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524 Haines Trail, Winter Haven
$290,000
4 Beds ⋅ 2 Baths ⋅ Lakes/Lucerne Park Ph 4 SubDv. ⋅ 33881 Zip Code
Welcome to 524 Haines Trail in beautiful Winter Haven, Florida! This meticulously maintained 4-bedroom, 2-bathroom home offers 1,980 square feet of thoughtfully designed living space in a peaceful, quiet neighborhood. From the moment you arrive, you’ll appreciate the pride of ownership that shines throughout. This move-in-ready home features a 1-year-old roof, fresh interior and exterior paint, updated light fixtures, and beautiful luxury vinyl plank (LVP) flooring, creating a modern and inviting atmosphere. The spacious, open floor plan is perfect for everyday living and entertaining, while the built-in speaker system in the living room adds the perfect touch for movie nights, watching the big game, or enjoying your favorite music. Located in a NO flood zone with NO CDD fees and a low HOA, this home offers peace of mind and affordability without sacrificing convenience. The generous layout provides plenty of room for families, guests, or a home office, making it a versatile option for a variety of lifestyles. Conveniently located near shopping, dining, schools, parks, and major roadways, this exceptional home combines modern updates, outstanding condition, and an unbeatable location. Don’t miss your opportunity to own this pristine Winter Haven gem—schedule your private showing today!

524 Haines Trail, Winter Haven

6549 Crescent Loop, Winter Haven
$290,000
4 Beds ⋅ 3 Baths ⋅ Crescent View SubDv. ⋅ 33884 Zip Code
**WELCOME TO CRESCENT VIEW – SPACIOUS LIVING IN A PRIME WINTER HAVEN LOCATION!** Perfectly positioned in the desirable Crescent View community, this beautifully maintained 4-bedroom, 3-bath home with a 2-car garage offers the ideal combination of comfort, space, and convenience. Built in 2008 and featuring soaring ceilings, an open-concept layout, and abundant natural light, this home is designed for both everyday living and effortless entertaining. The spacious kitchen overlooks the expansive living and dining areas and offers abundant cabinetry, granite countertops, a breakfast bar, pantry, and plenty of prep space for family gatherings. The split-bedroom floor plan provides privacy for the generously sized primary suite, complete with a large walk-in closet, dual vanity, garden tub, and separate walk-in shower. Three additional bedrooms and two full guest baths provide flexible space for family, guests, or a home office. One of the home's standout features is the oversized all-weather enclosed porch, added in 2014, creating an incredible year-round living space perfect for relaxing, entertaining, or enjoying Florida's beautiful weather regardless of the season. Step outside to the fully fenced backyard with plenty of room for pets, play, or future outdoor amenities. Families will appreciate the unbeatable location—**just a short walk to highly regarded Chain of Lakes Elementary School**—while enjoying the benefits of a friendly neighborhood with a **low HOA**. Conveniently located near shopping, dining, medical facilities, parks, and Winter Haven's renowned Chain of Lakes, this home offers easy access to everything Central Florida has to offer. **Notable Features & Updates:** * 4 Bedrooms | 3 Full Bathrooms * 2-Car Garage * Built in 2008 * Open-concept floor plan with soaring ceilings * Spacious kitchen with granite countertops, breakfast bar, pantry, and abundant cabinetry * Private primary suite with walk-in closet, garden tub, dual vanities, and separate shower * Split-bedroom layout * Oversized all-weather enclosed porch (added 2014) * Fully fenced backyard * **New roof (2018)** * Low HOA fees * Walking distance to Chain of Lakes Elementary School * Convenient access to shopping, restaurants, parks, and Winter Haven's famous Chain of Lakes Don't miss this exceptional opportunity to own a spacious move-in-ready home in one of Winter Haven's most convenient neighborhoods!

6549 Crescent Loop, Winter Haven

3986 Jaclyns Jetty, Winter Haven
$290,000
3 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 02 SubDv. ⋅ 33884 Zip Code
LAKEFRONT LIVING in Winter Haven! Welcome to 3986 Jaclyns Jetty, a beautifully maintained 3-bedroom 2-bathroom, split bedroom floor plan with a large and open living area, waterfront home offering the perfect blend of comfort, convenience, and breathtaking views of Lake Dexter. Nestled within the desirable Cypress Landing community, this residence is ideally positioned to capture stunning lake views and Florida sunsets from the comfort of your own backyard. Whether you're enjoying your morning coffee, unwinding after a long day, or entertaining family and friends, the tranquil waterfront setting creates a lifestyle many only dream of. Inside, you'll find a bright and inviting floor plan with spacious living areas designed for everyday living and effortless entertaining. Large windows and sliding glass doors allow natural light to pour inside while showcasing picturesque views of the lake beyond. The kitchen offers ample cabinetry, generous counter space, and a functional layout that flows seamlessly into the dining and living areas. The primary suite provides a peaceful retreat with water views, an en-suite bathroom, and ample closet space. Additional bedrooms offer flexibility for guests, family members, or a home office. Step outside and experience what makes this property truly special. The backyard overlooks beautiful Lake Dexter, providing a picturesque backdrop for everyday living and outdoor enjoyment. Whether you enjoy fishing, boating, kayaking, or simply soaking in the peaceful waterfront scenery, you'll appreciate having lakefront living right outside your door. Residents of Cypress Landing enjoy an outstanding array of amenities, including a heated community pool, tennis courts, private lake access, and a community boat ramp providing convenient access to Lake Dexter. These amenities create the perfect opportunity to embrace the Florida lifestyle and enjoy year-round recreation close to home. Conveniently located near shopping, dining, medical facilities, LEGOLAND Florida, and major roadways, this property offers the ideal balance of waterfront tranquility and everyday convenience. Whether you're searching for a primary residence, seasonal retreat, or waterfront escape, this move-in ready lakefront property presents a rare opportunity to enjoy the best of Winter Haven's lake lifestyle.

3986 Jaclyns Jetty, Winter Haven

5872 Royal Hills Circle, Winter Haven
$290,000
4 Beds ⋅ 2 Baths ⋅ Royal Hills SubDv. ⋅ 33881 Zip Code
Seller is offering a $5,000 buyer incentive with a full-price offer (subject to appraisal)! Buyers may use the credit toward closing costs and prepaids, an interest rate buy-down, or personalized upgrades after closing giving you the freedom to customize it to your taste instead. Welcome to Royal Hills, where comfort, space, and convenience come together in this beautifully maintained 4-bedroom, 2-bath home. Situated on a quiet street with no rear neighbors, this move-in-ready property offers a desirable split-bedroom floor plan, mature landscaping, and an abundance of indoor and outdoor living space. Step inside to vaulted ceilings, an abundance of natural light, and a versatile layout designed for both everyday living and entertaining. The kitchen, dining area, and living room form the heart of the home, creating an open and inviting gathering space for family and friends. The kitchen features wood cabinets with granite countertops, stylish glass tile backsplash, and a island with a raised breakfast/coffee bar overlooking the living room, allowing the chef to stay connected to the conversation. In addition to the main living area, the home offers a spacious family room that provides endless possibilities. Whether you envision a media room, game room, home office, playroom, fitness space, or second living area, this flexible bonus space can easily adapt to your lifestyle. The private owner's suite is thoughtfully positioned on one side of the home features vaulted ceilings, a walk-in closet, and an en-suite bath. Three additional generously sized bedrooms and a second full bath are located on the opposite side of the home, providing privacy and flexibility for family or guests. An inside laundry room and two-car garage add convenience to everyday living. Enjoy Florida living year-round from the expansive screened porch, accessible through sliding glass doors and offering plenty of space for outdoor dining, relaxing, or entertaining. The fenced backyard includes a storage shed and a large patio area perfect for grilling and gatherings. Additional features include a water softener system, newer appliances, and garbage disposal, new A/C, Roof, and Windows for added peace of mind. Conveniently located near shopping, dining, entertainment, major highways, Legoland, theme parks, and Lake Lucerne, this exceptional home offers the perfect blend of tranquility and accessibility. Schedule your private showing today! Some photos are virtualy staged. It is the buyers responsibility to verify all measurements and listing information.

5872 Royal Hills Circle, Winter Haven

3742 Fieldstone Circle, Winter Haven
$290,000
3 Beds ⋅ 2 Baths ⋅ Country Club Estates SubDv. ⋅ 33881 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bath home offering 1,919 square feet of comfortable living space in the well-kept community of Country Club Estates of Winter Haven. Lovingly cared for as a second home, this residence shows pride of ownership throughout and is truly move-in ready. The spacious floor plan provides plenty of room for everyday living and entertaining, while the extended screened rear patio creates the perfect setting to relax, enjoy your morning coffee, or unwind after a long day while taking in the peaceful surroundings. One of the property's most desirable features is its private backyard setting with no rear neighbors. The vacant parcel directly behind the home is designated for drainage and retention and is not slated for future development, providing added privacy and open views (buyer to verify with Polk County). Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this well-kept home offers comfort, privacy, and a fantastic Winter Haven location. Don't miss your opportunity to make it yours today!

3742 Fieldstone Circle, Winter Haven

5820 Royal Hills Circle, Winter Haven
$290,000
4 Beds ⋅ 2 Baths ⋅ Royal Hills SubDv. ⋅ 33881 Zip Code
Welcome to this spacious and well-maintained four-bedroom, two-bathroom home offering comfort, functionality, and a great layout for everyday living. The open and inviting floor plan features a generous living area that flows seamlessly into the kitchen and dining space, making it ideal for both entertaining and family gatherings. The kitchen offers ample cabinetry, plenty of counter space, and a convenient layout for cooking and hosting. The split-bedroom design provides added privacy, with a spacious primary suite featuring an en-suite bathroom, while the additional bedrooms are well-sized and versatile for guests, family, or a home office. Enjoy outdoor living with a backyard that offers room to relax, play, or entertain. This home also includes a two-car garage, providing additional storage and convenience. Conveniently located near shopping, dining, schools, and major roadways, this property is perfect as a primary residence, second home, or investment opportunity. Don’t miss your chance to own this wonderful home — schedule your private showing today!

5820 Royal Hills Circle, Winter Haven

1125 Brenton Manor Drive, Winter Haven
$289,995
3 Beds ⋅ 2 Baths ⋅ Brenton Manor SubDv. ⋅ 33881 Zip Code
*Sellers very motivated* Welcome home to this beautifully renovated 3-bedroom, 2-bath property with a 2-car garage, perfectly situated on a spacious corner lot in the welcoming Brenton Manor community in Winter Haven. Surrounded by peaceful natural lakes and friendly neighborhood streets, this move-in-ready home offers the ideal setting for your first step into homeownership. Inside, you are greeted by a versatile front room that can easily become your home office, a cozy family space, or a formal dining area—whatever fits your needs. The bright, modern kitchen features white cabinetry, quartz countertops, a stylish backsplash, and a comfortable breakfast nook where you can enjoy your morning coffee. The kitchen opens directly into the main living area, creating a natural flow for everyday living and hosting friends and family. The private primary suite gives you a comfortable retreat with a beautifully updated bathroom and a walk-in closet for convenient storage. With a split floor plan, the two additional bedrooms and second bathroom are tucked away on the opposite side of the home—perfect for children, guests, or a roommate. You’ll appreciate the easy-care luxury vinyl plank flooring throughout, the dedicated laundry room located just off the kitchen, and the attached garage for added convenience. Step outside through the sliding doors to a brand-new screened and covered porch overlooking a fully fenced backyard—ideal for pets, weekend barbecues, or simply relaxing after a long day. This home also includes a low cost energy-efficient solar panels, helping keep utility costs down, along with a low HOA for even more affordability—key advantages for first-time buyers looking to build stability and equity. If you’re ready for a fresh start in a beautifully updated home with modern finishes and smart savings, this one is a must-see. Schedule your private tour today and take the next step toward homeownership.

1125 Brenton Manor Drive, Winter Haven

341 Meredith Boulevard, Winter Haven
$289,990
4 Beds ⋅ 2 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code
MOVE-IN READY! Welcome to this beautifully designed home featuring a traditional exterior and inviting covered front porch. Inside you'll find a gracious foyer that leads into an open-concept living space, where the island kitchen flows seamlessly into the café and family room—creating a comfortable setting for everyday living and entertaining. The private garage provides convenient access to the interior hallway, which leads to three secondary bedrooms and a full bathroom with a dual-sink vanity. The spacious primary suite offers a relaxing retreat with a large walk-in closet and an ensuite bathroom featuring a walk-in shower and private water closet. Thoughtfully designed for both comfort and functionality, this home offers a well-balanced layout with inviting shared spaces and private bedroom accommodations.

341 Meredith Boulevard, Winter Haven

6280 Botticella Boulevard, Winter Haven
$289,990
5 Beds ⋅ 3 Baths ⋅ Villa Mar 40'S SubDv. ⋅ 33884 Zip Code
Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

6280 Botticella Boulevard, Winter Haven

920 Summer Glen Drive, Winter Haven
$289,900
4 Beds ⋅ 2 Baths ⋅ Coventry Cove Ph Ii SubDv. ⋅ 33880 Zip Code
Virtually Staged. **Seller offering $5,000 toward closing costs.** 2020-built 4BR move-in ready home in Winter Haven with appliances included! Modern comfort meets everyday convenience in this well-maintained, open-concept home featuring a s floor plan, spacious living areas, and a true turnkey setup. Enjoy a fully equipped kitchen with refrigerator, stove, dishwasher, plus washer & dryer included for ad value. Recent updates include new carpet in select bedrooms, and an irrigation system keeps the yard looking great with minimal effort. The private primary suite offers a walk-in closet and full bath, while three additional bedrooms provide flexibility for family, guests, or a home office. Built in 2020, this home offers the benefits of newer construction-lower maintenance, modern systems, a efficient living—all in a convenient Winter Haven location close to shopping, schools, dining, and major roadways. Move-in ready and priced for today's market-don't miss this opportunity.

920 Summer Glen Drive, Winter Haven

2791 Adeline Avenue, Winter Haven
$289,740
4 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code
Under Construction. The Freeport II floor plan at Willowbrook South offers the perfect blend of comfort, functionality, and modern design. Built with durable all-concrete block construction, this one-story home maximizes living space with a bright, open-concept layout that’s ideal for everyday living and entertaining. As you enter through the foyer, you’ll find two spacious guest bedrooms and a full guest bath with a modern vanity. A convenient linen closet is positioned between the bathroom and bedrooms for easy storage. Further down the hallway, a third bedroom offers flexibility for a home office or guest space, alongside a private laundry area and direct access to the two-car garage. The heart of the home features a well-appointed kitchen with stainless steel appliances, overlooking the dining area, great room, and covered patio perfect for gatherings and family time. Tucked at the rear of the home, the primary bedroom offers a peaceful retreat with a walk-in closet and a spa-inspired bathroom featuring a double vanity sink and a spacious shower. Every home in Willowbrook South comes equipped with the Home Is Connected Smart Home Technology package, allowing you to control locks, thermostat, and more right from your smartphone whether you’re home or away. With its thoughtful design and modern features, the Freeport makes owning a new home in Winter Haven, FL both easy and enjoyable. *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.*

2791 Adeline Avenue, Winter Haven

6213 Botticella Boulevard, Winter Haven
$289,490
5 Beds ⋅ 3 Baths ⋅ Villa Mar 40'S SubDv. ⋅ 33884 Zip Code
Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

6213 Botticella Boulevard, Winter Haven

6272 Botticella Boulevard, Winter Haven
$289,490
5 Beds ⋅ 3 Baths ⋅ Villa Mar 40'S SubDv. ⋅ 33884 Zip Code
Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

6272 Botticella Boulevard, Winter Haven

6212 Botticella Boulevard, Winter Haven
$289,490
5 Beds ⋅ 3 Baths ⋅ Villa Mar 40'S SubDv. ⋅ 33884 Zip Code
Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

6212 Botticella Boulevard, Winter Haven

129 Morning Glory Circle, Winter Haven
$289,000
3 Beds ⋅ 2 Baths ⋅ Morningside Ph 02 SubDv. ⋅ 33884 Zip Code
Beautifully maintained and move-in ready, this exceptional home in one of Winter Haven's most sought-after gated communities offers one of the best values in Winterset. Set on a generously sized homesite with mature landscaping and extensive recent updates already completed, all that's left to do is move in and enjoy the Florida lifestyle. Pride of ownership is evident throughout this thoughtfully updated residence featuring nearly 1,900 square feet of comfortable living space and a desirable split-bedroom floor plan. Luxury vinyl plank flooring, abundant natural light, and tastefully updated finishes create a warm, inviting atmosphere that's equally suited for everyday living or entertaining. Major improvements have already been completed for your peace of mind, including a new HVAC system (2023), luxury vinyl plank flooring (2025), interior paint (2025), exterior sealed and painted (2026), water heater (2025), and a professionally cleaned tile roof (2026). These significant updates allow you to move in with confidence, knowing the big-ticket items have already been addressed. Life in Winterset is about more than just the home—it's about the lifestyle. Residents enjoy a heated pool and spa, tennis courts, a clubhouse, and a private boat ramp with access to Lake Winterset and the Winter Haven Chain of Lakes. Whether you enjoy boating, fishing, or peaceful evening walks, you'll appreciate everything this established community has to offer, all with a low HOA. Conveniently located near shopping, dining, medical facilities, golf courses, and major highways, this home is perfectly suited as a full-time residence or seasonal retreat. Why wait to build when you can enjoy an established community, quality updates, and exceptional value today? Move in and start living the Florida lifestyle—without the wait.

129 Morning Glory Circle, Winter Haven

140 1st Street, Winter Haven
$289,000
3 Beds ⋅ 2 Baths ⋅ Leslie J A Sub SubDv. ⋅ 33880 Zip Code
Under Construction. PRICE REDUCED $9,600 FOR QUICK SALE !!!!!!!! Discover this stunning brand-new construction 3-bedroom, 2-bath home with an open living space and a convenient 2-car garage, this move-in-ready gem boasts elegant granite countertops in the kitchen for a touch of luxury and everyday functionality. The bright, airy layout offers three spacious bedrooms, two full baths, and a peaceful setting perfect for relaxing or family life—ideal for first-time buyers or those seeking fresh, contemporary Florida living. Minutes from shopping, dining, parks, and the Chain of Lakes, this serene location combines tranquility with easy access to everything Central Florida offers. Don't miss this pristine new build—schedule your private tour today! All measurements and sizes are deemed to be accurate but not guaranteed; any information contained here that is critical to buyers' purchasing decisions must be verified by the buyers. Private financing is available to qualified buyers.

140 1st Street, Winter Haven

3334 White Indigo Road, Winter Haven
$288,900
3 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise SubDv. ⋅ 33884 Zip Code
Under Construction. The Allex is one of our one-story floorplans featured in our Harmony at Lake Eloise in Winter Haven, Florida. With 2 exteriors to choose from, the Allex is sure to turn heads. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,504 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. Relax on the covered lanai looking out to your backyard. The kitchen features granite countertops, stainless-steel appliances and a walk-in pantry which are sure to both turn heads and make meal prep easy. You’ll never be too far from the action with the living and dining area right there. In every bedroom you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom located in the rear of the home has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity. Like all homes in Harmony at Lake Eloise, the Allex includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. Contact us today and find your home at Harmony at Lake Eloise. *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.*

3334 White Indigo Road, Winter Haven

6224 Botticella Boulevard, Winter Haven
$288,490
5 Beds ⋅ 3 Baths ⋅ Villa Mar 40'S SubDv. ⋅ 33884 Zip Code
Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

6224 Botticella Boulevard, Winter Haven

880 Oleander Drive Se, Winter Haven
$288,000
3 Beds ⋅ 2 Baths ⋅ Cooper Estates SubDv. ⋅ 33880 Zip Code
BACK ON MARKET - NEWLY REWIRED & FRESHLY PAINTED INTERIOR! Welcome to this inviting 3 bedroom, 2 bath home in one of Southeast Winter Haven’s desirable neighborhoods. Enjoy a spacious Florida Room surrounded by large glass windows on three sides, flooding the home with natural light and providing a perfect spot to relax or entertain. The cozy living room features a decorative fireplace with built-in bookshelves, creating a warm and welcoming atmosphere. Enjoy a fully fenced backyard, offering privacy and plenty of space for outdoor living, gardening, or pets. Located in a sought-after area, this home combines comfort, character, and convenience—close to schools, shopping, dining, Legoland and all that Winter Haven has to offer. Don’t miss the opportunity to make this beautiful property your own—schedule your showing today!

880 Oleander Drive Se, Winter Haven

4040 Giorgio, Winter Haven
$287,900
3 Beds ⋅ 2 Baths ⋅ Villamar Phase 6 And Phase 6d SubDv. ⋅ 33884 Zip Code
Under Construction. The Aria is one of our one-story floorplans featured in Villamar in Winter Haven, Florida. With multiple exteriors to choose from, the Aria is a popular home. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,672 square feet of comfortable living. This all-concrete block constructed, one-story layout optimizes living space with an open concept kitchen overlooking the living area, dining room, and covered lanai. Entertaining is a breeze, as this popular single-family home features a living and dining in the heart of the home, with covered lanai just steps away in your backyard. The spacious kitchen features stainless steel appliances, a convenient island, and walk-in pantry with ample storage. In every bedroom you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom located in the rear of the home has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity. Two additional bedrooms share a second bathroom. This home also features a nice laundry room space with privacy doors and a two-car garage for parking or storage. Like all homes in Villamar, the Aria includes smart home technology, which allows you to control your home anytime with your smart device while near or away. *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.*

4040 Giorgio, Winter Haven

205 Whitman Road, Winter Haven
$287,000
3 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code
Welcome to this beautifully renovated 3-bedroom, 2-bathroom home in the desirable Cypress Gardens area of Winter Haven, where every detail has been thoughtfully updated and topped off with a New Roof (2026) for lasting peace of mind. Step inside to an inviting open floor plan anchored by a stunning vaulted ceiling with rich exposed wood beams, a true architectural centerpiece that carries warmth and character throughout the main living space. Luxury vinyl plank flooring flows seamlessly from room to room, offering both beauty and durability. The kitchen is nothing short of a showpiece, featuring a hand-painted blue and white tile backsplash, sleek white shaker cabinetry, quartz countertops, and high-end stainless steel appliances. Whether you're preparing a quiet meal or entertaining guests, this kitchen delivers both style and function in equal measure. Both bathrooms have been beautifully renovated with designer tile flooring and tiled showers, warm wood vanities, matte black fixtures, and elegant round mirrors, a spa-like retreat within your own home. Step out back to a fully fenced yard framed by mature trees for added privacy, plus a covered, screened porch, the perfect spot to unwind. And just beyond it, a bonus room offers flexible space for a home office, playroom, gym, or guest retreat, a rare and valuable addition to a home in this price range. With a 2-car garage, an unbeatable location near shopping, dining, and major roadways, and a renovation that leaves nothing to be desired, this home is truly move-in ready. Schedule your private showing today, this one will not last.

205 Whitman Road, Winter Haven

2778 Adeline Avenue, Winter Haven
$286,990
4 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code
Under Construction. The Freeport II floor plan at Willowbrook South offers the perfect blend of comfort, functionality, and modern design. Built with durable all-concrete block construction, this one-story home maximizes living space with a bright, open-concept layout that’s ideal for everyday living and entertaining. As you enter through the foyer, you’ll find two spacious guest bedrooms and a full guest bath with a modern vanity. A convenient linen closet is positioned between the bathroom and bedrooms for easy storage. Further down the hallway, a third bedroom offers flexibility for a home office or guest space, alongside a private laundry area and direct access to the two-car garage. The heart of the home features a well-appointed kitchen with stainless steel appliances, overlooking the dining area, great room, and covered patio perfect for gatherings and family time. Tucked at the rear of the home, the primary bedroom offers a peaceful retreat with a walk-in closet and a spa-inspired bathroom featuring a double vanity sink and a spacious shower. Every home in Willowbrook South comes equipped with the Home Is Connected Smart Home Technology package, allowing you to control locks, thermostat, and more right from your smartphone whether you’re home or away. With its thoughtful design and modern features, the Freeport makes owning a new home in Winter Haven, FL both easy and enjoyable. *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.*

2778 Adeline Avenue, Winter Haven

4048 Giorgio Drive, Winter Haven
$286,090
4 Beds ⋅ 2 Baths ⋅ Villamar Phase 6 SubDv. ⋅ 33884 Zip Code
This BEATIFUL HARPER Model home is located in the quaint town of Winter Haven. Ski capital & home of LEGOLAND. The NEWLY UPDATED HARPER has 4 bedrooms, 2baths & a 2-car garage - 1665 SqFt. This new model has an open floor plan with a spacious GREAT room off the kitchen to entertain & enjoy the company of your guests. You will love the split floor plan with beautiful & spacious master suite with walk in closet & en suite bathroom away from the other 3 bedrooms. Home comes with WHIRLPOOL Stainless Appliances- range, hood microwave, refrigerator & dishwasher. Home also comes with faux wood blinds throughout & has Smart Home Technology which allows you to set the scene & connect to your home with your voice, from your smart phone. *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. *

4048 Giorgio Drive, Winter Haven

1715 Sandalwood Circle Sw, Winter Haven
$286,000
3 Beds ⋅ 2 Baths ⋅ Sandalwood Sub SubDv. ⋅ 33880 Zip Code
This updated and well-maintained three-bedroom, two-bath home, built in 1990, offers timeless comfort with smart updates. It features a new roof installed four to five years ago, double-paned tinted windows, city water and sewer, plus a dedicated well for the sprinkler system. Inside, you'll find an electric fireplace, updated kitchen with range, refrigerator, dishwasher, washer and dryer. flooring is a mix of tile, laminate, and carpet, a full security system, Ring doorbell, camera system, and a water purifier. The two-car garage comes with an opener, and the fully fenced backyard includes both chain-link and wood sections, a storage shed, and a handy workshop - plus the lawnmower stays with the property. It's a turnkey, low-maintenance gem ready for its next chapter.

1715 Sandalwood Circle Sw, Winter Haven

533 Ituna Circle, Winter Haven
$285,640
3 Beds ⋅ 2 Baths ⋅ Harbor At Lake Henry SubDv. ⋅ 33881 Zip Code
New construction home with 1,486 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, pantry, and a spacious counter height bar, 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. 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 decor do not convey."

533 Ituna Circle, Winter Haven

4036 Giorgio Drive, Winter Haven
$285,090
4 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Under Construction. This BEATIFUL HARPER Model home is located in the quaint town of Winter Haven. Ski capital & home of LEGOLAND. The NEWLY UPDATED HARPER has 4 bedrooms, 2baths & a 2-car garage - 1665 SqFt. This new model has an open floor plan with a spacious GREAT room off the kitchen to entertain & enjoy the company of your guests. You will love the split floor plan with beautiful & spacious master suite with walk in closet & en suite bathroom away from the other 3 bedrooms. Home comes with Stainless Appliances- range, hood microwave, refrigerator & dishwasher. Home also comes with faux wood blinds throughout & has Smart Home Technology which allows you to set the scene & connect to your home with your voice, from your smart phone. *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.*

4036 Giorgio Drive, Winter Haven

112 Terrace Drive, Winter Haven
$285,000
3 Beds ⋅ 2 Baths ⋅ Eloise Woods Lake Roy Unit SubDv. ⋅ 33884 Zip Code
Virtually Staged. Welcome to 112 Terrace Dr. in Winter Haven! Offering 2,091 square feet under roof, this beautifully refreshed three-bedroom, two-bathroom home is move-in ready and packed with updates throughout. From the moment you arrive, you’ll notice the upgraded landscaping, freshly painted exterior, new metal roof, and convenient covered carport. Step inside to a bright, welcoming interior featuring fresh paint, new flooring and baseboards throughout, new blinds, and upgraded lighting for a clean, modern finish. The kitchen is ready for everyday living and entertaining with solid-surface countertops, new appliances, and plenty of functionality, while the indoor laundry room located just off the kitchen adds extra convenience. The spacious primary bedroom features a true private en suite, while both bathrooms have been refreshed with updated finishes. Two additional bedrooms provide plenty of flexibility for family, guests, or a home office. Out back, the fully fenced yard offers plenty of room to spread out, entertain, grill, or create your own outdoor retreat. Whether hosting friends and family or simply enjoying a quiet Florida evening, there’s plenty of space to make it your own. With a NEW ROOF, updated interior and exterior finishes, new appliances, covered parking, and a spacious fenced backyard, 112 Terrace Dr. delivers an impressive combination of updates, space, and value. Schedule your private showing today and come see everything this Winter Haven home has to offer!

112 Terrace Drive, Winter Haven

211 Golf Aire Boulevard, Winter Haven
$285,000
3 Beds ⋅ 2 Baths ⋅ Lake Bess Country Club SubDv. ⋅ 33884 Zip Code
WELCOME HOME to effortless Florida living with a view you'll never tire of! From the moment you step through the front door, your eyes are immediately drawn to the breathtaking, million-dollar view overlooking the well maintained fairways of the private golf course. Combined with mature tropical landscaping, exceptional curb appeal, and a charming covered front porch that's perfect for enjoying your morning coffee, this home offers an unforgettable first impression. Nestled within the gated community of Lake Bess Country Club, this beautifully maintained 3-bedroom, 2-bath residence offers the perfect blend of elegance, comfort, and carefree living. Soaring ceilings and abundant natural light create a warm, inviting atmosphere, while the expansive Florida Room seamlessly extends the living space, making it ideal for entertaining or relaxing year-round. During the cooler fall and spring months, the wall of windows opens completely, welcoming refreshing cross breezes creating the perfect indoor-outdoor Florida lifestyle. The spacious primary suite is a true private retreat, entered through elegant double doors and thoughtfully appointed with plantation shutters, two walk-in closets, a dedicated linen closet, dual vanities, and a beautifully tiled walk-in shower, offering both comfort and functionality. The eat-in kitchen provides generous cabinet space, all appliances, and a functional layout that keeps you connected to the main living areas. Off the kitchen is a spacious laundry room with full sink and cabinetry. Additional features include a NEW A/C system, durable tile roof, whole house generator that comes on the second power goes out, private irrigation well, and a screened lanai where you can unwind while taking in peaceful golf course views and Florida's beautiful weather. Life at Lake Bess Country Club is about more than just owning a home—it's embracing a lifestyle. Enjoy unlimited access to the immaculately maintained executive golf course, relax by the heated community pool, gather with neighbors at the clubhouse, or simply enjoy the gentle breeze while watching golfers pass by from the comfort of your own backyard. The monthly HOA fee of $500 includes lawn care, shrub maintenance, the heated community pool, and clubhouse access, as well as, unlimited golf on the beautifully maintained executive course—an outstanding value for those who love the game. Being offered fully furnished, this exceptional golf course home is truly move-in ready. If you've been searching for spectacular views, a peaceful setting, and maintenance-free Florida living in a secure gated community, this is the one. Schedule your private showing today!

211 Golf Aire Boulevard, Winter Haven

2227 12th Street Nw, Winter Haven
$285,000
3 Beds ⋅ 2 Baths ⋅ Aldoro Park SubDv. ⋅ 33881 Zip Code
Welcome to your private Florida oasis. Thoughtfully maintained and beautifully updated over the past 18 years! This move-in-ready home combines modern upgrades with the charm and lifestyle that make Florida living so desirable. Inside, you’ll find real hardwood flooring throughout, stunning quartz kitchen countertops (2013), fully remodeled bathrooms, and spacious living areas designed for comfort and functionality. Major improvements provide peace of mind, including storm windows (2011), HVAC system (2020), a newer roof, complete home replumbing (2026). Outdoor enhancements include a newly rescreened lanai, Leaf Filter gutter system, and new metal roofing over the carport and rear patio (2025). Step outside to enjoy a fully fenced backyard featuring mature fruit trees, attractive paver landscaping, and plenty of space to relax or entertain while embracing the natural Florida lifestyle. A standout feature of this property is the two large bonus rooms, a home office, gym, media room, playroom, or hobby space-tailored to fit your needs and lifestyle. True Florida Charm is waiting for you.

2227 12th Street Nw, Winter Haven

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