Winter Haven FL Real Estate & Homes for Sale

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Beds:
4
Baths:
2.00
Sq.Ft.:
1,895
Status:
NEW LISTING
MLS#:
TB8554887
Type:
Single Family
Subdivision:
Pollard Shores
Lot size:
0.45 Acres
Year built:
1973
A broker reciprocity listing Courtesy: JACK KELLER INC 727-586-1497
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ADDITIONAL INFORMATION

Welcome to 10 West Lake Hamilton Circle, a beautifully maintained four-bedroom, two-bathroom waterfront home situated on a spacious half-acre property in Winter Haven. This inviting residence combines comfortable living spaces, thoughtful updates, mature landscaping, and an exceptional canalfront lifestyle with direct access to Lake Hamilton. Inside, the home features carpet and tile flooring throughout, updated HVAC, and new kitchen appliances. The spacious floor plan offers plenty of room for both everyday living and entertaining, including a dining room directly off the kitchen, a dedicated TV/activity room, and a centralized fireplace that creates a warm and welcoming focal point. The private primary suite offers a relaxing retreat with its own en-suite bathroom, while three additional bedrooms provide flexibility for guests, an office, or hobbies. Step outside and the property truly comes to life. The well-landscaped half-acre lot is surrounded by beautiful mature oak trees, creating shade, privacy, and a classic Florida setting. The large, deep swimming pool is complemented by a spacious lanai, making it an ideal place to relax, entertain, or enjoy sunny Florida afternoons. Beyond the pool, you'll find an incredible waterfront setup with a private dock, canal frontage, and a dedicated fireplace sitting area overlooking the water. And for boating enthusiasts, the location is especially appealing. Moor your boat right at your private back dock and enjoy direct boating access to Lake Hamilton. From there, it's approximately a three-minute boat ride to Port 27 and Floridinos, where patrons can tie their boats up at the restaurants' docks and arrive by water for dinner, drinks, or an evening out. With its combination of lake access, private dock, pool, mature landscaping, spacious lot, updated systems and appliances, and versatile interior living spaces, 10 West Lake Hamilton Circle offers the best of relaxed Florida living with the convenience of being able to enjoy Lake Hamilton right from your backyard.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,457
Status:
NEW LISTING
MLS#:
P4940070
Type:
Other
Subdivision:
Vienna Square Ph 2b
Lot size:
0.09 Acres
Year built:
2018
A broker reciprocity listing Courtesy: FLORIDA HOME CHOICE REALTY 863-412-2727
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ADDITIONAL INFORMATION

END-UNIT VILLA IN VIENNA SQUARE WITH POND VIEW. ENJOY PRIVACY, COMFORT AND A POND VIEW IN THIS 2 BEDROOM - 2 BATH END UNIT VILLA OFFERING ALMOST 1500 SQ FR OF LIVING AREA. LOCATED IN THE DESIREABLE SOUTHEAST AREA. ENJOY THIS 55 PLUS GATED COMMUNITY. THIS HOME FEATURES A SPLIT BEDROOM DESIGN, OPEN GREAT ROOM, CERAMIC TILE AND PLANTATION SHUTTERS THOUGHOUT. THE UPGRADED KITCHEN INCLUDES GRANITE COUNTERTOPS WITH APPLIANCES, INCLUDING WASHER & DRYER. THE SPACIOUS PRIMARY SUITE OFFERS DOUBLE CLOSETS AND A PRIVATE BATH WITH A WALK IN SHOWER. ADDITIONAL HIGHLIGHTS INCLUDE A TWO-CAR GARAGE, BRICK-PAVER DRIVEWAY AND A PEACEFUL END UNIT SETTING, OVERLOOKING THE POND. THE COMMUNITY AMENITIES INCLUDE: GATED COMMUNITY; CLUBHOUSE; RESORT-STYLE POOL; TENNIS COURTS. CONVENIENTLY LOCATED NEAR THE NEW PUBLIX ON DUNDEE ROAD WITH EASY ACCESS TO HIGHWAY 27 TO I-4 TO TAMPA, ORLANDO-DISNEY. DOWNTOWN WINTER HAVEN IS APPROXIMATELY 10 MIN TO RESTAURANTS, PARK WITH EVENTS, LIBRARY AND COMMUNITY EVENTS. THE FREE CYPRESS GARDENS SKI SHOW IS ALSO HELD ON LAKE SILVER. DISCOVER YOUR RELAXED FLORIDA LIVING AT IT'S BEST AT VIENNA SQUARE!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,680
Status:
NEW LISTING
MLS#:
P4940027
Type:
Single Family
Subdivision:
Lake Ashton West Ph I
Lot size:
0.16 Acres
Year built:
2007
A broker reciprocity listing Courtesy: LAKE ASHTON REALTY INC. 863-409-6899
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ADDITIONAL INFORMATION

Home for Sale in Lake Ashton, a Florida Retirement Community with Two (2) Golf Courses, Resort Style Amenities and Planned Activities like Trivia, Bingo, Dances, Day Trips, Holiday Events and MORE! This 3 Bedroom and 2 Bath home with over 1,600 sq. ft. living area would be a great seasonal home. The furniture in this home is negotiable. The exterior of this home has paver drive and walk ways, mature and well maintained landscape with rock-scape and landscape edging, a screened entry at the Front Door, and a Covered Lanai, on the front of the home, which is large enough for chairs. An irrigation system provides water to the large and beautiful Palm tree and other mature landscape around the home. This seasonally occupied and well maintained home offers an Open and Spacious Split Floor Plan with NO CARPET ANYWHERE! The kitchen features SS appliances (oven-December 2022, refrigerator 2021), Corian countertops, Dinette area with Bay Windows, Step Up breakfast bar and closet pantry. New Anderson Windows have been installed in the Dining room, Primary Bedroom and Primary Bathroom. Laminate flooring is in each of the bedrooms. The Primary Suite has 2 large walk-in closets, His/Her comfort height vanities, a Water closet and Large walk-in shower. The washer/dryer in the laundry room will be included in the sale of this home. The outdoor living area offers a 26 x 10 rear screened lanai and large paver area that is great for grilling. The 2 car garage is equipped with a "Skeeter Beater" for privacy and enjoying the cool cross breeze! Lake Ashton that offers 2 clubhouses, indoor and outdoor heated pools, pickle ball, tennis courts, racquetball, basketball, fitness centers, movie theaters, craft room, media center, several private lakes, private boat ramp/slips and more!! Come and enjoy your retirement and carefree living in the beautiful gated and guarded community of Lake Ashton today!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,145
Status:
NEW LISTING
MLS#:
P4940066
Type:
Single Family
Subdivision:
Lake Bess Country Club
Lot size:
0.25 Acres
Year built:
1999
A broker reciprocity listing Courtesy: LINCOLN MADISON REAL ESTATE LLC 863-521-0549
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ADDITIONAL INFORMATION

Live the Florida lifestyle in this 3 bedroom, 2 bath w/office on the the Lake Bess Country & Golf club; a desirable, gated community with no age restrictions in Winter Haven. The layout of the home enhances a welcoming and roomy atmosphere. As you enter you are greeted by a large entry foyer that opens up to a spacious living room. The high ceilings and large double pane windows allow natural light to flood the home. Life at Lake Bess Country Club is about more than just owning a home—it's embracing a lifestyle. Enjoy unlimited access to the immaculately maintained executive golf course, relax by the heated community pool, gather with neighbors at the clubhouse, or simply enjoy the gentle breeze while watching golfers pass by from the comfort of your own backyard. The monthly HOA fee of $500 includes lawn care, shrub maintenance, the heated community pool, and clubhouse access, as well as, unlimited golf on the beautifully maintained executive course—an outstanding value for those who love the game. If you've been searching for spectacular views, a peaceful setting, and maintenance-free Florida living in a secure gated community, this is the one. Schedule your private showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,576
Status:
NEW LISTING
MLS#:
L4965517
Type:
Single Family
Subdivision:
Garden Grove South Ph 01 & 02
Lot size:
0.2 Acres
Year built:
1979
A broker reciprocity listing Courtesy: HARPER REALTY FL, LLC 863-687-8020
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ADDITIONAL INFORMATION

Welcome to this beautifully renovated 3-bedroom, 2-bath home located on a quiet cul-de-sac in Winter Haven! Situated on a spacious .20-acre lot, this move-in-ready home has been thoughtfully updated throughout with a fresh, modern feel. Step inside to find new luxury vinyl plank flooring, a completely remodeled kitchen, beautifully updated bathrooms, and a separate laundry room. The former garage has been fully enclosed, providing additional versatile living space perfect for a family room, home office, game room, or flex space. The newly renovated kitchen offers a clean, contemporary look, with stainless steel appliances to be installed soon. The light and bright interior provides a welcoming atmosphere with plenty of room to make this home your own. Enjoy the peaceful setting of a cul-de-sac while still being conveniently located near shopping, dining, medical facilities, schools, and all that Winter Haven has to offer. Known for its beautiful Chain of Lakes and central Florida location, Winter Haven provides easy access to LEGOLAND Florida Resort and is conveniently positioned between the Orlando and Tampa areas. Whether you’re searching for your primary residence or a Florida getaway, this updated home is ready for its new owners. Schedule your private showing today!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,999
Status:
NEW LISTING
MLS#:
O6446908
Type:
Single Family
Subdivision:
St James Xing
Lot size:
0.17 Acres
Year built:
2017
A broker reciprocity listing Courtesy: PROPERTY LOGIC RE 407-909-3436
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ADDITIONAL INFORMATION

New photos coming soon. Seller offering up to $12,320 toward buyer closing costs, prepaid expenses, and/or an interest rate buydown. Conditions apply. Move-in ready 4-bedroom, 2-bath home in Winter Haven's established St James Crossing community. The kitchen features granite countertops, an island with bar seating, and stainless steel appliances including a range, dishwasher and microwave. The single-story split floor plan offers 1,999 SqFt with wood-look laminate flooring throughout and no carpet anywhere, a living room open to the dining area and kitchen, a primary suite with a walk-in closet and a private bath with a walk-in shower, three additional bedrooms (two with walk-in closets), a second full bath, an inside laundry room, and an attached 2-car garage. Out back, sliding glass doors open to a covered patio on a 0.17-acre lot that backs to a tree line. $210 annual HOA and no CDD. Flood Zone X, so no flood insurance is required. Conveniently located near shopping, dining and schools. Buyer credit available with use of Seller's preferred lender. Schedule your showing today.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,420
Status:
NEW LISTING
MLS#:
P4940063
Type:
Single Family
Subdivision:
Sanctuary By The Lake Ph 2
Lot size:
0.15 Acres
Year built:
2021
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY ORLANDO 407-622-2122
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ADDITIONAL INFORMATION

Welcome to 276 Arbuthnot St, a beautifully maintained 3-bedroom, 2-bath home in the desirable Sanctuary by the Lake community of Winter Haven. Built in 2021, this move-in-ready home offers approximately 1,420 square feet of thoughtfully designed living space with an open-concept floor plan, vaulted ceilings, and a bright, inviting atmosphere. The kitchen is a standout, featuring quartz countertops, stainless-steel appliances, 42-inch shaker-style cabinetry, and a spacious L-shaped breakfast bar perfect for everyday meals or entertaining. The primary suite offers a walk-in closet and comfortable retreat, while additional features include an interior laundry area, whole-home water softener, and a 2-car garage. Conveniently located near shopping, dining, schools, recreation, and everything Winter Haven has to offer. Don’t miss the opportunity to make this beautiful home yours—schedule your private showing today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,248
Status:
NEW LISTING
MLS#:
P4940060
Type:
Townhouse
Subdivision:
Not In Subdivision
Lot size:
0.07 Acres
Year built:
1979
A broker reciprocity listing Courtesy: STAR REALTY OF WINTER HAVEN 863-299-7827
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ADDITIONAL INFORMATION

TOWNHOUSE 2 BEDROOM 1.5 BATHROOM NEAR DOWNTOWN WINTER HAVEN. FEATURES DOWNSTAIRS LIVING AREAS WITH KITCHEN AND 1/2 BATHROOM, WITH LAMINATE & CERAMIC TILE FLOORS. SLIDING GLASS DOORS OFF LIVING ROOM OPENS UP TO SCREEND-IN-PORCH, WITH ACCESS TO FENCED IN BACK YARD. UPSTAIRS FEATURES; 2 LARGE BEDROOMS WITH FULL BATHROOM WITH TUB'SHOWER & SKYLIGHT, HIS & HER CLOSETS. THIS TOWNHOUSE COMES WITH A 2 CAR GARAGE AND PRIVATE FRONT PATIO AREA.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,476
Status:
NEW LISTING
MLS#:
P4940054
Type:
Single Family
Subdivision:
Country Club Acres
Lot size:
10.98 Acres
Year built:
1994
A broker reciprocity listing Courtesy: THE K TEAM REAL ESTATE SERVICES LLC 863-604-1601
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ADDITIONAL INFORMATION

11 ACRE POOL HOME WITH GUEST HOUSE AND BARN!!! Just minutes from downtown Winter Haven, on a quiet cul-de-sac, behind a gated private tree-lined drive sits the modern farmhouse of your dreams. From the 3500Sqft 4BR/4BA main house to the 1300Sqft 2BR/2BA guest house, the updates and upgrades are breathtaking. The main house has been fully renovated and NEVER LIVED IN!!! Be the first to enjoy the gorgeous open kitchen, the exquisite custom baths, the beautiful floors, the remarkable finishes, and the unparalleled views from the new windows looking out over the pastures, private pond, and pines! Multiple porches, patios, and sitting areas adorn the main house and guest house alike. The newly resurfaced pool features a waterfall and bubblers and sits under a NEW enclosure with NEW pavers and NEW pool equipment. Just a short walk from the main house is the guest house with endless potential uses: guest quarters, office, business, income production, in-law suite and the list goes on. It features a full kitchen, laundry/utility space, and more. The pole barn is a useful addition to your 900SqFt garage/barn with 900SqFt of fully floored storage up top. All this sits on 10.98 stunning acres of magical Florida beauty with access to shopping, dining, Legoland, medical, and more. Mere moments from the Country Club of Winter Haven, everything is at your fingertips but you feel like you are miles away. A true blend of land, luxury and location that can’t be denied. Schedule your showing now to tour this exquisite Florida masterpiece and turn this dream into your reality…

Beds:
5
Baths:
2.00
Sq.Ft.:
1,708
Status:
NEW LISTING
MLS#:
O6439400
Type:
Single Family
Subdivision:
Willowbrook South
Lot size:
0.11 Acres
Year built:
2025
A broker reciprocity listing Courtesy: DR HORTON REALTY OF CENTRAL FLORIDA LLC 407-250-7299
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ADDITIONAL INFORMATION

Under Construction. Welcome to the Dundee, one of our one-story floorplans available in the beautiful community of Willowbrook South in Winter Haven, Florida. Choose between three thoughtfully designed exterior styles. This spacious 5-bedroom, 2-bathroom home offers 1,708 square feet of modern, comfortable living. Step inside to an inviting open-concept layout where the kitchen, living, and dining areas flow seamlessly together perfect for both everyday living and entertaining guests. The gourmet kitchen is the heart of the home, featuring sleek stainless-steel appliances, quartz countertops, and contemporary cabinetry that combine style with functionality. Overlooking the dining and living room, the kitchen ensures you’re always connected to the action. Luxury finishes are found throughout, with luxury vinyl plank flooring in the main living areas, primary suite, bathrooms, laundry room, and foyer. Bedrooms 2–5 include soft carpet and roomy closets, offering comfort and flexibility to use as bedrooms, office space, or creative bonus rooms. The private primary suite is designed for relaxation, with a walk-in closet and an en-suite bathroom that includes a toilet and shower for added privacy. This move-in ready home in Willowbrook South, Florida offers the perfect balance of style, comfort, and convenience. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Beds:
3
Baths:
2.00
Sq.Ft.:
1,034
Status:
NEW LISTING
MLS#:
O6446125
Type:
Single Family
Subdivision:
Lake Shipp Or Porters Add
Lot size:
0.2 Acres
Year built:
1921
A broker reciprocity listing Courtesy: PALMANO GROUP RE BROKERAGE LLC 321-214-1211
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ADDITIONAL INFORMATION

Welcome to this beautifully remodeled Winter Haven home with a desirable Lake Shipp view! Thoughtfully updated from top to bottom, this property offers the peace of mind of a new roof, new HVAC system, updated plumbing, and updated electrical—giving you the feel of a brand-new home without the new-construction wait. Inside, enjoy a fresh, modern living space with quality updates and an inviting layout designed for comfortable everyday living and entertaining. The Lake Shipp views add a special touch, creating a relaxing backdrop to your Florida lifestyle. With major systems already updated, this home is an excellent opportunity for buyers looking for a move-in-ready property with substantial improvements already completed. Conveniently located in Winter Haven with easy access to area shopping, dining, recreation, and Central Florida attractions.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,719
Status:
NEW LISTING
MLS#:
TB8554454
Type:
Single Family
Subdivision:
Traditions Ph 01
Lot size:
0.12 Acres
Year built:
2006
A broker reciprocity listing Courtesy: LKV REALTY, LLC 614-302-8248
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ADDITIONAL INFORMATION

Welcome to 4035 Carteret Drive, located in the gated 55+ community of Traditions at Lake Ruby. This spacious 2-bedroom, 2-bath home offers approximately 1,719 square feet of single-story living plus a versatile office/den and enclosed sunroom. The open floor plan provides comfortable living and entertaining space, while the attached two-car garage offers convenient parking and storage. Enjoy low-maintenance living with an HOA that provides community services including lawn care, cable and internet. Traditions offers an impressive collection of amenities including a lakefront clubhouse, heated pool and spa, fitness center, tennis and pickleball courts, bocce ball, shuffleboard, dog park, boat ramp, dock and access to Lake Ruby.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,286
Status:
NEW LISTING
MLS#:
L4965485
Type:
Single Family
Subdivision:
Not In Subdivision
Lot size:
0.19 Acres
Year built:
2026
A broker reciprocity listing Courtesy: PORCHLIGHT HOMES LLC 863-529-3369
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ADDITIONAL INFORMATION

Under Construction. This newly constructed home offers a comfortable and inviting layout with 3 bedrooms, 2 bathrooms, and 1,286 square feet of living space. From the moment you step inside, you’ll find a spacious and functional design with thoughtful details throughout. A rare opportunity awaits with the neighboring newly constructed home also available for purchase! Whether you’re looking to create a private family compound, live next door to parents, grandparents, or siblings, or simply have your best friends as neighbors, this unique opportunity offers endless possibilities while allowing everyone to enjoy the comfort and privacy of their own beautiful home. The foyer opens into the spacious dining and great rooms, with raised ceilings throughout creating an open and airy feel. The living space also provides convenient access to the outdoor patio, making it easy to enjoy the outdoors or entertain guests. The kitchen features a large island and plenty of storage, including a pantry, while the home also offers a primary walk-in closet, linen closet, and coat closet for added convenience. The 2-car garage provides additional storage and a dedicated laundry area. With no HOA, there’s also plenty of flexibility for your boat, RV, or other outdoor vehicles. With its new construction, comfortable layout, ample storage, and unique neighboring-home opportunity, this property is ready to welcome its new owners.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,392
Status:
NEW LISTING
MLS#:
O6446507
Type:
Single Family
Subdivision:
Fox Ridge Ph 02
Lot size:
0.15 Acres
Year built:
1987
A broker reciprocity listing Courtesy: GLOBAL LUXURY REALTY LLC 305-968-9442
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ADDITIONAL INFORMATION

A hidden gem awaits for you in Fox Ridge in Winter Haven. This 3 bedroom 2 bath with 2 car garage has a lot to show. New roof 2026, new water heater and AC 2024. Installed also in 2026 Kitchen and bathroom cabinetry, counter tops and lighting fixtures. Open floor plan with cathedral ceilings and split bedrooms and with natural lighting streaming throughout the house. Kitchen has new farmer's sink , gas range and refrigerator. Laminate plank flooring thru out the house and tile on the master bedroom. A decorative fireplace sits in the living room. Master bedroom has a sliding door that opens to the large screened covered patio overlooking the fenced backyard. Master bathroom has a walk in shower and two walk in closets. All bedrooms have ceiling fans. No HOA. The patio would be a great place for entertaining.Great location with easy commute to shopping, dining, restaurants and downtown Winter Haven.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,500
Status:
NEW LISTING
MLS#:
O6442691
Type:
Single Family
Subdivision:
Sunset Park
Lot size:
0.16 Acres
Year built:
1955
A broker reciprocity listing Courtesy: AGENT TRUST REALTY CORPORATION 407-251-0669
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ADDITIONAL INFORMATION

PRICED TO SELL QUICKLY! $7,000 SELLER CONTRIBUTION TOWARD BUYER'S CLOSING COSTS OR PREPAIDS AVAILABLE WITH ACCEPTABLE FINANCING! BEAUTIFULLY RENOVATED 4-BEDROOM, 2-BATH HOME WITH A 2024 ROOF, 2021 3-TON NORTEK HVAC AIR HANDLER, AND NO HOA! Welcome to 702 SW Avenue C in Winter Haven. This updated home features a spacious and flexible floor plan with FOUR BEDROOMS, TWO FULL BATHROOMS, A 2024 ROOF, 2021 3-TON NORTEK HVAC AIR HANDLER, and modern finishes throughout. Step inside to a bright, refreshed interior featuring updated flooring, fresh paint, modern lighting, and an inviting living area. The renovated kitchen features LIGHT SHAKER CABINETRY, GRANITE COUNTERTOPS, STAINLESS-STEEL APPLIANCES, updated fixtures, and generous cabinet and counter space. The four-bedroom layout provides flexibility for family, guests, a home office, or hobby space, while the updated bathrooms feature clean, contemporary finishes. An ADDITIONAL SEPARATE FLEX SPACE WITH ITS OWN PRIVATE EXTERIOR ENTRANCE provides even more versatility for a home office, studio, hobby area, storage, or other use. Buyer to independently verify square footage and any desired use of this additional space. Additional highlights include the 2024 ROOF, 2021 3-TON NORTEK HVAC AIR HANDLER, NO HOA, RENOVATED INTERIOR, UPDATED KITCHEN AND BATHROOMS, and move-in-ready condition. Conveniently located near Downtown Winter Haven, shopping, dining, and major roadways. MOVE-IN READY, THOUGHTFULLY RENOVATED AND PRICED TO SELL — SCHEDULE YOUR PRIVATE SHOWING TODAY!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,851
Status:
NEW LISTING
MLS#:
O6446739
Type:
Single Family
Subdivision:
Lakeside Lndgs Ph 3
Lot size:
0.13 Acres
Year built:
2019
A broker reciprocity listing Courtesy: XCELLENCE 866-595-6025
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ADDITIONAL INFORMATION

Another Great Listing! Welcome to this 4-bedroom, 2-bathroom home, built in 2019, offering 1,851 square feet of thoughtfully designed living space. The open-concept floor plan creates a bright, inviting atmosphere, with the living, dining, and kitchen areas seamlessly connected—perfect for everyday living and entertaining. The spacious primary suite features a walk-in closet, while the primary bathroom offers dual sinks and a walk-in shower for added comfort and convenience. With a functional layout, modern design, and plenty of potential, this home is ready for you to transform it into your ideal living space. Conveniently located approximately 30 minutes from Disney, this property offers both comfort and accessibility. The home is vacant and easy to show with a lockbox. Property is being sold as-is. All buyers must view the property. Don’t miss this opportunity to make this home your own!

Beds:
2
Baths:
1.00
Sq.Ft.:
1,209
Status:
NEW LISTING
MLS#:
TB8554269
Type:
Single Family
Subdivision:
Eloise Woods Lakes Miriam Un
Lot size:
0.19 Acres
Year built:
1958
A broker reciprocity listing Courtesy: HOMESMART 407-476-0461
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ADDITIONAL INFORMATION

Charming single-story bungalow nestled in the desirable Eloise Woods Lakes community. This inviting home offers two spacious bedrooms, a comfortable family room, separate living and dining areas, and a dedicated laundry room. The kitchen features rich-colored cabinetry, sleek stainless steel appliances, and plenty of charm. Enjoy the added living space of the screened-in sunroom overlooking a large, private backyard with mature landscaping—perfect for relaxing or entertaining. Ceiling fans throughout and a convenient single-car carport add to the home's comfort and functionality. Ideally located near shopping, dining, and everyday conveniences, this delightful home is ready to welcome you!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,507
Status:
NEW LISTING
MLS#:
S5158743
Type:
Single Family
Subdivision:
Shadow Wood
Lot size:
0.35 Acres
Year built:
1980
A broker reciprocity listing Courtesy: RE/MAX HERITAGE PROFESSIONALS 863-256-2188
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ADDITIONAL INFORMATION

Welcome to 4302 Shadow Wood Ln in Winter Haven! Situated on a SPACIOUS .35-ACRE CORNER LOT with NO HOA, this beautifully updated 2-bedroom, 2-bathroom home offers plenty of room inside and out, a FULLY FENCED BACKYARD and a convenient location with easy access to the Polk Parkway. Step inside to a FRESHLY PAINTED INTERIOR and a desirable split-bedroom floor plan designed for both comfort and privacy. The entry foyer opens to a welcoming living room and spacious family room featuring a WOOD-BURNING FIREPLACE with built-in shelving, creating a comfortable space for relaxing or entertaining. Laminate flooring flows throughout the home for easy maintenance. The UPDATED KITCHEN features stainless steel appliances, updated cabinetry and countertops, offering a fresh and functional space with plenty of storage. The spacious primary suite includes a private ensuite bathroom with a step-in shower, while the second bedroom features convenient built-in shelving. An inside utility/laundry room adds additional functionality, and the WASHER & DRYER are included. Outside, enjoy the SCREENED-IN PATIO overlooking the fully fenced backyard, with plenty of space for pets, gardening, entertaining or simply enjoying the Florida weather. The oversized .35-acre corner lot provides extra breathing room, while the SIDE-ENTRY 2-CAR GARAGE offers additional parking and storage. Some of the improvements include UPDATED PLUMBING, WINDOWS & PATIO FRENCH DOORS (2019/2020), GARAGE DOOR (2019), NEW WATER HEATER (2026)and HVAC (2023).With NO HOA, a large corner lot and a great Winter Haven location, this home offers flexibility that's increasingly hard to find. Conveniently located just minutes from PUBLIX, shopping, restaurants and everyday amenities, with quick access to the POLK PARKWAY for an easy connection toward both TAMPA and ORLANDO. If you're looking for an updated home with space, privacy and a central location, this one is ready to welcome you home!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,959
Status:
NEW LISTING
MLS#:
L4965475
Type:
Single Family
Subdivision:
Carls Sub
Lot size:
0.24 Acres
Year built:
1962
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 863-294-7541
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ADDITIONAL INFORMATION

LOOK AT THIS WELL-KEPT 3 BEDROOM, 2 BATH HOME WITH LOTS OF STORAGE, PRIVACY AND NO HOA!!! SOME NOTABLE UPDATES IN NEW ROOF- (2024), NEW AC- (2022), NEW WATER HEATER- (2020). You will absolutely love this spacious kitchen that has an abundance of SOLID WOOD CABINETRY and CORIAN COUNTERTOPS! The STAINLESS APPLIANCES- refrigerator, stove, dishwasher, and microwave were replaced in (2020). The dining and living room area boast LAMINATE FLOORING, RECESSED LIGHTING, VAULTED CEILING and a CUSTOM GRANITE BUFFET. The family room opens out to a large back porch that is perfect for all your "Game Day" entertaining! Don't forget about the CHEF'S DREAM OUTDOOR AREA featuring a Jenn-Air stainless gas grill, smoker, wok, and also an extra gas burner. This home has PLENTY OF STORAGE featuring 2 separate dedicated areas under AC perfect for a workshop/hobbies, or extra equipment storage. This home is conveniently located in Winter Haven, FL, home to LEGOLAND!!! Medical, shopping and restaurants are a very short distance from this very solid block/brick home.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,345
Status:
NEW LISTING
MLS#:
P4939989
Type:
Single Family
Subdivision:
Lake Dexter Woods Ph 02
Lot size:
0.09 Acres
Year built:
1990
A broker reciprocity listing Courtesy: BROKERS REALTY OF CENTRAL FLOR 863-294-6773
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ADDITIONAL INFORMATION

The property you are inquiring about is located in Winter Haven, FL, in the Lake Dexter area of Polk County. Ok, straight up - This house needs work! The price reflects the evidence. We are here to sell this house because of location AND under market value "As-is". We know what it needs! We also know what you need! Cheap house to offset interest rates, cash to investment equity, or a handy-dandy family looking to help their start-up children quit paying rent, or winter home, or a side slide revenue generator, ANY of the above on this 3-bedroom, 2-bathroom, 1,345 sq.ft. home, with a screened lanai and a garage. It's ready to close in Ten so offer up! Call, text, email.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,286
Status:
NEW LISTING
MLS#:
L4965473
Type:
Single Family
Subdivision:
Not In Subdivision
Lot size:
0.18 Acres
Year built:
2026
A broker reciprocity listing Courtesy: PORCHLIGHT HOMES LLC 863-529-3369
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ADDITIONAL INFORMATION

Under Construction. This newly constructed home offers a comfortable and inviting layout with 3 bedrooms, 2 bathrooms, and 1,286 square feet of living space. From the moment you step inside, you’ll find a spacious and functional design with thoughtful details throughout. A rare opportunity awaits with the neighboring newly constructed home also available for purchase! Whether you’re looking to create a private family compound, live next door to parents, grandparents, or siblings, or simply have your best friends as neighbors, this unique opportunity offers endless possibilities while allowing everyone to enjoy the comfort and privacy of their own beautiful home. The foyer opens into the spacious dining and great rooms, with raised ceilings throughout creating an open and airy feel. The living space also provides convenient access to the outdoor patio, making it easy to enjoy the outdoors or entertain guests. The kitchen features a large island and plenty of storage, including a pantry, while the home also offers a primary walk-in closet, linen closet, and coat closet for added convenience. The 2-car garage provides additional storage and a dedicated laundry area. With no HOA, there’s also plenty of flexibility for your boat, RV, or other outdoor vehicles. With its new construction, comfortable layout, ample storage, and unique neighboring-home opportunity, this property is ready to welcome its new owners.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,584
Status:
NEW LISTING
MLS#:
L4965447
Type:
Condo
Subdivision:
Royal Crescent Condo
Year built:
1975
A broker reciprocity listing Courtesy: THE STONES REAL ESTATE FIRM 863-412-2080
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ADDITIONAL INFORMATION

Affordable, spacious and move-in ready, this 3-bedroom, 2.5-bath condo offers more than 1,500 square feet of living space in Royal Crescent, directly across from LEGOLAND in the heart of SE Winter Haven. The residence features an updated kitchen and bathrooms, double-pane windows and sliding doors, a private outdoor patio and two assigned parking spaces. Royal Crescent offers an established residential setting just off Cypress Gardens Boulevard, with classic traditional architecture, columned entries, a large central green shaded by mature trees and a newly remodeled community swimming pool—all at a price point that makes comfortable, convenient living surprisingly affordable. Inside, the two-story floor plan provides generous living spaces downstairs with the bedrooms privately situated upstairs. The main level includes formal living and dining areas, a separate family room, half bath and multiple storage closets, with warm wood flooring extending throughout much of the home. The kitchen features updated white cabinetry, abundant counter and storage space and a full complement of like-new appliances. An interior laundry closet with Maytag washer and dryer adds everyday convenience. Upstairs, the spacious primary suite includes two closets and a private en-suite bath. Two additional bedrooms are comfortably sized with generous closets, ceiling fans and convenient access to the full guest bath. Wood flooring continues into the bedrooms, and the upper level enjoys elevated views across the community and surrounding area. One of the home's most enjoyable features is the private rear patio. Fully enclosed for privacy and large enough for an outdoor dining table and additional seating, it provides genuine outdoor living space for morning coffee, grilling or relaxing in the Florida sunshine. Royal Crescent's location places an impressive amount of everyday life within a very small radius. Legoland Florida Resort is directly across Cypress Gardens Boulevard, with Publix, Starbucks, restaurants, shopping, fitness and entertainment nearby. Downtown Winter Haven is just a short drive away, while Highway 27 provides convenient access toward the greater Orlando and Tampa areas. Beyond its convenience, Winter Haven is a city defined by its lakes. The area's Chain of Lakes provides miles of interconnected waterways for boating, fishing, watersports and waterfront dining, while downtown offers locally owned restaurants, coffee shops, breweries, boutiques, parks and community events. It is a distinctly Central Florida lifestyle with many of the conveniences of a larger city without losing Winter Haven's established, small-city character.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,843
Status:
NEW LISTING
MLS#:
L4965434
Type:
Single Family
Subdivision:
Orchid Springs Patio Homes
Lot size:
0.22 Acres
Year built:
1984
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

Welcome to 441 San Jose Drive, featuring a NEW ROOF installed in 2026 and located in the highly sought after Orchid Springs community of Winter Haven. This spacious 2 bedroom, 2 bathroom patio home sits on an oversized lot and offers a thoughtfully designed floorplan with generous living spaces and wonderful indoor and outdoor flow. The expansive kitchen opens to the large family room and dining area, creating an inviting space for everyday living and entertaining, while a separate living room and breakfast nook provide additional room to spread out. The spacious primary suite is privately positioned at the rear of the home and features an ensuite bathroom and walk in closet, while the second bedroom and full bathroom are located on the opposite side of the home. The home features a combination of tile and carpet flooring throughout. Step outside to enjoy both a charming courtyard and a large screened porch, offering multiple spaces to relax and enjoy the oversized lot. A wooded area along one side of the property is visible from the kitchen and adds a peaceful, secluded feel to the home. Additional features include a 2 car garage and gas water heater. Conveniently located in Winter Haven, this home is close to shopping, dining, medical facilities, recreation, and everyday conveniences. With its spacious floorplan, oversized lot, multiple outdoor living spaces, NEW ROOF, and desirable Orchid Springs location, 441 San Jose Drive is ready to welcome its next owner. https://view.dnpropertymedia.com/441-San-Jose-Dr

Beds:
3
Baths:
2.00
Sq.Ft.:
2,312
Status:
NEW LISTING
MLS#:
P4940018
Type:
Single Family
Subdivision:
Lake Ashton West Ph Ii South
Lot size:
0.14 Acres
Year built:
2022
A broker reciprocity listing Courtesy: LAKE ASHTON REALTY INC. 863-409-6899
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ADDITIONAL INFORMATION

** CDD Debt Balance PAID IN FULL, saving you thousands! **A new four-season Sunroom was completed in April 2026. It is glass-enclosed with a separate HVAC mini-split and has beautiful new flooring. This home offers amazing curb appeal, with new landscaping on every side of the house, including lush privacy plantings in the back. The St. Marks floor plan has 3 Bedrooms and 2 Baths, plus a Den, spacious Laundry Room and a Double-car Garage with designated Golf Cart Entry. With 2,069 sq.ft. living area in the original house PLUS an additional 243 sq.ft. living area in the Sunroom, this OPEN and SPACIOUS home is ideal for entertaining friends and family. The tile plank flooring that appears "wood like" flows thru the LR, Formal Dining, Foyer, Kitchen, Dinette, Den, Sunroom and Laundry Rooms -- adding a touch of class to this truly charming home! The voluminous ceilings are enhanced with the 8ft. door openings in the home. The kitchen is enhanced with Granite countertops, soft close drawers and cabinets with newer hardware, stainless steel appliances, tiled backsplash, step-up breakfast bar with pendant lights, and abundant countertop space for food prep and display. The Dinette area, which is adjacent to the kitchen, is accessible from the Sunroom and the Den. The spacious Owners Suite occupies the left wing of the home and is a private retreat featuring His/Her walk-in closets and its very own En-Suite bath area. The Primary Bath offers His/Her comfort height vanities with Granite countertop and Newer Cabinet Hardware, a Walk-in shower w/glass door enclosure and Large soaking tub. The triple glass block allows an abundance of natural light into the space. A "Barn-Like" door on a smooth track system separates the Primary Suite from the Primary Bath. It's stylish and practical. On the right side of this Split Floor Plan home are Bedrooms 2 and 3 and the Guest Bath. The Guest Bath has a comfort height vanity, Shower/tub combo and Newer Hardware on the Cabs. It's perfectly positioned between the Guest Bedrooms. The laundry room is well designed and is the passage from the garage into the home. The laundry room has additional shelving for your storage needs. Hosting a Game Night or Want to Cozy Up with a Good Book? The brand-new SUNROOM would be the ideal place! It's accessible thru the TRIPLE SLIDERS in the LR & DOUBLE SLIDERS in the Dinette. ADDITIONAL UPGRADES: Whole House Gutter System, Automatic Screen (Skeeter Beeter) on the Garage Door, Storm Door on the front door, Pull Down Attic Ladder, new window dressings throughout the home, Six-Filter Reverse Osmosis Water System added to the Kitchen sink, Updated Painting in Several Rooms and Cabinet Handles in the Kitchen and Bathrooms. Lake Ashton has (2) clubhouses, (2) Golf Courses, Planned Activities and Resort Style Amenities. Residents enjoy 2 Swimming Pools (one Indoor & one Outdoor), Movie Theater, Bowling Lanes, Card, Craft and Billiard Rooms, Fitness Rooms, Media Rooms, Indoor Racquetball, Indoor 1/2 Court Basketball, Pickle Ball Courts, Tennis Courts, Shuffleboard Courts, Eagles Nest (an Eatery), a Pro Shop and MORE! Lake Ashton is a beautiful 55 Plus Community in Florida closely located to Shopping, Restaurants, Entertainment and Medical Facilities. MAKE AN APPOINTMENT TODAY TOUR THIS BEAUTIFUL HOME.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,683
Status:
NEW LISTING
MLS#:
O6446429
Type:
Single Family
Subdivision:
Fla Highlands Co Sub
Lot size:
0.2 Acres
Year built:
1973
A broker reciprocity listing Courtesy: MARK SPAIN REAL ESTATE 855-299-7653
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ADDITIONAL INFORMATION

Welcome to this beautiful 4-bedroom, 2-bath Winter Haven home, offering comfort, functionality, and the perfect setting for Florida living. The spacious kitchen features abundant cabinetry and a breakfast bar, creating an inviting space for cooking, gathering, and entertaining. The living areas flow effortlessly to the covered patio, ideal for enjoying morning coffee or relaxing evenings outdoors. A 2-car garage adds convenience and extra storage. Situated in a desirable Winter Haven location, this home places you close to local amenities, dining, and everyday essentials. Homes like this don’t stay on the market long — make your move before this one slips away.

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


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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

    N/A
  • # Active listings

    1,020
    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