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15 Lake Howard Drive Nw, Winter Haven
$196,500
6 Beds ⋅ 4 Baths ⋅ Leonards Sub SubDv. ⋅ 33880 Zip Code
This expansive property is a true diamond in the rough, perfectly positioned for the savvy investor looking for a great return on a "buy and hold" scenario or a strategic value-add project. Boasting a generous 0.41-acre lot, this property is designed for versatility. With a massive layout featuring 6 bedrooms and 4 bathrooms, the home offers the unique potential for 3 or even 4 separate doors (units), making it an ideal candidate for a multi-generational living setup or a high-performing rental portfolio addition. Only 12 minutes away from LEGOLAND!

15 Lake Howard Drive Nw, Winter Haven
2825 Attwater Loop, Winter Haven
$195,000
2 Beds ⋅ 2 Baths ⋅ Traditions Ph 2a SubDv. ⋅ 33884 Zip Code
Virtually Staged. Welcome to 2825 Attwater Drive, a beautifully maintained villa in the sought after gated 55+ community of Traditions at Lake Ruby, where low maintenance living meets an active Florida lifestyle. This thoughtfully designed home offers comfortable living spaces, a desirable open layout, and the perfect setting for year round enjoyment. From the porch, enjoy a peaceful glimpse of the neighboring golf course, adding an extra touch of scenic beauty without leaving your own backyard. Life in Traditions is about more than just the home, it’s about the lifestyle. Residents enjoy a stunning lakefront clubhouse, resort style heated pools and spa, fitness center, pickleball and tennis courts, walking trails, social clubs, planned activities, and private access to beautiful Lake Ruby for fishing and boating. The location is equally impressive. Situated in the heart of Winter Haven, you’re just minutes from LEGOLAND Florida Resort, the Chain of Lakes, medical facilities, golf, restaurants, and everyday conveniences. A brand new Publix shopping center is located just across the street, with additional shopping and dining options including Panera Bread, ALDI, pharmacies, and major retailers only minutes away. Easy access to US 27 makes commuting throughout Central Florida simple, while new commercial growth, including a planned Target nearby, continues to add value and convenience to the area. Whether you’re looking for a full time residence or the perfect place to enjoy Florida’s active adult lifestyle, this home offers the ideal combination of comfort, convenience, and community. Schedule your private showing today and experience everything Traditions has to offer.

2825 Attwater Loop, Winter Haven
921 Avenue E Ne, Winter Haven
$195,000
3 Beds ⋅ 2 Baths ⋅ Anna Mar SubDv. ⋅ 33881 Zip Code
NEW ROOF installed last week! Situated on a spacious 75' x 124' fully fenced lot in Winter Haven, this property offers the freedom and flexibility that's becoming increasingly difficult to find. With no HOA restrictions, you'll have room to park your boat, trailer, recreational vehicles, and outdoor equipment right on your own property. The oversized 12' x 28' garage is ideal for a workshop or hobby space and features a newly installed manual garage door, half bath (no a/c), washer and dryer hookups, and additional overhead storage. A 9' x 14' concrete pad with 9' x 9' covered lean-to provides even more space for equipment, projects, entertaining, or recreational gear. Inside, you'll find a functional floor plan featuring laminate flooring throughout, a spacious foyer entrance, dining area, living room, kitchen, three bedrooms, and a full bathroom. The fully fenced backyard offers endless possibilities for pets, gardening, outdoor activities, and future possibilities. Whether you're a first-time homebuyer, investor, hobbyist, or simply looking for a property without HOA restrictions, this home offers exceptional value and versatility. Conveniently located within 1.5 miles from downtown Winter Haven, you'll enjoy easy access to shopping, dining, schools, and local amenities while still having the space to spread out and make the property your own.

921 Avenue E Ne, Winter Haven
2826 Avenue Q Nw, Winter Haven
$195,000
3 Beds ⋅ 1 Baths ⋅ Inwood - No 3 Pb 9 Pgs 7a - 7c SubDv. ⋅ 33881 Zip Code
LEASE to OWN option available!!! Welcome to 2826 Ave Q NW in Winter Haven — a beautifully remodeled 3-bedroom, 1-bath home designed for comfort, functionality, affordable and modern living. This move-in-ready property features a brand-new roof, updated HVAC system, and new energy-efficient windows, new stainless steel appliances, new granite countertops, new porcelain tile flooring, and so much more! This home offers both peace of mind and long-term value. Inside, you’ll find a thoughtfully refreshed interior with clean finishes and a layout that maximizes space and natural light. Ample storage is a standout feature throughout the home, making it easy to stay organized and clutter-free. The attached carport provides convenient parking along with additional storage space, ideal for tools, equipment, or seasonal items. Situated in a well-connected area of Winter Haven, this home places you close to a variety of everyday conveniences and lifestyle destinations. Enjoy easy access to shopping, dining, and local favorites, as well as major roadways for commuting. Nearby attractions include LEGOLAND Florida Resort, offering entertainment and recreation just a short drive away. The property is also located near reputable healthcare facilities such as Winter Haven Hospital, ensuring accessibility to medical services when needed. A variety of restaurants, parks, and outdoor spaces are within reach, providing options for dining and leisure. Whether you're looking for a primary residence or an investment opportunity, this updated home offers a solid combination of location, upgrades, and everyday convenience. Schedule your private showing today.

2826 Avenue Q Nw, Winter Haven
520 35th Street Nw, Winter Haven
$195,000
3 Beds ⋅ 1 Baths ⋅ Deer Lake Terrace Sub SubDv. ⋅ 33880 Zip Code
Under Contract. Winter Haven Single Family Residential home, 3B/1ba offers a well landscaped Corner Lot. The Interior accommodates Electric AC & natural gas heat. This home still boasts original well maintained kitchen cabinets, eat-in kitchen & gas oven appliances. The Exterior features are Concrete Block Detached storage/workshop 20x14’, covered carport 20x12’, exterior lighting,pvc plumbing, irrigation well/pump, pole barn for RV parking 28x20’, carport, brand new hot water heater, enclosed concrete outside laundry room. This home offers updated plumbing and abundant parking. Pride of Ownership. A must see!

520 35th Street Nw, Winter Haven
6239 Knotty Pine Drive Se, Winter Haven
$195,000
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
Price Reduced $10,000... Welcome Home! To this beautiful 2-bedroom, 2-bath home in the sought-after 55+ Garden Grove Oaks community features land ownership and a low $65/month HOA. Located in a private cul-de-sac with ample parking, it offers an open floor plan, new roof 2025 (with a 20-year transferable warranty), new gutters 2025 new A/C and all new duct work 2024, new flooring, new carpet in the bedrooms 2025 and the kitchen has updated countertops (granite and butcher block), upgraded appliances. Community amenities include a clubhouse, heated pool, spa, shuffleboard, and organized activities. Minutes from Hwy 27, shopping, and dining. Contact me for a private showing.

6239 Knotty Pine Drive Se, Winter Haven
1725 31st Street Nw, Winter Haven
$193,750
3 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Virtually Staged. Welcome to 1725 31st St. NW in Winter Haven—where thoughtful updates, stylish finishes, and exceptional value come together! Offering an impressive amount of living space for the price, this beautifully renovated 3-bedroom, 1.5-bath home is the perfect opportunity for first-time buyers, downsizers, or investors looking for a move-in-ready property. Step inside to discover brand-new luxury vinyl plank flooring throughout, complemented by a fresh coat of paint inside and out, creating a bright, modern feel from the moment you enter. The fully renovated kitchen is the heart of the home, featuring new cabinetry, solid surface countertops, stainless steel appliances, and plenty of workspace for everyday living and entertaining. Additional upgrades include new doors, new ceiling fans, and modern light fixtures throughout, giving the home a polished, cohesive look. A dedicated laundry area adds convenience, while the freshly landscaped front yard provides great curb appeal and a welcoming first impression. If you're searching for a home that delivers more living space and more value than you'd expect, this Winter Haven gem is one you won't want to miss. Schedule your private showing today!

1725 31st Street Nw, Winter Haven
183 Osprey Heights Drive, Winter Haven
$193,000
3 Beds ⋅ 2 Baths ⋅ Osprey Landings SubDv. ⋅ 33880 Zip Code
Virtually Staged. Welcome to this inviting 3-bedroom, 2-bathroom home nestled in the serene gated community of Osprey Landing in Winter Haven, offering comfortable living spaces, attractive landscaping, and excellent outdoor living. The bright living room features high vaulted ceilings, a ceiling fan, architectural cutouts, easy-care flooring, and direct access to the private screened-in patio, creating an easy flow between indoor and outdoor living. A BRAND NEW ROOF installed in 2025 adds value and peace of mind The kitchen offers white cabinetry, a double-basin sink, pantry closet, and convenient eating space. The primary bedroom features an ensuite bathroom and walk-in closet, while two additional bedrooms provide flexibility for guests, a home office, or hobbies. One of the bathrooms has been completely remodeled, adding an updated touch to the home's interior. Outside, enjoy the expansive FULLY FENCED backyard. The screened patio overlooks the spacious landscaped yard and offers an ideal setting for relaxing, entertaining, pets, or outdoor activities. A shaded front lawn and mature oak tree enhance the curb appeal, while the 2-car garage provides convenient parking and storage. Located in Winter Haven’s desirable Chain of Lakes area, this home is close to lakes, parks, recreation, shopping, restaurants, and downtown Winter Haven, with convenient access to major roads connecting to Lakeland, Auburndale, and surrounding communities. Central Florida attractions such as LEGOLAND Florida and Walt Disney World are also within an easy drive, making this a wonderful opportunity to enjoy peaceful gated-community living while remaining close to everyday conveniences and entertainment.

183 Osprey Heights Drive, Winter Haven
10 Enclave Drive, Winter Haven
$192,500
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
2107 High Point Ave Sw, Winter Haven
$192,000
3 Beds ⋅ 1 Baths ⋅ High Point SubDv. ⋅ 33880 Zip Code
POOL HOME ON AN OVERSIZED CORNER LOT WITH A SCREENED LANAI, DETACHED SHE SHED/MAN CAVE, AND A FULLY FENCED BACKYARD! Tucked beneath mature shade trees in Winter Haven's established High Point community, this well-maintained home offers the space, flexibility, and outdoor living opportunities that many buyers have been searching for. From the inviting covered front porch to the multiple outdoor gathering areas, every part of this property is designed to be enjoyed. Step inside to a bright and welcoming interior where natural light fills the living spaces and creates a comfortable atmosphere throughout. The living room serves as the heart of the home and flows effortlessly into the dining area and kitchen, creating a layout that feels connected and functional for both everyday living and entertaining. The kitchen features ample cabinetry, generous countertop space, stainless steel appliances, breakfast bar seating, and easy access to the home's outdoor living areas. The home offers three comfortable bedrooms, each providing flexibility for family, guests, hobbies, or a home office. The centrally located bathroom features a dual-sink vanity with ample storage and countertop space. An indoor laundry room adds everyday convenience, and an additional flexible room currently used for storage offers opportunities for future use based on your needs. One of the home's standout features is the expansive screened lanai stretching across the rear of the property. This impressive outdoor living space creates the perfect setting for morning coffee, outdoor dining, game days, or relaxing evenings while enjoying Florida's beautiful weather. Beyond the lanai, the fully fenced backyard offers multiple areas to gather, entertain, and unwind. The above-ground pool creates a refreshing backyard retreat surrounded by mature landscaping and outdoor living spaces. A detached 12x20 she shed/man cave provides exceptional flexibility and can easily be utilized as a hobby room, creative studio, fitness space, game room, workshop, or private retreat. The property also features two separate carports, providing covered parking and additional space for vehicles, equipment, projects, and everyday convenience. The oversized corner lot offers additional outdoor space and versatility rarely found in many homes of this size. Whether you're hosting family gatherings, working on hobbies, gardening, relaxing by the pool, or simply enjoying the shade of the mature trees, this property provides room to live, work, and play. Conveniently located near shopping, dining, parks, schools, medical facilities, Winter Haven's renowned Chain of Lakes, Legoland Florida Resort, downtown Winter Haven, and major roadways connecting throughout Central Florida, this home offers convenient access to everyday essentials and local recreation. If you've been searching for a property that offers more than just a house—a place with room to gather, relax, create, and enjoy the Florida lifestyle—this home is ready to welcome its next owner.

2107 High Point Ave Sw, Winter Haven
73 High Street, Winter Haven
$191,900
2 Beds ⋅ 1 Baths ⋅ Lake Shipp Heights SubDv. ⋅ 33880 Zip Code
Don't miss your opportunity to own this remodeled block home, featuring a new metal roof, new HVAC system, new windows, new kitchen, new bathroom. Conveniently located across the street from Lake Shipp and just minutes from downtown Winter Haven. Need a family compound? Purchase this home together with 1568 Lake Shipp. (MLS P4937858)

73 High Street, Winter Haven
2338 Salzburg Loop, Winter Haven
$191,000
2 Beds ⋅ 2 Baths ⋅ Vienna Square Ph 01 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 home. This one can be a real charmer with your personal touches. Bright, light, and open floor plan. 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 includes lawn mowing, 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!

2338 Salzburg Loop, Winter Haven
1307 Innsbruck Ct, Winter Haven
$191,000
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
2348 Isle Royale Court Se, Winter Haven
$191,000
2 Beds ⋅ 3 Baths ⋅ Townhouses At Park Lake 01 Rep SubDv. ⋅ 33880 Zip Code
PRICE REDUCTION – NOW $203,000! MOVE-IN READY & FULLY RENOVATED! Don't miss your opportunity to own this beautifully renovated 2-bedroom, 2.5-bathroom townhouse in Park Lake! This exceptional price improvement makes this one of the best values in the area for a fully updated, move-in-ready home. Completely remodeled from top to bottom, this townhouse offers modern finishes, quality upgrades, and worry-free living. Recent improvements include: All 3 bathrooms fully renovated with new vanities and modern finishes Brand-new kitchen featuring stainless steel appliances, including refrigerator, gas range, range hood, microwave, new sink, and faucet New A/C system and new gas water heater, Fresh interior paint throughout, including walls, doors, and closets, New vertical and window blinds, New ceiling fans with remote controls and updated light fixtures throughout the home, balcony, and lanai, Freshly painted garage floor, Washer and dryer included. The spacious and light-filled living area opens to an extra-large screened lanai, perfect for entertaining, relaxing, or enjoying Florida's beautiful weather. Upstairs, both oversized bedrooms feature private en-suite bathrooms, while the primary suite also offers its own private screened balcony. Prime Winter Haven Location! Enjoy living in one of Winter Haven's most desirable communities with convenient access to shopping, dining, recreation, and exciting future growth: Located next to the new collegiate baseball stadium and parks project, bringing approximately $60 million in investment and development to the area, Direct access to Lake Lulu, part of the renowned Chain of 22 Lakes, offering boating, fishing, and waterfront recreation, Walking distance to popular restaurants and shopping including Starbucks, Chick-fil-A, Panera Bread, Outback Steakhouse, and Red Lobster, Just steps from the Rowdy Gaines Olympic Pool and Advent Fieldhouse, Whether you're a first-time homebuyer, seasonal resident, investor, or looking for the perfect Florida retreat, this home offers outstanding value, location, and upgrades. All the major improvements have already been completed—simply move in and enjoy. Schedule your private showing today and take advantage of this significant price reduction before it's gone!

2348 Isle Royale Court Se, Winter Haven
23 Casarena Court, Winter Haven
$190,000
2 Beds ⋅ 3 Baths ⋅ Casarena/Lks SubDv. ⋅ 33881 Zip Code
Virtually Staged. Welcome to 23 Casarena Ct in Winter Haven, located in the gated lakefront community of Casarena on the Lakes on Lake Cannon, part of Winter Haven's Chain of Lakes. This spacious 2BR/2.5BA townhome that offers approximately 2,045 sq ft of living space featuring vaulted ceilings, abundant natural light & a functional two-story layout. The main level features an open living area with sliding glass doors leading to a private covered patio, plus a well-appointed kitchen with a breakfast bar & a convenient half bathroom. Upstairs, enjoy a versatile loft/bonus space ideal for a home office or additional living area. Both bedrooms offer ensuite bathrooms, including a primary suite with a private screened balcony. Additional highlights include ceramic tile & hardwood flooring, spacious bedrooms, a two-car garage with freshly painted floor & multiple outdoor spaces including three patios. Recent updates include the ROOF (Aug 2023). Owner is offering a $5,000 credit towards flooring. Residents enjoy resort style amenities: community pool, tennis courts, boat slip & dock with direct access to Lake Cannon and the Chain of Lakes, perfect for boating, fishing, and waterfront living. Prime location near shopping, dining & major roadways. Low-maintenance living in a secure, gated community.

23 Casarena Court, Winter Haven
128 Center Street, Winter Haven
$189,900
2 Beds ⋅ 1 Baths ⋅ Lake Shipp Heights SubDv. ⋅ 33880 Zip Code
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
6346 Bayberry Blvd Ne, Winter Haven
$189,900
3 Beds ⋅ 2 Baths ⋅ Brookhaven Village First Add SubDv. ⋅ 33881 Zip Code
PRICE IMPROVEMENT! Now offered at an even better value, this beautifully maintained home in Brookhaven’s desirable 55+ community is the perfect opportunity to enjoy comfortable Florida living with owned land and low HOA fees. Located on a corner lot on a quiet dead-end street, this 2005 Homes of Merit double-wide manufactured home offers 1,440 sq. ft. of well-designed living space and comes fully furnished and move-in ready. The spacious open floor plan features 3 bedrooms, 2 bathrooms, an indoor laundry room, and abundant natural light throughout. Elegant tray ceilings enhance the main living area, while sliding glass doors lead to an additional porch overlooking a peaceful neighboring pasture—an ideal place to relax and enjoy the view. The large kitchen is designed for both functionality and entertaining, featuring a center island, ample cabinet and counter space, updated microwave, newer refrigerator (2024), and A/C unit (2024). Recent improvements provide added value and peace of mind, including a new shingle roof and carport (2023), updated siding, reinforced tie-downs, fresh interior paint, and new Parkay Endurance water-resistant laminate flooring. A versatile bonus room with French doors offers flexibility for a home office, hobby room, or third bedroom. The guest bedroom and bath are generously sized, while the oversized primary suite includes a private ensuite bathroom for added comfort and privacy. Additional features include an indoor laundry room with washer and dryer included, a spacious workshop/storage area, and valuable extras such as an 8,000-watt generator (gas or propane) with two propane tanks, mower, trimmer, and power washer. Surrounded by mature landscaping, this property offers both charm and tranquility. Brookhaven residents enjoy amenities including a community pool, clubhouse, and shuffleboard, all with a low HOA fee of just $34 monthly. Conveniently located near Hwy 27, shopping, restaurants, and medical facilities, this home is also approximately one hour from Disney and within easy driving distance to both Florida coasts. Don’t miss your opportunity to own this well-maintained, fully furnished home with owned land in one of Central Florida’s welcoming 55+ communities. Schedule your private showing today.

6346 Bayberry Blvd Ne, Winter Haven
1502 Buckeye Road Ne Unit 4, Winter Haven
$189,000
2 Beds ⋅ 2 Baths ⋅ Buckeye Heights SubDv. ⋅ 33881 Zip Code
Virtually Staged. A rare opportunity to own one of only six cluster homes positioned along the peaceful shoreline of Lake Buckeye! A charming open courtyard entry welcomes you to the front door, creating a private and inviting approach that sets this home apart. Inside, the living room immediately draws your eye outdoors, featuring double French doors that open to an enclosed lanai and extended open patio overlooking lake views. It’s the perfect space to enjoy morning coffee, evening breezes, or simply take in the calm waterfront setting. The layout flows comfortably from the living area into the wrap-around kitchen and adjoining dining space, where a large window overlooks the courtyard entrance and fills the home with natural light. The primary bedroom suite offers a private retreat with its own en-suite bath featuring a walk-in shower, while the second bedroom sits just steps from the guest bath with tub/shower combination — ideal for guests, family, or flexible use as a home office. Additional highlights include a laundry closet and an oversized 550 sq ft 2-car garage with ample storage, providing both convenience and functionality. For easy lake access, the public boat ramp onto Lake Buckeye is located just 0.1 mile down the road. Homes within The Clusters on Lake Buckeye rarely come to market, making this a special opportunity for buyers seeking a property with character, peaceful surroundings, and direct access to one of Winter Haven’s beautiful lakes. **A/C is 2015, Roof is 2017**

1502 Buckeye Road Ne Unit 4, Winter Haven
1812 2nd Street Nw, Winter Haven
$189,000
3 Beds ⋅ 1 Baths ⋅ Habitat For Humanity 01 SubDv. ⋅ 33881 Zip Code
NEW ROOF PRIOR TO CLOSING! Welcome to this 3 bedroom, 1 bathroom newly updated home. The Seller has placed new luxury vinyl flooring throughout which will provide durability in the home. The kitchen has also been updated and once the roof is completed you should have a maintenance free property. This home is locataed in the heart of Winter Haven and is move-in ready ideal for first time home buyers or growing families. Sellers Concessions are available!

1812 2nd Street Nw, Winter Haven
2500 21st Street Nw Unit 88, Winter Haven
$186,000
3 Beds ⋅ 3 Baths ⋅ Casa Del Sol Condo Village Ph 01 SubDv. ⋅ 33881 Zip Code
Price improvement! presenting a great opportunity for new buyers! Enjoy true waterfront living with direct Chain of Lakes frontage on Lake Hartridge in this beautifully updated 3-bedroom, 2.5-bath townhome-style condo. Located in the highly desirable Casa Del Sol community in Winter Haven, this spacious two-story residence offers breathtaking panoramic lake views and direct water access. The interior features wood laminate and tile flooring, a formal dining room, and an updated kitchen complete with stainless steel appliances and solid surface countertops. The expansive living room overlooks the water, creating a perfect setting for both relaxing and entertaining. Unwind in the Florida room or take in stunning sunrise and sunset views from your screened lakefront lanai. Upstairs, the generous primary suite offers a walk-in closet, an ensuite bath with granite countertops, and a private enclosed balcony showcasing incredible lake views. Two additional bedrooms, a full bath, and an upstairs laundry area complete the second floor. An attached two-car garage adds everyday convenience. Residents of Casa Del Sol enjoy access to exceptional amenities, including a lakefront recreation area, pool, clubhouse, tennis courts, and a private dock. The HOA covers water, lawn care, and full use of community amenities, providing a truly maintenance-free lifestyle. Experience the best of waterfront living with endless opportunities for boating, fishing, and enjoying the beautiful Winter Haven Chain of Lakes.

2500 21st Street Nw Unit 88, Winter Haven
3328 Avenue T Nw, Winter Haven
$185,000
3 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Virtually Staged. **Calling all lake lovers!** Discover this charming 3-bedroom, 1-bath home situated on **nearly half an acre** in the heart of Winter Haven. Featuring a functional floor plan, a spacious yard, and **private rear access**, this property offers endless possibilities for outdoor entertaining, gardening, parking boats, RVs, or work vehicles, or even future expansion. No HOA. Conveniently located near shopping, dining, schools, and major roadways, you'll also enjoy easy access to Central Florida's top attractions. **LEGOLAND® Florida Resort is approximately 15 minutes away**, **Walt Disney World® Resort is about 35–40 minutes away**, and **Universal Orlando Resort** and **SeaWorld Orlando** are both within **45–50 minutes**, making this home an excellent choice for both homeowners and investors. Boating and fishing enthusiasts will appreciate the close proximity to several of Winter Haven's beautiful lakes, with a public boat ramp located just half a mile away, making it easy to enjoy Florida's year-round outdoor lifestyle. Whether you're a first-time homebuyer, looking to downsize, or searching for a fantastic investment opportunity, this property offers comfort, convenience, generous outdoor space, and tremendous potential. **Schedule your private showing today and discover everything this home has!**

3328 Avenue T Nw, Winter Haven
1503 Lake Cannon Drive Nw, Winter Haven
$185,000
2 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Lakefront living on beautiful Lake Cannon! Wake up every day to sparkling water views and enjoy peaceful sunsets from this charming 2-bedroom, 1-bath waterfront retreat. Perfectly positioned to take advantage of the scenery, the home features a bright and inviting interior with a spacious living area and an oversized picture window that frames the lake like artwork. Natural light pours in, creating a warm and cheerful atmosphere throughout. Outside, enjoy the easy Florida lifestyle with plenty of yard space, covered parking, and direct lakefront access on one of the most desirable lakes in the Winter Haven Chain of Lakes. Whether you love boating, fishing, kayaking, or simply relaxing with your morning coffee while taking in the view, this property delivers. A rare opportunity to own affordable lakefront in Central Florida—ideal as a full-time residence, winter getaway, or investment property. Bring your boat, bring your fishing pole, and start enjoying life on Lake Cannon!

1503 Lake Cannon Drive Nw, Winter Haven
212 Se H Se, Winter Haven
$185,000
3 Beds ⋅ 2 Baths ⋅ Pinecrest Add SubDv. ⋅ 33880 Zip Code
Discover a great opportunity in the heart of Winter Haven, priced under $190K with NO HOA! This 3-bedroom, 2-bath home offers a practical floor plan, inviting living spaces, and valuable recent improvements, including a roof and A/C replaced within the last 3 years. One of the standout features is the welcoming front porch, the perfect spot to enjoy your morning coffee, unwind in the evening, or add extra curb appeal and charm. Situated on a spacious 0.23-acre lot, the property also provides room to enjoy the outdoors, entertain, or create the backyard space you have been wanting. Conveniently located near Downtown Winter Haven, LEGOLAND®, medical facilities, shopping, dining, parks, and major roadways, this home offers both comfort and convenience. Whether you are a first-time buyer, looking for an affordable primary residence, or searching for a solid investment opportunity, this home is a great deal worth seeing. Schedule your showing today

212 Se H Se, Winter Haven
1052 Medinah Drive, Winter Haven
$185,000
2 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code
Welcome to the affordable lifestyle of living in a Villa within a golf course community. Upon entering the front of the home you will notice a courtyard area on the left and right side of the entrance, which opens up additional outside entertaining space. Once inside the home you will notice it has recently been refreshed with new interior painting throughout, all new flooring, and new stove and dishwasher. As you enter, you will find the open and bright kitchen with all Stainless Steel appliances on the immediate right hand side of entryway. The dining room is open to the living room and it will handle a large dinning room set for company dinning. The living room opens to a slight step down into a less formal family room area which overlooks the lush setting of the tropical, backyard landscaping, a beauty to enjoy from your rear windows. The community clubhouse, restaurant and swimming pool are just a few steps away. The tennis courts and pickle ball courts are currently being resurfaced.

1052 Medinah Drive, Winter Haven
221 Avenue F Se, Winter Haven
$185,000
2 Beds ⋅ 2 Baths ⋅ Berry J B Sub SubDv. ⋅ 33880 Zip Code
Back on market! Cute as a button, historic charm with some nice updates. From the welcoming front porch to the massive fenced back yard, complete with dog washing station, this is a cozy spot to call home! Love the original hardwood floors, open bright kitchen, and character such as built ins. Roof is less than 10 years old, and the sellers have updated the HVAC including adding a mini split to the main bedroom for those who like it extra cold at night. Plenty of parking and extra storage outside as well...check this one before it gets away!

221 Avenue F Se, Winter Haven
769 Avenue Q Se, Winter Haven
$185,000
2 Beds ⋅ 2 Baths ⋅ Parkland Village SubDv. ⋅ 33880 Zip Code
Welcome home to this beautifully renovated 2-bedroom, 1.5-bath condo nestled in a peaceful 55+ community in the heart of Winter Haven. Completely move-in ready, this charming residence has been thoughtfully upgraded from top to bottom with over $50,000 in modern improvements designed for comfort, style, and easy living. Step inside to discover brand-new luxury vinyl plank flooring, a stunning fully remodeled kitchen featuring new appliances and sleek finishes, beautifully refreshed bathrooms, fresh interior and exterior paint, and a brand-new roof completed in 2025. Energy efficiency meets peace of mind with new double-pane windows backed by a lifetime warranty, new gutters, a recently serviced AC unit, and the added convenience of a covered carport. Imagine hosting friends in your stylish kitchen, savoring quiet mornings with coffee in the sun-filled living space, or enjoying relaxing afternoons in your private backyard — perfect for gardening, unwinding, or spending time with your furry companion. Perfectly positioned near everyday conveniences like Walmart and Publix, plus local shops and dining, this location truly puts everything within reach. Spend weekends exploring nearby favorites such as LEGOLAND Florida Resort, the historic Cypress Gardens, or enjoying craft brews at Port 27 Brewery. Outdoor enthusiasts will appreciate close proximity to scenic parks, golf courses, and the beautiful Winter Haven Chain of Lakes — ideal for waterfront dining, boating, and year-round recreation. Plus, exciting day trips and fine dining await within easy driving distance of Orlando and Tampa. Whether you’re searching for a seasonal retreat or a full-time residence, this home delivers the perfect blend of low-maintenance living, modern upgrades, and Central Florida charm. Schedule your private showing today and discover resort-style living at its finest!

769 Avenue Q Se, Winter Haven
117 4th Jpv St, Winter Haven
$185,000
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village Unit 02 Pb 37 Pg 50 SubDv. ⋅ 33880 Zip Code
Looking for the perfect starter home or turnkey investment? Welcome to 117 4th Ave N! This well-maintained 3-bedroom, 1.5-bath home has been lovingly cared for by the same family for over 40 years and is now ready for its next chapter. Situated just minutes from shopping and dining, this property delivers both comfort and convenience in the heart of Winter Haven. Recent updates include a brand-new roof (2025), providing peace of mind and long-term value. For investors, current tenants are interested in staying—offering an immediate income opportunity if desired. Inside, you'll find an open and inviting floor plan where the kitchen flows seamlessly into the spacious living room. Each bedroom offers generous space with nice-sized closets, perfect for growing families or long-term renters. But here's the bonus: attached to the back of the home is additional flex space not included in the square footage. This area could easily be converted into a 4th bedroom, mother-in-law suite, home office, or studio—adding even more value and versatility to the property. Parking is another standout feature with a covered carport plus a detached garage—ideal for extra vehicles, storage, or workshop space. Priced to sell and brimming with potential, this gem won't last long.

117 4th Jpv St, Winter Haven
3421 Hickory Street Nw, Winter Haven
$183,500
2 Beds ⋅ 1 Baths ⋅ Biltmore Shores SubDv. ⋅ 33881 Zip Code
NO HOA! This 2 bedroom, 1 bathroom property has an eat-in kitchen with granite countertops & dining space, and a separate living room for gathering. There is luxury vinyl plank (LVP) floors throughout the home and the bathroom has been newly tiled. The home has UV double-insulated windows, 8x10 shed with finished interior, electricity & wall A/C unit, and a spacious fenced backyard with vehicle gate. Seller updates include screen-enclosed front entry, landscape & sod, bathroom tile, crown molding, living room ceiling fan, LVP & baseboards, and finished shed. This home sweet home is tucked away approximately a half mile to Havendale Blvd which leads to groceries, restaurants and connecting highways/roads for commutes. A brand new Publix will soon be opening right next to this neighborhood! Bring your watercraft because you're approximately one mile to a public boat ramp for Lake Jessie which is known for its fishing, aviation activity (including seaplanes!), and is part of Winter Haven's famous Chain of Lakes.

3421 Hickory Street Nw, Winter Haven
102 3rd Jpv Street, Winter Haven
$183,000
3 Beds ⋅ 1 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
Bright and Light, this 3 bedroom/1 Bath home has numerous windows and has been freshly painted. NEW ROOF March 2026. Kitchen facelift includes, newer white appliances, granite countertop, new white shaker cabinets with contrast door/drawer pulls. Bath also has granite counters with a double vanity, dual mirrors, new fixtures and lights. Tile throughout and new 6-panel doors to freshen this home up. Washer/Dryer connections are in the utility room, a quick step away. Centrally located between Lakeland, Lake Wales and Haines City.

102 3rd Jpv Street, Winter Haven
3006 Elm Street, Winter Haven
$180,000
3 Beds ⋅ 2 Baths ⋅ Biltmore Shores SubDv. ⋅ 33881 Zip Code
BACK ON THE MARKET! No fault of the seller! Welcome to 3006 Elm Street in beautiful Winter Haven — a charming home full of potential and perfectly positioned for convenience! This 3-bedroom, 1.5-bath home also features a flexible office space that could easily serve as a 4th bedroom, playroom, hobby room, or home gym. Step inside to find new tile flooring, a remodeled bathroom, a newer roof, and updated ceilings that give the home a fresh and modern feel. The spacious kitchen offers plenty of room to cook, gather, and get creative with your dream design ideas. Outside, the backyard is a blank canvas ready for your personal touch — create the garden, outdoor kitchen, pool area, or entertaining space you've always wanted! Conveniently located near shopping, dining, attractions, and with easy access for commuting to both Tampa and Orlando, this property offers the perfect blend of comfort, opportunity, and location. Whether you're looking for your first home, investment property, or extra space to grow, this Winter Haven gem is ready to welcome you home!

3006 Elm Street, Winter Haven

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