Location: Winter Garden
Do Not Show Listings
5040 BREEZY ACRES ST, WINTER GARDEN, FL 34787
$680,00025 Days on yellowkey MLS ID: O6409467
REDUCED by $10,000 (1.4%) on 06/11/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2724 Built: 2020Monthly Fee: $115 Tax: $6,524 (2025)Community: Wincey Grvs Ph 1Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,524
Elementary School: None
High School: Horizon High School
Tax Year: 2025
Middle School: None
Remarks: Virtually Staged. BETTER THAN NEW WITH FULLY PAID-OFF SOLAR PANELS AND WHOLE-HOME WATER FILTRATION SYSTEM AT CLOSING! Beautifully designed 4-bedroom, 3.5-bath home with a bonus room upstairs featuring a walk-in closet and full bathroom, ideally located in the highly desirable Hamlin area of Winter Garden. Situated on a premium lot with no rear neighbors, this home offers both privacy and convenience in one exceptional package. The welcoming bungalow-style exterior opens to a spacious, modern interior filled with upgrades throughout, including soaring ceilings, tall doors, premium windows, designer lighting, custom Bali window shades, huge closets, and a downstairs laundry room. The thoughtfully designed split-bedroom floor plan offers privacy and functionality, with the main living areas and bedrooms located on the first floor, while the upstairs bonus room provides incredible flexibility as a guest suite, media room, office, or additional living space. The gourmet kitchen features a massive island, quartz countertops, stylish backsplash, range hood, and walk-in pantry, all overlooking the open living and dining spaces, making it ideal for entertaining and everyday living. Step outside to the covered rear porch and enjoy the fenced backyard with no rear neighbors and room for a future pool. Additional highlights include fully paid-off solar panels and a whole-home water filtration system, both to be paid off by the seller at closing. Conveniently located near Hamlin Town Center, SR-429, Walt Disney World, Orlando International Airport, shopping, dining, and major attractions, this home is zoned for Hamlin Elementary, Hamlin Middle, and Horizon West High School. This is Florida living at its finest.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
729 MEADOW GLADE DR, WINTER GARDEN, FL 34787
$529,00031 Days on yellowkey MLS ID: O6407943
REDUCED by $1,000 (0.2%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2070 Built: 2011Monthly Fee: $72 Tax: $3,138 (2025)Community: Covington Park A B D E F G & JSingle Family
Taxes:$3,138
High School: None
Remarks: Virtually Staged. Welcome to the highly sought after GOLF CART DISTRICT of downtown Winter Garden! Located in Covington Chase, this beautifully maintained home offers functionality, charm, and the unbeatable lifestyle that makes Winter Garden one of Central Florida’s most loved communities. Situated on a desirable corner lot, the curb appeal immediately stands out with mature landscaping, lush lawn space, and a welcoming exterior that makes a lasting first impression. Step inside and you will find a spacious open floor plan designed for both comfortable everyday living and entertaining guests. Natural light fills the home and creates a warm and inviting atmosphere throughout. The kitchen is truly the heart of the home featuring granite countertops, beautiful cherry cabinetry, closet pantry, breakfast bar seating, and plenty of prep space for cooking and hosting. The open concept layout allows full views into the family room so you never miss a moment while entertaining or spending time with family and friends. Sliding glass doors lead directly out to the screened lanai creating seamless indoor and outdoor living. The partially vinyl fenced backyard offers both privacy and flexibility with plenty of room to design the pool of your dreams, create an outdoor kitchen, garden space, or simply enjoy the Florida sunshine. Whether hosting weekend barbecues or relaxing after a long day, this outdoor space provides endless possibilities. The split bedroom floor plan offers privacy and convenience for everyone. The spacious secondary bedrooms are thoughtfully positioned with access to a guest bathroom that could easily function as a future pool bath. The primary suite offers a relaxing retreat with generous space and functionality. Inside laundry adds even more convenience to daily living. What truly makes this home special is the incredible Winter Garden lifestyle. Hop on your golf cart and head into historic downtown Winter Garden where you can spend your evenings enjoying local restaurants, boutique shopping, breweries, coffee shops, live entertainment, seasonal festivals, and community events year round. Cool off at the splash pad, bike or walk the scenic West Orange Trail, and experience the award-winning Winter Garden Farmers Market every Saturday morning which has become one of the most beloved attractions in Central Florida. Residents of Covington Chase also enjoy access to community amenities including a pool, playground, parks, and walking areas, all while being conveniently located near major highways, shopping, dining, and top rated schools. The location offers the perfect blend of peaceful neighborhood living with easy access to everything Winter Garden and Orlando have to offer. This is more than just a home. It is a lifestyle that so many are searching for and very few neighborhoods can truly offer. Come experience the charm, convenience, and golf cart lifestyle of downtown Winter Garden for yourself. Schedule your private showing today!
5460 BOWMAN DR, WINTER GARDEN, FL 34787
$585,00037 Days on yellowkey MLS ID: O6402308
REDUCED by $30,000 (4.9%) on 06/10/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2474 Built: 2016Monthly Fee: $328 Tax: $8,917 (2025)Community: Overlook At HamlinSpa: NoSingle Family
Taxes:$8,917
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: **Video Tour Available** Welcome to Overlook at Hamlin, where an active, vibrant lifestyle is built right into your everyday routine. Just minutes from restaurants and entertainment including PopStroke, Ford’s Garage, Agave Bandido, Cinepolis and world-famous theme parks, this home places you at the center of it all while offering peaceful views of Lake Hancock from its inviting front porch—perfect for morning coffee or winding down after a full day. Inside, the layout is designed to keep up with your pace. A bright, private office with French doors makes working from home or managing your schedule effortless. The open-concept family room flows seamlessly into the eat-in kitchen, creating a natural hub for gathering and staying connected. With granite countertops, stainless steel appliances, a gas range, a walk-in pantry and a spacious island, this kitchen is ready for everything from quick breakfasts to hosting friends. Outside you’ll find a generous screened patio—ideal for relaxing, stretching, or enjoying Florida’s year-round sunshine. There’s even a removable fence to create a separate play space! The detached garage has a covered walkway to the main house, so there are no worries about carrying groceries in during one of our famous Florida rain showers. The garage apartment adds incredible flexibility, featuring a kitchenette, full bath, and large closet—perfect for guests, a home studio, or a private fitness or wellness space. In the main house, you’ll find a versatile loft that can easily transform into a home gym, yoga studio, or creative retreat. The primary suite offers a calming escape with a tray ceiling, spa-like bathroom with a frameless tiled shower, and a walk-in closet. A 2nd upstairs bedroom and full bath provide comfortable accommodations for family or guests. Thoughtful upgrades like plantation shutters, ceiling fans, fire sprinklers in the home to help keep insurance rates low and durable large plank tile flooring enhance both style and functionality, while the upstairs laundry room and downstairs half bath add everyday convenience. Best of all, the HOA takes care of lawn maintenance—freeing up your time to enjoy the community’s exceptional amenities, including a beautiful pool, fitness center, and fishing pier. Cap off your evenings with breathtaking rocket launches and nightly theme park fireworks lighting up the sky. This is more than a home—it’s a lifestyle designed to keep you moving, connected, and inspired.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Tennille Biggers (850-628-4455)
15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787
$749,90043 Days on yellowkey MLS ID: O6400896
REDUCED by $8,000 (1.1%) on 06/03/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2931 Built: 2016Monthly Fee: $235 Tax: $5,441 (2025)Community: Hickory Hammock Ph 2ASingle Family
Taxes:$5,441
Elementary School: Whispering Oak Elem
High School: West Orange High
Middle School: Hamlin Middle
Remarks: MOVE-IN READY | CONSERVATION LOT with SERENE LAKE BURNETT INLET VIEWS | GATED COMMUNITY | Welcome to this beautifully upgraded 4-bedroom, 2.5-bath home offering nearly 3,000 square feet of living space on a **PREMIUM CONSERVATION LOT** in the highly sought-after GATED COMMUNITY of HICKORY HAMMOCK. Perfectly positioned across from a PARK WITH SITTING BENCHES and sidewalk and next to a LUSH GREEN SPACE ON THE RIGHT side. Enjoy the tranquil scenery from the screened lanai of the Lake Burnett Inlet, framed by majestic oak trees draped in spanish moss. This property delivers PRIVACY, NATURE, AND EXCEPTIONAL CURB APPEAL Inside, you’ll find a bright **OPEN-CONCEPT LAYOUT featuring tile flooring throughout the first floor and luxury vinyl plank flooring on the second floor. This home boasts **CROWN MOLDING, **CUSTOM WINDOW CASINGS, **CUSTOM FEATURE WALL in the dining room and designer touches throughout. The spacious kitchen is the heart of the home with 42” cabinetry, stainless steel appliances, pantry, dry island, and a seamless flow into the great room and dining areas, perfect for entertaining and everyday living. A dedicated office/flex room on the first floor, offers the ideal work-from-home setup or bonus living space. Upstairs you will find additional living space in the oversized game room. The spacious primary suite features a cozy window bench seat, LARGE WALK-IN CLOSET, DUAL VANITIES, SOAKING TUB, WALK-IN SHOWER and private water closet. GENEROUSLY SIZED SECONDARY BEDROOMS, with two offering walk-in closets. Step outside to the screened lanai and enjoy peaceful water and conservation views from the FULLY FENCED BACKYARD with aluminum fencing, featuring dual side gates. Additional upgrades include **FRESH EXTERIOR PAINT, **NEW WATER HEATER** **NEW DISHWASHER** **NEWER WASHER AND DRYER** **GUTTERS WITH PREMIUM LEAF PROTECTION** **PRE-WIRING FOR A SECURITY SYSTEM. Residents of Hickory Hammock enjoy **RESORT-STYLE AMENITIES** including a Clubhouse, Resort Style Pool, Fitness Center, Tennis Courts, Sand Volleyball Courts, Fishing Pier, Playground, Walking Trails, Community Parks and Golf Cart Friendly Streets. Conveniently located near top-rated schools, shopping, dining, and major roadways. Only a short 10 minute drive to the Winter Garden Village or Downtown Winter Garden where you can enjoy a variety of restaurants, boutiques, Plant Street Market, coffee shops as well as the Farmer's Market on Saturday mornings. This is the Florida lifestyle Buyers have been waiting for. Schedule your private showing today.
Listing is courtesy of: CARIS REALTY AND INVESTMENTS INC (407-595-0009)
Listing Agent: Janelle Conway (407-595-0009)
15162 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787
$639,0004 Days on yellowkey MLS ID: O6413232
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2418 Built: 2015 Tax: $8,787 (2025)Community: Signature Lakes Ph 3B-4, 3B-5 &Spa: NoSingle Family
Taxes:$8,787
High School: Windermere High School
Remarks: Welcome home to the best of Florida living in the Winter Garden community of Independence, known for its resort style pools, clubhouses, fitness centers, playgrounds, walking paths, and outdoor spaces surrounding Lake Hancock and Lake Speer including boat ramp accessibility. Located in the heart of Horizon West, this lovely home is a walk or bike ride away from Hamlin town center with its restaurants, coffee shops, and shopping! This beautiful 4 bedroom, 3.5 bathroom home boasts several upgrades including appliances, air conditioning and flooring! From kindergarten to graduation this home is zoned for all highly rated schools including Independence Elementary, Bridgewater Middle and Windermere High. Inside this spacious two-story home features an open and inviting layout with a kitchen designed to be the heart of the home — complete with granite countertops, generous cabinet space, and plenty of room to entertain. The four spacious bedrooms provide flexibility for family, guests, a home office, fitness space, or whatever best fits your needs. As an added bonus, the second story provides a great view the nightly Magic Kingdom fireworks. Being just a short drive to Walt Disney World, Universal Studios, the enchanting Downtown Winter Garden, plus the up and coming Horizon West farmers markets, breweries and shopping, this location rivals the best that Central Florida has to offer. Welcome home - to Independence!
Listing is courtesy of: PROMAX PROPERTY SOLUTIONS (407-647-3377)
Listing Agent: David Murray (407-647-3377)
12253 S BRACCO ST, WINTER GARDEN, FL 34787
$499,00013 Days on yellowkey MLS ID: S5150840
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1788 Built: 2024Monthly Fee: $110 Tax: $6,803 (2025)Community: Highland Rdg Ph 2Single Family
Taxes:$6,803
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: BRAND NEW CONSTRUCTION – NEVER LIVED IN – MOVE-IN READY! This is a rare opportunity to own a truly brand-new home that has never been occupied since the day it closed. No previous residents, no wear and tear, no surprises. Just a fresh start in a home that feels exactly as the builder intended. Be the very first person to live here, create memories here, and even peel the protective plastic off the brand-new appliances! Located in the highly sought-after Highland Ridge community, this stunning energy-efficient home offers a spacious open-concept design perfect for today's lifestyle. The beautifully appointed kitchen features a large center island that flows seamlessly into the dining and living areas, creating the ideal space for entertaining and everyday living. Upstairs, a versatile loft provides endless possibilities: home office, media room, game room, fitness area, or additional family space. Built by Meritage Homes in 2024, this home showcases advanced energy-efficient construction designed to provide year-round comfort, healthier indoor air quality, and lower utility costs. Ideally located in the heart of Winter Garden, you'll enjoy convenient access to top-rated schools, shopping, dining, major employment centers, and world-famous Disney attractions just minutes away. Why wait months for new construction when you can move into a never-lived-in home today? Schedule your private tour and experience what "brand new" truly means!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Gil Semedo (617-860-9165)
617 MARSH REED DR, WINTER GARDEN, FL 34787
$750,00046 Days on yellowkey MLS ID: O6402724
REDUCED by $9,000 (1.2%) on 06/05/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2828 Built: 2016Monthly Fee: $128 Tax: $5,746 (2025)Community: Johns Lake PointeSingle Family
Taxes:$5,746
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: From the moment you arrive, this home feels like a place to slow down, settle in, and truly enjoy the best of Winter Garden living. Set within a quiet community, it offers a welcoming blend of comfort, natural light, and thoughtfully designed spaces that make everyday life feel just a little more special. Inside, the home is filled with bright, natural light that enhances its open and inviting feel. Careful attention to design creates a sense of warmth and refinement throughout, offering spaces that are both functional and comfortable for daily living or hosting guests. Step outside to a stunning covered pool area that becomes the heart of the home. Whether you are enjoying a quiet morning or gathering with friends, this private outdoor space offers the perfect setting to relax and unwind while taking full advantage of Florida living year-round. The surrounding community adds another layer of appeal, offering access to amenities such as a clubhouse, pool, and tennis courts that support both recreation and connection. The neighborhood setting encourages time outdoors while maintaining a peaceful and well-kept environment. Location is where this home truly shines. Just minutes from the vibrant Horizon West and Hamlin area, you will enjoy easy access to shopping, dining, and everyday conveniences. Nearby major roadways make commuting and travel simple, while local attractions and outdoor spaces provide endless opportunities to explore and enjoy your surroundings. This home offers a unique balance of comfort, convenience, and lifestyle, creating a space where both everyday moments and special occasions feel effortless. Schedule your private showing to experience it in person and see how it fits your next chapter.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Stacey Vazquez (407-874-5751)
12554 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$599,000263 Days on yellowkey MLS ID: O6346537
1 Days Off yellowkey (back on 6/13/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2743 Built: 2025Monthly Fee: $96 Tax: $1,862 (2024)Community: Osprey Ranch-Ph 1Single Family
Taxes:$1,862
Tax Year: 2024
Remarks: This tenant-occupied home, rented for $3,400/month until June 30, 2026, presents an excellent investment opportunity with immediate income. Located in the desirable Osprey Ranch community of Winter Garden, the property features 4 bedrooms, 3.5 bathrooms, and 2,743 heated square feet of living space. The functional floor plan includes a modern kitchen with all appliances and a laundry room with washer and dryer. Osprey Ranch, in the highly sought-after Horizon West area, offers a lifestyle of comfort and recreation. Community amenities include a resort-inspired pool and cabana currently under construction, plus a splash pad, playground, and dog park. Showings must be scheduled in advance with the listing agent.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Adriana Pl Franzoi (407-924-0872)
8016 ATLANTIC PUFFIN ST, WINTER GARDEN, FL 34787
$575,0009 Days on yellowkey MLS ID: O6414110
3 Days Off yellowkey (back on 6/13/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2488 Built: 2014Monthly Fee: $252 Tax: $5,763 (2025)Community: Summerlake Pd Ph 1BSingle Family
Taxes:$5,763
Elementary School: Summerlake Elementary
Remarks: Under contract-accepting backup offers. **SUMMERLAKE WINTER GARDEN MOVE-IN READY HOME** **4 BEDROOMS -- 3.5 BATHROOMS** **ONE BEDROOM + FULL BATHROOM ON FIRST FLOOR** **NATURAL GAS APPLIANCES** **ENGINEERED WOOD & TILE FLOORS THROUGHOUT LIVING AREAS** **LONG DRIVEWAY WITH EXTRA PARKING SPACE** **HOA WITH RESORT-STYLE AMENITIES -- EASY LIVING WITH LAWNCARE INCLUDED** Welcome to this stunning move-in ready home located in Winter Garden’s highly coveted Summerlake community. Starting with beautiful curb appeal and a large welcoming front porch, this home boasts a fantastic location…sitting just steps away from a large green space park & dog park. The inside of the home features a fantastic & FLEXIBLE open floor plan with FOUR bedrooms, three full bathrooms & one half bath…including one bedroom + full bathroom on the first floor. The second floor features the lovely primary suite and two large secondary bedrooms (15x10 and 13x11) and full bathroom...PLUS enjoy the spacious & open additional bonus room, loft, game room, media room or den. The expansive open kitchen is truly the centerpiece of the home. ENJOY lots of cabinetry and counterspace including a large center island, granite countertops, stainless steel appliances, NATURAL GAS range, large pantry. SPECIAL FEATURES & UPGRADES INCLUDE…engineered wood flooring throughout living areas, lots of storage throughout including EXTRA large under-stair storage room, Fiber internet, natural gas on patio for grill connect or summer kitchen build-out, additional paver patio area and long driveway space for plenty of parking…& MORE! Your HOA FEE of approximately $250 per month INCLUDES ALL LAWN CARE CUTTING, FERTILIZATION, EXTERIOR PEST CONTROL & TRIMMING OF HEDGES/TREES...in addition to the incredible pool, clubhouse, fitness center, parks, playground, tennis courts, fishing dock, zip line, dog parks & walking trails! The PERFECT location -- conveniently located to all of the exciting shopping, dining & entertainment of Winter Garden’s Horizon West -- minutes from Walt Disney World & other area attractions -- minutes from HWY 429 access with easy direct connection to anywhere in Central Florida & beyond -- zoned for top-notch schools including Summerlake Elementary, Hamlin Middle School & Horizon High School. WELCOME HOME!
Listing is courtesy of: TARA MOORE REAL ESTATE (407-738-5588)
Listing Agent: Tara Moore (407-765-3700)
2202 ROMANUM DR, WINTER GARDEN, FL 34787
$565,00059 Days on yellowkey MLS ID: O6398743
REDUCED by $14,900 (2.6%) on 06/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1889 Built: 2015Monthly Fee: $211 Tax: $3,839 (2025)Community: Alexander RidgeSingle Family
Taxes:$3,839
Remarks: Welcome to your next home in the heart of Winter Garden—where location, lifestyle, and upgrades come together seamlessly. This beautifully updated 3-bedroom, 2-bathroom home with an additional 135-square-foot flex space is perfectly positioned just 20 minutes from Disney, 15 minutes from Downtown Winter Garden, and only 10 minutes to Winter Garden Village, giving you easy access to everything Central Florida has to offer. Step inside to find brand-new luxury vinyl flooring, fresh exterior paint (2024), and a bright, open feel that makes the home both inviting and functional. The additional 135-square-foot living space under air conditioning, complete with elegant French doors, offers endless possibilities as a home office, playroom, fitness room, or second living area. Out back, enjoy your own private putting green—ideal for unwinding or entertaining guests. And with HOA-maintained landscaping, you can say goodbye to yard work and hello to low-maintenance living. Major updates bring peace of mind, including a new roof (2024), new AC unit (2025), and new gutters (2024). Additional features include a garage with epoxy flooring, a hybrid hot water heater, and a sleek GE Slate appliance package that adds a modern touch to the kitchen. This home checks all the boxes—location, upgrades, and lifestyle. Schedule your private showing today and experience it for yourself.
Listing Agent: Trevor Zwick (863-303-6114)
16330 BRISK BREEZE ALY, WINTER GARDEN, FL 34787
$540,000164 Days on yellowkey MLS ID: G5106012
REDUCED by $10,000 (1.8%) on 06/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2170 Built: 2018Monthly Fee: $245 Tax: $7,556 (2024)Community: Waterleigh Ph 2ASingle Family
Taxes:$7,556
Remarks: Welcome home to this beautifully maintained 3-bedroom, 2.5-bath residence with a bonus room/office, built in 2018 and thoughtfully designed for both comfort and functionality. From the moment you step inside, you’ll appreciate the open-concept layout and high ceilings that create a light, airy feel—perfect for hosting gatherings or enjoying quiet evenings at home. This move-in-ready home features brand-new carpet throughout the upstairs and all bedrooms, along with fresh interior paint (December 2025) and new exterior paint (May 2025), giving it a clean, modern feel throughout. Upstairs, all three bedrooms and two full bathrooms give you a private retreat, highlighted by a spacious primary suite with a walk-in closet featuring custom built-ins designed to keep everything organized and within reach. Enjoy Florida living year-round on the covered outdoor patio, ideal for morning coffee or winding down at the end of the day. A separate laundry room adds everyday convenience, while HOA-maintained landscaping allows you to spend more time enjoying your home and less time on upkeep. Located in a vibrant community offering parks, a resort-style pool, and clubhouse, this home combines lifestyle, comfort, and convenience in one exceptional package. Don’t miss your chance to make this inviting Winter Garden home your own.
Listing is courtesy of: NARROW ROAD REALTY (352-589-8100)
Listing Agent: Nicholas Barber (407-574-1651)
2241 WHITE FEATHER LOOP, WINTER GARDEN, FL 34787
$525,00014 Days on yellowkey MLS ID: O6411576
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2152 Built: 2018Monthly Fee: $105 Tax: $4,991 (2025)Community: Oakland Trls Ph 1Single Family
Taxes:$4,991
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Welcome to Oakland Trails, one of Oakland’s most desirable communities! This beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and location. Built in 2018, the home features a bright, open-concept floor plan with spacious living areas, a modern kitchen, and plenty of room for both everyday living and entertaining. Step outside and enjoy all the amenities that make Oakland Trails so special, including a resort-style community pool and playground. Outdoor enthusiasts will love being just minutes from the renowned West Orange Trail, offering miles of scenic paths for walking, running, and biking through some of Central Florida’s most beautiful landscapes. Conveniently located near historic downtown Winter Garden, shopping, dining, and major roadways, this home combines small-town charm with everyday convenience. Whether you're relaxing at the pool, exploring the nearby trail system, or enjoying all that the area has to offer, this property delivers the Florida lifestyle you've been looking for.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Brynn Allen (407-617-8963)
13019 SERENE GLADE RD, WINTER GARDEN, FL 34787
$569,9902 Days on yellowkey MLS ID: G5113698
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2078 Built: 2026Monthly Fee: $121Community: Serenade At OvationSingle Family
Taxes:$0
Remarks: Virtually Staged. Under Construction. Sample Images Discover the Copper, an open bungalow floor plan that will enhance your living experience with its spacious layout, including 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The moment you walk through the front door, the openness of the home welcomes you, leading directly to a show-stopping gourmet kitchen with a long island ideal for entertaining friends and other guests. Upstairs, the primary suite offers a perfect end-of-day retreat with a large walk-in closet and a generously sized bedroom. Introducing Serenade at Ovation, within the fast-growing Horizon West community, offers a prime location near top Winter Garden schools, Walt Disney World, Hwy 192, SR 429, Flamingo Crossings, and Hamlin. The diverse housing options include townhomes, new bungalows, and award-winning single-family homes, providing affordable living in this burgeoning area. Abundant green spaces, pocket parks, and the central Area Community Park with its engineered wood fiber playground, shaded pavilion, and dog parks, make this community an ideal, family-friendly choice at the heart of Horizon West.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
5754 SURPRISE LILY DR, WINTER GARDEN, FL 34787
$515,0002 Days on yellowkey MLS ID: S5151845
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2128 Built: 2021Monthly Fee: $91 Tax: $8,266 (2025)Community: Hamilton Gardens Ph 2A 2BSingle Family
Taxes:$8,266
Elementary School: Hamlin Elementary
Remarks: Location, Location, Location! Welcome to this beautiful 4-bedroom home located in the highly desirable Hamilton Gardens community in Winter Garden. Just minutes from Hamlin Town Center, you’ll enjoy convenient access to shopping, restaurants, coffee shops, movie theaters, fitness centers, Publix, and everyday essentials. This spacious home features 4 bedrooms, with all bedrooms conveniently located upstairs, creating a functional layout that offers privacy and separation from the main living areas. Downstairs, you’ll find a versatile flex space that can be used as a home office, study area, playroom, or additional sitting room. The open-concept kitchen features a gas stove, perfect for those who enjoy cooking and entertaining. The kitchen flows seamlessly into the living and dining areas, creating an inviting space for family gatherings and everyday living. Residents of Hamilton Gardens enjoy access to the community swimming pool and beautifully maintained neighborhood amenities. The home is also conveniently located near SR-429, providing quick access to Disney, Downtown Winter Garden, Downtown Orlando, and other major destinations throughout Central Florida. Families will appreciate the excellent school district, including highly rated elementary and middle schools, making this one of the most desirable areas in Winter Garden.
Listing is courtesy of: NUMBER 1 BROKER, LLC (407-566-3400)
Listing Agent: Eric Jia (407-401-1431)
6475 BREEZE FILLED LN, WINTER GARDEN, FL 34787
$585,0002 Days on yellowkey MLS ID: O6416512
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2231 Built: 2025Monthly Fee: $147 Tax: $2,107 (2025)Community: Silverleaf Oaks At Hamlin Phase 3ASingle Family
Taxes:$2,107
Remarks: Exceptional Deal Priced Below Builder’s Current Offerings! Like-New & Move-In Ready! Seller is Motivated! This stunning 5-bedroom, 3-bath Caden model by Pulte Homes has been lightly lived in and shows like new! Occupied for only a few months by its original owners, the home offers a bright, open layout with a spacious gathering room and a modern kitchen featuring quartz countertops and premium finishes. Upstairs, you’ll find the primary suite with a walk-in closet, along with three additional bedrooms and a versatile loft, perfect for a home office or entertainment space. Additional upgrades include: luxury vinyl flooring throughout, epoxy-coated garage floor, quartz countertops in the kitchen and all bathrooms. Located in the sought-after Silverleaf Reserve community, residents enjoy resort-style amenities such as a pool, pickleball court, and playground, plus easy access to A+ rated schools, shopping, dining, and major highways. Energy-efficient, fully furnished, and ready to move in, this home truly has it all!
Listing is courtesy of: ONLI REALTY GROUP LLC (352-278-8544)
Listing Agent: Vinny Machado Da Silva (352-278-8544)
13031 SERENE GLADE RD, WINTER GARDEN, FL 34787
$569,9902 Days on yellowkey MLS ID: G5113670
7531 SPRING VALLEY ST, WINTER GARDEN, FL 34787
$551,2754 Days on yellowkey MLS ID: G5113580
2 Days Off yellowkey (back on 6/12/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Remarks: Virtually Staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 15' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.
1155 PRADO LN, WINTER GARDEN, FL 34787
$2,575,0002 Days on yellowkey MLS ID: O6415007
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4210 Built: 2027Monthly Fee: $150 Tax: $399 (2025)Community: Grove/OaklandSpa: YesSingle Family
Taxes:$399
Remarks: Pre-Construction. To be built. Welcome home to The Wildflower, an exquisitely crafted new construction estate nestled within the exclusive community of The Grove in charming Oakland, Florida. Masterfully built by the renowned Justice & Wood Builders — whose principals each bring over 25 years of custom homebuilding experience — this stunning residence delivers the perfect blend of timeless craftsmanship, thoughtful design, and elevated luxury living. Spanning 4,210 square feet of livable space (5,914 total sq ft) across a thoughtfully designed floor plan, The Wildflower offers 5 bedrooms, 5 full baths, and 2 half baths, providing ample room for families who prioritize space and style. From the moment you arrive, every detail speaks to the quality and care poured into this home. Inside, a versatile loft and flex room provides endless possibilities — a home office, media room, playroom, or private retreat. The open, flowing layout is designed for both everyday living and effortless entertaining. Step outside to your own private resort. A custom pool and spa take center stage in the backyard oasis, a covered rear lanai with roll down screens, a fireplace complemented by a summer kitchen and cabana — perfect for hosting under the Florida sun. Enjoy evenings at home with a built in fire pit and beautiful landscape lighting. A 3-car garage rounds out the thoughtful features that make this home as functional as it is beautiful. Located just minutes from downtown Winter Garden's vibrant dining and shopping scene, top-rated schools, and easy access to the Florida Turnpike, The Grove offers the rare combination of peaceful small-town living with big-city convenience. Estimated completion Spring 2027. Secure your lot today and experience the Justice & Wood difference — where every home is built with excellence, without cutting corners.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Alexis Anderson (561-670-5901)
15280 MARITIME PINE DR, WINTER GARDEN, FL 34787
$988,539269 Days on yellowkey MLS ID: G5102291
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3550 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: Virtually Staged. Pre-Construction. To be built. The Ellington is a spacious two-story home offers 3,550 square feet of elegant living, featuring 5 bedrooms and 3.5 bathrooms, along with a generous 3-car garage. The primary suite is conveniently located on the first floor, alongside the laundry for easy access. Upstairs, you’ll find four additional bedrooms and a massive game room—perfect for family fun! Relax and unwind outside under the covered lanai. Enjoy ample space with an additional flex room, café, and walk-in closets throughout the home.
3351 HANGING TIDE ST, WINTER GARDEN, FL 34787
$635,00031 Days on yellowkey MLS ID: O6407746
0 Days Off yellowkey (back on 6/12/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2741 Built: 2021Monthly Fee: $152 Tax: $7,521 (2025)Community: Lakeview Preserve Ph 2Single Family
Taxes:$7,521
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this move in ready home newly built in 2021 in the gated Lakeview Preserve community. This single story home is offering 4 bedrooms, 3.5 bathrooms, with split bedroom layout and a spacious open floor plan. Step inside to find a bright and airy living space that seamlessly connects the kitchen, dining, and living areas. The gourmet kitchen is the centerpiece of the home, featuring sleek quartz countertops, a large center island ideal for gatherings, and ample cabinetry for storage. Whether you're hosting guests or enjoying a quiet night in, this layout delivers both comfort and functionality. The split bedroom design provides added privacy, with a generously sized primary suite offering a peaceful retreat. Additional bedrooms are well appointed and versatile, perfect for guests, a home office, or growing families. This gated community features resort style amenities including a clubhouse, zero entry pool, splash pad, playground, fitness center, and a private dock with kayak launch on John’s Lake, offering the ideal setting to experience the best of Florida living. Located just minutes from the charm of Downtown Winter Garden, you’ll enjoy access to boutique shopping, local dining, farmers markets, and the popular West Orange Trail for biking and outdoor recreation. Food lovers will appreciate nearby favorites like The Hangry Bison, Chef's Table at the Edgewater, and Crooked Can Brewing offering everything from casual bites to upscale dining. Convenient access to Florida State Road 429 and Florida State Road 408 makes commuting to Orlando and nearby attractions a breeze. Don't miss out on this opportunity and schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Devon Sobers (407-341-4720)
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