Winter Haven FL Historical Real Estate, Homes for Sale

3 Beds ⋅ 2 Baths ⋅ Lesnick Park SubDv. ⋅ 33880 Zip Code

Come and see this 3-bedroom, 2-bathroom single-story home in the Lesnick Park neighborhood. This property features a spacious open floor plan that seamlessly connects the main living areas for an airy, comfortable feel. The kitchen is well-appointed with beautiful countertops and sleek appliances. A standout feature of the home is the primary bedroom, which includes a large walk-in closet for excellent storage. Situated in the heart of southeast Winter Haven, the location offers superb convenience. You are just minutes away from local schools, a variety of shopping and dining options, and nearby medical facilities. Schedule your private showing today!

806 Avenue L Se, Winter Haven

$182,000

3 Beds ⋅ 1 Baths ⋅ Carls Sub SubDv. ⋅ 33880 Zip Code

Auction Property. 3-bedroom, 1 bath, 1,080 square foot ranch home sitting on 10,097 square foot lot. Cyprus Gardens, Lego Land and a few Parks near you can recharge your energy. Only a short distance from the Orlando International airport. Make it your own. Jump on this great deal before its gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. No inspection contingencies in contract. Absolutely no repairs before closing. This property is sold As-Is. This is a REO auction property.

679 Avenue L Se, Winter Haven

$177,000

3 Beds ⋅ 2 Baths ⋅ South College Add Revised Pb 4 Pg 74 SubDv. ⋅ 33880 Zip Code

MOTIVATED SELLER!! INVESTORS DREAM!! New roof on this

412 Second Street Sw, Winter Haven

$379,000

4 Beds ⋅ 2 Baths ⋅ West Winter Haven SubDv. ⋅ 33880 Zip Code

Step into a piece of Winter Haven history—beautifully reimagined for modern living. Just moments from Lake Howard, this exceptional 1925 residence offers the character and craftsmanship today's luxury buyers crave, paired with a complete top-to-bottom transformation. Original refinished 101 year old hardwood floors and two sets of original French doors provide a timeless connection to the home's past, while the rest has been thoughtfully rebuilt with today's lifestyle in mind. The custom kitchen, elegant architectural details, crown molding, tray ceilings, and spacious living areas create a home that feels both sophisticated and inviting. The private primary suite is a true retreat, featuring his-and-hers walk-in closets and a spa-inspired ensuite with a two-person tiled shower, garden tub, and generous vanity space. Two additional bedrooms upstairs add flexibility for guests, family, or a private home office. With approximately 2,011 heated square feet, 4 bedrooms, 2 baths, a dedicated laundry room, fully fenced backyard, and no HOA, this is a rare opportunity to own something with genuine character—not another cookie-cutter home. Bring your boat and water toys and enjoy the freedom and lifestyle that come with living near Winter Haven's beautiful Chain of Lakes. For buyers who appreciate history, character, and modern luxury, this is a home that simply must be experienced in person.

2112 Avenue C Sw, Winter Haven

$250,000

2 Beds ⋅ 2 Baths ⋅ Winter Haven SubDv. ⋅ 33880 Zip Code

Investment opportunity in the heart of Winter Haven! This tenant-occupied duplex features two units, each offering one bedroom and one full bathroom, with approximately 1,240 square feet of total living space. Built in 1915, the property also includes a one-car garage and is connected to public water and sewer. Conveniently located near Downtown Winter Haven, shopping, restaurants, schools, medical facilities, and major roadways. Whether you are expanding your rental portfolio or purchasing your first income-producing property, this duplex offers excellent potential in a central location. Schedule your private showing today. Please do not disturb the tenants.

625 Avenue B Sw, Winter Haven

$335,000

3 Beds ⋅ 2 Baths ⋅ Garden Grove SubDv. ⋅ 33884 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bathroom pool home offering comfort, functionality, and peace of mind with numerous recent improvements. From the moment you arrive, you’ll appreciate the inviting curb appeal, long driveway, and convenient side-entry garage. Step inside to a freshly painted interior and a warm, welcoming atmosphere featuring a wood-burning fireplace, perfect for cozy evenings at home. The spacious layout provides comfortable living areas and well-appointed bedrooms, making this home ideal for everyday living and entertaining. Step outside and discover your own private retreat! The resurfaced pool, completed in 2023, is surrounded by a large screened-in lanai, creating an expansive outdoor living space where you can relax, entertain, and enjoy the Florida lifestyle year-round. This home has been thoughtfully updated with numerous major improvements, including a 2023 roof and gutters, 2024 exterior paint, 2026 interior paint, and 2024 attic insulation. The HVAC system and water heater were replaced in 2021, along with the pool pump, providing added efficiency and peace of mind. Solar panels are already in place and will be paid off by the seller at closing, allowing the new homeowner to enjoy the benefits of solar without assuming the existing balance. Best of all, there is NO HOA, giving you greater freedom and flexibility. With a spacious lot, side-entry garage, long driveway, private pool, large screened lanai, and an impressive list of updates, this home is ready to welcome its next owner. Located in Winter Haven with convenient access to several lakes, local shopping, dining, recreation, major roadways and more. Come see all this move-in-ready pool home has to offer!

121 Lowell Road, Winter Haven

$800,000

Pine Crest Heights SubDv. ⋅ 33880 Zip Code

Formerly home to a well-established dental practice, this well-maintained 2,226-square-foot medical office is ideally located within Winter Haven’s established medical corridor. The property offers a clean, professional interior that can accommodate a variety of healthcare uses, including a physician’s office, dental practice, specialty clinic, therapy center, or other medical-related business. There is also an opportunity to expand the existing space through an additional buildout, providing greater square footage to accommodate the tenant’s needs. Positioned at the prominent corner of Avenue K SE and 4th Street SE, the property provides convenient access and excellent visibility. Avenue K experiences approximately 7,600 vehicles per day, offering valuable exposure for a medical practice. This is an excellent opportunity for a doctor or healthcare provider seeking a professional office in a convenient and recognizable Winter Haven location.

399 Avenue K Se, Winter Haven

$395,000

4 Beds ⋅ 3 Baths ⋅ South Roy Shores Pb 38 Pg 45 SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Spacious 4-Bedroom, 3-Bath Pool Home on a Corner Lot in Winter Haven! Ideally located in a convenient area of Winter Haven and situated across from lakefront homes, this 2,955-square-foot home offers a spacious layout with plenty of room to make it your own. The triple-split bedroom floor plan provides privacy and flexibility, while the oversized family room features two sets of sliding glass doors leading directly to the screened and netted pool enclosure and covered patio, creating an inviting space for entertaining and enjoying Florida's outdoor lifestyle. A versatile flex room adds even more living space and offers direct access to the pool and screened patio, making it ideal as a game room, home office, hobby room, or additional entertainment area. The kitchen is one of the home's standout features, offering custom-made cabinetry, granite countertops, a custom tile backsplash, and stainless-steel appliances. The primary suite includes a private bathroom with a garden tub, dual sinks, and a walk-in shower. Additional interior highlights include a LARGE LAUNDRY ROOM with a utility sink, drop-down ironing board, and extra shelving, along with tile and wood flooring throughout the main living areas. Outside, enjoy the screened-in and NETTED POOL ENCLOSURE with a covered patio, surrounded by a grassy yard area, plus a welcoming front screened porch, ample covered parking, and two detached storage sheds for added convenience. The yard is irrigated by a well with a newer irrigation timer. The ROOF WAS INSTALLED IN 2023, and the HVAC SYSTEM IS APPROXIMATELY 9 YEARS OLD. While some areas of the home could benefit from cosmetic updates and freshening to bring out their full potential, the spacious floor plan, desirable pool setting, established features, and prime location make this an exciting opportunity for a buyer ready to add their personal style. For those who enjoy being on the water, the property is just A SHORT WALK TO FREEDOM BOAT CLUB, offering an easy way to rent boats and explore Winter Haven's renowned Chain of Lakes. The home is also approximately one mile from LEGOLAND Florida, adding to the property's appeal and convenience. With its spacious floor plan, private pool setting, flexible living spaces, and desirable location near the area's lakes and attractions, this Winter Haven home offers a great opportunity to enjoy the Florida lifestyle.

1380 S Lake Roy Dr Drive, Winter Haven

$180,000

3 Beds ⋅ 2 Baths ⋅ Winter Haven Heights SubDv. ⋅ 33881 Zip Code

If you have been looking for a property with space, character and real potential, this one is worth seeing. Situated on a large lot with mature trees, a long driveway, detached garage and an additional storage shed, the property offers plenty of room inside and out. The home still has many of its original details, including wood floors, tall ceilings, wide interior openings and a fireplace that could become a beautiful focal point again. The kitchen also offers space for casual dining and overlooks the backyard. This property needs significant renovation and is ideal for an investor or buyer ready to take on a project, but the lot, layout and additional structures provide a strong starting point. Bring your ideas and see what this property could become.

209 Avenue C Ne, Winter Haven

$174,900

3 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code

Welcome to this charming 3-bedroom, 1-bathroom single-family home in Winter Haven, FL, offering a great opportunity for a first-time home buyer or real estate investor. Major updates include a 2-year-old septic system, 3-year-old AC that has been professionally maintained annually, and a NEW ROOF to be installed at closing, with reasonable offer. Recently painted inside and out, this home feels fresh and ready for its next owner. The kitchen also has new counter tops! Enjoy Florida living from the covered back porch, perfect for relaxing or entertaining. Conveniently located with access to US-27, US-17, the Polk Parkway and I-4, making travel throughout Central Florida, Tampa and Orlando easily accessible. Whether you’re searching for your first home or your next investment property, this Winter Haven home is one to see!

1550 36th Street Nw, Winter Haven

$239,500

3 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub Pb 3 Pg 27 SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. At 136 Whitman Road, the value extends well beyond the updates. LEGOLAND Florida Resort is only six minutes away, placing spontaneous park days, visiting family, and some of Winter Haven's best-known attractions close to home. Shopping, dining, schools, and major roadways are also nearby, helping everyday routines take less time. When the day is yours again, come home to a three-bedroom, two-bath retreat with 1,319 square feet and a 28-by-14-foot in-ground saltwater pool waiting outside. With the costly improvements already behind you: a 2023 roof, 2024 HVAC, 2023 water heater, 2019 new windows, septic service completed in 2020, and fresh exterior paint completed in April 2026. Imagine the laughter of a summer afternoon, dinner beside the pool, or a quiet evening after the crowds have gone home. Here, convenience creates more time for living, while the completed improvements let you enjoy the home with greater confidence from your very first full evening.

136 Whitman Road, Winter Haven

$349,000

4 Beds ⋅ 2 Baths ⋅ Van Duyne Shores SubDv. ⋅ 33881 Zip Code

It's a completely renovated 4-bedroom beauty. No HOA. Park your trailers or vehicles in back yard or side yard with gate. New Roof, new windows, new doors, new hot water heater, new insulation, new electric and new air conditioner 2024. The kitchen has gold handles, refrigerator/ coffee maker combo, and a farmhouse sink. Wood floors are refinished 2025. Kitchen and bathrooms are totally renovated 2024. If you like drawers, this kitchen has a few. HUGE master bedroom runs from the back of the house to the front of the house, plenty of relaxing space, and a fireplace. This is a split plan house with 4 bedrooms, and all bathrooms have double sinks. Tropical pineapple garden is in front of the front porch and trees have been trimmed. The back shed has a metal roof and can be used as a workshop; she shed or transformed for mother-in-law or rental. Large back porch has new concrete steps, a renovated laundry room and lake view. ZAP CAP from TECO, surge voltage protection. Parks, trails, splash pads, grocery, movies, pharmacy, public boat ramps are available. Winter Haven is a diverse city which offers lots of things to do such as, dinner cruises, walking parks, farm markets, LEGOLAND park and water parks, Circle B nature park, walking trails, skateboard park, water skiing and free water-skiing shows. All information is deemed reliable but not guaranteed. Buyer must verify all information and measurements. No seller financing.

1919 19th Street Nw, Winter Haven

$258,610

5 Beds ⋅ 2 Baths ⋅ Jan Phyl Village Unit 03 Rep SubDv. ⋅ 33880 Zip Code

Virtually Staged. Welcome to this spacious five-bedroom, two-bath home in the established Jan-Phyl Village community of Winter Haven. The inviting living room provides a comfortable gathering space, while the kitchen and dining area offer practical spaces for everyday meals and entertaining. The primary bedroom creates a private retreat, while the additional bedrooms can easily accommodate family members, guests, a home office, study, gym, or hobby room. The bathrooms provide convenience for daily living, and the flexible layout allows each space to be tailored to your needs. The property presents an excellent opportunity for a buyer to add personal touches and updates while creating a home that fits their style. Conveniently located near local schools, shopping, dining, parks, and major roadways, this property offers plenty of potential in a convenient Winter Haven location.

218 5th Jpv Street, Winter Haven

$219,900

3 Beds ⋅ 1 Baths ⋅ Tranquil Oaks SubDv. ⋅ 33880 Zip Code

Welcome to this charming 3-bedroom, 1-bath home that has been lovingly preserved in its original condition while remaining move-in ready! Featuring tile flooring throughout, this home offers a clean, low-maintenance living space filled with character and potential. The original kitchen has been well preserved, allowing the next owner to enjoy its timeless charm or update it to fit their own style. This home also offers peace of mind with several major updates already completed, including a roof replaced approximately 4–5 years ago, plumbing replaced approximately 5–6 years ago, a tankless natural gas water heater replaced approximately 6–7 months ago, and the A/C replaced approximately 14 months ago. Convenience is key with an indoor laundry room, natural gas service for the tankless water heater and dryer, and public water and public sewer. An additional well is located on the property for potential irrigation use, although there is currently no irrigation system installed. Outside, you'll find a large circular driveway, providing easy access and plenty of parking, along with a covered carport and convenient access to two separate entrances into the home. Situated on a spacious corner lot, the property features a large, fully fenced backyard with chain-link fencing and views of Lake Shipp from the backyard. The well-manicured yard offers plenty of room to relax, entertain, or enjoy the outdoors, while mature trees provide shade and character. A block storage shed provides additional space for tools and equipment. With easy access to store a boat, trailer, or other recreational toys and NO HOA, you'll have the freedom and flexibility to truly enjoy your property! Conveniently located near shopping, dining, and everyday conveniences, this home is also close to the Lake Shipp public boat ramp, making it easy to spend your days out on the water and enjoy the beautiful Winter Haven Chain of Lakes. Full of original charm, functionality, and several important updates, this move-in-ready home is ready for its next owner! All information and property details are deemed reliable but not guaranteed and Buyer/Buyer's Agent is responsible for their own due diligence including but not limited to verifying HOA, Community Info, Rules, Leasing Requirements, Sqft, Lot Size, Room Dimensions, and Taxes.

1668 Roselawn Street Sw, Winter Haven

$179,900

2 Beds ⋅ 1 Baths ⋅ Elbert Park Resub SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. Winter Haven Corner-Lot Charmer Near Polk State College & Major Conveniences 918 sq ft • 2 Bedrooms • 1 Bath • Garage • New Carpet A bright and welcoming Winter Haven home set on a large corner lot, offering comfort, convenience, and excellent proximity to everyday essentials. With 918 square feet of well-planned living space, this property features two generous bedrooms, one full bathroom, a cozy living room, a formal dining room, and a functional kitchen perfect for efficient cooking. New carpet brings warmth to the entire home, and the garage offers additional security. Fresh new carpet adds warmth throughout, and the one-car garage provides secure parking and extra storage. The oversized corner lot offers room to garden, entertain, or expand — a rare advantage in this area. Located near a local college and just minutes from major shopping, medical facilities, restaurants, and entertainment, this home delivers both comfort and unbeatable convenience. Ideal for first-time buyers, downsizers, or investors seeking a strong rental location.

708 Avenue E Ne, Winter Haven

$319,900

4 Beds ⋅ 2 Baths ⋅ Fanning Sub SubDv. ⋅ 33880 Zip Code

INVESTMENT OPPORTUNITY + INCOME-PRODUCING PROPERTY + NO HOA! Welcome to 501 Avenue G SE, Winter Haven, FL 33880, a unique single-family property grandfathered for multi-family use, offering flexibility for INVESTORS, HOUSE HACKERS, MULTI-GENERATIONAL LIVING, or OWNER-OCCUPANTS looking for rental income! Situated on a LARGE LOT, the property is currently configured as TWO SEPARATE LIVING UNITS with PRIVATE ENTRANCES AND SEPARATE YARD AREAS. The front residence features 3 BEDROOMS, 1 BATH, laminate flooring, and a dedicated laundry room, while the rear 1 BEDROOM, 1 BATH unit is currently TENANT OCCUPIED AT $1,220/MONTH by a reliable tenant who pays on time and is happy to discuss extending the lease—providing IMMEDIATE RENTAL INCOME for the next owner. Live in the front while collecting rent from the rear to help OFFSET YOUR MONTHLY MORTGAGE, or add this property to your rental portfolio as an INCOME-PRODUCING ASSET. For buyers looking for VALUE-ADD POTENTIAL, the existing layout provides an opportunity to reconfigure the property by creating a middle studio-style living space and converting the front residence to a 2-bedroom, 1-bath configuration. With NO HOA, separate living areas, existing rental income, a large lot, and additional upside potential, this property offers multiple possibilities for today's savvy buyer. Increase its overall value and rental potential. Property is being sold AS-IS. Whether you're searching for a HOUSE HACK, MULTI-GENERATIONAL HOME, RENTAL PROPERTY, VALUE-ADD INVESTMENT, PASSIVE INCOME OPPORTUNITY, or PRIMARY RESIDENCE WITH ADDITIONAL INCOME, this is one you don't want to miss!

501 Avenue G Se, Winter Haven

$325,000

3 Beds ⋅ 2 Baths ⋅ Martha Heights Pb 9 Pg 39 SubDv. ⋅ 33881 Zip Code

Rare No-HOA Corner Lot with Work, RV, & Boat Parking This 3-bedroom, 2-bath block home sits on a quarter-acre corner lot in Winter Haven with zero HOA restrictions. The fenced yard offers Private area for RV parking, boat parking, and off-street parking beyond the attached 22x13 garage—ideal for trailers, toys, or a backyard workshop—plus raised garden beds already in place, a kennel/chicken coop, and mature oak trees for those who'd rather use the space for animals or growing their own food. Inside, this home offers a living room/dining room combo, a Florida room, and shelving in the guest hallway. The primary suite features a built-in closet and large en-suite bathroom including storage and laundry area. The second full bathroom serves the additional bedrooms. Central air, ceiling fans, and oak wood floor throughout much of the home other than ceramic tile in both bathrooms, and linoleum in the kitchen. The community offers access to a nearby Lake Elbert which has a public boat ramp, dock, allowing fishing and a paved lakeside walking path close by. No HOA. No lease restrictions. No association approval required—a flexible corner lot ready for RVs, boats, gardens, or animals.

845 Avenue F Ne, Winter Haven

$949,000

4 Beds ⋅ 3 Baths ⋅ Otis Heights Sub SubDv. ⋅ 33880 Zip Code

Discover an extraordinary lakefront estate offering unmatched charm, privacy, and lifestyle on coveted Lake Otis. Set on a rare double lot, this property feels like a private resort with expansive lawns, mature shade trees, flourishing fruit trees, and enchanting garden spaces. The 3,083 sq ft main home is filled with character and unique architectural details, complemented by a 400 sq ft in-law suite ideal for guests or multi-generational living. From sunrise views over the water to afternoons spent swimming, fishing, or enjoying watersports, every day feels like a vacation. The outdoor spaces are perfect for elegant entertaining or relaxed family fun. Centrally located near Disney, Legoland, beaches, and premier sporting attractions, this home offers the best of Florida living with convenience to world-class destinations. A rare opportunity to own a distinctive lakefront property that blends luxury, charm, and unforgettable experiences. Call for your private showing today!

694 Lake Otis Drive Se, Winter Haven

$234,900

3 Beds ⋅ 2 Baths ⋅ Inwood Area SubDv. ⋅ 33880 Zip Code

A 3 bedroom, 2 bathroom home featuring a separate BONUS ROOM and MUD ROOM is hard to find....Especially under 250K! The spacious kitchen features beautiful newer wood cabinetry and a cozy breakfast nook, creating a warm and inviting space for everyday meals. The generously sized living room flows into a separate dining room, which conveniently leads into the kitchen—perfect for both everyday living and entertaining. Step outside and discover even more living space on the large screened-in patio, ideal for relaxing or kids playing. The fully fenced backyard provides privacy and plenty of room to play or entertain guests. A spacious shed with electricity and water offers additional storage or workspace options. Major updates include a 2016 roof and 2015 A/C, giving you added peace of mind. Nestled in a quiet neighborhood yet conveniently located near dining, shopping, parks, and recreational opportunities, this home offers the perfect combination of comfort, space, and convenience. Priced to sell quickly! Light TLC needed like paint,pressure washing, and closet door repair. This home has great bones and ready for it's new owner! Call today to schedule your private tour before it’s gone! Virtually staged. 2015 Added screen room 2015 Added fence 2013 New Windows 2012 Changed plumbing drains 2009 Replaced 3 doors

695 22nd St Nw, Winter Haven

$269,000

3 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code

Welcome home to this 3-bedroom, 2-bath pool home in Winter Haven! Featuring a spacious and comfortable layout with plenty of room for everyday living and entertaining. Step outside to your private backyard pool, perfect for enjoying Florida’s year-round sunshine, relaxing after a long day, or simply unwinding in your own outdoor space. The backyard provides plenty of room to create your own private retreat. Conveniently located near shopping, dining, schools, and major roadways with easy access to everything Winter Haven and Central Florida has to enjoy. Come make this house your home and enjoy the Florida lifestyle!

153 Browning Cir, Winter Haven

$359,900

Asbury Park SubDv. ⋅ 33880 Zip Code

LOCATION! Exceptional opportunity to own a move-in-ready professional office building in the heart of Downtown Winter Haven's business district. Situated on a high-traffic, highly visible city street, this property offers outstanding exposure for businesses seeking a prominent location with excellent accessibility. Recently remodeled from top to bottom, the building features new flooring, new energy-efficient windows, fresh interior and exterior paint, an updated ADA-compliant restroom, a front accessibility ramp providing convenient entry for clients and visitors, and numerous additional improvements making it ready for immediate occupancy. The well-designed floor plan currently offers six private office suites, a welcoming reception/work area, and one ADA-compliant bathroom, providing flexibility for a wide variety of professional users. Ideal for real estate, medical, legal, insurance, title, accounting, financial services, consulting, or other professional office uses, this property is perfectly suited for both owner-users and investors alike. The exterior offers rear parking for approximately 5–8 vehicles, depending on the desired parking configuration, along with excellent street signage opportunities to maximize business visibility. Located in Flood Zone X and positioned just minutes from local government offices, restaurants, shopping, and the rapidly growing Downtown Winter Haven corridor, this property combines convenience, functionality, and long-term investment potential. Whether you're expanding your business, relocating your office, or adding a quality commercial asset to your portfolio, this is a rare opportunity to own a beautifully updated office building in one of Winter Haven's most desirable commercial locations.

334 1st Street S, Winter Haven

$99,900

2 Beds ⋅ 2 Baths ⋅ Kenilworth Park SubDv. ⋅ 33881 Zip Code

*MULTIPLE OFFERS RECEIVED - PLEASE SUBMIT HIGHEST AND BEST OFFERS BY MONDAY, AUGUST 24th AT 2PM EST* CASH ONLY, INVESTORS SPECIAL! This adorable home has so much potential and a wonderful location near Lake Mirror and Lake Cannon in Winter Haven. Built in 1926, features such as wood flooring and a brick fireplace add to the historic charm of this bungalow. Repairs are needed, but this home is priced to sell - allowing for a great investment into a flip, rental or place to call home!

1825 16th Street Nw, Winter Haven

$399,900

4 Beds ⋅ 4 Baths ⋅ Twin Oaks Add SubDv. ⋅ 33880 Zip Code

This exceptional property offers a rare opportunity to live in one residence while renting the other to help supplement your mortgage payment. Conveniently located near hospitals, medical facilities, colleges, universities, shopping, dining, and major transportation routes, the property combines versatile living arrangements with everyday accessibility. Qualified buyers may be eligible for down payment assistance. Program eligibility, terms, and availability may vary; contact the listing agent for details. The primary residence has been completely renovated, offering a refreshed and inviting atmosphere throughout. Its open-concept design seamlessly connects the kitchen and dining areas, creating an ideal space for everyday living, entertaining and gathering with loved ones. The beautifully updated kitchen features sleek stainless steel appliances, elegant granite countertops, wood laminate, porcelain tile flooring and a functional layout that combines style and convenience. A covered front porch provides a shaded outdoor area for relaxing and enjoying the surroundings. The two residences have separate living areas with no interior access between them, offering added privacy and flexibility. The second residence offers stylish and comfortable living with durable porcelain tile flooring throughout. Its well-appointed kitchen features stainless steel appliances and elegant granite countertops, while the spacious layout includes two bedrooms and two bathrooms-providing flexibility and convenience for residents or tenants. The spacious backyard offers room for outdoor entertaining, gardening, recreation or future personalization. With no homeowners association, extensive renovations, newly constructed, and versatile use options, this property is well-suited for multigenerational living, an owner-occupant seeking rental income, or an investor looking for income-producing potential. Its location near hospitals and colleges adds convenience for healthcare professionals, faculty, medical personnel, and other nearby employees. Virtually staged images are for illustrative purposes only.

207 Avenue E Se, Winter Haven

$220,000

3 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code

Welcome to this charming Winter Haven property offering comfortable living spaces and a functional layout with plenty of potential. The home provides a great opportunity for those looking for a primary residence, first home, or investment property in a convenient Central Florida location. Enjoy easy access to shopping, restaurants, schools, parks, and major roadways, making everyday errands and commuting convenient. Located near Winter Haven’s many recreational attractions and lakes. It comes with all apliances and includes a fully renovated additional bathroom. New fence, new fan in all rooms. Whether you are looking for a place to call home or an investment opportunity, this property is worth a closer look. Schedule your showing today!

3462 Avenue T Nw, Winter Haven

$244,900

2 Beds ⋅ 2 Baths ⋅ Haven Grove Estates SubDv. ⋅ 33881 Zip Code

Solid and charming Mid-Century Ranch home in a quiet neighborhood just off of Lake Idylwild in vibrant and beautiful Winter Haven, Florida with NO HOA! This two bedroom/two full bath home could easily be converted back to a three bedroom, as the original third bedroom was transformed into a formal dining area/office/den. The living room and hall have engineered hardwood floors. The kitchen has a built-in wall oven, gas cooktop, breakfast bar and an eat-in area. There is a spacious inside utility room with plenty of storage cabinets, washer & dryer, gas water heater, and utility sink. The two bedrooms have built-in closets and tile floors, and there are two full bathrooms with historic 4x4 tile and one shower has a Terrazzo floor! The enclosed back porch could easily be more living area with the addition of a mini-split or a simple wall unit. The back yard is fully fenced and has two large storage sheds. The front of the house has window awnings, a two-car carport with decorative wrought-iron support columns, and a wide brick driveway. The membrane roof is 2025, the electrical panel was upgraded in 2024, and the A/C condenser is 2010. This house is near the boat ramp on Lake Hartridge, one lake over on the fun Chain of Lakes. Haven Grove Estates is convenient to shops, groceries (including a brand-new Publix), restaurants, medical facilities, and all that the lovely downtown has, plus it is convenient to highways to the Tampa, Lakeland, and Orlando metropolitan areas for commuting ease. Call today to see this one!

2608 Trinity Circle Nw, Winter Haven

$69,900

1 Beds ⋅ 1 Baths ⋅ Havencrest Add SubDv. ⋅ 33880 Zip Code

* Investor Alert* Fixer upper located in the heart of Winter Haven. 1 Bed, 1 Bath with tons of potential. This could make for a great rental property or flip.

212 Avenue F Se, Winter Haven

$199,000

2 Beds ⋅ 1 Baths ⋅ West Cannon Heights SubDv. ⋅ 33881 Zip Code

PROPERTY IS BEING COMPLETED WITH RENOVATIONS. WELCOME TO THIS BEAUTIFULLY UPDATED HOME FEATURING STYLISH MODERN FINISHES AND IMPROVEMENTS THROUGHOUT. LOCATED IN THE INWOOD/WEST CANNON AREA. HOME IS A 2 BEDROOM/1 BATHROOM WITH 840SQFT. IMPROVEMENTS INCLUDE; ROOF, WINDOWS, DRYWALL, FLOORING, PLUMBING, ELECTRICAL, BATHROOM, KITCHEN, AND 3 MINI-SPLIT A/C UNITS. OUTSIDE THE PROPERTY FEATURES MATURE LANDSCAPING AND A COVERED CARPOT CONVENIENT FOR OFF-STREET PARKING. THE COVERED OUTDOOR AREA COULD ALSO BE USED FOR ENTERTAINING OR RELAXING. MINUTES FROM THE NEW PUBLIX AND SOON TO BE COMPLETED CHICK-FIL-A. YOU WON'T WANT TO MISS THIS ONE.

1248 31st Street Nw, Winter Haven

$279,900

3 Beds ⋅ 2 Baths ⋅ Eloise Woods Lake Roy Unit SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Virtually Staged. Welcome to 112 Terrace Dr. in Winter Haven! Offering 2,091 square feet under roof, this beautifully refreshed three-bedroom, two-bathroom home is move-in ready and packed with updates throughout. From the moment you arrive, you’ll notice the upgraded landscaping, freshly painted exterior, new metal roof, and convenient covered carport. Step inside to a bright, welcoming interior featuring fresh paint, new flooring and baseboards throughout, new blinds, and upgraded lighting for a clean, modern finish. The kitchen is ready for everyday living and entertaining with solid-surface countertops, new appliances, and plenty of functionality, while the indoor laundry room located just off the kitchen adds extra convenience. The spacious primary bedroom features a true private en suite, while both bathrooms have been refreshed with updated finishes. Two additional bedrooms provide plenty of flexibility for family, guests, or a home office. Out back, the fully fenced yard offers plenty of room to spread out, entertain, grill, or create your own outdoor retreat. Whether hosting friends and family or simply enjoying a quiet Florida evening, there’s plenty of space to make it your own. With a NEW ROOF, updated interior and exterior finishes, new appliances, covered parking, and a spacious fenced backyard, 112 Terrace Dr. delivers an impressive combination of updates, space, and value. Schedule your private showing today and come see everything this Winter Haven home has to offer!

112 Terrace Drive, Winter Haven

$150,000

4 Beds ⋅ 2 Baths ⋅ Haven Homes SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. This 4-bedroom, 2-bathroom home sits between Lake Howard and Lake Deer in one of Winter Haven's most lake-accessible neighborhoods. Located near the Lake Howard public boat dock, you'll enjoy easy access to Winter Haven's sought-after chain of lakes. The property is not in a flood zone and is priced to reflect a full renovation, making it a straightforward opportunity for buyers ready to invest in a location that's already working in their favor. Five minutes from historic downtown Winter Haven, you're within easy reach of local restaurants, shops, and year-round community events. Solar panels to be paid off at close.

2207 Avenue B Nw, Winter Haven

$225,000

3 Beds ⋅ 2 Baths ⋅ Orangewood Add SubDv. ⋅ 33880 Zip Code

Virtually Staged. Step into this charming 3-bedroom, 2-bath Winter Garden gem, offering comfort, convenience, and the Florida lifestyle buyers love. The well-appointed kitchen features stainless steel appliances and abundant cabinetry, creating a functional and inviting space for cooking and gathering. Enjoy year-round relaxation in the enclosed patio, perfect for morning coffee, quiet evenings, or entertaining friends. A 1-car carport adds everyday convenience and covered parking. All of this is set in a prime Winter Garden location, placing you moments from shopping, dining, entertainment, and all the vibrant amenities this sought-after area has to offer. Homes with this blend of location, lifestyle, and value don’t last. Make your move before this one slips away.

1804 Avenue Q Sw, Winter Haven

$99,900

2 Beds ⋅ 2 Baths ⋅ Winter Haven Harbour Apts Condo SubDv. ⋅ 33881 Zip Code

Welcome to **1700 6th Street NW, Unit C31, Winter Haven, FL 33881**, a beautifully maintained condominium offering comfort, convenience, and low-maintenance Florida living in the heart of Winter Haven. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this inviting home provides the perfect combination of affordability and location. Step inside to discover a bright and welcoming floor plan filled with natural light. Impact windows throughout for added comfort. The spacious living and dining areas create an inviting atmosphere for relaxing or entertaining, while the well-appointed kitchen offers ample cabinet and counter space for everyday living. The comfortable bedrooms and well-designed bathrooms provide a peaceful retreat, and the functional layout maximizes every square foot of living space. Another added benefit is the in unit washer/dryer combo included. Enjoy the convenience of condominium living with beautifully maintained grounds and community amenities, allowing you more time to enjoy everything the Winter Haven area has to offer. Ideally located in the heart of Florida's Chain of Lakes region, this home is just minutes from Lake Howard and the renowned Chain of Lakes, where you can enjoy boating, fishing, kayaking, paddleboarding, and waterfront parks. Spend the day exploring the shops, restaurants, breweries, and entertainment in downtown Winter Haven, or take a short drive to LEGOLAND Florida Resort for family fun. Golf enthusiasts will appreciate the nearby championship golf courses, while nature lovers can enjoy walking and biking trails, gardens, and scenic parks throughout the area. The property also offers convenient access to shopping centers, medical facilities, Polk State College, major highways, and both Tampa and Orlando attractions, making commuting and weekend adventures easy. Whether you're searching for a low-maintenance primary residence, a winter getaway, or an investment property, **1700 6th Street NW, Unit C31** offers an outstanding opportunity to enjoy the relaxed Central Florida lifestyle in a prime Winter Haven location. Don't miss your chance to make this charming condominium your new home!

1700 6th Street Nw Unit C31, Winter Haven

$265,000

3 Beds ⋅ 2 Baths ⋅ Yonnally W P Resub SubDv. ⋅ 33881 Zip Code

Charming Historic Winter Haven Bungalow on a Great sized lot near Downtown Winter Haven - Welcome to 615 Avenue A NE, a beautifully maintained 1940 block home tucked in one of Winter Haven's sought-after Historic Districts — just steps from Rotary Park and the shimmering waters of Lake Elbert. This 3-bedroom, 2-bath home offers 1,848 square feet of thoughtfully updated living space on a generous 0.24-acre lot (75x140), blending old-Florida character with modern comfort. Inside, warm laminate flooring flows through a spacious living room anchored by a cozy electric fireplace and custom built-in shelving with entertainment center. The adjoining family room offers even more room to gather, while the fully equipped kitchen features stainless appliances and ample cabinetry, opening to a bright dinette and formal dining room — perfect for everyday living or entertaining. The primary suite includes a walk-in closet and en-suite bath with a walk-in shower, and two additional bedrooms provide flexibility for family, guests, or a home office. A dedicated laundry room adds everyday convenience. Outside, the fully fenced backyard is an entertainer's dream, complete with a paver patio seating area, mature shade trees, a storage shed, and plenty of open lawn for pets, play, or gardening. The attached one-car garage includes a built-in workshop, ideal for hobbyists or extra storage, and an irrigation system keeps the landscaping lush year-round. Located minutes from downtown Winter Haven's shops, dining, and lakefront parks, and with easy access to LEGOLAND Florida Resort and central Florida's major highways, this home offers the rare combination of historic charm, everyday functionality, and an unbeatable location near the water. Don't miss your chance to own a piece of Winter Haven history!

615 Avenue A Ne, Winter Haven

$144,900

3 Beds ⋅ 1 Baths ⋅ Bruces Sub SubDv. ⋅ 33880 Zip Code

Investor special with endless potential! This 3-bedroom, 1-bath home is a fantastic opportunity for investors, flippers, or buyers looking to renovate and make it their own. The property features a durable metal roof, a fully fenced yard offering privacy and space for pets, play, or gardening, and is conveniently located near John Snively Elementary School, shopping, dining, and all the amenities Winter Haven has to offer. Whether you’re searching for your next rental property, fix-and-flip project, or affordable home with room to add value, this property is full of possibilities. Motivated sellers!

108 9th Eloise Street, Winter Haven

$500,000

3 Beds ⋅ 3 Baths ⋅ Eloise Woods Lake Roy Un SubDv. ⋅ 33884 Zip Code

New roof. Solar panels, New paint, vaulted/cathedral ceilings. Fireplaces: Two units total—a wood-burning fireplace in the family room and a travertine-surround fireplace in the dining room. Kitchen: Custom wood cabinetry, granite countertops, stainless steel appliances, and a pass-through window to the dining space. Master Quarters: Expansive master suite area (exceeding 1,000 sq. ft.) featuring an en-suite bathroom with granite countertops, a jetted tub, a double shower, a private courtyard view, and direct access to outdoor sitting areas. Laundry: Dedicated indoor laundry room equipped with a utility sink and abundant storage.

1901 N Lake Eloise Drive, Winter Haven

$359,900

4 Beds ⋅ 4 Baths ⋅ Lathers Grove Sub SubDv. ⋅ 33880 Zip Code

Welcome to this beautifully remodeled 4-bedroom, 3-bathroom home that perfectly blends modern upgrades with exceptional versatility. Situated on a spacious 1/3-acre fenced lot just 1/4 mile from Lake Howard, this move-in-ready property offers an incredible combination of style, space, and functionality. The main home has been completely renovated with new flooring, fresh interior and exterior paint, new windows, and a new A/C system and newer roof. The gorgeous kitchen features quartz countertops, stainless steel appliances, and updated cabinetry, while the remodeled bathrooms provide a clean, modern finish. A dedicated home office offers the perfect space for working remotely, studying, or pursuing your favorite hobbies. One of the property’s most unique features is a 6’ x 6’ cellar, providing additional storage or flexible space rarely found in homes in the area. Outside, you’ll find an attached two-car carport along with a detached two-car garage, giving you plenty of room for vehicles, a workshop, storage, or recreational equipment. Adding even more value is the detached mother-in-law suite/apartment, complete with its own living room, kitchenette with a sink and mini refrigerator, private bedroom, full bathroom, and an additional half bath connected to the bedroom. Whether used for extended family, guests, or a private retreat, this flexible space offers endless possibilities. The expansive fully fenced backyard provides plenty of room for entertaining, pets, gardening, or future outdoor amenities. Conveniently located just minutes from Lake Howard, shopping, dining, parks, and everything Winter Haven has, this beautifully updated property truly has it all. Don’t miss your opportunity to own this one-of-a-kind, turnkey home with modern upgrades, flexible living space, and exceptional amenities. Schedule your private showing today!

2218 Avenue B Sw, Winter Haven

$255,000

4 Beds ⋅ 2 Baths ⋅ West Cannon Heights SubDv. ⋅ 33881 Zip Code

Welcome to this beautifully updated 4-bedroom, 2-bath home where modern finishes, everyday comfort, and thoughtful design come together to create a space you'll love coming home to. Nestled in Winter Haven's established West Cannon Heights neighborhood, this move-in-ready residence offers the perfect blend of style, functionality, and value. Step inside to find bright living spaces filled with natural light, complemented by durable luxury vinyl flooring throughout. The well-appointed kitchen features stainless steel appliances, stone countertops, generous cabinetry, and plenty of workspace, making it ideal for everything from busy weekday mornings to entertaining family and friends. The home's versatile layout includes four comfortable bedrooms, providing plenty of options for a growing household, overnight guests, or a dedicated home office. A spacious family room with a charming decorative brick accent creates an inviting gathering space and opens to the backyard patio, extending your living space outdoors. The private primary suite offers a relaxing retreat with a built-in closet, ceiling fan, and its own en-suite bathroom. Enjoy Florida living from the welcoming covered front porch or unwind in the fully fenced backyard, where there's plenty of room for pets, gardening, play, or weekend barbecues. An indoor laundry room with washer and dryer adds everyday convenience, while the absence of HOA fees provides greater freedom and fewer monthly expenses. Conveniently located near shopping, dining, schools, parks, medical facilities, and Winter Haven's renowned Chain of Lakes, this home offers easy access to everything you need while maintaining the charm of an established neighborhood. Whether you're purchasing your first home, looking for extra space, or searching for a smart investment opportunity, this beautifully maintained property is ready for its next chapter. Schedule your private showing today!

1024 31st Street Nw, Winter Haven

$389,000

3 Beds ⋅ 4 Baths ⋅ Eloise Woods Lake Roy Un SubDv. ⋅ 33884 Zip Code

Virtually Staged. Welcome to lakefront living on beautiful Lake Ina in Winter Haven! This 3 bedroom, 4 bathroom pool home with NO HOA offers generously sized bedrooms, wood flooring throughout the living areas and bedrooms, and tile in the kitchen and bathrooms. The kitchen features granite countertops, wood cabinetry, a tile backsplash and a convenient breakfast bar. Two of the bathrooms showcase charming retro styling, adding unique character to the home. Two large picture windows frame peaceful lake views and fill the interior with natural light. Step outside and experience the Florida waterfront lifestyle, with opportunities to spend your days boating, fishing, water skiing or simply relaxing by the water and enjoying the views. Designed for outdoor living and entertaining, the property includes a covered deck, covered patio, outdoor kitchen, outdoor shower and a large swimming pool surrounded by an impressive 57 by 63 foot paver patio, along with a pool bath. Whether hosting poolside gatherings, launching out for a day on the lake or unwinding by the water at sunset, this home offers a true lakefront retreat!

228 W Lake Ina Drive, Winter Haven

$189,900

2 Beds ⋅ 1 Baths ⋅ Lake Shipp Heights SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Beautifully renovated and move-in ready! No HOA!! This charming 2-bedroom, 1-bath home has been updated throughout. Enjoy fresh interior paint, and exterior paint, new flooring, a fully remodeled bathroom, and an updated kitchen featuring granite countertops and stainless steel appliances. The fenced backyard offers plenty of space for pets, play, or entertaining. Conveniently located in Winter Haven, this move-in-ready gem combines style, comfort, and value. Whether you're a first-time homebuyer, looking to downsize, or searching for an investment property, this super cute home is one you won't want to miss!

128 Center Street, Winter Haven

$350,000

Pine Crest Heights SubDv. ⋅ 33880 Zip Code

This 2,368-square-foot office building, located at 229 Ave. K SE in Winter Haven, offers a versatile investment or owner-user opportunity. Currently leased to a day care facility, the property is well-equipped with three bathrooms, a fully functioning kitchen, and seven individual rooms that can serve as offices, classrooms, or flexible workspaces. With more than 10 on-site parking spaces and a convenient location just four minutes from downtown Winter Haven, the property provides easy access for employees, clients, and families. The building is fully serviced with electricity, water, sewer, cable, and high-speed internet, making it ready for immediate occupancy or continued operation. Whether you're looking to continue its use as a day care or convert it into professional office space, this property offers the flexibility to accommodate a variety of business needs.

229 Avenue K Se, Winter Haven

$264,900

3 Beds ⋅ 2 Baths ⋅ Tranquil Oaks SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Welcome to your own private Florida retreat! This beautifully maintained 3-bedroom, 2-bath home is nestled beneath majestic oak trees in an established Winter Haven neighborhood, offering timeless curb appeal and a warm, inviting atmosphere. Inside, you'll find a functional floor plan filled with natural light, creating comfortable living spaces for both everyday life and entertaining. The thoughtful layout offers the perfect blend of openness and privacy. Step outside and discover the true centerpiece of the home—a sparkling saltwater pool surrounded by a screened lanai, allowing you to enjoy Florida's outdoor lifestyle year-round with added comfort and protection. Whether you're sipping your morning coffee, hosting family and friends, or unwinding after a long day, this backyard oasis is designed for relaxation. Conveniently located near Winter Haven's Chain of Lakes, downtown shopping and dining, parks, schools, medical facilities, and LEGOLAND Florida Resort, this home offers the perfect combination of tranquility and convenience. Don't miss your opportunity to own this move-in-ready pool home in one of Winter Haven's most desirable locations. Schedule your private showing today!

1557 N Lake Shipp Drive Sw, Winter Haven

$229,000

3 Beds ⋅ 1 Baths ⋅ West Cannon Heights SubDv. ⋅ 33881 Zip Code

Virtually Staged. Completely renovated from top to bottom, this home offers the feel of new construction at a fraction of the price! Featuring 3 bedrooms plus a spacious family room that can easily serve as a 4th bedroom, home office, playroom, or media room, this property offers flexibility to fit your lifestyle. Every major component has been updated, including the roof, windows, A/C, water heater, kitchen, bathroom, plumbing, electrical, paint, and more, giving you peace of mind for years to come. Step outside to enjoy the oversized backyard with plenty of space for entertaining, pets, gardening, or future additions. No HOA means more freedom and fewer monthly expenses. Conveniently located near shopping, restaurants, schools, and major highways, this move-in-ready home is an excellent opportunity for first-time buyers or investors looking to add a low-maintenance property to their portfolio. Schedule your private showing today!

1207 32nd Street Nw, Winter Haven

$219,900

3 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code

Move right in and enjoy this charming 3-bedroom, 2-bathroom concrete block home in a convenient Winter Haven location with NO HOA! Featuring easy-care tile flooring throughout, this home offers both style and low-maintenance living. The kitchen is equipped with rich hardwood cabinets, stainless steel appliances, and plenty of storage, making it as functional as it is inviting. An indoor laundry room adds extra convenience to your daily routine. The spacious primary suite features a beautifully tiled step-in shower, while the guest bathroom offers a tiled tub/shower combination. Step outside to a large, fully fenced backyard with endless possibilities for entertaining, gardening, pets, or simply relaxing outdoors. A covered carport provides sheltered parking and additional storage space. Located just minutes from Havendale Boulevard, you'll have quick access to shopping, restaurants, schools, healthcare, and everyday conveniences. Spend weekends exploring Winter Haven's famous Chain of Lakes, known for its boating, fishing, waterfront parks, and scenic beauty. Commuters and travelers will appreciate the easy drive to both Tampa and Orlando, providing access to major employers, international airports, world-renowned attractions, sporting events, and endless entertainment options. Whether you're searching for your first home, looking to downsize, or adding to your investment portfolio, this property is one you won't want to miss!

3004 Avenue S Nw, Winter Haven

$289,900

3 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Welcome to this beautifully renovated 3-bedroom, 2-bathroom home in the desirable Cypress Gardens area of Winter Haven, where every detail has been thoughtfully updated and topped off with a New Roof (2026) for lasting peace of mind. Step inside to an inviting open floor plan anchored by a stunning vaulted ceiling with rich exposed wood beams, a true architectural centerpiece that carries warmth and character throughout the main living space. Luxury vinyl plank flooring flows seamlessly from room to room, offering both beauty and durability. The kitchen is nothing short of a showpiece, featuring a hand-painted blue and white tile backsplash, sleek white shaker cabinetry, quartz countertops, and high-end stainless steel appliances. Whether you're preparing a quiet meal or entertaining guests, this kitchen delivers both style and function in equal measure. Both bathrooms have been beautifully renovated with designer tile flooring and tiled showers, warm wood vanities, matte black fixtures, and elegant round mirrors, a spa-like retreat within your own home. Step out back to a fully fenced yard framed by mature trees for added privacy, plus a covered, screened porch, the perfect spot to unwind. And just beyond it, a bonus room offers flexible space for a home office, playroom, gym, or guest retreat, a rare and valuable addition to a home in this price range. With a 2-car garage, an unbeatable location near shopping, dining, and major roadways, and a renovation that leaves nothing to be desired, this home is truly move-in ready. Schedule your private showing today, this one will not last.

205 Whitman Road, Winter Haven

$160,000

2 Beds ⋅ 2 Baths ⋅ College Heights Or Coker & Buzbee SubDv. ⋅ 33880 Zip Code

Priced to sell! Large fenced-in backyard! Don’t miss this great opportunity. Recently renovated with NO HOA, this home is conveniently located just minutes from Downtown Winter Haven, LEGOLAND, medical facilities, shopping, dining, parks, and major roadways—offering both comfort and convenience. With limited inventory in the area, this is an excellent opportunity to own an affordable home. Whether you’re a first-time homebuyer, searching for a primary residence, or looking for a strong investment property for a rental or Airbnb, this home offers exceptional value. Schedule your private showing today!

415 Avenue E Se, Winter Haven

$350,000

4 Beds ⋅ 2 Baths ⋅ Villa Park Or Stone & Manns SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. Great investment opportunity!! A little over 4100 sq ft total between both buildings. The front 2 story house was initially divided into 5 apartments. Three downs stairs and two upstairs. In a separate building there are 2 apartments. The income property is a fixer upper that could either be restored to 5 apartments or back to one large house with 2 rentals in the back of the property for income or a place to live while being renovated. This property is close to downtown, grocery stores, bus terminal, medical facilities, restaurants and shopping. GREAT central location! Tons of square footage, With the right vision this could be a great chance turn this into income! ** more photos to come

640 Avenue I Nw, Winter Haven

$119,000

1 Beds ⋅ 1 Baths ⋅ Eloise Woods Lake Mariam Unit SubDv. ⋅ 33884 Zip Code

Don't miss this affordable 2-bedroom, 1-bath home nestled in the Lake Mariam area of Winter Haven. Situated on a spacious 0.23-acre lot, this property offers a great opportunity for an investor, rental portfolio, or buyer ready to add their own style and updates. Conveniently located near shopping, restaurants, medical facilities, golf courses, and Winter Haven's renowned Chain of Lakes. Some photos have been virtually enhanced.

107 Lake Elizabeth Drive Unit B, Winter Haven

$199,900

3 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. Virtually Staged. Welcome to 1725 31st St. NW in Winter Haven—where thoughtful updates, stylish finishes, and exceptional value come together! Offering an impressive amount of living space for the price, this beautifully renovated 3-bedroom, 1.5-bath home is the perfect opportunity for first-time buyers, downsizers, or investors looking for a move-in-ready property. Step inside to discover brand-new luxury vinyl plank flooring throughout, complemented by a fresh coat of paint inside and out, creating a bright, modern feel from the moment you enter. The fully renovated kitchen is the heart of the home, featuring new cabinetry, solid surface countertops, stainless steel appliances, and plenty of workspace for everyday living and entertaining. Additional upgrades include new doors, new ceiling fans, and modern light fixtures throughout, giving the home a polished, cohesive look. A dedicated laundry area adds convenience, while the freshly landscaped front yard provides great curb appeal and a welcoming first impression. If you're searching for a home that delivers more living space and more value than you'd expect, this Winter Haven gem is one you won't want to miss. Schedule your private showing today!

1725 31st Street Nw, Winter Haven

$219,900

2 Beds ⋅ 1 Baths ⋅ College Heights Or Coker & Buzbee SubDv. ⋅ 33880 Zip Code

Virtually Staged. Welcome home! This beautifully renovated 2-bedroom, 1-bathroom single-family home in Winter Haven features a completely updated interior including a brand-new kitchen with new cabinets, countertops, refrigerator, and range, along with a fully renovated bathroom featuring a new vanity, tub, shower, and tile. Additional updates include new flooring throughout, fresh interior paint, and a roof replacement completed in 2021. Situated on a spacious 0.17-acre lot with no HOA, this home offers a nicely sized backyard and a large workshop building providing endless possibilities for hobbies, storage, or a dedicated workspace. Conveniently located near elementary, middle, and high schools, this home combines modern updates, functionality, and a great location — making it a must-see opportunity in Winter Haven!

434 Avenue D Se, Winter Haven

$206,000

3 Beds ⋅ 1 Baths ⋅ Idyl Ridge View SubDv. ⋅ 33881 Zip Code

Virtually Staged. Step into this charming 3-bedroom, 1-bath home in the heart of Winter Haven, offering comfort, convenience, and classic Florida living. The well-appointed kitchen features abundant cabinetry, providing excellent storage and functionality for everyday cooking and gathering. Enjoy practical features throughout, including a 1-car carport, carpeted bedrooms for added comfort. This home is ideally situated near shopping, schools, and local amenities, with easy access to downtown Winter Haven and surrounding Polk County destinations, making everyday living a breeze. Homes offering this blend of value, location, and livability don’t stay available for long. Don’t let this one slip away.

2710 Woodlawn Drive, Winter Haven

$185,000

2 Beds ⋅ 1 Baths ⋅ Parkland Village SubDv. ⋅ 33880 Zip Code

Welcome home to this well-maintained 2-bedroom, 1-bath patio home located in the 55+ community of Parkland Village. This move-in-ready home offers numerous recent updates, including a new roof (December 2025), new windows (2024–2025), new A/C (2022), and a new refrigerator and stove (2026), providing comfort and peace of mind for years to come. Inside, you'll find thoughtful features such as vertical blinds, mirrored closet doors, and storm doors and shutters. The home also includes a private courtyard, perfect for relaxing or entertaining, along with a 1-car carport and a storage closet with a washer and dryer. Residents enjoy access to a recreation building and shuffleboard courts, while the low monthly HOA fee of just $110 includes grounds maintenance, making for easy, low-maintenance living. Conveniently located near shopping, banks, and restaurants, this home offers the perfect combination of comfort, convenience, and affordability. Don't miss this opportunity—schedule your private showing today!

790 Avenue Q Se, Winter Haven

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