Current Listings

Two-Bedroom Apartment off Lake Howard

2004 Ave H NW, Winter Haven, FL 33881  Map

Square Feet: 832 Available Now

Charming 2-bedroom, 1-bathroom apartment featuring fresh paint, neutral tones, and plenty of natural light. The open living area offers easy-to-maintain tile flooring and a large front window that fills the space with sunshine.

The kitchen includes essential appliances with updated countertops. Perfect for everyday cooking and entertaining. The bathroom has updated shower.

Both bedrooms p...

Utilities Included: Trash
Appliances: Refrigerator, Stove, Washer/Dryer Hook-Up
Pet Policy: Cats allowed, Dogs allowed

Three-Bedroom Home near Lake Elbert

720 17th Street NE, Winter Haven, FL 33881  Map

Square Feet: 1,300 Available Now

Welcome to this charming 3-bedroom, 2-bathroom home located in Winter Haven, FL. This cozy house features a fenced back yard, perfect for outdoor gatherings and pets to roam freely. The garage provides ample space for parking and storage, while the covered patio offers a relaxing spot to enjoy the beautiful Florida weather. With its convenient location and desirable amenities, this house is the...

Amenities: Garage, Fenced Back yard, Covered Patio
Appliances: Refrigerator, Stove
Pet Policy: Cats allowed, Dogs allowed

Three-Bedroom Home with Spacious Family Bonus Room

120 3rd JPV Street, Winter Haven, FL 33880  Map

Square Feet: 1,420 Available 7/17/26

Enjoy the comfort and ease of living with ALL TILE flooring throughout the home. Need a little extra space for relaxation or entertainment? This property boasts a generously sized family bonus room, perfect for unwinding after a long day or hosting gatherings with friends and family.

Beyond the kitchen appliances, this home also offers washer/dryer hookups in the laundry area, providing you ...

Amenities: None
Utilities Included: None
Appliances: Stove, Refrigerator
Pet Policy: Cats allowed, Dogs allowed

One-Bedroom Apartment Home off Cypress Gardens Blvd

1800 3rd Ct SE - G, Winter Haven, FL 33880  Map

Square Feet: 640 Available Now

One-Bedroom, one-bathroom close to it all. This all-tile apartment home offers ample cabinet storage in the kitchen along with stainless-steel appliances.

With its prime location, this rental provides easy access to local shops, restaurants, and public transportation, making it an ideal choice for anyone seeking a simple, low-maintenance home in a convenient area. Community laundry space.
...

Utilities Included: Trash
Appliances: Refrigerator, Stove, Dishwasher
Pet Policy: Cats allowed, Dogs allowed

NEW 2026 Four-Bedroom Home in Eagle Lake *Rent Special*

3443 Rover Rd, Eagle Lake, FL 33839  Map

Square Feet: 1,600 Available Now

Beautifully designed 2026-built home offers the perfect blend of modern style, comfort, and functionality. Featuring 4 bedrooms, 2 full bathrooms, and an open-concept layout, this home is ideal for anyone looking for new construction with upgraded finishes and energy-efficient living.

The bright and airy living area flows seamlessly into the modern kitchen, complete with stainless steel appl...

Amenities: Community Pool, Fenced Back yard, Pet Park, Community Club House
Utilities Included: High Speed Wifi + Internet
Appliances: Refrigerator, Stove, Microwave, Dishwasher, Washer/Dryer
Pet Policy: Cats allowed, Dogs allowed

Two-Bedroom Condo for Rent in Winterset

415 Laurel Cove Way, Winter Haven, FL 33884  Map

Square Feet: 1,230 Available Now

Lovely second floor 2-Bedroom, 2-Bath in gated Winterset community.

Living room has stacked stone wall, no carpet, and screened lanai with a lakeview.

Updated appliances in the kitchen that boast a large walk-in pantry.
primary walk-in closet is built-out with closet organization.

Small pets allowed based on PetScreening results. Fees/rents based on results.

*Photos may not be of a...

Utilities Included: None
Appliances: Refrigerator, Stove, Microwave, Dishwasher
Pet Policy: Cats allowed, Small dogs allowed

Amenity Packed Smart Apartment Available Now

1150 3rd St SW, APT129, Winter Haven, FL 33880  Map

Square Feet: 504 Available Now

Discover the epitome of modern resort living WALKING DISTANCE TO DOWNTOWN. Our smart-enabled 1-bed apartment, freshly renovated to cater to your high-tech lifestyle. This gem not only boasts cutting-edge in-unit features but also offers an array of community amenities designed for work, wellness, and leisure.

Apartment Highlights:
- Smart Home Integration: Effortlessly manage your AC, light...

Amenities: Community Pool, Carport, Community Laundry Room, Pet Spa, Package Room, Storage Locker, Fire Pit, We-work Area, 24/7 ...
Utilities Included: Pest Control, Trash, A/C Air Filter Exchange, High Speed Wifi + Internet
Appliances: Stainless Steel Dishwasher, Stainless Steel Microwave, Stainless Steel Refrigerator, Stainless Steel Stove, Garbage D...
Pet Policy: Cats allowed, Dogs allowed

Amenity Packed Smart Apartment Available Now

1170 3rd St SW - APT226, Winter Haven, FL 33880  Map

Square Feet: 671 Available Now

Discover the epitome of modern resort living WALKING DISTANCE TO DOWNTOWN. Our smart-enabled 2-bed/2-bath apartment, freshly renovated to cater to your high-tech lifestyle. This gem not only boasts cutting-edge in-unit features but also offers an array of community amenities designed for work, wellness, and leisure.

Apartment Highlights:
- Smart Home Integration: Effortlessly manage your AC...

Amenities: Tennis Courts, Heated Pool, Gym, Pet Spa, Package Room, Storage Locker, Fire Pit, Co-Working, Pickleball, App-Control...
Utilities Included: Pest Control, Trash, High Speed Wifi + Internet, A/C Air Filter Exchange
Appliances: Washer/Dryer, Stainless Steel Refrigerator, Stainless Steel Dishwasher, Stainless Steel Microwave, Stainless Steel St...
Pet Policy: Cats allowed, Dogs allowed

Amenity Packed Smart Apartment Available Now

1170 3rd St SW - APT126, Winter Haven, FL 33880  Map

Square Feet: 671 Available Now

Discover the epitome of modern resort living WALKING DISTANCE TO DOWNTOWN. Our smart-enabled 2-bed/2-bath apartment, freshly renovated to cater to your high-tech lifestyle. This gem not only boasts cutting-edge in-unit features but also offers an array of community amenities designed for work, wellness, and leisure.

Apartment Highlights:
- Smart Home Integration: Effortlessly manage your AC...

Amenities: Tennis Courts, Heated Pool, Gym, Pet Spa, Package Room, Storage Locker, Fire Pit, Co-Working, Pickleball, App-Control...
Utilities Included: Pest Control, Trash, High Speed Wifi + Internet, A/C Air Filter Exchange
Appliances: Washer/Dryer, Stainless Steel Refrigerator, Stainless Steel Dishwasher, Stainless Steel Microwave, Stainless Steel St...
Pet Policy: Cats allowed, Dogs allowed

Amenity Packed Smart Apartment Available Now

1170 3rd St SW - APT125, Winter Haven, FL 33880  Map

Square Feet: 671 Available Now

Discover the epitome of modern resort living WALKING DISTANCE TO DOWNTOWN. Our smart-enabled 2-bed/2-bath apartment, freshly renovated to cater to your high-tech lifestyle. This gem not only boasts cutting-edge in-unit features but also offers an array of community amenities designed for work, wellness, and leisure.

Apartment Highlights:
- Smart Home Integration: Effortlessly manage your AC...

Amenities: Tennis Courts, Heated Pool, Gym, Pet Spa, Package Room, Storage Locker, Fire Pit, Co-Working, Pickleball, App-Control...
Utilities Included: Pest Control, Trash, High Speed Wifi + Internet, A/C Air Filter Exchange
Appliances: Washer/Dryer, Stainless Steel Refrigerator, Stainless Steel Dishwasher, Stainless Steel Microwave, Stainless Steel St...
Pet Policy: Cats allowed, Dogs allowed

Two-Bedroom Apartment Home near Lake Howard *RENT SPECIAL

2016 Ave H NW, Winter Haven, FL 33881  Map

Square Feet: 832 Available Now

Two-bedroom, one-bathroom apartment home in convenient location. *500 OFF FIRST FULL MONTH OF RENT
________________________________________
WHY RENTERS LOVE THIS HOME:
-Spacious 2 Bedroom / 1 Bathroom Layout
-832 Square Feet
-Fresh Paint Throughout
-Easy-to-Clean Flooring
-Washer/Dryer hookups
-Natural Light
-Pet Friendly (Upon Approval)
-Located Near Shopping, Dining & Parks
_______...

Utilities Included: Trash
Appliances: Refrigerator, Stove
Pet Policy: Cats allowed, Dogs allowed

Amenity Packed Smart Apartment Available Now

1150 3rd St SW, APT228, Winter Haven, FL 33880  Map

Square Feet: 504 Available Now

Discover the epitome of modern resort living WALKING DISTANCE TO DOWNTOWN. Our smart-enabled 1-bed apartment, freshly renovated to cater to your high-tech lifestyle. This gem not only boasts cutting-edge in-unit features but also offers an array of community amenities designed for work, wellness, and leisure.

Apartment Highlights:
- Smart Home Integration: Effortlessly manage your AC, light...

Amenities: Community Pool, Carport, Community Laundry Room, Pet Spa, Package Room, Storage Locker, Fire Pit, We-work Area, 24/7 ...
Utilities Included: Pest Control, Trash, A/C Air Filter Exchange, High Speed Wifi + Internet
Appliances: Stainless Steel Dishwasher, Stainless Steel Microwave, Stainless Steel Refrigerator, Stainless Steel Stove, Garbage D...
Pet Policy: Cats allowed, Dogs allowed

One-Bedroom Apartment Downtown Winter Haven

240 2nd St SW #105, Winter Haven, FL 33880  Map

Square Feet: 778 Available Now

Welcome to your dream apartment!

This stunning one-bedroom home is designed for modern living with sleek industrial finishes, high-end appliances, and expansive natural light. Located in vibrant Downtown Winter Haven, you’ll enjoy walkability to local shops, dining, and entertainment.

-Open-concept living space
-Gourmet kitchen with stainless steel appliances & quartz countertops
-Moder...

Utilities Included: Water, Sewer, Trash, Gas
Appliances: Refrigerator, Stove, Microwave, Dishwasher, Washer/Dryer, Garbage Disposal
Pet Policy: Cats allowed, Small dogs allowed

Modern One-Bedroom Apartment Home Downtown

240 2nd St SW #104, Winter Haven, FL 33880  Map

Square Feet: 780 Available Now

This stunning first floor 1-bedroom, 1-bathroom apartment home is designed for modern living with sleek industrial finishes, and high-end appliances. Located in vibrant Downtown Winter Haven, you’ll enjoy walkability to local shops, dining, and entertainment.

-Open-concept living space with polished concrete floors
-Gourmet kitchen with stainless steel appliances & quartz countertops
-Mode...

Utilities Included: Gas, Water, Sewer, Trash
Appliances: Refrigerator, Stove, Microwave, Dishwasher, Garbage Disposal
Pet Policy: Cats allowed, Small dogs allowed

Modern Two-Bedroom Apartment in Downtown

240 2nd St SW #201, Winter Haven, FL 33880  Map

Square Feet: 1,241 Available Now

Welcome to your dream apartment!

This stunning 2-bedroom, 2-bathroom home is designed for modern living with sleek industrial finishes, high-end appliances, and expansive natural light. Located in vibrant Downtown Winter Haven, you’ll enjoy walkability to local shops, dining, and entertainment.

-Open-concept living space with polished concrete floors
-Gourmet kitchen with stainless steel...

Utilities Included: Water, Trash, Gas, Sewer
Appliances: Stove, Microwave, Dishwasher, Washer/Dryer, Garbage Disposal, Refrigerator
Pet Policy: Cats allowed, Small dogs allowed

One-Bedroom Apartment across from Lake Howard

493 Lk Howard Dr SW, Apt B, Winter Haven, FL 33880  Map

Square Feet: 685 Available Now

This property is located across the street from Lake Howard. It is a one-bedroom, one-bathroom apartment.
The unit has a small-fenced backyard and washer dryer hookups.

* There is an additional $100 charge for water and lawncare.

Cats welcome based on PetScreening results. Fees/rents based on results.

** Tenants are required to sign up for our Resident Benefits Package that includes ...

Appliances: Refrigerator, Stove, Washer/Dryer Hook-Up
Pet Policy: Cats allowed, Dogs not allowed

Spacious Two Bedroom Apartment Near Downtown

200 Ave K SE Apt 1, Winter Haven, FL 33880  Map

Square Feet: 1,475 Available Now

Looking to get close to downtown but want room to spread out? This two-bedroom apartment is likely the one for you.

This unit is an upstairs unit located over a commercial office, just one block off first street.

Pets Allowed Based on PetScreening.com Results. Fees/rents based on results

* Tenants are required to sign up for our Resident Benefits Package that includes renter's insura...

Utilities Included: None
Appliances: Refrigerator, Stove
Pet Policy: Cats allowed, Dogs allowed

Amenity Packed Smart Apartment Available Now

1170 3rd St SW - APT216, Winter Haven, FL 33880  Map

Square Feet: 504 Available Now

Discover the epitome of modern resort living WALKING DISTANCE TO DOWNTOWN. Our smart-enabled 1-bed apartment, freshly renovated to cater to your high-tech lifestyle. This gem not only boasts cutting-edge in-unit features but also offers an array of community amenities designed for work, wellness, and leisure.

Apartment Highlights:
- Smart Home Integration: Effortlessly manage your AC, light...

Amenities: Community Pool, Carport, Community Laundry Room, Pet Spa, Package Room, Storage Locker, Fire Pit, We-work Area, 24/7 ...
Utilities Included: Pest Control, Trash, A/C Air Filter Exchange, High Speed Wifi + Internet
Appliances: Stainless Steel Dishwasher, Stainless Steel Microwave, Stainless Steel Refrigerator, Stainless Steel Stove, Garbage D...
Pet Policy: Cats allowed, Dogs allowed

Amenity Packed Smart Apartment Available Now

1170 3rd St SW - APT205, Winter Haven, FL 33880  Map

Square Feet: 504 Available Now

Discover the epitome of modern resort living WALKING DISTANCE TO DOWNTOWN. Our smart-enabled 1-bed apartment, freshly renovated to cater to your high-tech lifestyle. This gem not only boasts cutting-edge in-unit features but also offers an array of community amenities designed for work, wellness, and leisure.

Apartment Highlights:
- Smart Home Integration: Effortlessly manage your AC, light...

Amenities: Community Pool, Carport, Community Laundry Room, Pet Spa, Package Room, Storage Locker, Fire Pit, We-work Area, 24/7 ...
Utilities Included: Pest Control, Trash, A/C Air Filter Exchange, High Speed Wifi + Internet
Appliances: Stainless Steel Dishwasher, Stainless Steel Microwave, Stainless Steel Refrigerator, Stainless Steel Stove, Garbage D...
Pet Policy: Cats allowed, Dogs allowed

Amenity Packed Smart Apartment Available Now

1170 3rd St SW - APT103, Winter Haven, FL 33880  Map

Square Feet: 504 Available Now

Discover the epitome of modern resort living WALKING DISTANCE TO DOWNTOWN. Our smart-enabled 1-bed apartment, freshly renovated to cater to your high-tech lifestyle. This gem not only boasts cutting-edge in-unit features but also offers an array of community amenities designed for work, wellness, and leisure.

Apartment Highlights:
- Smart Home Integration: Effortlessly manage your AC, light...

Amenities: Community Pool, Carport, Community Laundry Room, Pet Spa, Package Room, Storage Locker, Fire Pit, We-work Area, 24/7 ...
Utilities Included: Pest Control, Trash, A/C Air Filter Exchange, High Speed Wifi + Internet
Appliances: Stainless Steel Dishwasher, Stainless Steel Microwave, Stainless Steel Refrigerator, Stainless Steel Stove, Garbage D...
Pet Policy: Cats allowed, Dogs allowed

Amenity Packed Smart Apartment Available Now

1150 3rd St SW, APT134, Winter Haven, FL 33880  Map

Square Feet: 504 Available Now

Discover the epitome of modern resort living WALKING DISTANCE TO DOWNTOWN. Our smart-enabled 1-bed apartment, freshly renovated to cater to your high-tech lifestyle. This gem not only boasts cutting-edge in-unit features but also offers an array of community amenities designed for work, wellness, and leisure.

Apartment Highlights:
- Smart Home Integration: Effortlessly manage your AC, light...

Amenities: Carport, Gated Community, Community Laundry Room, Tennis Courts, Pet Spa, Package Room, Storage Locker, Fire Pit, We-...
Utilities Included: High Speed Wifi + Internet, Pest Control, Trash
Appliances: staineless steel stove, Stainless Steel Refrigerator, Stainless Steel Dishwasher, Stainless Steel Microwave
Pet Policy: Cats allowed, Dogs allowed

Tour The Jade Apartments

1150 3rd St SW, Winter Haven, FL 33880  Map

Available Now

Discover the epitome of modern resort living WALKING DISTANCE TO DOWNTOWN. Our smart-enabled 1 and 2 bed apartments, freshly renovated to cater to your high-tech lifestyle. This gem not only boasts cutting-edge in-unit features but also offers an array of community amenities designed for work, wellness, and leisure.

Apartment Highlights:
- Smart Home Integration: Effortlessly manage your AC...

Amenities: Carport, Gated Community, Community Laundry Room, Elevator, Pet Spa, Package Room, Storage Locker, Fire Pit, We-work ...
Utilities Included: High Speed Wifi + Internet, Pest Control, Trash
Pet Policy: Cats allowed, Dogs allowed

RARE COMMERCIAL LEASE OPPORTUNITY — FIRST TIME AVAILABLE IN 20+ YEARS

1803 3rd St SW, Winter Haven, FL 33880  Map

Square Feet: 12,862 Available Now

Positioned on Winter Haven’s most heavily traveled intersection — Cypress Gardens Blvd & US Hwy 17 — this exceptional automotive facility is now available for lease for the first time in over two decades. This location offers unmatched visibility, nonstop traffic counts, and direct access to one of the region’s most dominant commercial corridors. Traffic count on Hwy 17 at the driveway is 48,00...

Amenity Packed Smart Apartment Available Now

1170 3rd St SW - APT217, Winter Haven, FL 33880  Map

Square Feet: 504 Available Now

Discover the epitome of modern resort living WALKING DISTANCE TO DOWNTOWN. Our smart-enabled 1-bed apartment, freshly renovated to cater to your high-tech lifestyle. This gem not only boasts cutting-edge in-unit features but also offers an array of community amenities designed for work, wellness, and leisure.

Apartment Highlights:
- Smart Home Integration: Effortlessly manage your AC, light...

Amenities: Carport, Gated Community, Community Laundry Room, Tennis Courts, Pet Spa, Package Room, Storage Locker, Fire Pit, We-...
Utilities Included: High Speed Wifi + Internet, Pest Control, Trash
Appliances: staineless steel stove, Stainless Steel Refrigerator, Stainless Steel Dishwasher, Stainless Steel Microwave
Pet Policy: Cats allowed, Dogs allowed

Amenity Packed Smart Apartment Available Now

1170 3rd St SW - APT119, Winter Haven, FL 33880  Map

Square Feet: 504 Available Now

Discover the epitome of modern resort living WALKING DISTANCE TO DOWNTOWN. Our smart-enabled 1-bed apartment, freshly renovated to cater to your high-tech lifestyle. This gem not only boasts cutting-edge in-unit features but also offers an array of community amenities designed for work, wellness, and leisure.

Apartment Highlights:
- Smart Home Integration: Effortlessly manage your AC, light...

Amenities: Carport, Gated Community, Community Laundry Room, Tennis Courts, Pet Spa, Package Room, Storage Locker, Fire Pit, We-...
Utilities Included: High Speed Wifi + Internet, Pest Control, Trash
Appliances: staineless steel stove, Stainless Steel Refrigerator, Stainless Steel Dishwasher, Stainless Steel Microwave
Pet Policy: Cats allowed, Dogs allowed

Professional or Medical Office on in NW Winter Haven

Rent / SF: $13.15 /yr

2050 Havendale Blvd Unit B, Winter Haven, FL 33881  Map

Commercial Type: Office Lease Type: NNN Available Now

Looking for a heavily traveled location perfect to grow your business? This could be the place for you. This property boasts multiple office as well as large meeting rooms and bathrooms.

This unit was previously used for a medical office but could also be used for professional offices.

CAM fee is $105/month

Cypress Gardens Blvd previous Lounge For Lease

Rent / SF: $17.45 /yr

508 Cypress Gardens Blvd , Winter Haven, FL 33880  Map

Commercial Type: Special Purpose Lease Type: NNN Available Now

Prime Opportunity on Cypress Gardens Blvd – High Visibility Location

Fantastic opportunity to bring your vision to life in this highly visible commercial space located on heavily traveled Cypress Gardens Blvd. Previously operated as a bar, this property offers excellent exposure, strong traffic counts, and great potential for the right operator.

The space is ready for a refresh and would ...

Church and Parsonage

Rent / SF: $5.00 /yr

1649 3rd Street, Winter Haven, FL 33880  Map

Commercial Type: Special Purpose Lease Type: NNN Available Now

For lease is a historical church and an additional building in SW Winter Haven. This church is located near Winter Haven's BUSIEST intersection, by the intersection of US HWY 17 and Cypress Gardens Blvd.

This property includes a church with a full basement, perfect for Sunday School or a fellowship hall, as well as a 3-bedroom parsonage in the back. The parsonage can be used for housing, or...

Utilities Included: NONE

Prime Commercial Opportunity at Signalized Intersection – 1st Street S, Winter Haven

Rent / SF: $13.31 /yr

300 1st St South, Winter Haven, FL 33880  Map

Available Now

This is a NNN Lease with a CAM fee of $496.24 per month in addition to the base rent. 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 ...