Winter Haven Homes For Sale & Real Estate - 971 homes

Remarks: Welcome to easy, low-maintenance Florida living in this fully furnished 1 bedroom, 1 bathroom ground-floor condo located in the well-established Winter Haven Harbour community! Ideally positioned with direct views of the pool and shuffleboard courts, this unit offers both convenience and a relaxed lifestyle. Step inside to find a move-in ready space complete with living room furniture, bedroom furnishings, dining set, and a fully equipped kitchen. Many furnishings are brand new and have never been used. This is perfect for seasonal living, downsizing, or a full-time residence. The ground-floor location provides easy access with close proximity to elevators, laundry facilities, mailboxes, and the community bulletin board. Enjoy everything this quiet and well-maintained community has, including a resort-style pool, shuffleboard courts, clubhouse, fitness area, and multiple outdoor seating and gathering spaces. Each unit includes assigned covered parking and a dedicated storage area, along with additional guest parking available. The monthly association fee covers water, sewer, trash, grounds maintenance, and upkeep of all community amenities—making for truly stress-free living. Whether you’re a snowbird, retiree, or simply looking to simplify your lifestyle, this condo offers the perfect opportunity to enjoy Florida living at its best. Move right in as-is or you have the opportunity to update to your personal taste!

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

Listing Agent: Aubrie Flint (863-618-6347)

Remarks: Welcome to 2849 Cathy Blvd, Winter Haven, FL 33880—a beautifully designed ranch-style home offering an airy, open-concept layout centered around a spacious great room and a modern kitchen, perfect for both everyday living and entertaining. The kitchen features quartz countertops, stainless steel appliances, and elegant 42" white upper cabinets, while the bathrooms showcase cultured marble finishes for a clean, polished look. The private primary suite includes a generously sized bedroom, a large en-suite bath, and a walk-in closet. Step outside to enjoy the covered screened in patio—ideal for relaxing or hosting gatherings year-round with the privacy of your fenced in yard!. All appliances included, adds to the home’s move-in ready appeal. Conveniently located in Winter Haven, this home offers easy access to shopping, dining, and entertainment, including nearby grocery stores, local restaurants, and parks. Just a short drive to downtown Winter Haven, you can enjoy the Chain of Lakes, outdoor recreation, and community events. With close proximity to major roadways, commuting to Lakeland, Orlando, and surrounding areas is a breeze.

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

Listing Agent: Krichely Gonzalez Rodriguez (407-953-4377)

Remarks: Back on the market, home appraised over list price buyer lost job before closing. This home boast over 1614 heated living square foot. The home has tile floor and wood throughout all rooms. The large kitchen has solid stone granite counter tops and a large breakfast bar. The seller will credit the buyer for a brand new roof from one of their recent quotes of $10,600 at time of closing (See attached roof est). The large fully fenced in backyard is perfect for entertaining or pets. There is a one car detached garage in the backyard and the shed also conveys.

Listing is courtesy of: MAZELG REALTY (863-399-0226)

Listing Agent: Eric Sigismondi, Llc (863-651-9257)

Remarks: One or more photo(s) has been virtually staged. 943 Summer Glen Dr is a spacious and well-maintained home offering exceptional value in the heart of Winter Haven. This move-in-ready residence features a functional, open floor plan designed for modern living and effortless entertaining. The bright, airy interior flows seamlessly into versatile living spaces, including a comfortable primary suite and additional bedrooms perfect for a growing family or a dedicated home office. Positioned in a quiet, family-oriented community, this property sits just moments from top-rated schools like Lake Shipp Elementary and the renowned Jewett School of the Arts. Residents enjoy immediate access to the Chain of Lakes for premier boating and fishing, as well as the dining and boutiques of historic downtown Winter Haven. Perfectly situated between Orlando and Tampa, this home provides a high-quality lifestyle and significant appreciation potential without the metropolitan price tag. Schedule your private showing today to discover why 943 Summer Glen Dr is the perfect place to start your next chapter!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Stacey Vazquez (407-874-5751)

Remarks: This beautifully maintained **DELUXE UNIT** is move-in ready and offers everything you’ve been searching for—located in a desirable **55+ community**, perfect for comfortable and peaceful living! What sets this unit apart is its **private in-unit laundry room**, a rare and valuable upgrade compared to other units in the community—adding both convenience and functionality. Enjoy improved energy efficiency with newly installed solar window tint on all windows, along with recently added vertical blinds. The plumbing has been upgraded, providing added peace of mind. Inside, you’ll find a stunning built-in bookcase and shelving system, perfect for organization and style. Relax and take in the views from both the screened front and back porches—ideal for morning coffee or evening unwinding. All appliances are included for your convenience: washer, dryer, refrigerator, dishwasher, stove/range, and microwave. The bathroom has been tastefully updated with a new toilet and vanity. Additional features include one assigned covered parking space under the carport and a private 4x8 storage unit located on the same floor. The condo association fee covers water and garbage, adding even more value to this exceptional home.

Listing is courtesy of: CENTRIC REALTY SERVICES LLC (407-421-9391)

Listing Agent: Jean Julme (321-280-0658)

Remarks: The property is in the process of being split (Lot Split) there is a vacant separate lot to the left of the house. The asking price for the current home is $260,000. Buyer can make offer on the vacant lot, the entire parcel priced at $360,000. This home offers great potential, Completely Rehab, top-bottom, Roof (2025) All Interior & Exterior updated, new appliances. Cozy interior features tile throughout the home. New Kitchen (refrigerator and range) with combined family/dinning room. Stackable washer/dryer combo in its on closet. Outside, the fenced property offers room for pets, play and/or gardening. Concrete pad for vehicle (s). **Property is in the process of being split to accommodate a Mobil Home. Property can be sold without the split lot, both homes on property, separated by w/fence. Great potential to accommodate family or income generator, without having additional county expenses. Contact agent to further discuss the various options this property offers. Financing available, various loan options. Get pre-qualified.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Miguel Monje (407-222-9959)

Remarks: UPDATED condo. NEW Bathroom Vanity & fresh Paint throughout. Price Improvement & Great opportunity to add your personal style to this 2 bedroom 2 full bath condo in Park Lake. Located on the 2nd floor close to the elevator with tremendous rental returns. Luxury Vinyl flooring in main living area & primary bedroom. Gas range & Water Heater. Ceiling fans throughout...Roof 2021...Washer/Dryer included with private laundry closet. NEW Dishwasher & Gas Stove just installed. NEW 5T 14 Seer AC just installed. Wet Bar...Terrific view from the back of the newly renovated baseball complex. Walking distance to restaurants & NEWLY RENOVATED BASEBALL COMPLEX. View of Lake Lulu with lake access for fishing off the dock. Primary bedroom offers a walk-in closet & natural light. This building offers an elevator & stairs as well as 1 dedicated parking space. Priced to sell & Perfect for Snowbird or Investor!

Listing is courtesy of: FOLIO REALTY LLC (407-917-0241)

Listing Agent: Dora Siler (407-493-4959)

Remarks: Beautiful condo located in the Garden Villas section of the Winterset community. This property is perfect for the person looking for a maintenance free lifestyle and resort style of living. Winterset offers a full time secured gated entryway, community pool, clubhouse, tennis courts, and more. The community overlooks beautiful Lake Winterset. You will enjoy not having to worry about lawn maintenance or other outside care in the Garden Villas condos. This property features a nice sized master bedroom on the first floor, and a spiral staircase leading to the second bedroom/loft area on the second floor. There is a large balcony located off of the living room, perfect for sipping coffee in the morning and relaxing in the afternoon. All appliances are included. The Winterset community is located off of Cypress Gardens Blvd, so you're minutes away from restaurants, entertainment, and shopping. Come see everything this condo has to offer!

Listing is courtesy of: THE SOMERDAY GROUP PL (813-520-9123)

Listing Agent: Alexander Matos (813-842-4292)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Below Market Value—Golf Course Property, Seller Wants Offers Now Below-market golf course opportunity with motivated sellers—bring all offers for this value-add property on the 11th fairway. This 3-bedroom, 2-bath home features cathedral ceilings, a gas fireplace, and an open layout with excellent potential. The property is priced to reflect needed personal updates and is ideal for an investor, fix-and-flip, or buyer looking to build instant equity in a desirable golf course setting. Sellers are extremely motivated and will consider all offers. Opportunities like this at this price point do not last.

Listing is courtesy of: FAITH AND FAMILY REALTY LLC (863-712-1991)

Listing Agent: Lynn Arthur (336-596-5547)

Remarks: Pre-Construction. To be built. New construction home with 1,545 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. "Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey.

Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)

Listing Agent: George Lindsey, Iii (863-797-4999)

Remarks: Pre-Construction. To be built. New construction home with 2005 square feet on one-story including 3 bedrooms, 2 baths, den, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. ***Please note - Virtual Tour/Photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!

Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)

Listing Agent: George Lindsey, Iii (863-797-4999)

Remarks: Pre-Construction. To be built. New construction home with 1715 square feet on one-story including 4 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty ***Please note - Virtual Tour/Photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!

Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)

Listing Agent: George Lindsey, Iii (863-797-4999)

Remarks: Stop looking now!This well kept home is waiting just for you. A nice 3/2 with tile and laminate thorough. This home offers a beautiful back yard with a deck for a peaceful retreat for enjoyment of the lake. Schedule your showing now.

Listing is courtesy of: PROPERTY WAREHOUSES OF AMERICA (321-234-2683)

Listing Agent: Louis Vincent (321-436-9220)

Remarks: Listing price reduced!!! Enjoy the quaint living in this deed restricted community! Step into this stunning home through a spacious, light-filled foyer and prepare to be impressed by the thoughtfully, well maintained designed layout and exceptional features throughout. This home offers oversized bedrooms and a versatile bonus room—perfect for a game room, home office, or even a private in-law suite. This home has a formal living area, family room and dining area. So many different options for the use of this home. Two of the secondary bedrooms are connected by a convenient Jack-and-Jill bathroom, ideal for family living. The expansive kitchen boasts an abundance of cabinetry and storage, complemented by updated stainless-steel appliances and gleaming granite countertops. The bathrooms have been tastefully updated with granite surfaces and beautifully tiled showers. The master suite is truly unique, featuring a walk-around closet, a vanity area, and direct access to the sparkling pool area. In fact, the pool can be accessed from the master bedroom, family room, pool bath, one of the bedrooms, and the bonus room—making indoor-outdoor living a breeze. Additional highlights include: A Generac whole-home generator with a 120# propane tank and a irrigation system for the beautifully maintained yard, a newer roof (2016) and the pool system was replaced in 2021 and is well maintain as you will see. Located in the quiet, charming neighborhood of Valencia Wood Hills, this home offers the perfect balance of peace and convenience. Ideally situated between Tampa and Orlando, you’re just minutes from shopping, Legoland, and over 100 stunning lakes—perfect for boating, water skiing, and sunset dining. Don't miss the opportunity to make this exceptional home yours! You must see to appreciate!...Schedule your showing today.

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

Listing Agent: Sherry Sapp (863-860-7000)

Remarks: Well-maintained 3-bedroom, 2-bath home located on a .25-acre corner lot with a peaceful wooded backdrop in desirable SE Winter Haven. This home offers a spacious layout with multiple living areas, including a large family room for everyday living and a formal living room with soaring ceilings that create a bright, open feel. A formal dining room with built-in cabinetry provides the perfect space for hosting dinners and gatherings. The updated kitchen features hardwood cabinetry, granite countertops, a custom tile backsplash, stainless steel appliances, a natural gas range, breakfast bar seating, and a closet pantry for added storage. The renovation also included updated flooring. The primary suite includes a remodeled en-suite bathroom with a modern vanity and tiled walk-in shower. A split-bedroom layout offers additional privacy, while the third bedroom with a walk-in closet works well as an office, guest room, or flex space. Outdoor living is just as inviting with a screen-enclosed lanai featuring built-in counter space and cabinetry, along with a beautiful paver deck in the backyard—perfect for relaxing or entertaining while enjoying the wooded setting. The home also features a paver driveway leading to a two-car garage. Additional highlights include a tile roof approximately 15 years old with an expected 50-year lifespan, A/C replaced just 1 year ago, and fresh exterior paint in 2025.

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

Listing Agent: Melissa Witter (863-206-8744)

Remarks: Now is your chance! Come and be a part of this active, Golf Course community and live in this beautifully maintained, updated home. Enjoy the peaceful screened courtyard with your cup of coffee, or watch the gorgeous Florida sunsets. The inside of the home has been lovingly kept up and updated. You won't want for space in this well thought out layout. Plenty of room for entertaining, or a quiet read alone. The garage has been set up for your perfect workspace or storage, whatever suits your needs. You have unlimited options with the screen garage door and a mini split that keeps everything cool when you need it! This golf course community is gated with a guard 24/7. Even if you don't golf, there will be something for you to do. Jr Olympic size pool, tennis courts, soon to be pickleball courts and a full service clubhouse with live music every weekend. Enjoy peace of mind knowing that the AC is less than a year old and the roof was replaced in 2022! Schedule your viewing today and welcome home!

Listing is courtesy of: REMAX EXPERTS (863-802-5262)

Listing Agent: Stacy Tuttle (863-602-9554)

Remarks: Under contract-accepting backup offers. LAKEFRONT! MUST SEE! Charming FURNISHED 55+ LAKEFRONT 2BR 2BA condo in Winter Haven, FL! Located on the top floor of the complex, providing one of the best views in the building. The Spring Lake Towers community offers many amenities and social events. The association fee covers cable, internet, building and grounds maintenance, common facilities including a gym, library, community kitchen, laundry area, outdoor grills, and more! This condo features a large master suite with a walk-in closet and a roomy shower, a Sizable living/dining area, perfect for entertaining guests, a kitchen that has a unique design, a secondary bedroom that could double as a den or TV room, an enclosed balcony that has an additional storage closet, and relatively new flooring/water heater. The complex is situated on Spring Lake, but it is not limited to it. This lake is part of a canal-connected chain of lakes ranging in size. This area is perfect for many water-based activities, such as fishing, boating, and much more. Additionally, the association offers a very spacious pool deck area overlooking the Lake, and boat slips are available for a reasonable fee. Wonderful location! The property is conveniently located right next to several grocery stores, Northgate Shopping Plaza, and a bus line, as well as minutes away from a movie theater, restaurants, services, medical centers, Winter Haven Hospital, and downtown Winter Haven. All furniture conveys. Seller or private financing available; Do not wait, it will not last long!

Listing is courtesy of: HUT TEAM REALTY (407-559-2929)

Listing Agent: Daniel Hut (863-400-6090)

Remarks: One or more photo(s) has been virtually staged. Beautifully remodeled in 2024, this move-in ready home offers modern updates, energy efficiency, and timeless comfort—all with no HOA. Step inside to an open-concept floor plan featuring high ceilings and abundant natural light. The brand-new kitchen impresses with contemporary finishes, while the updated bathrooms offer a fresh, stylish feel. A desirable split floor plan provides added privacy, making the home ideal for both families and guests. Major improvements include a newer roof and full re-plumbing, giving peace of mind for years to come. The home is also equipped with solar panels for low-cost energy, along with a natural-gas stove and gas water heater—perfect for efficiency and everyday convenience. Outside, enjoy great curb appeal, a fully fenced backyard for pets or play, and a spacious attached 2-car garage. With no HOA restrictions, you have the freedom to personalize, park, and use your property exactly the way you want. This beautifully updated home truly checks every box—style, function, efficiency, and freedom.

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

Listing Agent: David Small (407-601-8351)

Remarks: One or more photo(s) has been virtually staged. A rare opportunity to own one of only six cluster homes positioned along the peaceful shoreline of Lake Buckeye! A charming open courtyard entry welcomes you to the front door, creating a private and inviting approach that sets this home apart. Inside, the living room immediately draws your eye outdoors, featuring double French doors that open to an enclosed lanai and extended open patio overlooking lake views. It’s the perfect space to enjoy morning coffee, evening breezes, or simply take in the calm waterfront setting. The layout flows comfortably from the living area into the wrap-around kitchen and adjoining dining space, where a large window overlooks the courtyard entrance and fills the home with natural light. The primary bedroom suite offers a private retreat with its own en-suite bath featuring a walk-in shower, while the second bedroom sits just steps from the guest bath with tub/shower combination — ideal for guests, family, or flexible use as a home office. Additional highlights include a laundry closet and an oversized 550 sq ft 2-car garage with ample storage, providing both convenience and functionality. For easy lake access, the public boat ramp onto Lake Buckeye is located just 0.1 mile down the road. Homes within The Clusters on Lake Buckeye rarely come to market, making this a special opportunity for buyers seeking a property with character, peaceful surroundings, and direct access to one of Winter Haven’s beautiful lakes. **A/C is 2015, Roof is 2017**

Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)

Listing Agent: Carlee Marchetti (863-258-3338)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Don't miss out on this opportunity to own this beautiful home that in 1990 was an AWARD winner in the Polk County Builders Association Parade of Homes and built by local custom home builder Gordon Collins. Upon walking up the home your greeted with a very welcoming courtyard. This home has had some updates. The appliances in the kitchen are all updated Frigidaire Gallery Series. The roof was replaced in 2024. The pool/spa was resurfaced in 2023 and also comes with a 10 year warranty. The home features a split bedroom plan and a large open concept great room area, perfect for entertaining. Around the property is beautiful foliage providing privacy. Having a side load 3-car garage with high ceilings is also a bonus. Gorgeous views from inside of the home can be had from several vantage points. Beautiful natural lighting are also assets of the home. Perfect set-up for adding an an ourtdoor kitchen on the covered lanai/ pool area. Some of the furnishings will be included with this property. There is also a central vacuum system throughout. This beautiful home in this desirable sought after neighborhood will not last long at this price.

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

Listing Agent: Scott Kline (863-287-0204)