Multiple Cities, Zip Codes, Addresses, Streets, Neighborhoods, MLS IDs
(separate each with the word OR)
Ex.Miami OR Coral Springs OR Boca Raton33319 OR 33321 OR 33467
Find Winter Haven Real Estate for Sale by clicking on the relevant neighborhood.
View all Winter Haven Real Estate for Sale
LAKE THOMAS WOODS ADD 02 - O6404043 - 4263 STAFFORD DR, WINTER HAVEN, FL 33880 Just Added on 05/01/2026 2:18PM
$380,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
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
OAKGROVE SUB - O6404080 - 3322 OAK HILL PL, WINTER HAVEN, FL 33884 Just Added on 05/01/2026 2:14PM
$349,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
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
SAVANNA POINTE - L4961268 - 134 CLOVERDALE RD, WINTER HAVEN, FL 33884 Just Added on 05/01/2026 12:54PM
$319,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
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
ELOISE WOODS LAKE MARIAM UNIT - P4938606 - 136 LAKE RING DR, WINTER HAVEN, FL 33884 Just Added on 05/01/2026 11:03AM
$324,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar
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
ORCHID SPGS VILL 300 BARCELONA - P4938584 - 1100 MARTINIQUE DR #207, WINTER HAVEN, FL 33884 Just Added on 05/01/2026 9:50AM
$72,500 | Condo | 1 beds | 1.0 baths
Located in desirable southeast Winter Haven, this second-floor, east-facing one bedroom, one bath condo offers a functional layout with great potential for customization. The unit features a combined kitchen, dining, and living/office space that opens to a rear enclosed patio with sliding glass doors- perfect for enjoying morning light. While the condo is need of updating, it presents an excellent opportunity for investors or buyers looking to personalize a space to their taste. Conveniently situated near local schools, shopping, and hospitals, and just minutes from LEGOLAND Florida Resort, the location also provides easy access to both Tampa International Airport and Orlando International Airport, along with the wide array of attractions each city has to offer.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1
PEACH CROSSINGS - O6403149 - 1633 NANTUCKET WAY, WINTER HAVEN, FL 33884 Just Added on 05/01/2026 9:44AM
$338,900 | Single Family Home | 4 beds | 2.0 baths | 2 gar
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
ELOISE WOODS LAKE MARIAM UNIT - B4902232 - 100 ALACHUA DR, WINTER HAVEN, FL 33884 Just Added on 05/01/2026 8:47AM
$575,000 | Single Family Home | 3 beds | 1.5 baths
One or more photo(s) has been virtually staged. Wonderful opportunity to live in your home and collect income of $1800 monthly from 2 detached studio apartments on your property. This is a unique opportunity and is located on an oversized fenced corner double lot and only a 1/2 mile to Legoland. No need to worry about skyrocketing electric bills as this home also has solar panels which are fully paid off and provide electric bill relief. Also on the property is a lovely 15 x 30 screened pool to provide an escape in the warmer months. There are many taste-full updates already done, including remodeled kitchen & bathrooms, new LVP throughout, newer windows, large storage shed, a hot tub, triple car wide concrete driveway & a portable back-up generator hook-up. Move-in ready and no HOA.
Listing is courtesy of: KLINE REAL ESTATE SERVICES
VILLAMAR - S5148883 - 3304 COSTELLO CIR, WINTER HAVEN, FL 33884 Just Added on 05/01/2026 7:59AM
$279,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Better Than New | 2023 Build | Upgraded & Move-In Ready Welcome to this beautifully upgraded 2023-built Begonia II model, offering 1,553 sq ft of thoughtfully designed living space in the desirable Winter Haven area. This solid block construction home stands out as truly better than new, with premium upgrades already completed—saving buyers time, money, and hassle. Step inside to discover luxury vinyl plank flooring throughout—no carpet anywhere, creating a clean, modern look that’s both stylish and low-maintenance. The heart of the home features a bright, open-concept living and kitchen area, perfect for entertaining or everyday living. The kitchen is a true highlight, showcasing beautiful white modern-style cabinetry paired with elegant quartz countertops, offering both durability and a sleek, upscale finish, along with ample prep space and seamless flow into the main living area. The split-bedroom floor plan offers privacy and functionality. The spacious primary suite is tucked away from the secondary bedrooms, featuring a large walk-in closet and a well-appointed en-suite bathroom. On the opposite side, two additional bedrooms share a full hallway bath, with the second bedroom also boasting its own walk-in closet—a rare and valuable feature. Enjoy Florida living year-round on the upgraded screened-in lanai, ideal for relaxing mornings or evening gatherings without the bugs. This home combines the peace of mind of newer construction with the added value of thoughtful upgrades already in place—making it a standout opportunity you don’t want to miss.
Listing is courtesy of: MAZELG REALTY
SOUTHEAST TERRACE - P4938556 - 1820 5TH ST SE, WINTER HAVEN, FL 33880 Just Added on 04/30/2026 10:29PM
$205,000 | Single Family Home | 2 beds | 2.0 baths | 4 car
Nestled in the heart of Winter Haven just north of Lake Lulu, this charming block home captures the true essence of a hometown retreat. Inside, the 1,338 square feet of living space feels warm and inviting, featuring a classic living and dining layout that flows into a versatile Florida room—currently used as a cozy third bedroom. Peace of mind comes standard here, thanks to a sturdy roof installed in 2019 and a solid construction that has stood the test of time. Step outside into your private sanctuary, where a spacious 0.24-acre fenced yard offers plenty of room for pets to roam or for gardening under the Florida sun. The property is a hobbyist’s dream, equipped with two large storage sheds (240 and 96 square feet) that provide ample space for a workshop, gear, or seasonal decor. The location truly bridges the gap between quiet residential living and urban convenience; you are just a short, breezy walk from the Publix Shopping Plaza, Walmart, and a variety of local restaurants. For those seeking a bit of magic, LEGOLAND Florida Resort is only 15 minutes away, while the vibrant amenities of downtown Winter Haven are practically at your doorstep. This is more than just a house; it’s a place to plant roots in a community that feels like home. Go ahead and schedule a showing today.
Listing is courtesy of: LA ROSA REALTY PRESTIGE
HAMILTON RIDGE - L4961524 - 1095 W LAKE HAMILTON DR, WINTER HAVEN, FL 33881 Just Added on 04/30/2026 10:21PM
$777,700 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Welcome to this exceptional 4-bedroom, 3-bath home set on over half an acre, offering a rare combination of space, privacy, and versatility, complete with a heated swimming pool, screened-in patio, and an impressive 32x48 insulated and air-conditioned workshop. From the moment you arrive, you’ll appreciate the curb appeal with a well-maintained exterior, extended driveway, and ample parking leading to the detached workshop — ideal for multiple vehicles, equipment, or recreational toys. Inside, the home offers a bright and functional layout with tasteful finishes throughout. The kitchen is both stylish and practical, featuring warm wood cabinetry, granite countertops, stainless steel appliances, and plenty of counter space — perfect for everyday living and entertaining. The open flow provides easy access to dining and living areas, creating a welcoming environment for family and guests. The primary bathroom is a true retreat, showcasing a spa-like design with a freestanding soaking tub, separate walk-in shower, dual vanities, and modern finishes — offering both comfort and elegance. Step outside and enjoy your private backyard oasis, complete with a heated swimming pool and screened-in patio — ideal for year-round relaxation, bug-free outdoor living, and entertaining. The expansive lot provides plenty of room for additional outdoor activities, storage, or future possibilities. A standout feature is the 32x48 insulated and air-conditioned metal workshop, complete with its own half bathroom, offering endless possibilities for a home business, workshop, vehicle storage, or hobby space. This fully climate-controlled building is a rare find and adds tremendous value and functionality. In addition, the property includes a fully insulated and air-conditioned detached flex space, perfect for a home office, gym, studio, or private retreat — giving you even more versatility to fit your lifestyle. With a rare combination of indoor comfort, outdoor enjoyment, and multiple climate-controlled structures, this property is ideal for those seeking space, functionality, and flexibility.
Listing is courtesy of: PROPERTY SHOPPE OF CENTRAL FL
LAKE WINTERSET ACRES - O6401108 - 4 GROVE CT SE, WINTER HAVEN, FL 33884 Just Added on 04/30/2026 7:06PM
$429,900 | Single Family Home | 4 beds | 2.5 baths | 3 gar
One or more photo(s) has been virtually staged. STUNNING POOL HOME ON OVERSIZED .53-ACRE CUL-DE-SAC LOT WITH NO HOA! Experience the perfect Florida lifestyle in this beautifully updated 4-bedroom, 2.5-bathroom residence. Perfectly positioned at the end of a quiet cul-de-sac, this home offers rare privacy and modern comfort. KEY UPGRADES: Move in with peace of mind featuring a RECENTLY REPLACED ROOF, UPDATED AC SYSTEM, NEW POOL PUMP,and modernized ELECTRICAL AND PLUMBING systems. The property has been FULLY REPAINTED inside and out for a fresh, contemporary look. INTERIOR ELEGANCE: The functional floor plan includes a formal LIVING ROOM and a spacious FAMILY ROOM centered around a cozy DOUBLE-SIDED WOOD-BURNING FIREPLACE. The kitchen boasts NEW STAINLESS STEEL APPLIANCES, and ALL BATHROOMS HAVE BEEN COMPLETELY REMODELED with stylish finishes. OUTDOOR OASIS: Relax in your private SCREEN-ENCLOSED POOL, ideal for entertaining. The massive .53-acre backyard provides endless room for activities, while the rare 3-CAR GARAGE offers ample space for vehicles and storage. LOCATION HIGHLIGHTS: JUST 5 MINUTES (1.6 MILES) FROM LEGOLAND FLORIDA RESORT! Tucked away in a private cul-de-sac with no through traffic, yet minutes from shopping and dining. READY TO MOVE IN and easy to show. Schedule your private tour today!
Listing is courtesy of: LPT REALTY, LLC
PEACE CRK RESERVE - S5148760 - 1665 TEAGAN LN, WINTER HAVEN, FL 33884 Just Added on 04/30/2026 5:53PM
$210,000 | Single Family Home | 3 beds | 1.0 baths | 1 gar
Welcome to your next chapter in beautiful Winter Haven! This charming home offers the perfect blend of comfort, convenience, and value—an ideal opportunity whether you're a first-time buyer, downsizing, or looking to invest. Step inside to discover a bright and inviting layout designed for everyday living. The home features well-proportioned living spaces filled with natural light, creating a warm and welcoming atmosphere from the moment you walk in. The kitchen offers ample cabinet space and functionality, perfect for both casual meals and entertaining guests. Enjoy relaxing mornings or peaceful evenings in your private outdoor space, with room to personalize and make it your own. Nestled in a desirable location, this property provides easy access to shopping, dining, schools, and major roadways—making your daily commute and errands a breeze. Offered at just $210,000, this is an incredible opportunity to own a home in a growing and sought-after area of Winter Haven. Don’t miss your chance to make this property yours—schedule your private showing today!
LAKES/LUCERNE PARK PH 4 - L4961454 - 524 HAINES TRL, WINTER HAVEN, FL 33881 1 Day on yellowkey
$329,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Beautifully maintained, highly upgraded home in a quiet, conveniently located community. From the moment you arrive, you’ll notice the strong curb appeal with manicured landscaping and a spacious screened front entry welcoming you inside. Step through the front door to find high ceilings and a wide hallway that opens into a bright, inviting great room. The open-concept kitchen flows seamlessly into the living and dining areas, featuring a large island perfect for entertaining, an upgraded deep sink, modern lighting, and plenty of cabinet and counter space. The private primary suite is thoughtfully separated from the other bedrooms, offering a peaceful retreat with a walk-in shower and dual vanities in the en-suite bathroom. Three additional bedrooms are located on the opposite side of the home, sharing a full hall bath, with a centrally located indoor laundry room for added convenience. Enjoy outdoor living on the backyard lanai—perfect for relaxing or hosting weekend barbecues. MUST SEE!
VILLA MAR - TB8503618 - 5393 SAN PIETRO DR, WINTER HAVEN, FL 33884 1 Day on yellowkey
$409,245 | Single Family Home | 5 beds | 3.0 baths | 2 gar
Under Construction. Valencia BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Prepare to be impressed by the Valencia, a two-story home featuring 5 bedrooms, 3 bathrooms, and a 2-car garage. This floorplan is designed for modern living and effortless entertainment. Step through the elegant foyer into a vibrant main living area, complete with a private guest suite for ultimate comfort. The kitchen shines with sleek quartz countertops, stainless steel appliances, and luxurious vinyl plank flooring overlooking the dining area which flows beautifully to the covered lanai through sliding glass doors. Upstairs, you’ll find the secluded owner’s suite complete with a walk-in shower, dual vanity and spacious walk-in closet. Conveniently located by the additional bedrooms is the cleverly designed oversized laundry room. Another modern feature of the Valencia is the smart thermostat with voice control, making energy efficient living a breeze. Outside, enjoy the chic elevation and professionally curated landscaping that adds the perfect finishing touch to this exceptional home. 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
VILLAMAR PH 2 - O6401308 - 1210 ZAMBRANA CT, WINTER HAVEN, FL 33884 1 Day on yellowkey
$375,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Welcome to your next home in the heart of Winter Haven! Located on a peaceful cul-de-sac, this charming property at 1210 Zambrana Ct offers the perfect blend of comfort, space, and convenience. Featuring a bright and open layout, this home is designed for both relaxing and entertaining. Enjoy spacious living areas filled with natural light, a functional kitchen with plenty of storage, and well-sized bedrooms that provide comfort for the whole family. The outdoor space offers the perfect setting to unwind or host gatherings, while the location places you just minutes from shopping, dining, and everyday essentials. Whether you're looking for your primary residence or a great investment opportunity, this home checks all the boxes.
Listing is courtesy of: PAK HOME REALTY
RESIDENCES OF WINTER HAVEN - S5148856 - 2112 RIVER HAWK LOOP, WINTER HAVEN, FL 33880 1 Day on yellowkey
$429,900 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Under Construction. Under Construction. Welcome to the Residences at Winter Haven, a premier new single-family community designed for those who value both quality and connection. Set within this inviting neighborhood, the Crystal River Gen Suite floor plan brings a versatile elegance to everyday living. The open layout is anchored by a stunning gourmet kitchen featuring a waterfall island, while a private Gen Suite offers ultimate flexibility and independence with its own entrance, bath, and kitchenette. It’s a lovely modern space that’s ready for you to make it your own.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES
RESIDENCES AT WINTER HAVEN - S5148855 - 2108 RIVER HAWK LOOP, WINTER HAVEN, FL 33880 1 Day on yellowkey
$384,900 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Under Construction. Under Construction. Welcome to the Residences at Winter Haven, a premier new single-family community designed for those who value both quality and connection. Set within this inviting neighborhood, the Everglades floor plan brings a natural ease to everyday living, from its open layout to the thoughtful finishes. At the heart of the home is a stunning kitchen featuring a large waterfall island and 42” cabinetry. Designed for hosting, the living area flows effortlessly out to a covered lanai. It’s a clean, modern space ready for you to make your own.
PEACE RIVER DEVELOPMENT - TB8502352 - 612 MORGAN RD, WINTER HAVEN, FL 33880 1 Day on yellowkey
$524,900 | Manufactured Home | 2 beds | 2.0 baths
Turnkey opportunity to own a fully equipped citrus nursery on 5 acres! This versatile property is currently functioning as a citrus nursery, with the infrastructure already in place to support expansion into a variety of other agricultural uses. Featuring four greenhouses (one greenhouse has 3 domes) totaling in approximately 16,000 square feet, each equipped with electricity and water. This property has two 4-inch wells with 5-inch submersible pumps, fertilizer injectors, a commercial-grade chemical/fertilizer sprayer, overhead irrigation, greeenhouse benches, 150,000 citrus grow pots, and much much more. Everything you need to hit the ground running. There is additional space for in-ground planting, that has an existing irrigation system with timer already installed. On-site structures include a 12x12 air-conditioned office shed, a 8x8 dedicated chemical storage shed, and a 16x20 workshop with an attached lean-to for additional workspace and storage. Also included is a 2006 single-wide mobile home offering 2 bedrooms and 2 bathrooms, with a split floor plan. The home features a rear covered porch, a private storage shed, and a full-home water purification system that also services the workshop and ice machine. Perfect for on-site living or staff housing. This property is fully set up and ready for continued operation. All measurements to be verified by buyer.
Listing is courtesy of: AGENT GROUP REALTY
LAKESIDE LANDINGS PH 01 - O6403532 - 6103 GREY HERON DR, WINTER HAVEN, FL 33881 1 Day on yellowkey
$305,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Welcome to this beautifully maintained 4-bedroom, 2-bathroom home located at 6103 Grey Heron Dr in the desirable Winter Haven community, offering 1,828 square feet of living space with a spacious and comfortable layout, bright open interiors filled with natural light, a 2-car garage with an extended driveway, a well-kept lawn, and excellent curb appeal, perfectly suited for both homeowners and investors, ideally situated just minutes from shopping, dining, and schools with easy access to major roads and nearby attractions, all within a quiet and welcoming neighborhood, with more pictures to follow.
Listing is courtesy of: BROKER HUB REALTY GROUP LLC
NOT IN SUBDIVISION - P4938569 - 107 SUGAR CREEK RD, WINTER HAVEN, FL 33880 1 Day on yellowkey
$349,900 | Single Family Home | 3 beds | 2.0 baths | 1 gar
BEAUTIFUL 3-BEDROOM POOL HOME ~ This inviting residence offers the perfect blend of comfort and functionality, featuring a spacious living room ideal for relaxing or entertaining, expansive kitchen, along with a desirable layout for added privacy. The home includes 3 bedrooms and 2 bathrooms, with a unique primary suite setup that features a private sink area separate from the bathroom for added convenience. Step outside to enjoy a screened-in lanai with a 10,000-gallon in-ground pool, perfect for soaking up the Florida lifestyle year-round. The patio provides additional outdoor space for dining or lounging, while the fully fenced backyard showcases mature landscaping for both beauty and privacy, along with a handy storage shed. This well-maintained property is move-in ready and offers everything you need to enjoy indoor-outdoor living at its finest—schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY
LAKE LUCURNE - O6403244 - 239 SUNFISH DR, WINTER HAVEN, FL 33881 1 Day on yellowkey
$325,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Welcome to 239 Sunfish Dr, a 4-bedroom, 2-bath home in one of Winter Haven’s growing communities, offering modern comfort, thoughtful upgrades, and outdoor spaces designed to be enjoyed year-round. Built in 2021 and offering nearly 2,000 square feet of living space, this home is move-in ready and packed with value for homeowners and investors alike. Inside, you’ll find a spacious open-concept layout with a split-bedroom floor plan that offers both functionality and privacy. The kitchen opens seamlessly to the main living and dining areas, creating the perfect flow for everyday living and entertaining. With four full bedrooms, there is plenty of space for a growing household, guests, or a home office setup. What truly sets this home apart is the outdoor living experience. Enjoy a fully screened-in back porch, perfect for relaxing in the evenings without worrying about bugs, plus an extended outdoor living area ideal for grilling, gathering, or simply unwinding. A custom paver walkway leads to a charming gazebo, creating the perfect shaded retreat to enjoy the outdoors while staying out of the Florida sun. Whether you're hosting friends or enjoying a quiet morning coffee, this backyard was designed to be used and enjoyed. Additional upgrades include a full gutter system for added function and protection, helping direct water away from the home and adding peace of mind during Florida’s rainy season. Located in a growing area of Winter Haven with convenient access to shopping, dining, schools, and major roadways, 239 Sunfish Dr offers the perfect blend of newer construction, smart upgrades, and comfortable Florida living. Whether you're looking for your next home or a strong long-term investment, this one is easy to love.
Listing is courtesy of: REAL BROKER, LLC
WOLF RUN - L4961431 - 706 BYNI RDG, WINTER HAVEN, FL 33880 1 Day on yellowkey
$99,000 | Mobile Home | 3 beds | 2.0 baths
3 bedroom, 2 bath mobile home with great potential. Needs some TLC, making it a perfect opportunity for investors or buyers looking to customize and add value.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART
LAKE SMART POINTE - L4961472 - 316 LAKE SMART CIR, WINTER HAVEN, FL 33881 1 Day on yellowkey FORECLOSURE
$289,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar
This property is eligible under the 30 Day Freddie Mac First Look Initiative through 05/28/2026. OWNER OCCUPIED BUYERS and NSP offers will only be considered the first 30 days from initial MLS input date. Investors are encouraged to make an offer and will be considered after the First Look Initiative period has expired. Buyer pays Doc Stamps on deed.
Listing is courtesy of: REMAX EXPERTS
EAGLE LNDG PH I - O6402516 - 554 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880 1 Day on yellowkey
$312,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Welcome to modern comfort in the heart of Winter Haven! This meticulously maintained 4-bedroom, 2-bathroom home offers 1,628 sq. ft. of move-in-ready living space. The residence features a bright, open-concept floor plan with a seamless flow between the kitchen and living areas, complemented by durable tile and carpet flooring. Enjoy outside living in your private fenced in backyard or sit on the enclosed patio and enjoy the outdoors.
Listing is courtesy of: SPANN & ASSOCIATES REAL ESTATE
HUTTON REP - S5148769 - 811 22ND ST NW, WINTER HAVEN, FL 33881 1 Day on yellowkey
$269,990 | Single Family Home | 3 beds | 3.0 baths | 2 car
"Welcome to this charming 3-bedroom, 3-full-bath home nestled in the heart of Winter Haven! One of the bedrooms features a private entrance, making it perfect as an IN-LAW SUITE, home office/studio, or an income-producing rental opportunity. The spacious Florida room with screen enclosure is ideal for relaxing and entertaining, while the front screened porch adds extra curb appeal and a cozy outdoor living space. The generous backyard offers endless possibilities, plenty of room to add a pool, create your dream outdoor oasis, or simply enjoy the open space. A storage shed with electricity in the back provides additional convenience and storage. Enjoy pure, clean water throughout the entire home with a whole-house reverse osmosis filtration system. Located on a quiet dead-end street with no through traffic. No HOA, No CDD, low taxes, public water and sewer. Just minutes from Downtown Winter Haven, shopping, restaurants, and the beautiful Winter Haven Chain of Lakes. This home has so much to offer, don't miss this opportunity! Equal Housing Opportunity."
Listing is courtesy of: FLORIDA REALTY INVESTMENTS
SQUIRES GROVE PH 2 - TB8502032 - 693 SQUIRES GROVE DR, WINTER HAVEN, FL 33880 1 Day on yellowkey
$285,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome to this beautifully maintained newer home in the desirable Squires Grove community of Winter Haven! Built in 2022, this spacious 3-bedroom, 2-bath residence offers an open-concept layout with a bright living and dining area—perfect for entertaining. The modern kitchen features ample cabinetry, sleek appliances, and a large island overlooking the main living space. A split-bedroom floor plan provides privacy, with a generous primary suite including a walk-in closet and en-suite bath. Enjoy outdoor living in the private backyard with room to relax or host gatherings. Additional highlights include a 2-car garage, indoor laundry, and energy-efficient construction. Conveniently located near shopping, dining, schools, and major roadways, this home offers comfort, style, and convenience in one of Winter Haven’s growing communities.
Listing is courtesy of: MARK SPAIN REAL ESTATE
OVERLOOK RDG - L4960255 - 780 OVERLOOK GROVE DR, WINTER HAVEN, FL 33884 2 Days on yellowkey
$302,500 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Need 4 bedrooms, but don't need to break the budget? This is what you've been searching for here in the heart of Winter Haven! Situated perfectly W of Hwy 27 and out of the hustle and bustle of the city, this 4/2/2 home is ready for you! Close to houses of worship, schools, shopping, golf, and SO much more! Upon arrival, you note the quaint neighborhood, which quickly says "community." The home is situated on a corner lot, as well as on a cul de sac. Upon entry, the new homeowners will be delighted to see easy to maintain flooring throughout the home. No detail was missed in this home's update! New flooring, paint, ceiling fans, kitchen & baths, so she's MOVE-IN READY! The kitchen boasts new countertops, stainless appliances, a cook's workstation, generous sized pantry, and lots of storage. The open floor plan with combined living and dining space is ideal for gatherings and entertaining. The owners suite is spacious, and has a walk in closet and updated bathroom. Three MORE bedrooms, each situated around the living space. This floor plan is superb for daily function of a busy household. Fenced with a durable vinyl fence, the outdoor space is secure for pets. The shed is sturdy for your lawn & garden tools, as well as storage. Leased solar panels increase energy efficiency, with lease to be assumed by the buyer. Water Heater 2021. Roof 2022. Seller is offering a one year American Home Shield warranty!
Listing is courtesy of: FLORIDA REAL ESTATE COMPANY
MANDOLIN - O6403313 - 116 MANDOLIN DR, WINTER HAVEN, FL 33884 2 Days on yellowkey
$370,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Welcome to 116 Mandolin Dr in the desirable GATED COMMUNITY of WINTER HAVEN, FL! This spacious 4-bedroom, 2-bathroom home offers 2,248 square feet of COMFORTABLE LIVING on a generous 0.26-acre lot WITH A LOW HOA AND NO CDD! Step inside to soaring VAULTED CEILINGS in the living and dining areas—these ELEVATED CEILINGS create an open, airy feel that makes the home even larger than its footprint. The entire home features durable VINYL FLOORING, and all bedrooms are generously sized, offering FLEXIBILITY FOR FAMILIES, guests, or a home office. NATURAL LIGHT pours in throughout the home, creating a bright and welcoming atmosphere that’s perfect for new homeowners. Major updates include a NEW A/C SYSTEM (2025) and GUTTERS INSTALLED (2024), while the WATER HEATER was replaced in 2017. The roof and plumbing are original, but the seller is willing to NEGOTIATE A BRAND NEW ROOF — making this property an UN-BEATABLE VALUE for the price. Situated in a quiet gated community, this property offers both privacy and security. The location is a standout—just a short walk from a newly constructed Publix set to open in the coming months, as well as nearby Dollar General and 7-Eleven for everyday convenience. You’re also just minutes away by car from Eagle Ridge Mall, LEGOLAND Florida Resort, and all the shopping, dining, and entertainment that downtown Winter Haven has! —making this home not only comfortable, but perfectly located.
THE SHORES - L4961404 - 120 MIRROR LN NW, WINTER HAVEN, FL 33881 2 Days on yellowkey
$995,000 | Single Family Home | 4 beds | 3.5 baths | 3 gar
Experience refined lakefront living on the iconic Winter Haven Chain of Lakes, perfectly situated on the coveted shores of Lake Mirror—one of the most picturesque and desirable lakes in the chain. Known for its tranquility, stunning estate homes, and seamless access to the full chain, Lake Mirror offers a rare combination of privacy, beauty, and true waterfront lifestyle. This impeccably maintained 4-bedroom, 3.5-bath residence is a showcase of timeless architecture and elevated design, where every space has been thoughtfully curated to maximize comfort, light, and connection to the outdoors. From the moment you enter, you’re met with expansive living areas, soaring ceilings, and walls of French doors that line the back of the home, flooding the interior with natural light and creating a seamless transition to the outdoor living spaces. These multiple sets of French doors not only enhance the home’s elegance, but also provide direct access from several rooms to the patio, pool, and lakefront setting, blurring the line between indoor and outdoor living in the most effortless way. The outdoor experience is nothing short of exceptional. A resort-style screened pool and spa overlook the water, framed by peaceful lake views and designed for both quiet relaxation and unforgettable entertaining. Whether hosting guests, enjoying a sunset swim, or simply unwinding after a long day, this space delivers a level of serenity that is hard to replicate. Step beyond to your private dock and embrace everything the Chain of Lakes lifestyle has—boating to dinner, skiing across open water, fishing at sunrise, and cruising through one of Central Florida’s most connected and sought-after lake systems. Additional highlights include a brand-new seamless metal roof in 2025, an expansive 3-car garage, and meticulous pride of ownership throughout, ensuring both beauty and peace of mind. This is a rare opportunity to own a home where luxury, lifestyle, and location come together effortlessly—a true lakefront retreat in the heart of Winter Haven.
Listing is courtesy of: THE MARKET REALTY COMPANY
PEACE CREEK RESERVE - P4938491 - 1985 SARAH ST, WINTER HAVEN, FL 33884 2 Days on yellowkey
$296,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar
Stop scrolling—this is the one. Welcome to 1985 Sarah Street, a 2025-built home in Winter Haven that perfectly blends modern design, functional space, and move-in-ready convenience. Situated on a premium corner lot with a fully fenced backyard, this 4-bedroom, 2.5-bathroom home offers 1,874 square feet of thoughtfully designed living space—ideal for both everyday living and entertaining. Step inside and immediately feel the difference. The entire first floor is designed for connection, featuring a bright, open-concept layout where the kitchen, dining, and living areas flow seamlessly together. The kitchen is bright and spacious—complete with upgraded stone countertops, modern finishes, and a clean, fresh look that feels straight out of a model home. Tile flooring throughout the main level adds both style and durability. Upstairs, the home continues to impress. A cozy loft space creates the perfect flex area—ideal for a second living room, home office, media space or home gym. The spacious bedrooms deliver comfort for everyone, while the owner’s suite provides a true retreat with a walk-in closet and an upgraded modern shower door in the primary bathroom. Step outside and you’ll find one of this home’s standout features—a large, fully fenced backyard, offering privacy, space to play, entertain, or simply unwind. The corner lot positioning adds extra breathing room and curb appeal that’s hard to find. Located in the desirable Peace Creek Reserve community, you’ll enjoy the benefits of newer construction living in a growing area known for its natural beauty and proximity to Winter Haven’s famous Chain of Lakes, shopping, and dining. Why wait for new construction when you can have better than new—right now? This home is upgraded and move-in-ready immediately.
WOODPOINTE PH 1 - S5148834 - 1930 AUSTIN TER, WINTER HAVEN, FL 33884 3 Days on yellowkey
$499,900 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Welcome to 1930 Austin Terrace, located in the highly desirable gated community of Woodpointe in SE Winter Haven. Perfectly situated near Hwy 27 and just minutes from LEGOLAND Florida Resort, this home offers both convenience and a peaceful cul-de-sac setting on a spacious fully fenced 0.32-acre lot.This beautifully designed 4-bedroom, 3-bathroom POOL home welcomes you with an elegant entry foyer, soaring specialty ceilings, and wood flooring throughout, complemented by ceramic tile in the foyer, kitchen, breakfast nook, and bathrooms. The thoughtfully designed layout includes a formal dining room and an open, inviting living space ideal for both everyday living and entertaining. The kitchen features granite countertops, a new refrigerator (04/2026), a breakfast bar, and a walk-in pantry, with a cozy breakfast nook overlooking the saltwater pool for relaxed mornings. Step outside to enjoy true Florida living with a screen-enclosed pool, covered lanai, and a beautifully paved pool patio, perfect for hosting or unwinding in your private, fully fenced backyard. The pool system has been well maintained with a new pool pump (09/2025) and recently updated salt cell and WiFi-enabled motherboard (03/2026), offering modern convenience and efficiency. The spacious primary suite serves as a private retreat, complete with an additional office space, fireplace, walk-in closet, and an ensuite bathroom featuring a split sink vanity, garden tub, and separate shower. Additional highlights include a newer AC system (approximately 4 years old), a brick-paved driveway and walkways, and a charming covered front porch accented by columns, adding to the home’s curb appeal. A brand new roof will be put on before closing! This exceptional property offers the perfect combination of space, style, and location in one of SE Winter Haven’s most sought-after gated communities.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS
CYPRESSWOOD ENCLAVE PH 02 - S5148089 - 69 ENCLAVE DR, WINTER HAVEN, FL 33884 3 Days on yellowkey
$300,000 | Villa | 3 beds | 2.0 baths | 2 gar
Welcome to 69 Enclave Drive, a beautifully updated home nestled inside the sought-after Cypresswood Golf & Country Club, a gated golf community known for its lush landscaping, resort-style amenities, and peaceful, secure atmosphere right in the heart of Polk County. From the moment you arrive, the manicured curb appeal sets the tone: mature palms, trimmed hedges, and a well-maintained façade with a two-car garage greet you at the entry. Step inside and you'll immediately notice the quality of every update, high-end laminate flooring flows throughout the home, complementing the fresh, modern palette and abundant natural light. The fully updated kitchen is a true showstopper, featuring custom raised-panel cabinetry, stunning granite countertops, a designer arabesque tile backsplash, and a full suite of stainless steel appliances, all included. A skylight above adds a bright, airy feel that makes cooking here a genuine pleasure. The spacious open-concept living and dining areas are designed for how Florida families actually live, wide open, light-filled, and flowing seamlessly toward the backyard through large sliding glass doors. The living room offers an ideal layout for entertaining, with a vaulted ceiling effect and views out to the lush, private backyard. Plantation shutters add a polished, upscale touch throughout. Bathrooms have been tastefully renovated with matching granite vanities, updated fixtures with brushed nickel hardware, and designer tile surrounds, all carrying that same cohesive, elevated look. The screened lanai is your private Florida retreat, perfect for morning coffee or evening sunsets, while the backyard offers mature trees, green space, and real privacy. An aerial view reveals just how spacious and private this lot truly is within the community. Practical updates make this home truly move-in ready: newer thermal windows for energy efficiency, a newer gas water heater, an updated laundry room with custom cabinetry, and a stunning epoxy-coated garage floor that gives the two-car garage a clean, finished look with room to spare. Living in Cypresswood means access to golf, a clubhouse, community pool, and the peace of mind that comes with a gated, well-managed neighborhood, all just minutes from shopping, dining, medical facilities, and major corridors serving the greater Central Florida area. Homes in Cypresswood at this level of finish don't last. Schedule your private showing today.
WYNDSOR AT LAKE WINTERSET - TB8501985 - 2656 WYNDSOR OAKS WAY, WINTER HAVEN, FL 33884 3 Days on yellowkey
$750,000 | Single Family Home | 5 beds | 5.0 baths | 3 gar
Discover refined living in Wyndsor at Lake Winterset, one of Winter Haven’s premier gated communities. Set on a half-acre lot, this beautifully maintained 5-bedroom, 5-bathroom residence blends timeless craftsmanship with thoughtful updates and an impressive amount of living space. Step inside to soaring ceilings, architectural arches, decorative pillars, crown molding, and tray ceilings that create an immediate sense of grandeur. The formal living and dining rooms flow effortlessly into the main living areas, where 16x16 tile and luxury plank vinyl flooring with water-proof add both style and durability. The spacious kitchen is designed for everyday living and entertaining, featuring a large island, stainless steel appliances, and built-in oven and microwave. It opens to a warm and inviting great room complete with a gas fireplace and custom built-ins. A dedicated office and two additional living areas provide flexibility for work, relaxation, or extended generations. The primary suite is a private retreat with a double-door entry foyer, two walk-in closets, and room for a sitting or desk area. The spa-like en-suite bath includes a dual-head shower, Jacuzzi tub, granite counters, double sinks, and a separate vanity. Four additional bedrooms — each with its own private bath — are thoughtfully positioned on the opposite side of the home for maximum privacy. The upstairs suite offers versatility as a second primary, media room, or game room. Enjoy Florida living on the expansive 1,000 sq ft screened lanai, fully under roof and pre-plumbed and wired for an outdoor kitchen. Excellent for quiet evenings or large gatherings. Additional highlights include a 3-car garage with storage room and a tankless hot water system. Major updates include a new roof (2022) and two HVAC units (2017). Located minutes from Legoland and within easy reach of both coasts, major attractions, shopping, and dining, this home delivers luxury, space, and convenience in one of the area’s most desirable neighborhoods.
Listing is courtesy of: HOMECOIN.COM
WHISPERING TRAILS PH 01 - O6402822 - 3147 WHISPERING TRAILS ST, WINTER HAVEN, FL 33884 4 Days on yellowkey
$215,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Investor Special – Endless Potential! Unlock the possibilities with this 3-bedroom, 2-bath home offering 1,303 sq ft in a gated Winter Haven community. Perfect for investors or buyers ready to add their personal touch, this property is a true TLC opportunity with great bones and plenty of upside. The home features a unique layout with a private side-entry front door connected by a walkway, adding character and curb appeal. Enjoy the added benefit of a long-term neighboring resident, bringing a sense of stability and community. Conveniently located just minutes from shopping, dining, Walmart, and Legoland, this property combines location and potential. Residents also have access to a community pool for relaxation and leisure. Priced to sell—bring your vision and make it your next great investment!
Listing is courtesy of: NEWBERRY REALTY & DEV GRP INC.
WOODPOINTE PHASE THREE - P4938572 - 1787 LAKEHILL DR, WINTER HAVEN, FL 33884 4 Days on yellowkey
$759,900 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Be the first to own this stunning 2024-built semi-custom home located in the gated, lakefront community of Woodpointe in Winter Haven’s desirable 33884 zip code. Thoughtfully designed with both comfort and functionality in mind, this spacious residence features 4 bedrooms, 3.5 bathrooms, and an incredibly smart split-bedroom floorplan that offers privacy and flexibility for modern living. The seamless flow and attention to detail throughout brings you first to the expansive living area that encompasses the living, kitchen, and dining rooms complimented with a walk-in pantry and bonus room that's perfect for an office, playroom, gym, or anything your hobbies and interests desire. The primary suite is a true retreat, complete with a luxurious en-suite bath and a huge walk-in closet that conveniently connects directly to the oversized laundry room—making everyday living effortless and latenight chores not disturbing family and guests. On the opposite side of the home, the additional bedrooms are well-appointed and thoughtfully positioned to maximize space and privacy, including another bedroom with ensuite bath, plus two additional bedrooms and another full bathroom. A convenient half bath is located near the garage entry, where you'll also find a practical "mud" area perfect for keeping things organized after a long day. Situated on just over one-third of an acre, the property offers ample outdoor space with room to create your ideal backyard oasis. As part of the exclusive Woodpointe community, residents enjoy the peace of a gated neighborhood along with access to beautiful lakefront surroundings. This home blends modern convenience, smart design, and a prime location—making it an exceptional opportunity in one of Winter Haven’s most sought-after areas. The Woodpointe community is minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options for travel in less than an hour from Disney World and other Orlando attractions, the Orlando and Tampa International Airports, and the gulf-side beaches of Tampa/St. Pete. See this home in person to really appreciate ALL that it has to offer!
Listing is courtesy of: JOHN WOOD REALTY, INC.