Between $200,000 - $300,000 Winter Haven FL Real Estate, Homes, Condos for Sale

4 Beds ⋅ 3 Baths ⋅ Villa Mar 40'S SubDv. ⋅ 33884 Zip Code

Under Construction. This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient two-car garage. 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.

6221 Bottlecella Boulevard, Winter Haven

$239,000

3 Beds ⋅ 1 Baths ⋅ Lake Idyll Estates SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. Welcome to this beautifully renovated, move-in-ready home offering the perfect combination of style, comfort, and convenience! This charming property has been thoughtfully updated and features a bright open layout filled with natural light, creating a warm and inviting atmosphere for family and friends. Recent improvements include a bonus room with a bathroom, a new roof (2024), updated electrical system (2025), new water heater (2025), updated flooring, fresh interior and exterior finishes, and a modern kitchen with contemporary cabinetry and ample counter space. The spacious living areas provide flexibility for everyday living and entertaining, while the generously sized backyard offers endless possibilities to create your own outdoor retreat. Conveniently located in the heart of Winter Haven, this home offers easy access to US-17, Cypress Gardens Boulevard, and the Polk Parkway, making commuting throughout Central Florida simple. Enjoy being just minutes from LEGOLAND Florida Resort, Downtown Winter Haven, local restaurants, shopping centers, grocery stores, medical facilities, and beautiful lakes known throughout the area. Outdoor enthusiasts will appreciate the nearby parks, walking trails, boating, fishing, and recreational activities that make Winter Haven one of Central Florida’s most desirable communities. Also close to Walt Disney World, Disney Springs, Universal Orlando Resort, Orlando International Airport (MCO), schools, hospitals, golf courses, and everyday conveniences. Whether you’re a first-time homebuyer, looking to downsize, or searching for a great investment opportunity, this beautifully updated home offers exceptional value, modern upgrades, and an unbeatable Central Florida location. A bonus room and an additional bathroom may not be reflected in public records. Buyer to verify all measurements, permits, and property information. Property sold AS-IS. Schedule your private showing today and discover everything this wonderful home has to offer!

2105 9th Street Ne, Winter Haven

$200,000

2 Beds ⋅ 3 Baths ⋅ Waters Edge Unit 01 A Rep SubDv. ⋅ 33880 Zip Code

Whether you're a first-time buyer, downsizing, or investing, this canal-front townhome is an opportunity you don't want to miss. Enjoy access to Winter Haven's Chain of Lakes at a fraction of typical waterfront prices. This home features an open layout with modern finishes, ideal for everyday living and entertaining. A private lanai and second-story balcony overlook the canal, which connects to Lake Lulu, Lake Roy, Lake Eloise, and the 15 interconnected lakes of the Southern Chain of Winter Haven's Famous Chain of Lakes spanning over 9,000 acres of waterways. Or take some time for yourself to relax at the community pool on the banks of Lake Lulu. This townhome is centrally located near shopping, dining, and major roadways, offering convenient access to all things Winter Haven. Schedule your showing today.

321 Orange Blossom Drive, Winter Haven

$279,000

3 Beds ⋅ 2 Baths ⋅ Morningside At Winterset SubDv. ⋅ 33884 Zip Code

Welcome to the beautiful waterfront resort-style gated community of Winterset. ! Enjoy the charming 3-bedroom, 2-bathroom home offering a delightful living experience. Built in 2006, this well maintained home is move in ready. The open floor plan seamlessly connects the main living areas, creating a spacious and airy feel throughout. The master bedroom is a serene retreat, complete with ample space, a walk-in closet, and an en-suite bathroom. The additional two bedrooms available for a home office, a guest room, or a personal hobby spa. . Enjoy the resort-style amenities that make this community truly exceptional. The clubhouse serves as a gathering place for residents. The sparkling pool and hot tub invite you to take a refreshing. Bring your boat- ramp available for enjoying Winter Haven’s famous chain-of-lakes.

144 Morning Glory Circle, Winter Haven

$259,900

3 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

New construction home with 1358 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 raised bar, fully open to the 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 private en-suite bath, a tiled shower. Plus, enjoy a covered lanai, 1-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."

5125 Sylas Jax Avenue, Winter Haven

$259,499

3 Beds ⋅ 2 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code

Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and living area. A dreamy, covered lanai, accessible through sliding glass doors, invites you to take full advantage of the Florida climate. The owner’s suite boasts double vanities, a walk-in shower and a substantial walk-in closet, while the additional bedrooms and full bathroom are located off the kitchen for added privacy. With a laundry room located off the foyer, a smart thermostat with voice control to maintain energy efficient living, and professionally curated landscaping, the Magenta is designed to make every day extraordinary. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change.

6006 Navona Way, Winter Haven

$279,999

3 Beds ⋅ 2 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code

Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and living area. A dreamy, covered lanai, accessible through sliding glass doors, invites you to take full advantage of the Florida climate. The owner’s suite boasts double vanities, a walk-in shower and a substantial walk-in closet, while the additional bedrooms and full bathroom are located off the kitchen for added privacy. With a laundry room located off the foyer, a smart thermostat with voice control to maintain energy efficient living, and professionally curated landscaping, the Magenta is designed to make every day extraordinary. Our model home is located at 5512 Taverna Loop, Winter Haven, FL 33884. Take I-4 W to exit 55 for US 27-S. Continue on US 27-S then turn right onto Thompson Nursery Road. Continue straight on Eloise Loop Road then turn left onto Rialto Road. Continue straight and our model homes will be on your right. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change.

6010 Navona Way, Winter Haven

$279,900

3 Beds ⋅ 2 Baths ⋅ Peach Crossings SubDv. ⋅ 33884 Zip Code

Welcome home to Peach Crossings, a brand-new community in Winter Haven! This stunning three-bedroom, two-bathroom home is designed for modern living, featuring an open-concept layout and stylish finishes. The kitchen is a chef’s dream, offering plenty of counter space for meal prep and entertaining. It comes fully equipped with Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave—all included at no extra cost! The granite countertops and sleek cabinetry add a touch of elegance and timeless appeal. This home also features high ceilings, enhancing the open and airy feel throughout the living spaces. Step outside to the covered patio, a perfect spot for relaxing, dining, or enjoying the beautiful Florida weather. This home is also packed with energy-efficient upgrades, including double-pane windows, a programmable thermostat, coach lighting, and a Wi-Fi-enabled garage door opener for added convenience. A mudroom located off the garage provides a dedicated space to store shoes, bags, and coats, keeping your home neat and organized. Plus, it’s conveniently placed next to the laundry room for maximum functionality. Enjoy exceptional value and lower monthly costs with NO CDD fees in this beautiful community! Nestled in Polk County, Peach Crossings offers a perfect blend of serene lake living with easy access to shopping, dining, and top attractions. Families will love the highly-rated Polk County schools, while the community itself features a playground and a picnic area for residents to enjoy. This home is move-in ready with all upgrades included! Schedule your tour today

1629 Nantucket Way, Winter Haven

$268,000

3 Beds ⋅ 2 Baths ⋅ Smith Ida M Sub 2nd Replat Pb 33 Pg 16 SubDv. ⋅ 33881 Zip Code

Welcome to this beautifully built 2022 new construction home in Winter Haven, FL, offering the perfect blend of modern design, energy efficiency, and affordability — all conveniently located near Orlando’s world-famous attractions, including Walt Disney World and Universal Studios. Built by one of Winter Haven’s most recognized affordable builders, J&S Properties, this 3-bedroom, 2-bathroom, 2-car garage home features 1,421 square feet of thoughtfully designed living space with an open-concept floor plan ideal for both everyday living and entertaining. Step inside to find tray ceilings in the living room and primary suite, enhancing the home’s spacious feel, along with LED recessed lighting throughout and abundant natural light. The kitchen is equipped with granite countertops, solid wood soft-close cabinetry, and energy-efficient appliances, combining style with functionality. This home is loaded with upgrades and energy-saving features, including efficient pull-out windows, architectural 30-year shingles, Decora switches, ceiling fans throughout, and window blinds already in place — making it truly move-in ready. Enjoy the benefits of new construction in Central Florida without the wait to build, all in a location that offers easy access to Orlando, Lakeland, Tampa, shopping, dining, and major highways.

1727 Second Street Ne, Winter Haven

$244,900

3 Beds ⋅ 2 Baths ⋅ Squires Grove SubDv. ⋅ 33880 Zip Code

Stunning 3-Bedroom, 2-Bath Home – Move-In Ready! Welcome to this move-in ready home in a prime location! Boasting a spacious and open floor plan, this 3-bedroom, 2-bathroom gem offers the perfect blend of comfort and style. Enjoy An extra-large back patio for these summer evening BBQ's! The well-appointed kitchen features stainless steel appliances, a convenient breakfast bar, a closet pantry, and ceramic tile flooring, all complemented by a cozy breakfast nook. With both a large living room and a separate family room, there’s ample space for relaxing and entertaining. The versatile living/dining room combo offers a seamless flow for hosting guests. Enjoy the privacy and tranquility of the split-bedroom design, with the expansive master suite serving as your personal retreat. The primary bath is a true highlight, featuring a dual vanity, walk-in closet, and a relaxing garden tub—perfect for unwinding after a long day. Key Features: Bright and open floor plan with plenty of natural light Large primary suite with luxurious en-suite bath Spacious living and family rooms for flexible living Well-equipped kitchen with modern stainless steel appliances Great location with easy access to both Tampa and Lakeland All of this at an incredible price! Don’t miss your chance to call this home yours. Call today to schedule your private showing!

357 Squires Grove Drive, Winter Haven

$259,990

3 Beds ⋅ 2 Baths ⋅ Queens Cove Ph 04 SubDv. ⋅ 33880 Zip Code

Welcome to this well-maintained residence located in the established Queens Cove community of Winter Haven. This inviting home offers a comfortable and functional layout with approximately 1,500+ square feet of living space, featuring a spacious living area, a well-designed kitchen, and generously sized bedrooms that provide both comfort and flexibility for everyday living. As you enter, you’ll appreciate the natural flow of the home, creating a warm and welcoming environment that feels both practical and easy to enjoy. The layout allows for a seamless transition between living spaces, making it ideal for relaxing or hosting gatherings. Each area of the home has been designed to maximize usability and comfort. The property offers a great balance between space and simplicity, making it a solid option for buyers seeking a home that is both functional and full of potential. Whether you are looking for your next primary residence or simply a well-located property, this home presents a great opportunity. Situated within a well-established neighborhood, the home provides convenient access to main roads and is just a short drive to Lakeland, LEGOLAND Florida Resort, and within reach of the greater Orlando area, offering a great balance between quiet residential living and access to Central Florida attractions. This is a great opportunity to own a home in a steadily growing area. Schedule your private showing today.

3661 Queens Cove Boulevard, Winter Haven

$204,900

4 Beds ⋅ 2 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code

Short Sale. Bank approved price! Welcome to this beautifully updated 4-bedroom, 1.5-bath single-family home located in Winter Haven with NO HOA! This solid block construction home offers peace of mind with a new roof and AC installed in 2024. Inside, you’ll find newer flooring throughout along with a recently renovated kitchen and bathrooms, giving the home a fresh, modern feel. The kitchen features quartz countertops, stainless steel appliances, and updated cabinetry, perfect for both everyday living and entertaining. The functional layout includes four spacious bedrooms, a full bathroom, and an additional half bath for added convenience. Enjoy outdoor living in the fully fenced backyard, ideal for pets, gatherings, or simply relaxing in your private space. The home also includes a 1-car garage for storage and parking. Ideally situated near Lake Conine, part of Winter Haven’s famous Chain of Lakes, this property offers easy access to boating, fishing, and outdoor recreation. Conveniently located near major roadways, providing a quick commute to Orlando, Tampa, and world-renowned attractions like Disney. This move-in ready home combines modern updates, a great location, and no HOA restrictions—don’t miss your opportunity to make it yours!

1015 Carefree Cove Drive, Winter Haven

$220,900

3 Beds ⋅ 2 Baths ⋅ Woodmere SubDv. ⋅ 33880 Zip Code

Short Sale. **SHORT SALE** BANK APPROVED PRICE** CAN CLOSE QUICKLY*** Welcome to this beautiful 3-bedroom, 2-bathroom block home perfectly positioned at the end of a quiet cul-de-sac in Winter Haven's sought-after Cypress Gardens neighborhood. With 1,400 square feet of interior living space and a layout designed for both comfort and connection, this home checks every box. Step inside and you're immediately greeted by a bright, open floor plan where the living room, dining area, and kitchen flow together seamlessly ideal for everyday living and effortless entertaining. The kitchen is generously sized, featuring an abundance of cabinetry and two lazy Susan's that maximize every inch of storage. Natural light floods the home through an impressive array of windows, and sliding glass doors in the main bedroom, middle bedroom, and living room all open directly onto the crown jewel of this property: a stunning 47 x 15 screened-in patio complete with a bar area, built-in grill, refrigerator, and cabinetry. Whether you're hosting guests or simply enjoying a quiet Florida evening, this outdoor space delivers. Both bathrooms have been tastefully updated. The guest bath features a brand-new tub and shower installed by Westshore Homes in October 2025, along with a new vanity, mirrored medicine cabinet, cabinet above the toilet, and new toilet. The main bathroom has also been refreshed with a new mirrored medicine cabinet, cabinet above the toilet, and new toilet. Major systems are all squared away brand-new roof in 2025, A/C replaced in 2021, and water heater from 2018 offering true peace of mind from day one. The home is also pre-wired for a generator, a smart bonus for Central Florida living. The attached garage includes a dedicated laundry and storage room with extensive shelving, and the washer and dryer convey with the home. Set on an 8,537 square foot lot at the end of a tucked-away cul-de-sac, this property offers the rare combination of privacy, space, and convenience. Just minutes from US-27, LEGOLAND Florida Resort, Winter Haven Hospital, Polk State College, and the renowned Chain of Lakes, everything Central Florida has to offer is right at your doorstep. Homes this move-in ready, this well-maintained, and this well-located don't stay on the market long schedule your private showing today!

936 Avenue T Se, Winter Haven

$268,900

3 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code

Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an array of dining and shopping. With top attractions and everyday conveniences just minutes away, your new home here keeps you connected to everything you love. Your new home at Willowbrook South places you right where you want to be. Let me Introduce you to the Archer II this 1328 Sqft. 3 Bedroom 2 Bath home is just to die for. This home provides Luxury Vinyl tile in all the wet areas, Living and Dining Rooms and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and also includes a Washer/Dryer. The Archer II has an Open Floor plan that allows you to entertain guest even if they are in the living or dining room. Spacious bedrooms Owners Suite that can easily fit a King size bed. And on top of all that it also comes with our Home Smart System. Come by today! *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.*

2775 Adeline Avenue, Winter Haven

$299,000

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

CALLING ALL INVESTORS!! Amazing opportunity with a blank canvas to be creative! This property boasts 2 separate dwellings, both with living spaces, kitchens, dining areas, 2 bedrooms and 1 bathroom WITH an in ground pool in between! Property also has a THREE car garage AND a huge open space in the attic with stair access from a bedroom! Direct view and access to Lake Cannon, WOW!! Make your appointment today to secure this amazing opportunity! CASH ONLY, BEING SOLD AS IS.

1450 W Lake Cannon Drive Nw, Winter Haven

$269,900

3 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise SubDv. ⋅ 33884 Zip Code

Under Construction. Find everything you need in Harmony on Lake Eloise! Located just minutes from world class theme parks and attractions, Harmony on Lake Eloise is the perfect community to call home with its beautiful Florida lifestyle and amenities. This community boasts stunning home sites. You'll enjoy the sparkling local lakes practically in your backyard and the best local restaurants and shopping are just a short drive away. Love the outdoors? Explore nearby parks and farmer’s markets. Your home at Harmony on Lake Eloisewill be in the center of it all! *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.*

3111 Firebrush Lane, Winter Haven

$258,500

2 Beds ⋅ 2 Baths ⋅ Vienna Square Ph 2c SubDv. ⋅ 33884 Zip Code

BETTER THAN NEW!!! Why wait to build when you can move into this HIGHLY UPGRADED, MAINTENANCE FREE villa in the 55+ GATED COMMUNITY of Vienna Square, centrally located in Winter Haven, FL. Before entering this beautiful residence, you will notice the BRICK PAVERED driveway/walkway leading through the MATURE LANDSCAPE and CUSTOM LIGHTING to the front SCREENED LANAI. Walk right into this very OPEN FLOORPLAN with HIGH CEILINGS and SPLIT BEDROOM CONCEPT. The kitchen is a CHEF'S DREAM, featuring UPGRADED STAINLESS APPLIANCES, IMPRESSIVE WINE FRIG., and BREAKFAST BAR. The CASCADING WATERFALL EDGE QUARTZ COUNTERTOPS add a MODERN, ELEGANT and LUXURIOUS focal point to this AMAZING KITCHEN!!! The adjoining great room is very spacious and overlooks the rear SCREENED LANAI with a view of the pond. The primary en-suite will not disappoint which also features QUARTZ COUNTERTOPS and an UPGRADED WALK-IN SHOWER with GLASS DOOR. CUSTOM PLANTATION SHUTTERS in the kitchen and bedrooms ensure you have the privacy you deserve! Don't forget about the second bathroom that has also been UPGRADED with QUARTZ COUNTERTOPS as well. This residence is truly TURN-KEY and one of the most WELL KEPT, ONE-OWNER homes you'll find anywhere. The reasonable monthly HOA dues include: ROOF REPLACEMENT, EXTERIOR PAINTING, YARD MAINTENANCE, LAWN IRRIGATION, and INTERNET/TV PACKAGE! Enjoy the other amenities including, but not limited to: pool/hot tub, tennis/pickle ball, gym, craft room, billiard room, movie room, and large meeting room with remodeled kitchen area. This wonderful property is in close proximity to medical, restaurants, shopping, worship, and LEGOLAND, FL. Winter Haven is well-known for it's beautifully interconnected lakes and being centrally located between the Tampa International and Orlando International Airports.

1678 Linz Court, Winter Haven

$269,900

3 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code

Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an array of dining and shopping. With top attractions and everyday conveniences just minutes away, your new home here keeps you connected to everything you love. Your new home at Willowbrook South places you right where you want to be. Let me Introduce you to the Archer II this 1328 Sqft. 3 Bedroom 2 Bath home is just to die for. This home provides Luxury Vinyl tile in all the wet areas, Living and Dining Rooms and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and also includes a Washer/Dryer. The Archer II has an Open Floor plan that allows you to entertain guest even if they are in the living or dining room. 2 Spare Bedrooms and an Owners Suite that can easily fit a King size bed. And on top of all that it also comes with our Home Smart System. Come by today! *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.*

2790 Adeline Avenue, Winter Haven

$295,990

4 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code

Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an array of dining and shopping. With top attractions and everyday conveniences just minutes away, your new home here keeps you connected to everything you love. Your new home at Willowbrook South places you right where you want to be. Now let me Introduce you to the Freeport II this 1498 sqft, 4 Bedroom 2 Bath home is just to die for. This home provides Luxury Vinyl tile in all the wet areas and Great room and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and the laundry room also includes a Washer and Dryer. With 2 Spare Bedrooms in the Front one in the Middle and an Owners Suite in the Back. The Owners Suite can easily fit a King size bed and has a large Walk-in closet. It also includes a Home Smart System. Come by today! *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.*

2786 Adeline Avenue, Winter Haven

$299,900

4 Beds ⋅ 3 Baths ⋅ Bentley Place SubDv. ⋅ 33884 Zip Code

Welcome to 5445 Chandler in Winter Haven—a great opportunity for buyers looking to add their own personal touch! This home offers generous square footage and plenty of living space, giving you room to spread out, entertain, or reimagine the layout to fit your needs. The property has already seen some key updates, including a brand-new roof and fresh interior paint, providing a solid foundation for future improvements. Inside, you’ll find a functional layout with large living areas and ample space, making it ideal for those seeking both comfort and potential. While the home could use some additional updates and TLC, it presents an excellent chance for homeowners or investors to build equity and truly make it their own. Conveniently located near shopping, dining, and Winter Haven’s beautiful lakes, this property offers both space and opportunity. If you’re looking for a home with room to grow and the ability to add value, this is one you won’t want to miss!

5445 Chandler Drive, Winter Haven

$239,900

3 Beds ⋅ 2 Baths ⋅ Lake Dexter Woods Ph 02 SubDv. ⋅ 33884 Zip Code

This move-in-ready, three-bedroom, two-bathroom home is located in the sought-after Lake Dexter Woods community. The residence features a functional layout designed for modern comfort and style, highlighted by an attached one-car garage and low-maintenance tile flooring throughout the entire home. The updated kitchen serves as a stylish centerpiece, equipped with beautiful granite countertops and sleek stainless-steel appliances. Outside, you can relax and enjoy the fresh air from your private porch and patio, which overlooks a fully fenced-in backyard, providing a secure space for outdoor entertaining or pets. The location offers a perfect blend of comfort and convenience, situated near top-rated schools, multiple grocery stores, and popular local attractions. Residents can enjoy a resort-style lifestyle with access to premium community amenities, including sparkling pools, tennis/pickleball courts, and more.

638 Lake Dexter Circle, Winter Haven

$245,000

3 Beds ⋅ 2 Baths ⋅ Queens Cove Ph 04 SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Welcome to your move-in-ready dream home! This charming 3-bedroom, 2-bathroom split-family residence features a spacious living room serves as the heart of the home, providing a seamless flow into the primary bedroom, which boasts an ensuite bathroom and a walk-in closet for maximum convenience. Just off the living room, you'll find a well-designed kitchen, complete with all major appliances, perfect for meal preparation and entertaining. The adjacent dining room offers direct access to the backyard with no rear neighbors overlooking a ranch, creating an ideal setting for outdoor gatherings or quiet relaxation. For even more living space, family room sits just off the kitchen, providing easy access to the backyard as well, making indoor-outdoor living a breeze. Bedrooms 2 and 3 are thoughtfully tucked away off the family room, sharing a conveniently located full bathroom. The nearby laundry room adds to the home's functional layout, ensuring practicality and ease of living. With its open floor plan and quiet outdoor space, this home is perfect for families seeking both comfort and convenience. Located just minutes from Polk parkway, shopping, grocery stores, and only 20 minutes from LEGOLAND, this home offers everything you need for easy, everyday living. Don't miss your chance to make this beautiful property your own!

3942 Warbler Drive, Winter Haven

$279,900

3 Beds ⋅ 3 Baths ⋅ Buckeye Heights SubDv. ⋅ 33881 Zip Code

Experience lakefront living at its best in this 2-story townhouse with 3 bedroom 3 bath on Lake Buckeye, located just minutes from Winter Haven. Christian School. !Enjoy breathtaking panoramic lake views from the living room, master bedroom balcony, . this spacious home is perfect for anyone looking to customize their living space. This property has great potential and features an oversized attached 2-car garage with ample storage space and access to a private lift station. Don't miss out on the chance to make this lakefront gem your own. Investment Only.Tenant Occupied. Lease start on 04/01/2026 & Expire On 03/31/2026. $1950/M.CASH FLOW INVESTMENT. INVESTMENT OLY WITH 20% DOWN. DSCR BUSINESS LOAN.

1502 Ne Buckeye Road Ne Unit 2, Winter Haven

$274,900

4 Beds ⋅ 2 Baths ⋅ Lakes/Lucerne Park Ph 3 SubDv. ⋅ 33881 Zip Code

One or more photo(s) has been virtually staged. Some seller concessions possible. SUPER DEAL on a big four bedroom home! Clean, fresh and well maintained home! PLUS, an American Preferred Home Warranty is included! With American Home Warranty, if you ever need to use it, you get to choose your own preferred vendors! Enjoy room for the family and privacy for mom and dad in the spacious split bedroom layout . You are going to like the open-concept living areas, big island kitchen with walk-in kitchen pantry. The large master suite with ensuite bath has a large walk in closet. Plenty of natural light brightens your living spaces from the energy efficient windows. All bedrooms are generously sized. Style and comfort welcome you with brand new beautiful, premium style, extra thick, waterproof luxury vinyl plank flooring in all the living areas. Fresh new carpet in all bedrooms. Pretty ceramic tile in wet areas. ROOF 2024! A fresh coat of premium exterior paint has been done and seals the deal for years to come. MOVE IN READY! Come and see this lovely home in the well-maintained Lakes at Lucerne community today!

262 Oleander Street, Winter Haven

$275,000

3 Beds ⋅ 2 Baths ⋅ Florida Highland Co SubDv. ⋅ 33884 Zip Code

JUST REDUCED! Well-maintained FULLY FURNISHED 3-bedroom, 2-bath home located on a .25-acre corner lot with a peaceful wooded backdrop in desirable SE Winter Haven. This home offers a spacious layout with multiple living areas, including a large family room for everyday living and a formal living room with soaring ceilings that create a bright, open feel. A formal dining room with built-in cabinetry provides the perfect space for hosting dinners and gatherings. The updated kitchen features hardwood cabinetry, granite countertops, a custom tile backsplash, stainless steel appliances, a natural gas range, breakfast bar seating, and a closet pantry for added storage. The renovation also included updated flooring. The primary suite includes a remodeled en-suite bathroom with a modern vanity and tiled walk-in shower. A split-bedroom layout offers additional privacy, while the third bedroom with a walk-in closet works well as an office, guest room, or flex space. Outdoor living is just as inviting with a screen-enclosed lanai featuring built-in counter space and cabinetry, along with a beautiful paver deck in the backyard—perfect for relaxing or entertaining while enjoying the wooded setting. The home also features a paver driveway leading to a two-car garage. Additional highlights include a tile roof approximately 15 years old with an expected 50-year lifespan, A/C replaced just 1 year ago, and fresh exterior paint in 2025.

111 Las Flores, Winter Haven

$280,000

5 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Short Sale. Welcome to your 5 bedroom 3 bathroom home located conveniently in Winter Haven with easy access to dining, shopping, and major roadways. This home features tile flooring throughout the living areas and an open floor plan making it perfect for entertaining. There is a separate living room at the front of the home which could make the perfect office or library. The large kitchen provides a large island, granite countertops, updated lighting, tiled backsplash, stainless steel appliances, and a closet pantry. The large family room is adjacent to the kitchen. You’ll also find sliding doors to your outdoor patio and backyard. One of the 5 bedrooms is located downstairs with its own bathroom, the perfect spot for guests. The primary bedroom is upstairs and features an en-suite with a stand up shower, dual sink vanity and 2 walk in closets! The remaining bedrooms provide plenty of space and share the main hall bathroom with a dual sink vanity and tub/shower combo. This home checks all the boxes! Schedule your private showing today!

3935 Palazzo Place, Winter Haven

$284,900

3 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise SubDv. ⋅ 33884 Zip Code

Under Construction. Find everything you need in Harmony on Lake Eloise! Located just minutes from world class theme parks and attractions, Harmony on Lake Eloise is the perfect community to call home with its beautiful Florida lifestyle and amenities. This community boasts stunning home sites. You'll enjoy the sparkling local lakes practically in your backyard and the best local restaurants and shopping are just a short drive away. Love the outdoors? Explore nearby parks and farmer’s markets. Your home at Harmony on Lake Eloisewill be in the center of it all!!

3316 White Indigo Road, Winter Haven

$215,000

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

Newly Remodeled Mobile home!!! Move-In Ready! Its own lot- no lot rent!! Affordable 4-Bedroom 2-Bath Home on Owned Land! This 1994 manufactured home. Enjoy a spacious, open floor plan featuring a large living room and kitchen, perfect for gatherings or everyday living. All measurements and sizes approximate and not guaranteed, any information contained here-in critical to buyers purchasing decisions, must be verified by the buyers.

1910 40th Street Nw, Winter Haven

$235,000

4 Beds ⋅ 3 Baths ⋅ Eagle Lndg Ph Ii SubDv. ⋅ 33880 Zip Code

Short Sale. We are in the process of getting a short sale approved. So expect delays. Welcome to the community of Eagle Landing in beautiful SE Winter Haven, Florida. This newer home features 4 Bedrooms/2.5 Bathrooms with a spacious two-story layout that maximizes space and natural light perfect for any lifestyle with Low HOA and NO CDD. The modern kitchen design with Island and Breakfast Bar complete with Granite countertops. The primary bedroom with en-suite bathroom with dual sinks, walk in shower and walk-in closet and 3 additional bedrooms offers plenty of space for a growing family or multi-general family. Needs a little TLC on the inside. The solar panels feature a great savings to help keep your energy cost down. Conveniently located in a quiet neighborhood, this property is ideally situated close to Publix, Legoland, schools and the Winter Haven Chain of Lakes. If you're looking for a modern, quiet neighborhood, this is your chance. Schedule your showing today before it's gone!

1533 Majestic Lane, Winter Haven

$280,000

3 Beds ⋅ 2 Baths ⋅ Krenson Bay SubDv. ⋅ 33881 Zip Code

Virtually Staged. Short Sale. Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, offering 1,512 square feet of comfortable living space in a desirable gated community in Winter Haven. Built just two years ago, this nearly new home blends modern design with a warm, family-friendly feel. Step inside to find vaulted ceilings and tile flooring throughout the main living areas, creating a bright and open atmosphere. The spacious kitchen features stainless steel appliances, a large island, and ample cabinet space, perfect for everyday living or gathering with friends and family. The split floor plan provides privacy, while the generous primary suite includes double sinks, a garden tub, separate shower, and walk-in closet. Enjoy Florida living outdoors on the covered lanai, with a backyard perfect for relaxing afternoons or weekend playtime. Conveniently located near Downtown Winter Haven, Polk State College, Winter Haven Hospital, shopping, dining, and major attractions like LEGOLAND. For those who love lifestyle and entertainment, the home is also just about 15 minutes from the popular Port 27, a vibrant waterfront destination known for its live music, great food, desserts, and beautiful lake scenery—the perfect place to unwind and enjoy time with family and friends. This move-in ready home offers comfort, style, and location all in one. Schedule your showing today!

111 Krenson Bay Loop, Winter Haven

$234,900

3 Beds ⋅ 2 Baths ⋅ Queens Cove Ph 02 SubDv. ⋅ 33880 Zip Code

This traditional 3-bedroom, 2-bathroom home is located in the established Queens Cove Ph 02 neighborhood. Designed with a functional and classic layout, this residence offers a comfortable living environment perfectly suited for a variety of lifestyles. The heart of the home features a traditional floor plan that provides a clear and smart separation of living spaces. The kitchen is beautifully updated with sleek quartz countertops and Stainless steel appliances, creating a modern and stylish space for meal preparation and entertaining. Situated in a prime location, this home is just minutes away from local essentials, including shopping, dining, and parks. Whether you are searching for a forever home or a smart investment opportunity, this property offers both convenience and potential. Schedule your private showing today!

3339 Queens Cove Loop, Winter Haven

$263,900

3 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise Phase 4 SubDv. ⋅ 33884 Zip Code

Under Construction. Welcome to Harmony at Lake Eloise, a new home community in Winter Haven. This community is currently offering 14 floorplans that range from single-story to two-story with 3 to 5 bedrooms, up to 3 bathrooms, and 2-3 car garages. Step inside and be greeted by an open floorplan meant for modern living. In the kitchen, you'll find shaker-style cabinets for that elegant touch, along with stainless-steel Whirlpool appliances including a cooktop, oven, and dishwasher. The house's exterior has block-on-block construction, architectural shingles, and stucco for a stylish and durable finish. Inside, smart home technology has been thoughtfully integrated, offering convenience and safety at your fingertips Homes in this neighborhood also come equipped with smart home technology, allowing you to easily control various aspects of your home. Whether it's adjusting the temperature or turning on the lights, convenience is at your fingertips. Living in Harmony at Lake Eloise, you'll enjoy access to all nearby amenities, including the chain of lakes, shopping centers, and golf courses. The convenient location also gives you easy access to major highways, so your commute is a breeze. *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.*

3081 Firebrush Lane, Winter Haven

$282,000

4 Beds ⋅ 2 Baths ⋅ Heather Glen Ph 02 SubDv. ⋅ 33884 Zip Code

Welcome to 511 Heather Glen Drive. This beautifully maintained home is in move in ready condition. Offering 4 bedrooms and 2 bathrooms, the home has new interior and exterior paint. This is a split floor plan with a large family room looking out to the screened in patio. Off the kitchen is a dinette. The guest bathroom has been remodeled. Both bathrooms have new toilets. New carpeting in bedrooms 2 and 3. The A/C is brand new with a HALO system that purifies the air in the house. The roof is 9 years old. Brand new hot water heater. There is an inside laundry room leading out to the garage. Riding lawnmower is included! The home is centrally located close to Legoland, dining, shopping and major highways and in between Orlando and Tampa. This home shows pride of ownership! Make your appointment today!

511 Heather Glen Drive, Winter Haven

$210,000

4 Beds ⋅ 3 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code

Short Sale. This property presents a great opportunity for buyers looking to renovate and add value. With a functional floor plan and generous living areas, it offers a solid starting point for updates and improvements. The layout provides flexibility to reimagine the space to suit your needs and design preferences. Spacious rooms allow for creative customization throughout. The kitchen area offers ample space to redesign and enhance. Bedrooms are well sized and provide potential to create comfortable retreats. There is opportunity to refresh both the interior and exterior to maximize appeal. Outdoor space allows room for landscaping or additional enhancements. Ideal for investors or buyers seeking a renovation project. Schedule your showing today and explore the possibilities.

125 Edgewater Drive, Winter Haven

$200,000

4 Beds ⋅ 1 Baths ⋅ Chris Brown Cemetery Replat SubDv. ⋅ 33881 Zip Code

PRICE ADJUSTMENT***Don't Miss This Opportunity! This home offers amazing potential and features 4 bedrooms and 1 full bath, making it ideal for homeowners or investors. The kitchen is just off from the spacious dining area, great for family gatherings, while the spacious living room and family room provides extra space to relax. The primary bedroom as well as the other rooms are generously sized, offering a built-in closets. This home is a great candidate to be transformed into your ideal living space or added to your rental portfolio. Property is being sold As-Is. All buyers MUST view the home in person before submitting an offer. Opportunities like this don't last long, schedule your showing today before it's gone! ** FURNISHINGS, WASHER, DRYER, OR REFRIGERATOR DOES NOT CONVEY WITH THE SALE OF HOME.

111 Sunset Drive E, Winter Haven

$235,000

2 Beds ⋅ 2 Baths ⋅ Traditions Phase 1 SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Beautifully updated cottage-style villa located in a desirable 55+ gated community. This fully remodeled home features ceramic tile flooring throughout, with the exception of the second bedroom. The spacious two-car garage includes a laundry area that can easily be enclosed for additional privacy or functionality. The appliances are approximately four years old and have been gently used. ***Please note that the chandeliers and corner hanging lamps do not convey with the sale.**** Residents of this active retirement community enjoy a wide range of amenities, including fishing, a pool and spa, card room, billiards room, social events, fitness center, cable, internet, front lawn maintenance, irrigation, boat dock access (for an additional fee), and boat slips. Don’t miss this opportunity to own your own piece of Florida paradise!

3363 Livingston Way, Winter Haven

$299,950

3 Beds ⋅ 2 Baths ⋅ Timber Wood SubDv. ⋅ 33880 Zip Code

Welcome to this beautifully renovated lakefront home located on Thomas Lake in Winter Haven, Florida! This charming two-story home combines modern upgrades with warm character, breathtaking water views, and lake access. Step inside to tall vaulted ceilings creating an open, spacious layout filled with natural light and prospective memories. The home features all-new flooring throughout and a completely updated kitchen showcasing stainless steel appliances, quartz countertops, brand-new cabinetry, and closet pantry, providing plenty of storage and room to cook or entertain. In the living room, you will find a cozy fireplace with a raised hearth and wood accents, adding a welcoming focal point to the downstairs. This home also features beautifully updated bathrooms and walk-in closets, as well as a brand new electric water heater and newer A/C units as of 2022 for added efficiency and comfort during those Florida summer days. Outside, you’ll find a newer roof as of 2022, a freshly painted exterior, an attached 1-car garage with a driveway, and plenty of space to enjoy the outdoors in the back yard or a day on the lake. Relax or entertain on the large rear patio, or spend a cozy night in the enclosed, two-story back porch, each offering gorgeous lake views. The third bedroom is located within the home’s loft and is equipped with a walk in closet and direct access to the upper back porch. This move-in-ready lakefront home blends those new enhancements, comfort, scenic surroundings, and the charm of living in Winter Haven, FL, making it an opportunity you won’t want to miss!

265 Lake Thomas Drive, Winter Haven

$290,000

3 Beds ⋅ 2 Baths ⋅ Anna Mar SubDv. ⋅ 33881 Zip Code

>>>>Huge Price Reduction<<<< Check out this unique 2-story home in Winter Haven is full of character and charm, located just three houses down from scenic Lake Elbert. Thoughtfully updated while preserving its warm, rustic appeal, this property offers a welcoming atmosphere from the moment you arrive. Outdoor enthusiasts will love the 2.4-mile paved loop trail surrounding Lake Elbert, complete with boardwalks and beautiful landscaping—perfect for morning walks, bike rides, or peaceful evening strolls. The home is in walking distance to Downtown Winter Haven, the public boat ramp and park, and Polk State College’s Winter Haven Fine Arts Building, offering exceptional convenience and lifestyle amenities. Inside, you’ll find live-edge wood countertops, natural wood trim, and an open kitchen overlooking the family and dining rooms. The kitchen features stainless steel appliances, newer cabinets, and a rustic flair originally crafted by an Amish family. The spacious family room includes a large picture windows that frame the beautiful front yard and mature oak tree. The primary bedroom and bathroom are conveniently located downstairs, while the second floor offers two additional bedrooms, a bonus room, a full bathroom, and a loft area with generous storage closets. Both bathrooms have been updated with newer cabinets, newer countertops, and newer tile. Additional interior upgrades include newer luxury vinyl plank flooring, newer windows, newer light fixtures and ceiling fans, and fresh interior paint. The home also features a newer A/C system. Outside, the home offers a covered front porch perfect for evening relaxation, mature landscaping, and a fenced yard on nearly a quarter-acre, with most of the outdoor space located in the front of the home. Ideally situated near Lake Elbert, Downtown Winter Haven, Polk State College, shopping, dining, parks, and medical facilities, this home offers both convenience and character. Schedule your private showing today!

961 Drexel Avenue Ne, Winter Haven

$292,900

4 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise Phase 4 SubDv. ⋅ 33884 Zip Code

Pre-Construction. To be built. Introducing the Harper floorplan at Harmony at Lake Eloise, where every square foot is put to use with sophistication and comfort. Inside this 4 bedroom, 2 bathroom home, you’ll find 1,665 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing granite and tile floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The chef's kitchen is a true highlight, boasting granite countertops, sleek stainless steel appliances, and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms has flexibility for various lifestyles. The primary suite is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Like all homes in Harmony at Lake Eloise, the Harper 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. Whether you're seeking a peaceful family retreat or a stylish place to call your own, this home is sure to meet your every need. Contact us today and find your home at Harmony at Lake Elosie. *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.*

3310 White Indigo Road, Winter Haven

$249,000

3 Beds ⋅ 2 Baths ⋅ Crescent View SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Short Sale. Charming, move-in ready 3-bed, 2-bath home in a peaceful Winter Haven community. Features an open living/dining layout, updated kitchen with modern finishes, and spacious bedrooms. Enjoy plenty of natural light, a private backyard perfect for gatherings and outdoor living, and an attached 2-car garage. Well-maintained and thoughtfully updated, this home offers both comfort and convenience. Monthly HOA of just $50 includes community maintenance for worry-free living. Close to shopping, dining, schools, and major roadways for easy commuting. Don’t miss this opportunity to own in a quiet, established neighborhood — schedule your showing today!

6518 Crescent Loop, Winter Haven

$265,000

3 Beds ⋅ 2 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code

One or more photo(s) has been virtually staged. Opportunity for an assumable mortgage at a 4.5% interest rate, subject to lender approval and buyer qualification! Nestled in the growing Villamar community, this beautifully maintained 3-bedroom, 2-bath Meritage Home offers modern comfort and an ideal location near Chain of Lakes Elementary. Built with energy efficiency in mind, this newer home features an inviting open-concept floor plan where the kitchen flows seamlessly into the spacious great room—perfect for entertaining and everyday living. The kitchen showcases quartz countertops, stainless steel appliances, a pantry, and ample cabinetry for storage. Sliding glass doors off the family living area leads to the backyard, offering easy indoor-outdoor living. The thoughtfully designed split-bedroom floor plan provides privacy, with two secondary bedrooms and a guest bath located at the front of the home, while the primary suite is tucked away off the great room. The spacious owner’s retreat includes quartz countertops, dual sinks, a walk-in tile shower, and a generous walk-in closet. Ceramic tile flooring enhances the main living areas with a clean, modern aesthetic, while the bedrooms provides comfortable carpeting. Residents of Villamar enjoy resort-style amenities, including a community pool with lap lane overlooking Crystal Lake, playground, and convenient community mailboxes. The location offers quick access to Route 27 for commuting to Orlando and is just minutes from Legoland, shopping centers, Publix, and Walmart. This community is only two miles from Legoland and in close proximity to Posner Park which offers many stores, restaurants and entertainment for your family, as well as the Orlando's theme parks. Discover the perfect blend of comfort, convenience, and community in this move-in ready home. The photographs included in this listing were taken during a previous rental listing. The property may appear slightly different at time of showing. One or more photos have been modified or virtually staged for illustrative purposes.

2362 Brassie Court, Winter Haven

$210,000

2 Beds ⋅ 2 Baths ⋅ Oakview SubDv. ⋅ 33880 Zip Code

Move-in ready with a NEW ROOF (2024), updated major systems, and brand-new kitchen appliances, this beautifully maintained villa offers the low-maintenance Florida lifestyle you've been waiting for. Located in the desirable 55+ Oakview community of Winter Haven, this thoughtfully updated 2-bedroom, 2-bath home has been strategically repositioned to reflect today's market, creating an exceptional opportunity for buyers seeking comfort, value, and peace of mind. Inside, you'll find 1,220 square feet of well-designed living space featuring an open and inviting floor plan, spacious bedrooms with walk-in closets, and abundant natural light throughout. The screened lanai provides the perfect place to enjoy your morning coffee, relax with a good book, or entertain friends while taking advantage of Florida's year-round sunshine. The kitchen has been refreshed with brand-new stainless steel appliances, making this home truly move-in ready with no immediate projects to tackle. Additional major improvements, including the 2019 HVAC system, allow you to focus on enjoying your new home instead of worrying about costly updates. A unique feature of this villa is the screened garage door system, creating a versatile space that allows fresh air to circulate while expanding the way you can enjoy your garage—an added benefit that Florida homeowners truly appreciate. Whether you're looking to downsize, retire, or simply enjoy a lock-and-leave lifestyle, Oakview offers the convenience of low-maintenance living with the HOA providing lawn care and exterior maintenance, giving you more time to enjoy everything Central Florida has to offer. Now competitively positioned in today's market, this home represents one of the best values currently available in Oakview. Opportunities like this don't come along often—schedule your private showing today and experience the comfort, convenience, and lifestyle this exceptional villa has to offer.

1581 Oakview Circle Se, Winter Haven

$249,900

3 Beds ⋅ 3 Baths ⋅ Harbor At Lake Henry SubDv. ⋅ 33881 Zip Code

Under Construction. 2-story new construction townhome with 1,604 square feet, 3 bedrooms, and a covered lanai, located in the brand-new Harbor of Lake Henry community. Downstairs, enjoy an open layout and a gourmet kitchen with, shaker-style wood cabinets, Samsung stainless steel appliances, including a pantry. The spacious gathering room opens to your covered lanai. The entire lower level and upstairs baths are finished with luxury vinyl plank flooring, with stain-resistant carpet in the bedrooms. Upstairs, you'll find three spacious bedrooms including your owner's suite complete with a walk-in wardrobe, linen closet, and a private en-suite bath with dual vanities and a tiled shower. Additional features for your convenience include a half bath downstairs, upstairs hall bath for the secondary bedrooms, energy-efficient insulation and windows, and a full builder warranty.

349 Wharf Way, Winter Haven

$289,900

4 Beds ⋅ 2 Baths ⋅ Bretton Ridge SubDv. ⋅ 33884 Zip Code

Welcome to 2128 Bretton Ridge Blvd, Winter Haven, FL 33884, a beautifully maintained 4-bedroom, 2-bath home built in 2017 and ideally situated in the desirable Winter Haven area of Polk County. With 1,560 square feet under roof, this move-in ready residence offers an open, thoughtfully designed floor plan that balances comfort and functionality. The spacious living and dining areas connect seamlessly to the kitchen, creating a bright, airy environment perfect for everyday living and entertaining alike. The primary suite serves as a private retreat, complete with an en-suite bath and generous closet space. Three additional bedrooms provide versatility for guests, a home office, or a growing household. Enjoy true Florida living from your screened rear patio — the perfect space for morning coffee, evening relaxation, or weekend gatherings without the bother of insects. Built in 2017, this home delivers the benefits of newer construction while being located within an established and conveniently positioned Winter Haven community. Just minutes from shopping, dining, medical facilities, quality schools, and major roadways, you’ll have easy access to Lakeland, Orlando, and Tampa. Known for its scenic Chain of Lakes, welcoming community atmosphere, and steady growth in the Polk County real estate market, Winter Haven continues to attract buyers seeking value and lifestyle — making this property an excellent opportunity for first-time buyers, relocating families, or investors in the 33884 area.

2128 Bretton Ridge Boulevard, Winter Haven

$257,999

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

Welcome to this spacious and recently upgraded home sitting on a rare 0.40-acre corner lot with NO HOA and NO CDD, giving you the freedom and space you’ve been looking for. Major recent improvements include updated HVAC, electrical, and plumbing systems for added peace of mind, along with attractive interior upgrades featuring modern flooring, an updated kitchen with stylish cabinetry and stainless-steel appliances, and refreshed bathrooms with contemporary tile finishes. The oversized lot offers endless possibilities and plenty of room to park your RV, boat, jet ski, work vehicles, or recreational toys worry-free — something hard to find in today’s market. Conveniently located near major supermarkets, restaurants, schools, and main roads for easy commuting, this property is ideal for homeowners seeking space and flexibility or investors looking for a strong opportunity. Schedule your private showing today and discover the value, freedom, and potential this unique property has to offer!

1701 36th Street Nw, Winter Haven

$279,900

3 Beds ⋅ 2 Baths ⋅ Peach Crossings SubDv. ⋅ 33884 Zip Code

Welcome to Peach Crossings, a brand-new community in Winter Haven! This beautiful three-bedroom, two-bathroom home is designed with both comfort and style in mind. The kitchen is a true highlight, featuring expansive counter space, perfect for meal prep and entertaining. It comes fully equipped with Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave—all included at no extra cost! The combination of granite countertops and crisp white cabinetry creates a timeless and elegant look. This home also features high ceilings, enhancing the open and airy feel throughout the living spaces. Enjoy outdoor living on the covered patio, an ideal space for relaxing, dining, or enjoying the Florida weather. This home also comes with energy-efficient features, such as double-pane windows, a programmable thermostat, coach lighting, and a Wi-Fi-enabled garage door opener for modern convenience. A mudroom just off the garage provides a functional space to store shoes, bags, and coats, helping to keep the home organized. Conveniently located next to the laundry room, this area makes everyday tasks easier. Enjoy exceptional value and lower monthly costs with NO CDD fees in this beautiful community located in the heart of Polk County. Peach Crossings offers the perfect balance of peaceful lake living with easy access to shopping, dining, and local attractions. Families will appreciate the top-rated Polk County schools, and the community features a children’s playground and a picnic area for all to enjoy. Don’t miss this opportunity—schedule your showing today!

1798 White Elephant Loop, Winter Haven

$259,000

3 Beds ⋅ 2 Baths ⋅ Elwood Heights SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Short Sale. SHORT SALE APPROVED. LIST PRICE APPROVED BY BANK. Amazing opportunity to purchase a 3 bedroom, 2 bath home situated on a spacious ¼ acre lot with NO HOA. Priced to sell and offering exceptional value. The home features an open floor plan with a spacious living room, kitchen and dining combination, and additional family room space. The primary bedroom is generously sized and includes a private en suite bathroom. A bonus room with exterior access provides flexible space for a home office, game room, or additional living area. Attached oversized 1 car garage. The kitchen includes appliances and a breakfast bar. The covered outdoor area and wood deck have great potential for entertaining, and the fenced backyard with no rear neighbors adds privacy and space. Subject to lender approval. Home does now have some deferred maintenance.

113 Citrus Drive, Winter Haven

$220,000

2 Beds ⋅ 2 Baths ⋅ Lucerne Park Fruit Assn SubDv. ⋅ 33881 Zip Code

One or more photo(s) has been virtually staged. Enjoy true Florida lakefront living in this spacious 2-bedroom, 2-bath home offering almost 1800 square feet of heated living space, perfectly positioned on a waterfront lot with your OWN private dock, ideal for relaxing, fishing, or simply taking in the peaceful views of Lake Henry. Inside, the home features a large kitchen with a center island, Stainless Steel appliances including a built-in oven & cooktop, with plenty of cabinet space for storage & functionality. The oversized family room offers some of the most beautiful lake views in the home, creating a bright & welcoming gathering space. French doors lead into the additional Florida room under air and heat, where the panoramic water views continue and provide a perfect year-round retreat. Both bedrooms are generously sized, with the primary suite featuring a large ensuite bathroom complete with a walk-in closet, double sinks, a shower, & a garden tub. The guest bathroom has been updated, offering a fresh and modern feel. Additional interior features include an entry foyer, inside laundry room, and ample storage space including a dedicated storage room. Outdoor living is just as impressive, with oversized parking, a carport, a large, screened room, a paved open patio, & an additional storage shed. The combination of covered and open spaces makes it easy to enjoy the Florida lifestyle throughout the year. Major updates include a new roof in 2025, updated windows, & updated plumbing for added peace of mind. Located in Lake n Golf Estates, a desirable lakefront, LAND-OWNED 55+ community, residents enjoy access to amenities including a pool, spa, clubhouse, shuffleboard, & community boat ramp & dock, with boat slips available subject to availability. Conveniently situated near Hwy 27, medical facilities, shopping, and dining, the community also offers low HOA fees of $550 per year, adding to its overall appeal. Schedule your private showing today, lakefront homes at this price point do not last long.

6825 S Lake Henry Drive Ne, Winter Haven

$239,900

2 Beds ⋅ 2 Baths ⋅ Orchid Springs Patio Homes SubDv. ⋅ 33884 Zip Code

With expanded living areas and versatile spaces, this home offers a comfortable and practical Florida lifestyle in a well-established Winter Haven community. New flooring and fresh interior paint provide a clean, neutral foundation ready for its next owner. Tucked toward the back of the community and accessed by charming, canopy tree-lined roads, the setting offers a peaceful, neighborhood feel ideal for evening walks or bike rides. The enclosed Florida room adds valuable square footage and serves as a flexible extension of the main living area, perfect for everyday living or casual entertaining. A fully enclosed and roofed former atrium creates a unique bonus space that can be enjoyed year-round, offering additional flexibility for hobbies, relaxation, or storage. The fenced backyard provides a private outdoor retreat and features resident koi fish, adding a tranquil touch. The home is equipped with a whole-house generator, offering dependable peace of mind. Residents also enjoy access to the community clubhouse and amenities. Conveniently located near shopping, dining, medical facilities, and major roadways, this property combines comfort, function, and location within a charming, established neighborhood.

447 San Jose Drive, Winter Haven

$248,000

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

Enjoy the best of Florida living with tranquil lake views welcoming you home to this charming residence. Bright, airy, and filled with natural light, the thoughtfully designed floor plan offers a seamless flow that's ideal for both everyday living and effortless entertaining. The functional layout combines comfort, style, and low-maintenance convenience. Step outside to a fully fenced backyard offering privacy, versatility, and plenty of room to make it your own. Whether you're creating a play area for pets, hosting family and friends, starting a garden, or simply unwinding in your private outdoor retreat, this backyard is ready to fit your lifestyle. Combined with the peaceful water views, it creates a relaxing setting you'll enjoy year-round. Ideal for first-time homebuyers, downsizers, seasonal residents, or investors, this home offers the perfect blend of charm, functionality, and scenic appeal. Conveniently located in desirable Central Florida, it presents an outstanding opportunity to enjoy comfortable living in a beautiful setting.

2122 Lake Boulevard, Winter Haven

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Between $200K - $300K Winter Haven Real Estate