Location: Winter Haven
Do Not Show Listings
2519 AVENUE E SW, WINTER HAVEN, FL 33880
$309,000128 Days on yellowkey MLS ID: TB8458652
REDUCED by $3,000 (1.0%) on 04/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1675 Built: 2025 Tax: $310 (2024)Community: West Winter HavenSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$310
Elementary School: Inwood Elem
High School: Winter Haven Senior
Tax Year: 2024
Middle School: Westwood Middle
Remarks: NO HOA | NO CDD | Move-in ready! Hi there! - I’m 2519 Avenue E SW, but you can call me home. I’m a new construction block home with 3 bedrooms, 2 bathrooms, and 2,063 sq ft of thoughtfully designed living space — plus a 2-car garage and NO HOA or CDD, giving you more freedom and affordability. I was built with comfort and style in mind. My high ceilings and large windows fill every room with natural light, creating a bright and welcoming atmosphere. My open-concept layout makes it easy to gather, entertain, and enjoy everyday living. My kitchen is one of my favorite features — a beautiful island space with granite countertops, stainless steel appliances, and plenty of cabinet storage, perfect for cooking, hosting, and making memories. When it’s time to unwind, my primary suite offers a peaceful retreat with a spacious bathroom, double vanity, elegant finishes, and a walk-in closet ready for you to make your own. I also have a dedicated laundry room, ceiling fans, and wood flooring throughout for added comfort and convenience. I’m located in a growing area of Winter Haven, just minutes from shopping, dining, parks, and major highways, making everyday living easy and connected. I’m move-in ready and excited to meet my new owners. Come take a look — I think we might be the perfect fi!
Listing is courtesy of: SIVEN PREMIER REAL ESTATE (813-419-7009)
Listing Agent: Fanta Traore (863-282-9602)
23 OAKWOOD RD, WINTER HAVEN, FL 33880
$574,900Listed 05/01/2026 3:47PM MLS ID: L4961490
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2125 Built: 1994 Tax: $5,836 (2025)Community: N/ASingle Family
Taxes:$5,836
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Need space? This private gated 2.38-acre Winter Haven property with NO HOA offers room to live, play, and grow—bring your RV, boat, ATV, and all your toys. Set well back from the road behind a remote-operated gated entry, this property delivers the privacy and convenience buyers are actively searching for in Winter Haven and throughout Polk County. The fully fenced acreage gives you the freedom to create the lifestyle you want—whether it’s kids playing football or volleyball, evenings around a fire-pit, playground, space for a future pool, or planting your own fruit trees and garden. Inside, the home features an open floor plan with a desirable split-bedroom layout, offering both functionality and comfort. Enjoy formal living and dining spaces for hosting, plus a spacious family room that flows into the kitchen—perfect for everyday living and gatherings. The kitchen is equipped with abundant cabinetry, hardwood flooring, a breakfast bar overlooking your private backyard. The owner’s suite is a peaceful retreat, featuring French doors leading to the screened back porch, a large walk-in closet, and a spa-style bathroom with soaking tub and separate shower. A flexible fourth bedroom near the primary suite provides the ideal space for a home office, nursery, or hobby room. Step outside and experience true Florida living from your 42’ covered front porch or 34’ screened back porch, surrounded by mature trees and open space. This property offers the perfect balance of cleared land for activities and wooded areas for added privacy. Additional features include: * Remote-operated gate for easy access and security * New roof in 2023 * Side-entry 2-car garage + metal carport * Inside laundry room * Well for irrigation & water softener * High and dry acreage *New AC, Well Pump & Water Heater in 2018 *Septic Pumped 2026 Located just minutes from the Polk Parkway, with convenient access to Lakeland, Tampa, and Orlando, this home combines privacy, land, and accessibility—a rare opportunity in today’s market. If you’ve been searching for a gated acreage property in Winter Haven with no HOA and true outdoor living potential, this one checks all the boxes.
Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)
Listing Agent: Kimberly Davis (850-625-8855)
44 LAKE ELOISE CT, WINTER HAVEN, FL 33884
$619,500Listed 05/01/2026 8:47PM MLS ID: P4938605
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2916 Built: 1989Monthly Fee: $42 Tax: $4,168 (2025)Community: Harbour EstatesSingle Family
Taxes:$4,168
Remarks: BEAUTIFUL SE POOL HOME LOCATED ON A QUIET CUL-DE-SAC IN DESIRABLE HARBOR ESTATES. SITUATED ON A SPACIOUS WOODED LOT OF OVER 1/2 ACRE. THIS PROPERTY OFFERS PRIVACY, MATURE LANDSCAPING AND PLENTY OF OUTDOOR LIVING SPACE FOR ENTERTAINING OR FOR THOSE FAMILY GATHERINGS. THIS HOME FEATURES 4BR PLUS A PRIVATE GUEST BEDROOM AND BATH, IDEAL FOR GUESTS, MULTI GENERATIONAL LIVING OR FLEXIBLE HOME OFFICE SPACE. ENJOY THIS 38X10 LANAI OVERLOOKING THE SCREEN ENCLOSED POOL, PERFECT FOR ENTERTAINING AND RELAXING YEAR ROUND. LARGE ENTRY FOYER WITH FORMAL LIVING ROOM WITH FIREPLACE, PLANTATION SHUTTERS THROUGHOUT. FORMAL DINING ROOM FOR THOSE FAMILY DINNERS. LARGE OPEN KITCHEN WITH ABUNDANCE OF CABINETS, LARGE CENTER ISLAND WITH GRANITE COUNTERTOPS AND STAINLESS APPLIANCES, A CHEF'S DELIGHT. 20 X 16 FAMILY ROOM WITH FULL STORAGE WALL. SPACIOUS PRIMARY BEDROOM HAS MASTER BATH WITH DOUBLE VANITIES AND STEP IN SHOWER. WALK IN CLOSET WITH ORGANIZER SHELVING. DON'T NEED TO FORGET ... THE OVERSIZED SIDE ENTRY GARAGE HAS A MINI SPLIT AC UNIT AND HAS PREVIOUSLY COOLED THE SPACE FOR AN ART STUDIO, SO MANY POSSIBILITIES. THIS HOME IS CONVENIENTLY LOCATED NEAR SHOPPING, DOWNTOWN EVENTS, RESTAURANTS AND NEAR AREA LAKES ON OUR FAMOUS WINTER HAVEN CHAIN OF LAKES. THIS IS A RARE OPPORTUNITY TO OWN A HOME IN ONE OF OUR SE WINTER HAVEN'S MOST ESTABLISHED COMMUNITIES. PLEASE NOTE: ADDITIONAL PHOTOS TO FOLLOW
Listing is courtesy of: FLORIDA HOME CHOICE REALTY (863-412-2727)
Listing Agent: Glenda Pruitt (863-412-2727)
136 LAKE RING DR, WINTER HAVEN, FL 33884
$324,900Listed 05/01/2026 11:03AM MLS ID: P4938606
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1728 Built: 1975 Tax: $2,508 (2025)Community: Eloise Woods Lake Mariam UnitSpa: NoSingle Family
Taxes:$2,508
Remarks: WELCOME TO YOUR NEW HOME! Experience peaceful lakefront living in a charming SE Winter Haven location, just minutes from LEGOLAND Florida Resort and the beautiful Chain of Lakes. This home is perfect for buyers looking to slow down and enjoy the simple things—morning coffee with a water view, evenings by the lake, and weekends spent fishing or unwinding in your own backyard. While the lake is smaller and offers a more quiet setting with no public boat access, that’s part of its charm—less traffic, more tranquility. Situated on a spacious lot with a fenced backyard, there’s plenty of room for pets, gatherings, or creating your own outdoor oasis. Inside, the home offers a solid foundation and a warm, inviting layout, ready for your personal style and updates to truly make it your own. If you’ve been searching for an affordable lakefront lifestyle with room to grow, this is your opportunity to put down roots and create a home that reflects you.
Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
Listing Agent: Lamanda Jones (863-557-3627)
1633 NANTUCKET WAY, WINTER HAVEN, FL 33884
$338,900Listed 05/01/2026 9:44AM MLS ID: O6403149
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1863 Built: 2025Monthly Fee: $95Community: Peach CrossingsSingle Family
Taxes:$0
Elementary School: Pinewood Elem
High School: Lake Region High
Middle School: Denison Middle
Remarks: Take advantage of an incredible builder promotion featuring low down payment options and builder paid closing costs, rate promotions, with a low 4.25% available making homeownership more accessible than ever. Inside you'll find premium upgrades throughout, from high end finishes and designer details to an open concept layout built for both everyday living and entertaining. Why wait to build when you can move right in? This quick move in home gives you the best of both worlds brand new construction without the wait plus incentive that make it an opportunity you don't want to miss. Welcome to the Summit model in Peach Crossings a beautifully designed, brand-new home offering four bedrooms, two bathrooms, and a bright open-concept layout. High ceilings create an airy feel throughout, while the spacious living area flows seamlessly into a stylish kitchen featuring ample counter space and brand new Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave. A large hall closet adds valuable storage for everyday convenience. The owner’s suite provides a relaxing retreat with a generously sized bedroom and a private en-suite bathroom complete with dual sinks and a sleek step-in shower. The family room is perfect for entertaining or unwinding, with plenty of space for a sectional and media setup ideal for movie nights or casual gatherings. Step outside to your private lanai, perfect for enjoying Florida evenings, while the professionally landscaped front yard adds great curb appeal. Located in Polk County, Peach Crossings offers a peaceful setting with convenient access to shopping, dining, and local attractions. Residents also enjoy community amenities like a playground and picnic area, along with access to highly rated Polk County schools. With all upgrades included, this home is truly move-in ready. Schedule your private tour today!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Chris Courtney (407-406-0506)
134 CLOVERDALE RD, WINTER HAVEN, FL 33884
$319,000Listed 05/01/2026 12:54PM MLS ID: L4961268
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1823 Built: 2005Monthly Fee: $31 Tax: $1,366 (2025)Community: Savanna PointeSpa: NoSingle Family
Taxes:$1,366
Elementary School: Chain O Lakes Elem
Middle School: Mclaughlin Academy Of Excellence
Remarks: This 4 bedroom, 2 bath pool home brings the space you need with a personality that actually makes you feel something the second you walk in. It is bright, it is open, and it has just enough bold style to keep things interesting without trying too hard. Inside, the open layout is filled with natural light and designed for how you really live. The upgraded flooring keeps everything feeling fresh and pulled together, while the pops of color and unique touches give the home a vibe you will not find in a basic, cookie cutter house. The kitchen is right where it should be, open to everything. You have updated appliances, including a newer refrigerator, and a layout that makes it easy to cook, host, laugh, and still be part of the conversation. Whether it is a casual night in or a full house of friends, this space just works. And then we get to the backyard, because yes, she is the moment. A fully screened in pool area gives you your own private escape. Think slow weekends, evening swims, maybe a little music playing in the background. And with solar heating, you are not just looking at it, you are actually using it all year long. The big ticket items are already handled too. Newer AC and water heater, both about a year and a half old, so you can skip the stress and go straight to enjoying your new home. Location wise, you are minutes from LEGOLAND, close to the Chain of Lakes, and a quick drive into downtown Winter Haven. So you are connected to everything without giving up your own space. If you have been waiting for something that feels a little more fun, a little more expressive, and a lot less boring, this one is absolutely worth seeing in person. Trust me, you are going to feel it the second you walk in.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jen Lay (863-370-1793)
624 HONEY BELL RD, WINTER HAVEN, FL 33880
$292,000121 Days on yellowkey MLS ID: S5140630
REDUCED by $2,000 (0.7%) on 05/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 2022Monthly Fee: $49 Tax: $281 (2024)Community: Squires Grove Ph 2Single Family
Taxes:$281
Remarks: Seller will entertain any reasonable offer!!** Beautiful 3-bedroom, 2-bath ranch home built in 2022 offering modern design and easy one-level living. Open concept layout with spacious living areas, contemporary finishes, and abundant natural light. Well appointed kitchen and comfortable bedroom split for added privacy. Move-in ready and perfect for today's lifestyle.
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: David Hartigan (407-955-1156)
107 MANDOLIN DR, WINTER HAVEN, FL 33884
$299,000106 Days on yellowkey MLS ID: P4937501
0 Days Off yellowkey (back on 5/1/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1665 Built: 2013Monthly Fee: $55 Tax: $4,514 (2025)Community: MandolinSingle Family
Taxes:$4,514
Remarks: Under contract-accepting backup offers. SELLER MOTIVATED! | NEW ROOF | NO CDD| GATED COMMUNITY Welcome home to 107 Mandolin Drive, a move-in ready, single-story gem nestled inside the sought-after Mandolin gated community in SE Winter Haven. This beautifully maintained 4-bedroom, 2-bath residence offers the perfect blend of comfort, style, and security, all with No CDD and a low HOA. A brand-new roof tops off a home that has been thoughtfully cared for inside and out. Soaring cathedral ceilings fill the open-concept living area with light and volume, creating an inviting atmosphere from the moment you walk in. The primary suite is a true retreat, featuring a spacious walk-in closet and a private en suite bath with a walk-in shower. A second bedroom also boasts its own walk-in closet, ideal for guests, family members, or a dedicated home office. The eat-in kitchen sits at the heart of the home and is designed for both function and connection, offering ample cabinetry, a breakfast bar, and all major appliances included. It flows seamlessly into the main living space — perfect for everything from weeknight dinners to weekend entertaining. Slide open the doors to your enclosed lanai, an ideal spot for morning coffee, game nights, or unwinding after a long day. The fully fenced backyard offers room to roam, bring your pets, your garden plans, or simply enjoy the open space. Prime location perks: -Minutes to the new Publix Supermarket, Legoland, shopping, dining & medical facilities -Zone for Chain of Lakes Elementary School -Easy access to both Tampa and Orlando. Gated living, modern updates, and an unbeatable SE Winter Haven address, this one checks every box. Schedule your private showing today.
Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)
Listing Agent: Mabel Vassallo (863-604-0499)
303 DILLON ST, WINTER HAVEN, FL 33880
$275,00021 Days on yellowkey MLS ID: TB8496082
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1464 Built: 1975 Tax: $3,612 (2025)Community: Jan Phyl VillageSingle Family
Taxes:$3,612
Remarks: Welcome home to this beautifully updated 3-bedroom, 2-bath residence ideally situated in the heart of Winter Haven, just minutes from downtown and surrounded by the area’s picturesque lakes. This move-in ready home has been thoughtfully upgraded throughout, offering stylish vinyl flooring, refreshed bathrooms, modern light fixtures, and a beautifully renovated kitchen featuring granite countertops, updated cabinetry, a trendy backsplash, and stainless steel appliances. The inviting living room is anchored by a cozy fireplace, creating the perfect space to relax or entertain. Step outside to your private, fully fenced backyard complete with a fire pit—ideal for enjoying Florida evenings with family and friends. Additional highlights include a spacious two-car garage with laundry area, a convenient enclosed storage space, and a newer roof (2022) for added peace of mind. With no HOA and a prime location close to shopping, dining, and everything downtown Winter Haven has to offer, this home truly combines comfort, style, and convenience. Don’t miss your chance to make it yours!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Robert Johnson (813-364-2250)
2015 6TH ST NE, WINTER HAVEN, FL 33881
$279,000Listed 05/01/2026 5:37PM MLS ID: O6403905
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)
265 LAKE THOMAS DR, WINTER HAVEN, FL 33880
$349,95066 Days on yellowkey MLS ID: L4959685
REDUCED by $10,000 (2.8%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1517 Built: 1985 Tax: $1,169 (2025)Community: Timber WoodSingle Family
Taxes:$1,169
Remarks: Welcome to this beautifully renovated lakefront retreat on Thomas Lake in Winter Haven! This stunning two-story home combines modern upgrades with warm character and breathtaking water views. Currently, the 3rd bedroom is set up as a loft, offering breathtaking lake views and including a closet. Step inside to tall vaulted ceilings creating an open, airy layout filled with natural light. The home features all-new flooring throughout and a completely updated kitchen showcasing stainless steel appliances, quartz countertops, brand-new cabinetry, and closet pantry – providing plenty of storage and room to cook or entertain. A cozy fireplace with a raised hearth and wood accents adds charm and a welcoming focal point to the living space. This home also features beautifully updated bathrooms and walk-in closets. The home also includes a new electric water heater and newer A/C (2022) for added efficiency and peace of mind. Outside, you’ll find a newer roof (2022), fresh exterior paint, an attached 1-car garage with driveway, and plenty of space to enjoy the outdoors. Relax or entertain on the large rear patio, or unwind on the private, enclosed back porches on both floors, each offering gorgeous, tranquil lake views. This move-in-ready lakefront gem blends modern updates, comfort and scenic surroundings, making it a rare opportunity you won’t want to miss!
Listing is courtesy of: PORCHLIGHT HOMES LLC (863-529-3369)
Listing Agent: Angie Reynolds (863-838-1090)
144 BEVERLY DR, WINTER HAVEN, FL 33884
$409,90021 Days on yellowkey MLS ID: O6397768
REDUCED by $10,100 (2.4%) on 04/28/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2492 Built: 1963 Tax: $3,785 (2025)Community: Eloise Woods Lake Roy UnitSpa: NoSingle Family
Taxes:$3,785
Remarks: Updated 4/3 pool home with two master suites, quartz kitchen, no HOA, and walkable access to the Winter Haven Chain of Lakes—now at an improved price. This move-in-ready home offers a bright, open layout with luxury vinyl plank flooring, a modern great room overlooking the private backyard, and a beautifully remodeled chef’s kitchen featuring quartz countertops, custom soft-close cabinets, stainless appliances, and a Ruvati workstation sink. The oversized primary suite includes a tray ceiling, walk-in closet, soaking tub, dual vanities, and a large tiled shower. A second ensuite bedroom functions perfectly as an in-law suite or private guest retreat. All bedrooms are generously sized, and the home has been updated throughout with quality finishes. Step outside to a 33' covered and screened lanai, a heated 30x15 in-ground pool, and a fully fenced backyard with a powered SmithBuilt workshop/shed. Major upgrades include: roof (2019), whole-home replumb (2019), AC handler (2019), kitchen remodel (2021), flooring (2021), pool heater (2022), variable-speed pump (2024), irrigation system (2024), and guest bath remodel (2025). Located less than a 2-minute walk to the Lake Summit boat ramp, offering direct access to the Winter Haven Chain of Lakes for boating, skiing, and fishing. Minutes to Legoland, shopping, dining, medical facilities, and convenient routes to both Orlando and Tampa. A beautifully updated home with no HOA, excellent flexibility, and impressive value at its new price!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Christina Loesch (347-977-0962)
2968 PLANTATION RD, WINTER HAVEN, FL 33884
$442,00042 Days on yellowkey MLS ID: P4938120
REDUCED by $23,000 (4.9%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2433 Built: 1997Monthly Fee: $149 Tax: $3,191 (2025)Community: Cypresswood PlantationsSingle Family
Taxes:$3,191
Remarks: Enjoy serene golf-front living in this beautifully designed 2BR/2BA home, featuring two versatile bonus rooms perfect for a media room, home office, or guest space. This home features an irrigation well for watering the beautiful landscaping, and inside, there is an emergency whole-home Generac generator system! There is also a nice gas fireplace in the living area. Located in a desirable guard-gated golf-course community with a restaurant, pool, and tennis courts, this home combines comfort, space, and lifestyle. The open, spacious floor plan is ideal for everyday living and entertaining, with an expansive screened porch overlooking the golf course and peaceful pastureland, offering exceptional privacy and views. The primary suite is a true retreat, complete with a screened sitting porch overlooking the water, a spa-like bath with a jetted tub, a walk-in shower, a double vanity, and a bright solarium. The kitchen is well-appointed with a walk-in pantry and built-in shelving, while the large laundry room includes a utility sink and ample cabinetry. An oversized 3-car garage with additional storage cabinets completes the package. First time on the market, a rare opportunity to enjoy relaxed, resort-style living with plenty of flexible space!
Listing is courtesy of: VILLAGE REALTY OF WINTER HAVEN (863-299-6767)
Listing Agent: Joshua Taylor (863-651-5471)
5460 SAN PIETRO DR, WINTER HAVEN, FL 33884
$339,999Listed 05/01/2026 2:50PM MLS ID: TB8504154
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2038 Built: 2026Monthly Fee: $53 Tax: $4,690 (2025)Community: Villa MarSingle Family
Taxes:$4,690
Remarks: Under Construction. Turquesa BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and convenient indoor-outdoor living with a lanai through sliding glass doors, it’s a haven of comfort and style perfect for gatherings. The kitchen includes stunning quartz countertops and sleek stainless-steel appliances. Enjoy the spacious upstairs recreation room and the convenience of a laundry room just steps away from the bedrooms. Did we mention the brand-new washer and dryer? The owner's suite is a secluded retreat with oversized his-and-her walk-in closets, dual vanity and a walk-in shower. Completing this expansive home is the smart thermostat with voice control and professionally designed landscaping, this is truly the epitome of family-friendly luxury! Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.
Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)
Listing Agent: Michael Human (813-343-4383)
4263 STAFFORD DR, WINTER HAVEN, FL 33880
$380,000Listed 05/01/2026 2:18PM MLS ID: O6404043
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2234 Built: 1986 Tax: $1,977 (2025)Community: Lake Thomas Woods Add 02Spa: YesSingle Family
Taxes:$1,977
Elementary School: Clarence Boswell Elem
Remarks: Ready to be impressed, this move-in ready 4-bedroom, 2-bathroom home at 4263 Stafford Dr is perfectly situated in Winter Haven, FL, with easy access to shopping, restaurants, major roads, and so much more. Step inside and you'll immediately notice the high ceilings and open floor plan that make this 2,234 square foot home feel even bigger than it already is. Hard flooring runs throughout the entire house, giving it a clean and modern look that's super easy to maintain. The family room is a real standout with a cozy fireplace that's perfect for those cooler Florida evenings when you just want to kick back and relax. The split bedroom layout gives you plenty of privacy, with the primary bedroom tucked away on one side and the additional bedrooms on the other. It's a great setup for families or anyone who likes their own space. Now let's talk about the backyard because this is where it gets really good. The screened-in back porch opens up to your very own pool and hot tub. Imagine coming home after a long day and just diving right in. Whether you're hosting friends on the weekend or enjoying a quiet evening under the stars, this outdoor space is going to be your favorite spot. Homes like this one in such a convenient Winter Haven location don't sit on the market for long. Come take a look before someone else scoops it up!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Scottie Wilson (305-510-2446)
3322 OAK HILL PL, WINTER HAVEN, FL 33884
$349,000Listed 05/01/2026 2:14PM MLS ID: O6404080
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2109 Built: 2006Monthly Fee: $155Community: Oakgrove SubSingle Family
Remarks: WELCOME HOME to this beautifully updated 3-bedroom, 2-bath residence located in the pristine gated community of Cypresswood! From the moment you enter the neighborhood, you’ll feel the charm of this private, resort-style community nestled in the heart of Polk County—just minutes from US Hwy 27, providing easy access to all that Central Florida has to offer. Step through the front door into a grand foyer with soaring ceilings that opens to a spacious, light-filled living room—perfect for entertaining guests or enjoying quiet evenings at home. The kitchen is designed to impress, featuring beautiful cabinetry, abundant pantry space, and brand-new stainless steel appliances that elevate both style and functionality. Just off the kitchen, the oversized laundry room offers even more storage along with a convenient laundry sink. On the opposite side, a charming breakfast nook overlooks the large backyard—ideal for morning coffee or casual dining. The generously sized primary suite is a true retreat, complete with an expansive walk-in closet, dual vanities, a walk-in shower, and private access to the screened lanai—perfect for enjoying Florida evenings. Bedrooms two and three both feature double closets, providing plenty of storage space for family or guests. Major updates give you peace of mind for years to come, including the roof (2021), new A/C (2024), gas water heater 2021, new stainless appliances. This move-in-ready gem offers comfort, style, and thoughtful upgrades in one of the area’s most desirable golf communities which include an 18 hole champion designed course, pro shop, wellness center, Pub/restaurant, clubhouse, swimming pool and more! Don’t miss your opportunity to make it yours—schedule your private showing today!
Listing is courtesy of: INFINITE REAL ESTATE POWERED BY ILIST (321-689-8731)
Listing Agent: Michelle Keohane (850-866-5905)
1569 LEMON AVE, WINTER HAVEN, FL 33881
$349,90016 Days on yellowkey MLS ID: TB8490457
2 Days Off yellowkey (back on 4/22/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2151 Built: 2016Monthly Fee: $23 Tax: $5,582 (2025)Community: Eagle CrestSingle Family
Taxes:$5,582
Remarks: Under contract-accepting backup offers. Spacious and well-maintained 4-bedroom, 2-bath home with a private pool, offering 2,160 square feet of living space on an oversized 0.24-acre lot. Inside, vaulted ceilings create an open, airy feel throughout the main living areas, enhancing both natural light and functionality. The home also features a brand new HVAC system for added peace of mind. Step outside to a generous backyard with plenty of space beyond the pool to relax, entertain, or customize to your needs. Located in Winter Haven, this property offers convenient access to major roadways, shopping, dining, and the area’s well-known chain of lakes, making it easy to enjoy both everyday living and weekend recreation.
Listing is courtesy of: SOUTH CEDAR REAL ESTATE, INC (813-374-7907)
Listing Agent: Caylee Robles, Llc (920-639-2241)
1701 36TH ST NW, WINTER HAVEN, FL 33881
$262,99976 Days on yellowkey MLS ID: S5143914
REDUCED by $2,000 (0.8%) on 04/29/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1815 Built: 1960 Tax: $2,806 (2025)Community: InwoodSingle Family
Taxes:$2,806
Elementary School: Frank E. Brigham Academy
High School: Auburndale High School
Remarks: Welcome to this spacious and recently upgraded home sitting on a rare 0.40-acre corner lot with NO HOA and NO CDD, giving you the freedom and space you’ve been looking for. Major recent improvements include updated HVAC, electrical, and plumbing systems for added peace of mind, along with attractive interior upgrades featuring modern flooring, an updated kitchen with stylish cabinetry and stainless-steel appliances, and refreshed bathrooms with contemporary tile finishes. The oversized lot offers endless possibilities and plenty of room to park your RV, boat, jet ski, work vehicles, or recreational toys worry-free — something hard to find in today’s market. Conveniently located near major supermarkets, restaurants, schools, and main roads for easy commuting, this property is ideal for homeowners seeking space and flexibility or investors looking for a strong opportunity. Schedule your private showing today and discover the value, freedom, and potential this unique property has to offer!
Listing Agent: Jose Hooker-Gomez (407-272-6986)
1580 LEAMINGTON LN, WINTER HAVEN, FL 33884
$294,366538 Days on yellowkey MLS ID: L4948737
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: Jill Caldera (863-838-7818)
2323 BRASSIE CT, WINTER HAVEN, FL 33884
$313,967198 Days on yellowkey MLS ID: L4956626
REDUCED by $5,000 (1.6%) on 05/01/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2405 Built: 2025Monthly Fee: $68 Tax: $7,100 (2025)Community: Villa Mar Phase 3Single Family
Taxes:$7,100
Middle School: Berkley Accelerated Middle
Remarks: Under Construction. This two-story home features 4 bedrooms and 2 and a half 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 large loft area. 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.
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