Location: Winter Haven
Do Not Show Listings
132 ALACHUA DR, WINTER HAVEN, FL 33884
$320,000140 Days on yellowkey MLS ID: P4937917
REDUCED by $1,000 (0.3%) on 05/01/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2466 Built: 1976 Tax: $3,975 (2025)Community: Eloise Woods Lake Mariam UnSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,975
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Beautiful and spacious family home with room for everyone to spread out and enjoy. Featuring over 2,400 square feet of living space, this home offers a warm and functional layout perfect for everyday living, entertaining, and creating lasting memories.??The open kitchen and living area serve as the heart of the home, complete with granite countertops, stainless steel appliances, abundant cabinet space, and a large breakfast bar where family and friends naturally gather. Natural light fills the home, while updated finishes and modern touches create a comfortable, move-in-ready feel.??One of the home’s standout features is the oversized bonus room — ideal for a playroom, media room, home office, homeschool space, gym, or second family room. The flexible layout allows the home to grow with your family’s needs.??Outside, the spacious yard offers endless potential for kids, pets, entertaining, gardening, or even adding a future pool. With no HOA, you have the freedom to truly make the property your own.?Conveniently located near schools, shopping, restaurants, and everything Winter Haven has to offer, this is a wonderful opportunity to own a great family home with space, flexibility, and value.*Agents, please read MLS realtor remarks.*
Listing is courtesy of: BROKERS REALTY OF CENTRAL FLOR (863-294-6773)
Listing Agent: Renee Butler (863-294-6773)
496 TERRANOVA ST, WINTER HAVEN, FL 33884
$430,000159 Days on yellowkey MLS ID: O6380041
REDUCED by $17,500 (3.9%) on 06/15/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2357 Built: 2004Monthly Fee: $56 Tax: $6,005 (2025)Community: Terranova Ph 02Single Family
Taxes:$6,005
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Middle School: Denison Middle
Remarks: ROOF 2022! Enjoy the HEATED SALTWATER POOL all year in your backyard Oasis. LARGE CORNER LOT (.28 acre). SINGLE STORY HOME. Terranova is a GATED COMMUNITY nestled among the Winter Haven Chain of Lakes. LOW HOA. NO CDD. Screened in patio is great for enjoying the beautiful Florida weather. Fully fenced yard with double door gate so you can pull a small boat inside! SPLIT FLOOR PLAN features the primary bedroom and bathroom on one side of the home and three additional bedrooms and a full bath on the other. High ceilings. BRAND NEW PUBLIX GROCERY STORE less than five minutes away! Walking trail within the community to Chain of Lakes Elementary School. The pool has a child safety fence that can be put up if desired - not photographed. Call to schedule your private showing today.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
317 AVENUE G SE, WINTER HAVEN, FL 33880
$255,00065 Days on yellowkey MLS ID: O6406631
4 Days Off yellowkey (back on 6/29/2026)
REDUCED by $10,000 (3.8%) on 06/04/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1610 Built: 1957 Tax: $3,447 (2025)Community: Havencrest AddSingle Family
Taxes:$3,447
Remarks: Under contract-accepting backup offers. Discover a truly unique architectural gem in the heart of Winter Haven. Inspired by the timeless design style of Frank Lloyd Wright, this beautifully maintained home offers character, warmth, and distinctive architectural details rarely found in today’s market. From the moment you arrive, you’ll appreciate the clean lines, natural light, and thoughtful design elements that create a seamless connection between indoor and outdoor living. The home has been exceptionally cared for and is in very good condition, offering both charm and peace of mind. Spacious living areas, inviting atmosphere, and a layout full of personality make this property stand out from the ordinary. Whether you are looking for a primary residence, a second home, or an investment opportunity, this home delivers style and timeless appeal. Roof replaced in 2004. Conveniently located near downtown Winter Haven, shopping, dining, parks, and the Chain of Lakes. Schedule your private showing today and experience the character and beauty of this one-of-a-kind property.
Listing is courtesy of: MBA REALTY GROUP, INC (407-291-4665)
Listing Agent: Paola Arias (407-969-9211)
900 LAKE JESSIE DR, WINTER HAVEN, FL 33881
$450,000108 Days on yellowkey MLS ID: S5146723
REDUCED by $19,900 (4.2%) on 06/06/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1828 Built: 1948 Tax: $4,023 (2025)Community: East View PkwySpa: NoSingle Family
Taxes:$4,023
Elementary School: Auburndale Central Elem
High School: Auburndale High School
Middle School: Westwood Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter Haven’s renowned Chain of Lakes, this lakefront retreat is more than just a home, it’s a lifestyle defined by water, sunshine, & unforgettable experiences. Start your mornings with breathtaking sunrises shimmering across the lake, coffee in hand from your private dock or patio. Spend your days exactly how you choose, cruising the Chain of Lakes by boat, casting a line in some of Central Florida’s best freshwater fishing, or enjoying world-class watersports like skiing, wakeboarding & paddleboarding right from your backyard. With nearby slalom courses & open water, this is truly a paradise for water enthusiasts. Lake Jessie is especially cherished for its tranquil atmosphere, offering a rare sense of calm while still being full of life. One of its most unique features is the seaplane activity, where you can watch planes gracefully land and take off across the water, an experience that never gets old and adds to the charm of lakeside living. Nature lovers will also appreciate the frequent sightings of all kinds of birds & other beautiful wildlife. The home itself offers a thoughtfully designed single-story layout with over 1,800 square feet, featuring 3 bedrooms & 3 bathrooms. An open-concept living space is filled with natural light and showcases stunning lake views, while a split-bedroom design provides comfort & privacy. A private in-law suite with its own entrance adds flexibility for guests, multi-generational living, or additional income potential. This residence offers plenty of parking space with its oversized driveway & an additional carport providing covered parking as well. The home has been updated with modern finishes and includes a metal roof installed in 2019. This home would make a perfect full time residence, investment property or second home. Beyond the water, the location is just as appealing. You’re right around the corner from a brand new Publix store and minutes from the heart of Winter Haven, where you’ll find charming local restaurants, shops, parks, and community events. Legoland Florida Resort is just a short drive away and there is convenient access to both Tampa and Orlando, so world-class attractions, dining & entertainment are always within reach. Whether you're seeking adventure, relaxation, or a smart investment, this Lake Jessie property delivers it all, offering the rare opportunity to live, play & unwind in one of Florida’s most iconic lakefront settings. Book your showing today!
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Patricia De Graaff, Llc (863-307-0061)
6775 BRENTWOOD DR NE, WINTER HAVEN, FL 33881
$132,500108 Days on yellowkey MLS ID: S5146696
REDUCED by $4,400 (3.2%) on 05/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1320 Built: 1985Monthly Fee: $46 Tax: $147 (2025)Community: Lake N Golf EstatesSpa: NoManufactured Home
Taxes:$147
Remarks: One or more photo(s) has been virtually staged. Welcome to 6775 Brentwood Dr NE, located in the desirable, no pet community of Lake N Golf Estates, a 55+ lakefront community offering the best of Florida living. This well maintained, mostly furnished home offers 3 bedrooms & 2 bathrooms with a spacious & functional layout, including a Florida room, formal dining room, breakfast nook & a dedicated laundry/storage room, providing plenty of flexibility for everyday living & entertaining. Updated HVAC system (2024) & automated thermostat. Additional exterior features include awnings for added shade and energy efficiency, along with a spacious carport for convenient covered parking. The home already passed the insurance/4-pointe inspection & will come with a one-year home warranty at closing. It is situated within an established, beautifully maintained community known for its welcoming atmosphere & convenient access to nearby shopping, dining, medical facilities, & major roadways. Residents of Lake N Golf Estates enjoy fantastic amenities including a clubhouse, heated pool, spa, shuffleboard courts and community boat slip access, perfect for taking full advantage of the scenic lakefront setting. With OWNED land, low maintenance living, this community offers both comfort & peace of mind. Whether you're looking for a seasonal retreat or a fulltime residence, this is a wonderful opportunity to enjoy the Florida lifestyle at its finest. Schedule your private showing today & experience all that Lake N Golf Estates has to offer!
530 SANCTUARY BLVD, WINTER HAVEN, FL 33881
$639,900143 Days on yellowkey MLS ID: S5144344
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3619 Built: 2023Monthly Fee: $83 Tax: $7,594 (2025)Community: Sanctuary By The Lake Ph OneSpa: NoSingle Family
Taxes:$7,594
Elementary School: Lake Alfred Elem
Remarks: Welcome to this exceptional custom-built 2023 luxury residence located within the gated community of Sanctuary by the Lake, where modern elegance, thoughtful design, & everyday comfort come together seamlessly. Perfectly positioned on a spacious corner lot directly across from the lake, this stunning home immediately impresses with its commanding presence & refined architectural detail. Step through the beautiful double front doors & experience an immediate sense of openness, highlighted by soaring ceilings, abundant natural light, & expansive living spaces designed to feel both grand & inviting. With over 3,600 square feet of living space, the thoughtfully designed open layout effortlessly connects formal & casual living areas, creating an ideal setting for both entertaining & relaxed daily living. At the heart of the home lies a beautifully appointed chef’s kitchen, featuring Granite countertops, upgraded Stainless-Steel appliances, a breakfast bar, walk-in pantry & a generous prep space, perfect for hosting gatherings or enjoying quiet mornings at home. The kitchen flows naturally into the impressive great room & dining areas, enhancing the home’s seamless indoor living experience. One of the standout features is the oversized covered and enclosed Florida room, custom added by the owners to extend the living space year-round. Whether hosting celebrations, entertaining guests, or simply unwinding while enjoying peaceful surroundings, this space truly elevates the lifestyle this home offers. Designed with privacy in mind, the desirable triple split floor plan includes 4 spacious bedrooms, 3 full bathrooms & a dedicated private office, ideal for remote work or flexible living needs. The luxurious primary suite serves as a private retreat, complete with dual vanities, a garden tub, separate walk-in shower, makeup vanity & a very generous walk-in closet. Beautiful luxury vinyl plank flooring flows throughout the main living areas, complemented by tasteful finishes & quality craftsmanship that reflect the home’s custom construction. A well-equipped laundry room with cabinetry, countertop workspace & sink adds everyday convenience. A 50-amp generator port was added for peace of mind. Beyond the home itself, the location offers the best of Central Florida living. Just minutes from downtown Winter Haven, residents enjoy award-winning restaurants, local boutiques, parks & year-round entertainment, while nearby access to Lakeland & I-4 provides an easy commute to both Tampa and Orlando. Florida’s Atlantic and Gulf beaches are approximately 90 minutes away, making weekend coastal escapes effortlessly accessible. This is more than a home, it is a refined living experience combining space, luxury, and lifestyle within one of Winter Haven’s most desirable gated communities.
6825 S LAKE HENRY DR NE, WINTER HAVEN, FL 33881
$239,000153 Days on yellowkey MLS ID: S5143698
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1790 Built: 1991Monthly Fee: $46 Tax: $2,317 (2025)Community: Lucerne Park Fruit AssnSpa: NoManufactured Home
Taxes:$2,317
Remarks: One or more photo(s) has been virtually staged. Enjoy true Florida lakefront living in this spacious 2-bedroom, 2-bath home offering almost 1800 square feet of heated living space, perfectly positioned on a waterfront lot with your OWN private dock, ideal for relaxing, fishing, or simply taking in the peaceful views of Lake Henry. Inside, the home features a large kitchen with a center island, Stainless Steel appliances including a built-in oven & cooktop, with plenty of cabinet space for storage & functionality. The oversized family room offers some of the most beautiful lake views in the home, creating a bright & welcoming gathering space. French doors lead into the additional Florida room under air and heat, where the panoramic water views continue and provide a perfect year-round retreat. Both bedrooms are generously sized, with the primary suite featuring a large ensuite bathroom complete with a walk-in closet, double sinks, a shower, & a garden tub. The guest bathroom has been updated, offering a fresh and modern feel. Additional interior features include an entry foyer, inside laundry room, and ample storage space including a dedicated storage room. Outdoor living is just as impressive, with oversized parking, a carport, a large, screened room, a paved open patio, & an additional storage shed. The combination of covered and open spaces makes it easy to enjoy the Florida lifestyle throughout the year. Major updates include a new roof in 2025, updated windows, & updated plumbing for added peace of mind. Located in Lake n Golf Estates, a desirable lakefront, LAND-OWNED 55+ community, residents enjoy access to amenities including a pool, spa, clubhouse, shuffleboard, & community boat ramp & dock, with boat slips available subject to availability. Conveniently situated near Hwy 27, medical facilities, shopping, and dining, the community also offers low HOA fees of $550 per year, adding to its overall appeal. Schedule your private showing today, lakefront homes at this price point do not last long.
6044 GRAND OAKS DR SE, WINTER HAVEN, FL 33884
$145,000425 Days on yellowkey MLS ID: S5126925
REDUCED by $24,900 (14.7%) on 06/25/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1982Monthly Fee: $65 Tax: $1,287 (2025)Community: Garden Grove OaksManufactured Home
Taxes:$1,287
Remarks: Welcome to 6044 Grand Oaks Dr SE in Winter Haven, a beautifully updated waterfront home in the desirable 55+ community of Garden Grove Oaks, where you OWN THE LAND! Enjoy peaceful water views right from your backyard plus take advantage of a 39k price improvement, making this home an incredible value. This charming 2 bedroom, 2 bath residence offers the perfect blend of comfort, modern updates & Florida lifestyle living. The spacious, open floorplan features laminate flooring throughout the main living areas, creating a bright & inviting atmosphere. The kitchen has been tastefully updated with new cabinet facings, countertops, & Stainless-Steel appliances, offering both style & functionality. The Florida room, complete with vinyl plank flooring, updated sliding doors & custom blinds, provides the perfect spot to relax & soak in the tranquil water views. Additional updates include double-pane windows throughout, as well as refreshed flooring, toilet, and faucets in the guest bathroom. The primary suite offers a barn door entry and private ensuite bathroom, while the guest bedroom provides flexibility for visitors or a home office. Garden Grove Oaks is a welcoming, well-maintained community offering a heated pool, clubhouse, & a active social calendar, all with NO LOT RENT. With its waterfront setting, modern updates & excellent value, this home is truly move-in ready. Don’t miss the opportunity to make it yours, schedule your private showing today!
5373 SAN PIETRO DR, WINTER HAVEN, FL 33884
$364,99964 Days on yellowkey MLS ID: TB8507170
0 Days Off yellowkey (back on 6/29/2026)
REDUCED by $1,446 (0.4%) on 05/19/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2471 Built: 2026Monthly Fee: $53 Tax: $2,688 (2025)Community: Villa MarSingle Family
Taxes:$2,688
Elementary School: Pinewood Elem
Remarks: Virtually Staged. Under Construction. Indigo BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat for energy efficient climate control, the Indigo brings all the things that matter together. The downstairs guest suite and bathroom are tucked away for added seclusion, while the open concept living space is perfect for entertaining. Upstairs, you'll find a generously sized recreation space, ideal for family time or unwinding. The owner's suite is a true sanctuary, featuring a walk-in shower, double vanities, and a spacious walk-in closet. A laundry room with a new washer and dryer is just off the owner’s suite, conveniently located near the 3 additional bedrooms and full bathroom. The Indigo is as functional as it is stylish, providing the perfect balance of comfort and modern living. 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)
1709 TEAGAN LN, WINTER HAVEN, FL 33884
$249,00055 Days on yellowkey MLS ID: O6409550
REDUCED by $1,000 (0.4%) on 06/29/2026
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
Remarks: 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)
6417 DOMIZIO DR, WINTER HAVEN, FL 33884
$296,49028 Days on yellowkey MLS ID: O6417322
2 Days Off yellowkey (back on 6/29/2026)
REDUCED by $8,000 (2.6%) on 06/19/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2326 Built: 2026Monthly Fee: $53 Tax: $32 (2025)Community: Villa Mar 40'SSingle Family
Taxes:$32
Remarks: This two-story Georgia will definitely be on your mind… This beauty highlights a modern open layout, seamlessly integrating a first-floor kitchen with a central island, a dining room and a welcoming family room with patio access. On the same level is a private owner's suite with an attached bathroom. Situated upstairs is a versatile loft for additional shared living space and four secondary bedrooms to provide restful retreats to family members and guests alike. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
6228 BOTTICELLA BLVD, WINTER HAVEN, FL 33884
$296,49040 Days on yellowkey MLS ID: O6413726
Remarks: Under Construction. This two-story Georgia will definitely be on your mind… This beauty highlights a modern open layout, seamlessly integrating a first-floor kitchen with a central island, a dining room and a welcoming family room with patio access. On the same level is a private owner's suite with an attached bathroom. Situated upstairs is a versatile loft for additional shared living space and four secondary bedrooms to provide restful retreats to family members and guests alike. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.
1740 2ND ST NE, WINTER HAVEN, FL 33881
$230,000274 Days on yellowkey MLS ID: L4956531
REDUCED by $5,000 (2.1%) on 06/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1683 Built: 2025 Tax: $308 (2024)Community: Maud MeadowsSingle Family
Taxes:$308
Tax Year: 2024
Remarks: Price reduced to $235,000. This newer construction 3-bedroom, 2-bath home offers a compelling opportunity for buyers looking for location, layout flexibility, and upside potential. Built in 2025, the property features an open living area, laminate wood flooring, white cabinetry, stainless steel appliances, and a tankless water heater. The functional floor plan allows for a variety of uses, whether for primary residence, multigenerational living, or investment purposes. Located just minutes from Downtown Winter Haven, the Chain of Lakes, hospitals, shopping, and dining, and with no HOA, this property offers convenience and long-term appeal. Sold as-is.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Daryl Ash, Ii (863-934-1548)
1818 6TH ST SE, WINTER HAVEN, FL 33880
$500,000313 Days on yellowkey MLS ID: O6341480
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2006 Built: 1963 Tax: $3,632 (2023)Community: Southeast TerraceSingle Family
Taxes:$3,632
Elementary School: John Snively Elem
High School: Winter Haven Senior
Tax Year: 2023
Remarks: Fully Renovated! Discover the perfect blend of modern upgrades and timeless charm in this beautifully updated 5-bedroom, 3-bathroom home. Featuring a brand-new kitchen, updated living spaces, new flooring throughout, and completely renovated bathrooms, this property is truly move-in ready. Recent upgrades include a new roof (2024), new electrical panel, new water heater, fresh interior and exterior paint, and all-new lighting and ceiling fans. The kitchen is a standout, showcasing quartz countertops, new cabinetry, stainless steel appliances, and modern finishes. Enjoy the warmth of a cozy wood-burning fireplace or step outside to your private oasis with a resurfaced pool and a spacious, fully fenced backyard—perfect for entertaining or relaxing. Located between Orlando and Tampa with no HOA or CDD, this home offers flexibility, freedom, and excellent investment potential. Conveniently close to major highways, theme parks, shopping, and dining. Short-term rentals are allowed, making this a great opportunity for both homeowners and investors.
Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)
Listing Agent: Washington Costa (407-460-4097)
4223 SAN ROCCO WAY, WINTER HAVEN, FL 33884
$280,000264 Days on yellowkey MLS ID: S5137072
1 Days Off yellowkey (back on 6/29/2026)
REDUCED by $45,000 (13.8%) on 06/17/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2522 Built: 2023Monthly Fee: $22 Tax: $7,612 (2024)Community: Villamar Ph 5Single Family
Taxes:$7,612
Remarks: Under contract-accepting backup offers. Virtually Staged. Short Sale. Welcome home to Villa Mar, a vibrant and growing community in beautiful Winter Haven! Built in 2023 and occupied for just one year, this 5-bedroom, 3-bathroom home offers that “like-new” feel with thoughtful upgrades throughout. As you step inside, you’re greeted by an inviting open-concept layout designed for both comfort and connection. The kitchen shines with stainless steel appliances, an oversized pantry, and cabinets with updated fixtures, all opening to the main living area with NEW laminate flooring—creating a seamless space for gathering and entertaining. A bedroom and full bathroom on the main floor offer ideal flexibility for guests or multi-generational living. Upstairs, you’ll find four additional bedrooms, a loft that’s perfect for a home office or a cozy nook to unwind and recharge, and a conveniently located laundry room. The oversized primary suite features a large walk-in closet and an ensuite bathroom complete with a stand-alone shower, upgraded shower head, and linen closet for added convenience. Step outside to a fully fenced backyard, offering privacy and plenty of space to create your own outdoor retreat—whether that means adding a future pool, garden, or simply enjoying a quiet evening of relaxation. The oversized under-the-stairs storage and two-car garage add even more practicality, while the LOW HOA helps keep ownership easy and affordable. Perfectly situated just off US-27, residents enjoy proximity to dining, shopping, and grocery options, as well as easy access to I-17. Outdoor enthusiasts will love being near the Winter Haven Chain of Lakes, ideal for boating, kayaking, fishing, or simply soaking up the sunshine. Plus, the charming Downtown Winter Haven Historic District is nearby—home to local restaurants, boutiques, and community events like First Fridays, the Wine, Chocolate & Cheese Festival, and so many more! For a weekend of fun with the family and friends, LEGOLAND is only 3.5 miles away! This home beautifully blends modern comfort, functional space, and a convenient location—making it a must-see in the heart of Winter Haven. This is the one you've been waiting on. Schedule a showing today and make it yours!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Brianna Perez Montalvo (407-687-3837)
1303 NE STATELY OAKS DR NW, WINTER HAVEN, FL 33881
$279,00029 Days on yellowkey MLS ID: L4962781
REDUCED by $19,000 (6.4%) on 06/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1693 Built: 1960 Tax: $3,477 (2025)Community: Stately OaksSpa: NoSingle Family
Taxes:$3,477
Elementary School: Inwood Elem
Remarks: Welcome to this beautifully refreshed 3-bedroom, 2-bath pool home in Winter Haven with NO HOA! Situated on a spacious lot in the established Stately Oaks community, this move-in ready property offers comfort, flexibility, and the Florida lifestyle buyers are looking for. Inside, you’ll find bright updated living spaces with fresh finishes, abundant natural light, and a functional layout designed for everyday living and entertaining. The kitchen features clean modern updates, ample cabinetry, and flows seamlessly into the main gathering areas. Step outside to your private backyard retreat featuring a sparkling pool, covered outdoor space, and plenty of room to relax, entertain, and enjoy year-round outdoor living. The oversized driveway offers additional parking and convenience. Additional features include public water and public sewer connections and no HOA restrictions. Conveniently located near shopping, dining, schools, recreation, and major roadways with easy access throughout Central Florida. Schedule your private showing today!
Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)
Listing Agent: Chelsey Palmowski (863-326-2279)
28 CASARENA CT, WINTER HAVEN, FL 33881
$165,000113 Days on yellowkey MLS ID: S5146381
REDUCED by $10,000 (5.7%) on 06/29/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2045 Built: 1989Monthly Fee: $310 Tax: $3,928 (2025)Community: Casarena On LakesSpa: NoTownhouse
Taxes:$3,928
Elementary School: Fred G. Garnier Elem
Remarks: Welcome to this charming two-story townhome located in the Casarena gated community in Winter Haven, offering 2 bedrooms and 2.1 bathrooms designed for comfort and flexibility. The inviting main living area features a cozy fireplace, perfect for relaxing or entertaining, while the functional layout flows seamlessly into the dining and kitchen spaces. Upstairs, enjoy your own private second-floor balcony—an ideal spot for morning coffee or unwinding in the evening. Enjoy family gatherings in the large screened in patio that is ready to be converted into your ideal outdoors living space. Additional highlights include a convenient laundry closet in the garage and ample storage throughout. Whether you're a first-time buyer, downsizing, or seeking a low-maintenance lifestyle, this home checks all the boxes—schedule your private showing today and make it yours! This home is being sold in As Is condition. All buyers must view the home before submitting an offer.
Listing is courtesy of: REALTYCITY INC (863-438-6605)
Listing Agent: Jesse Carriedo (863-438-6605)
2710 AVENUE J NW, WINTER HAVEN, FL 33881
$169,00038 Days on yellowkey MLS ID: TB8515967
REDUCED by $10,000 (5.6%) on 06/29/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 672 Built: 1956 Tax: $2,320 (2025)Community: InwoodSpa: NoSingle Family
Taxes:$2,320
Remarks: Welcome to a NO HOA 2 bedroom 1 bath located right between Orlando and Tampa. This starter home is close to everything you need plus wonderful lakes, nature trails, Legoland, and more. Walking into the living room there is plenty of space for unwinding after a long day. The first bedroom is connected to the livingroom. Just to the left of the livingroom is the kitchen. In the kitchen there is plenty of storage and cooking space. The next bedroom is just outside the kitchen. Both bedrooms provide all the essentials and boast a ceiling fan. The side door from the kitchen leads to the carport which could easily act as an awesome covered outdoor space. Walking around the house, a large yard for family activities welcomes you. Come find out why you should make this home yours. Ask about Seller Financing Terms.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Gregory Watson (863-224-6431)
2105 9TH ST NE, WINTER HAVEN, FL 33881
$245,000105 Days on yellowkey MLS ID: O6395140
REDUCED by $9,900 (3.9%) on 05/21/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1042 Built: 1967 Tax: $2,442 (2025)Community: Lake Idyll EstatesSpa: NoSingle Family
Taxes:$2,442
Elementary School: Elbert Elem
Remarks: Welcome to this beautifully renovated, move-in-ready home offering the perfect combination of style, comfort, and convenience! This charming property has been thoughtfully updated and features a bright open layout filled with natural light, creating a warm and inviting atmosphere for family and friends. Recent improvements include a bonus room with a bathroom, a new roof (2024), updated electrical system (2025), new water heater (2025), updated flooring, fresh interior and exterior finishes, and a modern kitchen with contemporary cabinetry and ample counter space. The spacious living areas provide flexibility for everyday living and entertaining, while the generously sized backyard offers endless possibilities to create your own outdoor retreat. Conveniently located in the heart of Winter Haven, this home offers easy access to US-17, Cypress Gardens Boulevard, and the Polk Parkway, making commuting throughout Central Florida simple. Enjoy being just minutes from LEGOLAND Florida Resort, Downtown Winter Haven, local restaurants, shopping centers, grocery stores, medical facilities, and beautiful lakes known throughout the area. Outdoor enthusiasts will appreciate the nearby parks, walking trails, boating, fishing, and recreational activities that make Winter Haven one of Central Florida’s most desirable communities. Also close to Walt Disney World, Disney Springs, Universal Orlando Resort, Orlando International Airport (MCO), schools, hospitals, golf courses, and everyday conveniences. Whether you’re a first-time homebuyer, looking to downsize, or searching for a great investment opportunity, this beautifully updated home offers exceptional value, modern upgrades, and an unbeatable Central Florida location. A bonus room and an additional bathroom may not be reflected in public records. Buyer to verify all measurements, permits, and property information. Property sold AS-IS. Schedule your private showing today and discover everything this wonderful home has to offer!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Vivian Correa (401-263-5921)
1871 EMILY DR, WINTER HAVEN, FL 33884
$312,50063 Days on yellowkey MLS ID: S5149517
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2012 Built: 2005Monthly Fee: $38 Tax: $3,862 (2025)Community: Emily EstatesSingle Family
Taxes:$3,862
Remarks: Beautiful single-family home offering 4 bedrooms and 2 bathrooms with approximately 2,012 square feet of heated living space. This spacious residence features high ceilings and a functional layout designed for comfortable living and entertaining. The kitchen includes space for a breakfast table and flows seamlessly into a separate dining room, while an additional family room provides the perfect setting for gatherings. Conveniently located near Cypresswood Golf & Country Club, East Central Park, and Rotary Park, offering access to outdoor recreation, including skating, softball, and picnic areas. The property also provides easy access to U.S. Highway 27, with shopping, dining, and everyday conveniences just minutes away, including Publix and Walmart.
Listing is courtesy of: REALTY OF AMERICA (321-732-5369)
Listing Agent: Cisco Romero (407-922-6375)
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