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$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
$340,000
4 Beds ⋅ 2 Baths ⋅ Inman Grvs Ph 1 SubDv. ⋅ 33881 Zip Code
""SELLER MOTIVATED – PRICE IMPROVEMENT! BRING YOUR OFFER!"" Beautiful and well-maintained home featuring 4 spacious bedrooms and 2 bathrooms, offering plenty of space for comfortable family living and entertaining guests. Sliding glass doors lead to a covered patio and a private grassy backyard, perfect for relaxing and enjoying Florida’s outdoor lifestyle. The kitchen comes fully equipped with all appliances and features beautiful wood cabinetry and granite countertops, offering the perfect blend of style and functionality. The home also includes a 2-car garage and a fully equipped laundry room for added convenience. Located in a desirable community, this property offers comfort, practicality, and excellent investment potential. Conveniently located near LEGOLAND Florida Resort, Chain of Lakes Park, Downtown Winter Haven, shopping centers, restaurants, grocery stores, medical facilities, and provides easy access to Highway 27 for convenient travel to Orlando and Tampa. Winter Haven is also known for its beautiful Chain of Lakes, offering boating, fishing, and outdoor recreation opportunities. Currently tenant-occupied with a lease in place through November 2026 at $2,150 per month. After the lease term ends, the new owner may choose to renew or terminate the lease. Great opportunity for both investors and future homeowners.

507 Short Lane, 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
$207,990
3 Beds ⋅ 1 Baths ⋅ Inwood - No 3 Pb 9 Pgs 7a - 7c SubDv. ⋅ 33881 Zip Code
LEASE to OWN option available!!! Welcome to 2826 Ave Q NW in Winter Haven — a beautifully remodeled 3-bedroom, 1-bath home designed for comfort, functionality, affordable and modern living. This move-in-ready property features a brand-new roof, updated HVAC system, and new energy-efficient windows, new stainless steel appliances, new granite countertops, new porcelain tile flooring, and so much more! This home offers both peace of mind and long-term value. Inside, you’ll find a thoughtfully refreshed interior with clean finishes and a layout that maximizes space and natural light. Ample storage is a standout feature throughout the home, making it easy to stay organized and clutter-free. The attached carport provides convenient parking along with additional storage space, ideal for tools, equipment, or seasonal items. Situated in a well-connected area of Winter Haven, this home places you close to a variety of everyday conveniences and lifestyle destinations. Enjoy easy access to shopping, dining, and local favorites, as well as major roadways for commuting. Nearby attractions include LEGOLAND Florida Resort, offering entertainment and recreation just a short drive away. The property is also located near reputable healthcare facilities such as Winter Haven Hospital, ensuring accessibility to medical services when needed. A variety of restaurants, parks, and outdoor spaces are within reach, providing options for dining and leisure. Whether you're looking for a primary residence or an investment opportunity, this updated home offers a solid combination of location, upgrades, and everyday convenience. Schedule your private showing today.

2826 Avenue Q Nw, 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
$250,000
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, July 17, 2026 at 2:00 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
$240,000
3 Beds ⋅ 2 Baths ⋅ Whispering Trails Ph 01 SubDv. ⋅ 33884 Zip Code
Virtually Staged. Seller is now offering a $10,000 buyer credit with a reasonable $$! Take advantage of this incredible opportunity to save on closing costs, rate buy-downs, or personalize your new home. 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, this home is just minutes from Walmart, shopping, restaurants, entertainment, and Legoland. Residents also enjoy access to the community pool, making it easy to relax and enjoy Florida living. With all the big-ticket items already replaced, an attractive buyer incentive, and a fantastic location, this home is an outstanding value. Schedule your private showing today!!

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
$189,000
2 Beds ⋅ 2 Baths ⋅ North Gate Village SubDv. ⋅ 33881 Zip Code
One or more photo(s) has been virtually staged. SELLER NOW OFFERING 2/1 INTEREST BUY DOWN RATE WITH APPROVED FINANCING!Beautiful, well-cared-for 2BR/2BA villa in a maintenance-free 55+ community — ready for a new owner. Single-level, move-in ready home with a bright, open floorplan, remodeled kitchen and stainless steel appliances. Durable LVP flooring (2021) throughout the main living areas and new carpet in the bedrooms. Laundry includes washer/dryer 2021; refrigerator 2025. Security system installed. Major recent system and structural upgrades for worry-free ownership: HVAC 2023; 40-gal water heater 2023; PEX water lines 2024; new carport roof 2024; new power panel & upgraded wiring 2021; attic insulation & interior paint 2021. Ease of living: Enjoy true low-maintenance, single-level living with HOA exterior care, complete lawn service and irrigation, Enjoy easy parking under the new carport roof, and modern systems that minimize upkeep and unexpected expenses. The thoughtful updates and security system provide peace of mind and allow you to spend more time enjoying community amenities, such as the community clubhouse, nearby lakes, dining, and shopping rather than home maintenance. Location and lifestyle: Conveniently close to Publix, dining, and scenic lakes — ideal for active adults seeking convenience and leisure.

1213 8th Street Nw, Winter Haven
$175,000
5 Beds ⋅ 2 Baths ⋅ South College Add Rev SubDv. ⋅ 33880 Zip Code
Short Sale. Hard to beat this combination of size, location, and upside. Located just one street from Winter Haven’s growing downtown district, this spacious approximately 2,200-square-foot home offers investors a rare opportunity to acquire a large property in an increasingly desirable area. The home is vacant and ready for renovation. Major system updates, including dual-zone air conditioning, have been completed in recent years, allowing the next owner to focus primarily on cosmetic improvements and value-add renovations. This property is being offered as a short sale and requires an investor offer. The seller is seeking a quick, as-is transaction, and the sale will be subject to lender approval. Cash or qualified investor financing preferred. No seller financing, lease-option, or subject-to terms are being offered. Large homes this close to downtown Winter Haven are increasingly difficult to find—especially with this much potential. Bring your contractor, run the numbers, and submit your best offer.

128 Avenue D Sw, Winter Haven
$175,000
3 Beds ⋅ 1 Baths ⋅ Eula Vista Sub SubDv. ⋅ 33881 Zip Code
Welcome to this charming 3 bedroom, 1 bath home ideally located in the heart of Winter Haven, just minutes from shopping, dining, and schools. From the moment you arrive, you’ll be greeted by a lush, established front garden, perfect for those who enjoy outdoor living or gardening. The home features a covered front porch, ideal for relaxing mornings or unwinding in the evenings, along with a convenient one-car carport. Inside, you’ll find a warm and inviting living space highlighted by durable wood-look tile flooring that flows seamlessly throughout the main areas. The kitchen and dining room combination offers a functional layout with plenty of room for everyday living and entertaining. Tucked away at the rear of the home, the spacious primary bedroom provides added privacy and a generously sized closet. Two additional bedrooms offer flexibility for guests, a home office, or hobby space. The full bathroom includes a single-sink vanity and a tiled tub/shower combo. Additional features include an exterior storage/laundry room located under the carport with washer and dryer hookups. Whether you're a first-time homebuyer, investor, or looking to downsize, this home offers great potential and opportunity. Schedule your private showing today!

300 Avenue V Ne, Winter Haven
$285,000
3 Beds ⋅ 1 Baths ⋅ Hartridge Manor SubDv. ⋅ 33881 Zip Code
Welcome to your turn-key Florida retreat! This beautifully reimagined home is a masterclass in modern updates and serene living, nestled within a tranquil, established community. From the moment you arrive, the vibrant curb appeal and crisp, clean lines signal a home that has been maintained with pride. The heart of the residence is an open, sun-drenched kitchen featuring premium stainless-steel appliances, sleek cabinetry, and chic subway tiling—perfect for the culinary enthusiast or the frequent entertainer. With durable wood-look flooring and a versatile, oversized utility suite, this home seamlessly blends style with everyday functionality. Beyond the interior, your private oasis awaits. Relax on the expansive screened-in porch or take advantage of the massive, fully fenced backyard—a rare find that offers limitless potential for a pool, garden, or workshop. The long driveway and integrated carport provide plenty of space for your vehicles and toys, making this the perfect home base for a Central Florida lifestyle. Whether you’re a first-time buyer or a savvy investor looking for a high-quality asset, this property offers an optimistic outlook and incredible value. Opportunity is knocking—book your showing today and claim your piece of paradise!

825 Nw Avenue Y Avenue Nw, Winter Haven
$299,000
4 Beds ⋅ 2 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code
Virtually Staged. Welcome to this thoughtfully designed single-story home in a growing Winter Haven community, where modern comfort meets everyday convenience. Positioned on a corner lot with clean curb appeal and a fully fenced backyard, this property offers both functionality and a polished presentation from the moment you arrive. Inside, the home opens to a bright, open-concept living space anchored by durable tile flooring and enhanced by natural light. The living room flows seamlessly into the kitchen and dining area, creating an ideal layout for both daily living and entertaining. A large center island provides additional seating and workspace, complemented by white cabinetry, sleek countertops, and stainless steel appliances for a clean, contemporary look. The layout is designed with efficiency and comfort in mind, offering a practical flow between living spaces and private areas. Finishes throughout the home reflect a well-maintained, move-in-ready condition, with neutral tones that allow for easy personalization. Step outside to a fully fenced backyard featuring a paved patio area—perfect for outdoor dining, relaxing, or creating your own backyard retreat. The yard offers a balance of usable green space and lowmaintenance design, with room to enhance further if desired. Additional features include a two-car garage, modern fixtures, and solar panels visible on the roof, which may contribute to energy efficiency. Beyond the home itself, the community offers amenities such as a resort-style pool with lounge seating, providing a convenient option for recreation without the upkeep. The neighborhood is designed with sidewalks and a cohesive feel, contributing to an organized and accessible environment. Located in Winter Haven, this property benefits from proximity to everyday essentials including grocery stores, retail centers, restaurants, and healthcare services. The area is also known for its chain of lakes, parks, and outdoor recreation opportunities. Major roadways nearby allow for convenient travel to Lakeland, Orlando, and surrounding Central Florida employment hubs. This home presents a strong combination of modern living, outdoor space, and community amenities in a well-connected location.

445 Mckenna Drive, Winter Haven