Location: Winter Haven
Do Not Show Listings
267 LAKE THOMAS DR, WINTER HAVEN, FL 33880
$1,80033 Days on yellowkey MLS ID: P4938588
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1033 Built: 1984Community: Timber WoodSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Welcome to this beautiful WATERFRONT VIEW home, where comfort and scenery meet in perfect harmony. The kitchen has just been re done new cabinets, granite counter tops new flooring, adding a fresh touch to the heart of the home. Inside, you’ll find a desirable split floor plan, a huge living room with plenty of space to relax or entertain, and stunning lake views that can be enjoyed right from the screened-in porch plus wood patio. Tucked away on a dead-end road, this property offers added privacy and a peaceful setting. Move-in ready and waiting for you to call it home.
Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)
Listing Agent: William Beasley (863-299-1256)
304 LA SERENA, WINTER HAVEN, FL 33884
$1,70033 Days on yellowkey MLS ID: L4961811
0 Days Off yellowkey (back on 5/12/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1079 Built: 1978Community: Florida Highland CoSingle Family
Remarks: Nestled in the tranquil neighborhood of Winter Haven, 304 La Serena offers a comfortable living experience with its recent upgrades and convenient location. Step inside to discover a freshly painted interior that welcomes you with warmth and brightness. The new flooring adds a touch of modern charm to the living spaces, while providing durability for everyday life. The kitchen has been tastefully renovated, boasting new countertops and appliances that make meal preparation a breeze. With ample cabinet space, organizing your kitchen essentials is effortless. Both bedrooms feature their own updated bathrooms, providing privacy and convenience for residents and guests alike. A new roof ensures peace of mind, while the single-car garage offers practical storage solutions for your vehicles and belongings. Outside, the spacious yard invites you to enjoy the Florida sunshine, whether you're relaxing on the patio or tending to your garden. Lawn care included by the HOA. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. Ask how you can skip your security deposit with Obligo Resident Benefit Package (Included in rental amount): -Bi-monthly A/C Filter Delivery -$100,000 Tenant Liability Insurance/ $10,000 Content Coverage -Identity Protection -Credit building (All Credit Bureaus) -Piñata Tenant Rewards Program -Tenant Portal Access: Online payments
Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)
Listing Agent: Holly Piccola (813-966-5147)
6472 DOMIZIO DR, WINTER HAVEN, FL 33884
$2,30033 Days on yellowkey MLS ID: O6406688
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2112 Built: 2026Community: Villamar Ph 7Single Family
Remarks: Brand-New 5-Bedroom Home for Rent in Winter Haven Be the first to live in this stunning new construction two-story home located in the desirable area of Winter Haven. Designed with comfort, style, and functionality in mind, this spacious property offers 5 bedrooms, 2 full bathrooms, and 1 half bathroom, making it the perfect home for families or tenants looking for extra space and modern living. The home features an open-concept floorplan with expansive living and dining areas that create the ideal setting for entertaining, relaxing, and everyday living. Large windows bring in plenty of natural light, enhancing the bright and welcoming atmosphere throughout the home. The beautiful kitchen is designed to impress, featuring solid wood cabinets, elegant stone countertops, and included stainless steel appliances. Whether you enjoy cooking for family or hosting guests, this kitchen offers both style and practicality. The oversized primary suite provides a private retreat with a spacious walk-in closet and a comfortable layout. The additional bedrooms are generously sized and include built-in closets, offering convenience and ample storage space for everyone in the household. Additional highlights include a 2-car attached garage, modern finishes throughout, and energy-efficient new construction features that provide both comfort and peace of mind. Conveniently located near major roads, shopping, dining, and highly rated schools, this home offers easy access to everything Winter Haven has to provide while still providing a quiet and family-friendly environment. This is an exceptional rental opportunity for tenants seeking a brand-new, spacious, and beautifully designed home in a prime Winter Haven location.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jessyka Dos Santos (407-364-0170)
1407 28TH ST NW, WINTER HAVEN, FL 33881
$1,80033 Days on yellowkey MLS ID: P4938674
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1709 Built: 1955Community: InwoodSingle Family
Remarks: List Agent is Related to Owner. Please call if interested in seeing it. Detached garage and shop building combo has limited access. Please talk to property manager. Home has wood, tile and vinyl flooring; cabinets are only 3 years old with granite counter tops and stainless steel appliances. Large pantry & dining area. Large primary bed room has extra large closet and big Wilkin shower bath. Near elementary schools. Ideal for tenant who needs lots of storage or work shop.
810 TERRANOVA RD, WINTER HAVEN, FL 33884
$1,90038 Days on yellowkey MLS ID: S5149408
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2056 Built: 2006Community: Terranova Ph VSingle Family
Remarks: FOR RENT: Spacious 4 bedrooms and 2 bathrooms all tile home ready to move in. Large open kitchen combo family room. Seperate laundry room.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Mark Peters (407-552-1499)
320 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880
$1,295117 Days on yellowkey MLS ID: S5144017
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 900 Built: 2024Community: Spirit LndgsSingle Family
Remarks: Fully furnished 1-bedroom apartment available for immediate occupancy. Rent includes all utilities electric, water, internet, and trash providing a truly hassle-free living experience. Well-maintained unit featuring comfortable furnishings, a functional layout, and abundant natural light. Ideal for professionals, traveling nurses, or anyone seeking a turnkey rental. Conveniently located near shopping, dining, and major roadways. No setup required—just bring your suitcase.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Laura Medina Ruiz (863-207-4784)
236 RUBY LAKE LN, WINTER HAVEN, FL 33884
$4,500109 Days on yellowkey MLS ID: B4902182
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2266 Built: 2000Spa: NoSingle Family
Remarks: One or more photo(s) has been virtually staged. Wake up every morning to the most breath taking views imaginable. Almost every room in the home overlooks the spectacular private Lake Ruby & Lake Bess. Upon entering the home you will find yourself captivated with the spacious and luxurious open floor plan and high degree of natural light that envelops you. Besides having the exquisite view, this home also features a screened in pool and spa with lost of room to entertain. Both the pool and jacuzzi were resurfaced just a couple of years ago. The house, which was built in 2000, has many alluring features including a 3 car garage, cathedral ceilings, an extra large master suite, formal living room, and a family room with a fireplace over looking the lake. This property also features the use of you own private doc, boat house with life and a very important boat ramp since there is no public access to the lake. Please note: the rental includes $300 toward electric and $100 toward the water bill each month. An additional overages will be du by the lessee, Nature calls to those who enjoy water as fishing, boating, and skiing are outstanding on clean Ruby Lake, Some of the best views are from this home. Since it is connected to Lake Bess there are also two slalom courses nearby. The Ruby Lake community is gated an is also close to shopping and restaurants. Hwy 27 is only about 2 miles away. It is only 1 mile to Legoland. After enjoying all of the daily activities this property and nearby attractions, the home offers the night time sunsets that are gorgeous and a wonderful way to end the day. Both Tampa International and Orlando International airports are close by
Listing is courtesy of: KLINE REAL ESTATE SERVICES (863-287-0204)
Listing Agent: Scott Kline (863-287-0204)
3905 GIORGIO DR, WINTER HAVEN, FL 33884
$2,10036 Days on yellowkey MLS ID: O6406247
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1707 Built: 2026Single Family
Remarks: Brand new corner-lot home for rent in the desirable Villamar community! This beautifully designed 3-bedroom + flex room home offers a bright open-concept layout, modern finishes, and a versatile flex space perfect for a home office, playroom, or additional living area. Enjoy added privacy with the premium corner lot location and the convenience of included washer and dryer. The owner is also considering installing a backyard fence for additional outdoor privacy. Located in a resort-style community with pool, clubhouse, playground, and easy access to shopping, dining, and major highways. Move-in ready!
Listing Agent: Carolina Inacio (407-401-6340)
570 SANCTUARY BLVD, WINTER HAVEN, FL 33881
$2,70060 Days on yellowkey MLS ID: S5147830
0 Days Off yellowkey (back on 5/6/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2884 Built: 2022Community: Sanctuary By The LakeSingle Family
Remarks: Bring the entire family at this majestic home artfully laid out in an airy, open floor plan with plenty of rooms & abundant spaces. Resident(s) are responsible for utilities as well as renter's insurance, & lawn maintenance. All occupants 18 yrs. old above must complete the application. Applicants are encourage to disclose employment & credit information prior to scheduling a showing. Application fee $55.00 is non-refundable for every applicant, and lease administrative fee of $75. Fees are only collected after initial screening to save your money. Tenants will be required to provide proof of Income. First month rent and security deposit are required. Let’s make this your happy home. The huge entry foyer welcomes you to the delightful formal dining room w/ alluring arch-designed interiors, & natural light freely flowing to the grand living areas. The luxurious kitchen encompasses a counter-height island, a wide seated breakfast bar, the raised range cabinets & 42’’ upper cabinets are infusing a classic elegance & functionality. Fall in love of your fabulous owner's suite showcasing a classic tray ceiling, a suitable access to your office room, & the seamless connection of your French door to your screened lanai allows you to embrace sunshine. The splendor of your ensuite master bathroom presents a stylish his & hers walk-in wardrobe closets, a garden tub, the versatility of your dual vanities, a tiled walk-in shower w/ seat, & closeted toilet. A dedicated laundry room is equipped with a utility sink. Offering an oversize side-entry garage w/ an added garage length extension of 6 ft & 8’ ft tall garage-door, & a lengthen driveway for your comfort. Save on energy costs, w/ its energy efficient double paned windows. Enjoy being step away from the community lake access & across the street is the refreshing picturesque of the Chain of Lakes. Nestled in a gated community of Sanctuary By The Lake it has a playground, & direct access to a walking/biking trail that stretches from Lake Echo to Spring Lake. Close proximity to Hwy 17, US-92, & easy access to I-4. Centrally located; Lakeland is only 15.1 miles Orlando is 43.6 miles, Tampa is 53 miles & drive to Clearwater beach in just 1 hr & 30 mins.
Listing is courtesy of: MAZELG REALTY (863-399-0226)
Listing Agent: Lienyvette Grimaldo (863-399-0226)
616 CRYSTALS BLVD, WINTER HAVEN, FL 33884
$1,90072 Days on yellowkey MLS ID: O6395877
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1575 Built: 1993Community: Crystals LandingSingle Family
Remarks: Spacious and beautifully laid out home now available for rent! This open floor plan features 2 bedrooms, 2 bathrooms, plus a versatile flex space that can easily function as a third bedroom, office, or additional living area. Inside, you’ll find laminate flooring throughout with tile in the bathrooms, along with fresh interior paint and updated finishes that enhance the home’s overall appeal. The kitchen is designed for both functionality and style, offering a counter-height breakfast bar, movable island, oak cabinetry, two pantries, and ample counter space. The generously sized bedrooms provide comfort and flexibility, while additional features include upgraded ceiling fans, pull-down attic access, a lawn irrigation system, and a fully fenced backyard for added privacy. Conveniently located near Legoland, shopping, dining, and major roadways, this home offers both comfort and accessibility. Don’t miss this opportunity. Schedule your showing today!
Listing is courtesy of: FHG REALTY, LLC (407-505-7600)
Listing Agent: Jeff Inman (407-505-7600)
330 ROYAL PALM WAY, WINTER HAVEN, FL 33881
$2,40041 Days on yellowkey MLS ID: O6404469
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1790 Built: 2022Community: York HavenSingle Family
Remarks: Newly Built Home! FENCED YARD! Modern Finishes - Energy Efficient. Newly Built Home! FENCED YARD! Modern Finishes - Energy Efficient 330 Royal Palm Way Winter Haven, FL 33881 Be one of the first to move into these recently built, energy-efficient homes, LOADED with the best finishes. If you have pets, not only do we allow them, but we have homes available that include a fenced-in yard! Landscape is included! All appliances are included! The interior finishes include wood look tile throughout, modern kitchens with quartz appliances and stainless steel appliances, 100% LED lighting throughout, and OWNER'S OFFICE connected by a hall on its own side of the house (or use as a fourth bedroom!), ceiling fans in every room, 2" blinds, energy efficient doors and windows, LED lit trays, covered porches, 2 car garage, and a completely JAW DROPPING entryway. YOU WILL NOT FIND A BETTER FEELING HOME FOR YOU AND YOUR FAMILY TO MOVE TO. WE ARE PET FRIENDLY! HURRY UP & APPLY TODAY!
Listing is courtesy of: MY NEW RENTAL (901-550-8381)
Listing Agent: Fernanda Cri Da Silva (407-625-7244)
408 LAKE NED, WINTER HAVEN, FL 33884
$2,10041 Days on yellowkey MLS ID: P4938618
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1470 Built: 1970Single Family
Remarks: FOR RENT – 3BR / 2BA Home Features a covered back porch, garage workshop, and fenced yard. Conveniently located near a gym, great restaurants, and plenty of shopping.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Michelle Ellis (904-382-9100)
3022 HICKORY ST NW, WINTER HAVEN, FL 33881
$1,90080 Days on yellowkey MLS ID: A4687467
REDUCED by $100 (5.0%) on 04/26/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1602 Built: 1955Community: Biltmore ShoresSingle Family
Remarks: Welcome to this incredible Winter Haven pool home offering the perfect blend of comfort, upgrades, and true Florida lifestyle living. This move-in ready 3-bedroom home sits on a large oversized lot and is ideal for first-time homebuyers, families, or investors looking for a prime Central Florida opportunity. Step inside to find generous living space, a functional layout, and fresh upgrades that make this property stand out in today’s market. Major Upgrades Include: Brand-new roof – big-ticket item already done, New HVAC system + thermostat – energy-efficient comfort year-round, New water heater, New pool pump & chlorinator – easy, low-maintenance swimming, New laundry units included, New front exterior doors, Expansive driveway with ample parking The private in-ground pool creates your own backyard oasis, while the oversized lot gives you room to expand, build an outdoor kitchen, add a firepit, store boats or recreational toys, or design the ultimate entertaining space. With no mention of restrictive HOA, this property offers flexibility buyers are searching for. Located in the heart of Winter Haven, you’re minutes from everything that makes this area one of Central Florida’s hidden gems. Boat lovers and anglers will love being near Gene’s Lakeside Marina with access to the famous Chain of Lakes — featuring over 50 interconnected lakes perfect for boating, fishing, and waterfront dining. Spend weekends exploring local farmers markets, golfing at one of nine nearby courses, or making family memories at LEGOLAND Florida Resort. Winter Haven is known as the Water Ski Capital of the World and offers a thriving, growing community atmosphere with exciting development underway — including a new hospital opening December 2025, further strengthening property values and long-term investment potential. If you’ve been searching for: • Florida pool home • Move-in ready home in Winter Haven • Large lot property • Investment opportunity in Central Florida • No-fuss upgrades already completed • Close to lakes & boating This is the one. Schedule your private showing today — homes with this many upgrades, a pool, and this location do not last.
Listing is courtesy of: THE URBAN GROUP, INC. (954-522-6226)
Listing Agent: Ashlee Morrell (941-740-9134)
3511 COSTELLO CIR, WINTER HAVEN, FL 33884
$2,10088 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
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Middle School: Mclaughlin Academy Of Excellence
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)
233 KENSINGTON VIEW BLVD, WINTER HAVEN, FL 33880
$1,97572 Days on yellowkey MLS ID: O6395911
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1491 Built: 2021Community: Kensington ViewSingle Family
Remarks: Discover modern living in this stunning newly built 3-bedroom, 2-bath home, where style meets comfort. Bright, spacious bedrooms provides the perfect retreat, while sleek, thoughtfully designed bathrooms add a touch of luxury. The open-concept layout flows effortlessly from the kitchen to the living and dining areas, ideal for entertaining or relaxing. A generous walk-in closet keeps everything organized in style. Step outside to your private, pet-friendly backyard, perfect for play, lounging, or weekend barbecues. With high-end finishes, abundant natural light, and a warm, welcoming vibe, this move-in-ready home is everything you’ve been looking for. Don’t miss the home you've been looking for! Excuse the front facing photo of property. Yard has been maintained and cleaned.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Christopher Gallon, Pa (407-967-9363)
319 22ND ST SW, WINTER HAVEN, FL 33880
$1,80057 Days on yellowkey MLS ID: O6400245
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1700 Built: 1955Community: West Winter HavenSingle Family
Remarks: This three-bedroom and two-bath home is nearly 1,700 SF. The home is a split floor plan for added privacy of the master suite. The master suite is 15 x 20 and has its own brand-new private bathroom. The living room provides an open concept to entertain guests. The kitchen is bright and airy with a dining area located in the kitchen. The property comes equipped with full sized stackable washer and dryers. The backyard is massive and has plenty of room to store boats, trailers or an RV. The rear yard is also fully fenced for pets. Don't wait and miss out on this opportunity to make this your next home!!
Listing is courtesy of: MAVREALTY (727-314-3942)
Listing Agent: Robert Kirkwood, Iv (321-297-6489)
2014 8TH TER SE, WINTER HAVEN, FL 33880
$3,45057 Days on yellowkey MLS ID: L4961092
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2722 Built: 1959Community: Laha Wa ManorSingle Family
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: A RARE RENT-TO-OWN OPPORTUNITY in the heart of Winter Haven, offering the chance to enjoy lake-view living now while working toward ownership. This beautifully updated 4-bedroom, 3.5-bath home sits just minutes from downtown and the Chain of Lakes, combining location, flexibility, and long-term potential. Inside, the home features a well-designed layout with two primary suites, making it ideal for multi-generational living or those who want additional privacy and space. The main living areas are filled with natural light, highlighted by a warm family room with views of Lake Lulu and French doors that open to a wrap-around screened porch—perfect for relaxing mornings or evening sunsets. The kitchen is equipped with granite countertops, custom maple cabinetry, and stainless steel appliances, while the formal living and dining areas feature original hardwood floors, adding character and charm. Outside, a large paver driveway provides ample parking, and the fenced backyard offers space for entertaining, pets, or family activities. With no HOA, added storage through a two-car garage, and a location close to dining, shopping, and waterfront recreation, this home offers both convenience and lifestyle. This rent-to-own program is ideal for buyers who want to secure a home now while taking the next steps toward mortgage readiness. Homes with lake views, flexible layouts, and ownership pathways like this are rarely available. Serious inquiries only — opportunities like this don’t last.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Chad Lindsey (863-660-7837)
3889 GIORGIO DR, WINTER HAVEN, FL 33884
$2,00061 Days on yellowkey MLS ID: V4948423
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1483 Built: 2025Single Family
Remarks: Welcome to this brand-new 2025-built home located in the highly desirable Villa Mar community in Winter Haven! Offering 3 bedrooms, 2 full bathrooms, this modern residence combines style, functionality, and comfort in one beautifully designed floor plan. Step inside to an open-concept layout filled with natural light, creating the perfect space for both everyday living and entertaining. The primary suite provides a private retreat with a well-appointed en-suite bath, while two additional bedrooms giving flexibility for family, guests, or a home office. Built in 2025, this home offers the peace of mind and energy efficiency of new construction. Home is ideal for growing families or anyone seeking a move-in-ready property in a thriving community. Villa Mar is known for its welcoming, family-friendly atmosphere, featuring sidewalks, green spaces, and convenient access to schools, shopping, dining, and major roadways.
Listing is courtesy of: CENTURY 21 MCBRIDE REALTY GROUP (386-866-1007)
Listing Agent: Paola Martinez (386-866-1007)
4973 KAIA AVE, WINTER HAVEN, FL 33884
$2,00061 Days on yellowkey MLS ID: V4948422
WINTER HAVEN, FL 33881
$1,000444 Days on yellowkey MLS ID: O6293725
Bed: 1 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 400 Built: 2021Single Family
Remarks: Furnished Mini Master Bedroom Suite for rent in beautiful private home. Rent includes all utilities and Wi-Fi. Private fridge available for tenant's use. Owner looking for single professional or travel nurse.
Listing is courtesy of: MAHOGANY REAL ESTATE GROUP (305-971-6161)
Listing Agent: Patricia Townsend (954-732-6322)
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