Location: Winter Garden
Do Not Show Listings
15031 PURPLE MARTIN ST, WINTER GARDEN, FL 34787
$799,00025 Days on yellowkey MLS ID: O6404626
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3318 Built: 2016Monthly Fee: $251 Tax: $6,475 (2025)Community: Summerlake Pd Ph 3BSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,475
Elementary School: Summerlake Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Horizon West is one of Central Florida's most exciting places to call home, located just 8 miles from Walt Disney World and close to everything Orlando has to offer! This spacious 5-bedroom, 3-bath, 3-car tandem garage residence, is ideally situated on an oversized corner lot, offering the perfect blend of space and functionality. Plenty of room for your dream pool and outdoor kitchen. Inside, this 3318 SqFt floorplan offers an abundance of room for living and entertaining. BONUS...there is also a designated office, guest room and full bath downstairs, and a spacious upstairs loft. Recent improvements include brand new kitchen cabinets, new office cabinetry, a new dishwasher, and a new oven installed 2025. The spacious layout, combined with the oversized lot, provides endless potential both inside and out. Residents enjoy access to a variety of community amenities, including a community pool, scenic dock, beautiful lakes throughout the neighborhood, basketball courts, tennis courts, and a large community park/playground. Located within a top-rated school district and just a couple blocks from Summerlake Elementary School, this home is also minutes from some of Horizon West's most popular attractions including PopStroke, Urban Air Adventure Park, Cinepolis Cinemas, along with shopping, dining, entertainment, fitness centers, and everyday conveniences. With its unbeatable location near Walt Disney, and spacious layout, this home is a fantastic opportunity in Horizon West!
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Valerie Winch (518-339-2940)
338 WINDFORD CT, WINTER GARDEN, FL 34787
$330,00012 Days on yellowkey MLS ID: O6413058
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1050 Built: 1996Monthly Fee: $40 Tax: $2,089 (2025)Community: Park Ave EstatesSingle Family
Taxes:$2,089
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Discover this move-in ready 3-bedroom, 2-bathroom CBS construction home in Winter Garden, FL, nestled in the highly sought-after Park Avenue Estates community. Just minutes from downtown Winter Garden, award-winning dining, shopping, and the popular farmers market, this home offers the perfect mix of charm and convenience. Featuring a newer roof, a low HOA, and access to a community pool, you’ll enjoy a relaxed lifestyle in one of Central Florida’s most vibrant neighborhoods. The nearby West Orange Trail is perfect for biking, morning runs, or evening strolls surrounded by Florida’s natural beauty. This move-in ready home places you close to everything, from boutiques and restaurants to top-rated Winter Garden schools. Whether you’re enjoying local amenities or simply relaxing at home, this property provides the ideal opportunity to experience the best of Winter Garden living.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Christian Dyas (407-375-7368)
5937 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$674,475269 Days on yellowkey MLS ID: G5102276
0 Days Off yellowkey (back on 3/16/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2235 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community, in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria, an award-winning single-story, 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, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. 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)
6339 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787
$591,830269 Days on yellowkey MLS ID: G5102274
1 Days Off yellowkey (back on 11/19/2025)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been 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 Berkley, a thoughtfully designed bungalow that blends charm, functionality, and modern comfort. This brand-new home offers 4 bedrooms, 3 bathrooms, and 2,102 sq. ft. of living space. The inviting front porch sets the tone, while inside, abundant natural light flows through thoughtfully placed windows. A bedroom and full bath on the first floor provide flexibility for guests or multi-generational living, while the upstairs keeps the remaining bedrooms together for privacy. Enjoy seamless indoor-outdoor living with a covered breezeway and private courtyard, perfect for gatherings or a quiet retreat. Nestled in Avalon Woods, you’ll love the convenience of being just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
252 DANIELS POINTE DR, WINTER GARDEN, FL 34787
$375,00021 Days on yellowkey MLS ID: O6410517
0 Days Off yellowkey (back on 6/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1345 Built: 1997Monthly Fee: $37 Tax: $3,978 (2025)Community: Daniels CrossingSingle Family
Taxes:$3,978
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Nestled in the desirable Daniels Pointe community of Winter Garden, 252 Daniels Pointe offers the perfect blend of modern comfort and Florida charm. This beautifully maintained home features an open-concept layout designed for both everyday living and effortless entertaining. The spacious kitchen flows seamlessly into the living and dining areas, creating a bright and welcoming atmosphere filled with natural light. Retreat to the generously sized primary suite complete with a private bath and ample closet space, while additional bedrooms provide flexibility for guests, family, or a home office. Step outside to enjoy a peaceful backyard oasis ideal for relaxing evenings, weekend gatherings, or enjoying the year-round sunshine. Conveniently located near top-rated schools, shopping, dining, major highways, and all that Winter Garden has to offer, this home combines comfort, convenience, and community in one exceptional package. Whether you’re looking for your forever home or your next investment, 252 Daniels Pointe is a must-see opportunity.
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: Corey Smith (407-927-0599)
17549 SEIDNER RD, WINTER GARDEN, FL 34787
$950,00078 Days on yellowkey MLS ID: O6392430
1 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2130 Built: 1985Monthly Fee: $3 Tax: $3,947 (2025)Community: Lake Avalon HeightsSingle Family
Taxes:$3,947
Remarks: Under contract-accepting backup offers. Welcome to 17549 Seidner, a remarkable lakefront property that invites you to experience the enchanting lifestyle of Winter Garden, Florida. Set against a backdrop of majestic oak trees, this sprawling 3-acre haven rests on the stunning south shore of the pristine Lake Avalon. Here, the beauty of nature thrives, offering a tranquil escape where the gentle sounds of water lapping against the shore harmonize with the vibrant chorus of local wildlife. Lake Avalon, a private 184-acre freshwater lake, is celebrated as one of Central Florida's top ten lakes, perfect for fishing, water sports, and leisurely summers spent soaking in the sun. Nestled within the esteemed Avalon Rural Settlement, this property ensures that its serene, rural character remains preserved for generations to come. The existing 2,130-square-foot home provides a cozy yet spacious retreat, featuring three bedrooms and two and a half bathrooms. The thoughtfully designed split floor plan places the primary ensuite on one side of the home, complete with an inviting sitting area that grants stunning views of the lake. The kitchen, with its charming eat-in area, offers a picturesque glimpse of the expansive oaks that surround you. Step outside onto the oversized back porch to witness the breathtaking sunsets and beautiful lakefront view. On chilly nights, retreat into the lake-facing living room, where a cozy fire awaits to warm your soul. The property also boasts a large workshop equipped with electricity and water, perfect for a boat house, workshop, or extra garage space. You have the option to renovate this lake life retreat or build your dream lake front home. Immerse yourself in the exquisite flora and fauna that adorn this outdoor oasis, where sandhill cranes, wild rabbits, and a plethora of birds call home. With lovingly cultivated native plants and a cherished pond in the backyard, every day feels like a retreat into nature's embrace. This is not just a home; it’s an opportunity to live the lake life you’ve always dreamed of.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Brenda Feliciani (407-405-0931)
8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787
$840,000269 Days on yellowkey MLS ID: O6345400
REDUCED by $10,000 (1.2%) on 04/21/2026
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
Tax Year: 2024
Remarks: One or more photo(s) has been 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)
16379 SILVER GROVE BLVD, WINTER GARDEN, FL 34787
$950,00017 Days on yellowkey MLS ID: O6411552
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3823 Built: 2025Monthly Fee: $168 Tax: $1,938 (2024)Community: Silverleaf Reserve At Hamlin PhaseSingle Family
Taxes:$1,938
Remarks: Welcome to Silverleaf Oaks at Hamlin, one of Winter Garden’s most desirable communities. This beautifully designed Pulte home offers over 3,700 square feet of living space with 5 bedrooms, 3.5 bathrooms, and a 3-car garage on an oversized homesite of approximately 9,500+ sqft. Built in 2025, the home combines modern luxury with functional everyday living. The open-concept floorplan features expansive living areas, abundant natural light, and seamless indoor-outdoor flow through large sliding glass doors. The gourmet kitchen is equipped with built-in appliances, cooktop, oversized island, and premium finishes, ideal for entertaining and daily living alike. The spacious primary suite offers a private retreat with spa-like bathroom features and generous closet space. Additional bedrooms provide flexibility for guests, home office, fitness room, or multigenerational living. Located in the heart of Hamlin, residents enjoy close proximity to shopping, dining, entertainment, top-rated schools, Horizon West growth corridor, Disney, and major highways. This is a rare opportunity to own a newer construction luxury home in one of Winter Garden’s fastest-appreciating areas.
Listing Agent: Patricia Zimath, Llc (321-318-1050)
6174 WHISPERING GLEN, WINTER GARDEN, FL 34787
$518,29032 Days on yellowkey MLS ID: O6407807
REDUCED by $28,000 (5.1%) on 06/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1628 Built: 2026Monthly Fee: $152 Tax: $1,373 (2024)Community: Silverleaf OaksSpa: NoSingle Family
Taxes:$1,373
Elementary School: Vista Lakes Elem
High School: Colonial High
Middle School: Odyssey Middle
Remarks: Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Benton bungalow by Pulte, a brand-new home that combines modern design and ultimate comfort. Featuring our Coastal exterior and located on a corner homesite, this home includes 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and top-of-the-line Whirlpool stainless steel appliances—including a vented microwave. White cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a frameless glass-enclosed shower, quartz-topped dual vanity, and linen closet. Throughout the first floor, enjoy the beauty of Wood-Look Luxury Vinyl Plank flooring, while tile enhances the laundry room and bathrooms. Plush, stain-resistant Shaw carpet covers the stairs and bedrooms, adding comfort and style. Smart home features include a smart thermostat, a video doorbell, and LED downlights—ensuring your home is as connected as it is stunning. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
14257 LAGOON COVE LN, WINTER GARDEN, FL 34787
$530,000145 Days on yellowkey MLS ID: O6375296
REDUCED by $10,000 (1.9%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2365 Built: 2007Monthly Fee: $123 Tax: $8,178 (2025)Community: Black Lake Park Ph 02Single Family
Taxes:$8,178
Remarks: Welcome to this charming single-family residence in the highly desirable Black Lake Park community of Winter Garden. This well-maintained home features 4 (3 bedrooms + 1 study)and 2 full bathrooms with a functional open floor-plan that seamlessly connects living, dining, and kitchen areas — perfect for everyday living and entertaining. The spacious interior offers approximately 2,365 sq. ft. of living area on a ±8,178 sq. ft. lot with no rear neighbors and lush landscaping for added privacy. Situated in a vibrant community with amenities including tennis and basketball courts, playground, pool and outdoor recreation areas, this property is conveniently located minutes from Winter Garden Village dining and shopping, major roadways (including the 429), and top-rated schools.
Listing is courtesy of: INTERNATIONAL REAL ESTATE LLC (407-760-5150)
Listing Agent: Anahi Rosario (407-721-9777)
1156 CIVITAS WAY, WINTER GARDEN, FL 34787
$1,249,000109 Days on yellowkey MLS ID: O6385496
REDUCED by $19,000 (1.5%) on 06/02/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2710 Built: 2022Monthly Fee: $208 Tax: $11,208 (2024)Community: Oakland Parkb-1Single Family
Taxes:$11,208
Remarks: Prive Improvement!! Experience luxury in this immaculate 2022 custom RCB home, featuring high-end upgrades and a versatile floor plan. The main-level flex suite with a massive closet is perfect as an office, 4th bedroom, or playroom. The living area features a dramatic two-story fireplace and open staircase flowing into a chef’s kitchen with upgraded GE Cafe Appliances. The oversized 3-car garage includes a dedicated, climate-controlled room for a gym or studio. The expansive backyard is a future oasis with a custom pool design already completed and ready to build. Barely lived in and thoughtfully designed, this home combines sophisticated design with unmatched adaptability. Located near the scenic West Orange Trail and minutes from historic downtown Winter Garden's acclaimed restaurants, boutique shops, and cultural venues, this home offers the perfect balance of serene outdoor living and convenient community access. The neighborhood is known for its resort-style amenities, including community pools and walking trails, plus easy access to the 429 and Florida Turnpike for seamless access to downtown Orlando, area theme parks, and Orlando International Airport. Schedule your showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Heidi Pfeffer-Morgan (407-408-6101)
16098 MANGROVE RD, WINTER GARDEN, FL 34787
$575,000150 Days on yellowkey MLS ID: O6373125
REDUCED by $10,000 (1.7%) on 06/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2472 Built: 2021Monthly Fee: $257 Tax: $5,612 (2025)Community: WaterleighSingle Family
Taxes:$5,612
Remarks: Presenting this move-in-ready 4 bed, 3.5 bath home in Waterleigh. The first floor features solid surface flooring throughout, an updated staircase with beautiful wood floors, and an impressive master walk-in closet with built-ins. Additionally, one guest bedroom and bathroom on the first floor provide perfect accommodations for guests. The master bedroom, along with two other bedrooms, is located on the second floor, separated by a spacious loft that grants access to a large balcony overlooking the pool and park. The resort-style community offers a stunning pool, beach volleyball, and tennis courts. Lawn care and landscaping are included in the HOA, so there's no need to worry about maintenance. The owner has invested extensively in energy efficiency, with whole-home solar panels and spray foam attic insulation. Don't let this opportunity pass you by.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Nicholas Leloudis (407-489-0711)
2131 TALL OAK DR, WINTER GARDEN, FL 34787
$890,000108 Days on yellowkey MLS ID: O6385247
2 Days Off yellowkey (back on 4/20/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3282 Built: 2000Monthly Fee: $92 Tax: $8,475 (2024)Community: Wintermere PointeSingle Family
Taxes:$8,475
Elementary School: Whispering Oak Elem
High School: Windermere High School
Middle School: SunRidge Middle
Remarks: Welcome to Wintermere Pointe, one of Winter Garden’s most established gated communities, and to a residence defined by scale, light, and thoughtful renovation. The home’s symmetrical facade and covered entry create a strong architectural presence, leading into a dramatic double-height foyer framed by expansive arched windows. Natural light reflects across Italian porcelain flooring, while a striking split-face stone accent wall extends vertically alongside the staircase, adding texture and depth to the open space. The fully renovated kitchen is both refined and functional, featuring waterfall quartz countertops, custom solid-wood cabinetry, marble designer backsplash, integrated wine storage, stainless steel appliances, under-cabinet lighting, and a contrasting island that anchors the room. The open layout connects seamlessly to the family room, where oversized windows overlook the fenced backyard and fill the space with natural light. Upstairs, luxury vinyl plank flooring replaces carpet entirely, creating continuity and durability throughout. According to public records, the home offers 5 bedrooms and 3 bathrooms, plus an additional bathroom added by the current owner. The primary suite combines comfort and modern elegance, offering tray ceilings, direct access to the backyard, and a spa-inspired bathroom finished with large-format marble-look tile, a walk-in shower, and a dedicated vanity area. A dedicated cinema room delivers a true theater experience, the perfect setting for movie nights and gatherings. It’s an exceptional feature for entertaining or quiet evenings at home. Situated on a .28-acre fenced lot with mature landscaping, the property includes a 3-car garage and an extended driveway accommodating up to six vehicles. Major improvements include the roof (2018), A/C unit (2025), and septic system (2020). Located minutes from SR-429 and Winter Garden Village, the home offers convenient access to shopping, dining, and everyday amenities while preserving the privacy of gated living.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Ane Rodrigues (407-488-3480)
17035 HARBOR OAK PKWY, WINTER GARDEN, FL 34787
$499,99913 Days on yellowkey MLS ID: O6411409
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1692 Built: 2017Monthly Fee: $215 Tax: $3,704 (2025)Community: Waterside/Johns Lake Ph 2ASingle Family
Taxes:$3,704
Remarks: Welcome to this highly sought-after home in the infamous Waterside Johns Lake. This adorable 3-bedroom, 2-bath home is truly a gem! This freshly painted home has delightful curb appeal, featuring an oasis of flowers and shrubs and a charming porch, perfect for sitting out and savoring life as it passes. This open floor plan is enhanced by modern high-end finishes throughout. The kitchen boasts of like-new cabinets, quartz countertops, stainless steel appliances, a walk-in pantry, and an oversized kitchen island that overlooks the family room, with the dining area conveniently located just off the kitchen, great for entertaining! The ceramic tile runs throughout with luxury Vinal plank fitted floors in two of the bedrooms. The living areas flow seamlessly together, creating an inviting space for everyday use. The primary suite offers both comfort and convenience, complete with a generous walk-in closet, dual vanities, quartz counters, and a walk-in shower. The laundry room is spacious and comes with a separate washer and dryer. The garage is located next to the laundry room, providing direct access into your home. Sliding doors open onto your own screened-in patio, perfect for enjoying the evenings or grilling out. This home has a newer roof 2025, a new tankless water heater 2026. Waterside at Johns Lake offers resort-style amenities, including a fully equipped gym, large well maintained swimming pool and a club house, this is all located just over the street for your convenience. There is easy access to all major highways including 429 and Florida's Turnpike for seamless access to downtown Orlando, area theme parks, and Orlando International Airport. Schedule your showing today! This won't last long.
4642 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787
$575,000104 Days on yellowkey MLS ID: S5144794
REDUCED by $5,000 (0.9%) on 06/01/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2149 Built: 2021Monthly Fee: $281 Tax: $6,500 (2024)Community: Enclave At HamlinSingle Family
Taxes:$6,500
Remarks: Welcome to 4642 Prairie Creek St, an exceptional 2021-built residence nestled in the highly desirable Enclave at Hamlin in Winter Garden. Perfectly positioned in one of Central Florida’s fastest-growing and most vibrant areas, this meticulously upgraded two-story home offers approximately 2,149 square feet of refined living space on a 4,250 sq ft lot, combining modern luxury, energy-conscious enhancements, and functional design. This thoughtfully designed floor plan features 4 bedrooms (including a convenient main-floor bedroom ideal for guests, multigenerational living, or a private office), 2.5 bathrooms, and a private rear-load 2-car garage that enhances curb appeal and provides additional driveway functionality. From the moment you enter, you are welcomed by an expansive open-concept layout filled with natural light. The seamless flow between the living, dining, and kitchen areas creates an ideal setting for both everyday living and entertaining. Upgraded flooring throughout, fresh interior paint, and contemporary light fixtures elevate the home’s clean, modern aesthetic. The chef-inspired kitchen serves as the heart of the home, fully enhanced with Level 5 quartz countertops, a spacious island wrapped in custom porcelain tile creating a dramatic focal point, stainless steel appliances, and abundant cabinetry for optimal storage. The layout is designed for both functionality and visual impact, making it perfect for hosting gatherings or enjoying quiet evenings at home. Upstairs, the spacious primary suite offers a private retreat complete with a custom walk-in closet and a beautifully upgraded en-suite bath featuring a quartz countertop. Secondary bedrooms are generously sized, and the second full bath is finished with durable ceramic tile for both style and longevity. The remodeled laundry room adds efficiency and thoughtful design to daily routines. This home stands out with premium system upgrades that add tangible long-term value and comfort, including: Whole-home water filtration and softener system, APCO-X Ultra air purification system (improves indoor air quality and extends HVAC lifespan), Five Arlo security cameras that convey with the home, Pre-wiring for additional coverage and connectivity. The 4,250 sq ft lot provides usable outdoor space for entertaining, storage, and parking flexibility while maintaining low-maintenance appeal. Residents of the Enclave at Hamlin enjoy close proximity to Hamlin Town Center, offering premier shopping, dining, entertainment, and waterfront amenities, along with access to top-rated schools and major roadways for convenient commuting. Blending contemporary finishes, high-end upgrades, smart home enhancements, and an unbeatable location, 4642 Prairie Creek St is truly move-in ready and delivers both immediate comfort and lasting investment value. This is a rare opportunity to own a turn-key home in one of Winter Garden’s most sought-after communities. Schedule your private showing today and experience the lifestyle this exceptional home offers. SPECIAL FINANCING INCENTIVE AVAILABLE! Why wait for rates to come down? Qualified buyers may be eligible for a lender-paid 1-0 temporary rate buydown providing a first-year payment equivalent to an interest rate 1% lower than the note rate, with no increase to the standard note rate. Buyer qualification required. Subject to lender approval and program guidelines. Contact listing agent for details.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Shanta Navarro (407-747-0549)
5973 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$700,00014 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
Middle School: Bridgewater Middle
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)
15755 SWEET LIMETTA DR, WINTER GARDEN, FL 34787
$799,999160 Days on yellowkey MLS ID: O6370049
REDUCED by $1 (0.0%) on 05/05/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3633 Built: 2018Monthly Fee: $110 Tax: $11,264 (2025)Community: Highlands/Summerlake Grove Ph 2Single Family
Taxes:$11,264
Remarks: One or more photo(s) has been virtually staged. This modern, move-in ready home offers the space, flexibility, and lifestyle features that are highly sought after in today's homes. Thoughtfully designed with an open concept, abundant natural light, and a well-planned layout throughout, it features five bedrooms, 4 and a half bathrooms, and a two-car garage, providing an ideal setup for growing households, multigenerational living, remote work, and entertaining. From the moment you arrive, an upgraded front door welcomes you into a bright interior with elevated finishes. Just off the entry is a versatile flex space with French doors, currently used as a home office but easily convertible into an additional bedroom if desired. The formal dining room follows, perfect for hosting holidays and special gatherings. The heart of the home opens to a spacious living room and kitchen, highlighted by higher ceilings and an open layout that allows upstairs areas to overlook the living spaces, creating an airy, connected feel. The kitchen features a large island, gas range, ample counter space, and a spacious pantry ideal for entertaining and everyday living. The sellers love this space for hosting family gatherings, parties, and celebrations. A full bedroom and upgraded bathroom with a walk-in closet are conveniently located on the main level. Upstairs, you’ll find four generously sized bedrooms, including a private primary suite with a large bedroom and an exceptionally spacious walk-in closet. One additional upstairs bedroom features its own private bathroom and walk-in closet, while the remaining bedrooms are thoughtfully positioned for comfort and privacy. A large loft provides a perfect second living area or main room. The upstairs laundry room adds convenience, and a huge attached storage area offers plenty of space for seasonal items and bulk shopping. The sellers have invested significantly in upgrades, including new flooring throughout, high-end stair railing for a modern look, updated tile and showers, custom lighting, upgraded appliances (purchased separately), and an expanded lanai for comfortable outdoor living. Step outside to enjoy the oversized backyard, offering ample space to build a swimming pool. From both the backyard and inside the home, you’ll enjoy a truly special feature: nightly views of Disney’s Magic Kingdom fireworks. The distance is just right close enough to enjoy the magic without the noise. This home also includes a solar panel system that will be fully paid off at closing, offering long-term energy savings and added value. Located in a tight-knit community known for festive events and a neighborly atmosphere, this home is just minutes from Disney, shopping, dining, and everyday conveniences. With comfort upgrades, energy efficiency, and an unbeatable lifestyle, this home truly stands out. This home is a thoughtfully upgraded opportunity in a location that truly feels magical—inside and out.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787
$1,699,99927 Days on yellowkey MLS ID: O6408835
REDUCED by $25,001 (1.4%) on 06/02/2026
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4104 Built: 2023Monthly Fee: $203 Tax: $19,016 (2024)Community: Oakland ParkSingle Family
Taxes:$19,016
Elementary School: Tildenville Elem
Remarks: One or more photo(s) has been virtually staged. Modern Luxury in the Heart of Winter Garden’s Golf Cart District! Welcome to 1101 Eagles Pass Way, an exquisite 6-bedroom, 5-bathroom home situated on a desirable corner lot in the sought-after Oakland Park community—one of the few neighborhoods within Winter Garden’s beloved golf cart district. Just one block from Lake Apopka and less than two miles from the historic downtown shops and restaurants, this home beautifully blends modern luxury with small-town charm. Step inside to discover designer finishes and thoughtful craftsmanship throughout. The gourmet kitchen features top-end Monogram appliances, including a 36” dual-fuel range, warming oven, and a 48” side-by-side refrigerator and freezer. Upgraded quartz countertops, a brick backsplash and hearth with built-in electric fireplace, and engineered hardwood floors elevate the open-concept main living areas. Additional luxury touches include Brizo faucets, custom plantation shutters, and floating shelving systems in every bedroom closet. The owner’s suite offers a spa-inspired retreat with a 6-foot soaking tub, while the upgraded pantry with butcher block countertop, dimmer switches, and ceiling fans throughout enhance everyday comfort. An in-law suite featuring a full bath, family room, and a private staircase above the garage provides the perfect space for guests, extended family, or a private home office. Enjoy peaceful mornings and sunset evenings from the screened front and side porches, adding to the home’s charm and livability. Located in Oakland Park, residents enjoy resort-style amenities including two community pools, multiple parks and playgrounds, scenic walking and biking trails, a clubhouse, and direct access to the West Orange Trail. With tree-lined streets, lake views, and friendly front-porch living, this award-winning community captures the very best of Winter Garden living.
Listing Agent: Kevin Sullivan (321-663-3457)
11283 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$909,46640 Days on yellowkey MLS ID: O6405091
2 Days Off yellowkey (back on 6/2/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3225 Built: 2025Monthly Fee: $199 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction 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 are greeted with a formal dining room and butler’s pantry and a half bath. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Off of the family room customize this area to meet your needs with an optional bedroom and full bathroom. As we head up to the second floor, we are greeted with a game room and all four 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 and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Wterleigh, the Torrey includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
18047 CIDER MILL LN, WINTER GARDEN, FL 34787
$829,99016 Days on yellowkey MLS ID: O6411900
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $200 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Remarks: Under Construction. Waterleigh presents the Seacliff. This two-story all concrete block construction 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 are greeted with a formal dining room. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
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