Location: Winter Garden
Do Not Show Listings
359 DOUGLAS WAY #54, WINTER GARDEN, FL 34787
$229,0004 Days on yellowkey MLS ID: O6420014
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1989Monthly Fee: $424 Tax: $3,311 (2025)Community: Townhomes Winter GardenCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,311
Elementary School: Tildenville Elem
High School: West Orange High
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: Short Sale. Don't miss this beautifully updated 2-bedroom, 2-bathroom townhouse offering the perfect blend of comfort, convenience, and unbeatable location. Tucked away in a quiet community, this home is just minutes from all the charm and excitement of downtown Winter Garden, known for its boutique shopping, top-rated restaurants, farmers market, splash pad, and the scenic West Orange Trail. Inside, you'll find a thoughtfully updated interior offering easy, low-maintenance living. Perfect for first-time buyers, downsizers, or investors looking for a move-in ready property in one of Central Florida's most sought-after towns. With its prime location close to shopping, dining, parks, and major roadways, this townhouse offers an unbeatable opportunity to enjoy the best of downtown Winter Garden living without the downtown price tag. Schedule your showing today!
Listing is courtesy of: REAL BROKER, LLC (407-922-8986)
Listing Agent: Denise Pellegrino (352-978-9720)
15340 OAK APPLE COURT CT #16B, WINTER GARDEN, FL 34787
$350,00011 Days on yellowkey MLS ID: O6419809
0 Days Off yellowkey (back on 7/3/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1544 Built: 2008Monthly Fee: $282 Tax: $4,127 (2025)Community: Tucker Oaks Condo Ph 4Condo
Taxes:$4,127
Elementary School: SunRidge Elementary
Remarks: Under contract-accepting backup offers. Welcome to Tucker Oaks, one of Winter Garden's most desirable gated communities! This beautifully maintained 3-bedroom, 2.5-bathroom townhome-style condo offers 1,544 square feet of comfortable living space, an attached two-car garage providing secure parking and additional storage, and a prime location just minutes from Historic Downtown Winter Garden. Step inside to discover a bright and inviting interior featuring laminate flooring installed throughout the living areas and bedrooms, complemented by ceramic tile in the kitchen and bathrooms. Fresh interior paint creates a clean, modern feel, while crown molding adds an elegant touch to the main living area. The well-appointed kitchen is designed for both style and function, featuring granite countertops, 42-inch cabinetry, updated countertops, a new kitchen sink, decorative backsplash, and an abundance of workspace. A huge under-stair storage area provides valuable extra storage rarely found in similar homes. Upstairs, all three bedrooms are thoughtfully positioned for privacy. The spacious primary suite features crown molding, an en-suite bath and ample closet space, while two additional bedrooms offer flexibility for family, guests, or a home office. Additional upgrades and features include a recently replaced A/C system (2021), washer and dryer (2024).Residents of Tucker Oaks enjoy access to a community pool and low-maintenance living in a peaceful setting. Ideally located just 1.4 miles from Historic Downtown Winter Garden and the popular Plant Street Market, you'll enjoy easy access to boutique shopping, dining, entertainment, farmers markets, and year-round community events. Outdoor enthusiasts will appreciate the nearby West Orange Trail, Oakland Nature Preserve, and Oakland Arts & Heritage Center. Commuters will love the quick access to Florida's Turnpike and major highways, while the new Costco in Clermont adds even more convenience.Move-in ready and meticulously cared for, this exceptional home offers the perfect combination of comfort, convenience, and location. Schedule your private showing today!
Listing is courtesy of: COLEDEV REAL ESTATE LLC (407-915-0456)
Listing Agent: Aileen Frauman (407-928-0211)
417 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787
$275,0004 Days on yellowkey MLS ID: O6421941
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1264 Built: 2005Monthly Fee: $489 Tax: $3,366 (2025)Community: Southern Pines CondoCondo
Taxes:$3,366
Elementary School: None
High School: None
Middle School: None
Remarks: NEWLY UPDATED LAMINATE FLOORING THROUGHOUT THE MAIN AREAS, BEDROOMS, AND STAIRS!!!! kITCHEN AND BATHROOMS HAVE CERAMIC TILE!!!! This amazing ready to move in 2 bed / 2 bath condo in the pristine gated community of Southern Pines with a lot of amenities. Located in the heart of charming Winter Garden and only 15 miles to Orlando. Condo Includes: 1 car GARAGE - Bonus room which is attached to living room, Walk-in closets in both bedrooms and In-unit laundry closet. Community Features Include: Water, internet, exterior & community maintenance included, amenities: Oversized Swimming pool and gazebo lounge areas - Spa / Hot Tub, Fully equipped fitness center with attached playroom, Indoor Basketball Court & Racquetball Court, Outdoor Pickleball / Tennis Court & Beach Volleyball Court, Covered Playground, Outdoor Kitchen including charcoal grills, mini fridge, sink & vending machines, Carwash station, Easy to access mailboxes at front of the community. Schedule your showing today.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Susan Young (407-408-3533)
14501 GROVE RESORT AVE #1629, WINTER GARDEN, FL 34787
$290,000115 Days on yellowkey MLS ID: S5144771
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1544 Built: 2009 Tax: $5,068 (2025)Community: The Grove ResortCondo
Taxes:$5,068
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Located just 10 minutes from Walt Disney World, this beautifully maintained 3-bedroom, 3-bathroom condominium offers comfort, convenience, and stunning lake views. Fully furnished and move-in ready, the home features a private balcony overlooking tranquil conservation and water views — the perfect place to relax and enjoy Florida’s natural beauty. The spacious primary suite offers a true retreat with a spa-inspired ensuite bathroom, creating a comfortable and relaxing private space. This family-friendly resort offers the perfect place to vacation and unwind. When you are not using the property, you can place it in the professionally managed turnkey hotel rental program, providing an excellent opportunity to help offset ownership costs while enjoying truly hassle-free vacations and stress-free property ownership.
Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)
Listing Agent: Adrian Antunes, Sr (857-343-9065)
22 WINDTREE LN #203, WINTER GARDEN, FL 34787
$169,900209 Days on yellowkey MLS ID: S5139914
0 Days Off yellowkey (back on 7/2/2026)
REDUCED by $10,000 (5.6%) on 06/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1983Monthly Fee: $300 Tax: $875 (2025)Community: Windtree Gardens Condo Ph 01Condo
Taxes:$875
Remarks: MOTIVATED SELLER. THE BEST VALUE IN WINTER GARDEN | NEW ROOF | MOVE-IN READY. Stop your search at the LOWEST-PRICED, MOVE-IN-READY home in one of Central Florida’s most coveted zip codes. This solid BLOCK-STRUCTURE residence at 22 Windtree Ln #203 features a BRAND-NEW ROOF and unbeatable proximity to the magic of DOWNTOWN WINTER GARDEN. Just minutes from your front door, you can explore the boutiques of PLANT STREET, grab a craft brew at CROOKED CAN, or enjoy the famous weekly FARMERS MARKET. For the outdoor enthusiast, IMMEDIATE ACCESS to the WEST ORANGE TRAIL offers miles of scenic biking and jogging, while nearby LAKE APOPKA provides stunning sunsets. Whether you’re commuting via easy highway access or heading to WALT DISNEY WORLD just a short drive away, this home offers an INCREDIBLE LIFESTYLE at a price point that simply doesn't exist elsewhere in the area. Don’t miss the BEST DEAL IN TOWN—schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Daniel Betancourt (407-375-9142)
168 WINDTREE LN #203, WINTER GARDEN, FL 34787
$202,900266 Days on yellowkey MLS ID: O6351954
4 Days Off yellowkey (back on 6/26/2026)
REDUCED by $6,500 (3.1%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1985Monthly Fee: $260 Tax: $2,004 (2024)Community: Windtree Gardens Ph 6Condo
Taxes:$2,004
Tax Year: 2024
Remarks: Virtually Staged. **BACK ON MARKET: Owner Paused listing to fully remodel the home!** This 2-bedroom, 2-bath second-floor condo in the sought after community of Windtree Gardens is truly a must see now! LOW HOA! Featuring New kitchen cabinets, New quartz countertops, New appliances, New luxury vinyl-plank flooring throughout, New bathroom vanities, New fans and fixtures, and fresh interior paint. Conveniently located walking distance to Starbucks, less than 2 miles to the 429, and just minutes from dining and shopping! Come see this home today, before it goes!!!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erik Mcginnis (407-948-6518)
WINTER GARDEN, FL 34787
$217,5005 Days on yellowkey MLS ID: O6420656
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 942 Built: 2005Monthly Fee: $378 Tax: $2,727 (2025)Community: Southern Pines CondoSpa: NoCondo
Taxes:$2,727
Middle School: SunRidge Middle
Remarks: Beautiful 1BR/1BA condo with a bright open floor plan, spacious solarium/flex space, granite countertops, walk-in closet, and interior laundry. Located in the gated Southern Pines community featuring a resort-style pool, fitness center, indoor basketball and racquetball courts, tennis courts, playground, and clubhouse. Conveniently located near Downtown Winter Garden, Winter Garden Village, major highways, shopping, dining, and entertainment. Northeast-facing unit with abundant natural light and excellent community amenities.
Listing is courtesy of: IRM INVEST., REAL EST.& MGMT. (407-903-0134)
Listing Agent: Gonzalo Senior (407-353-8841)
15357 OAK APPLE CT #4C, WINTER GARDEN, FL 34787
$344,90074 Days on yellowkey MLS ID: O6401625
REDUCED by $4,100 (1.2%) on 06/25/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1699 Built: 2008Monthly Fee: $285 Tax: $4,779 (2025)Community: Tucker OaksCondo
Taxes:$4,779
Remarks: Great Winter Garden Corner unit located in the gated community of Tucker Oaks in sought-after Winter Garden, this beautifully upgraded townhome offers a bright open-concept layout along with 3 bedrooms and 2.5 bathrooms. This stunning home offers the perfect blend of modern upgrades and serene privacy. As one of the few units backing directly onto a lush conservation lot, you’ll enjoy peaceful, wooded views and extra natural light that only a corner position can provide. Relax on your back patio with no rear neighbors and a private forest backdrop. The community offers a pool, walking paths, basketball courts, BBQ area, playground, not to mention, minutes from the West Orange Trail and downtown Winter Garden’s charm. You deserve this home.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Ali Mazahaem Flores (407-485-4177)
129 S PARK AVE #8E, WINTER GARDEN, FL 34787
$919,0007 Days on yellowkey MLS ID: O6420596
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2030 Built: 2020Monthly Fee: $490 Tax: $11,038 (2025)Community: Park Place/Winter GardenSpa: NoCondo
Taxes:$11,038
Elementary School: Dillard Street Elem
Remarks: Fully furnished, turnkey Urban retreat in Downtown Winter Garden — perfect for snowbirds, recent life-chapters, or anyone craving an active, walkable Florida lifestyle. This immaculate three-story townhome at Park Place offers 2,030 sq ft of stylish, move-in ready living with 3 beds, 3.5 baths and a custom elevator for easy access to every level. Why you’ll love it? Move-in ready: thoughtfully curated furnishings and decor — unpack, relax, entertain. Ideal for flexible living: private first-floor guest suite with full en-suite bath — perfect for in-laws, guests, or a live-work setup. Entertainer’s kitchen: chef-inspired with oversized island, breakfast bar, stainless appliances and gas range. Private primary level: spa bath with dual vanities, soaking tub and large walk-in shower. Comfortable modern features: natural gas, ceramic floors, plantation shutters, tankless water heater and rear-entry 2-car garage. Accessibility: custom elevator makes all three levels effortless. Location: You can live steps away from Winter Garden’s Plant Street scene — Plant Street Market, Crooked Can Brewing, Award winning Restaurants, Boutique shops, and the 22 mile long West Orange Trail. Enjoy year round festivals, dining, weekly farmers’ markets and nightlife within easy walking distance, plus quick access to major highways and all Orlando’s Theme Parks and attractions. Perfect fit for: Northern snowbirds seeking low-maintenance seasonal living, those starting fresh after a divorce who want an elegant, turnkey sanctuary, or anyone who values design-forward, walkable downtown life. Schedule a tour and see how effortlessly this home fits your next chapter.
Listing is courtesy of: BOARDWALK REALTY, LLC (321-241-5171)
Listing Agent: Marc Holland (407-408-4394)
14501 GROVE RESORT AVE #1518, WINTER GARDEN, FL 34787
$310,000148 Days on yellowkey MLS ID: O6380808
3 Days Off yellowkey (back on 5/21/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2016Monthly Fee: $904 Tax: $6,516 (2025)Community: Grove Resort And Spa Hotel Condo 1Spa: NoCondo
Taxes:$6,516
Remarks: BEST VIEW IN THE ENTIRE RESORT! A rare opportunity to own a beautifully appointed 5th-floor, 2-bedroom, 2-bath luxury residence in the MAIN BUILDING at The Grove Resort & Water Park—offering breathtaking, UNOBSTRUCTED PANORAMIC VIEWS of LAKE AUSTIN and the SPRING POOLS. This exceptional condo features an open, light-filled floor plan and a private screened balcony, creating the perfect setting to unwind while taking in sunrise reflections over the lake or peaceful poolside evenings. Every detail has been thoughtfully designed for comfort and style, from modern furnishings and designer fixtures to a fully equipped kitchen with quartz countertops, solid wood cabinetry, and stainless steel appliances. A dedicated laundry room with full-size washer and dryer adds everyday convenience. Both bedrooms provide generous space for rest and rejuvenation, along with ample storage throughout the residence—ideal for extended stays or effortless hosting. Enjoy truly hands-free ownership with full onsite professional management, while still retaining the flexibility to personally use your condo for up to 179 days annually. Set within a beautifully maintained guard-gated, 106-acre resort community overlooking the serene 22-acre Lake Austin, The Grove Resort delivers a lifestyle few properties can match. Owners and guests enjoy access to the spectacular Safari Water Park featuring a Flow Rider surf simulator, dual water slides, a 695-foot lazy river, zero-entry pools, oversized hot tubs, and private cabanas. Additional amenities include water sports, fishing, swan paddle boats, a 24-hour fitness center, multiple on-site restaurants with indoor and outdoor dining, Flip Flop’s Family Fun Center, and a full Activity Center—truly something for everyone. Perfectly positioned minutes from Walt Disney World, with daily shuttle service to Disney, Universal Orlando, and SeaWorld, this hotel-condo offers the ultimate blend of vacation luxury and investment opportunity. Best of all, all utilities and resort amenities are included in the association fee, making ownership seamless and stress-free. Experience it for yourself through the immersive 3D walkthrough and discover why this remarkable residence—with the best view in the resort—is your gateway to elevated Orlando resort living.
Listing is courtesy of: FLORIDA CAPITAL REALTY (786-953-5870)
Listing Agent: Edit Gabor (863-397-5981)
14501 GROVE RESORT AVE #1545, WINTER GARDEN, FL 34787
$165,000241 Days on yellowkey MLS ID: O6357793
REDUCED by $24,000 (12.7%) on 07/01/2026
Bed: 2 Bath: 2.0 Gar: 30 Liv Area Sq Ft: 1265 Built: 2016Monthly Fee: $805 Tax: $6,164 (2024)Community: Grove Residence & Spa Hotel CondoCondo
Taxes:$6,164
Remarks: NEED TO SELL!! 5TH FLOOR, FAMILY UNIT, 8 SLEEPER. Stunning luxury second /investment home next too the lobby. The Grove Resort, and Spa Orlando Florida is a high end, state of the art, two bedroom, fully furnished condotel. Quartz counter tops, stainless steal appliances, oversized balcony, and magnificent primary bedroom with king size bed, guest room sporting two queen size beds, and a sleeper sofa in the living room. This condo is one of the sought after “family” units in the rental program of the Grove resort, and accommodates 8. All utilities are included in the association fee; electric, water, sewage, garbage, WiFi, cable, pest control, both internal and external, and external insurance. The Grove Resort is located minutes from Disney Springs, Animal Kingdom, Magic Kingdom and Epcot. Enjoy our free daily shuttles to Disney World theme parks every day from the Grove Resort lobby. The resort is famous for its wealth of amenities. This is a Resort you will not want to leave. The Grove is set on the 20 acre Lake Austin, a place of outstanding natural beauty. Come down to the private pier, and have a guided pontoon boat tour, or rent the swan paddle boats, or kayaks. Fishing is popular with many guests. Bring your own rod, or rent at the pier, and enjoy tranquil fishing. Also included with your condo is our enormous Hoopla Games room, and indoor glow miniature golf. Guests, and owners enjoy full access to the famous on site water park called The Safari, lazy river circumferencing the water park, and a wonderful flow rider surf machine, with lessons available, tunnel rides, along with an enormous grand pool. You can also enjoy the three additional serene quiet pools, fitness center, walking trails, biking trails, playground, outside, and inside bars, the Element Bar, and lounge, Valencia Restaurant, the Long board Bar, and Grill, and the Alfresco Market, and daily concierge. The Grove Resort management are site, taking care of your every need. Owners receive discount off food, beverage, merchandise, and any services the resort offers. Owners can use their condo 179 days a year, and still enjoy the wonderful opportunity of their condo being rented while they are not using it. A clever second home in the heart of the Disney attractions. A must see. Call today.
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Moire Mckibbin (407-361-1139)
14501 GROVE RESORT AVE #3303, WINTER GARDEN, FL 34787
$215,0006 Days on yellowkey MLS ID: O6421329
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1265 Built: 2018Monthly Fee: $904 Tax: $6,178 (2025)Community: Grove Residence & Spa Hotel Condo 3Condo
Taxes:$6,178
Remarks: Experience the ultimate vacation lifestyle and investment opportunity at Grove Resort & Spa Orlando! This beautifully appointed 2-bedroom, 2-bath condo-hotel offers approximately 1,265 square feet of thoughtfully designed living space with an open-concept layout, stone countertops, stainless steel appliances, walk-in closet, in-unit laundry, private balcony, and elevator access. Fully furnished and turnkey, this residence is ideal as a personal vacation retreat or income-producing property within one of Central Florida's premier resort destinations. Owners and guests enjoy world-class amenities including Surfari Water Park with FlowRider® surf simulator, lazy river, multiple resort pools, private cabanas, waterslides, fitness center, full-service spa, lake activities on Lake Austin, on-site restaurants and bars, arcade, concierge services, 24-hour gated security, and complimentary transportation to Walt Disney World®. Located just minutes from Disney, Flamingo Crossings, shopping, dining, golf, and Orlando's world-famous attractions, this exceptional resort property delivers the perfect blend of luxury, convenience, and unforgettable Florida living.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Juliana Fonseca De Andrade Dantas (407-773-5705)
373 ERON WAY #47, WINTER GARDEN, FL 34787
$182,000179 Days on yellowkey MLS ID: O6371713
INCREASED by $18,001 (11.0%) on 05/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 840 Built: 1989Monthly Fee: $424 Tax: $2,015 (2025)Community: Townhomes Winter GardenCondo
Taxes:$2,015
Remarks: Short Sale. SHORT SALE APPROVED READY TO CLOSE AND MOVE-IN READY and quietly positioned within a well-established Winter Garden community, this updated 2-bedroom, 2-bath condo offers a NEW ROOF, and an easy, comfortable lifestyle in one of Central Florida’s most desirable areas. Approaching the home, you’ll appreciate the tucked-away cul-de-sac location with paved private streets and sidewalks that create a calm, residential feel. Step inside through the front entrance and you’re immediately welcomed into a bright, open living space where natural light enhances the clean layout and efficient use of square footage. The living room feels inviting and functional, offering enough space to relax, entertain, or simply enjoy a quiet evening at home. Continuing through the home, the upgraded kitchen with GRANITE counter tops, anchors the main living area with modern appliances, ample cabinetry, and practical counter space. Its open connection to the living room allows for easy conversation while cooking, hosting, or enjoying everyday routines, making the space feel connected and intentional. The primary bedroom is set apart as a comfortable retreat, featuring brand-new carpeting and a private en-suite bathroom. The bathroom has been thoughtfully renovated with updated finishes that feel fresh and clean without excess. The secondary bedroom is well-sized and flexible, ideal for guests, a home office, or additional living space, with a second fully updated bathroom conveniently nearby. Throughout the condo, the layout flows efficiently from room to room, offering smart storage, comfortable proportions, and a low-maintenance design well suited for full-time living or long-term ownership. Assigned parking adds convenience, while the community’s shared amenities—including a COMMUNITY POOL—enhance the overall lifestyle. Located just minutes from downtown Winter Garden, residents enjoy close proximity to local shops, dining, farmers markets, and the West Orange Trail. Easy access to major highways makes commuting throughout Central Florida simple, whether heading toward downtown Orlando, major employment centers, or nearby attractions. This location is ideal for buyers exploring Orlando homes for sale or those planning an Orlando relocation home in a walkable, community-oriented area. While not intended as a short-term rental investment, this Winter Garden property represents a strong opportunity within the Central Florida real estate market for buyers seeking comfort, location, and value. Contact us today for a private tour or more details on this exceptional opportunity.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Simi Lakhani (407-408-7393)
131 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787
$235,000102 Days on yellowkey MLS ID: O6393946
REDUCED by $15,000 (6.0%) on 04/14/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 738 Built: 2005Monthly Fee: $309 Tax: $2,176 (2025)Community: Southern Pines CondoCondo
Taxes:$2,176
Remarks: Welcome to Southern Pines in the heart of Winter Garden. This well-maintained 1-bedroom, 1-bath upper-level condo offers a bright and functional layout with abundant natural light. The kitchen features granite countertops, ample cabinetry, and a practical layout that connects to the living and dining areas, creating a comfortable flow for everyday living. The open layout and high ceilings help maximize the space and give the unit an airy feel. The bedroom is comfortable and well-sized, offering a quiet and private retreat. This unit also includes an attached 1-car garage and additional storage, a valuable feature within the community. Southern Pines is a gated community with resort-style amenities including a pool, fitness center, tennis courts, basketball, racquetball, sand volleyball, playground, and clubhouse. The HOA covers lawn care, water, cable, and internet for added convenience. Ideally located near Winter Garden Village, Historic Downtown Winter Garden, and the West Orange Trail, with easy access to SR-429, Florida Turnpike, SR-408, and SR-50. Daily conveniences are just minutes away, including Publix (approx. 3 minutes) and Costco (approx. 8 minutes). Make this property your home today.
Listing is courtesy of: EC REAL ESTATE INVEST.& RENTAL (954-217-8649)
Listing Agent: Eloisa Armas Camacho (954-217-8649)
14501 GROVE RESORT AVE #3202, WINTER GARDEN, FL 34787
$350,000319 Days on yellowkey MLS ID: O6338004
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 2018Monthly Fee: $889 Tax: $6,512 (2024)Community: Grove Residence & Spa Hotel Condo 3Condo
Taxes:$6,512
Remarks: Welcome to Your Perfect Orlando Investment & Vacation Escape! This beautifully appointed condo-hotel unit offers the ideal combination of investment potential and vacation paradise. Featuring 3 spacious bedrooms, 2 modern bathrooms, and 1,396 sq. ft. of living space, this residence provides plenty of room for relaxation and entertainment—all with a picturesque fountain view. Enjoy gourmet meals at the Valencia Restaurant or satisfy your sweet tooth at the on-site coffee shop and ice cream parlor. Stay active in the state-of-the-art fitness center or unwind with rejuvenating spa treatments. Challenge friends in the game room, enjoy mini-golf, or dive into hours of arcade fun. Make the most of two sparkling pools complete with a waterpark, lazy river, splash zone, and poolside bar & grill. Perfectly located near Orlando’s world-famous attractions, this property is designed for both vacation enjoyment and lucrative investment returns. Whether you’re relaxing by the fountain, exploring the city, or maximizing rental income, this condo-hotel offers the best of both worlds. Own your slice of Orlando paradise today!
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Alisson Fernandes (321-314-3313)
14051 GROVE RESORT AVE #1705, WINTER GARDEN, FL 34787
$215,000158 Days on yellowkey MLS ID: O6371816
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2016Monthly Fee: $904 Tax: $6,487 (2024)Community: The Grove Resort And SpaSpa: NoCondo
Taxes:$6,487
Remarks: Welcome to UNIT 1705 at 14051 GROVE RESORT AVENUE, a TURNKEY INCOME-PRODUCING CONDO located inside THE GROVE RESORT & WATER PARK ORLANDO, minutes from WALT DISNEY WORLD and major CENTRAL FLORIDA ATTRACTIONS. This property offers flexibility for buyers seeking a SHORT-TERM RENTAL INVESTMENT, VACATION HOME, or both, inside a high-demand RESORT COMMUNITY with strong rental appeal. Step inside to a BRIGHT OPEN LAYOUT designed for comfort, function, and guest enjoyment. The KITCHEN sits to the left and features CHERRY CABINETRY, GRANITE COUNTERTOPS, and a practical layout for short-term guests or extended stays. The space flows into the MAIN LIVING AREA, where natural light fills the room. LARGE SLIDING GLASS DOORS lead to a PRIVATE BALCONY, creating an inviting indoor-outdoor feel guests appreciate. The FIRST BEDROOM is located to the left and connects directly to the FIRST FULL BATHROOM, offering a comfortable and functional guest layout. Across the hall, the PRIMARY SUITE features a SPACIOUS ENSUITE BATHROOM and WALK-IN CLOSET. The condo offers an OPEN FLOOR PLAN, COMFORTABLE LIVING SPACES, CLEAN MODERN FINISHES, and turnkey appeal. The layout works well as a VACATION PROPERTY, SHORT-TERM RENTAL INVESTMENT, or PERSONAL GETAWAY. THE GROVE RESORT operates on a RENTAL ROTATION SYSTEM based on generated income rather than occupancy. Rates shift by season, demand, and unit type. Unit assignment is handled through an automated system designed to balance income across participating units, with no unit prioritized over another. Historical statements provide the best reference for income performance. Peak rental seasons typically include MID-MARCH THROUGH APPROXIMATELY ONE WEEK AFTER EASTER, MID-JUNE THROUGH THE END OF JULY, and MID-DECEMBER THROUGH THE FIRST WEEK OF JANUARY. Residents and guests enjoy RESORT-STYLE AMENITIES, including SURFARI WATER PARK, a LARGE HEATED POOL, LAZY RIVER, WATER SLIDES, and the FLOWRIDER SURFING EXPERIENCE. Dining and drinks are available at LONGBOARD BAR & GRILL. The SPRINGS POOLS area offers THREE ADDITIONAL POOLS and a LARGE HOT TUB. LAKE AUSTIN offers fishing and swan paddle boat rides. VALENCIA RESTAURANT provides full-service dining with indoor and outdoor seating. Additional amenities include a 24-HOUR FITNESS CENTER, MARKETPLACE, GIFT SHOP, CONCIERGE SERVICES for theme park tickets and reservations, and FREE DAILY SHUTTLE SERVICE TO DISNEY. With a PRIME RESORT LOCATION, TURNKEY SETUP, RENTAL INCOME POTENTIAL, and access to FULL RESORT AMENITIES, UNIT 1705 offers a great opportunity to enjoy the Florida vacation lifestyle while owning in one of Orlando’s well-known resort communities. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Vickie Canto (407-731-8995)
397 ERON WAY #42, WINTER GARDEN, FL 34787
$225,00011 Days on yellowkey MLS ID: O6420092
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1988 Tax: $276 (2025)Community: Townhomes Winter GardenCondo
Taxes:$276
Remarks: Virtually Staged. Welcome to one of the cutest townhomes in the heart of Downtown Winter Garden! This charming 3 Bedroom, 2 bath home offers the perfect blend of comfort, covenience and one of Central Florida's most sought-after lifestyles. Whether you're a first-time homebuyer, looking to downsize or searching for a fantastic investment opportunity, this home checks all the boxes. Inside, you'll find a functional floor plan with comfortable living spaces, spacious bedrooms and low-maintenance living so you can spend more time enjoying everything the area has to offer. Location is everything, and this one is hard to beat! Just minutes from the award-winning Historic Downtown Winter Garden, you'll love spending weekends exploring the nationally recognized Winter Garden Farmers Market, browsing unique boutiques, enjoying locally owned restaurants, coffee shops, breweries and year-round community events. Living here means embracing the famous Golf Cart District lifestyle. Hop in your golf cart and head downtown for dinner, live music, festivals or an evening stroll along Plant Street. Outdoor enthusiasts will appreciate easy access to the scenic West Orange Trail, offering miles of paved paths for walking, running and biking. Winter Garden continues to be one of Central Florida's most desirable communities thanks to its small-town charm, top-rated amenities, vibrant downtown, and convenient access to major highways, Orlando, world-famous attractions, shopping, dining and entertainment. Whether you're looking for a place to call home or an income-producing property in a highly desirable location, this adorable townhome offers incredible value and endless potential. Don't miss your opportunity to own a piece of the Downtown Winter Garden lifestyle! Schedule your private showing today and discover why so many people are proud to call Winter Garden home.
Listing Agent: Erica Diaz (407-897-5400)
14501 GROVE RESORT AVE #2413, WINTER GARDEN, FL 34787
$235,00071 Days on yellowkey MLS ID: O6401424
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2025Monthly Fee: $905 Tax: $7,772 (2025)Community: Grove Resort And Spa Hotel Condo 1Condo
Taxes:$7,772
Remarks: Invest where others vacation. This beautifully furnished 2-bedroom, 2-bathroom condo at The Grove Resort & Water Park Orlando offers the perfect blend of personal enjoyment and income potential. The property participates in the resort’s professionally managed income program, allowing for a seamless, hands-off experience. Enjoy exclusive access to the water park and a prime location just minutes from Disney. Generate revenue while having your own vacation retreat—ideal as both an investment property and for personal use.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Paula Chavez Razo (321-961-2892)
200 SOUTHERN PECAN CIRCLE #206, WINTER GARDEN, FL 34787
$260,00033 Days on yellowkey MLS ID: O6411162
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1276 Built: 2005Monthly Fee: $512 Tax: $4,009 (2025)Community: Southern Pines CondoCondo
Taxes:$4,009
Remarks: Virtually Staged. Welcome to this well maintained 2-bedroom, 2-bath condominium offering 1,276 square feet of comfortable living space in a gated, resort-style community. The open-concept floor plan is perfect for everyday living and entertaining, featuring granite countertops, spacious living areas, abundant natural light throughout, and a versatile den that is ideal for a home office, reading space, or additional flex area. The community features an outstanding selection of amenities, including a serene pool and spa, fitness center, indoor basketball court, racquetball court, playground, outdoor grilling areas, and a beautifully appointed clubhouse complete with a movie room, pool table, business workspace, and a children's play area for added convenience while working out. Ideally located just minutes from Winter Garden Village, Historic Downtown Winter Garden, and major highways, this condo offers the perfect combination of comfort, convenience, and easy access to everything the area has to offer. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this condo is a must-see!
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Josh Owens (321-436-0110)
330 SOUTHERN PECAN CIR #205, WINTER GARDEN, FL 34787
$300,00049 Days on yellowkey MLS ID: S5150108
REDUCED by $12,000 (3.8%) on 06/01/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1453 Built: 2005 Tax: $3,719 (2025)Community: Southern Pines CondoCondo
Taxes:$3,719
Remarks: One or more photo(s) has been virtually staged. MUST SEE LUXURY CONDO IN PRIME LOCATION - CONSERVATION AREA CORNER LOT & BRAND NEW STAINLESS STEEL APPLIANCE PACKAGE! This might be the Best value in gated Southern Pines and all of Southwest Orange County, this rare elevated second-story corner unit offers unmatched privacy with no neighbors above, behind, or directly beside the home, plus peaceful conservation views from every bedroom and the solarium, which opens directly to the main living space. A true retreat-style setting in the heart of Winter Garden. Thoughtfully designed with 3 bedrooms and 2 bathrooms, the open-concept layout features a brand-new Frigidaire stainless steel appliance package, fresh interior paint throughout, custom built-ins, and true move-in-ready condition. The versatile solarium expands your living experience as a home office, lounge, fitness area, or creative retreat overlooking serene conservation views. Residents enjoy resort-style amenities within a secure, gated, guard-attended community, including a pool and spa, fitness center, private movie theater, indoor air-conditioned basketball and racquetball courts, tennis, playground, car wash station, and a full clubhouse with business center, billiards, and outdoor kitchen. The HOA provides exceptional value by covering water, sewer, trash, Spectrum high-speed Wi-Fi, and basic cable, along with exterior maintenance, landscaping, and full amenity upkeep—significantly reducing monthly utility expenses and eliminating multiple separate bills, while also contributing to lower overall insurance costs through the community master policy. Ideally located in the heart of Southwest Orange County, the home is just minutes from Winter Garden Village at Fowler Groves and the combined historic lifestyle corridor of Downtown Winter Garden and surrounding areas, featuring brick-lined streets, waterfront charm, coffee shops, breweries, boutique shopping, dining, farmers markets, and preserved local landmarks. Outdoor living is a major highlight, with immediate access to the West Orange Trail—an approximately 22-mile paved rail-trail and one of Central Florida’s premier outdoor recreation corridors. The trail runs directly through Winter Garden and connects nearby communities including Oakland and Apopka, serving as a central hub for biking, jogging, walking, skating, and daily health and wellness living, with direct access into the Downtown Winter Garden district. Quick access to SR 429, SR 408, Florida’s Turnpike, and I-4 provides seamless connectivity to International Drive, Disney, Universal, and the entire Orlando corridor. When you combine the premium condition of the home, brand-new stainless steel appliances, elevated corner conservation lot, low-maintenance ownership, and the unmatched lifestyle and location advantages, this stands as one of the strongest value opportunities in all of Southwest Orange County at its price point. Reach out for questions and schedule your private showing today.
Listing is courtesy of: US REALTY HUB LLC (407-900-1001)
Listing Agent: German Guardiola (407-921-0438)
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