Location: Winter Haven
Do Not Show Listings
802 AVENUE L SW, WINTER HAVEN, FL 33880
$725,000419 Days on yellowkey MLS ID: L4952026
Bed: 2 Bath: 0.0 Liv Area Sq Ft: 1208 Built: 1955 Tax: $9,458 (2024)Community: Hampton Wm SubApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,458
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: This property NOW INCLUDES 20 STORAGE UNITS and nearly 3 acres of land, creating a truly rare lakefront development opportunity within the Winter Haven Downtown CRA District. Enjoy beautiful views of Lake May with direct access to the Winter Haven Chain of Lakes — a prime location for growth and investment. Current DOR use code (0852) permits duplexes, triplexes, and quadplexes — up to 9 units — throughout the Polk City, Auburndale, Lake Alfred, and Winter Haven areas. The property also features a 1,208 sq. ft. concrete block structure built in 1955, offering additional utility or potential for redevelopment. The value lies in the land, location, and flexibility of use. Possible future options include multi-family housing, office/professional, or light industrial projects (subject to approvals). Conveniently close to downtown Winter Haven’s shopping, dining, parks, and major roadways, this site is positioned perfectly for future growth. A rare opportunity to invest, develop, or hold in one of Central Florida’s fastest-growing markets.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Veronica Bard (863-670-7526)
273 HAYLEY ST, WINTER HAVEN, FL 33884
$240,000128 Days on yellowkey MLS ID: O6375357
5 Days Off yellowkey (back on 5/3/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1432 Built: 2024Monthly Fee: $16 Tax: $6,815 (2025)Community: Peace Crk ReserveSingle Family
Taxes:$6,815
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Short Sale. Exceptional Corner-Lot Home in Peace Creek Reserve. A beautifully maintained, move-in ready 3 bedroom, 2 bath home. Just a short stroll from the resort-style pool and playground, this home offers the perfect blend of comfort, style, and convenience. The open-concept floor plan is ideal for entertaining, highlighted by a gourmet kitchen with a spacious center island overlooking the dining area and expansive family room. Ceramic tile flows throughout the main living areas, while upgraded carpeted bedrooms provide cozy retreats. Unwind in the oversized owner’s suite, featuring a spa-inspired bathroom with dual vanities and a generous walk-in closet. This home stands out with included stainless-steel appliances, solid surface countertops, window blinds, LED recessed lighting, ceiling fans, and more—features often considered upgrades elsewhere. Ideally located near Winter Haven’s renowned Chain of Lakes, enjoy kayaking, paddleboarding, or pontoon boat rentals on scenic waterways. Just minutes from LEGOLAND®, local restaurants, farmers markets, bike paths, and a variety of entertainment options, this home delivers both lifestyle and location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Bob Bretz, Pa (407-797-9500)
4253 CEDARWOOD ST, WINTER HAVEN, FL 33880
$99,00029 Days on yellowkey MLS ID: P4938563
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1982Monthly Fee: $163 Tax: $771 (2025)Community: Oakwood EstatesManufactured Home
Taxes:$771
Remarks: Move right into this fully furnished home. This home offers lots of space with walk in closets in both bedrooms and a new vanity in the primary bathroom. Plus the lanai offers extra living space as well as the bonus room on the front of the home. The refrigerator and washer and dryer are newer. The metal roof was installed in 2024. Oakwood Estates, a 55+ community, offers many activities and amenities, so you can be as busy as you would like, or just sit back and enjoy the peaceful community. The rocker recliner in the living room and TVs do not convey.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Kathy Devor (573-450-1679)
448 FERNANDEZ ST, WINTER HAVEN, FL 33880
$310,00052 Days on yellowkey MLS ID: P4938380
0 Days Off yellowkey (back on 5/2/2026)
REDUCED by $10,000 (3.1%) on 04/23/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1394 Built: 2002 Tax: $2,840 (2025)Community: Ridge Acres Ph 04Manufactured Home
Taxes:$2,840
Elementary School: Frank E. Brigham Academy
High School: Lake Region High
Middle School: Westwood Middle
Remarks: Under contract-accepting backup offers. Investor opportunity meets wide-open space! Situated on 10.74 acres at the end of a quiet dead-end road, this unique property offers privacy, flexibility, and endless potential. Featuring a 4-bedroom, 2-bathroom mobile home, this property is ideal for investors, renovators, or buyers looking to create their own private retreat or family compound. ***SELLER IS MOTIVATED TO SELL*** SELLER IS WILLING TO NEGOTIATE!!!! DO NOT MISS THIS OPPORTUNITY!!! ***$3,000 Minimum EMD*** The home is in need of cosmetic updates, but major components have already been addressed, including a roof (3 years old), HVAC (4 years old), and hot water heater (4 years old) new sump pump ($700) the septic was pumped 3 months ago —providing a solid foundation for improvements. Inside, you’ll find a functional layout with original kitchen and bathrooms, stainless steel appliances included, carpet in living areas and bedrooms, and vinyl flooring in the kitchen. Washer and dryer hookups are available. This expansive property is perfect for those seeking space to spread out—bring your ATVs, off-road vehicles, boats, or work equipment, or explore the potential for multi-use living. With no HOA and a peaceful, rural setting, this property is well-suited for outdoor enthusiasts or those looking to escape city congestion. Sold AS-IS. Seller will make no repairs. SELLER IS MOTIVATED TO SELL!!! BRING ALL REASONABLE OFFERS!! Don’t miss this rare chance to own acreage with unlimited potential!
Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)
Listing Agent: Teri Hunter (863-307-1683)
6502 OAK HAMMOCK LN, WINTER HAVEN, FL 33884
$169,000208 Days on yellowkey MLS ID: P4936840
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1512 Built: 1998Monthly Fee: $65 Tax: $1,088 (2025)Community: Garden Grove OaksManufactured Home
Taxes:$1,088
Elementary School: Garden Grove Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: One or more photo(s) has been virtually staged. Best deal in Garden Grove Oaks! 55 plus manufactured home in Garden Grove Oaks! One of the best values in the community given the size, price and condition. Quietly tucked away in the peaceful 55+ community of Garden Grove Oaks, this home in excellent condition with lots of valuable updating and a spacious interior easy living. This move-in-ready 2-bedroom, 2-bath home offers thoughtful updates designed for easy, low-maintenance living, including double-pane energy-efficient windows, luxury vinyl plank flooring, a brand-new water heater, extra wide driveway, covered carport, screened patio, and a workshop/storage space. Inside, the bright and open layout provides multiple comfortable living areas, including a welcoming family room, a sunny Florida room, and a dedicated dining area—perfect for everyday living or hosting visiting friends and family. The spacious kitchen features ample cabinetry, generous counter space, and all appliances included. The primary suite offers a peaceful retreat with a walk-in closet and private bath with walk-in shower, while the guest bedroom and second full bath are ideal for visitors. At the front of the home, a light-filled Florida room with bay windows creates the perfect space for morning coffee, a home office, or hobbies. Step out to the screened porch and enclosed workshop to enjoy Florida’s mild weather year-round. Residents of Garden Grove Oaks enjoy an active, well-maintained community with a swimming pool, spa, clubhouse, shuffleboard courts, community pond, RV and boat parking, and a full calendar of social activities—making it easy to stay as engaged or as relaxed as you choose. Located in the heart of Winter Haven, you’re surrounded by over 50 lakes, including the renowned Winter Haven Chain of Lakes, along with golf courses, parks, local restaurants, and nearby attractions such as LEGOLAND Florida Resort. Everyday conveniences—Publix, Aldi, Walmart, TJ Maxx, and medical facilities—are all just minutes away. A comfortable home, a friendly 55+ community, and a convenient Central Florida location—all at an exceptional value. Don’t miss this opportunity to enjoy the Florida lifestyle at Garden Grove Oaks.
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Michael Stone (863-412-9733)
2656 WYNDSOR OAKS WAY, WINTER HAVEN, FL 33884
$750,00033 Days on yellowkey MLS ID: TB8501985
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3703 Built: 2007Monthly Fee: $267 Tax: $9,056 (2025)Community: Wyndsor At Lake WintersetSpa: NoSingle Family
Taxes:$9,056
Elementary School: Chain O Lakes Elem
Remarks: Discover refined living in Wyndsor at Lake Winterset, one of Winter Haven’s premier gated communities. Set on a half-acre lot, this beautifully maintained 5-bedroom, 5-bathroom residence blends timeless craftsmanship with thoughtful updates and an impressive amount of living space. Step inside to soaring ceilings, architectural arches, decorative pillars, crown molding, and tray ceilings that create an immediate sense of grandeur. The formal living and dining rooms flow effortlessly into the main living areas, where 16x16 tile and luxury plank vinyl flooring with water-proof add both style and durability. The spacious kitchen is designed for everyday living and entertaining, featuring a large island, stainless steel appliances, and built-in oven and microwave. It opens to a warm and inviting great room complete with a gas fireplace and custom built-ins. A dedicated office and two additional living areas provide flexibility for work, relaxation, or extended generations. The primary suite is a private retreat with a double-door entry foyer, two walk-in closets, and room for a sitting or desk area. The spa-like en-suite bath includes a dual-head shower, Jacuzzi tub, granite counters, double sinks, and a separate vanity. Four additional bedrooms — each with its own private bath — are thoughtfully positioned on the opposite side of the home for maximum privacy. The upstairs suite offers versatility as a second primary, media room, or game room. Enjoy Florida living on the expansive 1,000 sq ft screened lanai, fully under roof and pre-plumbed and wired for an outdoor kitchen. Excellent for quiet evenings or large gatherings. Additional highlights include a 3-car garage with storage room and a tankless hot water system. Major updates include a new roof (2022) and two HVAC units (2017). Located minutes from Legoland and within easy reach of both coasts, major attractions, shopping, and dining, this home delivers luxury, space, and convenience in one of the area’s most desirable neighborhoods.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
2 CASARENA CT, WINTER HAVEN, FL 33881
$320,000124 Days on yellowkey MLS ID: L4958770
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2377 Built: 1983Monthly Fee: $310 Tax: $5,755 (2025)Community: Casarena On LakesSingle Family
Taxes:$5,755
Remarks: **RECENTLY REDUCED AND PRICED TO SELL** Welcome to this spacious 3 bedroom, 3 bath townhouse located in the private, gated, lakefront community of Casarena on the Lakes. Situated on the Winter Haven Chain of Lakes with a desirable south-facing view of Lake Cannon, this home offers the rare opportunity to enjoy both sunrise and sunset views right from your own space. Three-bedroom properties in this community are seldom available. This would make a PERFECT winter retreat! Boasting over 2,300 square feet of living space, the home provides plenty of room to live comfortably. The second level features two primary suites. One includes a private balcony with beautiful lake views, perfect for morning coffee or winding down in the evening. That same suite also offers an oversized walk-in shower with a built-in steam sauna, creating a relaxing, spa-like retreat at home. The third bedroom is located on the main level and works perfectly for guests or a home office. The kitchen has been thoughtfully updated with high-end stainless steel appliances, granite countertops, and solid wood cabinetry. It opens to the dining area and main living space, which are separated by a striking stone fireplace, making the layout ideal for both everyday living and entertaining. Parking is a standout feature with a two-car garage PLUS an additional parking space, providing room for three vehicles. Community amenities include a pool, tennis court, and a newly rebuilt composite dock with boat slips available on a first-come basis. Leave your boat in the water so you’re always ready for early-morning fishing, evening cruises, or a spur-of-the-moment dinner at one of the Chain’s waterfront restaurants. Additional updates to this home include two new A/C units, a WHOLE-HOUSE GENERATOR, and a tankless water heater, offering comfort and peace of mind year-round. This home delivers space, thoughtful upgrades, and true lakefront living in a secure, well-kept community.
Listing is courtesy of: BERRY REALTY & APPRAISAL SERVICES PA (863-224-6857)
Listing Agent: Kylie Berry (863-224-6857)
1776 6TH ST NW #303, WINTER HAVEN, FL 33881
$115,000773 Days on yellowkey MLS ID: P4929979
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1347 Built: 1974 Tax: $550 (2023)Community: Lakeridge CondoCondo
Taxes:$550
Tax Year: 2023
Remarks: Improved Price!! All new window in the building...Price improvement...Seller ready to sell! Beautifully maintained 55+ condominium located in Lake Ridge Winter Haven. This is a gated community offering a tranquil living space. Conveniently located near hospitals, restaurants, shopping, entertainment and so much more. This home offers everything you need to live a true Floridian lifestyle. Amenities include heated pool ALL year around, tennis court, shuffleboard, pickle ball, car washing area, outdoor grills, community room, and covered guest parking for your family to enjoy when they visit. The community offers community events so boredom is not an option. So much opportunity to socialize and create amazing memories. This specific unit offers a relaxing airy and bright Florida room to sit back and enjoy your coffee. Association will be putting in new windows and fresh exterior paint this summer. The assessment is PAID in FULL so you can affordable live in style. Monthly association covers water, sewer, trash, fiber optics cable, internet, prime HD package, condo reserves, and maintenance. This is truly a hidden gem waiting for its new owner! Whether you are looking for a winter retreat or a forever home, this condominium offers you your own piece of paradise. Check it out before its gone! Schedule your showing TODAY!
Listing Agent: Brenda Brooks (863-370-9667)
740 SQUIRES GROVE DR, WINTER HAVEN, FL 33880
$364,99099 Days on yellowkey MLS ID: S5144206
REDUCED by $5,000 (1.4%) on 05/02/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2616 Built: 2022Monthly Fee: $64 Tax: $5,142 (2025)Community: Squires Grove Ph 2Single Family
Taxes:$5,142
Remarks: PRICE REDUCTION!!! Bring your buyers. Great opportunity at new price.... Welcome to 740 Squires Grove Dr. This beautiful 5 bedroom, 3 bath residence offers the space you've looking for, filled with natural light and and large fenced backyard ideal for gatherings, pets or relaxing outdoors. Well located near shopping, dining, hospitals, major highways, and just minutes from LEGOLAND. Book your showing today!.
Listing is courtesy of: NORTHGROUP REAL ESTATE, INC (561-222-1850)
Listing Agent: Lulis Batista (407-969-2098)
1640 NW PEARCE RD, WINTER HAVEN, FL 33881
$330,000305 Days on yellowkey MLS ID: L4954651
REDUCED by $15,000 (4.3%) on 05/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1421 Built: 2025Community: Lake View Sub Pb 3 Pg 80Single Family
Taxes:$0
Remarks: Discover the perfect blend of modern living and convenience in this brand new 3-bedroom, 2-bathroom home located in the heart of Winter Haven, just minutes from the serene shores of Lake Hartridge. Best of all, there’s NO HOA to worry about! As you step inside, you’ll be greeted by a bright and airy open floor plan that flows seamlessly throughout the home. The luxury vinyl plank flooring adds both elegance and durability, making it a great choice for busy households. The heart of the home is undoubtedly the beautiful kitchen, which features stainless-steel appliances, quartz countertops, and plenty of cabinetry to store all your cooking essentials. The kitchen design allows for easy interaction with guests in the spacious living room, ensuring you never miss a moment while entertaining. Retreat to the primary bedroom, a sanctuary designed for relaxation. This inviting space comes complete with a generous walk-in closet and a luxurious ensuite bathroom, featuring dual sinks and a modern walk-in shower—providing a perfect spot to unwind after a long day. The two additional bedrooms are thoughtfully designed with equal sizing and each boasts a walk-in closet, ideal for family members or guests. The second bathroom, conveniently located near the entrance of the home, includes a shower and tub combination, offering both comfort and functionality. Situated in the heart of WinterHaven, this home places you in close proximity to a variety of retailers, restaurants, and shops, ensuring you have everything you need right at your fingertips. Plus, the adjacent home is also available for sale and currently under construction, offering a unique investment opportunity. Don’t miss your chance to own this exceptional new home in Winter Haven—schedule a tour today and envision the possibilities!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: John Hubbert, Jr (863-243-4024)
119 ALLEN AVE, WINTER HAVEN, FL 33880
$250,000343 Days on yellowkey MLS ID: TB8399712
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1520 Built: 1961 Tax: $3,776 (2024)Community: Jan Phyl VillageSpa: NoSingle Family
Taxes:$3,776
Remarks: Short Sale. Requires a some TLC & Refresh. Pool Home.
Listing is courtesy of: WESTBAY REAL ESTATE (813-833-2045)
Listing Agent: Randy Patrick (813-833-2045)
333 LAKE HOWARD DR NW #203C, WINTER HAVEN, FL 33880
$118,00030 Days on yellowkey MLS ID: L4961519
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1030 Built: 1973 Tax: $361 (2025)Community: Imperial Harboursphases 01 & 02Condo
Taxes:$361
Remarks: Enjoy a relaxed, maintenance-free lifestyle in this well-loved 55+ condo overlooking the beautifully maintained grounds of Imperial Harbours and the shores of Lake Howard. From both the bedroom and enclosed Florida room, take in peaceful views of the community pool and landscaped courtyard—an ideal backdrop for quiet mornings or unwinding at the end of the day. Located in Building Two, this second-floor unit offers convenient access via elevator or stairs and provides a comfortable, easygoing layout designed for everyday living. The bright and open great room flows seamlessly into the dining area, creating a welcoming space for both relaxing and entertaining. The primary suite is spacious and features a walk-in closet along with a private en suite bath complete with a step-in shower. The guest bedroom offers flexibility for visitors or additional use, while the kitchen provides ample cabinetry, stainless steel appliances, stone countertops with workspace for everyday needs. Interior features include tile flooring throughout and the convenience of an in-unit stackable washer and dryer. Residents enjoy a variety of amenities, including a lakeside fishing pier, community pool, fitness area, meeting room, assigned covered parking, and extra storage. The condo fee simplifies daily living by covering cable, internet, water, sewer, trash, exterior maintenance, and grounds care. Ideally situated just minutes from shopping, dining, and the charm of downtown Winter Haven, this property offers an easy, enjoyable Florida lifestyle with lake access right at your doorstep.
Listing is courtesy of: COLDWELL BANKER REALTY (863-687-2233)
Listing Agent: Deborah Grogan (863-812-5944)
1633 NANTUCKET WAY, WINTER HAVEN, FL 33884
$338,90030 Days on yellowkey MLS ID: O6403149
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1863 Built: 2025Monthly Fee: $95Community: Peach CrossingsSingle Family
Elementary School: Pinewood Elem
Remarks: Take advantage of an incredible builder promotion featuring low down payment options and builder paid closing costs, rate promotions, with a low 4.25% available making homeownership more accessible than ever. Inside you'll find premium upgrades throughout, from high end finishes and designer details to an open concept layout built for both everyday living and entertaining. Why wait to build when you can move right in? This quick move in home gives you the best of both worlds brand new construction without the wait plus incentive that make it an opportunity you don't want to miss. Welcome to the Summit model in Peach Crossings a beautifully designed, brand-new home offering four bedrooms, two bathrooms, and a bright open-concept layout. High ceilings create an airy feel throughout, while the spacious living area flows seamlessly into a stylish kitchen featuring ample counter space and brand new Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave. A large hall closet adds valuable storage for everyday convenience. The owner’s suite provides a relaxing retreat with a generously sized bedroom and a private en-suite bathroom complete with dual sinks and a sleek step-in shower. The family room is perfect for entertaining or unwinding, with plenty of space for a sectional and media setup ideal for movie nights or casual gatherings. Step outside to your private lanai, perfect for enjoying Florida evenings, while the professionally landscaped front yard adds great curb appeal. Located in Polk County, Peach Crossings offers a peaceful setting with convenient access to shopping, dining, and local attractions. Residents also enjoy community amenities like a playground and picnic area, along with access to highly rated Polk County schools. With all upgrades included, this home is truly move-in ready. Schedule your private tour today!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Chris Courtney (407-406-0506)
1561 VIENNA SQUARE DR, WINTER HAVEN, FL 33884
$229,500562 Days on yellowkey MLS ID: P4932767
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1231 Built: 2014Monthly Fee: $430 Tax: $1,843 (2024)Community: Vienna SquareVilla
Taxes:$1,843
Elementary School: Elbert Elem
Remarks: R E D U C E D ... YOU'LL LOVE THIS MAINTENANCE FREE LIFESTYLE IN DESIREABLE VIENNA SQUARE , LOCATED IN WINTER HAVEN. THIS VILLA IS MOVE IN READY. THIS 2BR-2BA VILLA OFFERS AN OPEN GREAT ROOM DESIGN WITH SPLIT BEDROOMS. THE MASTER ENSUITE HAS WALK IN CLOSET WITH STEP IN SHOWER FOR CONVENIENCE. THE 2ND BEDROOM OFF FRONT ENTRANCE OF HOME HAS AN ADJOINING BATH WITH TUB AND SHOWER. DON'T WAIT, THIS GREAT GATED COMMUNITY HAS CLUBHOUSE, FITNESS CENTER, POOL, TENNIS COURTS AND OFFERS SO MUCH TO YOUR OVER 55 LIFESTYLE. CONVENIENT TO SHOPPING, RESTAURANTS AND ONLY MINUTES TO DOWNTOWN WITH SOMETHING FOR EVERYONE. THIS VILLA HAS AN OPEN FLOOR PLAN WITH HIGH CEILINGS, CEILING FANS, CERAMIC TILE IN THE LIVING AREA AND CARPETING IN THE BEDROOMS. RELAX ON YOUR ENCLOSED LANAI OVERLOOKING THE SERENE ATMOSPHERE OF THE PEACEFUL WOODED AREA BEHIND YOUR UNIT WITH NO REAR NEIGHBORS. THE MONTHLY HOA FEE INCLUDES EXTERIOR PAINT, ROOF, IRRIGATION WATER, LAWN MAINTENANCE AND RECENT ADDITION OF SPECTRUM TV/WIFI SERVICE. THIS VILLA HAS BEEN CLEANED AND READY FOR YOUR MOVE.
Listing is courtesy of: FLORIDA HOME CHOICE REALTY (863-412-2727)
Listing Agent: Glenda Pruitt (863-412-2727)
107 MANDOLIN DR, WINTER HAVEN, FL 33884
$299,000136 Days on yellowkey MLS ID: P4937501
0 Days Off yellowkey (back on 5/1/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1665 Built: 2013Monthly Fee: $55 Tax: $4,514 (2025)Community: MandolinSingle Family
Taxes:$4,514
Remarks: Under contract-accepting backup offers. SELLER MOTIVATED! | NEW ROOF | NO CDD| GATED COMMUNITY Welcome home to 107 Mandolin Drive, a move-in ready, single-story gem nestled inside the sought-after Mandolin gated community in SE Winter Haven. This beautifully maintained 4-bedroom, 2-bath residence offers the perfect blend of comfort, style, and security, all with No CDD and a low HOA. A brand-new roof tops off a home that has been thoughtfully cared for inside and out. Soaring cathedral ceilings fill the open-concept living area with light and volume, creating an inviting atmosphere from the moment you walk in. The primary suite is a true retreat, featuring a spacious walk-in closet and a private en suite bath with a walk-in shower. A second bedroom also boasts its own walk-in closet, ideal for guests, family members, or a dedicated home office. The eat-in kitchen sits at the heart of the home and is designed for both function and connection, offering ample cabinetry, a breakfast bar, and all major appliances included. It flows seamlessly into the main living space — perfect for everything from weeknight dinners to weekend entertaining. Slide open the doors to your enclosed lanai, an ideal spot for morning coffee, game nights, or unwinding after a long day. The fully fenced backyard offers room to roam, bring your pets, your garden plans, or simply enjoy the open space. Prime location perks: -Minutes to the new Publix Supermarket, Legoland, shopping, dining & medical facilities -Zone for Chain of Lakes Elementary School -Easy access to both Tampa and Orlando. Gated living, modern updates, and an unbeatable SE Winter Haven address, this one checks every box. Schedule your private showing today.
Listing Agent: Mabel Vassallo (863-604-0499)
2925 DAYTON DR, WINTER HAVEN, FL 33884
$284,500163 Days on yellowkey MLS ID: P4937324
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2109 Built: 2006Monthly Fee: $485 Tax: $2,954 (2025)Community: Traditions Ph 01Spa: NoSingle Family
Taxes:$2,954
Remarks: Discover the charm of this delightful 3-bedroom, 2-bath home located in the maintenance-free, 55+ gated community of Traditions at Lake Ruby. Thoughtfully designed for comfort and functionality, this home offers an inviting retreat for relaxed, worry-free living. Upon arrival, you’re welcomed by a spacious covered entrance enhanced with a leaded glass door and transom window. Inside, the eat-in kitchen features 42" maple wood cabinetry, Corian countertops, and a closet pantry for added storage. A breakfast bar and breakfast nook provide ample seating, making the space ideal for both everyday living and entertaining. The spacious great room showcases triple sliding glass doors that open to the oversized screened-in lanai, seamlessly extending the living space outdoors. The open-concept design also includes a formal dining room and formal living room, both accented with high ceilings and decorative niches that add architectural interest. The primary bedroom suite serves as a luxurious retreat, featuring a sitting area with patio access and dual walk-in closets with overhead luggage shelving for premium storage. The en-suite bathroom is well appointed with a comfort-height double-sink vanity, linen closet, seated walk-in shower, private water closet, and a relaxing garden tub. Outdoor enjoyment is effortless on the generously sized screened-in lanai, offering a serene space to unwind and enjoy the Florida lifestyle. Additional amenities include, a Laundry Room with washer, dryer, and utility sink, Honeywell Thermostat & Humidistat, Updated Architectural Shingle Roof 2020, Termite Bond, Paved Driveway & Walk Way, Gutters, Flood lights and Carriage Lighting, and a 2 Car Garage with Garage Door Opener. Residents of Traditions enjoy a plethora of amenities, including a lakefront clubhouse, a dock and boat ramp, a heated swimming pool and spa, a ballroom, billiards, meeting rooms, a library, a computer room, a craft room, a dog park, tennis and pickleball courts, basketball, bocce ball, shuffleboard, a fitness center, an aerobics studio, and much more. With its convenient location near shopping, restaurants, major routes, and Legoland, this home offers an exceptional lifestyle. Monthly HOA fees cover exterior house painting, cable, internet, lawn service, and clubhouse amenities, ensuring a worry-free living experience.
Listing is courtesy of: CENTURY 21 MYERS REALTY LAKE WALES (863-676-4448)
Listing Agent: Eileen Belanger (863-221-0229)
14 ENCLAVE DR, WINTER HAVEN, FL 33884
$229,900299 Days on yellowkey MLS ID: P4935733
REDUCED by $10,000 (4.2%) on 05/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1368 Built: 1995Monthly Fee: $429 Tax: $3,033 (2024)Community: Cypresswood Enclave Ph 01Villa
Taxes:$3,033
Remarks: Fresh on the market is this meticulously maintained and professionally updated 2 bedroom 2 bath villa located in the sought after "Enclave" neighborhood in Cypresswood, a gated golf community in SE Winter Haven. The open floor plan features an expansive kitchen with breakfast nook, spacious living/dining room combo, split bedrooms with ample closets, inside laundry area equipped with a washer and dryer, screened lanai and a 2 car garage with garage door opener. Per the owner, recent upgrades include removal of a wall separating the kitchen from the living area thereby creating a true open-concept living area, upgraded matching stainless kitchen appliances, flooring in the kitchen, living room, foyer, hall and 2 bedrooms, New granite counter-tops, sinks and faucets in the kitchen and both bathrooms, new LED lighting, New front entry door, new window treatments and fresh interior paint. This is truly a move-in-ready villa with quality upgrades that set it ahead of the competition. Come and enjoy the Florida Country Club Lifestyle in this low maintenance villa.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steven Smith, Pa (863-224-2297)
6450 HOLLYBERRY LN NE, WINTER HAVEN, FL 33881
$188,50060 Days on yellowkey MLS ID: L4960650
REDUCED by $1,000 (0.5%) on 04/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1984Monthly Fee: $34 Tax: $2,520 (2025)Community: Brookhaven VillageManufactured Home
Taxes:$2,520
Remarks: One or more photo(s) has been virtually staged. Welcome to 6450 Hollyberry Lane in Brookhaven Village—a highly sought-after 55+ community where you own your land, making this a rare opportunity! This beautifully updated, move-in ready home features new luxury vinyl flooring (2025) and a bright, open layout perfect for everyday living and entertaining. The upgraded kitchen offers butcher block countertops, slide-out metal racks for added storage, and a brand-new dishwasher. Washer and dryer are included. Both bathrooms have been beautifully remodeled with modern finishes. Major updates include a new roof (Dec 2024), new HVAC system (2025) with ductwork and air handler, new windows (2025), and all-new screening, including the lanai with vinyl windows—perfect for enjoying Florida living year-round. The home is also fully replumbed with updated anchors and straps, including a vapor barrier that was installed about 4 years ago. The home also includes a great storage shed/workshop—ideal for hobbies or extra storage. Enjoy a super low HOA with access to a community pool and clubhouse, all in the heart of Winter Haven near shopping, dining, and lakes. Fully updated + land ownership + prime 55+ community—this one stands out. Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
204 KINGSHILL CT SE, WINTER HAVEN, FL 33884
$262,40053 Days on yellowkey MLS ID: O6393480
REDUCED by $7,500 (2.8%) on 05/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1437 Built: 1991Monthly Fee: $8 Tax: $3,704 (2025)Community: Planters WalkSpa: NoSingle Family
Taxes:$3,704
Remarks: This move-in-ready 3-bedroom, 2-bathroom home is located in the desirable Planters Walk neighborhood. The interior features a functional open-concept layout where the kitchen overlooks the main living areas, creating an inviting flow for daily living and entertaining. The updated kitchen is equipped with sleek granite countertops and stainless steel appliances. The primary suite serves as a private retreat, complete with a dedicated primary bathroom and a large walk-in closet. Practical features include an attached 2-car garage, a separate laundry room, and a combination of carpet and tile flooring throughout.
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
6010 NAVONA WAY, WINTER HAVEN, FL 33884
$279,99966 Days on yellowkey MLS ID: TB8490929
REDUCED by $20,000 (6.7%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1615 Built: 2025Monthly Fee: $53 Tax: $2,689 (2025)Community: Villa MarSingle Family
Taxes:$2,689
Remarks: Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and living area. A dreamy, covered lanai, accessible through sliding glass doors, invites you to take full advantage of the Florida climate. The owner’s suite boasts double vanities, a walk-in shower and a substantial walk-in closet, while the additional bedrooms and full bathroom are located off the kitchen for added privacy. With a laundry room located off the foyer, a smart thermostat with voice control to maintain energy efficient living, and professionally curated landscaping, the Magenta is designed to make every day extraordinary. Our model home is located at 5512 Taverna Loop, Winter Haven, FL 33884. Take I-4 W to exit 55 for US 27-S. Continue on US 27-S then turn right onto Thompson Nursery Road. Continue straight on Eloise Loop Road then turn left onto Rialto Road. Continue straight and our model homes will be on your right. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change.
Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)
Listing Agent: Michael Human (813-343-4383)
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