Location: Winter Haven
Do Not Show Listings
2853 ATTWATER LOOP, WINTER HAVEN, FL 33884
$210,000176 Days on yellowkey MLS ID: P4936736
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1385 Built: 2019Monthly Fee: $671 Tax: $2,505 (2025)Community: Traditions Ph 2AVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,505
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Tax Year: 2025
Middle School: Mclaughlin Middle
Remarks: Looking for a low-maintenance home in a 55+ community in Winter Haven, Florida? This 2019-built home in Traditions at Lake Ruby offers easy living, great amenities, and a peaceful setting designed for an active Central Florida lifestyle. Located at 2853 Attwater Loop, this 2-bedroom, 2-bath home welcomes you with a bright, open layout where the kitchen, dining, and living areas flow together. Natural light fills the space, making mornings feel calm and unhurried. It’s the kind of home where you can enjoy quiet coffee time, invite friends over with ease, and relax knowing everything is well cared for. The home is move-in ready and thoughtfully designed for comfort. With modern finishes, a practical floor plan, and low upkeep, it’s ideal for full-time living or a seasonal retreat. The bedrooms invite privacy, while the main living space keeps everything connected and simple. Living in Traditions at Lake Ruby, a gated 55+ community, means enjoying resort-style amenities every day, including: Two heated swimming pools Fitness center and billiards room Tennis and pickleball courts Dog park and scenic walking paths Community boat ramp with access to Lake Ruby Active clubs, events, and social activities The location puts you close to shopping, dining, medical offices, and daily essentials in Winter Haven. You’re also minutes from Lake Eloise, LEGOLAND Florida, and have easy drive routes to Tampa and Orlando. Home highlights: 2 bedrooms | 2 bathrooms, Built in 2019, Open-concept living area, Low-maintenance lifestyle, 55+ gated community, Lake access and resort-style amenities. If you’re searching for a 55+ home in Winter Haven, with amenities, lake access, and an active yet peaceful lifestyle, 2853 Attwater Loop offers comfort, connection, and ease—ready for its next chapter.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Jenelle Grabowicz (863-604-0834)
21 LAKE AVE, WINTER HAVEN, FL 33880
$550,00052 Days on yellowkey MLS ID: L4959669
5 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2018 Built: 1957 Tax: $5,302 (2025)Community: Aqualane HeightsSingle Family
Taxes:$5,302
Elementary School: None
High School: None
Middle School: None
Remarks: SELLER IS MOTIVATED AND SAYS BRING OFFERS! Wake up to the kind of sunrise most people only see on vacation. This fully renovated 3-bedroom, 3-bath lakefront home sits on an expansive lot along the pristine shores of Eagle Lake, offering the perfect mix of comfort, privacy, and natural beauty. Inside, the open, sun-filled floor plan was designed to capture panoramic water views from nearly every angle. Natural light pours in, highlighting the modern finishes and thoughtful updates throughout. This home is completely move-in ready! The primary suite is a true retreat. Imagine waking up to unobstructed lake views, then stepping into a spa-inspired en-suite bath featuring a freestanding soaking tub, custom tile shower, and high-end finishes that feel straight out of a luxury resort. It’s a space designed to help you unwind. Two additional bedrooms and bathrooms offer plenty of room for family and guests. The expansive family room creates an ideal gathering space for holidays, game nights, or relaxed weekends by the water. Step outside and the lifestyle really begins. The oversized lot provides space to spread out, whether you envision lakeside games, a garden, a pool or simply quiet evenings under the sky. A large open patio overlooks the peaceful shoreline, perfect for morning coffee at sunrise or dinner as the light reflects off the water. With your private, brand new dock you can swim, boat, fish, or kayak straight from your backyard. Eagle Lake becomes part of your everyday life. Located in a quiet neighborhood with no HOA and no thru streets, you’ll enjoy rare lakefront privacy and peace. This is lakeside living at its best. Updated, turnkey, and ready for new owners
Listing is courtesy of: BERRY REALTY & APPRAISAL SERVICES PA (863-224-6857)
Listing Agent: Kylie Berry (863-224-6857)
4155 SPRUCEWOOD ST, WINTER HAVEN, FL 33880
$120,00010 Days on yellowkey MLS ID: P4938325
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1981Monthly Fee: $163 Tax: $670 (2025)Community: Oakwood EstatesManufactured Home
Taxes:$670
Remarks: Check out this well maintained home located in Oakwood Estates, a 55+ community, located in Sunny central Florida. The home features a very open and inviting kitchen, perfect for entertaining. The cooktop and built in oven have been updated. Step into the primary bedroom to find plenty of space for a king size bed, then step into the remodeled and updated primary bathroom. The split bedroom floor plan offers privacy to guests with a bathroom conveniently located outside the door. All the flooring is a laminate with no carpeting in the home. Enjoy the peaceful screened side porch. The home is located on a corner lot with a Florida room giving views of both streets, a great place for your morning coffee. The double pane windows and window AC offers additional living space when guests arrive. Oakwood Estates offers many amenities and activities. You can be as busy as you would like or enjoy the peaceful community and watch the world go by.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Kathy Devor (573-450-1679)
1012 MEDINAH DR SE, WINTER HAVEN, FL 33884
$187,900231 Days on yellowkey MLS ID: P4936101
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1458 Built: 1981Monthly Fee: $320 Tax: $2,740 (2025)Community: CypresswoodSpa: NoVilla
Taxes:$2,740
Elementary School: Elbert Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Fresh new price — NOW OFFERING A HOME WARRANTY! Your opportunity to own in Cypresswood just got better! Welcome to The Tennis Villas! Nestled in the highly desired Cypresswood Golf & Country Club, this gated community with 24/7 security offers the perfect blend of comfort, convenience, and resort-style living.At the entry, a classic wrought iron gate opens to a private front patio, creating a welcoming first impression and a charming space to enjoy.This 2-bedroom, 2-bath villa features expansive living and dining areas with laminate flooring, a bright kitchen with updates and ceramic tile flooring. An open-concept layout that includes a wet bar with cabinet storage—perfect for entertaining. A bonus Florida room with air conditioning overlooks an open field and pond, providing a peaceful view right from your home.The primary bedroom boasts a sliding glass door leading to the enclosed lanai, filling the space with natural light and offering relaxing backyard views. Recent updates include a NEW metal roof for peace of mind. Plus, the HOA covers exterior paint, roof maintenance, lawn care, and pest control, making this home truly move-in-ready.The Cypresswood community offers incredible amenities:An 18-hole championship golf course designed by Ron Garl, Junior Olympic-sized pool, Lighted tennis courts, Fitness center & clubhouse with pro-shop, On-site restaurant and event space.Whether walking, biking, or taking the golf cart, all amenities are conveniently close by. You’ll also love the location—just minutes from Highway 27, I-4, Legoland Florida Resort, the Polk Parkway, and plenty of shopping and dining options.Don’t miss your chance to enjoy the Florida country club lifestyle in this affordable, stylish villa. Schedule your private showing today!
Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)
Listing Agent: Corinna Weaver (863-258-2901)
2102 CHRIS DR, WINTER HAVEN, FL 33884
$265,74010 Days on yellowkey MLS ID: O6396702
1 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1824 Built: 2026Monthly Fee: $16 Tax: $2,015 (2025)Community: Peace Creek Reserve 50'SSingle Family
Taxes:$2,015
Elementary School: South Pointe Elementary
Middle School: Westwood Middle
Remarks: One or more photo(s) has been virtually staged. This new single-story Celeste is a modern take on a classic design. Down the foyer is a spacious and open-plan family room which has direct access to the cozy dining room, well-equipped kitchen and attached patio, perfect for everyday living. In a private corner is the owner’s suite with a convenient adjoining bathroom, while on the opposite side of the home are three secondary bedrooms. Peace Creek Reserve is a masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
5561 TAVERNA LOOP, WINTER HAVEN, FL 33884
$272,99010 Days on yellowkey MLS ID: O6396753
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1504 Built: 2026Monthly Fee: $53 Tax: $2,689 (2025)Community: Villamar Phase 7Single Family
Taxes:$2,689
Remarks: Under Construction. The Allex II is one of our one-story floorplans featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Allex is sure to turn heads. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,504 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. Relax on the covered lanai looking out to your backyard. The kitchen features quartz countertops, stainless-steel appliances and a walk-in pantry which are sure to both turn heads and make meal prep easy. You’ll never be too far from the action with the living and dining area right there. In every 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 located in the rear of the home 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. Like all homes in Villamar, the Allex II includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. Contact us today and find your home at Villamar. *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)
215 SANTA ROSA DR, WINTER HAVEN, FL 33884
$369,90010 Days on yellowkey MLS ID: TB8494313
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2355 Built: 1988Monthly Fee: $46 Tax: $3,255 (2025)Community: Overlook EstatesSingle Family
Taxes:$3,255
Remarks: One or more photo(s) has been virtually staged. 215 Santa Rosa Dr is a 4 bedroom, 2 bathroom single family home with approximately 2,355 square feet on about 0.34 acres, a 2 car garage, a wood burning fireplace, and a screen enclosed pool and jacuzzi inside a gated community just minutes from Legoland. This home stands out for buyers who want strong square footage, a functional layout, and outdoor features that are already in place. The floor plan gives plenty of room for daily living, guests, or flexible use, and the 2 car garage adds practical storage and parking that matters for long term ownership. The gated setting brings added privacy and neighborhood appeal while keeping the property close to shopping, dining, schools, and the main conveniences that make this part of Winter Haven attractive. Inside, the home gives a buyer a solid starting point with the chance to update key finish areas over time. The kitchen and bathrooms are the main spaces where a future owner may choose to remodel, making this a value add opportunity for someone who wants to improve the home around an already desirable footprint. The wood burning fireplace adds character to the living area and helps give the interior more presence than a basic builder layout. This is the kind of house that works well for a buyer who wants size, location, and lifestyle features first, then the freedom to make design changes at their own pace. The outdoor setup is a major part of the appeal. The screen enclosed pool and jacuzzi create a more complete Florida living experience and give the backyard a true entertaining and relaxation element. The screened enclosure adds usability and helps the pool area feel like an extension of the home rather than just an extra feature. The pool is reported to be working, with the main noted item being a light, and seller will have the pool fully cleaned and ready to go. For buyers searching online for a Winter Haven pool home, a gated community home near Legoland, a house with jacuzzi and screened pool, or a Polk County property with indoor and outdoor living space, this home checks multiple search points that matter. Major system notes also help frame the opportunity clearly. The AC is reported at about 10 years old, the water heater about 2 years old, and the roof about 10 years old, with a prior note that inspection suggested roof replacement due to age and mentioned one small leak in a closet. The septic system was replaced, which is an important update for future maintenance planning. HOA is reported at approximately $550 a year, and rental restrictions are reported as no. For buyers looking for a 4 bedroom 2 bathroom home in Winter Haven, a gated neighborhood property near Legoland, or a Florida home with pool, fireplace, garage, and room to personalize, 215 Santa Rosa Dr presents a strong opportunity. SOME PHOTOS HAVE BEEN VIRTUALLY EDITED.
Listing is courtesy of: SILVER DOOR REALTY LLC (954-993-0696)
Listing Agent: Michelle Paez (954-589-0144)
626 PAVARE CT #626, WINTER HAVEN, FL 33884
$145,90010 Days on yellowkey MLS ID: P4938351
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 823 Built: 1982Monthly Fee: $284 Tax: $1,668 (2025)Community: BanyanSpa: NoCondo
Taxes:$1,668
Remarks: One or more photo(s) has been virtually staged. Pictures of plants are staged. LISTED BELOW APPRAISED VALUE!!! Welcome to 626 Pavare Ct, a charming completely remodeled 2-bedroom, 2-bath end unit condo located in the desirable Orchid Springs community. Step inside this 823 sqft second-level residence, where an open floor plan welcomes you with luxury vinyl flooring and soothing neutral paint tones. The living room effortlessly flows into the dining area and kitchen, creating an ideal setting for daily living. The kitchen is well-equipped with a like new range, brand new refrigerator, and like new stackable washer/dryer, elegant tile backsplash, deep sink with island all and bar stools. The primary suite offers a walk-in closet and an ensuite bath with a brand new walk-in shower, while the secondary full guest bath features a brand new tub/shower combo both with sliding glass doors. Condo is elegantly equipped beautiful gold finished faucets, large head showers, and heated/lighted mirrors in both bathrooms. Step out onto the private balcony and enjoy relaxing views of the landscaped grounds. Residents have access to a sparkling community pool, perfect for hot summer days. An assigned parking spot is conveniently located near the condo, and a guest parking spot is also included. Orchid Springs offers a convenient location with easy access to nearby shopping, dining, entertainment, medical facilities, and major transportation routes to Tampa and Orlando. The monthly condo fees of $284 covers ground, exterior building maintenance, and community amenities. The community welcomes a pet and residents over the age of 14, with annual rentals allowed. Whether you're looking for a starter home, a retirement retreat, a secondary residence, or an investment property, this condo has it all. Don't miss out on this opportunity! There is a clubhouse that is available for rent for special events! Call today to schedule a private tour and make this condo your new home.
Listing is courtesy of: TRUE FLORIDA REALTY LLC (863-337-9667)
Listing Agent: Misty Mcteer (863-557-0641)
2114 NW 34TH ST, WINTER HAVEN, FL 33881
$285,00010 Days on yellowkey MLS ID: TB8493920
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1550 Built: 1987 Tax: $3,959 (2025)Community: Inwood No 4 Pgs 35A & 35BApartment
Taxes:$3,959
Remarks: Turnkey Duplex Investment, reliable Income, renovated, & low maintenance. Excellent opportunity to acquire a fully rented, income-producing duplex in a convenient Winter Haven location. This solid block construction property features two spacious 2-bedroom, 1-bath units, each with a well designed, functional layout that tenants love. The property has been recently renovated, including fresh interior paint and new appliances, offering a clean, modern feel and minimizing near-term maintenance expenses. Both units are occupied by reliable, long term tenants, providing immediate and steady cash flow from day one. Strong rental demand in the area, combined with the property's durable block construction, great location, and updated interiors, makes this an ideal addition to an investor's portfolio, whether you're a seasoned buyer or looking for your next low-hassle income property. To respect tenant privacy, property may be previewed once under contract. Do not disturb tenants. Key Highlights: Duplex with 2 bed / 1 bath on each side Fully occupied with dependable tenants in place, Newly renovated: paint & appliances, Block construction for durability and longevity, Nice, efficient layouts, Great location with continued renter demand. Turnkey investment with steady income
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (727-898-6800)
Listing Agent: Mary Lannin (231-883-2286)
669 REGGIE RD, WINTER HAVEN, FL 33884
$255,00071 Days on yellowkey MLS ID: S5143170
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1879 Built: 2024Monthly Fee: $75 Tax: $3,718 (2024)Community: Peace Crk ReserveSingle Family
Taxes:$3,718
Tax Year: 2024
Remarks: Fresh two-year-old two-story gem in Peace Creek Reserve. Four beds, two and a half baths, one thousand eight hundred seventy-nine square feet, Atlanta plan by Lennar. Open-concept with modern finishes, two-car garage, super family-ready. Community perks: pool and playground. Love the lakeside vibe—boating, fishing nearby, LEGOLAND close, mild weather, easy Orlando access. Quiet, modern neighborhood, natural creek charm. Modern living, low-maintenance, fun perks—perfect buy!
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Omar Galan (407-519-0253)
624 HONEY BELL RD, WINTER HAVEN, FL 33880
$294,000106 Days on yellowkey MLS ID: S5140630
REDUCED by $5,000 (1.7%) on 04/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 2022Monthly Fee: $49 Tax: $281 (2024)Community: Squires Grove Ph 2Single Family
Taxes:$281
Remarks: **$5000 towards closing costs with any reasonable offer. Seller will entertain any reasonable offer!!** Beautiful 3-bedroom, 2-bath ranch home built in 2022 offering modern design and easy one-level living. Open concept layout with spacious living areas, contemporary finishes, and abundant natural light. Well appointed kitchen and comfortable bedroom split for added privacy. Move-in ready and perfect for today's lifestyle.
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: David Hartigan (407-955-1156)
9705 LAKE BESS RD #715, WINTER HAVEN, FL 33884
$119,00046 Days on yellowkey MLS ID: S5143953
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 792 Built: 1986Monthly Fee: $300 Tax: $1,334 (2025)Community: Carefree Rv Country ClubManufactured Home
Taxes:$1,334
Remarks: Welcome to Carefree Country Club - one of Winter Haven't best kept secrets! Tucked away off of Cypress Gardens Boulevard, when you approach the GATED community, you know you're entering a really special place. Driving through, you're encompassed by the community's 9-hole golf course. Continuing on, you'll pass a stunning two-story clubhouse, plus all of the amenities (large thermal heated swimming pool; bocce ball courts; tennis and pickle ball courts; boat docks and boat launch). And finally, you'll pass by Lake Bess, which the community has over 3,000 private feet of shoreline on! This home sits just a few homes up from the lake, and there is no need to worry about flooding, as the home pitches down toward the lake! Believe it or not, this is actually a single wide home with a large addition! Entering through the sliding glass doors, you'll find yourself in the open living space, where the kitchen, dining area, and living room flow together. You get great views of the lake through the windows as well! The original structure also has a guest bathroom (with a shower / tub combo) and guest bedroom. The addition has the primary suite, with a nice sized closet, and ensuite bathroom with a walk-in shower. In here you will also find the washer. Out back is a storage shed that can fit a golf cart (as you will see one currently in there), as well as the dryer. The home was re-piped, so no need to worry about polybutylene (grey) pipes! The monthly fees include the following: lawn care; internet access in the clubhouse and golf center; garbage disposal and recycling; all of the amenities! This is a great home in a great community; schedule your showing today!
Listing is courtesy of: THREE MOUNTAINS REALTY (407-674-0220)
Listing Agent: Kathryn Valentine (407-674-0220)
356 STERLING DR, WINTER HAVEN, FL 33884
$332,00048 Days on yellowkey MLS ID: L4959652
0 Days Off yellowkey (back on 4/6/2026)
REDUCED by $3,000 (0.9%) on 04/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 2001Monthly Fee: $24 Tax: $3,462 (2025)Community: BerryhillSingle Family
Taxes:$3,462
Elementary School: Garden Grove Elem
Remarks: Clean, clean, clean. Welcome to 356 Sterling Drive — a meticulously maintained 3-bedroom, 2-bath pool home that truly shows like a model. Pride of ownership is evident from the moment you arrive, where outstanding curb appeal showcases fresh exterior paint, hurricane-rated double-pane windows and sliding doors, lush landscaping, and a welcoming front lawn. This move-in ready residence offers extensive recent updates, including a brand-new roof with Heritage Proline Titan XT shingles (2025), refinished pool, new stainless steel appliances (2023), water heater (2023), new double-hung hurricane rate double pane windows (2024), updated bathroom vanities, new interior and exterior paint (2023), upgraded door hardware and electrical faceplates (2023), and more. Inside, an open and airy layout features tile flooring throughout, elevated ceilings, and an inviting great room designed for both relaxed living and entertaining while capturing tranquil views of the screened pool. The eat-in kitchen provides generous workspace, ample cabinetry, newer stainless appliances, and a charming bay-window dinette ideal for everyday dining. A desirable split bedroom plan ensures privacy. The spacious primary suite offers generous closet space and a well-appointed en-suite bath with dual sinks, updated finishes, and a tiled walk-in shower. Secondary bedrooms are nicely sized and provide convenient access to the full guest bath. Outdoor living is where this home truly shines. The screened pool and fully fenced backyard create the perfect setting for enjoying Florida’s year-round lifestyle, offering privacy, space for pets or play, and fruit trees that add beauty and a touch of nature. A two-car garage provides additional storage and everyday convenience. Located in the established Berryhill community of southeast Winter Haven, the home offers convenient access to shopping, dining, schools, medical facilities, and everyday essentials. Winter Haven’s central location between Tampa and Orlando makes commuting and travel easy while still enjoying the relaxed lifestyle the area is known for — including the Chain of Lakes, boating, recreation, and a vibrant community atmosphere. A beautifully updated home, thoughtfully cared for, and ready for its next chapter.
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Michael Stone (863-412-9733)
405 LAKE NED RD, WINTER HAVEN, FL 33884
$339,90055 Days on yellowkey MLS ID: L4959581
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2256 Built: 1969 Tax: $1,648 (2025)Community: Fla Highlands Co SubSingle Family
Taxes:$1,648
Remarks: Under contract-accepting backup offers. Welcome to 405 Lake Ned Road in Winter Haven! This spacious 4-bedroom, 3-bathroom home offers the perfect blend of comfort, flexibility, and Florida living. Located just minutes from Lake Ned, a well-known local spot where fishing enthusiasts love to cast a line, this property offers both convenience and lifestyle. Whether you enjoy early morning fishing, peaceful water views nearby, or simply being close to nature, this location delivers. Inside, you’ll find a thoughtfully designed layout with generous living spaces, ideal for both everyday living and entertaining. The split-bedroom floor plan provides privacy, and this home features TWO master suites—perfect for multi-generational living, guests, or added flexibility. Three full bathrooms offer added comfort for a growing household or visiting friends and family. Step outside to your own private backyard retreat featuring a sparkling pool—perfect for cooling off during warm Florida days, hosting weekend gatherings, or simply relaxing under the sun. The spacious yard provides room for outdoor enjoyment, pets, or even boat or recreational storage with the added benefit of no HOA restrictions. Conveniently located near shopping, dining, schools, major roadways, and just a short drive to LEGOLAND Florida Resort—where brick-tastic adventures and family fun are always building—this home offers easy access while maintaining a peaceful residential setting. If you’ve been searching for space, a pool home, TWO master suites, and a prime location near one of Winter Haven’s popular lakes, this is one you won’t want to miss. Schedule your private showing today!
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Rafael Lozano, Iii (863-602-3222)
4150 BEDFORD AVE, WINTER HAVEN, FL 33884
$265,000275 Days on yellowkey MLS ID: P4935519
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1831 Built: 2006Monthly Fee: $486 Tax: $397 (2023)Community: Traditiions Ph 1Single Family
Taxes:$397
Tax Year: 2023
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Step into your dream lifestyle with this stunning 3-bedroom, 2-bathroom gem perched on a desirable corner lot in the highly sought-after gated community of Traditions! This well-maintained home is a perfect blend of comfort and elegance, designed for those who appreciate both style and function. As you enter, you’ll be greeted by an inviting open concept layout that seamlessly integrates the living, dining, and kitchen areas—ideal for entertaining or simply enjoying a quiet evening at home. The thoughtful split bedroom design ensures privacy and tranquility for everyone. The heart of this home is the kitchen, boasting all brand-new stainless steel appliances, including a dishwasher, stove, side-by-side refrigerator with an in-door ice dispenser, garbage disposal, and a hot water heater. Cooking and entertaining will be a delight in this modern space! Step outside to your screened-in patio, perfectly designed for savoring the beautiful Florida weather! With a ceiling fan to keep you cool, this outdoor oasis is easily accessible from both the kitchen and the primary bedroom, making it a perfect spot for morning coffee or evening relaxation. The spacious primary bedroom features a fantastic walk-in closet equipped with shelving, ensuring ample storage. The en suite bathroom is a true retreat, showcasing a standalone garden tub, a walk-in shower, and dual sinks with a shared vanity—luxury at its finest! Freshly painted interiors and a pristine garage floor add to the home's appeal, making it move-in ready! Situated on a charming corner lot, this home offers added privacy and an abundance of natural light. Traditions is more than just a residence; it’s a vibrant 55+ community brimming with amenities designed for your enjoyment and well-being. With remote-controlled gated entry, you’ll feel secure in your new haven. Take advantage of the clubhouse, dog park, fitness center, pool, and tennis courts—all at your fingertips! And yes, golf carts are welcome in this community, so you can explore in style. The HOA covers access to all amenities, cable, internet, and common area maintenance, ensuring a hassle-free lifestyle. Don’t miss out on this incredible opportunity—schedule your showing today and discover the lifestyle you’ve been dreaming of in Traditions!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
132 MILLER DR, WINTER HAVEN, FL 33884
$210,00096 Days on yellowkey MLS ID: P4937499
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1972 Tax: $972 (2025)Community: Eloise Woods Lake Roy UnitSingle Family
Taxes:$972
Remarks: One or more photo(s) has been virtually staged. Fully renovated home nearing completion! This beautiful property has undergone a complete renovation and is almost finished—just a few minor touches remain. Featuring modern updates throughout, this home offers a fresh, stylish feel and is perfect for buyers looking for move-in ready with final details underway. Don’t miss the opportunity to own a beautifully updated home in Winter Haven!
Listing Agent: Stephan Elmera (407-750-1765)
1733 SANDALWOOD CIR SW, WINTER HAVEN, FL 33880
$260,00076 Days on yellowkey MLS ID: L4958444
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1075 Built: 1984 Tax: $1,330 (2025)Community: Sandalwood SubSingle Family
Taxes:$1,330
Elementary School: Lake Shipp Elem
Remarks: Attention Investors & Homeowners! Whether you’re a seasoned investor or looking for a home with built-in income, this property presents an exciting opportunity. This well-maintained 3-bedroom, 2-bath block home is located within Winter Haven city limits and offers 1,155 square feet of tile flooring throughout with no HOA. The home features a functional layout, spacious rooms, ample kitchen counter space, and a large fenced backyard. Major updates include a newer roof (2018), A/C replacement (2014), and a water heater installed in 2004. Currently tenant-occupied, making it a great income-producing option with future flexibility. Conveniently located just minutes from shopping, downtown Winter Haven, and approximately 12 minutes from LEGOLAND. Don’t miss out—schedule your showing today and see the potential for yourself.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Melissa Ramirez (813-956-1071)
1798 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884
$298,90062 Days on yellowkey MLS ID: TB8476320
2 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1526 Built: 2025Monthly Fee: $90Community: Peach CrossingsSingle Family
Taxes:$0
Elementary School: Pinewood Elem
Remarks: Welcome to Peach Crossings, a brand-new community in Winter Haven! This beautiful three-bedroom, two-bathroom home is designed with both comfort and style in mind. The kitchen is a true highlight, featuring expansive counter space, perfect for meal prep and entertaining. It comes fully equipped with Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave—all included at no extra cost! The combination of granite countertops and crisp white cabinetry creates a timeless and elegant look. This home also features high ceilings, enhancing the open and airy feel throughout the living spaces. Enjoy outdoor living on the covered patio, an ideal space for relaxing, dining, or enjoying the Florida weather. This home also comes with energy-efficient features, such as double-pane windows, a programmable thermostat, coach lighting, and a Wi-Fi-enabled garage door opener for modern convenience. A mudroom just off the garage provides a functional space to store shoes, bags, and coats, helping to keep the home organized. Conveniently located next to the laundry room, this area makes everyday tasks easier. Located in the heart of Polk County, Peach Crossings offers the perfect balance of peaceful lake living with easy access to shopping, dining, and local attractions. Families will appreciate the top-rated Polk County schools, and the community features a children’s playground and a picnic area for all to enjoy. Don’t miss this opportunity—schedule your showing today!
Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)
Listing Agent: Gayle Van Wagenen (904-449-3938)
4420 LIMEWOOD ST, WINTER HAVEN, FL 33880
$117,00084 Days on yellowkey MLS ID: S5142224
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 864 Built: 1980Monthly Fee: $159 Tax: $708 (2025)Community: Oakwood EstatesManufactured Home
Taxes:$708
Remarks: Welcome home to 4420 Limewood St in Winter Haven, located in the desirable 55+ co-op community of Oakwood Estates—a neighborhood known for active living, friendly neighbors, and resort-style amenities that make every day feel like a vacation.This home has been thoughtfully updated so you can move right in with confidence. One of the biggest improvements is the brand-new architectural shingle roof, designed to withstand winds up to 175 MPH—a huge value and peace-of-mind upgrade. Inside, you’ll immediately notice the refreshed, modern feel thanks to new flooring throughout, plus drywall upgrades in the kitchen and living room, replacing traditional paneling for a brighter, cleaner look.The kitchen is both functional and inviting, featuring all-new stainless steel appliances and a convenient drop-leaf table—perfect for morning coffee, casual meals, or entertaining. The home also includes a mini bar, creating the perfect space for hosting friends and family. The primary bedroom is ready for comfort from day one with a brand-new king bed and mattress included.To make ownership even easier, the seller is providing a home warranty to the buyer.Life in Oakwood Estates is all about lifestyle. Residents enjoy an incredible list of amenities including a lake for water activities, a heated community pool, clubhouse, tennis, pickleball, shuffleboard, mini golf, and a full calendar of community events and activities designed to keep you as social—or as laid back—as you’d like.Whether you’re looking for a seasonal getaway or a full-time Florida lifestyle, 4420 Limewood St offers the perfect blend of upgrades, comfort, and community living in one of Winter Haven’s most established 55+ communities.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Chris Loschiavo (863-280-2201)
511 MARCIA LOOP, WINTER HAVEN, FL 33884
$284,900143 Days on yellowkey MLS ID: L4957392
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2159 Built: 1993Monthly Fee: $27 Tax: $3,345 (2025)Community: Crystals LandingSpa: YesSingle Family
Taxes:$3,345
Remarks: 4 bedrooms, private backyard retreat with a hot tub, expansive Florida room, and solar-powered efficiency, located in S.E. Winter Haven!!! Welcome to 511 Marcia Loop, a spacious 4-bedroom, 2.5-bath home offering over 2,150 sq. ft. of living space, plus a 14' x 18' Florida room and a cabana-enclosed hot tub—perfect for entertaining in style. With a newer roof (2020), A/C system (2020), and leased solar panels (2024) keeping the average electric bill around $35/month, this home combines comfort, fun, and efficiency. From the moment you step inside, you’ll notice the expansive feel created by soaring ceilings, abundant natural light, and two updated skylights that brighten the main living areas. The flexible layout features two spacious living spaces — ideal for both everyday living and hosting. One area can easily function as a formal dining room, while the other serves as a welcoming family room for relaxing and gathering. The kitchen is designed with both function and entertaining in mind, showcasing stainless steel appliances, two closet pantries, and dual breakfast bars — including one with a secondary prep sink, perfect for cooking, serving, or casual meals. The generously sized primary suite offers a peaceful retreat with rich wood flooring, a walk-in closet, and an en-suite bath featuring an updated handicap-accessible walk-in shower. Three additional bedrooms provide comfortable accommodations and are conveniently located near the second full bath with tub. A separate half bath offers added convenience for guests. The enclosed Florida room at the rear of the home truly expands your living space. With a wall of windows, durable tile flooring, and built-in cabinetry with counter space, it offers excellent potential for a summer kitchen or serving station for gatherings. Step outside to your private backyard oasis, thoughtfully designed with low-maintenance landscaping including pavers, decorative rock, and mature plantings. Enjoy outdoor dining on the paver patio, then relax in the enclosed cabana featuring a hot tub with waterfall and built-in lounging seat — a standout entertaining space that feels like a private retreat. A powered storage shed provides space for tools, lawn equipment, hobbies, or could easily function as a workshop or creative studio. Additional features include a one-car garage with laundry area, screened front porch, irrigation system with timer, rain gutters, new window screens, multiple interior storage and linen closets, and a mature fruit-bearing mango tree. Conveniently located within five minutes of Publix, Walmart, restaurants, Legoland Florida, and the new AdventHealth ER, this home offers everyday convenience along with proximity to Central Florida’s major attractions. Positioned between Tampa and Orlando, commuting to theme parks, business centers, or international airports is simple and convenient. Whether you’re seeking a spacious family home, a low-maintenance retirement option, or a property designed for entertaining, 511 Marcia Loop delivers space, efficiency, and an exceptional backyard lifestyle. Schedule your private showing today!
Listing Agent: Deanna Stone (863-412-2080)
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