Location: Winter Haven
Do Not Show Listings
5225 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884
$420,000235 Days on yellowkey MLS ID: P4936039
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2031 Built: 2015Community: Lake Ashton West Ph 01Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: HUGE PRICE ADJUSTMENT — MOTIVATED SELLER! Welcome to this beautifully, open-concept Sebastian model FULLY FURNISHED and TURNKEY, allowing you to settle in and start enjoying the Lake Ashton lifestyle from day one. Grand, high ceilings immediately draw your eyes to the serene 17th-hole golf view, offering a peaceful backdrop perfect for relaxed living. The living room is anchored by a stunning wood entertainment center with glass display, complemented by plush leather recliners ideal for unwinding or hosting friends. Recessed lighting, neutral tones, and crown molding create a warm, inviting ambiance throughout the home. This home features tile flooring throughout the main living areas, thoughtfully selected furnishings in every room, and a second bedroom equipped with a medical bed for guests or caregiving needs. The gourmet kitchen includes 42" wood cabinetry with crown molding, granite countertops, a stylish backsplash, pendant lighting, Whirlpool stainless steel appliances, and under- and over-cabinet lighting. A washer and dryer are also included for easy, everyday living. The primary suite offers a peaceful retreat with a walk-in closet, dual granite vanities, and a walk-in shower with a corner seat. Triple sliders open to an extended screened veranda, perfect for morning coffee, evening breezes, or simply enjoying the tranquil golf course setting. The Garage is equipped with storage, a golf cart, a leisure bike, and a garage privacy screen, making it easy to embrace the active lifestyle of Lake Ashton. Just unpack and begin enjoying the community, offering two gated entrances with 24/7 guard service and access to two clubhouses featuring a grand ballroom, movie theater, bowling lanes, and on-site dining at Charm City and Eagle Nest. Stay active with amenities including indoor and outdoor pools, fitness centers, racquetball, tennis, pickleball, bocce, shuffleboard, and more.
Listing is courtesy of: LAKE ASHTON REALTY INC. (863-221-5970)
Listing Agent: Candra Alston (407-257-5204)
241 GROVE BRANCH RD, WINTER HAVEN, FL 33880
$239,900203 Days on yellowkey MLS ID: L4956146
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1140 Built: 2009Community: Squires GroveSingle Family
Remarks: Charming 3-Bedroom, 2-Bathroom Home in Squires Grove – Move-In Ready! Welcome to this beautifully maintained 3-bedroom, 2-bathroom home located in the desirable Squires Grove subdivision. This move-in ready property offers modern updates and thoughtful features that make it the perfect place to call home. Step inside to find brand new commercial-grade waterproof laminate flooring throughout, adding both durability and style. The spacious living room is perfect for relaxing or entertaining, while the kitchen includes a cozy eating area ideal for casual family meals. Enjoy Florida living at its best with a screened-in back patio, complete with lighting and tile flooring—a great spot for morning coffee or evening gatherings. The patio opens up to a beautiful back yard, offering added peace and privacy. BRAND NEW A/C system installed in March 2025, ensuring comfort year-round. Conveniently located near schools, shopping centers, and parks. Don’t miss this opportunity !
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: Tony Fridovich (863-698-4267)
321 MAJESTIC GARDENS DR, WINTER HAVEN, FL 33880
$320,00023 Days on yellowkey MLS ID: L4960597
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2024 Built: 2013Community: Gardens Ph 01Single Family
Remarks: Move In Ready 3BR/2BA + Home Office + Dining / Flex Room and Large Screened Lanai. The Interior Features an Open Floor Plan, High Ceilings, Spacious Bedrooms, New & Updated Lighting & Fans, Fresh Interior Paint, Brand New Carpet in BR's and more! The Large Kitchen Offers a Spacious Breakfast Cafe Overlooking the Lanai & Backyard, Newer Countertops, Tiled Backsplash and New Dishwasher. The Master Suite Offers a Huge Walk-In Closet, Soaking Tub, Double Vanities and Walk-In Shower. The Exterior Offers a Fully Privacy Fence, Large Backyard and Newer Storage Shed. Please Note the Property Link extends another 14' beyond the rear fence. This Gated Community is conveniently located in Winter Haven close to Publix Shopping, Walmart, Restaurants and Legoland. Enjoy all that Winter Haven has to offer - Multiple Lakes for fishing & boating, Nature Trails, Golf Courses and more. Located One Hour from both Tampa and Orlando International Airports, Lakeland Linder Airport now offering domestic flights too.
Listing is courtesy of: SHAWN R MCDONALD REALTYGRP INC (863-287-0213)
Listing Agent: Shawn Mcdonald (863-287-0213)
121 BATES AVE SE, WINTER HAVEN, FL 33880
$199,00023 Days on yellowkey MLS ID: OM721475
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1080 Built: 1945Community: Haven TerraceSingle Family
Remarks: Located in the heart of downtown Winter Haven, FL, this versatile R-3 zoned property presents an excellent opportunity for homeowners, investors, or those seeking future development potential! This charming residence features 2 bedrooms and 1 full bathroom, offering a functional layout with comfortable living spaces. The home includes a spacious kitchen with ample cabinetry and room for dining, perfect for everyday living or rental use. A dedicated utility room adds convenience and extra storage space. Connected to city water and sewer, this property provides reliable infrastructure and ease of maintenance. The R-3 zoning allows for a variety of potential uses (buyer to verify with city) making this a flexible investment in a growing and desirable downtown location. Enjoy close proximity to local shops, dining, parks, and all that Winter Haven has to offer, including its renowned chain of lakes! Whether you're looking for a primary residence, rental property, or future development opportunity - this property checks all the boxes!
Listing is courtesy of: RE/MAX REALTY PLUS (863-385-0077)
Listing Agent: Emily Jones (863-446-3246)
3905 OSPREY POINTE CIR, WINTER HAVEN, FL 33884
$310,00023 Days on yellowkey MLS ID: P4938216
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1729 Built: 2005Community: Osprey PointeSingle Family
Remarks: Located in Osprey Pointe on Lake Ned, 3905 Osprey Pointe Cir. is everything you've been looking for in the heart of Central Florida. This 3 bed, 2 bath home was built to last and withstand anything that comes it's way. Using solid poured concrete tilt walls, the house is incredibly strong and comfortable. Offering over 1700 square feet of air conditioned space, you will never feel confined. The family room, kitchen and dining area have soaring vaulted ceilings, while the primary bedroom feels spacious with a beautiful tray ceiling. The kitchen has many upgrades including solid cabinets, granite counter tops and a natural gas range. You'll also have access to the community clubhouse, pool and dock. With a location just minutes from great shopping, restaurants, grocery stores, medical facilities and Legoland! This home is in great shape and has a wonderful location. It will not last long, come see it before it's gone.
Listing is courtesy of: STRAIGHT UP REALTY & PM LLC (863-698-7547)
Listing Agent: Cole Bataille (863-698-7547)
726 17TH ST NE, WINTER HAVEN, FL 33881
$274,90096 Days on yellowkey MLS ID: P4937500
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1531 Built: 2006Community: Elbert LandingsSingle Family
Remarks: Welcome to this well-maintained 3-bedroom, 2-bathroom home on a desirable corner lot and offers a 2-car garage along with a fully fenced backyard. Inside, tile flooring highlights the high-traffic areas, while wood laminate flooring runs through the living room and bedrooms. The kitchen features a stainless sink, refrigerator, and stove. Step outside to enjoy a screened back porch and a paver patio—perfect for relaxing or entertaining. Major updates include a new central A/C installed in 2016 and a new roof completed in 2021. Conveniently located close to Polk State College, shopping, and plenty of restaurants. Legoland is just minutes away!
Listing is courtesy of: CENTURY 21 MYERS REALTY LAKE WALES (863-676-4448)
Listing Agent: Austin Henry (863-605-3451)
12 BRIDGEWATER DR, WINTER HAVEN, FL 33884
$440,00048 Days on yellowkey MLS ID: S5144703
0 Days Off yellowkey (back on 3/6/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2369 Built: 1990Community: BridgewaterSingle Family
Remarks: Under contract-accepting backup offers. Welcome home to this fabulous 3 bedroom, 3 bath water front pool home nestled in the desirable Bridgewater community. The home is located on the infamous "WINTER HAVEN CHAIN OF LAKES" on the canal between lake Eloise and the cleanest spring fed lake on the chain, LAKE WINTERSET. BRIDGEWATER IS AN ESTABLISHED COMMUNITY OF 22 CUSTOM BUILT HOMES. With access to a private community boat ramp, and newly renovated COMPOSITE dock for your boating and fishing pleasure. Lake Winterset often offers a SLALOM COURSE for the water skiing enthusiast. This fabulous brick home will have a BRAND NEW REROOF with ARCHITECTURAL SHINGLES, peel and stick UNDERLAYMENT installed over the next two weeks for the new owners peace of mind. The new roof will have a ten year transferable warranty to the new owner. As you enter this amazing home you'll be greeted by the grand foyer with vaulted ceilings, and an amazing view of the wood burning brick fireplace in the sunken great room with wooden floors, BLENDING RETRO CHARM WITH MODERN COZY FUNCTIONALITY. There are two sets of French doors exiting to the outdoor kitchen pool area from the great room with amazing views. As you turn to the right, you step inside the amazing study with wooden floors which can easily be transformed into a formal sitting room. Boasting over 2,369 square foot of living space there is plenty of room in this oversized kitchen and dining area to entertain your guest and sliding doors to exit to the pool area. The custom made plantation shutters in the dining area, convey with the home. The large primary bedroom has its own sliding doors that exit to the fully enclosed screen pool and outdoor kitchen area and TWO LARGE WALK IN CLOSETS. The primary bathroom has dual vanity sinks and a large garden jet tub with separate walk in shower stall. Enjoy cooking and entertaining in your fully screened in lanai with an outdoor kitchen area while taking in the sights and sounds of nature on this freshwater canal, AND CASCADING WATERFALL FROM THE SPA INTO THE HEATED POOL. The community of Bridgewater has its own PRIVATE BOAT RAMP LAUNCH and newly renovated dock for unlimited usage to its residents that wish to boat or fish just a few feet from their front door. The home is equipped with two air condition units one replaced 2 YEARS AGO and the other 5 YEARS AGO. Both front loader, washer and dryer convey inside this large indoor laundry room. The two car garage door was insulated for more energy efficient climate control. The home is located just 2.3 MILES FROM THE GATES OF LEGOLAND and just 2.5 MILES FROM SHOPS RESTARUANTS AND MEDICAL FACILITIES making this location ideal. Schedule your viewing today.
Listing is courtesy of: MAZELG REALTY (863-399-0226)
Listing Agent: Eric Sigismondi, Llc (863-651-9257)
5828 MARSH LANDING DR, WINTER HAVEN, FL 33881
$387,50064 Days on yellowkey MLS ID: L4958953
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2078 Built: 2017Community: Lakeside Landings Ph 01Single Family
Remarks: Welcome to refined Florida living in the serene, gated, 55+ community of Preserve at Lakeside Landings. This community designed with enjoying your Florida lifestyle, is home to 44 residences, 2 pools, a playground, and sidewalks to keep you active. HOA includes lawn maintenance which allows you to relax in your stunning new home! Thoughtfully designed with a triple-split floorplan, this residence offers exceptional privacy and versatility—ideal for multi-generational living. Manicured tropical landscaping and pristine sidewalks lead you inside, where the first split features two guest bedrooms and a shared bathroom. Continuing into the main corridor, you’ll find the third bedroom or office along with the conveniently located laundry room.The home then opens into a bright, airy living space with 9-foot ceilings and tile flooring. An elegant dining area overlooks the pool, while the beautifully appointed kitchen showcases solid wood cabinetry, granite countertops, stainless steel appliances, and a generous island perfect for entertaining. The primary suite serves as a peaceful retreat with updated flooring, a walk-in closet, and a spa-inspired bath complete with dual sinks, granite, and a glass walk-in shower. Outdoors, the property transforms into a true tropical sanctuary. A stunning saltwater pool with a cascading waterfall is framed by lush landscaping that is home to several citrus trees. This secluded, spa-like atmosphere is ideal for relaxation or entertaining. With a tranquil natural backdrop and effortless indoor-outdoor flow, this home blends elegance, comfort, and resort-style appeal. Fresh interior paint, an immaculate garage, energy-efficient insulation, and lawn care included in the HOA make this home truly move-in ready—offering a lifestyle of ease, beauty, and authentic Florida living. Upgrades include kitchen appliances 2025, new disposal, Pentair salt system is 4 years old. Pool deck was sealed one year ago. Don't hesitate, opportunities like this are rare, so make your appointment today!
Listing is courtesy of: FLORIDA REAL ESTATE COMPANY (863-701-3487)
Listing Agent: Cyleste Goodson (863-701-3487)
548 MARTIN LUTHER KING BLVD NE, WINTER HAVEN, FL 33881
$160,000191 Days on yellowkey MLS ID: L4956442
0 Days Off yellowkey (back on 10/17/2025)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2182 Built: 1970Community: Campbell & Henry SubSingle Family
Remarks: ** We have received multiple offers and are considering the highest and best offer by Monday, October 13, at 12:00 PM.** Spacious 3-bedroom, 2-bathroom home in Winter Haven priced to sell! This fixer-upper is perfect for investors, flippers, FHA 203(k) buyers, or first-time homeowners looking to build instant equity. With 2,182 sq ft of living space on an 8,442 sq ft lot, this property offers plenty of room for cosmetic and structural improvements. Priced well below market, buyers can capitalize on a significant value-add opportunity in a growing neighborhood. Renovate to create your dream home, or take advantage of strong resale and rental potential.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Daryl Ash, Ii (863-934-1548)
4223 SAN ROCCO WAY, WINTER HAVEN, FL 33884
$325,000176 Days on yellowkey MLS ID: S5137072
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2522 Built: 2023Community: Villamar Ph 5Single Family
Remarks: One or more photo(s) has been 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)
610 AVENUE A NE, WINTER HAVEN, FL 33881
$235,00072 Days on yellowkey MLS ID: O6379847
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1512 Built: 1910Community: Revised Map Of Fernwood AddSingle Family
Remarks: Price Reduced. Excellent Investment Opportunity. Zoning MX district. Charming 1910 Colonial Home — Elegantly Renovated in Central Winter Haven. Welcome to timeless charm blended with modern comfort in this beautifully Colonial residence, perfectly situated in the heart of Winter Haven, Florida. Meticulously updated while honoring its historic character, this home offers the ideal blend of classic architectural details and contemporary living. As you approach, you’re greeted by a stately façade showcasing symmetrical Colonial proportions, a welcoming front porch, and original period craftsmanship that has stood the test of time. Current zoning classification is MX (Mixed-Use), which allows a wide range of commercial and residential uses. Typical permitted uses examples are: Professional and medical offices, Assisted living facilities, ALF) / senior care, Group homes and supportive housing, Multifamily residential buildings, Live/work units and mixed commercial-residential developments.
Listing is courtesy of: CENTRAL REALTY GROUP AND PROPERTIES (407-582-9011)
Listing Agent: Raul Briceno (407-715-2550)
2799 ADELINE AVE, WINTER HAVEN, FL 33881
$305,740115 Days on yellowkey MLS ID: O6369098
1 Days Off yellowkey (back on 3/25/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1328 Built: 2026Community: Willowbrook SouthSingle Family
Remarks: Under Construction. The Archer II is one of our one-story floorplans features in our Willowbrook South community in Winter Haven, Florida. Take your pick between two sleek exterior options when choosing this floorplan. Inside this 3 bedroom, 2 bathroom home you’ll find 1,328 square feet of comfortable living. The open concept layout allows for seamless movement between spaces making entertaining guests a breeze. It also provides homeowners versatile design options. The kitchen features shaker-style cabinets, quartz countertops, and stainless steel appliances, which are sure to both turn heads and make meal prep easy. You’ll bever be too far from the action with the living and dining area right there. In every bedroom, besides the primary bedroom, you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom features luxury vinyl plank flooring that will be sure to stand out. It also has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity, and you also get additional privacy with a separate door for the toilet and shower. Contact us today and find your home at Willowbrook South. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Paul King (407-519-3940)
120 4TH WAHNETA ST E, WINTER HAVEN, FL 33880
$150,00031 Days on yellowkey MLS ID: B4902213
0 Days Off yellowkey (back on 3/25/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 864 Built: 1956Community: Wahneta FarmsSingle Family
Remarks: Under contract-accepting backup offers. Step inside through the large enclosed foyer—perfect as a welcoming entryway, mudroom, or additional sitting space. The home features a comfortable living room and a well-appointed kitchen with a separate dining area, ideal for everyday living and entertaining. A bonus back room provides flexibility and can easily be used as a home office, hobby room, or additional living space. Enjoy outdoor living on the covered back porch overlooking a fully fenced yard—perfect for pets, gatherings, or simply relaxing in your own private oasis. The property is a true gem for those who love fresh fruit, featuring numerous mature trees including mango, avocado, peach, lemon, and other citrus varieties. Additional highlights include two large storage sheds with electricity already in place, offering excellent space for a workshop, storage, or creative projects. There is also a full RV hookup with electric, water, and septic—perfect for travelers or accommodating guests. This property offers a rare combination of comfort, utility, and outdoor enjoyment. Don’t miss this opportunity to own a home with so much to offer!
Listing is courtesy of: LAND SOUTH REALTY, LLC (863-937-8867)
Listing Agent: Ron Denney (863-660-3919)
132 BROAD ST, WINTER HAVEN, FL 33881
$469,00024 Days on yellowkey MLS ID: P4938236
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2672 Built: 2016Community: Hampton CoveSingle Family
Remarks: Welcome to this immaculately maintained 4-bedroom, 3-bathroom home with a spacious 3-car garage, perfectly situated in the highly desirable Country Club area of Northeast Winter Haven. Located within a gated community, this home offers both privacy and peace of mind. Backing up to an 11-acre jurisdictional wetland, the property provides complete rear privacy with a beautiful natural landscape—no rear neighbors, just serene views and tranquil surroundings. Inside, you’ll find a thoughtfully designed split floor plan with upgraded flooring, modern cabinetry, and stylish countertops throughout. The layout offers both functionality and comfort, ideal for those who love to entertain. Step outside to your private screened back porch retreat and fully fenced yard—perfect for relaxing evenings or weekend gatherings while enjoying the quiet, natural backdrop. This home truly combines luxury, privacy, and location—don’t miss the opportunity to make it yours.
Listing is courtesy of: VILLAGE REALTY OF WINTER HAVEN (863-299-6767)
Listing Agent: Joshua Taylor (863-651-5471)
259 MEREDITH BLVD, WINTER HAVEN, FL 33881
$419,990214 Days on yellowkey MLS ID: O6344183
4 Days Off yellowkey (back on 3/3/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2267 Built: 2025Community: Willowbrook NorthSingle Family
Remarks: MOVE-IN READY Home with lakefront homesite! This stunning Highbourne with Coastal elevation greets you with a charming front porch, perfect for relaxing and enjoying the outdoors. Inside, a versatile flex space offers an ideal area for a formal living room or home office, conveniently connected to the kitchen. Just past the flex room is a thoughtfully placed half bathroom. The heart of the home features an expansive open-concept kitchen, dining, and living area, perfect for entertaining family and friends. The kitchen showcases elegant granite countertops, shaker cabinets, and a spacious layout. Sliding doors off the dining area lead to a covered lanai and an oversized backyard, providing serene views of the woods and lake. Upstairs, the oversized primary suite offers a luxurious primary bathroom with dual vanities, providing a private retreat. Three additional bedrooms and a centrally located laundry room complete the second floor, making the home ideal for families. The first floor is fully tiled, adding a sleek and easy-to-maintain finish throughout the main living areas. This Highbourne quick move-in home at Willowbrook North combines modern design, thoughtful layout, and beautiful natural surroundings, offering the perfect balance of comfort and style.
Listing is courtesy of: DRB GROUP REALTY, LLC (407-270-2747)
Listing Agent: Adam Schott (407-270-2747)
344 ALEXZANDER WAY, WINTER HAVEN, FL 33881
$390,000170 Days on yellowkey MLS ID: P4936876
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2696 Built: 2021Community: Jace LndgSingle Family
Remarks: Welcome to this stunning 5-bedroom, 3-bath home located in the Jace Landing community of Winter Haven. Built in 2021, this modern two-story residence provides nearly 2,700 square feet of living space designed for comfort, flexibility, and contemporary living. The open-concept layout features a bright and spacious great room, modern finishes, and a large kitchen with stainless steel appliances, ample cabinetry, and an oversized island perfect for family gatherings and entertaining. The first floor also includes a versatile flex room or optional sixth bedroom and a full bathroom, making it ideal for guests, a home office, or multi-generational living. Upstairs, the primary suite provides a private retreat with a large walk-in closet and an ensuite bath featuring dual vanities and a walk-in shower. Four additional bedrooms and a convenient upstairs laundry room create plenty of space for the whole family. This home is built with durable block construction on both levels and includes smart-home technology with Alexa integration and energy-efficient systems throughout. Outside, enjoy the covered patio and spacious backyard — perfect for relaxing or hosting outdoor get-togethers. Conveniently located just minutes from downtown Winter Haven, Legoland, shopping, dining, and with easy access to I-4, this home combines modern comfort with everyday convenience. Don’t miss your chance to own this move-in-ready home in one of Winter Haven’s most desirable communities.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Andres Ramirez (863-845-3310)
503 HOLT CIR, WINTER HAVEN, FL 33880
$185,000342 Days on yellowkey MLS ID: TB8384455
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1305 Built: 1974Community: Jan Phyl VillageSingle Family
Remarks: Short Sale. Welcome to 503 Holt Circle! This corner-lot property boasts 3 bedrooms, 2 full bathrooms and an abundance of outdoor space. There are plenty of windows to let the natural light in, and a sliding glass door to access the screened-in patio. Enjoy peace of mind with a 2024 roof, 2023 A/C and 2023 electric water heater. Both bathrooms contain thoughtful upgrades for design and functionality. Don’t miss your chance to own a move-in ready home where style, function, and a convenient neighborhood come together. Special financing available with the seller's preferred lender.
Listing Agent: Adam Faucett (813-385-2821)
447 SAN JOSE DR, WINTER HAVEN, FL 33884
$239,90065 Days on yellowkey MLS ID: P4937807
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1600 Built: 1980Community: Orchid Springs Patio HomesSingle Family
Remarks: With expanded living areas and versatile spaces, this home offers a comfortable and practical Florida lifestyle in a well-established Winter Haven community. New flooring and fresh interior paint provide a clean, neutral foundation ready for its next owner. Tucked toward the back of the community and accessed by charming, canopy tree-lined roads, the setting offers a peaceful, neighborhood feel ideal for evening walks or bike rides. The enclosed Florida room adds valuable square footage and serves as a flexible extension of the main living area, perfect for everyday living or casual entertaining. A fully enclosed and roofed former atrium creates a unique bonus space that can be enjoyed year-round, offering additional flexibility for hobbies, relaxation, or storage. The fenced backyard provides a private outdoor retreat and features resident koi fish, adding a tranquil touch. The home is equipped with a whole-house generator, offering dependable peace of mind. Residents also enjoy access to the community clubhouse and amenities. Conveniently located near shopping, dining, medical facilities, and major roadways, this property combines comfort, function, and location within a charming, established neighborhood.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: J. Michael Nolen, Jr (863-294-7541)
1151 CAREFREE COVE DR, WINTER HAVEN, FL 33881
$439,000144 Days on yellowkey MLS ID: TB8450979
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1734 Built: 1984Community: Carefree CoveSingle Family
Remarks: Looking for a peaceful lakefront pool home or well appointed AibBnB property? This beautiful 3-bedroom, 2-bath home sits on Lake Connie in Winter Haven’s northern Chain of Lakes and has been completely renovated to include a brand new roof, 4-ton A/C, luxury vinyl plank flooring, interior / exterior paint, and new water heater all installed in 2025. The interior living area includes new fixtures, new front and rear sliding glass doors. The kitchen features tons of solid wood cabinets, all new stainless steel appliances, and granite countertops. It includes both a breakfast area and a picturesque cutout with a stunning view of the pool area and lakefront! The laundry room is also built into the kitchen area and includes a unique custom built porthole window that provides both natural light and views to the Florida room and beyond. The kitchen flows into a large enclosed porch (Florida room) with tons of potential! It can include a second living room space, dining room, and even space for a game room or office area! The Florida room includes additional cabinets and a bar area with a granite countertop. From the Florida room you can access the screened open porch where you can enjoy views of boats cruising the lake, skiers cutting through the water, and bald eagles, ospreys, and herons scooping up fish! The primary bedroom features an en suite bathroom with jetted tub/shower, new vanity & fixtures, as well as a large closet. The 2nd bedroom also includes new ceiling fan and a large closet. The garage has been converted into the 3rd bedroom which is oversized with a very large closet and shiplap feature wall. Both bathrooms have been fully renovated with gorgeous subway tile in the showers, new ceramic tile floors and vanities with solid surfaces, as well a new toilets, and exhaust fans. Outside the house has been completely repainted including newly painted concrete from the front to the back of the property. The home features new screen in the pool cage, a brand new pool liner, with new multi-color LED pool light, as well as new light and fan fixtures on the back porch. There is a carport and large outdoor storage closet out front, and also a second driveway to park an extra vehicle or boat. The boathouse, which includes a roll-up door has also been newly painted is wired with electricity and could also function as a workshop. It features new lights, a new side door. The boathouse / workshop is approximately 10x20 feet and has tons of room for all your toys! The property includes its own large dock and a concrete slab along the beach area for launching your own boat. Furnishings in listing are available for separate purchase. As a potential AirBnB, the unit currently sleeps 7 including the pull out couch in the living room, but could potentially sleep 10 with the addition of a second bed in the 3rd bedroom and a second pull out couch in the enclosed porch area.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
2013 MARILYN AVE, WINTER HAVEN, FL 33881
$310,00081 Days on yellowkey MLS ID: TB8468621
5 Days Off yellowkey (back on 3/24/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1942 Built: 1971Community: Leisure ShoresSingle Family
Remarks: Under contract-accepting backup offers. BACK ON MARKET due to buyer’s financing falling through. Inspection and appraisal COMPLETED. 2013 Marilyn Ave in Winter Haven, featuring a BRAND NEW ROOF COMPLETED IN 2025. This spacious 3 bedroom, 3 bathroom home with a two-car garage offers 1,942 square feet of open and functional living space on a large 0.21-acre lot with NO HOA and NO FLOOD ZONE. In addition to the three bedrooms reflected in public records, the home offers an additional room currently used as a FOURTH bedroom, providing flexible space ideal for guests, a home office, or extended living needs.The home showcases porcelain tile throughout most of the property, with new carpet in three of the bedrooms. The modern kitchen is highlighted by beautiful quartz countertops, creating a clean and contemporary feel that flows seamlessly into the living and dining areas. All bathrooms feature porcelain tile and spacious showers, with one bathroom offering dual sinks and two new shower heads for added comfort. The primary suite includes a relaxing jacuzzi tub, providing a true retreat at the end of the day. Additional upgrades include a newer AC system, a newer water heater, and a smart thermostat to easily control heating and cooling throughout the home. The property also features a two-car garage along with a covered carport that is ideal for boat parking, complete with dedicated boat drainage, an excellent setup for boating enthusiasts. The fully fenced backyard offers great privacy and an abundance of space, making it perfect for entertaining, gatherings, or future customization. The expansive outdoor area provides endless potential for enjoying Florida living. Conveniently located near Lake Hart Ridge, Lake Idlewild, and Lake Jessie, the home offers excellent access to nearby lakes, providing plenty of opportunities to take your boat out and enjoy the surrounding waterways. Ideally situated between Tampa and Orlando, this property offers easy access to both metro areas while still enjoying the charm and lifestyle of Winter Haven, close to schools, shopping, dining, and Legoland.
Listing is courtesy of: RE/MAX CHAMPIONS (813-945-4882)
Listing Agent: Nik Slavik (813-751-9654)
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