Location: Winter Garden
Do Not Show Listings
15543 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787
$645,900553 Days on yellowkey MLS ID: O6250356
2 Days Off yellowkey (back on 4/23/2026)
REDUCED by $3,900 (0.6%) on 04/17/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3359 Built: 2001Monthly Fee: $233 Tax: $8,538 (2023)Community: Stoneybrook WestSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,538
Elementary School: Whispering Oak Elem
High School: West Orange High
Tax Year: 2023
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Popular Stoneybrook West Subdivision - A gated golf community with 2255 homes. 2 Story, 4 Bedrooms, 3 Full Baths. Master is upstairs, huge bedroom, with walk in closet and master bath. A large 27x24 Bonus room over 3 Car Garage. One bedroom with guest bath downstairs also LR, DR, FR, Kitchen and Laundry. Off the master bedroom is a 12x22 Deck overlooking the screened pool and golf course. Nice quiet street also. The seller will give an allowance for new flooring & kitchen appliances, so buyer can pick their favorite colors.
Listing is courtesy of: RE/MAX SELECT GROUP (407-352-5800)
Listing Agent: Paul Mcgarigal (407-352-5800)
4122 SHEPPERDS HOLLOW ALY, WINTER GARDEN, FL 34787
$554,990112 Days on yellowkey MLS ID: O6370363
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2459 Built: 2021Monthly Fee: $281 Tax: $8,150 (2024)Community: Enclave/HamlinSingle Family
Taxes:$8,150
Elementary School: Independence Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Bridgewater Middle
Remarks: Welcome to the Enclave at Hamlin, one of Winter Garden’s desirable communities, featuring the popular Taylor Morrison Ashwood floor plan that blends style, space and versatility. This beautifully designed two-story home offers two bedrooms, 2.5 baths, a spacious loft that can be converted into a third bedroom and a private one-bedroom with kitchenette garage apartment, providing exceptional flexibility for multi-generational living, guests or potential rental income. Upon entry, you are greeted by a welcoming foyer that opens into an expansive great room, ideal for entertaining and everyday living. Overlooking the space is the gourmet kitchen, complete with a large island, quartz countertops, stainless steel appliances and ample cabinetry. The kitchen flows seamlessly to the covered lanai, creating an ideal indoor-outdoor living experience. Also on the first floor is versatile flex space that can be used as a home office, formal dining room or additional bedroom. Upstairs, the primary suite serves as a private retreat, featuring a spa-inspired bath with dual quartz vanities, a walk-in shower, private water closet and a generous walk-in closet. The second floor also includes a secondary bedroom, a full bath with tub/shower combination, a private laundry room and a loft with built-in features, ideal for a playroom, craft room, media space or easily converted bedroom. Adding tremendous value is the one-bedroom, one-bath garage apartment with kitchenette, walk-in closet and private entrance, offering an excellent income opportunity or private accommodations for guests or family. The HOA maintains the lawn, including areas inside the fenced yard, providing a low-maintenance lifestyle. Community amenities include a resort-style pool with cabana overlooking Lake Hartley, a tot lot and peaceful open recreation areas with benches positioned to capture scenic lake views. The location is exceptional, with a quick half-mile experience, bike ride or visit to Hamlin, a vibrant 900-acre destination featuring a luxury theater, shopping, dining, salons, waterfront restaurants and entertainment. Convenient access to SR 429, theme parks, and major roadways makes commuting easy. Residents will also enjoy being within distance of the anticipated Horizon West Regional Park, a 215-acre destination park under development. Once complete, the park will offer miles of scenic trails, playgrounds, picnic pavilions, open green spaces, a splash pad, lake access for kayaking and community event areas, delivering an outstanding outdoor lifestyle right outside your door. This home offers a combination of comfort, convenience and future-forward living in one of Winter Garden’s fastest-growing areas.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Teresa White (904-994-9075)
328 BAYSIDE AVE, WINTER GARDEN, FL 34787
$445,0007 Days on yellowkey MLS ID: O6396654
1 Days Off yellowkey (back on 4/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1235 Built: 1986Monthly Fee: $7 Tax: $5,354 (2025)Community: Kings BaySingle Family
Taxes:$5,354
Elementary School: Dillard Street Elem
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Welcome to easy Florida living in this charming 3-bedroom, 2-bath ranch-style home, perfectly positioned on a spacious corner lot in one of Winter Garden’s most desirable areas. With its single-story layout and inviting curb appeal, this home offers both comfort and convenience in a relaxed, open setting. Step inside to discover a bright and functional floor plan designed for everyday living and effortless entertaining. The generous living spaces flow seamlessly, while ample natural light enhances the home’s warm and welcoming feel. The split-bedroom design provides privacy, with a well-appointed primary suite and comfortable secondary bedrooms. Outside, the oversized corner lot offers endless possibilities—plenty of room for outdoor gatherings, gardening, or simply enjoying the Florida sunshine. Located well within the golf cart district, you’re just a short ride from the charm and energy of historic downtown Winter Garden. Enjoy easy access to local shops, dining, community events, and the popular weekly farmers market, all just minutes from your doorstep. This is a rare opportunity to own a beautifully situated home that combines classic ranch-style living with an unbeatable location. Call Today!
Listing is courtesy of: SOUTHERN HERITAGE REALTY, INC (407-877-6928)
Listing Agent: Jim Kernohan (407-450-3861)
11045 BOSTWICK ALY, WINTER GARDEN, FL 34787
$590,000239 Days on yellowkey MLS ID: O6337436
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2292 Built: 2023Monthly Fee: $245 Tax: $9,031 (2024)Community: Waterleigh Ph 4ASingle Family
Taxes:$9,031
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: SELLER MOTIVATED AND PRICE IS INCLUDING TRANSFERRABLE SOLAR PANELS PAID BY THE SELLER! This amazing single family home located in most desirable prime location in winter garden has it all, from privacy with no back up neighborhood to the front porch facing beautiful landscaping view just few steps from the Elementary school and all the resort amenities The home has solar panel for extra energy saving and the seller will take care of remaining balance. All concrete block construction on both first and second floor single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find the first bedroom complete with ensuite bathroom and a powder room across the hall. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features granite countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and additional three bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity sinks and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. This home features a two car garage located at the rear of the home with drop zone as you enter the first floor. Waterleigh community is well know for prime location with a lot of lifestyles amenities such Playgrounds & Sports Fields, Indoor Fitness Centers, Scenic Lakes and Ponds, Community Garden Mini-Golf, Walking & Nature Trails, Beach Volleyball & Hammock Beach This beautiful 4 bedrooms 3 bathrooms and 1 half bathroom is built with All Concrete Block Construction, Smart Home Technology, Quartz Counters, Professional Lawn Maintenance Included, Publix Grocery in Community, Local Shops, Restaurants & Cinema Nearby Located just minutes from downtown Winter Garden. This prime location with this particular meticulous home is great spot that leads you to enjoy easy access to a vibrant array of shops, restaurants, and entertainment options. The historic downtown area offers charming boutiques and family-owned eateries, while the nearby Winter Garden Village provides a more modern shopping experience with over 100 retailers.
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Khadija Webber (407-592-2166)
10043 SEQUEL ALY, WINTER GARDEN, FL 34787
$569,00060 Days on yellowkey MLS ID: O6384246
REDUCED by $1,000 (0.2%) on 04/23/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2502 Built: 2018Monthly Fee: $100 Tax: $8,237 (2024)Community: Storey Grove Ph 1B-2Single Family
Taxes:$8,237
Elementary School: None
High School: None
Middle School: None
Remarks: About 10 minutes to Disney. Corner lot facing open green space. Main floor primary suite with a second upstairs. Opportunity to secure a BELOW MARKET rate through an ASSUMABLE MORTGAGE for qualified buyers. Located in Storey Grove in the heart of Horizon West, this home is positioned for both convenience and day to day livability. You are about 5 minutes to Publix and 15 minutes to Hamlin Town Center for dining, shopping, and everything you need close to home. The lot and orientation are what set this home apart. Instead of looking into another backyard, you face open park space and green views, bringing in more natural light and a more open feel throughout the home. All carpet on the stairs and second floor has been replaced with wood look luxury vinyl flooring, crown molding has been added throughout, and the interior has been freshly repainted so there are no immediate projects waiting after closing. The layout is flexible and practical. Two primary suites, including one on the main level, create options for guests, multigenerational living, or a private office without sacrificing bedroom space. The main living and dining areas are open and functional, while the upstairs loft works well as a playroom, media space, or work from home area. The backyard is fully fenced with an in ground sprinkler system, giving you usable outdoor space that is easy to maintain. The rear facing garage with alley access keeps the curb appeal clean and includes an EV charger, while the corner lot allows for additional nearby parking for guests. Storey Grove offers a community pool, clubhouse with gym, parks, playgrounds, and miles of sidewalks, with green space directly across the street extending your everyday living area. Zoned for Water Spring Elementary, Water Spring Middle, and Horizon High School.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
3276 SAILING PIER AVE, WINTER GARDEN, FL 34787
$525,0001 Day 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)
15327 GILLIGAN CT, WINTER GARDEN, FL 34787
$664,8008 Days on yellowkey MLS ID: O6398756
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2506 Built: 2021Monthly Fee: $103 Tax: $7,266 (2025)Community: Winding Bay Ph 1BSingle Family
Taxes:$7,266
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained multi-generational home nestled on a quiet cul-de-sac in the highly desirable Winding Bay community of Horizon West in Winter Garden. This thoughtfully designed 4-bedroom, 3-bath residence features a private 1-bedroom suite, perfect for in-laws, aging parents, or guests. The suite offers its own laundry closet, kitchenette, and a well-appointed bathroom with a walk-in shower and granite vanity, providing both comfort and independence. Inside the main home, you’ll find a bright and spacious open-concept split floor plan that blends functionality with modern style. Elegant plantation shutters are featured throughout the home, adding both charm and privacy, while tile flooring spans the main living areas for durability and easy maintenance. A versatile flex space is ideal for a home office, art studio, or den. The chef-inspired gourmet kitchen is the heart of the home, showcasing a large island, abundant cabinetry, granite countertop and built-in stainless-steel appliances, including a new cooktop. It flows seamlessly into the expansive family room, complete with built-in surround sound, perfect for entertaining or relaxing movie nights. The primary owner’s suite is a private retreat featuring a tray ceiling, walk-in closet, and a spa-like ensuite bathroom with dual sink vanity with granite countertop and an impressive walk-in shower with multiple shower heads, including a rain feature. Step outside to enjoy the wide, screened-in covered lanai overlooking a fully fenced backyard, ideal for entertaining or unwinding in a peaceful setting. The 2-car garage offers additional storage space to meet your needs. Residents of Winding Bay enjoy access to resort-style amenities, including a community pool and playground, all just minutes from Walt Disney World, Hamlin Town Center, top-rated dining, shopping, placing you close to the best of Winter Garden and the greater Central Florida area. Convenient access to Highway 429 makes commuting a breeze. Don’t miss the opportunity to own this exceptional home. Schedule your private showing today!
Listing Agent: Giovanni Sanginesi (407-276-0025)
13386 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787
$799,99056 Days on yellowkey MLS ID: S5144786
5 Days Off yellowkey (back on 4/23/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2856 Built: 2026Monthly Fee: $125 Tax: $500 (2025)Community: Serenade At OvationSingle Family
Taxes:$500
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Step into modern elegance with this stunning new construction home that perfectly blends style, comfort, and MULTI-GENERATIONAL LIVING. Nestled on a premium lot that backs directly to serene conservation land, this home offers the ultimate in privacy and picturesque views. As you enter the home, one is greeted by 8 foot doors, Mohawk nimbus oak luxury vinyl flooring and 5 inch baseboards throughout. The open-concept living space is an entertainer’s dream, with a chef-inspired kitchen boasting Barnett Linen color cabinets with light rail and 6" bow pull hardware, Carrara Breve eased edge quartz countertops, polished chrome Sterling Traverse pulldown faucet, stainless steel single basin undermount sink and Passion Blanco gloss 3x8 backsplash tile to the ceiling. The sleek finishes, ample cabinetry, and large island overlooking the sunlit dining and living areas provide the perfect entertaining space. The thoughtfully designed layout features a first-floor master suite, providing a private retreat with spa-like amenities such as 12x24" Emser Porto Ivory Matte colored floor tile, Barnett Linen colored gentlemen's height vanity with Carrara Breve Quartz countertops, oval undermount sinks, Sterling Valton 4" Centerset Lavatory Faucet and glass shower enclosure with chrome handle finish and 12x24" inch tile walls to the ceiling. Back through the living area, a first-floor guest wing adds convenience and flexibility, making hosting visitors or multi-gen living a breeze. Upstairs, a spacious loft/game room offers endless possibilities - home theater, playroom, or even a stylish home office. The second floor also consists of 3 beds and 2 baths, one with full ensuite, the other Jack and Jill style. Outside, enjoy the best of Florida living with an oversized porch for al fresco dining and a backyard that feels like your own private oasis, bordered by lush, untouched conservation land. Whether you’re sipping your morning coffee on the patio or gathering for an evening barbecue, the setting is sure to impress. Only 20 minutes to Magic Kingdom (NO highway driving needed for access!), less than 3 miles to Flamingo Crossing Shopping area, less than 10 miles to Hamlin Town Center, and 30 minutes to Millenia and the Outlet Malls, this home provides all that Orlando Living has to offer.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Marissa Crawford (407-361-7400)
7526 SPRING VALLEY ST, WINTER GARDEN, FL 34787
$676,245Listed 04/23/2026 12:23PM MLS ID: G5111448
0 Days Off yellowkey (back on 4/23/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2680 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Berkley model features 2,102 square feet of well-designed living space across two stories, with an above-garage Apt 576 sqft.This home includes 3 bedrooms, 3 full bathrooms, and a 2-car garage. The open-concept main floor boasts a spacious family room, dining area, and a modern kitchen with ample counter space—ideal for both daily living and entertaining. The primary suite is located on the first floor for added privacy, with a luxurious bath and walk-in closet. Upstairs, two additional bedrooms and a full bath provide flexible living options for guests or family members. The apartment is above the garage with a private entrance. This neighborhood features a variety of townhomes and single-family homes on multiple-sized homesites, with spacious floor plans designed to support a wide range of lifestyles, from growing families to move-up buyers seeking more room to live and entertain. Located just minutes from Hamlin Town Center, Winter Garden Village, and historic Downtown Winter Garden, Hamlin Meadows places shopping, dining, and entertainment close to home. Residents will also enjoy access to nearby parks, trails, and outdoor recreation, along with proximity to highly regarded Orange County schools, including Hamlin Elementary, Hamlin Middle, and Horizon High School.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
7808 WINTER WREN ST, WINTER GARDEN, FL 34787
$598,0001 Day 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
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)
512 GARDEN HEIGHTS DR, WINTER GARDEN, FL 34787
$577,90084 Days on yellowkey MLS ID: S5142675
REDUCED by $7,100 (1.2%) on 04/23/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1700 Built: 1974 Tax: $3,743 (2024)Community: Garden HeightsSingle Family
Taxes:$3,743
High School: Ocoee High
Remarks: Price Improvement! Exceptional new value. Welcome to this beautifully maintained 4-bedroom, 2-bathroom single-family home located in the highly desirable Garden Heights community of Winter Garden, offering a prime location with NO HOA. Recently improved in price, this home now presents an even stronger opportunity in today’s market, combining location, upgrades, and value in one of Winter Garden’s most sought-after areas. Thoughtfully designed with a functional split floor plan, this residence offers 1,700 sq ft of living space filled with natural light and two separate living areas that provide both comfort and flexibility. Sliding glass doors open to a brand-new screened patio (2025), creating the perfect indoor-outdoor lifestyle for relaxing or entertaining. The interior features a beautifully updated kitchen and bathrooms, luxury vinyl plank flooring throughout, and modern upgrades including a whole-house water filtration system. Set on an expansive 0.29-acre lot, the property offers city water and sewer, along with ample space to add a pool or design a custom outdoor retreat. Conveniently located just minutes from Downtown Winter Garden, Lake Apopka, the Historic Old Winter Garden Golf District, shopping, top-rated schools, and easy access to SR-429.Homes with this combination of location, updates, and improved pricing are rarely available. Don’t miss this opportunity
Listing is courtesy of: MARCILLO REAL ESTATE LLC (954-297-3636)
Listing Agent: Maria Barrios Tovar (407-600-4040)
14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787
$535,00023 Days on yellowkey MLS ID: O6395079
REDUCED by $10,000 (1.8%) on 04/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2049 Built: 2014Monthly Fee: $252 Tax: $3,824 (2025)Community: Summerlake Pd Ph 1B-A RepSingle Family
Taxes:$3,824
Remarks: Welcome to this well maintained home in the highly sought after community of Summerlake in Horizon West, known for its convenient access to shopping, dining, parks, and major roadways. This property offers a thoughtful layout with an open concept design connecting the kitchen, living, and dining areas, creating a comfortable space for everyday living and entertaining. The interior has been freshly painted and features 18 inch tile flooring throughout, providing a clean and cohesive look with easy maintenance. The kitchen is equipped with granite countertops, tall cabinetry, and ample storage, while both bathrooms also feature Corian surfaces and double vanities for added convenience. The primary suite includes a tray ceiling, a spacious bathroom with both a garden tub and separate shower, and a private water closet. Additional interior features include custom blinds throughout, cabinetry in the laundry area, and an upgraded front door with a stained glass insert that adds character and curb appeal. Outdoor living is enhanced by a full side patio with both covered and open areas, offering flexibility for relaxing or entertaining. The side patio has a natural gas line for your future grill outs. The side yard is partially fenced with a railing design that complements the front porch, and the property includes a two car carriage style garage along with a third parking pad accessed from the rear alleyway. The home is fully guttered and features newly installed landscaping, adding to its overall appeal.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Vanessa Scotland, Pa (407-217-4580)
837 GRANDE REGAL PT, WINTER GARDEN, FL 34787
$479,000Listed 04/23/2026 8:24AM 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)
115 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$496,000167 Days on yellowkey MLS ID: O6356997
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1780 Built: 2001Monthly Fee: $58 Tax: $5,467 (2024)Community: Lakeview Reserve 46/149Spa: NoSingle Family
Taxes:$5,467
Elementary School: Tildenville Elem
Remarks: One or more photo(s) has been virtually staged. In the heart of Winter Garden’s beloved Golf Cart District just moments from the charm of Plant Street where the scent of roasted coffee drifts through the air and neighbors wave as they roll past on their way to the Saturday morning Farmers Market lies a hidden gem tucked inside the gated lakeside community of Lakeview Reserve. The West Orange Trail echoes just beyond the gates guiding joggers, cyclists, and families toward the beating heart of historic downtown. Behind the oaks and quiet streets stands a home that tells a story of balance between small town charm and modern comfort Its open layout flows effortlessly kitchen with stainless steel appliances to a warm, inviting living room that opens onto a screened in back porch, blending indoor comfort with outdoor serenity. The setting offers a backdrop of calm that feels a world away from the bustle yet you’re still close enough to hop on your golf cart and be downtown for dinner in minutes. As you move through the home every space seems to adapt and invite. A flexible office with double doors makes the perfect work from home retreat while a cozy bonus area can transform into a playroom, fitness space, or second lounge. The primary suite was designed for rest and renewal featuring a garden tub dual sinks and a generous walk in closet all framed by thoughtful updates like a 2017 ROOF replacement, 2023 Electrical Panel updated, 2017 Vinyl Fence and fresh interior paint. Step outside and you’ll find what truly defines Florida living and gentle lake breeze that seems to whisper peace. Here every detail speaks relaxation every sunset feels like a private showing and every golf cart ride into town reconnects you to the pulse of this growing yet timeless community from the laughter spilling out of Crooked Can Brewery to the soft music drifting beneath the twinkle lights of Plant Street. And as night falls and the air cools, you’ll realize that isn’t just a home it’s a rare piece of Winter Garden’s soul waiting for its next chapter to be written.
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)
Listing Agent: Carmelo Nuccio (321-441-6951)
9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787
$950,00055 Days on yellowkey MLS ID: O6386394
REDUCED by $15,000 (1.6%) on 04/16/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3087 Built: 2018Monthly Fee: $164 Tax: $11,801 (2025)Community: Watermark Ph 2BSpa: NoSingle Family
Taxes:$11,801
Elementary School: Panther Lake Elementary
Remarks: Delight your clients with this unique opportunity in Watermark, one of the most desirable communities in Winter Garden. This elegant two-story residence combines sophistication, comfort, and impeccable finishes in every detail, featuring over $150,000 in upgrades that elevate the home’s overall quality and value. It offers 4 bedrooms, 3 full bathrooms, and 1 powder room, along with a simply enchanting outdoor area designed to provide unforgettable moments. Upon entering, a spacious and welcoming foyer leads to open-concept living areas, where the living room and dining room connect harmoniously, creating a bright and airy space ideal for entertaining family and friends. The beautiful porcelain tile floors enhance the elegance of the property. The kitchen is a true highlight, equipped with appliances, high-quality wood cabinetry, and ample countertop space, combining functionality and style for everyday living. On the second floor, all bedrooms provide greater privacy and comfort. The bedrooms feature closets and carpeting, creating a cozy atmosphere. The primary suite is a special retreat, featuring two walk-in closets and a spacious bathroom with dual sinks, offering both practicality and sophistication. The laundry room is also located on the upper floor and includes a sink, washer, and dryer, providing added convenience to the family’s routine. Outside, the property impresses with a fully equipped summer kitchen featuring a built-in grill, granite countertops, cabinetry, and a sink — perfect for gatherings and family moments — integrated with a private heated pool, allowing year-round enjoyment with comfort and exclusivity. Living in Watermark means enjoying resort-style amenities, including a community pool, modern fitness center, tennis court, playground, green areas, and tree-lined sidewalks for outdoor walks. The location is another major advantage: just minutes from Hamlin Town Center, with excellent restaurants, cafés, movie theater, and supermarkets; easy access to Walt Disney World Resort; and close to Florida State Road 429, providing convenient access to Orlando and the entire region. Additionally, it is surrounded by highly rated schools and all the conveniences that Winter Garden offers. A complete home, offering leisure, comfort, and a prime location. Don’t miss the opportunity to live or invest in one of the best addresses in the region.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Gustavo Carneiro (407-758-4001)
14542 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787
$500,00024 Days on yellowkey MLS ID: O6395116
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1904 Built: 2016Monthly Fee: $164 Tax: $4,822 (2025)Community: WatermarkSingle Family
Taxes:$4,822
Remarks: Welcome to Watermark in Winter Garden. Built by Meritage Homes in 2016, this two-story detached single-family home offers three bedrooms, two full baths, one half bath, 1,904 square feet and an upstairs loft for added flexibility. The main level features ceramic tile flooring, while the second floor includes carpeting, and all bedrooms offer walk-in closets. The kitchen is equipped with dark cabinetry, quartz countertops, a large island, stainless steel appliances, electric cooktop and double ovens. The primary suite includes a tray ceiling, custom walk-in closet system and en-suite bath with dual sinks and a standalone shower. Additional features include owned solar panels, clay tile roof, rear-entry two-car garage with alley access and a cozy covered front porch with stacked stone detail. Plantation shutters are featured on the French doors leading to the porch and in the downstairs half bath. Set on a low-maintenance homesite, this home also offers access to Watermark amenities including a pool, fitness center, clubhouse and tennis courts. Ideally positioned near shopping, dining, Starbucks and everyday conveniences, and zoned for Panther Lake Elementary, Hamlin Middle and Horizon High School.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-480-5014)
Listing Agent: Shane Carson (407-462-1310)
8768 SONOMA COAST DR, WINTER GARDEN, FL 34787
$1,025,00081 Days on yellowkey MLS ID: O6378658
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3416 Built: 2022Monthly Fee: $271 Tax: $11,513 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$11,513
Remarks: Welcome to this stunning Kallan model home, perfectly positioned on a premium lot offering exceptional privacy and peaceful surroundings. Enjoy no front neighbors, a conservation area behind, and mature landscaping that creates true separation and independence from nearby homes an ideal combination for those seeking tranquility and open views. This spacious residence features 5 bedrooms and 5 full bathrooms, with a bright and functional layout designed for both everyday living and entertaining. Step outside to an extended screen-enclosed lanai, creating the perfect indoor-outdoor lifestyle space to relax year-round. Additional upgrades include a fire pit, gutters installed, a water softener system, and solar panels (lease) for enhanced efficiency and long-term value. 5 Swimming pools , A rare opportunity to own a luxury home with premium location, privacy, and comfort in one of Winter Garden’s most desirable areas.**The seller is offering $30,000 toward the buyer’s closing costs or to buy down the interest rate.** Schedule your private showing today!
Listing is courtesy of: ANA PENA REALTY CORP (973-405-3731)
Listing Agent: Jose Leighton Reyes (407-591-2416)
15200 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787
$1,325,0001 Day on yellowkey MLS ID: O6401205
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3844 Built: 2016Monthly Fee: $235 Tax: $8,218 (2025)Community: Hickory HammockSpa: YesSingle Family
Taxes:$8,218
Remarks: Tucked away on a Private Street within a quiet cul-de-sac in the highly sought-after Gated community of Hickory Hammock, this exceptional 5 Bedroom, 4 Bathroom residence offers 3,908 sqft of thoughtfully designed living space with captivating views of Lake Burnett. Perfectly positioned to capture both Lake and Conservation Vistas, this home delivers the rare combination of Privacy, Comfort, and an Elevated Lifestyle in one of Winter Garden’s Most Desirable Neighborhoods. From the moment you enter, soaring 20-foot Ceilings in the foyer create a grand sense of arrival, complemented by a Formal Dining Room and immediate Sightlines to the Sparkling Pool and Tranquil Lake beyond, an unforgettable first impression that sets the tone for the entire home. Designed for both everyday living and entertaining, the first floor features Wood Plank tile throughout and an open, functional layout. The kitchen serves as the heart of the home, appointed with New Quartz Countertops, Stainless Steel Appliances, a Double Oven, abundant cabinetry, and an expansive Walk-in Pantry just off the Butler’s Pantry, complete with a JennAir Beverage and Wine Fridge. Thoughtful Lighting throughout enhances the warmth and livability of each space. Step outside to your Private Outdoor Retreat, where a Covered and Screened Lanai frames Peaceful Lake and Conservation Views. The Saltwater Pool with a Baja Shelf and Heated (electric) Spa invites year-round enjoyment, while the Spacious Backyard offers Plenty of Room for Kids or Pets to play, all while enjoying Stunning SUNSET VIEWS each evening over Lake Burnett and the Johns Lake Conservation area. A First-Floor Bedroom with a Full Bath provides flexibility for guests or multi-generational living. Upstairs, a generous Bonus Room offers endless possibilities for a media room, playroom, or additional living space. The Primary Suite is a true retreat, featuring Double Tray Ceilings and a Private Screened Balcony overlooking Lake Burnett, offering the perfect setting to take in breathtaking Sunset Views each evening. Secondary Bedrooms are well-appointed with Walk-in Closets, including one bedroom with an Ensuite Bathroom, while the remaining 2 Bedrooms share a well-designed bath. The tandem 3-Car Garage provides ample space for vehicles and storage, complemented by a spacious first-floor Laundry Room featuring New Quartz Countertops, a Sink, ample Cabinetry, and a Walk-in Closet. Residents of Hickory Hammock enjoy an impressive array of amenities including a Clubhouse, Fitness Center, Resort-style Pool, Fishing Pier, Tennis Courts, Sand Volleyball Courts, Dog Park, Playground, Walking Trails, and Golf-Cart-friendly streets. Conveniently located near Downtown Winter Garden, Winter Garden Village, major highways, Top-Rated Schools, and approximately 20 miles to Orlando International Airport. This home offers the Perfect Blend of Space, Functionality, and Desirable Water View Living - schedule your private showing TODAY.
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Denise Gregorie (407-463-0080)
3439 BUOY CIR, WINTER GARDEN, FL 34787
$734,99038 Days on yellowkey MLS ID: O6386482
REDUCED by $13,010 (1.7%) on 04/23/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 2920 Built: 2019Monthly Fee: $152 Tax: $7,013 (2025)Community: Lakeview PreserveSingle Family
Taxes:$7,013
Remarks: Searching for a 4-bedroom home in Winter Garden with lake views, a private office, and a 3 car garage in a gated community? Welcome to 3439 Buoy Circle, a well maintained single family residence offering approximately 2,900 square feet, 4 bedrooms, a dedicated office, and 4.5 bathrooms, thoughtfully positioned to capture peaceful water views and stunning evening sunsets. Built by Taylor Morrison, this home features a well designed layout that blends comfort, privacy, and everyday functionality. Located within the gated Lakeside Preserve community on Johns Lake, this home offers a quiet residential setting with a scenic entrance that creates a sense of separation from major traffic corridors while remaining conveniently connected to daily essentials. The flexible floor plan supports modern living and includes a private office, ideal for working from home or creating a focused, dedicated space. Each bedroom features its own private full bathroom, along with an additional half bath for guests. The primary suite, bathroom, and walk-in closet span the full length of one side of the home, creating a spacious and well designed retreat with generous storage. The walk-in closet connects directly to the laundry room, adding ease and efficiency to daily routines. A standout feature is the 3 car garage, offering valuable space for vehicles, storage, recreational equipment, or hobbies. The homesite provides added privacy with only one immediate side neighbor, while the backyard is positioned to enjoy lake views and west-facing sunset exposure, creating a peaceful outdoor setting for relaxing or entertaining. Lakeside Preserve is a gated waterfront community featuring resort-style amenities, including a fitness center, pool, cabana, playground, and splash pad, along with direct access to Johns Lake with a kayak launch and dock. Natural conservation areas are thoughtfully woven throughout the neighborhood, enhancing both privacy and the overall setting. Residents enjoy close proximity to Hamlin Town Center, FL 429, AdventHealth Horizon West Hospital, Historic Downtown Winter Garden, the West Orange Trail, and the attractions of Walt Disney World, all within a short drive. This 4-bedroom home in Winter Garden offers a rare combination of lake views, ensuite bathrooms in every bedroom, a private office, and a 3 car garage within a gated waterfront community, delivering both everyday comfort and long term value in one of Central Florida’s most desirable areas. Information deemed reliable but not guaranteed. Buyer and buyer’s agent to verify all measurements, HOA information, school zoning, and property details..
Listing Agent: Patricia Solivan Lopez (407-218-2477)
15373 LAKE KILLARNEY CT, WINTER GARDEN, FL 34787
$820,00028 Days on yellowkey MLS ID: O6394209
REDUCED by $9,000 (1.1%) on 04/11/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3623 Built: 2023Monthly Fee: $160 Tax: $12,032 (2025)Community: Lakeside At HamlinSpa: NoSingle Family
Taxes:$12,032
Remarks: One or more photo(s) has been virtually staged. Stunning brand-new, energy-efficient home in the desirable Hamlin community of Winter Garden. This spacious 5-bed + Bonus Room, 4-bath, 3,700+ sq ft property sits on a cul-de-sac corner lot and features an open layout with 10-ft ceilings, Ceramic flooring, a built-in electric fireplace, and upgraded 3-panel sliding doors that fully open to the covered lanai. The chef's kitchen includes an oversized quartz island, extended L-shaped cabinetry, quartz countertops, stainless steel canopy hood (vented outside), 30" ceramic cooktop, and all new stainless appliances. The first floor offers the primary suite plus three additional bedrooms, including one with a private bath-ideal for guests or an office. Upstairs features two more bedrooms, a full bath, and a 16' x 20' bonus room with two walk-in closets and wet-bar pre-plumbing. The 2.5-car garage includes a hobby area, epoxy floors, extra outlets, water softener loop, and sink plumbing. Laundry room includes new washer/dryer and cabinets. Enjoy a private backyard with no rear neighbors, vinyl fencing, lanai pre-plumbed for a sink, and pool pre-wire (60A) already installed. HOA includes fiber-optic internet (750-900 Mbps). Minutes from Orlando Health, Publix, dining, and more.
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