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2 Bedroom Homes for Sale in Winter Garden, FL

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Welcome to your dedicated resource for 2 bedroom homes for sale in Winter Garden, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Winter Garden, FL agent, The Nest Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 2 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All 2 Bedroom Homes for Sale in Winter Garden, FL

2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo Ii SubDv. ⋅ 34787 Zip Code

Discover a high-value investment opportunity at The Grove Resort & Water Park, one of Orlando’s most successful condo-hotel destinations just minutes from Walt Disney World. This fully furnished 2-bedroom, 2-bath unit offers a spacious layout, modern finishes, and a private balcony that enhances guest appeal and repeat bookings. Designed for both personal enjoyment and strong rental performance, this property delivers year-round demand driven by Orlando’s booming tourism market and The Grove’s exceptional amenities. Guests enjoy multiple pools, private cabanas, a full water park with surf simulator and lazy river, onsite restaurants, spa, fitness center, arcade, lake activities, and daily entertainment—premium features that consistently boost occupancy and revenue. Investors benefit from a turnkey, professionally managed short-term rental program, ensuring seamless operations, high visibility, and stable returns. The resort’s reputation, location, and amenity package create a powerful combination of passive income potential and long-term appreciation. Whether expanding your portfolio or securing a reliable income-producing asset, this unit offers a strategic opportunity in one of Central Florida’s strongest hospitality markets.

14501 Grove Resort Avenue Unit 2135, Winter Garden

2 Beds ⋅ 3 Baths ⋅ Daniels Landing SubDv. ⋅ 34787 Zip Code

Welcome to this INCREDIBLY PRICED luxury townhome living in the gated community of Daniels Landing, where an unbeatable Winter Garden location meets exceptional value. Built with durable / sound proofing two-story concrete block construction, this well-designed residence offers a highly desirable floor plan featuring two bedrooms with remodeled bathrooms ! Upstairs also includes a versatile bonus room that can easily serve as a home office, media room, fitness space, or playroom. Plantation shutters, new water heater and all aplliances , including washer and dryer even ! The open-concept great room flows seamlessly into the functional kitchen, creating the perfect space for everyday living and entertaining. 42 inch cabinets and upgraded counter tops. Step outside to the screened lanai and enjoy the added privacy of having no rear neighbors, a feature rarely found at this price point. Daniels Landing is one of Winter Garden's most sought-after gated townhome communities, offering two convenient entrances along with outstanding amenities just steps from your front door. Residents enjoy a clubhouse, swimming pool, fitness center, and playground. The HOA provides exceptional value by covering lawn maintenance, high-speed internet, cable television, ADT alarm monitoring, irrigation, and reserves for future exterior painting and roof replacement, allowing for low-maintenance living and predictable ownership costs. The location is simply outstanding, just minutes from historic Downtown Winter Garden, Winter Garden Village, shopping, dining, entertainment, and the 429 Expressway, with Walt Disney World only about 20 minutes away. Zoned for highly rated K-12 schools, this property is equally appealing as a primary residence, vacation home, or investment opportunity with strong rental potential. Whether you're looking to build wealth through real estate, expand your investment portfolio, or finally own instead of rent, this is one of the best opportunities available in the 34787 zip code. Opportunities combining this location, community amenities, low-maintenance lifestyle, and overall value are becoming increasingly difficult to find.

13551 Daniels Landing Circle, Winter Garden

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

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

2 Beds ⋅ 3 Baths ⋅ Daniels Landing SubDv. ⋅ 34787 Zip Code

Discover the charm of Daniel’s Landing, a highly desired gated Winter Garden community where convenience meets comfort. Inside, this beautifully upgraded townhome offers two generous primary bedrooms, each with its own bathroom and walk-in closet, ideal for privacy and comfort. The open main floor layout along with a convenient half bath creates a welcoming space for gathering, while the modern kitchen shines with granite counters and stainless-steel appliances. Step outside to your fenced private patio, perfect for relaxing or entertaining. The home also includes a garage with a private driveway. Smart home features like a Ring doorbell and Nest thermostat adds convenience. The HOA covers cable and internet! Spend your days enjoying the incredible amenities such as clubhouse, park, fitness center, peaceful walking trail, and refreshing pool. You’ll also be just moments from the Winter Garden Village and the vibrant downtown area filled with local shops, restaurants, and the beloved farmer's market. Commuting is easy with quick access to 429, the Florida Turnpike, and major attractions including Disney and Universal. ***Licensee Disclosure: Seller is a real estate licensee.*** Buyer or buyer's agent to verify all room dimensions and HOA information.

13349 Harbor Shore Lane, Winter Garden

2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code

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.

14501 Grove Resort Avenue Unit 3303, Winter Garden

2 Beds ⋅ 1 Baths ⋅ Borders & Woosley Sub SubDv. ⋅ 34787 Zip Code

Located within Winter Garden’s golf cart district and just minutes from Plant Street, this property offers a distinctive combination of current residential use, C-2 General Commercial zoning, and no HOA. The single-story, concrete-block home includes 2 bedrooms, 1 bathroom, 1,034 square feet of heated living space, an enclosed porch that provides additional flexible space, and a roof replaced in 2023. The interior is ready for renovation, allowing the next owner to update the property according to their intended use and vision. Situated on an approximately 0.19-acre homesite, the property also features mature shade trees, a concrete driveway, and fenced sections of the yard. Its central Winter Garden location provides convenient access to the restaurants, shops, farmers market, community events, and West Orange Trail surrounding downtown and Plant Street, while nearby golf-cart-friendly roadways offer another way to explore the area. Whether considered for continued residential use, a renovation project, or a future business opportunity, this property presents a range of possibilities in a well-connected location. Buyers should independently verify all intended uses, permitting requirements, and zoning regulations with the City of Winter Garden.

721 S Woodland Street, Winter Garden

2 Beds ⋅ 2 Baths ⋅ Village Grove Ph 01 SubDv. ⋅ 34787 Zip Code

Virtually Staged. Beautiful, move in ready home with many upgrades and a private backyard. Centrally located in Winter Garden near schools, shopping, dining and more.

434 Sand Lime Road, Winter Garden

2 Beds ⋅ 3 Baths ⋅ Orchard Hills Ph 4 SubDv. ⋅ 34787 Zip Code

Welcome to Cypress Hill Road, featuring a beautifully maintained townhome located in the highly desirable Horizon West area of Winter Garden. Built in 2018, this move-in-ready residence offers approximately 1,594 square feet of thoughtfully designed living space featuring 2 spacious bedrooms, 2.5 bathrooms, and a rear-entry two-car garage. Step inside to discover an open-concept floor plan that seamlessly blends the living, dining, and kitchen areas, creating the perfect space for both everyday living and entertaining. Pride of ownership is evident throughout, with the home having been exceptionally maintained and cared for. Upstairs, you'll find two generously sized bedroom suites, each designed for comfort and privacy. The spacious secondary bedroom is a standout feature, offering its own private en-suite bathroom and a large walk-in close, making it ideal for guests, roommates, or a growing family. The primary suite provides a relaxing retreat with ample space and storage. Outside, enjoy the low-maintenance lifestyle that townhome living provides while taking advantage of the incredible community amenities nearby. Residents enjoy access to resort-style amenities, including community pools, playgrounds, walking trails, parks, sports courts, and beautifully maintained common areas that make this one of Winter Garden's most sought-after communities. Conveniently located near shopping, dining, entertainment, major roadways, and top-rated schools, this home places you in the heart of everything Horizon West and Winter Garden has to explore. Don't miss your opportunity to own this meticulously maintained townhome in one of Central Florida's most desirable locations. Schedule your private showing today!

5863 Cypress Hill Road, Winter Garden

2 Beds ⋅ 2 Baths ⋅ Arrowhead Lakes SubDv. ⋅ 34787 Zip Code

Rare opportunity to own TWO lakefront lots in the 34787 zip code with an A2 zoning! This property has a beautiful old florida feel with an array of large oak trees, cypress trees, and cabbage palms sprinkled all around the land. Lot 1 features a 2 story wood frame home 2 bedroom 2 bathroom and Lot 2 has electric and well on site. This home is situated in an A rated school district with NO HOA and allows horses, chickens, goats. The zoning allows each lot to have a main home plus ADU (accessory dwelling unit) close to many amenities and easy commute close to the 429! Freshly paved road and fully fenced yards.

16950 Arrowhead Boulevard, Winter Garden

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

2 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condominium SubDv. ⋅ 34787 Zip Code

Calling ALL Snowbirds & Anyone Looking For A Florida Experience! * This Condo Is An INCREDIBLE VALUE For A Resort Style Stay For Up To Half The Year! Then Turn It Into Your Orlando Investment Dream For The Other Half Of the Year! * Imagine Waking Up To This Nature View From Up On This 5th Floor. Enjoy Your Morning Coffee Or * FIREWORKS * View At Night! Unit 1527 Is Located Immediately Next To The Condo Walkway, Which Overlooks Out Into Nature And Water View. Upon Entering This 2 Bedrooms/2 Bathrooms Condo, Be Greeted With A View Of The Balcony! The Condo Has A Grand Kitchen That Is Fully Stocked With Cooking Utensils & Coffee Machine. * Kitchen Has Stainless Steel Appliances And Long Granite Countertops With Tons Of Storage Space. *Living Room And *Dining Room Combo Has A Great Entertaining Space. Kickback & Watch A Movie While Peering Out Through The Window To See Disney's Nightly Fireworks! That's Incredible! *Bedrooms Are Fully Furnished With A Full Bathrooms And Massive Walk-In Closet. * Water Heater 2008 * HVAC 2021 * Condo Amenities Are Included! Water Parks, Gym, Water/Electricity, And MUCH More. Conveniently Located ~ 7 Miles To Walt Disney World, ~ 4 Miles To Flamingo Crossings Town Center, ~ 20 Miles From Winter Garden Village At Fowlers Grove & West Orange Trail, And ~10 Miles To Interstate 4 (I-4)! This Fully Furnished Condo Won’t Last! * Priced To Sell! * Book Your Showing Today!

14501 Grove Resort Avenue Unit 1527, Winter Garden

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