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9362 Woodcrane Drive, Winter Garden
$435,800
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 1b SubDv. ⋅ 34787 Zip Code
Short Sale. Welcome to this beautiful two-story home offering 3 bedrooms, 2.5 bathrooms. The first-floor features spacious living and dining areas that flow seamlessly into the well-appointed kitchen, complete with granite countertops, 42-inch cabinetry, and a large walk-in pantry providing ample storage. Upstairs, you'll find a huge loft space that can serve as a second living area, home office, playroom, or media room. The convenient upstairs laundry room makes everyday chores a breeze. The spacious primary suite features dual sinks, a walk-in shower, and plenty of room to unwind. Enjoy resort-style living with outstanding community amenities, including a resort-style pool, splash pad, clubhouse, fitness center, tennis courts and playground. Ideally located just minutes from Walt Disney World, shopping, dining, and entertainment at Hamlin Town Center, this home offers the perfect combination of comfort, convenience, and lifestyle. This is a bankruptcy sale and there is a 15,000 dollar buyers premium due at closing.

9362 Woodcrane Drive, Winter Garden
338 Windford Court, Winter Garden
$325,000
3 Beds ⋅ 2 Baths ⋅ Park Ave Estates SubDv. ⋅ 34787 Zip Code
Discover this move-in ready 3-bedroom, 2-bathroom CBS construction home in Winter Garden, FL, nestled in the highly sought-after Park Avenue Estates community. Just minutes from downtown Winter Garden, award-winning dining, shopping, and the popular farmers market, this home offers the perfect mix of charm and convenience. Featuring a newer roof, a low HOA, and access to a community pool, you’ll enjoy a relaxed lifestyle in one of Central Florida’s most vibrant neighborhoods. The nearby West Orange Trail is perfect for biking, morning runs, or evening strolls surrounded by Florida’s natural beauty. This move-in ready home places you close to everything, from boutiques and restaurants to top-rated Winter Garden schools. Whether you’re enjoying local amenities or simply relaxing at home, this property provides the ideal opportunity to experience the best of Winter Garden living.

338 Windford Court, Winter Garden
420 E Cypress Street, Winter Garden
$400,000
3 Beds ⋅ 2 Baths ⋅ Overstreet Crate SubDv. ⋅ 34787 Zip Code
Welcome to this stunning, fully renovated and fully furnished home, perfectly situated on an oversized lot in one of Winter Garden's most exciting and rapidly growing areas. Whether you're looking for a primary residence, a turnkey investment, or a second home, this move-in-ready property offers the perfect blend of comfort, style, and convenience. Inside, you'll find an open-concept floor plan filled with natural light, featuring all-new flooring, recessed lighting throughout, energy-efficient double-pane windows, and a beautifully updated kitchen complete with stainless steel appliances. Major improvements include a new roof and a 3.5-ton AC system, providing peace of mind for years to come. Step outside and enjoy the spacious, fully fenced backyard, offering plenty of room for entertaining, pets, play, or simply relaxing outdoors. Located just one mile from Historic Downtown Winter Garden, you'll enjoy easy access to award-winning dining, shopping, farmers markets, and community events, all while living in a welcoming, family-friendly neighborhood. Fully furnished, beautifully updated, and truly move-in ready, this home offers a rare opportunity to enjoy all that Winter Garden has to offer from day one.

420 E Cypress Street, Winter Garden
14501 Grove Resort Avenue Unit 3429, Winter Garden
$298,900
3 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
Turn-Key, Fully Furnished 3-Bedroom Condo at The Grove Resort & Water Park — Steps from the Water Park Positioned on a high floor, this spacious residence offers serene views from a private screened balcony—the ideal setting to relax after a day enjoying the nearby attractions. Inside, the open-concept layout seamlessly connects the living, dining, and kitchen areas, featuring quartz countertops, stainless steel appliances, and a fully equipped setup designed for both comfort and practicality. The primary suite delivers a refined retreat with a king-size bed and an en-suite bathroom complete with double vanity, soaking tub, and glass-enclosed shower. Two additional bedrooms, each with queen-size beds, provide ample space and privacy for guests and family. Living just moments from the Surfari Water Park means you’re only a short walk away from water slides, the FlowRider® surf simulator, lazy river, and resort-style pools—making this unit especially attractive for both personal use and short-term rentals. Beyond the water park, enjoy access to Lake Austin, on-site dining, spa services, fitness center, and a full suite of entertainment amenities. This condo-hotel offers a fully managed, hands-off investment model, with a professional on-site team handling rentals, maintenance, and guest services. HOA fees conveniently include utilities such as electricity, water, cable, and high-speed internet. Whether you're seeking a vacation home with unmatched convenience or a high-performing income property, this residence stands out for one key reason: location within the resort—just steps from the water park, where demand is highest and experiences are unforgettable.

14501 Grove Resort Avenue Unit 3429, Winter Garden
5545 Bowman Drive, Winter Garden
$430,000
2 Beds ⋅ 3 Baths ⋅ Overlook 2/Hamlin Ph 1 & 6 SubDv. ⋅ 34787 Zip Code
Come see 5545 Bowman Dr, recently updated with fresh interior paint and partial flooring replacement throughout. The kitchen features a backsplash and a convenient island providing additional workspace. The primary bedroom includes a spacious walk in closet, and the primary bathroom is equipped with double sinks for enhanced utility. Outside, a covered patio extends to a fully fenced in backyard, completing the exterior amenities. Enjoy updated comfort and practical features in this exceptional residence. Included 100-Day Home Warranty with buyer activation

5545 Bowman Drive, Winter Garden
7922 Winter Wren Street, Winter Garden
$735,000
4 Beds ⋅ 4 Baths ⋅ Block Q Summerlake Pd Ph 1b SubDv. ⋅ 34787 Zip Code
Virtually Staged. *** SUMMERLAKE MOVE-IN READY HOME AT WINTER GAREN/HORIZON WEST * PERFECT LOCATION * TOP GRADE SCHOOLS * NEW PAINTING * NEW LPV FLOORING OF 1ST FLOOR AND STAIRS * NEW CARPETS OF 2ND FLOOR * 3391 SQFT * CORNER LOT * FENCED BACKYARD * SCREEN PATIO *** HOA INCLUDES LAWNCARE AND RESORT-STYLE AMENITIES *** Spacious and beautifully upgraded two-story house in the heart of the amazing Summerlake community at Horizon West in Winter Garden. HOA includes lawncare. Prime CORNER lot offers privacy and space with a FENCED backyard and a LARGE screened patio — perfect for outdoor entertaining and relaxation. This 3,391 sqft home features 4 bedrooms, 3.5 bathrooms, 1 versatile den/office downstairs, 2 spacious loft/retreat upstairs. Newly updates include brand new interior paint, brand new luxury vinyl plank flooring throughout the entire first floor and stairs, and brand new carpeting upstairs. The open-concept floor plan is filled with natural light and flows effortlessly into the upgraded gourmet kitchen. Highlights include 42-inch wood cabinets with crown molding, expansive granite countertops, a generous breakfast bar, and a large walk-in pantry. On the first floor, the flexible multi-purpose den/office can easily serve as a home office, playroom, family room or even fifth bedroom. Upstairs, the sizable primary suite offers a garden tub with a separate shower and double vanity. Two additional bedrooms share a convenient JACK-AND-JILL bathroom, while the large loft provides excellent TWO bonus space for a home theater, game room, or second living area. Enjoy Summerlake’s fantastic amenities: resort-style pool, clubhouse with lake views, fitness center, playground, sports fields, zipline, basketball, tennis, and dog park. Only 3 mins to Orange County National Golf Center. 5 minutes to the Hamlin Town Shopping center, Walmart, Publix, Gas Station, Restaurants, Banks, Cinema, etc. Only short drive to Disney World. Easy/close to access SR429, 535, 545. Schedule a showing TODAY!

7922 Winter Wren Street, Winter Garden
11072 Silver Surfer Alley, Winter Garden
$435,000
3 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 1b-2 SubDv. ⋅ 34787 Zip Code
Come see 11072 Silver Surfer Aly, recently updated with fresh interior paint and partial flooring replacement. The kitchen features all stainless steel appliances, an accent backsplash, a practical island, and a convenient walk-in pantry. The primary bedroom includes a walk-in closet for ample storage, and the primary bathroom contains double sinks. An exterior covered patio extends the living space. This home is a perfect blend of style and utility. Included 100-Day Home Warranty with buyer activation

11072 Silver Surfer Alley, Winter Garden
17372 Glossy Pomelo Way, Winter Garden
$1,580,000
5 Beds ⋅ 6 Baths ⋅ Lake Star/Ovation Ph 1b SubDv. ⋅ 34787 Zip Code
RECENTLY REPOSITIONED | MOVE-IN READY | DIRECT LAKE ACCESS ( NAVEGABLE ) Motivated seller and a great opportunity to make this home your own. The seller welcomes written offers and is prepared to move forward with the right terms. A rare opportunity to own a completed lakefront home with direct access to navigable Lake Star, combining a premium waterfront homesite, extensive upgrades and immediate availability. Completed in 2025, this residence offers approximately 4,977 sq. ft., 5 bedrooms, 5.5 bathrooms and a 4-car garage. The home sits on an oversized lakefront homesite with conservation views, direct water access and exceptional privacy. Originally purchased and upgraded for the owner's personal use, the property includes significant improvements beyond standard builder finishes. Premium flooring, custom interior details, an upgraded kitchen, smart-home features and carefully selected finishes can be found throughout the home. The floor plan provides generous living and entertaining spaces with a strong connection to the outdoors. The owner's suite and extended balcony overlook the lake and conservation area, offering sunset views and Disney fireworks in the distance. The backyard is a major highlight, with ample space for a custom pool, deck and outdoor entertainment area while maintaining the lake view and access. Pool and outdoor-living images shown in the listing are concept renderings only and are intended to illustrate the potential use of the space. For buyers comparing lakefront new construction, this property stands apart: The home is already completed, extensively upgraded and ready for immediate occupancy. No construction timeline and no waiting for future delivery. Lakefront. Navigable water access. Premium homesite. Extensive upgrades. Move-in ready. Schedule a private showing to experience the property and lakefront setting in person.

17372 Glossy Pomelo Way, Winter Garden
14501 Grove Resort Avenue Unit 2214, Winter Garden
$235,000
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo Ii SubDv. ⋅ 34787 Zip Code
Opportunity Knocks with an amazing Price!! Looking for an Investment Fully Furnished STR that is managed for you and pays for itself when you are not vacationing? HERE IT IS! *One of the nicer Views & easier location to get to at The Grove Resort* The Grove Resort is a family Vacation Destination in the Orlando Florida area with a great location near Walt Disney World Theme Parks like Magic Kingdom, Epcot Center, Animal kingdom, and Sea World, Universal Studios, the Premium Outlets, many Restaurants, Golfing, Places of worship, etc. The occupancy rate here is very high and is managed very well. This Unit located in Building 2 and on the 2nd Floor has 2 Bedrooms, 2 Bathrooms, Stackable Full Size Laundry closet, Living, Dining and Fully Stocked Kitchen area within 1,375 sq feet under AC. There is a long-screened balcony as well with a beautiful view of the Palm Trees, lake and garden. **Parking right by this unit in garage and enter in for just a short walk and this makes this unit very desirable** You have access to all amenities such as the heated pools, SPA, Flip Flops Arcade, GYM, Surfari Water Park with a Lazy River & Learn how to surf with the dual FlowRider® surf simulator plus the 2 story water adventure, three slides, water spouts, and a wading pool, massage room, walking paths, restaurants(Valencia, Springs Bar & Grill, Longboard Bar & Grill, Alfresco Market Place(Yummy Pizza made here), Bar and much more. Add to your short list to view while in Orlando. BONUS: There is daily transportation to Walt Disney World Theme Parks, Universal Orlando, Hollywood Studios & SeaWorld! Did I mention there is an APP with Resort Events information that has an array of exciting activities planned to make your stay even more fun like Karaoke, Fishing Tournament on Lake Austin, Slime Time, Scavenger Hunts, National Beer Day, National Cheddar Fries Day and more. Any Repairs and Replacements are included & the onsite hotel management handles all the check-in and check-out, cleaning, accounting, advertising, and everything else! You are able to vacation here up to 120 days a year. Call us to own a piece of paradise in Florida where you can Own, Enjoy, Cover expenses at a World Class Vacation Condo-Hotel!!

14501 Grove Resort Avenue Unit 2214, Winter Garden
2202 Romanum Drive, Winter Garden
$520,000
3 Beds ⋅ 2 Baths ⋅ Alexander Ridge SubDv. ⋅ 34787 Zip Code
Upgraded Turnkey Welcome to your next home in the heart of Winter Garden, where location, lifestyle, and upgrades come together seamlessly. This beautifully updated 3-bedroom, 2-bathroom home with an additional 135-square-foot flex space is perfectly positioned just 20 minutes from Disney, 15 minutes from Downtown Winter Garden, and only 10 minutes to Winter Garden Village, giving you easy access to everything Central Florida has to offer. Step inside to find brand-new luxury vinyl flooring, fresh exterior paint (2024), and a bright, open feel that makes the home both inviting and functional. The additional 135-square-foot living space under air conditioning, complete with elegant French doors, offers endless possibilities as a home office, playroom, fitness room, or second living area. Out back, enjoy your own private putting green, ideal for unwinding or entertaining guests. And with HOA-maintained landscaping, you can say goodbye to yard work and hello to low-maintenance living. Major updates bring peace of mind, including a new roof (2024), new AC unit (2025), and new gutters (2024). Additional features include a garage with epoxy flooring, a hybrid hot water heater, and a sleek GE Slate appliance package that adds a modern touch to the kitchen. A washer and dryer are also included and come with a 3-year warranty, so the home is truly move-in ready from day one. This home checks all the boxes: location, upgrades, and lifestyle. Schedule your private showing today and experience it for yourself.

2202 Romanum Drive, Winter Garden
15992 W Colonial Drive, Oakland
$3,200,000
41 Beds ⋅ 75 Baths ⋅ Lake Johns Motel Apts. & Tr. Pk SubDv. ⋅ 34787 Zip Code
15992 W Colonial Dr, Oakland, FL – 32-Unit Income Producing Multifamily Opportunity Exceptional opportunity to acquire a 32-unit income-producing asset in the heart of West Orange County, ideally positioned along the high-visibility W Colonial Dr / SR-50 corridor in the Town of Oakland. Situated on approximately 2.15 acres, this unique property offers a diverse mix of duplex-style residences, mobile home/RV units, and additional rental pads, creating multiple income streams and long-term upside. Currently generating $34,860 per month in gross rental income the property delivers immediate cash flow while offering significant future value-add and redevelopment potential. Located just minutes from the Florida Turnpike interchange, Downtown Winter Garden, Clermont, and the greater Orlando employment hubs, this site sits directly in the path of West Orange’s continued expansion. The C-1 zoning and strategic frontage on SR-50 make this an especially compelling opportunity for investors seeking stable income today with the flexibility for future repositioning. Whetherd workforce housing and RV income asset, repositioned into a boutique rental community, or held for future redevelopment, opportunities with this combination of location, scale, frontage, and in-place revenue are increasingly rare. (Seller is selling 112 units in total varying in diffrent locations this is 32 of those 112)

15992 W Colonial Drive, Oakland
884 Klondike Street, Winter Garden
$372,500
4 Beds ⋅ 2 Baths ⋅ Loveless J S Add 01 SubDv. ⋅ 34787 Zip Code
Welcome to Historic Winter Garden, Florida. NO HOA! Where small-town charm, community, and modern living come together, and you keep more of what's yours with no HOA fees. Built in 2023, this beautifully designed 4-bedroom, 2-bath home with a 1-car garage offers the perfect blend of contemporary comfort and timeless neighborhood character. Start your mornings on the inviting front porch, the ideal spot for coffee, fresh air, and easy neighborhood conversations. Step inside to an open-concept layout that feels bright, spacious, and instantly welcoming, whether you're hosting friends or enjoying a quiet evening in. The modern kitchen impresses with granite countertops, sleek cabinetry, and a generous workspace that flows seamlessly into the main living areas. Laminate flooring throughout the main living spaces adds a clean, low-maintenance finish. Beyond your front door, downtown Winter Garden is just minutes away, a historic district one of Central Florida's most beloved. Spend your weekends at the popular Saturday Farmers Market, dining at local restaurants ranging from cozy cafés to fine-dining establishments, or soaking up the seasonal festivals and community events that give this area its unmistakable energy. Newer construction. Modern finishes. A welcoming, active community. And no HOA. This Winter Garden gem checks every box, so don't miss your chance to make it yours.

884 Klondike Street, Winter Garden
14501 Grove Resort Avenue Unit 3611, Winter Garden
$199,900
3 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
Exceptional Vacation Investment Opportunity at The Grove Resort & Water Park – Orlando Welcome to this fully furnished 3-bedroom, 2-bath condo-hotel located in the highly sought-after The Grove Resort & Water Park Orlando — one of Central Florida’s premier short-term rental destinations. Featuring the spacious and popular Jasmine floor plan, this residence comfortably accommodates up to eight guests with a private king suite, two queen beds in the secondary bedroom, and a sleeper sofa in the living area. Thoughtfully designed for both durability and guest satisfaction, the unit showcases quartz countertops, stainless steel appliances, in-unit washer and dryer, and a large screened balcony offering peaceful views of the resort and surrounding conservation area. This property operates as a short-term rental, allowing owners up to 179 days of personal use annually while benefiting from full-service, on-site management. The professional management team handles reservations, housekeeping, maintenance, and guest services—making ownership truly hands-off and ideal for out-of-state or international investors seeking passive income. The resort itself delivers a true destination experience, highlighted by the renowned Surfari Water Park featuring a lazy river and FlowRider surf simulator, along with multiple pools, lake access for water activities, fitness center, arcade, glow mini golf, on-site dining, spa services, and 24-hour concierge. Convenient shuttle service to Disney and close proximity to major attractions continue to drive strong occupancy rates year-round. The HOA fee provides exceptional value, covering utilities including electricity, water, cable, WiFi, pest control, and insurance—creating predictable ownership expenses. With continued tourism growth in the Orlando market, strong rental demand, and professional management already in place, this property presents an outstanding opportunity to own a high-performing income-producing asset in one of Florida’s most dynamic vacation corridors. Schedule your showing today and secure your place in this thriving short-term rental market.

14501 Grove Resort Avenue Unit 3611, Winter Garden
14501 Grove Resort Avenue Unit 1705, Winter Garden
$185,000
2 Beds ⋅ 2 Baths ⋅ The Grove Resort And Spa SubDv. ⋅ 34787 Zip Code
NEW PRICE! TURNKEY 2-BEDROOM, 2-BATH VACATION CONDO AT THE GROVE RESORT & WATER PARK ORLANDO, just minutes from WALT DISNEY WORLD. Located at 14051 Grove Resort Avenue, Unit 1705, this fully furnished resort condo offers the flexibility of a personal Orlando getaway plus SHORT-TERM RENTAL INCOME POTENTIAL. Enjoy a premier resort destination with world-class amenities, strong vacation appeal, and convenient access to Disney, dining, shopping, and Central Florida attractions. Enter an OPEN FLOOR PLAN with the kitchen positioned to your left. CHERRY CABINETRY and GRANITE COUNTERTOPS provide storage and preparation space, while the connected living and dining areas keep the layout functional for vacation stays. Natural light fills the main living space, where LARGE SLIDING GLASS DOORS open to your PRIVATE BALCONY. The first bedroom sits to the left and connects directly to a full bathroom. Across the hall, the PRIMARY SUITE features an ENSUITE BATHROOM and WALK-IN CLOSET. Two bedrooms and two full bathrooms provide separate spaces for owners and guests. Beyond the condo, enjoy access to resort amenities centered around SURFARI WATER PARK, featuring a HEATED POOL, LAZY RIVER, WATER SLIDES, and FLOWRIDER SURFING EXPERIENCE. LONGBOARD BAR & GRILL offers poolside dining and drinks. THE SPRINGS POOLS area includes THREE ADDITIONAL POOLS and a HOT TUB. LAKE AUSTIN offers fishing and swan paddle boat activities, while VALENCIA RESTAURANT provides indoor and outdoor dining. Additional amenities include a 24-HOUR FITNESS CENTER, MARKETPLACE, GIFT SHOP, CONCIERGE SERVICES, and scheduled DISNEY SHUTTLE SERVICE. Amenity access, charges, and shuttle schedules are subject to resort policies. For buyers exploring an ORLANDO-AREA VACATION HOME or RESORT RENTAL PROPERTY, review the available historical rental statements, management agreement, ownership expenses, and owner-use restrictions. Rental performance varies, and past income does not guarantee future results. An OPEN FLOOR PLAN, PRIVATE BALCONY, TWO-BEDROOM LAYOUT, and on-site WATER PARK distinguish this condo for buyers seeking a vacation property near Disney. Schedule your private showing today.

14501 Grove Resort Avenue Unit 1705, Winter Garden
16622 Parable Way, Winter Garden
$649,000
4 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 5 SubDv. ⋅ 34787 Zip Code
Located in the heart of Winter Garden, this beautiful home at 16622 Parable Way, Winter Garden, FL 34787 offers an excellent combination of top-rated schools, prime location, and natural surroundings. The property is situated in a highly desirable school district and is conveniently close to a nearby lake, providing a peaceful atmosphere and scenic views. Just a short drive to Disney and major attractions, as well as shopping and dining, this home offers both comfort and accessibility. The fully fenced backyard adds privacy and is perfect for pets, families, and outdoor enjoyment. A wonderful opportunity to enjoy Central Florida living in a quiet, well-established community.

16622 Parable Way, Winter Garden
10534 Tribute Drive, Winter Garden
$419,000
3 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 4 SubDv. ⋅ 34787 Zip Code
This stunning and spacious townhome will exceed all expectations! Built in 2023 and designed with modern living in mind, this 3-bedroom, 2.5-bath home feels like a model property and offers the perfect blend of style, comfort, and investment potential. The first floor showcases an open-concept design with upgraded tile flooring, a beautifully appointed kitchen featuring solid-surface countertops, a massive island, stainless steel appliances, and seamless flow into the dining and living areas—ideal for entertaining or relaxing after a day at Orlando’s world-famous attractions. Step outside to your private retreat with an oversized brick-paver patio, fenced and enhanced with synthetic grass, creating a cozy and inviting outdoor space for family gatherings and guests to enjoy. The detached 2-car garage and extended driveway provide convenience and additional parking for owners and visitors alike. Upstairs, three generously sized bedrooms and two full bathrooms offer plenty of comfort and privacy, while the primary suite boasts an elegant en-suite bath with dual sinks and a spacious walk-in closet. Located in the highly desirable community of Storey Grove.

10534 Tribute Drive, Winter Garden