuring reliable backup for the entire estate. Located just minutes from Hamlin Town Center, enjoy convenient access to top dining, shopping, entertainment, and everyday essentials, along with quick connectivity to SR-429, Walt Disney World, Downtown Winter Garden, and the greater Orlando area—offering the perfect balance of accessibility and serene living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-493-1000)
Listing Agent: Anthony Laporta (941-615-8474)
15037 LAKE BESSIE LOOP, WINTER GARDEN, FL 34787
$1,100,0005 Days on yellowkey MLS ID: O6418541
Bed: 7 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3938 Built: 2022Monthly Fee: $160 Tax: $11,662 (2025)Community: Lakeside/Hamlin 60Spa: NoSingle Family
Taxes:$11,662
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to luxury living in the highly sought-after Lakeside at Hamlin community in Winter Garden, Florida. Built in 2022 and situated on a spacious corner lot, this beautifully upgraded home combines elegant design, modern technology, and exceptional outdoor living. This two-story home is just under 4,000 square feet of living space, features seven true bedrooms, four spacious bathrooms, ample closets, a two-car garage with a paver driveway, a fenced backyard, and a screened-in pool, with the oversized kitchen flowing seamlessly into the living room and dining room. Additional upgrades include: * Smart thermostats * Security system * Irrigation system * CAT 6 wiring * New blinds throughout * Custom closet systems * Stainless-steel kitchen appliances, washer and dryer * Natural-gas community * HOA includes fiber-optic cable * Fenced backyard * Screened pool enclosure and pool equipment. Step through the covered front porch and arched entryway into a bright and inviting interior featuring high ceilings, recessed lighting, crown molding, tall baseboards, built-in art niches, designer doors, and hardware. French doors and abundant natural light create a warm atmosphere throughout. The heart of the home is an impressive chef's kitchen complete with custom cabinetry, a large center island with a deep stainless sink, a solid surface cooktop, an upgraded vent hood, stainless steel appliances, a glass tile backsplash, a coffee station, and an oversized breakfast counter perfect for casual dining and entertaining. The luxurious primary suite offers a spa-inspired bath with dual vanities, solid-surface countertops, an oversized walk-in closet with custom organizers and a folding table, dual showerheads, and upgraded finishes throughout. Bedroom Two offers a full private ensuite bathroom downstairs, perfect for guests or family wanting extra privacy. Bedrooms Four and Five are currently used as private home offices. Upstairs, Bedroom Six is used as a home gym, and Bedroom Seven is used as a media room. Both bedrooms have large walk-in closets and share a spacious bathroom upstairs. Designed for Florida living, the backyard is truly exceptional. Enjoy your private screened custom pool featuring a sun shelf, all surrounded by a beautifully fenced yard with professional landscaping and irrigation. The expansive sealed paver patio is already plumbed for a future summer kitchen or wet bar, creating the ideal setting for outdoor entertaining. Built with attention to detail and thoughtfully enhanced inside and out, this move-in-ready residence offers the perfect blend of luxury, comfort, and convenience. Quickly access SR429 around the corner. Walk to the brand-new retail plaza across the street for a dentist, women's health clinic, plastic surgery center, Foxtail Coffee, Degree Wellness Yoga, and a Sensory Play Cafe. You are 10 minutes from Hamlin Town Center and have easy access to Disney, Downtown Winter Garden, and major highways.
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
14511 ISLEVIEW DR, WINTER GARDEN, FL 34787
$3,330,00056 Days on yellowkey MLS ID: O6403188
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 5290 Built: 2001Monthly Fee: $300 Tax: $32,571 (2025)Community: Isles Lake HancockSingle Family
Taxes:$32,571
Elementary School: Summerlake Elementary
Remarks: Get ready to be impressed by this exceptional lakefront residence at 14511 Isleview Dr in Winter Garden, fully renovated by the renowned Davila Homes. Set directly on the pristine shores of Lake Hancock, this luxury property offers breathtaking water views and a private dock, perfect for boating, sunset lounging, or embracing the ultimate Florida lifestyle. This thoughtfully designed home features 5 spacious bedrooms, including a private mother-in-law suite ideal for multigenerational living or guests. A dedicated home office provides the perfect space for remote work or quiet study, while a fully equipped home gym adds to the home’s functional appeal. At the heart of the home is a stunning chef’s kitchen, complete with top-of-the-line appliances, custom cabinetry, and premium finishes—designed to impress both everyday cooks and seasoned entertainers alike. With refined modern design, high-end finishes, and meticulous attention to detail throughout, this residence offers an unmatched blend of luxury, comfort, and lakefront living in one of Winter Garden’s most desirable locations.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Fernanda Negromonte (407-592-1744)
617 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,139,000104 Days on yellowkey MLS ID: O6389100
REDUCED by $11,000 (1.0%) on 06/01/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3624 Built: 2019Monthly Fee: $255 Tax: $16,181 (2025)Community: Canopy Oaks Ph 1Spa: NoSingle Family
Taxes:$16,181
Remarks: Virtually Staged. One or more photos are virtually staged. Location. Luxury. Architectural character. Welcome to The Sanibel, affectionately known as “The Castle,” an award-winning home just minutes from the charm and energy of Historic Downtown Winter Garden. This stunning residence blends timeless Italian-inspired architecture with modern comforts, creating a home that feels both elegant and inviting. From the moment you arrive, the home makes a memorable first impression with its arched wood double doors, custom soffit lighting, and classic concrete tile roof. Step inside and you’re greeted by soaring ceilings, detailed beams, and crown molding that add warmth and sophistication to the open-concept living spaces—perfect for both everyday living and entertaining. The gourmet kitchen is designed to impress, featuring premium KitchenAid appliances, a natural gas cooktop, built-in refrigerator, 42” custom cabinetry, a hidden walk-in pantry, and a reverse osmosis water system. Whether hosting guests or enjoying a quiet night at home, this kitchen is the heart of it all. The first floor offers exceptional flexibility with a private office and a Junior Owner’s Suite—ideal for guests or multi-generational living. Upstairs, the primary suite becomes your personal retreat with a unique round spa-inspired bathroom, oversized walk-in closet, wet bar, and access to a private balcony. Two additional en-suite bedrooms, a loft, and an upstairs laundry room complete the second level. Step outside and enjoy multiple spaces designed for relaxing and entertaining, including Trex-decked balconies, a summer kitchen, and a peaceful fountain feature. Additional highlights include surround sound wiring, a whole-home generator, and thoughtful upgrades throughout the home. Beyond the property itself, the location truly sets this home apart. You’re just minutes from Downtown Winter Garden’s award-winning farmers market, vibrant restaurants, charming boutiques, scenic parks, and top-rated schools—with easy access to major highways for commuting throughout Central Florida. Recognized as Florida’s Best Model Home by the SEBC Excel Awards, The Sanibel offers a rare opportunity to own a home that combines architectural distinction, luxury features, and an unbeatable Winter Garden lifestyle. Note: One image includes a virtually added pool to illustrate potential backyard possibilities.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
14312 SUNBRIDGE CIR, WINTER GARDEN, FL 34787
$1,200,0005 Days on yellowkey MLS ID: O6414430
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4225 Built: 2019Monthly Fee: $166 Tax: $13,616 (2024)Community: Bradford Creek IiSingle Family
Taxes:$13,616
Remarks: Welcome to luxury living in the highly desirable Bradford Creek community of Winter Garden. This stunning 5-bedroom, 4-bathroom residence offers 4,225 square feet of thoughtfully designed living space, combining elegance, comfort, and functionality. Built in 2019, this two-story home features an open-concept floor plan with spacious living and dining areas, a gourmet kitchen with premium finishes, and abundant natural light throughout. The expansive primary suite provides a private retreat with a spa-inspired bathroom and generous walk-in closets. Step outside to your own private backyard oasis featuring a beautiful screened-in pool, perfect for entertaining, relaxing, and enjoying Florida's year-round sunshine. Additional highlights include a 3-car garage, modern finishes, and ample space for family and guests. Conveniently located near top-rated schools, shopping, dining, major highways, and Orlando's world-class attractions, this exceptional property offers the perfect blend of luxury and location. Schedule your private showing today and discover everything this remarkable Winter Garden home has for you.
Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)
Listing Agent: Karen Vasquez Rodriguez (407-721-8642)
14240 COLONIAL POINTE DR, WINTER GARDEN, FL 34787
$1,250,00023 Days on yellowkey MLS ID: O6412255
REDUCED by $25,000 (2.0%) on 06/06/2026
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4816 Built: 2018Monthly Fee: $209 Tax: $10,516 (2025)Community: West Lake Hancock EstatesSpa: NoSingle Family
Taxes:$10,516
Elementary School: Independence Elementary
Remarks: One or more photos have been virtually staged. Live the luxury lifestyle West Lake Hancock Estates, an exclusive lakeside community. This home offers 6 bedrooms and 6 bathrooms over 4816 sq. ft. of living space with an open-concept design perfect for both everyday living and entertaining. A rare highlight, this home features two primary suites on the first floor, ideal for multi-generational living or guests. The gourmet double-island kitchen boasts upgraded cabinetry, granite countertops, double ovens, stainless steel appliances, a center island, butler’s pantry and a breakfast nook flowing seamlessly into spacious living and dining areas, a large loft, and a dedicated media room. Engineered hardwood floors, crown molding, custom built-ins, wainscoting, surround sound, a security system, and a custom mudroom/drop zone conveniently located in the garage. Enjoy outdoor living with a fully equipped outdoor kitchen and a backyard with room to build your dream pool. Additionally features include a 3-car garage and access to resort-style amenities such as a lakeside clubhouse, pool, fitness center, trails, and a ramp to launch your boat to Lake Hancock. Conveniently located near SR-429, with easy access to Orlando, shopping, dining, and entertainment.
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Esther Teodorescu (973-234-3370)
9103 MORGANA CT, WINTER GARDEN, FL 34787
$1,630,90035 Days on yellowkey MLS ID: O6409652
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4376 Built: 2022Monthly Fee: $423 Tax: $15,919 (2025)Community: Avalon CoveSingle Family
Taxes:$15,919
Remarks: Nestled within one of Central Florida's most exclusive neighborhoods this stunning home offers the perfect blend of luxury, comfort, and effortless entertaining. Located on a quiet cul-de-sac street boasting 5 bedrooms, 4.5 baths, a large loft and open floor plan this home is designed for everyday living and seamless hosting! Step outside to your private resort style salt water pool and enjoy nightly views of the Disney fireworks lighting up the sky! The upgraded "picture frame" pool screen design offers an uninterrupted view of the serene pond and the diverse wildlife that visits it! On the main level you will find the PRIMARY SUITE COMPLETE WITH A LUXURIOUS SPA LIKE BATH AND HUGE walk-in closet, a guest bedroom with its own full bath, the glass enclosed wine room and a convenient half bath for guests. The GOURNET KITCHEN flows to the expansive great room where 4 large sliders can open to the covered patio for the "outside inside" living!! Upstairs, in addition to the large loft are 2 bedrooms that share a full bath and another private en-suite bedroom. Recent upgrades include beams on the main level ceiling, beautiful built-in wall unit in the loft, outdoor kitchen and outdoor lighting. Located just minutes from Walt Disney World, premier shopping, dining, and everyday conveniences, and approximately 30 minutes to Orlando International Airport, this beautiful home is perfect for that unbeatable central Florida lifestyle!
Listing is courtesy of: HAMMOND REALTY GROUP LLC (407-468-0074)
Listing Agent: Lesa Dolan (407-925-5786)
1219 SADDLEBACK DR, WINTER GARDEN, FL 34787
$1,050,00019 Days on yellowkey MLS ID: O6412381
0 Days Off yellowkey (back on 6/18/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2667 Built: 2022Monthly Fee: $215 Tax: $11,474 (2025)Community: Oakland Parkb-1Spa: NoSingle Family
Taxes:$11,474
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Welcome to what may be the most impeccably maintained and beautifully upgraded home in Oakland Park! This stunning 4-bedroom, 3.5-bath residence showcases designer-inspired finishes throughout, featuring soaring ceilings, modern color palettes, and countless custom enhancements that make it truly one of a kind. Built just four years ago and nestled on a quiet street directly across from green space, this exceptional David Weekley Seaside model offers the perfect blend of elegance, comfort, and convenience. The thoughtfully designed floor plan features a luxurious first-floor owner's retreat complete with a spacious spa-like bath, while the additional bedrooms, study, dining area, and generous living spaces provide room for everyone to spread out and enjoy. No detail has been overlooked. The current owners have invested extensively in premium upgrades, including custom wood trim and accent walls, designer wallpaper, upgraded lighting throughout, custom Zebra window shades, professionally designed closets in the owner's suite, secondary bedroom, and laundry room, plus a water softener, gutters, epoxy-coated garage floors, updated landscaping, and an inviting paver patio. Both the interior and exterior have been freshly painted, creating a truly move-in-ready experience. Step outside to the screened rear porch, where you'll enjoy peaceful mornings, evening breezes, and endless opportunities for birdwatching and outdoor dining. The spacious 3-car garage provides ample storage and functionality for today's lifestyle. Beyond the home itself, Oakland Park offers an award-winning lifestyle unlike any other. This celebrated Parade of Homes community is known for its charming streetscapes, abundant green spaces, waterfront gathering areas, parks, and strong sense of community. Golf-cart-friendly and ideally located just minutes from the West Orange Trail, you'll also enjoy the convenience of walking or riding into vibrant downtown Winter Garden for exceptional dining, shopping, entertainment, and year-round events. This is more than a home—it's a lifestyle defined by luxury, connection, recreation, and the timeless charm of Winter Garden Living.
Listing is courtesy of: CENTRAL FLORIDA PRIME REAL ESTATE LLC (407-404-4041)
Listing Agent: Lynette Piontek (407-222-4310)
706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,225,00086 Days on yellowkey MLS ID: O6394059
REDUCED by $34,000 (2.7%) on 06/17/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4019 Built: 2018Monthly Fee: $298 Tax: $17,895 (2025)Community: Canopy Oaks Ph 1Single Family
Taxes:$17,895
Remarks: Experience a lifestyle defined by elegance, privacy, and exceptional design in this luxury residence within the gated community of Canopy Oaks in Winter Garden. Built by A.R. Bailey Homes, this sought-after Delray floor plan offers nearly every feature today's discerning buyer desires, blending sophisticated architecture with functional living spaces designed for entertaining, multigenerational living and everyday comfort. Within an intimate enclave of just 49 homesites, this residence enjoys a premier location, minutes from historic downtown Winter Garden, Winter Garden Village, top-rated schools, dining, shopping, recreation and major commuter routes. A striking exterior presentation sets the tone with a paver driveway, concrete tile roof, stone-accented elevation, wood-look garage doors and grand solid wood double-entry doors. Beyond the entry, thoughtfully designed interiors showcase expansive gathering spaces, architectural ceilings, elegant finishes and abundant natural light. The chef-inspired kitchen serves as the centerpiece of the home, featuring a natural gas cooktop with exterior venting, built-in oven, upgraded appliances, pot filler, 42-inch cabinetry with crown molding, under-cabinet lighting, tile backsplash, walk-in pantry and oversized island overlooking the spacious great room with coffered ceilings. Adjacent to the living areas, a gated wine cellar creates a memorable entertaining feature rarely found in homes at this price point. The first-floor primary suite offers a private retreat with a spa-like bath featuring dual granite vanities, a soaking tub, oversized walk-in shower with dual shower heads and bench seating, and a custom-designed closet system. A separate first-floor en-suite bedroom provides ideal flexibility for guests, extended family or a dedicated home office. Upstairs, the versatile layout continues with a second primary suite, two additional en-suite bedrooms, a generous loft, guest powder bath and a covered balcony, creating multiple private living spaces throughout the home. Designed to embrace Florida's year-round outdoor lifestyle, the residence seamlessly connects indoor and outdoor living through a dramatic corner-opening glass wall and expansive stackable sliding doors. The covered lanai, enhanced by a motorized retractable screen, creates an ideal setting for entertaining, relaxing or enjoying peaceful evenings outdoors. The oversized backyard, with stucco privacy wall, offers ample space to create a custom pool, outdoor kitchen and private resort-style retreat. Additional features include dual tankless water heaters, dual HVAC systems with zoned climate control, motorized roller shades, decorative iron stair railings, mudroom, reading nook and extensive storage throughout. Residents of Canopy Oaks enjoy access to community nature trails and a playground while remaining conveniently located near downtown Winter Garden, Winter Garden Village, the Roper YMCA, Orlando Health facilities, and major transportation corridors including the Florida Turnpike, SR 429, SR 408 and Interstate 4. Offering luxury, flexibility and an exceptional Winter Garden location, this beautifully maintained home presents a rare opportunity to enjoy elevated Central Florida living in one of the area's desirable gated communities. Also listed for lease MLS #O6416527
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Lisa Rutkowski (407-793-2416)
811 CIVITAS WAY, WINTER GARDEN, FL 34787
$2,199,00040 Days on yellowkey MLS ID: O6403760
REDUCED by $51,000 (2.3%) on 06/18/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5138 Built: 2017Monthly Fee: $208 Tax: $24,126 (2025)Community: Oakland Park Un # 2ASingle Family
Taxes:$24,126
Remarks: Experience elevated living in this exceptional custom home by J&J Building, perfectly positioned in one of Winter Garden’s most desirable locations directly across from the iconic West Orange Trail. Offering over 5,000 square feet of thoughtfully designed luxury, 811 Civitas Way blends sophisticated style, flexible living spaces, and impressive functionality rarely found in today’s market. Designed for both everyday comfort and unforgettable entertaining, the home features a truly jaw-dropping media room that delivers the ultimate cinematic experience. Multiple office and flex space options provide incredible versatility for remote work, creative pursuits, fitness, or multigenerational living. With bedrooms thoughtfully positioned on both the first and second floors, the layout offers ideal privacy and convenience for guests and family alike. Luxury details and custom upgrades are showcased throughout, including a whole-home generator, a one-year-old Sub-Zero refrigerator, two stunning crystal chandeliers installed last year, and elegant solid brass door hardware throughout the home. You'll fall in love with the large island in the garage that even includes a built-in gift wrapping station! Every space reflects exceptional craftsmanship and thoughtful design, with countless additional custom touches that elevate the home’s overall sophistication and character. One of the property’s standout features is its exceptionally rare amount of parking for 7 cars plus a golf cart— a coveted luxury that sets this home apart. Combined with its prime location near Downtown Winter Garden, scenic trail access, dining, shopping, and commuter routes, this residence offers a lifestyle that is as refined as it is practical. **There is room to add a pool and ADU on this lot, as well! Artist renderings with the pool included in the photos.
Listing is courtesy of: OAK AVENUE REAL ESTATE LLC (407-720-5000)
Listing Agent: Tracey Mcfadden (321-217-7808)
15592 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787
$2,350,0007 Days on yellowkey MLS ID: A4697264
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4978 Built: 2015Monthly Fee: $195 Tax: $21,848 (2026)Community: Signature Lks-Pcl 01D Ph 02Spa: YesSingle Family
Taxes:$21,848
Tax Year: 2026
Middle School: Horizon West Middle School
Remarks: Experience luxury lakefront living at its finest on beautiful Lake Hancock in this stunning two story, Mediterranean-inspired estate. Perfectly positioned to capture breathtaking orange and purple sunset views, this exceptional home offers 6 bedrooms, 4 bathrooms, a private office, theater room, wine cellar and an open-concept design tailored for premier indoor/outdoor living. The gourmet kitchen is the heart of the home, featuring a large center island, granite countertops, custom cabinetry, walk-in pantry, stainless steel appliances, gas cooktop, and adjoining breakfast area. Stunning exposed wooden beams warm the formal dining room and great room. The expansive great room showcases a gas fireplace and the pocket sliding door seamlessly connects to outdoor paradise. Retreat to the luxurious main-level owner’s suite complete with two walk-in closets, a gas fireplace, spa-like bath, private lanai access, and panoramic lake views. A main-floor guest suite with private bath provides added convenience and flexibility. Upstairs, you’ll find four spacious bedrooms and two full bathrooms, including a convenient Jack-and-Jill layout. Designed for entertaining, the upper level also features an expansive family room complete with a wet bar and direct access to a screened lanai overlooking the lake. A pre-wired theater room is the perfect setting for movie nights, game days, and unforgettable gatherings. Outdoor living is second to none with a covered lanai, cabana, summer kitchen, infinity-edge pool and spa, pergola and screened second-floor porch, creating the ultimate waterfront lifestyle. A private wooden dock extends into Lake Hancock, creating the perfect launch point for boating adventures, casting a line at sunset, or unwinding while enjoying the peaceful lakefront setting. Additional highlights include beautiful tile flooring throughout, two tankless water heaters, laundry rooms on both levels, abundant storage space, and a multi-generational layout that can accommodate family and guests alike. 3 car attached garage. Oversized red-paver driveway. Lake Hancock is a 475-acre freshwater ski lake highly celebrated for its clean, clear water and active recreation lifestyle. Signature Lakes offers residents clubhouses, multiple community pools, fitness center, sports courts, walking trails, community boat ramp and nightly views of Disney Magic Kingdom fireworks!! Located in one of Winter Garden’s most desirable lakefront settings, this remarkable property offers a rare opportunity to enjoy luxury, recreation, and endless unforgettable views right from your backyard!
Listing Agent: Jacob Kuiper (612-300-8020)
9207 BUSACO PARK WAY, WINTER GARDEN, FL 34787
$1,000,000194 Days on yellowkey MLS ID: O6366636
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3291 Built: 2015Monthly Fee: $164 Tax: $11,197 (2024)Community: Watermark Ph 1BSingle Family
Taxes:$11,197
Remarks: Discover refined living in this impressive 5-bedroom, 4-bathroom Spanish-style estate home, beautifully positioned on a serene waterfront lot with peaceful conservation views and nightly Disney fireworks from your own backyard. This exceptional home blends elegance, comfort, and energy efficiency throughout its thoughtfully designed layout. Step through the grand, elegant entrance into a soaring cathedral-ceiling foyer that leads to spacious formal and casual gathering areas. The formal dining room sets the tone for entertaining, while the gourmet kitchen is a true showpiece—featuring an oversized island, dry bar, walk-in pantry, solid wood cabinets, granite countertops, elegant backsplash, and high-end stainless steel appliances. A striking stone accent wall with an electric fireplace adds warmth and style to the main living area, which opens through French doors to breathtaking water and conservation views. The first floor includes a comfortable guest bedroom with a walk-in closet, a full guest bath with convenient pool access, and a luxurious primary suite. The primary bedroom offers a huge walk-in closet, and a spa-inspired ensuite bathroom with garden tub, expansive walk-in shower with multiple rain shower heads, and dual vanities. Upstairs, a spacious loft with surround sound showcases elevated views of the water and conservation area—perfect for a media room or game space. On one side of the loft sits a private bedroom with its own full bath, ideal for guests or extended family. On the opposite side are two additional bedrooms connected by a Jack-and-Jill bathroom, providing comfort and privacy for everyone. Additional highlights include a tile roof, oversized garage, paver driveway, Smart thermostat, water softener and filtration system, and energy-efficient features for year-round comfort. Located in the highly desirable Watermark community, residents enjoy resort-style amenities including a sparkling pool, water park, cabanas, BBQ areas, playground, dog park, tennis and basketball courts, clubhouse with rooftop deck, weekly community activities, fitness center, and scenic walking trails. All of this—just minutes from top-rated schools, dining, shopping, Orange County National Golf Course, and Disney World. A perfect blend of elegance, comfort, and unmatched location—this waterfront estate is truly a must-see.
Listing Agent: Linda Mieczkowski (321-695-5284)
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