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404 Country Lane Ne Unit 404, Winter Haven
$80,000
2 Beds ⋅ 2 Baths ⋅ L4960788 MLS ⋅ 4 BLDG.
Under contract-accepting backup offers. Short Sale. Welcome to your new home in this peaceful and well-maintained community! This spacious 2-bedroom, 2-bathroom condo offers comfortable, low-maintenance living with all the amenities you need to relax and enjoy life. Step inside to find a bright and open floor plan with generous living space, a well-equipped kitchen, and private bedrooms on opposite sides for added privacy. The primary suite includes a full en-suite bathroom and ample closet space, while the second bedroom is perfect for guests, a home office, or family. Enjoy your morning coffee on the screened in back patio or take a short stroll to the community clubhouse, where you’ll find a sparkling swimming pool, social spaces, and exclusive access to a private fishing area—perfect for outdoor enthusiasts. Nestled in a quiet neighborhood with beautifully landscaped grounds, this condo is ideal for those seeking comfort, convenience, and a touch of nature. Whether you're downsizing, investing, or buying your first home, this property offers a unique blend of tranquility and community living. Don’t miss this opportunity—schedule your private showing today!

404 Country Lane Ne Unit 404, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART. 863-577-1234
5505 Laurel oak dr, #290 Unit #290, Winter Haven
$79,900
2 Beds ⋅ 2 Baths ⋅ 11667511 MLS
2bd/2bath/1,092sf/ $79,900/Winter Haven Oaks #290 This beautifully two-bedroom, two bath split-plan home offers comfort, style and convenience throughout. Featuring brand-new flooring and a versatile den complete with a beautiful Ashley queen sofa bed, the layout is perfect for both relaxing and hosting guests. Major updates include a brand-new roof (2025) and an AC system installed in 2019, providing peace of mind for years to come. The home also boasts all-new appliances and comes completely furnished, making it truly move-in ready. Outside, the shed is fully equipped with a drill, blower, weed whacker and compressor-ideal for any outside project. Garden enthusiasts will love the rollable garden box stocked with a variety of small tools. This thoughtfully updated and fully furnished home is a rare find, offering both functionality and charm in every detail.

5505 Laurel oak dr, #290 Unit #290, Winter Haven

Listing courtesy of Kim Morrill with CRF Communities
361 Putter Circle, #361 Unit #361, Winter Haven
$68,900
2 Beds ⋅ 2 Baths ⋅ 11894811 MLS
2 Bed | 2 Bath | 1144 square foot | $68,900 (Swiss Golf and Tennis- Lot 361) PRICE DROP- BRING OFFERS! This beautiful, fully furnished and well-maintained home is located in a highly desirable 55+ community. Highlights include: New architectural shingle roof and carport (2024) - AC (2024) - Updated plumbing - Completely renovated guest bath - Indoor Laundry - New sod - Spacious shed with lots of storage space. Home has been freshly power washed and driveway/skirt painted. This home has so much to offer-definitely a must-see! This home gives you access to a relaxed, resort-style lifestyle. Enjoy the beautifully maintained 18-hole golf course. One-year FREE golf membership with your purchase! Unwind at the heated pool and spa overlooking beautiful Lake Henry. The community also features an on-site restaurant, and pub. Residents also enjoy a variety of recreational activities including tennis, pickleball, and shuffleboard. Call today to schedule a tour!

361 Putter Circle, #361 Unit #361, Winter Haven

Listing courtesy of Brandi Sappington with CRF Communities
1042 30th Street Nw, Winter Haven
$65,000
2 Beds ⋅ 1 Baths ⋅ P4940226 MLS
Complete rehab is needed on this fixer upper. The garage ceiling has caved in & the whole home needs a new roof, the central heat/air conditioner is missing, Electrical wiring has been stripped & plumbing info is unknown. There appears to be evidence of mold in the home from ceiling leaks, so enter at your own discretion. Condition of septic system and all other components of the home are unknown. All measurements are approximate and all info should be confirmed by buyer.

1042 30th Street Nw, Winter Haven

Listing courtesy of JULIE MATTHEWS GROUP LLC. 863-528-0037
314 Avenue Y Ne, Winter Haven
$36,950
2 Beds ⋅ 1 Baths ⋅ TB8526515 MLS
Prime opportunity in Winter Haven — this is primarily a land value play. The lot features an older 1950 wood-frame home in need of significant work, giving buyers two clear paths forward: fully renovate the existing structure or clear the lot and build new. A new single-family home on this site carries an estimated ARV of $260,000, making this an ideal project for investors, builders, or renovators looking to add value in a growing area. Sold as-is — bring your vision and your contractor.

314 Avenue Y Ne, Winter Haven

Listing courtesy of REI BROKERAGE HOUSE, INC.. 813-389-7881
939 Avenue A Se, Winter Haven
$24,086
3 Beds ⋅ 2 Baths ⋅ TB8549981 MLS
Short Sale. SHORT SALE APPROVED– INVESTOR/FLIP OPPORTUNITY! Opportunity awaits with this 3-bedroom, 2-bath home situated on a spacious near half-acre lot in Winter Have. This property offers excellent renovation and resale potential with a functional layout, kitchen/family room combo, and a fireplace anchoring the main living area. The home features 1,810 heated sq ft, public utilities, and no HOA fees. While the property will require repairs, updates, and cosmetic improvements—the layout, lot size, and location create strong upside potential for investors, flippers, or buyers looking to customize a home to their vision. Conveniently located near shopping, dining, schools, parks, and major roadways. Property is being sold as-is. Buyer and buyer’s agent to verify all measurements, condition, and property details. Short sale/lender approval may apply. Great FLIP opportunity in Winter Haven! Don't miss this value-priced investment opportunity!

939 Avenue A Se, Winter Haven

Listing courtesy of JAY ALAN REAL ESTATE. 855-529-2526

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