Location: Winter Garden
Do Not Show Listings
9409 EMERALD BERRY DR, WINTER GARDEN, FL 34787
$875,00070 Days on yellowkey MLS ID: S5144953
0 Days Off yellowkey (back on 4/25/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2923 Built: 2024Monthly Fee: $85Community: Summerlake ReserveSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Panther Lake Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Hamlin Middle
Remarks: Under contract-accepting backup offers. Nestled on a premium homesite with no rear neighbors in the exclusive Summerlake Reserve enclave, this beautifully designed home blends comfort, functionality, and thoughtful upgrades throughout. The home offers 4 bedrooms, 3.5 bathrooms, a private office with barn doors, a spacious loft, and an extended covered lanai ideal for indoor-outdoor living. The gourmet kitchen is both elegant and functional, featuring quartz countertops, 42” upper cabinets, soft-close cabinetry, built-in oven and microwave, a smooth cooktop with vent hood, a contrasting island with pendant lighting, and a generous butler’s pantry. Interior highlights include an open baluster staircase, tray ceiling in the owner’s suite, and a freestanding soaking tub in the primary bath. Additional enhancements such as crown molding and decorative millwork, custom window treatments and blinds, travertine tile on the front porch and extended rear lanai, a luxury electric bidet toilet in the primary bath, a whole-home water filtration system, and an attic access ladder for convenient storage. Located in the intimate Summerlake Reserve community of just 41 homesites, this property is minutes from Horizon West’s top-rated schools, shopping, dining, and entertainment.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Manuella Espinosa (407-433-5352)
17549 SEIDNER RD, WINTER GARDEN, FL 34787
$950,00045 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
Elementary School: Hamlin Elementary
High School: West Orange High
Tax Year: 2025
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)
6321 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787
$654,990165 Days on yellowkey MLS ID: G5105005
0 Days Off yellowkey (back on 11/28/2025)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 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 Amelia, a charming single-story bungalow by Dream Finders Homes, located in the highly sought-after new community of Avalon Woods in Hamlin, Winter Garden. This thoughtfully designed home features a welcoming front porch, a covered breezeway, and a private courtyard, perfect for both relaxing and entertaining. Inside, additional windows have been added throughout, filling the home with abundant natural light and creating a bright, open feel. With its functional single-level layout, the Amelia offers effortless living while combining modern comfort with timeless bungalow charm. Avalon Woods offers a prime location just minutes from Disney, A-rated Hamlin schools, the 429, and Hamlin Town Center. Residents will enjoy a boutique-style neighborhood with only 182 homesites and three distinct product lines.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
7580 SPRING VALLEY ST, WINTER GARDEN, FL 34787
$693,23018 Days on yellowkey MLS ID: G5111519
0 Days Off yellowkey (back on 4/24/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2515 Built: 2026Monthly Fee: $122Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model by Dream Finders Homes. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 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 17' 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 a 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.
16716 WINGSPREAD LOOP, WINTER GARDEN, FL 34787
$495,00033 Days on yellowkey MLS ID: O6397108
1 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1676 Built: 2019Monthly Fee: $127 Tax: $5,006 (2025)Community: Hawksmoor-Ph 1Single Family
Taxes:$5,006
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Under contract-accepting backup offers. Welcome to 16716 Wingspread Loop, a beautifully maintained single-story home in the highly sought-after Hawksmoor community of Winter Garden. Built in 2019 and cared for by its original owner, this 3-bedroom, 2-bath residence is move-in ready with thoughtful upgrades throughout. The open layout creates an easy flow between the kitchen, dining, and living areas. The kitchen features warm honey-toned cabinetry, granite countertops, and generous storage. The spacious primary suite serves as a private retreat with a large bedroom, walk-in closet, and an en-suite bath with quartz countertops. Additional highlights include built-in cabinetry in the laundry room, with the washer and dryer conveying for added convenience. Enjoy Florida living outdoors on the private patio, perfect for relaxing or hosting friends. The two-car garage includes a durable epoxy-coated floor, and the paved driveway enhances the home’s curb appeal. All kitchen and laundry appliances are included. Located along Avalon Road, this home places you just minutes from Hamlin Town Center, Flamingo Crossings, Walt Disney World, FL-429, Orange County National Golf Center, Clermont, Windermere, and top-rated Orange County schools. Residents of Hawksmoor enjoy a variety of resort-style amenities, including a clubhouse with rentable event space, fitness center, pool and splash pad, outdoor summer kitchen and grill, yoga lawn, shaded playground, dog park, and scenic walking paths. Schedule your private showing today and experience everything this Winter Garden home has to offer. Transferable lifetime termite contract from Massey available.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
632 DHARMA CIR, WINTER GARDEN, FL 34787
$380,00039 Days on yellowkey MLS ID: O6396151
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1315 Built: 2000Monthly Fee: $78 Tax: $5,780 (2025)Community: Daniels Crossing Ph 03Single Family
Taxes:$5,780
Elementary School: None
High School: None
Middle School: None
Remarks: Located in Winter Garden, this 3-bedroom, 2-bath home features a private in-ground pool and a solar energy system. The home includes a new A/C unit, stainless steel appliances, and an extended driveway for guests. The pool (28’ x 15’) offers a screened enclosure, lighting, auto cleaner, child safety fence, and is both saltwater and solar-heated—perfect for year-round enjoyment. The home has a Screened in Patio. There is an underground drainage next to the pool for the overflow. Conveniently located near Highway 429 and the Florida Turnpike, with easy access to Winter Garden Village, Disney, the West Orange Trail, and Publix. Please schedule showings in advance.
Listing is courtesy of: LA ROSA RTY WINTER GARDEN LLC (407-614-5158)
Listing Agent: Edul Mohamed, Pa (407-760-0090)
9062 SONOMA COAST DR, WINTER GARDEN, FL 34787
$785,000209 Days on yellowkey MLS ID: O6352763
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2909 Built: 2021Monthly Fee: $261 Tax: $10,736 (2024)Community: Waterleigh Ph 3B 3C & 3DSingle Family
Taxes:$10,736
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Special Financing Available — Ask for Details! Experience resort-style living in the highly desirable Waterleigh community of Winter Garden. This one-of-a-kind home sits on a rare, oversized lot with no rear neighbors, offering ultimate privacy and tranquility — perfect for families or anyone seeking a private retreat in one of Central Florida’s most sought-after neighborhoods. Step inside and fall in love with the bright open-concept layout, filled with natural light and elegant finishes throughout. The gourmet kitchen features stainless steel appliances, quartz countertops, and a large island that connects seamlessly to the dining and living areas — ideal for family gatherings and entertaining. The primary suite provides a private retreat with a spa-inspired bathroom and a generous walk-in closet. Enjoy peaceful mornings, weekend barbecues, or evening relaxation in your spacious backyard, with plenty of room for outdoor activities. Live your best life at Waterleigh — a community known for its resort-style amenities, including two clubhouses, sparkling pools, fitness centers, tennis courts, playgrounds, walking trails, dog parks, and even a community beach with lake access. HOA includes lawn care for true low-maintenance living. Located near Disney, Horizon West shopping and dining, top-rated schools, and major highways, this home offers both luxury and convenience in one of Winter Garden’s premier neighborhoods. Special Incentive: Through the seller’s preferred lender, qualified buyers can access temporary rate buydowns and forgivable down payment assistance, designed to lower monthly payments and increase affordability. (No obligation to use preferred lender. Programs subject to qualification and market conditions.) Please note: Photos #2–17 have been virtually staged for marketing purposes only.
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Asher Chen (407-717-5232)
5531 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$610,000103 Days on yellowkey MLS ID: O6378167
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2204 Built: 2016Monthly Fee: $188 Tax: $8,644 (2025)Community: Orchard Hills Ph 2 Signature LakesSingle Family
Taxes:$8,644
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Exquisitely upgraded 4-bedroom, 3-bath smart home in the highly sought-after Orchard Hills community of Winter Garden. Situated on a premium lot with no rear neighbors, this move-in-ready home offers a peaceful pond view and exceptional privacy. Soaring ceilings, elegant 20" tile flooring, and abundant natural light enhance the open-concept design. The designer kitchen features upgraded mocha cabinetry, granite countertops, an oversized eat-in island, drinking water filtration system, and a new Samsung refrigerator with transferable warranty through November 2030. High-end upgrades include dimmable lighting throughout, Level 2 EV charger, and a private home theater with Klipsch Reference Premiere speakers, Dolby Atmos surround sound, and a 150" motorized screen (theater components negotiable). Additional highlights include a two-car garage with custom built-in cabinetry and charging station. Residents enjoy resort-style amenities: zero-entry pool, clubhouse, fitness center, playgrounds, dog park, scenic bike trails, and included lawn care and landscaping. Prime location just minutes to Publix, Walmart, Aldi, TJ Maxx, Cinepolis, Urban Air, dining and cafés; 10 minutes to Winter Garden Village, 17 minutes to Costco. Zoned for A-rated, highly sought-after schools within a short bike ride.
Listing Agent: Olga Kaza, Pa (407-756-6318)
7526 SPRING VALLEY ST, WINTER GARDEN, FL 34787
$676,24519 Days on yellowkey MLS ID: G5111448
0 Days Off yellowkey (back on 4/23/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2680 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Berkley model features 2,102 square feet of well-designed living space across two stories, with an above-garage Apt 576 sqft.This home includes 3 bedrooms, 3 full bathrooms, and a 2-car garage. The open-concept main floor boasts a spacious family room, dining area, and a modern kitchen with ample counter space—ideal for both daily living and entertaining. The primary suite is located on the first floor for added privacy, with a luxurious bath and walk-in closet. Upstairs, two additional bedrooms and a full bath provide flexible living options for guests or family members. The apartment is above the garage with a private entrance. This neighborhood features a variety of townhomes and single-family homes on multiple-sized homesites, with spacious floor plans designed to support a wide range of lifestyles, from growing families to move-up buyers seeking more room to live and entertain. Located just minutes from Hamlin Town Center, Winter Garden Village, and historic Downtown Winter Garden, Hamlin Meadows places shopping, dining, and entertainment close to home. Residents will also enjoy access to nearby parks, trails, and outdoor recreation, along with proximity to highly regarded Orange County schools, including Hamlin Elementary, Hamlin Middle, and Horizon High School.
776 RAINFALL DR, WINTER GARDEN, FL 34787
$550,00019 Days on yellowkey MLS ID: O6400904
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2238 Built: 2007Monthly Fee: $92 Tax: $7,884 (2025)Community: Black Lake Park Ph 02Single Family
Taxes:$7,884
Remarks: GREAT LOCATION & LAKE VIEWS! Welcome to this immaculately maintained corner-lot gem, featuring 3 bedrooms plus a versatile Office/Den and 2 full bathrooms. The open-concept floor plan is designed for both elegant entertaining and comfortable daily living, flowing seamlessly from the formal living/dining area into a spacious family room. The gourmet kitchen is a chef’s dream, boasting granite countertops, a cooktop, built-in oven, and beautiful 42” cabinetry. Retreat to the private Master Suite—a true oasis featuring a generous walk-in closet, dual sinks, a garden tub, and a separate shower. Step outside to your covered rear patio to unwind and enjoy breathtaking lake views and sunsets. Located just minutes from Winter Garden Village and Historic Downtown, this upscale community offers unparalleled amenities: a private boat ramp on a skiable lake, fishing dock, community pool, tennis, basketball, soccer fields, and a playground. With easy access to the 429, 408, and Turnpike, your commute is a breeze. Don’t miss this opportunity—start living your best life today!
Listing is courtesy of: ONLI REALTY GROUP LLC (352-278-8544)
Listing Agent: Vinny Machado Da Silva (352-278-8544)
14766 ELLINGSWORTH LN, WINTER GARDEN, FL 34787
$1,099,00057 Days on yellowkey MLS ID: O6390518
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4661 Built: 2018Monthly Fee: $210 Tax: $14,115 (2025)Community: Oxford ChaseSpa: YesSingle Family
Taxes:$14,115
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: Welcome to this beautifully upgraded 5 bedroom, 4 and a half bath pool and spa home located in the highly desirable, fully gated community of Oxford Chase! Zoned for top-rated schools, this home offers the perfect combination of luxury, privacy, and energy efficiency. This spacious residence features a 3-car garage, paver driveway, and impressive curb appeal. Inside, you’ll find thoughtfully designed living spaces including a formal dining room with a custom built-in bar, perfect for entertaining guests or hosting special occasions, multiple office spaces, upgraded flooring throughout, a large laundry room, private gated doggie retreat, and so much more. The primary suite is located on the first level, secluded for optimal privacy with oversized his and hers closets. Upstairs you'll find guest bedrooms, a large open air loft space, and plush movie theatre room. Step outside to your own gorgeous backyard oasis featuring a fully enclosed heated pool and spa, ideal for year-round Florida living. The backyard overlooks a peaceful green space with no rear neighbors, providing extra privacy and relaxing views. Enjoy outdoor entertaining with the fully equipped summer kitchen featuring a custom vented hood, perfect for grilling and gatherings. The home is also equipped with PAID IN FULL SOLAR PANELS offering incredible energy efficiency and the benefit of little to no electric bill. Located in a secure gated neighborhood close to top schools, shopping, dining, and major highways, this home truly has it all — privacy, premium upgrades, and resort-style outdoor living. Schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Jenna Palmero (407-697-8727)
15306 GILLIGAN CT, WINTER GARDEN, FL 34787
$925,00025 Days on yellowkey MLS ID: O6399653
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3127 Built: 2020Monthly Fee: $102 Tax: $8,308 (2025)Community: Winding Bay Ph 1BSpa: NoSingle Family
Taxes:$8,308
Remarks: Set within one of Winter Garden’s most sought-after communities, this thoughtfully designed two-story home offers a lifestyle defined by ease, connection, and everyday enjoyment. This 4-bedroom, 3.5-bath home with over 3,000 square feet features an open floor plan with a gourmet kitchen and a large island, perfect for both everyday living and entertaining. The main level includes a dedicated den/office, while the second floor offers a spacious loft, along with a fourth bedroom and full bath—ideal for guests or multi-generational living. Tree-lined sidewalks, friendly neighbors, nearby parks, and resort-style amenities create a setting that feels both relaxed and vibrant, while top-rated schools, convenient access to shopping and dining, and close proximity to Walt Disney World Resort. Positioned on arguably one of the BEST lots in the community, this home sits at the end of a quiet cul-de-sac with breathtaking, unobstructed pond and tree-lined views that create a peaceful and private backdrop. Inside, the home showcases extensive upgrades and thoughtful design throughout, including a kitchen with 42-inch cabinetry and additional custom upper cabinets, GE Profile appliances, and a seamless flow into the main living space highlighted by two expansive tri-sliders opening to the outdoor oasis. Custom floor-to-ceiling drapery adds elegance, while upgrades such as 8-foot doors throughout, level 4 wood-look tile flooring, upgraded carpet with 8-pound padding, 5 1/4-inch baseboards, and 7 1/4-inch shiplap accents in the hallway, kitchen, tech nook, and primary bedroom elevate the interior. Additional features include custom plantation shutters on the first floor, upgraded glass doors in the front den/office, Cat 6 wiring throughout with pre-wiring for PoE security cameras, and a new alarm system with wireless sensors on all doors and windows. The home has been meticulously maintained with quarterly HVAC servicing, gutters installed since purchase, and a freshly painted exterior completed in 2025 using upgraded Sherwin Williams 25-year paint. Step outside to a private outdoor retreat featuring fresh landscaping, a fully fenced side yard, a privacy-enhancing podocarpus hedge, and custom paver walkways with additional space for storage. The backyard feels like a private Central Florida escape, where an 18,000-gallon resort-style saltwater pool serves as the true centerpiece, complete with a lounging platform overlooking the serene pond and tree-lined backdrop. The pool is thoughtfully designed with sealed pavers, a striking midnight blue interior finish, a fountain with dual deck jets, two multicolor LED lights, and a Pentair smart system for remote control, all professionally serviced weekly. The screened enclosure allows for year-round enjoyment, while the community dog park directly across the street adds everyday convenience for pet lovers. From the upstairs loft and bedrooms, enjoy views of Disney fireworks, adding a magical touch to everyday living. This move-in ready home is prepared for its next chapter, with community amenities that include a resort-style pool, oversized cabana, sports fields, playground, sidewalks, and a dog park. More than just beautifully upgraded, this home offers a rare opportunity to own a meticulously maintained, design-forward property in a premier location, delivering both luxury and lifestyle in one exceptional package—a place to settle in, build memories, and truly feel at home in Winter Garden.
Listing is courtesy of: REAL ESTATE HOUSE FL INC (407-484-0005)
Listing Agent: Gretchen Carlson (407-484-0005)
1075 CHASE DR, WINTER GARDEN, FL 34787
$625,00071 Days on yellowkey MLS ID: O6386607
1 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2125 Built: 2015Monthly Fee: $41 Tax: $2,734 (2024)Community: Island Pointe SubSingle Family
Taxes:$2,734
Remarks: Under contract-accepting backup offers. Welcome to 1075 Chase Drive-located in downtown Winter Garden, just minutes from the charm and energy of Plant Street. This rare, newer-construction single-story home offers a blend of modern comfort and timeless style that’s sure to impress. As you enter, custom tile in the foyer sets the tone, with a versatile flex room to the right—perfect for a home office, formal dining room, playroom, or whatever suits your lifestyle.The open-concept design seamlessly connects the kitchen, dining, and family areas, creating an ideal space for entertaining. The large kitchen island is perfect for cooking, casual meals, or hosting friends and family. Sliding glass doors open to create an effortless indoor-outdoor living experience—perfect for those quintessential Florida days. The split floor plan offers privacy, with the primary suite serving as a true retreat, complete with high ceilings, a double vanity, and a spa-like shower. On the opposite side of the home, you’ll find three additional spacious bedrooms, each with plantation shutters and high end laminate flooring. After a long day, unwind on your fully screened back porch with space for multiple seating areas, or head to the side yard to tend your garden. The thoughtfully designed outdoor living space offers plenty of room for grilling, dining, and relaxing—an entertainer’s dream. Just minutes from your front door, Winter Garden’s vibrant Plant Street awaits, offering an award-winning farmer’s market, local dining, boutique shopping, art galleries, Crooked Can Brewery, the West Orange Trail, and year-round festivals.This is a rare opportunity to own a beautifully crafted home in one of Winter Garden’s most desirable neighborhoods—where modern living meets small-town charm. Call for your private showing today.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Katie Bray (407-779-6677)
15543 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787
$645,900571 Days on yellowkey MLS ID: O6250356
2 Days Off yellowkey (back on 4/23/2026)
REDUCED by $3,900 (0.6%) on 04/17/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3359 Built: 2001Monthly Fee: $233 Tax: $8,538 (2023)Community: Stoneybrook WestSpa: NoSingle Family
Taxes:$8,538
Elementary School: Whispering Oak Elem
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Popular Stoneybrook West Subdivision - A gated golf community with 2255 homes. 2 Story, 4 Bedrooms, 3 Full Baths. Master is upstairs, huge bedroom, with walk in closet and master bath. A large 27x24 Bonus room over 3 Car Garage. One bedroom with guest bath downstairs also LR, DR, FR, Kitchen and Laundry. Off the master bedroom is a 12x22 Deck overlooking the screened pool and golf course. Nice quiet street also. The seller will give an allowance for new flooring & kitchen appliances, so buyer can pick their favorite colors.
Listing is courtesy of: RE/MAX SELECT GROUP (407-352-5800)
Listing Agent: Paul Mcgarigal (407-352-5800)
328 BAYSIDE AVE, WINTER GARDEN, FL 34787
$445,00025 Days on yellowkey MLS ID: O6396654
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1235 Built: 1986Monthly Fee: $7 Tax: $5,354 (2025)Community: Kings BaySingle Family
Taxes:$5,354
Elementary School: Dillard Street Elem
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Welcome to easy Florida living in this charming 3-bedroom, 2-bath ranch-style home, perfectly positioned on a spacious corner lot in one of Winter Garden’s most desirable areas. With its single-story layout and inviting curb appeal, this home offers both comfort and convenience in a relaxed, open setting. Step inside to discover a bright and functional floor plan designed for everyday living and effortless entertaining. The generous living spaces flow seamlessly, while ample natural light enhances the home’s warm and welcoming feel. The split-bedroom design provides privacy, with a well-appointed primary suite and comfortable secondary bedrooms. Outside, the oversized corner lot offers endless possibilities—plenty of room for outdoor gatherings, gardening, or simply enjoying the Florida sunshine. Located well within the golf cart district, you’re just a short ride from the charm and energy of historic downtown Winter Garden. Enjoy easy access to local shops, dining, community events, and the popular weekly farmers market, all just minutes from your doorstep. This is a rare opportunity to own a beautifully situated home that combines classic ranch-style living with an unbeatable location. Call Today!
Listing is courtesy of: SOUTHERN HERITAGE REALTY, INC (407-877-6928)
Listing Agent: Jim Kernohan (407-450-3861)
15327 GILLIGAN CT, WINTER GARDEN, FL 34787
$664,80026 Days on yellowkey MLS ID: O6398756
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2506 Built: 2021Monthly Fee: $103 Tax: $7,266 (2025)Community: Winding Bay Ph 1BSingle Family
Taxes:$7,266
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained multi-generational home nestled on a quiet cul-de-sac in the highly desirable Winding Bay community of Horizon West in Winter Garden. This thoughtfully designed 4-bedroom, 3-bath residence features a private 1-bedroom suite, perfect for in-laws, aging parents, or guests. The suite offers its own laundry closet, kitchenette, and a well-appointed bathroom with a walk-in shower and granite vanity, providing both comfort and independence. Inside the main home, you’ll find a bright and spacious open-concept split floor plan that blends functionality with modern style. Elegant plantation shutters are featured throughout the home, adding both charm and privacy, while tile flooring spans the main living areas for durability and easy maintenance. A versatile flex space is ideal for a home office, art studio, or den. The chef-inspired gourmet kitchen is the heart of the home, showcasing a large island, abundant cabinetry, granite countertop and built-in stainless-steel appliances, including a new cooktop. It flows seamlessly into the expansive family room, complete with built-in surround sound, perfect for entertaining or relaxing movie nights. The primary owner’s suite is a private retreat featuring a tray ceiling, walk-in closet, and a spa-like ensuite bathroom with dual sink vanity with granite countertop and an impressive walk-in shower with multiple shower heads, including a rain feature. Step outside to enjoy the wide, screened-in covered lanai overlooking a fully fenced backyard, ideal for entertaining or unwinding in a peaceful setting. The 2-car garage offers additional storage space to meet your needs. Residents of Winding Bay enjoy access to resort-style amenities, including a community pool and playground, all just minutes from Walt Disney World, Hamlin Town Center, top-rated dining, shopping, placing you close to the best of Winter Garden and the greater Central Florida area. Convenient access to Highway 429 makes commuting a breeze. Don’t miss the opportunity to own this exceptional home. Schedule your private showing today!
Listing Agent: Giovanni Sanginesi (407-276-0025)
13386 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787
$799,99074 Days on yellowkey MLS ID: S5144786
5 Days Off yellowkey (back on 4/23/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2856 Built: 2026Monthly Fee: $125 Tax: $500 (2025)Community: Serenade At OvationSingle Family
Taxes:$500
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Step into modern elegance with this stunning new construction home that perfectly blends style, comfort, and MULTI-GENERATIONAL LIVING. Nestled on a premium lot that backs directly to serene conservation land, this home offers the ultimate in privacy and picturesque views. As you enter the home, one is greeted by 8 foot doors, Mohawk nimbus oak luxury vinyl flooring and 5 inch baseboards throughout. The open-concept living space is an entertainer’s dream, with a chef-inspired kitchen boasting Barnett Linen color cabinets with light rail and 6" bow pull hardware, Carrara Breve eased edge quartz countertops, polished chrome Sterling Traverse pulldown faucet, stainless steel single basin undermount sink and Passion Blanco gloss 3x8 backsplash tile to the ceiling. The sleek finishes, ample cabinetry, and large island overlooking the sunlit dining and living areas provide the perfect entertaining space. The thoughtfully designed layout features a first-floor master suite, providing a private retreat with spa-like amenities such as 12x24" Emser Porto Ivory Matte colored floor tile, Barnett Linen colored gentlemen's height vanity with Carrara Breve Quartz countertops, oval undermount sinks, Sterling Valton 4" Centerset Lavatory Faucet and glass shower enclosure with chrome handle finish and 12x24" inch tile walls to the ceiling. Back through the living area, a first-floor guest wing adds convenience and flexibility, making hosting visitors or multi-gen living a breeze. Upstairs, a spacious loft/game room offers endless possibilities - home theater, playroom, or even a stylish home office. The second floor also consists of 3 beds and 2 baths, one with full ensuite, the other Jack and Jill style. Outside, enjoy the best of Florida living with an oversized porch for al fresco dining and a backyard that feels like your own private oasis, bordered by lush, untouched conservation land. Whether you’re sipping your morning coffee on the patio or gathering for an evening barbecue, the setting is sure to impress. Only 20 minutes to Magic Kingdom (NO highway driving needed for access!), less than 3 miles to Flamingo Crossing Shopping area, less than 10 miles to Hamlin Town Center, and 30 minutes to Millenia and the Outlet Malls, this home provides all that Orlando Living has to offer.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Marissa Crawford (407-361-7400)
16467 OLIVE HILL DR, WINTER GARDEN, FL 34787
$599,900608 Days on yellowkey MLS ID: O6240446
2 Days Off yellowkey (back on 6/27/2025)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2355 Built: 2019Monthly Fee: $115 Tax: $7,249 (2023)Community: Hawksmoor Ph 1Single Family
Taxes:$7,249
Remarks: Discover this stunning corner home in the heart of Horizon West! Virtually brand new, this home has been occupied for less than four months and offers a unique blend of comfort and thoughtful design. The property is fully fenced, ensuring privacy and security. Enjoy the beautifully landscaped backyard, complete with an outdoor shower, perfect for cooling off on warm Florida days. Relax in the charming Florida room while sipping coffee and taking in the delightful weather. Located in a highly desirable area with top-rated schools, shopping centers, markets, and entertainment options, including Disney World, just a short drive away. Don't miss the chance to see this exceptional home—schedule a visit today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Umberto Da Cunha Neto (407-690-3539)
205 SURPRISE DR, WINTER GARDEN, FL 34787
$1,200,000159 Days on yellowkey MLS ID: O6365188
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2171 Built: 1950 Tax: $3,406 (2024)Community: Winter Garden Shores RepSingle Family
Taxes:$3,406
Remarks: Under contract-accepting backup offers. PRICE ADJUSTED to reflect recent appraisal, this four-lot parcel presents immediate value- with two vacant lots ready for expansion, additional income potential, or future development. Discover an exceptional property in the heart of highly desirable GOLF CART DISTRICT of Winter Garden. Situated on an expansive four-lot parcel totaling 3/4 of an acre, this unique estate offers unmatched space, charm and potential with NO HOA- all within short distance to the 22 mile long West Orange Trail, Winter Garden Farms Market, Plant Street dining, shopping and breathtaking sunsets over Lake Apopka. This beautifully maintained three-bedroom, two-bath home features an office with custom wood built-ins and a light-filled breezeway framed in windows, perfect for a sunroom or additional living space. Gorgeous hardwood floors flow throughout, and the newly renovated bathroom showcases modern, floor-to-ceiling tile for a luxurious touch. Storage is abundant, including an oversized two-car garage with a half bath, ideal for hobbyist or future conversion opportunities. Outside, the property transforms into a private oasis featuring a sparkling heated saltwater pool, outdoor fireplace and lush mature landscaping complete with fruit trees - all fully fenced for privacy. Two of the four lots are currently vacant, offering potential to subdivide, expand, or build. A large shed, rated as a detached garage, on the property provides additional space for a workshop or equipment storage. There is ample room for all your recreational toys; golf-cart, boat, and more. The current owners also have plans for a kitchen renovation and poolside wraparound porch, which they are willing to share with the buyer - opening the door to greater customization. Whether you're seeking a serene retreat, developmental potential, or the charm of downtown Winter Garden living, this property is truly one of a kind. This private paradise location is a convenient commute to Downtown Orlando, Disney and other Orlando attractions. You're dream estate awaits.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Alison Scorsone (321-689-3554)
15408 LEBEAU LOOP, WINTER GARDEN, FL 34787
$580,00083 Days on yellowkey MLS ID: O6383534
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2415 Built: 2022Monthly Fee: $101 Tax: $7,566 (2024)Community: Winding Bay Ph 3Single Family
Taxes:$7,566
Remarks: Under contract-accepting backup offers. Discover the ease of low-maintenance living in Horizon West’s Winding Bay with this 2022- built home. No CDD. Low HOA. And a layout that actually works for real life. Winding Bay offers resort-style amenities including a clubhouse, pool, and dog park, and you’re zoned for Water Spring Elementary and Middle plus Horizon High. The location is what continues to drive demand here: you’re right in the heart of Horizon West, close to everything that makes this area so desirable. Inside, the floor plan is practical and well thought out. The main living area is open and bright, connecting seamlessly to the kitchen with a large island, gas range, quartz counters, stainless appliances, and subway tile backsplash. Clean finishes. Functional space. Nothing wasted. The primary suite is downstairs with tray ceilings, a custom walk-in closet, and a well-appointed bath with dual vanities and a beautifully tiled shower. Laundry is also on the first floor, exactly where it should be. Upstairs, a loft with built-in desk space anchors three generously sized bedrooms and a shared bathroom. It’s a great setup for keeping sleeping spaces separate from the main living area. Outside, you have a covered lanai, vinyl-fenced yard, and alley access to the two-car garage, which keeps the front elevation clean and charming. You’re minutes from Hamlin Town Center, Flamingo Crossings, Disney, dining, golf, shopping, and major highways for easy beach access. If you’re looking for newer construction, smart layout, and strong location in Horizon West, this one is worth a look.
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