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221 Avenue C Ne, Winter Haven
$215,000
3 Beds ⋅ 2 Baths ⋅ Winter Haven Heights SubDv. ⋅ 33881 Zip Code
Welcome to this charming elevated home offering privacy, character, and a bright open-concept layout. Located above the garage, the living space features a spacious balcony that’s perfect for enjoying your morning coffee or relaxing in the evening. Situated on an oversized lot, there’s plenty of room for outdoor activities, gardening, or future possibilities. Just a short distance from the lake and a neighborhood park, this home offers the perfect combination of comfort, convenience, and outdoor enjoyment. Whether you’re looking for your first home, an investment, or a peaceful retreat, this property is one you won’t want to miss!

221 Avenue C Ne, Winter Haven
139 Avenue G Se, Winter Haven
$160,000
2 Beds ⋅ 1 Baths ⋅ Daniels Sub SubDv. ⋅ 33880 Zip Code
Welcome to this charming, move-in ready 2-bedroom, 1-bath home in the heart of Winter Haven! Freshly painted and filled with natural light, this home offers a comfortable layout, a spacious backyard perfect for entertaining or relaxing, and public water and sewer services for added convenience. The roof has been replaced in recent years, providing additional value and peace of mind. Conveniently located near shopping, dining, schools, parks, and major roadways, this property is an excellent opportunity for first-time homebuyers, downsizers, or investors. Schedule your private showing today!

139 Avenue G Se, Winter Haven
1776 6th Street Nw Unit 807, Winter Haven
$162,000
2 Beds ⋅ 2 Baths ⋅ Lakeridge Condo SubDv. ⋅ 33881 Zip Code
NEW LISTING IN CENTRAL FLORIDA. CONDO IN 55+ Gated Community. This condominium provides 1.347 SF of living area 2 bedrooms, 2 baths, Bonus room with views of Spring Lake & is located in the beautiful City of Winter Haven. Lakeridge Condominiums offers a maintenance free lifestyle with heated pool, tennis, shuffleboard, community room, gated secured entrances and covered assigned parking space. Water, sewer, cable, internet, trash removal and use of recreational facilities are included in the monthly fee. This well appointed move in ready condo has a large bright kitchen with lots of cabinets, great counter space, appliances and pantry closet. The kitchen overlooks the great room that also adjoins the additional bonus area and storage closet. The primary bedroom has a walk in closet & bathroom with a walk in shower. Beautiful views of Spring Lake can be enjoyed from the Primary bedroom & living areas. Washer/Dryer are included. Convenient to shopping, groceries & restaurants. Extra assigned storage bin on same floor. Lakeridge Condominiums is an age restricted, well maintained & well managed community.

1776 6th Street Nw Unit 807, Winter Haven
706 Avenue I Ne, Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ Hutchinson Add SubDv. ⋅ 33881 Zip Code
With a few needed updates, you can own a private oasis in the heart of Winter Haven! This 3-bedroom, 2-bathroom home features 1,941 square feet of comfortable living space. It rests on an extra-large .41-acre lot. That gives you plenty of space to relax and enjoy outdoor living and gardening. The property features a large open pool for beating the Florida heat, with a pool room and screened patio. The home also features a large, two-car detached garage with upstairs storage space and an extra bonus workshop room. Most impressive is the house borders and overlooks the Polk State College campus, with lots of open walking trails and recreation space to enjoy. Inside, you will love the generous floor plan and great natural light. The location is truly prime. You are steps from the shores of Lake Martha, and only minutes from beautiful Lake Elbert, both offering public parks and boat ramps. You are also just a short drive from local dining and shopping. This is a rare find! Call today for your private showing! Owners are MOTIVATED!

706 Avenue I Ne, Winter Haven
333 Lake Howard Drive Nw Unit 211B, Winter Haven
$149,900
3 Beds ⋅ 2 Baths ⋅ Imperial Harbours Ph 01 SubDv. ⋅ 33880 Zip Code
Remodeled and updated 2nd floor condo with picturesque views of the pool and lush landscaping. This 3 bedroom unit is ready for immediate occupancy. Recent updates include fresh interior paint, new flooring, new kitchen cabinets and solid surface counters. This established 55 and over community is nestled on the shores of Lake Howard on the famous Chain of Lakes and includes a community boat dock/fishing pier. Additional amenities include a heated pool, gazebo with bathrooms, shuffleboard, activities and secure storage. Located close to the heart of downtown Winter Haven, This condo provides an opportunity to enjoy the Lakefront Florida lifestyle at an affordable price. Monthly fees include water, cable, internet, trash, sewer, exterior maintenance and grounds maintenance making this an attractive opportunity for year round residents or snowbirds. Seller is a licensed Realtor in the State of Illinois.

333 Lake Howard Drive Nw Unit 211B, Winter Haven
6666 Briarhill Drive Ne, Winter Haven
$140,000
2 Beds ⋅ 2 Baths ⋅ Lake N Golf Estates Add SubDv. ⋅ 33881 Zip Code
Welcome home to this beautifully maintained residence in the highly sought-after Lake-n-Golf Estates, where comfort, convenience, and an active lifestyle come together. From the moment you arrive, you'll appreciate the attractive epoxy-coated driveway and the inviting front sitting area, creating the perfect private retreat to enjoy your morning coffee or unwind with a good book. Step inside to a bright, vibrant interior featuring luxury vinyl plank flooring installed just a few months ago, offering a fresh, modern feel throughout the home. A brand new roof, less than one year old, provides added peace of mind for years to come. Outside, you'll also find a convenient storage shed, offering plenty of space for tools, hobbies, or seasonal items. Lake-n-Golf Estates is a resident-owned 55+ community known for its welcoming atmosphere and outstanding amenities, including a golf course, heated community pool, clubhouse, shuffleboard courts, and a full calendar of social activities. Conveniently located near shopping, dining, medical facilities, and Winter Haven's beautiful Chain of Lakes, this home offers the perfect blend of relaxation and everyday convenience. Come experience all that this wonderful home and community have to offer.

6666 Briarhill Drive Ne, Winter Haven
308 Vaniman Avenue, Winter Haven
$224,900
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
Welcome to this 3-bedroom, 2-bathroom home located in the neighborhood of Jan Phyl Village! This residence features a classic and functional traditional floor plan that provides distinct, comfortable living spaces. The updated kitchen boasts beautiful granite countertops and modern stainless-steel appliances, creating a practical and stylish space for meal preparation. Step outside to a private, fully fenced-in backyard, providing a secure space for outdoor entertaining, gardening, or relaxation. Ideally located, you are just minutes away from local lakes, parks, shopping, and vibrant downtown Winter Haven, offering quick access to everyday essentials and recreation. Schedule your private showing today! One or more photos in this listing have been virtually staged.

308 Vaniman Avenue, Winter Haven
233 Kensington View Boulevard, Winter Haven
$270,000
3 Beds ⋅ 2 Baths ⋅ Kensington View SubDv. ⋅ 33880 Zip Code
Seller is offering a $5,000 Buyer credit. Discover modern living in this stunning newly built 3-bedroom, 2-bath home, where style meets comfort. Bright, spacious bedrooms provides the perfect retreat, while sleek, thoughtfully designed bathrooms add a touch of luxury. The open-concept layout flows effortlessly from the kitchen to the living and dining areas, ideal for entertaining or relaxing. A generous walk-in closet keeps everything organized in style. Step outside to your private, pet-friendly backyard, perfect for play, lounging, or weekend barbecues. With high-end finishes, abundant natural light, and a warm, welcoming vibe, this move-in-ready home is everything you’ve been looking for.

233 Kensington View Boulevard, Winter Haven
1475 S Lake Howard Drive, Winter Haven
$520,000
4 Beds ⋅ 4 Baths ⋅ Hanna Sub SubDv. ⋅ 33880 Zip Code
Virtually Staged. Welcome to the Chain Life! Situated on a spacious 0.47-acre lot with no HOA, this beautifully updated lakefront property on Lake Howard offers a rare opportunity to enjoy life on the renowned Winter Haven Chain of Lakes. One of the home's most desirable features is the beautifully remodeled studio-style guest suite with its own private entrance and en-suite bathroom. Complete with a wood-burning fireplace and ample space to add a kitchenette, this versatile space is ideal as a mother-in-law suite, private guest quarters, home office, or game room. This property would make a great short term rental for VRBO or Airbnb! The main residence features 3 bedrooms and 2.5 baths with numerous updates throughout. The renovated kitchen showcases new cabinetry, beautiful granite countertops, a stainless steel range and microwave, breakfast bar seating, and picturesque views of the backyard. Wood flooring flows through the spacious living areas, including formal living and dining rooms, an open kitchen, and a comfortable family room designed for both everyday living and entertaining. The primary suite offers a private en-suite bathroom with a walk-in shower and access to the beautifully remodeled guest bathroom that features a relaxing tub. Fresh interior paint and numerous recent improvements make the home truly move-in ready. Additional features include a well-equipped laundry room with cabinetry, utility sink, and a refrigerator, an oversized 24' x 26' two-car garage with built-in storage closets, rain gutters, a lake-fed irrigation system, a deep driveway with plenty of parking, and two A/C systems installed in 2021 and 2023. Step outside and enjoy the Florida lifestyle. Relax with your morning coffee on the covered front porch overlooking Lake Howard, or entertain family and friends on the expansive concrete patio overlooking the spacious backyard. Across the street, your private dock provides direct access to Lake Howard and the famous Winter Haven Chain of Lakes, connecting you to 20 navigable lakes. Spend your days boating to waterfront restaurants and bars, watching seasonal Legoland fireworks from the water, seeing seaplanes take off from Lake Jessie, or visiting the Moose Lodge for dining and social events, all which area accessible by boat. Conveniently located between Tampa and Orlando, Winter Haven offers easy access to major airports, Gulf and Atlantic beaches, and a vibrant downtown filled with locally owned restaurants, craft cocktail bars, a brewery, boutiques, and a popular weekly farmers market. Don't just live on the water—experience the unmatched lifestyle of the Winter Haven Chain of Lakes. Schedule your private showing today.

1475 S Lake Howard Drive, Winter Haven
5148 Magnolia Preserve Boulevard, Winter Haven
$318,000
4 Beds ⋅ 2 Baths ⋅ Magnolia Preserve Ph 1 SubDv. ⋅ 33880 Zip Code
Welcome to 5148 Magnolia Preserve Blvd, Winter Haven, FL 33880! This beautifully maintained 4-bedroom, 2-bathroom home offers the perfect combination of comfort, space, and convenience. Designed with an inviting open-concept floor plan, this residence provides ample room for both everyday living and entertaining. The spacious living and dining areas flow seamlessly into the heart of the home, creating a bright and welcoming atmosphere. All bedrooms feature comfortable carpeting, providing warmth and comfort throughout the private living spaces. Curb appeal shines with attractive front landscaping that enhances the home's charm from the moment you arrive. Step outside to discover a large, fully fenced backyard—ideal for pets, family gatherings, and outdoor activities. The generous seating area creates the perfect setting for relaxing evenings, weekend barbecues, and entertaining guests. Conveniently located near major attractions, this home offers easy access to LEGOLAND Florida Resort, shopping, dining, and recreation. With its spacious layout, beautiful outdoor space, and desirable location, this property presents an excellent opportunity to enjoy the best of Central Florida living. Schedule your private showing today and experience everything this wonderful home has!

5148 Magnolia Preserve Boulevard, Winter Haven
1040 Cambridge Drive, Winter Haven
$243,500
3 Beds ⋅ 2 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code
Short Sale. A beautifully maintained 3 bedroom, 2 bath home built in 2021, with 1,727 square feet of thoughtfully designed living space. Located in the desirable Lucerne Park Reserve community, this home combines modern finishes, an open layout, and everyday convenience. Step inside to discover a bright, open-concept floor plan featuring tile and luxury vinyl plank flooring throughout, and high ceilings that create a spacious, inviting atmosphere. The stylish kitchen is the heart of the home, complete with stainless steel appliances, a large center island, generous pantry, and plenty of counter space perfect for entertaining or everyday living.The private primary suite offers a relaxing retreat with a walk-in closet and an en-suite bathroom featuring dual vanities. A split-bedroom floor plan provides privacy for family members or guests, while the indoor laundry room adds everyday convenience. Enjoy Florida living from the covered rear porch overlooking a peaceful greenbelt, providing added privacy with no rear neighbors. The home also includes a 2-car attached garage, irrigation system, and attractive landscaping. Residents of Lucerne Park Reserve enjoy community amenities including a pool, playground, sidewalks, and streetlights. Conveniently located just minutes from Highway 27, shopping, dining, and approximately 20 minutes from Legoland Florida, this home offers easy access to everything Central Florida has to enjoy.

1040 Cambridge Drive, Winter Haven
1826 6th Street Se, Winter Haven
$395,000
4 Beds ⋅ 3 Baths ⋅ Southeast Terrace SubDv. ⋅ 33880 Zip Code
Move-in ready, No HOA, 4-bedroom, 3-bath pool home with extensive updates and an incredible screened outdoor living space! This spacious, well-maintained home offers the perfect blend of functionality and comfort with both formal and informal living areas, a formal dining room, and a thoughtfully designed loor plan. The updated kitchen features a center island, double sink, abundant cabinet storage, generous counter space, and plenty of room for gathering with family and friends. Beautifully renovated bathrooms and fresh interior paint give the home a modern, welcoming feel. The true showstopper is the expansive screened lanai and pool area. Designed for year-round Florida living, this amazing outdoor retreat features a sparkling pool, multiple seating and entertaining spaces, ceiling fans for added comfort, and plenty of room to host everything from family cookouts to relaxing evenings by the pool. Major improvements provide peace of mind, including a 5-year-old metal roof, new windows throughout with a transferable lifetime warranty, two HVAC systems (one new and one replaced in 2019), a 2-year-old water heater, and 2-year-old vinyl fencing. Conveniently located just off one of Winter Haven's main corridors, you'll enjoy easy access to shopping, dining, medical facilities, schools, and major roadways while coming home to your own private backyard oasis. If you've been searching for space, updates, and an outdoor entertaining area that truly stands out, this home is a must-see!

1826 6th Street Se, Winter Haven
328 Hamilton Shores Drive Ne, Winter Haven
$765,000
5 Beds ⋅ 4 Baths ⋅ Hamilton Pointe SubDv. ⋅ 33881 Zip Code
5 BEDROOM, 3.5 BATH HOME WITH 3800+ SQFT OF LIVING: Impressive 5-bedroom home offering over 3,800 square feet of beautifully designed living space, including 3.5 baths, an oversized bonus room, inside storage room, formal living and dining rooms, and a spacious family room—all set on a beautifully landscaped 0.40-acre corner lot in sought-after Hamilton Pointe. This immaculate home offers the perfect blend of quality finishes, versatile spaces, and detailed craftsmanship throughout—making it both impressive and move-in ready. From the moment you arrive, you'll be drawn in by the lush, meticulously maintained landscaping that offers year-round color, texture, and curb appeal. Twin driveways and an oversized side-entry three-car garage provide generous parking and storage, ideal for multi-vehicle households, guests, or recreational toys. Step through the welcoming foyer into a light-filled interior defined by soaring ceilings, elegant crown molding, and custom built-ins that speak to the elevated level of construction found throughout the home. Formal living and dining rooms offer ideal spaces for entertaining, while the expansive first family room features tranquil pool views and flows seamlessly into a chef-inspired kitchen. Here, you’ll find all-wood cherry cabinetry with upgraded 15-inch-deep uppers, granite countertops, newer stainless steel appliances, a breakfast bar, and a walk-in pantry. A cozy, window-lined dinette is perfect for casual meals or morning coffee with views of the sparkling pool. A triple-split bedroom layout ensures privacy and flexibility, making the home suitable for a wide variety of family dynamics. The primary suite is tucked away on its own wing, offering private access to the lanai, a spacious walk-in closet, and a spa-like bath complete with dual vanities, a jetted soaking tub, and a tiled walk-in shower. Four additional bedrooms are generously sized and feature wood flooring, ceiling fans, and ample closet space with extra built-in storage above. The guest bathrooms are tastefully appointed with tile-surround tub and shower combinations, offering comfort and convenience for family or visitors. In addition to the dedicated office, a large rear bonus room serves as the second family/TV room and can easily transform into a game room, media center, craft room, or additional living area. Step outside and unwind in your private backyard retreat, where a screen-enclosed pool deck and covered lanai overlook a solar-heated pool powered by 2020 panels. The lush landscaping and privacy fencing create a resort-like atmosphere perfect for year-round enjoyment. Additional highlights include a 2020 architectural shingle roof, new water heater, energy-efficient tinted windows, Kinetico whole-house water filtration system, irrigation well, newer pool pump, and dual HVAC systems. Located in one of Winter Haven’s most established and well-cared-for communities, Hamilton Pointe is known for its manicured lawns, mature oaks, and true pride of ownership. Residents enjoy easy access to the Winter Haven Chain of Lakes, downtown dining and entertainment, Legoland, and major roadways like the Polk Parkway—placing Orlando, Tampa, beaches, and international airports all within reach. Don’t miss your chance to own this exceptional home that offers space , quality, and lifestyle in one of Central Florida’s most desirable neighborhoods.

328 Hamilton Shores Drive Ne, Winter Haven
6235 Knotty Pine Drive Se, Winter Haven
$155,000
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
CUTE AND COZY 2 BR/2 BA HOME IN GARDEN GROVE OAKS 55+ COMMUNITY! This one-owner home is in one of Winter Haven's most sought-after 55+ communities where you own your land, and the HOA is low at $65/month. You will not be bored living here...activities include dances, birthday and anniversary celebrations, water aerobics, card games, shuffleboard, billiards and more. The community has its own clubhouse, pool and spa, and optional secured RV/boat parking. You will find 6235 Knotty Pine Dr on a quiet cul-de-sac with little traffic.  The bright, open, and spacious floor plan features 1080 sq ft of living area, plus a Florida room, perfect for your morning coffee, relaxing and entertaining.  Inside laundry room located in the hall bathroom. Notable upgrades include NEW ROOF in 2023, NEW A/C in 2025, and a FULL HOUSE GENERATOR. With some cosmetic updates, you can add your final touches to make this home yours!  This home has been professionally cleaned and pressure washed in August 2026. The community is clean, and pride of ownership is displayed throughout. Florida living at a price you can afford with no lot rent. Conveniently located just a few minutes from Hwy 27, shopping, medical facilities, and restaurants.Schedule your private viewing today!

6235 Knotty Pine Drive Se, Winter Haven
1328 3rd Street Ne, Winter Haven
$199,999
3 Beds ⋅ 2 Baths ⋅ Silvercrest Add SubDv. ⋅ 33881 Zip Code
3 bedrooms 2 bath move in ready home. Perfect for starter home or first-time buyer. Newer roof and updated electrical and plumbing throughout and freshly painted.

1328 3rd Street Ne, Winter Haven
1365 Sheridan Street Sw, Winter Haven
$219,000
2 Beds ⋅ 1 Baths ⋅ Tranquility Park Sub SubDv. ⋅ 33880 Zip Code
*Offering Seller Concession * Welcome home to this adorable 2 bedroom/ 1 bath residence, centrally located in beautiful Winter Haven. Perfect for a first-time home buyer, this charming home offers numerous updates, including a newer metal roof (2023), newer HVAC, complete replumbing (2026), newer vinyl flooring and fresh new interior and exterior paint. Step outside and enjoy the spacious, fully fenced backyard providing privacy and the perfect retreat for pets, entertaining, or simply relaxing. Conveniently located just minutes from downtown Winter Haven and the Polk Parkway, with easy access to both Tampa and Orlando. Don't miss out on a chance to own this charming home with help on closing costs. Schedule your private showing today.

1365 Sheridan Street Sw, Winter Haven
2865 Whispering Trails Drive, Winter Haven
$229,900
3 Beds ⋅ 2 Baths ⋅ Whispering Trails Ph 02 SubDv. ⋅ 33884 Zip Code
Move-in ready three-bedroom, two-bathroom home located in the desirable Whispering Trails Ph 02 community. This home features a spacious open floor plan that creates a seamless flow throughout the main living areas. The kitchen is functionally designed, equipped with durable laminate countertops and sleek stainless-steel appliances. Down the hall, the primary bedroom offers excellent storage space with a large walk-in closet. Step outside to enjoy a private, fully fenced-in backyard that provides a great space for outdoor living and activities. Conveniently located near major attractions and daily essentials, this home is just minutes away from LEGOLAND, local shopping centers, restaurants, schools, and medical facilities. With major roadways nearby, you will enjoy easy access and a straightforward commute to Orlando, Lakeland, and Tampa. Schedule your private showing today! One or more photos in this listing have been virtually staged.

2865 Whispering Trails Drive, Winter Haven
1814 Sandhill Lane, Winter Haven
$462,000
4 Beds ⋅ 3 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code
Here is your opportunity to own an immaculate home in the sought after community of Cypresswood Golf and Country Club. Consistently voted the Number 1 Golf Course in the area. This vibrant community has it all. Aside from the fantastic course right out your door, enjoy everything else it has to offer. A wonderful restaurant and Club House where they host live music 3 nights a week and top notch food offerings. An Olympic size pool that was just recently redone along with newly redone tennis courts and pickle ball courts. There is even a fitness center. Take a drive in your golf cart in the evenings and enjoy the natural elements and animals that Central Florida is famous for. Bald Eagles, wild turkey, Sand Cranes are just some of the sights you are likely to see on your ride. Then, come home to your beautifully maintained home that allows for easy entertaining, or peaceful times out on the back screened in patio where you can watch golfers and animals alike. The combination kitchen and family room is second to none. Stainless steel appliances including a new dishwasher for the experienced chef or novice. You can't help enjoying cooking in this home. Second bedroom with it's own ensuite full bath, and two other bedrooms that share a Jack and Jill full bath. You will find storage gallore everywhere you look. Peaceful yard offers privacy and views for days. Come and tour this home today, and you will know that you have found The One!

1814 Sandhill Lane, Winter Haven
415 8th Street Ne, Winter Haven
$255,000
3 Beds ⋅ 2 Baths ⋅ Elbert Park Resub SubDv. ⋅ 33881 Zip Code
Move-in ready, thoughtfully updated, and NO HOA -- this charming Winter Haven bungalow checks the boxes buyers are looking for! Featuring 3 bedrooms and 2 bathrooms, this inviting home offers the perfect combination of comfort, character, and value in a convenient location. Step inside to discover durable wood-look tile flooring throughout, beautiful granite countertops, and a cozy wood-burning fireplace that creates an ideal gathering space. Major updates completed in **2020--including the roof, HVAC system, water heater, plumbing main supply line and windows--**offer valuable peace of mind for the next owner. Outside, the fully fenced backyard provides the flexibility buyers love, whether you need space for pets, play, entertaining, or simply enjoying the Florida sunshine. And with no HOA, you have the freedom to enjoy your property your way. Conveniently located in the heart of Winter Haven with easy access to shopping, dining, schools, parks, and everything Central Florida has to offer. If you're looking for a home with the updates already in place, a great yard, and no HOA restrictions, this is one you won't want to miss. Schedule your private showing today!

415 8th Street Ne, Winter Haven
3319 Avenue U Nw, Winter Haven
$135,000
2 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Investor special in the heart of the Inwood neighborhood — solid block construction, new roof (2024), and a location that puts you minutes from everything Winter Haven has to give. This two-bedroom (possibly could be a 3 bedroom), one-bath home sits on a fenced lot with mature shade trees, and the covered, screened front porch gives the place a real homey feel the moment you pull up. Inside you'll find ceramic tile throughout the bedrooms and living areas, ceiling fans in every room, and a converted single-car garage that works well as an additional bedroom or possibly a den, home office, or storage space. The layout is straightforward and functional — living room, eat-in kitchen, two bedrooms with built-in closets, and a full bath with pedestal sink and tiled shower. There's also a linen closet in the hall. A shed out back adds extra storage. And the size of the backyard allows for endless possibilities. The home currently has window AC units but no central air or heat system — a definite opportunity for a buyer to update to their preference and immediately add equity. Dual septic system on site. Water is public. The property is being sold as-is. Convenient to US-17, shopping, dining, Polk State College, the Chain of Lakes trail system, and downtown Winter Haven. No HOA. Great bones, priced to move.

3319 Avenue U Nw, Winter Haven
1405 28th Street Nw, Winter Haven
$215,000
2 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Price Improvement!! Owners Motivated!! Welcome to your private backyard paradise! This beautiful home features two bedrooms, one bath, no HOA, a relaxing jacuzzi spa, functional greenhouses for gardening, storage sheds, irrigation system and a rare, gated private alley at the rear of the property which provides convenient access to your backyard. The property is currently an active plant nursery and the sale includes everything to continue that if you choose. Inside you will find an open layout perfect for comfortable living. Enjoy total peace of mind with newer appliances, windows (2026), electrical wiring (2025), HVAC (2025) and also an indoor laundry space. This property is conveniently located five minutes from downtown Winter Haven, near dining and shopping, close to the Chain of Lakes, Legoland and many parks and outdoor activities. If your looking for the Florida lifestyle then come tour this unique property.

1405 28th Street Nw, Winter Haven
406 Lake Daisy Drive, Winter Haven
$249,900
3 Beds ⋅ 2 Baths ⋅ Lake Daisy Estates SubDv. ⋅ 33884 Zip Code
This traditional three-bedroom, two-bathroom home is perfectly situated in the Lake Estates neighborhood. The classic floorplan provides distinct and functional living spaces, offering a comforting separation between rooms. The heart of the home is an updated kitchen featuring durable granite countertops and sleek stainless steel appliances, making it an ideal setup for everyday cooking. Step outside to enjoy a fully fenced-in backyard, offering a private space for outdoor entertaining or relaxing in the fresh air. The location is a standout, centrally positioned just minutes away from local shopping, schools, dining options, and the excitement of Legoland. One or more photos in this listing have been virtually staged.

406 Lake Daisy Drive, Winter Haven
1801 Sandhill Lane, Winter Haven
$574,900
4 Beds ⋅ 3 Baths ⋅ Sand Hill Lane SubDv. ⋅ 33884 Zip Code
If you're looking for a spacious, open-floor plan home with a lot of natural light, then look no further! This 4BR/3BA pool home located in the desirable Cypresswood Golf Community, offers many unique features, including high ceilings and a large Florida Room with large open windows offering a perfect view to the pool. The primary bedroom includes an ensuite bathroom with a garden tub and walk-in shower and his & hers walk-in closets. The screened in pool patio has pool bath access which makes this great for pool days in the summer. The kitchen has all stainless steel appliances. The AC is new as of January 2026 and the solar panels are fully paid off. This golf community offers amenities including tennis courts, community pool, & fitness center. You are just minutes from shopping, dining, & Legoland! Don't wait! You don't want to miss the opportunity to make this your new home!

1801 Sandhill Lane, Winter Haven
1642 Teagan Lane, Winter Haven
$329,900
4 Beds ⋅ 3 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code
Welcome to 1642 Teagan Lane, a charming 2 Story house located in Winterhaven, FL 33884. This newly constructed property presents a wonderful opportunity to enjoy comfortable living in a well-situated location. The house boasts a classic design with a welcoming exterior and a spacious layout that caters to a variety of needs. As you approach, you'll notice the well-maintained facade that adds to its curb appeal. Inside, the house provides ample space for living, dining, and entertaining. The property's layout is designed to maximize functionality while providing a cozy and inviting atmosphere. Large windows allow natural light to fill the rooms, creating a bright and airy ambiance throughout. Whether you're looking to relax or host guests, this house provides a versatile setting for any occasion. The outdoor area provides additional space for leisure and recreation, making it a superb complement to the indoor living areas. With its convenient location and appealing features, 1642 Teagan Lane is a wonderful place to call home.

1642 Teagan Lane, Winter Haven
5308 Green Drive, Winter Haven
$245,000
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code
A 55+ resort style, guarded and gated community, plus incredible value make this home a MUST SEE! Welcome to a well maintained, bright and cheery 3 bedroom, 2 bathroom home. The entryway welcomes you with a soaring ceiling and gorgeous chandelier, and the home flows easily into a spacious kitchen and living and dining areas. Enjoy the lush yard and inviting screened-in outdoor living space- perfect for entertaining. Living here just might feel like living on a permanent vacation! Visit the two golf courses, clubhouse, movie theater room, bowling, rooms for cards, crafts, and billiards, a fitness center, and sparkling outdoor and indoor pools, sauna, indoor basketball and racquetball courts, bocce ball, pickleball, tennis courts, and a fenced dog park. Come make this home your own and be part of this vibrant community!

5308 Green Drive, Winter Haven
4242 Cedarwood Street, Winter Haven
$99,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Pack your bags and move right into this fully furnished home. You won't find any carpet in this well maintained home with new vinyl plank flooring in the living room, dining room, and kitchen. The refrigerator, dishwasher, and washer and dryer have been updated in the last few years. Sit on the bright and inviting front porch with your morning coffee. Oakwood Estates, a 55+ community offers many activities and amenities including 2 pools, 2 clubhouses, shuffleboard, tennis courts, miniature golf and bocci ball. Make your appointment to see this lovely home today!!

4242 Cedarwood Street, Winter Haven
1061 Sawgrass Drive, Winter Haven
$399,000
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 2 South SubDv. ⋅ 33884 Zip Code
**** AMAZING NEW PRICE ****. WELCOME to the lifestyle you've been dreaming of in the premier 55+ community of Lake Ashton! This Stunning Designer residence offers the perfect blend of elegance, comfort, and resort-style living with 3 spacious bedrooms, 2 beautifully appointed baths, plus a private den/office in a desirable split-bedroom floor plan. The heart of the home is the spectacular open-concept kitchen, featuring upgraded all-wood raised-panel cabinetry, gleaming granite countertops, stainless steel appliances, abundant storage, and a large breakfast bar overlooking the expansive living and dining areas. Gorgeous tile flooring flows throughout the main living spaces, while plush carpeting adds warmth and comfort to the bedrooms. Natural light fills every room through an abundance of windows, creating a bright and inviting atmosphere. Step through the sliding glass doors onto the screened veranda, where you can relax with your morning coffee or evening cocktail while enjoying peaceful pond views and Florida's beautiful sunsets. The luxurious owner's suite is a private retreat featuring an incredible spa-inspired bath with dual granite vanities, upgraded wood cabinetry, and a spectacular walk-through fully tiled shower designed for both beauty and convenience. Enjoy the pocket doors throughout the house. This house has so many Designer Upgrades, its difficult to list all of them. Life at Lake Ashton is second to none, offering two private golf courses, three pristine natural lakes, two magnificent clubhouses, indoor and outdoor resort-style swimming pools (including a relaxing hot tub), two state-of-the-art fitness centers, racquetball, basketball, tennis, pickleball, scenic walking trails winding throughout the golf course, and the convenience of a golf cart-friendly community. Enjoy dining at the restaurant overlooking the golf course, meet friends for endless social activities and entertainment, and experience the vibrant, active lifestyle you've always imagined. This home has solar panels that will save on your electric bills for years to come. Don't miss this exceptional opportunity to own one of Lake Ashton's most BEAUTIFUL DESIGNER HOMES. Schedule your private showing today and be the first to call this extraordinary residence HOME!

1061 Sawgrass Drive, Winter Haven
815 Lake Ned Road, Winter Haven
$649,900
4 Beds ⋅ 3 Baths ⋅ 33884 Zip Code
Enjoy the space and flexibility of this beautifully maintained property situated on 2.42 acres, offering a rare combination of privacy and convenience just minutes from shopping, dining, and everyday amenities in Winter Haven. With no HOA, no deed restrictions, and no CDD fees, this property provides exceptional versatility and is zoned for horses, creating opportunities for a variety of lifestyle and recreational uses. The home offers 3,155 square feet of living space, featuring a welcoming living room with a brick fireplace, an expansive 23' x 19' family room, and a flexible floor plan designed to accommodate today's needs. The formal dining room, highlighted by a beautiful bay window, can easily serve as a home office, hobby space, or additional living area. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the impressive garage facilities, including a three-bay 57' x 31' detached garage with workshop and one bay is a drive-through, along with a spacious two-car attached garage. There is ample room for recreational vehicles, boats, equipment, and additional parking. Numerous updates provide added value and peace of mind, including * Roof replaced in 2021 * Exterior painted in 2024 * New garage door in 2024 * New refrigerator in 2025 * Microwave replaced in 2019 * Two water heaters (2019 and 2025) * Two HVAC systems, including one new unit installed in 2025 and the 2nd unit is 2010 * Brand-new mini-split system added to the family room as a 3rd unit. Offering a unique blend of acreage, functionality, and convenient access to downtown Winter Haven—approximately a 10-minute drive—this exceptional property is ready for its next owner. Schedule your private showing today and discover all the possibilities this remarkable home has.

815 Lake Ned Road, Winter Haven
1525 Oakview Circle Se, Winter Haven
$193,000
2 Beds ⋅ 2 Baths ⋅ Oakview SubDv. ⋅ 33880 Zip Code
Turn-Key Elegance & Low-Maintenance Living in Oakview! Welcome home to Oakview, an immaculate, highly sought-after hidden jewel in the heart of Winter Haven. This smoke-free, move-in ready 2-bedroom, 2-bathroom villa delivers the perfect balance of relaxation and functionality. Seller is offering a generous price reduction, giving you the immediate opportunity to install a brand-new AC system of your choice! For added peace of mind, this home also includes a one-year whole-house warranty. The heart of the home features a bright, open-concept living and dining area that flows seamlessly into a well-appointed kitchen boasting abundant cabinetry and full appliances. Guests will appreciate the privacy of the split-bedroom layout, while the owner enjoys a serene primary suite complete with a large walk-in shower. Need extra space? The flexible rear den is ideal for a home office, library, or hobby room. Enjoy true carefree living: the low $180/month HOA fee covers roof replacement, exterior painting, and complete lawn care! Spend your days exploring local dining, shopping, and Legoland Florida Resort, or travel effortlessly via nearby Orlando and Tampa international airports. Schedule your showing today and move right in

1525 Oakview Circle Se, Winter Haven
1738 Hummingbird Road, Winter Haven
$334,400
4 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise SubDv. ⋅ 33884 Zip Code
Under Construction. Welcome to the Baldwin, a stunning four-bedroom, two-bathroom home located in the heart of Winter Haven, Florida at our Harmony at Lake Eloise community. As you enter the foyer to this beautiful designed home, you are greeted by with an open concept living space featuring luxury vinyl flooring throughout. The kitchen overlooks the dining and living room, while having a view to the oversized outdoor living space. The well-appointed kitchen features an island with bar seating, plentiful cabinet with beautiful quartz countertops and stainless-steel appliances, making entertaining a breeze. Bedroom one, located off the living space, has an en suite bathroom with double vanity and spacious walk-in closet providing ample space for storage. Three additional bedrooms and one full bath are located at the front of the home along with a closet and laundry room. The Baldwin seamlessly integrates smart home technology, offering convenience and enhanced living experiences. With its spacious layout and contemporary finishes, the Baldwin in Harmony at Lake Eloise provides the perfect blend of style and functionality for today's discerning homeowner. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1738 Hummingbird Road, Winter Haven

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