Winter Haven FL Real Estate, Homes with Pool for Sale

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Walk right in to this fully furnished home located in Oakwood Estates, a 55+ community. The kitchen is laid out perfect for entertaining and contains a large pantry for storage. The living area is open and spacious with cathedral ceilings to make it feel even more open. The area currently used for a dining area could also be used as a family room or second living area. The primary bedroom can easily accommodate a king sized bed. The walk in closet offers plenty of space for all your clothes. The air conditioner is approximately 4 years old and the roof over offers extra insulation value to the home. Oakwood Estates offers many activities and amenities to keep you as busy as you would like, or just sit back and enjoy the peaceful community.

4158 Rolling Oaks Drive, Winter Haven

$278,900

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

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

4815 Khloe Court, Winter Haven

$279,900

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

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

4081 Giorgio Drive, Winter Haven

$129,000

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Location! Location! Location! This beautiful fully furnished home in Oakwood Estates is located next to the pool, tennis courts, and smaller clubhouse. Walk into the lanai as you enter the home. Once inside the home you will find a cozy family room and an open and and appealing kitchen just perfect for entertaining. The living room beyond the kitchen is open and spacious. The refrigerator was new in 2025. The guest bedroom opens onto the guest bath giving your overnight guest their own bathroom. The primary bedroom is large enough for a king sized bed, plus lots of closet storage space. The laundry with new washer and dryer is located inside the home. The roof was done in 2019 and the air conditioner in 2024. And if that isn't enough, there is new carpet throughout the home. Oakwood Estates is a 55+ community offering many activities and amenities. You can stay as busy as you would like, or just sit back and watch the world go by.

4132 Sprucewood Street, Winter Haven

$750,000

4 Beds ⋅ 3 Baths ⋅ 33880 Zip Code

EXECUTIVE POOL HOME SITUATED ON 2.39 ACRES HORSE FARM. 4 BEDROOMS, 3 BATHS, including 2 barns. Well built and maintained barn with 4 stalls, tack room and hay and feed room. Additional barn with two overhead doors for tractors and equipment as well as workshop. Both barns have metal roofs. Seller currently has a horse and donkey on the property. Property is beautifully landscaped with an abundance of tropical plants under large spreading oak trees. Plenty of parking spaces for your recreational vehicles and toys. This beautiful home has been meticulously maintained thru out the years with lots of upgrades. Wood look tile throughout, salt water inground pool overlooks the pasture. Stone fireplace welcomes you into the family room. Large gourmet kitchen with lots of room for the family cooks. Two master suites or use one for an in-law suite. House roof is shingle and was replaced in 2017 and AC is 3-4 years old. This property is one of a kind and hard to find so convenient to Winter Haven and Lakeland. These properties rarely come on the market so don’t wait to see this one.

7 Lake Arrowhead Drive, Winter Haven

$525,900

4 Beds ⋅ 3 Baths ⋅ Tuscany At Winterset SubDv. ⋅ 33884 Zip Code

Unfurnished and move in ready! Nestled within the exclusive gated community of Tuscany, a charming neighborhood of just 19 homes in Southeast Winter Haven, this 4 bedroom, 3 bath pool home offers over 3,300 square feet under roof on a private 0.33 acre lot. Designed for both comfortable living and entertaining, the home features a dedicated office, formal dining room, living room, and an impressive 25' x 17' poolside bonus room complete with a custom wall-to-wall hardwood entertainment center, surround sound, upgraded lighting, tile flooring, and ceiling fan. The spacious kitchen showcases abundant Kraft Maid cabinetry, granite countertops, generous workspace, and a sunny breakfast nook overlooking the pool. A thoughtfully designed triple-split bedroom floor plan provides privacy for family and guests, while multiple access points lead to the screened pool and outdoor living areas. The spacious primary suite features a double-sink vanity, garden tub, separate shower, private water closet, and oversized walk-in closet. It also as access to the pool area. Additional highlights include hand-scraped real wood flooring throughout most of the home, including the primary suite, an outdoor summer kitchen with built-in gas grill, sink, and refrigerator, indoor laundry room, oversized two-car garage, expanded driveway with parking for up to eight vehicles, a separate entrance to the bonus room, and mature landscaping with an irrigation system on a dedicated meter. The large private backyard offers plenty of space beyond the screened pool area, creating a peaceful retreat while remaining conveniently located less than a mile from schools and Publix supermarket. Experience this exceptional property like never before with a 3D Interactive Virtual Tour or Virtual Reality featuring a 2D Floor Plan and immersive 3D Dollhouse Model, plus a 360-degree Interactive Aerial Virtual Tour showcasing the entire Tuscany community and panoramic views as far as the eye can see. The home features a stunning collection of modern gold crystal chandeliers throughout, including a 23.6" dimmable LED crystal chandelier with adjustable color temperatures in the hallways and kitchen, an elegant gold crystal flush-mount chandelier in the master bedroom, a large modern crystal LED chandelier that serves as a beautiful focal point in the living room, and a luxurious 40" gold rectangular crystal chandelier with 16 lights above the dining area, creating a cohesive, contemporary design with lighting and timeless elegance throughout the home. Meticulously maintained, this one-of-a-kind pool home is a rare opportunity to own a beautiful property in one of Southeast Winter Haven's most desirable gated communities.

445 Talamone Drive, Winter Haven

$149,900

1 Beds ⋅ 1 Baths ⋅ Park Lake 03 02 Amd SubDv. ⋅ 33880 Zip Code

MUST SEE! Discover this beautifully remodeled first-floor condo with NO STAIRS to climb, offering the convenience and comfort of true single-level living. Perfect for year-round residents, seasonal owners, or anyone seeking easy accessibility, this move-in-ready home combines modern updates with an exceptional lifestyle in one of Winter Haven's most desirable lakefront communities. Located just steps from the community clubhouse, pool, fitness room, mailboxes, and parking, you'll enjoy maintenance-free living with outstanding amenities right outside your door. Park Lake residents also enjoy access to a private dock, gazebo, and beautiful waterfront views of Lake Lulu, part of the world-famous Winter Haven Chain of Lakes, providing opportunities for boating, fishing, and enjoying Florida's natural beauty. The nearby Chain of Lakes Complex and baseball fields add to the recreational appeal. Inside, soaring vaulted ceilings in the living room, dining area, and primary bedroom create a bright and spacious atmosphere. The screened lanai offers dual entry points and the perfect place to enjoy your morning coffee or evening breeze. Major renovations completed in December 2022 include stylish kitchen cabinetry, granite countertops, under-counter refrigerator, induction cooktop, and ceramic tile flooring throughout. Additional upgrades include impact-resistant windows, a new A/C system with UV light, Nest security system, and a new washer and dryer. The location is hard to beat, with restaurants, shopping, banking, medical facilities, downtown Winter Haven, and LEGOLAND Florida all just minutes away, making this home ideal for both full-time living and seasonal enjoyment. Whether you're looking for a primary residence, winter retreat, or investment opportunity, this beautifully updated condo offers affordability, convenience, lakefront amenities, and a truly carefree Florida lifestyle. Seller financing and Private Financing Available! Do not wait, it will not last long!

2049 San Marcos Drive Se Unit 127, Winter Haven

$175,000

2 Beds ⋅ 2 Baths ⋅ Cypresswood Villas/Green SubDv. ⋅ 33884 Zip Code

Enjoy the Florida Country Club Lifestyle in this affordable and updated 2 bedroom 2 bath villa. Recent updates include new luxury vinyl flooring, new dishwasher and new microwave. MOVE IN CONDITION. The country club amenities include access to the clubhouse with bar and grill, jr. Olympic swimming pool and pickleball/tennis courts. The championship 18 hole golf course is open to the public. As an added bonus, Publix just opened a brand new location just a mile down the road which is sure to attract other popular businesses.

1026 Medinah Drive, Winter Haven

$159,000

2 Beds ⋅ 2 Baths ⋅ Lake Point Landing SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. Located in the highly desirable 55+ community of Lake Point Landing, this charming 2-bedroom, 2-bath waterfront townhome offers direct views of beautiful Lake Smart and access to Winter Haven’s renowned Chain of Lakes. Upon arrival, you’re welcomed by a covered front porch and a glass storm door. Inside, the open-concept floor plan features a spacious living room enhanced by vaulted ceilings, transom windows, and sliding glass doors that showcase stunning lakefront views. The galley-style kitchen features wood laminate flooring, a stainless steel appliance package, and cream-colored cabinetry accented by brushed nickel hardware that perfectly complements the granite countertops. A charming garden window above the sink provides the ideal space for growing fresh herbs. Adjacent to the kitchen is a cozy dining area, perfect for casual meals and entertaining. Space-saving pocket doors lead to the primary bedroom suite, which offers beautiful waterfront views, chair rail molding, laminate wood flooring, and sliding glass doors that open to the screened lanai. The primary en-suite bathroom includes a vanity adorned with granite countertops, a linen closet, and a walk-in shower equipped with safety grab bars. Outdoor living is a true highlight of this home. The screened-in lanai provides breathtaking views of Lake Smart and serves as the perfect setting for relaxing, enjoying your morning coffee, or entertaining guests while taking in the tranquil waterfront scenery. Additional Features Guest bedroom and guest bathroom Washer and dryer included Architectural shingle roof (2023) AC system (2022) with a 10-year transferable warranty Community Amenities Low monthly HOA fees of $345 include: Lakefront community clubhouse Screened-in swimming pool Lawn maintenance Sewer and trash service Boat dock and boat slips available on first come basis Nestled along the shores of Lake Smart, this lovely home offers a peaceful waterfront lifestyle while remaining conveniently close to shopping, restaurants, and Willowbrook Golf Course.

2600 Lucerne Park Road Unit 521, Winter Haven

$280,000

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

Under contract-accepting backup offers. Welcome to a home that makes everyday living simple and enjoyable. Located in the established Country Club community, this property offers a practical layout, comfortable spaces, and a setting that supports an easy Florida lifestyle. Inside, you’ll find well-proportioned living areas with plenty of natural light, creating an open and functional feel. The kitchen connects seamlessly to the main living space, ideal for daily routines and casual gatherings. Bedrooms are arranged for privacy, with a primary suite that provides a comfortable place to recharge. The interior bedrooms also feature NEW CARPETS and a double primary bedroom closet space for his and hers. Outdoors, enjoy an above-ground pool with a screened enclosure—perfect for Florida afternoons, weekend gatherings, or low-maintenance relaxation year-round. The yard still offers space for outdoor seating, play, or gardening without excessive upkeep. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers easy access to everything Winter Haven has to offer, including local lakes and recreation. A solid choice for buyers seeking comfort, convenience, and value in a well-located neighborhood.

3136 Country Club Circle, 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

$254,300

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

Under Construction. Brand new, energy-efficient home available by Jul 2026! Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy and features a huge walk-in closet. 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.

3936 Giorgio Drive, Winter Haven

$279,150

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

Under Construction. Brand new, energy-efficient home available by Jul 2026! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. The primary suite is tucked in the rear of the home providing plenty of privacy and features a spacious walk-in closet and shower. 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.

3928 Giorgio Drive, Winter Haven

$99,000

3 Beds ⋅ 2 Baths ⋅ Imperial Harboursphases 01 & 02 SubDv. ⋅ 33880 Zip Code

Picture yourself in this top-floor, 3-bedroom, 2-bathroom condo with a Sun/Florida room, nestled in the desirable Imperial Harbor community of Winter Haven. With easy access via an elevator, this is the peaceful 55+ retreat you’ve been searching for!Imagine waking up and enjoying a morning stroll to the private community dock on Lake Howard, where you can cast a fishing line or set off on a boat ride—and yes, boat docking is INCLUDED in your HOA dues! Spend your afternoons soaking in the heated pool, staying active in the fitness center, or playing a friendly round of shuffleboard or billiards. This is truly resort-style living at its finest. Centrally located only about 45 minutes to Tampa or Orlando.Step inside to discover a bright, open layout with a spacious kitchen, perfect for entertaining. The primary suite boasts a walk-in closet, while the additional bedrooms provide plenty of space for guests, hobbies, or a home office. Plus, the in-unit laundry closet comes equipped with a washer and dryer for ultimate convenience.Best of all, your water, basic cable, and internet are included, making for effortless, low-maintenance living. This is the dream lifestyle you deserve—schedule your private tour today and make it yours!

333 Lake Howard Dr Nw Unit 314D, 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

$765,000

3 Beds ⋅ 2 Baths ⋅ Gaines Cove SubDv. ⋅ 33884 Zip Code

Welcome to this immaculate dream home at 3831 Gaines Dr! This beautifully updated 3-bedroom + office home features an open floor plan with stunning upgrades throughout, including an updated kitchen, modern bathrooms, and spacious living areas designed for both comfort and entertaining. The gorgeous kitchen is complete with brand-new appliances and flows seamlessly into the main living space, creating the perfect atmosphere for family gatherings and everyday living. Additional upgrades include a Kinetico water filtration system and an allergen air filtration system to help provide cleaner water and improved indoor air quality throughout the home. Step outside to your own private oasis featuring a heated pool, incredible outdoor kitchen, and a perfectly maintained yard that makes outdoor living effortless year-round. This move-in-ready home truly has it all — luxury, comfort, thoughtful upgrades, and plenty of space to live, work, and entertain!

3831 Gaines Drive, Winter Haven

$299,500

2 Beds ⋅ 2 Baths ⋅ Eloise Woods East Lake Mariam Unit SubDv. ⋅ 33884 Zip Code

This 2-bedroom, 2-bathroom home features a private, screened-in backyard pool. Enjoy nearly non-existent electric bills thanks to a fully paid-off SolarEdge solar system, complemented by a whole-house 22 kW Generac generator with a 250-gallon propane tank, hurricane-rated windows, a 5-year-old architectural shingle roof, and a Rinnai tankless water heater. The spacious interior boasts a large galley kitchen with stainless steel appliances and a gas stove, a convenient indoor laundry room with extra storage, a 2-car garage, and a versatile 16x12 climate-controlled Florida room. This property has been an Airbnb and can be purchased fully furnished, making it a turnkey investment or a move-in-ready retreat!

132 Duval Road, Winter Haven

$430,000

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

Welcome to 3097 Buckeye Pointe Drive, a fully updated pool home in Winter Haven, Florida, offering the space, flexibility, and upgrades today's buyers are searching for in Polk County. If you've been looking for a move-in ready home with a private pool, screened spa, modern finishes, and no rental restrictions, this property deserves a spot at the top of your list.Located in the established Buckeye Pointe community, this spacious two-story home features 5 bedrooms, 2.5 bathrooms, and more than 2,500 square feet of living space. The versatile floor plan includes a first-floor bedroom, making it ideal for multigenerational living, visiting guests, a private home office, or a fitness room.From the moment you step inside, you'll notice the extensive updates throughout. The entire first floor showcases oversized 24x36 porcelain tile, creating a clean, modern look that is both stylish and easy to maintain. The renovated kitchen serves as the heart of the home with updated cabinetry, a large center island, upgraded lighting, and newer appliances including the refrigerator and dishwasher. Every bathroom has been remodeled, while fresh interior and exterior paint give the home a bright, updated feel throughout.Step outside and enjoy the Florida lifestyle year-round. The screened and heated pool and spa create the perfect setting for relaxing after work, entertaining family and friends, or enjoying weekend gatherings. The vinyl fenced backyard offers privacy, while mature fruit trees provide character and charm that are increasingly difficult to find. Major improvements include a newer 2023 roof and a 2020 water heater, giving buyers added confidence and helping reduce future maintenance concerns. One of the most attractive features of this property is the absence of rental restrictions. Buyers searching for an Airbnb-friendly home in Winter Haven, a Florida vacation home, a second home near Orlando attractions, or an income-producing investment property will appreciate the flexibility this community offers. Conveniently located near shopping, restaurants, medical facilities, schools, and major transportation routes, this home provides easy access to everything Central Florida has to offer. Whether you're commuting to Orlando, exploring nearby lakes, visiting world-famous attractions, or simply enjoying the growing Winter Haven lifestyle, this location puts you close to it all. Buyers frequently searching for "homes with pools in Winter Haven," "5-bedroom homes in Polk County," "updated homes near Orlando," "Airbnb investment properties in Central Florida," "homes with no rental restrictions," or "move-in ready Florida homes with a pool" will find everything they're looking for at 3097 Buckeye Pointe Drive. This is more than just a house. It's a move-in ready Florida lifestyle with room to grow, space to entertain, and the flexibility to fit your future plans. With a recent price improvement, this home offers exceptional value in today's market. Schedule your private showing and see everything this property has to offer.

3097 Buckeye Pointe Drive, Winter Haven

$211,000

2 Beds ⋅ 2 Baths ⋅ Eagle Pond Condo SubDv. ⋅ 33884 Zip Code

Beautiful completely updated condo in the highly desirable gated community of Cypresswood Golf and Country Club. It features tile flooring throughout the whole condo, marble kitchen countertops with an extended breakfast island, matching marble on both bathroom vanities, upgraded lighting fixtures/ceiling fans, interior laundry with washer and dryer, pond view, and so much more. The master bedroom features an en suite bathroom while both bedrooms have a walk-in-closet. Additional linen storage exists in the main bedroom and hallway, plus an additional outside storage closet with shelves. The Cypresswood community features an 18-hole championship golf course designed by Ron Garl, junior Olympic sized community pool, lighted tennis courts, clubhouse with a restaurant, event space and more. Minutes from Hwy 27 and the I-4 corridor, Winter Haven's chain-of-lakes for the water enthusiast, Legoland Fl Park and Resort, Bok Tower gardens, and a brand new Publix shopping center within 2 miles and much more. Centrally located between Orlando and Tampa. Schedule your private showing today.

306 Eagle Pond Drive, Winter Haven

$239,990

3 Beds ⋅ 3 Baths ⋅ Serenity At Peace Creek Th SubDv. ⋅ 33884 Zip Code

Under Construction. This upscale new Summit two-story townhome provides ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3036 Captain Jax Way, Winter Haven

$219,990

3 Beds ⋅ 3 Baths ⋅ Serenity At Peace Creek Th SubDv. ⋅ 33884 Zip Code

Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3032 Captain Jax Way, 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

$164,900

2 Beds ⋅ 2 Baths ⋅ Spring Lake Towers SubDv. ⋅ 33881 Zip Code

Winter Haven's premier condominium located directly overlooking the picturesque Lake Spring that is part of the famous 17-lake Winter Haven Chain of Lakes. Be the first to enjoy this beautiful extensively remodeled and upgraded 5th floor corner unit directly off of the elevators. Lots of natural light through the expansive windows looking out to Lake Spring and the pool area. Lots of storage closets and an extra storage locker. Its turn-key & ready to move into. Exquisitely maintained building and has passed the newly required Florida State Milestone Inspection & Reserves Study. Many amenities including a covered assigned parking space, guest parking, boat slips & fishing pier, paver brick pool area, large work-out room, library and community room w/ kitchen. Outdoor grills for your use, shuffle board & patio furniture on the huge pool deck overlooking Lake Spring. Publix shopping center by walking across the side street is a great convenience. Close to downtown No pets or smoking. Owner will consider different leasing and/or purchase & financing options. Short term seasonal or long term lease. Tenants and/or buyers have to be approved and interviewed by the HOA as this is a 98% owner occupied building. Nicest condominium building in Polk County with full-time maintenance and management on-site daily.

700 Mirror Terrace Nw Unit 507, Winter Haven

$195,000

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

*SUBSTANTIAL PRICE IMPROVEMENT*~2/2 Winter Haven residence Offered for Sale~ Great opportunity for a first-time home buyer or an investor! This adorable 2/2 property features 1396 square feet of living area, a split plan, two bonus rooms which could be used as bedrooms, vaulted ceilings, primary bedroom with walk-in closet and en-suite bath, wood burning fireplace, large, screened patio and a one car garage. Property is wheelchair accessible. Roof and A/C are less than 5 years old and water heater is newer. Convenient to fishing, dining, shopping, and medical/educational facilities. Monthly HOA fee covers grounds maintenance, streetlights and community pool care.

2115 Kings Crossing Sw, Winter Haven

$176,900

2 Beds ⋅ 2 Baths ⋅ Eagle Pond Condo SubDv. ⋅ 33884 Zip Code

Don't miss this rare opportunity to own this lovely GROUND FLOOR Eagle Pond condominium in the highly sought-after gated community of Cypresswood Golf and Country Club that is PRICED TO SELL! Be greeted by 10-foot high ceilings, complimenting the open concept living area complete with expansive living and dining areas, including a kitchen breakfast bar. All NEW luxury vinyl flooring, NEW windows and sliding glass patio door, NEW kitchen countertops, and fresh interior paint offer efficiency, comfort, and modern elegance. Walk-in closets in both bedrooms offer an abundance of space for organizing your belongings, and an en suite bathroom in the main bedroom for privacy and convenience with a serene pond view from the primary bedroom. Enjoy the open-concept living area for entertaining friends and family and a private patio further compliment this delightful property. Immerse yourself in the outdoors on your private gated patio or take a walk, run, or bike ride to enjoy the natural scenery that abounds in this community. Cypresswood Golf and Country Club features a 24-hour manned guard gate, 18-hole championship golf course designed by Ron Garl, junior Olympic-sized community pool, lighted tennis/pickleball/basketball courts, clubhouse, restaurant, pro-shop, event space, and so much more. The low monthly HOA fee includes all exterior and grounds maintenance, pest control, trash collection, and use of the pool and tennis amenities. Residents also enjoy a discount on daily golf and annual membership! Minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options. Schedule your private showing today!

704 Eagle Pond Drive Unit 704, 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

$214,900

2 Beds ⋅ 2 Baths ⋅ Stonebridge Ph 02 SubDv. ⋅ 33880 Zip Code

WELCOME HOME TO STONEBRIDGE! Step through your private, custom-gated Courtyard into a beautifully updated Stonebridge Patio Home that is truly MOVE-IN-READY! NEWER ROOF (2024), NEWER ELECTRIC PANEL (2024), NEWER WINDOWS AND SLIDERS (2022), NEW GUTTERS & DOWNSPOUTS (2026). This fabulous property is located in FEMA Zone X, a low-risk flood zone. From the moment you enter, you'll be impressed by the gorgeous PORCELAIN TILE FLOORING that flows throughout the main living areas, creating an elegant and welcoming atmosphere. The spacious Great Room serves as the heart of the home, featuring a stunning wood-paneled fireplace that creates a warm focal point for relaxing or entertaining. Newer (2022) Sliding Doors lead to a private, covered, and screened patio, offering the perfect place to enjoy your morning coffee, unwind after a long day, or entertain guests in a peaceful outdoor setting. Adjacent to the Great Room is a dedicated dining area with a convenient pass-through to the kitchen. The beautifully updated kitchen showcases rich cabinetry, granite countertops, stainless steel appliances, and a breakfast nook, perfect for preparing meals and gathering with family and friends. Enjoy the convenience of the sliding doors out to the private courtyard. Retreat to the spacious primary suite, complete with a walk-in closet and an updated ensuite bath featuring a walk-in shower and modern finishes. The guest bedroom offers generous closet space and flexibility for visitors, a home office, or craft room. The beautifully renovated guest bathroom features a striking designer tile accent wall, creating a stylish space for family and guests. Additional highlights include updated bathrooms, a washer and dryer, a one-car garage, neutral décor throughout, and move-in-ready condition. Take your pick of two outdoor escapes: the gated front courtyard or the covered, screened back patio. There is a one-car garage and an in-home laundry. Residents of Stonebridge enjoy access to a community pool and a convenient location close to shopping, restaurants, churches, medical facilities, and everyday conveniences. Located in the heart of Winter Haven, known as Florida's Chain of Lakes City, residents enjoy boating, fishing, waterfront dining, golf courses, beautiful parks, and year-round recreation. Winter Haven is also home to LEGOLAND Florida Resort and offers convenient access to both Orlando and Tampa, making it an ideal location for full-time residents, seasonal homeowners, or anyone seeking the Florida lifestyle. SCHEDULE A SHOWING TODAY!!

2026 Kings Crossing Sw, Winter Haven

$90,000

2 Beds ⋅ 2 Baths ⋅ Orange Manor West Coop Inc SubDv. ⋅ 33884 Zip Code

One or more photo(s) has been virtually staged. 2-Bedroom, 2-Bathroom Mobile Home in a 55+ Community of ORANGE MANOR WEST-NO LOT RENT!-This spacious 1,352 sq. ft. double wide mobile home located in a 55+ community that offers a wealth of amenities for an active lifestyle. BRAND NEW A/C! The living room features sliding glass doors that open to a front enclosed Florida room, perfect for enjoying the view of your front yard. The kitchen comes fully equipped with all appliances and a separate dining room for your meals. BRAND NEW REFRIGERATOR AND RANGE. The main bedroom boasts an en-suite bathroom and a walk-in closet. The second bedroom is adjacent to a recently updated bathroom. Inside laundry room with additional storage, washer, and dryer included. A long carport that can accommodate two cars, with a garage door leading to extra storage space. Roof: Installed in 2017. Community Amenities: Pool, Clubhouse with billiards and library,Putt-putt golf, Bocce ball and horseshoe fields, Shuffleboard and Basketball court. Please note, this park does not allow pets. Don’t miss out on this wonderful opportunity! Call now for more details.

134 Lake Hazel 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

$260,000

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

Short Sale. Short Sale. Looking for a nice home with amazing potential and opportunity to gain equity? This one may be IT for you! Welcome to this 3-bedroom, 2-bath move-in ready home located in the peaceful and sought-after SE Winter Haven area! Situated on an OVERSIZED corner lot, this home features a fully fenced backyard, high ceilings, and ceramic tile flooring throughout the main living spaces. You’ll love the screened-in lanai and Private Pool—perfect for relaxing or entertaining year-round. The kitchen boasts custom cabinetry, a cozy dinette with wraparound windows, and direct access to an oversized garage. The spacious master bedroom features a walk-in closet, while the additional bedrooms are ideal for family or guests. This home has AMAZING POTENTIAL and nestled in a quiet, well-kept neighborhood, just minutes from Legoland and all of Central Florida’s top attractions. Call today to schedule your private showing—this home is priced to sell and won’t last long!

307 Sterling Drive, 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

$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

$80,000

3 Beds ⋅ 2 Baths ⋅ Imperial Harbours Ph I SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Top-floor condo with INCREDIBLE lake views in the desirable 55+ community of Imperial Harbours on Lake Howard! This three-bedroom, two-bath condo offers tons of potential and is ready for your personal touches and a little TLC. The kitchen features a convenient pass-through window overlooking the dining and living areas, creating an open and functional layout. The spacious primary suite includes an en suite bathroom and walk-in closet, while bedrooms two and three share a second full bath. A small bonus room overlooks the lake and would make a great office, sitting room, or hobby space. This beautifully maintained waterfront community offers maintenance-free living with access to a private dock and fishing pier on the famous Chain of Lakes. Amenities include a community pool and cabana, shuffleboard courts, extra storage, covered parking, and elevator access. Association dues cover cable, internet, water, sewer, trash, exterior maintenance, and grounds care. Conveniently located near downtown Winter Haven, shopping, dining, and medical facilities. Call today to schedule your private showing!

333 Lake Howard Drive Nw Unit 304B, Winter Haven

$1,195,000

5 Beds ⋅ 6 Baths ⋅ Na SubDv. ⋅ 33881 Zip Code

Prepare to be captivated by this beautifully updated lakefront estate on Lake Hartridge, perfectly positioned along the highly sought-after Winter Haven Chain of Lakes. Situated on approximately 1.3 acres with an impressive 115 feet of waterfront, this exceptional property offers a rare combination of luxury, privacy, and breathtaking panoramic water views, all tucked away on a peaceful dead-end street. Mature oak trees and lush tropical landscaping create a timeless Old Florida ambiance while blending seamlessly with the home’s fresh, modern updates. A long private driveway welcomes you to the property, leading to an oversized detached two-car garage complete with a private apartment above—ideal for guests, multigenerational living, rental income, or a secluded home office—and a convenient full bathroom below. Inside the main residence, an expansive and thoughtfully designed floor plan features four spacious bedrooms and 4.5 beautifully appointed bathrooms. One bedroom is currently styled as a cozy movie room, creating the perfect entertainment space for relaxing evenings or family gatherings. The luxurious first-floor primary suite serves as a true retreat, offering a spacious sitting area with stunning views overlooking the sparkling screened pool and tranquil lakefront setting. The spa-inspired primary bathroom showcases a soaking tub, oversized walk-in shower, elegant dual vanities, and generous space designed for comfort and relaxation. At the center of the home is the beautifully updated gourmet kitchen, featuring sleek quartz countertops, modern cabinetry, stainless steel appliances, and abundant prep and storage space sure to impress any chef. Elegant porcelain flooring flows throughout the main living areas, while plush carpeting adds warmth and comfort to the bedrooms. Recent upgrades, including a new roof and new AC system, provide peace of mind and enhance the home’s fresh, move-in-ready appeal. Designed to maximize the spectacular lake views, the expansive lanai and private screened-in pool area with an in-ground hot tub create the ultimate outdoor oasis for year-round Florida living. Newly refreshed pool and lanai screening further elevate the experience, seamlessly blending indoor and outdoor entertaining spaces. For boating enthusiasts, the property truly stands out with a private covered dock featuring a metal roof and boat lift, offering direct access to the renowned Winter Haven Chain of Lakes, known for boating, fishing, watersports, and unforgettable sunset cruises. Additional highlights include dedicated RV parking with electrical, water, and sewer hookups, making this property ideal for those seeking adventure without sacrificing luxury and convenience. Located in the heart of Winter Haven, known as the “Chain of Lakes City,” residents enjoy easy access to over 50 interconnected lakes, waterfront dining, boutique shopping, recreational trails, and convenient access to both Tampa and Orlando attractions. This extraordinary lakefront estate perfectly combines modern updates, timeless elegance, and resort-style living—offering a truly rare opportunity to own a one-of-a-kind waterfront retreat.

250 Brigham Road Nw, Winter Haven

$98,500

2 Beds ⋅ 2 Baths ⋅ Hawaiian A Condo SubDv. ⋅ 33884 Zip Code

Discover this charming first-floor corner unit condo in the highly sought after Orchid Springs community in SE WInter Haven. This 2 bedroom 2 bathroom condo features a desirable split floor plan with an oversized living area perfect for entertaining or relaxing. Both bedrooms boast generous walk-in closets , and offers abundant storage throughout. Enjoy the convenience of a first floor corner location with a covered parking spot. The nice open layout makes every day maintenance free living easy and comfortable. Residents of Orchid Springs love the prime location minutes from shopping,dining, medical facilities, and Legoland, while being centrally situated between Tampa and Orlando for easy access to everything Central Florida has to provide. The HOA takes care of the details including grounds maintenance, water , sewer and gas giving you more time to enjoy the Florida Lifestyle. Whether you are looking for a primary residence or a winter retreat , this first floor corner unit is a fantastic opportunity in a desirable community. Schedule your showing today and make this condo your new home!

150 El Dorado Unit 105, 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

$418,950

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!

5118 Kinsley Drive, Winter Haven

$549,500

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

Under contract-accepting backup offers. Experience resort-style living in the highly sought-after gated 55+ golf community of Lake Ashton, offering 24-hour security and an incredible amenity-rich lifestyle. Residents enjoy access to championship golf courses, multiple clubhouses, indoor and outdoor pools, fitness centers, tennis and pickleball courts, bowling, movie theater, restaurant and lounge areas, walking and biking paths, lake access, and a vibrant social atmosphere that makes Lake Ashton one of Central Florida’s premier active adult communities. This beautifully upgraded Ashton floor plan offers approximately 2,606 square feet of living space with 3 bedrooms, 2 full bathrooms, a den, flex room, and a spacious 2-car plus golf cart garage with room for up to 2 golf carts. Inside, you’ll find soaring cathedral ceilings, tray ceiling accents, crown molding, recessed lighting, updated fixtures, and a seamless blend of laminate flooring and ceramic tile throughout. The gourmet kitchen features granite countertops, solid wood 42-inch cabinetry with crown molding, stainless steel appliances including a Bosch dishwasher and double convection ovens, along with abundant prep and storage space. Designed for both comfort and efficiency, the home includes a FULLY PAID OFF SOLAR PANEL SYSTEM with transferable warranty, whole-house generator, enhanced landscaping, updated irrigation system, abundant storage, and negotiable furnishings for a potential move-in-ready opportunity. The spacious primary suite offers custom closets, soaking tub, oversized walk-in shower, and private sauna. Enjoy Florida living year-round from the oversized screened lanai complete with remote-control privacy shades, outdoor kitchen with stainless steel grill, kegerator, wine fridge, barbecue area, and an impressive Veranda 10-person hybrid swim spa. The SELLER IS ALSO INCLUDING THE GOLF CART WITH THE SALE, making it even easier to enjoy everything the Lake Ashton lifestyle has to offer.

1394 Oakmont Drive, Winter Haven

$279,480

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

Under Construction. Brand new, energy-efficient home available by Jul 2026! Open kitchen flows to the dining space, great room and outside patio. 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.

3865 Giorgio Drive, Winter Haven

$285,000

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

Short Sale. Discover this beautifully designed 2023-built 5-bedroom, 3-bathroom home located in the highly sought-after Villamar community in Winter Haven, Florida. This spacious two-story home offers the perfect blend of modern style, functional living space, and scenic water views. The welcoming foyer opens into a bright and airy open-concept floor plan ideal for both entertaining and everyday living. The chef-inspired kitchen features plentiful gray cabinetry, a large center island, stainless steel appliances, and an oversized pantry, all overlooking the spacious living room for seamless gathering and conversation. A downstairs bedroom and full bathroom provide the perfect setup for guests, multi-generational living, or a home office. Upstairs, you’ll find a versatile loft space that can be used as a second living area, playroom, media room, or workspace. The spacious primary suite offers a large walk-in closet and private en-suite bathroom complete with double vanities and a walk-in shower. Three additional upstairs bedrooms, another full bathroom, and a convenient upstairs laundry room provide plenty of room for everyone. Step outside and enjoy peaceful water views right from your backyard. Located in the growing Villamar community, residents enjoy amenities including a community pool, clubhouse, playground, and low HOA fees. Conveniently situated near US-27 and I-4, this home provides easy access to shopping, dining, medical facilities, and entertainment. Nearby attractions include the LEGOLAND Florida Resort, the Winter Haven Chain of Lakes, and the Downtown Winter Haven Historic District. This is a fantastic opportunity to own a newer construction home with water views in one of Winter Haven’s fastest-growing communities. Short sale opportunity — don’t miss your chance to make this home yours!

3365 Costello Circle, Winter Haven

$489,900

4 Beds ⋅ 3 Baths ⋅ Tuscany/Winterset SubDv. ⋅ 33884 Zip Code

This well-maintained 4-bedroom, 3-bathroom pool home is located in the sought-after gated community of Tuscany at Winterset, offering both comfort and style in a prime setting. Inside, you’ll find an inviting layout highlighted by solid surface countertops, elegant tray ceilings, and detailed crown molding that adds a refined touch throughout the living spaces. Major updates provide peace of mind, including new windows (2025), a newer roof (2021), kitchen remodel (2023) and an updated HVAC system (2023). Step outside to enjoy the brick-paved driveway and your own private pool (2020)—perfect for relaxing or entertaining. This home combines thoughtful upgrades, functional features, and a desirable location—an excellent opportunity in one of the area’s most desirable gated communities.

408 Talamone Drive, Winter Haven

$405,000

2 Beds ⋅ 2 Baths ⋅ Winterset 04 A Condo Ph 01 SubDv. ⋅ 33884 Zip Code

Beautiful lakefront living awaits in the gated community of Winterset! This beautifully maintained 2-bedroom, 2-bathroom condo with an attached one-car garage offers stunning lake views, abundant natural light, and unique architectural details throughout. Inside, you’ll find beautiful cork flooring, specialty tray ceilings, and a cozy library area complete with custom built-in shelving. The spacious enclosed Florida room is a true showstopper, featuring floor-to-ceiling windows overlooking the lake, creating the perfect space to relax and enjoy breathtaking water views year-round. The oversized primary suite offers a spacious layout with dual sinks, a walk-in closet, and a peaceful retreat-like feel. The large custom kitchen is a chef’s dream, complete with a gas stove, ample cabinetry, generous counter space, and plenty of storage for all your culinary needs. Enjoy the beautiful community amenities that include a pool, tennis courts, and the security and privacy of this sought-after gated neighborhood. Conveniently located near Legoland, shopping, dining, and everyday conveniences. This lakefront condo perfectly blends comfort, elegance, and Florida lifestyle living.

75 Sunset View Drive Unit 75, Winter Haven

$169,500

2 Beds ⋅ 2 Baths ⋅ Country Lake Condo Ph 01 SubDv. ⋅ 33881 Zip Code

LAKEFRONT LIVING AT IT'S BEST! REFRESHED FIRST FLOOR 2BR-2BA CONDO WITH COVERED PARKING AND BEAUTIFUL VIEWS OF LAKE BUCKEYE. THE FEATURES INCLUDE FRESH INTERIOR PAINT, LUXURY VINYL PLANK FLOORING THROUGHOUT WITH CERAMIC TILE IN THE BATHROOMS, KITCHEN AND FLORIDA ROOM, STAINLESS REFRIGERATOR AND MICROWAVE IN THIS CONVENIENT KITCHEN WITH PANTRY AND PASS THRU EATING COUNTER. THIS OPEN GREAT ROOM DESIGN HAS LIVING AND DINING COMBO. RELAX IN YOUR FLORIDA ROOM OVERLOOKING THE LAKE AND ENJOYING THE SUNRISE WITH YOUR MORNING COFFEE. COMMUNITY OFFERS POOL AND TENNIS COURTS. CONVENIENT LOCATION , WALK TO POLK STATE COLLEGE OR ENJOY THE WALKING TRAIL AROUND LAKE ELBERT ONLY MINUTES AWAY WITH NEARBY DOWNTOWN SHOPPING AND RESTAURANTS.

702 Country Lane Ne Unit 702, Winter Haven

$552,900

4 Beds ⋅ 4 Baths ⋅ Estates/Lk Florence SubDv. ⋅ 33884 Zip Code

*** No CDD Fees *** • Low HOA • *Lower Taxes • Newly added saltwater luxury Heated Pool and Spa • Mobile App-controlled pool automation system • Resort-style backyard • Oversized 70’ wide homesite • Two Primary Suites, including a spacious first-floor primary suite • Two spacious gathering areas: a main-floor living room and an upstairs family room • Convenient first-floor large laundry room • Large Kitchen island • Fully fenced yard • Extended Front porch and Large Covered lanai. Exceptionally well maintained and feels like new, this home was purchased New about 3 years ago and lightly occupied. This expansive 4-bedroom, 3.5-bath, two-story home has approximately 2,894+ sq. ft. of thoughtfully designed living space, including TWO primary suites — one conveniently located on the first floor with a luxury bath and spacious walk-in closet, and a second upstairs primary suite featuring its own full bath and walk-in closet. The first floor also includes a versatile enclosed flex room which can be used as a home office, guest room, or potential FIFTH bedroom. The second floor has three other bedrooms with walk-in closet and oversized family room about 21'x17'. Step outside into your private resort-style backyard featuring a heated saltwater pool and spa with premium PebbleTec finish, App-controlled pool system let you manage lighting, pump, spa, and features from your mobile device, already prepped for expansion with a concrete footer for future screen enclosure installation, upgraded pavers, shower, large covered lanai, gutters and downspouts for improved drainage, fully fenced yard and extended front porch — creating the perfect Florida outdoor living experience— for entertaining, relaxing, pets, and family gatherings. Inside, the open-concept kitchen is beautifully upgraded with: • premium color cabinets, • large center island, • stylish backsplash, • single-bowl sink, • walk-in pantry, • upgraded granite countertops, • pendant lighting, • and stainless-steel appliances. Additional interior highlights include: • recessed LED lighting throughout, • exterior-vented microwave, • and abundant natural light throughout. This home includes • technology package with a Wi-Fi-enabled thermostat, video doorbell, garage door opener and wall-mounted 75” TV on both floors. Additional peace of mind includes transferable builder's 5/10-year warranty. This home has the perfect blend of luxury, functionality, and convenience in a family-friendly community with a safe small-town feel and just about five minutes away from Legoland theme park. READY TO MOVE IN. *Some photos have been virtually rendered.

1213 Michelangelo Lane, Winter Haven

$469,999

4 Beds ⋅ 3 Baths ⋅ Ruby Lake Sub Ph Ii SubDv. ⋅ 33884 Zip Code

WONDERFUL POOL HOME IN GATED COMMUNITY Located in Ruby Lake subdivision, this spacious home boasts appealing architectural enhancements with high ceilings throughout its 2,648 sq.ft. of living area. The layout features an open concept design with a formal living room, formal dining room, large family room and a split-plan for the 4 bedrooms and 3 full baths. The centrally located kitchen offers plenty of beautiful wood cabinets and granite counter space along with the conveniences of a pantry, breakfast bar and a dinette giving great view of the outdoor living space and pool. The generous family room has sliding glass doors to the lanai & pool and stands open to the dinette and kitchen. The seamless transition between the kitchen, formal living and dining rooms, and the casual living areas is perfect for daily life and when hosting get-togethers. The master en suite features a generous bedroom with sliding glass doors to the lanai, walk-in closet, and the bathroom has dual vanities, a soaking tub, walk-in shower, and water closet. The second bathroom stands convenient to the additional bedrooms and living areas and the third bathroom stands convenient to the pool area. This great Central Florida location is near shopping, schools, medical facilities and restaurants with easy access to both Tampa and Orlando.

355 Ruby Lake 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

$230,000

3 Beds ⋅ 2 Baths ⋅ Whispering Trails Ph 02 SubDv. ⋅ 33884 Zip Code

Come see 2953 Whispering Trails Dr, a residence showcasing recent fresh interior paint and fresh exterior paint for a clean, cohesive appearance. The kitchen is equipped with all stainless steel appliances, and the primary bathroom provides practical double sinks. Outside, a welcoming patio leads to a fully fenced in backyard. This move-in ready property blends comfort and recent updates seamlessly. Included 100-Day Home Warranty with buyer activation

2953 Whispering Trails Drive, Winter Haven

$426,360

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

Under Construction. Let me Introduce you to the Denham this 2336 Sqft. 4 Bedroom 3 Bath home is to die for. This home provides Luxury Vinyl tile in all the wet areas and the Living and Dining rooms with Quartz Counter Tops in the Kitchen and all 3 Bathrooms. The Kitchen provides Stainless Steel Whirlpool Appliances that Including a Stove, Microwave, Refrigerator and Dishwasher, you also receive a Washer and Dryer in the Laundry room. It comes with 3 Spacious Spare Bedrooms and an Owners Suite, that can easily fit a King size bed with a Beautiful Master bath with two Adult Vanity sinks and Quartz Countertops. This home also has a Covered Lanai that is perfect for BBQs.

1757 Hummingbird Road, Winter Haven

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