Location: Winter Garden , 34787
Do Not Show Listings
5966 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$695,000185 Days on yellowkey MLS ID: O6376219
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2839 Built: 2017Monthly Fee: $195 Tax: $9,648 (2025)Community: Signature Lakes Ph 3B-4, 3B-5 & 3B-7 83/27 Lot 184Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,648
Elementary School: Independence Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: Price Improvement – Welcome to 5966 Cypress Hill Rd, located in the highly sought-after Independence community of Winter Garden. This well-maintained home offers a rare blend of privacy, space, and lifestyle amenities. Situated on a larger-than-average lot with no rear neighbors, the home backs up to an open area, creating a peaceful and private setting—perfect for relaxing or entertaining. Features include a covered side lanai, extended driveway, and detached garage, offering both functionality and additional space. Enjoy resort-style living in Independence, including: • Two private boat ramps with access to Lake Speer and Lake Hancock • Two clubhouses, pools, fitness centers, and sports courts • Internet included through Spectrum as part of the HOA • Walking trails, parks, and frequent community events • Internet included through Spectrum as part of the HOA The home is zoned for top-rated schools and conveniently located near shopping, dining, and major highways. Solar System: Property includes a solar system with an existing loan. Buyer to assume solar loan. Note: Water softener not included but may be purchased separately. Solar loan assumption required; details available upon request.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Mahmoud Mango (321-830-4678)
15672 SHOREBIRD LN, WINTER GARDEN, FL 34787
$849,900185 Days on yellowkey MLS ID: O6375411
REDUCED by $10,000 (1.2%) on 06/29/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2800 Built: 2017Monthly Fee: $360 Tax: $6,887 (2025)Community: Lakeshore PreserveSingle Family
Taxes:$6,887
Elementary School: Panther Lake Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: One or more photo(s) has been virtually staged. Exceptional New Price! Experience Refined Florida Living in the Lowest Priced Pool Home in Lakeshore Preserve. Distinguished by its Tuscan elevation, stone accents, and Barrel Tile Roof, this 4-bedroom, 3.5-bath Toll Brothers built home offers timeless curb appeal and thoughtfully designed living spaces. Inside, soaring ceilings, crown molding, and upscale finishes create an inviting yet sophisticated atmosphere. Designed for seamless entertaining, the open-concept kitchen, living, and dining areas are filled with natural light and enhanced by six oversized sliding glass doors that extend the living space outdoors. The gourmet kitchen is the heart of the home, featuring an impressive 14’ center island, upgraded KitchenAid appliances, abundant cabinetry, walk-in pantry, and a built-in storage/mudroom. Outdoors, enjoy a 39’ x 8’ covered lanai overlooking a saltwater pool added in 2021, complemented by extensive paver decking and an expansive screened enclosure—creating a refined outdoor living space ideal for alfresco dining and entertaining. Enjoy the soothing sounds provided by the waterfall pool feature! The first floor includes a flexible bedroom currently used as an office with an adjacent powder room. Upstairs, a spacious bonus loft provides separation and privacy, leading to the luxurious owner’s suite with dual walk-in closets and a spa-inspired bath offering double vanities, soaking tub, frameless glass shower, and private water closet. Two additional bedrooms—one with ensuite bath—along with a full laundry room complete the upper level. Energy-efficient features include double-pane Low-E windows, gas cooktop and dryer, and a tankless water heater. Community fees include lawn care, internet, cable, and access to resort-style amenities such as a clubhouse, pool, fitness center, playgrounds, dog park, firepit and kayak launch. Ideally located in Horizon West, close to shopping, dining, hospitals, schools, and major highways—with Disney parks just minutes away—this home offers the perfect balance of luxury, lifestyle, and convenience.
Listing is courtesy of: RE/MAX SELECT GROUP (407-352-5800)
Listing Agent: Helen Thompson (407-766-7537)
1830 MORNING SKY DR, WINTER GARDEN, FL 34787
$465,0007 Days on yellowkey MLS ID: O6426519
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2145 Built: 2004Monthly Fee: $100 Tax: $6,009 (2025)Community: Emerald RidgeSpa: NoSingle Family
Taxes:$6,009
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: *Walkthrough Video Available* Welcome to the gated Emerald Ridge neighborhood that is conveniently located near the 429, Turnpike, shopping and restaurants in Winter Garden, Horizon West and Windermere as well as the charming downtown Winter Garden Plant Street and all of the local activities it brings. Cool off in the COMMUNITY POOL and enjoy staying active on the sidewalks that run throughout the neighborhood. This home has an OPEN FLOOR PLAN that greets you as soon as you enter. The spacious living room has nice natural lighting and opens to the eat-in kitchen which was recently remodeled. You’ll find NEW CABINETRY with soft-close doors, a TILE BACKSPLASH and STAINLESS STEEL appliances. The WALK-IN PANTRY is a dream as it gives storage space for kitchen wares and laundry needs. Sliding doors open to the SCREENED PATIO so you can enjoy the evening breeze. There’s a SPACIOUS LOFT upstairs which makes for a fantastic 2nd living room, home office, play space, or home gym. The primary suite in this model is extra large giving room for a sitting area! The WALK-IN CLOSET offers plenty of space to keep your wardrobe organized and the en-suite bathroom has a garden tub and separate shower. The secondary bedrooms share a hall bathroom. The ROOF, AC, AND WATER HEATER WERE REPLACED IN 2018. Additional upgrades include CROWN MOLDING and canned lighting throughout the home.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Tennille Biggers (850-628-4455)
4958 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787
$540,00044 Days on yellowkey MLS ID: S5151791
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1788 Built: 2023Monthly Fee: $166 Tax: $7,028 (2025)Community: Silverleaf ReserveSingle Family
Taxes:$7,028
Elementary School: None
Middle School: None
Remarks: LOCATION, LOCATION, LOCATION!!! Why wait to build when you can own this like-new home right now? Welcome to your dream home in the heart of Horizon West, Florida! This charming 3-bedroom, 2.5-bath residence is the epitome of comfortable, convenient living. Situated in picturesque Winter Garden, FL, this home offers the perfect blend of modern amenities and a peaceful suburban setting, located right across from the new Hamlin elementary and middle schools. Upon entering, you are greeted by an inviting living space filled with natural light—ideal for both relaxation and entertaining. The spacious open-concept kitchen is a chef's delight, featuring quality appliances, ample quartz counter space, and a convenient pantry. The great room is perfect for family meals or hosting friends, while the downstairs half-bath adds convenience; the main level also offers generous storage space and direct kitchen-to-garage access, making unloading groceries a breeze. Upstairs, the primary suite serves as a true retreat, complete with a private bath and spacious closets. Two additional bedrooms offer flexibility for a growing family, and the loft—featuring a shared full bath—provides the perfect spot for a home office or family entertainment area. Step out onto your modern porch; Silverleaf Reserve invites you to enjoy a serene escape with community amenities such as a pool, playgrounds, and walking trails. Additionally, the nearby Hamlin area offers excellent conveniences, including parks, trails, and shopping centers—with banks, restaurants, Walmart, Publix, a movie theater, a hospital, and a gym—plus easy access to the best of Florida living: Disney theme parks. With the added benefit of being just steps away from the new Hamlin elementary and middle schools, your family will enjoy a short, safe commute to school. Don't miss the opportunity to make this Horizon West bungalow your new home sweet home—not to mention its convenient location for accessing the US-429 toll road and easy access to Highways 192, 27, and 50. Schedule a visit today and experience the charm of Florida living at its best!
Listing is courtesy of: MBT REALTY LLC (407-283-3351)
Listing Agent: Victor Barroeta (407-818-5286)
14501 GROVE RESORT AVE #2534, WINTER GARDEN, FL 34787
$210,000216 Days on yellowkey MLS ID: O6369252
REDUCED by $15,000 (6.7%) on 06/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1396 Built: 2018 Tax: $8,154 (2024)Community: Grove Residence & Spa Hotel Condo IiCondo
Taxes:$8,154
High School: None
Tax Year: 2024
Remarks: THIS IS A MUST-SELL UNIT. Vacation investment opportunity at The Grove Resort & Water Park, Orlando—welcome to Unit 2534. This fully furnished 3-bedroom, 2-bath CONDO-HOTEL is positioned in one of Central Florida’s highest-demand VACATION RENTAL communities. The spacious Jasmine floor plan sleeps 8 and includes a king suite, two queen beds in the guest room, and a pull-out sofa in the living room. Designed for durability and guest appeal, the unit features quartz countertops, stainless steel appliances, in-unit laundry, and an oversized screened balcony overlooking tranquil resort and conservation views. AS A SHORT-TERM RENTAL PROPERTY, owners are allowed personal use up to 179 days a year, with full on-site property management available to handle bookings, housekeeping, maintenance, and guest services year-round. This hassle-free model makes it ideal for out-of-state, international investors, or active vacation home investors seeking passive income. The Grove Resort is a full-service destination featuring Surfari Water Park with lazy river and FlowRider surf simulator, three additional pools, Lake Austin access for water sports and fishing, fitness center, arcade, indoor glow mini golf, restaurants, bars, spa, and 24-hour concierge. Daily Disney shuttles and proximity to major attractions that drive strong guest occupancy. HOA fee covers all utilities, including electric, water, cable, WiFi, pest control, and insurance—offering predictable, streamlined costs for owners. With high rental demand, professional management, and a below-market price point, this unit offers strong ROI potential in a market with continued tourism growth. Act now to capitalize on this prime income-producing asset in the heart of Orlando’s booming short-term rental zone. Agents, please Realtor's remarks for details.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jackie Cavada-Barrero (407-443-7776)
14501 GROVE RESORT AVE #2535, WINTER GARDEN, FL 34787
$165,000175 Days on yellowkey MLS ID: O6378144
REDUCED by $10,000 (5.7%) on 07/22/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1434 Built: 2018 Tax: $8,168 (2025)Community: Grove Resort And SpaSpa: YesCondo
Taxes:$8,168
Remarks: Welcome to the 4-Star rated Grove Resort & Spa Orlando! This high floor, Cypress model corner unit offers a spacious, split bedroom, open layout with over 1,400+ SF of living area. This model features an oversized Primary Suite with separate corner sitting area and guest bedroom features 2 queen size beds. This condo sleeps 8! Other features include a modern interior with solid wood cabinets and solid surface countertops in the kitchen and baths, stainless steel appliances, in-unit laundry room, and all furniture & furnishings included and ready for your turn-key vacation resort. The resort features outstanding amenities including 2 on-site restaurants, spa, fitness center, arcade game room, three pools, private access to Lake Austin, FREE SHUTTLES TO DISNEY PARKS and the on-site SURFARI WATER PARK complete with lazy river, pool-side restaurant and bar, and a FLOWRIDER® double surf simulator. This is a Walt Disney World Good Neighbor® Hotel and less than 5 miles from the world famous Walt Disney World® Resort and Theme Parks. Also, just 3.9 miles to the new Flamingo Crossings Town Center with 40+ shops and restaurants. This amazing condo-hotel unit also offers the convenience of an in-house, on-site hotel rental program which provides rental income when not in your personal use and features a VIP Check-In for condo owners. ALL UTILITIES, CABLE, AND INTERNET INCLUDED IN MONTHLY MAINTENANCE!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Joseph Mooradian (954-466-5669)
12597 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$465,00071 Days on yellowkey MLS ID: O6407413
REDUCED by $10,000 (2.1%) on 07/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2322 Built: 2022Monthly Fee: $225 Tax: $8,365 (2025)Community: Encore At OvationSingle Family
Taxes:$8,365
Remarks: Freshly painted interior throughout. Brand-new carpet installed in the second-floor loft and primary bedroom. Welcome to 12597 Encore at Ovation Way in the highly desirable Winter Garden area! This beautifully designed home is located in a sought-after gas community and offers a modern open-concept layout perfect for everyday living and entertaining. Enjoy easy maintenance and a stylish look with no carpet throughout the main living areas. The spacious kitchen features upgraded finishes, ample cabinetry, and a large island overlooking the living and dining spaces. Conveniently situated near shopping, dining, major highways, and Disney attractions, this home is also zoned for highly rated schools, making it an excellent choice for both homeowners and investors alike. Experience comfort, convenience, and one of the best locations Winter Garden has to offer!
Listing is courtesy of: INTEREALTY SERVICE (626-328-8535)
Listing Agent: Emma Yue (626-328-8535)
15755 SWEET LIMETTA DR, WINTER GARDEN, FL 34787
$790,000203 Days on yellowkey MLS ID: O6370049
REDUCED by $19,900 (2.5%) on 07/22/2026
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
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: 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
$1,649,99970 Days on yellowkey MLS ID: O6408835
REDUCED by $25,000 (1.5%) on 07/07/2026
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
Middle School: Lakeview Middle
Remarks: 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 is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Kevin Sullivan (321-663-3457)
7389 JOHN HANCOCK DR, WINTER GARDEN, FL 34787
$1,250,0007 Days on yellowkey MLS ID: O6426321
1 Days Off yellowkey (back on 7/22/2026)
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4006 Built: 2019Monthly Fee: $138 Tax: $15,462 (2025)Community: Overlook 2 At HamlinSpa: YesSingle Family
Taxes:$15,462
Remarks: Under contract-accepting backup offers. This impressive 5-bedroom, 4-bath pool home offers more than 4,000 square feet of thoughtfully designed living space, combining comfort, functionality, and modern style. Built in 2019 and situated on a beautifully positioned lot with sidewalks and paved streets in the highly sought-after Hamlin community, the home welcomes you with a spacious paver driveway, covered entry, and professionally upgraded landscaping. Inside, a dramatic two-story foyer opens to elegant formal living and dining areas highlighted by soaring ceilings, architectural details, and a blend of upgraded ceramic tile and carpet throughout. The open-concept floor plan is perfect for both everyday living and entertaining, featuring a gourmet kitchen with upgraded cabinetry accented by crown molding, granite countertops, stainless steel appliances, a center island, butler’s pantry, and a bright breakfast nook that flows seamlessly into the expansive two-story family room. Additional flexible living spaces include a private study or media room and a spacious loft, ideal for a home office, playroom, or secondary living area. The private first-floor primary suite offers a peaceful retreat with a spacious ensuite bath and generous walk-in closets, while the additional bedrooms provide ample space for family, guests, or multi-generational living. Step outside to your own tropical oasis, where a custom pool and spa, fully equipped outdoor kitchen, and beautiful water views create the perfect setting for relaxing or entertaining. Residents of this resort-style community enjoy exceptional amenities, including a clubhouse overlooking Lake Hancock, a community pool, fitness center, playground, amphitheater, walking and biking trails, canoe access, and a vibrant calendar of social events. Conveniently located just off SR-429, this exceptional home provides easy access to downtown Orlando, premier shopping, dining, and entertainment.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Steve Healy (407-230-1441)
932 LOST GROVE CIR, WINTER GARDEN, FL 34787
$619,00012 Days on yellowkey MLS ID: O6424937
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2891 Built: 2007Monthly Fee: $95 Tax: $9,109 (2025)Community: Grove Pk/Stone Crest A-ESpa: NoSingle Family
Taxes:$9,109
Elementary School: SunRidge Elementary
Remarks: A home that's finally been paid attention to. Four bedrooms, two-and-a-half baths, 2,891 square feet. A full 2022 refresh. New roof, new water heater, new softener, new stainless appliances, EV charger in the garage. Inside, warm wood flooring runs uninterrupted through the main floor, from the foyer and dedicated office space into the kitchen and living area that anchors the back of the home. Fresh white cabinets, durable granite counters, stainless appliances, custom tile backsplash. A kitchen you'll love to use and to look at. The bay window pulls in the morning light over the breakfast nook, and the living space is big enough for the family gatherings you'll actually host. Then the rarity, a massive fully screened lanai on brick pavers that stretches the width of the home with ample space to entertain a party of two or twenty, along with a long serving counter ready for a grill setup, drinks station, or whatever the party calls for. Past the screen, the yard is vinyl and stone fenced, artificial turf underfoot so you're not wasting Saturdays mowing. Upstairs, the primary suite carries real volume with a tray ceiling, plus a separate flex space that reads as a sitting area, office, or nursery, really whatever you need it to be. Two walk-in closets built out with custom shelving, and a bath with dual vanities, garden tub, and separate shower. The other three bedrooms are generously sized, all fitted with custom built-ins in the closets. You'd be pleased to know the beauty extends beyond the home itself and into where it sits. You're two minutes from Winter Garden Village. Target runs, AdventHealth, restaurants, shopping for the retail-therapy days, all of it. Ten minutes north drops you onto Plant Street: Crooked Can, the Saturday farmers market, the West Orange Trail running twenty-two miles through the middle of it. Disney sits twenty minutes away so close enough for a Tuesday afternoon, far enough that the tourism doesn't reach here. Not to mention the pool, tennis courts, playground, and clubhouse are all a short walk from the front door, so you don't have to leave the neighborhood to have a good time. If a picture is worth a thousand words, walking through is worth a lifetime. Come see it in person!
Listing Agent: Romario Gabbidon (352-460-6519)
330 ENGLISH LAKE DR, WINTER GARDEN, FL 34787
$1,090,00033 Days on yellowkey MLS ID: O6417376
3 Days Off yellowkey (back on 7/22/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3047 Built: 1997Monthly Fee: $64 Tax: $6,672 (2025)Community: Westfield LakesSpa: YesSingle Family
Taxes:$6,672
Remarks: Under contract-accepting backup offers. Experience lakefront living at its finest in this completely reimagined residence in the highly sought-after Westfield Lakes community, where breathtaking panoramic views of Lake Beulah create a stunning backdrop for everyday living. This exceptional home offers an unparalleled lifestyle both inside and out. From the moment you enter, sweeping water views draw your attention through the home's bright, open living spaces. The spacious family room serves as the heart of the home, featuring a beautiful fireplace and uninterrupted views of the water, creating a warm yet sophisticated setting for both entertaining and everyday living. The designer kitchen has been thoughtfully crafted for those who appreciate both style and functionality. Anchored by a large center island, the space showcases stone countertops, LED underlighting, and top of the line stainless steel appliances. A charming breakfast nook overlooks the lake, while the formal dining room provides the perfect setting for hosting larger gatherings. Privately positioned to maximize the home's stunning waterfront setting, the primary suite is a true retreat. Wake up to tranquil lake views and enjoy direct access to the outdoor living areas through private doors leading to the pool deck. The spa-inspired primary bath has been beautifully remodeled and features dual vanities, designer finishes, an oversized walk-in shower, and a spacious custom walk-in closet. The home's thoughtful floor plan continues with two additional on-suite bedrooms, and home office. Upstairs, a large bonus room / fourth bedroom offers endless flexibility and can serve as a media room, game room, fitness studio, or additional gathering space. Step outside and discover a private waterfront paradise designed for year-round enjoyment. The expansive marble pool deck surrounds a resort-style pool and spa, while the oversized covered lanai creates the ultimate outdoor entertaining venue. Complete with a fully equipped summer kitchen, this spectacular space allows you to dine, relax, and entertain while taking in the breathtaking sunsets and unobstructed views across Lake Beulah. Residents of Westfield Lakes enjoy access to an exceptional collection of community amenities, including tennis/pickleball court, 2 playgrounds, 2 docks, and scenic walking trails. Perfectly positioned just minutes from Winter Garden Village, the 22 mile West Orange Trail, top-rated schools, and an abundance of shopping, dining, and entertainment options, this remarkable lakefront residence offers the rare opportunity to enjoy luxury waterfront living in one of Winter Garden's most desirable communities.
Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)
Listing Agent: Christopher Christensen (407-312-8003)
7687 BOWERY DR, WINTER GARDEN, FL 34787
$799,99049 Days on yellowkey MLS ID: O6415123
REDUCED by $10,010 (1.2%) on 07/22/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3179 Built: 2020Monthly Fee: $134 Tax: $9,576 (2025)Community: Ravenna Ph 1Single Family
Taxes:$9,576
Remarks: Welcome to the luxury of 7687 Bowery Dr, located within the highly desirable, master-planned Ravenna community of Horizon West. This exquisite home offers a rare combination of upscale lifestyle flexibility and long-term value. Grand 8-foot double front doors open into a beautifully designed layout, setting the stage for an expansive, masterfully crafted floor plan featuring 5 bedrooms, 4 full bathrooms, and over 3,100 square feet of high-end living space. INTERIOR HIGHLIGHTS: Designed for both grand entertaining and comfortable everyday living, the main living areas showcase stunning 8"x36" designer tile flooring. NO CARPET: The home features durable tile and waterproof luxury vinyl plank flooring throughout for ease of maintenance. At the heart of the residence is a chef’s dream kitchen, anchored by a massive 11-foot center island with seating for five, 42" light gray cabinetry with crown molding, gleaming white quartz countertops, premium stainless steel appliances, double wall ovens, and a drop-in cooktop. THOUGHTFUL FLOOR PLAN FLEXIBILITY: The luxurious main-level primary suite serves as a true sanctuary, featuring elegant tray ceilings, dual walk-in closets, and a spa-like 5’x8’ frameless glass shower with dual shower heads. For maximum functionality, the home features a Jack-and-Jill bathroom layout between bedrooms 2 and 3, plus a private en-suite bathroom for bedroom 5—making it perfectly optimized as a primary residence, multi-generational retreat, or private guest wing. OUTDOOR OASIS & PEACE OF MIND: Step outside to your expansive, premium 0.48-acre lot—one of the largest in the entire community! Designed for true tranquility, this oversized backyard boasts NO REAR NEIGHBORS and looks out directly over a serene, protected conservation area, providing ultimate privacy and beautiful natural views. Best of all, residents can enjoy spectacular theme park fireworks every night right from their own property! The neighborhood offers a community pool, playground, low HOA fees, and NO CDD. PRIME LOCATION: Perfectly positioned in Winter Garden, you are zoned for top-rated public schools and sit just minutes from Hamlin Town Center, premium shopping, dining, and major transport corridors, including the 429, 408, and Florida’s Turnpike for a swift commute to downtown Orlando, Disney World, and Universal Studios. Schedule your private showing today and discover the ultimate Central Florida lifestyle!
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Brigida Lopez (321-945-3989)
14501 GROVE RESORT AVE #1439, WINTER GARDEN, FL 34787
$169,90071 Days on yellowkey MLS ID: O6407410
REDUCED by $10,100 (5.6%) on 07/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2009Monthly Fee: $904 Tax: $6,553 (2025)Community: Grove Resort And Spa Hotel CondominiumSpa: YesCondo
Taxes:$6,553
Remarks: Fully Furnished & Turn-Key Ready! Welcome to your dream vacation retreat at the highly sought-after Grove Resort & Spa—a full-service luxury resort just 10 minutes from Disney World! Enjoy the ultimate resort lifestyle with incredible on-site amenities: a full water park with dual water slides, a FlowRider® double surf simulator, lazy river, splash zones, multiple pools, private cabanas, restaurants, spa, fitness centers, arcade game room, mini golf, walking trails, and more. The resort also features a convenient alfresco market and offers complimentary shuttle service to Disney for your added ease. The unit is fully furnished with a king-sized bed in the primary suite and a queen bed in the secondary bedroom—perfect for families or guests. Located just off I-192, you’re minutes from shopping, dining, and all of Orlando’s top attractions. Truly turn-key and resort living at its best—call today to schedule your private showing!
6262 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787
$443,1906 Days on yellowkey MLS ID: O6427189
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1683 Built: 2026Monthly Fee: $286Community: Silverleaf OaksSpa: NoTownhouse
Taxes:$0
Elementary School: Hamlin Elementary
Remarks: Under Construction. 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 Dahlia interior unit townhome, a new construction home that seamlessly combines luxury and convenience. This modern townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertainment in mind, offering an open-concept kitchen, café, and gathering room that flows together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Trenton Flagstone Cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, bathrooms, and laundry room, is finished with elegant tile for both style and easy maintenance. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity, and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. The loft area provides the perfect space to unwind. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Dahlia townhome is a perfect blend of style and practicality, offering a truly elevated living experience.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
6258 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787
$434,4906 Days on yellowkey MLS ID: O6426984
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1553 Built: 2026Monthly Fee: $152 Tax: $892 (2025)Community: Silverleaf OaksSpa: NoTownhouse
Taxes:$892
Remarks: Under Construction. 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! This Farm-House townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Trenton Burlap cabinetry, a decorative tile backsplash, Lagoon quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, bathrooms, and laundry room, is finished with elegant tile for both style and easy maintenance. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Orchid townhome is a perfect blend of style and practicality, offering a truly elevated living experience.
6423 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787
$708,7456 Days on yellowkey MLS ID: G5115369
0 Days Off yellowkey (back on 7/21/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: Virtually Staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the 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.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
8721 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$679,00085 Days on yellowkey MLS ID: G5111855
REDUCED by $16,000 (2.3%) on 06/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2842 Built: 2015Monthly Fee: $342 Tax: $8,082 (2025)Community: Waterleigh Ph 1ASpa: NoSingle Family
Taxes:$8,082
Remarks: A second chance opportunity to own this exceptional home! Back on the market through no fault of the property, as the previous contract was unable to close due to the buyer's financing. Corner lot! Pool home! Located in Horizon West's Waterleigh - Marina Bay neighborhood. With views of Hickorynut Lake from the front porch and theme park fireworks from the back porch and pool, you have found resort-style living with easy access to everything Central Florida has to offer. Looking for more privacy while enjoying the heated pool? Simply close the privacy curtains that are installed around the pool cage. Inside, you’ll find a spacious home that includes 4 bedrooms, 3 and a half bathrooms, a flex space, a loft, ample storage, and much more. The primary suite is located on the first floor, while one of the second floor bedrooms is designed like a secondary primary with a bathroom en suite. Take advantage of numerous upgrades throughout including, Smart Home features, security options, car charger in garage, wood and tile flooring throughout, granite countertops, plantation shutters, under stairs storage and attic storage where drywall and lighting have been added. Recent updates include, pool (June 2023), exterior paint (Feb 2022), HVAC (Jan 2022), pavers cleaned & sealed (June 2023). When not enjoying the beauty of your home, take advantage of the numerous resort-style amenities that come with living in Waterleigh including, lawn & landscaping maintenance provided by the HOA, two large clubhouses with rentable space, four resort-style pools, two fitness centers, tennis, sand volleyball, mini-golf course, walking paths that take advantage of how the neighborhood wraps around the lake, regular community events, and so much more. As you venture outside of the community you find the home’s location puts you in close proximity to schools, Orange County National Golf, the numerous village centers of Horizon West, Historic Downtown Winter Garden, and quick access to all Central Florida has to offer with 429 connecting you to the Florida Turnpike, 408, and I-4.
Listing Agent: Joshua Howard (407-739-9118)
142 SOUTHERN PECAN CIR #205, WINTER GARDEN, FL 34787
$297,90041 Days on yellowkey MLS ID: O6414551
1 Days Off yellowkey (back on 7/21/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1453 Built: 2005Monthly Fee: $563 Tax: $3,928 (2025)Community: Southern Pines CondoCondo
Taxes:$3,928
Remarks: Under contract-accepting backup offers. Seller Offering Up to $7,000 Toward Buyer Closing Costs and a one YEAR AHS Home Warranty. Use our Preferred Lender and they will contribute $1000 towards closing costs with loan approval at closing! $8000 total value to BUYER at closing!! Move-in ready and priced under $298,000, this beautifully updated condominium in the gated Southern Pines community offers exceptional value just minutes everything needed for a balanced lifestyle. Located only 7 minutes from Historic Downtown Winter Garden, this second-floor residence combines modern upgrades, generous storage, and resort-style amenities in one of the area's most convenient locations. The open-concept floor plan features spacious living and dining areas accented by engineered hardwood flooring that extends throughout the main living spaces and into a dedicated office alcove with custom built-in shelving. Fresh interior paint, updated lighting fixtures, ceiling fans and plenty of windows create a bright, contemporary feel throughout. The primary suite offers brand-new carpet, a generous walk-in closet, and a private bath featuring a large walk-in shower, granite-topped vanity, and updated lighting. Two additional bedrooms also feature new carpeting, updated fans and lighting fixtures, and oversized walk-in closets. A well-appointed secondary bath includes an extended granite vanity with abundant storage and a versatile tub/shower combination. At the center of the home, the upgraded kitchen showcases white cabinetry, granite countertops, a new stainless-steel sink with drying rack and pull-down faucet, plus a complete suite of brand-new appliances including refrigerator, range, microwave, and dishwasher. A dedicated laundry area with storage shelving and a separate adjacent linen closet provide added convenience, while multiple walk-in closets in the bedrooms have an uncommon amount of storage for condominium living. Major systems have already been addressed for peace of mind. The HVAC system has recently had seasonal servicing. The hot water heater is awaiting permitting and will be replaced in June 2026, and the home is protected by a transferable home warranty plan. (Covers Appliances, Ceiling Fans, HVAC, HWH, disposal, plumbing and more) Southern Pines residents enjoy an impressive amenity package including gated entry, on-site management, resort-style pool and spa, fitness center, tennis courts, indoor basketball court, volleyball court, playground, pet park, clubhouse with theater room, billiards room, computer center, BBQ area, and even a resident car wash station. Conveniently located just minutes from Publix, Winter Garden Village, the West Orange Trail, Downtown Winter Garden, major shopping, dining, and entertainment, with quick access to the Turnpike, SR 429, I-4, Orlando attractions, and area employers. HOA dues include internet, basic cable, recreational amenities, trash service, and exterior lawn and maintenance. No worries here about Roof Replacement or Exterior Maintenance cost, true worry free living. This is the complete condominium lifestyle package—updated with NEW NEW NEW is really move-in ready in an amenity-rich, and ideally located community. Come see it today, we would love to show it to you.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Mildred Hershiser (407-758-5263)
13011 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787
$514,99052 Days on yellowkey MLS ID: O6414240
REDUCED by $20,000 (3.7%) on 07/21/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2078 Built: 2025Monthly Fee: $160 Tax: $1,747 (2025)Community: Serenade At OvationSingle Family
Taxes:$1,747
Remarks: Major Price Improvement!! Take advantage of the 4.99% interest rate if you close by the end of July 2026!!! Welcome to Serenade at Ovation, one of Winter Garden's most desirable new home communities, where modern design meets an unbeatable Central Florida lifestyle. This completed brand-new Cooper floor plan offers 2,078 square feet of thoughtfully designed living space with 3 bedrooms, 2.5 baths, a versatile loft, and a 2-car garage, all perfectly positioned with the front of the home overlooking peaceful conservation views. The open-concept layout is ideal for both everyday living and entertaining. At the heart of the home, the gourmet kitchen showcases beautiful quartz countertops, elegant linen cabinetry, and abundant workspace while seamlessly connecting to the spacious dining and living areas. Stunning level-three natural wood-look plank tile flooring flows throughout the first floor, creating warmth, durability, and timeless appeal. Upstairs, the spacious primary suite serves as a private retreat featuring a large walk-in closet, dual-sink vanity, and oversized walk-in shower. Two additional bedrooms, a full bath, and a flexible loft provide plenty of space for a home office, media room, playroom, or additional gathering area. Modern finishes, energy-efficient construction, and thoughtful design details throughout make this home truly move-in ready. Residents of Serenade at Ovation enjoy an exceptional location in the heart of Winter Garden, one of Central Florida's fastest-growing and most sought-after communities. Just minutes away, Historic Downtown Winter Garden offers charming brick-lined streets, boutique shopping, farmers markets, live entertainment, and an impressive selection of local restaurants, cafés, breweries, and outdoor dining options. Nearby Winter Garden Village provides convenient access to popular retailers, grocery stores, fitness centers, and everyday conveniences. Outdoor enthusiasts will appreciate close proximity to the award-winning West Orange Trail, numerous parks, lakes, golf courses, and recreational opportunities throughout the area. Families and professionals alike will enjoy the community's convenient access to major roadways including State Road 429, Florida's Turnpike, State Road 535, and Interstate 4, providing quick connections to Downtown Orlando, Disney, Orlando International Airport, and the region's major employment centers, entertainment destinations, and attractions. Experience the perfect combination of contemporary living, natural surroundings, and unmatched convenience in this exceptional new home at Serenade at Ovation.
Listing is courtesy of: LPT REALTY LLC (386-388-7877)
Listing Agent: Peter Yates, Pa (407-417-3636)
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