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$235,000
2 Beds ⋅ 1 Baths ⋅ Loveless & Sewell Add SubDv. ⋅ 34787 Zip Code
Great Opportunity for a solid home on a half acre lot. Two bedrooms with an open floor plan. Lots of upgrades. Near Downtown Winter Garden and all the cafes and shops on Historic Plant Street. Close to the 429, Florida Turnpike, the 408 and 15 minutes to Downtown Orlando. This one will not last. Call for more details.

364 N West Crown Point Road, Winter Garden
$150,001
2 Beds ⋅ 1 Baths ⋅ G T Smith Sub 4 SubDv. ⋅ 34787 Zip Code
***PLEASE DO NOT GO SEE HOME WITHOUT AN APPOINTMENT APPROVED BY LISTING AGENT***** *****HIGHEST AND BEST OFFER DUE BY 900PM MONDAY 10/13/25... THANK YOU***** Prime Winter Garden Location – Investor special to renovate or build new! Welcome to 143 W Morgan Street in Winter Garden, Florida — a rare opportunity to own a piece of property in one of Central Florida’s most desirable communities. This 2-bedroom, 1-bathroom fixer upper offers 780 sq. ft. of living space on a generous .17-acre lot with no HOA — meaning no fees, no restrictions, and the freedom to truly make it your own. Built in 1940, this single-story residence sits in unincorporated Orange County and is zoned R-2, offering excellent versatility. You can renovate the existing home, or build new — either a single-family home or a modular residence with a permanent foundation. Setbacks are 25’ front and rear, 6’ sides, with a maximum building height of 35’. The lot meets the required 45’ minimum width for new construction, giving you flexibility for your future plans. The property features copper plumbing, city water, a septic system, and Duke Energy for electricity. Outdoor living is easy to enjoy with an oversized yard — perfect for gardening, play, or even raising up to four backyard chickens (no roosters; requires class and permit). You’re also allowed to store one boat and one RV onsite (though not for living purposes). Inside, the home is equipped with wall air-conditioning units and has a functional layout, but it is ready for major updates and vision. Whether you choose to restore it with TLC or start fresh with a new build, the potential is endless. Why Winter Garden? This area has become one of Central Florida’s most sought-after destinations. Known for its historic charm and small-town feel, Winter Garden offers a vibrant downtown with boutique shopping, award-winning dining, and the central Florida famous Winter Garden Farmers Market. The West Orange Trail runs right through town, inviting you to bike, jog, or stroll for miles. Recreation abounds with nearby lakes for boating and fishing, scenic parks, golf courses, and community events year-round. Disney World, Universal Studios, SeaWorld and Downtown Orlando are within 30 minutes. The Orlando International Airport is just as convenient, making travel a breeze. And in 90 minutes or less, you can enjoy Florida’s sandy east coast beaches or the stunning Gulf Coast. This property is truly about location, freedom, and opportunity. Whether you’re an investor, a builder, or a homeowner dreaming of a new start, 143 W Morgan St offers the perfect canvas in one of Florida’s fastest-growing and most beloved communities. Don’t miss this chance to create your vision in Winter Garden — schedule a showing today!

143 W Morgan Street, Winter Garden
$395,000
2 Beds ⋅ 1 Baths ⋅ Ellman Park SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Downtown Winter Garden charmer in the Golf Cart District—set on a picturesque brick street, this beautifully updated 2 bedroom, 1 bath home sits on an oversized 0.24-acre lot with approximately 75 feet of frontage. Substantially remodeled in 2019, it blends classic character with modern comfort and welcomes you with a wide front porch perfect for morning coffee and sunset chats. Inside, light-filled living spaces and a smart, flexible layout make the home live larger than its size, and the convenience of an interior laundry with washer and dryer located inside adds everyday ease. The deep backyard offers room to play, garden, entertain, or plan future enhancements. Zoned R-2 (Two-Family), the property also presents valuable flexibility in one of Winter Garden’s most coveted locations. From the driveway, you are minutes by cart, bike, or foot to Plant Street dining, coffee shops, boutiques, and the award-winning Saturday Farmers Market. Plant Street Market with Crooked Can Brewing, the West Orange Trail, and the historic Garden Theatre are all close by—park the car, grab the cart keys, and enjoy downtown living at its best.

18 W Vining Street, Winter Garden
$197,000
2 Beds ⋅ 2 Baths ⋅ Windtree Gardens Condo Ph 03 SubDv. ⋅ 34787 Zip Code
Spacious split plan condo. This unit is located in a more private area of the complex with a good view. Close to Historic downtown Winter Garden restaurants and shops .Well maintained community with pool. clubhouse and basketball court. Excellent condo for retirement, rental or first home.

88 Windtree Lane Unit 203, Winter Garden
$535,000
2 Beds ⋅ 2 Baths ⋅ Island Pointe Sub SubDv. ⋅ 34787 Zip Code
CUSTOM SALTWATER POOL HOME ON HALF-ACRE LOT WITH PRIVATE GARDEN OASIS! Set on a spacious treed lot backing up to conservation land—with no rear neighbors—this Winter Garden home offers the perfect blend of privacy and charm. Even better, it’s only a five-minute bike ride to Historic Downtown Winter Garden and has a low HOA. The outdoor space is truly the showstopper: a saltwater pool framed by lush greenery, winding garden paths, a wooden Adirondack swing, and hidden sitting areas. Nearly 1,000 sq. ft. of covered and screened porch space expands the living area outdoors, ideal for entertaining, a man cave, or flexible bonus space. Inside, the home features Brazilian solid-wood floors, custom cabinetry, granite counters, a stone backsplash, built-in oven/microwave, and display cabinets with under-cabinet lighting. The great room stuns with cathedral beamed ceilings, a gas fireplace, and floor-to-ceiling windows that overlook the gardens. The primary suite includes vaulted ceilings, a bay window, dual closets, and a spa-style bath with double vanities, garden tub, and separate shower. A secondary bedroom is large enough to serve as a second master. Additional details include wide interior doorways for accessibility, plaster walls, a leaded-glass entry, double-pane insulated windows, and a 16-SEER A/C. The roof, replaced in 2020, is now just about 5 years old, offering peace of mind for years to come. A transferable termite bond, thoughtful design, and prime location make this home a standout in Winter Garden.

975 Sadie Lane, Winter Garden
$220,000
2 Beds ⋅ 2 Baths ⋅ Windtree Gardens Condo Ph 05 SubDv. ⋅ 34787 Zip Code
Welcome to this move-in ready 2-bedroom, 2-bathroom located just minutes from historic downtown Winter Garden famous for its shopping, dining and regular entertainment. Enter to an open layout with natural light, new flooring, paint and updated kitchen. Enjoy a split-bedroom layout for added privacy. Spacious bedrooms with walk in closets and new flooring throughout. Windtree offers low maintenance living in a well-kept community with a pool and tennis courts with the added convenience of being just minutes from major highways

145 Windtree Lane Unit 145, Winter Garden
$774,500
2 Beds ⋅ 3 Baths ⋅ Del Webb Oasis SubDv. ⋅ 34787 Zip Code
Sold Data Only

15515 Orchid Rose, Winter Garden
$257,000
2 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
This spacious 2-bedroom, 2-bath condo on the first floor is perfect if you are downsizing from a big home or just starting. Stay active without leaving your neighborhood with a state-of-the-art fitness center, Pool, and heated spa. Visit with friends and family in the designated barbecue pavilion. You will be impressed with the indoor Basketball and racquetball courts. Among all the other amenities Southern Pines offers.

316 Southern Pecan Circle Unit 107, Winter Garden
$415,000
2 Beds ⋅ 2 Baths ⋅ Del Webb Oasis SubDv. ⋅ 34787 Zip Code
All photos and videos shown are of model homes. All homes are sold unfurnished. Del Webb Oasis offers the famous 55+ lifestyle and a location just minutes away from world-famous Orlando attractions! This world-class, resort-style luxurious boutique community features natural gas single-family and villa homes nestled in wooded conservation. Del Webb Oasis offers an abundance of resort-style amenities with social events and activities centered in the clubhouse and planned by a full-time Lifestyle Director. The amenities include a resort-style zero-entry pool with lap lanes and sun shelf, private poolside cabanas, a spa and outdoor fire pits with fireworks views, a community fitness center, tennis and pickleball courts, a walking trail with exercise stations, and more! Get spoiled at Del Webb Oasis - after all, this is your time. Del Webb Oasis’s exclusive resort amenities and prime location make this the ideal neighborhood and a perfect location to call home. Your dream home awaits at Del Webb Oasis – visit us today! The stunning Ellenwood Villa by Del Webb blends luxury and convenience, featuring 2 bedrooms, an enclosed flex room, and 2 bathrooms in a thoughtfully designed layout that maximizes both comfort and style. The open-concept kitchen, café, and gathering room are filled with natural light, creating an inviting and spacious atmosphere. Tall ceilings, a glass insert at the front door, abundant windows, and a sliding glass door that opens to the covered lanai seamlessly extend the living space, making it perfect for effortless indoor-outdoor living. The kitchen is a true centerpiece, designed for both elegance and functionality. It features stainless steel Whirlpool appliances (including the refrigerator), 42” Dana White soft-close cabinetry, Peral Jasmine Quartz countertops, a decorative tile backsplash, an upgraded faucet, and a stainless-steel single bowl sink. Whether you're preparing a gourmet meal or entertaining guests, this kitchen has everything you need. Tucked at the rear of the home for maximum privacy, the owner’s suite offers a luxurious retreat. The spa-like en suite bathroom features a frameless glass-enclosed shower, an enclosed toilet, a quartz-topped dual vanity, and a linen closet—creating the perfect environment for relaxation. The secluded secondary bedroom and bathroom provide an additional layer of privacy, offering a tranquil space when you need it most. The front of the home features an enclosed flex room, offering endless possibilities as a home office, hobby room, or any other space that suits your needs. Designer-curated finishes elevate every corner of this home, including Matte Black ardware and plumbing fixtures, Whirlpool washer/dryer, and 2” faux wood blinds. Luxury touches like 8’ interior doors, comfort-height toilets, Sherwin Williams Agreeable Gray Interior Wall Paint, epoxy garage floor, and wood-look luxury vinyl flooring throughout the main living areas and bedrooms and porcelain tile flooring in the bathrooms and laundry room to enhance the home's style and comfort. For those who appreciate modern technology, this home comes equipped with a smart thermostat, smart doorbell, additional LED downlights, digital IP camera pre-wire, and extra data and media ports, ensuring your home is as connected as it is beautiful. This home offers the perfect combination of luxury, convenience, and modern design—an ideal place to live and relax.

13526 Pearl Beach Street, Winter Garden
$277,500
2 Beds ⋅ 2 Baths ⋅ Tucker Oaks SubDv. ⋅ 34787 Zip Code
Beautiful and very well-maintained townhome back onto green space in a quiet crescent. This property features upgraded kitchen Cherry cabinets. Stainless kitchen appliances. New A/C system and new water heater installed in 2024. It has large double sun-deck balconies and over 9' ceiling heights that give an unbelievable feeling of openness and space. Ceramic tiles in all wet areas. Washer and dryer included. In the desirable gated community of well-maintained Tucker Oaks neighborhood in the heart of Winter Garden, the gated community with tree-lined streets, walking paths/park, pool, and lot more. Conveniently located close to downtown Winter Garden where you'll enjoy restaurants, shops, festivals, a farmer's market, and the West Orange Bike Trail. With easy access to the Florida Turnpike, Winter Garden Village, and all of Central Florida, this townhome is the perfect place to call home. Make it yours today!

15326 Oak Apple Court, Winter Garden
$575,000
2 Beds ⋅ 2 Baths ⋅ Del Webb Oasis Ph 3 SubDv. ⋅ 34787 Zip Code
Not your average Del Webb home—this nearly new, designer-upgraded retreat offers rare touches and nightly neighborhood Disney fireworks views. Why wait to build? This home is just under a year old and move-in ready, located in the vibrant 55+ community of Del Webb Oasis, where resort-style amenities include a clubhouse, zero-entry pool with cabanas, tennis, pickleball, and more. The open-concept floor plan features 2 bedrooms, 2 baths, a versatile flex room, and an upgraded kitchen with quartz countertops, soft-close cabinets, stainless appliances, and a designer backsplash. Enjoy luxury vinyl plank flooring, tray ceilings, an extended covered lanai prepped for an outdoor kitchen, custom closet systems, and over $30K in premium finishes. HOA includes lawn care and high-speed internet. Thoughtfully designed and perfectly located—this home offers comfort, style, and a touch of magic.

13732 Fresh Ivy Street, Winter Garden
$270,000
2 Beds ⋅ 2 Baths ⋅ Tucker Oaks SubDv. ⋅ 34787 Zip Code
Gorgeous, move-in ready, 2/2 townhome inside gated community of Tucker Oaks! This second floor unit has just been refreshed with new paint and carpets throughout. It offers an open space kitchen/dining/family room combo perfect for entertaining. Spacious kitchen with updated cabinets and appliances, will be suitable for anyone that loves to cook! Dual masters in a split floorplan with spacious rooms and large closets, and includes a 1-car garage! Low monthly HOA! Tucker Oaks community offers a pool, walking paths, basketball courts, BBQ area, playground, and pet park, all conveniently located near Winter Garden Village, with easy access to Hwy 50, Florida's Turnpike, and the 429! Whether you plan to move in or use it for an investment property, you don’t want to miss out on this gem!

15325 Oak Apple Court Unit 8A, Winter Garden
$291,000
2 Beds ⋅ 2 Baths ⋅ Tucker Oaks SubDv. ⋅ 34787 Zip Code
NEW AC, NEW ROOF! 8 minutes drive to Downtown Winter Garden! Remodeled with Upgrades – Move-In Ready! Zoned for A Rated Schools! Welcome to your sophisticated retreat in the sought-after gated community of Tucker Oaks. This beautifully remodeled 2-bedroom, 2-bathroom condo blends modern style, everyday comfort, and truly maintenance-free living perfect for today’s busy lifestyle. Step inside to a freshly updated interior featuring a bright open-concept layout filled with natural light. The inviting living and dining areas flow seamlessly into a modern kitchen with quartz countertops, solid wood cabinetry, and premium stainless steel appliances (2023) ideal for both cooking and entertaining. Upstairs, new luxury vinyl plank flooring leads you to the spacious primary suite with soaring ceilings, abundant sunlight, a large walk-in closet, and a spa-inspired en-suite bath with dual sinks. The second bedroom and full bath offer flexibility for guests, family, or a stylish home office. This home has been meticulously upgraded for peace of mind, including a brand-new HVAC system (2025), a new roof (2024), new kitchen appliances (2023), updated bathroom vanities, bright color paint on walls, on-trend lighting, and new ceiling fan. A newer washer and dryer are also included (2023) As a resident, you’ll enjoy resort-style amenities, sparkling pool, playgrounds, basketball courts, dog park, walking trails, and picnic areas without the hassle of exterior maintenance. Prime Location: Just minutes to Winter Garden Village, historic Downtown Winter Garden, the renowned Farmers Market, and with quick access to the Turnpike, 429, and W. Colonial Dr. Whether you’re a first-time buyer, looking to downsize, or seeking a turnkey investment, this condo delivers style, comfort, and lasting value in one of Central Florida’s most desirable communities. Schedule your private showing today, your fully updated Winter Garden home is ready!

15344 Oak Apple Court Unit 16A, Winter Garden
$465,000
2 Beds ⋅ 1 Baths ⋅ Mountain Park Orlange Groves SubDv. ⋅ 34787 Zip Code
**Imagine waking up to the gentle shimmer of lake water through a canopy of ancient oaks…** Tucked away on 1.75 wooded acres along the shores of Lake Ingram, this property is a rare opportunity to own a piece of “Old Florida” in the middle of one of Central Florida’s most vibrant growth areas. The moment you arrive, you’re greeted by the sound of rustling leaves, dappled sunlight through sprawling oak branches, and the peaceful calm of life by the water. Spend your mornings sipping coffee on your porch as the lake comes alive with birds and soft breezes. Afternoons can be filled with fishing from your private shoreline, kayaking across the water, or simply relaxing in the shade of your trees. Evenings bring stunning sunsets over the lake—nature’s daily masterpiece—right in your own backyard. The existing small wood-frame home offers endless possibilities: restore it for a cozy lakeside getaway or start fresh and build your dream home to take full advantage of the views. A separate laundry room and a large storage building is ready for your tools, toys, or hobby space. The property is on well and septic, giving you independence and lower utility costs. While the setting feels like a private retreat, you’re just minutes from modern conveniences—highly rated new schools, Winter Garden Village, historic downtown Winter Garden’s shops and weekly farmers market, state-of-the-art medical facilities, and major roadways for quick access to Disney, Horizon West, and beyond. This is more than property—it’s a lifestyle. A chance to slow down, breathe deeply, and enjoy the timeless beauty of lakefront living, all while being moments from the best that Central Florida has to enjoy.

17226 Lake Ingram Road, Winter Garden
$560,000
2 Beds ⋅ 2 Baths ⋅ Johns Lake Homesites SubDv. ⋅ 34787 Zip Code
Stunning Sunset views embellish this 2 bedroom / 2 bathroom bungalow on beautiful Johns Lake. Enjoy the peace and tranquility as you feel the breeze off the picturesque setting from your back patio or head out on the water for boating, skiing, or fishing for trophy largemouth Bass. This charming home provides incredible lake views from the Kitchen, Primary Suite, and Family room (ordained with rustic stone walls and wood burning fireplace). This Gem awaits your finishing touches to create a true masterpiece! Conveniently located to downtown Winter Garden, Winter Garden Village, restaurants, shops, Disney theme parks, and Universal theme parks. Come and see all that this prize property has to offer.

38 Live Oak Road, Winter Garden
$280,000
2 Beds ⋅ 1 Baths ⋅ Shadow Lawn SubDv. ⋅ 34787 Zip Code
Charming Bungalow Just Minutes from Downtown Winter Garden Welcome to your chance to own a slice of Winter Garden charm! This cozy 2-bedroom, 1-bath bungalow is perfectly located within one mile from Plant Street, the Crooked Can Brewery, and all the energy of Historic Downtown Winter Garden. Enjoy your weekends strolling through the award-winning Farmers Market, grabbing coffee from a local café, biking the West Orange Trail, or catching live music and seasonal festivals. You're also just minutes from the Pickleball Courts at Veteran's Park, boutique shopping and community events - everything you love about Winter Garden is right outside your door. Filled with character and charm, this home is ready for everyday living with room to make it your own. Whether you're a first-time buyer, looking for a winter retreat, or seeking a smart investment, this is a rare opportunity to be in one of Central Florida’s most sought-after neighborhoods. Step outside to a spacious yard that’s perfect for relaxing, entertaining, or even planning your dream garden or outdoor living area. With top-rated schools nearby, easy access to major highways, and less than 30 minutes to Disney, Universal, and Orlando’s top attractions—you’ll enjoy small-town charm without giving up modern convenience. Come see what makes this home and location so special—and imagine your life in beautiful Winter Garden!

135 E Story Road, Winter Garden
$289,000
2 Beds ⋅ 1 Baths ⋅ Shadow Lawn SubDv. ⋅ 34787 Zip Code
This beautiful remodeled home in downtown Winter Garden is waiting just for you! Experience the perfect combination of convenience, charm, and peace of mind in this wonderfully maintained 2-bedroom, 1-bath home, offering 836 sq. ft. of thoughtfully designed living space, just a 10-minute walk to vibrant downtown. Step inside to find an updated kitchen featuring granite countertops, stainless steel appliances, and ample cabinetry, perfect for everyday meals or entertaining friends. The bright and inviting interior is complemented by an enclosed back porch, ideal for morning coffee or relaxing with a good book. The fully fenced backyard with lighting creates the perfect setting for evening gatherings, weekend barbecues, or quiet outdoor enjoyment. Outside, the freshly painted exterior and new landscaping add exceptional curb appeal. A garage with electric and a refrigerator, plus a covered parking spot, ensures both convenience and extra storage. This home isn’t just move-in ready, it’s worry-free! The roof, plumbing, and electrical systems were professionally inspected in July 2025 and are all in great condition, and a termite bond with Massey adds even more security. Additional updates like central air and new windows (2010) make this home efficient and comfortable year-round. Best of all, you’re just steps away from downtown’s farmers markets, community festivals, live music events, and local dining. Spend your weekends exploring boutique shops, enjoying outdoor markets, or connecting with neighbors at one of the many community events, all within a short walk from your front door. Located close to amazing schools, major highways and less than 30 minutes from Central Florida's top attractions like Disney World and Universal Studios, you can enjoy that small town charm while being close to all the fun Central Florida has to provide. If you’ve been searching for a home that offers modern upgrades, low-maintenance living, and an unbeatable location, this is the one. Don't wait on this gorgeous home, schedule your private showing TODAY!!!

215 Pennsylvania Avenue, Winter Garden
$212,000
2 Beds ⋅ 2 Baths ⋅ Westside Townhomes SubDv. ⋅ 34787 Zip Code
Westside Townhomes ** Low HOA fees $174 quarter ** Great one story living with 2 bedrooms and 2 full baths ** Ceramic tile throughout ** Open floor plan ** Screened patio and fenced backyard ** Ceramic tile entire unit ** Convenient location to downtown Winter Garden restaurants, shopping, Aldis, Publix, businesses and huge Farmers Market on Saturdays ** Buyer to verify room measurements.

1230 Westside Drive, Winter Garden
$278,000
2 Beds ⋅ 2 Baths ⋅ Overstreet Crate SubDv. ⋅ 34787 Zip Code
Investor’s Dream Near Downtown Winter Garden – 1 Acre with Endless Possibilities! This concrete block 2 bed, 2 bath home sits on a spacious 1-acre lot just 5 minutes from charming and thriving Downtown Winter Garden. With a solid foundation and strong bones, this property is the perfect canvas for your next investment project. Whether you're looking to renovate and flip, add square footage, or build your portfolio with a long-term rental, the potential here is massive. Nestled among mature trees with no HOA, there’s plenty of room for expansion or even a future custom build. Opportunities like this—a full acre this close to Winter Garden's restaurants, shops, and weekly farmer’s market—are rare. Don’t miss the chance to turn this hidden gem into a high-performing asset! Schedule your showing today and envision what’s possible.

321 Beard Road, Winter Garden
$691,790
2 Beds ⋅ 2 Baths ⋅ Del Webb Oasis SubDv. ⋅ 34787 Zip Code
Beautiful new construction home in the saught after Del Webb Oasis community.

15533 Orchid Rose Court, Winter Garden
$427,560
2 Beds ⋅ 2 Baths ⋅ Del Webb Oasis SubDv. ⋅ 34787 Zip Code
Under Construction. All photos and videos shown are of model homes. All homes are sold unfurnished. Del Webb Oasis offers the famous 55+ lifestyle and a location just minutes away from world-famous Orlando attractions! This world-class, resort-style luxurious boutique community features natural gas single-family and villa homes nestled in wooded conservation. Del Webb Oasis will offer an abundance of resort-style amenities with social events and activities centered in the clubhouse and planned by a full-time Lifestyle Director. Planned amenities include a resort-style zero-entry pool with lap lanes and sun shelf, private poolside cabanas, a spa and outdoor fire pits with fireworks views, a community fitness center, tennis and pickleball courts, a walking trail with exercise stations, and more! Get spoiled at Del Webb Oasis - after all, this is your time. Del Webb Oasis’s exclusive resort amenities and prime location make this the ideal neighborhood and a perfect location to call home. Your dream home awaits at Del Webb Oasis – visit us today! The stunning Ellenwood Villa by Del Webb blends luxury and convenience, featuring 2 bedrooms, an enclosed flex room, and 2 bathrooms in a thoughtfully designed layout that maximizes both comfort and style. The open-concept kitchen, café, and gathering room are filled with natural light, creating an inviting and spacious atmosphere. Tall ceilings, a glass insert at the front door, abundant windows, and a sliding glass door that opens to the covered lanai seamlessly extend the living space, making it perfect for effortless indoor-outdoor living. The kitchen is a true centerpiece, designed for both elegance and functionality. It features stainless steel Whirlpool appliances (including the refrigerator), 42” Dana White soft-close cabinetry, Lagoon Quartz countertops, a decorative tile backsplash, an upgraded faucet, and a stainless-steel single bowl sink. Whether you're preparing a gourmet meal or entertaining guests, this kitchen has everything you need. Tucked at the rear of the home for maximum privacy, the owner’s suite offers a luxurious retreat. The spa-like en suite bathroom features a frameless glass-enclosed shower, an enclosed toilet, a quartz-topped dual vanity, and a linen closet—creating the perfect environment for relaxation. The secluded secondary bedroom and bathroom provide an additional layer of privacy, offering a tranquil space when you need it most. The front of the home features an enclosed flex room, offering endless possibilities such as a home office, hobby room, or any other space that suits your needs. Designer-curated finishes elevate every corner of this home, including polished chrome hardware and plumbing fixtures, and 2” faux wood blinds. Luxury touches like comfort-height toilets and wood-look tile throughout enhance the home's style and comfort. For those who appreciate modern technology, this home comes equipped with a smart thermostat, smart doorbell, additional LED downlights, and extra data and media ports, ensuring your home is as connected as it is beautiful. This home offers the perfect combination of luxury, convenience, and modern design—an ideal place to live and relax.

13533 Pearl Beach Street, Winter Garden
$200,000
2 Beds ⋅ 2 Baths ⋅ Windtree Gardens Condo Ph 01 SubDv. ⋅ 34787 Zip Code
Location is KEY!!! Windtree Condo's is located just minutes from the highly desired downtown Winter Garden where you can enjoy shopping, dining, splashpad, West Orange Trail, annual festivals, and the AWARD WINNING Farmer's Market every Saturday. Not to mention this is one of the LOWEST HOA's in the area. Close to all major roads/highways makes your travels less stressful with easy access. Enjoy this secluded unit located in the back which provides comfort and relaxation. Step inside and you will find this 2 bedroom, 2 bathroom home is MOVE-IN ready. The split bedroom plan makes it ideal for privacy. The master bedroom is spacious with a walk in closet and ensuite bathroom. The kitchen is equipped with all appliances and has a closet with washer/dryer hook up making laundry duty easy. Enjoy the comfort of all new carpet and laminate flooring throughout. Storage is not going to be an issue as you have a private storage room located under the stairs. You will love having 2 designated parking spaces and additional guest parking if needed. Community features include a swimming pool, clubhouse, playground, tennis and basketball courts. Do not miss your chance to see this home which is also perfect for an investment income property. Added bonus is the seller is replacing the entire upstairs balcony for the buyer which is a $12,000 upgrade.

12 Windtree Lane Unit 202, Winter Garden
$206,000
2 Beds ⋅ 2 Baths ⋅ Village Grove Ph 01 SubDv. ⋅ 34787 Zip Code
Don’t miss out! Renovated and ready to move in. Spacious two story townhouse. All new stainless steel appliances. Breakfast bar and dining area. Ceramic tile throughout first floor, freshly painted, New AC just installed in May 2025 , laundry room, new laminate flooring in bedrooms and hallway. Enclosed screen porch which leads to the fenced backyard with patio area and nice landscaping. Enjoy the community pool with lush landscape and pavilion. Walking distance to shopping. Close to major highways and roads.

460 Sand Lime Road, Winter Garden
$289,000
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
HUGE PRICE REDUCTION! Welcome to your fully furnished, turn-key 2-bedroom, 2-bath retreat at the Grove Resort & Water Park—just minutes from Disney! Whether you’re searching for the perfect vacation getaway or a smart investment property, this unit has it all. From your private balcony, enjoy peaceful conservation views while knowing your condo is working for you when you’re away. With a strong rental history and enrollment in the resort’s professionally managed short-term rental program, generating income couldn’t be easier. Enjoy the Surfari Water Park, multiple pools, spa, fitness center, restaurants, lakefront pier, and more—everything you and your guests need for a memorable stay. Don’t wait—units like this move quickly! Showings are by appointment only, as this condo is a guest favorite and often booked.

14501 Grove Resort Avenue Unit 3714, Winter Garden
$355,000
2 Beds ⋅ 3 Baths ⋅ Signature Lks-Pcl 01a SubDv. ⋅ 34787 Zip Code
Live the Florida lifestyle just 20 minutes from the magic of Disney! This beautifully maintained 2-bedroom, 2.5-bath townhome is the perfect second home, vacation getaway, or full-time residence near world-class theme parks and top-rated schools. Featuring stylish quartz countertops, newer stainless steel appliances including a brand new dishwasher, and laminate and ceramic tile flooring throughout, this home offers both comfort and low-maintenance living. Enjoy peace of mind with a newer roof (2022) and a spacious 2-car garage. The community is packed with resort-style amenities, including two pools, multiple playgrounds, basketball and tennis courts, dog parks, and private lake access with boat ramps. With over 6 miles of scenic walking and biking trails, two fitness centers, and regular community events—like festivals, fireworks, and food trucks—there’s something for everyone. The HOA takes care of the details, covering cable, high-speed internet with streaming services, pest control (interior & exterior), exterior painting, roof replacement as needed, and landscaping maintenance. Whether you're relaxing by the lake, staying active, or exploring nearby attractions, this home offers it all. Schedule your private tour today! Seller has a lender willing to cover the cost of a 1-0 buy down for those who meet qualifications.

14421 Vashons Way, Winter Garden
$1,010,000
2 Beds ⋅ 3 Baths ⋅ Del Webb Oasis SubDv. ⋅ 34787 Zip Code
Experience the pinnacle of resort living in Del Webb Oasis with this elevated 2-bedroom plus flex room, 2.5-bathroom pool home, offering over 2,200 sq. ft. of thoughtfully designed living space. Situated on an exclusive lot with sweeping marshland views and nightly Disney fireworks, this beautifully crafted residence blends modern coastal design with upscale finishes and indoor-outdoor living at its finest. Built in 2023 with over $300,000 worth of upgrades, it’s evident this is the perfect full-time residence or magical getaway you’ve been searching for! Step inside to discover a gourmet kitchen, where white cabinetry with crown molding, elegant quartz countertops, and a striking decorative tile backsplash set the tone for style and function. A contrasting black island offers additional prep space and seating, while a double oven, gas range, and coffee/beverage station cater to both everyday living and entertaining. The flex room with an elegant bay window is ideal as a home office, guest room, or den and is tucked away near the entrance for privacy. Entertainers will appreciate that the kitchen overlooks the spacious living room which features a tray ceiling and seamlessly opens to the screened lanai through pocket glass doors, revealing breathtaking marshland vistas and a front-row seat to Disney fireworks. Outside, your private oasis awaits—a sparkling pool with sun shelf, jacuzzi, fountain, and pavered patio. The summer kitchen with gas grill completes the ultimate Florida lifestyle. Back inside, the primary suite offers a tranquil escape and has been thoughtfully upgraded with drop soffits, crown molding, calacatta gold quartz bathroom counters, and carrera stone tile in the shower. The secondary bedroom offers guests a private suite experience with views out to the pool which may lead them to extending their stay. Residents have access to an incredible 14,000 SF clubhouse featuring a resort-style pool, pickle ball courts, coffee bar, wine lockers, lounge, fitness center, and walking paths. You also have what everyone is looking for, a low maintenance lifestyle as the HOA covers your landscaping! Located just 2 miles from Walt Disney World and minutes to SR-429, Target, Publix and more, this home also gives you access to all that Central Florida is famous for.

15049 Canopy Cover Dr, Winter Garden
$285,000
2 Beds ⋅ 2 Baths ⋅ Tucker Oaks SubDv. ⋅ 34787 Zip Code
Welcome to this sophisticated retreat located in the gated community of Tucker Oaks. This beautifully updated 2-bedroom, 2-bathroom condo offers a perfect blend of comfort, style, and maintenance-free living. Step inside to discover a freshly painted interior and a layout that exudes a fun, modern vibe. The open-concept floor plan features a bright and inviting living and dining area, filled with natural light from large sliding glass doors that lead to Juliet balconies—perfect for relaxing or entertaining. The spacious kitchen has solid wood cabinetry, quality stainless steel appliances, and ample counter space for meal prep and storage. Upstairs, you'll find new luxury vinyl plank flooring throughout, leading to a generous primary suite with high ceilings, abundant natural light, and a private en-suite bath complete with a large vanity and walk-in closet. A second bedroom and full bath provide comfort and flexibility for family, guests, or a home office. Adding to the appeal, this condo features new ceiling fans, on-trend light fixtures, updated bathroom vanities, and custom accent walls, as well as a newer washer and dryer. Enjoy the convenience of condo living with community perks like a resort-style pool, playgrounds, basketball courts, dog park, walking trails, and picnic areas. Tucker Oaks is perfectly positioned just minutes from Winter Garden Village, the historic downtown district, and the famous Winter Garden Farmers Market. With quick access to major roadways (FL Turnpike, 429, and W. Colonial Dr), everything you need is within easy reach. Whether you're a first-time buyer, downsizing, or seeking a smart investment, this updated condo is the total package. Don’t miss your chance to live in one of Central Florida’s most charming and thriving communities—schedule your private showing today!

1469 Broken Oak Dr Unit 43A, Winter Garden
$203,000
2 Beds ⋅ 2 Baths ⋅ Windtree Gardens Condo Ph 01 SubDv. ⋅ 34787 Zip Code
Move-in ready 2-bedroom, 2-bathroom gem located in the heart of Winter Garden. Whether you're looking for your first home or a smart investment opportunity, this property checks all the boxes! Step inside to find freshly painted interiors, easy-to-maintain ceramic tile flooring throughout, and a split-bedroom layout that offers added privacy—perfect for roommates, guests, or growing households. The spacious master suite is tucked away on one side of the home, while the second bedroom and bathroom are situated on the opposite wing. Enjoy peaceful mornings or relaxing evenings in your screened-in patio area, ideal for outdoor living without the bugs. Just outside, you'll find 2 assigned parking spaces for added convenience. Located directly across from a serene lake, the community also features amenities like a swimming pool and basketball court, giving you a lifestyle of comfort and recreation. Plus, the brand-new roof (2024) AC from 2020 adds long-term value and peace of mind. Centrally located near shopping, dining, major highways, and historic Downtown Winter Garden, this home won’t last long!

51 Windtree Lane Unit 101, Winter Garden
$190,000
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo SubDv. ⋅ 34787 Zip Code
Welcome to the largest 2 bedroom/2 bath Cypress Model condo at the 4-Star rated Grove Resort & Spa Orlando! This high floor, 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 granite countertops in the kitchen and baths, stainless steel appliances, in-unit laundry, and all furniture and furnishings 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 even 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 4.3 miles to Margarita Resort and all the restaurants and shops in Kissimmee. This amazing condo-hotel unit also offers the convenience of an in-house, on-site hotel rental program which allows you to rent the property when not in use and features a VIP Check-In for condo owners. ALL UTILITIES INCLUDED IN MONTHLY MAINTENANCE!

14501 Grove Resort Avenue Unit 3636, Winter Garden
$257,000
2 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
Welcome to your move-in ready condo in the heart of Winter Garden! Located in a gated resort-style community, this beautifully updated 2-bedroom, 2-bathroom first-floor unit offers low-maintenance living and fantastic amenities. Step inside to find brand new luxury vinyl flooring, fresh carpet in the bedrooms, and a split-bedroom layout for added privacy. The kitchen shines with new appliances, including a sleek over-the-range microwave. You'll also love the dedicated bonus space—perfect for a home office, reading nook, or playroom. The community offers ample open parking, and a long list of amenities: a resort-style pool, tennis and basketball courts, sand volleyball, a fitness center with on-site daycare, and even a private theater. Your HOA covers all amenities plus internet, making this condo both convenient and budget-friendly. Whether you're downsizing, investing, or buying your first home, this Winter Garden gem has it all—comfort, convenience, and community.

430 Southern Pecan Circle Unit 101, Winter Garden