Displaying: For Sale
Location: Winter Haven
Property Type(s): Single Family
Price: $200,000 to $299,000
Do Not Show Listings
Winter Haven - 290 properties found
825 NW AVENUE Y AVE NW, WINTER HAVEN, FL 33881
$295,00010 Days on yellowkey MLS ID: S5148593
INCREASED by $265,500 (900.0%) on 04/24/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1497 Built: 1978 Tax: $3,281 (2025)Community: Hartridge ManorSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,281
Elementary School: Walter Caldwell Elem
High School: Winter Haven Senior
Tax Year: 2025
Middle School: Westwood Middle
Remarks: Welcome to your turn-key Florida retreat! This beautifully reimagined home is a masterclass in modern updates and serene living, nestled within a tranquil, established community. From the moment you arrive, the vibrant curb appeal and crisp, clean lines signal a home that has been maintained with pride. The heart of the residence is an open, sun-drenched kitchen featuring premium stainless-steel appliances, sleek cabinetry, and chic subway tiling—perfect for the culinary enthusiast or the frequent entertainer. With durable wood-look flooring and a versatile, oversized utility suite, this home seamlessly blends style with everyday functionality. Beyond the interior, your private oasis awaits. Relax on the expansive screened-in porch or take advantage of the massive, fully fenced backyard—a rare find that offers limitless potential for a pool, garden, or workshop. The long driveway and integrated carport provide plenty of space for your vehicles and toys, making this the perfect home base for a Central Florida lifestyle. Whether you’re a first-time buyer or a savvy investor looking for a high-quality asset, this property offers an optimistic outlook and incredible value. Opportunity is knocking—book your showing today and claim your piece of paradise!
Listing is courtesy of: MCO REALTY (407-479-8601)
Listing Agent: Vernel Smith (863-224-1942)
6004 KALEY DR, WINTER HAVEN, FL 33880
$274,99010 Days on yellowkey 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
Elementary School: None
High School: None
Middle School: None
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)
3027 RICHMOND DR, WINTER HAVEN, FL 33884
$295,00010 Days on yellowkey MLS ID: L4961338
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1994 Built: 2006Monthly Fee: $236 Tax: $3,832 (2025)Community: Richmond Square Ph 02Single Family
Taxes:$3,832
Remarks: One or more photo(s) has been virtually staged. Behind the gates of Winterset, one of Winter Haven’s most sought-after lakefront communities, this 3-bedroom, 2-bath home built in 2006 offers 1,994 SF of comfortable living space. A covered, screened front porch welcomes you into a spacious great room that opens to a 550 SF screened rear porch with beautiful porcelain tile, ideal for indoor-outdoor living. NO Carpeting throughout, durable laminate flooring in 2020 was placed in the entire house. The split floor plan includes secondary bedrooms, sharing a hall bath with tub and linen closet. Inside laundry room includes washer and dryer, new water heater (2026), HVAC is 2021. Additional features include a tile roof with a brick paver driveway, 2-car garage and a garage screen door, offering added ventilation and flexible use of the garage. Situated on a large corner lot, this home provides added space and privacy.. Winterset community amenities include a lakefront clubhouse overlooking Lake Winterset, heated pool and spa, tennis and pickleball courts, shuffleboard, and a private boat ramp with access to Lake Winterset, part of the renowned Winter Haven Chain of Lakes. HOA fees include exterior maintenance, grounds maintenance, security, and access to all community amenities. Conveniently located near LEGOLAND® Florida, shopping, dining, and medical facilities. Centrally positioned between Tampa and Orlando with easy access to theme parks, beaches, and airports, this home offers comfort, natural beauty, and resort-style living in a peaceful, gated community.
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: Laura Slocumb (863-660-7000)
1715 SANDALWOOD CIR SW, WINTER HAVEN, FL 33880
$298,90013 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 is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
Listing Agent: Teresa Markley (863-207-3457)
3348 RALEIGH DR, WINTER HAVEN, FL 33884
$219,000159 Days on yellowkey MLS ID: P4937125
REDUCED by $3,400 (1.5%) on 04/24/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1185 Built: 2017Monthly Fee: $504 Tax: $1,294 (2024)Community: Traditions Ph 02Single Family
Taxes:$1,294
Tax Year: 2024
Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bathroom, 2-car garage home, lovingly cared for by its original owner. Designed for comfort, simplicity, and low-maintenance living, this residence offers just under 1,200 sq. ft. of well-planned space—ideal for those seeking an easy, relaxed lifestyle. The club house is an amazing place to enjoy the 87 degree pool year round, Boat slips available with private boat launch and pickle and tennis courts available among many more amenities. Inside, you’ll find tile flooring throughout the main living areas for effortless upkeep, along with stone countertops in the kitchen and bathrooms for a clean, modern touch. The spacious primary suite includes a large walk-in closet, providing excellent storage and everyday convenience. The split-bedroom layout offers privacy and flexibility for guests, hobbies, or a home office. One of the standout features is its private setting—you’re not looking directly at a neighboring home, giving you a rare sense of openness and tranquility. Step outside to the beautiful back screened in patio, perfect for soaking up the sun, relaxing with a book, or enjoying quiet evenings outdoors. Located in the highly desired 55+ community of Traditions, you’ll also enjoy exceptional amenities. The impressive community center features a heated pool maintained at a comfortable 87° year-round, with stunning views overlooking Lake Ruby. Residents have access to a private boat launch and boat slips, making lake days easy and enjoyable. Stay active with pickleball courts, a fully equipped workout facility, and a full schedule of social events, activities, and community gatherings happening throughout the year. With its peaceful setting, quality finishes, and resort-style amenities, this home offers the perfect blend of comfort and active living. Don't forget the new Publix being built around the corner for quick and easy grocery shopping.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Keith St. Onge (863-651-1397)
1581 OAKVIEW CIR SE, WINTER HAVEN, FL 33880
$214,90073 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)
6405 DOMIZIO DR, WINTER HAVEN, FL 33884
$277,490160 Days on yellowkey MLS ID: O6363245
INCREASED by $3,000 (1.1%) on 04/24/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1880 Built: 2025Monthly Fee: $320 Tax: $32 (2024)Community: Villa Mar 40'SSingle Family
Taxes:$32
Elementary School: Pinewood Elem
High School: Lake Region High
Middle School: Denison Middle
Remarks: One or more photo(s) has been virtually staged. This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient two-car garage. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
800 AVENUE L SE, WINTER HAVEN, FL 33880
$259,000138 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
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)
1761 ELBERT ACRES CT NE, WINTER HAVEN, FL 33881
$214,90084 Days on yellowkey MLS ID: O6379202
REDUCED by $5,000 (2.3%) on 04/24/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1016 Built: 1988 Tax: $2,741 (2025)Community: Elbert AcresSpa: NoSingle Family
Taxes:$2,741
Remarks: Move-in ready single-story home with NO HOA! This 3-bedroom, 2-bathroom gem features low-maintenance tile flooring throughout the entire home—no carpet here! The kitchen is stylishly appointed with stainless steel appliances and crisp painted cabinets. Enjoy outdoor privacy in the fully fenced backyard, perfect for relaxing or entertaining. Complete with a 1-car garage. A fantastic opportunity for easy living!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
2118 CHRIS DR, WINTER HAVEN, FL 33884
$252,00075 Days on yellowkey MLS ID: O6383217
0 Days Off yellowkey (back on 4/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1433 Built: 2025Monthly Fee: $16 Tax: $3,665 (2025)Community: Peace Crk ReserveSpa: NoSingle Family
Taxes:$3,665
Remarks: 2118 Chris Dr is a property that boasts a kitchen equipped with all stainless steel appliances, adding a modern touch to the culinary space. The kitchen island serves as a functional centerpiece, perfect for meal preparation or casual dining. The primary bedroom is a haven of comfort, complete with a walk-in closet that provides ample storage for your wardrobe. With these attributes, this property ensures a comfortable and convenient lifestyle. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
800 WARE AVE NE, WINTER HAVEN, FL 33881
$249,99918 Days on yellowkey MLS ID: O6399008
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1000 Built: 2023 Tax: $1,293 (2025)Community: Swan Lake EstatesSingle Family
Taxes:$1,293
Remarks: Welcome to 800 Ware Ave NE, Winter Haven, FL, TENANT OCCUPIED, a fantastic opportunity for both investors and future homeowners alike! This 3-bedroom, 2-bathroom home features a desirable open floorplan with durable laminate flooring throughout, creating a seamless and low-maintenance living space. Situated on a spacious corner lot, the property also offers a fully fenced yard, perfect for added privacy, pets, or outdoor enjoyment. EXCELLENT INVESTMENT opportunity with a reliable, good-paying tenant already in place through January 2027, providing immediate and consistent income. Enjoy the peace of country-style living while remaining just minutes from Winter Haven’s Chain of Lakes, as well as nearby shopping, dining, and world-famous Central Florida attractions like LEGOLAND, Disney, and Universal Studios. The home also includes a dedicated utility/laundry room and the benefits of a newer, energy-efficient build, making it truly move-in ready and built for long-term value. Don’t miss your chance to secure this income-producing property or future home, schedule your private tour today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Veronica Figueroa (407-519-3980)
858 TERRANOVA RD, WINTER HAVEN, FL 33884
$290,000139 Days on yellowkey MLS ID: L4957956
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1677 Built: 2011Monthly Fee: $57 Tax: $4,247 (2024)Community: Terranova Ph 05ASpa: NoSingle Family
Taxes:$4,247
Elementary School: Chain O Lakes Elem
Remarks: Situated within a gated community, this refined single-story residence offers a thoughtfully designed split-bedroom layout that balances privacy, comfort, and everyday livability. The open-concept living and dining spaces are enhanced by wood-look luxury vinyl plank flooring, creating a clean, modern aesthetic ideal for both entertaining and relaxed daily living.** ROOF 5 YEARS OLD. The privately positioned primary suite provides a comfortable retreat with ample space for king-size furnishings, a walk-in closet, and an en-suite bath. Secondary bedrooms are discreetly separated and share a well-appointed hall bath, offering flexibility for guests, family members, or a dedicated home office. A screened porch extends the living space outdoors, providing a tranquil setting to unwind or host gatherings year-round. Additional features include an attached garage, interior laundry room, and neutral finishes throughout, making this home truly move-in ready.
Listing Agent: Vicky Whyte (863-251-4524)
525 DRAYTON RD, WINTER HAVEN, FL 33884
$289,90077 Days on yellowkey MLS ID: R4910727
REDUCED by $4,100 (1.4%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1876 Built: 2006Monthly Fee: $31 Tax: $4,580 (2025)Community: Savanna PointeSingle Family
Taxes:$4,580
Middle School: Mclaughlin Academy Of Excellence
Remarks: Under contract-accepting backup offers. BEAT NEW CONSTRUCTION COSTS! Seller offering up to $7,000 toward closing costs, prepaid expenses, or interest rate buydown; helping reduce your cash to close and monthly payment. Move-in ready with NO CDD!This beautifully updated 3-bedroom, 2-bathroom home with a bonus room is ideally located just minutes from LEGOLAND Florida, as well as shopping, restaurants, hospitals, and major attractions. Whether you're looking for a primary residence, vacation home, or investment opportunity, this property delivers comfort, space, and modern upgrades. Step inside to a bright, interior featuring new ceramic tile flooring throughout the entire home (absolutely NO carpet), offering easy maintenance and a clean, modern look. The homehas been freshly painted and thoughtfully updated to feel truly move-in ready. The renovated kitchen features new cabinetry, granite countertops, stainless steel appliances, a spacious pantry, and a breakfast nook perfect for casual meals. For hosting and special occasions, enjoy a formal dining room that adds both function and elegance.The spacious primary suite is a true retreat, offering a beautifully appointed en-suite bathroom with double sinks (ideal for busy mornings), granite countertops, an enclosed shower, and a relaxing garden tub.Both bathrooms have been upgraded with new cabinets and granite countertops, adding a cohesive and modern finish throughout the home. A versatile bonus room provides the perfect space for a home office, playroom, gym, or guest area. For added convenience, the laundry room is located inside the home.Step outside to the screened lanai, overlooking a generous lot being an ideal setting for weekend BBQs, family gatherings, or simpl enjoying Florida?s indoor-outdoor lifestyle.This home combines modern upgrades, flexible living spaces, and an unbeatable location near LEGOLAND Florida. With both roof & HVAC replaced in 2024 there is reassurance of major system being warranted - A must-see property!
Listing is courtesy of: EASY REALTY (321-895-4636)
Listing Agent: Greg Owen
445 MCKENNA DR, WINTER HAVEN, FL 33881
$299,00011 Days on yellowkey MLS ID: O6400933
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1694 Built: 2021Monthly Fee: $17 Tax: $7,037 (2025)Community: Lucerne Park ReserveSingle Family
Taxes:$7,037
Remarks: One or more photo(s) has been virtually staged. Welcome to this thoughtfully designed single-story home in a growing Winter Haven community, where modern comfort meets everyday convenience. Positioned on a corner lot with clean curb appeal and a fully fenced backyard, this property offers both functionality and a polished presentation from the moment you arrive. Inside, the home opens to a bright, open-concept living space anchored by durable tile flooring and enhanced by natural light. The living room flows seamlessly into the kitchen and dining area, creating an ideal layout for both daily living and entertaining. A large center island provides additional seating and workspace, complemented by white cabinetry, sleek countertops, and stainless steel appliances for a clean, contemporary look. The layout is designed with efficiency and comfort in mind, offering a practical flow between living spaces and private areas. Finishes throughout the home reflect a well-maintained, move-in-ready condition, with neutral tones that allow for easy personalization. Step outside to a fully fenced backyard featuring a paved patio area—perfect for outdoor dining, relaxing, or creating your own backyard retreat. The yard offers a balance of usable green space and lowmaintenance design, with room to enhance further if desired. Additional features include a two-car garage, modern fixtures, and solar panels visible on the roof, which may contribute to energy efficiency. Beyond the home itself, the community offers amenities such as a resort-style pool with lounge seating, providing a convenient option for recreation without the upkeep. The neighborhood is designed with sidewalks and a cohesive feel, contributing to an organized and accessible environment. Located in Winter Haven, this property benefits from proximity to everyday essentials including grocery stores, retail centers, restaurants, and healthcare services. The area is also known for its chain of lakes, parks, and outdoor recreation opportunities. Major roadways nearby allow for convenient travel to Lakeland, Orlando, and surrounding Central Florida employment hubs. This home presents a strong combination of modern living, outdoor space, and community amenities in a well-connected location.
Listing is courtesy of: NEXTHOME MY WAY (407-544-4545)
Listing Agent: Angel Pabon (407-544-4545)
7 TWILIGHT LN, WINTER HAVEN, FL 33884
$219,00011 Days on yellowkey MLS ID: O6401069
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 938 Built: 1972 Tax: $2,848 (2025)Community: Haven Grove ManorSingle Family
Taxes:$2,848
Remarks: One or more photo(s) has been virtually staged. DISCOVER THE SERENE BEAUTY OF THIS STUNNING HOME! GORGEOUS 2-BEDROOM, 2-BATHROOM, 1-CARPORT HOME boasting a SPACIOUS FLOOR PLAN that effortlessly blends functionality with modern style. From the moment you step inside, you’ll be greeted by an OPEN-CONCEPT LIVING AREA filled with NATURAL LIGHT, creating a warm and inviting atmosphere. .This home is LOADED WITH UPGRADES, including: New Roof with better type 30-Year Shingles, NEWER KITCHEN featuring NEW SLEEK STAINLESS STEEL APPLIANCES, Newer HVAC System from 2023, Newer Septic drain field in 2024, Renovated Bathrooms, Fresh Interior & Exterior Paint, New Light Fixtures, Faucets, Toilets, Interior Doors, and Closet Doors. Step outside to enjoy a fenced backyard and A huge screened-in porch that extends your living area, creating the perfect spot for relaxing, dining, or entertaining, .CONVENIENTLY LOCATED near all major highways, shopping, restaurants, and entertainment—this move-in-ready home truly has it all! All measurements are approximate and should be verified by the buyer, Virtual Staging was added to some of the pictures.
Listing is courtesy of: IHOME REALTY FL LLC (407-730-9971)
Listing Agent: Karen Sweat (407-730-9971)
111 KRENSON BAY LOOP, WINTER HAVEN, FL 33881
$285,00060 Days on yellowkey MLS ID: S5145191
REDUCED by $10,000 (3.4%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1543 Built: 2023Monthly Fee: $83 Tax: $3,628 (2025)Community: Krenson BaySingle Family
Taxes:$3,628
Elementary School: Jewett School of the Arts
Remarks: One or more photo(s) has been virtually staged. Short Sale. Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, offering 1,512 square feet of comfortable living space in a desirable gated community in Winter Haven. Built just two years ago, this nearly new home blends modern design with a warm, family-friendly feel. Step inside to find vaulted ceilings and tile flooring throughout the main living areas, creating a bright and open atmosphere. The spacious kitchen features stainless steel appliances, a large island, and ample cabinet space, perfect for everyday living or gathering with friends and family. The split floor plan provides privacy, while the generous primary suite includes double sinks, a garden tub, separate shower, and walk-in closet. Enjoy Florida living outdoors on the covered lanai, with a backyard perfect for relaxing afternoons or weekend playtime. Conveniently located near Downtown Winter Haven, Polk State College, Winter Haven Hospital, shopping, dining, and major attractions like LEGOLAND. For those who love lifestyle and entertainment, the home is also just about 15 minutes from the popular Port 27, a vibrant waterfront destination known for its live music, great food, desserts, and beautiful lake scenery—the perfect place to unwind and enjoy time with family and friends. This move-in ready home offers comfort, style, and location all in one. Schedule your showing today!
Listing Agent: Carolina Flores, Llc (954-471-5909)
1150 HIGH SEAS ST, WINTER HAVEN, FL 33880
$274,800145 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)
414 AVENUE C AVE NE, WINTER HAVEN, FL 33881
$226,90091 Days on yellowkey MLS ID: P4937606
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1140 Built: 1922 Tax: $3,356 (2025)Community: Coker A B AddSingle Family
Taxes:$3,356
Remarks: This 2 BR, 2 BA home is located near Rotary Park and Kiwanis Park, which is on Lake Martha, both public parks. Each park has room for games and family gatherings. Rotary Park has a baseball field with backstop and other outside activity areas. This home is located near schools, the Winter Haven downtown post office, the Winter Haven (Bay Care Hospital) and several doctors offices and medical clinics. The Winter Haven Public Library is also 6+/- blocks to the west of this property. The home has a metal roof which offers a long life and better storm protection than typical asphalt shingles. The windows have been replaced and the central A/c - Heat system has recently been inspected. A detached storage building provides room for lawn equipment or other items not needed inside the residence, but are more easily accessed than typical attic space provides. The interior of the home has been extensively renovated with both bathrooms remodeled.
Listing is courtesy of: TOWN & COUNTRY REAL ESTATE (863-293-1141)
Listing Agent: Timothy Irby (863-206-4464)
3098 LAUREL OAK LN, WINTER HAVEN, FL 33884
$299,00032 Days on yellowkey MLS ID: O6390090
REDUCED by $26,000 (8.0%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1978 Built: 2023Monthly Fee: $18 Tax: $6,208 (2025)Community: Villamar Ph 5Single Family
Taxes:$6,208
Remarks: Short Sale. Located in the Villamar community of Winter Haven, this 3-bedroom, 2-bath home built in 2023 offers modern construction with a two-car garage and a functional layout designed for everyday living. The home features open living spaces, well-sized bedrooms, and contemporary finishes typical of newer construction. The property appears to require cosmetic refreshing, presenting an opportunity for buyers to personalize a relatively new home without undertaking a major renovation. With a low HOA of approximately $212 and no flood zone designation, this home offers both affordability and added peace of mind. Conveniently located near shopping, dining, schools, and major roadways throughout Winter Haven and Polk County. Buyers are encouraged to conduct their own inspections to determine condition. Agents: Please review all private remarks prior to scheduling a showing.
Listing is courtesy of: KELLER WILLIAMS ELITE REALTY (239-949-8338)
Listing Agent: Jonathon, Pa Mcleod (239-357-8938)
940 OLEANDER DR SE, WINTER HAVEN, FL 33880
$250,000108 Days on yellowkey MLS ID: S5141917
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1527 Built: 1958 Tax: $3,326 (2025)Community: Cooper EstatesSingle Family
Taxes:$3,326
Remarks: Auction Property. Ranch-style home offering 2 bedrooms and 1.5 bathrooms with a spacious living room and a good-sized yard. Features include a durable metal roof, RV electrical hookups, and a chicken coop. Some updates in the kitchen. Short Sale subject to lender approval.
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: David Hartigan (407-955-1156)
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