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1727 Second Street Ne, Winter Haven
$235,000
3 Beds ⋅ 2 Baths ⋅ TB8490278 MLS
Welcome to this beautifully built 2022 new construction home in Winter Haven, FL, offering the perfect blend of modern design, energy efficiency, and affordability — all conveniently located near Orlando’s world-famous attractions, including Walt Disney World and Universal Studios. Built by one of Winter Haven’s most recognized affordable builders, J&S Properties, this 3-bedroom, 2-bathroom, 2-car garage home features 1,421 square feet of thoughtfully designed living space with an open-concept floor plan ideal for both everyday living and entertaining. Step inside to find tray ceilings in the living room and primary suite, enhancing the home’s spacious feel, along with LED recessed lighting throughout and abundant natural light. The kitchen is equipped with granite countertops, solid wood soft-close cabinetry, and energy-efficient appliances, combining style with functionality. This home is loaded with upgrades and energy-saving features, including efficient pull-out windows, architectural 30-year shingles, Decora switches, ceiling fans throughout, and window blinds already in place — making it truly move-in ready. Enjoy the benefits of new construction in Central Florida without the wait to build, all in a location that offers easy access to Orlando, Lakeland, Tampa, shopping, dining, and major highways.

1727 Second Street Ne, Winter Haven

Listing courtesy of REAL BROKER, LLC. 855-450-0442

357 Squires Grove Drive, Winter Haven
$244,900
3 Beds ⋅ 2 Baths ⋅ O6392892 MLS
Stunning 3-Bedroom, 2-Bath Home – Move-In Ready! Welcome to this move-in ready home in a prime location! Boasting a spacious and open floor plan, this 3-bedroom, 2-bathroom gem offers the perfect blend of comfort and style. Enjoy An extra-large back patio for these summer evening BBQ's! The well-appointed kitchen features stainless steel appliances, a convenient breakfast bar, a closet pantry, and ceramic tile flooring, all complemented by a cozy breakfast nook. With both a large living room and a separate family room, there’s ample space for relaxing and entertaining. The versatile living/dining room combo offers a seamless flow for hosting guests. Enjoy the privacy and tranquility of the split-bedroom design, with the expansive master suite serving as your personal retreat. The primary bath is a true highlight, featuring a dual vanity, walk-in closet, and a relaxing garden tub—perfect for unwinding after a long day. Key Features: Bright and open floor plan with plenty of natural light Large primary suite with luxurious en-suite bath Spacious living and family rooms for flexible living Well-equipped kitchen with modern stainless steel appliances Great location with easy access to both Tampa and Lakeland All of this at an incredible price! Don’t miss your chance to call this home yours. Call today to schedule your private showing!

357 Squires Grove Drive, Winter Haven

Listing courtesy of CITRAVEST MANAGEMENT LLC. 407-495-4744

3661 Queens Cove Boulevard, Winter Haven
$259,990
3 Beds ⋅ 2 Baths ⋅ S5146164 MLS
Welcome to this well-maintained residence located in the established Queens Cove community of Winter Haven. This inviting home offers a comfortable and functional layout with approximately 1,500+ square feet of living space, featuring a spacious living area, a well-designed kitchen, and generously sized bedrooms that provide both comfort and flexibility for everyday living. As you enter, you’ll appreciate the natural flow of the home, creating a warm and welcoming environment that feels both practical and easy to enjoy. The layout allows for a seamless transition between living spaces, making it ideal for relaxing or hosting gatherings. Each area of the home has been designed to maximize usability and comfort. The property offers a great balance between space and simplicity, making it a solid option for buyers seeking a home that is both functional and full of potential. Whether you are looking for your next primary residence or simply a well-located property, this home presents a great opportunity. Situated within a well-established neighborhood, the home provides convenient access to main roads and is just a short drive to Lakeland, LEGOLAND Florida Resort, and within reach of the greater Orlando area, offering a great balance between quiet residential living and access to Central Florida attractions. This is a great opportunity to own a home in a steadily growing area. Schedule your private showing today.

3661 Queens Cove Boulevard, Winter Haven

Listing courtesy of AGENT TRUST REALTY CORPORATION. 407-251-0669

1015 Carefree Cove Drive, Winter Haven
$199,900
4 Beds ⋅ 2 Baths ⋅ L4960484 MLS
Short Sale. Bank approved price! Welcome to this beautifully updated 4-bedroom, 1.5-bath single-family home located in Winter Haven with NO HOA! This solid block construction home offers peace of mind with a new roof and AC installed in 2024. Inside, you’ll find newer flooring throughout along with a recently renovated kitchen and bathrooms, giving the home a fresh, modern feel. The kitchen features quartz countertops, stainless steel appliances, and updated cabinetry, perfect for both everyday living and entertaining. The functional layout includes four spacious bedrooms, a full bathroom, and an additional half bath for added convenience. Enjoy outdoor living in the fully fenced backyard, ideal for pets, gatherings, or simply relaxing in your private space. The home also includes a 1-car garage for storage and parking. Ideally situated near Lake Conine, part of Winter Haven’s famous Chain of Lakes, this property offers easy access to boating, fishing, and outdoor recreation. Conveniently located near major roadways, providing a quick commute to Orlando, Tampa, and world-renowned attractions like Disney. This move-in ready home combines modern updates, a great location, and no HOA restrictions—don’t miss your opportunity to make it yours!

1015 Carefree Cove Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART. 863-577-1234

203 Monterey Cypress Blvd, Winter Haven
$95,500
3 Beds ⋅ 2 Baths ⋅ 11678226 MLS
**Charming Waterfront Retreat in Florida!** NEW ROOF 2025! Discover your dream home with this stunning 2008 Fleetwood model that boasts breathtaking views of a serene lake. Imagine sipping your morning coffee while watching Florida's vibrant birds from your cozy dining area or spacious living room. This meticulously maintained residence features an inviting vinyl-windowed Florida room, perfectly positioned off the kitchen, offering an additional 144 sq ft of living space and a tranquil view of the pond. Step inside to find a beautifully appointed kitchen with oak cabinetry, a breakfast bar, and white appliances, including a refrigerator, electric range, built-in microwave, and dishwasher-ideal for culinary enthusiasts! The living room is bathed in natural light, showcasing gleaming laminate wood plank flooring and a lighted ceiling fan, making it a perfect space for relaxation and entertainment. The master retreat is a true sanctuary, featuring ample space for a king-sized bed, a comfortable sitting area, and a luxurious master bath complete with a double vanity, a garden tub, and a step-in shower. Each of the secondary bedrooms is generously sized and includes walk-in closets, ensuring everyone has their own space. With two well-appointed bathrooms, a spacious laundry closet, and an 8 x 7 shed for additional storage, this home combines practicality with comfort. Don't miss out on this incredible opportunity to own an affordable piece of Florida paradise. Schedule your viewing today and experience the beauty for yourself! **Welcome to Cypress Creek Village: Your Dream Gated Community!** Discover the enchanting lifestyle at Cypress Creek Village, a stunning gated community nestled in a picturesque country setting in Southeast Winter Haven. Just minutes from HWY 27, you'll enjoy effortless access to the vibrant city of Orlando and all it has to offer. Engage in daily, weekly, and monthly activities at the inviting Residents Club House, where you'll find a sense of community and camaraderie. Dive into relaxation at the large heated swimming pool and spa or indulge in friendly competition in the gorgeous billiard room and shuffleboard area. With one of Winter Haven's premier golf courses located right across the street, you'll have endless opportunities for leisure and recreation. Cypress Creek Village is meticulously maintained, ensuring beautiful grounds and an inviting atmosphere year-round. Plus, with no credit check required for applications, making this community your new home has never been easier! Located just half a mile west of HWY 27 off Dundee Road (SR542), you'll be close to the stunning "Chain of Lakes," featuring 16 lakes interconnected by serene channels. Enjoy convenient shopping, with a Wal-Mart Super Center just a short drive away on Cypress Gardens Blvd. Experience the lifestyle you deserve at Cypress Creek Village, where there's always something happening, and where you'll truly love living! "While all information is considered reliable, we encourage prospective buyers to conduct their own personal inspections for a comprehensive understanding of the property's condition and measurements. Please note that American Mobile Home Sales of Tampa Bay Inc. cannot guarantee the accuracy of this information. As a buyer, you will be responsible for all closing costs, sales tax, and title transfer fees associated with the purchase. The buyer assumes full responsibility for obtaining all current rates for lot rent, fees, and any pass-on costs, as well as to familiarize yourself with the lease agreement and community regulations. For these details, please reach out to the community or park manager directly. American Mobile Home Sales of Tampa Bay Inc. is not responsible for quoting said fees or policies."

203 Monterey Cypress Blvd, Winter Haven

Listing courtesy of Tanya Johnston with American Mobile Home Sales of Tampa Bay, Inc.

231 Haines Boulevard, Winter Haven
$315,000
4 Beds ⋅ 2 Baths ⋅ O6392524 MLS
Step into comfort and versatility with this beautifully maintained two-story home featuring 4 spacious bedrooms and 3 full bathrooms, perfect for growing families or those who love extra space. Enjoy peace of mind with a brand-new air conditioning system installed in 2025, ensuring year-round comfort. The home offers a well-designed layout with a spacious walk-in pantry, ideal for keeping your kitchen organized and functional. A mix of laminate, tile, and carpet flooring adds both style and practicality throughout the home. Upstairs, you’ll find a convenient laundry closet, making everyday living even easier. The two-car garage has been partially converted, offering flexible space that can be used as needed while still maintaining storage options. Outside, the ample driveway provides plenty of parking for guests and multiple vehicles. This home combines comfort, functionality, and flexibility, ready for you to make it your own!

231 Haines Boulevard, Winter Haven

Listing courtesy of GIPSTAR REALTY LLC. 954-678-8416

357 Ruby Lake Loop, Winter Haven
$392,900
3 Beds ⋅ 2 Baths ⋅ L4960449 MLS
Welcome to your dream home in the gated community of Ruby Lake! This beautifully designed 3-bedroom, 2-bath Cassidy “Ox” floor plan perfectly balances elegance and everyday comfort. Step inside to discover a spacious layout featuring formal living and dining rooms, along with a generous family room—ideal for both entertaining and relaxed living. The updated kitchen is truly the heart of the home, showcasing sleek quartz countertops, a breakfast bar, closet pantry, and durable tile flooring. Retreat to the impressive primary suite, offering a large 17x15 bedroom, walk-in closet, and a spa-like en suite bath complete with soaking tub, walk-in shower, and dual vanities. Thoughtfully designed, the secondary bedroom and bath are handicap accessible with widened doorways for added ease. Enjoy Florida living year-round on the expansive 10x38 screened lanai—perfect for gatherings or quiet evenings. Additional highlights include an interior laundry room with sink, surround sound throughout, plantation shelving with ambient lighting, ceiling fans, irrigation system with separate meter, and a 2-car garage with a high-profile door. Conveniently located near shopping, dining, medical facilities, schools, and Legoland, with easy access to Tampa and Orlando—this exceptional home truly has it all. Don’t miss your opportunity to make it yours!

357 Ruby Lake Loop, Winter Haven

Listing courtesy of LOCKHART & ASSOCIATES INC. 863-293-1234

1678 Linz Court, Winter Haven
$245,000
2 Beds ⋅ 2 Baths ⋅ L4960316 MLS
BETTER THAN NEW!!! Why wait to build when you can move into this HIGHLY UPGRADED, MAINTENANCE FREE villa in the 55+ GATED COMMUNITY of Vienna Square, centrally located in Winter Haven, FL. Before entering this beautiful residence, you will notice the BRICK PAVERED driveway/walkway leading through the MATURE LANDSCAPE and CUSTOM LIGHTING to the front SCREENED LANAI. Walk right into this very OPEN FLOORPLAN with HIGH CEILINGS and SPLIT BEDROOM CONCEPT. The kitchen is a CHEF'S DREAM, featuring UPGRADED STAINLESS APPLIANCES, IMPRESSIVE WINE FRIG., and BREAKFAST BAR. The CASCADING WATERFALL EDGE QUARTZ COUNTERTOPS add a MODERN, ELEGANT and LUXURIOUS focal point to this AMAZING KITCHEN!!! The adjoining great room is very spacious and overlooks the rear SCREENED LANAI with a view of the pond. The primary en-suite will not disappoint which also features QUARTZ COUNTERTOPS and an UPGRADED WALK-IN SHOWER with GLASS DOOR. CUSTOM PLANTATION SHUTTERS in the kitchen and bedrooms ensure you have the privacy you deserve! Don't forget about the second bathroom that has also been UPGRADED with QUARTZ COUNTERTOPS as well. This residence is truly TURN-KEY and one of the most WELL KEPT, ONE-OWNER homes you'll find anywhere. The reasonable monthly HOA dues include: ROOF REPLACEMENT, EXTERIOR PAINTING, YARD MAINTENANCE, LAWN IRRIGATION, and INTERNET/TV PACKAGE! Enjoy the other amenities including, but not limited to: pool/hot tub, tennis/pickle ball, gym, craft room, billiard room, movie room, and large meeting room with remodeled kitchen area. This wonderful property is in close proximity to medical, restaurants, shopping, worship, and LEGOLAND, FL. Winter Haven is well-known for it's beautifully interconnected lakes and being centrally located between the Tampa International and Orlando International Airports.

1678 Linz Court, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

1407 Havendale Boulevard Nw, Winter Haven
$199,500
L4960331 MLS
Prime commercial opportunity on busy Havendale Blvd in Winter Haven! This ±0.47-acre parcel is fully cleared and ready for development, offering excellent visibility and access along a high-traffic corridor. Zoned for commercial use, this site is ideally positioned next to the Social Security office and a legal firm, with numerous established businesses nearby—making it a strong location for a variety of professional or retail uses. Competitively priced for today’s market, this property presents a rare chance to secure a build-ready site in a highly active commercial area. owners must join "Havendale Shoppes & Offices Owners Assoications Inc." Duke Energy easement present along the property line.

1407 Havendale Boulevard Nw, Winter Haven

Listing courtesy of LPT REALTY, LLC. 877-366-2213

1339 Las Brisas Lane Unit #711, Winter Haven
$159,000
2 Beds ⋅ 2 Baths ⋅ 11675693 MLS
2+ Bedroom | 2 Bath |1,736 sq ft | $159,000 Four Lakes Golf Club Lot 711 Stunning Turn-Key Home with Golf Course, Water and Nature Preserve Views Where comfort, style, and breathtaking views come together in this meticulously maintained, fully-furnished home. With 1,736 sq. ft., this spacious 2 bedroom + spare room, 2 bath residence is truly move-in ready-perfect for enjoying the Florida lifestyle from day one. Perfectly positioned to capture gorgeous golf course, water, and nature preserve views overlooking the 11th green, this home offers both a bumped-out, vinyl-windowed lanai and a side patio, giving you multiple spaces to relax, unwind and take in the scenery. Inside, you'll find a bright, open layout enhanced by beautiful décor and numerous upgrades throughout. The kitchen is ideal for entertaining, featuring abundant cabinetry and a built-in desk or breakfast bar-perfect for hosting family and friends with ease. The guest bedroom is thoughtfully set up with two twin beds and is ready to comfortably accommodate visitors. The spare room with a bay window and built-in desk currently has a beautiful queen bed and is also ready for guests. It can also serve as a flexible space for a home office, reading nook or hobby room. Retreat to the spacious primary suite, designed with relaxation in mind. Both a walk-in closet and en suite bath offer extensive cabinetry and lovely countertop space, creating a spa-like experience. Additional highlights include: Large laundry room with built-in cabinets for extra storage Truly turn-key with tasteful furnishings throughout Golf cart included with new (2025) batteries Golf cart garage with separate entrance & automatic opener (2025) New 40-gallon water heater (2025) One year of FREE golf included This home delivers exceptional value, stunning views, and a lifestyle centered around relaxation and connection. Whether you're entertaining, enjoying the views, or heading out for a round of golf, this home is ready to welcome you.

1339 Las Brisas Lane Unit #711, Winter Haven

Listing courtesy of Cheryl Dobbs with CRF Communities

765 Century Lane, #765 Unit #765, Winter Haven
$51,900
2 Beds ⋅ 2 Baths ⋅ 11675718 MLS
2 Bed | 2 Bath | 1539 square foot | $51,900 (Swiss Golf and Tennis- Lot 765) PRICE DROP! Highly motivated seller! Located in a highly sought-after 55+ community, this well-maintained, fully furnished home offers comfort, privacy, and a relaxed Florida lifestyle. Includes a newer A/C system (2021) and new carpet in living areas. The split floor plan provides ideal separation for guests, while the rear lanai and open patio overlook a peaceful setting with no rear neighbors. The spacious kitchen features an island, ample cabinetry, generous pantry space, and both eat-in and formal dining areas-perfect for everyday living and entertaining. An additional flex room offers the perfect space for a home office, hobby, or craft room. Both bedrooms offer massive walk-in closets, and the home includes an outdoor shed for extra storage, along with an extended driveway and covered carport. A ramp provides convenient and easy access into the home. Plus, a motorized chair is included! Enjoy resort-style living with access to a beautifully maintained 18-hole golf course-plus a one-year FREE golf membership included with purchase! Relax at the heated pool and spa overlooking scenic Lake Henry, or take advantage of the on-site restaurant and pub. The community also offers a variety of activities, including tennis, pickleball, and shuffleboard. Schedule your private tour today and start enjoying the lifestyle you deserve!

765 Century Lane, #765 Unit #765, Winter Haven

Listing courtesy of Brandi Sappington with CRF Communities

1700 6th Street Nw Unit B23, Winter Haven
$125,000
2 Beds ⋅ 2 Baths ⋅ O6391774 MLS ⋅ Berkeley House BLDG.
This beautifully maintained **DELUXE UNIT** is move-in ready and offers everything you’ve been searching for—located in a desirable **55+ community**, perfect for comfortable and peaceful living! What sets this unit apart is its **private in-unit laundry room**, a rare and valuable upgrade compared to other units in the community—adding both convenience and functionality. Enjoy improved energy efficiency with newly installed solar window tint on all windows, along with recently added vertical blinds. The plumbing has been upgraded, providing added peace of mind. Inside, you’ll find a stunning built-in bookcase and shelving system, perfect for organization and style. Relax and take in the views from both the screened front and back porches—ideal for morning coffee or evening unwinding. All appliances are included for your convenience: washer, dryer, refrigerator, dishwasher, stove/range, and microwave. The bathroom has been tastefully updated with a new toilet and vanity. Additional features include one assigned covered parking space under the carport and a private 4x8 storage unit located on the same floor. The condo association fee covers water and garbage, adding even more value to this exceptional home.

1700 6th Street Nw Unit B23, Winter Haven

Listing courtesy of CENTRIC REALTY SERVICES LLC. 407-421-9391

1300  Las Brisas Lane, #343 Unit #343, Winter Haven
$84,900
2 Beds ⋅ 2 Baths ⋅ 11675049 MLS
2 Bedroom | 2 Bath | 1920 sq ft | $84,900 Four Lakes Golf Club Lot 343 Live Where Every Day Feels Like a Getaway - Golf Course Gem with Fountain Views Welcome home to 1300 Las Brisas Lane, Lot 343, where peaceful golf course living meets comfort, space and incredible value. Situated on the 18th hole, this 2 bedroom + den, 2 bath home offers 1,920 sq ft of open, light-filled living space with picturesque views of a stunning fountain that illuminates the night-creating a truly magical backdrop right from your own home. Unwind in the expansive windowed lanai, where you can take in sweeping golf course views year-round-your personal front-row seat to Florida's natural beauty. Imagine ending each day with glowing fountain views and gentle evening breezes-this is more than a home, it's a lifestyle. Inside, you'll love the bright open-concept layout, perfect for both relaxing and entertaining. The den with French doors provides a flexible space for a home office, reading room or guest overflow. The spacious primary suite is designed for comfort, featuring a beautiful bay window with a cozy seating area, along with an en suite bath complete with dual sinks, a vanity area, and a walk-in shower. More features to love: Like new Golf cart included Oversized golf cart garage with extra storage space One full year of FREE golf Convenient ramp entry at the main entrance Large laundry room with overhead cabinets This home is an exceptional opportunity to enjoy a relaxed, resort-style lifestyle with space to spread out and views you'll never tire of.

1300 Las Brisas Lane, #343 Unit #343, Winter Haven

Listing courtesy of Cheryl Dobbs with CRF Communities

2300 Cannon Terrace Nw Unit A,B,C,D,E,F, Winter Haven
$2,600,000
P4938049 MLS
Exceptional Multi-Family Investment Opportunity – Winter Haven, Florida Investors take notice! This outstanding income-producing property features five apartment buildings with a total of 17 units, each offering 2 bedrooms and 2 bathrooms. All units are currently leased, providing immediate cash flow and a stable rental history for the new owner. These well-maintained apartments are centrally located in Winter Haven, placing tenants close to major employment centers, medical facilities, shopping, dining, and Central Florida’s world-famous attractions. The strong rental demand in the area makes this an excellent opportunity for investors seeking consistent income and long-term growth potential. With solid occupancy, desirable unit layouts, and a convenient location, this property offers the perfect chance to step into an established rental portfolio with proven performance. Whether you are expanding your investment holdings or entering the multi-family market, this property presents a rare opportunity to own a well-positioned income-producing asset in one of Central Florida’s growing communities.

2300 Cannon Terrace Nw Unit A,B,C,D,E,F, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

638 Lake Dexter Circle, Winter Haven
$234,900
3 Beds ⋅ 2 Baths ⋅ O6390069 MLS
This move-in-ready, three-bedroom, two-bathroom home is located in the sought-after Lake Dexter Woods community. The residence features a functional layout designed for modern comfort and style, highlighted by an attached one-car garage and low-maintenance tile flooring throughout the entire home. The updated kitchen serves as a stylish centerpiece, equipped with beautiful granite countertops and sleek stainless-steel appliances. Outside, you can relax and enjoy the fresh air from your private porch and patio, which overlooks a fully fenced-in backyard, providing a secure space for outdoor entertaining or pets. The location offers a perfect blend of comfort and convenience, situated near top-rated schools, multiple grocery stores, and popular local attractions. Residents can enjoy a resort-style lifestyle with access to premium community amenities, including sparkling pools, tennis/pickleball courts, and more. One or more photos in this listing have been virtually staged.

638 Lake Dexter Circle, Winter Haven

Listing courtesy of ENTERA REALTY LLC. 713-248-9869

21  Key West Ave, Winter Haven
$95,990
2 Beds ⋅ 2 Baths ⋅ 11671661 MLS
A Must See well-maintained 2 Bedroom / 2 Bath - 2025 Build in Shipp Reck 55+ Community. Welcome to easy Florida living in the desirable Shipp Reck community in Winter Haven, Florida. This beautiful 2025-built home with only one owner features 2 bedrooms and 2 bathrooms and comes fully furnished making it move-in ready, the perfect seasonal getaway or full-time residence. Step inside to an open floor plan with a spacious family room that flows seamlessly into the eat-in kitchen featuring a breakfast bar for additional seating, creating a bright and comfortable living space ideal for relaxing or entertaining. The primary bedroom includes a private en-suite bath, while the guest bedroom offers plenty of room for visitors. The home also features an indoor laundry area with cabinets, conveniently located for easy access and additional storage. Throughout the home, you will find no carpet, making cleaning and maintenance a breeze. Outside, enjoy added privacy with no rear neighbors and an extra-long driveway that accommodates multiple vehicles. Utilize the oversized attached shed for storage. Located in the gated 55+ Shipp Reck community, directly across from a beautiful park on Lake Shipp, enjoy great bass fishing, a public boat launch, picnic areas, and a playground. Residents of Shipp Reck have many actives and amenities for enjoyment. Community amenities include: Lakeside swimming pool, Barbecue picnic area, and Shuffleboard. Shipp Reck is a Pet-friendly community. This peaceful lakefront setting offers resort-style living while still being close to shopping, restaurants, medical facilities, and Central Florida attractions. Don't miss the opportunity to own a fully furnished home in one of Winter Haven's most desirable 55+ communities. Make this your next move! You won't be disappointed! Call today to schedule your private showing! All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Our company does not and cannot guarantee or warrant the accuracy of this information or the condition of this property. Measurements are approximate. The buyer assumes full responsibility for obtaining all current rates of lot rent, fees, and pass-on costs. Additionally, the buyer is responsible for obtaining all rules, regulations, pet policies, etc., associated with the community, park, or home from the community/park manager. Our company is not responsible for quoting said fees or policies. Financing is available through 3rd party lenders. The sales price does not include tax, dealer fees, or administrative fees. Please contact the sales agent for additional information.

21 Key West Ave, Winter Haven

Listing courtesy of Linda Wilson with Sunset Home Sales

8 Captain Kidd Ln, Winter Haven
$67,900
2 Beds ⋅ 2 Baths ⋅ 11674078 MLS
LAKEVIEW! This beautifully remodeled 2-bedroom, 2-bath home offers 1,254 square feet of comfortable living space in a friendly and active community. The home features a carport and storage shed, providing convenient parking and extra storage. Inside, the home has been completely updated, including all new plumbing, a new electrical main, and newer appliances. Energy-efficient insulated windows and a new heat pump system help keep the home comfortable year-round. The property is also wired for a generator hookup and includes a generator, also includes hurricane panels for added peace of mind. Enjoy the outdoors on the durable composite deck, and appreciate the thoughtful upgrades underneath the home, including a custom French drain system and double vapor barriers designed to improve drainage and protection. Furnishings are negotiable, making this a flexible move-in opportunity. Community amenities include a swimming pool and clubhouse, located in a very active park with plenty of opportunities to socialize and stay engaged. Conveniently located close to shopping, this home is also about an hour's drive to either coast and centrally located near Florida's famous theme parks, offering easy access to beaches, entertainment, and attractions. A beautifully updated home in a great location-ready for you to enjoy Florida living! WE CAN ASSIST IN HELPING YOU FINANCE THIS HOME!!!

8 Captain Kidd Ln, Winter Haven

Listing courtesy of Glenn Fogg with FOGG MOBILE HOME SALES LLC

593  Century Drive, #593 Unit #593, Winter Haven
$29,900
2 Beds ⋅ 2 Baths ⋅ 11673222 MLS
2 Bed | 2 Bath | 784 square foot | $29,900 (Hidden Golf Club- Lot 593) PRICE DROP! Seller motivated. Enjoy the Florida lifestyle in this highly sought after 55+ community. Home has updated bathrooms and indoor laundry. Brand new carpet in the primary bedroom. Spacious lanai with AC for relaxing. Large shed with double doors and AC. Home has extra wide driveway and additional cart path for parking your own golf cart. Enjoy Community Amenities such as a private golf course with one-year FREE golf membership, clubhouse with organized activities and social events, 2 Heated swimming pools & spa- one overlooking the lake! Tennis and pickleball courts, fitness center and walking trails. As well as on-site restaurant and pub directly on beautiful Lake Henry! Gated entry and pet friendly. This welcoming community offers a perfect blend of relaxation, recreation, and social connection. Don't miss out on this gem in a peaceful, active adult neighborhood. Call and schedule a showing today!

593 Century Drive, #593 Unit #593, Winter Haven

Listing courtesy of Brandi Sappington with CRF Communities

1502 Ne Buckeye Road Ne Unit 2, Winter Haven
$279,900
3 Beds ⋅ 3 Baths ⋅ O6389762 MLS ⋅ Clusters BLDG.
Experience lakefront living at its best in this 2-story townhouse with 3 bedroom 3 bath on Lake Buckeye, located just minutes from Winter Haven. Christian School. !Enjoy breathtaking panoramic lake views from the living room, master bedroom balcony, . this spacious home is perfect for anyone looking to customize their living space. This property has great potential and features an oversized attached 2-car garage with ample storage space and access to a private lift station. Don't miss out on the chance to make this lakefront gem your own. Investment Only.Tenant Occupied. Lease start on 04/01/2026 & Expire On 03/31/2026. $1950/M.CASH FLOW INVESTMENT. INVESTMENT OLY WITH 20% DOWN. DSCR BUSINESS LOAN.

1502 Ne Buckeye Road Ne Unit 2, Winter Haven

Listing courtesy of KURUVILA REALTY ASSOCIATES LLC. 954-530-9477

503 Avenue B  Nw Unit 503, Winter Haven
$299,999
2 Beds ⋅ 3 Baths ⋅ P4938108 MLS ⋅ Haven Place BLDG.
Experience refined living in the heart of Downtown Winter Haven with this architecturally significant residence just moments from the city’s vibrant lakeside lifestyle. Perfectly positioned within walking distance of local restaurants, boutiques, parks, and entertainment, this exceptional residence places you at the center of one of Central Florida’s most charming downtown districts. Residents will also enjoy quick access to LEGOLAND® Florida Resort, the renowned Chain of Lakes, and nearby tennis and recreation facilities. Originally designed by celebrated architect Gene Leedy, a pioneer of the Sarasota School of Architecture, this residence showcases the timeless elegance of Florida modernism. Clean architectural lines, open living spaces, and distinctive exposed concrete elements reflect Leedy’s philosophy of blending structural beauty with functional design. Expansive interiors allow natural light to flow throughout the home, creating a seamless connection between indoor comfort and the surrounding Florida landscape. Inside, the thoughtfully designed floor plan offers 2 spacious bedrooms, 2 full bathrooms, and a convenient half bath, with 1,408 square feet of living space that balances openness with privacy. The residence provides a comfortable setting for professionals, couples, or small families seeking both style and convenience in one of Winter Haven’s most desirable walkable locations. With its architectural pedigree, prime downtown setting, and close proximity to the lakes, recreation, and major attractions, 503 Avenue B NW #503 offers a rare opportunity to enjoy living in the heart of Winter Haven.

503 Avenue B Nw Unit 503, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509

3705 High Street, Winter Haven
$1,100,000
P4938066 MLS
Prime investment opportunity in the expanding Winter Haven area! This 52.52± acre parcel of vacant land offers exceptional potential for future development. The property is currently being used for agricultural purposes, with beautiful grazing pasture and cattle on site, providing wide open space and scenic surroundings. Winter Haven and the surrounding Central Florida region continue to experience significant growth with new residential communities, commercial development, and expanding infrastructure. Its strategic location between Orlando and Tampa has contributed to increasing population growth, new businesses, and rising demand for land and housing in the area. Nearby utilities include electric, water, and sewer, offering convenient access for future improvements. The property is ideally located close to major highways, shopping, dining, and Central Florida attractions, including world-famous theme parks. This property presents an excellent opportunity for developers, investors, or those seeking a large land holding in one of Central Florida’s fastest-growing areas. All dimensions are approximate. Buyers are responsible for verifying all information including zoning, land use, utilities, and flood zone.

3705 High Street, Winter Haven

Listing courtesy of STACEY TOWNS REALTY LLC. 863-422-1585

111 Las Flores, Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ L4959947 MLS
JUST REDUCED! Well-maintained FULLY FURNISHED 3-bedroom, 2-bath home located on a .25-acre corner lot with a peaceful wooded backdrop in desirable SE Winter Haven. This home offers a spacious layout with multiple living areas, including a large family room for everyday living and a formal living room with soaring ceilings that create a bright, open feel. A formal dining room with built-in cabinetry provides the perfect space for hosting dinners and gatherings. The updated kitchen features hardwood cabinetry, granite countertops, a custom tile backsplash, stainless steel appliances, a natural gas range, breakfast bar seating, and a closet pantry for added storage. The renovation also included updated flooring. The primary suite includes a remodeled en-suite bathroom with a modern vanity and tiled walk-in shower. A split-bedroom layout offers additional privacy, while the third bedroom with a walk-in closet works well as an office, guest room, or flex space. Outdoor living is just as inviting with a screen-enclosed lanai featuring built-in counter space and cabinetry, along with a beautiful paver deck in the backyard—perfect for relaxing or entertaining while enjoying the wooded setting. The home also features a paver driveway leading to a two-car garage. Additional highlights include a tile roof approximately 15 years old with an expected 50-year lifespan, A/C replaced just 1 year ago, and fresh exterior paint in 2025.

111 Las Flores, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

221 Golf Aire Boulevard, Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ L4959992 MLS
MILLION DOLLAR GOLF COURSE VIEW out your back windows! No back yard neighbors ...JUST the peaceful golf course. BRIGHT & Open Home features Split floor plan with Great Room & Formal Dining together, nice for entertaining. Lovely Kitchen offers Breakfast Nook & CHARMING Built in Shelving. Primary Suite with Tray Ceiling, Walk-in Closet, Dual Sink Vanity, Large Tiled Shower, & Garden Tub with Jets. Crown Molding throughout adds personality! QUALITY Ceiling Fans. FLORIDA ROOM with windows that lock, delivers the Most Relaxing GOLF COURSE View. INSIDE Utility. OVERSIZED GARAGE (28X25) will fit LARGER VEHICLE, with Golf Cart Garage Door. EXTREMELY WELL MAINTAINED, which means A LOT! New Septic Drainfield installed 7/2026, New Sod, Roof/house/front walk/driveway pressure washed 2025. A/C & heat pump 2019. Security system and smoke detectors updated in 2019. Lake Bess Country Club INCLUDES 1 of 49 shares to the golf club which = 2 memberships, unlimited Golfing, Driving Range, Putting Green, Community Pool, Clubhouse (conveniently located ACROSS THE STREET), & Lawn Maintenance. YOU WILL LOVE THIS HOME!

221 Golf Aire Boulevard, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART. 863-577-1234

1533 Majestic Lane, Winter Haven
$235,000
4 Beds ⋅ 3 Baths ⋅ L4960031 MLS
Short Sale. This is not an approved short sale or price yet. Welcome to the community of Eagle Landing in beautiful SE Winter Haven, Florida. This newer home features 4 Bedrooms/2.5 Bathrooms with a spacious two-story layout that maximizes space and natural light perfect for any lifestyle with Low HOA and NO CDD. The modern kitchen design with Island and Breakfast Bar complete with Granite countertops. The primary bedroom with en-suite bathroom with dual sinks, walk in shower and walk-in closet and 3 additional bedrooms offers plenty of space for a growing family or multi-general family. Needs a little TLC on the inside. The solar panels feature a great savings to help keep your energy cost down. Conveniently located in a quiet neighborhood, this property is ideally situated close to Publix, Legoland, schools and the Winter Haven Chain of Lakes. If you're looking for a modern, quiet neighborhood, this is your chance. Schedule your showing today before it's gone!

1533 Majestic Lane, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

953 Cambridge Drive, Winter Haven
$395,000
4 Beds ⋅ 3 Baths ⋅ O6386825 MLS
Come see this gorgeous 4-Bedroom Home in the beautiful community of Lucerne Park Reserve, Winter Haven, FL – a beautifully designed 4-bedroom, 2.5-bathroom home located in the amazing Lucerne Park Reserve community. Located in a prime corner lot, this home provides you a modern design, spacious living, and an incredible community that is perfect for families who are looking for comfort. Key Features: Spacious & Functional Layout: This is a designed 2,340 sq. ft. home with an open-concept living space, perfect for entertaining. It is located in a big Corner Lot with a Huge Fenced Backyard. It is perfect for you if you need some extra privacy or space for outdoor activities, pets, and even to build a pool! In addition, the property has an Air-Conditioned 2-Car Garage and some Extra Driveway Parking. In the second floor you will find the Loft that would be perfect for entertainment. You cannot miss the incredible Master Suite with a custom walk-in closet, designed for ultimate storage and organization. The property offers a beautifully upgraded open kitchen with a big island, perfect for family gatherings and entertaining guests. One of the most important features is that you will enjoy a Brand-New AC Unit. The property is Located in Winter Haven, Lucerne Park Reserve that is a peaceful, family-friendly community with beautiful surroundings, great amenities, and easy access to major attractions. The community is just Minutes away from LEGOLAND Florida Resort. You will get a close Access to the Winter Haven Chain of Lakes. The community is in an amazing location that is close to Downtown Winter Haven where you can Enjoy boutique shopping, fine dining, and cultural venues like The Ritz Theatre and Theatre Winter Haven. You will get into the major highways in just a few minutes with Easy access to Orlando, Tampa, and other major cities for work or entertainment. Don't miss the opportunity to see this beautiful corner lot property before it is gone! You can be the next owner and live in the after sought community of Lucerne Park Reserve! Come see it today!!

953 Cambridge Drive, Winter Haven

Listing courtesy of REAL BROKER, LLC. 855-450-0442

111 Krenson Bay Loop, Winter Haven
$280,000
3 Beds ⋅ 2 Baths ⋅ S5145191 MLS
One or more photo(s) has been virtually staged. Short Sale. Built in 2023, this move-in-ready 3-bedroom, 2-bath home with a 2-car garage offers 1,543 square feet of bright, open living space in the gated Krenson Bay community. The kitchen features white cabinetry, stainless steel appliances, a large center island, and ample storage overlooking the spacious living and dining areas. High ceilings and large windows fill the home with natural light, creating a bright and welcoming atmosphere. The private primary suite includes a walk-in closet and an ensuite bathroom with dual sinks and a walk-in shower. Two additional bedrooms, a guest bathroom, and an interior laundry room complete the functional floor plan. Enjoy low HOA fees and no CDD, with convenient access to shopping, dining, major roadways, LEGOLAND Florida, and Winter Haven’s Chain of Lakes. Schedule your private showing today!

111 Krenson Bay Loop, Winter Haven

Listing courtesy of LPT REALTY, LLC. 877-366-2213

3339 Queens Cove Loop, Winter Haven
$232,400
3 Beds ⋅ 2 Baths ⋅ O6386232 MLS
This traditional 3-bedroom, 2-bathroom home is located in the established Queens Cove Ph 02 neighborhood. Designed with a functional and classic layout, this residence offers a comfortable living environment perfectly suited for a variety of lifestyles. The heart of the home features a traditional floor plan that provides a clear and smart separation of living spaces. The kitchen is beautifully updated with sleek quartz countertops and Stainless steel appliances, creating a modern and stylish space for meal preparation and entertaining. Situated in a prime location, this home is just minutes away from local essentials, including shopping, dining, and parks. Whether you are searching for a forever home or a smart investment opportunity, this property offers both convenience and potential. Schedule your private showing today! One or more photos in this listing have been virtually staged.

3339 Queens Cove Loop, Winter Haven

Listing courtesy of ENTERA REALTY LLC. 713-248-9869

605 Sarner Pass Way, Winter Haven
$389,900
4 Beds ⋅ 3 Baths ⋅ G5108932 MLS
Move-in ready, built in 2022. Welcome to 605 Sarner Pass Way, a spacious 4-bedroom, 2.5-bath home with a flexible first-floor bonus room—perfect for a home office, guest space, playroom, or fitness room. The open-concept main level offers an inviting living and dining area alongside a well-appointed kitchen featuring granite countertops, stainless-steel appliances, a large center island, and abundant cabinetry. Upstairs, the spacious primary suite features a walk-in closet, dual vanities, and walk-in shower, with three additional bedrooms providing plenty of room for family or guests. Enjoy Florida living from the covered lanai overlooking a generous backyard. Lake Lucerne residents enjoy two community pools, a playground, and maintained common areas. Conveniently located approximately 6 minutes from Hwy 27, with easy access to Davenport shopping and dining, Central Florida attractions, Orlando-area airports, and routes toward Tampa. With newer major systems from its 2022 construction and flexible owner-financing options available, this home is ready for its next owner. Schedule your private showing today!

605 Sarner Pass Way, Winter Haven

Listing courtesy of HOMESMART. 407-476-0461

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