Location: Winter Haven , 33884
Do Not Show Listings
3110 GOWAN DR #B1, WINTER HAVEN, FL 33884
$1,725324 Days on yellowkey MLS ID: O6317387
INCREASED by $1 (0.1%) on 04/25/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1180 Built: 2024Apartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Tax Year:
Middle School: Denison Middle
Remarks: Currently offering 1 months free upfront and a 99.00 app/ admin fee which is credited to rental account. Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Discover Prose Cypress Pointe and make every day feel like a getaway. Nestled in the heart of Winter Haven and just a short drive from Lakeland, our pet-friendly luxury apartment community offers spacious floor plans, upscale finishes, and resort-style amenities—all thoughtfully crafted with you in mind. Here, you’ll find more than a home, you’ll discover a curated lifestyle. Lounge by the resort style pool and entertainment cabana, stay energized in the 24-hour fitness center, join invigorating on-site fitness classes, or grab complimentary breakfast on your way to work. It’s boutique living designed to elevate your everyday. With convenient access to Tampa, Orlando, and beyond, Prose Cypress Pointe let’s you live chic, live central and completely you.
Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)
Listing Agent: Aj Rebhan (704-502-7778)
3110 GOWAN DR #A1, WINTER HAVEN, FL 33884
$1,425324 Days on yellowkey MLS ID: O6317379
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 835 Built: 2024Apartment
669 REGGIE RD, WINTER HAVEN, FL 33884
$2,10022 Days on yellowkey MLS ID: O6397160
0 Days Off yellowkey (back on 4/25/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1933 Built: 2024Community: Peace Crk ReserveSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: Spacious 4-bedroom home for rent in Winter Haven, FL, located in the highly desirable Peace Creek Reserve community! This beautifully and well-maintained home offering 2.5 bathrooms and 1,933 sq ft of open-concept living space, perfect for families or anyone seeking comfort and convenience. The home features a modern and functional layout, ideal for both everyday living and entertaining. Enjoy access to resort-style community amenities including a swimming pool, playground, and dog park—perfect for enjoying the Florida lifestyle. Prime location near shopping, restaurants, schools, and major highways, with easy access to Orlando, Lakeland, and surrounding Central Florida areas. This is a great rental opportunity in one of the fastest-growing areas in Central Florida. Homes like this rent quickly—schedule your tour today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Viviane De Fraga Kalkmann (407-639-4440)
312 KAYDEN CV, WINTER HAVEN, FL 33884
$2,10049 Days on yellowkey MLS ID: O6388984
0 Days Off yellowkey (back on 4/24/2026)
REDUCED by $50 (2.3%) on 04/16/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1879 Built: 2024Community: Peace Creek ReserveSingle Family
Elementary School: South Pointe Elementary
High School: Winter Haven Senior
Remarks: Welcome to this beautiful and spacious rental home located in the heart of Winter Haven, just minutes away from LEGOLAND Florida and top-rated shopping centers. This residence features a bright, open-concept floor plan with modern finishes, perfect for comfortable family living and entertaining. The property boasts a large, private backyard and is situated in a quiet, well-maintained community. Parents will appreciate being zoned for Garden Grove Elementary and having easy access to local parks and lakes. This home offers the perfect blend of suburban peace and city convenience, making it the ideal choice for your next move.
Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)
Listing Agent: Ashley Porto (407-360-7386)
728 LAKE NED RD, WINTER HAVEN, FL 33884
$2,1009 Days on yellowkey MLS ID: L4961335
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1664 Built: 1973Community: Fla Highlands Co SubSingle Family
Remarks: This move-in ready home is located in the Garden Grove area. Minutes away from Lake Ned boat ramp, Legoland, Publix, Walmart, Starbucks, banks, restaurants, and shopping. Home includes stainless steel kitchen appliances, washer and dryer. The home offers neutral colors and tile flooring throughout, a split floor plan, ample storage, interior laundry room, formal living room/bonus room, primary suite with walk-in closet, and the kitchen overlooks the combo family and dining room. Nice sized bedrooms and closets. The home also has a screened-in back porch and a large two-car garage. There is also extra driveway parking. Utilities and lawn maintenance are tenant responsibility. Applications: background check, credit report, $50/adult fee. No pets allowed. Apply online: https://apply.link/d_mhu-4
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Caitlin Meadows (863-845-6562)
3063 LAUREL OAK LN, WINTER HAVEN, FL 33884
$1,69572 Days on yellowkey MLS ID: O6369521
REDUCED by $100 (5.6%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1269 Built: 2023Community: VillamarSpa: NoSingle Family
Remarks: 2ND MONTH RENT FREE: Move-In Ready, Pet-Friendly, 2-Car Garage! Available for immediate occupancy! Step into this stunning 2023 Meritage Home in the heart of Winter Haven, Florida—a highly upgraded 3-bedroom, 2-bath single-story home designed to impress. This move-in ready home features neutral tones throughout, a chef-inspired kitchen with stainless steel appliances, quartz countertops, and a large island perfect for entertaining. The master suite boasts a walk-in closet, dual sinks, and a spacious shower, while additional bedrooms are generously sized. Enjoy the convenience of an indoor laundry room with washer and dryer, an energy-efficient design, and a 2-car garage. Pet-friendly and thoughtfully designed for comfort, the home also includes a paver driveway and patio slab. Residents of VillaMar enjoy resort-style amenities, including a sparkling pool overlooking a gorgeous lake, umbrellas, loungers, a playground, and community mailboxes. Don’t wait—schedule your showing today! Sorry No Cats.
Listing is courtesy of: RENT A FLORIDA HOME (863-232-6262)
Listing Agent: Katrina Anarumo (863-232-6262)
369 SE STERLING DR, WINTER HAVEN, FL 33884
$2,00070 Days on yellowkey MLS ID: P4937915
0 Days Off yellowkey (back on 2/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2002 Built: 1992Community: BerryhillSingle Family
Elementary School: Garden Grove Elem
Remarks: Beautiful, fully remodeled home located in the desirable Berryhill community of SE Winter Haven. This spacious one-story home offers over 2,000 square feet of living space and features a brand new resurfaced private pool, brand new vinyl fenced backyard, and modern upgrades throughout. Large in-ground private pool (15x30), Oversized primary suite with walk-in closet, Split-bedroom floor plan, Fireplace in living area, Granite countertops in kitchen, Stainless steel appliances, Updated bathrooms with stone counters, Ceramic tile and laminate flooring, Florida room overlooking the pool, 2-car garage with epoxy flooring Located close to shopping, restaurants, medical facilities, schools, and just minutes from LEGOLAND Florida. Quiet, well-maintained neighborhood, only ONE block from elementary school This home is truly move-in ready and perfect for families, entertaining, or anyone looking for Florida living with a private pool.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Markus Khalil (407-929-3450)
521 REGGIE RD, WINTER HAVEN, FL 33884
$2,60038 Days on yellowkey MLS ID: L4960535
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2093 Built: 2024Community: Peace Crk ReserveSingle Family
Middle School: Mclaughlin Academy Of Excellence
Remarks: Rent a home and have an extra area for your friends or family to live while visiting . This near new !! 4 bedroom 3 bathroom Lennar Next Gen home available for lease in Peace Creek Reserve in Winter Haven. This layout features a private mother in law suite with its own entrance, living area, kitchenette, bedroom, and full bath, ideal for multigenerational living or added privacy. Main home offers an open concept floor plan with a large living area, modern kitchen with island, and separate dining space. Primary suite includes a walk in closet and private bath with dual sinks and walk in shower. Secondary bedrooms are well sized with a shared full bath. Interior features includes tile in main living areas, carpet in bedrooms, and tile in all wet areas. Laundry room included. Attached 2 car garage. Move in ready. Schedule your showing today.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Michael Hochadel (863-604-0018)
4741 MANDOLIN LOOP, WINTER HAVEN, FL 33884
$1,79518 Days on yellowkey MLS ID: P4938443
0 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1483 Built: 2014Community: Mandolin 02Single Family
Remarks: Located in the gated community of Mandolin, this well-maintained, move-in ready home checks all the boxes—a functional layout, comfort and privacy, 10x15 screened in lanai and a fully fenced backyard. The open-concept living space is designed for both everyday living and entertaining, while the kitchen is the heart of the home featuring oak cabinetry, ample counter space, pantry closet, and a seamless flow into the dining area. The spacious primary suite offers a true retreat, complete with dual walk-in closets, a garden tub, tile walk-in shower, and a private water closet. Ideally located in Southeast Winter Haven, just minutes from shopping, dining, Publix, Walmart, and Legoland, with quick access to HWY 27 for an easy commute to Orlando or Tampa.
Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)
Listing Agent: Carlee Marchetti (863-258-3338)
2142 CHRIS DR, WINTER HAVEN, FL 33884
$2,39080 Days on yellowkey MLS ID: O6381294
Bed: 6 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2463 Built: 2025Community: Peace Creek Reserve 40'SSingle Family
Remarks: Brand new, never-lived-in house for rent in Winter Haven! Beautiful two-story, brand new, never-lived-in house featuring 6 bedrooms and 3 full bathrooms, ideal for families seeking comfort, space, and modern living. The home offers a modern open-concept layout with spacious, bright interiors. At the entrance, a welcoming porch with a garden adds charm and curb appeal. The main living area features sliding glass doors that open to a large outdoor space, perfect for relaxing and entertaining. The kitchen comes fully equipped with all essential appliances, wooden cabinetry, and a convenient countertop ideal for quick meals. An equipped laundry room adds extra convenience for everyday living. One bedroom and a full bathroom are conveniently located on the first floor, making it ideal for guests, extended family, or a home office. The home also includes a 2-car garage. Upstairs, you’ll find the remaining bedrooms, including a spacious primary suite with a private bathroom and a large walk-in closet. The second floor also features a versatile loft, perfect for a home office, TV room, or study area. Located in Peace Creek Reserve, a planned community of new single-family homes, residents enjoy: Community swimming pool Playground Walking paths Family-friendly, well-organized environment Excellent location with easy access to schools, supermarkets, restaurants, pharmacies, major roads, downtown Winter Haven, and the city’s beautiful lakes. Don’t miss the opportunity to be the first resident of this incredible home!
Listing Agent: Jessyka Dos Santos (407-364-0170)
321 KAYDEN CV, WINTER HAVEN, FL 33884
$1,00010 Days on yellowkey MLS ID: S5148324
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 2093 Built: 2024Community: Peace Crk ReserveApartment
Remarks: Charming and private 1-bedroom, 1-bath annex unit located within the desirable Peace Creek Reserve community in Winter Haven. This well-designed space offers comfort and efficiency, perfect for those seeking a low-maintenance lifestyle in a quiet, growing area. Enjoy convenient access to Highway 60 and Highway 27, with nearby shopping, dining, and schools just minutes away. Plus, you’re only a short drive from LEGOLAND Florida Resort and many other popular Central Florida attractions. Stop searching and start living! Schedule your private showing today and secure your spot for May 1st.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Luis Leon Medina (407-619-2759)
1313 DIEGO TER #In-Law Suite, WINTER HAVEN, FL 33884
$1,40065 Days on yellowkey MLS ID: O6385566
REDUCED by $75 (5.1%) on 04/21/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 2093 Built: 2024Community: Peace Crk ReserveSpa: NoSingle Family
High School: Bartow High
Middle School: Bartow Middle
Remarks: One or more photo(s) has been virtually staged. For Lease: Private In-Law Suite in Winter Haven, FL – $1,400/Month Looking for a clean, private rental in Winter Haven? This 450 sq. ft. in-law suite offers comfortable living in a quiet, well-located neighborhood. Important: This is a separate in-law suite attached to the main home. The main house is owner-occupied. This listing is not for the full home. Property Features: Rent: $1,400 /month Size: Approx. 450 sq. ft. Lease Term: Minimum 12 months Security Deposit: $1,400.00 Move-In Costs: First month’s rent + security deposit Application Fee: $50 (non-refundable) Max Occupancy: 2 Parking: Street parking only Amenities: Access to community pool Access to playground area Additional Details: Pets: No pets allowed Utilities: Included (Electric, Water, Internet) Private entrance for added privacy This rental is ideal for a single tenant or couple looking for an affordable, low-maintenance home near shopping, dining, and major roads in Winter Haven. Great location with easy access to local amenities and highways.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Andrea Jastemski (813-516-0865)
3511 COSTELLO CIR, WINTER HAVEN, FL 33884
$2,10045 Days on yellowkey MLS ID: O6391046
REDUCED by $100 (4.5%) on 04/21/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2234 Built: 2025Community: Villamar Ph 6 & Ph 6DSingle Family
Remarks: Like brand new 4-bedroom, 2-bath home located in the desirable Villa Mar community in Winter Haven for rent. This property offers 1,665 sq ft of living space with an open-concept floor plan that connects the kitchen, dining, and living areas, creating a functional layout for everyday living and entertaining. The kitchen features modern finishes, ample cabinet space, and a center island. The primary suite includes a walk-in closet and private bathroom. Three additional bedrooms provide flexibility for guests, office space, or family needs. The home also includes a 2-car garage, driveway parking, and a landscaped yard. Villa Mar residents enjoy community amenities including a swimming pool, playground, dog park, and walking trails. Conveniently located near major roads, shopping, dining, entertainment and more.
Listing is courtesy of: PROPERTY PARTNERS REALTY INC (407-803-1393)
Listing Agent: Patricia Padron (407-803-1393)
7903 WATERVIEW WAY #7903, WINTER HAVEN, FL 33884
$1,600130 Days on yellowkey MLS ID: P4936543
REDUCED by $50 (3.0%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1989Community: Garden Villas Condo Ph 01Spa: NoCondo
Remarks: 2BR/2BA Ground Floor Condo in the Gated neighborhood of Winterset. Wood laminate flooring (no carpet) throughout. New granite countertops and appliances in kitchen. Updated bathrooms. Primary bedroom has a very large walk in closet. Full size washer and dryer included. Community features a clubhouse with swimming pool overlooking Lake Winterset, tennis courts, boat ramp, and dock for fishing. Great SE location near medical, shopping, restaurants, and Legoland! Sorry NO PETS!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Amy Reynolds (863-412-2279)
100 EL CAMINO DR #111, WINTER HAVEN, FL 33884
$1,50014 Days on yellowkey MLS ID: S5148060
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 931 Built: 1971Community: Orchid Spgs Vill 100 CondoSpa: NoCondo
Remarks: Available May 1st — Bright and well-kept 1/1 first-floor condo offering 931 sq ft of comfortable living space and a relaxing pond view from the rear of the unit. Enjoy easy access with no stairs and a peaceful setting. Condo board approval is required for all occupants and pets. One pet under 20 lbs is permitted with association approval. Ideal for anyone seeking a quiet, well-managed community.
Listing Agent: Sharon Gastelbondo (863-800-4655)
1993 SARAH ST, WINTER HAVEN, FL 33884
$1,99820 Days on yellowkey MLS ID: O6398293
REDUCED by $52 (2.5%) on 04/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1845 Built: 2025Community: Peace Crk ReserveSingle Family
Remarks: Welcome to this spacious, modern 4-bedroom, 2-bathroom one-story home in the sought-after Peace Creek Reserve community! Perfectly positioned near Hwy 27, this prime location offers quick access to Legoland, Downtown Winter Haven & Lake Wales, shopping, dining, and the stunning Chain of Lakes—ideal for boating, fishing, and outdoor adventures. Step inside and spoil yourself with the upscale Bloom floor plan, designed for effortless living and entertaining. The open-concept layout features a gorgeous kitchen with a center island, solid surface countertops, and brand-new stainless steel appliances, seamlessly flowing into a cozy café space and a bright, airy family room. Host gatherings with ease or unwind in your private owner’s suite, complete with a serene bedroom, a spa-like bathroom, and a roomy walk-in closet. Three additional bedrooms and a sleek second bathroom provide ample space for family or guests. Everything is included – from the oversized tile flooring in wet areas to the low-maintenance finishes that blend style and practicality. Step outside to your huge backyard, a blank canvas for gardening, play, or future upgrades. Peace Creek Reserve has a tranquil, nature-inspired lifestyle with amenities like a resort-style pool, playground, and scenic walking trails along a peaceful creek. Enjoy the charm of a safe, tight-knit community with the convenience of city living. Winter Haven’s bike paths, lakeside parks, and vibrant downtown ensure there’s always something to explore. This home combines modern luxury with small-town warmth. Don’t miss your chance to live in one of Winter Haven’s most desirable neighborhoods. Available May 1st.
Listing Agent: Anna Shi (407-216-1215)
620 REFLECTIONS LOOP, WINTER HAVEN, FL 33884
$1,750212 Days on yellowkey MLS ID: O6348886
0 Days Off yellowkey (back on 4/17/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1489 Built: 1998Community: Reflections East Ph 01Spa: NoSingle Family
Remarks: Welcome to this spacious 3/2 near Legoland! Nestled in the heart of Winter Haven, FL, this home boasts three generously sized bedrooms and two full bathrooms. The split bedroom floor plan ensures privacy, while the eat-in kitchen nook provides a cozy space for meals. The master suite is a true retreat, complete with a luxurious garden tub. The entire home is outfitted with ceramic tiled flooring, adding a touch of elegance and ease of maintenance. The property also features a large yard, perfect for outdoor activities, and a two-car garage for your vehicles or extra storage. Plus, lawn service and interior pest control are included, providing you with a worry-free living experience. This home offers the perfect blend of comfort, convenience, and style. Don't miss out on this gem in Winter Haven! *Tenant must provide their own washer and dryer. **RESIDENTS BENEFIT PACKAGE Residents are enrolled in the Resident Benefits Package (RBP). There is an additional $35.00 a month charge for this added to the advertised rent and is considered additional rent. RBP includes HVAC air filter delivery, utility concierge services making utility connection a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application. If approved for this home, new tenants must pay a $200.00 lease coordination fee due at the same time as the security deposit payment. **RENTERS INSURANCE REQUIRED $100K min liability coverage. Personal property coverage is not required.
Listing is courtesy of: CT HOMES REALTY CORPORATION (407-578-6545)
Listing Agent: Francisco Nieves-Taranto (321-248-4149)
WINTER HAVEN, FL 33884
$1,90016 Days on yellowkey MLS ID: S5147918
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2093 Built: 2024Community: Peace Crk ReserveSingle Family
Elementary School: Bartow Elem Academy
Remarks: Beautiful newly built home (2024) for rent in Winter Haven! This single-story property features 3 spacious bedrooms, 2 full bathrooms, plus a versatile den—perfect for a home office, playroom, or additional living space. The home offers a modern open-concept layout with plenty of natural light, contemporary finishes, and a fully equipped kitchen with all appliances included for your convenience. Enjoy the comfort of a 2-car garage and a thoughtfully designed floor plan ideal for everyday living. Located in a quiet, well-maintained community with amenities including a playground, pool and walking trails perfect for an active lifestyle.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Carolina Bela (407-533-0035)
6518 CRESCENT LOOP, WINTER HAVEN, FL 33884
$2,25017 Days on yellowkey MLS ID: O6399226
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1894 Built: 2016Community: Crescent ViewSingle Family
Remarks: This is a very spacious, beautiful, freshly painted and professionally cleaned 3-bedroom/2-bath/ 2-car garage single family home in the quiet and well-kept Crescent View Community. Property features an open floor plan, beautiful ceramic and laminate flooring, a very spacious kitchen with lots of cabinet space, granite countertops and stainless steel appliances. The primary bedroom is very spacious and features a large walk-in closet. The secondary bedrooms are very spacious with large closets. The backyard is fenced so you have lots of privacy. The patio and backyard are perfect for entertaining family and friends. Close to shopping, dining, schools, and major roadways. Also listed for sale, whichever comes first. This one is just waiting for you to come home to!
Listing is courtesy of: EATON REALTY SERVICES (800-630-1990)
Listing Agent: Arlene Cowan (800-630-1990)
116 HOLMES PL, WINTER HAVEN, FL 33884
$2,80017 Days on yellowkey MLS ID: P4938445
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1875 Built: 1967Community: Fla Highlands Co SubSpa: NoSingle Family
Remarks: One or more photo(s) has been virtually staged. Experience refined Florida living in this elegant 4 bedroom, 3 bathroom residence, where thoughtful design and upscale comfort come together seamlessly. The home welcomes you with spacious living areas, a well-appointed kitchen, and a layout that offers both openness and privacy. The primary suite provides a serene retreat, while the additional bedrooms and baths offer flexibility for guests, family, or a dedicated workspace. A 2-car garage adds convenience and secure storage. Step outside to your private backyard sanctuary, fully fenced for peace of mind and designed for effortless outdoor enjoyment. The highlight of the home is the stunning in-ground pool, enclosed within an expansive, fully screened structure that creates a resort-style environment perfect for lounging, entertaining, and year-round relaxation. With pool maintenance included in the rent, you can indulge in the luxury without lifting a finger. This home blends sophistication, comfort, and an elevated outdoor lifestyle into one exceptional living experience. Schedule your tour today!
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Christin Davis (863-259-4600)
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