Location: Winter Haven
Do Not Show Listings
5197 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884
$340,000182 Days on yellowkey MLS ID: P4937220
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1677 Built: 2016Monthly Fee: $5 Tax: $2,785 (2024)Community: Lake Ashton West Ph 01Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,785
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Don't miss out on this opportunity to reside in a home located on the WEST golf course in Lake Ashton. FURNITURE AVAILABLE! GOLF CART INCLUDED! WASHER/DRYER INCLUDED! This Callaway Floor plan with NEW A/C (December 2025) is a "Green" home with 2 Bedrooms, 2 Baths, Plus a FLEX ROOM. This home has over 1,660 sq. ft. of living space. Located on the 17th Fairway of the West Golf Course in Lake Ashton, a guard-gated Florida 55+ community, this home offers a Split Plan. The kitchen package features a spacious dinette area, granite counter tops, stainless steel appliances, 42" cabinets and breakfast bar. The foyer with high ceiling is welcoming and is a passage to the laundry room and 2nd bedroom. The laundry room is directly to your left and to your right is a hallway with 2 linen closets that leads to the 2nd bedroom and Guest Bath. The laundry room is accessible from the foyer and the garage. The living room, kitchen and dinette are centrally located in this home- OPEN & SPACIOUS. The Den/Office is directly off the living room and is currently being used as a bedroom. There are triple sliders in the living room that separate the screened and covered lanai with tile floor. The primary suite with large walk in closet includes a master bath with dual sinks and a comfort height vanity, walk in shower and separate water closet with window. Other upgrades in this home include tile flooring in the Living Areas (Bedrooms are carpeted), water softener, ceiling fans, screened entryway, automatic screen on the garage door. Lake Ashton offers a Main Clubhouse with a theater, bowling lanes, card, craft and billiard rooms, fitness center, restaurant (Charm City), and outdoor heated pool. Residents also enjoy tennis courts, shuffleboard courts, Bocce and planned activities in the community. There is a Health and Fitness Center with an indoor heated lap pool, 1/2 basketball, indoor racquetball, pickle ball courts and MORE... Make an appointment to tour this home and Lake Ashton TODAY!
Listing is courtesy of: LAKE ASHTON REALTY INC. (863-221-5970)
Listing Agent: Lori Raath (863-409-6899)
1382 SALISBURY DR, WINTER HAVEN, FL 33881
$319,90073 Days on yellowkey MLS ID: P4938331
REDUCED by $5,000 (1.5%) on 06/06/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1764 Built: 2014Monthly Fee: $38 Tax: $2,866 (2025)Community: Dundee StationSingle Family
Taxes:$2,866
Tax Year: 2025
Remarks: ***SELLER'S ARE VERY MOTIVATED DUE TO JOB TRANSFER***Welcome to this updated 4-bedroom, 2.5 bath Winter Haven home! This home offers modern living, featuring new flooring, appliances, new windows with pull-out panes for easy access and cleaning along with new Plantation Shutters on all windows! You will also enjoy the stylish bathroom/kitchen renovations featuring in the kitchen beautiful backsplash and new pantry door, new tile in guest bath and new shower in primary bathroom! Centrally located near Legoland, shopping, and all your medical facilities, the property includes a new fenced back yard and new storage shed, HOA/City approved.
Listing is courtesy of: STACEY TOWNS REALTY LLC (863-422-1585)
Listing Agent: Cathy Stripling (863-422-1585)
373 LAKE DAISY CIR, WINTER HAVEN, FL 33884
$215,000192 Days on yellowkey MLS ID: L4957732
1 Days Off yellowkey (back on 6/6/2026)
REDUCED by $10,000 (4.4%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1391 Built: 1990 Tax: $3,356 (2025)Community: Lake Daisy EstatesSpa: NoSingle Family
Taxes:$3,356
Elementary School: Garden Grove Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Under contract-accepting backup offers. MOTIVATED SELLERS...OPPORTUNITY KNOCKS ON THIS SPACIOUS & AFFORDABLE 3 Bedroom/2 Bath Home in the heart of SE Winter Haven located in Lake Daisy Estates is ready for you & your family!!! NO HOA or CDD in this established neighborhood that is within 3 miles of LEGOLAND and close to multiple restaurants, shopping, & parks. The natural light fills each room of the home. Open floor plan with split bedrooms. You'll love the large open backyard that is fully fenced. Newer roof (2023). Schedule a tour today!!!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Cheryl Brewer (863-224-0045)
326 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881
$359,000221 Days on yellowkey MLS ID: S5137744
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2696 Built: 2021Monthly Fee: $200 Tax: $8,499 (2024)Community: Lucerne Park ReserveSingle Family
Taxes:$8,499
Remarks: One or more photo(s) has been virtually staged. Welcome to this stunning two-story home located in the heart of Winter Haven! Built in 2021, this spacious 4-bedroom, 2.5-bath residence offers 2,696 sq. ft. of living space designed for modern comfort and style. The open floor plan features a bright and inviting living area, perfect for gatherings and entertaining. The kitchen boasts ample cabinetry and counter space, ideal for the home chef. Upstairs, the generously sized bedrooms provide plenty of room for everyone. The property also features a recently repaired roof for peace of mind. Conveniently located near schools, shopping, dining, and major highways, this home combines contemporary living with an unbeatable location. Don’t miss the opportunity to make this beautiful home yours!
Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)
Listing Agent: David Gonzalez Martell, Pa (407-760-0792)
423 MAJESTIC GARDENS BLVD, WINTER HAVEN, FL 33880
$319,50032 Days on yellowkey MLS ID: TB8508845
REDUCED by $5,500 (1.7%) on 06/06/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1941 Built: 2006Monthly Fee: $29 Tax: $2,729 (2025)Community: Gardens Ph 01Spa: NoSingle Family
Taxes:$2,729
Elementary School: Pinewood Elem
High School: Lake Region High
Remarks: Welcome to this spacious home Located in the gated community of The Gardens, this spacious 4-bedroom, 2-bath home offers an open layout designed for comfortable living and entertaining. The large primary suite features a tray ceiling, two walk-in closets, dual sinks, a tile shower, and a garden tub. Step outside to enjoy a generous backyard with an outdoor kitchen/BBQ area, above-ground pool, storage shed, and plenty of room to relax or entertain.
Listing is courtesy of: ORCHARD BROKERAGE, LLC (844-515-9880)
Listing Agent: Ray Garza (407-607-9382)
1709 TEAGAN LN, WINTER HAVEN, FL 33884
$250,00026 Days on yellowkey MLS ID: O6409550
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1060 Built: 2024Monthly Fee: $78 Tax: $5,619 (2025)Community: Peace Creek Reserve 40'SSingle Family
Taxes:$5,619
Elementary School: Wahneta Elem
Middle School: Westwood Middle
Remarks: One or more photo(s) has been virtually staged. Experience modern Florida living in this recent construction 2024 build, located in the serene Peace Creek Reserve community of Winter Haven. Perfectly suited for a first time homebuyer or anyone looking to transition into a more manageable, contemporary space, this haven offers both style and convenience. The home’s curb appeal is defined by its clean, modern lines and manicured landscaping. Situated on a quiet street, this property provides a retreat from the hustle and bustle. The backyard offers a blank canvas, perfect for weekend gardening or creating your own outdoor sanctuary. Step inside to find an expansive main living area where the kitchen, dining, and family rooms flow together seamlessly. The vaulted ceilings and tile flooring create an airy atmosphere that feels much larger than its footprint. The windows invite natural light to bounce off the walls, enhancing the bright and inviting feel of the home. The modern kitchen is a chef’s delight, featuring a large peninsula with breakfast bar seating, solid surface countertops, and sleek stainless steel appliances. Whether you are hosting a dinner party in the adjacent dining area or keeping an eye on the family while preparing a meal, this open layout ensures you are always part of the conversation. The home features three well appointed bedrooms designed for rest and relaxation. The primary suite offers direct access to the backyard and a spacious walk in closet. It shares a stylishly updated bathroom with the hallway, which features a modern glass enclosed shower with elegant tile work and a spacious vanity. A second bedroom also includes a walk in closet, providing ample storage. For added convenience, the home is equipped with a dedicated laundry closet complete with a stackable washer and dryer, as well as an attached one car garage. Residents of Peace Creek Reserve enjoy premium community amenities, including a sparkling resort style pool and a vibrant playground, along with picnic areas. Beyond the community gates, you are in the heart of the "Chain of Lakes" city. You’ll be just minutes away from world class attractions like LEGOLAND Florida Resort and the Peppa Pig Theme Park. Outdoor enthusiasts will love the proximity to over 26 linked lakes, perfect for boating, fishing, and kayaking. Commuting is a breeze with easy access to highway 27 and I-4, placing you just 30 miles from the magic of Walt Disney World. Experience every detail of this modern turn-key home through the immersive 3D virtual tour, and schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Joel Marrero (407-883-1515)
108 LAKE REGION BLVD N, WINTER HAVEN, FL 33881
$425,000194 Days on yellowkey MLS ID: L4957549
REDUCED by $14,000 (3.2%) on 04/13/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2495 Built: 1996Monthly Fee: $85 Tax: $3,479 (2025)Community: Gates Of Lake RegionSingle Family
Taxes:$3,479
Elementary School: Elbert Elem
Remarks: Located within the highly desirable gated community of The Gates of Lake Region, this beautifully maintained neighborhood is known for its picturesque brick-walled entrance, lush mature landscaping, tranquil ponds with fountains, and pride of ownership throughout. Unlike larger developments, The Gates of Lake Region offers a warm, neighborly atmosphere where residents enjoy quiet streets, manicured lawns, quality-built homes, and a true sense of community. This spacious 2,500-square-foot residence was originally constructed as a builder's model home and showcases numerous upgrades and architectural details throughout. Built with high-efficiency Ytong concrete block construction, the home offers superior sound reduction, enhanced structural performance, and meaningful energy savings. The elegant floor plan features 4 spacious bedrooms (one currently utilized as an office), 2 full bathrooms, and 1 half bath. Refined interior finishes include crown molding, oversized custom doors, handcrafted double entry doors, custom cabinetry, ceiling fans, a jetted tub in the primary suite, and a generously sized laundry room. Mature landscaping and a covered front entry create an inviting first impression. Inside, the foyer opens to formal living and dining areas accented by soaring ceilings and detailed trim work, providing an elegant setting for both everyday living and entertaining. The well-appointed kitchen offers abundant cabinetry, solid-surface countertops, a closet pantry, and a bright breakfast nook overlooking the screened lanai and private brick-walled backyard. The comfortable family room is centered around a granite-faced gas fireplace that adds warmth and character. A desirable split-bedroom layout provides privacy for the primary suite, which features a spacious walk-in closet, soaking tub, and tiled walk-in shower. The guest wing includes two additional bedrooms with generous closet space and convenient access to the guest bath. Outdoor living is equally inviting with a large screened lanai, mature tropical landscaping, and a private brick-walled backyard designed for relaxation and enjoyment. Additional features include an oversized two-car garage, natural gas water heater, irrigation system, and an efficient interior laundry room with additional storage. Residents of The Gates of Lake Region enjoy a peaceful setting surrounded by scenic ponds, decorative fountains, and beautifully maintained common areas, all while being just minutes from the Winter Haven Chain of Lakes, several golf courses, the Country Club of Winter Haven, medical facilities, shopping, dining, and Downtown Winter Haven. A new Publix is also planned nearby for added convenience. Orlando, Tampa, international airports, and both Florida coasts are all within easy driving distance. If you're searching for a community that combines timeless charm, quality homes, beautiful surroundings, and a genuine neighborhood feel, The Gates of Lake Region is a place you'll be proud to call home.
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Michael Stone (863-412-9733)
7 LAKE ARROWHEAD DR, WINTER HAVEN, FL 33880
$750,00010 Days on yellowkey MLS ID: P4938946
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2056 Built: 1982 Tax: $2,510 (2025)Community: NoneSingle Family
Taxes:$2,510
Remarks: EXECUTIVE POOL HOME SITUATED ON 2.39 ACRES HORSE FARM. 4 BEDROOMS, 3 BATHS, including 2 barns. Well built and maintained barn with 4 stalls, tack room and hay and feed room. Additional barn with two overhead doors for tractors and equipment as well as workshop. Both barns have metal roofs. Seller currently has a horse and donkey on the property. Property is beautifully landscaped with an abundance of tropical plants under large spreading oak trees. Plenty of parking spaces for your recreational vehicles and toys. This beautiful home has been meticulously maintained thru out the years with lots of upgrades. Wood look tile throughout, salt water inground pool overlooks the pasture. Stone fireplace welcomes you into the family room. Large gourmet kitchen with lots of room for the family cooks. Two master suites or use one for an in-law suite. House roof is shingle and was replaced in 2017 and AC is 3-4 years old. This property is one of a kind and hard to find so convenient to Winter Haven and Lakeland. These properties rarely come on the market so don’t wait to see this one.
Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
Listing Agent: Sharon Watson (863-557-4800)
4656 MAGNOLIA PRESERVE LOOP, WINTER HAVEN, FL 33880
$309,90081 Days on yellowkey MLS ID: L4960603
REDUCED by $5,000 (1.6%) on 06/06/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2038 Built: 2007Monthly Fee: $32 Tax: $4,387 (2025)Community: Magnolia PreserveSingle Family
Taxes:$4,387
Elementary School: Eagle Lake Elem
Remarks: Completely renovated and move in-ready Large 4 bedroom, 2 bathroom house awaits your family! On a desirable corner lot, in a quiet neighborhood. New Roof, New Paint, New Flooring all through the house, New Stainless Steel Appliances, New Kitchen Faucet, Like a New Home!! Master Bath has a walk in closet and Garden Tub and Seperate Shower with a Seat. This home offeres a Separate Dining area and a Office or Playroom. Close to the new Polk Parkway extension, so travel to schools, shopping, restaurants and entertainment is super convenient. Great school district and priced to sell quickly. Call today for a showing!
Listing is courtesy of: AVERY PROPERTIES INC. (863-682-1902)
Listing Agent: Anne Greenhow (863-698-4562)
4000 OAK PRESERVE DR, WINTER HAVEN, FL 33880
$309,9009 Days on yellowkey MLS ID: L4962513
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1901 Built: 2006Monthly Fee: $20 Tax: $1,874 (2025)Community: Oak Preserve Ph 01Spa: NoSingle Family
Taxes:$1,874
Remarks: Welcome to this spacious 3-bedroom, 2-bath home with a dedicated office/flex room in the Oak Preserve neighborhood of Winter Haven. Offering a popular split-bedroom floor plan, generously sized rooms, an open-concept layout, and attached two-car garage, this home provides the space and flexibility today's buyers are looking for. The kitchen serves as the heart of the home, featuring abundant cabinet and counter space, two pantries, a breakfast bar, and a large dining nook with room for a full-sized table and chairs. The kitchen flows seamlessly into the living room and formal dining area, creating an ideal setup for entertaining guests, hosting holidays, or simply enjoying everyday life. The private primary suite offers a spacious retreat with a large walk-in closet and an ensuite bath featuring dual sinks, a soaking tub, and a separate shower. Two additional bedrooms and a generously sized office/den provide plenty of room for family, guests, remote work, hobbies, or a playroom. Outside, the fenced backyard offers privacy and space to enjoy the Florida lifestyle. A standout feature of the property is the detached 10' x 20' workshop complete with electricity and its own mini-split air conditioning system. Whether you need a workshop, home gym, studio, storage space, or a place to pursue your hobbies, this versatile building provides endless functionality. The home has been well maintained, and the sellers plan to install a new roof prior to closing, providing added value and peace of mind for the future owner. The yard is ready for a fresh landscaping vision, creating an opportunity to personalize the outdoor space and enhance the home's curb appeal. Conveniently located near shopping, dining, medical facilities, schools, and major roadways, this Winter Haven home combines a functional floor plan, flexible living spaces, a fenced yard, detached workshop, and an excellent location. If you've been searching for a move-in ready home with space to spread out and room to make it your own, this property deserves a closer look.
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: Lindsey Haubner (863-640-1181)
3742 FIELDSTONE CIR, WINTER HAVEN, FL 33881
$300,00010 Days on yellowkey MLS ID: L4962401
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1919 Built: 2016Monthly Fee: $36 Tax: $4,631 (2025)Community: Country Club EstatesSingle Family
Taxes:$4,631
Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bath home offering 1,919 square feet of comfortable living space in the well-kept community of Country Club Estates of Winter Haven. Lovingly cared for as a second home, this residence shows pride of ownership throughout and is truly move-in ready. The spacious floor plan provides plenty of room for everyday living and entertaining, while the extended screened rear patio creates the perfect setting to relax, enjoy your morning coffee, or unwind after a long day while taking in the peaceful surroundings. One of the property's most desirable features is its private backyard setting with no rear neighbors. The vacant parcel directly behind the home is designated for drainage and retention and is not slated for future development, providing added privacy and open views (buyer to verify with Polk County). Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this well-kept home offers comfort, privacy, and a fantastic Winter Haven location. Don't miss your opportunity to make it yours today!
Listing Agent: Brandy Duncan (863-585-6849)
913 EAGLE ROCK TER, WINTER HAVEN, FL 33880
$289,500262 Days on yellowkey MLS ID: L4956167
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1728 Built: 2022Monthly Fee: $40 Tax: $4,672 (2024)Community: Eagle Lndg Ph IbSpa: NoSingle Family
Taxes:$4,672
Remarks: Welcome to this stylish and energy-conscious 4-bedroom, 2-bath home located in the highly desirable Eagles Landing Community, located in beautiful Winterhaven Florida. Built just three years ago, this home offers a spacious open-concept floor plan that’s perfect for both everyday living and entertaining. The large windows throughout the home allow for an abundance of natural light, creating a warm and inviting atmosphere. The heart of the home features a modern kitchen that flows seamlessly into the dining and living areas, creating a bright and welcoming space. The primary suite includes a generous en-suite bathroom, while three additional bedrooms that offer plenty of room for family, guests, or a home office. One of the standout features of this home is the solar panels. These solar panels not only reduce energy costs but also contribute to a more sustainable lifestyle. You'll have the opportunity to benefit from lower energy bills and a reduced carbon footprint while enjoying the modern amenities of this home. Another feature of this beautiful home is the water filtration system, which provides clean and healthy water for you and your family. This added convenience ensures that you can enjoy fresh purified water right from your tap Outside, you'll find a well-maintained yard, perfect for enjoying the Florida weather. While the home does offer a comfortable and inviting space to call home. Additionally, there’s ample room for installing a luxurious underground pool to enjoy the delightful Florida Climate. Plus, the backyard is partially fenced for added privacy and security. Great for First Time Homebuyers, Vacation Home or Investment Property Don't miss the chance to make this wonderful property in Winterhaven, Florida your new home. Also with easy access to shopping, dining, and local attractions.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Deana Lainhart (239-289-1195)
2518 14TH CT SE, WINTER HAVEN, FL 33884
$239,00066 Days on yellowkey MLS ID: L4961012
0 Days Off yellowkey (back on 6/5/2026)
INCREASED by $30,000 (14.4%) on 06/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1806 Built: 1970 Tax: $1,875 (2025)Community: South Roy ShoresSingle Family
Taxes:$1,875
Remarks: Under contract-accepting backup offers. It's all about Location! Nestled in between Lake Roy and Lake Summit! Welcome home! The living room and dining area wrap around the kitchen. New Island with breakfast bar that sits 6! The eat in nook area and doors to step out to the screened room and shady backyard, a perfect spot for reading, napping and relaxing. The Primary bedroom is of nice size and the two additional bedrooms are down the hall and have ample closet space. The Inside Utility has access to the side breezeway and the garage. Endless possibilities! Need a seasonal home instead of renting or investment property? This is it! This home's location can’t be beat in the beautiful center of Winter Haven known for the Chain of Lakes for fishing, boating and water sports, Legoland, Shopping, Dining in beautiful Winter Haven. Easy commute to Central Florida Attractions! Call today for more details and showing!
Listing Agent: Tina Heim, Pa (863-370-1786)
357 SQUIRES GROVE DR, WINTER HAVEN, FL 33880
$250,00083 Days on yellowkey MLS ID: O6392892
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1616 Built: 2008Monthly Fee: $62 Tax: $4,069 (2025)Community: Squires GroveSingle Family
Taxes:$4,069
Remarks: Stunning 3-Bedroom, 2-Bath Home – Move-In Ready! Welcome to this move-in ready home in a prime location! Boasting a spacious and open floor plan, this 3-bedroom, 2-bathroom gem offers the perfect blend of comfort and style. Enjoy An extra-large back patio for these summer evening BBQ's! The well-appointed kitchen features stainless steel appliances, a convenient breakfast bar, a closet pantry, and ceramic tile flooring, all complemented by a cozy breakfast nook. With both a large living room and a separate family room, there’s ample space for relaxing and entertaining. The versatile living/dining room combo offers a seamless flow for hosting guests. Enjoy the privacy and tranquility of the split-bedroom design, with the expansive master suite serving as your personal retreat. The primary bath is a true highlight, featuring a dual vanity, walk-in closet, and a relaxing garden tub—perfect for unwinding after a long day. Key Features: Bright and open floor plan with plenty of natural light Large primary suite with luxurious en-suite bath Spacious living and family rooms for flexible living Well-equipped kitchen with modern stainless steel appliances Great location with easy access to both Tampa and Lakeland All of this at an incredible price! Don’t miss your chance to call this home yours. Call today to schedule your private showing!
Listing is courtesy of: CITRAVEST MANAGEMENT LLC (407-495-4744)
Listing Agent: Lesley Guarino (315-783-4744)
29 GOLF VIEW CIR NE, WINTER HAVEN, FL 33881
$300,000193 Days on yellowkey MLS ID: TB8453876
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1604 Built: 1962 Tax: $4,496 (2024)Community: North Lake Elbert HeightsSingle Family
Taxes:$4,496
Remarks: Short Sale. We are in the process of getting a short sale approved. So expect delays. Welcome to 29 Golfview Circle NE, a beautifully modernized Winter Haven property offering a rare combination of charm, flexibility, and income-producing potential. The main residence features 3 bedrooms and 2 baths with an open, inviting layout that includes spacious living and dining areas, stainless steel appliances, and a comfortable primary suite with a walk-in closet. Enjoy outdoor living from the covered front porch, the screened back patio, and the fully fenced yard. Additional updates— including a 2021 roof and numerous interior improvements—add peace of mind and long-term value. What truly sets this property apart is the detached 1BR/1BA guest house, completed in 2022 and designed as an ideal in-law suite or rental unit. This private space features polished concrete floors, a sleek updated kitchen, a modern bathroom with a large walk-in shower, an oversized closet with washer/dryer hookups, stainless steel appliances, its own fenced yard, and dedicated parking. Together, both structures offer approximately 2,228 sq. ft. of combined living space and 2,573 sq. ft. total under roof. Located on a corner lot directly across from Polk State College, this home delivers outstanding convenience with exceptional versatility—perfect for multigenerational living, additional income, or both. Opportunities like this are hard to find. Come see everything this remarkable property has to offer!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Chris Sakamoto (904-200-7535)
2108 CARTGATE LN, WINTER HAVEN, FL 33884
$310,00017 Days on yellowkey MLS ID: P4938873
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1961 Built: 2023Monthly Fee: $18 Tax: $6,185 (2025)Community: Villamar Ph 3Spa: NoSingle Family
Taxes:$6,185
Elementary School: Chain O Lakes Elem
Middle School: McLaughlin Academy Of Excellence
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3-bedroom, 2-bathroom home located in the desirable Winter Haven area! This move-in ready property offers a perfect blend of comfort, style, and modern updates throughout. From the moment you step inside, you’ll notice the upgraded accent wall paneling featured in the foyer, dining room, and spacious primary bedroom, adding warmth and custom character to the home. The dining room and foyer have also been enhanced with updated light fixtures that provide a fresh, elegant touch. Pride of ownership is evident throughout, as this home has been exceptionally well maintained and cared for. With inviting living spaces, a functional layout, and tasteful upgrades, this home is ideal for both relaxing and entertaining. Conveniently located near shopping, dining, schools, and major roadways, this property combines comfort and convenience in one attractive package. Don’t miss your opportunity to own this charming Winter Haven home — schedule your private showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Matt Everett (231-563-3176)
1580 LEAMINGTON LN, WINTER HAVEN, FL 33884
$294,366583 Days on yellowkey MLS ID: L4948737
4 Days Off yellowkey (back on 6/5/2026)
REDUCED by $5,000 (1.7%) on 05/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 2025Monthly Fee: $15 Tax: $813 (2025)Community: VillamarSingle Family
Taxes:$813
High School: Lake Gibson High
Remarks: Under Construction. This single history home features 4 bedrooms and 3 baths. This Home begins with a two-story foyer opening up to the spacious first floor living spaces. The kitchen shines with abundant counter space and an island perfect for entertaining, Upstairs, you will find all four bedrooms and the designated laundry room. CUSTOM EXTERIOR includes 30-year mildew resistant dimensional shingles Cementitious masonry finish walls & gables, Termite treated with Bora care-renewable after 1st year Designer paint schemes Two convenient garden hose bibs, Dead bolt locks on all exterior doors, Low maintenance aluminum fascia and vinyl soffit Professionally landscaped yards, two exterior weatherproof electrical outlets, Insulated, fiberglass front & rear doors, Decorative coach lights on garage and front entry. EXCEPTIONAL INTERIOR includes Stain resistant designer carpet, Recessed LED lighting in kitchen & family room, Level 1 tile standard in kitchen, laundry, foyer, and bathrooms Prewire for ceiling fan and 4 LED discs in family room, Pre-wiring for ceiling fans in all bedrooms with dual switches LED Disc, with rocker switches in all bedrooms, Doorbell chimes and protective smoke detectors Knock down texture on all interior walls and ceiling, Generous walk in closets with ventilated shelving,6 TV/Cable jacks or phone jacks, Vaulted ceilings, Wood Window Sills Brushed nickel hinges, fixtures and door knobs Indoor laundry room, Upgraded 5 1/4 baseboards throughout,5 panel smooth finish interior doors with brushed nickel, lever door handles, Garage door opener prewire, Two tone Interior paint package 220-volt dryer outlet Custom cased openings, GOURMET KITCHEN includes Designer recessed lighting Custom wood cabinets with adjustable shelves Included 36” upper cabinets with crown molding and custom bump out Stainless steel double bowl sink. Single lever brushed nickel faucet with pull out sprayer, Energy efficient multi-cycle dishwasher, Smooth top stove with self-cleaning feature, Space saver microwave above the range, Ice maker connection Spacious pantry with ventilated shelving. LUXURY BATH AREA includes Easy care garden tub/shower combination in master bath, Elongated toilets, Pull out drawers in most cabinets, Dual rectangle sinks, Upgraded brushed nickel faucets ENERGY EFFICIENCY includes Double pane insulated windows with tilt-in sash for easy cleaning, Energy efficient Whirlpool appliance package,R-38 ceiling insulation, Continuous soffit attic ventilation, Off ridge roof ventilation,15 SEER Heat Pump with digital thermostat Low volume flush toilets CONSTRUCTION QUALITY includes Interior wood studs 16” on center, Professionally engineered roof truss system, Fiber reinforced concrete slabs with vapor barrier 200 AMP service, Engineered to meet or exceed all wind codes 50-gallon water heater, Finished garage interiors Concrete, block construction ,Tax built-in pest control system(tubes in wall) This community is only a short, 10-minute drive to downtown and less than 5 minutes to shopping, schools, and more! Winter Haven is perfectly situated in the middle of Tampa and Orlando, each of which is only an hour's drive away. Villa Mar is perfect for those seeking vacation amenities alongside neighborhood conveniences. Winter Haven is home to Legoland Florida, Willowbrook Golf Course, and Auburndale Speedway. Within Villa Mar itself, there will be many amenities to suit whatever stage of life your family is in.
Listing is courtesy of: ADAMS HOMES REALTY (863-619-8120)
Listing Agent: Claudia Gutierrez Alvarez (602-800-4341)
140 1ST ST, WINTER HAVEN, FL 33880
$294,90094 Days on yellowkey MLS ID: TB8484176
REDUCED by $5,000 (1.7%) on 06/05/2026
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. PRICE REDUCED $9,600 FOR QUICK SALE !!!!!!!! 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 Agent: Juan Carrion (863-581-6028)
104 AVENUE K AVE NE, WINTER HAVEN, FL 33881
$209,000327 Days on yellowkey MLS ID: P4935577
REDUCED by $8,000 (3.7%) on 04/14/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1190 Built: 1946 Tax: $1,783 (2024)Community: Silvercrest AddSingle Family
Taxes:$1,783
Remarks: SELLER MOTIVATED. MAKE OFFER! Looking for an affordable, move-in ready home under $250k with a fenced yard and no HOA in central Winter Haven? This updated 3-bedroom, 1-bath concrete block home offers 1,191+ square feet of easy living—plus a bright Florida bonus room and a private backyard that's fully fenced, perfect for pets, gardening, or relaxing outdoors. Inside, you'll find a modern kitchen with granite countertops, stainless steel appliances, open shelving, and deep teal subway tile that pops. The layout is open and airy with luxury vinyl plank floors, fresh paint, and natural light throughout. Major updates are already done for you—new roof (2023), updated electrical and panel (2023), PVC plumbing (2025), and a new tankless water heater (2025). There's also a detached shed with laundry and extra storage, plus room to park a boat, RV, or trailer—no HOA rules to worry about. Located across from public lakes and close to downtown Winter Haven, the Winter Haven Hospital, Polk State College, parks, trails, and transit, this home makes it easy to live, work, and play in one of the most walkable parts of town. If you've been searching for a 3-bed home with updates and a fenced yard near the heart of Winter Haven, 104 Avenue K NE is ready to welcome you home.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: April Spaulding (863-866-1044)
1716 TERRY CIR NE, WINTER HAVEN, FL 33881
$270,00013 Days on yellowkey MLS ID: S5150876
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1065 Built: 1989 Tax: $3,382 (2025)Community: Buckeye HavenSingle Family
Taxes:$3,382
Remarks: Welcome to 1716 Terry Circle NE, Winter Haven, FL 33881, a beautifully maintained and fully furnished home offering the perfect blend of comfort, convenience, and investment potential. This move-in-ready property features ceramic tile flooring throughout, updated bathrooms, and a bright, open floor plan with spacious living and dining areas that flow seamlessly into a large kitchen with breakfast bar seating and all stainless steel appliances included. The thoughtfully designed layout provides privacy for the primary bedroom, separating it from the additional bedrooms to create a peaceful retreat. Tasteful furnishings and décor are included, making this a truly turnkey opportunity for homeowners, seasonal residents, or investors alike. The neutral color palette, abundant natural light, and functional layout create a warm and inviting atmosphere ideal for everyday living or entertaining guests. Adding to the home's value and peace of mind is a roof that is only five years old. One of the property's most attractive features is the absence of HOA fees and restrictions, offering greater flexibility and freedom for the new owner. Conveniently located in the heart of Winter Haven, the property is just minutes from LEGOLAND Florida Resort and Peppa Pig Theme Park Florida, making it an excellent choice for vacation home buyers and visitors. Residents will also enjoy easy access to the Winter Haven Chain of Lakes, offering endless opportunities for boating, fishing, and outdoor recreation. Nearby shopping, dining, schools, medical facilities, and the vibrant downtown district provide everything needed for comfortable Florida living. With convenient access to major highways connecting Orlando and Tampa, this fully furnished home presents a rare opportunity to own a turnkey property in one of Central Florida’s fastest-growing and most desirable locations. Showings will begin next week, so don't miss your chance to explore all that this exceptional home has to offer and schedule your private tour today.
Listing is courtesy of: EXIT REALTY 4CORNERS (863-344-3948)
Listing Agent: Carlos Dejesus (407-818-6868)
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