Between $300,000 - $400,000 Winter Haven FL Real Estate, Homes, Condos for Sale

4 Beds ⋅ 3 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code

Virtually Staged. Under Construction. Welcome to this stunning Poinciana floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 3-bath home offers 2,110 square feet of living space, and provides excellent curb appeal in it's elevation. Inside, you'll find gorgeous white cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests.

304 Meredith Boulevard, Winter Haven

$304,990

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

Virtually Staged. Under Construction. Hillcrest floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2-bath home offers 1,758 square feet of living space and provides excellent curb appeal in its elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests.

300 Meredith Boulevard, Winter Haven

$399,000

4 Beds ⋅ 3 Baths ⋅ Pine Terrace Rep SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 3-bathroom pool home situated on a desirable corner lot in Winter Haven! Offering a flexible floor plan, the spacious 4th bedroom can easily serve as a bonus room, home office, playroom or guest suite to fit your lifestyle. Inside, you'll find a stylish luxury vinyl plan flooring throughout and an open-concept living area perfect for everyday living and entertaining. The kitchen features granite countertops, ample cabinetry and an eat-in dining area. Step outside to your private backyard oasis complete with a sparkling pool, ideal for enjoying Florida's year-round sunshine. With a low HOA and a convenient location between Tampa and Orlando, this home offers the perfect combination of comfort, flexibility, and value. Schedule your private showing today!

2925 E Lake Hartridge Drive, Winter Haven

$326,900

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

Welcome to 2610 San Marco Way, a beautiful Highland Homes Raychel floor plan located in the highly desirable Villamar community of Winter Haven. Offering 4 bedrooms, 2 bathrooms, and a spacious open-concept design, this home was thoughtfully built for both everyday living and entertaining. The heart of the home features a large kitchen island overlooking the living and dining areas, an oversized walk-in pantry, and plenty of space for gathering with family and friends. The spacious owner's suite serves as a private retreat, complete with a tray ceiling, walk-in closet, and ensuite bath. What truly sets this home apart are the upgrades already in place. Enjoy your morning coffee on the screened front porch, unwind in the screened rear lanai, or host family and friends in the fully fenced backyard. These valuable additions have already been completed, saving you time and money after closing. Residents of Villamar enjoy access to a resort-style community pool, playground, and walking trails. Conveniently located just minutes from Legoland Florida Resort, the new Publix shopping center, restaurants, medical facilities, and major roadways, this home offers the perfect blend of comfort and convenience. Why wait for new construction when this move-in ready home already includes some of the most sought-after upgrades? Schedule your private showing today and discover all that 2610 San Marco Way has to offer.

2610 San Marco Way, Winter Haven

$349,500

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Atlee Add SubDv. ⋅ 33884 Zip Code

5553 Hogan Lane, Winter Haven, Fl. 33884 is located in Lake Ashton, a Gated and Guarded Premier 55+ community with Resort Style Amenities, Planned Activities, (2)-18 Hole Golf Courses, Pro Shop and Boat Slip Rentals. This St. Croix floor plan home with tile flooring throughout has a view of Lake Hart and has no backyard neighbors. You'll love the unobstructed view of the lake and the tranquil living this home offers. Upon entering you will love the Open and Spacious living area with cathedral ceilings, giving the home an expansive and airy feel. The focal point from the entrance of this home is the water view in the back of the home. Double French Doors open to the covered lanai and extended birdcage. This 2 Bedroom/2 Bath home with Flex Room offers over 1,858 sq. ft. living area. The expanded kitchen with additional cabinetry provides an abundance of storage and counter top space. Kitchen highlights include: granite countertops, tiled backsplash, maple cabinets, gas stove, breakfast bar and pendant lights. Initial Construction upgrades in this home include: pocket doors, 250 gallon propane tank buried to service stove & gas grill hook up, whole house water softener system, fans in all rooms, a whole house (except A/C) generator, the lanai is wired for hurricane shutters. The garage floors have epoxy finish, skeeter beater, wire shelving, attic above garage has flooring with pull down stairs for additional storage. Improvements since 2023 include: A/C Heat Pump and Air Handler have been replaced, Closets added to the Entry way, Guest Room and Flex Room, New Interior Paint, New Bosch Dishwasher, New Hardware on Cabinetry, Recessed Lighting in the Kitchen, New Chandelier, New Door Handles with Locks, New Toilets, Towel Fixtures, New Landscaping with Poured Curbing, New Plants and Rock. Residents in Lake Ashton enjoy a Main Clubhouse with Movie Theater, Bowling Lanes, Card, Craft and Billiard Rooms, Fitness Center and Outdoor Pool. There is also a Health and Fitness Center with Indoor Pool, Card, Craft and Billiard Rooms, Fitness Center with Sauna, Indoor 1/2 Court Basketball, Indoor Racquetball. Bocce Courts, Pickle Ball, and Tennis Courts are Enjoyed by Residents, Too. There is a great variety of clubs & activities available for residents. You can be as active as you like, or stay put & enjoy the serenity of your new home. Make an appointment to tour this home today!

5553 Hogan Lane, Winter Haven

$309,990

3 Beds ⋅ 2 Baths ⋅ Buckeye Pointe SubDv. ⋅ 33881 Zip Code

Schedule your showing before it’s gone!! Check out this beautiful custom home. It sits on a big corner lot and it is the newest house in the neighborhood. Some of the items this home comes with include 9’4 ceilings, 8ft doors, open floor concept, crown molding, St. Augustine grass, irrigation system, insulation injected into the block, custom stone back wall in the living room, ceramic tile, granite counter tops, custom closets, a range hood, real wood cabinets, a back patio pergola, gutters,LED lighting throughout the home and so much more!! So schedule your showing to see this beauty before its to late.

3014 Buckeye Pointe Drive, Winter Haven

$307,900

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

Under contract-accepting backup offers. Welcome home! Located in the heart of Winter Haven, this BEAUTIFULLY RENOVATED POOL HOME offers the perfect blend of comfort, style, and outdoor living at an incredible value. Featuring 3 spacious bedrooms and 2 bathrooms, this move in ready home was thoughtfully designed for both everyday living and entertaining .Step inside and immediately fall in love with the STUNNING FULLY RENOVATED MODERN KITCHEN featuring newer stainless appliances, all-new cabinetry, gorgeous granite countertops, and a custom coffee bar perfect for your morning routine. The OPEN CONCEPT FLOORPLAN creates a bright and inviting atmosphere with seamless flow between the kitchen, dining, and living spaces, making this home ideal for hosting family and friends. Additional interior upgrades include NEW TILE FLOORING THROUGHOUT, fresh interior paint, and beautifully remodeled bathrooms complete with updated vanities and toilets. Every detail has been thoughtfully updated to provide a clean, modern, and stylish feel throughout the entire residence. Outside, your PRIVATE BACKYARD OASIS awaits! The stunning pool and spa, installed in 2025, features all equipment still under warranty, creating a worry free opportunity for the next owner. Enjoy relaxing or entertaining year-round on the EXTRA LARGE SCREENED IN LANAI featuring new double insulated roof panels, three oversized ceiling fans, installed power access, and a mounted TV bracket ready for game days or outdoor movie nights. The FULLY FENCED BACKYARD with privacy fencing provides the perfect space for pets, family gatherings, or simply relaxing in peace and tranquility. Located in a quiet and desirable community with a LOW ANNUAL HOA, this home truly checks all the boxes whether you are looking for your first home, a vacation retreat, or the perfect place to entertain. Schedule your private showing today!

3312 Queens Cove Loop, Winter Haven

$323,250

3 Beds ⋅ 2 Baths ⋅ Villamar Ph 5 SubDv. ⋅ 33884 Zip Code

Spacious 3-Bedroom Home with Investment Potential Welcome to this beautifully maintained home featuring three generously sized bedrooms, including a primary suite with a walk-in closet, offering ample storage and comfort. The two additional bedrooms each feature built-in closets, perfect for family, guests, or tenants. Enjoy the convenience of two full bathrooms, a bright and open floor plan, and expansive living and dining areas that create the perfect space for entertaining or relaxing. The modern kitchen is both stylish and functional, ready for daily cooking or hosting gatherings. Additional highlights include a 2-car attached garage for secure parking and storage, and ceiling fans in all bedrooms and the living room, ensuring comfort and energy efficiency year-round. The home is also equipped with seamless gutters around the entire house, offering long-term durability and low maintenance. Whether you're looking for a primary residence or a smart investment property, this home checks all the boxes. With its spacious layout, attractive features, and low-maintenance upgrades, it’s a fantastic opportunity for investors seeking long-term value and strong rental appeal. Don't miss out—schedule your showing today and discover the potential this property offers!

2748 San Marco Way, Winter Haven

$400,000

2 Beds ⋅ 2 Baths ⋅ Lake Elbert Heights Unit 01 02 Rep SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. This architecturally significant residence offers a rare blend of iconic mid-century design and historical provenance. One of only a few remaining original 1957 Craney Spec homes, the home was designed by celebrated architect Gene Leedy. Regarded as a legend and an icon, Leedy’s importance in history is prominent as a pioneering architect of the Sarasota School of Architecture movement, famous for integrating mid-century modernism with Florida’s climate. This historic residence showcases Leedy’s signature aesthetic, seamlessly merging natural surroundings with interior and exterior living spaces. Meticulously maintained landscaping and fig vines accent the perimeter walls, adding to the property's quintessential style. Clean lines and a seamless connection between interior and exterior spaces define the home’s architectural character. Floor-to-ceiling sliding glass walls, Ocala block, structural beams, and rich mahogany paneling demonstrate Leedy’s mastery of space, proportion, and detail as well as his talent for displaying the beauty of raw materials rather than covering them up. Drexel Avenue remains a celebrated example of Leedy's Florida climate-responsive Mid-Century Modern homes. In 1989, the home was remodeled by Leedy himself. The redesign improved functionality by extending the primary bedroom and primary bathroom walls, adding depth while creating additional storage and a more versatile living space. Other interior highlights include rich tongue-and-groove wood ceilings, a floating gas fireplace, built-in shelving, and wide unobstructed views of the peaceful landscape. The kitchen and both bathrooms have been gutted, providing a blank canvas for a personalized restoration, allowing you to blend historic character with modern convenience. The dining area overlooks the courtyard, creating a stronger connection to the outdoors. The guest bedroom can also serve as an office, with a sliding glass wall that opens to the backyard. Other features include interior and exterior post-and-beam construction, an enclosed garage, original wrought-iron front gate, outdoor shower, tankless water heater, ample storage, track lighting throughout, central air conditioning, lush gardens, a relaxing courtyard for enjoying Florida's cooler days and evenings, and an eight-foot perimeter wall with ambient downlighting throughout. Gene Leedy chose to bring his modernist vision to Winter Haven, a city uniquely shaped by his work. Winter Haven is situated between Orlando and Tampa and surrounded by lakes and year-round pleasant weather. The Lake Elbert Trail is just two blocks away, and downtown is an easy bike ride or enjoyable walk. Polk State College and other everyday conveniences are only minutes from Drexel Avenue. One or more photos have been virtually staged. UPDATE ON PRICE!!!! The home’s remodel (after interior cosmetic demolition) has recently begun, with the goal of preserving the home’s key historic mid-century elements. Key areas of improvement are: New electric wiring throughout the home; all new PEX plumbing to replace original galvanized plumbing; non-tempered sliding glass door glass is being replaced with modern tempered safety glass and new sliding glass door track glides--so the walls of glass slide easily. The original frames from the sliding glass doors will be preserved, thus maintaining the home’s historic integrity. A price adjustment has been made accordingly for these items.

1549 Drexel Ave Ne, Winter Haven

$364,999

3 Beds ⋅ 2 Baths ⋅ Lake Ring SubDv. ⋅ 33884 Zip Code

WATERFRONT VIEWS, Private Screened POOL, Nearly ½ Acre Lot, NO HOA, Expansive Screened Lanai, Spacious Indoor & Outdoor Living Room for Boat, RV & Toys (verify restrictions), Established Neighborhood, Convenient Winter Haven Location Welcome to your own private Florida retreat! Nestled on an oversized waterfront lot in one of Winter Haven's established neighborhoods, this beautifully maintained pool home offers the perfect blend of comfort, privacy, and outdoor living. Wake up each morning to peaceful water views, spend sunny afternoons relaxing by the sparkling screened pool, and entertain family and friends on the expansive lanai designed for year-round Florida living. With nearly half an acre of land, there's plenty of room to spread out while enjoying the serenity of your own backyard oasis. Inside, you'll find spacious living areas filled with natural light and a functional floor plan that is perfect for everyday living and entertaining alike. Whether you're hosting holiday gatherings, enjoying quiet evenings overlooking the water, or creating lasting memories poolside, this home delivers the Florida lifestyle buyers dream about. Located just minutes from shopping, dining, medical facilities, golf courses, and LEGOLAND Florida Resort, with convenient access to both Tampa and Orlando, you'll enjoy the perfect balance of peaceful surroundings and everyday convenience. This is more than just a home—it's a lifestyle. Whether you're looking for a primary residence, a place to entertain, or your own private escape, this exceptional waterfront pool home checks all the boxes. Schedule your private showing today! Don't miss this rare opportunity to own a home where every day feels like a vacation. Schedule your private showing today! **Home is currently on AirBnb so showings are limited based on bookings ** FREE Incentive: Sellers preferred lender offering a 1-0 temporary rate buydown and/or lender credits up to 1 point for qualified buyers.

146 Lake Ring Drive, Winter Haven

$394,999

4 Beds ⋅ 2 Baths ⋅ Terranova Ph 04 SubDv. ⋅ 33884 Zip Code

$10,000 SELLER CONTRIBUTION AVAILABLE! Discover this spacious 4-bedroom, 2-bath, 1,960 SqFt home in the gated Terranova community of Winter Haven, offering the comfort, privacy, and location today’s buyers are looking for—all just minutes from LEGOLAND Florida Resort. Step inside to an inviting and functional layout with generous living spaces designed for everyday comfort and entertaining. Outside, enjoy your own private retreat with a fully fenced backyard and relaxing spa/jacuzzi—perfect for unwinding after a long day or enjoying Florida living year-round. Terranova offers the added benefits of gated access, NO CDD, and a low HOA, providing an attractive combination of community living and affordability. The home is conveniently located near shopping, dining, medical facilities, schools, entertainment, and major Central Florida destinations. The property is equipped with leased solar panels. The solar will be transferred to the buyer subject to the solar provider’s requirements and approval. Additional information regarding the solar is available upon request. Seller is offering up to $10,000 toward buyer’s closing costs and/or prepaids with an acceptable, subject to lender and program limitations. Ask about available financing and down payment assistance options that may help make homeownership more accessible. Schedule your private showing today and discover everything 301 Terranova Blvd

301 Terranova Boulevard, Winter Haven

$309,900

3 Beds ⋅ 2 Baths ⋅ Oak Preserve Ph 01 SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Welcome to this spacious 3-bedroom, 2-bath home with a dedicated office/flex room in the Oak Preserve neighborhood of Winter Haven. Offering a popular split-bedroom floor plan, generously sized rooms, an open-concept layout, and attached two-car garage, this home provides the space and flexibility today's buyers are looking for. The kitchen serves as the heart of the home, featuring abundant cabinet and counter space, two pantries, a breakfast bar, and a large dining nook with room for a full-sized table and chairs. The kitchen flows seamlessly into the living room and formal dining area, creating an ideal setup for entertaining guests, hosting holidays, or simply enjoying everyday life. The private primary suite offers a spacious retreat with a large walk-in closet and an ensuite bath featuring dual sinks, a soaking tub, and a separate shower. Two additional bedrooms and a generously sized office/den provide plenty of room for family, guests, remote work, hobbies, or a playroom. Outside, the fenced backyard offers privacy and space to enjoy the Florida lifestyle. A standout feature of the property is the detached 10' x 20' workshop complete with electricity and its own mini-split air conditioning system. Whether you need a workshop, home gym, studio, storage space, or a place to pursue your hobbies, this versatile building provides endless functionality. The home has been well maintained, and the sellers plan to install a new roof prior to closing, providing added value and peace of mind for the future owner. The yard is ready for a fresh landscaping vision, creating an opportunity to personalize the outdoor space and enhance the home's curb appeal. Conveniently located near shopping, dining, medical facilities, schools, and major roadways, this Winter Haven home combines a functional floor plan, flexible living spaces, a fenced yard, detached workshop, and an excellent location. If you've been searching for a move-in ready home with space to spread out and room to make it your own, this property deserves a closer look.

4000 Oak Preserve Drive, Winter Haven

$399,900

3 Beds ⋅ 2 Baths ⋅ Island Lakes SubDv. ⋅ 33881 Zip Code

Welcome to this beautifully maintained waterfront home on an oversized lot in the desirable Island Lakes community. This contemporary residence combines comfort, functionality, and breathtaking lake views. Step inside to discover an open-concept floor plan with soaring cathedral ceilings, abundant natural light, and a desirable split-bedroom layout. The spacious primary suite has views of the lake and access to the screened in back porch. The ensuite includes a large walk-in closet, dual vanity, soaking tub, shower and private water closet. The comfortable great room flows seamlessly into the kitchen and dining areas, creating the perfect setting for everyday living and entertaining. Secondary bedrooms are generously sized and perfect for family and guests. The true highlight of this property is the direct frontage on Lake Rochelle, part of Winter Haven's renowned Chain of Lakes. Your private dock is perfect for fishing or parking your boat. Enjoy peaceful views and breezes from the screened rear porch overlooking the water. Roof replaced in 2024, all new LVP in the family and dining rooms. Whether you enjoy boating, fishing, water sports, or simply relaxing by the lake, this property offers the Florida lifestyle you've been dreaming of. Pack your bags and move in today!

4111 Island Lakes Drive, Winter Haven

$369,950

3 Beds ⋅ 2 Baths ⋅ Orange Hill Sub SubDv. ⋅ 33880 Zip Code

This new construction build sits on almost an acre (.72) and is a comfortable and cozy home with 3 bedrooms, 2 bathrooms and 1,467 square feet of living space. A rare opportunity awaits with the neighboring newly constructed home also available for purchase! Whether you're looking to create a private family compound, live next door to parents, grandparents, or siblings, or simply have your best friends as neighbors, this unique offering provides endless possibilities while allowing everyone to enjoy the comfort and privacy of their own beautiful home. The foyer opens to the spacious dining and great rooms, with raised ceilings throughout the home, and there's convenient access to the outdoor patio from the living space. The kitchen features a large island. The primary bathroom boasts a separate shower and tub, and this home comes equipped with ample storage space including two oversized primary walk-in closets, a pantry in the kitchen, a linen closet and a coat closet. The 2-car garage provides additional storage and laundry space. This home is located in a quiet neighborhood off Winter Lake Rd, close to all of the amenities Lakeland or Winter Haven have to offer! With no HOA, there's room for your boat, RV, or other outdoor vehicles. USDA FINANCING AVAILABLE FOR ELIGIBLE BUYERS, WITH NO MONEY DOWN. CALL TODAY FOR MORE DETAILS.

3038 Thornhill Road, Winter Haven

$389,950

4 Beds ⋅ 2 Baths ⋅ Orange Hill Sub SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. This charming 4-bedroom, 2-bathroom new construction build features an open floor plan and 1,778 square feet of living space, all while sitting on a .73 acre lot. The backyard includes a spacious 24x30 steel workshop with electricity, making it the perfect space for hobbies, DIY projects, or extra storage. A rare opportunity awaits with the neighboring newly constructed home also available for purchase! Whether you're looking to create a private family compound, live next door to parents, grandparents, or siblings, or simply have your best friends as neighbors, this unique offering provides endless possibilities while allowing everyone to enjoy the comfort and privacy of their own beautiful home. The spacious great room, with high vaulted ceilings is perfect for family movie nights in, with convenient access to the back patio. The large open kitchen caters to family living as well as entertaining with its lengthy seated bar for that delicious morning breakfast, and is located perfectly in between the great room and dining area. The ample primary bedroom is enhanced by its dual-sink vanity bathroom and walk-in closet featuring a linen closet within. Additionally, the spacious garage provides additional storage and leads directly into the home’s designated laundry space. This home is located in a quiet neighborhood off Winter Lake Rd, close to all of the amenities Lakeland or Winter Haven have to offer! With no HOA, there's room for your boat, RV, or other outdoor vehicles. USDA FINANCING AVAILABLE FOR ELIGIBLE BUYERS, WITH NO MONEY DOWN. CALL TODAY FOR MORE DETAILS.

3036 Thornhill Road, Winter Haven

$389,999

3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code

Discover this beautifully remodeled home located in the desirable Jan Phyl Village community. This property offers the perfect combination of comfort, functionality, and space to enjoy Florida living. The home features 3 bedrooms, 2 bathrooms, a cozy wood-burning fireplace, and a versatile bonus room that can be adapted to fit a variety of needs. The interior provides a warm and inviting atmosphere filled with natural light. Step outside to enjoy a private pool and a fully fenced backyard, ideal for entertaining, relaxing, or enjoying the Florida sunshine. The property includes two lots, offering added privacy and flexibility for future possibilities. Conveniently located near shopping, dining, entertainment, and everyday conveniences. With no HOA restrictions, this property offers greater flexibility for both homeowners and investors. A wonderful opportunity to own a move-in-ready home in a prime Winter Haven location.

614 Sidney Circle, Winter Haven

$314,900

3 Beds ⋅ 3 Baths ⋅ North Lake Elbert Heights SubDv. ⋅ 33881 Zip Code

Great Location! NO HOA! New Roof, New AC, 3 New Bathrooms, New Front Door, New Floors etc. Next to Polk State College, Lake Elbert Walking Path, Boat Launch and only 2 miles from Downtown Winter Haven. Fresh paint inside and out. The West side of the house has its own access if you want to use the 3rd bedroom as a mother-in-law suite or rent it out privately. The house access is through the newly paved back alley with a large carport in a quiet neighborhood. It has a Large backyard and awesome neighbors. This house is a great place for a family or someone looking to enjoy the lake, walking path, quiet neighborhood or outdoors.

6 Golfview Circle Ne, Winter Haven

$355,900

5 Beds ⋅ 3 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code

Investors Only. Leased through August 31, 2027, at $2,575/month. Landlord provides lawn care. No rear neighbors and entirely fenced for privacy! Low HOA dues and bonus room/loft plus office space. Open concept with luxury laminate flooring throughout including stairs. Full-sized kitchen island with seating and plenty of counter space for food prep. Stainless steel appliances. The dining and family room combo offers plenty of natural lighting with slider glass doors leading to your outdoor patio overlooking the conservation area. The master bathroom features two (2) walk-in closets. Enjoy the early morning sunrises sitting under your custom-built pergola in back. Screened front porch. Located 6 miles from Legoland Theme Park and Water Park.

270 Meadowbrook Boulevard, Winter Haven

$339,990

3 Beds ⋅ 2 Baths ⋅ Cypresswood Mdws SubDv. ⋅ 33884 Zip Code

Cypresswood Golf & Country Club welcomes you to 419 Greenfield Drive. This desirable gated golf community has a host of activities and treasures, but by far the most impressive one is this gem and it shows. As you pull up to the extended driveway, low maintenance landscape ushers you into a well appointed home. Once in the front door, sparkling floor tiles guide you through this beautiful 3 bedroom 2 bath split floor plan home. Quartz counters and wall to wall cabinet space give anyone that loves to cook the space they need to store items and create meals while hosting family or company. Right off of the kitchen there is a climate controlled Florida room, with an additional screened-in patio to the rear. When you are ready to retire for the evening, your primary bedroom has plenty of space to stretch out in and keep your belongings in the large walk-in closet. Move right in and leave your worries behind. Not only has the kitchen and flooring been recently upgraded, all your major components have been replaced within the last 5 years - brand new electric panel w/surge protection installed (May 2026), roof (2022) , water heater (2021), A/C (2021). Schedule your private tour and make this home yours for years to come.

419 Greenfield Road, Winter Haven

$309,000

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

One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3-bedroom, 2-bathroom home located in the desirable Winter Haven area! This move-in ready property offers a perfect blend of comfort, style, and modern updates throughout. From the moment you step inside, you’ll notice the upgraded accent wall paneling featured in the foyer, dining room, and spacious primary bedroom, adding warmth and custom character to the home. The dining room and foyer have also been enhanced with updated light fixtures that provide a fresh, elegant touch. Pride of ownership is evident throughout, as this home has been exceptionally well maintained and cared for. All appliances included and open to partially furnished. With inviting living spaces, a functional layout, and tasteful upgrades, this home is ideal for both relaxing and entertaining. Conveniently located near shopping, dining, schools, and major roadways, this property combines comfort and convenience in one attractive package. Don’t miss your opportunity to own this charming Winter Haven home — schedule your private showing today!

2108 Cartgate Lane, Winter Haven

$379,000

5 Beds ⋅ 3 Baths ⋅ Pinnacle Point SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Virtually Staged. Welcome to this beautifully updated, 5-bedroom, 3-bath home built in 2022, located in the sought-after Pinnacle Point community of Winter Haven. This home offers a spacious open floor plan filled with natural light and designed for comfortable everyday living. The kitchen features sleek finishes, modern appliances, and a large island that opens seamlessly to the main living and dining areas, making it ideal for both daily life and entertaining. The downstairs includes a bonus room, a full guest bathroom, and a guest bedroom, adding excellent flexibility for visitors or multi-generational living. Upstairs, a versatile loft provides additional living space perfect for a media room, office, or play area. The primary suite offers a private retreat with a large walk-in closet and a well-appointed bathroom, while the additional bedrooms provide plenty of space and versatility. The home features durable vinyl flooring throughout with no carpet,Welcome to this beautifully updated 5-bedroom, 3-bath home in the sought-after Pinnacle Point community of Winter Haven. This home offers a spacious open floor plan filled with natural light and designed for comfortable everyday living. The kitchen features sleek countertops, modern appliances, and a large island that opens seamlessly to the main living and dining areas, making it ideal for both daily life and entertaining. Upstairs, a versatile loft provides additional living space for a media room, office, or play area. The primary suite offers a private retreat with a large walk-in closet and well-appointed bath, while the additional bedrooms provide plenty of space and flexibility. The home features durable vinyl flooring throughout with no carpet, adding to its clean and low-maintenance feel. Step outside to a generously sized fully fenced in backyard, perfect for outdoor gatherings, pets, or relaxing evenings under the Florida sky, adding even more privacy and usability. Located close to LEGOLAND Florida Resort, shopping, dining, and medical facilities, and conveniently positioned between Tampa and Orlando, this home offers both comfort and convenience in a growing Central Florida location.

1396 Axel Circle, Winter Haven

$334,900

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code

Welcome to resort-style living in the highly sought-after Lake Ashton Golf Club Community! This impeccably maintained home is nestled on a quiet and secluded street, offering the perfect combination of privacy, comfort, and an active Florida lifestyle. From the moment you arrive, you will appreciate the pride of ownership and pristine condition of this beautiful residence. Designed for both everyday living and entertaining, the home offers spacious living areas, abundant natural light, and a floor plan that flows effortlessly throughout. One of the most valuable features of this property is that the CDD bond has been fully paid off, providing significant long-term savings and added value for the new owner. Lake Ashton is one of Central Florida's premier gated 55+ communities, offering an unmatched array of amenities and activities. Residents enjoy access to two private 18-hole championship golf courses, including one of the most challenging and highly regarded courses in the region, making it a favorite among golf enthusiasts. The community also features two expansive clubhouses, a state-of-the-art health and fitness center, resort-style pools, tennis and pickleball courts, bowling lanes, movie theater, ballroom, restaurant and lounge, arts and crafts facilities, numerous social clubs, and a private marina with access to beautiful Lake Ashton. Whether you are looking for an active retirement, a seasonal retreat, or your forever home, this exceptional property offers the perfect opportunity to enjoy the Florida lifestyle at its finest. Schedule your private showing today and discover why so many residents proudly call Lake Ashton home.

5312 Nicklaus Drive, Winter Haven

$334,900

4 Beds ⋅ 3 Baths ⋅ Villamar Ph 6 & Ph 6d SubDv. ⋅ 33884 Zip Code

NEW PRICE!! Welcome home to this beautifully designed 4-bedroom, 2.5-bath residence nestled on a desirable corner lot in the heart of Central Florida! From the moment you step inside, you’ll love the bright and open feel, complemented by stylish luxury vinyl plank flooring throughout the main living areas. The spacious kitchen is truly the heart of the home, featuring a large center island perfect for entertaining, meal prep, or gathering with family and friends, along with an oversized walk-in pantry offering an incredible amount of storage. The open-concept layout flows seamlessly into the living and dining spaces, creating an inviting atmosphere for both everyday living and hosting guests. Designed with functionality in mind, this home features a convenient guest half bath, while the secondary bedrooms are connected by a thoughtfully designed Jack-and-Jill bathroom layout. Step outside to enjoy the covered, screened-in lanai and partially fenced backyard, creating a private space to relax and enjoy Florida living. The corner lot adds extra curb appeal and a welcoming presence within the community. Located in a sought-after community with a resort-style pool and fantastic amenities, this home combines comfort, style, and convenience all in one. With easy access to shopping, dining, attractions, and everything Central Florida has to offer, this one checks all the boxes!

4519 Rapallo Avenue, Winter Haven

$315,000

4 Beds ⋅ 2 Baths ⋅ Villamar Ph 6 & Ph 6d SubDv. ⋅ 33884 Zip Code

4-bedroom, 2-bathroom home, you'll find 1,713 square fee of comfortable living. A Craftsman-style front porch welcomes you into the fully open living area featuring airy volume ceilings and sunny natural lighting. Unwind in your private owner's suite complete with a large walk-in wardrobe and a private en-suite bath with dual vanities, a tiled glass-enclosed shower, private toilet, and a linen closet. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz 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 quartz 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 are flexible 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 Villamar, 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. Priced to Sell !!

3408 Costello Circle, Winter Haven

$379,998

4 Beds ⋅ 3 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code

Fully Occupied Income Property | 3 Units | $4,300/mo Gross Rent | No Vacancy | Winter Haven Rare turnkey income property generating $4,300/month in gross rent — fully occupied with zero vacancy. This versatile multi-income single-family property features two interior apartments plus a separate rear cabin, each independently rented with established tenants in place. Landlord expenses are minimal: owner covers water (~$25/mo) and basic WiFi ($50/mo). Tenants handle electricity, lawn maintenance, and all other utilities — maximizing net cash flow from day one. 4 bedrooms | 2 bathrooms | 1,680 sq ft | Built 1965 | Polk County | Minutes from US-27, downtown Winter Haven, and Legoland Florida. Ideal for the buy-and-hold investor seeking immediate cash flow with low management overhead. Current leases transfer at closing. All financing welcome: Conventional | DSCR Loan | Cash.

215 Kilmer Lane, Winter Haven

$319,990

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

Under Construction. Ready in September 2026! The Atwood floor plan features 3 bedrooms, 2 full baths, approximately 1,600 sq. ft., an open-concept design, spacious kitchen island, private primary suite, and thoughtfully designed living spaces that combine comfort, style, and everyday functionality in a growing Central Florida location. Willowbrook North offers modern single-family homes in a boutique Winter Haven community near Lake Fannie and Willowbrook Golf Club, with convenient access to shopping, dining, Downtown Winter Haven, US-27, and I-4.

811 Andrew Street, Winter Haven

$356,940

5 Beds ⋅ 3 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code

Under Construction. The Ponte Vedra floor plan at Willowbrook North offers spacious two-story living with 5 bedrooms, 3 full baths, and approximately 2,371 square feet of thoughtfully designed space. This open-concept home features a modern kitchen overlooking the great room and dining area, a spacious primary suite, flexible living areas, and available options. Located near Lake Fannie and adjacent to Willowbrook Golf Club, Willowbrook North offers scenic surroundings with convenient access to shopping, dining, parks, downtown Winter Haven, and major commuter routes to Orlando and Tampa. Buyers will also enjoy energy-efficient features and modern interior finishes.

333 Meredith Boulevard, Winter Haven

$315,000

3 Beds ⋅ 2 Baths ⋅ Cedar Cove Ph 01 SubDv. ⋅ 33884 Zip Code

*With an acceptable offer, the seller will provide a NEW ROOF prior to closing! *NEW HOT WATER HEATER has already been installed. *Updates to the AC UNIT have been done. *All appliances stay with the sale of the home! *A Wood Destroying Organism (WDO) report, Four-Point Inspection, and Wind Mitigation Report are also available for buyer review. ***The majority of the repairs needed to be done on the report have already been completed! *Situated on more than a quarter acre!! *Privacy fence that has double-gate access *Expansive screened lanai measuring approximately 17' x 15' that overlooks the fenced backyard (and BIG lot behind home). *Brick paver patio *Detached storage shed *Located on a VERY QUIET cul-de-sac *Lots of space with 2 big oak trees! *The living room has vaulted ceilings *Step down living room to separate it from the foyer *Fireplace *Skylights *Spacious primary suite features: *his & her's closets, *motorized blackout blinds, and an *updated bathroom with a tiled walk-in shower and modern finishes. *The kitchen offers abundant cabinetry and *oversized pantry. *2 Large hall closets for extra storage *Even MORE cabinets in the laundry room *Fresh interior paint throughout the entire home and hard-surface flooring **The home is located minutes from PUBLIC BOAT RAMPS serving Lake Eloise and Winter Haven's renowned Chain of Lakes, offering convenient access to boating, fishing, watersports, and outdoor recreation. **Located 10 mins from LEGOLAND!

328 Vail Drive, Winter Haven

$364,900

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

Welcome to the Spring model in Peach Crossings, a spacious five-bedroom, three-bathroom, two-story home perfectly positioned on a premium corner lot with no rear neighbors, offering added privacy and an open, peaceful setting. From the moment you walk through the door, you’re greeted by a long, inviting foyer that sets the tone for this warm and welcoming home. The first floor features a bright, open-concept family room that’s perfect for entertaining or everyday living. The modern kitchen is designed with both style and function in mind, showcasing a large island with breakfast bar seating, plenty of cabinet space, and brand-new Whirlpool appliances. A downstairs guest bedroom and full bathroom provide the perfect setup for visitors, multigenerational living, or a private home office. Upstairs, the spacious owner’s suite offers plenty of room for a king-sized bed, additional furniture, and even a cozy sitting area or reading nook. The en-suite bathroom includes dual vanities, a linen closet, and an oversized walk-in closet with ample storage. The additional bedrooms are all generously sized, giving everyone their own comfortable space while also offering flexibility for a playroom, gym, office, or hobby room. With three full bathrooms throughout the home, busy mornings are made easy. You’ll also love the oversized upstairs laundry room complete with extra storage and a dedicated closet for added convenience. Step outside and enjoy the covered back patio and charming covered front porch ideal for relaxing with your morning coffee or entertaining guests year-round. Located in the highly desirable Peach Crossings community, this move-in-ready home offers easy access to top-rated Polk County schools, shopping, dining, and local attractions. Best of all, all upgrades are already included, making this home truly turnkey. Schedule your private showing today!

1774 White Elephant Loop, Winter Haven

$309,900

2 Beds ⋅ 2 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code

WELCOME TO CAREFREE LIVING WITH THIS WELL-MAINTAINED RESIDENCE WITHIN THE DESIRABLE 55+ GATED, LAKEFRONT COMMUNITY AT "TRADITIONS OF RUBY LAKE". This home is MOVE IN READY and is situated withing very close proximity to the clubhouse and Lake Ruby!!! NEW ROOF and NEW HOT WATER HEATER both installed in 2023. With nearly (1,820 Sqft.) of heated and cooled space, this OPEN-CONCEPT SPLIT PLAN with SOARING CEILINGS will not disappoint. There is plenty of room for the chef in the family with your OVERSIZED KITCHEN that has an ABUNDANCE of cabinetry and GRANITE COUNTERTOPS! The kitchen also has 2 windows, giving you a pleasant view along with plenty of extra natural light. Just off the kitchen sits the great room leading into 2 bedrooms and another room (11 x 10) that would be perfect for an office, craft room, or out of town guests. You'll love the (21 x 9) BONUS ROOM that has its own AC and gives you so much extra cooled living space. As if this wasn't enough, the bonus room also overlooks a (21 x 9) SCREENED, PAVERED PATIO for outside grilling or just relaxing. The large primary en-suite has a WALK-IN-SHOWER WITH BUILT-IN BENCH and GLASS SLIDERS, DUAL SINKS, and OVERSIZED WALK-IN-CLOSET. You have direct access to the bonus room from the primary bedroom. Cleaning is a breeze in this home featuring NO CARPET!!! The clubhouse is beautiful and boasts amazing views beyond the pool of 2 lakes (Ruby and Bess). The clubhouse also features an oversized pool and spa, dock, boat ramp, boat slips, tennis courts, pickle ball, basketball, shuffleboard, ball room, billiards, library, craft room, fitness center, dog park and much more! Golf carts are allowed in the community for ease of navigating. Traditions is centrally located in close proximity to medical, shopping, restaurants, 2 major international airports (Tampa/Orlando) and the up and coming airline Avelo in Lakeland, FL. LEGOLAND, FL is just minutes away!

4130 Bedford Avenue, Winter Haven

$324,500

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

Price Improvement & Motivated Sellers! Bring offers! Beautifully Maintained Home in Winter Haven! This stunning property shows just like a model home! The owners have kept it immaculately maintained and spotlessly clean. Built in 2023, everything is practically brand new, offering true peace of mind. This 4 bedroom 2.5 bath home has an Open-Concept Living area, Kitchen and Dinning that are perfect for everyday living and entertaining. Modern Kitchen: Features up-to-date finishes, including beautiful granite countertops and durable tile flooring. Move-In Ready: All appliances, including the washer and dryer, stay with the home! Brinks home security system for added peace of mind. All bedrooms and laundry including the spacious primary suite, are conveniently located upstairs. The primary bedroom floods with natural light and features a beautiful en-suite bathroom with a walk-in shower and a generous walk-in closet. Situated on a large corner lot, the backyard is completely fenced-in and features a double gate for easy access. The Lanai is ideal for hosting family and friends for a cookout. Best of all, this community has NO CDD and a low HOA fee! Prime Location Located in a highly desirable area of Winter Haven, you'll be just minutes away from the new Target, excellent shopping, dining, and LEGOLAND! Priced to move, Welcome Home!

1508 Majestic Lane, Winter Haven

$329,900

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

Welcome to 292 Krenson Bay Loop, a 2024-built block home located in a gated Winter Haven community with NO CDD! This 4-bedroom, 2-bath home offers 1,820 square feet of living space, a 2-car garage, irrigation system, and a desirable split floor plan designed for comfort and functionality. Inside, you’ll find tile throughout the main living areas and kitchen, with carpet in the bedrooms. The modern kitchen features stainless steel appliances, subway tile backsplash, a large pantry, and an oversized peninsula with bar seating, opening nicely to the breakfast nook and main living area. A formal dining room provides additional space for gatherings or flexible use. The primary suite includes a walk-in closet and private bath with dual sinks, a garden tub, and a separate shower. Enjoy Florida living from the covered lanai, perfect for relaxing outdoors. Located in Winter Haven, this home offers convenient access to local lakes, shopping, dining, medical facilities, and nearby attractions including LEGOLAND Florida Resort. With easy routes to Lakeland, Tampa, and Orlando, this location provides a great balance of Central Florida living and regional convenience.

292 Krenson Bay Loop, Winter Haven

$399,999

5 Beds ⋅ 4 Baths ⋅ Seasons At Annabelle Estates SubDv. ⋅ 33884 Zip Code

Under Construction. The main floor of the inviting Ammolite plan offers a private study and versatile flex space, which can be optioned as an additional bedroom and bathroom or a guest suite, complete with living room. You’ll also appreciate a convenient powder room; a nook; a great room and a well-appointed kitchen with a center island, a large pantry and optional additional cabinets. Upstairs, discover an airy loft, a convenient laundry, three secondary bedrooms and a lavish primary suite boasting an expansive walk-in closet and a private bath. This plan also features a patio and a 2-car garage. Make it uniquely your own by adding a bedroom in lieu of the loft, extending one of the secondary bedrooms and opting for an alternate kitchen layout and a covered patio. SAMPLE PHOTOS. Actual homes as constructed may not contain the features and layouts depicted and may vary from image(s). Special financing rates and closing cost assistance may be available. Options may vary by community and offers are available on select homes only. Contact builder for more information!

5110 Kinsley Drive, Winter Haven

$300,000

4 Beds ⋅ 4 Baths ⋅ Windridge SubDv. ⋅ 33881 Zip Code

REMODELED! LOW HOA FEE! Priced to sell! This 4-bedroom, 3.5-bath home is located in a desirable Winter Haven area and shows like a model. Recent upgrades include New upstairs HVAC, New water heater, Newer Roof, new 100% waterproof luxury vinyl flooring throughout the entire home, fresh interior and exterior paint, and epoxy countertops in the kitchen and all bathrooms. The first floor features formal living and dining areas, perfect for entertaining along with an open-concept kitchen, laundry room, and a spacious family room ideal for relaxing. The kitchen is equipped with a chef's island and built-in features, offering ample storage and prep space. Upstairs, you'll find a large loft area that can serve as a home office or additional living space. The second floor also includes three secondary bedrooms, including a generous junior suite with its own private bathroom and large closet, plus an additional shared bathroom. The oversized master suite offers two walk-in closets and a luxurious bathroom with a garden tub and separate shower. Conveniently located near I-4 and Hwy 27, this home provides easy access to shopping, schools, restaurants, medical facilities, and Legoland. New refrigerator, range, dishwasher will be deliver before closing. Move-in ready and A must-ses!

5871 Windridge Drive, Winter Haven

$342,900

3 Beds ⋅ 2 Baths ⋅ Residences At Winter Haven SubDv. ⋅ 33880 Zip Code

Under Construction. Under Construction. Discover the Key West by LAREF Homes, a thoughtfully designed 3-bedroom, 2-bath home that blends modern style with everyday functionality. Located in Residences at Winter Haven, an exclusive 63-lot semi-custom community, this home offers exceptional craftsmanship in a prime central Winter Haven location. The open-concept floor plan is complemented by a dedicated formal dining room, making it perfect for both everyday living and entertaining. At the heart of the home, the designer kitchen features a stunning waterfall island, 42-inch soft-close cabinetry with crown molding, a spacious walk-in pantry, premium stainless-steel appliances, and abundant storage. Additional highlights include luxury vinyl flooring throughout the main living areas, floor-to-ceiling porcelain tile in the shower, smart home technology, a dedicated laundry room with a utility sink, blinds throughout, four ceiling fans, and a 2-10 Home Buyers Warranty. Residents enjoy low HOA fees of just $225 quarterly, no CDD fees, and the opportunity to personalize future homes by selecting their lot, floor plan, exterior finishes, interior design package, and upgrade options. Estimated completion is at the end of June.

2121 River Hawk Loop, Winter Haven

$305,000

4 Beds ⋅ 3 Baths ⋅ Lakeside Landings Ph 01 SubDv. ⋅ 33881 Zip Code

From the moment you walk through the door, this home welcomes you with space, comfort, and endless possibilities. Located in the sought-after Lakeside Landings community, this beautifully designed 4-bedroom, 2.5-bath home offers over 2,400 square feet of thoughtfully designed living space. Featuring an open and airy floor plan, generous living areas, and plenty of room to entertain, this home is perfect for growing families or anyone who loves extra space. The large primary suite creates the perfect private escape, while the backyard offers room to relax and enjoy Florida living year-round. Conveniently situated near shopping, dining, and everything Winter Haven has to offer, this home truly checks all the boxes!

5780 Lakeside Landings Boulevard, Winter Haven

$344,900

4 Beds ⋅ 2 Baths ⋅ Residences/Winter Haven SubDv. ⋅ 33880 Zip Code

Under Construction. Under Construction. Discover the Key West by LAREF Homes, a thoughtfully designed 4-bedroom, 2-bath home offering the perfect blend of comfort, style, and functionality. Located in Residences at Winter Haven, an exclusive 63-lot semi-custom community, this home combines quality craftsmanship with a prime central Winter Haven location. Designed for modern living, the open-concept floor plan centers around a beautifully appointed kitchen featuring a waterfall island, 42-inch soft-close cabinetry with crown molding, a spacious walk-in pantry, premium stainless-steel appliances, and abundant storage. The bright living area extends seamlessly to the covered lanai, creating an inviting space for everyday living and entertaining. Additional features include luxury vinyl flooring throughout the main living areas, floor-to-ceiling porcelain tile in the shower, smart home technology, a dedicated laundry room with utility sink, blinds throughout, four ceiling fans, a fully fenced in backyard, and a 2-10 Home Buyers Warranty. Residences at Winter Haven offers low HOA fees of just $225 quarterly, no CDD fees, and the opportunity to personalize future homes by selecting your lot, floor plan, exterior finishes, interior design package, and upgrade options. Estimated completion is at the end of July.

2122 River Hawk Loop, Winter Haven

$304,900

4 Beds ⋅ 2 Baths ⋅ Emily Estates SubDv. ⋅ 33884 Zip Code

****PRICE ADJUSTMENT**** Beautiful single-family home with 4 bedrooms and 2 bathrooms, totaling approximately 2,012 square feet of heated living space. This spacious residence features high ceilings and a functional layout designed for comfortable living and entertaining. The kitchen includes space for a breakfast table and flows seamlessly into a separate dining room, while an additional family room provides the perfect setting for gatherings. Conveniently located near Cypresswood Golf & Country Club, East Central Park, and Rotary Park, offering access to outdoor recreation, including skating, softball, and picnic areas. The property also provides easy access to U.S. Highway 27, with shopping, dining, and everyday conveniences just minutes away, including Publix and Walmart.

1871 Emily Drive, Winter Haven

$320,000

3 Beds ⋅ 2 Baths ⋅ Lake Daisy Estates SubDv. ⋅ 33884 Zip Code

329 Lake Daisy Loop | NO HOA, Highly Motivated Seller Welcome to this beautiful 3BR/2BA home in Lake Daisy Estates, offering over 1,500 sq. ft. of comfortable living space on a spacious corner lot—and best of all, NO HOA, giving buyers the freedom they want. This home features a bright formal living and dining area, a spacious kitchen with Frigidaire appliances, and a large family room with vaulted ceilings and a wood-burning fireplace. Sliding doors open to a generous enclosed patio, perfect for relaxing or entertaining. The master suite includes a walk-in closet, jetted tub, separate shower, double sinks, and private access to the patio. Additional highlights include: Marble flooring installed in 2025, New AC (2025), Roof replaced in 2017, Window shades installed in 2025, Indoor laundry room 2-car garage Located just minutes from Legoland (5 min), Walmart (4 min), shopping centers, restaurants, schools, and medical facilities. A fantastic opportunity in a prime location with no HOA—highly attractive for today’s buyers.

329 Lake Daisy Loop, Winter Haven

$300,000

4 Beds ⋅ 2 Baths ⋅ Gardens Ph 01 SubDv. ⋅ 33880 Zip Code

Back on the market through no fault of the seller. Welcome to this spacious home Located in the gated community of The Gardens, this spacious 4-bedroom, 2-bath home offers an open layout designed for comfortable living and entertaining. The large primary suite features a tray ceiling, two walk-in closets, dual sinks, a tile shower, and a garden tub. Step outside to enjoy a generous backyard with an outdoor kitchen/BBQ area, above-ground pool, storage shed, and plenty of room to relax or entertain.

423 Majestic Gardens Blvd, Winter Haven

$325,000

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

Under Construction. Brand new, energy-efficient home available by Jul 2026! Open first floor creates a unified living space with a large great room that overlooks the kitchen and dining area. Upstairs loft can be used to best fit your needs and tech area is perfect for a home office. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3964 Giorgio Drive, Winter Haven

$310,000

4 Beds ⋅ 2 Baths ⋅ Country Walk/Winter Haven SubDv. ⋅ 33881 Zip Code

Welcome to this beautifully maintained home featuring a spacious open floor plan and numerous recent upgrades. The heart of the home boasts brand-new solid wood kitchen cabinets, providing both style and durability for the home chef. Step outside to your private backyard oasis, which comes fully equipped with a pristine above-ground pool, a secure fence encompassing the entire property for ultimate privacy, and a convenient storage shed. Additional premium features include a whole-house water softener system and the added financial benefit of NO CDD fees and a very low HOA. This move-in-ready residence perfectly combines modern interior updates with an outdoor space designed for relaxation and entertainment in the heart of Winter Haven.

3155 Country Club Circle, Winter Haven

$329,499

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

Under Construction. Turquesa BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and convenient indoor-outdoor living with a lanai through sliding glass doors, it’s a haven of comfort and style perfect for gatherings. The kitchen includes stunning quartz countertops and sleek stainless-steel appliances. Enjoy the spacious upstairs recreation room and the convenience of a laundry room just steps away from the bedrooms. Did we mention the brand-new washer and dryer? The owner's suite is a secluded retreat with oversized his-and-her walk-in closets, dual vanity and a walk-in shower. Completing this expansive home is the smart thermostat with voice control and professionally designed landscaping, this is truly the epitome of family-friendly luxury! Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5377 San Pietro Drive, Winter Haven

$364,999

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

Virtually Staged. Under Construction. Indigo BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat for energy efficient climate control, the Indigo brings all the things that matter together. The downstairs guest suite and bathroom are tucked away for added seclusion, while the open concept living space is perfect for entertaining. Upstairs, you'll find a generously sized recreation space, ideal for family time or unwinding. The owner's suite is a true sanctuary, featuring a walk-in shower, double vanities, and a spacious walk-in closet. A laundry room with a new washer and dryer is just off the owner’s suite, conveniently located near the 3 additional bedrooms and full bathroom. The Indigo is as functional as it is stylish, providing the perfect balance of comfort and modern living. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5373 San Pietro Drive, Winter Haven

$333,999

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

Under Construction. Azure BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted for comfort and style. The extraordinary elevation and professionally designed landscaping create a captivating first impression. Step through the front door to discover luxurious vinyl plank flooring that extends throughout the open-concept layout. The kitchen shines with quartz countertops and all-new stainless-steel appliances, overlooking the dining area and patio. A convenient half bath is located downstairs for guests, while the spacious laundry room upstairs comes complete with a brand-new washer and dryer. Upstairs, you’ll find all four bedrooms, including the expansive owner's suite with a walk-in shower, double vanities, and a spacious walk-in closet. A flexible recreation space upstairs provides an ideal spot for family gatherings. With a smart thermostat ensuring energy efficiency and comfort, the Azure seamlessly blends functionality and modern luxury. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5381 San Pietro Drive, Winter Haven

$375,000

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

Don't miss this home for sale. This 2 story home features 4 bedrooms, 2.5 baths, a foyer/den, and a huge backyard. No CDD. The home was built in 2021 and is conveniently located to Orlando, Tampa, and just a few minutes away from Lego Land Resort. Eagles Landing is a community in Winter Haven, Florida. Since purchasing the home in 2023, the following improvements and upgrades have been completed. Flooring, Removed all existing carpet throughout the home and Installed new laminate flooring. Interior Updates, Fresh interior paint completed throughout the entire home, Installed California shutters throughout the house, Bathroom Renovations, Renovated two bathrooms. Upgraded both bathrooms with modern walk-in showers. Kitchen Upgraded kitchen countertops, professionally painted kitchen cabinets. Garage / Installed EV charger in the garage. Installed water softener system. The home has been well maintained and thoughtfully upgraded to provide a modern, clean, and move-in-ready living space.

567 Eagle Landing Boulevard, Winter Haven

$400,000

33881 Zip Code

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

Dundee Road, Winter Haven

$314,900

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

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

1782 White Elephant, Winter Haven

$300,000

4 Beds ⋅ 2 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code

Welcome to this beautifully maintained 4-bedroom, 2-bath home built in 2021, offering 1,832 sq ft of comfortable living space in the growing area of Winter Haven.This well-kept residence features a functional and open layout with a spacious kitchen that flows seamlessly into the living and dining areas—perfect for both everyday living and entertaining. Oneof the bedrooms offers flexibility and can easily be used as a home office, ideal for today’s lifestyle needs.The home also includes a dedicated laundry room and generously sized primary bedroom, providing comfortand convenience throughout. Located in a rapidly developing area, a new plaza is currently under construction nearby, adding future value and accessibility to shopping and dining options. Plus, LEGOLAND Florida Resort is approximately 20 minutes away, offering fun and entertainment close to home. Don’t miss the chance to own a newer home in a thriving community!

125 Andreas Street, Winter Haven

$328,000

3 Beds ⋅ 3 Baths ⋅ Lake Smart Pointe SubDv. ⋅ 33881 Zip Code

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

339 Lake Smart Circle, Winter Haven

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