Winter Haven Homes with Short Sale

Winter Haven Homes with Short Sale

Welcome to Winter Haven, a charming city located in Polk County, Florida. Known for its beautiful lakes, Winter Haven offers a serene and picturesque setting for residents to call home. With a variety of recreational activities such as boating, fishing, and water sports, this city is perfect for those who love the outdoors.

If you are looking for a new home in Winter Haven, you may come across properties listed as "Homes with Short Sale: True." Short sales can be a great opportunity for buyers looking to purchase a home at a potentially lower price than market value. In a short sale, the homeowner sells the property for less than the amount owed on the mortgage, with the lender's approval.

Navigating the real estate market, especially when it comes to short sales, can be challenging. That's why it's essential to work with a knowledgeable real estate agent who can guide you through the process and help you find the perfect home in Winter Haven.

Whether you're looking for a waterfront property with stunning views or a cozy home in a family-friendly neighborhood, Winter Haven has something for everyone. Discover the beauty and tranquility of this city and find your dream home in Winter Haven, Florida.

Newest Winter Haven Homes with Short Sale

$245,000
3 Beds ⋅ 2 Baths ⋅ Planters Walk Ph 03 SubDv. ⋅ 33884 Zip Code
Short Sale. This is a 3-bedroom, 2-bathroom home nestled in Winter Haven, FL. Built in 1993, this property offers a comfortable floor plan with great bones and exciting potential for the right buyer. This short sale opportunity presents an excellent chance to acquire a Winter Haven home at an improved price point in an established neighborhood. The layout provides functional living spaces throughout, with three generously sized bedrooms and two full bathrooms — ideal for families, investors, or buyers looking to put their personal touch on a property. Conveniently located close to shopping, dining, medical facilities, and the beautiful Winter Haven Chain of Lakes, with easy access to US-27 and major routes to both Orlando and Tampa. This is a short sale subject to lender approval. Being sold as-is. Buyer and buyer's agent to verify all information including HOA fees, community details, and measurements. A great opportunity — schedule your showing today!

26 Saint Kitts Circle, Winter Haven
$225,000
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 6 & Ph 6d SubDv. ⋅ 33884 Zip Code
Virtually Staged. Short Sale. Welcome to Villamar, a growing community in Winter Haven where convenience, modern living and peaceful pond views come together. This single-story 3-bedroom, 2-bath home offers an inviting open floor plan with spacious living areas designed for comfortable everyday living and easy entertaining. The kitchen features an oversized island, granite countertops, stainless steel appliances and a pantry, opening directly to the dining and living areas for a seamless flow throughout the main living space. The primary suite provides a comfortable private retreat with an ensuite bathroom, while two additional bedrooms allow flexibility for family, guests, a home office or hobbies. With everything conveniently located on one level, this home offers an easy and functional layout. Sliding doors lead to the backyard where you can relax and enjoy tranquil pond views and Florida's year-round sunshine. The outdoor space offers a peaceful backdrop for morning coffee, evening sunsets or simply enjoying the view. The community offers amenities including a pool, clubhouse and playground while the low HOA adds to the appeal. Conveniently located near US-27 and I-4, Villamar puts shopping, dining, schools and everyday conveniences within easy reach. Enjoy nearby attractions including LEGOLAND Florida Resort, the Winter Haven Chain of Lakes and Downtown Winter Haven. Built in 2024, this home offers the opportunity to make a newer property your own with some cosmetic refreshing. Whether you're looking for a primary residence or an investment opportunity, this home is worth a closer look. Schedule your showing today and discover the possibilities. Short sale. Virtually staged.

2824 San Marco Way, Winter Haven
$229,900
4 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
Short Sale. ***SHORT SALE *** Easy to show, beautiful completely remodeled home, No Homeowner association -- everything was updated

306 Fern Road, Winter Haven
$350,000
5 Beds ⋅ 3 Baths ⋅ Lakeside Landings Ph 01 SubDv. ⋅ 33881 Zip Code
Short Sale. Opportunity awaits more photos coming soon! This 5-bedroom, 3-bathroom home offers incredible potential for homeowners and investors! Please note that this property is being sold as a non-approved short sale, and all offers are subject to third-party lender approval. With a spacious layout this home is an excellent opportunity to build equity and make it your own. Important: Buyer should be prepared for the short sale process and associated timelines. Property is being sold as-is. Don't miss the chance to own a home in one of Winter Haven's growing communities! Schedule your private showing today!

6022 Grey Heron Drive, Winter Haven
$265,000
4 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Short Sale. Calling all investors, flippers, and renovation enthusiasts! This 4 bedroom, 2 bathroom home in Winter Haven presents an outstanding opportunity to add value and build equity. With a spacious floor plan and solid footprint, this property is ready for a complete transformation. Whether you're looking for your next fix and flip, rental investment, or renovation project, the possibilities are endless. Conveniently located near shopping, dining, schools, and major roadways, this home offers a desirable location with strong upside potential. Bring your vision, creativity, and contractor, this property is being sold as-is and is priced with repairs in mind. Don't miss your chance to unlock the potential of this Winter Haven investment opportunity!

1973 Carnostie Road, Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ Eloise Woods East Lake Mariam Unit SubDv. ⋅ 33884 Zip Code
Short Sale. Welcome home to a place where everyday living feels a little more relaxed. Nestled in an established Winter Haven neighborhood, this inviting home offers a wonderful blend of comfort, convenience, and the Florida lifestyle. Step inside to a spacious family room that serves as the heart of the home, offering plenty of space for gathering with friends, enjoying family time, or simply relaxing after a busy day. Just beyond, the screened lanai and sparkling pool create a private outdoor retreat, perfect for morning coffee, weekend barbecues, or unwinding in the Florida sunshine. Enjoy the added flexibility of living with no HOA while being just minutes from shopping, dining, parks, and everyday conveniences. Winter Haven's renowned Chain of Lakes, vibrant downtown, golf courses, and local attractions are all within easy reach, making it easy to enjoy everything this Central Florida community provides. Convenient access to major roadways puts both Orlando and Tampa within reach, offering the best of both worlds with nearby entertainment, employment centers, airports, and attractions while allowing you to come home to a peaceful residential setting. If you're looking for a home that combines inviting indoor and outdoor living with an exceptional location, this property is ready to welcome its next owner.

212 Overlook Drive, Winter Haven
$315,000
4 Beds ⋅ 2 Baths ⋅ Sunset Hills SubDv. ⋅ 33881 Zip Code
Short Sale. Short Sale: roomy single-story residence crafted for ease and elegance. Its 4-bedroom design boasts an open-concept kitchen, dining, and family area perfect for gatherings and daily life. The sleek kitchen includes granite counters, stainless appliances, and premium cabinetry. Three bedrooms sit upfront, with the secluded primary suite featuring a walk-in closet and luxurious bath. Relax on the covered patio off the family room. This energy-efficient home with 2-car garage combines function and appeal.

3530 Evening Star Drive, Winter Haven
$350,000
4 Beds ⋅ 2 Baths ⋅ Berryhill SubDv. ⋅ 33884 Zip Code
Short Sale. Located in Winter Haven, this 4-bedroom, 2-bath home offers approximately 2,460 square feet of living space with a two-car garage, spacious layout, and private pool. The home's generous floor plan provides multiple living areas and ample space for everyday living, entertaining, or accommodating a variety of household needs. Based on available information and photographs, the property appears to be in generally good cosmetic condition. The home offers an opportunity for buyers seeking a larger residence with a functional layout and desirable outdoor living features. The property includes a screened lanai and pool area; however, buyers are encouraged to independently verify the condition and functionality of the pool and all related equipment. Conveniently located near shopping, dining, schools, and other area amenities, this property combines size, location, and potential in today's market. Buyers are encouraged to conduct thorough inspections and verify the condition and functionality of all systems, components, and improvements. Buyers should verify all information. Agents: Please review all private remarks prior to scheduling a s

302 Sterling Drive, Winter Haven
$245,000
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code
Short Sale. This home is located in Villamar Subdivision in Southeast Winter Haven. It was built in 2022, and it features a nice open concept with split bedroom plan, inside laundry room, and an open kitchen with a large island. The home has ceramic tile and wood flooring throughout for ease of living. The kitchen features stainless steel appliances package with granite countertops. Other features of this home include a two-car garage, vinyl fencing, and beautiful landscaping. The community features a community pool and playground to enjoy!

1912 Carnostie Road, Winter Haven
$197,500
3 Beds ⋅ 2 Baths ⋅ Hartridge Manor SubDv. ⋅ 33881 Zip Code
Short Sale. Discover a wonderful opportunity in the desirable Winter Haven area. This inviting residence offers comfortable living with a practical and welcoming layout. Bright natural light enhances the interior, creating a warm and airy feel throughout. The living areas flow seamlessly, making everyday living and entertaining effortless. A functional kitchen provides plenty of space for cooking and gathering. Spacious bedrooms showcase relaxing retreats for rest and privacy. The home sits on a generous lot with room to enjoy outdoor living. The backyard is perfect for relaxing evenings, gardening, or weekend gatherings. With no HOA, you’ll enjoy added flexibility and freedom. Ample parking adds convenience for residents and guests alike. The location provides easy access to shopping, dining, and daily essentials. Nearby parks and lakes fit outdoor recreation opportunities year-round. Major roadways are just a short drive away for easy commuting. This property is a great fit for homeowners or investors seeking value and potential. Come explore the possibilities this home has to show for.

820 Avenue Z Nw, Winter Haven
$260,000
3 Beds ⋅ 2 Baths ⋅ Berryhill SubDv. ⋅ 33884 Zip Code
Short Sale. Short Sale. Looking for a nice home with amazing potential and opportunity to gain equity? This one may be IT for you! Welcome to this 3-bedroom, 2-bath move-in ready home located in the peaceful and sought-after SE Winter Haven area! Situated on an OVERSIZED corner lot, this home features a fully fenced backyard, high ceilings, and ceramic tile flooring throughout the main living spaces. You’ll love the screened-in lanai and Private Pool—perfect for relaxing or entertaining year-round. The kitchen boasts custom cabinetry, a cozy dinette with wraparound windows, and direct access to an oversized garage. The spacious master bedroom features a walk-in closet, while the additional bedrooms are ideal for family or guests. This home has AMAZING POTENTIAL and nestled in a quiet, well-kept neighborhood, just minutes from Legoland and all of Central Florida’s top attractions. Call today to schedule your private showing—this home is priced to sell and won’t last long!

307 Sterling Drive, Winter Haven
$285,000
5 Beds ⋅ 3 Baths ⋅ Villamar Ph 5 SubDv. ⋅ 33884 Zip Code
Short Sale. Discover this beautifully designed 2023-built 5-bedroom, 3-bathroom home located in the highly sought-after Villamar community in Winter Haven, Florida. This spacious two-story home offers the perfect blend of modern style, functional living space, and scenic water views. The welcoming foyer opens into a bright and airy open-concept floor plan ideal for both entertaining and everyday living. The chef-inspired kitchen features plentiful gray cabinetry, a large center island, stainless steel appliances, and an oversized pantry, all overlooking the spacious living room for seamless gathering and conversation. A downstairs bedroom and full bathroom provide the perfect setup for guests, multi-generational living, or a home office. Upstairs, you’ll find a versatile loft space that can be used as a second living area, playroom, media room, or workspace. The spacious primary suite offers a large walk-in closet and private en-suite bathroom complete with double vanities and a walk-in shower. Three additional upstairs bedrooms, another full bathroom, and a convenient upstairs laundry room provide plenty of room for everyone. Step outside and enjoy peaceful water views right from your backyard. Located in the growing Villamar community, residents enjoy amenities including a community pool, clubhouse, playground, and low HOA fees. Conveniently situated near US-27 and I-4, this home provides easy access to shopping, dining, medical facilities, and entertainment. Nearby attractions include the LEGOLAND Florida Resort, the Winter Haven Chain of Lakes, and the Downtown Winter Haven Historic District. This is a fantastic opportunity to own a newer construction home with water views in one of Winter Haven’s fastest-growing communities. Short sale opportunity — don’t miss your chance to make this home yours!

3365 Costello Circle, Winter Haven
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