Winter Haven Homes under $250,000

Winter Haven Homes under $250,000

Welcome to Winter Haven, Florida—an enchanting city nestled in Polk County, known for its stunning lakes, vibrant community, and a rich tapestry of recreational activities. Often referred to as the “Chain of Lakes City,” Winter Haven boasts over 50 lakes, making it a paradise for water enthusiasts and nature lovers alike. With its warm climate, charming downtown area, and a friendly atmosphere, Winter Haven is not just a place to live; it’s a lifestyle waiting to be embraced.

For those seeking affordable housing options, Winter Haven offers a delightful selection of homes under $250,000. This is an exceptional opportunity for first-time homebuyers, retirees, or anyone looking to invest in a thriving community without breaking the bank. These homes come in various styles and sizes, from cozy single-family residences to charming townhouses, ensuring that there’s something for everyone.

Living in Winter Haven means enjoying a plethora of outdoor activities, including fishing, boating, and hiking. The city is also home to several parks, golf courses, and the famous Legoland Florida Resort, providing endless entertainment for families and visitors. With a strong sense of community, local events, and a growing economy, Winter Haven is not just a place to settle down; it’s a place to thrive.

Explore the possibilities that Winter Haven has to offer, where affordable living meets a vibrant lifestyle. Your dream home awaits in this beautiful city, and with homes under $250,000, now is the perfect time to make Winter Haven your new home sweet home!

Newest Winter Haven Homes under $250,000

213 4th Jpv Street, Winter Haven
$185,000
2 Beds ⋅ 2 Baths ⋅ Jan Phyl Village Unit 03 A SubDv. ⋅ 33880 Zip Code
Welcome to Jan Phyl Village in Winter Haven! This home offers a great opportunity for buyers looking for comfortable living with plenty of room to make it their own. Inside, you'll find a functional floor plan featuring tile flooring throughout much of the home, a kitchen with ample cabinet space and a breakfast bar, and a spacious primary bedroom complete with a soaking tub. Step outside to enjoy the large screened-in patio, perfect for relaxing or entertaining year-round. The generously sized backyard offers plenty of outdoor space, along with a storage building, additional covered parking, and paved areas for added convenience. Whether you're searching for your next home or an investment opportunity, this property offers plenty of possibilities. Schedule your private showing today!

213 4th Jpv Street, Winter Haven
3223 Avenue S Nw, Winter Haven
$182,900
2 Beds ⋅ 1 Baths ⋅ Hundred Lakes Corps Inwood SubDv. ⋅ 33881 Zip Code
Beautifully updated 2-bedroom, 1-bath home featuring a 2-year-old roof, new interior and exterior paint, new flooring throughout, and a remodeled bathroom. The brand new kitchen offers new cabinets and new upgraded stainless steel appliances, creating a clean and functional space. This home includes 728 sq. ft. of living area on an oversized 0.17-acre lot, providing room for outdoor enjoyment. Exterior features include a screened side porch, laundry room, carport, and two backyard sheds for storage or projects. Located near Winter Haven’s Chain of Lakes, shopping, dining, parks, and major roadways. A move-in-ready property with modern updates and convenient access to local amenities. Buyer is responsible for verifying all measurements, square footage, and layout details.

3223 Avenue S Nw, Winter Haven
3083 Captain Jax Way, Winter Haven
$201,190
3 Beds ⋅ 3 Baths ⋅ Serenity At Peace Creek Th SubDv. ⋅ 33884 Zip Code
Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3083 Captain Jax Way, Winter Haven
1828 Avenue O Sw, Winter Haven
$215,000
3 Beds ⋅ 2 Baths ⋅ Orangewood Add SubDv. ⋅ 33880 Zip Code
GREAT INVESTMENT OPPORTUNITY! Great investment property featuring a very large yard in a nice neighborhood, conveniently located near shopping, restaurants, and other amenities. Property requires updates and improvements, offering excellent potential for investors.

1828 Avenue O Sw, Winter Haven
2600 Lucerne Road Unit 508, Winter Haven
$160,000
2 Beds ⋅ 2 Baths ⋅ Lake Point Landing SubDv. ⋅ 33881 Zip Code
Come tour this cozy two bedroom and two bath town home. This home is located in a 55 plus community. Move in ready. Between Lake smart and Lake Conine with canal views connecting to Winter Haven North Chain of Lakes. Call me today to schedule your tour.

2600 Lucerne Road Unit 508, Winter Haven
369 Wharf Way, Winter Haven
$239,900
3 Beds ⋅ 3 Baths ⋅ Harbor At Lake Henry SubDv. ⋅ 33881 Zip Code
2-story new construction townhome with 1,604 square feet, 3 bedrooms, and a covered lanai, located in the brand-new Harbor of Lake Henry community. Downstairs, enjoy an open layout and a gourmet kitchen with, shaker-style wood cabinets, Samsung stainless steel appliances, including a pantry. The spacious gathering room opens to your covered lanai. The entire lower level and upstairs baths are finished with luxury vinyl plank flooring, with stain-resistant carpet in the bedrooms. Upstairs, you'll find three spacious bedrooms including your owner's suite complete with a walk-in wardrobe, linen closet, and a private en-suite bath with dual vanities and a tiled shower. Additional features for your convenience include a half bath downstairs, upstairs hall bath for the secondary bedrooms, energy-efficient insulation and windows, and a full builder warranty.

369 Wharf Way, Winter Haven
3047 Captain Jax Way, Winter Haven
$201,190
3 Beds ⋅ 3 Baths ⋅ Serenity At Peace Creek Th SubDv. ⋅ 33884 Zip Code
Under Construction. This new two-story townhome offers ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3047 Captain Jax Way, Winter Haven
881 5th Street, Winter Haven
$197,000
3 Beds ⋅ 1 Baths ⋅ Ida Lake Sub SubDv. ⋅ 33881 Zip Code
Lovely Winter Haven Home featuring a 3 bedroom, 1 bath, 1,144 square feet of inviting living space with NO HOA! Perfect for first time home buyers, retiree's or anyone just looking to downsize. Situated on .14 acres near the heart of Winter Haven and Lake Alfred. Step inside to a spacious, open living room that flows into the large kitchen and adjoining dining area, providing plenty of room for everyday living and entertaining. Three bedrooms and a full bathroom are located toward the rear of the home. Outside the property offers room to enjoy the outdoors, while a storage shed provides convenient space for tools, equipment and all your extras. An A/C replacement in 2021 adds to the home's appeal. Set in a quiet neighborhood, this property offers a peaceful setting with convenient access to shopping, medical facilities, dining and entertainment. Schedule your showing today and discover the possibilities.

881 5th Street, Winter Haven
2502 Sunset Shores, Winter Haven
$190,000
3 Beds ⋅ 2 Baths ⋅ Sun Set Shores SubDv. ⋅ 33881 Zip Code
Calling all real estate investors, flippers, and buy-and-hold landlords! This 3-bedroom, 2-bathroom single-family property offers approximately 1,630 square feet of living space.

2502 Sunset Shores, Winter Haven
3393 Avenue J Nw, Winter Haven
$110,000
2 Beds ⋅ 1 Baths ⋅ Deer Lake Terrace Sub SubDv. ⋅ 33881 Zip Code
Short Sale. INVESTOR SPECIAL! Discover the potential of this cute home in beautiful Winter Haven! Located at 3393 Avenue J NW, this property offers an opportunity for buyers with vision to add their personal touch and bring out its charm. Known as the “Chain of Lakes City,” Winter Haven offers scenic lakes, boating, fishing, and outdoor recreation. Enjoy the area’s local restaurants, shops, parks, and vibrant downtown, along with popular attractions such as LEGOLAND Florida Resort. Explore the possibilities and make this your next project! This is a short sale and is subject to lender approval.

3393 Avenue J Nw, Winter Haven
2212 Starboard Unit 2212, Winter Haven
$229,900
2 Beds ⋅ 2 Baths ⋅ Hartridge Landing SubDv. ⋅ 33881 Zip Code
Enjoy Florida Living in this updated 2BR/2BA home located in the lakefront 55+ community on Lake Hartridge. Only 42 units in Hartridge Harbors condo situated on the beautiful Winter Haven Chain-of-Lakes. Well maintained complex with affordable HOA fees. This home features a 2 car garage, inside laundry, new appliances, Large master suite, and large guest room. Screened and private patio at the rear of the house affords space for outdoor kitchen, spa, or garden area. Location is ideal-close to shopping, restaurants, medical, etc. Community amenities include a clubhouse and pool while offering low maintenance living. Call today for your private showing.

2212 Starboard Unit 2212, Winter Haven
3969 Cypress Landing W, Winter Haven
$250,000
2 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 02 SubDv. ⋅ 33884 Zip Code
**More PhotosComing** Comfortable, Simple Living in Cypress Landing on Lake Dexter. This 2 Bedroom, 2 Bath Home Has a Vaulted Ceiling Over the Living and Dining Area, and It Makes the Whole Space Feel Open the Minute You Walk In. The Kitchen Has Light-Bright Cabinets, Tile Floors, a Stainless Refrigerator and Dishwasher, a Built In Oven, Cooktop and Microwave, with Sliders Out to the Screened Lanai. The Primary Bedroom Has a Walk In Closet and a Walk In Shower in the Bath. Need More Room? The Enclosed Lanai Gives You Extra Space for a Den, Hobby Room or Home Office. Crown Molding and Ceiling Fans Throughout, a Two Car Attached Garage with Opener and Storage Cabinets, and a Fenced Backyard with Low Maintenance Rock Landscaping. Home Electrical is Generator Ready. The Home Includes Hurricane Shutters - Easy Up And Down Installation. Cypress Landing Offers a Clubhouse, Community Pool, Tennis and Pickleball Courts, Boat Storage, a Private Boat Ramp and a Dock on the Lake. Minutes from Legoland, Shopping and Dining. Schedule Your Showing Today! All Sizes Approximate. Buyer to Verify.

3969 Cypress Landing W, Winter Haven
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