Location: Winter Haven
Do Not Show Listings
6209 PINEHURST LOOP, WINTER HAVEN, FL 33884
$589,00012 Days on yellowkey MLS ID: P4939200
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2526 Built: 2021Monthly Fee: $5 Tax: $6,603 (2025)Community: Lake Ashton West Ph Ii NorthSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,603
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Modern Elegance! 6209 Pinehurst Loop Winter Haven, Florida 33884. Built in 2021, this custom designed home is located in Lake Ashton, one of Central Florida's Premier 55 Plus community. Perfectly positioned on a quiet street this exceptional home with Northwest exposure offers effortless luxury with modern upgrades. Offering excellent curb appeal with a well manicured lawn and mature landscape this home has an expanded driveway, extended golf cart entry, paver walkway to the back lanai, and a fresh coat of exterior paint (May 2026). Built for both sophistication and peace of mind, this block construction home offers over 2,500 square feet of living area and golf course views. Upon entering the home thru the screened entry, the 6 panel Double Front door opens into a spacious living area with beautiful lighting fixtures, trey ceiling & Engineered hardwood floors that flow seamlessly in the LR, Den, Dining Room, Kitchen & Flex Room. In the Living Room, a custom built wall unit accents the area and is a focal point in the elegant gathering spaces. The formal dining area shares the space, while the chef's kitchen showcases upgraded Cabinetry, Tiled backsplash, Silestone countertops with Eased Edge, Granite composite undermount kitchen sink, RO water system at the kitchen sink, Kitchen Aid Stainless Steel appliances, 36" cooktop with Extended Hood, Built In Wall Oven and Oversized Island with cabinets, great for entertaining. A custom built dry bar with lighting, leathered countertop and back splash accents the hall. The thoughtfully designed split floor plan includes 3 spacious bedrooms, 2 baths, a private study/den with French glass doors, and an oversized flex room with Wash Sink, Washer/Dryer, Wine Refrigerator, Upgraded cabinetry, Quartz counter top and Tiled backsplash. The elegant Primary Suite is a must see! The impressive En-Suite offers a separate water closet, dual sink vanity, a spacious glass enclosed walk in shower with Pietra Art Premier Marble Tile, foot rest and floor to ceiling tile. The boutique style clothing room offers California closet designs with a central dressing island. Plantation Shutters accent the room and allows natural light to filter thru the space. The 8 ft. door ways in this home compliment the high ceilings and the window treatments (Plantation shutters and Power shades) are elegant and designed for comfortable luxury living. Access to the outdoor living area is available thru the dinette area & the living room. You'll transition from the LR to the Lanai thru Triple Glass Sliding Doors that stack and disappear into a pocket providing an unobstructed view of the golf course. The Outdoor living area is equally impressive with a covered and extended screened lanai with epoxy flooring. A pad was added for your grilling pleasure. The double car garage with separate golf cart entry has epoxy flooring and pull down stairs on the attic access door. Make an appointment today to tour this elegant home. Lake Ashton features a Main Clubhouse with Outdoor Pool, Movie Theater, Bowling Lanes, Card, Craft and Billiard rooms, Fitness Center, Bocce Courts, Tennis and More. Residents also enjoy the Health and Fitness Center with large indoor pool, Pickle Ball, Tennis Courts, Fitness Center and MORE! 2-18 Hole Golf Courses are located behind the secure gates of Lake Ashton and Golf Memberships are Available. Boat Slip Rentals and Storage Rentals are available in Lake Ashton.
Listing is courtesy of: LAKE ASHTON REALTY INC. (863-409-6899)
Listing Agent: Lori Raath (863-409-6899)
408 TALAMONE DR, WINTER HAVEN, FL 33884
$494,99957 Days on yellowkey MLS ID: P4938753
REDUCED by $4,901 (1.0%) on 06/25/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2333 Built: 2005Monthly Fee: $83 Tax: $3,765 (2025)Community: Tuscany/WintersetSingle Family
Taxes:$3,765
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Remarks: This well-maintained 4-bedroom, 3-bathroom pool home is located in the sought-after gated community of Tuscany at Winterset, offering both comfort and style in a prime setting. Inside, you’ll find an inviting layout highlighted by solid surface countertops, elegant tray ceilings, and detailed crown molding that adds a refined touch throughout the living spaces. Major updates provide peace of mind, including new windows (2025), a newer roof (2021), kitchen remodel (2023) and an updated HVAC system (2023). Step outside to enjoy the brick-paved driveway and your own private pool (2020)—perfect for relaxing or entertaining. This home combines thoughtful upgrades, functional features, and a desirable location—an excellent opportunity in one of the area’s most desirable gated communities.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Tony Insua, Jr (863-221-0656)
445 TALAMONE DR, WINTER HAVEN, FL 33884
$539,99039 Days on yellowkey MLS ID: P4938949
REDUCED by $15,010 (2.7%) on 06/28/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2653 Built: 2002Monthly Fee: $83 Tax: $6,593 (2025)Community: Tuscany At WintersetSingle Family
Taxes:$6,593
Middle School: Denison Middle
Remarks: Nestled within the exclusive gated community of Tuscany, a charming neighborhood of just 18 homes in Southeast Winter Haven, this 4 bedroom, 3 bath pool home offers over 3,300 square feet under roof on a private 0.33 acre lot. Designed for both comfortable living and entertaining, the home features a dedicated office, formal dining room, living room, and an impressive 25' x 17' poolside bonus room complete with a custom wall-to-wall hardwood entertainment center, surround sound, upgraded lighting, tile flooring, and ceiling fan. The spacious kitchen showcases abundant Kraft Maid cabinetry, granite countertops, generous workspace, and a sunny breakfast nook overlooking the pool. A thoughtfully designed triple-split bedroom floor plan provides privacy for family and guests, while multiple access points lead to the screened pool and outdoor living areas. The spacious primary suite features a double-sink vanity, garden tub, separate shower, private water closet, and oversized walk-in closet. It also as access to the pool area. Additional highlights include hand-scraped real wood flooring throughout most of the home, including the primary suite, an outdoor summer kitchen with built-in gas grill, sink, and refrigerator, indoor laundry room, oversized two-car garage, expanded driveway with parking for up to eight vehicles, a separate entrance to the bonus room, and mature landscaping with an irrigation system on a dedicated meter. The large private backyard offers plenty of space beyond the screened pool area, creating a peaceful retreat while remaining conveniently located less than a mile from schools and Publix supermarket. Experience this exceptional property like never before with a 3D Interactive Virtual Tour or Virtual Reality featuring a 2D Floor Plan and immersive 3D Dollhouse Model, plus a 360-degree Interactive Aerial Virtual Tour showcasing the entire Tuscany community and panoramic views as far as the eye can see. The home features a stunning collection of modern gold crystal chandeliers throughout, including a 23.6" dimmable LED crystal chandelier with adjustable color temperatures in the hallways and kitchen, an elegant gold crystal flush-mount chandelier in the master bedroom, a large modern crystal LED chandelier that serves as a beautiful focal point in the living room, and a luxurious 40" gold rectangular crystal chandelier with 16 lights above the dining area, creating a cohesive, contemporary design with lighting and timeless elegance throughout the home. Meticulously maintained, this one-of-a-kind pool home is a rare opportunity to own a beautiful property in one of Southeast Winter Haven's most desirable gated communities.
Listing is courtesy of: 3D TEAM REALTY LLC (863-604-3662)
Listing Agent: Jimmy Aguilar (863-604-3662)
3180 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881
$260,000173 Days on yellowkey MLS ID: W7882124
INCREASED by $10,000 (4.0%) on 05/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1732 Built: 2019Monthly Fee: $30 Tax: $4,663 (2025)Community: Country Walk/Winter HavenSingle Family
Taxes:$4,663
Elementary School: Elbert Elem
High School: Winter Haven Senior
Remarks: Short Sale. APPROVED SHORT SALE AT PRICE! CHAPTER 7 BANKRUPTCY - Located In The Country Walk Community, This 2019 Built Home At 3180 Country Club Cir, Winter Haven, FL 33881 Features The Popular DR Horton Aria Floor Plan Offering 3 Bedrooms, 2 Bathrooms, & 1,672 Sq Ft Of Living Space. This Home Offers an Open Concept Layout With A Spacious Living Area, Split Bedroom Floor Plan, & a Functional Kitchen Overlooking The Main Living Space. Fenced Yard. Ideal For Everyday Living And Entertaining. Built In 2019, Conveniently Located Near Shopping, Dining, Schools, And Major Roadways With Easy Access Throughout Winter Haven. Bankruptcy Short Sale — Third-Party Approval Required. Property Sold As-Is. Great Opportunity For Owner-Occupants Or Investors Seeking Value In A Growing Area. Call Today For Details Or To Schedule A Private Showing.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Jon Mccall, Pa (352-725-7206)
5580 STATE ROAD 542 W, WINTER HAVEN, FL 33880
$235,000244 Days on yellowkey MLS ID: A4671922
1 Days Off yellowkey (back on 7/14/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2174 Built: 1952 Tax: $1,740 (2024)Community: Jan Phyl VillageSingle Family
Taxes:$1,740
Tax Year: 2024
Remarks: Under contract-accepting backup offers. PRICE REDUCTION!!! MOTIVATED SELLER!!! Discover this exceptional income-producing property perfectly situated on a spacious 0.48-acre lot in the heart of Winter Haven. This versatile property features two separate living spaces, one currently rented—providing immediate income and excellent long-term investment potential. The main home which is now vacant and ready for it's new owners or tenants offers 3 bedrooms and 2 bathrooms, including a generous master suite with an en-suite bath. The open and functional layout makes it ideal for families or long-term tenants. Attached to the main residence is a 484 sq. ft. in-law suite currently rented, complete with a full kitchen, bedroom, bathroom, and private entrance. This flexible space can serve as an additional rental unit, private guest quarters, or be seamlessly integrated into the main living area for multi-generational living. This home was recently appraised above the asking price, giving buyers instant equity and outstanding value. Whether you’re an investor seeking steady cash flow or a homeowner looking for flexibility, this property is a rare find. Take advantage of strong rental demand, potential appreciation, and the benefits of owning in one of Florida’s fastest-growing counties, consistently rated among the best places to live. Don’t miss your chance to own this unique multi-unit property—schedule your private showing today!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jen Victor (941-587-2787)
619 ITUNA CIR, WINTER HAVEN, FL 33881
$282,475151 Days on yellowkey MLS ID: L4959404
0 Days Off yellowkey (back on 2/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1486 Built: 2026Monthly Fee: $50Community: Harbor At Lake HenrySingle Family
Taxes:$0
Remarks: Pre-Construction. To be built. New construction home with 1,486 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, pantry, and a spacious counter height bar, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and decor do not convey."
Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)
Listing Agent: George Lindsey, Iii (863-797-4999)
2015 6TH ST NE, WINTER HAVEN, FL 33881
$259,00074 Days on yellowkey MLS ID: O6403905
REDUCED by $10,000 (3.7%) on 07/09/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1542 Built: 1958 Tax: $1,794 (2025)Community: Florence VillaSpa: NoSingle Family
Taxes:$1,794
Remarks: LOOKING FOR THAT AMAZING HOME? Discover it in this fully renovated 3-bedroom, 2-bathroom beauty featuring a NEW roof (2025), NEW A/C unit (2026), NEW water heater (2025), and NEW electrical service panel (2026)—perfectly positioned just opposite Jewett Middle Academy. Enjoy your morning coffee on the radiant front porch before stepping into a bright and welcoming interior where the living room and kitchen greet you the moment you enter. The home is complemented by new vinyl flooring throughout and a cozy rug in the primary closet. The kitchen shines with a fresh, modern update, showcasing brand-new appliances, new cabinetry, and sleek quartz countertops. Whether you’re hosting guests or enjoying a quiet evening, the living room serves as the perfect centerpiece for everyday living. The primary suite offers a serene escape, highlighted by a fully remodeled ensuite bathroom and a spacious walk-in closet. The Fenced backyard is perfect for gatherings and outdoor enjoyment, with the added convenience of being close to shopping, schools, dining, and Winter Haven Hospital. Don’t miss this opportunity to own your happy place. Schedule your showing today
Listing is courtesy of: SUNSHINE LIFE REALTY LLC (321-229-0627)
Listing Agent: Sarita Khan (407-385-2077)
936 AVENUE T SE, WINTER HAVEN, FL 33880
$220,900113 Days on yellowkey MLS ID: O6392455
INCREASED by $202,900 (1127.2%) on 07/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1410 Built: 1960 Tax: $3,545 (2025)Community: WoodmereSingle Family
Taxes:$3,545
Remarks: Short Sale. **SHORT SALE** BANK APPROVED PRICE** CAN CLOSE QUICKLY*** Welcome to this beautiful 3-bedroom, 2-bathroom block home perfectly positioned at the end of a quiet cul-de-sac in Winter Haven's sought-after Cypress Gardens neighborhood. With 1,400 square feet of interior living space and a layout designed for both comfort and connection, this home checks every box. Step inside and you're immediately greeted by a bright, open floor plan where the living room, dining area, and kitchen flow together seamlessly ideal for everyday living and effortless entertaining. The kitchen is generously sized, featuring an abundance of cabinetry and two lazy Susan's that maximize every inch of storage. Natural light floods the home through an impressive array of windows, and sliding glass doors in the main bedroom, middle bedroom, and living room all open directly onto the crown jewel of this property: a stunning 47 x 15 screened-in patio complete with a bar area, built-in grill, refrigerator, and cabinetry. Whether you're hosting guests or simply enjoying a quiet Florida evening, this outdoor space delivers. Both bathrooms have been tastefully updated. The guest bath features a brand-new tub and shower installed by Westshore Homes in October 2025, along with a new vanity, mirrored medicine cabinet, cabinet above the toilet, and new toilet. The main bathroom has also been refreshed with a new mirrored medicine cabinet, cabinet above the toilet, and new toilet. Major systems are all squared away brand-new roof in 2025, A/C replaced in 2021, and water heater from 2018 offering true peace of mind from day one. The home is also pre-wired for a generator, a smart bonus for Central Florida living. The attached garage includes a dedicated laundry and storage room with extensive shelving, and the washer and dryer convey with the home. Set on an 8,537 square foot lot at the end of a tucked-away cul-de-sac, this property offers the rare combination of privacy, space, and convenience. Just minutes from US-27, LEGOLAND Florida Resort, Winter Haven Hospital, Polk State College, and the renowned Chain of Lakes, everything Central Florida has to offer is right at your doorstep. Homes this move-in ready, this well-maintained, and this well-located don't stay on the market long schedule your private showing today!
Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)
Listing Agent: Daniel Rodriguez (407-934-0305)
1228 DENALI DR, WINTER HAVEN, FL 33881
$299,900314 Days on yellowkey MLS ID: P4936142
REDUCED by $10,100 (3.3%) on 07/13/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1707 Built: 2023Monthly Fee: $73 Tax: $4,208 (2024)Community: Lake Lucerne IiSingle Family
Taxes:$4,208
Remarks: Virtually Staged. NO CDD!! Newer 4 bedroom home for sale in Winter Haven, Florida, located in the Lake Lucerne II community in Polk County with no CDD fees and a low quarterly HOA. Built in 2023 by KB Home, this single-story residence offers approximately 1,707 square feet of modern living space designed for comfort, accessibility, and long-term value. Thoughtfully designed with universal design features, the home includes 36-inch interior doorways, a no-step entry, and a smooth, open floor plan that allows for easy movement throughout the property. The split-bedroom layout provides added privacy, making it ideal for families, multigenerational living, or guests. Inside, 18-inch ceramic tile runs through most of the main living areas, creating a clean and cohesive look. The spacious primary suite features a walk-in closet and automatic window blinds for added convenience. The kitchen serves as the focal point of the home, offering granite countertops, stainless steel appliances, and a seamless connection to the great room, making it well suited for everyday living and entertaining. Outdoor living is enhanced by an extended covered lanai and a fully vinyl-fenced backyard, providing space for pets, gatherings, or private relaxation. Situated on a 0.17-acre lot, the property offers manageable outdoor space without high maintenance requirements. Additional features include a two-car attached garage, public water and sewer, access to a community pool, and location in Flood Zone X. Conveniently positioned in Winter Haven with access to Highway 17 and the I-4 corridor, this home allows for an easy commute to Lakeland, Tampa, and Orlando while maintaining the comfort of a residential neighborhood setting. Eligible for FHA, VA, conventional, or cash financing, this property is ideal for buyers searching for a move-in ready 4 bedroom home built in 2023 in Winter Haven with modern construction, accessibility features, and no CDD fees.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Jacqueline Mazurowski (863-206-0110)
1801 SANDHILL LN, WINTER HAVEN, FL 33884
$585,00015 Days on yellowkey MLS ID: P4939122
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2916 Built: 1998Monthly Fee: $149 Tax: $5,274 (2025)Community: Sand Hill LaneSingle Family
Taxes:$5,274
Remarks: If you're looking for a spacious, open-floor plan home with a lot of natural light, then look no further! This 4BR/3BA pool home located in the desirable Cypresswood Golf Community, offers many unique features, including high ceilings and a large Florida Room with large open windows offering a perfect view to the pool. The primary bedroom includes an ensuite bathroom with a garden tub and walk-in shower and his & hers walk-in closets. The screened in pool patio has pool bath access which makes this great for pool days in the summer. The kitchen has all stainless steel appliances. The AC is new as of January 2026 and the solar panels are fully paid off. This golf community offers amenities including tennis courts, community pool, & fitness center. You are just minutes from shopping, dining, & Legoland! Don't wait! You don't want to miss the opportunity to make this your new home!
Listing is courtesy of: LAND SOURCE REALTY, LLC (863-508-1062)
Listing Agent: Emily Cassidy (863-604-6236)
915 MARTIN LUTHER KING BLVD NE, WINTER HAVEN, FL 33881
$199,90040 Days on yellowkey MLS ID: TB8515340
REDUCED by $5,000 (2.4%) on 07/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1602 Built: 1970 Tax: $827 (2025)Community: Lake Idyll EstatesSingle Family
Taxes:$827
Remarks: Virtually Staged. This Northeast Winter Haven home offers more of what matters in a three-bedroom, two-bath: more interior square footage, a true two-car garage, and durable concrete block and brick construction, all priced below the updated and newer-built listings nearby. At approximately 1,602 square feet, it lives larger than the comparable three-bed, two-bath houses currently on the market in the area, and it backs that space with an attached two-car garage that delivers covered parking and storage most competing listings can't match. Inside, original hardwood floors run through the main living areas and bedrooms, and a brick wood-burning fireplace gives the central living room a focal point that newer construction rarely includes. The layout connects the living, dining, and kitchen areas for easy day-to-day living, with a dedicated indoor laundry room and two full bathrooms, one featuring a double vanity. The kitchen retains solid wood cabinetry and a stainless range with genuine prep and storage space — functional as-is and an honest blank canvas for a buyer who wants to modernize on their own timeline. What sets this home apart from a typical as-is opportunity is the condition of the systems: a shingle roof less than ten years old, a new water heater, a newer furnace, and a ductless mini-split system still under warranty, with electrical and plumbing both confirmed in good working order. That combination takes the costliest unknowns off the table, so improvement dollars can go toward cosmetics rather than core infrastructure. Outdoors, the fully fenced backyard is framed by mature shade trees and finished with a poured concrete patio, all on a generous lot with room for pets, gardening, a workshop, or future outdoor living. There is no HOA and no CDD, and the home is served by city water and public sewer. The location keeps you close to Polk State College, downtown Winter Haven, the US-17 corridor, and the lakes the area is known for, with quick access to the wider Polk County market between Tampa and Orlando. For an investor, this is a clean value-add: solid block-and-brick bones, updated systems, and cosmetic scope you control. For an owner-occupant, it's the chance to own the largest, best-built three-bedroom on the block, add your own finishes, and build equity from day one.
Listing is courtesy of: SILVER DOOR REALTY LLC (954-589-0144)
Listing Agent: Michelle Paez (954-589-0144)
871 REFLECTIONS LOOP E, WINTER HAVEN, FL 33884
$213,000209 Days on yellowkey MLS ID: O6367947
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1264 Built: 2002Monthly Fee: $23 Tax: $543 (2024)Community: Reflections East Ph 02Single Family
Taxes:$543
Remarks: Under contract-accepting backup offers. Beautiful opportunity home with 3 bedrooms plus a den easily convertible into another room. The main room with its bathroom. This property is ideal for both investment and housing, located in a very quiet and pleasant area, perfect for those seeking comfort and quality of life. Very close to Legoland The property offers spacious and functional spaces, a large backyard and a comfortable environment that invites you to feel at home from the first moment. It is ideal to live comfortably, enjoy with your family and create new memories in a safe and welcoming environment. In addition, the owner is highly motivated to sell, which makes this property an opportunity that you cannot miss.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Soraya Rios Afanador (407-969-2030)
1496 33RD ST NW, WINTER HAVEN, FL 33881
$99,90019 Days on yellowkey MLS ID: TB8523172
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 720 Built: 1941 Tax: $1,496 (2025)Community: InwoodSingle Family
Taxes:$1,496
Remarks: Calling all investors, flippers, landlords, and buyers looking for an affordable property with room to add value. Home was previously rented at $1150 in the current condition and could easily bring in $1500 with completed renovations. NO SIGHT UNSEEN OFFERS!!! Situated on a generously sized lot shaded by mature trees, this charming bungalow-style home is full of potential and ready for its next chapter. As you arrive, you'll appreciate the spacious lot, long driveway, and inviting covered front porch that adds to the home's timeless appeal. A major improvement has already been completed with a newer roof installed in 2026 featuring hurricane clips, along with a newer water heater, which may help reduce homeowners insurance costs. The seller is also including two brand-new window A/C units (see photos). Inside, you'll find a functional layout featuring a living area, eat-in kitchen, two bedrooms, and one bathroom. The home offers a solid foundation for renovations and personal touches, providing an excellent opportunity to create value and maximize its potential. The home will require a new kitchen , bath, flooring, and cosmetic work. One of the property's standout features is the expansive backyard, offering plenty of room for gardening, entertaining, pets, storage, or future improvements. Large lots like this are becoming increasingly difficult to find at this price point. The lot is also mostly fenced. The property is being sold as-is and will require repairs and updates. Buyers are encouraged to independently verify the condition and functionality of all appliances and systems. If you're searching for an affordable property with a large yard, key capital improvements already completed, and excellent upside potential Conveniently located just minutes from Winter Haven's Chain of Lakes, shopping, restaurants, medical facilities, parks, downtown Winter Haven, and major transportation routes, this property provides easy access to everything Central Florida has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (813-289-1712)
Listing Agent: Christopher Copenhaver (813-786-9224)
2787 ADELINE AVE, WINTER HAVEN, FL 33881
$268,900210 Days on yellowkey MLS ID: O6367876
2 Days Off yellowkey (back on 7/14/2026)
REDUCED by $11,000 (3.9%) on 06/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1328 Built: 2025Monthly Fee: $8 Tax: $3,456 (2025)Community: Willowbrook SouthSingle Family
Taxes:$3,456
Remarks: Under Construction. The Archer II is one of our one-story floorplans features in our Willowbrook South community in Winter Haven, Florida. Take your pick between two sleek exterior options when choosing this floorplan. Inside this 3 bedroom, 2 bathroom home you’ll find 1,328 square feet of comfortable living. The open concept layout allows for seamless movement between spaces making entertaining guests a breeze. It also provides homeowners versatile design options. The kitchen features shaker-style cabinets, quartz countertops, and stainless steel appliances, which are sure to both turn heads and make meal prep easy. You’ll bever be too far from the action with the living and dining area right there. In every bedroom, besides the primary bedroom, you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom features luxury vinyl plank flooring that will be sure to stand out. It also has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity, and you also get additional privacy with a separate door for the toilet and shower. Contact us today and find your home at Willowbrook South.
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Paul King (407-519-3940)
1726 HUMMINGBIRD RD, WINTER HAVEN, FL 33884
$288,900187 Days on yellowkey MLS ID: O6372105
REDUCED by $1,000 (0.3%) on 06/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1593 Built: 2025Monthly Fee: $69 Tax: $2,606 (2025)Community: Harmony On Lake Eloise Phase 4Single Family
Taxes:$2,606
Elementary School: John Snively Elem
Remarks: Under Construction. The Astor is one of our one-story floorplans featured in Harmony at Lake Eloise in Winter Haven, Florida. With 3 exteriors to choose from, the Astor is sure to turn heads. Inside this 3 bedroom, 2 bathroom home, you’ll find 1,565 square feet of comfortable living. This home offers a two-car garage and covered porch in the rear of the home. As you enter, you're greeted with a spacious living area, coat and linen storage closets and dedicated laundry room. The kitchen located in the center of the home features quartz countertops, an island, stainless steel appliances and a pantry. You’ll never be too far from the action with the living and dining area to the immediate left and right. The primary bedroom has an attached bathroom that features a walk-in closet, double sink vanity and all the space you need to get ready in the morning. Every bedroom features carpeted floors and a closet. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. Like all homes in Harmony at Lake Eloise, the Astor includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. Contact us today and find your home at Harmony at Lake Eloise. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
4919 ST JAMES DR, WINTER HAVEN, FL 33881
$310,000Listed 07/14/2026 8:47AM MLS ID: L4963350
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1577 Built: 2010Monthly Fee: $33 Tax: $4,311 (2025)Community: St James CrossingSingle Family
Taxes:$4,311
Remarks: Welcome to this beautiful 3-bedroom, 2-bathroom waterfront home in the desirable community of Winter Haven! This home combines comfort and scenic views with a spacious, functional floor plan designed for everyday living and entertaining. Wake up to peaceful water views and enjoy relaxing evenings overlooking the tranquil waterfront from your own backyard. The primary suite provides a private retreat with an en-suite bathroom, while two additional bedrooms are flexible for family, guests, or a home office. Conveniently located near shopping, dining, schools, parks, and Winter Haven’s renowned chain of lakes, this property combines a peaceful setting with easy access to everything you need. Don’t miss the opportunity to own your own slice of waterfront paradise—schedule your private showing today!
Listing is courtesy of: LIVE FLORIDA REALTY (863-868-8905)
Listing Agent: Crystal Taylor (863-592-2612)
6 GOLFVIEW CIR NE, WINTER HAVEN, FL 33881
$324,90040 Days on yellowkey MLS ID: P4938888
REDUCED by $5,000 (1.5%) on 07/14/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1892 Built: 1958 Tax: $3,984 (2025)Community: North Lake Elbert HeightsSingle Family
Taxes:$3,984
Remarks: Great Location! NO HOA! New Roof, New AC, 3 New Bathrooms, New Front Door, New Floors etc. Next to Polk State College, Lake Elbert Walking Path, Boat Launch and only 2 miles from Downtown Winter Haven. Fresh paint inside and out. The West side of the house has its own access if you want to use the 3rd bedroom as a mother-in-law suite or rent it out privately. The house access is through the newly paved back alley with a large carport in a quiet neighborhood. It has a Large backyard and awesome neighbors. This house is a great place for a family or someone looking to enjoy the lake, walking path, quiet neighborhood or outdoors.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Keith St. Onge (863-651-1397)
129 MORNING GLORY CIR, WINTER HAVEN, FL 33884
$304,000113 Days on yellowkey MLS ID: P4938153
REDUCED by $999 (0.3%) on 07/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1888 Built: 2002Monthly Fee: $52 Tax: $3,638 (2025)Community: Morningside Ph 02Single Family
Taxes:$3,638
Remarks: New price adjustment creates an excellent opportunity to own in this sought-after community. Designed for the way you live today, this beautifully updated 3BR/2BA home offers a modern, open floor plan ideal for gathering with family, entertaining friends and great for enjoying relaxed backyard barbecues. Built in 2002, offering just under 1900 square feet of comfortable living space. Topped with a long-lasting, low maintenance tile roof designed for lasting durability, this home is ideally positioned with no direct neighbors-backing up to peaceful green space for added privacy. Thoughtfully updated with numerous recent improvements, providing peace of mind for the next owner. Major upgrades include new HVAC system (2023), hot water heater (2025), new flooring throughout (2025), freshly painted, complemented by new ceiling fans, light fixtures and hardware throughout. While functionality has been enhanced inside recent upgrades outside include irrigation improvements (2023), a garden sump pump (2026) and exterior paint just completed, offering even more value and curb appeal. Enjoy resort-style living in this gated community featuring a heated pool, spa, tennis/pickleball courts and Community Clubhouse. Residents also have access to a private boat ramp and dock-perfect for fishing or taking in breathtaking sunsets on Lake Winterset. Winter Haven is a vibrant and growing lakeside city known for its Chain of Lakes lifestyle, charming downtown with weekend farmers market and ski shows. Winter Haven is also home to attractions like LEGOLAND Florida Resort and Peppa Pig-offering the perfect balance of relaxation, recreation and convenience to Lakeland/Tampa, Orlando, major airports and both coasts. The perfect place to call home!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Laurie Nock (937-218-0031)
6280 BOTTICELLA BLVD, WINTER HAVEN, FL 33884
$289,4905 Days on yellowkey MLS ID: O6423812
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2112 Built: 2026Monthly Fee: $53 Tax: $32 (2025)Community: Villa Mar 40'SSingle Family
Taxes:$32
Elementary School: Pinewood Elem
Remarks: Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. 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)
5 MOONLIGHT LN, WINTER HAVEN, FL 33884
$215,000Listed 07/13/2026 10:38PM MLS ID: P4939307
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 952 Built: 1973 Tax: $1,637 (2025)Community: Haven Grove ManorSingle Family
Taxes:$1,637
Elementary School: Garden Grove Elem
Remarks: Welcome to 5 Moonlight Lane in Winter Haven, Florida! This charming 2-bedroom, 2-bath home offers 952 square feet of comfortable living space with 1,304 total square feet under roof. This home features a functional layout with inviting living area, a covered back porch perfect for relaxing or entertaining, and a storage shed providing additional outdoor storage and a spacious backyard offering room to enjoy outdoor activities, gardening, or gatherings. Enjoy the benefits of no HOA and no CDD fees while living in a convenient Winter haven location near shopping, dining, schools, and everyday amenities. This home is also just minutes from LEGOLAND Florida Resort and other local attractions. Conveniently located between Orlando and Tampa. Whether you are looking for a primary residence, seasonal home, or investment opportunity, this property offers comfort, convenience, and the opportunity to enjoy the Florida lifestyle.
Listing Agent: Alicia Davis (863-508-3000)
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