Winter Haven FL Real Estate & Homes for Sale

818 Properties Found

Sort Results:
1–25 of 818 properties displayed
Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 of 33    Prev | Next
Beds:
3
Baths:
2.00
Sq.Ft.:
1,187
Status:
NEW LISTING
MLS#:
L4962934
Type:
Single Family
Subdivision:
Havencrest Add
Lot size:
0.21 Acres
Year built:
1953
A broker reciprocity listing Courtesy: HARPER REALTY FL, LLC 863-687-8020
View additional info

ADDITIONAL INFORMATION

Welcome to this charming 3-bedroom, 2-bath home with a new roof, updated bathroom, and spacious fenced yard with a storage shed. The property could use some finishing touches, making it the perfect opportunity to add your own style and build equity. With ample outdoor space and plenty of potential, don't miss your chance to make this home your own! Just minutes away from Downtown Winter Haven, full of shops and restaurants.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,344
Status:
NEW LISTING
MLS#:
P4939076
Type:
Manufactured Home
Subdivision:
Oakwood Estates
Lot size:
0.08 Acres
Year built:
1982
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 863-294-7541
View additional info

ADDITIONAL INFORMATION

You won't want to miss this opportunity. This 1344 sf home located in Oakwood Estates, a 55+ community. From the carport walk into the lanai, perfect for entertaining. From there step through the French doors into the open and inviting home with an open and updated kitchen with newer appliances including a cooktop, built in double ovens, built in microwave, and nice sized refrigerator. Past the kitchen you will see the comfortable dining area with built in cabinetry. Then follow through to the spacious living room with more built in cabinets. Returning back through the kitchen you will find the family room area which is open to the kitchen, just perfect for those family and friends get togethers. The main bathroom has been updated with a beautiful shower and updated stool. The guest bedroom is attached to this bath. At the back of the home you will find the primary bedroom complete with two built in closets and a nice sized bathroom attached. The shingled room was installed in 2025 and the air conditioner and water heater were installed in 2021. Oakwood Estates offers many amenities as well as activities. You can join in on the activities or just sit back and watch the world go by.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,729
Status:
NEW LISTING
MLS#:
L4962907
Type:
Single Family
Subdivision:
Vienna Square Ph 01
Lot size:
0.23 Acres
Year built:
2009
A broker reciprocity listing Courtesy: AMPLIFY REAL ESTATE SERVICES FL 813-501-5473
View additional info

ADDITIONAL INFORMATION

Welcome to this beautifully maintained 2-bedroom, 2-bath pool home offering 1,729 square feet of living space in Vienna Square, a sought-after 55+ gated community. One of the only pool homes in the neighborhood, this residence features a spacious open floor plan with a Kitchen/Family Room combination, Living Room/Dining Room combination, and ceiling fans throughout. Sliding glass doors from the main living area lead to the private outdoor oasis, complete with a heated, fully enclosed in-ground pool, child safety fence, large shade sails, a covered and screened rear porch, and a NEW pool pump installed in August 2025. The well-appointed kitchen offers ample counter space, custom solid wood cabinetry, solid surface countertops, upgraded stainless steel appliances, a breakfast bar, and a cozy breakfast nook surrounded by three windows that fill the space with natural light. The primary suite features an en-suite bath with dual sinks, a low-threshold shower with safety rail, and a separate water closet area for added privacy that houses the toilet and shower. In addition to the second bedroom and full bath, there is a versatile office/den/study that can easily accommodate a variety of needs. The attached 2-car garage includes multiple overhead storage shelves and retractable screens, allowing for excellent airflow throughout the home while keeping insects out. Additional features include outdoor lighting, double-pane windows for energy efficiency, beveled-edge countertops, a neutral color palette, window treatments, rain gutters, a paver-stone driveway, and mature tropical landscaping with beautiful palm trees. Vienna Square residents enjoy an impressive array of amenities including a clubhouse, fitness center, community pool and spa, tennis courts, racquetball, ballroom, movie theater, billiards room, and more. HOA fees include lawn care, security gate access, and recently added internet and TV service. The home is conveniently located just minutes from LEGOLAND, shopping, dining, medical facilities, and major highways providing easy access throughout Central Florida, including Tampa, Orlando, Disney, Universal, and other world-famous attractions.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,862
Status:
NEW LISTING
MLS#:
TB8521417
Type:
Single Family
Subdivision:
Buckeye Trace
Lot size:
0.16 Acres
Year built:
2007
A broker reciprocity listing Courtesy: BETTERLIFE REAL ESTATE, LLC 407-431-8499
View additional info

ADDITIONAL INFORMATION

Beautifully remodeled 4-bedroom, 2-bathroom home located in a gated Winter Haven community. Situated on a cul-de-sac, this home offers 1,862 square feet of living space with an open floor plan, updated finishes, and spacious living areas. The kitchen opens to the main living area, providing a functional layout for everyday living and entertaining. The backyard is fully enclosed with vinyl fencing and offers ample outdoor space. Additional features include a 2-car garage, spacious bedrooms, and convenient access to shopping, dining, recreation, and major roadways. Move-in ready with numerous interior updates throughout.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,080
Status:
NEW LISTING
MLS#:
P4939058
Type:
Single Family
Subdivision:
Anna Mar
Lot size:
0.21 Acres
Year built:
1951
A broker reciprocity listing Courtesy: STAR REALTY OF WINTER HAVEN 863-299-7827
View additional info

ADDITIONAL INFORMATION

Spacious 75' x 124' fully fenced lot in Winter Haven, this property offers the freedom and flexibility that's becoming increasingly difficult to find. With no HOA restrictions, you'll have room to park your boat, trailer, recreational vehicles, and outdoor equipment right on your own property. The oversized 12' x 28' garage is ideal for a workshop or hobby space and features a newly installed manual garage door, half bath (no a/c), washer and dryer hookups, and additional overhead storage. A 9' x 14' concrete pad with 9' x 9' covered lean-to provides even more space for equipment, projects, entertaining, or recreational gear. Inside, you'll find a functional floor plan featuring laminate flooring throughout, a spacious foyer entrance, dining area, living room, kitchen, three bedrooms, and a full bathroom. The fully fenced backyard offers endless possibilities for pets, gardening, outdoor activities, and future possibilities. Whether you're a first-time homebuyer, investor, hobbyist, or simply looking for a property without HOA restrictions, this home offers exceptional value and versatility. Conveniently located within 1.5 miles from downtown Winter Haven, you'll enjoy easy access to shopping, dining, schools, and local amenities while still having the space to spread out and make the property your own.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,395
Status:
NEW LISTING
MLS#:
P4939078
Type:
Townhouse
Subdivision:
Cypresswood Villas/green Bldg
Lot size:
0.04 Acres
Year built:
1981
A broker reciprocity listing Courtesy: CENTURY 21 MYERS REALTY LAKE WALES 863-676-4448
View additional info

ADDITIONAL INFORMATION

Situated in the desirable golfing community of Cypresswood Golf & Country Club, this lovely 2-bedroom, 2-bath townhome offers comfort, style, and beautiful golf course views. Upon arrival, you'll be welcomed by a charming courtyard adorned with pavers, creating a warm and inviting entrance. A glass storm door and smart lock entry provide both convenience and security. Inside, luxury vinyl plank flooring flows throughout the main living areas, enhancing the home's modern appeal and ease of maintenance. The open-concept floor plan features an updated kitchen with maple wood cabinetry embellished with brushed nickel hardware and soft-close hinges. Corian countertops beautifully complement the tile backsplash, while the custom center island serves as the heart of the home. Additional features include a stainless steel appliance package, recessed lighting, and a closet pantry for ample storage. The adjacent dining area is filled with natural light from an overhead solar tube skylight, creating a bright and cheerful space for meals and gatherings. The spacious living room features a convenient dry bar and oversized sliding glass doors that showcase peaceful views of the golf course. The primary bedroom suite serves as a relaxing retreat, offering dual closets and sliding glass doors leading to the Florida Room. The remodeled en-suite bathroom features a comfort-height vanity with Corian countertops, bronze fixtures, and a walk-in shower with a frameless glass enclosure and safety grab bars. The guest bedroom includes luxury vinyl plank flooring, a custom closet organizer system, and views of the private courtyard. The spacious Florida Room provides the perfect place to relax and unwind while enjoying tranquil golf course views through two oversized sliding glass doors. Additional Features: Laundry room with washer and dryer, Comfort-height toilets, Exterior lighting, Metal roof, Gutters with gutter guards. This home is being offered turnkey and fully furnished, making it truly move-in ready. Conveniently located within walking distance of the community clubhouse, restaurant, pub, swimming pool, and tennis courts, this property offers exceptional accessibility to Cypresswood's amenities. The monthly HOA fee of $320 includes: Exterior painting Roof maintenance Lawn care Additional memberships are available for golf and fitness center access. The picturesque Cypresswood Golf & Country Club features beautifully maintained grounds, a 24-hour manned gated entrance, and a welcoming lifestyle centered around golf, recreation, and community living.

Beds:
5
Baths:
2.00
Sq.Ft.:
1,700
Status:
NEW LISTING
MLS#:
O6418690
Type:
Single Family
Subdivision:
Inwood
Lot size:
0.17 Acres
Year built:
1960
A broker reciprocity listing Courtesy: INTELLIGENCE CHOICE REALTY LLC 407-272-4833
View additional info

ADDITIONAL INFORMATION

Seller to pay all closing costs... The home is not available for showing until the end of July.. Welcome to 1605 36th Street NW, a beautifully updated and remarkably spacious 5-bedroom, 2-bathroom home located in the heart of Winter Haven. Spanning 1,700 square feet of single-story living space, this concrete block and stucco home offers the perfect blend of worry-free longevity and modern interior features.Absolute peace of mind comes included with a brand-new, lifetime-durable metal roof, alongside a completely new septic tank and brand-new drainfield. Inside, you are greeted by an expansive layout featuring low-maintenance vinyl plank flooring throughout and an open-concept kitchen equipped with stainless steel appliances and a center cooktop island.Situated on a clean, 7,405 square foot lot with zero HOA restrictions, you have total freedom to park your boat, trailer, or RV. Conveniently located near local shopping, dining, parks, and major Polk County thoroughfares. Move-in ready and completely optimized for low maintenance—schedule your tour today!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,450
Status:
NEW LISTING
MLS#:
O6418683
Type:
Single Family
Subdivision:
Carefree Cove
Lot size:
0.17 Acres
Year built:
1962
A broker reciprocity listing Courtesy: INTELLIGENCE CHOICE REALTY LLC 407-272-4833
View additional info

ADDITIONAL INFORMATION

Seller to pay all Closing costs for Potential buyer.. Welcome to 108 Edgewater Drive, a beautifully refreshed single-story stucco home offering 4 bedrooms, 2 full bathrooms, and 1,450 sq. ft. of comfortable living space. Step inside to find sleek ceramic tile flooring throughout the entire home, paired with high-quality solid wood cabinets, elegant solid surface countertops, and modern ceiling fans.The functional, bright layout features a practical indoor laundry closet and double-pane window blinds for added privacy. Move-in ready appliances include a built-in range and refrigerator.The exterior boasts excellent curb appeal, a deep driveway with a 1-car carport, and a fully fenced chain-link backyard perfect for pets or outdoor entertainment. Nestled on a quiet and paved road. You are just minutes away from downtown Winter Haven, shopping, top-rated schools, and local entertainment. Schedule your private tour today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,699
Status:
NEW LISTING
MLS#:
O6416706
Type:
Single Family
Subdivision:
Eloise Woods East Lake Mariam Unit
Lot size:
0.27 Acres
Year built:
1973
A broker reciprocity listing Courtesy: HOUWZER INC 267-765-2080
View additional info

ADDITIONAL INFORMATION

Welcome to your private Central Florida oasis! This beautifully updated, 3-bedroom, 2-bathroom ranch-style home combines classic mid-century durability with modern, high-end updates. Step inside to an open-concept living and dining area featuring clean, carpet-free flooring and a striking brick, perfect for cozy evenings. The heart of the home is a fully remodeled, bright white kitchen equipped with sleek quartz countertops, premium stainless steel appliances, and a convenient breakfast bar for casual dining. Retreat to the spacious primary suite, which offers private sliding glass door access to your backyard paradise. Outside, Florida living truly shines within a massive, floor-to-ceiling screen enclosure. Host gatherings on the expansive 20x14 covered concrete lanai with updated patio pavers, or cool off in the sparkling, oversized in-ground pool. Complete with a versatile, insulated 2-car garage that can easily double as a bonus family room, a durable roof replaced in 2018, and a fully fenced-in yard with no restrictive HOA fees. Feel free to install a custom firepit so the whole family can hang around and catch up on those cool Florida nights. This Winter Haven gem is ready for you to move right in.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,728
Status:
NEW LISTING
MLS#:
R4911482
Type:
Manufactured Home
Subdivision:
Tanamora
Lot size:
0.65 Acres
Year built:
1992
A broker reciprocity listing Courtesy: MILLSHIRE REALTY 863-815-8000
View additional info

ADDITIONAL INFORMATION

USDA financing may be available for qualified buyers, potentially allowing 100% financing with no down payment. Buyers should verify eligibility with their lender. Welcome to your slice of country living with room to breathe! Situated on approximately 0.65 acres, this well-maintained 3-bedroom, 2-bath home offers the perfect blend of privacy, functionality, and convenience. Step inside to find comfortable living spaces designed for everyday living and entertaining. Outside, the possibilities are endless. The oversized lot provides ample space for gardening, pets, recreational vehicles, boats, or simply enjoying the Florida lifestyle without the restrictions often found in subdivision communities. One of the standout features is the large detached metal building/workshop, offering incredible flexibility for hobbyists, contractors, mechanics, small business owners, or anyone needing additional storage space. Whether you’re looking for a workshop, home business setup, equipment storage, or the ultimate man cave, this structure adds tremendous value and versatility. Enjoy the peace and quiet of a larger homesite while remaining just a short drive from shopping, dining, schools, medical facilities, and major commuter routes. If you’ve been searching for a property with space, freedom, and a workshop that’s hard to find in today’s market, this is one you won’t want to miss.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,040
Status:
NEW LISTING
MLS#:
L4962867
Type:
Manufactured Home
Subdivision:
Wahneta Farms
Lot size:
0.16 Acres
Year built:
1998
A broker reciprocity listing Courtesy: SILCO REAL ESTATE EXCHANGE, IN 863-644-7583
View additional info

ADDITIONAL INFORMATION

This charming 3 BEDROOM 2 BATH SPLIT PLAN DOUBLEWIDE MANUFACTURED HOME is ready for a new owner! Upon entering the home, you'll notice the SPACIOUS LIVING AREA with the primary suite to the right and the other bedrooms to the left. There's NO CARPETING in this home - NEW LAMINATE FLOORING was recently installed throughout. The kitchen has NEW LOWER CABINETS. Both bathrooms have NEW TOILETS AND VANITIES, and the guest bath has a NEW TUB/SHOWER UNIT. There is a LAUNDRY CLOSET that is conveniently located just off the kitchen. Enjoy your morning coffee on the COVERED BACK PORCH that overlooks the back yard. This home is located on a SPACIOUS CORNER LOT in the Wahneta area of Winter Haven where you don't have to worry about deed restrictions as there is NO HOA. The roof was replaced in 2017 and the AC in 2025.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,700
Status:
NEW LISTING
MLS#:
P4939088
Type:
Single Family
Subdivision:
Lake Elbert Heights
Lot size:
0.17 Acres
Year built:
1925
A broker reciprocity listing Courtesy: CENTURY 21 WOLF'S CROSSING REALTY 407-449-0000
View additional info

ADDITIONAL INFORMATION

A recently renovated 3-bedroom, 1-bath home featuring a bonus room and a spacious family room, offering flexible living space for work, play, or guests. Updates include new ceramic tile flooring, some new kitchen cabinets, a remodeled bathroom, fresh interior paint, and a partially new fence. The property also offers a 1?car garage and sits on a large lot, providing room for outdoor enjoyment or future possibilities. This home is ideal for first-time buyers or a strong addition to a rental portfolio. Owner financing may be available, offering additional flexibility for qualified buyers. Conveniently located near Lake Elbert Elementary School, Polk State College, the new Publix

Beds:
2
Baths:
3.00
Sq.Ft.:
965
Status:
NEW LISTING
MLS#:
P4938977
Type:
Single Family
Subdivision:
Hendersons Ext Kenilworth Park
Lot size:
0.21 Acres
Year built:
1939
A broker reciprocity listing Courtesy: LA ROSA REALTY PRESTIGE 863-940-4850
View additional info

ADDITIONAL INFORMATION

New lake house listing, two houses one price. Must see property with no HOA. Chain of lakes property on Lake Mirror with generator and whole house water system. Main house has beautiful kitchen, big living/dining combo. Kitchen has extra-large refrigerator, island, wall tile, and entry to garage. Large living room has fireplace, storage, and muti doors to sunroom. Primary bedroom has walk in closet, ensuite bathroom, and doors to sunroom. Sunroom faces lake has storage and hurricane windows. Laundry room has washer, dryer, and storage. Covered back porch overlooks pineapple garden. Separate cottage comes fully furnished and has full bath, kitchen, pantry and closet. Cottage overlooks banana and avocado trees. Covered dock overlooks lake with a swing for relaxation. All information is deemed reliable but not guaranteed. Buyer must verify all information and measurements. No seller financing.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,651
Status:
NEW LISTING
MLS#:
O6417950
Type:
Single Family
Subdivision:
Leisure Shores
Lot size:
0.26 Acres
Year built:
1968
A broker reciprocity listing Courtesy: BEYCOME OF FLORIDA LLC 804-656-5007
View additional info

ADDITIONAL INFORMATION

Updated 3 bedroom / 2 bathroom home located at 2018 Marilyn Ave, Winter Haven, FL 33881. This 1968-built home has been personally improved and maintained, with many major updates already completed. The property features a 50-year metal roof installed in 2017, Trane XL20i high-SEER 2-stage A/C system with humidity control, 3.5-ton air handler, digital thermostat, tankless water heater, and under-sink reverse osmosis drinking water system. The plumbing under the home has been redone with a resin-coated pipe system and includes a lifetime warranty. A 200-foot well is also located on the property and is not currently connected. Inside, the home features hardwood flooring in multiple areas, floating hardwood floors in the living room and hallway, tile in the kitchen/dining area, and generous closet space throughout. The kitchen includes wood cabinets, stainless appliances, breakfast bar seating, reverse osmosis drinking water, convection microwave/oven, and good cabinet space. All appliances stay with the home, along with the living room TV and sound bar. The guest bathroom has been upgraded with travertine tile, glass shower doors, black fixtures, recessed lighting, and a clean updated look. Both bathrooms include Govee lighting, and additional Govee lighting is available for the front exterior of the home. Outside, the property includes a fenced backyard, patio area, garage, laundry area, and travertine firepit setup. The firepit can be used as a traditional firepit or converted to gas, with a sleeve already run for future gas use. The yard provides space for outdoor seating, landscaping, gardening, and other outdoor improvements. Additional exterior improvements are planned, including driveway paint, back porch paint, garage floor coating with flakes, pressure washing of the fence and house, front landscaping, and sand around the firepit area. Conveniently located near Downtown Winter Haven, Polk State College, shopping, dining, lakes, parks, medical offices, and major Winter Haven attractions. This property is a strong option for anyone seeking an updated home with major systems already improved and room to personalize the finishing touches.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,366
Status:
NEW LISTING
MLS#:
L4962851
Type:
Condo
Subdivision:
Orchid Spgs Vill 400 San Miguel
Lot size:
0.01 Acres
Year built:
1974
A broker reciprocity listing Courtesy: THE STONES REAL ESTATE FIRM 863-412-2080
View additional info

ADDITIONAL INFORMATION

Virtually Staged. Welcome to easy Florida living in the sought-after Orchid Springs 55+ community! This beautifully maintained 2-bedroom, 2-bath condominium is located in the desirable San Miguel Building and offers a peaceful second-floor setting with lovely views of the lush, landscaped grounds below. Step inside to find a spacious and comfortable floor plan designed for both everyday living and entertaining. The bright Florida room provides the perfect spot to enjoy your morning coffee, read a book, or simply relax while taking in the serene garden views. The primary suite offers a private retreat featuring an oversized walk-in closet and an updated bathroom with modern finishes, creating a comfortable and inviting space to start and end each day. One of the biggest advantages of this home is the exceptional value offered through the monthly HOA fee, which includes gas, water, sewer, trash, community pool, clubhouse, amenities, exterior maintenance, and grounds maintenance—allowing you to spend more time enjoying life and less time worrying about upkeep. Ideally located at 400 El Camino Drive, Unit 202, you’ll enjoy convenient access to shopping, dining, medical facilities, downtown Winter Haven, and the area’s many lakes and recreational opportunities. Whether you’re looking for a year-round residence, a winter getaway, or a low-maintenance lifestyle, this inviting condo offers the perfect combination of comfort, convenience, and affordability in one of Winter Haven’s most established 55+ communities. Come discover why so many residents love calling Orchid Springs home!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,322
Status:
NEW LISTING
MLS#:
TB8520422
Type:
Single Family
Subdivision:
38th Street Subdivision
Lot size:
0.17 Acres
Year built:
2026
A broker reciprocity listing Courtesy: MIHARA & ASSOCIATES INC. 813-960-2300
View additional info

ADDITIONAL INFORMATION

Pre-Construction. To be built. Your opportunity to build a brand-new home and personalize it to your style is here! This to-be-built residence in the growing Winter Haven area offers the rare chance to enjoy new construction while selecting many of your own interior and exterior finishes to truly make it your own. Designed with modern living in mind, this thoughtfully planned home will feature an open-concept layout, stylish finishes, energy-efficient construction, and the peace of mind that comes with owning a brand-new home. Buyers will have the opportunity to choose colors and select finishes, creating a space that reflects their personal taste and lifestyle. Located in one of Winter Haven's rapidly expanding areas, you'll enjoy convenient access to shopping, dining, parks, lakes, and major roadways while still appreciating the charm and relaxed atmosphere that Winter Haven is known for. An added bonus: FHA construction loans are accepted, creating an excellent opportunity for first-time buyers and those looking to build their dream home with flexible financing options. Secure your future home early and take advantage of the ability to customize it from the start. Photos are for demonstration purposes only and may depict upgrades, finishes, and features that vary from the completed home. Contact us today for available floor plans, customization options, and estimated build timelines.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,828
Status:
NEW LISTING
MLS#:
W7886749
Type:
Single Family
Subdivision:
Inman Grvs Ph 2
Lot size:
0.13 Acres
Year built:
2023
A broker reciprocity listing Courtesy: BHHS FLORIDA PROPERTIES GROUP 352-688-2227
View additional info

ADDITIONAL INFORMATION

Welcome to this beautifully maintained, nearly new 4-BEDROOM, 2-BATHROOM home in the desirable INMAN GROVES community! Built in 2023 by D.R. Horton, this popular CALI FLOOR PLAN offers 1,828 square feet of thoughtfully designed living space with an open-concept layout perfect for both everyday living and entertaining. The spacious kitchen features SOLID SURFACE COUNTERTOPS, STAINLESS STEEL APPLIANCES, abundant cabinetry, a large island with seating, and overlooks the dining and living areas, creating a bright and inviting gathering space. The private owner's suite includes a generous walk-in closet and an en-suite bath, while three additional bedrooms provide flexibility for family, guests, or a home office. Additional highlights include ceramic tile flooring in the main living areas, an inside laundry room, energy-efficient construction, smart home features, a two-car attached garage, and an irrigation system. Step outside to enjoy the backyard with plenty of space to relax, entertain, or create your own outdoor oasis. Conveniently located near shopping, restaurants, schools, medical facilities, and major highways, this home also offers easy access to Downtown Winter Haven, LEGOLAND Florida Resort, and ORLANDO or TAMPA via nearby US-27 and I-4. Don't miss this opportunity to own a move-in-ready home in one of Winter Haven's growing communities!

Beds:
5
Baths:
3.00
Sq.Ft.:
2,112
Status:
NEW LISTING
MLS#:
O6417853
Type:
Single Family
Subdivision:
Villa Mar 40's
Lot size:
0.15 Acres
Year built:
2026
A broker reciprocity listing Courtesy: LENNAR REALTY 800-229-0611
View additional info

ADDITIONAL INFORMATION

Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

Beds:
4
Baths:
5.00
Sq.Ft.:
4,824
Status:
NEW LISTING
MLS#:
L4960912
Type:
Single Family
Subdivision:
Waterford Oaks
Lot size:
0.59 Acres
Year built:
2002
A broker reciprocity listing Courtesy: RED BIRD REALTY 850-201-8810
View additional info

ADDITIONAL INFORMATION

This sprawling two-story luxury pool residence showcases exceptional craftsmanship and timeless elegance, enhanced by extensive upgrades throughout and a Generac home generator. From the moment you enter, you'll be captivated by soaring tray and cathedral ceilings, rich crown molding, and refined architectural details that create an atmosphere of sophistication and grandeur. Designed to inspire culinary excellence, the chef’s kitchen is appointed with a professional-grade gas cooktop, custom solid wood cabinetry, a hidden walk-in pantry, farmhouse sink, and a picturesque window framing serene views of Lake Winterset. A convenient built-in workstation, located near the spacious laundry room and oversized three-car garage, provides added functionality for everyday living. The sumptuous primary suite serves as a private retreat, featuring beautiful custom built-ins, dual vanities, a chandelier-accented soaking tub, an expansive walk-in shower, and generous his-and-her custom closets. A tranquil sitting area offers the perfect space for reading and relaxation, while French doors provide direct access to the poolside lanai. Created for effortless entertaining, the grand great room seamlessly connects indoor and outdoor living through pocketing sliding glass doors that open to a spectacular pavered lanai complete with a summer kitchen, sparkling pool, and elegant water feature. Two additional en-suite bedrooms with walk-in closets are conveniently located on the main level, while a well-appointed powder bath serves guests. The upper level offers a private guest or in-law retreat featuring a spacious en-suite bedroom, full bath, media room, and a sizable studio or flex space overlooking the tranquil waters of Lake Winterset. Elegant formal living and dining rooms provide the perfect backdrop for memorable gatherings, enhanced by exquisite finishes and statement lighting. A distinguished library or executive home office, adorned with rich burled wood cabinetry and custom doors, delivers both privacy and sophistication.Situated on an oversized corner homesite, this exceptional residence is enveloped by lush, mature landscaping that creates a sense of privacy and exclusivity. Combining luxurious amenities, breathtaking lake views, and thoughtfully designed living spaces, this remarkable estate offers an unparalleled lifestyle in a truly spectacular setting.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,386
Status:
NEW LISTING
MLS#:
O6417834
Type:
Townhouse
Subdivision:
Serenity At Peace Creek Th
Lot size:
0.08 Acres
Year built:
2026
A broker reciprocity listing Courtesy: LENNAR REALTY 800-229-0611
View additional info

ADDITIONAL INFORMATION

Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,322
Status:
NEW LISTING
MLS#:
TB8520450
Type:
Single Family
Subdivision:
38th Street Subdivision
Lot size:
0.16 Acres
Year built:
2026
A broker reciprocity listing Courtesy: MIHARA & ASSOCIATES INC. 813-960-2300
View additional info

ADDITIONAL INFORMATION

Pre-Construction. To be built. Lot 4 - Crown Model - Build the home you've always envisioned in beautiful Winter Haven! This to-be-built new construction home offers a unique opportunity to personalize your future residence from the very beginning. Buyers will have the ability to select interior and exterior color schemes and finishes, creating a home that truly reflects their individual style and preferences. Designed with modern living in mind, this home will feature a thoughtfully planned layout, quality craftsmanship, energy-efficient construction, and all the benefits that come with owning a brand-new home. Conveniently located near Winter Haven's shopping, dining, schools, parks, and the area's renowned chain of lakes, you'll enjoy both everyday convenience and the charm of one of Central Florida's fastest-growing communities. FHA construction loans are accepted, making homeownership more attainable for buyers looking to build instead of buy resale. Secure your homesite now and take advantage of the opportunity to customize your new home before construction is complete. Photos are for demonstration purposes only and may include finishes, colors, and upgrades that vary from the final product. Contact us today for available plans, timelines, and customization options.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,188
Status:
NEW LISTING
MLS#:
O6417749
Type:
Single Family
Subdivision:
Jarvis Heights
Lot size:
0.29 Acres
Year built:
1925
A broker reciprocity listing Courtesy: PALMANO GROUP RE BROKERAGE LLC 321-214-1211
View additional info

ADDITIONAL INFORMATION

Move-in Ready and Income Potential in the Heart of Winter Haven! Imagine starting your day with a cup of coffee on the screened porch, taking a short stroll to nearby lakes, and enjoying the convenience of being just minutes from Winter Haven Hospital, Polk State College, Lake Martha, and Lake Elbert. This charming 2-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and opportunity. Thoughtfully updated with a new roof, electrical, and plumbing in 2024, this home is ready for its next owner to move in and enjoy. Inside, you'll find a warm and welcoming floor plan featuring separate living and dining spaces, an inside laundry room, and generously sized bedrooms with large walk-in closets. The primary suite offers a private en-suite bath, creating a comfortable retreat at the end of the day. Outdoor living is just as inviting, with both a welcoming front porch and a screened back porch perfect for relaxing, entertaining, or enjoying Florida's beautiful weather year-round. A storage shed provides additional space for tools, hobbies, or outdoor equipment. What truly sets this property apart is the detached unfinished ADU. Already equipped with a newer roof and updated electrical service, it's ready for your vision. Create a guest suite, home office, art studio, workshop, or future income-producing rental. Whether you're a first-time buyer, downsizing, investing, or simply looking for a home with room to grow, this property offers endless possibilities in a location you'll love. Don't miss this unique opportunity to own a home with both charm and future potential in the heart of Winter Haven.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,695
Status:
NEW LISTING
MLS#:
TB8520161
Type:
Single Family
Subdivision:
Villamar
Lot size:
0.14 Acres
Year built:
2026
A broker reciprocity listing Courtesy: MERITAGE HOMES OF FL REALTY 813-703-8860
View additional info

ADDITIONAL INFORMATION

Under Construction. Brand new, energy-efficient home available by Jul 2026! Configure the flex room in the front of the home to an at home office space or hobby space. Past the foyer, the open kitchen flows to the dining space, great room and outside patio. Private primary suite offers a spacious area to relax. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,775
Status:
NEW LISTING
MLS#:
L4962931
Type:
Single Family
Subdivision:
Cypress Landing Ph 02
Lot size:
0.13 Acres
Year built:
1993
A broker reciprocity listing Courtesy: SELLSTATE CENTRIC REALTY 863-225-2624
View additional info

ADDITIONAL INFORMATION

Welcome to your lakefront retreat in the Cypress Landing subdivision of Winter Haven, Florida, offering beautiful sunsets over Lake Dexter every day. This 2-bedroom, 2.5-bath home features a bonus Florida room overlooking the water—perfect for relaxing, entertaining, or enjoying your morning coffee in serene waterfront views, or unwind as you view the sunsets. While the home does need some updating, it’s priced accordingly and presents a wonderful opportunity to personalize and build equity in a desirable, resort-style community. Cypress Landing also provides fantastic amenities, including a community pool, community center, and a boat ramp with a dock for easy access to the lake—making this an ideal home for both peaceful living and weekend adventures.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,322
Status:
NEW LISTING
MLS#:
TB8520435
Type:
Single Family
Subdivision:
38th Street Subdivision
Lot size:
0.16 Acres
Year built:
2026
A broker reciprocity listing Courtesy: MIHARA & ASSOCIATES INC. 813-960-2300
View additional info

ADDITIONAL INFORMATION

Pre-Construction. To be built. Lot # 3 - Your opportunity to build a brand-new home and personalize it to your style is here! This to-be-built residence in the growing Winter Haven area offers the rare chance to enjoy new construction while selecting many of your own interior and exterior finishes to truly make it your own. Designed with modern living in mind, this thoughtfully planned home will feature an open-concept layout, stylish finishes, energy-efficient construction, and the peace of mind that comes with owning a brand-new home. Buyers will have the opportunity to choose colors and select finishes, creating a space that reflects their personal taste and lifestyle. Located in one of Winter Haven's rapidly expanding areas, you'll enjoy convenient access to shopping, dining, parks, lakes, and major roadways while still appreciating the charm and relaxed atmosphere that Winter Haven is known for. An added bonus: FHA construction loans are accepted, creating an excellent opportunity for first-time buyers and those looking to build their dream home with flexible financing options. Secure your future home early and take advantage of the ability to customize it from the start. Photos are for demonstration purposes only and may depict upgrades, finishes, and features that vary from the completed home. Contact us today for available floor plans, customization options, and estimated build timelines.

Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 of 33    Prev | Next
1–25 of 818 properties displayed
Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of {{last updated}}. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2026, My Florida Regional MLS DBA Stellar MLS.



Winter Haven Real Estate

Winter Haven is located in Florida. Winter Haven, Florida has a population of 48,707. Winter Haven is less family-centric than the surrounding county with 26.09% of the households containing married families with children. The county average for households married with children is 26.62%.

The median household income in Winter Haven, Florida is $50,842. The median household income for the surrounding county is $55,099 compared to the national median of $69,021. The median age of people living in Winter Haven is 41 years.

Winter Haven Weather

The average high temperature in July is 92.5 degrees, with an average low temperature in January of 49.7 degrees. The average rainfall is approximately 51.2 inches per year, with 0 inches of snow per year.

Winter Haven Map

Winter Haven Real Estate Market Conditions

  • Median sales price

    $280,000
    25.4%
    change since last quarter
  • # Active listings

    918
    30-day change

Winter Haven Schools and Demographics

Education near Winter Haven, FL

City County
High School Graduates 88.28 86.36
College Degree - 2 year 10 9.74
College Degree - 4 year 19.99 21.01
Graduate Degree 4.94 5.22
Expenditures per Student 10,984 10,984
Students per Teacher 17.8 17.8

Elementary Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Chain of Lakes Elementary School PK - 05 1,077 17.4 33884
Eagle Lake Elementary School PK - 05 473 15.8 33839
Elbert Elementary School PK - 05 638 15.6 33881
Frank E. Brigham Academy KG - 05 527 15.5 33880
Fred G. Garner Elementary School PK - 05 646 13.7 33881
Garden Grove Elementary School PK - 05 562 15.2 33884
Hartridge Academy KG - 05 237 18.2 33881
Highland City Elementary School PK - 05 428 13.8 33846
Inwood Elementary School PK - 05 412 15.3 33880
Jewett School of the Arts PK - 08 738 15.1 33881
John Snively Elementary PK - 05 467 15.6 33880
Lake Shipp Elementary School PK - 05 550 17.2 33880
Pinewood Elementary School PK - 05 678 14.7 33839
Wahneta Elementary School PK - 05 502 16.2 33880
Winter Haven Head Start PK - PK 35 17.5 33881

Middle Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Denison Middle School 06 - 08 842 15.9 33880
Jewett Middle Academy Magnet 06 - 08 606 18.4 33881
Westwood Middle School 06 - 08 821 15.5 33881

High Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Chain of Lakes Collegiate High School 11 - 12 291 32.3 33881
Lake Region High School 09 - 12 1,892 19.9 33839
New Beginnings High School 07 - 12 382 27.3 33881
Polk State College Collegiate High School 11 - 12 281 40.1 33881
Winter Haven Senior High School 09 - 12 1,953 22.2 33880

Ungraded Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Ridge Teen Parent Program 06 - 12 71 33881
Winter Haven Pace 01 - 12 5 33880

Demographics near Winter Haven, FL

City County
Neighborhood Type Suburban
Population 48,707 713,148
Population Density 1,520 397
Median Age 41 40.1
People per Household 2.7 2.8
Median Household Income 50,842 55,099
Average Income per Capita 27,296 27,909

Real estate near Winter Haven