Winter Haven Investment Properties For Sale

Commercial Real Estate in Winter Haven available for sale

Investment Properties for Sale in Winter Haven, FL, USA

0 Recker Hwy

Winter Haven, FL 33880

Investment Property
Land for Sale
$310,045 CAD
1.36 AC Lot

Winter Haven Land for Sale - Polk County

Excellent development opportunity adjacent to the rapidly growing City of Winter Haven with water, sewer, cable, electric available at the site. Located on the corner of Recker Highway at Cooley Road, this site is just 1.5 miles from Publix shopping center, 2 miles from the Chain of Lakes Complex and shopping on Cypress Gardens Boulevard, minutes to County government offices, the Polk County Sheriff headquarters, public parks, schools, and is surrounded by a mixture of single family, multi-family, and commercial properties. Currently within unincorporated Polk County with a Residential Suburban (RS) land use, the site is directly adjacent to R-3 (multifamily) zoning in Winter Haven to the north and south - a zoning that allows multifamily, duplex, and townhomes. Contact the City of Winter Haven to discuss annexation and zoning potential. See attached flyer and supporting documents for additional details.

Contact:

KW Commercial Lakeland

Property Subtype:

Residential

Date on Market:

2026-01-28

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More details for 1101 Cypress Gardens Blvd, Winter Haven, FL - Land for Sale

5 Commercial Acres - 1101 Cypress Gardens Blvd

Winter Haven, FL 33880

Investment Property
Land for Sale
$1,171,283 CAD
5.33 AC Lot

Winter Haven Land for Sale - Polk County

1101 Cypress Gardens Boulevard. “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 and 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 and 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 site also creates an attractive water feature directly on Cypress Gardens Boulevard for visual interest and aesthetics. The property was formerly known as Slocum Water Gardens.”

Contact:

NEXTHOME NORRIS & COMPANY REAL

Property Subtype:

Commercial

Date on Market:

2012-11-16

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608 Dundee Road (Quadruplex & Duplex)

Investment Property
Mixed Types for Sale
$998,898 CAD
2 Properties | Mixed Types

Dundee Portfolio of properties for Sale - Polk County

This 6-unit residential income-producing property is an excellent opportunity with strong cash-flow that's located on Dundee Road, leading directly into the fast-growing town of Dundee! Boasting a 9.64% cap rate at CURRENT occupancy & a PROJECTED 12.70% cap rate at full occupancy, this property significantly exceeds the typical 5–8% multifamily cap rate range seen across Florida, offering investors an exceptional return from day one! With a total projected monthly income of $8,850, this property delivers a standout return on investment & has the ability to pay for itself before you even know it. Sitting on just over 1/3 of an acre, the property offers plenty of parking & features two separate buildings: a duplex (1,384 heated sq ft) & a quadruplex (2,131 heated sq ft). The duplex features a 2BR/1BA unit currently leased for $1,500/mo. along with a 3BR/1BA unit that has been recently updated with fresh paint, warm wood-laminate flooring, & new stainless-steel appliances. This unit has an expected rental amount of $1,850/mo. & is currently vacant, allowing for easy showings during the sale. The quadruplex is a well-maintained two-story concrete-block building with a new metal roof. The two upstairs units have been recently renovated & feature upgraded wood-laminate flooring & nice kitchenettes w/ granite countertops. Both upstairs units are currently leased to the same tenant for $1,250/mo. per unit. The two downstairs units are both currently leased for $1,500/mo. per-unit on 5-year leases. One downstairs unit includes an Ansul system & a grease trap, offering flexibility for future use. Altogether, both buildings feature fresh exterior paint, giving the property strong curb appeal. Each building has its own septic system & individual water meter, along with six separate electrical meters: one per-unit. Five units are equipped with newer mini-split A/C systems, while the duplex's 3-bedroom unit features central heat/air conditioning. The duplex was originally built in 1925 with an effective year of 1992 & the quadruplex was built in 1986 with an effective year of 2000. What's unique about this property is that you get the best of both worlds, where on one side of the property sits the charming downtown area of Dundee, & on the other side boasts one of Polk County's major thoroughfares, Hwy 27, that opens you up to the cities of Winter Haven, Lake Wales, & Haines City which are some of the fastest growing in all of Florida! Interested in earning $106,200 per year in projected gross rental income? Schedule a showing & see firsthand just how quickly this property can become a strong hands-off income producer! This property could be subdivided & the duplex building sold separately on it's own at a price of $284,900. The MLS# for this is: P4937610. All measurements are approx & all info should be confirmed by buyer.

Contact:

Julie Matthews Group

Property Subtype:

Mixed Types

Date on Market:

2026-02-04

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610 Dundee Rd

Dundee, FL 33838

Investment Property
Multifamily for Sale
$392,587 CAD
2,658 SF

Dundee Multifamily for Sale - Polk County

This commercial mixed-use duplex property is an excellent income producer with multiple use possibilities, ideally located on the heavily traveled Dundee Road, leading directly into the fast-growing town of Dundee! With strong in-place income & upside potential, this property offers an attractive return on investment & the ability to pay for itself faster than most opportunities with a gross monthly expected income of $3,350. The duplex has a total of 1,384 heated square feet, with several parking options & excellent visibility along one of Polk County’s main corridors. The duplex features a 2BR/1BA unit currently leased for $1,500./month & a 3BR/1BA unit that has been recently updated with fresh paint, warm wood-laminate flooring, & new stainless-steel appliances. This unit has an expected rental amount of $1,850/month & is currently vacant, allowing for easy showings during the sale. With its layout, location & zoning, the property allows for flexibility in its continued present use or future mixed-use potential as permitted. The building has a transferable termite warranty & features fresh exterior paint, giving it strong curb appeal. The duplex has one water meter & septic system & separate electrical meters for each unit. The 2-bedroom unit is equipped with a mini-split A/C system, while the 3-bedroom unit features central heat/air conditioning. Originally built in 1925, the duplex carries an effective year of 1992, offering the charm of an older structure with meaningful updates already in place. What’s unique about this property is that you get the best of both worlds, where on one side of the property sits the charming downtown area of Dundee, and on the other side boasts one of Polk County’s major thoroughfares, Hwy 27, that opens you up to the cities of Winter Haven, Lake Wales, & Haines City which are some of the fastest growing in all of Florida! Interested in owning a high-visibility mixed-use property earning $40,200. a year in passive gross income & future flexibility? Or better yet, why not jump on this opportunity to move your own growing business to this fabulous location, while still receiving additional income from the other rental unit? Schedule a showing & see firsthand how easily this duplex can become a strong, long-term money-maker! **This duplex is presently part of a larger parcel containing the quadruplex beside it. The whole parcel & both buildings are listed for sale together on a separate listing, (P4937571) for $724,900. However owner is willing to subdivide the land so that the duplex could be bought individually, if buyer desires. The division of the land would be at the concrete wall between the buildings. When seller has survey finalized there will be a new legal description created and it will be filed with the county and a new parcel ID number will then be given. Please note that tax amount in MLS is for entire parcel, which is inclusive of the quadruplex, so the actual tax bill for the duplex should be lower when it becomes taxed on its own. Lot dimensions are approximate until we have survey in hand for the subdivision of the land. All measurements are approximate & all information should be confirmed by buyer. The whole parcel including the quadruplex unit is also listed for sale at a list price of $724,900. & the MLS# is: P4937571

Contact:

Julie Matthews Group

Property Subtype:

Apartment

Date on Market:

2026-02-02

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Investment Properties for Sale within 50 kilometers of Winter Haven, FL, USA

4736-4740 W Irlo Bronson Memorial Hwy

Investment Property
Mixed Types for Sale
Price Upon Request
2 Properties | Mixed Types

Kissimmee Portfolio of properties for Sale

4736-4740 W Irlo Bronson Memorial Highway in Kissimmee presents a rare opportunity to acquire a fully operational, 126-room hotel and retail asset strategically positioned along one of Central Florida’s most heavily traveled corridors. Recently renovated throughout, the property features updated guest suites, repaved parking areas, refreshed exterior finishes, and modernized common areas, offering immediate operational upside and strong curb appeal. Expanding the investment potential, a 17,108-square-foot multi-tenant retail building, currently configured as a restaurant and dinner theater, is included. With exposure to over 70,000 vehicles per day (VPD) and prominent signage visibility, the site is primed to capture the attention of the area’s constant stream of tourists and commuters. Future redevelopment potential further enhances the long-term value of this versatile investment. In the heart of the “Vacation Capital of the World,” just minutes from Walt Disney World, SeaWorld, and Universal Studios, 4736-4740 W Irlo Bronson Memorial Highway enjoys unparalleled access to world-class attractions and major transportation arteries, including Interstate 4 and the Central Florida Greenway. Take advantage of this turnkey opportunity to acquire a high-visibility, income-producing hospitality asset with immediate revenue potential and long-term upside in one of the nation’s most sought-after tourism markets.

Contact:

Nina Oasis LLC

Property Subtype:

Mixed Types

Date on Market:

2025-08-04

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More details for 3210 W Willow Dr, Mulberry, FL - Multifamily for Sale

Mulberry Triplexes - 3210 W Willow Dr

Mulberry, FL 33860

Investment Property
Multifamily for Sale
$861,237 CAD
4,944 SF

Air Conditioning

Mulberry Multifamily for Sale

Exceptional investment opportunity to own not one, but two triplexes (6 units) offering strong income potential and versatile rental options. Each triplex features a well-designed mix of units including two 1-bedroom, 1-bath apartments and one spacious 3-bedroom, 1-bath unit—ideal for attracting a variety of tenants and maximizing occupancy. Whether you’re looking to expand your investment portfolio, generate steady rental income, or explore house-hacking opportunities, these multi-family properties offer endless potential. The diverse unit mix provides flexibility for long-term rentals while appealing to singles, couples, and families alike. With a total of six units between the two buildings, this is a rare chance to secure a multi-family investment with excellent upside potential. Perfect for seasoned investors or those looking to step into income-producing real estate.

Contact:

Bingham Commercial Real Estate

Property Subtype:

Multi Family

Date on Market:

2026-05-18

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32 N Palmetto Ave

Fort Meade, FL 33841

Investment Property
Multifamily for Sale
$323,688 CAD
1,920 SF

Fort Meade Multifamily for Sale - Polk County

Corporate Liquidation Sale: Triplex features clear title, 100% occupancy. Professional management available. Unit 1: 2 bed 1 bath - $700 Unit 2: 1 bed 1 bath - $550 Unit 3: 1 bed 1 bath - $500 Separate electrical meters. Estimated NOI: $14,700

Contact:

Blue Peak Realty

Property Subtype:

Multi Family

Date on Market:

2026-04-08

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More details for 302 Broadway Blvd SE, Polk City, FL - Retail for Sale

The Old Buckshot Grill - 302 Broadway Blvd SE

Polk City, FL 33868

Investment Property
Retail for Sale
$688,990 CAD
3,800 SF

Air Conditioning
Security System
Restaurant

Polk City Retail for Sale - Polk County

Do not pass on Polk City FL; an I-4 community right in between Tampa and Orlando. This C-2 zoning space and corner location on state Rd 559 is prime immediate potential. This location can be a solution to meet the needs of many services the Polk City residential demands. Previous owner made it into a restaurant and still has some kitchen equipment for a 2nd Gen Restaurant. Let's check the boxes of what this can be. You want a bakery - Got it. You want a nail salon - Got it. You want a QSR - Got it. You want a barber shop - Got it. You want an insurance office - Got it. You want a spa/massage establishment - Got it. You want a medical office - Got it. You want an auto dealership start up - Got it. You want general retail - Got it. You want a professional law/real estate firm - Got it. You want a dog grooming/ daycare - Got it. You want a financial/bank consulting firm - Got it. You want a tutoring/learning center - Got it. You want a coffee/cafe - Got it. You want a bike sales/repair shop - Got it. You want a computer/ phone sales and repair - Got it. You want a jewelry sales/repair - Got it. You want a good Location - Got it. You want a corner space with visibility - Got it. This is a traffic friendly corner that provides great visibility, for easy left in and left out flow for your future customers. Polk City was one time a small community and has experienced tremendous growth in the last 5 years along state rd. 33. The building is a triplex opportunity that already has 3-meter electric boxes if you want to generate a 3-unit commercial space revenue

Contact:

Century 21 Myers Realty

Property Subtype:

Restaurant

Date on Market:

2026-03-30

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More details for 555 E Stanford St, Bartow, FL - Flex for Sale

Historic Bartow - 3 Buildings Comm / Resid - 555 E Stanford St

Bartow, FL 33830

Investment Property
Flex for Sale
$1,722,475 CAD
7,340 SF

Air Conditioning

Bartow Flex for Sale - Polk County

PLEASE SEE ATTACHED BROCHURE FOR MORE DETAILS AND THE WEBSITE LINK FOR EXTRA PHOTOS AND VIDEO. Stunning Victorian-style home built in 1906 and formerly operated as a Bed & Breakfast and Tea House.. Also known as the "My Girl" house, and lately as Hope House, the main portion of the property offers approximately 5,776 SF under air. The property blends historic charm with extensive renovations, while preserving its original character. Zoned R-3, City of Bartow. The uses go well beyond just residential and include some of the following commercial uses: AirBnb, traditional bed and breakfast or guesthouse, group home, family care home, hospice, rehab etc. Professional office uses are also possible. The tour of the property starts with a stunning wrap around, 1,500 SF porch, a perfect setting for gatherings, meetings or events, or a place for morning coffee. The grand foyer opens to multiple living spaces including a front sitting room, formal living and dining rooms, private office, and a spacious updated kitchen with modern cabinetry, appliances, counter bar, and separate dining area. The first floor also features a large primary suite with fireplace and ensuite bath. Please see attached property brochure for more details, and website link for video and all photos. Upstairs includes a gorgeous loft/flex space and five additional bedrooms, each with its own character, fireplace and ensuite bathroom — ideal for bnb, group home, or multi-generational living. Additional improvements include a 1,074 SF two-story guest house (built 2022) with 1 bedroom, 1 bath and loft and a 500 SF air-conditioned flex building (ideal for office, gym, or media room). There is a large pool on the property, as well as 7 fireplaces, wainscoting, crown molding, some original wood floors, transom windows and French doors. This property is a must see! ** Some photos in the guesthouse (only) are virtually staged. **

Contact:

Saunders Real Estate

Date on Market:

2026-03-12

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More details for 187 Lake Morton Dr, Lakeland, FL - Land for Sale

Stunning Downtown Lakefront Commercial Lot - 187 Lake Morton Dr

Lakeland, FL 33801

Investment Property
Land for Sale
$1,789,996 CAD
0.56 AC Lot

Lakeland Land for Sale - Polk County

We are pleased to present this truly exceptional commercial lot, one of the last of its kind, situated directly on Lake Morton in vibrant downtown Lakeland. This property has 105 feet of frontage on the lake and is zoned O-1 (City of Lakeland), positioning it as prime real estate for new development. The O-1 classification allows for a variety of uses, including professional office, personal service establishments, and parking. With precedent established in the immediate area, the potential for rezoning to multifamily use makes this an even more versatile and highly desirable investment. The lot is within easy walking distance of downtown Lakeland's core, the charming Dixieland neighborhood, both with their wide array of restaurants and retail, and also the scenic Lake Hollingsworth. Don't miss this rare opportunity to develop on a premier lakefront commercial site. *The iconic Wilsonian Building and the adjoining duplex to the west are also for sale, please refer to the "Additional Properties" page. Contact listing agents for more information.

Contact:

Saunders Real Estate

Property Subtype:

Commercial

Date on Market:

2026-02-06

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More details for Ernest M Smith Blvd, Bartow, FL - Land for Sale

Parcels E and F at Stuart Crossing - Ernest M Smith Blvd

Bartow, FL 33830

Investment Property
Land for Sale
$4,871,159 - $10,796,473 CAD
14 - 16 AC Lots

Bartow Land for Sale - Polk County

Stuart Crossing is a 700-acre planned development inside the city limits of the county seat, creating opportunities unique to the local market. The property is made easily accessible by a new four-lane road that connects two US highways. It provides mixed-use parcels that offer flexibility for developers. They will have several different options for where development can begin, and can even work consecutively on different parcels. It will provide a safe place to live, work and enjoy the outdoors. The owners have set aside over 200 acres of green space for outdoor activities, and the area is already a popular destination for biking and nature walks.

Contact:

Sage Land Group

Property Subtype:

Commercial

Date on Market:

2026-01-12

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More details for 4770 Marigold Ave, Kissimmee, FL - Retail for Sale

First Watch | New 15yr Ground Lease w/ Incrs - 4770 Marigold Ave

Kissimmee, FL 34758

Investment Property
Retail for Sale
$6,545,405 CAD
4,200 SF

Restaurant

Kissimmee Retail for Sale - Osceola Outlying

• The tenant signed a brand new 15-year lease with 4 (5-year) options to extend • Tenant recently commenced the lease and started operating. • The lease features 10% increases every 5 years throughout the initial term and at the beginning of each option period. • First Watch (NASDAQ: FWRG) is a rapidly expanding restaurant chain with over 600 locations across 32 states.

Contact:

SRS Real Estate Partners

Property Subtype:

Restaurant

Date on Market:

2025-12-15

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