Winter Haven FL Real Estate & Homes for Sale

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Beds:
2
Baths:
2.00
Sq.Ft.:
1,634
Status:
Active
MLS#:
P4936606
Type:
Single Family
Subdivision:
Cypresswood Patio Homes
Lot size:
0.14 Acres
Year built:
1978
A broker reciprocity listing Courtesy: LOCKHART & ASSOCIATES INC 863-293-1234
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BRAND NEW ROOF INSTALLED NOVEMBER, 2025. Enjoy the Florida Country Club Lifestyle in this 2 bedroom patio home featuring a foyer with wet bar, spacious living room, dining area, kitchen with wood cabinets and converted Florida room, ideal as a den, office or play room. Additional amenities include an expansive master bedroom, 2 car garage with door opener and front courtyard wall. The home is in move-in condition but does have some original features and it's priced accordingly. This is an ideal opportunity to make this home your own with some contemporary updates. The home is currently tenant occupied on a month to month rental but the tenant may be willing to stay on for an investor purchase. Tenant has been there for 3 years.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,498
Status:
Active
MLS#:
B4902074
Type:
Manufactured Home
Subdivision:
Foxhaven Ph 03
Lot size:
0.28 Acres
Year built:
1984
A broker reciprocity listing Courtesy: JULIE CLARK REAL ESTATE 863-944-2772
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ADDITIONAL INFORMATION

Priced to Sell! -A fantastic opportunity awaits the buyer looking for a quiet neighborhood with plenty of outdoor space and wide-open views from the back of the property. Welcome home to this spacious 3-bedroom, 2-bathroom double-wide mobile home, designed for comfortable living and maximum storage. The functional floor plan includes two screened-in porches, one at the front and one at the back, offering a seamless transition between indoor and outdoor living. A practical carport protects your vehicle from the elements, while the detached one-car garage, complete with extra storage, is perfect for a workshop or housing your toys. This double-wide mobile home sits on just over a quarter acre and offers a generous footprint, ready for your personal touch. With a little vision, you can transform this property into your dream home and build instant equity.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,432
Status:
Active
MLS#:
P4936572
Type:
Single Family
Subdivision:
Cypresswood Mdws
Lot size:
0.16 Acres
Year built:
1985
A broker reciprocity listing Courtesy: TOWN & COUNTRY REAL ESTATE 863-293-1141
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ADDITIONAL INFORMATION

Great house in gated Cyrpresswood neighborhood, close to US 27 and I 4, gplf community with multiple courses in the neighborhood. Fresh paint on the house, roof is right at 10 years old, A/C is about 7 years old estimated. Great place to live with clubhouse and restaurant in neighborhood, community pool, no need to leave the neighborhood. Nice 2 bed/2bath with Florida room that has the possibility to convert into a third bedroom. Come see today.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,420
Status:
Active
MLS#:
R4910038
Type:
Single Family
Subdivision:
Sanctuary By The Lake Ph 2
Lot size:
0.15 Acres
Year built:
2021
A broker reciprocity listing Courtesy: EASY REALTY 321-895-4636
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ADDITIONAL INFORMATION

Price Improvement – Motivated Seller. Welcome to this beautifully upgraded 3-bedroom, 2-bathroom home in the desirable gated community of Sanctuary by the Lake in Winter Haven. Nestled along the shores of Lake Rochelle, part of the renowned Chain of Lakes, this property offers the perfect blend of comfort, style, and lakeside living. The semi-open-concept layout includes a bright living and dining area with glass sliders overlooking the large, fully fenced backyard, with plenty of space to add a pool. The double garage provides ample parking and storage. The kitchen is both stylish and functional, boasting quartz countertops, stainless steel appliances, 42” wood cabinetry, and a spacious pantry. There is also a laundry closet that includes a washer and dryer. The primary suite offers a relaxing retreat with a walk-in tiled shower and an oversized walk-in closet. Residents enjoy exclusive access to Lake Rochelle for kayaking and water sports, along with scenic walking trails, private docks, and a playground—all with low HOA fees and no CDD. The property’s convenient location offers easy access to shopping, medical centers, dining, and major attractions such as LEGOLAND, Disney World, and Universal Studios. Don’t miss this opportunity to live. Additional financing information: The property offers an assumable loan with an approximate interest rate of 3.3%, subject to lender approval and buyer qualification. Buyers are advised to verify all loan terms directly with the lender.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,012
Status:
Active
MLS#:
P4936544
Type:
Condo
Subdivision:
Winterset
Year built:
1987
A broker reciprocity listing Courtesy: THE STONES REAL ESTATE FIRM 863-412-2080
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Waterfront condo on the Winter Haven Chain of Lakes! Spend every day surrounded by breathtaking sunrises and sunsets in this beautifully maintained ground-floor condo located within the highly desirable, gated waterfront community of Winterset on Lake Winterset. Perfectly positioned along the shores of the Winter Haven Chain of Lakes, this residence offers a rare opportunity to enjoy true Florida lakefront living at an attainable price. This 2-bedroom, 2-bath condo includes a private one-car garage and is ideal for retirees, seasonal residents, first-time buyers, or anyone seeking a low-maintenance waterfront lifestyle. The bright, open floor plan features newer LVP flooring, neutral finishes, and abundant natural light throughout. Sliding glass doors frame peaceful water views and open to a screened patio—an inviting spot to enjoy morning sunrises over the lake or unwind as the sky glows at sunset. The kitchen is both functional and welcoming, offering a breakfast bar, dinette area, walk-in pantry, and all major appliances, including a gas range. The spacious primary suite enjoys tranquil lake views and includes a walk-in closet, ceiling fan, and en-suite bath with dual sinks, linen storage, and a walk-in shower. A comfortable guest bedroom and full bath provide privacy for visitors or flexible living space. Residents of Winterset enjoy a true resort-style lifestyle, with access to a lakeside clubhouse, heated pool and spa, tennis and pickleball courts, shuffleboard, and a private boat ramp offering access to more than 20 interconnected lakes—perfect for boating, fishing, skiing, and waterfront dining. The gated setting, manicured grounds, and walking paths enhance the peaceful, well-maintained atmosphere. Ideally located just minutes from Publix, Walmart, medical facilities, Legoland, dining, and downtown Winter Haven, with easy access to both Tampa and Orlando, this home offers the best of convenience and waterfront living. A rare opportunity to own a ground-level, lakefront condo with a private garage—where sunrise mornings and sunset evenings become part of everyday life.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,748
Status:
Active
MLS#:
P4936531
Type:
Single Family
Subdivision:
Orleans
Lot size:
0.18 Acres
Year built:
2023
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

*** $81,000 TOTAL PRICE REDUCTION (as of 1/21/2026)!*** MORTGAGE RATES ARE DOWN! FANTASTIC OPPORTUNITY - SELLERS MOTIVATED!! Welcome to 3221 La Salle Street, located in the highly desirable Orleans subdivision of Winter Haven — one of the most distinctive neighborhoods along the Winter Haven Chain of Lakes. This elegant 4-bedroom, 3-bath home is the second-largest model in the community, offering nearly 2,800 sq. ft. of thoughtfully designed living space. Unlike many homes with all bedrooms upstairs, this one features a full downstairs bedroom and bathroom, ideal for guests, multi-generational living, or a private retreat. You’ll also enjoy a fully enclosed office on the main level — not just an open flex space — giving you true privacy and functionality. The kitchen shines with 42-inch cabinets, granite countertops, stainless steel appliances, and double convection ovens. Double-pane efficiency windows and a whole-home solar system keep monthly electric costs impressively low — typically under $200 per month. The primary suite features a large vanity and walk-in shower, while the open-concept living areas flow effortlessly for entertaining or everyday comfort. Step outside to a spacious backyard with plenty of room to relax, entertain, or even add a private pool if desired. Perfectly positioned between Lake Winterset and Lake Eloise and located less than a mile from LEGOLAND® Florida Resort, this home blends luxury, efficiency, and a prime location — and at this new price, it’s one of the best values in Winter Haven!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,801
Status:
Active
MLS#:
O6349627
Type:
Single Family
Subdivision:
Krenson Bay
Lot size:
0.12 Acres
Year built:
2022
A broker reciprocity listing Courtesy: RE/MAX 200 REALTY 407-629-6330
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ADDITIONAL INFORMATION

Welcome to this 4-bedroom, 2-bath home located in the desirable gated community of Krenson Bay. Featuring a bright and open split floor plan, this home offers ceramic tile flooring throughout the main living areas, a spacious 2-car garage, and a fenced backyard for added privacy. The split bedroom layout provides comfort and seclusion, with a generous primary suite complete with a walk-in closet and en-suite bath. The covered patio and sizable backyard make it easy to enjoy Florida living—whether relaxing, entertaining, or playtime in the yard. Perfectly situated, this home is just minutes from downtown Winter Haven, where you can browse the Saturday Farmers Market or enjoy world-famous water ski shows on Lake Silver. Polk State College is within walking distance, and you’ll also be close to restaurants, medical centers, and everyday conveniences like Publix. With no CDD and a low HOA, you’ll enjoy neighborhood security and amenities without the extra cost. Commuters will love the quick access to Hwy 27, providing an easy drive to area beaches, Orlando’s theme parks, and more. Nestled in a quiet, well-maintained neighborhood, this home is also near Legoland, top-rated schools, parks, and scenic lakes—an ideal location for a vibrant Central Florida lifestyle.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,448
Status:
Active
MLS#:
L4956309
Type:
Single Family
Subdivision:
Madera Park Sub
Lot size:
0.34 Acres
Year built:
1996
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 863-577-1234
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ADDITIONAL INFORMATION

Short Sale. BANK APPROVED PRICE! Take a look at this 3 bedroom 2 bathroom home located conveniently in Winter Haven with NO HOA. The home needs some TLC. This is a split bedroom home with a large eat-in kitchen and an inside utility room. Additionally, you’ll find a bonus room with its own French door entrance. This home sits on just over a third of an acre, so there’s plenty of room to spread out and entertain. Schedule your private showing today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,280
Status:
Active
MLS#:
S5135781
Type:
Townhouse
Subdivision:
Townhouses At Park Lake
Lot size:
0.05 Acres
Year built:
1995
A broker reciprocity listing Courtesy: RE/MAX HERITAGE PROFESSIONALS 863-256-2188
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ADDITIONAL INFORMATION

Calling all investors! This could be a great investment opportunity to add to your portfolio. This unit is in a neighborhood which is close to shopping, walking distance to restaurants. Next to the Chain of Lakes Complex. The new Super Target is set to open next year and this unit is within walking distance of it. Lots of new development coming to the area. Property is move-in ready, new carpet, freshly painted. Could be a great first-time home as well. This property offers good size bedrooms with a share bathroom. Rear cover porch and balcony on the second floor to enjoy and relax. Two good size storage rooms. Community pool and direct access to Lake Lulu, which is part of the chain of lakes. The location on this unit is perfect for whomever works at the hospital or doctors' offices in Winter Haven because is very close to all of downtown area. Call for a private tour!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,148
Status:
Active
MLS#:
L4956165
Type:
Condo
Subdivision:
Lake Buckeye Condo
Lot size:
0.01 Acres
Year built:
1976
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

Welcome to this 2-bedroom, 2-bathroom ground-floor condo in the desirable Lake Buckeye community. This home features a bonus room and includes the washer and dryer for move-in ease. Step inside and enjoy seamless indoor-outdoor living with a cozy open patio off the dining area. The community enhances your lifestyle with amenities such as a sparkling pool, fishing pier, dock all while showcasing tranquil views of Lake Buckeye that make every day feel like a retreat. Ideally located just minutes from Polk State College, Winter Haven Hospital, Bond and Gessler Clinics, and the lively downtown of Winter Haven, you’ll enjoy easy access to dining, breweries, shopping, the farmers market, and seasonal events. Publix and the Diamond plex sports complex are less than 10 minutes away, Legoland Resort is only 15 minutes, and world-class attractions like Walt Disney World and Universal Studios are about an hour’s drive. With leasing permitted and no age restrictions, this property is an excellent choice for both homeowners and investors. Don’t miss your chance to make it yours.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,750
Status:
Active
MLS#:
P4936487
Type:
Single Family
Subdivision:
Kenilworth Park
Lot size:
0.3 Acres
Year built:
1925
A broker reciprocity listing Courtesy: THE STONES REAL ESTATE FIRM 863-412-2080
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ADDITIONAL INFORMATION

Beautifully restored and extensively renovated in 2021–2022, this Mediterranean Revival residence combines historic charm with modern comfort. Major system upgrades include a new roof, new electrical, new plumbing, new HVAC systems with new ductwork, and a well-fed sprinkler system—rare peace of mind for a historic home. Additional improvements include refinished hardwood floors, replastered and retextured walls, remodeled kitchen and baths, fresh interior/exterior paint, Tiffany-style fans, and period-inspired lighting. With city water and city sewer, this home lives effortlessly while retaining its timeless Spanish bungalow character. Ideally positioned across from Lake Cannon and near Lake Mirror on the scenic Winter Haven Chain of Lakes, the property is surrounded by tree-lined streets, beautifully preserved older homes, and refreshing lake breezes. Curb appeal shines with a textured stucco exterior, arched windows, mature palms, and an oversized double lot. A covered two-car carport, new concrete driveway, detached workshop, and professional landscaping complete the exterior. Inside, the home offers warm, inviting spaces filled with architectural detail. The formal living room features Saltillo tile floors, beadboard ceilings, and arched windows overlooking lush gardens. Nearby, the family room showcases original hardwood floors, a coved ceiling, and a gas-burning brick fireplace. A cozy computer nook provides a convenient work or study area. The formal dining room highlights softly curved ceilings, arched transitions, and charming glass-front corner built-ins. The updated kitchen blends vintage styling with modern function—wood cabinetry, soft-close drawers, granite counters, stainless steel appliances, and a walk-in pantry with laundry connections. Three bedrooms and two beautifully remodeled baths include a primary suite with French doors opening directly to the rear patio. Outdoor living is exceptional, with a private patio and a large backyard ideal for entertaining, gardening, or relaxing. The detached 18x19 workshop—complete with roll-up door, electricity, and concrete slab—offers space for woodworking, storage, or hobby use. Just minutes from downtown Winter Haven, shopping, dining, medical facilities, and major highways, this move-in-ready historic home provides quick access to public boat ramps and the full Chain of Lakes lifestyle. A rare opportunity to own a thoughtfully restored Spanish bungalow where character and modern updates blend seamlessly.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,056
Status:
Active
MLS#:
O6348252
Type:
Manufactured Home
Subdivision:
Wolf Run
Lot size:
0.23 Acres
Year built:
1986
A broker reciprocity listing Courtesy: CENTRAL REALTY GROUP AND PROPERTIES 407-582-9011
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ADDITIONAL INFORMATION

Motivated Seller!!! Beautiful Manufactured Home for Sale! Recently renovated. new flooring, bathrooms, stainless steel appliances, granite countertop, and kitchen cabinets. Don't miss this fantastic opportunity to own a brand-new manufactured home featuring: 3 spacious bedrooms 2 full bathrooms with 1 Carport garage and big patio to enjoy with family and friends .Owner will assist with closing cost. Comfortable living room & dining area Convenient laundry room ?? Owner assistance with closing costs available! Perfect for first-time buyers or anyone looking for an affordable path to homeownership. ?? Schedule your showing today and make this beautiful home yours!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,836
Status:
Active
MLS#:
O6348750
Type:
Single Family
Subdivision:
Bentley Place
Lot size:
0.13 Acres
Year built:
2006
A broker reciprocity listing Courtesy: ICON REALTY ASSOCIATES INC 321-303-5851
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ADDITIONAL INFORMATION

Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom home located in the desirable Bentley Place community of Winter Haven! Offering over 2,800 square feet of living space, this spacious two-story residence is ideal for growing families, remote professionals, or anyone seeking comfort, functionality, and style. As you enter, you're greeted by a formal living and dining room combo, perfect for entertaining guests or hosting family gatherings. Just beyond, the open-concept family room flows seamlessly into the kitchen and casual dining nook. The kitchen is a chef’s dream—featuring granite countertops, an island with breakfast bar seating, stainless steel appliances, ample cabinetry, and a large pantry for extra storage. Upstairs, the oversized master suite includes two walk-in closets and a luxurious en-suite bath with dual vanities, a soaking tub, and a separate walk-in shower. Three additional generously sized bedrooms and a full bath are located on the second floor, along with a versatile loft space—ideal for a home office, playroom, or media room. Other highlights include: Inside laundry room with washer/dryer hookups Tile flooring throughout main living areas on the first floor Covered and screened rear lanai, perfect for relaxing or entertaining Fully fenced backyard offering privacy and space for pets or play Attached 2-car garage Freshly landscaped with great curb appeal This home is located just minutes from shopping, restaurants, schools, and US-27 for easy commuting. Whether you’re a first-time buyer or looking to upgrade your space, this home checks all the boxes!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,120
Status:
Active
MLS#:
P4936276
Type:
Single Family
Subdivision:
Lake Elbert Heights Unit 01 02 Rep
Lot size:
0.29 Acres
Year built:
1957
A broker reciprocity listing Courtesy: CENTURY 21 MYERS REALTY 863-875-5656
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. One of the original 1957 Craney Spec homes designed by celebrated architect Gene Leedy. This historic home blends the natural surroundings of exterior and interior spaces. Meticulously cared for landscape and fig vines accenting the wall around the property adds to the mystery of the properties desire. You're going to enjoy Gene's mastery with his illusions of space and detail. Exposed block walls on the interior side of the home, along with "mahogany" wood paneling, and floor to ceiling poured glass sliding walls achieve the full intent of Gene's vision. This is precisely why he is a legend and considered an icon when referring to the Sarasota School of Architecture movement. Drexel Avenue is considered a famous example of Florida's climate responsive mid-century modern homes to this day. Metal, Concrete, Glass, and Wood were all purposely used to connect the nature of the property with a simplistic lifestyle. Remodel design by Gene Leedy in 1984 now gives this home a more functional use of the space. From the front door the interior opens up to a wonderful mid-century pictured life with warm parquet flooring, rich wood tongued and groove ceilings, Mahogany walls, floating gas fireplace, built in shelving and a long non-obstructed view of the peaceful back landscape. Kitchen has a built-in convection oven, gas stove top, granite counter tops, track lighting that highlight the grains of the wood when turned on, stainless refrigerator and dishwasher, pass through window, modern functional fixtures, and cabinet hardware pulls. The dining area looks out to the courtyard bringing you closer to the outside. Guest bedroom could be an office, with a sliding wall that opens to the back. Master bedroom was expanded to offer more versatile function and personal storage. This space could be used to inspire hobbies such as painting, playing musical instruments, sewing, or exercise. Master bath features tiled garden bath and shower with block glass, and a floor to ceiling window. Other features include; Interior and exterior posts and beams, a garage, wrought iron front gate, outdoor shower, tankless hot water, attached gas grill, plenty of storage, track lighting throughout, central A/C, newly coated roof protection, pergola, down lighting, Lush gardens that landscape all views from within the home, relaxing courtyard for cooler Florida days and nights, 8 foot high perimeter wall, path ways through the gardens, and storage shed for gardening tools, 9' x 7' utility room with washer, gas dryer, extra refrigerator and cabinets. Gene Leedy chose to bring his modernism movement to Winter Haven, a city uniquely located between Orlando and Tampa surrounded by lakes and good weather. The Lake Elbert trail is 2 blocks away; Downtown is an easy bike ride or enjoyable walk. Polk State College and other conveniences are minutes from Drexel Avenue. Showings to qualified buyers please.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,035
Status:
Active
MLS#:
P4936494
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
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ADDITIONAL INFORMATION

Great home with an open living space ready for it's next owner. This home has a fresh coat of paint and is a blank slate for it's new owners. Sit on the front porch and enjoy your morning coffee. The rooms are nice sized with great closet space. The laundry/shop area has plenty of space for your Do-it-yourself projects. Oakwood Estates, a 55+ community offers 2 pools, 2 clubhouses, shuffleboard, tennis courts, miniature golf, and much more. In addition to the amenities, Oakwood offers many opportunities to meet with new folks. Come to Koffee Klatch on Wednesday morning, enjoy an ice cream social a couple times a month, or get your Boogie on at one of the dances. Call today to view this home that's just waiting for YOU!!

Beds:
2
Baths:
2.00
Sq.Ft.:
972
Status:
Active
MLS#:
TB8425773
Type:
Other
Subdivision:
North Gate Village Pb 46 Pg 49 Lot 1213 & Int In R
Lot size:
0.12 Acres
Year built:
1964
A broker reciprocity listing Courtesy: DARRELL RAY DURHAM 813-245-2864
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ADDITIONAL INFORMATION

Experience effortless living in this stunning, maintenance-free villa, perfectly located within a short walk of Publix, local dining, and serene lakes. This 2-bedroom, 2-bathroom home was beautifully upgraded in 2025 and features new LVP flooring. The heart of the home is the brand-new kitchen, boasting modern cabinets, sleek countertops, a stylish backsplash, bright LED lighting and a full suite of stainless-steel appliances. Peace of mind comes standard with recently updated major systems. This includes a new Trane HVAC (2023), a 40-gallon water heater, PEX water lines, GFI outlets and compliant electrical panel in 2021. The exterior is equally well-maintained with new rain gutters (2025) and a new carport roof installed in 2024. Added comforts like new bedroom carpeting, attic insulation, and washer/dryer (2021) make this property truly move-in ready. Equipped with an active and in-use audio and video security system, this home offers more than just a place to live—it provides a modern, carefree lifestyle. Schedule your private tour today

Beds:
4
Baths:
2.00
Sq.Ft.:
1,707
Status:
Active
MLS#:
L4956008
Type:
Single Family
Subdivision:
Spirit Lndgs
Lot size:
0.14 Acres
Year built:
2024
A broker reciprocity listing Courtesy: S & D REAL ESTATE SERVICE LLC 863-824-7169
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ADDITIONAL INFORMATION

Short Sale. Welcome to this stunning new construction home in Winter Haven! This spacious 4-bedroom, 2-bathroom residence offers modern living with energy-efficient features throughout. Enjoy the open feel of tall ceilings and upgraded finishes, including elegant granite countertops and stylish cabinets. The fenced-in backyard provides a private outdoor space perfect for relaxation or entertaining. Don’t miss the opportunity to own this beautifully appointed home with high-end baseboards and more. Make it yours today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,140
Status:
Active
MLS#:
L4956146
Type:
Single Family
Subdivision:
Squires Grove
Lot size:
0.16 Acres
Year built:
2009
A broker reciprocity listing Courtesy: REMAX EXPERTS 863-802-5262
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ADDITIONAL INFORMATION

Charming 3-Bedroom, 2-Bathroom Home in Squires Grove – Move-In Ready! Welcome to this beautifully maintained 3-bedroom, 2-bathroom home located in the desirable Squires Grove subdivision. This move-in ready property offers modern updates and thoughtful features that make it the perfect place to call home. Step inside to find brand new commercial-grade waterproof laminate flooring throughout, adding both durability and style. The spacious living room is perfect for relaxing or entertaining, while the kitchen includes a cozy eating area ideal for casual family meals. Enjoy Florida living at its best with a screened-in back patio, complete with lighting and tile flooring—a great spot for morning coffee or evening gatherings. The patio opens up to a beautiful back yard, offering added peace and privacy. BRAND NEW A/C system installed in March 2025, ensuring comfort year-round. Conveniently located near schools, shopping centers, and parks. This home combines comfort, functionality, and a prime location. Don’t miss this opportunity !

Beds:
3
Baths:
2.00
Sq.Ft.:
1,615
Status:
Active
MLS#:
TB8431499
Type:
Single Family
Subdivision:
Villa Mar
Lot size:
0.1 Acres
Year built:
2025
A broker reciprocity listing Courtesy: CASA FRESCA REALTY 813-343-4383
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ADDITIONAL INFORMATION

Under Construction. BELOW MARKET INTEREST RATES with use of Sellers Preferred Lender. Minimalist vibes, maximum style—this home has everything you need to live effortlessly. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and living area set on luxury vinyl plank flooring. A covered lanai, accessible through sliding glass doors, invites you to live the Florida lifestyle to the fullest. The owner’s suite includes a double vanity, a walk-in shower and a large walk-in closet. The additional bedrooms are situated off the kitchen with a full bathroom, perfect for guest use. The Magenta also offers a brand-new washer and dryer in the laundry room, a smart thermostat with voice control, lush landscaping and a vibrant elevation. Welcome to a 3 bedrooms, 2 bathrooms, 2-car garage home that will make every day extraordinary. Contact or make an appointment for more details on interest rates. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. Images shown are for illustrative purposes only and may differ from actual home.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,039
Status:
Active
MLS#:
TB8431493
Type:
Single Family
Subdivision:
Villa Mar
Lot size:
0.11 Acres
Year built:
2025
A broker reciprocity listing Courtesy: CASA FRESCA REALTY 813-343-4383
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ADDITIONAL INFORMATION

Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and convenient indoor-outdoor living with a lanai through sliding glass doors, it’s a haven of comfort and style perfect for gatherings. The kitchen includes stunning quartz countertops and sleek stainless-steel appliances. Enjoy the spacious upstairs recreation room and the convenience of a laundry room just steps away from the bedrooms. Did we mention the brand-new washer and dryer? The owner's suite is a secluded retreat with oversized his-and-her walk-in closets, dual vanity and a walk-in shower. Completing this expansive home is the smart thermostat with voice control and professionally designed landscaping, this is truly the epitome of family-friendly luxury! Contact or make an appointment for more details on interest rates. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,470
Status:
Active
MLS#:
TB8431485
Type:
Single Family
Subdivision:
Villa Mar
Lot size:
0.11 Acres
Year built:
2025
A broker reciprocity listing Courtesy: CASA FRESCA REALTY 813-343-4383
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ADDITIONAL INFORMATION

Under Construction. BELOW MARKET INTEREST RATES with use of Sellers Preferred Lender. Stylish spaces, flexible floor plans, and all the modern amenities—this home is built for your vibe. With quartz countertops throughout, stainless-steel appliances and a smart thermostat for energy efficient climate control, this home is sure to check all your boxes. The front door opens to luxury vinyl plank flooring and soaring ceilings that flows seamlessly to the main living areas. Off the foyer is a secluded in-law suite, providing privacy and comfort for family or visitors. The sliding glass doors off the kitchen offer an easy escape to the Florida sunshine. The second floor features the additional bedrooms, a laundry room equipped with new washer and dryer, and a large bonus room for efficient family living. The owner's suite is a true retreat, featuring a walk-in shower, a spacious walk-in closet and a double vanity. With 5-bedrooms, 3-bathrooms, and a 2-car garage, the Indigo is the perfect home for growing families or those who enjoy entertaining. Contact or make an appointment for more details on interest rates. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,944
Status:
Active
MLS#:
G5102541
Type:
Single Family
Subdivision:
Lake Deer Ph 2
Lot size:
0.13 Acres
Year built:
2022
A broker reciprocity listing Courtesy: FLORIDA REALTY MARKETPLACE 863-877-1915
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ADDITIONAL INFORMATION

Welcome to your dream home with low HOA fees and no CDD! This 4-bedroom, 2-bathroom home is nestled in the sought-after gated community of Lake Deer. With 1,946 square feet of heated and cooled living space, it's ideal for a growing family! The thoughtful split floor plan ensures privacy and comfort for everyone. The kitchen opens up to a spacious great room with sliding glass doors leading to a charming covered lanai and a private, fenced backyard. Residents can enjoy fishing from the private community dock or spending time at the play area! Conveniently located near shops, restaurants, and I-4. Schedule your private showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
892
Status:
Active
MLS#:
O6346989
Type:
Single Family
Subdivision:
Deerwood Or Harriben Investment Co
Lot size:
0.15 Acres
Year built:
1995
A broker reciprocity listing Courtesy: LA ROSA REALTY PRESTIGE 863-940-4850
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ADDITIONAL INFORMATION

Welcome to this charming 3-bedroom, 1.5-bath home nestled in the heart of Winter Haven! Built in 1995, this well-maintained property offers a cozy yet efficient layout that's perfect for first-time buyers, downsizers, or investors. With 892 sq ft of living space, it sits on a spacious lot with room for outdoor living, gardening, or future expansion. Step inside to find a bright, open living area that flows into the Kitchen and dining space. The home features updated systems, including newer HVAC, making it move-in ready. Both bedrooms provide comfortable space and natural light, while the bathroom is designed for functionality. Outside, enjoy a generous backyard with endless potential-whether you envision a patio, play area, or simply a private retreat. The property also offers ample parking and sits on a quiet street, providing a balance of privacy and convenience.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,455
Status:
Active
MLS#:
P4936398
Type:
Single Family
Subdivision:
Biltmore Shores
Lot size:
0.3 Acres
Year built:
1954
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

Welcome to this charming three-bedroom, two-bathroom home in the peaceful Biltmore Shores neighborhood, conveniently located away from the busy streets of Winter Haven. Featuring durable hardwood floors throughout and practical tile in the kitchen, this home offers a comfortable and functional living space. The large bonus room provides flexibility for use as a dining area or additional living space, tailored to your needs. Set on an oversized, fully fenced lot, the property includes a detached two-car garage with 100 amps of power and water. Enjoy calming views of Lake Jessie directly across the street and easy access to a public boat ramp just a few blocks away. This home is also conveniently close to shopping, restaurants, and entertainment options, enhancing your lifestyle. Structurally sound, it has withstood many hurricanes with minimal damage, and the new roof installed in 2024 adds to its appeal, making it a great choice for those seeking a reliable and inviting place to call home.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,548
Status:
Active
MLS#:
P4936387
Type:
Manufactured Home
Subdivision:
Brookhaven Village Second Add
Lot size:
0.12 Acres
Year built:
1992
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 863-294-7541
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ADDITIONAL INFORMATION

NEW PRICE TO SELL! MOVE-IN READY! EASY TO SEE, SCHEDULE YOU'RE VIEWING NOW! NO LOT RENT HERE....YOU OWN IT! LOOKING FOR SOME HOBBY OR HOME OFFICE SPACE? THIS RARE RETIREMENT COMMUNITY 3 BEDROOM HOME IS YOUR ANSWER! BEAUTIFULLY DECORATED AND MAINTANTED. OFFERED PARTIALLY FURNISHED, KITCHEN APPLIANCES AND WASHER, DRYER ALSO INCLUDED. THIS HOME FEATURES MANY UPDATES INCLUDING NEW KITCHEN CABINETS WITH SOFT CLOSE DOORS AND DRAWERS AND GRANITE COUNTER TOPS, SOLID SURFACE FLOORING THROUGHUOUT, ENERGY SAVING DOUBLE PANE WINDOWS 2022, WATER HEATER 2023, CENTRAL A/C 2016, WEATHER-LOC INSULATED ROLL ALUMINUM ROOFOVER WITH NEW SKYLIGHTS 2022, PVC/CPVC WHOLE HOUSE PLUMBIMG. THIS HOME IS 4 POINT INSURANCE FRIENDLY! ALSO FEATURING AN OVERSIZED CONVENIENT DOUBLE WIDE DRIVEWAY PARKING, PLUS COVERED CARPORT AND A 14X12 GARAGE/WORKSHOP WITH OVERHEAD DOOR. ALL SITUATED ON A LOW TRAFFIC CORNER LOT WITH A SERENE PONDVIEW FROM THE FRONT PORCH. BROOKHAVEN VILLAGE A STABLE WELL ESTABLISHED AND-MAINTAINED COMFORTABLE AND QUIET, AGE 55+ CENTRAL FLORIDA COMMUNITY. VERY AFFORDABLE HOA FEE JUST $34.00 MONTHLY (PAID ANNUALLY) INCLUDES USE OF COMMUNITY CLUBHOUSE, HEATED POOL and SHUFFLEBOARD. THE COMMNUITY ALSO HAS AN RV, BOAT/TRAILER, FENCED STORAGE PARKING AREA. THIS HOME IS VERY CLEAN AND MOVE-IN READY NOW MAKING IT PERFECT FOR SUNNY SEASONAL OR YEAR AROUND LIVING! THIS ONE IS A MUST SEE! QUICK RESPONSE TO OFFERS AND IMMEDIATE MOVE-IN AT CLOSING.

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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

    $277,000
    25.4%
    change since last quarter
  • # Active listings

    928
    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