Winter Haven FL 2 Bedroom Real Estate, Homes, Condos for Sale

2 Beds ⋅ 2 Baths ⋅ Winter Ridge Condo SubDv. ⋅ 33881 Zip Code

MUST SEE! Discover the perfect blend of comfort, convenience, and Florida lifestyle in this beautifully maintained 2-bedroom, 2-bathroom unit in the desirable Winter Ridge Condominium Community. Featuring new laminate flooring throughout the living areas and bedrooms, fresh paint, updated baseboards, and A/C, this move-in-ready home offers a clean, modern feel with no carpet. The open-concept layout is thoughtfully designed to maximize every square foot, creating a spacious and inviting atmosphere for everyday living or entertaining. The property also includes two dedicated parking spaces, providing added convenience for residents and guests. Enjoy resort-style community amenities including a heated pool, clubhouse, chain-of-lakes access, boat dock, and boat slips, making it easy to embrace the best of Central Florida living. The HOA includes exterior and grounds maintenance as well as trash service, helping simplify ownership and enhance the property's appeal for both homeowners and investors. Conveniently located just minutes from downtown amenities, Legoland, shopping, dining, and entertainment, this property offers an excellent opportunity for a primary residence, second home, or income-producing investment. Seller or private financing available with an easy and fast approval process and just 20% down! Don't miss this exceptional opportunity schedule your showing today before it's gone!

244 Winter Ridge Boulevard Unit 244, Winter Haven

$75,906

2 Beds ⋅ 1 Baths ⋅ Biltmore Shores SubDv. ⋅ 33881 Zip Code

Adorable 2/2 pool home conviently located in Winter Haven. No HOA. All New Appliances. Indoor laundry with washing machine and dryer hook ups, new bathroo vanaties, new kitchen cabinets, fully fenced backyard and a screened-in pool.

2441 29th Street Nw, Winter Haven

$99,900

2 Beds ⋅ 2 Baths ⋅ Kenilworth Park SubDv. ⋅ 33881 Zip Code

CASH ONLY, INVESTORS SPECIAL! This adorable home has so much potential and a wonderful location near Lake Mirror and Lake Cannon in Winter Haven. Built in 1926, features such as wood flooring and a brick fireplace add to the historic charm of this bungalow. Repairs are needed, but this home is priced to sell - allowing for a great investment into a flip, rental or place to call home!

1825 16th Street Nw, Winter Haven

$135,000

2 Beds ⋅ 2 Baths ⋅ Winter Ridge Condo SubDv. ⋅ 33881 Zip Code

Welcome to 242 Winter Ridge Drive in Winter Haven! This charming 2-bedroom, 2-bathroom home offers a comfortable and inviting open floor plan designed for easy everyday living and entertaining. The spacious living and dining areas flow seamlessly together, creating a bright, welcoming feel throughout the main living space. Both bedrooms offer plenty of room and privacy, with two full bathrooms adding convenience for homeowners and guests alike. Whether you're searching for a primary residence, seasonal Florida getaway, or low-maintenance home, this property offers plenty of potential. Conveniently located in Winter Haven with easy access to shopping, dining, medical facilities, and all that Central Florida has to offer. Schedule your private showing today and come see what 242 Winter Ridge has to offer!

242 Winter Ridge Boulevard Unit 242, Winter Haven

$178,500

2 Beds ⋅ 2 Baths ⋅ Winterset 02 A Condo Ph 01 SubDv. ⋅ 33884 Zip Code

Welcome to resort-style living in the heart of Winter Haven! This charming 2-bedroom, 2-bath condo/Townhouse offers the perfect combination of comfort, convenience, and an incredible community lifestyle. Located inside a desirable gated community, residents enjoy an impressive selection of amenities including a sparkling community pool, clubhouse, boat ramp with access to Lake Winterset and the Chain of Lakes, tennis and pickleball courts, and more. The location is hard to beat! Just minutes from LEGOLAND Florida, approximately 5 minutes from US Highway 27, and conveniently close to grocery stores, shopping, dining, and some of Winter Haven's hidden-gem local restaurants. Whether you're looking for a full-time residence, a Florida getaway, or a low-maintenance home in a vibrant community, this property offers an exceptional opportunity. Come experience the relaxed Florida lifestyle, recreational amenities, and convenient location that make this community such a special place to call home. Schedule your private showing today!

2007 Garden Lake Drive Unit 2007, Winter Haven

$244,900

2 Beds ⋅ 2 Baths ⋅ Haven Grove Estates SubDv. ⋅ 33881 Zip Code

Solid and charming Mid-Century Ranch home in a quiet neighborhood just off of Lake Idylwild in vibrant and beautiful Winter Haven, Florida with no HOA! This two bedroom/two full bath home could easily be converted back to a three bedroom, as the original third bedroom was transformed into a formal dining area/office/den. The living room and hall have engineered hardwood floors. The kitchen has a built-in wall oven, gas cooktop, breakfast bar and an eat-in area. There is a spacious inside utility room with plenty of storage cabinets, washer & dryer, gas water heater, and utility sink. The two bedrooms have built-in closets and tile floors, and there are two full bathrooms with historic 4x4 tile and one shower has a Terrazzo floor! The enclosed back porch could easily be more living area with the addition of a mini-split or a simple wall unit. The back yard is fully fenced and has two large storage sheds. The front of the house has window awnings, a two-car carport with decorative wrought-iron support columns, and a wide brick driveway. The membrane roof is 2025, the electrical panel was upgraded in 2024, and the A/C condenser is 2010. This house is near the boat ramp on Lake Hartridge, one lake over on the fun Chain of Lakes. Haven Grove Estates is convenient to shops, groceries, restaurants, medical facilities, and all that the lovely downtown has, plus it is convenient to highways to the Tampa, Lakeland, and Orlando metropolitan areas for commuting ease. Call today to see this one!

2608 Trinity Circle Nw, Winter Haven

$208,500

2 Beds ⋅ 1 Baths ⋅ West Cannon Heights SubDv. ⋅ 33881 Zip Code

PROPERTY IS BEING COMPLETED WITH RENOVATIONS. WELCOME TO THIS BEAUTIFULLY UPDATED HOME FEATURING STYLISH MODERN FINISHES AND IMPROVEMENTS THROUGHOUT. LOCATED IN THE INWOOD/WEST CANNON AREA. HOME IS A 2 BEDROOM/1 BATHROOM WITH 840SQFT. IMPROVEMENTS INCLUDE; ROOF, WINDOWS, DRYWALL, FLOORING, PLUMBING, ELECTRICAL, BATHROOM, KITCHEN, AND 3 MINI-SPLIT A/C UNITS. OUTSIDE THE PROPERTY FEATURES MATURE LANDSCAPING AND A COVERED CARPOT CONVENIENT FOR OFF-STREET PARKING. THE COVERED OUTDOOR AREA COULD ALSO BE USED FOR ENTERTAINING OR RELAXING. MINUTES FROM THE NEW PUBLIX AND SOON TO BE COMPLETED CHICK-FIL-A. YOU WON'T WANT TO MISS THIS ONE.

1248 31st Street Nw, Winter Haven

$1,100,000

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

Welcome to an exceptional and truly distinctive lakefront estate with a private pool, defined by architectural artistry, refined character, and timeless Spanish-Mediterranean elegance. This 2-bedroom, 3-bath residence offers more than 3,700 square feet under roof, providing expansive, thoughtfully designed interiors ideal for both entertaining and serene everyday living. From the moment you enter, you are welcomed by an atmosphere of bespoke craftsmanship and enduring design. Exquisite brick archways, rich warm wood detailing, and three elegant wood-burning fireplaces establish a setting that is both inviting and unmistakably unique. The kitchen continues this elevated architectural story, showcasing custom extensive cabinetry, stone countertops, premium stainless steel appliances, and a dramatic brick-arched passage that serves as a striking focal point. Thoughtfully designed to capture the essence of the Florida lifestyle, the home opens to a private resort-style swimming pool set against a peaceful lakefront backdrop, creating an extraordinary environment for relaxation, refined entertaining, and sweeping waterfront views. Seamless indoor-outdoor transitions enhance the sense of openness throughout, making the residence equally suited as a distinguished full-time home or an exclusive private lakefront retreat. With its authentic Spanish-Mediterranean influence, handcrafted brick detailing, multiple fireplaces, resort-style pool, and premier waterfront location, a rare opportunity to own a residence of true individuality and lasting appeal—one that cannot be replicated. Schedule your private showing and experience the elegance and exclusivity of this remarkable lakefront offering.

Winter Haven

$140,000

2 Beds ⋅ 2 Baths ⋅ Imperial Villas SubDv. ⋅ 33880 Zip Code

Welcome to easy Florida living in desirable Imperial Villas! This well maintained 2 bedroom, 2 bath villa offers a bright, open layout with a comfortable flow. Roof Replaced 2020. The spacious primary suite includes a walkin closet and private bath, and the screened lanai is perfect for morning coffee or relaxing in the evening. Enjoy the heated community pool and a low maintenance lifestyle, with the HOA covering water, sewer, trash, and exterior maintenance. Conveniently located near Lake Howard, shopping, dining, and downtown Winter Haven, this home blends comfort and convenience. Schedule your private showing today.

345 24th Street Nw Unit 1, Winter Haven

$198,900

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

Short Sale. CLOSE IN 60 DAYS OR LESS! QUICK and easy HECM Short Sale on this 2 bedroom 2 bath Vienna Square Villa with pond and wooded view. Located next door to the clubhouse! The charming kitchen has upgraded ivory cabinets, and quartz counter tops. The oak floors flow from the kitchen, and great room giving a warm quality finish. The roof was replaced in 2022. Sold strictly AS-IS. No renting for the 1st 2 years of ownership in this charming 55+ community. This home is conveniently located within 10 minutes of restaurants, banks, shopping and Legoland. Vienna Square offers a low-maintenance lifestyle with reasonable fees, in a welcoming setting. Vienna Square is a beautifully maintained, amenity-rich community designed for easy living. Monthly fees include exterior paint, roof replacement, irrigation water, basic yard maintenance, and a Spectrum Internet/TV package. Residents enjoy access to a community pool, fitness center, billiards, movie nights, tennis and pickleball courts, and an active social calendar. Step inside, fall in love. Make it yours!

1307 Innsbruck Ct, Winter Haven

$215,000

2 Beds ⋅ 2 Baths ⋅ Winterset 01 A Condo 02 Amd SubDv. ⋅ 33884 Zip Code

This home can be purchased with NO MONEY DOWN or NO INCOME VERIFICATION! Welcome to Lakefront Living at Its Finest! Experience serene waterside tranquility with breathtaking views of Lake Winterset in this inviting 2-bedroom, 2-bath unit, all at an affordable price. As you step inside, you'll be greeted by soaring ceilings that enhance the open and airy atmosphere. The thoughtfully designed open floor plan seamlessly connects living and dining areas, perfect for both entertaining and relaxation. Both bedrooms offers ample space for comfortable living. The master bedroom also offers a spacious walk-in closet, and sliding glass doors leading to your rear screened porch. Enjoy your morning coffee or unwind in the evenings on the screened porch, where nature's beauty serves as your stunning backdrop. This desirable gated community not only offers a Clubhouse, pool, and spa but also features tennis and pickleball courts, as well as a convenient boat ramp for easy access to the lake. Ideally located near Legoland and in the heart of the Florida Peninsula, with lots of lakes, or just over an hour drive to the Gulf or Atlantic beaches, Tampa & Orlando for airports, shopping, entertainment and more. This home perfectly blends comfort and convenience. Don't miss your chance to embrace the Florida lakefront lifestyle you've always dreamed of!

410 Laurel Cove Way, Winter Haven

$174,900

2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code

Just bring your personal belongings for this fully furnished home. Officially it is 2 bedrooms, 2 bath home however the front room could be converted to a 3 bedroom just add a closet. Wonderful club house, a inground community pool and a pond stocked with fish with a low monthly fee of $65.00/month. 55 plus age requirement of one of the buyers in this community of Garden Grove Oaks. You own your land and you can file homestead making your taxes very low. Kitchen is very user friendly with updated appliances. In fact, the dishwasher and refrigerator are still under warranty. All the carpet was replaced with laminate. This home has a workshop/hobby room in the shed with another storage area and a private back yard screened porch with vinyl windows. Conveniently located to medical facilities, shopping, restaurants and major highways leading to Lake Wales, Haines City, Orlando and Tampa.

6086 Southern Oaks Drive, Winter Haven

$114,995

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

Welcome to 4063 Rolling Oaks in Winter Haven, located in Oakwood Estates, a desirable co-op 55+ community. This well-maintained 2 bedroom, 2 bathroom home offers a spacious and versatile floor plan featuring a bonus room and a Florida room, providing plenty of space for relaxing, entertaining, hobbies or a home office. Laminate flooring flows throughout the main living areas and bedrooms, while the Florida room features tile flooring. The dining room includes a built-in buffet with display cabinets and additional storage, creating the perfect space for showcasing your favorite pieces and hosting family and friends. The kitchen offers a convenient closet pantry for added storage, and both bedrooms feature generous walk-in closets. Exterior features include window awnings and an attached carport. A BRAND NEW ROOF was put on (08/2026). Oakwood Estates offers an affordable Florida lifestyle with low HOA fees that include water and trash service. Residents can also enjoy many amenities of this lakefront community including; two clubhouses, two swimming pools, an activity center with a pool table, tennis & pickleball courts, a mini golf course and a lake with fishing dock. Don’t miss this opportunity to own a home in a welcoming community conveniently located near shopping, dining, and all the great amenities and attractions Winter Haven is known for.

4063 Rolling Oaks Drive, Winter Haven

$149,000

2 Beds ⋅ 2 Baths ⋅ Wellington Pt 01 Bldgs 01 02 & Wellington Pt 02 B SubDv. ⋅ 33880 Zip Code

Virtually Staged. This is 55+ living at its best! Fully renovated with high-end finishes, a spotless, move-in-ready interior, and a desirable lakeside setting on the world-famous Winter Haven Chain of Lakes. Welcome to 689 Lake Howard Drive, Unit 213, where thoughtful updates, generous living spaces, and an exceptional waterfront community come together at an attractive price point. Located in The Wellington on the shores of Lake Howard, this impressive 2 bedroom, 2 bath condo feels fresh, modern, and remarkably spacious. The expansive living and dining area features beautiful flooring, crown molding, updated lighting and ceiling fans, and plenty of room for comfortable everyday living and entertaining. Sliding glass doors open to a large enclosed Florida room overlooking the beautifully maintained community grounds, providing even more space to relax and enjoy the Florida lifestyle. The remodeled kitchen is a standout, featuring quartz countertops, abundant white soft-close cabinetry, a farmhouse-style sink, herringbone tile backsplash, under-cabinet lighting, and a complete stainless steel LG appliance package including refrigerator, range, microwave, and dishwasher. Both bathrooms have been beautifully remodeled with quartz-topped vanities and impressive custom tile work. Walk-in showers feature frameless glass enclosures, decorative tile accents, niches, and contemporary finishes. An exceptionally large walk-in closet provides outstanding storage, while an interior laundry closet with included washer and dryer and a large private exterior storage room add everyday convenience. The Wellington offers beautifully landscaped grounds, two pool areas including a heated pool for winter use, clubhouse, shuffleboard, community activities, and a private dock on Lake Howard with access to the Winter Haven Chain of Lakes—perfect for fishing and enjoying life on the water. The condo fee includes basic cable and internet, water, garbage pickup, exterior building maintenance, and grounds maintenance. A private covered parking space is also included. Conveniently located near medical facilities, shopping, restaurants, churches, grocery stores, and charming Downtown Winter Haven. Beautifully remodeled, incredibly spacious, and located in a Chain of Lakes waterfront community—this is 55+ living with the updates already done for you!

689 Lake Howard Drive Nw Unit 213, Winter Haven

$99,000

2 Beds ⋅ 2 Baths ⋅ Orchid Spgs Vill 100 Condo SubDv. ⋅ 33884 Zip Code

Charming 2-bedroom, 2-bath third floor unit located in a peaceful, well-kept 55+ community tucked away from the main road. This spacious condo features an open floor plan with a large living room, dining area, and kitchen, perfect for entertaining. Enjoy your morning coffee or unwind at the end of the day lounging in the beautiful Florida room overlooking a serene lagoon. Additional perks include easy access to the elevator and on-site laundry. The monthly condo fee includes the use of the clubhouse and community pool, gas, water, trash, cable, internet, pest control, and exterior & grounds maintenance. Call us Today.

100 El Camino Dr Unit 309, Winter Haven

$99,900

2 Beds ⋅ 2 Baths ⋅ Winter Haven Harbour Apts Condo SubDv. ⋅ 33881 Zip Code

Welcome to **1700 6th Street NW, Unit C31, Winter Haven, FL 33881**, a beautifully maintained condominium offering comfort, convenience, and low-maintenance Florida living in the heart of Winter Haven. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this inviting home provides the perfect combination of affordability and location. Step inside to discover a bright and welcoming floor plan filled with natural light. Impact windows throughout for added comfort. The spacious living and dining areas create an inviting atmosphere for relaxing or entertaining, while the well-appointed kitchen offers ample cabinet and counter space for everyday living. The comfortable bedrooms and well-designed bathrooms provide a peaceful retreat, and the functional layout maximizes every square foot of living space. Another added benefit is the in unit washer/dryer combo included. Enjoy the convenience of condominium living with beautifully maintained grounds and community amenities, allowing you more time to enjoy everything the Winter Haven area has to offer. Ideally located in the heart of Florida's Chain of Lakes region, this home is just minutes from Lake Howard and the renowned Chain of Lakes, where you can enjoy boating, fishing, kayaking, paddleboarding, and waterfront parks. Spend the day exploring the shops, restaurants, breweries, and entertainment in downtown Winter Haven, or take a short drive to LEGOLAND Florida Resort for family fun. Golf enthusiasts will appreciate the nearby championship golf courses, while nature lovers can enjoy walking and biking trails, gardens, and scenic parks throughout the area. The property also offers convenient access to shopping centers, medical facilities, Polk State College, major highways, and both Tampa and Orlando attractions, making commuting and weekend adventures easy. Whether you're searching for a low-maintenance primary residence, a winter getaway, or an investment property, **1700 6th Street NW, Unit C31** offers an outstanding opportunity to enjoy the relaxed Central Florida lifestyle in a prime Winter Haven location. Don't miss your chance to make this charming condominium your new home!

1700 6th Street Nw Unit C31, Winter Haven

$164,800

2 Beds ⋅ 2 Baths ⋅ Lakeside Ranch For Mobile Homes SubDv. ⋅ 33881 Zip Code

Meticulously Maintained, beautiful 2/2, move-in ready home in a quiet lake-front community. Pride of Ownership shows throughout! List of Updates attached and include finished walls, Plumbing, downspouts, Heat Pump with UV Light, Newer Appliance, Washer and Dryer (inside laundry), flooring, kitchen cabinets with soft-close, built-in pantry/storage in the Dining Room to name a few. Thoughtfully maintained, offering peace of mind and comfort from day one! BONUS=2024 Evolution C4PRO golf cart is included! The sales price includes the $11,000 share of ownership in this Co-op Community. The low $145/mo HOA fee includes water, sewer, and lawn mowing. Individual mailbox, community laundry and clothesline available. No pets. No motorcycles. Trucks ok. Located near shopping, entertainment, and health care!

628 Lakeside Ranch Lane, Winter Haven

$184,999

2 Beds ⋅ 1 Baths ⋅ Lake Howard Cove Of Pines N Sec Replat SubDv. ⋅ 33880 Zip Code

Welcome to this charming, move-in-ready 2-bedroom, 1-bath home in a convenient Winter Haven location! Thoughtfully updated, this home features a bright kitchen with white shaker cabinets and quartz countertops, along with luxury wood-look tile flooring throughout for easy maintenance. The updated bathroom includes a beautifully tiled walk-in shower. The new metal roof adds lasting value and peace of mind. Outside, you'll find a detached garage/workshop that's perfect for extra storage, hobbies, or a workspace, along with a spacious fenced in backyard offering plenty of room for pets, gardening, or relaxing outdoors. One of the home's best features is its location. Enjoy being within walking distance of both Lake Howard and South Lake Howard Nature Park, where you can take advantage of scenic lake views, walking trails, playgrounds, fishing, and outdoor recreation. You'll also be just minutes from Downtown Winter Haven, the Chain of Lakes, shopping, restaurants, schools, and medical facilities, making everyday living both convenient and enjoyable. Whether you're a first-time homebuyer, looking to downsize, or searching for a great investment property, this well-maintained home offers the perfect combination of modern updates, outdoor space, and an exceptional location. Schedule your private showing today!

1986 Avenue F, Winter Haven

$139,900

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

Walk right into this beautiful home located in Oakwood Estates, a 55+ community. You will find the home nicely furnished which all conveys with the sale of the home. The open living area at the front of the home has a beautiful lake view. The kitchen is open to another living space or dining area. The primary bedroom at the rear of the home is nice sized and will accommodate a king sized bed. The guest bedroom is attached to the guest bathroom offering privacy and convenience to your guests. The Lanai which is also air conditioned (vent behind the couch) offers a wonderful area to sit and enjoy your morning coffee where you can watch the world go by. Oakwood Estates offers many activities and amenities including two pools, two clubhouses, tennis courts, shuffle board, miniature golf and much more. You can stay as busy as you like or just sit back and enjoy the peaceful community. The golf cart is included in the sale of the home. The Sellers have a home warranty in place and with a reasonable offer will pay for three month to continue the plan. Make your appointment today to see this beautiful home.

4234 Rolling Oaks Drive, Winter Haven

$189,900

2 Beds ⋅ 1 Baths ⋅ Lake Shipp Heights SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Beautifully renovated and move-in ready! No HOA!! This charming 2-bedroom, 1-bath home has been updated throughout. Enjoy fresh interior paint, and exterior paint, new flooring, a fully remodeled bathroom, and an updated kitchen featuring granite countertops and stainless steel appliances. The fenced backyard offers plenty of space for pets, play, or entertaining. Conveniently located in Winter Haven, this move-in-ready gem combines style, comfort, and value. Whether you're a first-time homebuyer, looking to downsize, or searching for an investment property, this super cute home is one you won't want to miss!

128 Center Street, Winter Haven

$149,500

2 Beds ⋅ 1 Baths ⋅ Haven The A Condo SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. YOU WILL APPRECIATE THE CHARACTER AND HISTORIC CHARM AS YOU WALK UP THE STEPS TO ENTER THE LOBBY OF THE HISTORIC HAVEN. AN ELEVATOR IS AVAILABLE HOWEVER, DON'T HESITATE TO USE THE STAIRS. BE SURE TO TAKE IN ALL THE LOBBY AREA WITH THE FOUNTAIN AND THE SITTING AREA ON THE SECOND FLOOR BEFORE ENTERING THIS 2BR-1BA UNIT WITH A 30X14 BALCONY OVERLOOKING THE CITY LIGHTS OF DOWNTOWN. ONLY A COUPLE BLOCKS WALKING TO DOWNTOWN RESTAURANTS AND SHOPPING, ANTIQUES, LIBRARY, SPECIALTY SHOPS AND GREAT RESTAURANTS FROM PIZZA TO FINE DINING. YOU'LL ENJOY SITTING ON THIS BALCONY WITH YOUR MORNING COFFEE OR SPEND TIME ENTERTAINING ON THIS SPACIOUS BALCONY. ONCE YOU STEP INSIDE THE UNIT YOU OBSERVE THE UNIQUE COLUMN OF THE TIMES GONE BY. THIS UNIT HAS A GALLEY KITCHEN EQUIPPED WITH RANGE, REFRIGERATOR, AND DISHWASHER AND A CONVENIENT PASS THRU FROM THE KITCHEN. THE OPEN GREAT ROOM WITH HIGH CEILINGS , HAS PARQUET FLOORING THROUGHOUT AND DOUBLE GLASS DOORS LEADING TO THE BALCONY. THE HALL CLOSET HOLDS THE STACKABLE WASHER/DRYER FOR CONVENIENCE. 13 X 11 MASTER BEDROOM AND 12 X 11 GUEST BEDROOM WITH STORAGE UNIT FOR CONVENIENCE IF YOU WISH TO USE THIS AS A STUDY OR HOME OFFICE. YOU'LL APPRECIATE THE UPDATED BATH WITH A WALK IN SHOWER WHICH IS CONVENIENTLY LOCATED OFF THE MASTER BR. THE HAVEN OFFERS A COMMUNITY POOL AND ASSIGNED PARKING. WINTER HAVEN IS A DIAMOND IN THE ROUGH AND OFFERS SO MUCH TO OUR COMMUNITY WITH THE CHAIN OF LAKES, RESTAURANTS ON THE WATER, OH YES, CYPRESS GARDENS SKI SHOW ON LAKE SILVER ONLY MINUTES AWAY AND OF COURSE WE ALSO HAVE LEGOLAND ONLY A SHORT DRIVE . WINTER HAVEN IS LOCATED IN CENTRAL FLORIDA WITH EASY ACCESS TO I-4 TAMPA OR ORLANDO/DISNEY. ADDITIONAL PHOTOS TO FOLLOW. --

235 6th Street Nw Unit 205, Winter Haven

$229,900

2 Beds ⋅ 2 Baths ⋅ Winterset 01 A Condo 02 Amd SubDv. ⋅ 33884 Zip Code

Virtually Staged. Completely renovated ground-floor condo with beautiful lake views of Lake Winterset on the world-famous Winter Haven Chain of Lakes! Welcome to Winterset, where this stunning remodeled 2 bedroom, 2 bath condo combines a spacious interior, private screened porch, exceptional water views, and the amenities of one of Winter Haven's most desirable gated communities. From top to bottom this unit is fresh, bright, and remarkably spacious. New flooring flows throughout, complemented by updated lighting, contemporary ceiling fans, modern fixtures, and a crisp neutral palette. The open living and dining areas provide plenty of room to relax and entertain, while large windows frame the expansive lawn and sparkling waters of Lake Winterset beyond. The expanded kitchen delivers the wow factor with elegant granite countertops, soft-close cabinetry with crown molding, black appliances including a gas range and dishwasher, a generous breakfast bar, and abundant cabinet and counter space. Open to the dining and living areas, it creates an easy flow throughout the main living space. The primary suite offers beautiful lake views, a huge walk-in closet and a luxurious master bath with double vanity undermount sinks, granite countertop, sleek chrome fixtures and a frameless glass walk-in shower surrounded by custom tile. Positioned separately from the primary suite, the spacious second bedroom offers two closets and convenient access to the beautifully renovated guest bath, complete with granite-topped vanity and custom-tiled tub and shower. The thoughtful layout also includes an interior laundry area and additional storage. Stepping outside to the private screened porch you'll find the perfect spot to unwind while watching the water and the most amazing sunsets you have to see to believe. Beyond the residence, Winterset delivers the Florida lifestyle buyers come here to enjoy. Residents have access to a heated lakefront swimming pool and spa, clubhouse, tennis and pickleball courts, shuffleboard, and a private boat ramp with direct access to the Winter Haven Chain of Lakes—opening the door to boating, fishing, water skiing, sunset cruises, and waterfront dining. Shopping, restaurants, medical facilities, LEGOLAND Florida Resort, and downtown Winter Haven are all just minutes away, while convenient routes toward Tampa and Orlando make the location equally appealing for everyday living and weekend adventures. Beautifully renovated, ground-floor living, an unusually spacious primary suite, private screened porch, resort-style amenities, Chain of Lakes access, and a gorgeous water view right outside your windows—this is the kind of Winter Haven condo that's easy to fall in love with.

503 Sweet Bay Circle, Winter Haven

$150,000

2 Beds ⋅ 2 Baths ⋅ Village Park SubDv. ⋅ 33880 Zip Code

Welcome to easy, affordable Florida living! This well-maintained 2-bedroom, 2-bath manufactured home is nestled in Village Park, a desirable 55+ community in Winter Haven and offers the perfect blend of comfort, convenience, and an active lifestyle. With a low HOA and NO LOT FEES, you'll enjoy affordable, low-maintenance living. Inside, you'll find a bright and inviting floor plan featuring a spacious living room, a designated dining area, and a functional kitchen complete with a breakfast bar—perfect for casual meals or entertaining guests. The primary suite serves as a private retreat with a walk-in closet and an en suite bathroom. One of the home's standout features is the generously sized screened-in porch overlooking the peaceful community pond, providing the perfect place to enjoy your morning coffee or unwind while taking in the tranquil water views. Situated at the end of a quiet street with no through traffic, this home offers added privacy and a serene setting. A covered carport provides convenient parking. Residents of this welcoming 55+ community have access to fantastic amenities, including a sparkling community pool, clubhouse, shuffleboard courts, and a full calendar of social activities designed to keep you active and connected with your neighbors. Conveniently located just minutes from shopping, restaurants, medical facilities, parks, and everyday conveniences, this move-in-ready home is vacant and easy to show. Whether you're looking for a full-time residence or the perfect Florida getaway, this charming home offers the relaxed lifestyle you've been searching for.

489 Village Circle Sw, Winter Haven

$175,000

2 Beds ⋅ 2 Baths ⋅ College Heights Or Coker & Buzbee SubDv. ⋅ 33880 Zip Code

Don't miss this great opportunity in the heart of Winter Haven! Priced to sell with NO HOA, this home features a spacious backyard and a renovated interior. Conveniently located just minutes from Downtown Winter Haven, LEGOLAND®, medical facilities, shopping, dining, parks, and major roadways, you'll enjoy both comfort and convenience. With limited inventory in the area, this is an excellent opportunity to own an affordable home. Whether you're a first-time homebuyer, looking for a primary residence, or seeking a strong investment property, this home offers exceptional value. Schedule your private showing today!

415 Avenue E Se, Winter Haven

$165,000

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

Welcome to maintenance-free living nestled in the thriving community of Cypresswood Golf and Country Club that offers an unparalleled lifestyle and peace of mind with a 24-hour guard at the gated entrance, perfect for year-round living or a worry-free seasonal getaway. This second-floor condo boasts a world of comfort and convenience with 10' high ceilings, tons of storage in generously-sized walk-in closets that both bedrooms offer as well as additional linen storage in the hallway and primary bedroom that will keep your space organized and clutter-free effortlessly. Dive into relaxation and fun at the community pool or host gatherings, socialize with neighbors, or simply unwind in the inviting communal spaces of the clubhouse. The on-site restaurant offers convenient and flavorful dining options, perfect after a tennis or pickleball match on the community's courts or day of golf on Cypresswood's 18-hole championship course. The low monthly HOA fee includes all exterior maintenance, landscaping, pest control, trash collection, and the pool and tennis amenities. Residents also enjoy a discount on daily golf and annual memberships! 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, and make this lovely condominium yours.

1105 Eagle Pond Drive Unit 1105, Winter Haven

$219,900

2 Beds ⋅ 1 Baths ⋅ College Heights Or Coker & Buzbee SubDv. ⋅ 33880 Zip Code

Virtually Staged. Welcome home! This beautifully renovated 2-bedroom, 1-bathroom single-family home in Winter Haven features a completely updated interior including a brand-new kitchen with new cabinets, countertops, refrigerator, and range, along with a fully renovated bathroom featuring a new vanity, tub, shower, and tile. Additional updates include new flooring throughout, fresh interior paint, and a roof replacement completed in 2021. Situated on a spacious 0.17-acre lot with no HOA, this home offers a nicely sized backyard and a large workshop building providing endless possibilities for hobbies, storage, or a dedicated workspace. Conveniently located near elementary, middle, and high schools, this home combines modern updates, functionality, and a great location — making it a must-see opportunity in Winter Haven!

434 Avenue D Se, Winter Haven

$115,000

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

Become a share holder in this highly sought after 55+ gated community. If you are looking for the perfect retirement home, this one is for you! Located in Orange Manor West, it is one of the most popular 55+ communities in Winter Haven and surrounding area with many amenities. Pool, shuffle board, putt putt, horse shoes, crochet, bingo, lake access and much more. Legoland is around one mile away which is great for visiting family. This is a 1368 Square ft. 2 bedroom 2 bath 1984 with an attached enclosed Florida room and an enclosed carport with ac. The king size master bedroom has a walk-in closet and a private bathroom with a tub shower. It has an inside utility room with washer & dryer. The monthly maintenance fee is $279.00 a month which includes cable, internet, trash pickup, and amenities. This house is fully furnished and ready to move in. This is also a pet free community. While it is a great winter home get away, it can also be a year round retirement home. Come see it today. This one won't last long. All measurements are approximate and should be verified by the buyer.

113 Lake Hazel Drive, Winter Haven

$185,000

2 Beds ⋅ 1 Baths ⋅ Parkland Village SubDv. ⋅ 33880 Zip Code

Welcome home to this well-maintained 2-bedroom, 1-bath patio home located in the 55+ community of Parkland Village. This move-in-ready home offers numerous recent updates, including a new roof (December 2025), new windows (2024–2025), new A/C (2022), and a new refrigerator and stove (2026), providing comfort and peace of mind for years to come. Inside, you'll find thoughtful features such as vertical blinds, mirrored closet doors, and storm doors and shutters. The home also includes a private courtyard, perfect for relaxing or entertaining, along with a 1-car carport and a storage closet with a washer and dryer. Residents enjoy access to a recreation building and shuffleboard courts, while the low monthly HOA fee of just $110 includes grounds maintenance, making for easy, low-maintenance living. Conveniently located near shopping, banks, and restaurants, this home offers the perfect combination of comfort, convenience, and affordability. Don't miss this opportunity—schedule your private showing today!

790 Avenue Q Se, Winter Haven

$165,000

2 Beds ⋅ 2 Baths ⋅ Cypresswood Tennis Villas SubDv. ⋅ 33884 Zip Code

Virtually Staged. Welcome to effortless Florida living in the highly sought-after gated Cypress Wood Golf & Country Club! Perfectly positioned on the beautifully maintained 10th hole, this 2-bedroom, 2-bath villa offers over 1,100 square feet of comfortable living with no close rear neighbors—just breathtaking views of lush fairways, mature oak trees, and Florida wildlife. Inside, you’ll find a bright, open floor plan complete with a spacious Florida room, the perfect place to enjoy your morning coffee or unwind while taking in the peaceful golf course scenery. Offered fully furnished with quick occupancy available, this home is truly move-in ready. Beyond the entrance, experience the exceptional lifestyle that makes Cypress Wood one of Central Florida’s most desirable golf communities. Enter through a 24-hour guard gate and enjoy a scenic drive along beautifully landscaped, tree-lined streets surrounded by meticulously maintained grounds and natural beauty. Residents have access to outstanding amenities including an 18-hole championship golf course, clubhouse, restaurant, community pool, tennis courts, pickleball courts, and a vibrant social atmosphere. The HOA provides lawn maintenance and exterior upkeep, allowing you to spend more time enjoying everything this resort-style community has to offer. Conveniently located just minutes from LEGOLAND Florida Resort, shopping, dining, and everyday conveniences, with easy access to Highway 27 and I-4, offering an easy commute to both Orlando and Tampa. Whether you’re searching for a full-time residence, winter retreat, or investment opportunity, this villa offers the perfect blend of comfort, convenience, and carefree Florida living. Schedule your private showing today !

665 Broadmoor Circle, Winter Haven

$129,500

2 Beds ⋅ 1 Baths ⋅ Orchid Spgs Vill 300 Barcelona SubDv. ⋅ 33884 Zip Code

Virtually Staged. Nestled within the peaceful and highly desirable Orchid Springs Village, this beautifully renovated ground-floor condominium offers the perfect blend of modern style, low-maintenance living, and an unbeatable Winter Haven location. Designed with comfort and functionality in mind, the bright open floor plan seamlessly connects the living and dining areas, creating an inviting space filled with abundant natural light. Beautiful luxury vinyl plank flooring flows throughout the home, while the updated kitchen showcases crisp white cabinetry, stainless steel appliances, and a desirable gas range—combining timeless style with everyday functionality. The spacious bedroom offers a relaxing retreat with generous closet space, while the beautifully remodeled bathroom features an updated vanity and a sleek glass-enclosed tiled shower with tub. Just beyond the main living area, a versatile FLEX ROOM provides the perfect space for a home office, reading nook, hobby room, fitness area, or additional sitting room to suit your lifestyle. Beyond the flex space, the ENCLOSED SUNROOM is surrounded by expansive windows that overlook the lush, manicured grounds, creating a peaceful setting to enjoy your morning coffee, unwind with a good book, or simply relax while taking in the tranquil views, with direct access to the outdoor green space. Residents of Orchid Springs Village enjoy a carefree lifestyle with exceptional community amenities, including a sparkling swimming pool, clubhouse, scenic walking paths, convenient laundry facilities, assigned covered carport parking, and beautifully maintained landscaping. The monthly condominium fee provides outstanding value by covering water, sewer, trash, natural gas, exterior maintenance, and recreational facilities, allowing for truly stress-free ownership. Perfectly positioned in the heart of Winter Haven, this move-in-ready condo is just minutes from Winter Haven Hospital, shopping centers, local restaurants, golf courses, and the vibrant downtown district. Outdoor enthusiasts will appreciate the proximity to Lake Shipp Park and Lake Hartridge Nature Park, while the world-famous LEGOLAND® Florida Resort and Winter Haven's renowned Chain of Lakes are just a short drive away. With easy access to US-27 and the Polk Parkway, commuting to Orlando, Tampa, and surrounding Central Florida destinations is effortless. Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this beautifully updated condo offers the ideal combination of comfort, convenience, and resort-style living.

1100 Martinique Drive Unit 106, Winter Haven

$110,000

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

Move right into this furnished home located in Oakwood Estates, a 55+ community. The carpet throughout the home is in excellent condition. The rooms are very spacious and inviting. The home has been very well maintained. The dishwasher was installed in 2018, the washer and dryer 2020, and the refrigerator in 2024. Enjoy the bonus room on the front of the home or sit and watch the world go by on the comfortable lanai. Oakwood Estates offers many activities and amenities. If you are looking for exercise, you can join in with the pool or indoor aerobics. Chair Yoga is offered twice a week, or play some pool volleyball. The tennis court has recently been refinished and there is a pickle ball group that meets three times a week. During the winter months, there are several exciting dances as well as many activities. If food is your thing, Oakwood offers potluck dinners, ice cream socials, and weekly coffee and donuts. If you are looking for full time or just part time, this is your opportunity to move into a wonderful community, conveniently priced.

4807 Plumwood Street, Winter Haven

$337,000

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

PRESENTING A CHARMING LAKEFRONT RETREAT ON LAKE DEXTER! This beautifully maintained 2-bedroom, 2-bath residence with a 1-car garage offers an exceptional blend of comfort, thoughtful upgrades, and waterfront living. The spacious kitchen flows seamlessly into the open living area, creating an inviting setting for everyday living and entertaining, complete with a modern LED fireplace. Travertine flooring extends throughout most of the home, while the guest bedroom features warm bamboo flooring. Plantation shutters and newer PGT hurricane-impact windows provide added beauty, energy efficiency, and peace of mind. Additional improvements include a three-year-old energy-efficient metal roof, radiant barrier insulation in the attic, an Amarr triple-steel insulated garage door, and low-maintenance composite decking. The primary bedroom offers two custom built-in closets and a comfortable private retreat. Step outside to enjoy the patio, composite deck, private dock, and two boat slips on beautiful Lake Dexter. Whether boating, fishing, kayaking, or simply relaxing while taking in the tranquil lake views, this property provides the perfect opportunity to experience the Florida waterfront lifestyle.

679 Lake Dexter Circle, Winter Haven

$189,900

2 Beds ⋅ 2 Baths ⋅ Jarvis Heights SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. Great location just needs some TLC. This 1,110 sq.ft. home is located in the heart of Winter Haven minutes to downtown hospital and walking distance to Polk State College. Featuring 2 bedrooms and 2 bathrooms, this home has undergone some renovations but looking for someone to finish off with their own touches. The property features a new metal roof, new luxury. vinyl flooring, split unit (2022), and full electric and plumbing in 2022. The kitchen has also been updated with new cabinets and stainless appliances. Outside you have plenty of possibilities. The detached building is ready to be made into a mother-in-law suite or perfect man cave. Large back porch and chicken coop are other perks of this listing. Call or text to see it today!

650 9th Street Ne, Winter Haven

$90,500

2 Beds ⋅ 2 Baths ⋅ Orchid Spgs Vill 200 Condo SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. WELCOME TO THE SEVILLE BUILDING IN BEAUTIFUL ORCHID SPRINGS. THIS IS A LARGE (1,378 SQUARE FEET) TWO BEDROOM TWO BATH UNIT LOCATED ON THE THIRD FLOOR. ELEVATORS ARE POSITIONED IN THE CENTER OF THE BUILDING FOR RESIDENTS CONVENIENCE. THIS UNIT HAS BEEN UPGRADED AND IS READY FOR IT'S NEW OWNERS. THIS FLOORPLAN HAS A SPLIT- BEDROOM PLAN. THE RESIDENCE OVERLOOKS A BEAUTIFUL TROPICAL LAGOON. THE ROOF WAS REPLACED IN 2025 AND THE ENTIRE BUILDING IS CURRENTLY BEING PAINTED. THE GALLEY KITCHEN HAS BEEN REDONE AND HAS STAINLESS STEEL APPLIANCES. THE PRIMARY BEDROOM IS SPACIOUS WITH A REMODELED ENSUITE BATH WITH A HUGE WALK-IN CLOSET. THE SECOND BEDROOM HAS ACCESS TO ITS OWN UPDATED BATH ALSO. THE MONTHLY HOA FEE COVERS, GAS, WATER, TRASH, SEWER, CLUBHOUSE & POOL, EXTERIOR MAINTENANCE AND GROUNDS UPKEEP. THIS WELL-KEPT HOME IS PRICED TO SELL.

200 El Camino Drive Unit 311, Winter Haven

$99,000

2 Beds ⋅ 1 Baths ⋅ Winter Haven Harbour Apts Condo SubDv. ⋅ 33881 Zip Code

Peaceful oasis in a premier 55+ community! This lovely 2 bedroom, 1 bath second-floor condo in Winter Haven Harbour Apartments offers a perfect blend of comfort, functionality, and an active, low-maintenance lifestyle. Inside, you will find a spacious living room that flows effortlessly into a dedicated dining room, and a galley-style kitchen that maximizes counter space and storage, making meal preparation a breeze. Step onto your private balcony, where you can enjoy your morning coffee, read a book, or soak in the serene views. This wonderful active community offers fantastic resort-style perks, including a sparkling heated community pool, an active community center, and shuffleboard courts for fun with friends and neighbors. This home provides the ideal setting for your next chapter. Don't miss out, schedule your appointment today.

1700 6th St Nw Unit C24, Winter Haven

$149,900

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

Enjoy maintenance-free lakefront living in this 2-bedroom, 2-bathroom condominium located in the highly sought-after Spring Lake Towers, a premier 55+ active adult community in the heart of Winter Haven. Updated in 2020, this inviting residence offers BREATHTAKING VIEWS OF SPRING LAKE, part of the scenic Spring Lake Meander, and a bright, open living space that feels like an indoor lanai, where walls of windows create the perfect setting to relax while overlooking the tranquil water. Both the primary bedroom and the second bedroom have direct access to this enclosed lakefront space, creating a seamless connection to the serene waterfront and providing the perfect spot to enjoy your morning coffee, unwind with a book, or simply take in the picturesque views of Spring Lake throughout the day. The updated kitchen is designed for both style and function, featuring soft-close cabinetry, porcelain countertops, recessed lighting, a decorative tile backsplash, a convection oven, and a convenient center island cart. Luxury vinyl flooring flows throughout the main living areas, while the bedrooms offer the comfort of carpet. The spacious primary suite features a walk-in closet and an ensuite bath, while the secondary bathroom has been tastefully updated with a beautifully tiled glass-enclosed shower. The all-inclusive condo fee provides exceptional value, covering cable TV, high-speed internet, water, sewer, trash removal, exterior building maintenance, roof maintenance, building insurance, reserve funds, on-site management, groundskeeping, and assigned covered parking. Residents enjoy an impressive selection of community amenities, including a waterfront in-ground concrete pool, fitness center, recreation room with a full kitchen, library, game area, shuffleboard courts, laundry facilities, private boat docks, and a year-round social calendar. Take advantage of the community's private dock, where boat slips are available on a first-come, first-served basis for a minimal monthly fee, offering convenient access to Spring Lake Meander for boating, fishing, or simply enjoying the peaceful waterfront setting. Ideally located just minutes from historic downtown Winter Haven, the renowned Chain of Lakes, shopping, dining, medical facilities, golf courses, and LEGOLAND® Florida Resort, this waterfront condo offers the perfect blend of low-maintenance living, spectacular views, and an active Florida lifestyle.

700 Mirror Terrace Nw Unit 511, Winter Haven

$172,900

2 Beds ⋅ 2 Baths ⋅ Lake Shipp Heights SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Welcome Home! If you've been dreaming of homeownership but thought it was out of reach, this could be the opportunity you've been waiting for. This charming 2-bedroom, 1.5-bath home also features a versatile bonus room that could be used as a 3rd bedroom, home office, playroom, hobby room, or extra storage space. Situated in a well-established Winter Haven neighborhood, this home offers the perfect chance to begin building equity instead of paying rent. One of the standout features is NO HOA, giving you the freedom and flexibility that so many buyers are looking for. The fully fenced yard provides a great space for pets, kids, entertaining, or simply relaxing in your own private outdoor space. Whether you're a first-time homebuyer looking for a place to call your own or an investor searching for your next rental property, this home offers plenty of potential. The functional layout, cozy feel, and flexible living space make it easy to envision making it your own over time. Conveniently located near shopping, restaurants, schools, and major roadways, you'll enjoy easy access to everything Winter Haven and the surrounding area has to offer. Even better, the seller will be installing a BRAND-NEW ROOF prior to closing, giving the new owner added peace of mind and one less major expense to worry about. Your first home doesn't have to be your forever home—it just has to be your start. Come see the possibilities this home has to offer!

112 Palm Drive, Winter Haven

$159,900

2 Beds ⋅ 2 Baths ⋅ Garden Villas 02 Ph 01 SubDv. ⋅ 33884 Zip Code

PRICE DROP****Welcome to your private Florida condo! Ideally situated just minutes from LEGOLAND and within an hour of both Tampa and Orlando, this unit offers the perfect balance of convenience and serenity. The home features a beautifully updated kitchen and bathrooms, complemented by sleek, modern tile flooring throughout. Positioned at the end of the building with no structures directly in front, this unit provides exceptional privacy. Whether you are looking to expand your investment portfolio or seeking a personal residence, this property is an excellent choice. A definite must-see—come make it your own!

5203 Waterview Way Unit 5203, Winter Haven

$215,000

2 Beds ⋅ 2 Baths ⋅ Haven Grove Manor SubDv. ⋅ 33884 Zip Code

Welcome to 5 Moonlight Lane in Winter Haven, Florida! This charming 2-bedroom, 2-bath home offers 952 square feet of comfortable living space with 1,304 total square feet under roof. This home features a functional layout with inviting living area, a covered back porch perfect for relaxing or entertaining, and a storage shed providing additional outdoor storage and a spacious backyard offering room to enjoy outdoor activities, gardening, or gatherings. Enjoy the benefits of no HOA and no CDD fees while living in a convenient Winter haven location near shopping, dining, schools, and everyday amenities. This home is also just minutes from LEGOLAND Florida Resort and other local attractions. Conveniently located between Orlando and Tampa. Whether you are looking for a primary residence, seasonal home, or investment opportunity, this property offers comfort, convenience, and the opportunity to enjoy the Florida lifestyle.

5 Moonlight Lane, Winter Haven

$78,800

2 Beds ⋅ 1 Baths ⋅ Winter Haven Harbour Apts Condo SubDv. ⋅ 33881 Zip Code

Virtually Staged. Perched on the third floor, Unit A38 at Winter Haven Condominiums offers the perfect combination of privacy, comfort, and peaceful views. As a desirable end unit, you'll enjoy extra windows that fill the home with natural light along with added privacy from neighboring units. Best of all, elevator access means you can enjoy the top-floor location without worrying about the stairs. Inside, the condo has been thoughtfully updated with newer flooring, fresh interior paint, and modern kitchen cabinetry featuring soft-close doors, creating a bright, inviting space that's truly move-in ready. Just outside your front door, the screened breezeway becomes an extension of your living space. Sip your morning coffee as the day begins, relax with a good book in the afternoon, or unwind in the evening while enjoying Florida's warm breeze and peaceful surroundings. Life here is about more than just the condo. Cool off in the community pool, enjoy a friendly game of outdoor shuffleboard, or take advantage of the community clubhouse, a comfortable, air-conditioned gathering space designed for both relaxation and entertainment. Inside, you'll find a pool table, indoor shuffleboard, fitness equipment, television, and a fully equipped kitchen that's perfect for hosting birthdays, holiday gatherings, game nights, or casual get-togethers. Just bring your favorite food, invite your family and friends, and enjoy the space without the hassle of entertaining at home. Covered, assigned parking is conveniently located just steps from the building, making everyday living even easier. Whether you're looking for a year-round residence or a seasonal escape from colder climates, Unit A38 offers low-maintenance living in a welcoming community where comfort, convenience, and relaxation come together. Schedule your private showing today and experience everything this charming condo has to enjoy.

1700 6th Street Nw Unit A38, Winter Haven

$180,000

2 Beds ⋅ 1 Baths ⋅ Daniels Sub SubDv. ⋅ 33880 Zip Code

Welcome to this charming, move-in ready 2-bedroom, 1-bath home in the heart of Winter Haven! Freshly painted and filled with natural light, this home offers a comfortable layout, a spacious backyard perfect for entertaining or relaxing, and public water and sewer services for added convenience. The roof has been replaced in recent years, providing additional value and peace of mind. Conveniently located near shopping, dining, schools, parks, and major roadways, this property is an excellent opportunity for first-time homebuyers, downsizers, or investors. Schedule your private showing today!

139 Avenue G Se, Winter Haven

$225,000

2 Beds ⋅ 2 Baths ⋅ Yonnally W P Resub SubDv. ⋅ 33881 Zip Code

Beautifully refreshed home located in a quiet, established neighborhood in Winter Haven! Freshly painted and offering spacious living areas, this property provides a comfortable and inviting layout that’s ready for its next owner. Enjoy the freedom of NO HOA while being conveniently located near shopping, restaurants, schools, parks, medical facilities, and major roadways. A great opportunity for first-time buyers, growing families, or anyone looking for generous interior space in a peaceful residential setting. Buyer to verify all measurements and property information. Contact the listing agent for additional details or to schedule a showing.

629 Avenue A Ne, Winter Haven

$162,000

2 Beds ⋅ 2 Baths ⋅ Lakeridge Condo SubDv. ⋅ 33881 Zip Code

NEW LISTING IN CENTRAL FLORIDA. CONDO IN 55+ Gated Community. This condominium provides 1.347 SF of living area 2 bedrooms, 2 baths, Bonus room with views of Spring Lake & is located in the beautiful City of Winter Haven. Lakeridge Condominiums offers a maintenance free lifestyle with heated pool, tennis, shuffleboard, community room, gated secured entrances and covered assigned parking space. Water, sewer, cable, internet, trash removal and use of recreational facilities are included in the monthly fee. This well appointed move in ready condo has a large bright kitchen with lots of cabinets, great counter space, appliances and pantry closet. The kitchen overlooks the great room that also adjoins the additional bonus area and storage closet. The primary bedroom has a walk in closet & bathroom with a walk in shower. Beautiful views of Spring Lake can be enjoyed from the Primary bedroom & living areas. Washer/Dryer are included. Convenient to shopping, groceries & restaurants. Extra assigned storage bin on same floor. Lakeridge Condominiums is an age restricted, well maintained & well managed community.

1776 6th Street Nw Unit 807, Winter Haven

$59,999

2 Beds ⋅ 2 Baths ⋅ Orange Manor West Co-Op Inc SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Welcome to Orange Manor West in desirable southeast Winter Haven. This spacious 2-bedroom, 2-bathroom home offers comfort and functionality in a quiet neighborhood. The king-sized primary bedroom features dual walk-in closets and an ensuite bathroom with a new vanity sink installed in 2024. The second bedroom also boasts a closet door and easy access to the second bathroom with updated sink. Stylish new flooring was added in the kitchen, dining area, and both bathrooms in 2020. This fully furnished double-wide manufactured home is located in a 55+ gated community. Enjoy year-round comfort with a 2017 AC/furnace heat pump and a roof replaced the same year. Additional upgrades include a water heater installed in 2023 and a washer/dryer set from 2022. Relax or entertain in the air-conditioned bonus patio, perfect for Florida living. The community offers a wide range of amenities including a heated pool, shuffleboard, horseshoes, bingo nights, putt-putt golf, lake access and more. HOA fees conveniently cover cable, internet, trash, and all community amenities making this home an excellent blend of value and lifestyle in a welcoming active neighborhood. Convenient to shopping, hospitals, LEGOLAND, and both Tampa & Orlando International airports and area attractions.

128 Lake Hazel Drive, Winter Haven

$110,000

2 Beds ⋅ 2 Baths ⋅ Imperial Harbours SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. FIRST FLOOR BEAUTY! This move-in-ready 2 bedroom 2 bath condo is just what you've been waiting to find. 2025 was a big year with loads of quality updates in each room. The kitchen boasts updated quartz countertops, sparkling glass backsplash, sleek white soft close Shaker cabinets, and various stainless steel appliances. The stack washer/dryer is @1yr, and is tucked in next to the new hot water tank. Each bathroom has lovely upgrades including cabinets, tile, and luxurious sliding glass shower doors. You'll enjoy the neutral colors throughout, and the lush carpet (1yr) in the main areas will keep your toes cozy. There are 2 designated parking spaces, one covered. The Florida room has a nice walk-in-closet, and is a sunny space for reading or crafts. Imperial Harbours' reasonable monthly fee of $441.05 includes basic cable, water, sewer, garbage, exterior maintenance, and all community amenities. You only pay for your electric. Relax in the heated pool, enjoy fishing or sunrises from the community pier. Extra fun can be found on the shuffleboard courts, billiards room, and tidy exercise room. The convenient location is minutes to restaurants, grocery stores, and charming downtown Winter Haven. Call today for your private viewing. Step inside, fall in love. Make it yours!

333 Lake Howard Dr Nw Unit 102D, Winter Haven

$140,000

2 Beds ⋅ 2 Baths ⋅ Lake N Golf Estates Add SubDv. ⋅ 33881 Zip Code

Welcome home to this beautifully maintained residence in the highly sought-after Lake-n-Golf Estates, where comfort, convenience, and an active lifestyle come together. From the moment you arrive, you'll appreciate the attractive epoxy-coated driveway and the inviting front sitting area, creating the perfect private retreat to enjoy your morning coffee or unwind with a good book. Step inside to a bright, vibrant interior featuring luxury vinyl plank flooring installed just a few months ago, offering a fresh, modern feel throughout the home. A brand new roof, less than one year old, provides added peace of mind for years to come. Outside, you'll also find a convenient storage shed, offering plenty of space for tools, hobbies, or seasonal items. Lake-n-Golf Estates is a resident-owned 55+ community known for its welcoming atmosphere and outstanding amenities, including a golf course, heated community pool, clubhouse, shuffleboard courts, and a full calendar of social activities. Conveniently located near shopping, dining, medical facilities, and Winter Haven's beautiful Chain of Lakes, this home offers the perfect blend of relaxation and everyday convenience. Come experience all that this wonderful home and community have to offer.

6666 Briarhill Drive Ne, Winter Haven

$189,900

2 Beds ⋅ 2 Baths ⋅ Winterset Garden Villas SubDv. ⋅ 33884 Zip Code

Welcome to 7902 Waterview Way, a beautifully maintained low-maintenance condo nestled within a desirable gated community. Offering a perfect blend of comfort and convenience, this home features tasteful upgrades, modern finishes, and a functional layout designed for easy everyday living. Enjoy a carefree lifestyle with exterior maintenance taken care of while taking advantage of the community's exceptional amenities, creating the perfect setting to relax or stay active. Ideally located near shopping, dining, entertainment, and major roadways, this move-in-ready condo offers the perfect opportunity to enjoy low-maintenance living in a secure and welcoming neighborhood.

7902 Waterview Way, Winter Haven

$36,950

2 Beds ⋅ 1 Baths ⋅ Bookers Sub SubDv. ⋅ 33881 Zip Code

Prime opportunity in Winter Haven — this is primarily a land value play. The lot features an older 1950 wood-frame home in need of significant work, giving buyers two clear paths forward: fully renovate the existing structure or clear the lot and build new. A new single-family home on this site carries an estimated ARV of $260,000, making this an ideal project for investors, builders, or renovators looking to add value in a growing area. Sold as-is — bring your vision and your contractor.

314 Avenue Y Ne, Winter Haven

$125,000

2 Beds ⋅ 3 Baths ⋅ Casa Del Sol Condo Village Ph 01 SubDv. ⋅ 33881 Zip Code

Priced to Sell — Bring Your Vision (and Your Toolbelt) Opportunity is knocking at 2500 21st St NW, #50 in Winter Haven, and it’s asking for someone ready to turn sweat into serious equity. This lake view property is priced well below its true value for the location and community the kind of deal that rewards buyers who see potential where others see a to-do list. Location is everything here: you’re right across the street from the community pool and clubhouse, and the community even features its own dock lakeside living at your doorstep. Step inside and you’ll find durable tile throughout the downstairs, with laminate flooring running up the steps and across the entire upstairs no carpet to worry about. The upstairs master bedroom comes with its own private balcony view of the lake from the balcony, the perfect spot to take in the surroundings. The kitchen shines with stainless steel appliances, solid countertops, and cabinets in great working condition. Yes, she needs some TLC: a little cleaning, a fresh coat of paint, and a new AC unit. But here’s the good part we already have an estimate from a reputable local company ready to install the unit with a warranty. The heavy lifting on the hardest fix is already scoped out for you. The home is vacant and virtually staged, so you can walk in with a blank canvas and picture your own finishing touches (furniture shown is virtual). Homes with this kind of upside, in this location, at this price, don’t sit long. If you’ve been waiting for the chance to build instant equity in a lakeside community steps from the pool, clubhouse, and dock this is it. Bring your imagination, roll up your sleeves, and make it your own. The community offers two pools (one is adult only), shuffleboard, tennis court, clubhouse and dock. Priced to sell. Move fast.

2500 21st Street Nw Unit 50, Winter Haven

$139,900

2 Beds ⋅ 2 Baths ⋅ Lake Kit SubDv. ⋅ 33884 Zip Code

Virtually Staged. Luxury condo design without the luxury price! Welcome to 626 Pavare Ct in Winter Haven, a beautifully updated 2 bedroom, 2 bathroom condo priced below market! Seller is motivated and ready to sell, making this an incredible opportunity for first-time buyers, down-sizers, or anyone looking for low-maintenance living without sacrificing style or amenities. Step inside to find a move-in ready home with LVP flooring throughout, a gorgeous kitchen featuring quartz counter tops, stainless steel appliances, a custom range hood, and stylish finishes that give the space a modern, elevated feel. All appliances are included, along with the like new washer and dryer, making this home truly ready to be lived in from day one. Enjoy the comfort and convenience of condo living with access to a community pool and a location close to shopping, dining, medical facilities, entertainment, and everything Winter Haven has to offer. Whether you are looking for your first home, simplifying your lifestyle, or searching for an affordable option with a designer touch, this condo checks all the boxes.

626 Pavare Court, Winter Haven

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