Location: Winter Garden , 34787
Do Not Show Listings
16425 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787
$460,00079 Days on yellowkey MLS ID: O6383709
INCREASED by $25,000 (5.7%) on 05/14/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1662 Built: 2021Monthly Fee: $284 Tax: $6,683 (2024)Community: Hawksmoor-Ph 3Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,683
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to 16425 Prairie School Dr, an exceptional 2021-built residence offering 3 bedrooms, 2.5 baths, and 1,662 square feet of thoughtfully designed living space in one of Winter Garden’s most sought-after growth corridors. Crafted for modern lifestyles, this impeccably maintained townhome showcases a bright, open-concept main level adorned with elegant ceramic tile flooring for both sophistication and durability. The seamless flow between the living, dining, and kitchen areas creates an inviting atmosphere perfect for entertaining or unwinding in refined comfort. Expansive windows bathe the space in natural light, enhancing its airy, upscale ambiance. Upstairs, a private retreat awaits. The spacious primary suite features a well-appointed en suite bath and generous closet space, offering a serene escape at the end of the day. Two additional bedrooms provide versatility for guests, a home office, or family living, complemented by a full bath. Plush carpeting throughout the upper level adds warmth and comfort, while a stylish half bath on the main floor ensures convenience for visitors. Set on a 2,538-square-foot lot, the property offers the ease of low-maintenance living without sacrificing outdoor enjoyment. The attached two-car garage provides secure parking and valuable storage — a premium feature in townhome communities. Located in Florida 34787, residents enjoy effortless access to upscale shopping, dining, scenic parks, and major thoroughfares connecting to Orlando and surrounding destinations. Offered at $460,000, this move-in-ready residence presents a rare opportunity to own a newer construction home that blends contemporary design with everyday luxury in the heart of Central Florida. Schedule your private showing today and experience elevated townhome living at its finest.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Nairobi Rondon (786-935-0365)
15136 TEA TREE DR, WINTER GARDEN, FL 34787
$959,6474 Days on yellowkey MLS ID: G5112230
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3543 Built: 2026Monthly Fee: $150 Tax: $298 (2025)Community: Avalon WoodsSingle Family
Taxes:$298
Elementary School: Hamlin Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully designed Tidewater Bonus newer-construction home in the highly sought-after Avalon Woods community of Winter Garden! Built in 2026, this spacious residence offers modern finishes, an open-concept layout, and a prime location just minutes from Hamlin Town Center, shopping, dining, top-rated schools, and major highways. Inside, you’ll find a bright and inviting floor plan featuring a large kitchen with upgraded cabinetry, stainless steel appliances, stone countertops, and an oversized island overlooking the main living and dining areas — perfect for entertaining. The spacious primary suite offers a private retreat with a walk-in closet and a well-appointed bathroom with dual vanities and a large walk-in shower.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
15081 TEA TREE DR, WINTER GARDEN, FL 34787
$797,3988 Days on yellowkey MLS ID: G5112081
0 Days Off yellowkey (back on 5/7/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2688 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Remarks: One or more photo(s) has been virtually staged. Under Construction. The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering FOUR bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully positioned for privacy. An additional bedroom and a flexible bonus room on the second floor provide ample space for family members or guests.
6327 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787
$557,58934 Days on yellowkey MLS ID: G5110909
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Welcome to the Amelia, a charming single-story bungalow, located in the highly sought-after new community of Avalon Woods in Hamlin, Winter Garden. This thoughtfully designed home features a welcoming front porch, a covered breezeway, and a private courtyard, perfect for both relaxing and entertaining. Inside, additional windows have been added throughout, filling the home with abundant natural light and creating a bright, open feel. With its functional single-level layout, the Amelia offers effortless living while combining modern comfort with timeless bungalow charm. Located just minutes from the popular shopping and dining destinations of Winter Garden Village and historic downtown Winter Garden, Avalon Woods places residents close to everything they need. Nearby parks, trails, and recreational areas offer plenty of opportunities for outdoor enjoyment, while the area’s top-rated schools make it an excellent choice for families. With easy access to major roadways like SR-429 and the Florida Turnpike, commuting to Downtown Orlando, the theme parks, or neighboring communities is convenient and efficient. Avalon Woods delivers the perfect balance of comfort, connection, and community in one of Central Florida’s most desirable locations.
14501 GROVE RESORT AVE #1440, WINTER GARDEN, FL 34787
$245,000227 Days on yellowkey MLS ID: O6348465
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 2016Monthly Fee: $875 Tax: $6,682 (2025)Community: Grove ResortCondo
Taxes:$6,682
Remarks: Seller is offering $5,000 toward the buyer’s closing costs, making this fully furnished condo at The Grove Resort & Water Park Orlando an even better opportunity for a vacation home, Airbnb-style investment, or personal getaway. Just minutes from Walt Disney World Resort and close to Universal Orlando Resort and SeaWorld Orlando, this 4th-floor condo-hotel unit offers peaceful fountain and rotunda views inside one of Central Florida’s most popular resort destinations. Whether you use it for your own vacations or let the on-site management company handle rentals, this is a true turnkey investment with serious vacation vibes. The resort itself is packed with amenities that keep guests coming back year after year. Spend your days floating through the lazy river, riding the water slides, surfing the FlowRider, relaxing in a private cabana, or grabbing drinks and food without ever leaving the property. There’s also a full-service spa, multiple restaurants and bars, resort pools, aquatic splash areas, and access to Lake Austin for kayaking and paddle boating. Inside the condo, you’ll find a modern, comfortable space designed for easy stays. The full kitchen, spacious living area, private balcony, and in-unit washer and dryer make it feel more like a stylish apartment than a hotel room. Large bedrooms and thoughtful finishes make it ideal for both personal use and guest satisfaction. Owning at The Grove gives you the flexibility of a fully managed investment property while still having your own Orlando escape whenever you want it. With nonstop tourism demand and resort amenities guests actually want to use, this is one of the easiest ways to own a low-maintenance vacation property near Disney.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
940 MARSH REED DR, WINTER GARDEN, FL 34787
$779,99032 Days on yellowkey MLS ID: O6397274
REDUCED by $20,000 (2.5%) on 05/13/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3493 Built: 2015Monthly Fee: $128 Tax: $10,543 (2025)Community: Johns Lake PointeSpa: NoSingle Family
Taxes:$10,543
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 940 Marsh Reed Drive, a beautifully upgraded 5 bedroom, 3 bathroom, SOLAR HEATED POOL HOME offering just under 3,500 square feet of well-designed living space in the highly sought-after Johns Lake Pointe community! Additional OFFICE and LOFT / BONUS ROOM. Solar panels are paid off! From the moment you arrive, the home makes a strong impression with its tile roof, enhanced landscaping, and well manicured appearance, setting the tone for what’s inside. The interior opens to a bright, expansive layout with high ceilings, neutral finishes, and multiple living and dining areas designed for both everyday comfort and entertaining. The heart of the home is the open-concept kitchen, featuring abundant cabinetry, walk-in pantry, granite countertops, stainless steel appliances, extended butler's pantry style prep area, and a large center island that flows seamlessly into the main living area. Natural light fills the space, creating an inviting atmosphere that connects effortlessly to the indoor and outdoor living areas. The first floor dedicated office provides the ideal work-from-home setup or can easily function as a flex space to suit your needs. Upstairs, a spacious loft/bonus area offers additional versatility—perfect for a media room, playroom, or secondary living space. The primary suite is generously sized and features tray ceilings, large windows, and a relaxing, private feel. The en-suite bathroom includes dual vanities, a walk-in shower, walk-in closet, and ample storage, creating a comfortable retreat at the end of the day. Step outside to your private backyard oasis, where the SCREENED-IN POOL and covered lanai deliver the ultimate Florida lifestyle. The pool is equipped with SOLAR HEATING for year-round enjoyment and a NEW POOL PUMP for efficiency. A standout feature is the $7,000 integrated smart exterior lighting system, including the pool enclosure, creating a stunning nighttime ambiance perfect for entertaining. Additional upgrades include a new gutter drainage system and overhead garage storage racks, offering both convenience and functionality. Located in Johns Lake Pointe, residents enjoy access to resort-style amenities including a community pool, fitness center, playground, and sports courts, all while being just minutes from major highways, shopping, dining, Winter Garden's Historic Plant Street, and everything Central Florida has to offer. Only a short drive to Disney! Close to HIGH-RATED SCHOOLS. This is a rare opportunity to own a move-in ready home that combines space, upgrades, and lifestyle in one exceptional package. Call now for your private showing!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Andrew Kincaid (407-304-0454)
6524 PASTURELANDS PL, WINTER GARDEN, FL 34787
$505,000112 Days on yellowkey MLS ID: S5141842
0 Days Off yellowkey (back on 4/17/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2328 Built: 2005Monthly Fee: $285 Tax: $4,804 (2025)Community: Signature LakesTownhouse
Taxes:$4,804
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: One full year of ***AHS HOME WARRANTY**This townhome is located in a highly desirable community offering exceptional amenities and long-term value. Featuring 4 bedrooms and 3 full bathrooms, this beautifully upgraded residence stands out with a spacious first-floor bedroom and full bath providing convenience, accessibility, and privacy ideal for guests, multigenerational living, or anyone wishing to avoid stairs. From the moment you arrive, the charming front porch invites you to relax while enjoying peaceful water views. Inside, a spacious formal living and dining room combination showcases elegant wall moldings and refined window trim, creating a warm and inviting atmosphere. Waterproof luxury laminate flooring flows throughout the home, offering both durability and modern style. The first-floor bathroom has been fully remodeled and features a walk-in shower with a rain shower head, marble-look tile walls, glass enclosure, modern lighting, new toilet, and tile flooring.The open layout continues into the gourmet kitchen, equipped with high-end stainless steel appliances, including a Viking range and microwave, a newer three-door Bosch refrigerator, and dishwasher. Granite countertops, ample cabinetry, under-stair storage, and space for casual dining make this kitchen perfect for both everyday living and entertaining. A nearby modern laundry room includes LG stainless steel washer and dryer with pedestal bases designed for comfort and ease of use.The staircase makes a striking impression with elegant wood steps and a matching handrail, leading to the second level where French doors open to a generously sized primary suite filled with natural light. The spa-inspired primary bathroom features a walk-in shower, separate soaking tub, and abundant space. Two additional bedrooms and a full bathroom complete the upper floor. Recent updates include fresh interior paint and a new roof installed in 2024.The rear-entry two-car garage is complemented by a patio area that can easily be fenced to create added privacy or a secure outdoor space for pets. The well-managed HOA includes cable, high-speed internet, and ground maintenance, with exterior painting of the townhomes scheduled soon. Residents enjoy an active, welcoming community with walking trails, a swimming pool, fitness center, and park. Ideally located near top-rated schools, shopping, dining, theme parks, and major attractions, this property offers an exceptional opportunity to own or invest in a location that continues to grow in demand. This home must be seen to be fully appreciated. Schedule your private showing today and take the next step toward securing a property that truly delivers on comfort, lifestyle, and value.
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Maritza Jimenez (407-579-8972)
1015 WESTSIDE DR, WINTER GARDEN, FL 34787
$224,0003 Days on yellowkey MLS ID: O6407229
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 938 Built: 1986Monthly Fee: $61 Tax: $360 (2025)Community: Westside TwnhmsSpa: NoTownhouse
Taxes:$360
Remarks: Check out 1015 Westside Dr, a residence recently improved with a new roof and fresh interior paint, enhancing its overall appeal. The kitchen is fully equipped with all stainless steel appliances, providing a modern and functional cooking space. Further updates include partial flooring replacement, contributing to a cohesive and refreshed interior. This thoughtfully updated residence is a must-see for a fresh start. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
199 E CREST AVE, WINTER GARDEN, FL 34787
$525,00022 Days on yellowkey MLS ID: O6401923
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1659 Built: 1984 Tax: $6,857 (2025)Community: Garden Heights SubSpa: NoSingle Family
Taxes:$6,857
Remarks: Welcome to 199 E Crest Ave, a recently updated residence featuring fresh interior paint and partial flooring replacement throughout. The kitchen includes all stainless steel appliances and an accent backsplash for a polished finish. This home also contains a cozy fireplace and a covered patio, providing space for relaxation. Experience modern updates and practical comfort in this prepared home. Included 100-Day Home Warranty with buyer activation
15852 SHOREBIRD LN, WINTER GARDEN, FL 34787
$785,000177 Days on yellowkey MLS ID: O6361580
REDUCED by $14,000 (1.8%) on 05/13/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2766 Built: 2019Monthly Fee: $385 Tax: $10,928 (2024)Community: Lakeshore Preserve Ph 5Single Family
Taxes:$10,928
Middle School: Horizon West Middle School
Remarks: Stunning 2-Story Home in Winter Garden – 4 Bedrooms, Solar Panels, and Exceptional Features This beautiful two-story home in the highly sought-after Winter Garden neighborhood offers everything you need for luxury living and modern convenience. With 4 spacious bedrooms, including a luxurious master suite complete with a walk-in closet, this home is designed to provide comfort and style for every member of the family. The additional three bedrooms are equipped with ample built-in closets, perfect for all your storage needs. The home boasts 4 full bathrooms and an additional half bathroom, ensuring convenience and privacy for all. The open floorplan seamlessly connects the expansive great room and formal dining area, creating an ideal space for both everyday living and entertaining. The kitchen is a chef’s dream, featuring beautiful solid wood cabinets, sleek stone countertops, and top-of-the-line appliances that are included with the home. Step outside to enjoy Florida's beautiful weather on the front porch, or retreat to the private backyard with an outdoor kitchen and spacious patio – perfect for relaxing, grilling, and entertaining guests. The home is also equipped with solar panels, making it energy-efficient and helping to lower utility costs. Additional features include a 2-car attached garage, providing plenty of space for vehicles and storage, and a prime location near major roadways and top-rated schools, offering the perfect balance of privacy and accessibility. This home truly has it all – don’t miss the opportunity to make it yours! Please note: The solar panel financing is $90.00 per month, offering long-term savings on energy costs.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Joao Freitas De Souza Freitas, Jr (407-342-6363)
837 GRANDE REGAL PT, WINTER GARDEN, FL 34787
$479,00022 Days on yellowkey MLS ID: O6400571
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1874 Built: 2002Monthly Fee: $60 Tax: $1,662 (2025)Community: Regal Pointe Ph 02 47/133Single Family
Taxes:$1,662
Remarks: Nestled in the highly sought after area of Winter Garden, this hidden gem presents the perfect blend of comfort, convenience, and charm. This well maintained home features three spacious bedrooms and two bathrooms, along with both a welcoming living room and a separate family room, ideal for entertaining or relaxing with loved ones. Centrally located, the property is just minutes from the hospital, shopping, dining, and all that Winter Garden has to showcase. Practically turnkey, the home boasts major updates including a 2019 roof, 2022 HVAC system, and a 2022 water heater, providing peace of mind for years to come. Step outside to your own private oasis, where a beautifully maintained yard is filled with a variety of fruit trees and plants, including avocado, banana, pigeon peas, lemon, pineapple, ginger, soursop, and much more, perfect for enjoying fresh homegrown produce. Do not miss the opportunity to own this unique and inviting home in a prime location!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Herna Quero (321-305-0916)
16283 HONEY HARVEST ST, WINTER GARDEN, FL 34787
$670,00028 Days on yellowkey MLS ID: O6399528
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2927 Built: 2024Monthly Fee: $229 Tax: $9,705 (2025)Community: Harvest/OvationSingle Family
Taxes:$9,705
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: One or more photo(s) has been virtually staged. This 2024-built Baldwin in Harvest at Ovation offers nearly 2,900 total square feet with 5 bedrooms and 4.5 bathrooms, *set on a premium CONSERVATION LOT with no rear neighbors.* The main home features an open-concept layout with a first-floor bedroom and en suite full bath, spacious living and dining areas, and a gourmet kitchen with quartz countertops, upgraded cabinetry, and a walk-in pantry. Above the garage, a fully detached private suite adds approximately 530 square feet, complete with its own entrance, living area, kitchenette, bedroom, and full bath - ideal for guests, multigenerational living, or a private workspace. Located minutes from Walt Disney World, Hamlin Town Center, and Flamingo Crossings in one of Horizon West’s most desirable communities.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
5963 GLORY BOWER DR, WINTER GARDEN, FL 34787
$529,950330 Days on yellowkey MLS ID: O6318887
INCREASED by $50 (0.0%) on 05/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2128 Built: 2020Monthly Fee: $91 Tax: $5,092 (2024)Community: Hamilton Gardens Ph 2A & 2BSingle Family
Taxes:$5,092
Remarks: Welcome to 5963 Glory Bower Drive, Winter Garden, FLorida a beautifully maintained Home 3 bedroom, 2.5 bathrooms, plus office space, offering over 2,120 square feet of thoughtfully designed living space. This modern residence features an open-concept layout perfect for both everyday living and entertaining. The gourmet kitchen is equipped with granite countertops, stainless steel appliances, ample cabinetry, and a gas range. The home also features a gas water heater, providing efficiency and convenience. The spacious primary suite offers a walk-in closet and a luxurious en-suite bath, creating a comfortable and private retreat. One of the standout features of this home is the solar panel system, providing incredible energy efficiency and keeping the average monthly electric bill at just $33. Enjoy the Florida lifestyle in the private patio perfect for relaxing or hosting guests. Conveniently located near top-rated schools, shopping, dining, and just minutes from Disney. This move-in ready home is the perfect blend of comfort, sustainability, and location.
Listing is courtesy of: IRM INVEST., REAL EST.& MGMT. (407-903-0134)
Listing Agent: Maria Poleo (407-622-9247)
16912 TRADEWIND PT, WINTER GARDEN, FL 34787
$510,000149 Days on yellowkey MLS ID: O6367439
2 Days Off yellowkey (back on 3/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1692 Built: 2019Monthly Fee: $215 Tax: $5,986 (2024)Community: Waterside/Johns Lk-Ph 2ASingle Family
Taxes:$5,986
Elementary School: Sunset Park Elem
Remarks: Under contract-accepting backup offers. Motivated seller! This highly sought-after 3-bedroom, 2-bath home is truly a gem! Used only as a second home, it feels and looks brand new and has never been fully lived in—just enjoyed during vacations. The curb appeal is delightful, featuring an oasis of shrubs and a charming porch, perfect for sitting out and savoring the tranquility of Johns Lake, which is visible from the home. Step inside to discover an open floor plan, enhanced by modern high-end finishes throughout. The kitchen boasts of like-new cabinets, quartz countertops, stainless steel appliances, a walk-in pantry, and an oversized kitchen island that overlooks the family room, with the dining area conveniently located just off the kitchen—great for entertaining! The ceramic tile runs throughout the open floor plan with luxury high-end fitted carpet in each bedroom. The living areas flow seamlessly together, creating an inviting space for everyday use. The primary suite offers both comfort and convenience, complete with a generous walk-in closet, dual vanities, quartz counters, and a walk-in shower. The laundry room is spacious and comes with a separate washer and dryer, along with a convenient sink. The garage is located next to the laundry room, providing direct access into your home. Sliding doors open onto your own screened-in patio, perfect for enjoying the evenings or grilling out. All high-end furniture can be purchased, and it is in like-new condition—barely worn, with most pieces made in Italy. Waterside at John’s Lake offers resort-style amenities, including a beautiful pool, modern fitness center, and clubhouse, ideally located straight across the street from this home. It’s just minutes from Downtown Winter Garden, and A-rated schools, Disney, Universal theme parks, and Orlando International Airport are just a 20-minute car ride away, as well as shopping and fantastic restaurants. There’s nothing you won't love about this home. Schedule your appointment today.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Heidi Pfeffer-Morgan (407-408-6101)
720 LAKE BRIM DR, WINTER GARDEN, FL 34787
$1,770,00070 Days on yellowkey MLS ID: O6387519
REDUCED by $55,000 (3.0%) on 05/13/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3781 Built: 2020Monthly Fee: $208 Tax: $14,831 (2025)Community: Oakland ParkSpa: NoSingle Family
Taxes:$14,831
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Experience refined Florida living in the heart of Winter Garden, where timeless architecture, thoughtful design, & an unbeatable location come together in this exceptional custom-built residence. Situated on an expansive corner lot (~1/4 of an acre) overlooking one of the community’s most beloved PARKS, this four-bedroom (w/ room for a 5th & office), four-bath luxury HEATED POOL home offers privacy, space, & picturesque views. You’re moments from stunning sunsets, a walk by the LAKE, multiple parks & playgrounds, the community clubhouse, & direct access to the scenic WEST ORANGE TRAIL— a 22-mile paved trail ideal for biking, jogging, & casual strolls. From the moment you arrive, the stunning brick-accented front porch sets the tone, offering a welcoming space to relax while enjoying tranquil park views. Inside, rich wood flooring flows throughout the main living areas, complementing the home’s elevated finishes, such as crown molding, wainscoting, trim work, & custom built-ins. At the heart of the home, the chef’s kitchen is a true showpiece. Outfitted with premium Thermador & JennAir appliances, QUARTZITE counters, custom cabinetry, designer fixtures, a walk-in pantry, & spacious gathering space, this kitchen was designed for both everyday living & elegant entertaining. The adjacent dining & living areas are bathed in natural light, enhanced by multiple French doors that frame panoramic views of the pool and backyard retreat. The indoor-outdoor connection is simply spectacular. Step outside to your private oasis featuring a sparkling resort-style pool (runs with an ozonator) with travertine decking, generous covered lanai, & an outdoor kitchen equipped with a mini fridge & 48 inch griddle. Each of the four bedrooms is generously sized, offering comfort & versatility for family & guests. One generously sized bedroom is downstairs, which has access to the pool & park through French doors. The primary suite serves as a luxurious retreat with a spa-like bath & dual closets, while all four baths (three en-suite) are thoughtfully designed with quality finishes (marble upstairs, quartzite downstairs). Need an elevator? There's space for the addition! A well-appointed MUDROOM adds everyday convenience & organization, seamlessly blending practicality with style. Additional FEATURES: whole house water filtration system, in-ceiling speakers in the living room, the lanai by the pool, & front porch, tankless water heaters, hard wired cameras inside/out, ample storage, landscape lighting, Cat 6 wiring w/ WiFi access points, & an OVERSIZED garage (~2 1/2). Just a short GOLF CART ride away, you’ll find the charm & vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, community connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks. Custom built POOL homes are RARE to market in Oakland Park. Make this DREAM home your reality today!
Listing Agent: Ashley Boyd (321-209-5540)
921 BENDING OAK TRL, WINTER GARDEN, FL 34787
$575,0007 Days on yellowkey MLS ID: O6405328
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2481 Built: 2012Monthly Fee: $125 Tax: $3,791 (2025)Community: Oaks/Brandy Lake 01 Rep A & BSingle Family
Taxes:$3,791
Remarks: One or more photo(s) has been virtually staged. Welcome home to 921 Bending Oak Trail in highly sought-after, downtown, golf cart district of Winter Garden! This spacious 4-bedroom, 2.5-bath home is perfectly situated on a private oversized corner lot with serene pond views, offering both privacy and a peaceful backdrop. The thoughtfully designed layout features a first-floor primary suite and convenient downstairs laundry room. The main living areas showcase updated modern, stone-like tile flooring, while the kitchen offers a large walk-in pantry that extends under the staircase for exceptional storage. The spacious Living Room and covered patio are wired for a surround sound system and have beautiful water views from the windows and paver patio. Upstairs, you’ll find generously sized secondary bedrooms, including one with an oversized walk-in closet, along with a large loft ideal for a home office, playroom, or flex space, all featuring engineered hardwood flooring. Enjoy outdoor living with a spacious entertaining area and the added benefit of a rear-entry garage accessed through a private, owners-only alleyway where you can also enter the home without climbing any stairs. Major updates include a roof replacement in 2025, making this home as practical as it is beautiful. Lastly, the location is incredible, the neighborhood is extremely well maintained, offering a tranquil walking community around Brandy Lake and duck filled ponds, a sparkling community pool, entertaining pavilion, community greenspace, and perfect playground for the little ones.
Listing Agent: Claire Sims Llc (203-767-8109)
16229 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787
$479,00015 Days on yellowkey MLS ID: O6403777
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1685 Built: 2018 Tax: $7,243 (2025)Community: Waterleigh Ph 2ASingle Family
Taxes:$7,243
Remarks: Welcome to this cozy house in Waterleigh Winter Garden! When you walk in the door, a beautiful porch welcomes you, as you enter the foyer, you’ll find two guest bedrooms that share a full bathroom. As you continue into the home you will find the well-appointed kitchen overlooks the family room, dining room, and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. Waterleigh is located just a short drive to nearby shopping, dining and major entertainment attractions, minutes from Disney, Hamlin, I-4, turnpike and 429. The community features 2 fitness centers in the clubhouses with ballroom, theater, grill and screened room , 3 resort style pools , dog parks, beach volleyball courts, tennis courts, mini golf court, HOA includes of all landscape maintenance. Publix plaza and A rated schools are mins away. Call to schedule a showing today!
Listing is courtesy of: U KEY REALTY (407-937-8888)
Listing Agent: Yukey Hoo (407-937-8888)
14501 GROVE RESORT AVE #2604, WINTER GARDEN, FL 34787
$205,00093 Days on yellowkey MLS ID: O6367873
REDUCED by $10,000 (4.7%) on 04/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 2009 Tax: $8,091 (2025)Community: Grove Residence & Spa Hotel Condo IiCondo
Taxes:$8,091
Remarks: Welcome! Just 15 minutes from Disney, this 2-bedroom, 2-bathroom unit resides on the sixth floor of the acclaimed Grove Resort & Water Park, a guard-gated, vacation-rental community, boasting a truly impressive array of amenities. On-site restaurants, two resort-style pools, and a water park with a lazy river, multiple pools, water slides, and a surf simulator is just the start. Situated at the heart of Orlando's vibrant attractions, the property offers daily transportation to and from the area's top destinations, placing endless activities at your fingertips. Dive into aquatic adventures at Discovery Cove or tee off at some of Orlando's finest golf courses near Disney World. Explore the enchanting Walt Disney World Resort with its four captivating theme parks or seek thrills at Universal Studios three exciting parks, including their newest addition, Epic Universe. With an onsite management team ready to handle the heavy lifting, this unit is ready for a new owner. Don’t miss your chance and schedule your private tour today.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
15334 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787
$430,00056 Days on yellowkey MLS ID: O6392207
REDUCED by $20,000 (4.4%) on 05/01/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1868 Built: 2017Monthly Fee: $353 Tax: $6,791 (2025)Community: Highlands/Summerlake Grvs Ph 1Townhouse
Taxes:$6,791
Elementary School: Summerlake Elementary
Remarks: Beautiful 3-bedroom, 2.5-bathroom townhouse available in the great Summerlake community of Winter Garden. This home features an open floor plan, spacious living areas, and a 2-car garage. An additional room at the front of the house offers the perfect space for a home office or flex room. The Summerlake community provides exceptional amenities, including a pool, playground and dog park. Conveniently located near A-rated schools – Summerlake Elementary, Hamlin Middle, and Horizon High. Nestled in the heart of Winter Garden, this home is just minutes from world-class shopping, dining, and entertainment. Enjoy proximity to Disney, major highways, and the bustling Hamlin Town Center. Winter Garden is known for its charming downtown, weekly farmers markets, and vibrant community events, making it one of Central Florida’s most desirable places to live.
Listing Agent: Ligia Coelho (321-888-0461)
168 WINDTREE LN #203, WINTER GARDEN, FL 34787
$209,500214 Days on yellowkey MLS ID: O6351954
REDUCED by $400 (0.2%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1985Monthly Fee: $260 Tax: $2,004 (2024)Community: Windtree Gardens Ph 6Condo
Taxes:$2,004
Remarks: One or more photo(s) has been virtually staged. **BACK ON MARKET: Owner Paused listing to fully remodel the home!** This 2-bedroom, 2-bath second-floor condo in the sought after community of Windtree Gardens is truly a must see now! LOW HOA! Featuring New kitchen cabinets, New quartz countertops, New appliances, New luxury vinyl-plank flooring throughout, New bathroom vanities, New fans and fixtures, and fresh interior paint. Conveniently located walking distance to Starbucks, less than 2 miles to the 429, and just minutes from dining and shopping! Come see this home today, before it goes!!!
Listing Agent: Erik Mcginnis (407-948-6518)
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