Location: Winter Garden
Do Not Show Listings
6225 FLOWERING CHERRY BEND DR, WINTER GARDEN, FL 34787
$846,09511 Days on yellowkey MLS ID: G5113896
0 Days Off yellowkey (back on 6/16/2026)
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3412 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Hamlin Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Virtually Staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria w/ Bonus, an award-winning open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, ample counter space, and an open layout that connects directly to the living areas, perfect for everyday living and entertaining. The owner’s suite and additional main-floor bedrooms are thoughtfully placed to maximize privacy and comfort. Upstairs, a spacious loft offers versatile space for a media room, play area, or home office, along with two additional bedrooms, each with its own private bathroom, ideal for family or guests. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
15367 GILLIGAN CT, WINTER GARDEN, FL 34787
$590,00012 Days on yellowkey MLS ID: O6417175
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2156 Built: 2020Monthly Fee: $300 Tax: $7,397 (2025)Community: Winding Bay Ph 1BSingle Family
Taxes:$7,397
Elementary School: Water Spring Elementary
Middle School: Bridgewater Middle
Remarks: Welcome to your dream home! Built in 2020, this stunning two-story single-family residence perfectly blends modern design, comfort, and functionality. Featuring 4 spacious bedrooms, 2 full bathrooms, and 1 half bath, this home offers the ideal layout for both everyday living and entertaining. Step inside to discover an open-concept floor plan filled with natural light, contemporary finishes, and thoughtfully designed living spaces that create a warm and inviting atmosphere. The modern kitchen seamlessly connects to the main living and dining areas, making it perfect for gatherings with family and friends. The generously sized bedrooms provide comfort and privacy, while the primary suite offers a relaxing retreat after a long day. Conveniently located in a desirable area, this property combines accessibility, comfort, and modern living. Whether you're looking for your primary residence or a smart investment opportunity, this home is ready to exceed your expectations. Property have tenants living month by month.
Listing is courtesy of: PAK HOME REALTY (909-351-5105)
Listing Agent: Ivanna Mendoza Heredia (417-335-1572)
1105 LINCOLN TER, WINTER GARDEN, FL 34787
$255,00011 Days on yellowkey MLS ID: O6416937
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 814 Built: 1961 Tax: $1,586 (2025)Community: Bay St ParkSingle Family
Taxes:$1,586
Elementary School: Dillard Street Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: This beautifully updated 3 bedroom, 1 bathroom home offers modern comfort at an unbeatable value. With 814 sq ft of living space, it features a brand-new roof, newer A/C, fresh interior and exterior paint, a fully remodeled kitchen with a new fridge, and brand new remodeled bathrooms—giving you peace of mind and a move-in ready lifestyle. Located in the heart of Winter Garden, this home is close to shops, dining, and entertainment, all while being tucked into a welcoming neighborhood. Whether you’re a first-time buyer, downsizing, or looking for an investment property, this gem checks all the boxes. Don’t miss this rare opportunity to own a beautifully renovated home in one of Central Florida’s most sought-after communities—for less than $300K! **All measurements must be verified by the buyer.**
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Christopher Sukhram (407-558-8460)
8750 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$1,895,00011 Days on yellowkey MLS ID: O6416046
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4641 Built: 2017Monthly Fee: $380 Tax: $16,679 (2025)Community: Waterleigh Ph 1Single Family
Taxes:$16,679
Elementary School: Panther Lake Elementary
Middle School: Water Spring Middle
Remarks: Virtually Staged. SPECTACULAR LAKEFRONT HOME with 99 Feet of Shoreline! Start Enjoying LIFE ON THE LAKE in this Special Home built with the HIGHEST LEVEL OF UPGRADES! Enter this 4,641 sq ft Home with 5 Bedroom Suites and 6 Full Baths through a PRIVATE COURTYARD. Double Doors with Leaded Glass Welcome you to a life of LUXURY! First Floor has Soaring 12 Foot Ceilings, Tray Ceilings, 7 ¼” Baseboards and four Ten Foot Tall Sliders that open to the nearly HALF ACRE Premium Lot with Wide Open Lake Views! Build a DOCK and enjoy Boating, Fishing, Kayaking or try the WATER SKI COURSE on 420 Acre Lake Hickorynut just minutes from DISNEY! Outstanding Features include: Premium Lot that is over 200 Feet Deep, a true GOURMET Kitchen with all WOLF Appliances: Sub-Zero 36” SS Refrigerator, Sub-Zero 36” SS Freezer, Wolf E Series Wall Oven, Convection Steam Oven, Warming Drawer and Wolf Induction Cooktop. The DOUBLE Stacked Raised Panel Cabinetry features a HIDDEN Pantry with CUSTOM Shelving! The Great Room has a Custom Built-In and a Butler Pantry was added near the Dining Room. Oversized Covered Patio is enhanced with Electronic RETRACTABLE Screens, and the Pool Bath is just steps away. Impressive FIRST FLOOR PRIMARY SUITE with Hickory Flooring opens to Spa Bath with DOUBLE Vanities, FREESTANDING TUB, Spacious Shower and Large WALK-IN CUSTOM Closet PLUS a LAUNDRY ROOM with Sink and a STORAGE Closet! Private Suite 2 has Lake Views, Custom Built-In Shelving, Large Bath and Custom Closet. Private Suite 5 overlooks the Courtyard. The CUSTOM Staircase with Oak treads leads upstairs to 2 more Bedroom Suites with 10’ ceilings and Custom Closets, a LARGE Bonus Space wired for SURROUND SOUND is an Ideal THEATER ROOM and a large Covered Balcony with Electronic Screens that is a perfect spot for Relaxing while Enjoying the Sunset over the Lake! Upstairs Laundry Room with original plumbing has been converted to Mini Kitchen – great opportunity for a Mother-In-Law Suite! Outstanding Upgrades Include Engineered Hickory Flooring in entire 2nd Floor and Bedrooms, WATER FILTRATION system, Gutters, Drop Zone with Cabinetry, SOLID CORE Doors throughout home and UV Light in AC Units. Property is very ENERGY EFFICIENT with Double Pane Lo E Windows, Radiant Barrier and Extra Insulation in the Concrete Block. Waterleigh is a Lifestyle Community with 4 Community Pools, 3 Clubhouses with Fitness Centers, Tennis, Pickleball, Mini Golf, Parks, Playgrounds, Community Fishing Dock and MORE! HOA Does all Yard Maintenance. Schools Include Panther Lake Elementary, Water Spring Middle and NEW Horizon High School. Close to Shopping, Dining, NEW Publix, DISNEY and convenient to 429, 1-4 and 417!
Listing Agent: Joann Best (407-963-2981)
13031 SERENE GLADE RD, WINTER GARDEN, FL 34787
$569,99015 Days on yellowkey MLS ID: G5113670
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2078 Built: 2026Monthly Fee: $121Community: Serenade At OvationSingle Family
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.
7531 SPRING VALLEY ST, WINTER GARDEN, FL 34787
$551,27517 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.
8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787
$830,000282 Days on yellowkey MLS ID: O6345400
REDUCED by $10,000 (1.2%) on 06/16/2026
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3708 Built: 2013Monthly Fee: $246 Tax: $7,515 (2024)Community: Summerlake Pd Ph 1ASingle Family
Taxes:$7,515
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Virtually Staged. Buyers Financing Failed... Now available, this Premium 6-bedroom, 4-bath executive home sits on one of the largest lots in the community at .29 acres and features a heated saltwater pool with screened enclosure, cascading waterfall feature, travertine deck, and outdoor speakers for the ultimate Florida lifestyle. From the curb, you’ll be impressed by the oversized paver driveway, side-loading garage, and charming front rocker porch. Inside, the home welcomes you with formal living and dining areas, leading into the spacious family room, dinette, and a chef-inspired kitchen with natural gas cooking, stainless steel appliances, abundant counter space, and plentiful storage. The downstairs also includes a guest bedroom, private laundry room, and a flexible nook ideal for a reading area or office. Upstairs, you’ll find the remaining bedrooms, a versatile loft space, and an expansive primary suite featuring a spa-like bath with a soaking tub, walk-in shower, dual vanities, and a makeup prep station. Recent updates include a freshly painted exterior, updated water heater, and a 2025 HVAC system. The shining star of this home is the private backyard retreat with its heated saltwater pool and expansive lot, perfect for entertaining or relaxing in style. The Summerlake community adds to the appeal, offering residents a fitness center, playground, dog park, tennis courts, and community pool, all with the convenience of Harmony just minutes down the road. Truly a must-see to appreciate!
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Juan Castro (407-808-5353)
13878 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787
$569,90024 Days on yellowkey MLS ID: O6413152
0 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2115 Built: 2017Monthly Fee: $190 Tax: $5,643 (2025)Community: Orchard Pk/Stillwater Xing PhSingle Family
Taxes:$5,643
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Remarks: Welcome Home to this beautifully maintained 4-bedroom, 3-bathroom property located in the highly sought-after Orchard Park community in Winter Garden. Offering over 2,100 square feet of thoughtfully designed living space, this spacious single-story residence features an open-concept floor plan that seamlessly connects the kitchen, dining, and living areas, creating the perfect setting for both everyday living and entertaining. Recent updates completed in May 2026 include a freshly repainted interior, brand new sod, AC system serviced and cleaned, and new carpet in the primary bedroom, providing peace of mind and a truly move-in ready experience. The well-appointed gourmet kitchen showcases granite countertops, a built-in oven and cooktop, abundant cabinetry, a spacious pantry, and overlooks the main living areas enhanced by luxury vinyl flooring throughout. Plantation shutters are on the windows along the rear of the home, adding both style and functionality while enhancing the home's natural light and views of the backyard. The private primary suite serves as a relaxing retreat with a walk-in closet and en-suite bathroom, while three additional bedrooms and two full bathrooms offer flexibility for family, guests, or a home office. Additional interior highlights include abundant natural light, a spacious laundry room, and ample storage throughout. Step outside to your own backyard oasis where an expansive covered lanai overlooks a fully fenced yard featuring an extended paver patio, custom fire pit, and outdoor grill, creating the ideal setting for entertaining, outdoor dining, or simply enjoying Florida evenings at home. Ideally situated just minutes from Hamlin Town Center, shopping, dining, entertainment, top-rated schools, and convenient access to SR-429, this home offers the perfect balance of location and lifestyle. Residents enjoy access to community amenities including a resort-style pool, playground, dog park, and scenic sidewalks throughout the neighborhood. HOA fees includes your Lawncare! Combining comfortable indoor living, impressive outdoor entertaining space, recent updates, and an unbeatable Winter Garden location, this exceptional home is ready to welcome its next owners. Schedule your showing today!
Listing is courtesy of: HOGAN REALTY GROUP INC (321-474-2004)
Listing Agent: Kaitlin Sidders (407-797-2985)
15139 CANOPY COVER DR, WINTER GARDEN, FL 34787
$699,00012 Days on yellowkey MLS ID: O6415871
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2000 Built: 2023Monthly Fee: $642 Tax: $5,682 (2025)Community: Del Webb OasisSingle Family
Taxes:$5,682
Remarks: Welcome to this ELEGANTLY UPGRADED and nearly new 2-bedroom, 2-bath residence in the highly sought-after Del Webb Oasis of Winter Garden, a GUARD-GATED 55+ community where resort-style living meets everyday sophistication. Perfectly situated on one of ONLY TWO PREMIUM HOMESITES of its kind within the community, this exceptional property enjoys a truly rare distinction: an EXCLUSIVE SIDE EASEMENT that creates exceptional privacy, expanded green space, and a level of openness rarely found in community living, with no immediate neighbor on one side and convenient proximity to the clubhouse area. From the moment you arrive, the home impresses with its REFINED CURB APPEAL, lush landscaping, and a spacious 2-car garage enhanced with CUSTOM STORAGE SOLUTIONS. Inside, a bright OPEN-CONCEPT LAYOUT welcomes you with abundant natural light and meticulous attention to detail throughout every space. The Kitchen is a TRUE SHOWPIECE, equipped with premium stainless steel appliances, a GAS COOKTOP, BUILT-IN OVEN, a CUSTOM BUILT-IN PANTRY WITH PULL-OUT DRAWERS, generous cabinetry, and stone countertops, all seamlessly flowing into the living and dining areas. The Living Room has been elevated with an INTEGRATED SURROUND SOUND SYSTEM, creating the perfect setting for daily enjoyment and entertaining. The Primary Suite is a private retreat featuring a CUSTOM-DESIGNED WALK-IN CLOSET SYSTEM and a well-appointed en-suite bath with dual vanities, generous storage, and a walk-in shower. An additional SECONDARY BEDROOM provides comfortable accommodations for family or guests, while the DEDICATED DEN, enhanced with UPGRADED HIGH BASEBOARDS and RECESSED LIGHTING, offers the flexibility of a home office, hobby room, or formal sitting area. CUSTOM CLOSET SYSTEMS throughout ensure every space is as functional as it is beautiful. Step outside to where this property truly STANDS APART. The expansive SCREENED-IN LANAI opens to an EXTENDED OUTDOOR DECK and a fully appointed BUILT-IN OUTDOOR KITCHEN (BBQ Area), all framed by CUSTOM OUTDOOR LIGHTING, creating an exceptional outdoor retreat designed for year-round Florida living. Additional highlights include a WHOLE-HOME WATER FILTRATION AND SOFTENER SYSTEM, FRESH INTERIOR PAINT throughout, and additional RECESSED LIGHTING both inside and outside that elevates the home's ambiance day and night. Residents of Del Webb Oasis enjoy RESORT-STYLE AMENITIES, including a 12,000 SF clubhouse with coffee bar, lounge, and wine lockers, a sparkling pool, state-of-the-art fitness center, tennis courts, and a vibrant social calendar, along with included cable and internet, fostering the active and connected lifestyle that Del Webb is famous for. IDEALLY LOCATED in Winter Garden, you are just minutes from the charm of HISTORIC DOWNTOWN WINTER GARDEN, known for boutique shops, dining, and a weekly farmers market. Enjoy outdoor recreation along the WEST ORANGE TRAIL, or take a short drive to WORLD-CLASS ATTRACTIONS including Walt Disney World Resort and Universal Studios. Convenient access to FL-429 and major roadways makes it easy to enjoy the very best of Central Florida. This exceptional residence offers a RARE OPPORTUNITY to enjoy elevated, low-maintenance living on one of the community's most coveted homesites, where every upgrade has been thoughtfully chosen and every detail meticulously executed. Homes of this caliber and setting are a TRUE RARITY in Del Webb Oasis. Now is the time, don't miss your chance to call this home.
Listing is courtesy of: INTERNATIONAL TEAM INC (321-388-1372)
Listing Agent: Jo Costa (321-388-1372)
8016 ATLANTIC PUFFIN ST, WINTER GARDEN, FL 34787
$575,00022 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)
8031 NAVEL ORANGE LN, WINTER GARDEN, FL 34787
$625,00073 Days on yellowkey MLS ID: O6399594
REDUCED by $29,000 (4.4%) on 06/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2298 Built: 2015Monthly Fee: $82 Tax: $8,090 (2025)Community: Summerlake GrvsSingle Family
Taxes:$8,090
Remarks: Welcome to this exquisitely appointed residence, gracefully positioned on a private corner lot with no neighboring home on one side, offering a rare sense of seclusion and tranquility. The outdoor living space is thoughtfully designed, featuring an inviting patio ideal for refined entertaining or quiet relaxation. A freshly painted exterior (2024) enhances the home’s sophisticated curb appeal. Inside, the bespoke kitchen is a true centerpiece, showcasing custom finishes, under-cabinet lighting, a sleek glass tile backsplash, and a suite of recently upgraded appliances including a new dryer, dishwasher, disposal, and range. The formal living room is bathed in natural light from expansive windows and offers exceptional versatility, perfect as an elegant home office or curated hobby space. This residence effortlessly blends timeless style with modern convenience. Residents of Summerlake enjoy access to an array of resort-caliber amenities, including a clubhouse, pool, tennis courts, playground, parks, and scenic walking trails. Ideally situated near top-rated schools, upscale shopping, fine dining, major thoroughfares, and Orlando’s premier attractions, this exceptional home presents a rare opportunity to experience elevated living at its finest.
Listing is courtesy of: BUYER REBATES REALTY (407-629-2300)
Listing Agent: Sean Popat (407-399-1669)
5973 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$700,00027 Days on yellowkey MLS ID: O6412179
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3532 Built: 2017Monthly Fee: $195 Tax: $9,630 (2025)Community: IndependneceSingle Family
Taxes:$9,630
Elementary School: Independence Elementary
Remarks: Welcome to 5973 Cypress Hill Road, an exceptional 5-bedroom, 3.5-bathroom home offering nearly 3,500 square feet of thoughtfully designed living space in the highly sought-after Independence community of Winter Garden. Located in the heart of Horizon West, one of Central Florida's fastest-growing and most desirable areas, this move-in-ready home combines spacious living, resort-style amenities, top-rated schools, and unbeatable convenience. Step inside and discover a versatile floor plan designed for today's lif estyle. Multiple living spaces, including a formal living room, family room, and great room, provide the flexibility needed for entertaining, working from home, multigenerational living, or simply enjoying time with family. The spacious first-floor primary suite offers a private retreat away from the secondary bedrooms, while each of the five bedrooms features its own walk-in closet, abundant natural light, and comfortable carpeting. With room for everyone and everything, this home delivers the space buyers are searching for. At the heart of the home, the kitchen features stainless steel appliances, ample cabinetry, tile flooring, and generous workspace for meal preparation and entertaining. The washer, dryer, and all kitchen appliances convey with the sale, making your transition seamless. Step outside to the screened lanai and enjoy Florida living year-round. Whether you're enjoying your morning coffee, hosting weekend barbecues, or unwinding after a long day, this outdoor living space provides the perfect setting. Additional highlights include a newer HVAC system, a two-car garage, ceramic tile flooring in the main living areas, and abundant storage throughout the home. Residents of Independence enjoy access to an impressive collection of community amenities, including resort-style swimming pools, a fitness center, parks, playgrounds, walking trails, sports courts, and year-round community events. The location places you just minutes from Hamlin Town Center, downtown Winter Garden, shopping, dining, entertainment, major highways, and world-renowned attractions including Walt Disney World. Families will appreciate the home's location within the highly regarded school zones for Independence Elementary, Bridgewater Middle School, and Windermere High School. If you've been searching for a spacious Winter Garden home for sale with a downstairs primary suite, walk-in closets in every bedroom, resort-style community amenities, and convenient access to everything Central Florida has to offer, 5973 Cypress Hill Road deserves a spot at the top of your list. Schedule your private showing today and experience the Independence lifestyle for yourself. All information provided is deemed reliable but not guaranteed. All buyers should verify all information provided
Listing is courtesy of: NEARBY REALTY (407-349-7533)
Listing Agent: Michael Ellingson (970-978-8101)
8289 TOPSAIL PL, WINTER GARDEN, FL 34787
$890,00024 Days on yellowkey MLS ID: S5151179
REDUCED by $30,000 (3.3%) on 06/16/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2755 Built: 2020Monthly Fee: $350 Tax: $11,564 (2024)Community: Lakeshore Preserve Ph 5Spa: NoSingle Family
Taxes:$11,564
Remarks: Stunning home 4 bedrooms all suites, located in the Lakeshore community. This beautiful residence offers a perfect blend of modern elegance and comfort. House just has been used from Original owner twice a year since built as a second home, looks brand new! Fully upgraded Kitchen with High end Jen Air appliances, Quartz Waterfall Island countertop, upgraded cabinets and quartz countertops thru out the house.. Extensive custom Carpentry work thru out the house. Deep Lot with plenty of space for a large pool with pre wired and pre plumbing for a future summer kitchen. Residents enjoy resort-style amenities, including clubhouse, fitness center, resort-style pool and proximity to top-rated schools, shopping, and major highways.
Listing is courtesy of: MIAMI BRAZIL INVESTMENTS, LLC (561-479-9047)
Listing Agent: Ricardo Oliveira (561-479-9047)
113 W DIVISION ST, WINTER GARDEN, FL 34787
$525,99060 Days on yellowkey MLS ID: S5148787
REDUCED by $13,910 (2.6%) on 06/16/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1487 Built: 1951 Tax: $4,920 (2025)Community: Winter Garden Shores RepSingle Family
Taxes:$4,920
Remarks: Welcome a beautifully remodeled Winter Garden home that seamlessly blends classic charm with modern upgrades! step inside to discover an open-concept kitchen, top appliances, quartz countertops, sleek modern bathrooms, new windows, and durable waterproof laminate floors, excellent screen porch. Perfect for everyday living and entertaining alike. New windows flood the interior with natural light, while luxury flooring flows throughout for effortless style and maintenance. This inviting 4-bed, 2-bath residence offers 1,487 sq ft of thoughtfully reimagined living space on a generous 0.17-acre lot in the desirable Winter Garden Shores neighborhood. Relax in sleek, modern bathrooms and enjoy the lush Florida weather from your excellent screened porch, ideal for morning coffee or evening gatherings. The home also includes an attached garage and has been upgraded with central air and updated finishes throughout. Located just moments from top schools, City Hall, dining, parks, and major commute routes, this home offers convenience without compromising. Whether you’re a growing family, first-time buyer, or relocating to the area, this Winter Garden gem is not to be missed! Owner offering 5k to closing cost..
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Marcelo Garrido (321-502-4448)
503 FIRST CAPE CORAL DR, WINTER GARDEN, FL 34787
$556,000102 Days on yellowkey MLS ID: O6381166
1 Days Off yellowkey (back on 6/16/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2365 Built: 2006Monthly Fee: $123 Tax: $3,974 (2024)Community: Black Lake Park Ph 01Single Family
Taxes:$3,974
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT!! Set within a gated community, Black Lake Park, just moments from Winter Garden Village - This beautifully maintained corner-lot residence offers a rare blend of everyday convenience and true lake-life access. A standout feature of the community is the PRIVATE BOAT RAMP and dedicated boat parking, providing direct entry to Black Lake — an exceptional amenity seldom found so close to town. The home itself has been thoughtfully cared for and updated, featuring a 2022 roof, fully fenced backyard, and an open, airy floor plan designed for both comfort and entertaining. High ceilings enhance the sense of space, while the primary suite serves as a private retreat with two walk-in closets and generous proportions throughout. Ideally located near top local restaurants, shopping, and entertainment, this home is just a five-minute drive to historic Plant Street in downtown Winter Garden and offers easy access to major highways for a seamless commute. Whether enjoying waterfront weekends, dining out nearby, or relaxing at home, this property delivers a lifestyle that is as convenient as it is distinctive.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Heather Spirazza (407-757-6022)
12541 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787
$819,99025 Days on yellowkey MLS ID: O6412476
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2636 Built: 2026Monthly Fee: $96 Tax: $10,790 (2026)Community: Osprey RanchSingle Family
Taxes:$10,790
Tax Year: 2026
Remarks: Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
13856 GLYNSHEL DR, WINTER GARDEN, FL 34787
$850,00012 Days on yellowkey MLS ID: O6416757
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3538 Built: 2003Monthly Fee: $167 Tax: $11,261 (2025)Community: GlynwoodSpa: YesSingle Family
Taxes:$11,261
Remarks: Located in the highly desirable gated community of Glynwood in Winter Garden, this spacious 5-bedroom, 4-bath pool home offers over 3,500 square feet of living space on a private cul-de-sac lot. The versatile floor plan features a first-floor owner's suite, dedicated office/den, formal and casual living areas, and an upstairs bonus/media room with an additional bedroom and bath—ideal for guests, multi-generational living, or a home theater. The screened pool and spa create a private backyard retreat, while the 3-car garage (AC by Modern Wall Unit and Upgraded Garage Floor Coating) provides ample storage and parking. Residents enjoy access to community amenities including a pool, tennis courts, playground, and gated entry. Conveniently located near Winter Garden Village, historic downtown Winter Garden, major highways, shopping, dining, and area attractions.
Listing is courtesy of: CHOICEPOINTE REALTY, INC. (888-246-5758)
Listing Agent: Mary Dees (407-468-8285)
13843 LANYARD WAY, WINTER GARDEN, FL 34787
$619,00027 Days on yellowkey MLS ID: O6412130
REDUCED by $29,000 (4.5%) on 06/16/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2568 Built: 2022Monthly Fee: $225 Tax: $9,717 (2025)Community: Encore/Ovation Ph 3Single Family
Taxes:$9,717
Remarks: Beautiful home come with 4 bedrooms, 3½ baths, and a detached alley-loaded 2-car garage. Enjoy the wide-open space of this Horizon West new home, where the family room and kitchen flow harmoniously. The sizable family room offers plenty of natural light with lots of windows. The kitchen features a large island with overhang for seating, the perfect spot for prepping dinner and for meals on the go. The large walk-in pantry has plenty of space to help keep you stocked up. stainless steel appliance package that includes a natural gas slide-in range. The dining room, with a large window allowing natural light to stream in, offers convenient access to the kitchen. A powder bath, along with a linen closet, complete the downstairs, while a single French door leads you to the covered lanai and access to the detached garage. Upstairs, the 2 secondary bedrooms, the destination laundry room with a deep tub, a hall bath with a second sink, open are at the second floor. tow Walkin closet located privately in the front of the home is the owner’s suite, with a tray ceiling. The owner’s bath showcases separate vanities, a large shower. Disney Animal Kingdom is 7-minutes away 5 minutes to shopping area.
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Jiu Wei (407-729-8007)
14902 ARRENA RD, WINTER GARDEN, FL 34787
$638,000617 Days on yellowkey MLS ID: O6248982
REDUCED by $10,000 (1.5%) on 06/16/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3392 Built: 2001 Tax: $7,754 (2023)Community: Arrowhead LakesSpa: NoSingle Family
Taxes:$7,754
Tax Year: 2023
Remarks: WATERFRONT--2 ACRES--NO HOA 7 Miles west of Disneys' main entrance...Winter Garden address with "A rated" schools listed on tax records. Close to many restaurants, shopping and other amenities. This is considered the 4 Corner Area because across Hwy 192 is Kissimmee, Hwy 27 is just a couple blocks west and if you go North it is Clermont and going south on Hwy 27 is Davenport. Piece of Paradise..Spacious..Upgraded...MOVE IN READY.. Expansive 2 car garage..workshop...storage...oversized.. Also approx 19X11 shed with an upper loft area ..The property is partially fenced. --..French doors open to a deck overlooks Lake Chapin in the rear of the property with fruit trees, banana trees, ..No damage from hurricane Milton. You will absolutely need to see to appreciate this home...even driving by, it is deceivingly large from just outside appearance.(almost 3400 Living sq ft). Beautifully maintained and Quality throughout.--Double Paned, tilt-out Windows with Marble sills--Well Maintained Bamboo Flooring (quality thicker boards ).Loads of Storage throughout and lighted closets...extra insulation in attic..Ceiling fans with wall controls and remotes..-French doors..-the list continues... A Central Kitchen that will delight the Chef --It has been thought out from past years of wants and needs and implemented. A WALL of Cabinetry..Corner Lazy susans upper and lower , pull out drawers ..under counter lights ..Convection oven and island cooktop with grill. Bar area opening into the Living room/ Dining room.. Split bedrooms plan and Master Suite has an extra room adjoining,which could be a exercise room, office, sitting room just to name a few. Large (approx 16x15) Suite has 3 solid core barn doors to close off the double walk in closet ROOMs and for the entrance door. Beautifully done Master Bath. (approx 13x9) Inside Laundry room with additional outlet for another refrigerator ..freezer. More than expansive (approx 16x13 sq ft) with a prestine pool table that can stay or go...your call.. This home makes a fantastic home for entertaining and/or family life with room to grow .. Come and see this home and you will want to make it yours..There is not another like it around. and it's so rare to find
Listing is courtesy of: STAR SOLUTION PROPERTIES LLC (407-383-9317)
Listing Agent: Cheryl Danboise (407-383-9317)
6334 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787
$913,31312 Days on yellowkey MLS ID: G5113852
0 Days Off yellowkey (back on 6/15/2026)
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3543 Built: 2026Monthly Fee: $150 Tax: $298 (2025)Community: Avalon WoodsSingle Family
Taxes:$298
Remarks: Virtually Staged. Under Construction. Welcome to this beautifully designed Tidewater Bonus new-construction home in the highly sought-after Avalon Woods community of Winter Garden! Built in 2026, this spacious residence offers modern finishes, an open-concept layout, and a prime location just minutes from Hamlin Town Center, shopping, dining, top-rated schools, and major highways. Inside, you’ll find a bright and inviting floor plan featuring a large kitchen with upgraded cabinetry, stainless steel appliances, stone countertops, and an oversized island overlooking the main living and dining areas — perfect for entertaining. The spacious primary suite offers a private retreat with a walk-in closet and a well-appointed bathroom with dual vanities and a large walk-in shower.
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.