Location: Winter Garden , 34787
Do Not Show Listings
434 VALLEY VIEW DR, WINTER GARDEN, FL 34787
$950,00011 Days on yellowkey MLS ID: O6425087
1 Days Off yellowkey (back on 7/24/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2765 Built: 2000Monthly Fee: $83 Tax: $4,087 (2025)Community: Courtlea Oaks Ph 01ASingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,087
Elementary School: Dillard Street Elem
High School: West Orange High
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Nestled in the highly coveted Courtlea Oaks community, within Winter Garden’s sought-after golf cart district, this beautifully updated home offers the perfect blend of timeless charm and modern luxury. Enjoy the lifestyle that has made historic downtown Winter Garden one of Central Florida’s most beloved destinations—just minutes away you’ll find award-winning restaurants, boutique shopping, the renowned Saturday Farmers Market, live entertainment, festivals, and miles of the West Orange Trail. Situated on an oversized .33-acre homesite, this exceptional residence offers 2,765 square feet with three bedrooms, two-and-a-half baths, and thoughtfully designed living spaces filled with architectural character. From the moment you enter, you’ll be welcomed by soaring ceilings, rich hardwood flooring, custom board-and-batten millwork, crown molding, and a stunning two-story foyer that creates an unforgettable first impression. At the heart of the home is a beautifully renovated kitchen featuring custom white cabinetry, a center island, farmhouse sink, professional-style gas range with pot filler, stainless steel appliances, and generous workspace—perfectly designed for both everyday living and effortless entertaining. The kitchen flows seamlessly into the spacious family room and sun-filled dining area overlooking the backyard oasis. Upstairs, the expansive loft provides exceptional flexibility as a media room, home office, fitness space, or could easily accommodate a fourth bedroom. The secondary bedrooms are generously sized, including one with a charming custom-built window desk. The beautifully updated bathrooms continue the home’s timeless design with quality finishes throughout. Step outside to your own private retreat featuring a sparkling pool, expansive brick paver deck, lush landscaping, and plenty of room for entertaining or simply relaxing under the Florida sun. Homes in Courtlea Oaks are rarely available. Combining an exceptional location, beautiful updates, timeless architecture, and one of Winter Garden’s most desirable lifestyles, this is a home you’ll be proud to call your own.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Jennifer Coon (321-948-8056)
11165 GREEN CITRON ALY, WINTER GARDEN, FL 34787
$647,00054 Days on yellowkey MLS ID: O6413226
REDUCED by $1,000 (0.2%) on 07/24/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2043 Built: 2024Monthly Fee: $89 Tax: $8,682 (2025)Community: Northlake/Ovation Ph 1Single Family
Taxes:$8,682
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this stunning, nearly new home, just two years old and thoughtfully designed for modern living. Perfectly positioned directly across from a beautiful conservation area and just steps from the community amenities center, this exceptional residence offers the ideal blend of comfort, convenience, and style. As you enter through the inviting front porch, you'll find a private first-floor bedroom and full bathroom—perfect for guests, in-laws, or a home office. The heart of the home features a gourmet kitchen that seamlessly flows into the spacious open-concept living and dining areas, creating the perfect space for entertaining and everyday living. Step through elegant French doors to enjoy the extended covered lanai and side yard, offering plenty of outdoor living space. The oversized driveway and two-car garage provide ample parking and storage. Upstairs, you'll discover two additional bedrooms, a full bathroom, and an expansive primary suite designed as a true retreat. The luxurious primary bathroom features dual vanities, an oversized walk-in shower, and a spacious walk-in closet. Located within a highly sought-after school district and just minutes from Orlando Health Hospital, Hamlin Town Center, and Flamingo Crossings Town Center, this home offers unparalleled convenience to shopping, dining, entertainment, and major roadways. This move-in-ready gem truly has everything you've been looking for. Schedule your private showing today and experience the lifestyle this exceptional home has to offer!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Val Restrepo (321-332-8092)
9225 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787
$1,150,0004 Days on yellowkey MLS ID: O6427589
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3897 Built: 2017Monthly Fee: $158 Tax: $15,124 (2025)Community: Watermark Ph 1BSingle Family
Taxes:$15,124
Remarks: Welcome to 9225 Holliston Creek Place, an exceptional pool home nestled on a premium corner lot in one of Winter Garden's most sought-after communities. From the moment you arrive, the lush landscaping, side-entry garage, and beautifully maintained exterior set the tone for everything this home has to offer. Step inside and you are immediately greeted by soaring ceilings, an abundance of natural light, and a thoughtfully designed open floor plan that flows seamlessly from the formal living and dining areas into the heart of the home. The spacious kitchen is a true entertainer's dream, featuring generous counter space, ample cabinetry, and a layout that opens directly to the main living area — perfect for gatherings of any size. The dedicated home office is one of the standout features of this property — large, well-appointed, and completely separate from the living spaces, giving you the ideal work-from-home setup or the flexibility to use as a fifth bedroom, playroom, or media room. The primary suite is a private retreat, offering a generous layout, spa-like en suite bathroom with dual vanities, soaking tub, and walk-in shower. Secondary bedrooms are well-sized and thoughtfully positioned for privacy. Step outside and discover your own backyard oasis. The screened pool and lanai area is designed for true Florida living — whether you are taking a morning swim, hosting a weekend cookout, or simply unwinding at the end of the day. The summer kitchen is fully equipped and perfectly positioned to make outdoor entertaining effortless, with everything you need just steps from the pool deck. Being on a corner lot provides additional yard space, extra privacy, and enhanced curb appeal that interior lots simply cannot match. Located in a vibrant, well-established Winter Garden community with easy access to top-rated schools, SR-429, the 408, shopping, dining, and all of Central Florida's best attractions — this one truly checks every box.
Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)
Listing Agent: Michael Bouchard (407-443-1284)
7467 JOHN HANCOCK DR, WINTER GARDEN, FL 34787
$1,350,00025 Days on yellowkey MLS ID: O6421848
1 Days Off yellowkey (back on 7/15/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3964 Built: 2019Monthly Fee: $215 Tax: $16,560 (2025)Community: West Lake Hancock EstatesSpa: YesSingle Family
Taxes:$16,560
Elementary School: Independence Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: Luxury, comfort, and an unbeatable location come together in this exceptional home in the highly sought-after Horizon West community. Perfectly positioned just minutes from Disney, shopping, dining, major highways, and top-rated schools, this move-in-ready residence offers the ideal combination of elegance, functionality, and the Florida lifestyle you’ve been looking for. Designed for both everyday living and entertaining, the home features 4 spacious bedrooms, 3 full bathrooms, a half bath, a dedicated office, a versatile bonus room, and a 3-car garage. The open-concept kitchen showcases a large center island, stainless steel appliances, and seamlessly connects to the spacious living areas. What truly sets this home apart is its stunning outdoor oasis. Since its original purchase, the owners have transformed the backyard into a private resort featuring a beautiful custom pool, an expansive covered lanai, and a fully equipped summer kitchen, creating the perfect setting for weekend barbecues, family gatherings, or simply relaxing while enjoying the peaceful pond views. Thoughtfully upgraded and impeccably maintained, this home is truly turnkey, allowing its next owners to move in and immediately enjoy one of Central Florida’s most desirable lifestyles. Whether you’re looking for your primary residence or a place where family and friends can create unforgettable memories, this property delivers the perfect blend of luxury, comfort, convenience, and quality of life.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Diogo Mac Knight (407-364-7522)
15456 GILLIGAN CT, WINTER GARDEN, FL 34787
$550,000361 Days on yellowkey MLS ID: A4660262
0 Days Off yellowkey (back on 7/2/2026)
REDUCED by $25,000 (4.3%) on 06/12/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2571 Built: 2020Monthly Fee: $102 Tax: $8,702 (2024)Community: Winding Bay Ph 1BSingle Family
Taxes:$8,702
Tax Year: 2024
Remarks: Disney fireworks views, single-story living, low HOA — just 3.9 miles from Disney. Welcome to Winding Bay in Winter Garden, where location, lifestyle, and long-term value come together in one beautifully maintained home. This pristine 3-bedroom, 3.5-bath residence with a flexible bonus room offers the perfect setup for everyday living, visiting guests, remote work, or a potential future sleeping space with proper modification and verification. From the moment you arrive, the home makes a statement with its brick-paved driveway, stone-accented façade, and inviting curb appeal. Inside, the bright open floor plan is designed for comfort and function, featuring a dedicated built-in desk area, an oversized mudroom, an adjacent laundry room, custom cabinetry, and generously sized guest suites. The heart of the home is the chef-inspired eat-in kitchen, complete with 42-inch soft-close cabinetry, quartz countertops, designer backsplash, vented range hood, built-in microwave, massive walk-in pantry, and an oversized island with seating for up to eight — ideal for entertaining, hosting family, or gathering after a day at the parks. The open dining and family room are filled with natural light and flow seamlessly to the custom-designed backyard, where you can relax and enjoy direct views of Disney fireworks from home — a rare and memorable feature that truly sets this property apart. Winding Bay offers a peaceful, pride-of-ownership atmosphere with no short-term rentals permitted, helping preserve the neighborhood feel while still keeping you minutes from Disney, dining, shopping, schools, and major conveniences. Residents also enjoy a community pool, dog park, and a low HOA of just $102/month. Move-in ready, meticulously maintained, and positioned in one of Winter Garden’s most desirable communities, this home is ideal for owner-occupants, Disney professionals, second-home buyers, or anyone seeking proximity to the magic without the noise, crowds, or rental turnover. Private showings available by appointment.
Listing is courtesy of: NEXTHOME CASA BELLA ELITE (813-726-5646)
Listing Agent: Loren Rosenthal (813-726-5646)
13232 DANIELS LANDING CIR, WINTER GARDEN, FL 34787
$325,00056 Days on yellowkey MLS ID: G5112999
REDUCED by $25,000 (7.1%) on 07/24/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1232 Built: 2005Monthly Fee: $320 Tax: $4,210 (2025)Community: Daniels Lndg A-JSpa: NoTownhouse
Taxes:$4,210
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: Welcome to this beautifully maintained unfurnished 2-story townhouse located in the gated community of Daniels Landing. Surrounded by attractive landscaping, this charming 2-bedroom, 3-bath home offers a spacious and functional layout designed for comfortable living. Step inside to find a freshly repainted interior, high ceilings, laminate flooring, and an open-concept floor plan that seamlessly connects the combined living and dining areas, creating an inviting space for both relaxing and entertaining. The kitchen is equipped with stainless steel appliances and offers ample cabinet and counter space for everyday convenience. Upstairs, the spacious primary suite features a private ensuite bath, providing a peaceful retreat at the end of the day. Additional highlights include a 2-car garage and a private enclosed courtyard with vinyl fencing—perfect for outdoor dining, entertaining, or enjoying your own quiet outdoor space. Located in the desirable gated community of Daniels Landing, this home combines comfort, style, and convenience in one exceptional property.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Gillian Redman (863-521-7329)
15741 SWEET LEMON WAY, WINTER GARDEN, FL 34787
$1,149,00041 Days on yellowkey MLS ID: O6417058
REDUCED by $16,000 (1.4%) on 07/24/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3624 Built: 2020Monthly Fee: $55 Tax: $12,068 (2025)Community: Highlands/SummerlakeSpa: NoSingle Family
Taxes:$12,068
Elementary School: Summerlake Elementary
Remarks: ***PRICED TO SELL!*** WELCOME to this stunning and highly desirable two-story Xavier floor plan by K. Hovnanian Homes, perfectly positioned on a premium homesite with no rear neighbors, offering exceptional privacy and a peaceful backyard retreat. Located in the heart of Horizon West, just minutes from Hamlin Town Center, this exceptional residence combines luxury, functionality, and modern Florida living. Boasting 5 bedrooms and 4.5 bathrooms, this thoughtfully designed floor plan offers plenty of space for family and guests. The first floor features beautiful luxury vinyl plank flooring throughout and includes a dedicated home office with elegant French doors, ideal for remote work or a private study. A formal dining room provides the perfect setting for hosting gatherings, while the gourmet kitchen serves as the heart of the home with stunning cabinetry, premium finishes, a large center island, and an inviting breakfast area that seamlessly opens to the spacious great room. A generously sized guest suite is conveniently located on the first floor, featuring tranquil views of the pool and backyard. Its private bath also provides direct access to the outdoor living area, making it ideal for guests and poolside entertaining. Step outside to your own private backyard oasis. Designed for relaxation and entertainment, the heated saltwater pool features a beautiful waterfall fountain, an oversized sun shelf, and expansive deck space for lounging and enjoying Florida's year-round sunshine. The covered lanai is already equipped with water, sewer, and gas connections, providing the perfect foundation to create your dream outdoor summer kitchen. Upstairs, the luxurious primary suite offers a peaceful retreat with dual walk-in closets and a spacious en-suite bath. Additional bedrooms and living space provide flexibility for growing families, guests, or hobbies. Additional upgrades include a two-car garage with high-quality epoxy flooring, full gutters for added protection and functionality, and serene views beyond the preserve area. With no direct rear neighbors, this home offers a rare combination of privacy, natural beauty, and convenience. Don't miss this incredible opportunity to own a piece of paradise in one of Horizon West's most sought-after locations. Schedule your private showing today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Cristiane Carneiro Spindola Rocha Lima (407-766-9333)
11341 BOURBON ROSE CIR, WINTER GARDEN, FL 34787
$936,0635 Days on yellowkey MLS ID: O6427362
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 2974 Built: 2026Monthly Fee: $426Community: Esplanade At Mckinnon GrovesSingle Family
Taxes:$0
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Under Construction. What's Special: Gourmet Kitchen | 3-Car Garage | Dedicated Home Office. New Construction - December Completion! Built by America's Most Trusted Home Builder. Welcome to the Bradley at 11341 Bourbon Rose Circle in Esplanade at McKinnon Groves! This thoughtfully designed home features a spacious open-concept layout with a bright great room, dining area, and gourmet kitchen at the heart of the home, creating the perfect space for entertaining and everyday living. The private primary suite offers a relaxing retreat with an elegant bathroom and generous walk-in closet, while three secondary bedroom suites provide comfort and privacy for guests. A versatile flex room adds extra space for a home office, hobby room, or lounge, and the covered lanai extends living outdoors for seamless indoor-outdoor enjoyment. A three-car garage and laundry room complete the home. Additional Highlights include: Tray ceiling package, shower in place of tub in bath three and four, pool pre-wire, and outdoor kitchen rough-in. Photos are for representative purposes only. MLS#O6427362 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
11279 SILVER TRUMPET LOOP, WINTER GARDEN, FL 34787
$432,3185 Days on yellowkey MLS ID: O6427229
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1515 Built: 2026Monthly Fee: $429Community: Esplanade At Mckinnon GrovesVilla
Remarks: Under Construction. What's Special: Dedicated Study | Close to Park. New Construction - September Completion! Built by America's Most Trusted Home Builder. Welcome to the Caicos at 11279 Silver Trumpet Loop in Esplanade at McKinnon Groves! This charming new home has a spacious great room that connects seamlessly to the kitchen and dining area, creating a bright central space for gathering. Just off the great room, the covered lanai provides the perfect spot to relax and enjoy the outdoors. The private primary suite features a well-appointed bathroom and generous walk-in closet, while a secondary bedroom and full bathroom provide comfortable accommodations for guests. A versatile study, convenient laundry room, and two-car garage complete this functional and inviting home. Additional Highlights Include: Garden fence, laundry package, GE refrigerator, 8' interior doors, and extended vinyl flooring. Photos are for representative purposes only. MLS#O6427229 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!
17742 SEDONA ST, WINTER GARDEN, FL 34787
$916,0284 Days on yellowkey MLS ID: O6427570
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2475 Built: 2026Monthly Fee: $426Community: Esplanade At Mckinnon GrovesSingle Family
Remarks: Under Construction. What's Special: Dedicated Study | Close to Amenities | Covered Lanai. New Construction - December Completion! Built by America's Most Trusted Home Builder. Welcome to the Cresta at 17742 Sedona Street in Esplanade at McKinnon Groves! Welcome home to a thoughtfully designed floorplan that balances open-concept living with comfortable private spaces. The spacious great room serves as the heart of the home and flows seamlessly into the dining area and gourmet kitchen, complete with upgraded appliances, abundant cabinetry, and a large center island that is perfect for entertaining. Extended vinyl flooring runs throughout the main living areas, while elegant tray ceilings and 8' interior doors add the perfect touch. Just off the foyer, the study features beautiful French doors, creating an ideal space for a home office. The private primary suite is tucked away at the rear of the home and offers a spacious bedroom, luxurious bath, and generous walk-in closet. Two additional bedrooms, one with an en-suite, and an additional full bathroom provide comfortable accommodations for family or guests. Enjoy indoor-outdoor living with sliding glass doors leading to the covered lanai, perfect for relaxing or gathering with friends. Completing the home is a spacious three-car garage, dedicated laundry room, and a charming courtyard entry that enhances the home's curb appeal. Additional Highlights Include: 42" cabinetry in kitchen and laundry room, and whole house blinds. Photos are for representative purposes only. MLS#O6427570 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!
15009 LEBEAU LOOP, WINTER GARDEN, FL 34787
$775,0004 Days on yellowkey MLS ID: O6427810
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2116 Built: 2022Monthly Fee: $101 Tax: $8,170 (2025)Community: Winding Bay Ph 3Spa: NoSingle Family
Taxes:$8,170
Remarks: Beautifully upgraded home in the highly desirable Winding Bay community! 3-bedroom, 2.5-bath + office/flex room one-story single-family home over 2,100 square feet of comfortable living space with modern finishes and an open floor plan filled with natural light. The spacious kitchen is truly the heart of the home, featuring a large quartz island, built-in oven and microwave, gas cooktop, stainless steel appliances, plenty of cabinet space, and a walk-in pantry. Master Bedroom Suite offers a spa-like bathroom with dual vanities, a large walk-in shower, and a custom walk-in closet. The dedicated office with built-in cabinetry provides an ideal work-from-home space. The backyard offers your own private retreat with a heated saltwater pool, covered lanai, outdoor kitchen, pergola, and a fully fenced yard—perfect for relaxing, entertaining, or enjoying Florida's beautiful weather year-round. Additional features include solar panels, luxury laminate flooring throughout the main living areas, a custom wood panel for the TV, a spacious laundry room with built-in cabinets and utility sink, an irrigation system, and a two-car garage with storage racks and an EV charger. Winding Bay enjoy resort-style amenities including a community pool, playground, dog park, and scenic walking paths, all conveniently located near Disney, Horizon West, shopping, dining, and top-rated schools.
Listing is courtesy of: TOP HOUSING LLC (689-250-2717)
Listing Agent: Sofia Bastardo (407-860-2429)
15514 CAMPDEN ST, WINTER GARDEN, FL 34787
$375,0004 Days on yellowkey MLS ID: O6425709
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1917 Built: 2011Monthly Fee: $369 Tax: $3,518 (2025)Community: Stoneybrook West ITownhouse
Taxes:$3,518
Elementary School: Whispering Oak Elem
Remarks: You will find comfort, convenience and flexibility with this lovely well maintained 3 bedroom 2 1/2 bath townhome located in Stoneybrook West. With Ceramic tile in the kitchen and bathrooms, the owner replaced all carpet with laminate wood flooring. The en suite primary bathroom was beautifully updated in 2025 with attention to upgrades like a double vanity quartz countertop and soft closed drawers. The Primary suite has two walk in closets and new energy efficient windows. The second bedroom boasts a walk in closet as well. From the cozy screened back patio, it’s a quick walk to the community playground and pool. This quiet family friendly community is within walking distance of all your shopping needs and also just a short drive to Winter Garden Village and charming Historic Downtown Winter Garden. There you’ll find the West Orange Trail for biking, running or a simple stroll after dining at some of the area’s finest restaurants. Adding to your peace of mind, the roof was replaced in 2023 along with repainting of the exterior of the properties in the community. The HVAC was replaced in April 2021. The exterior was upgraded to a 3 ton in August 2019 and maintained annually. Schedule your showing and make this turnkey townhouse your home.
Listing Agent: Jodene Chase (407-616-5634)
14501 GROVE RESORT AVE #3231, WINTER GARDEN, FL 34787
$190,0004 Days on yellowkey MLS ID: O6423511
Bed: 2 Bath: 2.0 Gar: 4 Liv Area Sq Ft: 1375 Built: 2018Monthly Fee: $983 Tax: $4,314 (2025)Community: Grove ResortCondo
Taxes:$4,314
Remarks: TOWER 3 LOCATION CLOSEST TO THE WATERPARK! Exceptional opportunity to own at The Grove Resort & Water Park, one of Central Florida’s premier vacation ownership destinations just minutes from Walt Disney World. This condo is a beautifully furnished Birch Plan residence offering a comfortable, turnkey layout designed for personal enjoyment and income-producing vacation rental use. The open living area, full kitchen, private bedrooms, and resort-style finishes create an inviting retreat for Owners and guests alike. The Grove offers an impressive amenity package including a water park, multiple pools, lazy river, restaurants, bars, spa, fitness center, lake activities, arcade, onsite market, and full-service onsite management. Owners may enjoy generous personal use while the onsite management team handles guest services, reservations, maintenance, and day-to-day rental operations. With its strong location, established resort setting, and continued appeal to Orlando visitors, this Birch Plan condo is a compelling choice for Buyers seeking lifestyle, convenience, and long-term Central Florida vacation ownership.
Listing is courtesy of: MBI REALTY LLC (407-821-5036)
Listing Agent: Bill Traback (407-821-5036)
14501 GROVE RESORT AVE #2703, WINTER GARDEN, FL 34787
$295,0004 Days on yellowkey MLS ID: O6427717
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1265 Built: 2018Monthly Fee: $904 Tax: $5,539 (2025)Community: Grove Residence & Spa Hotel Condo IiCondo
Taxes:$5,539
Remarks: NEWEST TOWER | TOP FLOOR | FOUNTAIN VIEW This is resort-style living at its absolute finest. This Fountain View Palm Unit in Tower 2 — the newest and most beautifully appointed tower in the community — offers the perfect blend of luxury, lifestyle, and income-generating opportunity. Step into a world-class destination that rivals the finest resorts anywhere in the world. With stunning superior views, the most updated and designer-curated décor in the entire property, and access to an unparalleled collection of amenities, this is more than a home — it's a five-star experience every single day. When you're not enjoying it yourself, let your investment work for you. This property sits within a prestigious hotel-managed rental program, meaning a professional, on-site operator handles everything — from bookings and guest services to housekeeping and maintenance. Completely hands-off ownership with income flowing in while the resort does all the heavy lifting. Owners enjoy access to resort amenities including pools, restaurants, spa, fitness facilities, and more — all maintained to the highest hospitality standards. Whether you're seeking a personal escape, a vacation retreat, or a smart investment vehicle, this unit checks every box. Newest tower. Most updated finishes. Superior views. World-class amenities. Professionally managed income potential. Financials available. Opportunities like this are rare — and they don't stay on the market long.
320 ERON WAY #6, WINTER GARDEN, FL 34787
$222,0006 Days on yellowkey MLS ID: O6426182
INCREASED by $2,000 (0.9%) on 07/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1988Monthly Fee: $424 Tax: $3,224 (2025)Community: Townhomes Winter GardenCondo
Taxes:$3,224
Remarks: Presenting an affordable investment in the Winter Garden area between the infamous Plant St and Hwy 50! This larger 2 bedroom/2 bath condo provides convenience in the location added to the maintenance free exterior. It is a small quaint community with only 50 condos. The pool is large with depths up to 8 feet. The condo has been well maintained with upgrades. Whether you're a first-time homebuyer, looking for a winter home or searching for a fantastic investment opportunity, this home checks all the boxes. Location is everything…Just minutes from the award-winning Historic Downtown Winter Garden. On Saturday mornings make your way to the Winter Garden Farmers Market for all the fresh foods you can imagine, along with retail and cooked food items. Any day of the week head on over to the Plant St area for browsing boutiques, enjoying locally owned restaurants, coffee shops, breweries and year-round community events. Outdoor enthusiasts will appreciate easy access to the scenic West Orange Trail, offering miles of paved paths for walking, running and biking. Need to shop at the big box retail stores, head South to the popular Winter Garden Village, the ultimate shopping destination. Very close by is a Publix shopping center and an Aldi. Winter Garden continues to be one of Central Florida's most desirable communities thanks to its small-town charm, top-rated amenities, vibrant downtown, and convenient access to major highways, Orlando, world-famous attractions, shopping, dining and entertainment. Access to the Turnpike is a short distance away, along with the 429 Freeway (is the way to Disney) and the 408/I4 Freeway (is the way to Universal Studios).
Listing is courtesy of: MARTIN PROPERTY INVESTMENTS REALTY LLC (407-234-6906)
Listing Agent: Suzanne Martin (407-234-6906)
317 SOUTHERN PECAN CIR #102, WINTER GARDEN, FL 34787
$225,000153 Days on yellowkey MLS ID: O6384866
1 Days Off yellowkey (back on 7/23/2026)
REDUCED by $3,000 (1.3%) on 05/14/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 738 Built: 2005Monthly Fee: $309 Tax: $245 (2025)Community: Southern Pines CondominiumCondo
Taxes:$245
Remarks: Under contract-accepting backup offers. Welcome to Southern Pines in the heart of Winter Garden! This clean and well-maintained 1-bedroom, 1-bath upstairs condo offers bright, open living with a rare combination of features you won’t often find in the community. Positioned on the upper level, the home enjoys enhanced privacy and abundant natural light with windows on both sides of the building, creating an airy and inviting atmosphere throughout the open-concept living and dining area. The kitchen flows seamlessly into the main living space and features granite countertops, ample storage, and all appliances convey with the sale — making this home truly move-in ready. Enjoy peaceful views overlooking the community tennis courts and resort-style pool. Downstairs, the attached 1-car garage and generous under-stair storage closet provide exceptional storage space — a true rarity within the neighborhood. Enjoy maintenance-free living, with HOA fees covering lawn care, cable, internet and water. Spend your weekends exploring Winter Garden Village, just 1.5 miles away, or immerse yourself in the charm of historic Downtown Winter Garden, filled with cozy cafés, boutique shops, farmers markets, and more. Outdoor enthusiasts will appreciate easy access to the West Orange Trail, perfect for biking, jogging, or leisurely strolls. Commuting is effortless with quick connections to the Florida Turnpike, SR 408, and SR 429. The gated Southern Pines community offers impressive amenities, with the pool, hot tub, and clubhouse located across the street. Additional features include a covered playground, movie theater, game room, office space, outdoor kitchen with grills, tennis court, indoor basketball and racquetball courts, sand volleyball, and even a car wash station. Don’t miss your opportunity to own in one of Winter Garden’s most convenient and amenity-rich communities. Schedule your showing today.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Anna Gay Hunter (407-446-9878)
8180 SAYINGS DR, WINTER GARDEN, FL 34787
$599,99018 Days on yellowkey MLS ID: O6423210
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2718 Built: 2023Monthly Fee: $221 Tax: $9,031 (2025)Community: Storey Grove Ph 4Single Family
Taxes:$9,031
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Buyer cancelled last minute due to their personal circumstances. Welcome to 8180 Sayings Dr, Winter Garden! This beautifully designed 2023-built home offers 4 bedrooms, 4 full bathrooms, and approximately 2,718 square feet of thoughtfully designed living space on an oversized 0.26-acre homesite. The open-concept floor plan features a spacious great room, a modern kitchen with ample cabinetry, premium appliances, and a large island that's perfect for entertaining. The first-floor primary suite provides a private retreat with a luxurious en-suite bathroom and a generous walk-in closet, while the additional bedrooms as flexibility for family, guests, or a home office. Upstairs, you'll find a huge bonus room with a full bathroom, offering endless possibilities as a media room, game room, guest suite, home office, or multigenerational living space. Enjoy exceptional privacy with no rear neighbors, creating the perfect setting to relax or entertain outdoors. The HOA offers outstanding value by including lawn maintenance, along with access to resort-style amenities including a community pool, fitness center, and playground, allowing you to enjoy a low-maintenance lifestyle. Ideally located just minutes from Walt Disney World, shopping, dining, and major roadways, this home is zoned for highly rated schools, with the elementary school just a few minutes away. Competitively priced and offering exceptional value in the highly desirable Horizon West area, this move-in-ready home combines modern design, flexible living space, premium community amenities, and an unbeatable location. Don't miss this incredible opportunity—schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Anna Shi (407-216-1215)
1801 BURDOCK DR, WINTER GARDEN, FL 34787
$599,90032 Days on yellowkey MLS ID: O6419427
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2534 Built: 2008Monthly Fee: $90 Tax: $3,695 (2025)Community: Carriage Pointe A-I & LSingle Family
Taxes:$3,695
Remarks: Callaway Model built by Taylor Morrison Home: Welcome home to this beautifully maintained residence offering exceptional curb appeal and timeless Florida charm. From the moment you arrive, you'll appreciate the attractive paver driveway, manicured landscaping, lush lawn, and welcoming covered front porch accented by elegant columns and mature palm trees. The home's inviting exterior showcases a desirable split bedroom style appearance, a spacious two car garage, and a thoughtfully landscaped front yard that creates a warm first impression. Situated in a well kept community, this property offers the perfect blend of comfort, style, and functionality. Whether you're enjoying your morning coffee on the front porch or welcoming guests into this charming home, you'll appreciate the pride of ownership evident throughout. Conveniently located near shopping, dining, entertainment, major roadways, and all that Winter Garden has to offer. Don't miss this opportunity to own a move-in-ready home in one of Central Florida's most sought-after areas! Roof was replaced in March 2026, AC 2018, Water Heater is newer.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Tracy Hampstead (407-803-3137)
1324 VIC KAY CT, WINTER GARDEN, FL 34787
$1,390,0005 Days on yellowkey MLS ID: O6427278
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3749 Built: 1999 Tax: $4,286 (2025)Community: HillcrestSpa: YesSingle Family
Taxes:$4,286
Remarks: A truly rare find in beautiful Downtown Winter Garden's highly coveted Golf Cart District, with NO HOA this exceptional 5-bedroom, 3.5-bath residence offers a once-in-a-lifetime opportunity to own a home where luxury, character, and location come together beautifully. Thoughtfully renovated from top to bottom, this one-of-a kind property combines timeless craftsmanship with modern elegance and resort-style outdoor living. Every inch of this home has been meticulously updated with high-end finished , including a stunning chef's kitchen featuring quartz countertops, a large center island, custom cabinetry with panel-ready appliances, double ovens, a wine refrigerator, a walk-in pantry, and gorgeous copper accents including a double farmhouse sink, matching range hood, pot filler, and faucet. The inviting living spaces showcase custom craftsman trim, elegant wainscoting, oversized baseboards, shiplap ceilings, a beautiful fireplace with a custom stone entertainment wall, a built-in library, designer lighting, and travertine flooring in the kitchen and bathrooms. Step outside into your own private backyard oasis where you'll find a heated, newly resurfaced pool and above-ground spa, a spacious paver pool deck, screened lanai, pergola with a fire pit, raised garden beds, and professionally designed landscaping surrounded by mature hedges, picket fencing, majestic oak trees, crepe myrtles, gardenias, and rose bushes, creating exceptional beauty and privacy. The expansive property also features a detached workshop, and an extra-long spacious driveway with abundant parking for all your toys!!This home offers peace of mind with countless recent upgrades, including a NEW ROOF with metal porch roofing, two NEW HVAC systems a NEW HOTWATER HEATER, NEW POOL PUMP, Ecobee smart thermostats, digital entry, a new pool bath, Centricon termite protection, and in-wall pest control tubing. Perfectly located just a short golf cart ride from Winter Garden's award-winning restaurants, charming boutiques, the famous Farmers Market, and the West Orange Trail, this is more than just a home—it's a lifestyle. Homes of this caliber, with this level of craftsmanship, outdoor amenities, and an unbeatable Downtown Winter Garden location, and NO HOA rarely come to market. Schedule your private showing today to experience everything this extraordinary property offers. If you are lucky enought to purchase this home you are not just getting a home, you're getting a rare opportunity in one of Central Florida's most desirable communities.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
110 WINDTREE LN #202, WINTER GARDEN, FL 34787
$209,90048 Days on yellowkey MLS ID: O6414527
REDUCED by $10,000 (4.5%) on 07/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1984 Tax: $203 (2025)Community: Windtree Gardens Condo Ph 4Condo
Taxes:$203
Elementary School: Maxey Elem
Remarks: Price Reduction! Owner says SELL!! Welcome home to this tastefully renovated 2/2 second floor condo located in the sweet spot of bustling Winter Garden Florida USA. Just about everything was updated in 2024 to include the kitchen with beautiful stainless appliances, granite countertops, cabinetry & lighting. The owner has spent in excess of $60,000 on these renovations. Fresh paint throughout. New laminate flooring & baseboards in 2025, there is no carpet. The split bedroom layout is perfect for privacy while the primary bedroom is spacious with a walk in closet and ensuite bathroom. The 2nd bedroom includes a custom built closet and shelving providing ample storage options. The 2nd bathroom is adjacent to the 2nd bedroom. The washer and dryer hookups are located just off the kitchen providing easy access. This unit is conveniently located near the center of the community, just steps from the clubhouse, pool and mail areas. It also includes 2 designated parking spots just outside the unit. Windtree Gardens is situated in a fabulous area of Winter Garden providing quick access to all major roadways including the turnpike, 408 and 429. It is also just minutes from Historic Downtown Winter Garden including all that Plant Street has available, boutique shops, outdoor dining, Award Winning Farmer's Market, the very popular West Orange Trail and splashpad for the little ones. Also just a short drive to Winter Garden Village at Fowler Grove with numerous dining and retail options. Bonus..there is a Starbucks near the entrance to the community. This unit is ideal for a starter home, a second home or an investment property. Schedule your showing soon as this one is sure to fly off the shelf.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jeff Dodds (407-937-9521)
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