Winter Haven Short Sales - 31 homes

Remarks: Short Sale. SHORT SALE OPPORTUNITY – PRICED TO SELL! Welcome to this 2022-built 3-bedroom, 2-bathroom home located in the growing Lucerne Park Reserve community of Winter Haven. This newer construction single-story home features a desirable open-concept floor plan, perfect for comfortable everyday living and easy entertaining. The spacious kitchen overlooks the living and dining areas, creating a bright and inviting central gathering space. The primary suite offers a private bathroom and generous closet space, while two additional bedrooms provide flexibility for guests, family, or a home office. Home includes solar panels, offering potential energy efficiency benefits for the new owner. Conveniently located near shopping, dining, schools, and major highways with easy access to Lakeland, Orlando, and surrounding Central Florida areas. Ideal opportunity for first-time buyers, investors, or anyone looking to add value in a rapidly growing area. Short Sale – subject to lender approval. Property sold as-is. MOTIVATED SELLERS!!!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Mariel Espinal (407-921-5868)

Remarks: Under contract-accepting backup offers. Short Sale. CLOSE IN 60 DAYS OR LESS! QUICK and easy HECM Short Sale on this well loved, one owner 2 bedroom 2 bath home. The charming kitchen has a breakfast nook with bay window, breakfast bar, generous countertops, and cabinet space. The bright, and open great room as well as both bedrooms have recently updated Luxury Vinyl Plank floors for easy care. You'll be snug, and secure during storm season with electric hurricane shutters, and a 2020 Generac generator. The roof was replaced in 2024, and a new hot water tank installed in 2024.This home is conveniently located within 10 minutes of restaurants, banks, shopping and Legoland. Vienna Square offers a low maintenance lifestyle, in a welcoming setting. The reasonable monthly fee includes all community amenities, lawn mowing, and a Spectrum Internet/Cable/TV package. Residents enjoy access to the community pool, fitness center, billiards, movie theater, tennis and pickleball courts, and an active social calendar. Step inside, fall in love. Make it yours!

Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)

Listing Agent: Marti Sutton (863-206-0563)

Remarks: Short Sale. Perfect starter home or investment property! Welcome to this 4-bedroom, 2-bathroom residence located in the desirable Orleans community. Built in 2023, this charming corner-lot home offers an open floor plan with a spacious living area, kitchen, and dinette—all featuring easy-to-maintain tile flooring. A sliding glass door leads to the covered lanai, perfect for relaxing or entertaining. The primary bedroom is privately situated at the back of the home and includes a large walk-in closet and an ensuite bathroom with dual vanities and a separate stand-alone shower. Toward the front of the home, you’ll find three additional bedrooms and a full guest bath, offering plenty of space for family or visitors. Additional highlights include a laundry closet with washer/dryer hookups, a two-car garage, and a spacious backyard thanks to the corner lot. With a low HOA and peace of mind from a newer roof, HVAC, and water heater, this home offers both comfort and value. Conveniently located less than a mile from Legoland Florida Resort, and close to shopping, dining, medical facilities, and hospitals—this property truly has it all.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Veronica Figueroa (407-519-3980)

Remarks: Under contract-accepting backup offers. Short Sale. Packed with potential! This spacious two-story home, featuring 4 bedrooms, 2.5 baths, and a versatile bonus room needs some repairs, cleaning, and TLC, but that’s where the attractive price comes in! The main floor includes a large great room, white kitchen with granite countertops, front living room/den, laundry, enclosed bonus room and a 3-car garage. The lanai offers a great outdoor entertaining space. Upstairs, the primary suite offers dual sinks, tub and separate shower, and dual walk-in closets, and the other bedrooms. Not in a flood zone and low HOA fees of $165/year ensure long-term low cost of ownership. Trustee Sale, must sell!

Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)

Listing Agent: Tanja Cisliek (727-480-4155)

Remarks: Short Sale. Under Construction. Find everything you need in Harmony on Lake Eloise! Located just minutes from world class theme parks and attractions, Harmony on Lake Eloise is the perfect community to call home with its beautiful Florida lifestyle and amenities. This community boasts stunning home sites. You'll enjoy the sparkling local lakes practically in your backyard and the best local restaurants and shopping are just a short drive away. Love the outdoors? Explore nearby parks and farmer’s markets. Your home at Harmony on Lake Eloisewill be in the center of it all!!

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Paul King (407-519-3940)

Remarks: Short Sale. bank has approved the listed price Step into a realm of elegance and comfort with this beautifully designed home. Boasting vaulted ceilings and an expansive open concept floor plan, this 4 bedroom, 2 bathroom residence ensures a perfect setting for quiet family living or grand entertaining. Enjoy culinary freedom in the spacious kitchen featuring a large island, walk-in pantry, and modern appliances. The adjacent living area, complete with a flexible space, can be transformed into your home office or a cozy media room. Unwind in the luxurious owner's suite with a tray ceiling, ample walk-in wardrobe, and a private en-suite bath equipped with dual vanities and a large tiled shower. Optional upgrades include a sumptuous garden tub perfect for relaxing soaks. Step outside to discover a professionally landscaped garden, covered lanai for all-weather enjoyment, and a quick stroll to the community’s resort-style amenities. Revel in the beauty of nature-inspired landscapes, ponds, and wetlands or take advantage of the new amenities including a swimming pool, shaded seating on the expansive pool deck, cabana, and a playful playground. Upcoming facilities promise even more leisure with an additional pool, playground, and a dog park, making this the ideal community for family fun. Located just minutes from US 27 and Highway 60, this home is not just a residence but a retreat in the coveted shores of Crystal Lake. Ready to move in and perfect for making lasting memories, your new home awaits.

Listing is courtesy of: FOLIO REALTY LLC (407-352-4020)

Listing Agent: John Mansker (407-399-9261)

Remarks: Short Sale. GREAT OPPORTUNITY! Short Sale. Subject to lender approval. Single family home in good condition features, 3-bedroom, 2-bath Adams Homes 1512 floor plan in Winter Haven offering 1,512 square feet of living space, a split-bedroom layout, and a 2-car attached garage. Interior features include tile flooring in the main living areas, carpet in the bedrooms, and an open kitchen with pantry and dining area. The primary suite includes a walk-in closet, and the primary bath features dual sinks, a garden tub, and a separate shower. The kitchen includes a range, dishwasher, and microwave. Located in Krenson Bay with convenient access to shopping, dining, major roadways, medical facilities, Polk State College, and downtown Winter Haven. Buyer and buyer’s agent should verify all measurements, HOA information, lease restrictions, and any other information important to them.

Listing is courtesy of: ZARZUELA REALTY, LLC (855-577-4549)

Listing Agent: Daniel Rivera Fontan (407-747-5408)

Remarks: Short Sale. Step into one of the largest units at the vibrant 55+ community of Imperial Harbor in Winter Haven! This spacious 3-bedroom, 2-bath condo also features a bonus room. With three comfortable bedrooms, there’s ample space for guests, a home office, or crafting area. Enjoy an active lifestyle with shuffleboard courts, a well-equipped gym, and a billiard room. The heated pool ensures year-round relaxation, and a private community dock on Lake Howard is ideal for boating and fishing enthusiasts. Association dues cover water, basic cable, and internet, and also include access to dock your own boat. Located in the heart of Winter Haven, Imperial Harbor offers a serene and friendly community atmosphere, close to shopping, dining, recreational activities, and medical facilities. Act quickly because a property like this will not last long.

Listing is courtesy of: REALTY COOPERATIVE (800-704-6411)

Listing Agent: Tony Giglio (513-505-5222)

Remarks: Under contract-accepting backup offers. Short Sale. BANK APPROVED AT 263K --VACANT---ON A CORNER LOT--delightful home boasting a private vinyl fenced side and backyard. Step inside to find three bedrooms and two bathrooms, where the primary suite offers serene privacy and comfort. The kitchen is a homeowner’s dream with upgraded granite countertops, complemented by stylish brown cabinets. Hard flooring flows throughout most of the home, providing both beauty and durability, while the cozy carpet in one guest bedroom offers a touch of warmth. Freshly painted walls and even the ceiling fan in the family room have just been updated, giving the whole space a fresh, inviting feel. Additionally, a covered lanai provides a perfect spot for relaxation or entertaining. Easy access to the Polk Parkway to Orlando And Tampa,

Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)

Listing Agent: Michael Huculak (321-624-0150)

Remarks: Short Sale. ***SHORT SALE*Discover Your Dream Home at Lakeside Landing! Welcome to this immaculate home in the picturesque community of Lakeside Landing! This property offers the ultimate in modern living, combining comfort, style, and functionality. It's move-in ready and equipped with smart home technology, energy-efficient windows, and SOLAR PANELS to help you save on energy costs. Plus, enjoy the privacy of having no rear neighbors and a fully fenced large yard. Recent Upgrades and Features Flooring: Experience the elegance of luxury vinyl flooring throughout the home, with upgraded plush carpeting in the primary bedroom. The bathrooms boast stylish tile flooring. Bathroom Updates: Enjoy the convenience of brand-new toilets and an updated guest bathroom that features a new vanity and mirror. Kitchen Enhancements :Crown molding on kitchen cabinets Added cabinet hardware, Stunning new backsplash, Farm-style door leading to the pantry New wooden pantry shelves Additional Interior Features: Ceiling fans in both the primary bedroom and living area Neutral color scheme with fresh, whole-house interior paint Outdoor Living Relax and unwind on your screened-in porch while overlooking your spacious, fenced yard. It's the perfect spot for enjoying a morning coffee or evening gatherings with friends and family. Community Amenities Lakeside Landing offers a variety of community features to enhance your lifestyle, including: Resort-style pool: Dive into relaxation and enjoy the sun by the pool. Ideal Location Convenience is at your doorstep with easy access to major highways like 27 and I-4. Nearby attractions include Legoland, Disney World, and Universal Studios, making this home an ideal location for entertainment enthusiasts. Additionally, Posner Park is just around the corner for all your shopping needs. Don't miss the opportunity to make this like-new, energy-efficient home yours. Come check it out and experience the best of Lakeside Landing living!*CDD INCLUDED IN TAXES . OWNER MOTIVATED

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Brenda Anglada (407-493-3464)

Remarks: Short Sale. Motivated Sellers- well below appraisal price - Price requires bank approval - Located in the growing Villa Mar community, this Cali floor plan offers 1,828 square feet of modern comfort in a location that blends resort-style amenities with everyday convenience. Residents enjoy a sparkling pool with a second on the way, a playground, and a planned dog park, creating an active and welcoming neighborhood lifestyle. Just minutes from Legoland, Highway 27, shopping, schools, medical centers, and dining, this home offers both accessibility and charm. The open kitchen is a chef’s delight with granite countertops, a generous island, upgraded cabinetry, and stainless-steel appliances, all connecting to bright and spacious living and dining areas. The primary suite easily fits a king bed and features a walk-in closet and a large walk-in shower for ultimate comfort. Outside, a covered lanai offers a peaceful water view with no rear neighbors for complete privacy. Schedule your private tour today and discover why Villa Mar is the perfect address for you.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Christian Clay (863-509-7466)

Remarks: Short Sale. Quaint 3/2 home perfect for 1st time homebuyers or could be a great rental property. Contract is contingent upon third party bank approval. Centrally located to major highways and shopping.

Listing is courtesy of: MILLSHIRE REALTY (863-815-8000)

Listing Agent: Robert Miller, Jr (863-899-9324)

Remarks: One or more photo(s) has been virtually staged. Short Sale. Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, offering 1,512 square feet of comfortable living space in a desirable gated community in Winter Haven. Built just two years ago, this nearly new home blends modern design with a warm, family-friendly feel. Step inside to find vaulted ceilings and tile flooring throughout the main living areas, creating a bright and open atmosphere. The spacious kitchen features stainless steel appliances, a large island, and ample cabinet space, perfect for everyday living or gathering with friends and family. The split floor plan provides privacy, while the generous primary suite includes double sinks, a garden tub, separate shower, and walk-in closet. Enjoy Florida living outdoors on the covered lanai, with a backyard perfect for relaxing afternoons or weekend playtime. Conveniently located near Downtown Winter Haven, Polk State College, Winter Haven Hospital, shopping, dining, and major attractions like LEGOLAND. For those who love lifestyle and entertainment, the home is also just about 15 minutes from the popular Port 27, a vibrant waterfront destination known for its live music, great food, desserts, and beautiful lake scenery—the perfect place to unwind and enjoy time with family and friends. This move-in ready home offers comfort, style, and location all in one. Schedule your showing today!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Carolina Flores, Llc (954-471-5909)

Remarks: Under contract-accepting backup offers. Short Sale. ***Short sale***Spacious 4-bedroom, 2-bathroom manufactured home with strong bones and endless potential! Featuring a newer AC unit and a roof less than 5 years old, this property is a great opportunity for a savvy buyer ready to bring their vision to life. Whether you're looking to create your forever home or an investment property, this one is worth a look. The primary suite offers a walk-in closet and a luxurious garden tub, perfect for relaxing after a long day. Situated on just under half an acre, there’s ample space for outdoor living, gardening, or future enhancements. Bring your eye for design and turn this home into something truly special!

Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)

Listing Agent: Tony Acosta (863-224-5956)

Remarks: Short Sale. MAKE AN OFFER ON This better than new construction stunning 4-bedroom, 3-bathroom home is just 2 years young and beautifully maintained—ready for you to move right in! Step into a bright and spacious open-concept layout featuring luxury vinyl flooring throughout, soaring high ceilings, and a seamless flow between the living room and kitchen. The kitchen boasts elegant cabinetry, sleek countertops, and modern finishes. Energy-efficient solar panels help keep utility costs low, and the property is fully enclosed with a new vinyl fence for added privacy. The master suite offers a spacious walk-in closet and a spa-like bathroom complete with an extended walk-in shower, dual sink vanity, and a dedicated towel closet. A second bedroom features its own private ensuite, while a third full bathroom is ideal for guests or inlaws. Relax in your fenced in back patio and enjoy the peace and privacy of your surroundings. Conveniently located near shopping where more stores are being built like a new Target, dining, hospitals, schools and top Central Florida attractions—Legoland is 15 minutes away--this home has it all and more. Don’t miss the opportunity to make it yours!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Marisol Rivera (407-607-5201)

Remarks: Short Sale. Lender has provided preliminary net guidance based on a recent appraisal. Offers will be reviewed in accordance with lender and VA guidelines. Buyer is encouraged to submit highest and best offer. Final approval subject to lender review.This is the kind of home that just feels right the moment you pull in. Set on an oversized .29-acre lot with no rear neighbors and peaceful conservation views behind you, this spacious 4-bedroom, 2-bath home offers room to breathe, grow, and truly settle in. Inside, you’ll find more than 2,200 square feet of comfortable living space—plus a converted garage that gives you even more flexibility. Need a fifth bedroom? A home office? A workout room or game space? This home easily adapts to whatever stage of life you’re in. The heart of the home is the open kitchen, breakfast nook, and family room, designed for everyday living and easy entertaining. Large windows over the kitchen sink flood the space with natural light, while ample cabinetry and a charming barn-door pantry add both function and personality. The living room’s feature wall gives the space character, and luxury vinyl flooring throughout keeps things both stylish and practical. Every bedroom has ceiling fans, making the home comfortable year-round. One of the hidden gems here is the oversized laundry room—complete with built-in cabinets and direct access to the backyard—perfect for storage, projects, or keeping life organized. Major updates mean peace of mind: newer windows and sliding glass doors, updated insulation, a replaced sewer line, newer appliances, a 2021 roof, and solar panels installed in 2022. Even better? The solar panels often result in credits from the power company, helping keep monthly utility costs surprisingly low. Step outside and you’ll see where this home really shines. The backyard feels private and inviting, with a large screened porch, fire pit for cozy evenings, and two storage sheds for all your tools and toys. Whether you’re hosting friends, enjoying a quiet morning coffee, or winding down after a long day, there’s space here to enjoy Florida living your way. The wide driveway easily fits four or more vehicles, making gatherings easy. Located in a quiet non-HOA neighborhood, you’ll enjoy the freedom to live how you want—no HOA or CDD fees—while still being close to shopping, dining, schools, and local attractions. And if you love boating or an active outdoor lifestyle, you’ll appreciate the flexibility this neighborhood offers. This home isn’t just about square footage or upgrades—it’s about comfort, flexibility, and the feeling of finally finding the one. Come see it in person and imagine the life you could build here.

Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)

Listing Agent: Katie Sweet (863-990-5141)

Remarks: 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!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)

Listing Agent: Casandra Vann (863-546-5446)

Remarks: Short Sale. Welcome to your 5 bedroom 3 bathroom home located conveniently in Winter Haven with easy access to dining, shopping, and major roadways. This home features tile flooring throughout the living areas and an open floor plan making it perfect for entertaining. There is a separate living room at the front of the home which could make the perfect office or library. The large kitchen provides a large island, granite countertops, updated lighting, tiled backsplash, stainless steel appliances, and a closet pantry. The large family room is adjacent to the kitchen. You’ll also find sliding doors to your outdoor patio and backyard. One of the 5 bedrooms is located downstairs with its own bathroom, the perfect spot for guests. The primary bedroom is upstairs and features an en-suite with a stand up shower, dual sink vanity and 2 walk in closets! The remaining bedrooms provide plenty of space and share the main hall bathroom with a dual sink vanity and tub/shower combo. This home checks all the boxes! Schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)

Listing Agent: Casandra Vann (863-546-5446)

Remarks: Short Sale. Welcome Home to this 5 bedroom 3 bath POOL Home on a large corner lot in Winter Haven. Upgrades galore. NEW ROOF, NEW POOL EQUIPMENT, 2 NEW A/C UNITS. The home features luxury vinyl wood flooring throughout. The kitchen has been renovated featuring white wood shaker cabinets, quartz countertops and stainless steel appliances. The bathrooms have been fully renovated as well and feature modern updated finishes. The living room features a large brick fireplace. The large fenced in backyard has a large underground pool just waiting for its new homeowners to spend their afternoons building memories and soaking up the Florida sun. The front of the home features 2 driveways. This home is close to Legoland, Lakes galore and amazing shopping, dining and entertainment.

Listing is courtesy of: ELEVATE REALTY LLC (561-427-3923)

Listing Agent: Laura Auten (561-427-3923)

Remarks: Short Sale. SHORT SALE working on lender approval Rare opportunity to own a Next-Gen multigenerational home in Winter Haven’s Peace Creek Reserve. Built in 2023, this thoughtfully designed 4-bedroom, 3-bath residence offers over 2,100 square feet of living space and features a private in-law suite with its own entrance, kitchenette, living area, bedroom, and bathroom — ideal for extended family, guests, or potential income opportunities. The main home features an open-concept layout designed for modern living, while two covered lanais create seamless indoor-outdoor Florida lifestyle space. The property also includes a vinyl privacy fence, irrigation system, and a two-car garage. Located in a newer community in the heart of Winter Haven, residents enjoy convenient access to shopping, dining, and the Chain of Lakes lifestyle that makes Central Florida so desirable.

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: Sarah Armstrong (863-287-0252)