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$133,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Spacious living plan and Luxurious Kitchen just updated for the top Chef status. As you come in through the covered carport you'll notice the Newly installed flooring that really shines. There are 2 Living Room areas one of which you could close off for a 3rd bedroom. Large Master Bedroom and Bath. Skirting around the home has just been replaced for a new look. Not to mention all of the amenities offered with the community swimming pool, pickleball, tennis courts and putt putt golf course. This property is located on the dog approved residence street, so Fido is in luck. New AC unit was replaced in 2026. You're in close proximity to all the Central Florida attractions. Hurricane/ Tie Down Straps Replaced 2023. Ceiling fans have been updated w/ remotes. UPDATE: New Linoleum flooring has just been professionally installed throughout the entire home to match the kitchen.

4212 Cedarwood Street, Winter Haven
$399,900
4 Beds ⋅ 4 Baths ⋅ Twin Oaks Add Pb 12 Pg 16 SubDv. ⋅ 33880 Zip Code
This is the ONE! Great investment property located centrally in Winter Haven. Needing an attached Mother N Law suite with a separate entrance or want an Air BNB. This is the perfect set up. Main home has had total renovations. New trusses, installation, windows, doors, roof, floors, kitchen, baths, sheetrock & tankless water heater. Open plan with dining/kitchen combo. Kitchen features stainless steel appliances, granite counter tops, range, refrig, dishwasher and pantry. Enjoy your spacious front covered porch in the shade. This home features porcelain tile & wood laminate throughout and offers plenty of off street parking spaces. There is space to park an RV. The attached Mother N Law suite or Air BNB has a private entrance. It is attached to the main home but there is not an entrance between the 2 homes. The 2nd home is new construction and features an open floor plan with porcelain tile & wood laminate flooring. This home features a full size kitchen with stainless steel appliances, granite counter tops, range, refrig, dishwasher and double sinks. The living area if open to the kitchen & dining area. The home features 2 bedroom and 2 baths. One bath has a tiled walk-in shower, the other bath has a tub/shower combo & both have granite vanity tops. This home features a large “Recreation or Flex Room 14'X10'.

207 Avenue E Se, Winter Haven
$455,000
6 Beds ⋅ 2 Baths ⋅ Laramore Sub SubDv. ⋅ 33881 Zip Code
Calling all investors and house-hackers! Welcome to 1830 2nd St NW, a fantastic multi-family investment opportunity located right in the heart of Winter Haven. This well-maintained duplex features two spacious, mirror-image units, each offering a highly desirable 3-bedroom, 1-bathroom layout perfect for maximizing rental income and attracting long-term tenants! Both units boast bright, open-concept floor plans designed for easy living and low maintenance. Step inside to find durable ceramic tile flooring flowing seamlessly throughout the main living areas and kitchens, paired with crisp, neutral paint that makes the space feel fresh and inviting. The kitchens are fully equipped with rich wood cabinetry, ample counter prep space, white appliances (including dishwashers!), and a convenient breakfast bar/passthrough that overlooks the spacious family room. To top it off, each unit includes its own dedicated in-unit laundry closet with a stackable washer and dryer—a major premium for prospective renters.

1830 2nd Street Nw Unit A, Winter Haven
$400,000
33881 Zip Code
Positioned along highly traveled Dundee Road, this prime commercial lot presents a rare, turnkey development opportunity in a growing Central Florida corridor. The property has already completed the state permitting process, significantly reducing timelines and uncertainty for a new owner or developer. With an approved driveway in place and site plans already prepared for a hotel, much of the heavy lifting has been done—allowing you to move quickly from acquisition to construction. This makes it an ideal investment for hospitality groups, developers, or investors looking to capitalize on the area’s continued growth and strong traffic exposure. Surrounded by expanding residential communities, established businesses, and convenient access to nearby attractions and major roadways, this location offers both visibility and accessibility—key components for a successful commercial venture. Opportunities like this, where planning and approvals are already secured, are increasingly hard to find. Whether you move forward with the existing hotel plans or bring your own vision to life, this property is ready to deliver.

Dundee Road, Winter Haven
$314,900
4 Beds ⋅ 2 Baths ⋅ Peach Crossings SubDv. ⋅ 33884 Zip Code
Discover affordable luxury and modern Florida living in this beautifully designed brand-new 2025 home located in the growing Peach Crossings community of Winter Haven. Perfectly positioned for first-time homebuyers, growing families, remote professionals, and buyers seeking more space without sacrificing style, this move-in ready 4-bedroom, 2-bath residence offers the ideal combination of comfort, functionality, and value in one of Polk County’s rapidly expanding areas. Built by LGI Homes, the highly sought-after “Summit” floor plan features an open-concept design with soaring ceilings, abundant natural light, and thoughtfully designed living spaces perfect for entertaining and everyday living. The spacious chef-inspired kitchen is equipped with granite countertops, solid wood cabinetry, Whirlpool stainless steel appliances, generous prep space, and seamless flow into the dining and family room area creating the perfect setting for gatherings, holidays, and movie nights at home. The oversized primary suite offers a peaceful retreat with a large walk-in closet and spa-style en-suite bathroom featuring dual vanities, stone countertops, and a step-in shower. Three additional bedrooms provide flexibility for guest rooms, a home office, fitness room, or playroom. Luxury vinyl flooring throughout the main living areas, energy-efficient windows, smart layout design, interior laundry room, and modern finishes add both style and practicality for today’s buyers. Step outside and enjoy covered outdoor living space ideal for relaxing evenings, weekend cookouts, or enjoying Florida’s year-round sunshine. Professionally designed landscaping, irrigation, sidewalks, and attractive curb appeal make this home stand out from the moment you arrive. Located near shopping, dining, medical facilities, parks, and major commuter routes, Peach Crossings offers convenient access to Lakeland, Orlando, and Central Florida attractions while still maintaining a quieter residential atmosphere. Community amenities include playgrounds, parks, picnic areas, and access to highly desired Polk County schools, making this neighborhood especially appealing to families and buyers relocating to Florida. With no CDD fees, low HOA costs, builder warranty coverage, and financing options including FHA, VA, USDA, and Conventional loans, this property presents an exceptional opportunity for buyers looking for affordable new construction in Winter Haven with long-term value and lifestyle appeal.

1782 White Elephant, Winter Haven
$240,000
3 Beds ⋅ 2 Baths ⋅ Hanna Sub SubDv. ⋅ 33880 Zip Code
Located just minutes from the beautiful Chain of Lakes, public lake access, parks, restaurants, and the vibrant recreational areas of Winter Haven, this property offers both convenience and lifestyle. This 3-bedroom, 2-bath home features a very spacious kitchen with eat-in area, inside laundry, and an oversized family room that offers excellent flexibility and can easily be used as a guest space, office, or potential extra bedroom. Major updates include a metal roof, HVAC replaced in 2023/2024, and water heater from 2015. Currently tenant-occupied, this property also presents an immediate income-producing opportunity for investors or buyers looking for cash flow from day one.

1405 Avenue H Sw, Winter Haven
$215,000
3 Beds ⋅ 2 Baths ⋅ Inwood Unit 6 SubDv. ⋅ 33881 Zip Code
Welcome to this beautifully renovated 3-bedroom, 2-bath home located in the heart of Winter Haven. Thoughtfully updated with modern finishes while maintaining its charm, this spacious property offers flexible living areas and plenty of room to spread out. Recent renovations provide a fresh, move-in-ready feel throughout the home. Previous owners added extra rooms and expanded living spaces, offering versatility for a home office, guest space, or bonus room. Square footage to be confirmed by buyer, as additions may not reflect current public records. Conveniently located near shopping, dining, schools, and all that Winter Haven has to offer, this property is a fantastic opportunity for homeowners or investors alike.

1303 37th Street Nw, Winter Haven
$195,000
3 Beds ⋅ 2 Baths ⋅ Biltmore Shores SubDv. ⋅ 33881 Zip Code
BACK ON THE MARKET! No fault of the seller! Welcome to 3006 Elm Street in beautiful Winter Haven — a charming home full of potential and perfectly positioned for convenience! This 3-bedroom, 1.5-bath home also features a flexible office space that could easily serve as a 4th bedroom, playroom, hobby room, or home gym. Step inside to find new tile flooring, a remodeled bathroom, a newer roof, and updated ceilings that give the home a fresh and modern feel. The spacious kitchen offers plenty of room to cook, gather, and get creative with your dream design ideas. Outside, the backyard is a blank canvas ready for your personal touch — create the garden, outdoor kitchen, pool area, or entertaining space you've always wanted! Conveniently located near shopping, dining, attractions, and with easy access for commuting to both Tampa and Orlando, this property offers the perfect blend of comfort, opportunity, and location. Whether you're looking for your first home, investment property, or extra space to grow, this Winter Haven gem is ready to welcome you home!

3006 Elm Street, Winter Haven
$224,900
2 Beds ⋅ 2 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code
Wake up to peaceful water views in this beautifully maintained villa in Winter Haven. This move in ready home features a bright open floor plan with tile and laminate flooring, an oversized kitchen with plenty of space to cook and gather, and an enclosed patio where you can relax and enjoy the tranquil pond setting. All appliances are included, making your transition effortless. Located in Traditions at Lake Ruby, this sought after 55+ community offers true resort style living with a lakefront clubhouse, heated pool and spa, fitness center, tennis and pickleball courts, dog park, and a full calendar of social events. The HOA covers exterior painting, cable, internet, and lawn care so you can spend more time enjoying life. Conveniently close to shopping, dining, major highways, and Legoland. Furniture available separately.

3440 Grenville Drive, Winter Haven
$328,000
3 Beds ⋅ 3 Baths ⋅ Lake Smart Pointe SubDv. ⋅ 33881 Zip Code
Motivated Seller agree to contribute $10,000 towards buyers closing cost and or pre-paid only . Introducing a beautifully maintained home offering an excellent and functional layout. The first floor features a welcoming open concept with a half bathroom, living, dining, and kitchen areas, and a well-appointed kitchen with granite countertops, stylish backsplash, and elegant lighting fixtures. A sliding glass door brings in natural light and provides direct access to the backyard, enhancing the indoor-outdoor connection. The entire main level is finished with tile flooring, providing durability and easy maintenance. Upstairs, you will find three generously sized bedrooms and a versatile loft area, ideal for a playroom, home office, or study space. The primary suite offers a comfortable retreat with a barn door leading into the bathroom, which is also well-designed and spacious. The second and third bedrooms are well sized and highly versatile. This home has been very well cared for and is move-in ready. Enjoy a large backyard, perfect for entertaining, family gatherings, or simply relaxing outdoors. A great opportunity to own a home with space, comfort, and thoughtful design throughout. Schedule your private showing today.

339 Lake Smart Circle, Winter Haven
$679,000
Winter Haven SubDv. ⋅ 33880 Zip Code
Positioned in the vibrant core of Winter Haven, this exceptional commercial opportunity offers approximately 4325 square feet creating flexibility that's increasingly hard to find in today's market. With prime downtown visibility and convenient access to local shops, dining, and foot traffic, the property is ideally situated for both owner-users and investors seeking a strategic location. The building configuration opens the door to multiple income streams or a blended use concept, allowing the structure to be owner occupied while simultaneously generating rental revenue. The attached garage/studio allows for more usable space and or added storage. Designed with versatility, the space lends itself to a wide range of commercial applications- from boutique retail and professional offices to creative studio environments or wellness services. Whether you're envisioning a flagship storefront, collaborative workspace, or a mixed-use concept tailored to evolving business needs, this property delivers the foundation to bring that vision to life. With its central location and adaptable layout, it stands as a compelling investment in one of Central Florida's steadily growing downtown districts.

155 Avenue B Sw, Winter Haven
$414,000
4 Beds ⋅ 2 Baths ⋅ Terranova Phase Iv SubDv. ⋅ 33880 Zip Code
Welcome to this beautifully renovated home located in a secure gated community, offering not only privacy and peace of mind but also a low annual HOA fee. This spacious property features 4 bedrooms plus a versatile bonus room and 3 fully remodeled bathrooms, thoughtfully designed to provide comfort for everyday living and privacy for guests. As you enter, you are welcomed by high ceilings and an open-concept layout filled with natural light, creating a bright and inviting atmosphere throughout the home. The interior showcases new flooring, fresh paint, and modern finishes that elevate every space. The kitchen has been fully updated with elegant cabinetry, gold hardware, spacious countertops, stainless steel appliances, and stylish lighting, all seamlessly connected to the main living areas, making it ideal for both daily use and entertaining. Both the kitchen and bathroom countertops feature high-quality quartz, offering durability, low maintenance, and a clean, modern look that enhances the overall design of the home. The primary bathroom offers a true luxury experience with floor-to-ceiling tile, a freestanding soaking tub positioned under a large window, a frameless glass shower with modern gold finishes, and a double vanity with contemporary mirrors and lighting. The additional bathrooms have also been completely renovated with clean, modern designs and high-quality materials. The home also includes a three-car garage and a large driveway, providing ample parking and storage space. The backyard offers a private outdoor area with plenty of potential for relaxation or future enhancements. Located in a quiet and well-maintained community, this property combines modern upgrades, functional layout, and an excellent location, making it a perfect option for both homeowners and investors seeking a move-in ready home.

258 Terranova Boulevard, Winter Haven
$1,650,000
Porters Sub SubDv. ⋅ 33880 Zip Code
165 SW 5th St, Winter Haven, FL 33880 presents a strong opportunity for commercial redevelopment or investment in a growing Winter Haven location. This vacant parcel offers approximately 17,476 square feet and is positioned in an area with surrounding commercial and mixed-use activity. The site is ideal for a local owner-user, boutique developer, retail or service user, professional office, café/restaurant operator, or investor seeking a well-located parcel with redevelopment potential. With its central location and visibility, the site offers potential for an owner-user, investor, or developer seeking a parcel in an established part of the city. Buyers should verify intended use, zoning, and development requirements with the City of Winter Haven.

165 5th Street Sw, Winter Haven
$333,900
4 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Under Construction. New construction home with 2029 square feet one-story including 4 bedrooms, 2.5 baths, and an open living area. Enjoy an open kitchen with shaker-style cabinets with crown molding, granite countertops, Samsung stainless steel appliances, pantry, and a spacious counter height island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Jack-and-Jill hall bath with an enclosed tub and toilet, accessed from bedrooms 3 and 4. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey."

3151 Laurel Oak Lane, Winter Haven
$295,900
3 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Under Construction. New construction home with 1568 square feet on two-story including 3 bedrooms with loft, 2.5 baths, and an open living area. Enjoy an open kitchen, Silestone countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, and a tiled shower. Bedrooms 2 and 3 share a bathroom. Plus, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. “Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not

5121 Sylas Jax Avenue, Winter Haven
$289,000
3 Beds ⋅ 2 Baths ⋅ Villamar Ph Four SubDv. ⋅ 33884 Zip Code
This home just received a new price and is ready for its next owner. Don't miss this move-in ready Central Florida gem featuring an open-concept design, soaring ceilings, fresh interior paint, and stylish luxury vinyl plank flooring throughout the main living areas, with durable vinyl flooring in every bedroom. No carpet anywhere. The beautifully updated kitchen is designed for everyday living and entertaining, showcasing quartz countertops, espresso cabinetry with crown molding, a center island, and Samsung stainless steel appliances. Retreat to the spacious primary suite featuring dual vanities, a walk-in closet, and a private en-suite bath. Additional upgrades include a whole-home water softener and filtration system, custom blinds, ceiling fans, a programmable thermostat, Ring doorbell system, plus a washer and dryer that convey with the home. Step outside to a fully fenced backyard with updated landscaping, irrigation, and a covered patio perfect for relaxing or entertaining. Energy-efficient windows and insulation, architectural shingles, and a two-car garage provide peace of mind and long-term value. Residents also enjoy access to community amenities including a pool and playground. Conveniently located and priced to sell, this home offers the perfect combination of comfort, style, and value. Schedule your private showing today before this opportunity is gone.

3307 Costello Circle, Winter Haven
$429,900
4 Beds ⋅ 3 Baths ⋅ Residences Of Winter Haven SubDv. ⋅ 33880 Zip Code
Move-In Ready! Discover the Crystal River Gen Suite by LAREF Homes, a thoughtfully designed home that combines modern style with exceptional flexibility. Located in Residences at Winter Haven, an exclusive 63-lot semi-custom community, this 4-bedroom, 3-bath home is ideal for multi-generational living, extended family, guests, or anyone seeking additional privacy. The open-concept main living area is designed for both everyday comfort and entertaining, centered around a gourmet kitchen featuring a stunning waterfall island, 42-inch soft-close cabinetry with crown molding, stainless steel appliances, a spacious walk-in pantry, and abundant storage. Luxury vinyl flooring flows throughout the main living areas, while the covered lanai extends your living space outdoors. The private Gen Suite is what truly sets this home apart, offering its own entrance, sitting area, kitchenette, full bath, and bedroom—creating the perfect space for in-laws, visiting family, long-term guests, or a private home office. Additional highlights include floor-to-ceiling porcelain tile in the showers, a dedicated laundry room with utility sink, blinds throughout, an extended driveway, and a 2-10 Home Buyers Warranty. Residences at Winter Haven offers a prime central Winter Haven location with low HOA fees of just $225 quarterly, no CDD fees, and the opportunity to personalize future homes by selecting your lot, floor plan, exterior finishes, interior design package, and upgrade options.

2112 River Hawk Loop, Winter Haven
$384,900
4 Beds ⋅ 2 Baths ⋅ Residences At Winter Haven SubDv. ⋅ 33880 Zip Code
Move-in Ready! Welcome to the Everglades at Residences at Winter Haven, an exclusive 63-lot semi-custom community offering exceptional craftsmanship, modern design, and a prime central Winter Haven location. This thoughtfully designed 4-bedroom, 2-bath home features an open-concept layout that blends style and functionality. At the heart of the home, the designer kitchen showcases a stunning waterfall island, 42-inch soft-close cabinetry with crown molding, stainless steel appliances, abundant storage, and a spacious walk-in pantry. The extended great room flows seamlessly to the covered lanai, creating the perfect space for everyday living and entertaining. Additional features include luxury vinyl flooring throughout the main living areas, floor-to-ceiling porcelain tile in the showers, blinds throughout, four ceiling fans, a dedicated laundry room, and a 2-10 Home Buyers Warranty for added peace of mind. Residences at Winter Haven offers low HOA fees of just $225 quarterly, no CDD fees, and the opportunity to personalize future homes by selecting your lot, floor plan, exterior finishes, interior design package, and upgrade options. Experience quality construction, thoughtful design, and a community you'll be proud to call home.

2108 River Hawk Loop, Winter Haven
$749,900
Winter Haven Heights SubDv. ⋅ 33880 Zip Code
Location , Location , Location!! Prime commercial strip center opportunity on Central Ave in Downtown Winter Haven. Located within the city’s Primary Activity Center, Urban Core, and Central Business District, this high-visibility property benefits from strong vehicle and pedestrian traffic with AADT exceeding 11,400 cars each day. Positioned two blocks from the Winter Haven Post Office and the Downtown Historic District, the site is surrounded by ongoing redevelopment, restaurants, retail, and professional services. New Mini split a/c units in building. One remaining unit available in a four-unit building. Ideal for retail, office, medical, restaurant, service, or owner-user occupancy. Property features include individual electric meters, central air, rear alley delivery access, and on-site parking with 12 spaces. Landlord pays water, sewer, and trash, helping reduce tenant operating expenses. Zoned C-3 allowing a wide range of commercial uses including retail, coffee shop, bakery, restaurant, pharmacy, medical/dental, fitness, childcare, pet services, professional office, and other service-based businesses. Strong downtown location with excellent visibility, flexible zoning, and continued area growth makes this an attractive opportunity for investors, tenants, and owner-operators seeking exposure in one of Winter Haven’s most active commercial corridors.

211 E Central Avenue, Winter Haven
$389,999
5 Beds ⋅ 3 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code
Under Construction. Valencia BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Prepare to be impressed by the Valencia, a two-story home featuring 5 bedrooms, 3 bathrooms, and a 2-car garage. This floorplan is designed for modern living and effortless entertainment. Step through the elegant foyer into a vibrant main living area, complete with a private guest suite for ultimate comfort. The kitchen shines with sleek quartz countertops, stainless steel appliances, and luxurious vinyl plank flooring overlooking the dining area which flows beautifully to the covered lanai through sliding glass doors. Upstairs, you’ll find the secluded owner’s suite complete with a walk-in shower, dual vanity and spacious walk-in closet. Conveniently located by the additional bedrooms is the cleverly designed oversized laundry room. Another modern feature of the Valencia is the smart thermostat with voice control, making energy efficient living a breeze. Outside, enjoy the chic elevation and professionally curated landscaping that adds the perfect finishing touch to this exceptional home. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  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.

5393 San Pietro Drive, Winter Haven
$339,000
4 Beds ⋅ 2 Baths ⋅ Villamar Ph 2 SubDv. ⋅ 33884 Zip Code
Welcome to your next home in the heart of Winter Haven! Located on a peaceful cul-de-sac, this charming property at 1210 Zambrana Ct offers the perfect blend of comfort, space, and convenience. Featuring a bright and open layout, this home is designed for both relaxing and entertaining. Enjoy spacious living areas filled with natural light, a functional kitchen with plenty of storage, and well-sized bedrooms that provide comfort for the whole family. The outdoor space offers the perfect setting to unwind or host gatherings, while the location places you just minutes from shopping, dining, and everyday essentials. Whether you're looking for your primary residence or a great investment opportunity, this home checks all the boxes.

1210 Zambrana Court, Winter Haven
$524,900
2 Beds ⋅ 2 Baths ⋅ Peace River Development SubDv. ⋅ 33880 Zip Code
Turnkey opportunity to own a fully equipped nursery on 5 acres! This versatile property is currently functioning as a citrus nursery, with the infrastructure already in place to support expansion into a variety of other agricultural uses. Featuring four greenhouses (one greenhouse has 3 domes) totaling in approximately 16,000 square feet, each equipped with electricity and water. This property has two 4-inch wells with 5-inch submersible pumps, fertilizer injectors, a commercial-grade chemical/fertilizer sprayer, overhead irrigation, greenhouse benches, 150,000 citrus grow pots, and much much more. Everything you need to hit the ground running. There is additional space for in-ground planting, that has an existing irrigation system with timer already installed. On-site structures include a 12x12 air-conditioned office shed, a 8x8 dedicated chemical storage shed, and a 16x20 workshop with an attached lean-to for additional workspace and storage. Also included is a 2006 single-wide mobile home offering 2 bedrooms and 2 bathrooms, with a split floor plan. The home features a rear covered porch, a private storage shed, and a full-home water purification system that also services the workshop and ice machine. Perfect for on-site living or staff housing. This property is fully set up and ready for continued operation. All measurements to be verified by buyer.

612 Morgan Road, Winter Haven
$269,990
3 Beds ⋅ 3 Baths ⋅ Hutton Rep SubDv. ⋅ 33881 Zip Code
"Welcome to this charming 3-bedroom, 3-full-bath home nestled in the heart of Winter Haven! One of the bedrooms features a private entrance, making it perfect as an IN-LAW SUITE, home office/studio, or an income-producing rental opportunity. The spacious Florida room with screen enclosure is ideal for relaxing and entertaining, while the front screened porch adds extra curb appeal and a cozy outdoor living space. The generous backyard offers endless possibilities, plenty of room to add a pool, create your dream outdoor oasis, or simply enjoy the open space. A storage shed with electricity in the back provides additional convenience and storage. Enjoy pure, clean water throughout the entire home with a whole-house reverse osmosis filtration system. Located on a quiet dead-end street with no through traffic. No HOA, No CDD, low taxes, public water and sewer. Just minutes from Downtown Winter Haven, shopping, restaurants, and the beautiful Winter Haven Chain of Lakes. This home has so much to offer, don't miss this opportunity! Equal Housing Opportunity."

811 22nd Street Nw, Winter Haven
$240,000
3 Beds ⋅ 2 Baths ⋅ Squires Grove Ph 2 SubDv. ⋅ 33880 Zip Code
Short Sale. Welcome to this beautifully maintained newer home in the desirable Squires Grove community of Winter Haven! Built in 2022, this spacious 3-bedroom, 2-bath residence offers an open-concept layout with a bright living and dining area—perfect for entertaining. The modern kitchen features ample cabinetry, sleek appliances, and a large island overlooking the main living space. A split-bedroom floor plan provides privacy, with a generous primary suite including a walk-in closet and en-suite bath. Enjoy outdoor living in the private backyard with room to relax or host gatherings. Additional highlights include a 2-car garage, indoor laundry, and energy-efficient construction. Conveniently located near shopping, dining, schools, and major roadways, this home offers comfort, style, and convenience in one of Winter Haven’s growing communities.

693 Squires Grove Drive, Winter Haven
$272,500
4 Beds ⋅ 2 Baths ⋅ Overlook Rdg SubDv. ⋅ 33884 Zip Code
HOME WARRANTY INCLUDED! Need 4 bedrooms, but don't need to break the budget? This is what you've been searching for here in the heart of Winter Haven! Situated perfectly W of Hwy 27 and out of the hustle and bustle of the city, this 4/2/2 home is ready for you! Close to houses of worship, schools, shopping, golf, and SO much more! Upon arrival, you note the quaint neighborhood, which quickly says "community." The home is situated on a corner lot, as well as on a cul de sac. Upon entry, the new homeowners will be delighted to see easy to maintain flooring throughout the home. No detail was missed in this home's update! New flooring, paint, ceiling fans, kitchen & baths, so she's MOVE-IN READY! The kitchen boasts new countertops, stainless appliances, a cook's workstation, generous sized pantry, and lots of storage. The open floor plan with combined living and dining space is ideal for gatherings and entertaining. The owners suite is spacious, and has a walk in closet and updated bathroom. Three MORE bedrooms, each situated around the living space. This floor plan is superb for daily function of a busy household. Fenced with a durable vinyl fence, the outdoor space is secure for pets. The shed is sturdy for your lawn & garden tools, as well as storage. Equipped with leased solar panels that increase energy efficiency and predictable monthly utility cost. Current solar payment $230/month. (Electric company connection fee applies) Unlike traditional electric bills that fluctuate dramatically during peak simmer and winter months, solar provides consistent energy costs year round. Panels are fully warranted and maintained by the solar company throughout remainder of the lease term for added peace of mind. Water Heater 2021. Roof 2022. Seller is offering a one year American Home Shield warranty!

780 Overlook Grove Drive, Winter Haven
$225,000
3 Beds ⋅ 2 Baths ⋅ South Lake Elbert Heights SubDv. ⋅ 33881 Zip Code
AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. FULLY REMODELED POOL HOME!?? Welcome to your own private Florida retreat! This beautifully renovated home features a sparkling pool, stylish modern finishes, and a move-in-ready design that makes everyday living feel like a vacation. Enjoy an updated kitchen, refreshed bathrooms, spacious living areas, and a backyard oasis perfect for entertaining family and friends. Whether you’re relaxing poolside or hosting gatherings, this home offers the ideal blend of comfort, style, and Florida living. Conveniently located near shopping, dining, schools, and major roadways. Don’t miss your opportunity to own this stunning Winter Haven gem! Offers may be entered ONLINE through Friday, August 14, 2026 at 4:00 pm. AT SELLER'S DISCRETION, A SUBMISSION MAY BE ACCEPTED AT ANY TIME.

245 16th Street Ne, Winter Haven
$724,999
5 Beds ⋅ 5 Baths ⋅ Wyndsor At Lake Winterset SubDv. ⋅ 33884 Zip Code
Discover refined living in Wyndsor at Lake Winterset, one of Winter Haven’s premier gated communities. Set on a half-acre lot, this beautifully maintained 5-bedroom, 5-bathroom residence blends timeless craftsmanship with thoughtful updates and an impressive amount of living space. Step inside to soaring ceilings, architectural arches, decorative pillars, crown molding, and tray ceilings that create an immediate sense of grandeur. The formal living and dining rooms flow effortlessly into the main living areas, where 16x16 tile and luxury plank vinyl flooring with water-proof add both style and durability. The spacious kitchen is designed for everyday living and entertaining, featuring a large island, stainless steel appliances, and built-in oven and microwave. It opens to a warm and inviting great room complete with a gas fireplace and custom built-ins. A dedicated office and two additional living areas provide flexibility for work, relaxation, or extended generations. The primary suite is a private retreat with a double-door entry foyer, two Full entry closets, and room for a sitting or desk area. The spa-like en-suite bath includes a dual-head shower, Jacuzzi tub, granite counters, double sinks, and a separate vanity. Four additional bedrooms — each with its own private bath — are thoughtfully positioned on the opposite side of the home for maximum privacy. The upstairs suite offers versatility as a second primary, media room, or game room. Enjoy Florida living on the expansive 1,000 sq ft screened lanai, fully under roof and pre-plumbed and wired for an outdoor kitchen. Perfect for quiet evenings or large gatherings. Additional highlights include a 3-car garage with storage room and a tankless hot water system. Major updates include a new roof (2022), Leafgutter 2024, 5 stage Water filter & reverse osmosis system (2023), and two HVAC units (2017). Located minutes from Legoland and within easy reach of both coasts, major attractions, shopping, and dining, this home delivers luxury, space, and convenience in one of the area’s most desirable neighborhoods.

2656 Wyndsor Oaks Way, Winter Haven
$235,000
3 Beds ⋅ 2 Baths ⋅ Whispering Trails Ph 01 SubDv. ⋅ 33884 Zip Code
Virtually Staged. $5,000 PRICE REDUCTION!!! Don’t miss this incredible opportunity to own this beautifully updated home. Conveniently located just minutes from Walmart, LEGOLAND, shopping plazas, restaurants, and everyday conveniences, this home offers the perfect combination of comfort and location. Move-in ready with major 2026 updates! Enjoy peace of mind with a brand-NEW Roof (July 2026), FRESH interior paint (July 2026), NEW HVAC system (June 2026), NEW kitchen appliances (July 2026), and a NEW kitchen faucet (June 2026) and shower head. Welcome to this charming 3-bedroom, 2-bath home offering 1,303 square feet in a desirable GATED COMMUNITY in Winter Haven. The unique side-entry front door, connected by a private walkway, adds character and inviting curb appeal. Inside, you’ll find a comfortable layout ready for you to make it your own. **Located in an established neighborhood with long-term residents and a welcoming atmosphere. Residents also enjoy access to the community pool!

3147 Whispering Trails Street, Winter Haven
$319,000
4 Beds ⋅ 3 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code
Welcome home to 138 Whittier Lane- NO HOA! — a beautifully remodeled residence offering space, style, and flexibility in the heart of Winter Haven with no rear neighbors! This move-in-ready home features 2 private primary suites, with 2 additional bedrooms for a total of 4 bedrooms, 3 bathrooms, making it perfect for multi-generational living, guests, or added privacy. NEW ROOF, NEW AC, NEW DUCT WORK, NEW WINDOWS, NEW FENCE and NEW WATER SOFTNER. Step inside to discover an extended living area designed for comfort and entertaining, highlighted by a charming wood-burning fireplace that creates the perfect gathering space. The updated interior blends modern finishes with warm character throughout. Enjoy Florida living year-round from the screened-in porch, ideal for relaxing mornings or evening get-togethers. Additional conveniences include an inside laundry room and a spacious 2-car garage for storage and parking. Property can be rented immediately without restrictions. Located in desirable Winter Haven, known for its chain of lakes, local charm, and central location between Tampa and Orlando, this stunning remodeled home offers the perfect blend of comfort and convenience. This one is a must-see! Schedule your private showing today.

138 Whittier Lane, Winter Haven
$246,900
3 Beds ⋅ 1 Baths ⋅ Jan Phyl Village Unit 03 A SubDv. ⋅ 33880 Zip Code
Move-in ready, this charming 3-bedroom, 1-bath block home sits on a spacious lot with no rear neighbors, offering added privacy and peaceful surroundings. Inside, you’ll find updated flooring in the bedrooms and bathroom, creating a fresh and inviting feel. The home also features two versatile bonus rooms—perfect for a home office, in-law space, or even a possible 4th bedroom to suit your needs. Enjoy Florida living at its best with a screened lanai off the back, ideal for relaxing in the sunshine or entertaining guests year-round. With its flexible layout and generous outdoor space, this property offers both comfort and opportunity. Whether you're a first-time buyer or looking to expand, this home is ready for you to move right in and make it your own!

218 Dennis Avenue, Winter Haven