Location: Winter Haven , 33880
Do Not Show Listings
542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880
$290,00019 Days on yellowkey MLS ID: L4960889
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1292 Built: 2021Monthly Fee: $38 Tax: $3,061 (2025)Community: Eagle Landing Phase ISingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,061
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to the Eagle Landing community in Winter Haven, FL. This well-maintained single-family home is move-in ready and waiting for its new owner(s). The open-floor concept creates a comfortable flow throughout the main living areas, while the split floor plan provides added privacy for the primary bedroom and bath with spacious walk-in closet. The kitchen features stainless steel appliances and granite countertops, offering both style and functionality. Additional conveniences include a laundry room, two car garage and low HOA dues, making this home an affordable and practical choice. Experience the charm of small-town living while enjoying the growth and expansion happening throughout Winter Haven. Conveniently located just minutes from Legoland, shopping, dining, and entertainment, and centrally positioned between Tampa and Orlando for easy travel in either direction. Solar panels will be paid off at closing, providing the new owner with the benefit of low electricity bills. The spacious backyard offers room to relax or entertain.
Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
Listing Agent: Carla Miro (786-897-4081)
1715 SANDALWOOD CIR SW, WINTER HAVEN, FL 33880
$298,9004 Days on yellowkey MLS ID: P4938520
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1556 Built: 1990 Tax: $3,176 (2025)Community: Sandalwood SubSpa: NoSingle Family
Taxes:$3,176
Remarks: This updated and well-maintained three-bedroom, two-bath home, built in 1990, offers timeless comfort with smart updates. It features a new roof installed four to five years ago, double-paned tinted windows, city water and sewer, plus a dedicated well for the sprinkler system. Inside, you'll find an electric fireplace, updated kitchen with range, refrigerator, dishwasher, washer and dryer. flooring is a mix of tile, laminate, and carpet, a full security system, Ring doorbell, camera system, and a water purifier. The two-car garage comes with an opener, and the fully fenced backyard includes both chain-link and wood sections, a storage shed, and a handy workshop - plus the lawnmower stays with the property. It's a turnkey, low-maintenance gem ready for its next chapter.
Listing Agent: Teresa Markley (863-207-3457)
6004 KALEY DR, WINTER HAVEN, FL 33880
$274,990Listed 04/24/2026 2:13PM MLS ID: S5148589
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2128 Built: 2004Monthly Fee: $14 Tax: $4,038 (2025)Community: Sunridge Village EastSingle Family
Taxes:$4,038
Remarks: Welcome to this well-located single-family home situated in Winter Haven, offering a comfortable layout and enjoyable outdoor space. This home features 4 bedrooms and 2 bathrooms with a practical floor plan that supports everyday living, along with a 2-car garage and a large driveway. The property also includes a newer shingle roof (2023) and newer LVP flooring. Inside, the living area offers two living room areas, one at the entrance and another one by the kitchen, creating a welcoming space that makes it easy to stay connected whether you’re relaxing at home or entertaining guests. The bedrooms are nicely sized, and the primary suite provides added comfort with a walk-in closet and a private bathroom that features both a bathtub and a separate shower. The second full bathroom add convenience and functionality for the household. Whether you’re searching for a place to make your own or an investment opportunity, this home is worth a look. Schedule your showing today.
Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)
Listing Agent: Gabriel Silva Andrada (321-666-0301)
128 AVENUE D SW, WINTER HAVEN, FL 33880
$235,000Listed 04/24/2026 5:03PM MLS ID: L4961329
Bed: 5 Bath: 1.5 Liv Area Sq Ft: 2200 Built: 1925 Tax: $3,693 (2025)Community: South College Add RevSingle Family
Taxes:$3,693
Remarks: Investor Opportunity! Recently vacated and ready for its next owner, this spacious 2,200 sqft home just one street off Winter Haven’s growing downtown district offers size, location, and opportunity. Featuring dual-zone and major system updates completed in recent years, the big-ticket items are already handled. The home will need cosmetic work and is priced accordingly, making it a great chance to step in and add your own finishing touches while building value in a rapidly improving area. Seller is motivated and offering buyers the opportunity to purchase before planned renovations—preferably a quick as-is sale. Bring all offers. Flexible purchase options, including lease option and subject-to, may be considered for qualified buyers. Opportunities like this don’t come around often.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Chad Lindsey (863-660-7837)
2117 RIVER HAWK LOOP, WINTER HAVEN, FL 33880
$335,000Listed 04/24/2026 3:01PM MLS ID: S5148367
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1605 Built: 2026Monthly Fee: $25 Tax: $228 (2025)Community: Residences At Winter HavenSingle Family
Taxes:$228
Elementary School: Lake Shipp Elem
High School: Lake Region High
Middle School: Westwood Middle
Remarks: Under Construction. UNDER CONSTRUCTION:Welcome to the Residences at Winter Haven, a new single-family community focused on high-quality construction and modern design. This Key West model features a spacious three-bedroom, two-bathroom layout, centered around an open-concept living area. The interior is highlighted by premium finishes, including vinyl flooring and kitchen island with a fullwaterfall countertop. Large glass sliders lead out to a covered lanai, extending the living space and emphasizing a bright and functional environment.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Rodrigo Gomes De Almeida (407-837-8173)
476 SQUIRES GROVE DR, WINTER HAVEN, FL 33880
$290,000Listed 04/24/2026 2:59PM MLS ID: O6401564
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1767 Built: 2018Monthly Fee: $60 Tax: $3,467 (2025)Community: Squires GroveSingle Family
Taxes:$3,467
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully upgraded 4-bedroom, 2-bath home designed for comfort, style, and the best of Florida living. Featuring a highly desirable open floor plan, this home is perfect for both everyday living and entertaining, with a spacious kitchen that flows seamlessly into the main living areas. The split-bedroom layout offers added privacy, with a generously sized primary suite separate from the additional bedrooms. Inside, a stunning decorative feature wall with a modern fireplace creates a warm and inviting focal point that truly sets this home apart. Step outside and fall in love with your private outdoor retreat—fully fenced, paved, and complete with a stylish pergola, perfect for entertaining, relaxing, or enjoying Florida evenings year-round. The large backyard offers plenty of space to enjoy and make your own. Freshly painted on the exterior, this home shows pride of ownership and is truly move-in ready. Location is everything—just 3 minutes away, enjoy access to a beautiful recreational lake where you can fish, boat, and unwind. Plus, you’re conveniently located near major roads, shopping, dining, and everything the area has to offer. Homes with these features, upgrades, and location don’t come around often—schedule your private showing today before it’s gone!
Listing is courtesy of: URBAN-O REAL ESTATE SOLUTIONS (407-822-1063)
Listing Agent: Jose Rojo (786-502-6162)
1581 OAKVIEW CIR SE, WINTER HAVEN, FL 33880
$214,90064 Days on yellowkey MLS ID: G5108372
REDUCED by $5,000 (2.3%) on 04/02/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1220 Built: 1996Monthly Fee: $180 Tax: $923 (2025)Community: OakviewSingle Family
Taxes:$923
Remarks: Welcome to a move-in ready villa in the desirable 55+ Oakview community of Winter Haven—now strategically repositioned to reflect today’s market and create immediate opportunity. This well-maintained 2-bedroom, 2-bath home offers 1,220 sq ft of comfortable living with a functional open layout, spacious bedrooms with walk-in closets, and a screened lanai designed for relaxed Florida mornings and evenings. Major updates are already done for you, including a NEW ROOF (2024) and HVAC (2019), giving buyers confidence where it matters most. The kitchen has been refreshed with brand-new appliances, making this a truly easy transition with no extra projects needed. A standout feature is the garage screen system, allowing you to enjoy fresh air and added flexibility during the day—an underrated benefit for Florida living. The HOA covers lawn care and exterior maintenance, supporting a low-maintenance, lock-and-leave lifestyle many buyers are actively seeking. Now repositioned to align with current market conditions—creating one of the most compelling opportunities in Oakview today. With recent activity in the community, buyers are moving quickly when the value makes sense—schedule your showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Vanessa Aybar Badillo (352-557-1682)
2145 RIVER HAWK LOOP, WINTER HAVEN, FL 33880
$349,90059 Days on yellowkey MLS ID: S5143804
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1905 Built: 2026Monthly Fee: $98 Tax: $228 (2025)Community: Residences At Winter HavenSingle Family
Remarks: Located in the new Residences at Winter Haven community, this home features the Everglades model floor plan, designed with an open-concept layout that maximizes natural light and functionality. The home backs directly to the community pond, offering open view and added privacy. Built with double-pane insulated windows and constructed in compliance with the current Florida Building Energy Efficiency Code, the home offers modern efficiency standards. Residences at Winter Haven is a newly developed single-family home community conveniently located near shopping, dining, major roadways, and everyday conveniences. There is a natural ease to this home, from the open layout to the thoughtful finishes. The 8-foot doors and premium flooring flow throughout the main living areas, creating a clean and consistent feel. In the kitchen, the focus is on quality and gathering, highlighted by a large waterfall island and 42” cabinetry with crown molding. It’s a home designed for both quiet mornings and hosting friends, with an open living area that leads out to a covered lanai. It’s a clean, modern space that’s ready for you to make it your own. A model home is available for on-site visits within the community.
800 AVENUE L SE, WINTER HAVEN, FL 33880
$259,000129 Days on yellowkey MLS ID: TB8457206
0 Days Off yellowkey (back on 4/24/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1728 Built: 1957 Tax: $2,317 (2024)Community: Lesnick ParkSingle Family
Taxes:$2,317
Elementary School: Elbert Elem
High School: Winter Haven Senior
Tax Year: 2024
Middle School: Denison Middle
Remarks: Under contract-accepting backup offers. Beautifully maintained 4-bedroom, 2-bathroom home with a 2-car garage, situated on a spacious corner lot of over a quarter acre in desirable Winter Haven. The primary suite features an en suite bathroom with a walk-in shower, while three additional generously sized bedrooms and a second full bath provide comfortable accommodations for family or guests. The inviting kitchen offers ample space with a breakfast bar and adjacent dining area, perfect for everyday living and entertaining. An inside laundry room adds convenience. Enjoy outdoor living in the fully fenced backyard, complete with plenty of room to relax, play, or entertain, and a perfectly sized patio for gatherings. Ideally located close to shopping, dining, entertainment, medical facilities, and the world-famous Plant City Strawberry Festival
Listing is courtesy of: JT REALTY & ASSOCIATES (352-279-2640)
Listing Agent: Lindsey Funderburk (352-606-9639)
333 LAKE HOWARD DR NW #302D, WINTER HAVEN, FL 33880
$89,90028 Days on yellowkey MLS ID: P4938238
REDUCED by $5,100 (5.4%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1030 Built: 1973 Tax: $331 (2025)Community: Imperial Harboursphases 01 & 02Condo
Taxes:$331
Remarks: Cozy 2 bedroom 2 bath home with great view of Lake Howard off the master bedroom and patio. Turn around and look out of the front door with a beautiful view of the pool and patio areas. Rood is new this year with all damage from last year's storm repaired. This home is in move-in condition.
Listing is courtesy of: CHOICE PROPERTIES OF CENT FL (863-299-6710)
Listing Agent: Jane Tyl (863-224-1779)
140 1ST ST, WINTER HAVEN, FL 33880
$310,00043 Days on yellowkey MLS ID: TB8484176
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1682 Built: 2026 Tax: $292 (2025)Community: Leslie J A SubSingle Family
Taxes:$292
Remarks: Under Construction. Discover this stunning brand-new construction 3-bedroom, 2-bath home with an open living space and a convenient 2-car garage, this move-in-ready gem boasts elegant granite countertops in the kitchen for a touch of luxury and everyday functionality. The bright, airy layout offers three spacious bedrooms, two full baths, and a peaceful setting perfect for relaxing or family life—ideal for first-time buyers or those seeking fresh, contemporary Florida living. Minutes from shopping, dining, parks, and the Chain of Lakes, this serene location combines tranquility with easy access to everything Central Florida offers. Don't miss this pristine new build—schedule your private tour today! All measurements and sizes are deemed to be accurate but not guaranteed; any information contained here that is critical to buyers' purchasing decisions must be verified by the buyers. Private financing is available to qualified buyers.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Juan Carrion (863-581-6028)
152 1ST ST, WINTER HAVEN, FL 33880
$310,00043 Days on yellowkey MLS ID: TB8484178
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1682 Built: 2026 Tax: $158 (2025)Community: Leslie J A SubSingle Family
Taxes:$158
2037 SAN MARCOS DR SE #335, WINTER HAVEN, FL 33880
$115,000256 Days on yellowkey MLS ID: L4955120
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 826 Built: 1984 Tax: $2,649 (2024)Community: Park Lake #2Condo
Taxes:$2,649
Remarks: Enjoy lakeside living with city convenience in this 2-bedroom, 2-bath Winter Haven Chain of Lakes condo. Featuring luxury vinyl flooring, stainless steel appliances, granite counters, and a breakfast bar, this home blends style with comfort. Relax on the private dock, fish, or swim in the community pool. Just minutes from top shopping, dining, and entertainment—perfect as a weekend getaway, seasonal retreat, or year-round home. Low-maintenance and ready for your personal touch.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Logan Bennett (863-274-1200)
1865 4TH ST SE, WINTER HAVEN, FL 33880
$159,0009 Days on yellowkey MLS ID: O6400012
0 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1540 Built: 1960 Tax: $760 (2025)Community: Lake Lulu TerraceSingle Family
Taxes:$760
Remarks: Step into charm and possibility with this delightful 3-bedroom, 2-bathroom home nestled in a serene neighborhood. From the moment you enter, you'll be greeted by a spacious living room bathed in natural light—perfect for cozy evenings or lively family gatherings. The kitchen offers generous cabinet space and a welcoming eat-in area, ideal for morning coffee or casual meals. Just off the kitchen, a versatile bonus room awaits, whether you envision a formal dining space, a productive home office, or a playful retreat, this area adapts perfectly to your lifestyle. Plus, it opens directly to the backyard, making outdoor entertaining a breeze! With its flexible layout and solid bones, this home is a must-see property. It offers incredible potential for customization and renovation, allowing you to truly make it your own!
Listing is courtesy of: BHHS FLORIDA REALTY (407-406-5300)
Listing Agent: Connie Kim (407-409-5103)
960 WEDGEWOOD DR SE, WINTER HAVEN, FL 33880
$274,90010 Days on yellowkey MLS ID: L4961033
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2337 Built: 1961 Tax: $4,711 (2025)Community: Wedgewood TerraceSingle Family
Taxes:$4,711
Remarks: Under contract-accepting backup offers. Welcome to 960 Wedgewood Dr SE, a one-owner, mid century ranch home offering over 2,300 square feet of living space with original vintage character, ideally situated on a spacious ¼+ acre cul-de-sac lot with no HOA. This 3-bedroom, 2-bath residence offers a functional and inviting layout with formal living and dining rooms, with the dining room offering flexibility as a potential 4th bedroom thanks to its walk-in closet. The large formal living room provides ample space to host many guests and creates the perfect setting for intimate gatherings and conversation while the comfortable family room features a brick wood-burning fireplace surrounded by built-in shelving and cabinetry, creating a warm and welcoming focal point. The kitchen is generously sized with wood cabinetry, abundant counter space, ample storage, and a closet pantry—ready to serve as the heart of the home. The primary suite includes an en-suite bath with an updated walk-in shower and a spacious walk-in closet. Two additional bedrooms provide plenty of space for family or guests. A secondary bath with a tub is conveniently located by the bedrooms and the hallway features two linen closets, offering great storage throughout the home. A front bonus room creates a welcoming entry and is perfect for a piano or flex space. Additional highlights include a screened rear lanai ideal for morning coffee or entertaining, a charming covered front porch, a fenced backyard, and a storage shed with built-in shelving. The home is equipped with two A/C units plus a mini-split in the primary bedroom, allowing you to keep the home extra cool during Florida’s summer months. The oversized two-car garage offers built-in shelving, a storage closet, washer and dryer, and attic access via pull-down stairs for additional storage. Additional features include rain gutters, a separate irrigation water meter, and a location on a dead-end road with minimal traffic, offering added privacy and quiet enjoyment. Major updates have already been completed, including a new electrical panel and breakers (2024), partial re-plumbing (2021), roof (2016) with 50-year shingles, A/C units (2015 & 2018), and a natural gas water heater (2016). With new flooring and cosmetic updates, this home offers the perfect opportunity to create a charming and beautiful space to enjoy for years to come. Conveniently located just minutes from Publix, restaurants, schools, medical facilities, and LEGOLAND Florida Resort, with easy access to both Tampa and Orlando, offering quick trips to world-class theme parks and Florida’s east and west coast beaches. Located on a highly sought-after street, this is a rare opportunity to purchase a well-built home with great bones, space, and location—ready for its next chapter.
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Deanna Stone (863-412-2080)
128 CENTER ST, WINTER HAVEN, FL 33880
$115,90013 Days on yellowkey MLS ID: P4938433
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 806 Built: 1954 Tax: $2,147 (2025)Community: Lake Shipp HeightsSingle Family
Taxes:$2,147
Remarks: FIXER-UPPER OR INVESTORS. Priced accordingly. 2 Bedroom 1 bath- Excellent for rental property. Attached carport and large back yard. NO HOA! Located close to schools, churches, and shopping. Cash offers only with buyer paying title insurance and doc stamps.
Listing Agent: Sharon Watson (863-557-4800)
4038 ROLLING OAKS DR, WINTER HAVEN, FL 33880
$94,9001 Day on yellowkey MLS ID: B4902243
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1983Monthly Fee: $178 Tax: $1,539 (2025)Community: Oakwood EstatesManufactured Home
Taxes:$1,539
Remarks: Welcome to paradise, in this 2/2 with a enclosed front porch, to watch the beautiful Florida sunsets. The gated 55 plus community offers many amenities such as tennis, fishing pier, two heated pools, shuffle board, miniature golf, bocce ball, two club houses, fishing pier, plus many planned activities.
Listing is courtesy of: SOUTHERN BELLE REALTY (863-299-7800)
Listing Agent: Reta Stead (863-299-7800)
2040 SAN MARCOS DR SE #202, WINTER HAVEN, FL 33880
$109,9008 Days on yellowkey MLS ID: P4938474
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 666 Built: 1985Monthly Fee: $237 Tax: $1,488 (2025)Community: Park Lake 03 02 AmdCondo
Taxes:$1,488
Remarks: Cute as a Button! Charming 1-Bedroom, 1-Bath Condo in the desirable Park Lake community. This bright and inviting home features easy-care laminate flooring throughout, a cozy wood-burning fireplace, and a functional dinette area with a breakfast bar that flows into the dining space. Enjoy lots of Hot Water with the Natural Gas Tankless Hot Water Heater. The convenient stackable washer and dryer are included, making move-in a breeze. Step outside to enjoy your private screened-in porch — perfect for relaxing with your morning coffee or unwinding in the evening. Ideally suited for first-time homebuyers, investors, or anyone seeking low-maintenance living in a prime location, this condo is situated right in the heart of Winter Haven. The Park Lake community offers an abundance of amenities, including a sparkling community pool, direct lake access, clubhouse, fishing pier, exercise room, and more. Located on the shores of beautiful Lake Lulu, Park Lake is conveniently positioned next to the new AdventHealth Field House. You’re also just minutes from LEGOLAND, with quick access to the Disney and Universal entertainment areas. Excellent medical facilities and shopping are nearby as well. All measurements are approximate. Buyers and Buyers’ Agents to verify all listing information. Call today to schedule your private showing!
Listing is courtesy of: LAMOND REALTY INC. (863-875-8910)
Listing Agent: Robert Lamond (863-604-5400)
4155 ROLLING OAKS DR, WINTER HAVEN, FL 33880
$49,900138 Days on yellowkey MLS ID: B4902122
1 Days Off yellowkey (back on 4/17/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1176 Built: 1985Monthly Fee: $178 Tax: $513 (2024)Community: Oakwood EstatesMobile Home
Taxes:$513
Remarks: Under contract-accepting backup offers. Cash Only, This home has a new roof, but needs a lot of work.priced accordingly! If you are allergic to smoke do not go in this home, because smoke smell is very strong. But would be a beautiful home with some rehab work.
1150 HIGH SEAS ST, WINTER HAVEN, FL 33880
$274,800136 Days on yellowkey MLS ID: O6366431
REDUCED by $4,100 (1.5%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1702 Built: 2013Monthly Fee: $67 Tax: $3,910 (2024)Community: Shores At Lake SearsSingle Family
Taxes:$3,910
Remarks: Charm and curb appeal abound for this Winter Haven home! Step inside into the inviting foyer and into the well-appointed living room, positioned at the center of the home. The kitchen boasts a 4-piece appliance package, ample storage, hard surface countertops, and an eat-in dining room. This split floorplan offers the primary bedroom on one side of the home and two secondary on the other. Come and see for yourself the possibilities that this home has to offer!
Listing is courtesy of: EVERYSTATE INC. (501-725-1234)
Listing Agent: Blake Keathley (661-900-9145)
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