Location: Winter Garden
Do Not Show Listings
1156 CIVITAS WAY, WINTER GARDEN, FL 34787
$1,249,000112 Days on yellowkey MLS ID: O6385496
REDUCED by $19,000 (1.5%) on 06/02/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2710 Built: 2022Monthly Fee: $208 Tax: $11,208 (2024)Community: Oakland Parkb-1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,208
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Prive Improvement!! Experience luxury in this immaculate 2022 custom RCB home, featuring high-end upgrades and a versatile floor plan. The main-level flex suite with a massive closet is perfect as an office, 4th bedroom, or playroom. The living area features a dramatic two-story fireplace and open staircase flowing into a chef’s kitchen with upgraded GE Cafe Appliances. The oversized 3-car garage includes a dedicated, climate-controlled room for a gym or studio. The expansive backyard is a future oasis with a custom pool design already completed and ready to build. Barely lived in and thoughtfully designed, this home combines sophisticated design with unmatched adaptability. Located near the scenic West Orange Trail and minutes from historic downtown Winter Garden's acclaimed restaurants, boutique shops, and cultural venues, this home offers the perfect balance of serene outdoor living and convenient community access. The neighborhood is known for its resort-style amenities, including community pools and walking trails, plus easy access to the 429 and Florida Turnpike for seamless access to downtown Orlando, area theme parks, and Orlando International Airport. Schedule your showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Heidi Pfeffer-Morgan (407-408-6101)
16098 MANGROVE RD, WINTER GARDEN, FL 34787
$575,000153 Days on yellowkey MLS ID: O6373125
REDUCED by $10,000 (1.7%) on 06/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2472 Built: 2021Monthly Fee: $257 Tax: $5,612 (2025)Community: WaterleighSingle Family
Taxes:$5,612
Tax Year: 2025
Remarks: Presenting this move-in-ready 4 bed, 3.5 bath home in Waterleigh. The first floor features solid surface flooring throughout, an updated staircase with beautiful wood floors, and an impressive master walk-in closet with built-ins. Additionally, one guest bedroom and bathroom on the first floor provide perfect accommodations for guests. The master bedroom, along with two other bedrooms, is located on the second floor, separated by a spacious loft that grants access to a large balcony overlooking the pool and park. The resort-style community offers a stunning pool, beach volleyball, and tennis courts. Lawn care and landscaping are included in the HOA, so there's no need to worry about maintenance. The owner has invested extensively in energy efficiency, with whole-home solar panels and spray foam attic insulation. Don't let this opportunity pass you by.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Nicholas Leloudis (407-489-0711)
17035 HARBOR OAK PKWY, WINTER GARDEN, FL 34787
$499,99916 Days on yellowkey MLS ID: O6411409
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1692 Built: 2017Monthly Fee: $215 Tax: $3,704 (2025)Community: Waterside/Johns Lake Ph 2ASingle Family
Taxes:$3,704
Remarks: Welcome to this highly sought-after home in the infamous Waterside Johns Lake. This adorable 3-bedroom, 2-bath home is truly a gem! This freshly painted home has delightful curb appeal, featuring an oasis of flowers and shrubs and a charming porch, perfect for sitting out and savoring life as it passes. This open floor plan is enhanced by modern high-end finishes throughout. The kitchen boasts of like-new cabinets, quartz countertops, stainless steel appliances, a walk-in pantry, and an oversized kitchen island that overlooks the family room, with the dining area conveniently located just off the kitchen, great for entertaining! The ceramic tile runs throughout with luxury Vinal plank fitted floors in two of the bedrooms. The living areas flow seamlessly together, creating an inviting space for everyday use. The primary suite offers both comfort and convenience, complete with a generous walk-in closet, dual vanities, quartz counters, and a walk-in shower. The laundry room is spacious and comes with a separate washer and dryer. The garage is located next to the laundry room, providing direct access into your home. Sliding doors open onto your own screened-in patio, perfect for enjoying the evenings or grilling out. This home has a newer roof 2025, a new tankless water heater 2026. Waterside at Johns Lake offers resort-style amenities, including a fully equipped gym, large well maintained swimming pool and a club house, this is all located just over the street for your convenience. There is easy access to all major highways including 429 and Florida's Turnpike for seamless access to downtown Orlando, area theme parks, and Orlando International Airport. Schedule your showing today! This won't last long.
4642 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787
$575,000107 Days on yellowkey MLS ID: S5144794
REDUCED by $5,000 (0.9%) on 06/01/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2149 Built: 2021Monthly Fee: $281 Tax: $6,500 (2024)Community: Enclave At HamlinSingle Family
Taxes:$6,500
Remarks: Welcome to 4642 Prairie Creek St, an exceptional 2021-built residence nestled in the highly desirable Enclave at Hamlin in Winter Garden. Perfectly positioned in one of Central Florida’s fastest-growing and most vibrant areas, this meticulously upgraded two-story home offers approximately 2,149 square feet of refined living space on a 4,250 sq ft lot, combining modern luxury, energy-conscious enhancements, and functional design. This thoughtfully designed floor plan features 4 bedrooms (including a convenient main-floor bedroom ideal for guests, multigenerational living, or a private office), 2.5 bathrooms, and a private rear-load 2-car garage that enhances curb appeal and provides additional driveway functionality. From the moment you enter, you are welcomed by an expansive open-concept layout filled with natural light. The seamless flow between the living, dining, and kitchen areas creates an ideal setting for both everyday living and entertaining. Upgraded flooring throughout, fresh interior paint, and contemporary light fixtures elevate the home’s clean, modern aesthetic. The chef-inspired kitchen serves as the heart of the home, fully enhanced with Level 5 quartz countertops, a spacious island wrapped in custom porcelain tile creating a dramatic focal point, stainless steel appliances, and abundant cabinetry for optimal storage. The layout is designed for both functionality and visual impact, making it perfect for hosting gatherings or enjoying quiet evenings at home. Upstairs, the spacious primary suite offers a private retreat complete with a custom walk-in closet and a beautifully upgraded en-suite bath featuring a quartz countertop. Secondary bedrooms are generously sized, and the second full bath is finished with durable ceramic tile for both style and longevity. The remodeled laundry room adds efficiency and thoughtful design to daily routines. This home stands out with premium system upgrades that add tangible long-term value and comfort, including: Whole-home water filtration and softener system, APCO-X Ultra air purification system (improves indoor air quality and extends HVAC lifespan), Five Arlo security cameras that convey with the home, Pre-wiring for additional coverage and connectivity. The 4,250 sq ft lot provides usable outdoor space for entertaining, storage, and parking flexibility while maintaining low-maintenance appeal. Residents of the Enclave at Hamlin enjoy close proximity to Hamlin Town Center, offering premier shopping, dining, entertainment, and waterfront amenities, along with access to top-rated schools and major roadways for convenient commuting. Blending contemporary finishes, high-end upgrades, smart home enhancements, and an unbeatable location, 4642 Prairie Creek St is truly move-in ready and delivers both immediate comfort and lasting investment value. This is a rare opportunity to own a turn-key home in one of Winter Garden’s most sought-after communities. Schedule your private showing today and experience the lifestyle this exceptional home offers. SPECIAL FINANCING INCENTIVE AVAILABLE! Why wait for rates to come down? Qualified buyers may be eligible for a lender-paid 1-0 temporary rate buydown providing a first-year payment equivalent to an interest rate 1% lower than the note rate, with no increase to the standard note rate. Buyer qualification required. Subject to lender approval and program guidelines. Contact listing agent for details.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Shanta Navarro (407-747-0549)
15755 SWEET LIMETTA DR, WINTER GARDEN, FL 34787
$799,999163 Days on yellowkey MLS ID: O6370049
REDUCED by $1 (0.0%) on 05/05/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3633 Built: 2018Monthly Fee: $110 Tax: $11,264 (2025)Community: Highlands/Summerlake Grove Ph 2Single Family
Taxes:$11,264
Elementary School: Summerlake Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. This modern, move-in ready home offers the space, flexibility, and lifestyle features that are highly sought after in today's homes. Thoughtfully designed with an open concept, abundant natural light, and a well-planned layout throughout, it features five bedrooms, 4 and a half bathrooms, and a two-car garage, providing an ideal setup for growing households, multigenerational living, remote work, and entertaining. From the moment you arrive, an upgraded front door welcomes you into a bright interior with elevated finishes. Just off the entry is a versatile flex space with French doors, currently used as a home office but easily convertible into an additional bedroom if desired. The formal dining room follows, perfect for hosting holidays and special gatherings. The heart of the home opens to a spacious living room and kitchen, highlighted by higher ceilings and an open layout that allows upstairs areas to overlook the living spaces, creating an airy, connected feel. The kitchen features a large island, gas range, ample counter space, and a spacious pantry ideal for entertaining and everyday living. The sellers love this space for hosting family gatherings, parties, and celebrations. A full bedroom and upgraded bathroom with a walk-in closet are conveniently located on the main level. Upstairs, you’ll find four generously sized bedrooms, including a private primary suite with a large bedroom and an exceptionally spacious walk-in closet. One additional upstairs bedroom features its own private bathroom and walk-in closet, while the remaining bedrooms are thoughtfully positioned for comfort and privacy. A large loft provides a perfect second living area or main room. The upstairs laundry room adds convenience, and a huge attached storage area offers plenty of space for seasonal items and bulk shopping. The sellers have invested significantly in upgrades, including new flooring throughout, high-end stair railing for a modern look, updated tile and showers, custom lighting, upgraded appliances (purchased separately), and an expanded lanai for comfortable outdoor living. Step outside to enjoy the oversized backyard, offering ample space to build a swimming pool. From both the backyard and inside the home, you’ll enjoy a truly special feature: nightly views of Disney’s Magic Kingdom fireworks. The distance is just right close enough to enjoy the magic without the noise. This home also includes a solar panel system that will be fully paid off at closing, offering long-term energy savings and added value. Located in a tight-knit community known for festive events and a neighborly atmosphere, this home is just minutes from Disney, shopping, dining, and everyday conveniences. With comfort upgrades, energy efficiency, and an unbeatable lifestyle, this home truly stands out. This home is a thoughtfully upgraded opportunity in a location that truly feels magical—inside and out.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787
$1,699,99930 Days on yellowkey MLS ID: O6408835
REDUCED by $25,001 (1.4%) on 06/02/2026
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4104 Built: 2023Monthly Fee: $203 Tax: $19,016 (2024)Community: Oakland ParkSingle Family
Taxes:$19,016
Elementary School: Tildenville Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: One or more photo(s) has been virtually staged. Modern Luxury in the Heart of Winter Garden’s Golf Cart District! Welcome to 1101 Eagles Pass Way, an exquisite 6-bedroom, 5-bathroom home situated on a desirable corner lot in the sought-after Oakland Park community—one of the few neighborhoods within Winter Garden’s beloved golf cart district. Just one block from Lake Apopka and less than two miles from the historic downtown shops and restaurants, this home beautifully blends modern luxury with small-town charm. Step inside to discover designer finishes and thoughtful craftsmanship throughout. The gourmet kitchen features top-end Monogram appliances, including a 36” dual-fuel range, warming oven, and a 48” side-by-side refrigerator and freezer. Upgraded quartz countertops, a brick backsplash and hearth with built-in electric fireplace, and engineered hardwood floors elevate the open-concept main living areas. Additional luxury touches include Brizo faucets, custom plantation shutters, and floating shelving systems in every bedroom closet. The owner’s suite offers a spa-inspired retreat with a 6-foot soaking tub, while the upgraded pantry with butcher block countertop, dimmer switches, and ceiling fans throughout enhance everyday comfort. An in-law suite featuring a full bath, family room, and a private staircase above the garage provides the perfect space for guests, extended family, or a private home office. Enjoy peaceful mornings and sunset evenings from the screened front and side porches, adding to the home’s charm and livability. Located in Oakland Park, residents enjoy resort-style amenities including two community pools, multiple parks and playgrounds, scenic walking and biking trails, a clubhouse, and direct access to the West Orange Trail. With tree-lined streets, lake views, and friendly front-porch living, this award-winning community captures the very best of Winter Garden living.
Listing Agent: Kevin Sullivan (321-663-3457)
11283 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$909,46643 Days on yellowkey MLS ID: O6405091
2 Days Off yellowkey (back on 6/2/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3225 Built: 2025Monthly Fee: $199 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry and a half bath. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Off of the family room customize this area to meet your needs with an optional bedroom and full bathroom. As we head up to the second floor, we are greeted with a game room and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Wterleigh, the Torrey includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
18047 CIDER MILL LN, WINTER GARDEN, FL 34787
$829,99019 Days on yellowkey MLS ID: O6411900
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $200 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Remarks: Under Construction. Waterleigh presents the Seacliff. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
10472 PETRILLO WAY, WINTER GARDEN, FL 34787
$1,049,000124 Days on yellowkey MLS ID: O6382263
REDUCED by $16,000 (1.5%) on 05/28/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4025 Built: 2022Monthly Fee: $102 Tax: $12,049 (2025)Community: Winding Bay Ph 2Spa: YesSingle Family
Taxes:$12,049
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Near Disney in Winter Garden | Luxury Pool Home in Horizon West | 5 Bed + Media Room - ASSUMABLE INTEREST RATE OPPORTUNITY FOR QUALIFIED BUYERS! - Welcome to 10472 Petrillo Way, a luxury pool home in Winter Garden’s highly sought-after Horizon West, located in Winding Bay Preserve just minutes from Walt Disney World. Built in 2022, this 5-bedroom, 6-bathroom K. Hovnanian Grayson model sits on a premium corner, EAST-FACING lot with rare DISNEY FIREWORK VIEWS and the unique opportunity to watch Space Coast rocket launches right from home, an experience that sets this property apart from others in the Winter Garden and Horizon West market. Inside, soaring ceilings, crown molding, tray ceilings, luxury vinyl plank flooring, engineered hardwood upstairs, and a striking wrought iron staircase create an elevated and inviting feel, enhanced by a built-in speaker system and thoughtfully selected finishes throughout. The gourmet kitchen anchors the home with GE Profile stainless steel appliances, granite countertops, custom soft-close cabinetry, under-cabinet lighting, a modern hood vent, and an oversized walk-in pantry, all flowing seamlessly into the open-concept living and dining areas designed for both entertaining and everyday living. The first-floor primary suite offers a private retreat overlooking the pool with motorized blackout shades, a freestanding soaking tub, dual vanities, a frameless glass shower, and a spacious walk-in closet, while a downstairs guest suite and dedicated office with French doors provide flexibility for multi-generational living or working from home. Upstairs, a large loft, dedicated media room wired for surround sound, and three additional bedrooms with walk-in closets and bathroom access create space and privacy for family and guests. Step outside to a fully screened lanai featuring a heated saltwater pool and spa, smart controls, fenced yard, and peaceful pond views, creating a true backyard oasis where you can unwind while watching Disney fireworks in the distance. Located in Winter Garden near Disney, Hamlin Town Center, and Flamingo Crossings with easy access throughout Orlando, this home is a standout opportunity for buyers searching for a pool home near Disney, a 5-bedroom home in Winter Garden, a Horizon West luxury home, or a move-in-ready home near Walt Disney World with strong lifestyle appeal. ASSUMABLE INTEREST RATE OPPORTUNITY FOR QUALIFIED BUYERS!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alexis Bress (407-900-0771)
14501 GROVE RESORT AVE #2504, WINTER GARDEN, FL 34787
$179,900263 Days on yellowkey MLS ID: S5134474
REDUCED by $10,000 (5.3%) on 06/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 2018Monthly Fee: $875 Tax: $8,062 (2024)Community: Grove Residence & Spa Hotel Condo IiCondo
Taxes:$8,062
Remarks: Welcome to unit 2504 at The Grove Resort - a fully furnished, income-producing 2-bedroom, 2-bathroom unit already enrolled in the resort’s rental program. Whether you’re looking for a vacation retreat, short-term rental investment, or both, this residence offers just that. As part of The Grove, you and your guests enjoy full access to surf simulator, lazy river, multiple pools, water park, fitness, dining, lakefront amenities, and more. Strategically located just west of Orlando and under 10 minutes from Walt Disney World, the resort offers complimentary transportation to Disney. For buyers seeking a hassle-free, revenue-producing resort unit in a high-demand location, 14501 Grove Resort Ave 2504 checks every box. ** Transfers will be subject to reporting when buyers use entities or trusts to take title to residential real estate, when the transaction is all-cash, privately financed or HELOC.
Listing is courtesy of: PROFESSIONAL REAL ESTATE TEAM (407-483-4964)
Listing Agent: Jany Perez (407-483-4964)
17040 VOLUME ALY, WINTER GARDEN, FL 34787
$510,00016 Days on yellowkey MLS ID: O6412668
0 Days Off yellowkey (back on 6/1/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2506 Built: 2020Monthly Fee: $108 Tax: $7,762 (2026)Community: Storey GroveSingle Family
Taxes:$7,762
Tax Year: 2026
Remarks: Under contract-accepting backup offers. winter garden 4 bed and 3.5-bedroom home with two primary suites (upstairs & downstairs), private courtyard, front door is a garden area, and detached garage. Located in an excellent school district with schools in the community, plus close to shopping, restaurants, highways, and theme parks. Great location, flexible layout, and move-in ready!
Listing is courtesy of: RC GROUP REALTY LLC (407-492-6778)
Listing Agent: Erika Gao (407-808-6966)
440 TIERRA VERDE LN, WINTER GARDEN, FL 34787
$1,200,00016 Days on yellowkey MLS ID: O6412260
Bed: 4 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 3512 Built: 2004Monthly Fee: $94 Tax: $5,135 (2025)Community: Lake Cove Pointe 46/58Single Family
Taxes:$5,135
Remarks: LOCATION, Location, Location! This Custom-Built builder’s home of 4 bedrooms, flex room, and 3 bathrooms, is located in the beautiful, gated community of Lake Cove Pointe, Winter Garden, Florida. Just jump in your golf cart or simply walk to the forever growing and amazing downtown Winter Garden. The pavered driveway leads to a four-car tandem, oversized garage with (oversized) 18 and 10 feet garage doors. As you enter the 3512 living sq. ft. brick front home, you will be welcomed into a large foyer that overlooks the spacious, open-concept floor plan that is appealing for family and entertaining guests. The dining room is an eye catcher with its double-tray ceiling and surrounding, accented, large columns. Double French doors lead into the oversized living room. The open family room features a gas fireplace and triple sliding doors that lead to the large brick, enclosed patio. The breakfast nook area, which is open to your incorporated view, has an accented bay window. All windows throughout the house are new and have plantation shutters. The large, upgraded kitchen comes with a huge snack bar, center island, double ovens and granite counter tops. The primary bedroom has a tray ceiling and a sitting area. The bathroom features a built-in oval shaped bathtub, a separate shower and double sinks. The roof is 4 years old. Extra storage and closet space. Extra washer and dryer in guests’ side of house. Primary laundry room has wood cabinets, stainless steel sink, and built-in ironing board. The guest area of the house has pre-wiring and pre-plumbing to easily convert into a Mother-in- Law Suite. Don’t miss out seeing this one of a kind builders home today
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jerry Osser (321-624-5133)
744 LAKE BRIM DR, WINTER GARDEN, FL 34787
$949,00099 Days on yellowkey MLS ID: O6388775
1 Days Off yellowkey (back on 5/26/2026)
REDUCED by $20,000 (2.1%) on 05/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2667 Built: 2016Monthly Fee: $208 Tax: $9,275 (2025)Community: Oakland ParkSingle Family
Taxes:$9,275
Remarks: Under contract-accepting backup offers. Perfectly positioned fronting one of Oakland Park’s picturesque green spaces, this exceptional home offers a rare opportunity to enjoy PARK-SIDE living in one of Winter Garden’s most celebrated communities. Oakland Park, a PARADE of HOMES award-winning neighborhood, is admired for its timeless architecture & inviting outdoor spaces that create a true sense of community. This beautifully designed Seaside floorplan blends classic charm with modern livability, offering 4 bedrooms, 3.5 baths, a STUDY, dining area, spacious loft, oversized garage, & FENCED yard. The primary suite is conveniently located on the main level, creating a peaceful retreat complete with a generous walk-in closet, a separate linen closet, & direct access to the laundry room, which has been enhanced with custom cabinetry for optimal storage & organization. Upstairs, the loft provides a versatile secondary living area—ideal for a media room or play space—accompanied by three additional bedrooms & two full baths, including one private en-suite. At the center of the home, the expansive kitchen is designed for both everyday living & effortless entertaining, enhanced with under cabinet lighting & tile backsplash. Abundant cabinetry & extensive counter space provide exceptional functionality, while the large island offers ample seating, making it the natural gathering place for family & guests alike. The adjoining dining area is equally impressive, featuring a dedicated buffet—perfect for hosting celebrations, holidays, or casual dinners. The home showcases rich WOOD flooring throughout the main living areas, adding warmth and sophistication, while soft carpeting in the bedrooms enhances comfort & tranquility. One of the home’s most captivating features is the inviting wraparound front porch, where French doors open to sweeping views of the beautifully maintained park. The home’s outdoor living continues in the screened rear porch, thoughtfully designed with retractable screens to maximize comfort & flexibility throughout the seasons. Beyond the porch, the backyard has been carefully curated as a private entertainment retreat. A paver patio anchors the space, complemented by a cozy FIRE-PIT, additional seating areas, & an outdoor kitchen featuring a built-in grill, mini fridge, & sink. Pet lovers will appreciate the dedicated dog area finished with low-maintenance artificial turf, creating a convenient & attractive space for four-legged family members. With its prime park-front location, versatile living spaces, & thoughtfully designed indoor-outdoor lifestyle, this home offers an exceptional blend of elegance, comfort, & community. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Ashley Boyd (321-209-5540)
15591 HONEYBELL DR, WINTER GARDEN, FL 34787
$389,90031 Days on yellowkey MLS ID: O6408635
1 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1584 Built: 2017Monthly Fee: $418 Tax: $5,979 (2025)Community: Hamlin ReserveTownhouse
Taxes:$5,979
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: A home that doesn’t just offer a place to live—but a lifestyle to love. Experience modern living at its finest in this beautifully appointed home, privately set within one of Hamlin’s most desirable locations. A chef inspired kitchen showcases sleek 42" cabinetry, quartz surfaces, a generous island with designer lighting, and top tier appliances. The fenced backyard with elegant brick pavers leads to a rear entry 2 car garage, creating a seamless blend of style and function. The refined primary suite features a spacious walk in closet and a spa like bath with dual vanities, while upstairs laundry adds everyday convenience. Perched at one of Hamlin’s highest elevations, this residence offers unmatched access to luxury amenities, scenic trails, waterfront leisure, premier dining, boutique shopping, and the renowned Winter Garden lifestyle. A sophisticated retreat in a community experiencing exceptional growth. Sunset walks along the water, weekend movies at the luxury theater, fresh finds at the local markets, and endless dining and shopping options. Just minutes from Winter Garden Village and the charm of historic Plant Street, this is a place where convenience meets connection, and where every day feels a little more inspired.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Claudia Panella (407-947-5026)
14501 GROVE RESORT AVE #3424, WINTER GARDEN, FL 34787
$230,000156 Days on yellowkey MLS ID: S5141575
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 2018Monthly Fee: $875 Tax: $7,613 (2024)Community: Grove Residence & Spa Hotel Condo 3Condo
Taxes:$7,613
Remarks: Luxury fully furnished 2-bedroom, 2-bathroom condo-hotel located in a high-demand resort area of Orlando. This unit offers a spectacular water park view and is part of a professionally managed resort, designed exclusively for short-term rentals. The layout features a spacious living area with access to a private balcony, a fully equipped kitchen, and a split-bedroom floor plan ideal for guests. Resort amenities include pools, spa, fitness center, restaurants, bars, playgrounds, and 24-hour security. An excellent turnkey investment opportunity in a prime tourist location, minutes from major attractions, with strong rental demand and long-term appreciation potential.
Listing Agent: Maria Carvajal (551-331-8154)
17058 QUICKSILVER AVE, WINTER GARDEN, FL 34787
$539,000191 Days on yellowkey MLS ID: O6365686
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2492 Built: 2021Monthly Fee: $215 Tax: $7,682 (2024)Community: Waterside/Johns Lake Ph 2CSingle Family
Taxes:$7,682
Elementary School: Hamlin Elementary
Remarks: Public on Zillow / Realtor
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Saijun Gong (407-775-8533)
344 ERON WAY #12, WINTER GARDEN, FL 34787
$159,000251 Days on yellowkey MLS ID: O6349452
0 Days Off yellowkey (back on 4/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 840 Built: 1987Monthly Fee: $425 Tax: $2,408 (2024)Community: Townhomes Winter GardenCondo
Taxes:$2,408
Remarks: Under contract-accepting backup offers. MOTIVATED OWNER GIVING LASt CHANCE BEFORE RENTING IT OUT! RARE OPPORTUNITY TO MEET THE 1% MONTHLY INVESTOR RULE IN CENTRAL FLORIDA! This two bed, two bath villa home offers low maintenance living near downtown Winter Garden. Walk into an open concept living area with two large windows giving plenty of natural light. New floors throughout. The kitchen offers solid wood cabinets, granite, and stainless steel appliances. The primary bedroom offers two closets and an ensuite bathroom. A second bathroom is down the hall going to the second bedroom. Exterior Maintainance and landscaping offers low maintenance for this beautiful villa. The community offers a pool to relax in or take your laps. The family can enjoy the pool or the large community yard right outside your doorstep. Just a short distance to Plant Street where you can enjoy the farmer’s market, dining, shops, and access to West Orange Trail downtown has to offer. Just off major highways for commuting anywhere in the Orlando area (Hwy 50, Turnpike, 429, 408, 414). Everything else you could need is right along Colonial Drive. This property qualifies for low down payment programs for primary buyers or a great opportunity to add to your investment portfolio! Aggressively priced to sell, set up your showing for this quaint villa now!
Listing is courtesy of: MOFFATT (407-988-2991)
Listing Agent: Marcus Moffatt (304-290-4020)
15518 HONEY MANDARIN WAY, WINTER GARDEN, FL 34787
$869,90075 Days on yellowkey MLS ID: O6396204
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3640 Built: 2018Monthly Fee: $113 Tax: $11,489 (2025)Community: Highlands/Summerlake Grvs Ph 2Single Family
Taxes:$11,489
Remarks: Stunning 5-bedroom, 4.5-bath home located in the highly sought-after Highlands at Summerlake Groves in Horizon West. Built in 2018, this spacious two-story residence offers over 3,600 square feet of living space with an open-concept layout, a gourmet kitchen with oversized island, and a large upstairs loft perfect for entertainment or a home office. The primary suite features a walk-in closet and spa-style bathroom. Conveniently located near Hamlin Town Center, top-rated schools, and major highways including 429, this home combines modern comfort with prime location.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Alexandre Zapparoli Llc (321-444-8701)
13869 EASDALE ALY, WINTER GARDEN, FL 34787
$411,995128 Days on yellowkey MLS ID: O6381162
0 Days Off yellowkey (back on 3/2/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1760 Built: 2026Monthly Fee: $149 Tax: $400 (2025)Community: Westhaven At OvationTownhouse
Taxes:$400
Remarks: Under Construction. Toll Brothers new construction in Horizon West, Winter Garden — estimated completion summer 2026. This Kellogg Townhome features a covered entry leading into an open and expansive living, L-shaped kitchen, and dining area. The home offers a spacious private courtyard with access to the detached two-car garage. The owner’s suite is highlighted by a large walk-in closet and a private bath with dual vanities and a separate shower.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Devahn Powell (571-234-7236)
12915 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$594,000128 Days on yellowkey MLS ID: O6381156
0 Days Off yellowkey (back on 5/5/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2143 Built: 2026Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Taxes:$2,326
Remarks: Under Construction. Toll Brothers New Construction at Winter Garden Horizon West. Estimate completion July 2026. Single family Bungalow. This home features a covered entry that leads to a spacious foyer and an expansive guest suite. The living area includes a dining room, with breakfast bar, great room, and access to the courtyard. The second-floor features 2 bedrooms and a master suite is highlighted by a large walk-in closet and a private bath with dual vanities, separate shower, and private water closet.
Listing Agent: Dayene Grubert (863-521-4474)
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