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$1,017,951
5 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
NEW CONSTRUCTION

1144 Riverway Drive, Oakland
$475,000
4 Beds ⋅ 1 Baths ⋅ Pleasant Park SubDv. ⋅ 34787 Zip Code
4 bedroom, 1 bathroom home with 1400 sq ft in Downtown Winter Garden.

146 W Maple Street, Winter Garden
$59,000
Loveless J S Add 01 SubDv. ⋅ 34787 Zip Code
Excellent parcel in downtown Winter Garden. Great location.

764 Klondike Street, Winter Garden
$410,000
4 Beds ⋅ 2 Baths ⋅ Citrus Cove Unit 01 SubDv. ⋅ 34787 Zip Code
This charming 4-bedroom, 2-bathroom home offers the perfect blend of comfort, convenience, and lifestyle in a prime location. The thoughtful split floor plan provides privacy and functionality, while the cozy fireplace adds warmth and character to the living space. Step outside to a generously sized backyard, ideal for entertaining, gardening, or simply soaking in the Florida sunshine. With no HOA restrictions, you’ll enjoy the freedom to make this property truly your own. Updates include: Interior paint, carpet, refrigerator and range 2023, A/C 2022, repipe 2017. Located just moments away from Oakland Park, the West Orange Trail, and the vibrant shops and restaurants of Downtown Plant Street, this home is perfectly situated for outdoor enthusiasts and those who love a lively community atmosphere. Plus, you’ll have lake access to beautiful Johns Lake, perfect for boating, fishing, or enjoying scenic views. Don’t miss the opportunity to make this incredible property your next home. Schedule a tour today and start living the Florida dream!

17646 Washington Street, Winter Garden
$220,000
2 Beds ⋅ 2 Baths ⋅ Windtree Gardens Condo Ph 01 SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to Winter Garden! Two bedroom, two bath condo is great for first time homeowners or investment property for lease. Second floor split bedroom plan. Renovated kitchen and baths cabinets, soft close drawers, solid surface countertops. All stainless steel appliances included. MOVE IN READY! Screened front balcony. Community features low condo fees, community pool, clubhouse, and basketball courts. Quick access to all major attractions, downtown Winter Garden and Fowlers Grove.

28 Windtree Lane Unit 202, Winter Garden
$452,480
2 Beds ⋅ 2 Baths ⋅ Del Webb Oasis Villas SubDv. ⋅ 34787 Zip Code
Welcome to Del Webb Oasis. The Ellenwood 2 bedroom 2 bathroom plus flex room, with French doors and a closet, is a beautiful home with plenty of space and a kitchen that boasts stainless steel appliances. It is adorned with plenty of cabinets, ample counter space and a large island for entertaining all of your guests. After a long day escape to the primary bedroom, complete with a luxurious bath and walk in closet. Enjoy time outside on the screened patio all year long. Garage was fitted with epoxy flooring making it easy to maintain. Close to shopping and restaurants.

13569 Pearl Beach Street, Winter Garden
$440,990
3 Beds ⋅ 3 Baths ⋅ Hamlin Ridge 112/35 Lot 20 SubDv. ⋅ 34787 Zip Code
new construction

16448 Tangerine Mesa Drive, Winter Garden
$814,265
4 Beds ⋅ 3 Baths ⋅ Del Webb Oasis Phase 3 SubDv. ⋅ 34787 Zip Code
sold data entry only

13803 Fresh Ivy Street, Winter Garden
$450,000
3 Beds ⋅ 2 Baths ⋅ Glenview Estates 2nd Add SubDv. ⋅ 34787 Zip Code
Welcome to a beautifully updated 3-bedroom, 2-bathroom home on a spacious 0.46-acre lot with no HOA. This open-concept home features a recently renovated kitchen with new cabinets, a pantry, and an opened wall to the living room, creating an inviting space for family gatherings. Both bathrooms have been stylishly refreshed with modern fixtures, adding a touch of luxury throughout. Recent upgrades also include a new water heater and garage door opener, with ceiling fans in every room for added comfort. Step outside to enjoy a generous backyard, ideal for outdoor entertaining or creating your own garden oasis. With ample space for play, relaxation, or even a future pool, this backyard is perfect for family and friends to gather. Located just 0.5 miles from the scenic West Orange Trail and 1.5 miles from historic downtown Winter Garden, you’ll have quick access to boutique shops, eateries, and the popular farmers market. The 429 is nearby for easy travel throughout Orlando, and as part of the Golf Cart District, you can enjoy the convenience of golf cart access to downtown. Schedule a viewing today and discover the lifestyle that awaits at this Winter Garden gem! Selling agent has some ownership in the property.

990 Glenview Circle, Winter Garden
$290,500
3 Beds ⋅ 2 Baths ⋅ Black Lake SubDv. ⋅ 34787 Zip Code
COME -N- SEE! This 3 Bedrooms / 2 Bathroom home. Outside is a fenced backyard and a spacious and open floor plan along with a 1-car garage, this property is full of opportunities. Newly Painted Exterior, Newer Appliances, NO HOA! Homeowners, investors, and first time home buyers alike will find this location exceptional. Located just minutes from downtown Winter Garden, you’ll enjoy convenient access to a variety of shops, restaurants, and local events. Winter Garden is celebrated for its family-friendly vibe, weekly farmers markets, and the nearby West Orange Trail, perfect for biking and outdoor activities. this home is an ideal opportunity to experience the best of Winter Garden living. Don’t miss out—schedule a showing.

14878 Astrolyn Street, Winter Garden
$524,000
4 Beds ⋅ 3 Baths ⋅ Highland Rdg Ph 2 SubDv. ⋅ 34787 Zip Code
Sold Data Entry Only (SDEO) - Residential

11988 Bracco Street, Winter Garden
$560,000
4 Beds ⋅ 2 Baths ⋅ Rolling Hills Avalon Annex SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. MULTIPLE OFFERS RECEIVED! Highest and Best due by Monday at 5pm!!! Unlock the potential of this charming fixer-upper nestled on a sprawling 2-acre lot in the desirable Winter Garden area, just minutes from Hamlin! This property offers a unique opportunity for those looking to create their dream home without the constraints of an HOA. With just under 1,600 sq ft of living space, the existing structure provides a solid foundation to build upon, featuring a spacious layout that can be transformed into a cozy retreat tailored to your style. Imagine the possibilities with plenty of room to spread out—envision a beautiful garden, a pool, or even a workshop! Enjoy the tranquility of country living while still being conveniently close to shopping, dining, and entertainment options in Hamlin and downtown Winter Garden. This property is perfect for investors or DIY enthusiasts ready to roll up their sleeves and make this house shine. Don’t miss out on this rare opportunity to own a piece of land with endless possibilities in a prime location. Bring your vision and make this property your own!

17368 Cork St, Winter Garden
$886,720
5 Beds ⋅ 3 Baths ⋅ Del Webb Oasis Ph 3 SubDv. ⋅ 34787 Zip Code
Beautiful home in an active adult community. Offers access to beaches, golf, and modern, energy-efficient new homes with a two-story clubhouse.

13816 Fresh Ivy Street, Winter Garden
$1,206,385
6 Beds ⋅ 7 Baths ⋅ Avalon Ridge 111/112 Lot 5 SubDv. ⋅ 34787 Zip Code
Sold data only

16064 Barkly Ridge, Winter Garden
$837,010
5 Beds ⋅ 4 Baths ⋅ Summerlake Reserve SubDv. ⋅ 34787 Zip Code
Welcome to the Charlotte floorplan, a stunning home featuring 4 bedrooms, 3.5 bathrooms, and 3211 sq. ft. of living space. This thoughtfully designed home boasts roomy living areas, spacious bedrooms, elegant finishes, and a layout that ensures privacy for all family members.

9426 Emerald Berry Dr, Winter Garden
$4,300,000
6 Beds ⋅ 6 Baths ⋅ 34787 Zip Code
Own your own Country House in the city! This unique, one-of-a-kind generational lakefront compound situated on 17+ acres is a ranch-style estate designed and inspired by Frank Lloyd Wright. This private country home is on Johns Lake, a 138-acre lake famous for bass fishing, boating and water sports. Your journey begins along a hidden, quarter-plus mile drive lined with a canopy of majestic live oaks, leading through lush tropical landscaping to a secluded country estate in the city. This compound combines 3 separate living quarters (approx. 10,000 s.q ft.) - the main home, guest cottage and mother-in-law / staff apartment in the stable block. The main pool home boasts granite countertops in the kitchen, double ovens, gas cooktop, and a work-island with direct access to the dining room. The living and dining room features a wall-to-wall picture window bathing the space with natural light and phenomenal views of the gardens and Johns Lake. The first level owners suite is highlighted by a floating copper wood-burning fireplace, expansive closets and spa-inspired bath, walk-in shower and a private office with lake views. Two spacious bedrooms, balcony and a loft are located on the 2nd level. The retractable sliding glass doors in the living room open to a screen enclosed oasis featuring a lanai, sun deck, deep, oversized pool with spa and lakefront views. The cozy and quaint cottage with detached garage is across the pond, a short walk from the main house boasting 3 bedrooms and 2 bathrooms, a full kitchen with stainless steel appliances, counter and cabinet space, and a bonus room currently used as a library and a sitting room. The fully equipped mother-in-law or staff quarters is ideal for accommodating visiting family, offering a college student independence, or providing friends with a comfortable retreat. This space offers the blend of privacy, featuring its own entrance, kitchen and bath. This compound offers so many different possibilities: a horse ranch, skeet and pistol shooting, football/ soccer/baseball/sports field/ zip lining, ATVs and private shooting berm. The shoreline of this home is a sandy beach, great for the little ones, offering a long new boat dock, with gazebo and sunning deck, ladders to allow access in and out of the lake, as well as boat hook up; an ideal set up for multi-generational living! This property offers so many features, we can’t list them all here, one more spectacular feature is the fact that you can even land a helicopter on site! You won’t find another home like this in the bustling city of Orlando, in such a wonderful location and only 20 minutes to a private airport, OIA, Disney, Universal and Shopping! This home is being sold AS-IS. Don’t miss this rare and fantastic opportunity to bring your personal touch and vision to this country estate on the water, with the serenity of lakeside living.

17017 Marsh Road, Winter Garden
$588,332
5 Beds ⋅ 5 Baths ⋅ Harvest At Ovation 112/64 Lot 142 SubDv. ⋅ 34787 Zip Code
new construction

15030 Summer Harvest Street, Winter Garden
$460,000
3 Beds ⋅ 3 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Toll Brother new build

12867 Westhaven Oak Drive, Winter Garden
$434,990
3 Beds ⋅ 3 Baths ⋅ Hamlin Ridge SubDv. ⋅ 34787 Zip Code
Welcome to this stunning new construction townhouse in the highly desirable Hamlin Ridge community of Winter Garden! This beautiful home features 3 spacious bedrooms, 3 full bathrooms, and a 2-car garage, making it an ideal space for both comfort and convenience. Designed with modern touches, this home offers an open layout perfect for entertaining or relaxing. Located in a vibrant and rapidly growing area, residents will enjoy easy access to shopping, dining, and entertainment, as well as proximity to top-rated schools and major highways. Don't miss the opportunity to own this gorgeous home in a prime location!

16374 Hamlin Hills Road, Winter Garden
$523,835
3 Beds ⋅ 3 Baths ⋅ Tribute At Ovation SubDv. ⋅ 34787 Zip Code
Sold data Entry ONly

9231 Gran Teatro Dr, Winter Garden
$829,390
4 Beds ⋅ 3 Baths ⋅ K.Hovanian Osprey Ranch-Phase SubDv. ⋅ 34787 Zip Code
Beautiful Tompkins III with Loft Model New Construction in Winter Garden

15580 Gentle Rain Drive, Winter Garden
$971,955
3 Beds ⋅ 4 Baths ⋅ Del Webb Oasis SubDv. ⋅ 34787 Zip Code
New construction - Data Entry Only

13109 Sunny Retreat Lane, Winter Garden
$467,990
3 Beds ⋅ 3 Baths ⋅ Tribute At Ovation SubDv. ⋅ 34787 Zip Code
Walk into this BRAND NEW and well-crafted 3 bed/2.5 baths townhome located at Tribute Ovation Way in the desirable Winter Garden neighborhood. This beautifully designed home offers promising modernity and comfort for its future owners!

9225 Gran Teatro Drive, Winter Garden
$534,676
4 Beds ⋅ 4 Baths ⋅ Harvest At Ovation 112/64 Lot 137 SubDv. ⋅ 34787 Zip Code
New Construction

15010 Summer Harvest Street, Winter Garden
$167,500
4 Beds ⋅ 2 Baths ⋅ Joe Louis Park First Add SubDv. ⋅ 34787 Zip Code
Investor Alert! Bring your offers. This block construction home is ready for its next owner. Situated just 1.5 miles from Downtown WINTER GARDEN and 1 mile from 429 this property offers a great location and great bones! Individual entrances provide opportunity for rental income. The front property offers a full kitchen, living space, 1 bathroom, and 4 bedrooms. The back portion of the home has its own entrance and offers 1 bedroom and bathroom. Make this one yours today!

1590 E Bay Street, Winter Garden
$750,000
34787 Zip Code
RARE Opportunity! Build your Dream Home on 2.5 Acres with NO HOA near Disney World and Horizon West, Winter Garden! Imagine living 5 minutes away from the Hamlin town Center with shopping, restaurants, Golf courses, family events, and a mere 15 minutes to the back entrance of Disney World- and coming home to a tree-lined piece of property with subtle hills, privacy, and limitless potential. The Builder plans shown here are a mere starting point of what you could do with this lot, including a walk-out basement home perched on a hillside, extra garage space, an ADU, chickens, goats, horses, RV storage, Boat storage, the sky is the limit. Parade of Homes Grand award winning builder the Freeman company is an expert in the lake avalon rural settlement and would be a clear choice to construct the property you've always dreamed of building. This parcel has been partially cleared and is ready for architectural plans and permitting. Use the preferred builder or bring your own. Survey available. Don't sit on this! These types of parcels high and dry don't come around very often.

17206 Red Bird Road, Winter Garden
$1,082,754
5 Beds ⋅ 5 Baths ⋅ Westhaven/Ovation SubDv. ⋅ 34787 Zip Code
Pre-Construction. To be built. Modern luxury meets elegant design in this stunning quick move-in home. The gourmet kitchen makes a statement with its premium finishes, upgraded cabinets, and stainless steel appliances. The open-concept kitchen flows effortlessly into the great room and dining room, making this floor plan ideal for entertaining. Expand your living space with the second-floor loft, which is perfectly designed to fit your lifestyle. Schedule an appointment today to learn more about this stunning home!

13187 Tollcross Way, Winter Garden
$551,300
4 Beds ⋅ 3 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code
The Nicola II is a spacious rear-load garage home. From the 10’ ceilings to the large concept living area – this home has all the features you need packed into 2,200 square feet. As soon as you walk in you’ll see the Extra Suite with a walk-in closet, ideal for overnight guests. To the rear of the home, the open concept living is anchored by the beautiful kitchen.

12620 Clear Sapphire Drive, Winter Garden
$653,836
4 Beds ⋅ 4 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code
The Tessa III is a spacious rear-load garage home. From the 10’ ceilings to the large concept living area – this home has all the features you need packed into 2,200 square feet.

12742 Lavender Bloom Alley, Winter Garden
$380,000
3 Beds ⋅ 2 Baths ⋅ Rep Pt Pleasant Park Sub SubDv. ⋅ 34787 Zip Code
Completely renovated Home, located in downtown Winter Garden, featuring New Roof, windows, siding, landscaping, kitchen, bathrooms, floors, baseboards, door inside & out. Electric and plumbing appear to have been updated in early 2000's remodel.

139 W Story Road, Winter Garden