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3099 Captain Jax Way, Winter Haven
$205,090
3 Beds ⋅ 3 Baths ⋅ O6455598 MLS
Under Construction. This new two-story townhome offers ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3099 Captain Jax Way, Winter Haven

Listing courtesy of LENNAR REALTY. 800-229-0611

926 Sunshine Way Sw, Winter Haven
$205,000
2 Beds ⋅ 1 Baths ⋅ L4965555 MLS
NEW ROOF (2025), NEW EXTERIOR AND INTERIOR PAINT (2025), NEW WATER HEATER (2022) and an UPDATED BATHROOM. Affordable home with excellent investment potential and NO HOA. Whether you're looking to expand your rental portfolio, purchase your first home, or find an affordable place to call home, 926 Sunshine Way Drive offers a great opportunity with plenty of upside potential! This 2 bedroom, 1 bath concrete block home features several valuable improvements, including a newer architectural shingle roof, newer exterior paint and fresh inside paint providing a solid starting point for future updates and improvements. For investors, an added opportunity awaits with the neighboring property at 928 Sunshine Way (MLS# L4965553) also available for purchase, offering the potential to own two side-by-side rental properties, increase rental income, and simplify property management. Inside, the home features a comfortable great room and dining room combination with a functional layout designed for everyday living. The kitchen offers a breakfast bar, closet pantry, gas range connection, and dishwasher hookup, providing a practical space with plenty of possibilities for future improvements. Both bedrooms are comfortably sized and share a conveniently located bathroom featuring an updated shower surround and vanity. Additional features include a screened back patio overlooking a nicely sized backyard, perfect for enjoying the Florida weather, while mature trees in the front yard provide welcome shade and added curb appeal. A one-car garage offers covered parking and additional storage space. Conveniently located approximately 10 minutes from the Polk Parkway, the property provides easy access to Lakeland, Tampa, Orlando, shopping, dining, and everyday conveniences. With no HOA restrictions or fees, a desirable concrete block construction, and the opportunity to make improvements that enhance its appeal and value, this property offers plenty of possibilities. While some updating is needed, the potential is undeniable. Purchase one or take advantage of the opportunity to own two neighboring properties and maximize your investment potential!

926 Sunshine Way Sw, Winter Haven

Listing courtesy of THE STONES REAL ESTATE FIRM. 863-412-2080

2508 Avenue A  Sw, Winter Haven
$205,000
3 Beds ⋅ 1 Baths ⋅ TB8530904 MLS
Virtually Staged. Charming and move-in-ready 3-bedroom, 1-bath home situated on a spacious lot in the heart of Winter Haven! This well-maintained residence features an open-concept living area, updated flooring, and a bright kitchen designed for everyday comfort. Recent improvements include updated windows and roof, offering added peace of mind. Enjoy a large fenced backyard with plenty of room for pets, play, gardening, or outdoor entertaining. The extended parking area provides space for multiple vehicles, a boat, or an RV. Conveniently located near shopping, dining, schools, parks, Lake Howard, and major roadways, with easy access to LEGOLAND Florida Resort and other local attractions. No HOA restrictions make this property an excellent opportunity for homeowners or investors alike.

2508 Avenue A Sw, Winter Haven

Listing courtesy of MARK SPAIN REAL ESTATE. 855-299-7653

1224 Vienna Square Drive, Winter Haven
$205,000
2 Beds ⋅ 2 Baths ⋅ P4934564 MLS
Virtually Staged. Auction Property. MAKE AN OFFER!! - THIS IS NOT THE SAME HOME BUYERS MAY REMEMBER! This inviting villa has been refreshed and is ready to make a brand-new impression. Recent improvements include fresh interior paint, new carpet in both bedrooms, brand-new stainless-steel kitchen appliances, a freshly painted garage floor, and a new glass shower door in the primary bathroom. Located in the gated 55+ community of Vienna Square, this move-in-ready 2-bedroom, 2-bath villa offers 1,118 square feet of comfortable, single-story living. The bright, open living area, functional kitchen, spacious primary suite, attached two-car garage, and screened rear porch provide an easy, low-maintenance Florida lifestyle. Community amenities include a clubhouse, swimming pool, fitness center, recreational facilities, and organized social activities. Monthly fees also include cable television, water, lawn and grounds maintenance, pool maintenance, and recreational facilities. If you viewed this property before the improvements were completed, come back and see the difference. At $215,000 this refreshed home deserves a fresh look. Schedule your private showing today!

1224 Vienna Square Drive, Winter Haven

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

1101 28th Street Nw, Winter Haven
$204,999
3 Beds ⋅ 2 Baths ⋅ S5127631 MLS
Welcome to 1101 28th St NW, Winter Haven, FL 33881 – a fully remodeled and income-generating property perfect for first-time buyers, investors, or anyone needing a private space for in-laws or extended family! Public records show the home as a 2-bedroom, 1-bathroom, but it now features including a completely separate 1-bedroom, 1-bath apartment currently rented for extra income. The entire property has been tastefully updated—move-in ready with modern finishes throughout. Whether you're looking to offset your mortgage, expand your rental portfolio, or bring your parents closer while maintaining privacy, this home checks all the boxes. Don’t miss this unique opportunity

1101 28th Street Nw, Winter Haven

Listing courtesy of DEAL MAKERS REALTY TEAM CORP. 407-288-0260

1384 Sheridan Street Sw, Winter Haven
$200,000
3 Beds ⋅ 1 Baths ⋅ O6456179 MLS
Welcome to this inviting 3-bedroom, 1-bath block home in Winter Haven! Step inside to a spacious living area with room to relax, entertain, and bring everyone together. The generous kitchen offers space for preparing everyday meals and hosting your favorite gatherings, while wood and ceramic tile flooring add character and practicality. Enjoy your morning coffee on the screened porch or wind down outdoors at the end of the day. The fenced yard provides space for gardening, outdoor activities, or creating your own backyard retreat. With three bedrooms, you have flexibility for guests, a home office, or your personal hobbies. Bring your decorating ideas and personal touches to make the spaces reflect your style. Discover the possibilities and schedule your private showing today!

1384 Sheridan Street Sw, Winter Haven

Listing courtesy of NEW HEIGHTS REALTY GROUP. 407-934-0305

651 Lake Dexter Circle, Winter Haven
$200,000
3 Beds ⋅ 2 Baths ⋅ P4939989 MLS
Here's the opportunity. Buyer had issues and offers this back to the market. The property you are inquiring about is located in Winter Haven, FL, in the Lake Dexter area of Polk County. Ok, straight up - This house needs work! The price reflects the evidence. We are here to sell this house because of location AND under market value "As-is". We know what it needs! We also know what you need! Cheap house to offset interest rates, cash to investment equity, or a handy-dandy family looking to help their start-up children quit paying rent, or winter home, or a side slide revenue generator, ANY of the above on this 3-bedroom, 2-bathroom, 1,345 sq.ft. home, with a screened lanai and a garage. It's ready to close in Ten so offer up! Call, text, email.

651 Lake Dexter Circle, Winter Haven

Listing courtesy of BROKERS REALTY OF CENTRAL FLOR. 863-294-6773

2211 9th Street Ne, Winter Haven
$200,000
3 Beds ⋅ 2 Baths ⋅ P4939797 MLS
Discover the opportunity to make this charming 3-bedroom, 2-bathroom home your own. Located in an established neighborhood with NO HOA. Offering approximately 1,522 square feet of living space. This home provides a comfortable layout with plenty of potential for everyday living, entertaining, or creating space that truly reflects your style. Situated on approximately 0.16 acres, the property has outdoor space for relaxing, gardening, pets, or enjoying Florida's beautiful weather. It also has a fenced in yard and is conveniently located near a newly built recreation center, highly rated magnet schools, local parks, lakes, and public transportation. Whether you're a first-time homebuyer, looking for a family home, or an investor seeking an opportunity in a desirable Central Florida market, 2211 9th St NE will be a perfect fit for you.

2211 9th Street Ne, Winter Haven

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

1605 36th Street Nw, Winter Haven
$200,000
5 Beds ⋅ 2 Baths ⋅ O6418690 MLS
**TENANTS IN PLACE UNTIL 10/2027. PLEASE DON'T GO TO THE PROPERTY WITHOUT PERMISSION*** THE LEASE TERM MUST BE ASSUMED BY NEW OWNER. Welcome to 1605 36th Street NW, a beautifully updated and remarkably spacious 5-bedroom, 2-bathroom home located in the heart of Winter Haven. Spanning 1,700 square feet of single-story living space, this concrete block and stucco home offers the perfect blend of worry-free longevity and modern interior features.Absolute peace of mind comes included with a brand-new, lifetime-durable metal roof, alongside a completely new septic tank and brand-new drainfield. Inside, you are greeted by an expansive layout featuring low-maintenance vinyl plank flooring throughout and an open-concept kitchen equipped with stainless steel appliances and a center cooktop island.Situated on a clean, 7,405 square foot lot with zero HOA restrictions, you have total freedom to park your boat, trailer, or RV. Conveniently located near local shopping, dining, parks, and major Polk County thoroughfares. Move-in ready and completely optimized for low maintenance—schedule your tour today!

1605 36th Street Nw, Winter Haven

Listing courtesy of INTELLIGENCE CHOICE REALTY LLC. 407-272-4833

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

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

1973 Carnostie Road, Winter Haven
$199,000
4 Beds ⋅ 2 Baths ⋅ L4963626 MLS
Short Sale. Calling all investors, flippers, and renovation enthusiasts! This 4 bedroom, 2 bathroom home in Winter Haven presents an outstanding opportunity to add value and build equity. With a spacious floor plan and solid footprint, this property is ready for a complete transformation. Whether you're looking for your next fix and flip, rental investment, or renovation project, the possibilities are endless. Conveniently located near shopping, dining, schools, and major roadways, this home offers a desirable location with strong upside potential. Bring your vision, creativity, and contractor, this property is being sold as-is and is priced with repairs in mind. Don't miss your chance to unlock the potential of this Winter Haven investment opportunity!

1973 Carnostie Road, Winter Haven

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

1752  Glen Abby Lane, #680 Unit #680, Winter Haven
$198,900
3 Beds ⋅ 2 Baths ⋅ 11973912 MLS
3 Bed | 2 Bath | 2088 sq. ft. | $198,900 | Lot 680 New Price! $20K reduction Stunning one of a kind triple‑wide 3 bedroom, 2 bath home in the gated Four Lakes Golf Club community! Every room has been updated, featuring plantation shutters, crown moulding, and a charming ship‑lap kitchen ceiling. The massive kitchen offers a large island and opens directly to the lanai which is very large. Here you'll enjoy beautiful lake and golf‑course views. This home has 3 air conditions, one whole house, a mini split on the lanai and one in the master bedroom. Both guest bathrooms include updated vanities, and the master suite showcases a fully remodeled bathroom with a spacious walk‑in shower and bidet. Home is partially furnished and move‑in ready. This is a one of a kind home with upscale updates. Located in a premier 55+ golf community with resort‑style amenities including an 18‑hole championship course, clubhouse, pool, fitness center, and gated security. A rare opportunity to own a fully updated triple‑wide with exceptional views and modern finishes. Purchase of this home includes one year free golf and a golf cart.

1752 Glen Abby Lane, #680 Unit #680, Winter Haven

Listing courtesy of Cheryl Dobbs with CRF Communities

304 Siberian Cypress Circle, Winter Haven
$198,800
2 Beds ⋅ 2 Baths ⋅ 11945543 MLS
Lot #330 / 2 B / 2 BA / 1,485 Sq. Ft. / $198,800.00 Spectacular Home! Beautiful front and rear porches! This Like New 2022 Palm Harbor Home is located in popular Cypress Creek Village! This large home is located on a private lot. It has a double-carport with extra covered golf cart parking. Features include: - 9 foot ceilings with transom windows - Custom drywall throughout - Light filled open Kitchen overlooks great room - Stainless steel Appliances - Upgraded window blinds - Daylight doors include integrated blinds - Extra large Shed with double doors. - Irrigation system. Home is a must see! Featuring a split floor plan with a large master suite at one end with a separate guest suite at the other end for privacy. This is luxury retirement living in a spectacular community. Give me a call and see this home for yourself!

304 Siberian Cypress Circle, Winter Haven

Listing courtesy of Russ Heitman with CRF Communities

6627 Westchester Drive Ne, Winter Haven
$198,000
2 Beds ⋅ 2 Baths ⋅ S5156843 MLS
Welcome to this UPDATED & WELL-MAINTAINED home located in Lake N Golf Estates, a desirable LAKEFRONT, LAND-OWNED, no pet 55+ community in Winter Haven. This SPACIOUS home features an OPEN FLOOR PLAN with vaulted ceilings & offers 2 bedrooms and 2 bathrooms, plus a living room, family room, dining room, dinette, bonus room, office, walk in storage closet, enclosed Florida room, and a workshop, providing over 2600 total SF. This home also comes partially furnished. The spacious island kitchen features GRANITE countertops, a breakfast bar, coffee bar, glass cooktop, Stainless appliances & a walk-in pantry. The family room has a built-in entertainment center with cabinets, TV included. Dinette has wainscoting. The dining room has a bay window. Both bedrooms have walk in closets. The home office has a mini-split air conditioner and comes equipped with a large desk/workstation and bookshelves. Numerous major updates were completed in 2024, including a NEW ROOF, A/C, CARPORT, SIDING, ELECTRICAL BREAKER BOX and REFRIGERATOR, upgraded insulation in roof over carport and enclosed Florida room. Additional improvements include updated Window World windows, updated flooring and a water purifier, making this home truly move-in ready. A GOLF CART IS ALSO INCLUDED! Oversized lot (126x51). Lake N Golf Estates offers an affordable Florida lifestyle with LOW HOA FEES of just $550 per year. Residents enjoy access to community amenities including a swimming pool, spa, clubhouse, shuffleboard, community boat ramp and dock, with boat slips available subject to availability. Conveniently located near Hwy 27 with easy access to shopping, dining, medical facilities and everything Winter Haven has to offer. Don't miss the opportunity to enjoy comfortable Florida living in this established lakefront community!

6627 Westchester Drive Ne, Winter Haven

Listing courtesy of RE/MAX HERITAGE PROFESSIONALS. 863-256-2188

820 Avenue Z  Nw, Winter Haven
$197,500
3 Beds ⋅ 2 Baths ⋅ S5150017 MLS
Short Sale. Discover a wonderful opportunity in the desirable Winter Haven area. This inviting residence offers comfortable living with a practical and welcoming layout. Bright natural light enhances the interior, creating a warm and airy feel throughout. The living areas flow seamlessly, making everyday living and entertaining effortless. A functional kitchen provides plenty of space for cooking and gathering. Spacious bedrooms showcase relaxing retreats for rest and privacy. The home sits on a generous lot with room to enjoy outdoor living. The backyard is perfect for relaxing evenings, gardening, or weekend gatherings. With no HOA, you’ll enjoy added flexibility and freedom. Ample parking adds convenience for residents and guests alike. The location provides easy access to shopping, dining, and daily essentials. Nearby parks and lakes fit outdoor recreation opportunities year-round. Major roadways are just a short drive away for easy commuting. This property is a great fit for homeowners or investors seeking value and potential. Come explore the possibilities this home has to show for.

820 Avenue Z Nw, Winter Haven

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

928 Sunshine Way Sw, Winter Haven
$195,000
2 Beds ⋅ 1 Baths ⋅ L4965553 MLS
NEW ROOF (2025), NEW AC (2025), NEW WATER HEATER (2025) and NEW EXTERIOR PAINT (2025)!! Welcome to affordable living with valuable updates and excellent investment potential and NO HOA. Whether you're looking to expand your rental portfolio, purchase your first home, or simply find an affordable place to live, 928 Sunshine Way presents a wonderful opportunity with plenty of upside potential! This 2 bedroom, 1 bath home offers several significant improvements providing valuable peace of mind and reducing the need for major expenses (roof, exterior paint, water heater and AC). For investors, an exciting opportunity awaits with the neighboring property at 926 Sunshine Way (MLS# L4965555) also available for purchase, offering the potential to own two side-by-side rental properties, increase rental income, and simplify property management. Inside, the home offers a comfortable and functional layout with plenty of opportunity to make updates and improvements to suit your personal style or investment goals. A welcoming living room flows into the dining area and adjoining kitchen, creating a practical arrangement for everyday living. The kitchen offers convenient access to the screened back porch, providing a nice extension of the living space and a comfortable place to enjoy the outdoors. Both bedrooms are generously sized and share a conveniently located full bathroom. Outside, a screened back patio overlooks a fenced backyard providing added privacy and a great space for pets, outdoor activities, or simply relaxing and enjoying the Florida weather. With no HOA restrictions or fees, you'll appreciate the added flexibility of homeownership without the expense of monthly association dues. Conveniently located approximately 10 minutes from the Polk Parkway, the property offers easy access to Lakeland, Tampa, Orlando, shopping, dining, and everyday conveniences. Whether you're an investor searching for your next rental property, a first-time buyer looking to build equity, or someone ready to downsize, this home offers an affordable opportunity with room for future improvements. Purchase one or take advantage of the rare opportunity to own two neighboring properties and maximize your investment potential. With major mechanical updates already completed, the possibilities are yours to explore!

928 Sunshine Way Sw, Winter Haven

Listing courtesy of THE STONES REAL ESTATE FIRM. 863-412-2080

1525 Oakview Circle Se, Winter Haven
$193,000
2 Beds ⋅ 2 Baths ⋅ TB8522413 MLS
Turn-Key Elegance & Low-Maintenance Living in Oakview! Welcome home to Oakview, an immaculate, highly sought-after hidden jewel in the heart of Winter Haven. This smoke-free, move-in ready 2-bedroom, 2-bathroom villa delivers the perfect balance of relaxation and functionality. Seller is offering a generous price reduction, giving you the immediate opportunity to install a brand-new AC system of your choice! For added peace of mind, this home also includes a one-year whole-house warranty. The heart of the home features a bright, open-concept living and dining area that flows seamlessly into a well-appointed kitchen boasting abundant cabinetry and full appliances. Guests will appreciate the privacy of the split-bedroom layout, while the owner enjoys a serene primary suite complete with a large walk-in shower. Need extra space? The flexible rear den is ideal for a home office, library, or hobby room. Enjoy true carefree living: the low $180/month HOA fee covers roof replacement, exterior painting, and complete lawn care! Spend your days exploring local dining, shopping, and Legoland Florida Resort, or travel effortlessly via nearby Orlando and Tampa international airports. Schedule your showing today and move right in

1525 Oakview Circle Se, Winter Haven

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

881 5th Street, Winter Haven
$190,000
3 Beds ⋅ 1 Baths ⋅ L4966084 MLS
Lovely Winter Haven Home featuring a 3 bedroom, 1 bath, 1,144 square feet of inviting living space with NO HOA! Perfect for first time home buyers, retiree's or anyone just looking to downsize. Situated on .14 acres near the heart of Winter Haven and Lake Alfred. Step inside to a spacious, open living room that flows into the large kitchen and adjoining dining area, providing plenty of room for everyday living and entertaining. Three bedrooms and a full bathroom are located toward the rear of the home. Outside the property offers room to enjoy the outdoors, while a storage shed provides convenient space for tools, equipment and all your extras. An A/C replacement in 2021 adds to the home's appeal. Set in a quiet neighborhood, this property offers a peaceful setting with convenient access to shopping, medical facilities, dining and entertainment. Schedule your showing today and discover the possibilities.

881 5th Street, Winter Haven

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

4171 Rolling Oaks Drive, Winter Haven
$190,000
3 Beds ⋅ 3 Baths ⋅ P4940221 MLS
Welcome to this beautifully maintained 3-bedroom, 3-bath home located in the desirable Oakwood Estates, a gated 55+ community in Winter Haven, Florida! This spacious home offers an inviting open floor plan with comfortable living and dining areas, perfect for everyday living and entertaining. The kitchen features ample cabinetry, generous countertop space, and a functional layout. Each of the three bedrooms offers its own bathroom and walk-in closet, providing comfort, privacy, and convenience for family and guests. Enjoy the enclosed patio, ideal for relaxing or entertaining year-round. Additional features include a covered carport, a spacious workshop, and a dedicated laundry area. This home has numerous upgrades throughout and has been lovingly maintained! BEST OF ALL, YOU OWN THE LAND — NO LOT RENT! Enjoy the benefits of ownership with only a low monthly community fee. CO-OP COMMUNITY Oakwood Estates offers an active lifestyle with exceptional amenities, including a clubhouse, two swimming pools, fitness center, shuffleboard, tennis courts, and a full calendar of social activities. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers the perfect combination of comfort, convenience, and community living. Don’t miss this wonderful opportunity to enjoy Florida living at its finest! Schedule your private showing today! Watch the short video and explore the 360° Interactive Aerial Virtual Tour for an even closer look at this home and its surroundings. Enjoy the freedom to zoom in and out, explore the property from every angle, and see as far as the eye can see!

4171 Rolling Oaks Drive, Winter Haven

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

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