Homes For Sale in Winter Haven 33880 - 245 homes

Remarks: Under contract-accepting backup offers. PRICE REDUCTION!! Welcome to the lakefront community of Edgewater Manor! Come see this awesome custom built 2017 4 bed 3 bath corner lot (1/3 ac.) home with fenced backyard! Located just off Cypress Gardens Blvd., this bright, open floorplan includes combo living and dining area, an office, and a spacious kitchen with white wood cabinets and grey granite counter tops, stainless steel appliances, gas stove, and eat-in area. There is a large family room off the kitchen, crown molding throughout the home, vinyl fencing, and much more, including: gas tankless WH, vinyl planking floor everywhere but bedrooms, plantation shutters, double pane low E windows, a screened lanai. There is even a plug for an electric car built into garage wall, and a shallow well for lawn irrigation. Plus, close to Legoland, restaurants, shopping, and the chain of lakes. A great find!

Listing is courtesy of: STORMS REALTY (813-293-4652)

Listing Agent: Steve Storms (813-293-4652)

Remarks: The property you are inquiring about is located in Winter Haven, FL, in the Park Lake area of Polk County. This is an amazing opportunity for anyone wanting to be close in one single floor, walkable distance to almost everything, and is ready to move into. This is a 2-bedroom, 2-bath home with 1,224 sq.ft. plus a single-car garage, and has been updated. Text, call, and see it today. *Agents, please MLS remarks.*

Listing is courtesy of: BROKERS REALTY OF CENTRAL FLOR (863-294-6773)

Listing Agent: Renee Butler (863-294-6773)

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)

Remarks: Experience lakeside living in this custom-built home, perfectly situated on the shores of Lake Grassy. As you approach the property, you are greeted by a sprawling 13’x60’ front porch complete with a charming swing and ample space for entertaining. Imagine hosting gatherings here, with tables lined up as you enjoy views of the beautifully landscaped front yard. Step inside through a wide foyer that seamlessly flows into a spacious family room, where soaring ceilings amplify the sense of openness and elegance. The heart of the home is the newly renovated kitchen, featuring hickory wood cabinets with convenient roll-out drawers, modern appliances, and an eat-in area framed by a picture window offering breathtaking lake views. Adjacent to the kitchen, the formal dining room features sliding glass doors that open to a cozy back porch, creating the perfect indoor-outdoor flow for dining and relaxation. The home boasts 180 feet of lake frontage, complete with a private boat dock and concrete retaining wall, inviting endless water activities and lakeside enjoyment. Eco-friendly and cost-efficient, this home is equipped with fully paid solar panels and a private well, ensuring significant savings no utility bills. The expansive laundry room provides additional storage space, enhancing functionality. The main bedroom is a serene sanctuary with its own private lake view and sliding glass door that opens to a private lanai, offering a tranquil space to unwind. The main bedroom has on-suite bathroom, separate water closet, double sinks, jacuzzi tub, separate shower and double sinks. The second bedroom is thoughtfully designed with a dog door leading to secure dog fencing, making pet care effortless. The second and third bedrooms have walk in closets and share a convenient 2nd bathroom. Car enthusiasts or hobbyists will appreciate the oversized 35’x38’ garage, perfect for a workshop or extra storage, and includes a full bathroom. Additionally, a detached building is primed to become an in-law suite or a private home office, adapting to your changing needs. Don’t miss the opportunity to own this lakefront gem. Call for your private viewing today and start living your dream on Lake Grassy!

Listing is courtesy of: COLDWELL BANKER REALTY (863-687-2233)

Listing Agent: Kelley Blackburn (813-478-0023)

Remarks: ***Investor Special*** Welcome to this 2 bedroom 1 bath home. It is in need of some work but not out of range for the right do it your self investor. It is situated on .6 acres of land with room on the back of the lot for a garden, chickens or storage building. This property is located in Winter Haven and is close to everything you need.

Listing is courtesy of: CRAIG BURKE REAL ESTATE GROUP, LLC (863-899-5010)

Listing Agent: Craig Burke (863-899-5010)

Remarks: Welcome to easy lakefront living in the highly desirable Sandy Cove community on the Winter Haven Chain of Lakes! This beautiful 2nd floor condo offers low-maintenance living perfect for a full-time residence, seasonal retreat, or investment opportunity. This 2-bedroom, 1-bath condo features a bright and functional layout with comfortable living and dining spaces designed for everyday living and relaxing. The remodeled bathroom adds a fresh, modern touch, while the fully furnished interior makes this property truly move-in ready. Enjoy peaceful mornings and beautiful sunsets just steps from the water. Sandy Cove offers fantastic community amenities including a pool, clubhouse, dock, and fishing pier, creating the perfect Florida lifestyle. Conveniently located near shopping, dining, medical facilities, and all that Winter Haven has to offer.

Listing is courtesy of: WHITMORE PROPERTIES (863-439-7201)

Listing Agent: Samantha Whitmore (863-241-1696)

Remarks: Pack your bags and move right into this very well maintained home located in Oakwood Estates, a 55+ community. The floorplan offers two living areas with nice sized bedroom. The cathedral ceilings make the living area feel spacious. The functional kitchen provides lots of storage with the built-in in the dining area offering more storage. The home features all new windows, with acrylic windows in the front porch area. The HVAC is one year old. The roof-over was installed approximately 2017. This home comes furnished right down to the dishes, silverware, pots and pans. Oakwood Estates offers many amenities and activities to keep you as busy as you would like, or just sit on the front porch and enjoy the view of the lake.

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

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

Remarks: Welcome to maintenance-free living in the heart of Winter Haven! This darling 2-bedroom, 2-bath villa is perfectly located in the desirable Imperial Villas a 55+ residential community, sitting within a short walking distance to beautiful Lake Howard. Inside, you’ll find updated flooring throughout and both bathrooms tastefully renovated, giving the home a fresh, move-in-ready feel. The open layout flows seamlessly to a peaceful sitting lanai overlooking the heated community pool—the perfect spot to enjoy your morning coffee or unwind in the evenings. Major updates add peace of mind, including a resurfaced roof with a 15-year warranty, a tankless hot water heater, and an updated electrical system. The low HOA fee of just $270/month covers water, high-speed internet, cable, gas, and all grounds maintenance—you only pay for electric! The property includes 2 assigned parking spaces, with one under a carport, and the community has ample visitor parking. Enjoy easy access to shopping, dining, and downtown Winter Haven events, all while embracing a relaxed, low-maintenance lifestyle close to the lake. Whether you’re downsizing, snowbirding, or looking for carefree Florida living, this villa checks all the boxes. Property is eligible for FHA Financing! Move in, relax, and enjoy the best of Winter Haven living!

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

Listing Agent: Michele Elchin (863-514-6880)

Remarks: Pack your bags and move right into this fully furnished home. This home has many updates!! Although the bedrooms have updated carpets there is nice wood laminate flooring throughout the main living areas with plywood subfloor. The baths and front porch area have updated tile flooring. The kitchen has newer appliances, a beautiful mosaic backsplash and updated counter tops. All the windows are updated with double pane, thermal, tilt in windows. The updated entry door has blinds between the half glass that you can open for the light or close for privacy. Both bathrooms have updated vanities. Enjoy the updated and modern light fixtures. You get all this, plus the golf cart with new batteries is included in the sale of the home. The HVAC was installed in July 2023. The roof is a roof over adding extra insulation value to the home. Oakwood Estates is an active 55+ communities offering many amenities as well as activities. You can be as busy as you would like or just sit back and enjoy the peacefulness of the community.

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

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

Remarks: Need space? This private gated 2.38-acre Winter Haven property with NO HOA offers room to live, play, and grow—bring your RV, boat, ATV, and all your toys. Set well back from the road behind a remote-operated gated entry, this property delivers the privacy and convenience buyers are actively searching for in Winter Haven and throughout Polk County. The fully fenced acreage gives you the freedom to create the lifestyle you want—whether it’s kids playing football or volleyball, evenings around a fire-pit, playground, space for a future pool, or planting your own fruit trees and garden. Inside, the home features an open floor plan with a desirable split-bedroom layout, offering both functionality and comfort. Enjoy formal living and dining spaces for hosting, plus a spacious family room that flows into the kitchen—perfect for everyday living and gatherings. The kitchen is equipped with abundant cabinetry, hardwood flooring, a breakfast bar overlooking your private backyard. The owner’s suite is a peaceful retreat, featuring French doors leading to the screened back porch, a large walk-in closet, and a spa-style bathroom with soaking tub and separate shower. A flexible fourth bedroom near the primary suite provides the ideal space for a home office, nursery, or hobby room. Step outside and experience true Florida living from your 42’ covered front porch or 34’ screened back porch, surrounded by mature trees and open space. This property offers the perfect balance of cleared land for activities and wooded areas for added privacy. Additional features include: * Remote-operated gate for easy access and security * New roof in 2023 * Side-entry 2-car garage + metal carport * Inside laundry room * Well for irrigation & water softener * High and dry acreage *New AC, Well Pump & Water Heater in 2018 *Septic Pumped 2026 Located just minutes from the Polk Parkway, with convenient access to Lakeland, Tampa, and Orlando, this home combines privacy, land, and accessibility—a rare opportunity in today’s market. If you’ve been searching for a gated acreage property in Winter Haven with no HOA and true outdoor living potential, this one checks all the boxes.

Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)

Listing Agent: Kimberly Davis (850-625-8855)

Remarks: PRICE REDUCTION – $5,000! Recently Fully Renovated Townhouse – Move-In Ready! Seller offering $4,000 credit toward buyer’s closing costs or interest rate buydown. Don’t miss your chance to own this completely remodeled 2-bedroom, 2.5-bathroom townhouse in Park Lake, now available at an unbeatable price! This home has been beautifully updated from top to bottom, offering modern style and worry-free living: All 3 bathrooms fully renovated with fresh, modern finishes Brand-new kitchen featuring stainless steel appliances (refrigerator, gas range, range hood, microwave), new sink & faucet, New A/C system & new gas water heater for comfort and efficiency Fresh paint throughout (walls, doors, and closets), New vertical and window blinds, New ceiling fans with remote controls and stylish light fixtures in every room, balcony, and lanai, Garage floor freshly painted for a clean, polished look, Washer and dryer included. The spacious main living area is filled with natural light and opens to an extra-large screened lanai, perfect for entertaining or relaxing outdoors. Upstairs, both bedrooms are oversized with private bathrooms, and the primary suite features its own screened balcony. All 3 Bathrooms are renovated, brand new vanities. Prime Winter Haven Location! Next to the new collegiate baseball stadium and parks project, bringing $60M in growth to the city, Direct access to Lake Lulu, part of the Chain of 22 Lakes for boating, fishing, and outdoor fun, Walking distance to dining and shopping: Starbucks, Chick-fil-A, Panera, Outback, Red Lobster, Steps from the Rowdy Gaines Olympic Pool and Advent Fieldhouse, This townhouse is truly move-in ready—all major upgrades are already completed. Perfect as a primary residence, vacation home, or investment property in one of Winter Haven’s most desirable communities. Schedule your private showing today!

Listing is courtesy of: HIGDON HOMES REALTY LLC (863-209-2543)

Listing Agent: Fatma Higdon (863-209-5243)