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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

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

134 Lichtenwalter Road, Winter Haven
$189,000
3 Beds ⋅ 2 Baths ⋅ TB8550554 MLS
Unique opportunity to purchase a home with TWO additional contiguous parcels — THREE parcels offered together for a total package price of $199,000! 134 Lichtenwalter Rd – $199,000 1500 Gaines Rd – (PID) 25-29-11-000000-023360 0 Gaines Rd – (PID) 25-29-11-000000-023520 134 Lichtenwalter Rd features a 2020 manufactured home offering 3 bedrooms, 2 bathrooms, and approximately 1,080 sq. ft. of living space. Adding even more potential, 1500 Gaines Rd has an existing setup previously intended for a second mobile home, including its own electrical pole. The additional parcels provide extra space, privacy, and possibilities for future use. All three parcels are being offered together for $199,000. A great opportunity for buyers looking for a home with additional land and flexibility! Buyer and buyer’s agent are responsible for verifying zoning, utilities, permitting, impact fees, and whether an additional manufactured/mobile home may be placed on the property with the appropriate governmental authorities.

134 Lichtenwalter Road, Winter Haven

Listing courtesy of ELEVE REAL ESTATE LLC. 407-743-7472

105 Laurel Cove Way Unit 105, Winter Haven
$189,000
2 Beds ⋅ 2 Baths ⋅ L4962492 MLS ⋅ 105 Laurel Cove Way BLDG.
Beautiful lake-view condo in Winterset! This ground-floor 2-bedroom, 2-bath residence offers amazing views of Lake Winterset, part of the renowned Winter Haven Chain of Lakes. The spacious great room features tile flooring, sliding glass doors to the screened porch, and stunning lakefront vistas. Just off the kitchen is a comfortable dining area, creating an inviting space for everyday living and entertaining. The kitchen is beautifully appointed with custom Kraft Maid wood cabinetry, granite countertops, a breakfast bar, and a complete appliance package. The primary bedroom enjoys peaceful lake views and includes plush carpeting with a gel pad, a large 11' X 7' walk-in closet, a ceiling fan, sliding doors to the patio, and an en-suite bath featuring dual sinks, quartz countertops, and an oversized walk-in shower with a seamless glass door. The guest bedroom is generously sized at 13' x 10', offering ample closet space and convenient access to the guest bathroom, which features quartz countertops and tile flooring. The screened porch is the perfect place to relax and enjoy breathtaking lakefront views and spectacular sunsets. Residents enjoy true resort-style living with access to a community clubhouse, pool, spa, shuffleboard courts, tennis & Pickleball courts. The highly desirable location offers close proximity to shopping, dining, schools, medical facilities, and LEGOLAND Florida Resort. Additional features include a private storage room off the patio, inside laundry, a tile roof, air conditioning, 24-hour security, meticulously maintained grounds, assigned parking, and ample guest parking. This is Florida lakefront living at its finest.

105 Laurel Cove Way Unit 105, Winter Haven

Listing courtesy of CROSBY & ASSOCIATES, INC.. 863-293-5600

1213 8th Street Nw, Winter Haven
$189,000
2 Beds ⋅ 2 Baths ⋅ L4961397 MLS
One or more photo(s) has been virtually staged. SELLER NOW OFFERING 2/1 INTEREST BUY DOWN RATE WITH APPROVED FINANCING! NEW ROOF JUST INSTALLED, BRINGING BUYER PIECE OF MIND. Beautiful, well-cared-for 2BR/2BA villa in a maintenance-free 55+ community — ready for a new owner. Single-level, move-in ready home with a bright, open floorplan, remodeled kitchen and stainless steel appliances. Durable LVP flooring (2021) throughout the main living areas and new carpet in the bedrooms. Laundry includes washer/dryer 2021; refrigerator 2025. Security system installed. Major recent system and structural upgrades for worry-free ownership: HVAC 2023; 40-gal water heater 2023; PEX water lines 2024; new carport roof 2024; new power panel & upgraded wiring 2021; attic insulation & interior paint 2021. Ease of living: Enjoy true low-maintenance, single-level living with HOA exterior care, complete lawn service and irrigation, Enjoy easy parking under the new carport roof, and modern systems that minimize upkeep and unexpected expenses. The thoughtful updates and security system provide peace of mind and allow you to spend more time enjoying community amenities, such as the community clubhouse, nearby lakes, dining, and shopping rather than home maintenance. Location and lifestyle: Conveniently close to Publix, dining, and scenic lakes — ideal for active adults seeking convenience and leisure.

1213 8th Street Nw, Winter Haven

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

213 4th Jpv Street, Winter Haven
$185,000
2 Beds ⋅ 2 Baths ⋅ L4966002 MLS
Welcome to Jan Phyl Village in Winter Haven! This home offers a great opportunity for buyers looking for comfortable living with plenty of room to make it their own. Inside, you'll find a functional floor plan featuring tile flooring throughout much of the home, a kitchen with ample cabinet space and a breakfast bar, and a spacious primary bedroom complete with a soaking tub. Step outside to enjoy the large screened-in patio, perfect for relaxing or entertaining year-round. The generously sized backyard offers plenty of outdoor space, along with a storage building, additional covered parking, and paved areas for added convenience. Whether you're searching for your next home or an investment opportunity, this property offers plenty of possibilities. Schedule your private showing today!

213 4th Jpv Street, Winter Haven

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

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