Quick Winter Garden FL MLS Search

Browse All Winter Garden FL Between $300K - $400K Properties for Sale

14501 Grove Resort Avenue Unit 1614, Winter Garden
$325,000
3 Beds ⋅ 3 Baths ⋅ Grove Resort And Spa Hotel Condominium Ii SubDv. ⋅ 34787 Zip Code
Experience resort-style ownership in this beautifully appointed 2-bedroom, 2-bathroom condo located at 14501 Grove Resort Ave, Unit 1614 in the highly sought-after Grove Resort & Water Park in Winter Garden. This spacious, fully furnished unit features an open-concept layout with a modern kitchen complete with granite countertops, stainless steel appliances, and rich wood cabinetry, seamlessly flowing into a bright living and dining area with sliding glass doors that lead to a private screened balcony overlooking lush grounds and water views. The primary suite offers generous space, large windows for natural light, and an en-suite bathroom with dual vanities, soaking tub, and separate walk-in shower, while the second bedroom provides comfortable accommodations for guests or additional occupants. Thoughtful finishes, high ceilings, and durable flooring throughout create a clean and inviting interior designed for both relaxation and durability in a hospitality setting. This property is part of a mandatory, professionally managed hotel rental program, offering a truly hands-off ownership experience. The exclusive rental manager maintains full control over leasing and daily operations, including marketing, bookings, cleaning, and maintenance, allowing owners to enjoy passive income potential without the responsibilities of self-management. The Grove Resort is a premier destination known for its exceptional amenities, including multiple resort-style pools, a lazy river, water slides, a full-service water park, on-site restaurants and bars, a fitness center, spa services, and lakefront activities on Lake Austin. Ideally located just minutes from Walt Disney World, this property offers convenient access to Orlando’s world-famous attractions, including Universal Studios and SeaWorld, as well as nearby shopping and dining at Winter Garden Village, Hamlin Town Center, and a wide variety of local restaurants. Major roadways such as FL-429 and US-192 provide easy connectivity throughout Central Florida, and Orlando International Airport is within a reasonable drive for both domestic and international travel. Whether you are seeking a turnkey investment opportunity or a vacation property within a world-class resort environment, this unit offers a unique blend of comfort, convenience, and income potential in one of Central Florida’s most desirable destinations.

14501 Grove Resort Avenue Unit 1614, Winter Garden

14501 Grove Resort Avenue Unit 3737, Winter Garden
$350,000
3 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hote Condominium 3 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Virtually Staged. Turn-Key, Fully Furnished 3-Bedroom Condo at The Grove Resort & Water Park!Welcome to your personal slice of paradise at The Grove Resort & Water Park, one of Orlando’s most sought-after vacation destinations just 10 minutes from Walt Disney World! This beautifully appointed 3-bedroom, 2-bathroom model offers 1,396 sq ft of spacious living, located on a high floor with tranquil views from your private screened balcony—the perfect spot to unwind after a day of adventure.Inside, you’ll find a fully equipped kitchen with quartz countertops and stainless steel appliances, seamlessly connecting to an open-concept living and dining area designed for comfort and entertaining. The primary suite features a king-size bed, luxurious en-suite bathroom with double vanity, soaking tub, and separate glass shower. Two additional bedrooms with queen-size beds and a second full bathroom ensure privacy and comfort for family and guests alike.Indulge in resort-style living with world-class amenities, including Surfari Water Park with dual water slides, a FlowRider® double surf simulator, lazy river, multiple pools, spa, fitness center, arcade, mini golf, and Lake Austin access for fishing, paddle boating, and lakeside relaxation. The resort offers on-site dining, alfresco market, and complimentary shuttle service to Disney,making your vacation effortless and unforgettable.The Grove’s professional management team can handle everything, from maintenance to short-term rentals, ensuring your investment works for you even when you’re away. HOA fees cover all utilities, including electricity, water, cable, and high-speed internet.Whether you're seeking a luxurious vacation home or a high-demand investment property, this turn-key condo offers the ultimate Florida lifestyle.

14501 Grove Resort Avenue Unit 3737, Winter Garden

6212 Aralia Ivy Lane, Winter Garden
$400,000
3 Beds ⋅ 3 Baths ⋅ Hamilton Gardens Ph 2a & 2b SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. LOCATION! LOCATION! LOCATION! This beautifully refreshed two-story townhome offers the perfect blend of comfort, privacy, and convenience in the highly desirable Hamilton Gardens community. The home is truly move-in ready, featuring a freshly painted interior, professionally deep-cleaned carpet and tile, and a brand-new ceiling fan in the living room—creating a crisp, welcoming atmosphere from the moment you walk in. The open-concept floor plan includes a bright kitchen with granite countertops, a spacious pantry, and clear sightlines to the dining area and great room, making it ideal for both everyday living and entertaining. Large windows with blinds fill the home with natural light, enhancing the airy, open feel throughout. A private outdoor courtyard leads to the rear-entry two-car detached garage, offering both convenience and privacy. Storage is abundant with a large pantry, under-stairs closet, and an oversized walk-in closet in the owner’s suite. Upstairs, you’ll find three generous bedrooms, two full bathrooms, and a convenient second-floor laundry room. The owner’s suite overlooks beautiful mature trees and features an exceptionally large walk-in closet. With no rear neighbors, the home provides a peaceful and private setting rarely found in this area. Hamilton Gardens offers resort-style amenities including a beach-entry pool, cabana, dog park, sports lawn, playgrounds, and scenic garden pathways. Residents also enjoy nightly views of the Disney fireworks right from the community—an unforgettable perk of living here. Located just moments from Hamlin Town Center, you’ll have restaurants, cafés, entertainment, and a weekly farmers market less than a mile away. Convenient access to SR-429, A-rated schools, top medical facilities, Winter Garden Village, Historic Downtown Winter Garden, and Windermere makes this an unbeatable location. A truly move-in-ready home offering privacy, convenience, and resort-style living—come see it today!

6212 Aralia Ivy Lane, Winter Garden

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

884 Klondike Street, Winter Garden

14989 Apollo Bond Drive, Winter Garden
$365,000
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 3 SubDv. ⋅ 34787 Zip Code
MOTIVATED SELLER!! Welcome to this beautifully maintained townhome offering stylish finishes, functional space, and a prime location with serene views. Step inside to an open-concept layout featuring a spacious kitchen with light cabinetry, granite countertops, stainless steel appliances, a large center island with bar seating, and a walk-in pantry. The kitchen flows seamlessly into the dining and living areas, creating the perfect space for entertaining or everyday living. Natural light fills the home, highlighting the neutral tones and tile flooring throughout the main living areas. Upstairs, the generous primary suite features a designer accent wall, large windows, and a spacious walk-in closet with built-in organization. The en-suite bath offers dual vanities with granite counters and a walk-in glass-enclosed shower. Secondary bedrooms are well-sized and share a full bath with granite countertops. A convenient upstairs laundry room adds to the home’s thoughtful layout. Additional highlights include a private office/flex space, a powder bath downstairs, ample storage throughout, and a charming covered front porch overlooking peaceful green space. Enjoy outdoor living on the private paver patio. Enjoy low-maintenance living with community-maintained exteriors and close proximity to Hamlin’s shops, restaurants, lakefront trails, events, and community recreational amenities. Convenient access to FL-429, top-rated schools, and downtown Winter Garden adds to the appeal. This is a fantastic opportunity to own in a vibrant, walkable area that blends convenience, lifestyle, and charm. Schedule your showing today!

14989 Apollo Bond Drive, Winter Garden

14501 Grove Resort Avenue Unit 2536, Winter Garden
$314,900
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo Ii SubDv. ⋅ 34787 Zip Code
Owner Motivated – Largest 2-Bedroom Floor Plan at The Grove Resort Orlando This exceptional 5th-floor condo offers rare convenience with high ceilings, spacious bedrooms, and immediate access to parking. The primary suite includes a generous sitting area, while the second bedroom features two full beds — an ideal layout for families, groups, or high-occupancy rentals. Positioned on the quieter side of the resort, this unit enjoys a peaceful setting with minimal noise from the amenities, making it a comfortable retreat for owners and guests alike. Fully furnished and turnkey, this condo is ready for immediate personal use or income generation. Just steps away are The Grove's signature amenities: three resort pools, a full waterpark, fitness center, on-site restaurants and bars, game room, glow-in-the-dark mini golf, a boat dock, and water activities on Lake Austin. Located only 15 minutes from Walt Disney World®, owners and guests enjoy the convenience of a daily resort shuttle. Universal's Epic Universe — the most significant theme park expansion in Orlando in decades — opened in 2025, further strengthening the area's appeal and rental revenue potential for years to come. Ownership is completely hands-free. The on-site professional hotel operator manages all marketing, bookings, guest services, repairs, and maintenance. Owners may use their condo anytime and earn income when not in residence. Don't miss this opportunity to own a premium, income-producing resort residence in one of Orlando's most sought-after vacation destinations.

14501 Grove Resort Avenue Unit 2536, Winter Garden

14501 Grove Resort Avenue Unit 2623, Winter Garden
$340,000
2 Beds ⋅ 2 Baths ⋅ Grove Resort SubDv. ⋅ 34787 Zip Code
**PRICE IMPROVEMENT! 6th-Floor Water View | Fully Furnished 2-Bedroom Condo at The Grove Resort Orlando** Exceptional opportunity to own a fully furnished, 2-bedroom, 2-bath condominium on the 6th floor of the newest tower at The Grove Resort Orlando. Featuring desirable water views and updated contemporary décor, this residence offers an attractive combination of location, comfort, and turnkey resort ownership. A standout feature is the guest bedroom with **TWO beds**, providing comfortable accommodations for up to six guests—ideal for families and vacationers. Enjoy convenient access to The Grove’s impressive resort amenities, including multiple pools, restaurants, lounge, coffee bar, fitness center, business center, marketplace, and recreational activities on beautiful Lake Austin. Ownership is simplified through the onsite resort management program, which handles reservations, marketing, guest services, housekeeping coordination, and property maintenance. Owners can enjoy their vacation retreat while benefiting from the convenience of professional rental management. Located approximately **4 miles from Walt Disney World®**, with easy access to Orlando’s world-renowned attractions, shopping, dining, and entertainment. **Now offered at an improved price, this beautifully furnished, water-view residence presents an appealing opportunity for buyers seeking a vacation getaway with rental potential.** Rental financial history is available upon request.

14501 Grove Resort Avenue Unit 2623, Winter Garden

Start Your Search

Between $300K - $400K Winter Garden Real Estate

Our website features the best real estate search for between $300k - $400k properties available in Winter Garden and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

How much is your home worth?

Get instant property value now!