2019 21 STREET NW
WINTER HAVEN FL 33881
Commercial Lease / Mixed Use
New Listing!!! Days on Market: 1
County: Polk
Legal Subdivision Name: BLOUNT & WHITLEDGE SUB
Year built: 2023
Lot Size (in acres): 3.30
High-Visibility 2,000 SF Retail/Office Space in Idylwild Plaza – Havendale Blvd Step into opportunity with this premium 2,000-square-foot unit located within the newly constructed Idylwild Plaza, offering exceptional visibility on Havendale Boulevard, one of the area’s most heavily traveled commercial corridors. Designed for modern business needs, this space features a professionally built-out reception and waiting area, ideal for client-facing operations. Additional features include two ADA-compliant restrooms, a kitchenette and convenient water fountains, all crafted to meet accessibility standards and enhance the comfort of both customers and employees. Strategically positioned at a signalized intersection with abundant parking, Idylwild Plaza offers effortless ... Read more....»
324 4TH STREET NW
WINTER HAVEN FL 33881
Commercial Lease / Mixed Use
Days on Market: 1
County: Polk
Legal Subdivision Name: SILVER SHORES
Year built: 1948
Exceptional location with large open floor plan located in thriving downtown Winter Haven! Perfect for retail, salon, or spa. Set in a prime location just steps from the iconic Gram Parsons’ Derry Down and overlooking a beautiful park, this space puts your business in the heart of it all! Join the vibrant downtown professional district—surrounded by top restaurants, medical offices, unique boutiques, and endless foot traffic. The perfect spot to grow your brand and thrive! INFO: 2,000 square feet BUILD OUT/RENOVATION OPTIONS AVAILABLE! PRICING: $50 application fee per registered agent (non-refundable) $19/sf NNN Security Deposit starts at $3,162 CAM Fees additional $4.53/sf
725 W CENTRAL AVENUE
WINTER HAVEN FL 33880
Commercial Lease / Mixed Use
Days on Market: 71
County: Polk
Legal Subdivision Name: LAKE ADD
Year built: 1923
Beautifully renovated office building with a total of 7 offices - 3 offices downstairs, and 4 offices upstairs. There is no elevator. An additional area upstairs, could be used for a reception desk or work station. Also includes a tiled kitchen with granite counters, 2.5 tiled baths, and real wood floors throughout the rest of building. There are at 10 parking spaces plus street parking available. Current land use is R-4. The property is listed as Residential but R-4 has many uses that can be applied with changes made for multiple commercial and office uses. $18.00/ SF NNN is leased ... Read more....»
5999 DUNDEE ROAD UNIT 800
WINTER HAVEN FL 33884
Commercial Lease
Days on Market: 1,050
County: Polk
Year built: 2007
Lot Size (in acres): 2.55
Spacious medical office! Medical Buildout includes several sizable exam rooms, X-ray capable room, ADA compliant patient restrooms, physician offices, large nurses station, file room, large reception and waiting area.
626 AVENUE A SW
WINTER HAVEN FL 33880
Commercial Lease / Office
Days on Market: 173
County: Polk
Legal Subdivision Name: WINTER HAVEN
Year built: 1921
Office Space Mixed Use
1130 1ST STREET S
WINTER HAVEN FL 33880
Commercial Lease / Business
Days on Market: 1
County: Polk
Year built: 1985
Lot Size (in acres): 1.21
Professional, move-in-ready space with excellent visibility and frontage on busy First Street in Winter Haven. This modern buildout features a welcoming lobby and reception area with a built-in pass-through window, ideal for client or patient check-in. The suite includes four private offices or non-plumbed exam rooms, with plumbing available at an additional cost for medical or specialty use. A dedicated break room/lab area offers cabinetry and a sink, along with built-in desk areas and additional sinks for exam room support. The space showcases a clean, professional aesthetic with contemporary finishes and chair rail accents throughout. Additional highlights include one ADA-compliant restroom, ample ... Read more....»
624 AVENUE A SW
WINTER HAVEN FL 33880
Commercial Lease / Mixed Use
Days on Market: 173
County: Polk
Legal Subdivision Name: WINTER HAVEN
Year built: 1921
Vacant Land
511 AVENUE G NW
WINTER HAVEN FL 33881
Commercial Lease / Office
Days on Market: 1
County: Polk
Legal Subdivision Name: VILLA HEIGHTS REV
Year built: 1920
Positioned in the heart of Downtown Winter Haven, 511 Ave G NW presents a prime opportunity for future commercial or professional office use in one of Polk County’s most active and growing business districts. This property has been city-approved for future commercial use, making it an excellent candidate for conversion into professional office space, boutique business, or service-based operations. Located just minutes from the downtown core, the property is surrounded by established law firms, medical offices, government buildings, financial institutions, and other professional services, providing strong synergy for office or commercial users. The property offers convenient access to US-17, FL-544, US-27, ... Read more....»
250 AVENUE K SW UNIT 104
WINTER HAVEN FL 33880
Commercial Lease / Office
Days on Market: 85
County: Polk
Year built: 2005
Lot Size (in acres): 1.00
980sf Sublease space available in a Medical Office Building in downtown Winter Haven. Half a block from US Hwy 17. The property boasts 158 on-site parking spaces, including a number of covered spaces in the rear of the building. Ideally suited for a small medical practice or satellite medical office. Will entertain inquiries from other professionals as well. All applicants must be approved by the landlord prior to entering into the sublease agreement. Rate includes utilities (tenant responsible for electricity), building services and property expenses (all CAM fees included).
2595 AVENUE G NW
WINTER HAVEN FL 33880
Commercial Lease / Retail
Days on Market: 110
County: Polk
Legal Subdivision Name: INWOOD
Year built: 1957
Prime Corner Commercial Building in Winter Haven! This versatile 3,000+ sq ft commercial building offers exceptional visibility and flexibility fora wide range of business uses. Situated on a prominent corner lot, the property features a tall pole sign for maximum street exposure and an inviting front awning that enhances curb appeal. Inside, the building offers over 2,000 sq ft of open customer-facing space, ideal for retail, showroom, office, studio, or service-based operations. The additional 1,000+ sq ft storage/workroom provides ample room for inventory, production, equipment, or back-office functions—perfect for businesses needing a functional blend of public and private areas. The ... Read more....»
1971 21ST STREET NW
WINTER HAVEN FL 33881
Commercial Lease / Mixed Use
Days on Market: 1,165
County: Polk
Legal Subdivision Name: BLOUNT & WHITLEDGE SUB
Year built: 2022
Lot Size (in acres): 3.30
IDYLWILD PLAZA AVAILABLE NOW! January, 2026 PROPERTY ADDRESS: 1971 21st Street NW, Winter Haven FL 33881 This Plaza is in an ideal location with abundant opportunity! Availability limited, call now to lease! INFO: High-Visibility 1,200 SF Retail/Office Space in Idylwild Plaza Step into opportunity with this premium 1/200-square-foot unit located within the newly constructed Idylwild Plaza, offering exceptional visibility on Havendale Boulevard, one of the area’s most heavily traveled commercial corridors. Designed for modern business needs, this space features a professionally built-out reception and waiting area, ideal for client-facing operations. Additional features include one ADA-compliant restrooms and convenient water fountain. Building Signage and Lighted Roadside Marquee ... Read more....»
3601 CYPRESS GARDENS ROAD UNIT Suite E
WINTER HAVEN FL 33884
Commercial Lease / Office
Days on Market: 352
County: Polk
Legal Subdivision Name: FLA HIGHLANDS CO SUB
Year built: 1975
Lot Size (in acres): 3.66
2,200 SF of office space located in the desireable SE of Winter Haven. This Suite can be leased alone or combined with Suite D. Agents see remarks for listing information.
375 CENTRAL AVENUE
WINTER HAVEN FL 33880
Commercial Lease / Office
Days on Market: 14
County: Polk
Year built: 1996
Lot Size (in acres): 1.60
OPEN OFFICE SPACE WITH 4 LARGE OFFICES AND LARGE OPEN CORRIDOR/LOBBY AREA. LEASE INCLUDES WATER, TRASH AND COMMON AREA MAINTENANCE
144 AVENUE B SW
WINTER HAVEN FL 33880
Commercial Lease / Office
Days on Market: 284
County: Polk
Legal Subdivision Name: DODSONS RESUB
Year built: 1930
For Lease – Charming Office Building Steps from Bustling Downtown Winter Haven This beautifully rehabbed small home has been transformed into a warm and inviting office space just steps away from the vibrant heart of downtown Winter Haven. Bursting with character and charm, this unique property blends the comfort of a cozy cottage with the functionality of a professional workspace. Featuring an open floor plan, the space is ideal for a boutique, salon, or creative studio. A separate private room offers flexibility—perfect as a conference room, private office, or additional workspace. Rich wood floors provide a touch of elegance, while recessed lighting ... Read more....»
300 1ST STREET S
WINTER HAVEN FL 33880
Commercial Lease / Business
Days on Market: 2
County: Polk
Legal Subdivision Name: CHASE S O SUB
Year built: 1956
Prime Commercial Opportunity at Signalized Intersection. Great visibility at one of Winter Haven’s busiest intersections! This high-traffic commercial property sits prominently at the signalized corner of 1st Street S, offering exceptional exposure and accessibility. Located near Downtown Winter Haven, it’s an ideal location for retail, office, or service-oriented businesses seeking to thrive in a dynamic, high-visibility corridor. Don't miss your chance to position your company in the heart of growth and activity.
340 FARNOL STREET SW
WINTER HAVEN FL 33880
Commercial Lease / Industrial
Days on Market: 200
County: Polk
Legal Subdivision Name: ORANGE PARK SUB
Year built: 1984
50' x 48' Warehouse storage space for storage only lease. 12' garage door. Own private entrance, carport cover for 2 automobiles. Fenced yard convenient to downtown Winter Haven. Listing agent is owner.
141 E CENTRAL AVENUE UNIT 420
WINTER HAVEN FL 33880
Commercial Lease / Office
Days on Market: 5
County: Polk
Legal Subdivision Name: WINTER HAVEN HEIGHTS
Year built: 1990
Lot Size (in acres): 1.47
Prime Executive Suite in Iconic Gene Leedy Building – 4th Floor Views & Modern Functionality Positioned on the executive fourth floor of a historic Gene Leedy-designed building, this impressive suite offers abundant natural light and stunning views—just steps from the vibrant core of Winter Haven’s thriving downtown district. Suite highlights include: – Sleek, professional glass door entrance – Multiple private offices and a spacious reception area – Expansive windows that flood the space with natural light – Bright, modern interiors that inspire productivity – Built-in storage and shelving for efficient organization – High-quality, nearly-new closing blinds for privacy and light control
3601 CYPRESS GARDENS ROAD
WINTER HAVEN FL 33884
Commercial Lease / Warehouse
Cumulative Days on Market: 361
County: Polk
Year built: 1985
Storage warehouse with sliding garage style door and side entry door.
141 W CENTRAL AVENUE UNIT 16
WINTER HAVEN FL 33880
Commercial Lease / Multi Family (5+)
Days on Market: 715
County: Polk
Legal Subdivision Name: O BERRY R J SUB
Year built: 1954
This office building is in an ideal location, nestled in Downtown Winter Haven. Secured building with private access, next door to the Post Office. Single or double room suites may be combined for larger space. Individual rooms and office units are accessible by a common area hallway. Landlord pays normal usage of trash, electric and water/sewer.
The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.




















