Location: Winter Garden , 34787
Do Not Show Listings
706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,287,00044 Days on yellowkey MLS ID: O6394059
REDUCED by $30,000 (2.3%) on 05/09/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4019 Built: 2018Monthly Fee: $188 Tax: $17,895 (2025)Community: Canopy Oaks Ph 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$17,895
Elementary School: Lake Whitney Elem
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
Remarks: A rare opportunity in a desired luxury neighborhood. A home designed for the way you live today, where walls of glass open completely, blending indoor and outdoor spaces into one seamless experience. In the gated community of Canopy Oaks, this A.R. Bailey Homes LLC Delray model offers elevated design, flexibility and everyday convenience. Well-maintained and only eight years young, this residence is set within an intimate enclave of just 49 homesites, offering a rare sense of privacy while remaining ideally positioned on Roper Road between Winter Garden’s historic downtown district and the Winter Garden Village shopping complex. From moment you arrive, the home makes a lasting impression with high-end driveway pavers, a durable concrete tile roof, woodgrain garage doors, stone facade accents and grand 8-foot solid wood arched double entry doors. Inside, the layout unfolds with intention, balancing elegant design and functional living. At the center of the home, the kitchen is designed to bring people together, featuring a natural gas cooktop with exterior venting, a built-in oven, upgraded appliances, a pot filler, 42-inch cabinetry with crown molding, a tile backsplash, under-cabinet lighting, a walk-in pantry and a large island that opens to the great room with coffered ceilings. Just beyond, a wine cellar with an iron gate adds a distinctive focal point for entertaining. The first-floor primary suite offers a peaceful retreat with a soaking tub, an oversized walk-in shower with dual heads and a bench, dual granite vanities and a custom closet system. A secondary first-floor, en-suite bedroom or office provides flexibility, while upstairs features a second primary suite, two additional en-suite bedrooms, a loft, a guest half bath and a covered rear balcony for added privacy and comfort. The standout is the home’s seamless indoor-outdoor connection. A full corner-opening glass wall, along with three-panel stackable sliding doors, extends the dining and great rooms to a covered lanai with a motorized retractable screen, creating a natural flow for entertaining or everyday living. The spacious backyard, framed by a concrete stucco privacy wall, offers a blank canvas for a future pool or custom outdoor retreat. Thoughtful upgrades continue throughout, including motorized custom light filtering roller shades in the dining and great rooms, dual tankless water heaters, two air-conditioning units with zoned climate control, mudroom, a reading nook and elegant iron stair railings. Residents of Canopy Oaks also enjoy a nature trail and a children’s play park. With proximity to downtown Winter Garden, Winter Garden Village, area hospitals, shopping, dining and major roadways including Florida Turnpike, state roads 429 and 408, and Interstate 4, this home presents a compelling opportunity to experience a lifestyle where design, comfort and location come together effortlessly.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Lisa Rutkowski (407-793-2416)
12983 HARVEST RAIN AVE, WINTER GARDEN, FL 34787
$750,00035 Days on yellowkey MLS ID: O6397592
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2858 Built: 2026Monthly Fee: $140Community: Harvest At OvationSingle Family
Taxes:$0
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Under Construction. What's Special: Flat Lot | Close to Amenity | Flex Room. New Construction - May Completion! Built by America's Most Trusted Home Builder. Welcome to the Ozark at 12983 Harvest Rain Avenue in Harvest at Ovation! This new home has an inviting gallery-style foyer welcoming you inside and leads past a dedicated study into the open main living area where the dining space flows seamlessly into the gathering room and gourmet kitchen. The kitchen shines with quartz countertops, an apron front stainless steel kitchen sink, cabinets at the kitchen island, and a spacious walk-in pantry designed to keep everything within reach. Pocket sliding doors from the gathering room open to an extended lanai, creating an easy connection between indoor and outdoor living. The primary suite is tucked quietly at the back of the home and features a spa-inspired en-suite bath and a large walk-in closet. Two secondary bedrooms, including one with its own en-suite bath, along with an additional full bath, powder room, nearby laundry area, and a two-car tandem garage complete this thoughtfully designed home. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: Gourmet kitchen, study in place of flex, pocket slider at gathering room, shower at bath 3, extended lanai, 8' interior doors, second sink at bath 2, and whole house blinds. Photos are for representative purposes only. MLS#O6397592
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
431 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787
$319,90033 Days on yellowkey MLS ID: O6397663
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1499 Built: 2005Monthly Fee: $576 Tax: $4,273 (2025)Community: Southern Pines CondoCondo
Taxes:$4,273
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to one of the largest condo floor plans in this highly desirable Winter Garden community. This 3-bedroom, 2-bathroom condo offers spacious, low-maintenance living with no carpet throughout, fresh interior paint, and an updated AC system for added comfort and efficiency. A rare find in the area, this condo with a private garage includes upgraded electrical—perfect for storage, hobbies, or added functionality. Enjoy resort-style living with access to a pool, fitness center, basketball and pickleball courts, recreation center, on-site movie theater, and car wash station. Ideally located just minutes from Downtown Winter Garden and Plant Street’s popular restaurants, weekly farmers market, and community events, plus convenient access to shopping and dining at Winter Garden Village at Fowler Groves. If you’re searching for a condo in Winter Garden with a garage, modern updates, and unbeatable amenities, this is one you don’t want to miss.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
5637 WATER ROSE RD, WINTER GARDEN, FL 34787
$419,490117 Days on yellowkey MLS ID: O6373923
REDUCED by $500 (0.1%) on 04/30/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1617 Built: 2016Monthly Fee: $393 Tax: $5,741 (2025)Community: IndependenceSpa: NoTownhouse
Taxes:$5,741
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: ***WINDERMERE HIGH SCHOOL*** Price improvement – great opportunity in Signature Lakes / Winter Garden. Enjoy the best of Florida living in this beautiful townhome located in the highly desirable Signature Lakes / Independence community in Winter Garden. *Seller offering $4,490 toward buyer’s closing costs — great opportunity to reduce out-of-pocket expenses!* This well-maintained 3-bedroom, 2.5-bath home offers a functional layout with comfortable living spaces and plenty of natural light. The kitchen opens to the living and dining areas, creating the perfect space for everyday living and entertaining. Step outside to a private screened patio, ideal for relaxing, enjoying your morning coffee or hosting friends while taking advantage of Florida’s outdoor lifestyle. Residents of Signature Lakes enjoy resort-style amenities, including community pools, walking trails, parks, playgrounds and beautiful lakes throughout the neighborhood. Conveniently located just minutes from Disney, shopping, dining and top-rated schools, this home offers both comfort and an unbeatable location. A great opportunity to own in one of Winter Garden’s most sought-after communities. Seller is offering a generous $4,990 contribution toward the buyer’s closing costs, a great opportunity to help reduce your upfront expenses and make homeownership even more affordable! Schedule your private showing today.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Luciana Amorim Panajotti (917-853-0353)
16137 WIND VIEW LN, WINTER GARDEN, FL 34787
$565,000263 Days on yellowkey MLS ID: O6335769
REDUCED by $10,000 (1.7%) on 05/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $283 Tax: $6,800 (2024)Community: WaterleighSingle Family
Taxes:$6,800
Tax Year: 2024
Remarks: HUGE PRICE IMPROVEMENT! This beautiful home offers the best value in the neighborhood with a a mix of upgrades and features and location that set it apart. MOVE IN READY...UPGRADES DONE FOR YOU!. *See attached Features sheet. A perfect balance of comfort, style and convenience in one of Winter Garden's most sought-after communities-Waterleigh....offering the best in resort-like amenities! ***A preferred lender credit of up to $2,000 toward buyer's closing costs is being offered. This 4 Bedroom, 3.5 Bathroom Cleardon model home is truly turn-key. Fantastic LOCATION in calm & peaceful Marina Bay section with no REAR neighbors behind and a park in front- no through traffic! Showcasing a bright, spacious interior with open floor plan, LOFT SPACE and plenty of STORAGE and quality finishes delivering on style and value. UPGRADES include- Luxury Vinyl Plank with a refined hardwood aesthetic throughout the entire home, NO CARPET, a beautiful stacked-stone wall anchoring the family room, upscale window hardware, on-trend greenery feature-wall in the SCREENED IN LANAI, FENCED BACKYARD, EXTENDED PAVERED PATIO, large front porch, 2nd floor balcony, 2 car garage with 3 OVERHEAD STORAGE RACKS, pavered driveway with rear alley access. Waterleigh living means enjoying resort-style amenities everyday! 3 beautiful pools, lakes, clubhouses, 3 fitness centers, playgrounds, walking trails, beach volleyball, dog park, mini golf and more. The low HOA also provides residents with lawn and landscape maintenance. Zoned for top rated schools. Located near downtown Winter Garden and quick access to all major commuter roadways, restaurants, shopping, the magic of Disney and Orange County National Golf Course are all nearby. Something for everyone and the Best of Winter Garden! Make an appointment for a private tour today! Click on the link for a walk thru 3D tour!
Listing is courtesy of: IRON VALLEY REAL ESTATE CENTRAL FLORIDA (407-203-9595)
Listing Agent: Leslie Weeks (215-873-7674)
402 EGRET PLACE DR, WINTER GARDEN, FL 34787
$689,00015 Days on yellowkey MLS ID: O6402689
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2711 Built: 2013Monthly Fee: $128 Tax: $4,659 (2025)Community: Johns Lake PointeSingle Family
Taxes:$4,659
Elementary School: SunRidge Elementary
Remarks: Welcome to this beautifully designed ONE-STORY, 3 Car Garage, 4 Bedroom, 3 Bathroom Home offering 2,711 Sq Ft of bright, open living space on a desirable Corner Lot with a charming front porch, perfect for enjoying Florida living. From the moment you enter, you’re greeted by a flexible layout that truly fits any lifestyle, featuring a spacious Private Office and Formal Dining Room at the front of the home. The heart of the home opens up to a stunning Kitchen and Family Room Combo, ideal for both everyday living and entertaining. The Kitchen showcases stainless steel appliances, granite countertops, stylish backsplash, and abundant cabinetry, all overlooking the main living space. Enjoy No Carpet Throughout, with Tile and New Luxury Vinyl Flooring creating a clean, modern feel. The Split Floor Plan offers privacy for guests and family, while the primary suite is a relaxing retreat with a garden tub, frameless glass shower, and generous space. Designed with functionality in mind, the home features a Large Drop Zone with Storage just off the 3-Car Garage, complete with New Epoxy Flooring, plus plenty of closet space throughout. Step outside to a backyard and covered lanai, perfect for outdoor dining, relaxing evenings, or play space for pets and family. Located in the highly desirable Johns Lake Pointe community, you’ll enjoy Resort-Style Amenities just a short walk away, including a Community Pool, Clubhouse, Fitness Center, Yoga Room, Tennis & Pickleball Courts, and Playground. Surrounded by natural beauty and just minutes to Johns Lake, Tucker Oaks Park, Historic Downtown Winter Garden, the West Orange Trail, Winter Garden Village, and major highways - this location truly has it all. Move-in ready, beautifully maintained, and designed for today’s lifestyle, this home checks every box. Schedule your private showing today!
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Denise Gregorie (407-463-0080)
7808 WINTER WREN ST, WINTER GARDEN, FL 34787
$598,00020 Days on yellowkey MLS ID: O6400269
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2274 Built: 2015Monthly Fee: $252 Tax: $8,119 (2025)Community: SummerlakeSpa: NoSingle Family
Taxes:$8,119
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: Welcome to resort-style living in the highly sought-after Summerlake Community of Winter Garden! Enjoy Disney fireworks and Space Coast Rocket launches from the front porch or across the pond in front of the house. This beautifully situated home on a corner lot features 4-bedrooms, 2.5-baths with an upstairs office loft, offers space, style, and flexibility in one of Horizon West’s premier neighborhoods. The inviting covered front porch sets the tone as you step into this light-filled home featuring granite countertops throughout, freshly painted both inside and out, and tile flooring across the main living areas. The open-concept design is perfect for both entertaining and everyday living. The kitchen flows seamlessly into the living and dining areas, and opens to a covered and screened in rear patio lanai, creating an ideal indoor-outdoor living experience. The main floor also includes a convenient half bath, perfect for guests. The primary suite is a relaxing retreat, featuring dual sinks, granite countertops, a soaking tub, a separate walk-in shower, and ample closet space. Three additional bedrooms are well-sized and thoughtfully arranged with easy access to the remaining full bath. This is truly a rare opportunity to experience both tranquility and park like setting right outside your front door! Residents of Summerlake enjoy exceptional amenities including a lakeside clubhouse with fitness center, party room, resort-style pool, fishing pier, walking trails, parks, playgrounds, and tennis courts makes this the perfect area for the active lifestyle — all just minutes from SR-429, top-rated schools, Winter Garden Village, downtown Winter Garden, golf courses, and major theme parks. Lawn care, sprinkler maintenance, and irrigation water are all included in the low HOA fee, making maintenance a breeze. Schedule your private tour today and make this exceptional property yours!
Listing is courtesy of: BROOKSHIRE HOMES REALTY (303-838-0434)
Listing Agent: Robert Larosa (303-489-2019)
8012 BLUEJACK OAK DR, WINTER GARDEN, FL 34787
$549,00021 Days on yellowkey MLS ID: FC317938
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2222 Built: 2018Monthly Fee: $315 Tax: $8,103 (2025)Community: Summerlake Pd Ph 2C 2D 2ETownhouse
Taxes:$8,103
Remarks: Wake up to serene pond views and end your evenings watching the magic of fireworks light up the sky — welcome home to 8012 Bluejack Oak. Nestled on a desirable corner lot, this Energy Star Certified townhome offers the perfect blend of comfort, style, and convenience in the sought-after Summerlake community with resort-style amenities. This spacious 4-bedroom, 3.5-bath home was thoughtfully designed for modern living. The heart of the home is a large, open kitchen featuring 42-inch cabinetry, flowing seamlessly into a generous living room — perfect for entertaining. Upstairs, a versatile loft provides additional living space to suit your lifestyle. Retreat to the first-floor primary suite, where a beautifully appointed walk-in shower creates a true spa-like escape. Step outside to your private rear courtyard, ideal for relaxing or hosting guests, with the added convenience of a 2-car garage. Location couldn’t be better — just 10 minutes from Walt Disney World, minutes from the vibrant Hamlin shopping district, and close to the National Golf & Lodge. Whether you’re a theme park enthusiast, an avid golfer, or simply someone who loves a well-connected community, this home checks every box.
Listing is courtesy of: WEICHERT REALTORS HALLMARK (386-445-1200)
Listing Agent: Jainarine Ramnarine (407-965-7409)
16029 TOLLINGTON ALY, WINTER GARDEN, FL 34787
$619,50026 Days on yellowkey MLS ID: P4938378
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2341 Built: 2020Monthly Fee: $225 Tax: $8,643 (2025)Community: Encore/Ovation Ph 1Single Family
Taxes:$8,643
Remarks: Set within Encore at Ovation in Horizon West, this former Sebring model home blends lock-and-leave convenience with a polished, move-in-ready feel. The first floor is all about everyday living and entertaining, with an open family room flowing into a thoughtfully designed kitchen featuring 42” shaker-style linen cabinets with crown and light rail, glass-front display doors, soft-close drawer stack, and a double pull-out trash drawer on the island. Grey Silestone Quartz counters, a single-bowl undermount sink, chevron-patterned tile backsplash, and a GE stainless gas range, refrigerator, dishwasher, microwave, and under-counter beverage fridge create a cohesive, upgraded look, while LED under-cabinet lighting and added recessed cans keep the space bright and inviting. Tucked just beyond the main prep area, the walk-in pantry offers discreet, easily accessible storage for dry goods, bulky countertop appliances, and entertaining essentials, allowing the kitchen’s clean lines and upgraded finishes to take center stage. Upgraded tile carries through the foyer, powder bath, kitchen, and family room, complemented by designer paint, extensive trim work, upgraded interior hardware, and a stained handrail with painted spindles and wood treads on the staircase, giving the home a quietly upscale feel that is still practical to maintain. Upstairs, wood floors continue into the loft and hallway, where a built-in desk with storage offers a ready-made workspace or homework station. The primary suite sits privately at the rear of the home and includes a tray ceiling, wood flooring, sizable walk-in closet, and an en-suite bath with two raised-height vanities, Silestone counters, rectangular undermount sinks, chrome fixtures, and an oversized walk-in shower finished with vertically stacked 4x16 tile to the ceiling, glass listello detail, recessed niche, and semi-frameless enclosure. Two additional bedrooms share a well-appointed bath with tiled tub/shower surround to the 9-foot ceiling and upgraded vanity top, while the nearby laundry room—with cabinets and a utility sink—keeps everything organized and out of sight. A tankless gas water heater, enhanced low-voltage wiring to support today’s smart-home and streaming needs, and abundant recessed lighting throughout add everyday comfort. Outside, an alley-loaded 2-car garage preserves the home’s charming streetscape, and the community’s resort-style pool, fitness center, and playground make it easy to enjoy the Florida lifestyle. With quick access to 429, Horizon West town centers, Flamingo Crossings Village, and the major employment and entertainment hubs around Winter Garden and the attractions area, this home offers the finish level of a model with the practicality of a well-planned primary residence, second home, or long-term hold.
Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)
Listing Agent: Mathias Jenniges, Jr (763-360-2082)
14790 TULLAMORE LOOP, WINTER GARDEN, FL 34787
$689,99942 Days on yellowkey MLS ID: O6395287
REDUCED by $10,000 (1.4%) on 04/16/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3410 Built: 2005Monthly Fee: $100 Tax: $3,503 (2025)Community: Emerald RidgeSingle Family
Taxes:$3,503
Remarks: Expansive and Inviting! Welcome home to 14790 Tullamore Loop. Location says it all! Convenient to restaurants, shopping, highways, theme parks, and more, this gated community remains one of the most popular communities in the area. This family-oriented neighborhood with a community pool is sure to please. With an oversized lot and plenty of room to roam, the open floor plan of this 4-bedroom / 2.5-bath home awaits to impress. Large formal living and formal dining rooms are the perfect venue for family gatherings. An elegant, open kitchen, overlooking the dinette into the family room, offers granite counters, 42” cabinets, double built-in ovens, a large breakfast bar, and a huge walk-in pantry allowing space for everyone to help the cook. When the day is done, retire to the oversized second-floor primary suite, which offers a spacious bath with a double-sink vanity, shower, garden tub, and a walk-in closet, completing this special and intimate space. Anchoring 3 large secondary bedrooms, this home beckons to an active family, offering the space you need. Enjoy your morning coffee or an evening barbecue, while enjoying the peace of your private pool, a HUGE private backyard! Complete with fruit trees (recovering from the freeze), including mango, sugar apple, sapodilla, guava, loquat, pear, jackfruit, fig, lemon, orange, neem, and banana, gives an instant farm-to-table experience. While certainly offering plenty of space for everyone to claim their own piece of paradise, you’ll find peace of mind that your investment is in a location that can’t be beat! Highlights include: Roof replaced in 2020. AC replaced in 2018. Appliances replaced in 2022. All blinds replaced 2022. Whole Home water filtration and softener system. Be sure to click the link for an interactive 3D Virtual Tour and floor plan!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Rita Phillips (407-928-0573)
16385 ADMIRALS COVE LN, WINTER GARDEN, FL 34787
$469,90049 Days on yellowkey MLS ID: O6393056
REDUCED by $100 (0.0%) on 04/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 2020Monthly Fee: $257 Tax: $4,805 (2025)Community: WaterleighSingle Family
Taxes:$4,805
Remarks: Unique financing opportunities make this Waterleigh home a standout. Buyers can take advantage of a 2-1 buy-down paid by the seller’s preferred lender for added affordability and potential monthly savings in today’s market. Plus, the sellers are now offering $5,000 in concessions! This beautifully maintained 3-bedroom, 2-bath home features a bright, open-concept layout designed for both everyday living and easy entertaining. The spacious kitchen is the heart of the home, complete with stainless steel appliances, a walk-in pantry, and a large center island. The private owner’s suite offers a relaxing retreat with a generous walk-in closet and en-suite bath. Located in highly sought-after Waterleigh in Winter Garden, this home offers the lifestyle buyers are looking for, with golf cart-friendly streets, resort-style amenities, breathtaking Disney fireworks views, and the added convenience of a pool and playground directly across the street. Two schools are also located within the community, making this location as practical as it is desirable. Schedule your private showing today!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Shaheda Gordon-Jefferson (646-456-7410)
16077 BARKLY RIDGE CT, WINTER GARDEN, FL 34787
$2,000,00054 Days on yellowkey MLS ID: O6391901
REDUCED by $200,000 (9.1%) on 05/06/2026
Bed: 6 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 5524 Built: 2024Monthly Fee: $225 Tax: $8,585 (2025)Community: Avalon RdgSingle Family
Taxes:$8,585
Elementary School: Hamlin Elementary
Remarks: BROKER OPEN MAY 9 STARTING 12PM. DIRECT BUYERS MAY ATTEND BY TEXTING LISTING AGENT WITH FULL NAME. THE BEST OF AVALON RIDGE. FULLY UPGRADED. DESIGNER-CURATED. UNMATCHED. Welcome to one of the most exceptional residences in Avalon Ridge, a 2024-built estate that sets the standard for luxury living. Offered at $2,000,000, this is not just another home in the neighborhood, it is the benchmark: the most upgraded, most refined, and most thoughtfully designed. Spanning a grand two-story layout, this residence offers 6 bedrooms, 5 full baths, and 2 half baths, seamlessly blending modern sophistication with elevated functionality. From the moment you enter, you’re met with striking architectural presence, enhanced by custom high-end carpentry, bespoke built-ins, designer vanities, and fully customized walk-in closets; every inch curated with intention. The home is grounded by premium upgraded flooring throughout and anchored by a true gourmet kitchen, a showpiece space designed for both everyday living and elevated entertaining. Flowing effortlessly into expansive open-concept living areas, this home was built to impress and perform. The main-level primary suite is a private sanctuary, featuring a spa-inspired bath, dual vanities, and an oversized custom closet. Floor-to-ceiling sliding glass doors flood the home with natural light and open to a generous backyard, complete with approved plans for a future resort-style pool, offering the opportunity to create a true private oasis. Upstairs, the lifestyle continues with a spacious loft featuring a built-in wet bar, perfect for entertaining or unwinding. Four additional bedrooms include a well-designed Jack-and-Jill layout, while a dedicated bonus/media room provides flexibility for a theater, game room, or lounge. ADDITIONAL HIGHLIGHTS INCLUDE: Dual laundry rooms (both levels for ultimate convenience) * Two EV charging stations * Designer lighting and custom window treatments throughout * Extensive built-ins and upgraded finishes that convey. For those seeking a fully turnkey experience, select designer furnishings may be available, making this one of the most compelling move-in-ready opportunities in Winter Garden. This is more than a home, it’s the crown jewel of Avalon Ridge. A rare opportunity to own the best-renovated, best-designed, and best-presented property in the community.
Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)
Listing Agent: Dianna Desboyaux (407-920-4601)
16126 PARKWYN ST, WINTER GARDEN, FL 34787
$609,00062 Days on yellowkey MLS ID: O6389811
REDUCED by $16,000 (2.6%) on 05/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2372 Built: 2021Monthly Fee: $127 Tax: $7,291 (2025)Community: Hawksmoor Ph 2Single Family
Taxes:$7,291
Remarks: """Motivated seller open to negotiating concessions, including closing cost credits and an interest rate buy-down. Bring your offers.""" Beautiful Two-Story Home with Designer Features in Winter Garden Welcome to this stunning two-story residence located in the highly desirable area of Winter Garden, Florida. This beautifully maintained home offers 4 bedrooms and 3 full bathrooms, combining modern design, comfort, and thoughtful upgrades throughout. From the moment you arrive, you are welcomed by a charming front porch and landscaped entrance, creating a warm and inviting first impression. Large windows throughout the home allow abundant natural light, enhancing the bright and airy feel of the interior. The first floor features high-quality luxury vinyl flooring and a spacious open-concept layout that seamlessly connects the living room, dining area, and gourmet kitchen — perfect for everyday living and entertaining. The kitchen is a true highlight, featuring stainless steel appliances, elegant wood cabinetry, and generous counter space, ideal for cooking and gathering with family and friends. The living area showcases a stunning custom wood accent wall with built-in shelving and ambient lighting, creating a sophisticated focal point around the entertainment space and modern electric fireplace. An elegant additional seating area completes the room, offering the perfect place for conversation or relaxation. Also on the first floor, you will find one bedroom and a full bathroom, ideal for guests, multi-generational living, or a private home office. Upstairs, the remaining bedrooms offer comfortable carpet flooring and spacious closets, while the expansive primary suite provides a peaceful retreat with a large walk-in closet and a private bathroom featuring dual sinks. This home also includes several valuable upgrades, such as: Whole-house water filtration system Custom-made window treatments Attached two-car garage Step outside to enjoy the beautifully upgraded backyard, where a custom landscaping project created a stylish and low-maintenance outdoor space. The backyard features high-quality artificial turf and elegant in-ground lighting, perfect for relaxing evenings or entertaining guests. Residents of the community enjoy fantastic amenities, including: Clubhouse Resort-style pool Park and playground Sidewalks throughout the neighborhood The location is another standout feature. The property is just minutes from Hamlin Town Center, offering a wide variety of shopping, restaurants, and entertainment options. It also provides convenient access to Walt Disney World Resort, as well as major highways leading to **Orlando and surrounding areas. This exceptional home offers the perfect combination of modern upgrades, elegant design, and prime location. Schedule your private showing today and discover everything this beautiful home has to offer.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Viviane Rocha (407-558-1180)
12463 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787
$935,0008 Days on yellowkey MLS ID: O6403631
0 Days Off yellowkey (back on 5/7/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3021 Built: 2004Monthly Fee: $85 Tax: $10,676 (2025)Community: Westfield LakesSpa: YesSingle Family
Taxes:$10,676
Remarks: Rare LAKEFRONT Gem in Highly Sought-After Westfield Lakes! This is your chance to own a stunning Taylor Morrison built LAKEFRONT pool home in the desirable Westfield Lakes community! Beautifully maintained and tastefully updated, this spacious 4-bedroom, 3-bath home also features an upstairs bonus room—perfect for a home office, media room, or guest retreat. From the moment you arrive, you’ll be captivated by the lush landscaping, brick paver driveway, and three-car garage. Step through the elegant stained glass double entry doors into a light-filled, split floor plan with luxury light wood vinyl plank flooring and plantation shutters throughout. The formal living and dining rooms offer sophisticated spaces for entertaining, while the heart of the home—the gourmet kitchen—was completely updated in 2018 and boasts double ovens, electric cooktop, microwave, designer pendant lighting, custom backsplash, and an oversized Cambria granite island that comfortably seats 8. The kitchen opens to a bright and inviting family room featuring a custom built-in entertainment center and electric fireplace. Enjoy peaceful lake views from the extended master suite, complete with tray ceiling and private seating area. The fully remodeled spa-like master bath (2023) offers a Roman tub, gorgeous walk-in shower, and dual sinks. The thoughtfully designed layout ensures privacy, with the second bedroom featuring an ensuite bath and pocket door, while bedrooms 3 and 4 are located at the rear of the home and share a third full bath. Bedroom 4, with double doors and lake views, is ideal for guests or a home office. Upstairs, the bonus room with double windows overlooking the lake provides even more flexibility. Step outside through French doors to your private lakefront oasis—a solar-heated pool and spa surrounded by an expansive brick paver patio, ideal for dining, relaxing, and entertaining. Located on Lake Beulah, an 18-acre natural spring-fed lake, this home offers tranquil views, non-motorized water activities, and an abundance of natural wildlife. Westfield Lakes features two community fishing docks, tennis courts, and two playgrounds. Additional highlights include: • New roof (2021) • New A/C units (2020) • Numerous updates throughout including new fans, designer lighting, and fixtures Prime location—just minutes to Winter Garden Village, charming downtown Winter Garden, top-rated schools (West Orange High School across the street), and with easy access to all major highways, theme parks, and Central Florida attractions. ? This is a true must-see lakefront paradise—schedule your private tour today!
Listing Agent: Mark Hide (407-832-7332)
16105 WATER SPRING BLVD, WINTER GARDEN, FL 34787
$499,000219 Days on yellowkey MLS ID: O6348822
REDUCED by $20,000 (3.9%) on 04/16/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2042 Built: 2020Monthly Fee: $103 Tax: $4,770 (2024)Community: Storey GroveSingle Family
Taxes:$4,770
Remarks: Perfect for buyers seeking convenience, accessibility, and a family-friendly setting—just steps from the elementary school!! Discover this well-maintained 4-bedroom, 3-bath home located in the highly desirable Storey Grove community in Winter Garden. This property offers 2,042 sq ft of bright and functional living space/ Total area :4,704 SqFt , featuring an open-concept layout that seamlessly connects the kitchen and main living areas—ideal for everyday living and entertaining. The spacious primary suite includes a private bathroom and ample storage, while the additional bedrooms provide flexibility for guests, a home office, or growing families. Conveniently situated just steps from the elementary school, this home is perfect for those seeking accessibility and ease in their daily routine. Its location also provides quick access to main roads, shopping, dining, and Disney World, making commuting and errands simple and efficient. Enjoy outdoor living with a private patio, plus access to resort-style community amenities including a pool, fitness center, clubhouse, playgrounds, and dog parks. This property comes with solar panels, providing energy efficiency and savings.. Community parking regulations help maintain a clean and organized neighborhood environment, with guest parking available nearby. Seller is motivated and open to concessions. Schedule your private showing today. Property have solar Panels that will be trasferable to buyers.
Listing is courtesy of: URBAN-O REAL ESTATE SOLUTION (407-822-1063)
Listing Agent: Yesenia Barrios (321-276-1977)
12003 HOLYSTONE ST, WINTER GARDEN, FL 34787
$445,0009 Days on yellowkey MLS ID: L4961121
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1814 Built: 2023Monthly Fee: $269 Tax: $5,292 (2025)Community: Waterleigh Ph 4ATownhouse
Taxes:$5,292
Remarks: Welcome to Waterleigh—one of Winter Garden’s most sought-after communities! This beautifully upgraded end-unit Sandhill townhome shines with natural light, thanks to extra windows and an open, airy layout that just feels right the moment you walk in. Upstairs, a versatile loft flexes to fit your life—home office, playroom, movie zone… you call it. With 3 bedrooms and 2.5 bathrooms, this home blends comfort and style, featuring luxury vinyl plank flooring on the stairs and upper level. Thoughtful upgrades like modern fixtures and an epoxy-coated garage floor add that polished touch. And here’s the kicker—step outside and catch Disney fireworks from your own driveway… every. single. night. ?? This home is immaculate. Resort-style living is the heartbeat of Waterleigh—pools, fitness centers, playgrounds, tennis, volleyball, even mini golf. All of it wrapped into a community zoned for top-rated Orange County schools. Now you know why I’m happy. And once you see it… you will be too
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Darren Moreno (863-409-7766)
705 GARDEN WEST TER, WINTER GARDEN, FL 34787
$1,350,0009 Days on yellowkey MLS ID: O6403363
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2698 Built: 2020Monthly Fee: $232 Tax: $10,345 (2025)Community: Garden WestSingle Family
Taxes:$10,345
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Nestled within the intimate Garden West enclave — just 11 exclusive homesites — this 4-bedroom, 3-bathroom J&J Building masterpiece spans 2,698 square feet of meticulously curated living space and sits directly on the West Orange Trail. Lace up your sneakers and you're seconds from one of Florida's premier multi-use trails, stretching 22 scenic miles through the heart of West Orange County. Located in the heart of Winter Garden's beloved Golf Cart District, Downtown Winter Garden's vibrant Plant Street is just a half mile away — putting award-winning restaurants, the beloved Saturday farmers market, boutique shops, and year-round community events right at your doorstep. From the moment you arrive, the Florida-inspired architecture, lush professionally re-landscaped grounds with low-voltage landscape lighting, and inviting covered front porch signal that every detail has been considered. Inside, the owners have transformed this already exceptional home into something truly turnkey. Two stunning shiplap feature walls anchor the main living spaces, while all-new designer lighting fixtures — inside and out — have been upgraded throughout and are fully programmable via the Leviton app, so you can set the perfect ambiance from anywhere. The chef's kitchen remains the heart of the home, featuring a Dacor 36" gas range, Samsung Pro dark stainless appliances, quartz countertops, subway tile backsplash, and ceiling-height cabinets beneath a one-of-a-kind shiplap vented hood. A reverse osmosis water filtration system at the kitchen sink adds a thoughtful, health-forward touch. Natural oak hardwood floors, crown molding, and custom woven wood window treatments on the first floor carry sophistication from room to room, while cordless blinds keep the second floor clean and effortless. The main floor offers an open living area with a guest bedroom and full bath — ideal for visitors or multigenerational living. The living room features a mounted, tilt-and-extend TV (included) paired with a Sonos sound system, controlled seamlessly by app for both the living room and lanai. Upstairs, the primary suite, two additional bedrooms, and a versatile loft provide space to spread out. Step outside and the screened lanai — enclosed with premium no-see-um screen material — becomes a true outdoor living room. Backyard café string lights, a mounted TV (included), Sonos audio, a natural gas BBQ stub-out, a retractable privacy blind, and no rear neighbors make this the ultimate Florida entertaining space. Additional outdoor power outlets and thoughtfully designed landscape lighting round out the backyard experience. Built for efficiency and peace of mind, the home features spray foam insulated block walls, energy-efficient double-pane windows, a radiant roof barrier, and a tankless gas water heater. Programable keyless entry locks secure all exterior doors, including the garage. The detached two-car garage — complete with a dedicated golf cart bay and overhead SafeRack storage — connects to the main house via a covered breezeway, a nod to the community's lifestyle-first design. This is more than a home. It's a lifestyle — trail, town, golf cart community, and turnkey luxury all in one.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Alexis Anderson (561-670-5901)
14005 ALDFORD DR, WINTER GARDEN, FL 34787
$669,00020 Days on yellowkey MLS ID: O6401397
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2334 Built: 2017Monthly Fee: $115 Tax: $9,241 (2025)Community: Latham Park NorthSpa: NoSingle Family
Taxes:$9,241
Elementary School: Panther Lake Elementary
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 14005 Aldford Drive in Winter Garden, a beautifully designed two-story home offering 3 bedrooms, 2 full baths, and 1 half bath, with a layout that blends everyday comfort with inviting indoor and outdoor living spaces. Inside, the home offers a bright and functional flow with living areas designed for both daily routines and easy entertaining. The two-story layout creates a comfortable separation between gathering spaces and private retreats, while the bedroom arrangement provides flexibility for a variety of lifestyles. The primary suite offers a relaxing place to unwind, and the additional bedrooms are well suited for family, guests, or a home office setup. Step outside and enjoy a screened and covered patio that extends the living space and creates the perfect setting for outdoor dining, morning coffee, or unwinding at the end of the day. Beyond the patio, the private yard adds even more appeal, offering space to relax, play, garden, or simply enjoy your own outdoor retreat, with the added bonus of being able to see Disney fireworks in the distance on select evenings. Adding to the home’s functionality is a detached 2-car garage, providing convenient parking, extra storage, and a clean separation from the main residence that enhances curb appeal and backyard usability. Located in Winter Garden, this home is set in an area known for its blend of neighborhood charm and everyday convenience. Residents enjoy access to shopping, dining, parks, and major roadways, while the surrounding area adds to the home’s appeal with a welcoming residential feel and the lifestyle benefits that make Winter Garden such a desirable place to live.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
3276 SAILING PIER AVE, WINTER GARDEN, FL 34787
$525,00021 Days on yellowkey MLS ID: O6401195
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1990 Built: 2020Monthly Fee: $152 Tax: $7,081 (2025)Community: Lakeview PreserveSingle Family
Taxes:$7,081
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 3276 Sailing Pier Ave. This beautifully maintained 3 bedroom, 2 bathroom residence also features a spacious office that can easily serve as a fourth bedroom, making it perfect for growing families, remote work, or hosting guests. Inside, you will find 9 foot ceilings that enhance the open, airy feel of the home, along with upgraded luxury vinyl plank flooring that adds both elegance and durability throughout the main living areas. The garage has been upgraded with durable epoxy flooring, providing a clean, polished look while also offering easy maintenance and long-lasting performance. The heart of the home is the stunning, light filled kitchen, designed with both functionality and style in mind, ideal for everyday living and entertaining. The oversized primary bedroom offers a relaxing retreat with ample space to unwind. Outside enjoy Florida living at its finest with a retractable screened in lanai, giving you the flexibility to enjoy fresh air or enclosed comfort year round. Located within a secure gated community, residents enjoy access to resort style amenities including a pool, playground, tennis courts, and a clubhouse, perfect for an active and social lifestyle. This home is ideally situated near the charm of downtown Winter Garden, where you can explore local shops, dining, and the popular Plant Street Market. Outdoor enthusiasts will love the nearby West Orange Trail, while convenient access to major roadways makes commuting to Orlando, theme parks, and surrounding areas quick and easy. Shopping, dining, and entertainment options are all just minutes away, making this location as practical as it is desirable.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
8807 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787
$630,00023 Days on yellowkey MLS ID: O6400597
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2581 Built: 2018Monthly Fee: $600 Tax: $6,298 (2025)Community: Lakeshore Preserve Ph 1Townhouse
Taxes:$6,298
Remarks: Welcome to this beautifully designed, architect-crafted townhome, freshly repainted throughout and lovingly maintained by its original owners. From the moment you step inside, you’re greeted by a bright, open-concept layout filled with thoughtful upgrades and elegant details. The main level flows effortlessly, featuring a stylish living and dining area bathed in natural light and accented with refined crown molding. At the heart of the home, the gourmet kitchen impresses with granite countertops, a modern backsplash, ample cabinetry, and an oversized island perfect for entertaining. Transom light doors lead to a screened-in, covered patio—your private retreat to relax and enjoy Florida’s year-round sunshine. Upstairs, the spacious primary suite offers a true escape, complete with a luxurious en-suite bathroom featuring dual vanities, a garden tub, a separate glass-enclosed shower, and tasteful finishes throughout. One of the standout features is the bonus apartment—ideal for guests, extended family, or even as an income-producing opportunity. Completing the home is a 2-car garage with a sleek epoxy finish, combining durability with a clean, polished look. This property is just 17 minutes away from Disney. Schedule your showing today.
Listing is courtesy of: CHERRY'S FOCUSED IN REALTY LLC (386-205-9438)
Listing Agent: Patrick Cherry (386-205-9438)
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