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$290,500
3 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
Welcome to Southern Pines, one of Winter Garden's most desirable gated condominium communities. This spacious second floor 3 bedroom, 2 bathroom condo offers approximately 1,453 square feet of comfortable living space with an open, functional layout that is perfect for everyday living, working from home, or entertaining family and friends. The unit offers luxury vinyl flooring, the kitchen overlooks the living and dining areas, creating a bright and inviting gathering space, while the split bedroom floor plan provides added privacy for the primary suite. The generous primary bedroom features a walk in closet, and the two additional bedrooms offer excellent space for guests, family, or a home office. Southern Pines is known for its outstanding amenities, including a resort style pool and spa, clubhouse with a gaming area and a movie room, fitness center, indoor basketball and racquetball courts, tennis courts, playground, picnic and barbecue area, and beautifully maintained grounds. The monthly condominium fee also covers valuable services including water, sewer, trash, cable, internet, exterior maintenance, grounds maintenance, and security, making ownership both convenient and low maintenance. Ideally located just minutes from Historic Downtown Winter Garden, Winter Garden Village, major shopping and dining, the West Orange Trail, SR 429, the Florida Turnpike, Highway 50, and world famous attractions such as #Disney and #Universal, this home offers an exceptional combination of location, lifestyle, and value. Whether you are looking for your primary residence, a second home, or an investment opportunity, this move in ready condo is one you will not want to miss. Schedule your private showing today and discover everything Southern Pines has to offer.

142 Southern Pecan Circle Unit 204, Winter Garden
$270,000
2 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
Welcome to this newly updated 2 bedroom / 2 bathroom first floor condo in Winter Garden, where low-maintenance living meets comfort and convenience. This beautifully updated first-floor condo features fresh interior paint and new flooring, creating a bright, modern, and move-in-ready space. The open-concept floor plan offers comfortable living and dining areas, making it perfect for everyday living or entertaining. The well-designed layout provides a seamless flow, while large windows bring in an abundance of natural light. This condo hasa detached garage for easy parking near your home. Residents enjoy the outstanding amenities of this sought-after community, including a resort-style swimming pool, fitness center, clubhouse, playground, walking paths, and beautifully maintained green spaces. The HOA also provides low-maintenance living, allowing you more time to enjoy everything Winter Garden has to offer. Ideally located just minutes from Historic Downtown Winter Garden, the West Orange Trail, Winter Garden Village, shopping, dining, entertainment, major highways, and Orlando's world-famous attractions, this home offers an unbeatable combination of location and lifestyle. Whether you're a first-time homebuyer, seasonal resident, downsizing, or looking for an investment opportunity, this move-in-ready condo delivers exceptional value in one of Central Florida's most desirable communities.

130 Southern Pecan Circle Unit 103, Winter Garden
$249,000
2 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained 2-bedroom, 2-bath first-floor unit with a 1-car garage, located in the highly desirable gated community of Southern Pines in the heart of Winter Garden. Offering the perfect combination of comfort, convenience, and resort-style living, this home is ideal for first-time buyers, downsizers, investors, or anyone seeking a low-maintenance lifestyle. The thoughtfully designed floor plan features spacious living areas, two generously sized bedrooms, and two full bathrooms, all conveniently situated on the first floor for easy access. Enjoy the added value of water, internet, and cable included in the monthly Condo fee, making everyday living both simple and budget-friendly. Southern Pines is known for its outstanding amenities, offering residents a true resort-style experience. Spend your days relaxing by the sparkling pool and hot tub, entertain friends at the BBQ grills and outdoor kitchen, or enjoy the beautifully appointed clubhouse featuring a movie theater, business center, and billiards room. Stay active with the fully equipped fitness center, indoor basketball and racquetball courts, tennis courts, beach volleyball court, and a covered outdoor playground. Additional conveniences include a car wash station and beautifully maintained grounds throughout the community. Ideally located just minutes from Historic Downtown Winter Garden, Winter Garden Village, major highways including SR-429 and the Florida Turnpike, shopping, dining, entertainment, and world-renowned theme parks, this condo offers an unbeatable location with exceptional amenities. Don't miss your opportunity to own a piece of one of Central Florida's most sought-after communities!

405 Southern Pecan Circle Unit 108, Winter Garden
$335,000
3 Beds ⋅ 3 Baths ⋅ Tucker Oaks SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this beautifully maintained end-unit townhome located in the desirable gated community of Tucker Oaks in Winter Garden, offering extra privacy, abundant natural light, and a premium pond-view lot with additional backyard space. Conveniently situated right next to the community amenities, this home combines comfort, style, and an exceptional location. Step inside to an inviting open-concept floor plan featuring a spacious living room, dining area, and kitchen that flow seamlessly together, making it perfect for both everyday living and entertaining. The kitchen is beautifully appointed with tall cabinetry, granite countertops, stainless steel appliances, and a large walk-in pantry, while a versatile flex room offers the perfect space for a home office, formal dining room, playroom, or additional living area. A beautifully renovated half bathroom and an indoor laundry room add convenience to the first floor. Upstairs, you'll find like-new carpet (2020) throughout, two spacious guest bedrooms, a full guest bathroom, and a relaxing primary suite featuring an elegant tray ceiling and tranquil pond views. The en-suite bathroom offers a double-sink vanity, a garden tub/shower combination, and a generous walk-in closet. Additional features include a new air conditioning system (2026), new roof (2024), new water heater (2024) and a large garage with tall ceilings, providing excellent storage space. Enjoy peaceful mornings overlooking the pond and all the benefits of living in a gated community with nearby amenities including a pool and dog park. This move-in-ready home offers the perfect combination of thoughtful upgrades, functional living space, and an unbeatable location.

1668 Scarlet Oak Loop Unit C, Winter Garden
$199,999
2 Beds ⋅ 2 Baths ⋅ Windtree Gardens SubDv. ⋅ 34787 Zip Code
Welcome to this first floor condo in the heart of Winter Garden! This 2 bedroom, 2 bath unit offers an excellent opportunity for both homeowners and investors. Enjoy the convenience of ground floor living with a private screened in patio, perfect for relaxing with your morning coffee or unwinding after a long day. Inside, you'll find a functional floor plan with a washer and dryer included, making move in even easier. The home is priced to reflect its potential and is ready for your personal touch with fresh paint and new flooring, allowing you to customize the space while adding instant value. Residents enjoy a variety of community amenities, including a swimming pool, basketball court, clubhouse, and community mailbox. The unit also comes with two designated parking spaces for added convenience. Ideally located near shopping, dining, entertainment, and major roadways, this condo offers affordability, convenience, and the opportunity to make it your own in one of Winter Garden's most desirable areas.

93 Windtree Lane Unit 102, Winter Garden
$190,000
2 Beds ⋅ 2 Baths ⋅ Grove Resort SubDv. ⋅ 34787 Zip Code
TOWER 3 LOCATION CLOSEST TO THE WATERPARK! Exceptional opportunity to own at The Grove Resort & Water Park, one of Central Florida’s premier vacation ownership destinations just minutes from Walt Disney World. This condo is a beautifully furnished Birch Plan residence offering a comfortable, turnkey layout designed for personal enjoyment and income-producing vacation rental use. The open living area, full kitchen, private bedrooms, and resort-style finishes create an inviting retreat for Owners and guests alike. The Grove offers an impressive amenity package including a water park, multiple pools, lazy river, restaurants, bars, spa, fitness center, lake activities, arcade, onsite market, and full-service onsite management. Owners may enjoy generous personal use while the onsite management team handles guest services, reservations, maintenance, and day-to-day rental operations. With its strong location, established resort setting, and continued appeal to Orlando visitors, this Birch Plan condo is a compelling choice for Buyers seeking lifestyle, convenience, and long-term Central Florida vacation ownership.

14501 Grove Resort Avenue Unit 3231, Winter Garden
$219,000
2 Beds ⋅ 2 Baths ⋅ Townhomes Winter Garden SubDv. ⋅ 34787 Zip Code
Presenting an affordable investment in the Winter Garden area between the infamous Plant St and Hwy 50! This larger 2 bedroom/2 bath condo provides convenience in the location added to the maintenance free exterior. It is a small quaint community with only 50 condos. The pool is large with depths up to 8 feet. The condo has been well maintained with upgrades. Whether you're a first-time homebuyer, looking for a winter home or searching for a fantastic investment opportunity, this home checks all the boxes. Location is everything…Just minutes from the award-winning Historic Downtown Winter Garden. On Saturday mornings make your way to the Winter Garden Farmers Market for all the fresh foods you can imagine, along with retail and cooked food items. Any day of the week head on over to the Plant St area for browsing boutiques, enjoying locally owned restaurants, coffee shops, breweries and year-round community events. Outdoor enthusiasts will appreciate easy access to the scenic West Orange Trail, offering miles of paved paths for walking, running and biking. Need to shop at the big box retail stores, head South to the popular Winter Garden Village, the ultimate shopping destination. Very close by is a Publix shopping center and an Aldi. 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. Access to the Turnpike is a short distance away, along with the 429 Freeway (is the way to Disney) and the 408/I4 Freeway (is the way to Universal Studios). This property qualifies for low down payment programs for primary buyers. New roofs start August 2026!

320 Eron Way Unit 6, Winter Garden
$230,000
3 Beds ⋅ 2 Baths ⋅ The Grove Resort SubDv. ⋅ 34787 Zip Code
The Jasmine model is the MOST SPACIOUS condo in the sought after Grove Resort & Water Park. The condo 2233 is FULLY FURNISHED, DECORATED and equipped with everything you need and is located in NEWEST STERLING TOWER-II. Featuring an open concept living & dining area with a screened balcony overlooking lush gardens. The modern kitchen has quartz countertops, stainless steel appliances, and attached laundry room with full size washer and dryer. YOUR PERFECT VACATION HOME IS AT THE GROVE RESORT where you will enjoy privacy and convenience, including a concierge, multiple bars, restaurant, convenience store, spa, elaborate game room, stunning water park oasis, breathtaking 22-acre activity lake all professionally managed with turnkey hotel rental programs to help offset costs. The property is JUST 6 MILES FROM WALT DISNEY WORLD and close to all Central Florida’s attractions, shops, restaurants and major highways.

14501 Grove Resort Avenue Unit 2233, Winter Garden
$290,000
3 Beds ⋅ 2 Baths ⋅ Southern Pines SubDv. ⋅ 34787 Zip Code
**Click the Virtual Tour Link for 3-D walk-through tour** Welcome home to this well maintained FIRST FLOOR 3-bedroom, 2-bath condominium in Winter Garden, ideally located near shopping, dining, and with easy access to major roadways for trips to the airport and theme parks. This corner unit condo offers convenience to parking and features an open floor plan with spacious living room plus a den - perfect for a home office or flex space. The kitchen includes a breakfast bar, pantry, and convenient laundry room just through the kitchen. The split floor plan provides privacy to the primary suite with walk-in closet, linen closet, and en-suite bathroom. Additional bedrooms also feature walk-in closets and the hallway bathroom has an extended vanity for extra space and storage. Residents of Southern Pines Condos enjoy an exceptional array of amenities such as a pool and spa, outdoor kitchen, clubhouse with theater, office space and billiards, indoor basketball and racquetball courts, fitness center, playroom, covered outdoor playground, tennis and beach volleyball courts, and a car wash station. The gated community's HOA fee includes cable, internet, water, sewer, trash, and exterior maintenance, making for a truly low-maintenance lifestyle. Call for a showing today!

200 Southern Pecan Circle Unit 104, Winter Garden
$275,000
2 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
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.

417 Southern Pecan Circle Unit 201, Winter Garden
$224,000
2 Beds ⋅ 2 Baths ⋅ Townhomes Winter Garden SubDv. ⋅ 34787 Zip Code
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!

359 Douglas Way Unit 54, Winter Garden
$217,500
1 Beds ⋅ 1 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
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.

Winter Garden
$889,000
3 Beds ⋅ 4 Baths ⋅ Park Place/Winter Garden SubDv. ⋅ 34787 Zip Code
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.

129 S Park Avenue Unit 8E, Winter Garden
$287,000
3 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
Beautiful 3-bedroom, 2-bath condominium located in the highly desirable gated community of Southern Pines in Winter Garden. This spacious unit offers 1,453 square feet of living space with an open floor plan, abundant natural light, and a comfortable layout perfect for both homeowners and investors. Residents enjoy resort-style amenities including a community pool, heated spa, fully equipped fitness center, indoor basketball court, tennis and racquetball courts, sand volleyball court, movie theater, game room, business center, and playground. The community is conveniently located near major highways, shopping, dining, entertainment, and historic downtown Winter Garden. Experience maintenance-free living in one of Central Florida's most sought-after communities. Schedule your private showing today.

1300 Eastern Pecan Place Unit 208, Winter Garden
$225,000
3 Beds ⋅ 2 Baths ⋅ Townhomes Winter Garden SubDv. ⋅ 34787 Zip Code
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.

397 Eron Way Unit 42, Winter Garden
$169,900
2 Beds ⋅ 2 Baths ⋅ Townhomes Winter Garden SubDv. ⋅ 34787 Zip Code
Priced to sell!! Gorgeous 2 bedrooms-2 bathrooms Corner property condominium in Winter Garden. Open floorplan with a living/dining room combo. Nice size eat in kitchen with kitchen counters for additional seating. All appliances included Refrigerator, stove, dishwater, microwave, washer and dryer. Primary bedroom features private full bathroom 2 assigned parking spots, community swimming pool, exterior maintenance and landscaping are included in the monthly HOA fee. Close to Highway 50, parks, shopping, public transportation and much more.

304 Eron Way Unit 2, Winter Garden
$275,000
2 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
This first-floor condo in the gated Southern Pines community offers 1,216 square feet of well-designed living space with an open floor plan, private outdoor area, and two full bathrooms. Making it a strong fit for first-time buyers, down-sizers, or investors. The layout connects the living area directly to the outdoor space, and both bedrooms provide solid closet storage. The kitchen offers ample counter space and cabinetry for everyday living. Southern Pines residents enjoy access to a pool and spa, fitness center, indoor basketball and racquetball courts, tennis and pickleball courts, a media room, billiards lounge, business center, BBQ area, car wash station, and playground. All within a secure, gated community. Located minutes from the West Orange Trail, Johns Lake, SR 408, and the Florida Turnpike, with top-rated Orange County schools nearby and Orlando International Airport 23 miles away. Winter Garden’s dining and retail corridors are within easy reach. Low-maintenance living with resort-style amenities in a location that works. Schedule your showing today.

1300 Eastern Pecan Place Unit 102, Winter Garden
$249,950
2 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. HOA fee includes cable, internet, water, sewer, trash, pool and exterior maintenance. 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!

200 Southern Pecan Circle Unit 206, Winter Garden
$340,000
3 Beds ⋅ 3 Baths ⋅ Tucker Oaks Ph 8 SubDv. ⋅ 34787 Zip Code
Beautifully maintained 3-bedroom, 2.5-bath townhome located in the gated Tucker Oaks community in Winter Garden. This home features an open-concept floor plan with abundant natural light, a functional layout, and an attached garage for added convenience. The kitchen offers ample cabinet and counter space and overlooks the living and dining areas. Upstairs, the primary suite includes a private bath and walk-in closet, while the additional bedrooms provide flexibility for guests, work-from-home space, or other uses. Recent updates include a new roof, dishwasher, and garbage disposal installed in August 2024, along with an HVAC system replaced in 2022. Community amenities include a pool, playground, basketball courts, scenic areas, and dog parks — including one conveniently located on the same cul-de-sac as the condo. Conveniently located near Downtown Winter Garden, Winter Garden Village, SR-429, Florida’s Turnpike, shopping, dining, hospitals, and area attractions. This property offers low-maintenance living with convenient access to major commuter routes and Central Florida destinations.

15625 Boggy Oak Circle Unit 108B, Winter Garden
$289,000
3 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. **PRIME LOCATION, GATED COMMUNITY, RESORT-STYLE AMENITIES, CONSERVATION VIEWS FROM EVERY ROOM, CORNER UNIT, BRAND-NEW STAINLESS STEEL APPLIANCE PACKAGE, AND NEWER ROOF (2019).** This elevated second-story corner unit in Southern Pines offers exceptional privacy with no neighbors above, behind, or directly beside the home, along with peaceful conservation views from every room. The sun-filled solarium opens seamlessly to the main living area, creating an ideal space for a home office, reading room, fitness area, or simply relaxing while enjoying the natural surroundings. This move-in-ready 3-bedroom, 2-bath condominium features an open-concept floor plan, fresh interior paint, brand-new Frigidaire stainless steel appliances, custom built-ins, and a thoughtfully designed layout that maximizes natural light and privacy. Residents enjoy a gated community with security presence and resort-style amenities including a pool and spa, fitness center, theater room, indoor air-conditioned basketball and racquetball courts, tennis courts, playground, clubhouse with business center and billiards, outdoor kitchen, and car wash station. **HOA DUES INCLUDE WATER, SEWER, TRASH, BASIC CABLE TV, 1 GIG HIGH-SPEED INTERNET & WI-FI, EXTERIOR LANDSCAPING, EXTERIOR PAINTING, BUILDING MAINTENANCE, AND FULL RESORT-STYLE AMENITY UPKEEP—SIGNIFICANTLY REDUCING SEPARATE MONTHLY EXPENSES WHILE PROVIDING EXCEPTIONAL COMMUNITY VALUE. THE COMMUNITY MASTER INSURANCE POLICY ALSO HELPS LOWER INDIVIDUAL CONDO INSURANCE COSTS COMPARED WITH MANY TOWNHOME OWNERSHIP OPTIONS.** Conveniently located just minutes from Winter Garden Village at Fowler Groves, Historic Downtown Winter Garden, shopping, restaurants, breweries, coffee shops, farmers markets, and the West Orange Trail—an approximately 22-mile paved rail trail connecting Winter Garden, Oakland, Apopka, and surrounding communities for biking, walking, running, skating, and everyday outdoor recreation. Easy access to SR 429, SR 408, Florida's Turnpike, and I-4 provides convenient travel throughout Central Florida, including Downtown Orlando, International Drive, Walt Disney World, and Universal Orlando Resort. Schedule your private showing today.

330 Southern Pecan Circle Unit 205, Winter Garden
$204,900
2 Beds ⋅ 2 Baths ⋅ Windtree Gardens Condo Ph 06 SubDv. ⋅ 34787 Zip Code
Great opportunity to own in the heart of Winter Garden! This beautifully updated 2-bedroom, 2-bath condo features a fully renovated kitchen, updated flooring throughout with NO carpet, and a functional open layout perfect for comfortable living or investment purposes. Conveniently located near shopping, dining, major roads, and just minutes from Winter Garden Village and Winter Garden Plaza. Whether you are looking for a primary residence or an income-producing property, this is an excellent opportunity at a great price. Community amenities include pool and recreational areas. Don’t miss out!

170 Windtree Lane, Winter Garden
$279,900
2 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
Stunning 2-bedroom, 2-Bath condo on the second floor, 1276 sq ft, with new carpet in the bedrooms and stairs. All Appliances updated in the last few years, and the A/C is just a little over a year old. Walk to the pool, enjoy views of the retention pond, and be close to all the community amenities. Don't miss this gem?

143 Southern Pecan Circle Unit 206, Winter Garden
$329,500
3 Beds ⋅ 3 Baths ⋅ Tucker Oaks SubDv. ⋅ 34787 Zip Code
Wow! Winter Garden Corner unit located in the gated community of Tucker Oaks in sought-after Winter Garden, this beautifully upgraded condo-townhome style 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.

15357 Oak Apple Court Unit 4C, Winter Garden
$333,000
3 Beds ⋅ 3 Baths ⋅ Tucker Oaks SubDv. ⋅ 34787 Zip Code
Welcome to your new dream home! Located in the gated community of Tucker Oaks, this 2-story townhome offers 3 bedrooms, 2.5 bathrooms, and 1,544 square feet of comfortable, thoughtfully designed living space. As a corner unit backing to a peaceful conservation area, you’ll enjoy added privacy and tranquil views with no rear neighbors! Step inside to an open-concept first floor where high ceilings, recessed lighting, and natural light create a warm and inviting atmosphere. The layout is ideal for both everyday living and entertaining, with a seamless flow between the living, dining, and kitchen spaces. A conveniently located half bath downstairs adds ease and privacy when hosting guests. The kitchen is designed for functionality and style, featuring stainless steel appliances, crown-molded cabinetry, ample counter space, and a breakfast bar that’s perfect for quick meals or morning coffee. Upstairs, all bedrooms and full bathrooms are tucked away for optimal privacy. The primary suite offers a spacious retreat with a large closet and a private en suite bath complete with a generous vanity and a roomy shower, making it perfect for starting your day or winding down in the evening. Additional bedrooms provide comfortable space for family, guests, or a home office setup. Beyond the home, Tucker Oaks offers amenities including a community pool, playground, dog park, and sidewalks for enjoying the outdoors. The location places you just minutes from major highways, making commuting simple, while also being close to downtown Winter Garden where you can explore local farmers markets, community events, and boutique shopping. The nearby West Orange Trail offers even more ways to stay active and enjoy the Florida sunshine. With theme parks like Walt Disney World and Universal Studios just 25 minutes away, this home combines convenience, comfort, and lifestyle all in one. Don't wait on this amazing opportunity, schedule your private showing TODAY!!!

15316 Oak Apple Court Unit B, Winter Garden
$235,000
1 Beds ⋅ 1 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
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.

131 Southern Pecan Circle Unit 201, Winter Garden
$279,900
2 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
Beautiful 2-bedroom, 2-bathroom condo just under 1,300 sq ft in one of the most desirable areas of Winter Garden. Both bedrooms feature large walk-in closets, and the layout is exceptionally well designed, making the home feel spacious and comfortable. The unit COMES WITH A 1-CAR GARAGE, a rare and valuable feature. All appliances are BRAND NEW, including refrigerator, microwave, stove, and dishwasher. A washer and dryer are also included. The flooring has been completely renovated to elegant wood flooring throughout. The main living area offers a separate flex space that is PERFECT for a home office or a kids’ play area. Conveniently located next to the community car wash, with resort-style amenities that include an amazing clubhouse, pool area with barbecue grills, fully equipped gym, tennis courts, basketball courts, and more.

225 Southern Pecan Circle Unit 208, Winter Garden
$299,900
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 2 SubDv. ⋅ 34787 Zip Code
PREMIUM BUILDING 3 | RARE 14-FOOT CEILINGS | ELEVATOR-FREE ACCESS | ONSITE RENTAL PROGRAM Step into the largest and most unique 2-bedroom footprint available at The Grove Resort & Water Park. Located on the highly coveted 1st floor of Building 3, Unit 3109 boasts massive 14-foot architectural ceilings exclusive to the ground level, delivering an incredible sense of volume, grandeur, and endless natural light that upper-floor standard units simply cannot match. This fully furnished, turnkey property features the sprawling Cypress Floor Plan (1,434 Sq. Ft.), highlighting a spectacular Dual-Zone Primary Suite complete with its own private attached den. This bonus space acts as a quiet sanctuary, media lounge, or infant nursery entirely separate from the main living room. Why Investors Choose Unit 3109: Zero-Friction Resort Living: Enjoy the luxury of walking straight from the main Building 3 lobby directly into your villa. No elevator wait times, no stairs, and immediate walk-out access to the Surfari Water Park and resort dining. Turnkey Paramount Rental Program: This unit is fully equipped and eligible for immediate enrollment in the world-class, onsite rental program managed by Paramount Hospitality Management. Enjoy completely hands-off ownership with on-site booking, guest check-in, marketing, and property maintenance fully handled for you. Building 3 Dominance: Situated in the newer and most popular phase of the resort, making it highly preferred by incoming vacationers. Luxury Suite Positioning: The added square footage and private owner's lounge elevate this unit into a higher-tier booking bracket on vacation platforms, driving premium guest reviews and repeat bookings. Don't miss the lowest-priced opportunity to own premier Building 3 Cypress luxury! Schedule your showing today.

14501 Grove Resort Avenue Unit 3109, Winter Garden
$225,000
2 Beds ⋅ 2 Baths ⋅ The Grove Resort SubDv. ⋅ 34787 Zip Code
Welcome to The Grove Resort & Water Park in Winter Garden, FL. This fully furnished 2-bedroom, 2-bathroom condo-hotel unit offers an open floor plan designed for functionality and comfort. The kitchen features modern appliances, solid surface countertops, and ample cabinet space. The living and dining areas provide direct access to a private screened balcony. The primary suite includes an en-suite bathroom with a soaking tub, separate glass-enclosed shower, and dual vanities. The second bedroom is well-sized and located near a full bathroom, providing additional accommodation flexibility. The Grove Resort amenities include multiple pools, water park with slides and lazy river, surf simulator, fitness center, full-service spa, on-site dining, and 24-hour front desk service. The property participates in a rental program, offering short-term rental capability. Conveniently located near Walt Disney World and major Orlando attractions, with access to shopping, dining, and highways. Schedule a showing to learn more.

14501 Grove Resort Avenue Unit 1343, Winter Garden
$179,000
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 1 SubDv. ⋅ 34787 Zip Code
Pond and Fountain Views | Aggressively Priced | Desirable Ground floor residence featuring 14 foot ceilings exclusive to first floor units, creating an open and spacious main living area. Ideally positioned within the community, the unit offers quick access to nearby resort amenities. Ground level units are often favored for vacation use due to convenient access without stairs or elevators. The screened private lanai overlooks a courtyard with pond and fountain views, framed by lush landscaping and mature palm trees. Interior features include stainless steel appliances, granite countertops, and a full size washer and dryer. The well designed split floor plan includes two bedrooms plus a pull out sofa, accommodating up to six guests. The community is professionally managed as a Condo Hotel, offering owners participation in an on-site rental program to help offset ownership costs when the unit is not in use. HOA fees conveniently covers all utilities as well as pest control, sewer, trash, and common-area insurance. Located within The Grove Resort & Water Park, a Disney World® Good Neighbor Hotel, owners and guests enjoy Surfari Water Park, FlowRider® surf simulator, fitness center, on site dining, walking trails, covered parking, lake access, and shuttle service to the Walt Disney World® Resort. ________________________________________

14501 Grove Resort Avenue Unit 1111, Winter Garden
$182,000
2 Beds ⋅ 2 Baths ⋅ Townhomes Winter Garden SubDv. ⋅ 34787 Zip Code
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.

373 Eron Way Unit 47, Winter Garden