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$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
$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
$219,900
2 Beds ⋅ 2 Baths ⋅ Cypresswood Enclave Ph 01 SubDv. ⋅ 33884 Zip Code
WELCOME TO THIS CHARMING TOWNHOUSE located in the sought-after Cypresswood Golf & Country Club community in beautiful Winter Haven! This inviting 2 BD / 2 BA home offers comfortable Florida living with a spacious open-concept living and dining room combination, abundant natural light, and a thoughtfully designed layout perfect for both relaxing and entertaining. The kitchen features beautiful granite countertops, handsome cabinetry, and a cozy eat-in space ideal for casual dining. The primary suite is generously sized and includes a custom walk-in closet, dual sink vanity, skylight, and an attractive walk-in shower creating a bright and airy retreat. The guest bedroom also offers a custom closet for added organization and convenience. Additional features include skylights that fill the home with natural light, spacious living areas, and a warm, welcoming atmosphere throughout. Residents of Cypresswood enjoy a gated golf course community with beautifully maintained grounds, scenic surroundings, clubhouse amenities, tennis courts, community pool, restaurant access, and an 18-hole championship golf course, all conveniently located near shopping, dining, medical facilities, and easy access to both Orlando and Tampa. Come experience the peaceful lifestyle and exceptional community setting this lovely townhouse has to offer!

10 Enclave Drive, Winter Haven
$299,990
4 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Under Construction. Brand new, energy-efficient home available by May 2026! Open floor plan creates a unified living space with a large great room that overlooks the kitchen. 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.

5013 Kaia Avenue, Winter Haven
$388,000
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
$274,990
4 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Under Construction. Brand new, energy-efficient home available by May 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 offering 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.

5029 Kaia Avenue, Winter Haven
$165,000
2 Beds ⋅ 2 Baths ⋅ Cypresswood Tennis Vls SubDv. ⋅ 33884 Zip Code
Don’t miss this incredible opportunity to own a villa in one of Winter Haven’s most sought-after gated golf communities — at an unbeatable price! This 2-bedroom, 2-bathroom villa offers 1,278 sq ft of comfortable Florida living with a peaceful pond view backdrop. The open floor plan flows effortlessly, and the private enclosed Florida room is perfect for year-round entertaining. The generous primary suite features a walk-in shower, and the guest bath includes a tub/shower combo. Why this is a steal: Priced well below comparable properties in the community, Resort-style amenities INCLUDED — 18-hole golf course, tennis, pickleball, pool, fitness center, clubhouse & restaurant, 24-hour manned gate for peace of mind, Pets welcome, Flexible for investors — 6-month minimum lease allowed. Whether you’re looking for your Florida dream home, a seasonal getaway, or a smart rental investment, this property checks every box at a price that won’t last long. Act fast — opportunities like this don’t stay on the market!

1004 Medinah Drive, Winter Haven
$475,000
5 Beds ⋅ 3 Baths ⋅ Harmony/Lk Eloise Ph 1 SubDv. ⋅ 33884 Zip Code
Like-New Casa Fresca Home with a VA Assumable Rate @ 4.99%! This Jazmin Floorplan in Harmony on Lake Eloise is a must-see! Built in 2025, this stunning 5-bedroom home—with a dedicated separate playroom/office/den—offers 2,457 sq. ft. of thoughtfully designed living space. Set in the highly desirable Harmony on Lake Eloise community, this property stands out as the only Jazmin model currently available. Step inside to find a bright, modern layout ideal for today’s lifestyle. The open-concept living and dining areas flow seamlessly into the stylish kitchen—perfect for family gatherings or entertaining. The 3-car garage features a polyeurethaned floor, adding a durable, finished touch. Outside, enjoy a fully fenced yard that’s perfect for children, pets, and outdoor fun. Harmony is a vibrant community featuring a resort-style pool and walking paths, all just minutes from LEGOLAND, shopping, and dining. Whether you’re looking for space, style, or location, this like-new Casa Fresca home has it all—perfect for a large or growing family.

1018 Brimstone Circle, Winter Haven
$288,900
3 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise Phase 2 SubDv. ⋅ 33884 Zip Code
Under Construction. Let me Introduce you to the Astor this 1593 Sqft. 3 Bedroom 2 Bath home with the Garage in the rear is just to die for. This home provides Luxury Vinyl tile in all the wet areas, Living and Dining Rooms and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and also includes a Washer/Dryer. The Astor has an Open Floor plan that allows you to entertain guest even if they are in the living or dining room. Spacious bedrooms and an Owners Suite that can easily fit a King size bed. If you like sitting outside, you have a covered lanai that is perfect for BBQing. And on top of all that it also comes with our Home Smart System. Come by today!

1660 Hummingbird Road, Winter Haven
$235,000
2 Beds ⋅ 2 Baths ⋅ Traditions Ph 2a SubDv. ⋅ 33884 Zip Code
Welcome to the vibrant lifestyle of Traditions, one of Winter Haven’s most desirable gated 55+ communities! Built in 2020, this impeccably maintained villa offers 2 bedrooms, 2 bathrooms, and 1,385 sq. ft. of beautifully designed living space that perfectly blends comfort, elegance, and low-maintenance Florida living. Step inside to an inviting open-concept floor plan filled with natural light, high ceilings, and stylish ceramic tile flooring throughout the main living areas. The spacious living and dining areas are ideal for entertaining guests or simply relaxing in comfort. The modern kitchen is a standout feature, showcasing solid wood cabinetry, granite countertops, stainless steel appliances, and generous prep space for everyday living and special gatherings alike. The spacious primary suite offers a large walk-in closet and a private en-suite bath designed for comfort and convenience. Sliding glass doors lead to a screened-in porch where you can unwind and enjoy Florida’s beautiful weather year-round. Living in Traditions means enjoying an exceptional array of resort-style amenities, including a lakeside heated pool, elegant clubhouse, fitness center, tennis, pickleball, and shuffleboard courts, plus private access to Lake Ruby with a community boat ramp and dock. Even better, the HOA covers exterior maintenance, lawn care, and high-speed internet, allowing you to truly enjoy a carefree lifestyle. Ideally located near shopping, dining, hospitals, and Legoland, this stunning villa offers the perfect opportunity to enjoy the best of Central Florida living. Don’t miss your chance to own a beautiful home in one of Winter Haven’s premier active adult communities!

3023 Caneel Street, Winter Haven
$422,999
2 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph Ii South SubDv. ⋅ 33884 Zip Code
This is a must see charming oasis located behind the secure gates of Lake Ashton, you don’t want to miss this opportunity of becoming an homeowner in this Exclusive 55+ community in Florida, comes with a upgraded custom13’6 x 28’ saltwater pool with propane heater and expanded screened enclosure that measures 44’ x 24’ tankless propane water heater, and gas hookup for an outdoor kitchen in Lake Ashton! If you are seeking a stunning 2-bedroom, 2-bath property this is the one it sits on the Lake Ashton West golf course and this environment for Living certified Green home features several builder upgrades PLUS extensive builder and owner upgrades Inside, you’ll find tile flooring throughout (no carpet), upgraded kitchen cabinetry with roll-out shelving, Calcatta Silestone countertops with beveled edge; custom kitchen pantry cabinet with roll-outs; under-cabinet lighting, custom closets in both bedrooms and laundry room plus a custom pantry storage. Additional features include custom closets, updated bathrooms with a walk-in shower and glass doors, remote-controlled blinds, upgraded lighting and fans, epoxy garage flooring, and enhanced landscaping Located in Lake Ashton, a premier 55+ community offering two 18-hole golf courses, a 26,000 + sq ft Health and Fitness Center, pickleball courts , a bowling alley, a restaurant and much more, activities are abundant in this exceptional community . Don’t miss this very special pool home. Schedule your showing today.

1108 Sawgrass Drive, 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
$290,000
3 Beds ⋅ 2 Baths ⋅ Morningside SubDv. ⋅ 33884 Zip Code
You will be impressed the moment you walk through the door! It’s so clean, polished and move-in ready! This home is a beautifully maintained 3-bedroom, 2-bath home located in the desirable Morningside neighborhood within the gated Winterset community. This thoughtfully designed split-bedroom floor plan offers both comfort and functionality, featuring a formal living room, formal dining room, and a spacious great room ideal for everyday living and entertaining. There is opportunity for lots of natural light with the storm front door and the garage screening. Both the garage and lanai screenings were replaced in 2024 when exterior paint was completed. The kitchen is conveniently positioned with a nearby laundry closet and flows seamlessly into the main living areas. Two secondary bedrooms share a well-appointed hall bath, providing privacy for family or guests. The primary suite is a true retreat, complete with sliding glass doors leading to the Florida room, dual walk-in closets, and a luxurious en-suite bath featuring a soaking tub, separate shower, and ample space. Enjoy year-round relaxation in the expansive Florida room, perfect for a seating area and dining setup, all overlooking a generously sized backyard. This home has been thoughtfully updated and is move-in ready with new carpet throughout (2026), giving it a fresh, like-new feel. Additional updates include: Refrigerator (2023) Garage door opener (2020) Garbage disposal (December 2023) Exterior paint (September 2024) Water heater (September 2024) HVAC system (2014) Winterset offers resort-style amenities including a gated entrance, community pool, tennis courts, scenic lake views, and a private boat ramp. Conveniently located in SE Winter Haven just off Cypress Gardens Blvd, you’ll enjoy easy access to shopping, dining, and local events. Don’t miss the opportunity to own this exceptional home in one of the area’s most sought-after communities!

142 Morning Glory Circle, Winter Haven
$340,000
4 Beds ⋅ 2 Baths ⋅ Lake Lucerne Ph 5 SubDv. ⋅ 33881 Zip Code
Seller motivated — great opportunity for investors or future homeowners! This beautiful corner lot home features 4 bedrooms and 2 bathrooms, offering comfort, space, and excellent income potential. The spacious kitchen comes fully equipped with all appliances, including a refrigerator, stove, microwave, and dishwasher, making it move-in ready from day one. The open-concept layout seamlessly connects the living and dining areas, creating the perfect space for entertaining guests or enjoying everyday family life. Sliding glass doors lead to a large backyard, ideal for outdoor activities, gatherings, or simply relaxing. Additional highlights include a 2-car garage, an already equipped laundry room, and a well-designed floor plan that offers both functionality and comfort. Located in the desirable Lake Lucerne community, residents enjoy great amenities, including a clubhouse, swimming pools, playground, and sidewalks for walking. Conveniently situated near Lake Alfred Elementary School, Daniel Jenkins Academy, Haines City Senior High School, as well as shopping, restaurants, and major roads with easy access to US-27, making commuting to Winter Haven, Davenport, and Orlando attractions even more convenient. Investor alert: The property is currently tenant-occupied with a lease in place through November 2026, generating $1,950/month in rental income. After the lease term ends, the new owner may choose to renew the lease or have the tenant vacate. Don’t miss this incredible opportunity!

604 Sarner Pass Way, Winter Haven
$224,900
3 Beds ⋅ 2 Baths ⋅ Waters Edge Unit 01 A Rep 02 SubDv. ⋅ 33880 Zip Code
JUST REDUCED!!! NEW PRICE POINT ON THIS BEAUTIFUL CHAIN OF LAKES 3BEDROOM TOWNHOME ON LAKE LULU!!! Beautiful lakefront views & wildlife abound at this low-maintenance home on the water that has been updated, remodeled & ready to move in! You'll enjoy the open floor plan with modern, updated kitchen, stainless appliances and Corian countertops, spacious living area & downstairs powder room. French doors open to a tiled & screened lakefront lanai, and the sunsets are absolutely breathtaking from the back yard! Enjoy fishing, grilling or take your boat out for a cruise after a "dip" in the lakefront community pool. The townhome features a large private primary bedroom with an en-suite bath and lakefront balcony that offers incredible water views. There are two additional bedrooms & the guest bath is located on the second floor. There is an attached one-car garage, and the community offers additional fee-based recreational vehicle parking. Location, location! This gem is centrally located, and you can walk to local restaurants & Publix, and it's close to medical and a vibrant downtown Winter Haven area where you can enjoy the local farmers market, night life and great dining. This property is a slice of "Lakefront Paradise"! Call today to see this rare property!

606 Orange Blossom Drive, Winter Haven
$99,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Move right into this fully furnished home. This home offers lots of space with walk in closets in both bedrooms and a new vanity in the primary bathroom. Plus the lanai offers extra living space as well as the bonus room on the front of the home. The refrigerator and washer and dryer are newer. The metal roof was installed in 2024. Oakwood Estates, a 55+ community, offers many activities and amenities, so you can be as busy as you would like, or just sit back and enjoy the peaceful community. The rocker recliner in the living room and TVs do not convey.

4253 Cedarwood Street, Winter Haven
$215,000
2 Beds ⋅ 3 Baths ⋅ Townhouses At Park Lake SubDv. ⋅ 33880 Zip Code
Beautifully updated 2 bed, 2 1/2 bath townhome in the desirable Park Lake Community. Enjoy a modern kitchen (2023) plus a new A/C, renovated master bathroom with a relaxing soaking tub (2024). Located in a quiet neighborhood just minutes from downtown, shopping, restaurants, hotels and only 10 minutes to Legoland. Right next to the Advent Sports Complex. Great location with recent upgrades, bring your offers.

2330 Se Royal Isle, Winter Haven
$210,000
3 Beds ⋅ 1 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code
Welcome to your next chapter in beautiful Winter Haven! This charming home offers the perfect blend of comfort, convenience, and value—an ideal opportunity whether you're a first-time buyer, downsizing, or looking to invest. Step inside to discover a bright and inviting layout designed for everyday living. The home features well-proportioned living spaces filled with natural light, creating a warm and welcoming atmosphere from the moment you walk in. The kitchen offers ample cabinet space and functionality, perfect for both casual meals and entertaining guests. Enjoy relaxing mornings or peaceful evenings in your private outdoor space, with room to personalize and make it your own. Nestled in a desirable location, this property provides easy access to shopping, dining, schools, and major roadways—making your daily commute and errands a breeze. Offered at just $210,000, this is an incredible opportunity to own a home in a growing and sought-after area of Winter Haven. Don’t miss your chance to make this property yours—schedule your private showing today!

1665 Teagan Lane, Winter Haven
$295,000
4 Beds ⋅ 2 Baths ⋅ Lakeside Landings Ph 01 SubDv. ⋅ 33881 Zip Code
Welcome to 6103 Grey Heron Dr in Winter Haven, FL — a beautifully maintained move-in ready home offering modern finishes, open-concept living, and stylish design throughout. This spacious home features a bright and airy split floor plan with neutral tones, abundant natural light, and seamless flow between the kitchen, dining, and living areas — perfect for both everyday living and entertaining. The stunning kitchen is the heart of the home and showcases: • Oversized quartz island with seating • Shaker-style cabinetry • Stainless steel appliances • Modern backsplash details • Ample counter and cabinet space • Open sightlines to the main living area • Designer lighting and upgraded fixtures The primary suite offers a relaxing retreat with spacious accommodations, elegant finishes, and a beautifully appointed ensuite bathroom featuring dual sinks, generous vanity space, and a walk-in glass shower. Additional bedrooms are well-sized and versatile for guests, office space, or family living. Step outside to enjoy the screened lanai overlooking a large backyard with plenty of room to relax, entertain, or create your dream outdoor oasis. Property Features Include: • Newer roof (2025) • Water softener system 2025 • Open-concept layout • Split-bedroom floor plan • Tile flooring in main living areas • Modern light fixtures throughout • Spacious secondary bedrooms • Indoor laundry space • 2-car garage • Screened covered patio/lanai • Large backyard • Contemporary curb appeal Conveniently located near shopping, dining, schools, and major roadways, this home combines comfort, style, and functionality in one beautiful package.

6103 Grey Heron Drive, Winter Haven
$287,500
4 Beds ⋅ 3 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code
Short Sale. SHORT SALE OPPORTUNITY PRICED TO SELL! This is a great opportunity to walk into equity in a newer home. Needs some minor TLC. Lucerne Park Reserve is located in historic Winter Haven only one mile from US-27 providing easy access to major employment centers. The home is located closely to town centers with plenty of restaurant and retail options. Meritage Home is Known for their energy efficient features. Low HOA of $200/year includes community pool and park

884 Cambridge Drive, Winter Haven
$215,000
2 Beds ⋅ 2 Baths ⋅ Florida Highland Co SubDv. ⋅ 33884 Zip Code
Welcome to this charming 2 bedroom, 2 bathroom home in Orchid Springs, a non–age-restricted community where all ages are welcome, located in SE Winter Haven. Thoughtfully updated, this home features new wood plank tile flooring. The open floor plan is highlighted by a spacious and light-filled great room with vaulted ceilings creating a warm and inviting space ideal for everyday living. Just off the great room is a beautiful atrium to fill with your favorite plants or enjoy the evenings outside in your private sanctuary. The primary suite includes built-in closets, sliding glass door open to the back courtyard and an en-suite bathroom with updated wood plank tile flooring, updated vanity and mirror the secondary bedroom is generously sized and located next to the guest bathroom, which features updated vanity and tile flooring. Additional highlights include a one-car garage with laundry area Outdoors, enjoy a paver patio courtyard ideal for BBQs and entertaining. There are plenty of private outdoor spaces for relaxing there is are front and rear screened porches as well as the outdoor courtyard. Orchid Springs is a well-established community offering a swimming pool and clubhouse, with lawn maintenance and amenities included for a low monthly fee. Conveniently located within minutes of shopping, dining, medical facilities, and LEGOLAND® Florida, and centrally positioned between Tampa and Orlando for easy access to theme parks and international airports. Call today to schedule your private showing.

277 Mariposa, Winter Haven
$279,000
3 Beds ⋅ 2 Baths ⋅ Richmond Square Ph 02 SubDv. ⋅ 33884 Zip Code
One or more photo(s) has been virtually staged. Price Improvement – Motivated Seller! Welcome to Winterset, one of Winter Haven's most desirable gated lakefront communities! This beautifully designed 3-bedroom, 2-bath home, built in 2006, offers 1,994 square feet of comfortable living space. Winterset is not a 55+ community, and there is no separate master association fee. A covered, screened front porch welcomes you into a spacious great room that opens to an impressive 550-square-foot screened rear porch with beautiful porcelain tile—perfect for relaxing, entertaining, and enjoying Florida's indoor-outdoor lifestyle. The home features no carpet, with durable laminate flooring installed throughout in 2020. Situated on a rare double lot, this property offers added space, privacy, and flexibility that is hard to find in Winterset. While the additional lot is not buildable, it provides plenty of room to add a pool, expand your outdoor living space, or create a larger circular driveway—giving you options that most homes in the community simply don't have. The split-bedroom floor plan offers privacy, with two secondary bedrooms sharing a hall bath complete with a tub and linen closet. The inside laundry room includes the washer and dryer. Recent improvements include a new water heater (2026) and HVAC (2021). Additional features include a tile roof, brick paver driveway, 2-car garage, and garage screen door for added ventilation and flexible use. Winterset residents enjoy exceptional amenities, including a lakefront clubhouse overlooking Lake Winterset, heated pool and spa, tennis and pickleball courts, shuffleboard, and a private boat ramp with access to Lake Winterset and the renowned Winter Haven Chain of Lakes. HOA fees include grounds maintenance, gated security, and access to all community amenities. Conveniently located near LEGOLAND® Florida, shopping, dining, medical facilities, and with easy access to both Tampa and Orlando, this home offers the perfect combination of comfort, convenience, and Florida living.

3027 Richmond Drive, Winter Haven
$169,900
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
Virtually Staged. Peaceful Waterfront View with fountain & You Own the Land in Garden Grove Oaks! Welcome to your Florida paradise! Nestled in the highly sought-after Garden Grove Oaks 55+ active adult community, this beautifully maintained and partially furnished 2-bedroom, 2-bathroom double-wide home offers the perfect blend of modern upgraded Kitchen with stone countertops, active resort-style living, and serene water views. Best of all—you own your land (no land lease or high lot rent!), keeping your monthly expenses incredibly low with an HOA of just $65/month.

6114 Grand Oaks Drive Se, Winter Haven
$74,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Welcome to paradise, in this 2/2 with a enclosed front porch, to watch the beautiful Florida sunsets. The gated 55 plus community offers many amenities such as tennis, fishing pier, two heated pools, shuffle board, miniature golf, bocce ball, two club houses, fishing pier, plus many planned activities.

4038 Rolling Oaks Drive, Winter Haven
$284,990
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 5 SubDv. ⋅ 33884 Zip Code
Ready for immediate move-in, the three bedroom, two bathroom home welcomes you with a perfect blend of style, comfort, and modern living. Thoughtfully designed with an open-concept layout filled with natural light, creating an inviting space for both relaxing and entertaining. At the heart of the home, the spacious great room flows seamlessly into the dining area and kitchen. The gourmet kitchen is sure to impress, showcasing stainless steel appliances, breakfast bar for a casual meal, pantry and plenty of prep space—ideal for everyday living and hosting alike. Beautiful ceramic tile flooring extends through the main living areas, while the bedrooms offer plush carpeting for added comfort. The primary bedroom serves as a peaceful retreat, complete with a generous walk-in closet and en-suite bath featuring dual vanities and a shower with a bench. Two additional bedrooms provide flexibility for guests, or a home office, each offering ample closet space and convenient access to a full bath. A dedicated laundry room with washer and dryer, along with a two-car garage, adds everyday convenience. Step outside to the covered patio to enjoy your backyard. Enjoy the amenities offered in the community with a resort style pool, playground and dog park. Experience the perfect blend of style, convenience, and community living at VillaMar. Come experience a home where comfort, functionality, and beauty come together effortlessly.

2747 San Marco Way, Winter Haven
$209,900
2 Beds ⋅ 3 Baths ⋅ Waters Edge Unit 1 Replat SubDv. ⋅ 33880 Zip Code
WATERFRONT! ON THE CANAL TO THE CHAIN OF LAKES!! This townhouse is low-maintenance and offers a tranquil setting right in the middle of town, great location!. Primary bedroom with ensuite and screened-in balcony, one car garage and open concrete patio. The screened patio is perfect for enjoying views of boaters and paddle boarders passing between the lakes. Focusing on recreation, this home is in the perfect spot for a multitude of outdoor activities. Community features include a sparkling pool . Fish from your backyard at the bank of Lake Lulu! This residence is convenient to Great restaurants, medical, shopping, entertainment, and LEGOLAND! Check us out today to see what Florida waterfront living is all about!

323 Orange Blossom Drive Unit 323, 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.

3060 Captain Jax Way, Winter Haven
$395,000
4 Beds ⋅ 3 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code
Welcome to TRADITIONS, an active 55+ gated community located in the heart of the state on Lake Ruby. From swimming laps in the olympic size pool, casting a line at the lake, swinging a pickleball racquet or utilizing the fitness room and scheduled classes, there is plenty to do to stay in shape. If you prefer a more relaxed day, the clubhouse provides plenty of social spaces for card games, crafting, puzzles and reading a book. The community has planned monthly activities, they even plan a yearly community cruise if that's your vibe. You don't need to leave the community to find something to do, however; Disney and Universal Studios are nearby and you can reach either coast in less than two hours. The community is close to shopping (Publix coming soon), medical facilities, Legoland and the quaint downtown area of Winter Haven with boutique shops and local restaurants. This community is truly the ultimate 55+ lifestyle. The monthly dues include: community amenities, Spectrum cable and internet, lawn maintenance, common area maintenance, and exterior paining every 8 years. Now for the house: This is a Kennedy model floorplan, one of the most sought after in this community. It is a SHOW STOPPER from top to bottom and these Sellers have executed great care during their ownership. You will appreciate some of the additions they have made such as the extended rear screened lanai with Coolaroo shades and a motorized hurricane shutter. They also extended a paver BBQ area for those who like to grill. They added overhead storage racks in the garage and if you are an angler you will appreciate the storage system for the fishing poles! They have also added a motorized screen door for the days that you want to tinker in the garage and keep the bugs out. The exterior was just painted in 2025. The lawn is manicured with professional landscape edged flower beds and best of all the grass is maintained by the HOA. Step inside the front door to be instantly impressed with the high ceilings. The space is open enough for great entertaining but also offers space to spread out when needed. Ceramic tile in all the wet areas and living spaces with 5 inch baseboards and crown molding give the feeling of luxury. Recessed lighting, pendant lights as well as good window placement bring good lighting into the space. The kitchen is spectacular. 42 inch upper cabinets, quartz counters, walk in pantry and preparation island make the space functional for the chef and easy to entertain in. There are three dining space choices: formal dining area, breakfast nook and a breakfast bar providing with plenty of seating. The living room flows perfectly from the triple sliding door onto the lanai. The wall mounted TV's convey. The floorplan also offers a triple split bedroom plan. The primary bedroom offers an ensuite and the walk in closet has custom built in shelving. The ensuite has dual sinks, private commode room, linen closet and soaking tub. The walk in shower has no step and has nice glass doors. The 2nd and 3rd bedrooms share a guest bath with dual sinks and the 4th bedroom has a private ensuite. You truly have to see this home to appreciate its flow, style, tidiness and all the features that make this place a HOME! If 55+ living in Florida is what you have been dreaming of, you just found it! Come make some new Traditions!

3890 Bedford Avenue, Winter Haven
$289,900
3 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 02 SubDv. ⋅ 33884 Zip Code
Welcome to your slice of true Florida lake life—where every day feels like a getaway. This 3-bedroom, 2-bath home is tucked inside a waterfront community designed for living, not just residing. Start your mornings with a quick launch from the private boat ramp, spend your afternoons cruising Lake Dexter, or enjoy a friendly match on the tennis courts. There’s even private boat parking, so your next day on the water is always effortless. When it’s time to unwind, head to the community pool or relax at the clubhouse overlooking the water—perfect for catching those signature Florida sunsets. Located just minutes from LEGOLAND Florida Resort, plus a wide variety of local restaurants and shopping, you’re right in the heart of everything—so close to LEGOLAND that you can sometimes enjoy their fireworks lighting up the night sky. This isn’t just a home—it’s the kind of place where memories are made and the pace of life finally feels just right.

3971 Cypress Landing W, Winter Haven
$266,900
3 Beds ⋅ 2 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code
Short Sale. – PRICED TO SELL! Welcome to this 2022-built 3-bedroom, 2-bathroom home located in the growing Lucerne Park Reserve community of Winter Haven. This newer construction single-story home features a desirable open-concept floor plan, perfect for comfortable everyday living and easy entertaining. The spacious kitchen overlooks the living and dining areas, creating a bright and inviting central gathering space. The primary suite offers a private bathroom and generous closet space, while two additional bedrooms provide flexibility for guests, family, or a home office. Home includes solar panels, offering potential energy efficiency benefits for the new owner. Conveniently located near shopping, dining, schools, and major highways with easy access to Lakeland, Orlando, and surrounding Central Florida areas. Ideal opportunity for first-time buyers, investors, or anyone looking to add value in a rapidly growing area. Short Sale – subject to lender approval. Property sold as-is. MOTIVATED SELLERS!!!

909 Cambridge Drive, Winter Haven