Location: Winter Garden
Keyword(s): West Orange High
Keyword(s) High School: West Orange High
Do Not Show Listings
12934 CANOPY WOODS WAY WAY, WINTER GARDEN, FL 34787
$1,370,00030 Days on yellowkey MLS ID: O6390704
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3665 Built: 2018Monthly Fee: $299 Tax: $12,379 (2025)Community: Canopy Oaks Ph 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,379
Elementary School: Lake Whitney Elem
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
Remarks: On a quiet street, under Canopy of oak trees, residents enter the community’s gated entrance into a secluded community of 49 luxury homes. Situated on a corner lot the SANIBEL model home aka “The Castle” that won the Excel Award for THE BEST MODEL IN FLORIDA. It is a 4BR/ 4.5 Ba/ 3-car garage. This beauty comes with large entertainment areas inside and out. On the 1st floor you’ll find : Wine Cellar, Jr. Owner’s Suite, Flex/Office & a Guest Bath. Magnificent Chef’s kitchen, at the heart of the house, and features 42” cabinetry with second-tier upper lighted hutch stack for oven space. The cabinet-front door to the pantry eloquently blends with the cabinetry of the entire kitchen. 2nd Floor, the Owner’s Suite master bedroom w/balcony access. Also on this level is a large gathering room, 2 more bedrooms w/en-suite baths & large laundry room. Stunning Oasis backyard with a resort style salt-water pool & spa with a summer kitchen under a covered pergola. Built in surround sound In and outside. Just a few minutes from Plant St. Winter Garden Downtown, Winter Garden Village Shopping, Disney World, and toll road access to Downtown Orlando. This is a true Owner’s retreat.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Christian Ngoie (407-705-7525)
1073 VINSETTA CIR, WINTER GARDEN, FL 34787
$725,000268 Days on yellowkey MLS ID: O6328215
INCREASED by $10,000 (1.4%) on 04/02/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3568 Built: 2014Monthly Fee: $95 Tax: $5,710 (2024)Community: Avalon Reserve Village 1Single Family
Taxes:$5,710
Elementary School: Whispering Oak Elem
Tax Year: 2024
Middle School: Hamlin Middle
Remarks: PRIME Winter Garden location off Hardwood Marsh and Avalon! It’s not often a home hugs you when you walk through the door, the hint of warmth through the window and the enveloping feeling of home. A true place of stillness that is so hard to find nowadays. The Hawthorne model is really the perfect floor plan! With space for everyone still managing to embody an inviting coziness with over 3,500 sq ft of living space for you, your family…an unexpected guest! A quaint entry with 2 areas for an office, formal living opens up to a 2-story ceiling in the family room with adjacent kitchen! A large island has seating and room for a full size dining table in the breakfast nook! An abundance of windows and sliding glass doors reveal a lovely view of the tropical foliage. Enjoy cooking while watching movies keeping everyone together! The thoughtful design gives ample prep space and tons of cabinet storage! This perfect entertaining area spills into the oversized screened lanai that can be enjoyed year round with an array of fruit trees and a natural privacy from the mature landscape. The primary suite is on the first floor ensuring you can enjoy this home even into your golden years! A relaxing escape with back yard views, ensuite bath with large soaking tub, shower, dual vanities and 2 walk-in closets! Again, storage is not an issue in this home! On the second floor, stairs lead to a huge loft/bonus room that peers over the family room with a half wall that aids in noise reduction. Want a more open feel? Check out Etsy’s decorative railings to personalize your loft! Built-in character ensures many creative ways to utilize the space! This upstairs is “cart wheel” worthy and the options are endless! The bedrooms are spread apart giving every occupant their own area! A centrally located study/art nook even has an opening to the downstairs so you never miss the words "dinner's ready"! This fantastic layout allows you to fulfill your every wish for not only a beautiful, but organized space! No more trying to make things work, because it all fits! They say #1 rule in buying real estate is LOCATION & this community of well manicured lawns ensures your biggest investment is a good one! You can still find that hometown feel you see in movies, with the weekly Farmer's Market in Historic Downtown, soccer and baseball fields bustling on Saturday mornings! Monthly and seasonal events are also abundant and so fun! Pop over to Epic or Disney for the afternoon or enjoy delicacies from around the world at Epcot! All just a short drive from home! The house across the street recently sold for 870k!
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Autumn Makin (352-455-0044)
617 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,200,00033 Days on yellowkey MLS ID: O6389100
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3624 Built: 2019Monthly Fee: $255 Tax: $16,181 (2025)Community: Canopy Oaks Ph 1Single Family
Taxes:$16,181
Remarks: One or more photo(s) has been virtually staged. One or more photos are virtually staged. Location. Luxury. Architectural character. Welcome to The Sanibel, affectionately known as “The Castle,” an award-winning home just minutes from the charm and energy of Historic Downtown Winter Garden. This stunning residence blends timeless Italian-inspired architecture with modern comforts, creating a home that feels both elegant and inviting. From the moment you arrive, the home makes a memorable first impression with its arched wood double doors, custom soffit lighting, and classic concrete tile roof. Step inside and you’re greeted by soaring ceilings, detailed beams, and crown molding that add warmth and sophistication to the open-concept living spaces—perfect for both everyday living and entertaining. The gourmet kitchen is designed to impress, featuring premium KitchenAid appliances, a natural gas cooktop, built-in refrigerator, 42” custom cabinetry, a hidden walk-in pantry, and a reverse osmosis water system. Whether hosting guests or enjoying a quiet night at home, this kitchen is the heart of it all. The first floor offers exceptional flexibility with a private office and a Junior Owner’s Suite—ideal for guests or multi-generational living. Upstairs, the primary suite becomes your personal retreat with a unique round spa-inspired bathroom, oversized walk-in closet, wet bar, and access to a private balcony. Two additional en-suite bedrooms, a loft, and an upstairs laundry room complete the second level. Step outside and enjoy multiple spaces designed for relaxing and entertaining, including Trex-decked balconies, a summer kitchen, and a peaceful fountain feature. Additional highlights include surround sound wiring, a whole-home generator, and thoughtful upgrades throughout the home. Beyond the property itself, the location truly sets this home apart. You’re just minutes from Downtown Winter Garden’s award-winning farmers market, vibrant restaurants, charming boutiques, scenic parks, and top-rated schools—with easy access to major highways for commuting throughout Central Florida. Recognized as Florida’s Best Model Home by the SEBC Excel Awards, The Sanibel offers a rare opportunity to own a home that combines architectural distinction, luxury features, and an unbeatable Winter Garden lifestyle. Note: One image includes a virtually added pool to illustrate potential backyard possibilities.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
514 DUNBAR AVE, WINTER GARDEN, FL 34787
$295,00013 Days on yellowkey MLS ID: O6394414
0 Days Off yellowkey (back on 4/3/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1162 Built: 2006 Tax: $2,616 (2025)Community: Joe Louis ParkSingle Family
Taxes:$2,616
Elementary School: Maxey Elem
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Welcome to this charming and beautifully updated 3-bedroom, 2-bath bungalow located minutes from the heart of highly desirable Winter Garden! This move-in ready home offers the perfect blend of character, comfort, and modern upgrades—including a brand-new roof for peace of mind. Step inside to discover a warm and inviting layout with stylish updates throughout, creating a light and airy feel that’s perfect for both everyday living and entertaining. The cozy bungalow design offers functionality and charm, making it an ideal primary residence, second home, or investment opportunity. Living in Winter Garden means enjoying one of Central Florida’s most sought-after communities, known for its historic downtown, vibrant lifestyle, and strong sense of community. Just minutes away, you’ll find the award-winning Winter Garden Farmers Market, held every Saturday and featuring over 100 vendors, live music, and a lively, family-friendly atmosphere . Stroll along the charming brick-lined streets of downtown, filled with boutique shops, local dining, and cultural attractions. Don’t miss your opportunity to own this adorable, updated bungalow in one of Central Florida’s most beloved communities—schedule your private showing today!
Listing Agent: Tara Heard (407-637-4634)
373 ERON WAY #47, WINTER GARDEN, FL 34787
$163,99996 Days on yellowkey MLS ID: O6371713
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 840 Built: 1989Monthly Fee: $424 Tax: $2,015 (2025)Community: Townhomes Winter GardenCondo
Taxes:$2,015
Elementary School: Tildenville Elem
Remarks: Short Sale. MOVE-IN READY and quietly positioned within a well-established Winter Garden community, this updated 2-bedroom, 2-bath condo offers a NEW ROOF, and an easy, comfortable lifestyle in one of Central Florida’s most desirable areas. Approaching the home, you’ll appreciate the tucked-away cul-de-sac location with paved private streets and sidewalks that create a calm, residential feel. Step inside through the front entrance and you’re immediately welcomed into a bright, open living space where natural light enhances the clean layout and efficient use of square footage. The living room feels inviting and functional, offering enough space to relax, entertain, or simply enjoy a quiet evening at home. Continuing through the home, the upgraded kitchen with GRANITE counter tops, anchors the main living area with modern appliances, ample cabinetry, and practical counter space. Its open connection to the living room allows for easy conversation while cooking, hosting, or enjoying everyday routines, making the space feel connected and intentional. The primary bedroom is set apart as a comfortable retreat, featuring brand-new carpeting and a private en-suite bathroom. The bathroom has been thoughtfully renovated with updated finishes that feel fresh and clean without excess. The secondary bedroom is well-sized and flexible, ideal for guests, a home office, or additional living space, with a second fully updated bathroom conveniently nearby. Throughout the condo, the layout flows efficiently from room to room, offering smart storage, comfortable proportions, and a low-maintenance design well suited for full-time living or long-term ownership. Assigned parking adds convenience, while the community’s shared amenities—including a COMMUNITY POOL—enhance the overall lifestyle. Located just minutes from downtown Winter Garden, residents enjoy close proximity to local shops, dining, farmers markets, and the West Orange Trail. Easy access to major highways makes commuting throughout Central Florida simple, whether heading toward downtown Orlando, major employment centers, or nearby attractions. This location is ideal for buyers exploring Orlando homes for sale or those planning an Orlando relocation home in a walkable, community-oriented area. While not intended as a short-term rental investment, this Winter Garden property represents a strong opportunity within the Central Florida real estate market for buyers seeking comfort, location, and value. Contact us today for a private tour or more details on this exceptional opportunity.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Simi Lakhani (407-408-7393)
419 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787
$874,99012 Days on yellowkey MLS ID: O6395693
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2650 Built: 2026Monthly Fee: $240 Tax: $1,955 (2025)Community: Winter GroveSingle Family
Taxes:$1,955
Elementary School: SunRidge Elementary
Remarks: Under Construction. Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Step into the Imperial by Pulte Homes, where luxury and convenience seamlessly combine to create a truly elevated living experience. This remarkable 5-bedroom, 3.5-bathroom home with a 2-car garage offers unparalleled craftsmanship and thoughtful design throughout. The open-concept layout flows effortlessly, creating an expansive, airy feel that exudes both sophistication and comfort. On the first floor, discover a private en suite bedroom with a walk-in closet and elegant quartz countertops—a perfect retreat for guests. At the heart of the home, the chef-inspired kitchen is a true masterpiece, featuring 42” soft-close cabinetry, striking quartz countertops and decorative tile backsplash. Whirlpool stainless steel appliances, including a built-in natural gas cooktop and a refrigerator, make cooking a pleasure. The kitchen seamlessly connects to the café and gathering room, where a sliding glass door opens to the covered lanai, enhancing the flow of indoor-outdoor living. The first floor also offers a convenient powder room, perfect for guests. Upstairs, the luxurious owner’s suite is a private sanctuary, featuring a spacious walk-in closet and a spa-like en suite bathroom with quartz-topped dual vanity sinks and a frameless glass enclosed shower. The loft area provides the perfect space to unwind, while three additional bedrooms and a bathroom complete the upper level. For added convenience, a thoughtfully located upstairs laundry room with utility sink simplifies everyday tasks. Beautiful wood-look luxury vinyl plank flooring is found throughout the main living areas of the first-floor, at the stair case, and first floor bedroom, while plush, stain-resistant Shaw carpet can be found throughout the upstairs bedrooms and loft, and tile complements the bathrooms and laundry room. Designer-curated finishes elevate every corner of this home, including pendant light pre-wire and under cabinet lighting in the kitchen, brushed nickel plumbing fixtures and hardware, 2” faux wood blinds, and Whirlpool washer and dryer enhance the home's style and comfort. This home is equipped with a smart thermostat, smart doorbell, and LED downlights, ensuring your home is as connected as it is beautiful. This home offers the perfect combination of luxury, convenience, and modern design—an ideal place to live and relax. Schedule a tour today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
16077 BARKLY RIDGE CT, WINTER GARDEN, FL 34787
$2,200,00025 Days on yellowkey MLS ID: O6391901
Bed: 6 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 5524 Built: 2024Monthly Fee: $225 Tax: $8,585 (2025)Community: Avalon RdgSingle Family
Taxes:$8,585
Elementary School: Hamlin Elementary
Remarks: THE BEST OF AVALON RIDGE. FULLY UPGRADED. DESIGNER-CURATED. UNMATCHED. Welcome to one of the most exceptional residences in Avalon Ridge, a 2024-built estate that sets the standard for luxury living. Offered at $2,200,000, this is not just another home in the neighborhood, it is the benchmark: the most upgraded, most refined, and most thoughtfully designed. Spanning a grand two-story layout, this residence offers 6 bedrooms, 5 full baths, and 2 half baths, seamlessly blending modern sophistication with elevated functionality. From the moment you enter, you’re met with striking architectural presence, enhanced by custom high-end carpentry, bespoke built-ins, designer vanities, and fully customized walk-in closets; every inch curated with intention. The home is grounded by premium upgraded flooring throughout and anchored by a true gourmet kitchen, a showpiece space designed for both everyday living and elevated entertaining. Flowing effortlessly into expansive open-concept living areas, this home was built to impress and perform. The main-level primary suite is a private sanctuary, featuring a spa-inspired bath, dual vanities, and an oversized custom closet. Floor-to-ceiling sliding glass doors flood the home with natural light and open to a generous backyard, complete with approved plans for a future resort-style pool, offering the opportunity to create a true private oasis. Upstairs, the lifestyle continues with a spacious loft featuring a built-in wet bar, perfect for entertaining or unwinding. Four additional bedrooms include a well-designed Jack-and-Jill layout, while a dedicated bonus/media room provides flexibility for a theater, game room, or lounge. ADDITIONAL HIGHLIGHTS INCLUDE: Dual laundry rooms (both levels for ultimate convenience) * Two EV charging stations * Designer lighting and custom window treatments throughout * Extensive built-ins and upgraded finishes that convey. For those seeking a fully turnkey experience, select designer furnishings may be available under a separate agreement, making this one of the most compelling move-in-ready opportunities in Winter Garden. This is more than a home, it’s the crown jewel of Avalon Ridge. A rare opportunity to own the best-renovated, best-designed, and best-presented property in the community.
Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)
Listing Agent: Dianna Desboyaux (407-920-4601)
1720 PORTCASTLE CIR, WINTER GARDEN, FL 34787
$389,90076 Days on yellowkey MLS ID: O6377195
2 Days Off yellowkey (back on 2/20/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1606 Built: 2004Monthly Fee: $46 Tax: $5,520 (2024)Community: Stone Creek Unit 4Single Family
Taxes:$5,520
Remarks: Under contract-accepting backup offers. Welcome to this fantastic, move-in ready, 4-bedroom, 2.5-bathroom, two-story home with a two-car garage. Enter the foyer leading directly into the open-concept living room and kitchen. The kitchen is functional and stylish, featuring laminate countertops, an island, and stainless steel appliances. Conveniently located off the kitchen are the laundry room, a half bathroom, and access to the two-car garage. All four bedrooms are located on the second level, with the primary suite situated at the rear of the home for privacy. A small flex space upstairs is perfect for a reading nook or a small office area. The primary bedroom features a walk-in closet and an attached ensuite with dual sinks and a tub/shower combo. Schedule your showings today!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
327 S LAKEVIEW AVE, WINTER GARDEN, FL 34787
$849,00015 Days on yellowkey MLS ID: O6394438
0 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2225 Built: 2014 Tax: $2,758 (2025)Community: G T Smith Sub 3Single Family
Taxes:$2,758
Elementary School: Dillard Street Elem
Remarks: Under contract-accepting backup offers. *Ask about a lender provided credit up to $12,500 on this home!* Welcome to 327 S Lakeview Ave, a rare opportunity in the heart of the golf cart district in Downtown Winter Garden. Built in 2014 and tastefully updated, this move-in ready property offers the perfect blend of character, comfort, and flexibility with no HOA. This unique property features a 2-bedroom, 2-bath main home plus a detached 1-bedroom, 1-bath guest cottage, ideal for buyers seeking a multi-generational home, income-producing property, or a home with an in-law suite. Situated on an oversized, fenced corner lot, the property is enhanced by lush, mature landscaping and a charming mini vineyard with sweet muscadine grapevines perfect for homegrown wine or fresh snacking. Inside, the main residence offers a desirable split floor plan with bright, open living spaces and abundant natural light. The inviting living room features a cozy fireplace perfect for relaxing evenings or entertaining guests. The spacious kitchen flows seamlessly into the main living area and is equipped with a gas range, making it ideal for home chefs. The private primary suite is tucked away, creating a peaceful retreat, while the secondary bedroom offers comfort and privacy for guests or family. The detached guest cottage features its own private entrance, making it ideal for rental income, a home office, or private accommodations for extended family. Step outside to the covered back patio, accessible from both the living area and primary suite perfect for entertaining and relaxing. Pre-plumbed with natural gas you can create your dream summer kitchen. The fully fenced backyard and garden space provide both privacy and room to enjoy Florida outdoor living. Located just blocks from the West Orange Trail, Plant Street Market, and the award-winning Winter Garden Farmers Market, you’ll enjoy walkable access to top-rated restaurants, coffee shops, boutiques, and year-round community events. Whether you're searching for a primary residence with rental income potential, a flexible investment property, or a home with a guest house in Winter Garden, this property offers unmatched versatility in one of Central Florida’s most sought-after locations. Don’t miss your chance to own a home near Downtown Winter Garden with income potential and no HOA, schedule your private showing today.
Listing Agent: Ryan Leitter (321-684-9699)
16826 BROADWATER AVE, WINTER GARDEN, FL 34787
$1,540,00041 Days on yellowkey MLS ID: O6387379
REDUCED by $50,000 (3.1%) on 04/02/2026
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4451 Built: 2019Monthly Fee: $218 Tax: $9,892 (2025)Community: Waterside/Johns Lk-Ph 1Single Family
Taxes:$9,892
Remarks: Meticulously updated and move-in ready, this stunning residence is located in the highly sought-after gated community of Waterside in Winter Garden. Designed with both luxury and functionality in mind, the home features a desirable first-floor primary suite boasting an expansive en-suite bath with dual sinks and two custom-organized walk-in closets. The main level also includes a guest bedroom with its own full bath, a private office/den, and a convenient powder room. The second floor is an entertainer's dream, offering a massive loft, a Jack-and-Jill suite, and an additional bedroom with a private full bath. Significant upgrades abound, including new dual AC units (2024), rich hardwood flooring (2019), and a modern electric fireplace. Premium features include plantation shutters, custom shelving in the pantry and primary closets, a whole-house water purification system, and noise-blocking insulation for ultimate serenity. Outdoor and tech upgrades feature an extended driveway and an installed Tesla charger. Residents enjoy resort-style amenities including a community pool, fitness center, and clubhouse. Perfectly situated on a prime lot, you are minutes from Winter Garden Village, major highways, and premier shopping and dining. This could be your perfect dream home—schedule your private tour today!
Listing is courtesy of: ONE STOP SERVICE REALTY INC (407-739-3196)
Listing Agent: Ye Kang (321-279-1059)
17737 DEER ISLE CIR, WINTER GARDEN, FL 34787
$2,950,00057 Days on yellowkey MLS ID: O6381953
3 Days Off yellowkey (back on 4/1/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4886 Built: 2015Monthly Fee: $207 Tax: $24,540 (2024)Community: Deer IslandSingle Family
Taxes:$24,540
Remarks: Under contract-accepting backup offers. Experience over an acre of elevated direct sunset lakefront luxury living on the naturally spring-fed waters of John’s Lake. Offered publicly for the first time, this fully custom estate represents a rare convergence of beauty, privacy and enduring design. Nearly 5,000 square feet of interior living space unfold effortlessly into an additional 1,000 square feet of exceptionally well-appointed enclosed outdoor living, creating seamless indoor to outdoor living. Positioned within the private gated enclave of Deer Island and presented in impeccable condition since its 2015 construction, the home reflects meticulous care and pride of ownership. Thoughtfully designed for a life well lived by owners and guests alike, every detail was executed with intention. Arrival is elegant and memorable, welcomed by a central fountain and expansive motor court leading to an oversized three-car garage, while two bedrooms on the main level, including the primary and guest suite, provide comfort, privacy and effortless livability for generations. Designed for entertaining, walls of fully retractable sliding glass doors dissolve the boundary between indoors and out, allowing the living and great rooms to open to the terrace beyond. The covered outdoor lounge, finished with a wood-paneled ceiling, gas fireplace and fully equipped outdoor kitchen, extends daily living outdoors. The infinity pool and spa, framed by gas fire bowls, merge seamlessly with the lake view itself, while a dedicated pool access bath enhances convenience. Privately positioned to capture sweeping lake views, the primary suite opens directly to the lanai and features dual walk-in closets. Its bath is anchored by a freestanding copper soaking tub, hammered copper sinks set within custom vanities, and a full stone walk-in shower with multiple showerheads and built-in bench. The kitchen features custom wood cabinetry, oversized island, induction cooktop, separate built-in refrigerator and freezer, professional-grade appliances, and walk in pantry. Architectural details include travertine flooring, coffered and tray ceilings, refined millwork and wrought iron staircase. All closets feature custom built-ins. The second-floor media room may also serve as a spacious fifth bedroom with private balcony overlooking the lake. Beyond the terrace, tiered gardens descend toward the shoreline, where Four Seasons marble statuary is thoughtfully placed throughout the grounds, like a work of art set within the landscape. A private putting green, fire pit and manicured lawn enhance the setting. The composite dock includes dual lifts for boat and jet ski, water and electric service, and upper level sun deck positioned for sunset views. John’s Lake spans over 2,500 acres and is known for exceptional clarity, ideal for skiing, boating, water sports and fishing. Deer Island offers gated entry with waterside tennis, pickleball and basketball courts. The home is serviced by a private well. Less than one mile from the Florida Turnpike and 25 minutes to downtown Orlando. Contact for your private viewing.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Candace Cassidy (407-529-8630)
225 SOUTHERN PECAN CIR #208, WINTER GARDEN, FL 34787
$289,90041 Days on yellowkey MLS ID: O6383422
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1264 Built: 2005 Tax: $3,728 (2025)Community: Southern Pines CondoCondo
Taxes:$3,728
Remarks: Beautiful 2-bedroom, 2-bathroom condo just under 1,300 sq ft in one of the most desirable areas of Winter Garden. Both bedrooms feature large walk-in closets, and the layout is exceptionally well designed, making the home feel spacious and comfortable. The unit COMES WITH A 1-CAR GARAGE, a rare and valuable feature. All appliances are BRAND NEW, including refrigerator, microwave, stove, and dishwasher. A washer and dryer are also included. The flooring has been completely renovated to elegant wood flooring throughout. The main living area offers a separate flex space that is PERFECT for a home office or a kids’ play area. Conveniently located next to the community car wash, with resort-style amenities that include an amazing clubhouse, pool area with barbecue grills, fully equipped gym, tennis courts, basketball courts, and more.
Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)
Listing Agent: John Silva (407-420-7908)
13705 GOLDEN RUSSET DR, WINTER GARDEN, FL 34787
$369,90030 Days on yellowkey MLS ID: O6390740
REDUCED by $10,000 (2.6%) on 04/01/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1590 Built: 2007Monthly Fee: $333 Tax: $4,756 (2025)Community: Orchard A1-A26 B1 B2 C D1-D4Townhouse
Taxes:$4,756
Remarks: Welcome to The Orchard, a tidy gated community of townhomes in sought-after Winter Garden. This residence blends modern comfort with low-maintenance living, offering a bright, open layout that feels inviting from the moment you step inside. Thoughtful upgrades elevate every space—stylish flooring, fresh finishes, and a contemporary color palette create a clean, move-in-ready atmosphere. The kitchen serves as the heart of the home, featuring new appliances, fine cabinetry, sleek countertops, and a functional layout ideal for everyday living. The open-concept living and dining areas flow seamlessly to a private outdoor space, perfect for morning coffee or unwinding at the end of the day. Upstairs, spacious bedrooms provide comfort and flexibility, while the primary suite offers a peaceful retreat with generous closet space and an updated en-suite bath. A dedicated laundry area and attached garage add convenience to the home’s thoughtful design. Residents of The Orchard enjoy gated security, a tranquil pool area and playground, and a prime Winter Garden location just minutes from shopping, dining, top-rated schools, and the charm of downtown Winter Garden. Tastefully updated, well-maintained, and ideally located—this townhome is the perfect blend of style and convenience.
Listing Agent: Drew Ross (407-383-6497)
1001 VINSETTA CIR, WINTER GARDEN, FL 34787
$870,00025 Days on yellowkey MLS ID: O6392172
1 Days Off yellowkey (back on 4/1/2026)
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3988 Built: 2015Monthly Fee: $108 Tax: $6,896 (2025)Community: Avalon Reserve Village 1Single Family
Taxes:$6,896
Remarks: Under contract-accepting backup offers. Welcome to a distinctive residence where space, design and lifestyle come together seamlessly. Upon entry, soaring 18-foot ceilings and expansive windows fill the home with natural light while framing immediate views of the private backyard retreat. The thoughtfully designed floor plan offers openness and versatility, creating multiple living and entertaining spaces throughout. At the heart of the home, the fully renovated gourmet kitchen showcases quartz countertops, 42-inch cabinetry, an oversized island with bar seating, and premium appliances including a Thor kitchen natural gas cooktop and Bosch dishwasher, suited for everyday living and entertaining. The primary suite serves as a private retreat, featuring luxury vinyl plank flooring, crown molding and tranquil backyard views. The spa-inspired bath offers a walk-in shower, garden tub, dual vanities and two expansive walk-in closets. The main level also includes a guest bedroom and a dedicated office or bonus room, ideal for remote work or flexible living. Upstairs, an expansive loft has been transformed into a professionally designed in-home fitness studio, accompanied by four additional bedrooms, including a private en-suite and your expansive laundry room. Outdoors, the lifestyle continues. Enjoy a 32-by-14-foot black Pebble Tec pool and spa with limestone decking, a rare private four-hole golf course with ambient lighting, and multiple firepit areas designed for entertaining and quiet evenings under the Florida sky. Ideally just minutes from Stoneybrook West Village, top-rated schools, major expressways and everyday conveniences, this home offers privacy and accessibility. A rare offering designed for how you want to live.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Alejandro Quiel, Jr (407-967-2738)
233 SOUTHERN PECAN CIR #101, WINTER GARDEN, FL 34787
$259,90019 Days on yellowkey MLS ID: S5144851
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 966 Built: 2005Monthly Fee: $343 Tax: $2,537 (2024)Community: Southern Pines CondoCondo
Taxes:$2,537
Remarks: 2/1 Excellent
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Maria Lloret (407-929-1994)
16554 RAVEN ROCK PL, WINTER GARDEN, FL 34787
$875,00031 Days on yellowkey MLS ID: O6390742
0 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3032 Built: 2015Monthly Fee: $184 Tax: $6,702 (2025)Community: TwinwatersSingle Family
Taxes:$6,702
Remarks: Twinwaters ** Former MODEL home built with BEAUTIFUL UPGRADES ** 3 car garage ** Heated POOL & SPA HOME ** Upgraded pool automation NEW 2024 Aqualink control unit, NEW pool pump versa flow 2025, new pool heater 2021, NEW pool salt cell and perfect space for entertaining under the giant +/-40x12 lanai featuring an outdoor kitchen w/gas grill and refrig** Prime CULDESAC location on dead end st across from green space with HOA community pool and play area a short walk ** +/-14x19 beautiful primary bedroom ensuite w french doors leading to the pool & outdoor living space ** Some upgr incl: solar panel system (paid off) for pool, wood tile all main rooms and bathrooms, 8' 2 panel square interior doors, 10' ceilings, crown molding, surround sound 5.0 Polk audio surround ceiling speakers & subwoofer in all the main rooms, quartz counters in the master and kitchen ** Primary bath offers a free standing soaking tub, dual vanities, sinks, a heated bidet, spacious walkin shower & huge walk in closet with custom shelving ** Sonos system upgr receiver 2021 ** Perfect set up for inlaw or guest suite at the end of the main hall with 2 bedrooms, walk in closets and a full bathroom with access to the outdoor living area -Just add a door for a private separate space ** Another possible guest suite is the 1 bedroom and full bath right off the foyer for a guest area ** The main living space offers a lovely inviting open floor plan featuring a family room with sliding glass doors to the pool area and cafe space w beautiful stone accent wall ** The kitchen features upgraded white cabinetry with roll out shelves 2020, white quartz counters, above & under cabinet lighting, an expansive breakfast bar, a separate kitchen island making it a perfect spot to gather ** Built in Kitchenaid built in convection oven, cooktop & Kitchenaid exhaust fan make it enjoyable for cooking ** 2 pantries including a butlers pantry w quartz counters, white cabinets with rollout shelves 2023, a wine chiller Kitchenaid refrig & wine rack plus a separate walk in closet pantry with built in shelving ** Fantastic floor plan with a den/study off foyer or use as another bdrm, then a guest or inlaw suite across the hall & 2 additional bedrooms at the end of the hallway with a 3rd full bath ** Electric heat and hot water heater **Propane gas pool heater and gas grill **Whole house water softener treatment system 2020 & security system main control panel just replaced *All rm measurements are from the Meritage builder flr plan and are approximate. Buyers to verify measurements. Seller did not use the solar panel pool heater system ** The following convey: Wine chiller Kitchenaid refrig in butlers pantry, water softener, Sonos system upgraded 2021 and receiver replaced 2021, security system and 4 exterior cameras 2021, refrig and grill on the outdoor kit., solar panels for the pool heater, all pool equipment, pool heater, metal overhead racks in the garage and attached wall racks **Not conveying: Kit ice maker machine, cable box and Roku not incl.
Listing is courtesy of: INDEPENDENCE REALTY GROUP LLC (407-408-6662)
Listing Agent: Andrew Philippone (407-408-6662)
13526 FOX GLOVE ST, WINTER GARDEN, FL 34787
$845,00021 Days on yellowkey MLS ID: O6388630
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 3866 Built: 2005Monthly Fee: $243 Tax: $11,960 (2025)Community: Stoneybrook WestSingle Family
Taxes:$11,960
Remarks: Under contract-accepting backup offers. Homes of this size, FULLY REMODELED, with a HEATED POOL, SOLAR PANEL and beautiful views rarely become available in this highly sought-after GATED COMMUNITY in Winter Garden. Featuring 24-hour GUARD-GATED SECURITY, resort-style amenities, exclusive access to Black Lake, golf course and on-site restaurant; this community truly offers a lifestyle like no other. With a TOP-RATED elementary school just across the street — kids often ride their bike, scooter, or even golf cart to school — and an unmatched community atmosphere, this is a rare opportunity. | This beautifully updated home offers 5 bedrooms, 3 bathrooms, and 3,866 square feet of thoughtfully designed living space. Fully renovated on the inside, it also features a NEW ROOF, solar panels, and fresh exterior paint. Even better, the home is being sold FULLY FURNISHED, offering a true turnkey experience so you can move in and start enjoying it from day one. | FIRST FLOOR includes a bedroom and a full bath, SECOND FLOOR includes the Master Bedroom, three other bedrooms and one additional full bath; you also have a massive loft creating endless possibilities — movie room, game room, or an additional living area tailored to your lifestyle. | Step outside to your private heated pool and amazing sunrise views. This home also includes a spacious THREE CAR GARAGE featuring epoxy flooring and ELECTRIC VEHICLE CHARGING STATION, sink and fridge. | Residents of this community enjoy an exceptional array of amenities, including multiple pools, tennis, basketball, volleyball, and pickleball courts, playgrounds, and private fishing piers. With direct access to Black Lake, it’s ideal for boating and jet ski enthusiasts, while golf lovers can take advantage of the on-site course with resident-friendly membership options. | Ideally situated just minutes from Winter Garden Village, offering a wide variety of shops and restaurants, with quick access to the State Road 429, and only 10 minutes from both Downtown Historic Winter Garden and the growing Hamlin district, this home perfectly balances convenience and lifestyle. Homes like this — FULLY RENOVATED, ENERGY EFFICIENT, FULLY FURNISHED, AND WITH THIS LEVEL OF SPACE & UPGRADES ARE RARELY AVAILABLE IN THIS COMMUNITY. (Click on Virtual Tour Link 1 for complete tour)
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Mariana Cezar Ovalle (407-427-3559)
422 CHARLOTTE ST, WINTER GARDEN, FL 34787
$303,00054 Days on yellowkey MLS ID: O6383783
3 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 858 Built: 1954 Tax: $3,076 (2024)Community: East Garden Manor First AddSingle Family
Taxes:$3,076
Remarks: Price Improvement & Up to $5,000 lender credit available toward buyer’s closing costs when using preferred lender. Lovely, cozy, and Move-In ready home situated on almost a quarter of an acre lot, offering comfort, functionality, and thoughtful updates throughout. Inside, you’ll find beautiful vinyl flooring throughout, absolutely No Carpet, complemented by crown molding that adds a refined touch. Bedroom three/ Flex Room features ceramic tile, providing flexibility for guests, a home office, or additional living space. The layout is practical and easy to maintain, making it ideal for everyday living. The kitchen is bright with natural light from the windows and features granite countertops, a decorative backsplash, and fully equipped with stainless steel appliances. Recent updates provide peace of mind, including a Roof replaced in 2023, Water Heater updated in 2022, and an AC system that has been sealed to help reduce electricity consumption. The home also features Solar Panels (will be paid off by the seller) for added energy efficiency and long-term savings. Step outside to enjoy the privacy of a fully fenced yard with plenty of room to expand, entertain, garden, BBQ, or simply relax. Additional highlights include a carport and an electrical outlet suitable for a car or RV charger, adding everyday convenience and versatility. NO HOA, No CDD! Located minutes from the vibrant historic Downtown Winter Garden, shops, restaurants, cafes, medical facilities, events, and more. Schedule your showing today!
Listing is courtesy of: LIV REALTY II INC. (407-574-4404)
Listing Agent: Linda Guzman (407-574-4404)
1422 BASIN ST, WINTER GARDEN, FL 34787
$169,00078 Days on yellowkey MLS ID: O6377176
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 880 Built: 1966 Tax: $1,800 (2025)Community: Joe Louis ParkSingle Family
Taxes:$1,800
Remarks: Under contract-accepting backup offers. Property offers 4 bedrooms and 1 bath room.
Listing is courtesy of: STIRLING INTERNATIONAL REAL ES (407-250-1000)
Listing Agent: Rosa Rodriguez (407-832-1185)
1646 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787
$949,90016 Days on yellowkey MLS ID: O6394506
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3841 Built: 2017Monthly Fee: $184 Tax: $12,543 (2025)Community: TwinwatersSingle Family
Taxes:$12,543
Remarks: Welcome to 1646 Holcomb Creek Street. Your beautifully appointed four bedroom, 4.5-bath Meritage home offers 3,824 sq ft of thoughtfully designed living space in one of Winter Garden’s most desirable communities. Built in 2017, this energy-efficient floorplan features spray foam insulation, whole house water filtration system, a spacious open layout, high-end finishes, and multiple flexible living areas. The gourmet kitchen impresses with 42" cabinetry, quartz countertops, stainless steel appliances, extended storage, walk in pantry and a large eat-in dining area. The family room includes an electric fireplace with a floor-to-ceiling stone accent wall and triple sliding glass doors leading to the screened lanai and fenced backyard. The first-floor primary suite offers a tray ceiling and a spa-inspired bath with direct access to the laundry room. A guest suite with private bath, third bedroom with an additional private bath, powder room, and a convenient pocket office completes the main level. Upstairs, a large bonus/game room, additional bedroom, full bath, and a flexible pass-through space provides endless possibilities for a media room, playroom, office or optional 5th bedroom. Your garage offers overhead storage and a Tesla-E/V charger. Exterior features include a tile roof, stone accents, extended front porch, in ground irrigation and lush landscaping. Located minutes from top-rated schools, shopping, dining, major highways and attractions. This exceptional home offers the perfect blend of luxury, comfort, and efficiency—move-in ready and meticulously maintained.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Jennifer Grimes (352-223-9588)
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