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$250,000
3 Beds ⋅ 2 Baths ⋅ P4932769 MLS
Beautiful 3BR/2BA home in a gated community of Osprey Heights. All floors are covered with wood laminate. The Solar system is paid off and included in the price of the home with no extra payment.

123 Osprey Heights Drive, Winter Haven

Listing courtesy of OSF REAL ESTATE SERVICE. 863-258-8510
$220,000
4 Beds ⋅ 3 Baths ⋅ TB8320717 MLS
Under contract-accepting backup offers. Short Sale. Packed with potential! This spacious two-story home, featuring 4 bedrooms, 2.5 baths, and a versatile bonus room needs some repairs, cleaning, and TLC, but that’s where the attractive price comes in! The main floor includes a large great room, white kitchen with granite countertops, front living room/den, laundry, enclosed bonus room and a 3-car garage. The lanai offers a great outdoor entertaining space. Upstairs, the primary suite offers dual sinks, tub and separate shower, and dual walk-in closets, and the other bedrooms. Not in a flood zone and low HOA fees of $165/year ensure long-term low cost of ownership. Trustee Sale, must sell!

5018 Strada Drive, Winter Haven

Listing courtesy of FUTURE HOME REALTY INC. 813-855-4982
$169,900
2 Beds ⋅ 2 Baths ⋅ L4948430 MLS ⋅ Garden Lake BLDG.
One or more photo(s) has been virtually staged. Short Sale. Back on the market with renewed opportunity! Enjoy peaceful lakefront living in this beautiful updated 2 bedroom, 2 bath condo located in the gated Winterset community. Featuring an open floor plan granite countertops, stainless steel appliances, upgraded cabinetry, and a cozy breakfast nook, this home offers both comfort and style. The enclosed balcony showcases stunning views of Garden Lake, perfect for quiet mornings or relaxing evenings. Recent updates include plumbing, electrical, lighting, bathroom vanities, and updated flooring throughout, making this home truly move-in ready. Winterset offers resort - style amenities including pool, spa, clubhouse, tennis and pickleball courts, and a private lakefront pier. Conveniently located just minutes from LEGOLAND and under an hour to Orlando attractions. Short sale- priced in alignment with lender expectations. A great opportunity for buyers looking for value, a primary residence, or an investment property.

1710 Garden Lake Drive Unit 1710, Winter Haven

Listing courtesy of LA ROSA REALTY PRESTIGE. 863-940-4850
$169,000
L4947545 MLS
Please note: Price reduction. Curt Campbell is my brother and I represent his interest in this Transaction. This property features access to the Winter Haven Chain of Lakes and there is NO HOA.

709 Lake Shipp Drive S, Winter Haven

Listing courtesy of CENTURY 21 MYERS REALTY. 863-875-5656
$169,000
L4947543 MLS
Please note: Reduced price. Curt Campbell is my brother and I represent his interest in this Transaction. This property affords access to the Winter Haven Chain of Lakes and there is NO HOA. This property accesses the canal which takes you to Lake Shipp and the Chain of Lakes.

Z Avenue Sw, Winter Haven

Listing courtesy of CENTURY 21 MYERS REALTY. 863-875-5656
$360,000
5 Beds ⋅ 3 Baths ⋅ O6239172 MLS
Under contract-accepting backup offers. Minutes from Legoland and Peppa Pig Theme Park, this 5-bedroom, 3-bath home offers comfort and functionality in a quiet cul-de-sac. The open-concept layout features a spacious kitchen, main-floor den, and a first-floor guest suite with full bath. Upstairs includes a versatile loft and a primary suite with walk-in closet and dual vanity. Additional highlights include second-floor laundry, tile in wet areas, a 2-car garage, and a large backyard ideal for entertaining. Conveniently located near shopping and dining. Low HOA—perfect for first-time buyers or investors. (Tenant Occupied - Lease ends October 2026)

821 Sun Burst Road, Winter Haven

Listing courtesy of NEWBERRY REALTY & DEV GRP INC.. 321-607-2354
$108,000
2 Beds ⋅ 2 Baths ⋅ P4931788 MLS
Walk right into this open and spacious home. The kitchen is perfect for entertaining with newer cabinets and cooktop. The cathedral ceilings in the living room give the feel of lots of space. The floorplan offers 2 living areas. The guest bedroom has the main bathroom attached which is perfect for those overnight guests. The primary bedroom is spacious with two separate closets for him and her with a nice sized shower stall in the primary bathroom. The shingle roof was installed in 2021. The vapor barrier was replaced in 2023 and the home has new skirting. The side porch offers more living space and is backed with a great workshop area. The laundry is inside the home. If all that isn't enough there is an EV charging port installed. This home is located in Oakwood Estates, a 55+ community offering many activities or just sit back and enjoy the peaceful community. Make your appointment today!! This home will be sold unfurnished with appliances only.

4321 Cherrywood Street, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
$49,000
O6227442 MLS
Vacant land for sale in Winter Haven, Florida (33880)! This 1.01-acre lot offers a great opportunity to build a custom spot or invest in a desirable Central Florida location. Enjoy the space, flexibility, and convenience of being close to local amenities while still having room to create your ideal retreat. Pin Location: Latitude 27.94512674, Longitude -81.74712260. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

N/A, Winter Haven

Listing courtesy of KELLY RIGHT REAL ESTATE. 813-312-2282
$21,000
L4947106 MLS
Welcome to your future home site in a vibrant 55+ community, perfectly positioned along the tranquil canal connecting Lake Hamilton to Lake Henry, with breathtaking views of Lake Henry itself. This is an ideal location for boating and fishing enthusiasts, offering exclusive access to the waterway. The community boasts a wide array of activities and amenities, including a refreshing pool, well-maintained shuffleboard courts, convenient coin laundry facilities, and secure RV/boat storage (available for an additional fee). Enjoy the peace of mind that comes with living in a gated community where safety and security are top priorities. Please note that the property includes a 99-year land lease.

7066 Fairview Village Circle, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART. 863-577-1234
$6,000,000
O6219782 MLS
Residential Land Location in Winter Haven, FL. Proposed 368 Units - Residential Multi-Family. Winter Haven is a city in central Florida, known for its canal-linked Chain of Lakes. Several lakes have waterside parks and eateries, as well as boat ramps and water-sports rentals. On Lake Eloise, Legoland Florida Resort includes Cypress Gardens, a 1930s botanical garden, and Lego-brick attractions, rides and a water park. West of the city, Circle B Bar Reserve has forest trails and alligator-inhabited wetlands. Final Engineering approved - All permits done. Just few miles from Supermarkets, Retail, Restaurants Doctors office and more. Excellent Location with easy access to Hwy 27 and I-4

Monroe Road, Winter Haven

Listing courtesy of PROPERTY INVESTMENT BROKERS. 407-649-9888
$3,750,000
P4931056 MLS
Property has access to traffic signal via Lake Fox Drive. Zoned C-3 in City of Winter Haven. Permitted uses include hotel/motel, retail center, professional offices, restaurants, & more. Seller will consider dividing.

Cypress Gardens Boulevard, Winter Haven

Listing courtesy of LAND SOURCE REALTY, LLC. 863-508-1062
$38,000
S5107136 MLS
Under contract-accepting backup offers. SELLER IS MOTIVATED!!! Ready to build your dream home! Located close to schools, shopping malls, downtown, medical facilities, parks, public boat ramps, and Lego Land in the city chain of lake.

1304 Salisbury Drive, Winter Haven

Listing courtesy of WEICHERT REALTORS HALLMARK PRO. 407-870-8388
$700,000
B4901531 MLS
The property you are viewing is comprised of four individual parcels all being sold together. Also see MLS B4901530. This property has two parcels with single family homes on it , two vacant parcels, and easement parcel. The two single family homes are both concrete block built, 2 bedrooms and 1 bath room The entire sale parcel is almost 1 acre. These parcels are zoned RL 3 but have the potential to have a future land use zoning change. The corner lot sits across from a commercial store. Located on the corner of Eagle Lake Loop and Rifle Range road this area is rapidly growing with both residential and commercial opportunities. Property location has great opportunities for potential land use change based on surrounding parcels.

101 Eagle Lake Loop Road E, Winter Haven

Listing courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC. 863-899-5010
$700,000
2 Beds ⋅ 1 Baths ⋅ B4901530 MLS
The property you are viewing is comprised of four individual parcels all being sold together. Also see MLS B4901531. This property has two parcels with single family homes on it , two vacant parcels, and easement parcel. The two single family homes are both concrete block built, 2 bedrooms and 1 bath room The entire sale parcel is almost 1 acre. These parcels are zoned RL 3 but have the potential to have a future land use zoning change. The corner lot sits across from a commercial store. Located on the corner of Eagle Lake Loop and Rifle Range road this area is rapidly growing with both residential and commercial opportunities. Property location has great opportunities for potential land use change based on surrounding parcels.

103 Eagle Lake Loop Road, Winter Haven

Listing courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC. 863-899-5010
$1,075,000
224025394 MLS
Are you looking for the perfect location to run your business? Look no further than this meticulously maintained 6600 sqft warehouse on .67 acres! With 16ft high ceilings, this space provides ample room for storage and operations, as well as three separate office spaces and a kitchen. The property comes fully furnished and features three bay doors, each measuring an impressive 14ft high. Located less than a mile from Highway 27 and just north of Lake Hamilton, this warehouse is conveniently situated for easy access to major highways and thoroughfares. Don't miss out on the opportunity to grow your business in this exceptional space! Don't miss out on the opportunity to grow your business in this exceptional space!

6660 LUCIERNE PARK Road, Winter Haven

Listing Courtesy of Golden Homes Realty Inc

Selling Office: .

$238,000
P4928940 MLS
Amazing commercial property ready for a business. Backs up to CSX railroad tracks. Property is in the Elouise CRA so tax incentives are available.

3rd Street, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000
$179,000
2 Beds ⋅ 1 Baths ⋅ 223089545 MLS
Welcome home! Cozy 2 bedroom 1 bath block home in Crestwood subdivision. NO HOA! Located in beautiful Winter Haven provides easy access to shopping, dining and entertainment. Large backyard home is great for entertaining guest! Schedule your showing today.

748 31st Court NW, Winter Haven

Listing Courtesy of Fathom Realty FL LLC

Selling Office: .

$3,000,000
P4926297 MLS
We are pleased to present this Reputable TURNKEY Well Established Tire Center & Auto Repair Shop business, available for sale in Polk County, FL. Located near Downtown Winter Haven. Valuable Real Estate included in the sales price. First-class facility in a great location with tons of visibility. Includes: business land, building, major equipment & Inventory. Profitable equipped Tire Center & Auto Repair Business plus free-standing commercial building. Operating Since 2016 at the same location. The facility includes a large industrial building - 7440 sq ft, with high vaulted ceilings, 7 overhead doors & deep bays with 4 auto lifts. Includes storage to accommodate Motor Home or Bus. Fully Equipped with all tools & diagnostic equipment. All equipment is currently in 1st class condition. The interior has a waiting room/reception/Lobby, Showroom & Space for tire accessories and wheels., unisex restroom plus an office. The Exterior Secured Entire Fenced Side Yard Space has plenty of storage area. “Chain Link Fence’. PLENTY OF SPACE FOR PARKING VEHICLES IN FRONT OF PROPERTY. Full-Service Business. High Traffic Area with Great Road Frontage, busy, corner lot, busy prime location, sits on 0.39 acres of land. Road Front Footage 542 -2 sides. US HWY 17, Avenue E SW with access from both. This is a very well-established operation with many years of experience. Great Reputation. Highly confidential, and no financial information will be released without proof of ability. A detailed list of tire inventory & tools/equipment would be given upon receiving the buyers/ability to purchase. There will continue to be demand for good local auto repair shops. This tire center & automotive repair company is perfect for someone looking to capitalize on Polk County, Central Florida's growing population. A detailed confidential summary package is available for this Winter Haven POLK COUNTY company for sale. FULLY EQUIPPED TIRE CENTER & AUTO REPAIR BUSINESS READY FOR A NEW BUYER Services include OIL CHANGE, ALIGNMENT, BRAKES, SHOCKS & TIRES. Seller is willing to entertain any and all requests you put in your offer.

304 Avenue E Sw, Winter Haven

Listing courtesy of NEXTHOME NORRIS & COMPANY REALTY. 863-875-5583
$495,000
P4924846 MLS
This property is located on Pollard Road, which has just been repaved. With the new easement, acquired by the City of Winter Haven, street lights have been added and also City water and City sewer is available. And best of all there is NO HOA. This property is in a rural setting, with the occasional train passing by, yet, less than 5 miles from Publix or the local theme park. Currently, this property is in the county of Polk, but surrounded by the City of Winter Haven. This property was once a grove and as indicated by the FEMA flood plane map is high and dry with good drainage.

Pollard Road, Winter Haven

Listing courtesy of CENTURY 21 MYERS REALTY. 863-875-5656
$980,000
P4922426 MLS
9.8 ACRES (8.5 acres of R-3 + 1.3 acres of Conservation zoning) in the City of Winter Haven. Prime location and already zoned for multifamily development (R-3). Additional unit count with potential zoning change of 1.3 acre portion to R-3. WATER, SEWER & POWER readily available! Property fronts onto Brigham Road and backs up to a Conservation Area. All measurements including acreage count are approximate to be determined by accurate survey.

Brigham Road, Winter Haven

Listing courtesy of LOCKHART & ASSOCIATES INC. 863-293-1234
$4,500,000
O6026008 MLS
6.82+/- Acre Self Storage Development Opportunity. Commercial zoning allows for Self Storage. The property is cleared and graded. This development project includes Lots S10, S11, and S12 shown on the attached map. The utilities are at the site. Once the buyer provides their conceptual plans for a self-storage project, the Seller's engineer can have full plans ready to submit within 4-6 weeks and approval within approximately 3 months. This project is part of a massive 450 (+-) Acre Mixed-Use Development project located just off Hwy 27 in Winter Haven.

Thompson Nursery Road, Winter Haven

Listing courtesy of COMMERCIAL REAL ESTATE PROF IN. 407-737-9797
$1,150,000
6 Beds ⋅ 6 Baths ⋅ P4919411 MLS
THIS PROPERTY WAS ORIGINALLY 2 HOMES THAT WERE CO-JOINED. THE CURRENT OWNER HAS RECREATED TWO FULLY SEPARATE LIVING SPACES. OWNER LIVES IN ONE SIDE AND HAS A VERY SUCCESSFUL AIRBNB ON THE OTHER SIDE. THIS IS A UNIQUE OPPORTUNITY FOR A LARGE FAMILY, EXTENDED FAMILY WITH IN-LAWS, OR THOSE LOOKING FOR A STEADY STREAM OF SUPPLEMENTAL INCOME. BEAUTIFUL LAKEFRONT POOL HOME WITH EXPANSIVE VIEWS. EACH ROOM IS DETAILED WITH CROWN MOULDING THROUGHOUT. GORGEOUS WOOD FLOORS. LARGE BEDROOMS AND OPEN LIVING SPACES ABOUND.

1200 W Lake Otis Drive Se, Winter Haven

Listing courtesy of COLLANY PROPERTIES. 863-295-9886
$850,000
P4712420 MLS
“Extraordinary Commercial Property” - This 5.33-acre commercial vacant land site is a rare opportunity to own a prime piece of real estate on busy Cypress Gardens Boulevard. With 550 feet of road frontage, this property is made up of 4 separate parcels & includes a small lake of about 1.5 acres (Lake Rey) (Lake Rey is classified as a Lake in Polk County, Florida). with 2 access points on either side of the lake off Cypress Gardens Blvd. The utilities available include city water, electric, gas-LP, and public sewer. The land use designation of CR (Commercial Retail) by The City of Winter Haven is within the city limits. It allows commercial development with any retail, including but Not Limited to retail strip centers, restaurants, stand-alone retail stores, etc. This property is on the primary east/west commercial corridor in this part of Winter Haven & is minutes away from LEGOLAND Florida. Don’t miss out on this outstanding opportunity to develop and clear this land with commercial improvements. Easy access to Us Hwy 27, and Downtown Winter Haven. There Is Little to No Remaining Vacant Commercial Development Parcels Alone, this is a Highly Traveled Roadway Great traffic and potential exposure. Close to The Chain of Lakes Complex Redevelopment - (This is a major development that will occur in Winter Haven over the next several years). The listing price includes all four parcels and is set at $999,000. Parcel A has the physical address of 1101 Cypress Gardens Boulevard. Outstanding location for many prospective uses. The property was formerly known as Slocum Water Gardens.” Seller is willing to entertain any and all requests you put in your offer.

1101 Cypress Gardens Boulevard, Winter Haven

Listing courtesy of NEXTHOME NORRIS & COMPANY REALTY. 863-875-5583
$1,300,000
P4913211 MLS
PLEASE CLICK ATTACHMENT FOR BROCHURE 55 total acres / 35 upland acres 1,500 feet of lakefront on Lake Ashton Perfect for residential development or a single family home site Deer, turkey and hogs on property Beautiful lakefront for fishing, boating, kayaking, canoeing. 5 mins to Chain of Lakes Elementary School 12 mins to Publix, shopping and restaurants 15 mins to downtown Winter Haven 65 mins to Orlando International Airport 75 mins to Tampa International Airport

Litchfield Loop, Winter Haven

Listing courtesy of NATIONAL LAND REALTY LLC. 863-293-5600

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