Homes For Sale in Winter Haven 33880 - 249 homes

Remarks: PRICE REDUCTION ! Seller offering $5,000 toward buyer closing cost! Move-in ready 3-bedroom, 2-bath home in a desirable Winter Haven neighborhood! Just minutes away from hosptials, shopping centers, restaurants, schools ect. Built in 2014, this charming single-story residence offers an open floor plan with bright natural light, spacious living and dining areas, and a well-appointed kitchen with ample cabinet space. The primary suite features a private bath and generous closet storage. Enjoy relaxing evenings in the fenced backyard, perfect for pets, gardening, or entertaining. Well-maintained and ready for its next owner! Sellers are highly motivated—come see this beautiful home and make an offer today!

Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)

Listing Agent: Alisa Cotton (863-205-2820)

Remarks: Under contract-accepting backup offers. Welcome to this stunning single-story home in Winter Haven! Built in 2019,this 3-bedroom,2-badthroom residence boasts 1,479 Square Feet of living space, perfect for who is seeking a modern and spacious retreat. With its large lot size of approximately 8,224 Square Feet, you'll have ample space for outdoor activities and entertaining. Enjoy the beautiful lakes and parks in Winter Haven, including access to boating and the public boat ramp at Lake Hartridge Nature Park. Take a stroll or stay active on the fitness trail at Inman Park, or catch a skate session at the Winter Haven Skate Park. Fresh produce and local goods are just a short drive away at the Winter Haven Farmers Market. Enjoy all of this and most importantly, No HOA! Don't miss out on this fantastic opportunity to own a piece of paradise! SCHEDULE YOUR SHOWING TODAY'!!

Listing is courtesy of: ON-TARGET REALTY, INC. (407-743-2748)

Listing Agent: Danny Quinones (321-512-2865)

Remarks: Turnkey opportunity to own a fully equipped citrus nursery on 5 acres! This versatile property is currently functioning as a citrus nursery, with the infrastructure already in place to support expansion into a variety of other agricultural uses. Featuring four greenhouses (one greenhouse has 3 domes) totaling in approximately 16,000 square feet, each equipped with electricity and water. This property has two 4-inch wells with 5-inch submersible pumps, fertilizer injectors, a commercial-grade chemical/fertilizer sprayer, overhead irrigation, greeenhouse benches, 150,000 citrus grow pots, and much much more. Everything you need to hit the ground running. There is additional space for in-ground planting, that has an existing irrigation system with timer already installed. On-site structures include a 12x12 air-conditioned office shed, a 8x8 dedicated chemical storage shed, and a 16x20 workshop with an attached lean-to for additional workspace and storage. Also included is a 2006 single-wide mobile home offering 2 bedrooms and 2 bathrooms, with a split floor plan. The home features a rear covered porch, a private storage shed, and a full-home water purification system that also services the workshop and ice machine. Perfect for on-site living or staff housing. This property is fully set up and ready for continued operation. All measurements to be verified by buyer.

Listing is courtesy of: AGENT GROUP REALTY (843-656-0550)

Listing Agent: Stephanie Bombinski (863-877-5520)

Remarks: Short Sale. This 4-bedroom, 2-bath home with a versatile bonus room is situated on a desirable corner lot with no HOA restrictions. Featuring a newer roof installed in 2022, this property offers incredible potential for homeowners and investors alike. Conveniently located near major highways, shopping, and grocery stores, the home also provides plenty of outdoor space with endless possibilities to make it your own. Property is subject to third-party lender approval. Don’t miss this great opportunity!

Listing is courtesy of: MMV REAL ESTATE GROUP LLC (407-437-9754)

Listing Agent: Melissa Victor (407-988-6742)

Remarks: Beautiful manufactured home on a spacious 0.65-acre lot in Winter Haven! This property features 4 bedrooms, 2 bathrooms, and over 2,300 sq ft of living space. Spacious layout with great potential for customization or investment. NO HOA or CDD. Roof is original (2000). Conveniently located near shopping centers, restaurants, schools, and major highways. Enjoy easy access to everything you need while still having the privacy of your own space. Perfect for first-time buyers or anyone looking for comfort and convenience!

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

Listing Agent: Idalgisa De Jesus (347-797-7849)

Remarks: Some homes are built. Others are crafted. Tucked away in a quiet Winter Haven neighborhood, 4599 Reynosa Drive is a rare, cedar-constructed residence that blends artisan craftsmanship with modern efficiency. From the moment you arrive, the home sets itself apart fully fenced with new vinyl fencing, enhanced exterior lighting, and a brand-new Trex front porch designed for relaxed mornings and long evenings. Inside, the warmth is immediate. Cedar wood wraps the interior, creating a natural, timeless atmosphere rarely found in Florida homes. The craftsmanship was completed by a skilled wood artisan, and the attention to detail is felt throughout custom wood features, soaring character, and a layout that feels both grounded and inviting. Tile flooring spans the entire downstairs, while all bathrooms are finished floor-to-ceiling in tile, offering durability and a clean, elevated aesthetic. The home has been thoughtfully upgraded for comfort and longevity, including brand-new hurricane-impact, double-pane windows with architectural tint reflecting up to 90% of heat, a new AC unit, new attic fan, insect-repellent insulation, and a fully sealed roof coated with heat-reflective, hurricane-rated paint. Even in peak summer, electric bills remain impressively low under $150 with no solar required. The kitchen and bathrooms feature newer plumbing, modern appliances (all just a few years old), and a standout stone-wrapped Jacuzzi tub, creating a spa-like retreat within the home. Side sliders bring in natural light and connect indoor living with outdoor space, while the garage includes sensor lighting, Hardie backer walls, full electrical, and AC, making it ideal for a workshop, studio, or flex space. The property is being offered fully furnished, including custom handcrafted wood furnishings (excluding beds and sofas), making it a true turnkey opportunity for a buyer who values character, quality, and immediate livability. Regular termite and pest control servicing adds peace of mind to this cedar-built, naturally insect-resistant home. Centrally located between Orlando and Tampa, with convenient access to major highways, shopping, and daily essentials, this home delivers both lifestyle and location. This is not a cookie-cutter property. This is a home with a story built to last, designed to feel different, and ready for its next chapter.

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

Listing Agent: Jason Prieto (877-366-2213)

Remarks: Under contract-accepting backup offers. Welcome home to this beautifully updated 3-bedroom, 2-bathroom property located in the heart of Winter Haven! From the moment you arrive, you’ll notice the fresh exterior paint and updated landscaping that give this home fantastic curb appeal. Step inside to discover brand new vinyl flooring flowing throughout the entire home, creating a modern and cohesive feel. The kitchen is equipped with a brand new refrigerator and gas stove, perfect for cooking and entertaining, while the gas water heater adds additional efficiency. The spacious primary suite features a beautifully updated bathroom with a new vanity and tile work, offering a fresh and stylish retreat. Enjoy relaxing evenings on the back porch overlooking the fully fenced backyard with no rear neighbors for added privacy. Major updates include an A/C system that is only 2.5 years old and a roof that is approximately 7 years old, giving peace of mind to the next owner. Best of all — NO HOA! Conveniently located near shopping, dining, and major roadways, this move-in ready home is one you won’t want to miss!

Listing is courtesy of: THE TEAM REAL ESTATE GROUP INC (865-674-5410)

Listing Agent: Chris Watts (407-488-4011)

Remarks: Under contract-accepting backup offers. Welcome home to this beautifully maintained three-bedroom two-bathroom gem offering comfort, charm, and everyday functionality! Situated on a spacious lot with a large front yard, this home features a warm and inviting exterior with great curb appeal and plenty of room to enjoy outdoor living. Step inside to find a bright and open layout with multiple living spaces, perfect for both relaxing and entertaining. The updated kitchen showcases crisp cabinetry, ample counter space, and a cozy, modern feel that flows seamlessly into the dining and living areas. The home offers generously sized bedrooms filled with natural light, along with well-appointed bathrooms designed for both style and convenience. A dedicated laundry space and flexible bonus areas provide extra functionality for today’s lifestyle, whether you need a home office, playroom, or hobby space. Enjoy Florida living with a large backyard, ideal for gatherings, pets, or simply unwinding at the end of the day. With a spacious driveway and additional storage options, this home checks all the boxes. Conveniently located near shopping, dining, and major roadways, this one is move in ready and waiting for its next owner!

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

Listing Agent: Jamie Baker (863-258-2244)

Remarks: What an amazing home just waiting for it's new owner!! The kitchen has been completely updated with new cabinets and flooring. The home offers two additional living spaces. The lanai on the side of the home is vented with the central ac and is included in the total square footage. or you can escape to the front porch which is also vented increasing the square footage by an additional 200 sf bringing the total living area to 1216 sf. The primary bathroom has an updated vanity. The laundry is located behind the side lanai so you don't have to go outside. The air conditioner is brand new in December 2025. This home is located in Oakwood Estates, a 55+ community which offers many amenities and activities. You can stay as busy as you like, or just sit back and enjoy the peaceful community.

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Kathy Devor (573-450-1679)

Remarks: This 2 story home features 4 bedrooms, 2.5 baths, a foyer/den, and a huge backyard. No CDD. The home was built in 2021 and is conveniently located to Orlando, Tampa, and just a few minutes away from Lego Land Resort. Eagles Landing is a community in Winter Haven, Florida. Since purchasing the home in 2023, the following improvements and upgrades have been completed. Flooring, Removed all existing carpet throughout the home and Installed new laminate flooring. Interior Updates, Fresh interior paint completed throughout the entire home, Installed California shutters throughout the house, Bathroom Renovations, Renovated two bathrooms. Upgraded both bathrooms with modern walk-in showers. Kitchen Upgraded kitchen countertops, professionally painted kitchen cabinets. Garage / Installed EV charger in the garage. Installed water softener system. The home has been well maintained and thoughtfully upgraded to provide a modern, clean, and move-in-ready living space.

Listing is courtesy of: AMERICAN IDEAL HOMES, LLC (407-908-8020)

Listing Agent: Bernard Scarpa (407-572-3022)

Remarks: Under contract-accepting backup offers. Welcome to this inviting 3 bedroom, 2 bath home in one of Southeast Winter Haven’s desirable neighborhoods. Enjoy a spacious Florida Room surrounded by large glass windows on three sides, flooding the home with natural light and providing a perfect spot to relax or entertain. The cozy living room features a decorative fireplace with built-in bookshelves, creating a warm and welcoming atmosphere. Enjoy a fully fenced backyard, offering privacy and plenty of space for outdoor living, gardening, or pets. Located in a sought-after area, this home combines comfort, character, and convenience—close to schools, shopping, dining, Legoland and all that Winter Haven has to offer. Don’t miss the opportunity to make this beautiful property your own—schedule your showing today!

Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)

Listing Agent: Steve Lockhart (863-289-9801)

Remarks: ACCEPTING BACK UP OFFERS!! Ready to be impressed, this move-in ready 4-bedroom, 2-bathroom home at 4263 Stafford Dr is perfectly situated in Winter Haven, FL, with easy access to shopping, restaurants, major roads, and so much more. Step inside and you'll immediately notice the high ceilings and open floor plan that make this 2,234 square foot home feel even bigger than it already is. Hard flooring runs throughout the entire house, giving it a clean and modern look that's super easy to maintain. The family room is a real standout with a cozy fireplace that's perfect for those cooler Florida evenings when you just want to kick back and relax. The split bedroom layout gives you plenty of privacy, with the primary bedroom tucked away on one side and the additional bedrooms on the other. It's a great setup for families or anyone who likes their own space. Now let's talk about the backyard because this is where it gets really good. The screened-in back porch opens up to your very own pool and hot tub. Imagine coming home after a long day and just diving right in. Whether you're hosting friends on the weekend or enjoying a quiet evening under the stars, this outdoor space is going to be your favorite spot. Homes like this one in such a convenient Winter Haven location don't sit on the market for long. Come take a look before someone else scoops it up!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Scottie Wilson (305-510-2446)

Remarks: Under contract-accepting backup offers. Welcome home to this well-priced, beautifully maintained 4-bedroom, 2-bath residence located in the highly sought-after gated Hidden Creek Community of Winter Haven. Perfectly positioned just minutes from the Polk Parkway, LEGOLAND Florida Resort, and conveniently situated between Lakeland and Winter Haven, this home offers both comfort and unbeatable accessibility. From the moment you arrive, you’ll appreciate the extra-long, widened driveway accented with elegant stone pavers leading to a spacious 3-car garage—ideal for guests, toys, or extra storage. Step inside to discover a bright, open living space filled with natural light, creating a warm and welcoming atmosphere perfect for everyday living and entertaining. The expansive great room features large windows and sliding glass doors overlooking the enormous, screened lanai (please note, only a screen enclosure no pool ever installed), seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the kitchen, which is equipped with 42-inch cabinetry, granite countertops, stainless steel appliances, and an oversized island, making it the heart of the home. Ceiling fans and lighting throughout add a fresh, modern touch. The primary suite is a true retreat, showcasing a tray ceiling, generous walk-in closets, and a spa-like ensuite bath complete with dual vanities, a garden tub, walk-in shower, and private water closet—perfect for unwinding at the end of the day. One of the standout features of this home is the massive screened-in lanai, offering the ideal space for morning coffee, weekend barbecues, or relaxing evenings with family and friends. Bring your imagination for the outdoor living area that could be enhanced. Hidden Creek is located next to preserved land on the northwest side that brings peaceful living when in this community. Homes in this desirable gated community do not last long. Schedule your private showing today and experience the lifestyle Hidden Creek has to offer.

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Brandy Duncan (863-585-6849)

Remarks: Exquisitely and completely remodeled residence at 1539 Roselawn, thoughtfully designed to blend modern elegance with everyday comfort. This stunning home showcases high-end finishes throughout, including premium waterproof luxury vinyl flooring that adds both durability and sophistication. The gourmet-inspired kitchen is a true centerpiece, featuring sleek granite countertops, modern cabinetry, and stainless steel appliances that elevate the overall aesthetic and functionality of the space. The home also provides peace of mind with an AC system updated in 2018, ensuring efficient cooling and long-term reliability. Every detail has been carefully selected to create a cohesive and refined living environment. Situated with no HOA restrictions, this property offers exceptional flexibility and freedom, making it ideal for both homeowners and investors. Whether as a primary residence or an income-producing asset, this home represents a rare turnkey opportunity combining style, quality, and value in one package.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Ines Morales (863-738-8794)

Remarks: Check out the improvements recently completed!! The home is move in ready!! The flooring has all been replaced with new plush carpet and vinyl plank. The subfloor has been reinforced throughout the home. The home has a fresh coat of paint in soothing colors. The main bathroom has new wallboard to complement the updated vanity. The primary bathroom has a new wall cabinet installed. If you saw the home early in it's listing you must see the improvements. The air conditioner was replaced in 2022 and the roof is a roof over adding extra insulation value. The home is conveniently laid out with a very functional kitchen. The living room offers good space plus the front porch has a window air conditioner increasing the usable square footage. The primary bedroom has a nice sized walk in closet. Oakwood Estates has two pools, two clubhouses, shuffleboard, tennis courts and much, much more. You can be as involved as you would like or just sit back and enjoy the peaceful community. Make your appointment today!!

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Kathy Devor (573-450-1679)

Remarks: Located in the heart of downtown Winter Haven, FL, this versatile R-3 zoned property presents an excellent opportunity for homeowners, investors, or those seeking future development potential! This charming residence features 2 bedrooms and 1 full bathroom, offering a functional layout with comfortable living spaces. The home includes a spacious kitchen with ample cabinetry and room for dining, perfect for everyday living or rental use. A dedicated utility room adds convenience and extra storage space. Connected to city water and sewer, this property provides reliable infrastructure and ease of maintenance. The R-3 zoning allows for a variety of potential uses (buyer to verify with city) making this a flexible investment in a growing and desirable downtown location. Enjoy close proximity to local shops, dining, parks, and all that Winter Haven has to offer, including its renowned chain of lakes! Whether you're looking for a primary residence, rental property, or future development opportunity - this property checks all the boxes!

Listing is courtesy of: RE/MAX REALTY PLUS (863-385-0077)

Listing Agent: Emily Jones (863-446-3246)

Remarks: Just reduced approx. $30,000 below appraised value to allow for remodeling! This 2 Bedroom, 2 Bath home is located in Brandy Chase Village, a well-maintained 55+ community with clubhouse and heated pool. This home is surrounded on each side by green space views and conveniently located directly across from the community center. Open floor plan. Large, screened porch on back with utility room as well as screened porch at entry. Includes assigned covered parking in front. NEW ROOF 2022 and home RE-PIPED in 2024. Residents can take advantage of the clubhouse for social gatherings and events plus enjoy the heated community pool. Besides the recreational facilities, the HOA includes lawn maintenance, trash, water and sewage. Schedule a tour today to see this charming home and community.

Listing is courtesy of: KLINE REAL ESTATE SERVICES (863-287-0204)

Listing Agent: Donna Sealy (863-206-5328)

Remarks: Beautifully updated 2 bed, 2 1/2 bath townhome in the desirable Park Lake Community. Enjoy a modern kitchen (2023) plus a new A/C, renovated master bathroom with a relaxing soaking tub (2024). Located in a quiet neighborhood just minutes from downtown, shopping, restaurants, hotels and only 10 minutes to Legoland. Right next to the Advent Sports Complex. Great location with recent upgrades, bring your offers.

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

Listing Agent: Janet Lynn (407-314-6198)

Remarks: Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable community of Oakwood Estates in Winter Haven. This home offers a peaceful, well-kept neighborhood with a welcoming atmosphere and a beautiful lake view to enjoy. Recent updates include new kitchen and bathroom flooring, new windows, and new interior and exterior doors, along with a roof that is approximately 5 years old, offering added value and peace of mind. No lot rent—ownership includes the land, with only a low monthly HOA fee. Oakwood Estates is a gated 55+ community offering resort-style amenities including clubhouses, heated pools, fitness center, shuffleboard, tennis courts, and a full calendar of activities. Conveniently located near shopping, dining, medical facilities, and major roadways. Schedule your private showing today and experience easy living in this vibrant community.

Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)

Listing Agent: Jody Pagan (863-604-2367)

Remarks: Welcome to Brandy Chase Village!! This well desired 55+ community located in Winter Haven Florida is centrally located between Tampa and Orlando. The beautiful 2 bedroom and 2 bathroom home is well maintained and ready for you! Enjoy your oversized sunroom that adds extra square footage of living space for you to enjoy. Updated appliances and a new AC was installed in 2021 , as well as it was replumbed in 2021. Assigned covered parking space with additional guest parking spot. Are looking for a new primary residence , to downsize or a winter getaway? Either way you will not be disappointed with everything this property offers. Beautiful grounds and low cost HOA fee which includes water/sewer, garbage,lawn care, clubhouse and pool maintenance. Minutes from the Polk Parkway and the neighboring cities of Lakeland , Auburndale and Bartow this is the perfect location for you! Call today for your showing , don't miss out on your opportunity to call Brandy Chase your home!

Listing is courtesy of: ALLSTATE REALTY SERVICES (863-965-0207)

Listing Agent: Rosalia Abreu (954-854-3694)