Location: Winter Haven
Do Not Show Listings
2656 WYNDSOR OAKS WAY, WINTER HAVEN, FL 33884
$750,00077 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,056
Elementary School: Chain O Lakes Elem
High School: Winter Haven Senior
Tax Year: 2025
Middle School: Denison Middle
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 Full entry 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. Perfect 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), Leafgutter 2024, 5 stage Water filter & reverse osmosis system (2023), 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)
6212 BOTTICELLA BLVD, WINTER HAVEN, FL 33884
$289,49083 Days on yellowkey MLS ID: O6401328
1 Days Off yellowkey (back on 7/9/2026)
REDUCED by $5,000 (1.7%) on 05/12/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2112 Built: 2026Monthly Fee: $53 Tax: $32 (2025)Community: Villa Mar 40'SSingle Family
Taxes:$32
Elementary School: Pinewood Elem
High School: Lake Region High
Remarks: Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
511 HEATHER GLEN DR, WINTER HAVEN, FL 33884
$282,000135 Days on yellowkey MLS ID: P4938000
REDUCED by $5,000 (1.7%) on 07/10/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1488 Built: 2001Monthly Fee: $33 Tax: $3,786 (2025)Community: Heather Glen Ph 02Single Family
Taxes:$3,786
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to 511 Heather Glen Drive. This beautifully maintained home is in move in ready condition. Offering 4 bedrooms and 2 bathrooms, the home has new interior and exterior paint. This is a split floor plan with a large family room looking out to the screened in patio. Off the kitchen is a dinette. The guest bathroom has been remodeled. Both bathrooms have new toilets. New carpeting in bedrooms 2 and 3. The A/C is brand new with a HALO system that purifies the air in the house. The roof is 9 years old. Brand new hot water heater. There is an inside laundry room leading out to the garage. Riding lawnmower is included! The home is centrally located close to Legoland, dining, shopping and major highways and in between Orlando and Tampa. This home shows pride of ownership! Make your appointment today!
Listing is courtesy of: THE HOME COMPANY (863-268-8157)
Listing Agent: Sue Ann Williamon (863-258-3115)
731 CANBERRA RD, WINTER HAVEN, FL 33884
$325,000235 Days on yellowkey MLS ID: L4957294
REDUCED by $10,000 (3.0%) on 04/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2140 Built: 1989Monthly Fee: $17 Tax: $2,207 (2024)Community: Cypresswood Patio HomesSingle Family
Taxes:$2,207
Tax Year: 2024
Remarks: Just REDUCED!! Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly sought-after Cypresswood golf community in Winter Haven. Enjoy resort-style living with an 18-hole golf course, 24-hour gated security, clubhouse, community pool, and more. Inside, the renovated kitchen features granite countertops and custom cabinetry. The spacious primary suite offers a large ensuite bath complete with a double vanity and a generous walk-in closet. Additional updates include a roof replaced in July 2022, windows in May 2023, appliances in November 2016, an updated water heater and A/C, a garage screen added in September 2019, and a motorized awning installed in July 2022. This is an exceptional opportunity to own in one of Winter Haven’s premier neighborhoods. The home does come with appliances and washer and dryer.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Melissa Witter (863-206-8744)
6561 CHINABERRY DR NE, WINTER HAVEN, FL 33881
$155,900102 Days on yellowkey MLS ID: L4960831
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1596 Built: 1985Monthly Fee: $34 Tax: $2,745 (2025)Community: Brookhaven Village First AddSpa: NoManufactured Home
Taxes:$2,745
Remarks: Discover the best of retirement living in Brookhaven, a welcoming 55+ community! This partially furnished and well-maintained home sits on a desirable lot with OWNED LAND, offering a peaceful and private retreat.Featuring 1,596 sq. ft. of living space, this home boasts a spacious open-concept layout with 2 bedrooms and 2 bathrooms. Recent updates include a new shingle roof (2024), new A/C unit (2025), and hot water heater (2023). The kitchen offers ample counter space and cabinetry, perfect for everyday living and entertaining.Enjoy plenty of storage throughout, along with sliding doors that lead to the porch—ideal for relaxing or hosting guests. The guest bedroom and bathroom are generously sized, while the oversized primary suite features a private ensuite bath complete with a double-sink vanity, garden tub, and walk-in shower.The laundry area is conveniently located in the spacious workshop and includes a washer, dryer, and utility sink. This home also features two porches—one screened and one enclosed—providing additional living space to enjoy year-round.Surrounded by mature landscaping, the property offers both charm and tranquility. Additional perks include an irrigation system and lawn maintenance already paid through February. This home has recently had a 4-point inspection.Brookhaven residents enjoy fantastic amenities including a pool, clubhouse, and shuffleboard—all with a low HOA fee of just $34 per month. Conveniently located near Hwy 27, shopping, medical facilities, and restaurants, you’re also just about an hour from Disney and 1.5–2 hours from both Florida coasts.Don’t miss your opportunity to own this beautiful home at 6561 Chinaberry Dr NE — schedule your private showing today!
Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)
Listing Agent: Corinna Weaver (863-258-2901)
428 MCKENNA DR, WINTER HAVEN, FL 33881
$275,00011 Days on yellowkey MLS ID: S5152912
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1840 Built: 2020Monthly Fee: $17 Tax: $6,411 (2025)Community: Lucerne Park ReserveSingle Family
Taxes:$6,411
Elementary School: Lake Alfred Elem
High School: Haines City Senior High
Middle School: Daniel Jenkins Academy of Technology Middle
Remarks: Beautifully maintained 4-bedroom, 2-bath home offering modern finishes, thoughtful upgrades, and a desirable split floor plan. The primary suite is privately situated toward the rear of the home, while the secondary bedrooms are positioned separately, providing added privacy and functionality. From the moment you arrive, you'll appreciate the enhanced curb appeal featuring a paver driveway and attractive exterior accents. Inside, ceramic tile flooring flows throughout the main living areas, complemented by stylish accent walls that add warmth and character. The open-concept kitchen is designed for both everyday living and entertaining, featuring granite countertops, a spacious center island with sink, and a custom decorative accent finish surrounding the island, creating a unique focal point. The kitchen seamlessly overlooks the expansive living and dining areas, making it ideal for hosting family and friends. The guest bathroom offers the convenience of a dual-sink vanity, while the extended, fully fenced backyard provides plenty of space for outdoor entertaining, pets, or play. The home is also equipped with assignable solar panels, offering added energy efficiency. Additional details regarding the solar panel are available upon request. This move-in-ready home combines comfort, style, and functionality, making it an excellent opportunity for its next owner.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Ej Jimenez (407-743-6394)
1525 OAKVIEW CIR SE, WINTER HAVEN, FL 33880
$200,00018 Days on yellowkey MLS ID: TB8522413
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1333 Built: 1988Monthly Fee: $180 Tax: $761 (2025)Community: OakviewVilla
Taxes:$761
Remarks: Turn-key elegance in one of Winter Haven’s 55+ community! Welcome home to Oakview, an immaculate, highly sought-after hidden jewel. This smokefree, move-in ready 2BR/2BA residence delivers the perfect balance of relaxation and functionality. You will love the attached neighbors. The heart of the home features a bright, open-concept living/dining area flowing into a kitchen with abundant cabinetry and appliances. Guests appreciate the split-bedroom layout, while the owner enjoys a serene suite with a large walk-in shower. Bonus space includes a flexible rear den—ideal for a library/hobby room. Truly low-maintenance living: the low $165/mo. HOA covers your roof replacement, exterior painting, and lawn care! Spend your days exploring local dining, shopping, and Legoland, or travel easily via nearby Orlando and Tampa airports. Schedule a showing today! Move right in and enjoy! Room sizes are approximate. Buyer's agent to check HOA requirements. Attached to MLS. 5 unit building.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Rich Gant (813-502-9360)
1581 OAKVIEW CIR SE, WINTER HAVEN, FL 33880
$210,000144 Days on yellowkey MLS ID: G5108372
REDUCED by $4,900 (2.3%) on 07/02/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1220 Built: 1996Monthly Fee: $180 Tax: $923 (2025)Community: OakviewSingle Family
Taxes:$923
Remarks: Move-in ready with a NEW ROOF (2024), updated major systems, and brand-new kitchen appliances, this beautifully maintained villa offers the low-maintenance Florida lifestyle you've been waiting for. Located in the desirable 55+ Oakview community of Winter Haven, this thoughtfully updated 2-bedroom, 2-bath home has been strategically repositioned to reflect today's market, creating an exceptional opportunity for buyers seeking comfort, value, and peace of mind. Inside, you'll find 1,220 square feet of well-designed living space featuring an open and inviting floor plan, spacious bedrooms with walk-in closets, and abundant natural light throughout. The screened lanai provides the perfect place to enjoy your morning coffee, relax with a good book, or entertain friends while taking advantage of Florida's year-round sunshine. The kitchen has been refreshed with brand-new stainless steel appliances, making this home truly move-in ready with no immediate projects to tackle. Additional major improvements, including the 2019 HVAC system, allow you to focus on enjoying your new home instead of worrying about costly updates. A unique feature of this villa is the screened garage door system, creating a versatile space that allows fresh air to circulate while expanding the way you can enjoy your garage—an added benefit that Florida homeowners truly appreciate. Whether you're looking to downsize, retire, or simply enjoy a lock-and-leave lifestyle, Oakview offers the convenience of low-maintenance living with the HOA providing lawn care and exterior maintenance, giving you more time to enjoy everything Central Florida has to offer. Now competitively positioned in today's market, this home represents one of the best values currently available in Oakview. Opportunities like this don't come along often—schedule your private showing today and experience the comfort, convenience, and lifestyle this exceptional villa has to offer.
Listing Agent: Vanessa Aybar Badillo (352-557-1682)
1701 36TH ST NW, WINTER HAVEN, FL 33881
$259,999150 Days on yellowkey MLS ID: S5143914
REDUCED by $3,000 (1.1%) on 05/20/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1815 Built: 1960 Tax: $2,806 (2025)Community: InwoodSingle Family
Taxes:$2,806
Elementary School: Frank E. Brigham Academy
High School: Auburndale High School
Middle School: Westwood Middle
Remarks: Welcome to this spacious and recently upgraded home sitting on a rare 0.40-acre corner lot with NO HOA and NO CDD, giving you the freedom and space you’ve been looking for. Major recent improvements include updated HVAC, electrical, and plumbing systems for added peace of mind, along with attractive interior upgrades featuring modern flooring, an updated kitchen with stylish cabinetry and stainless-steel appliances, and refreshed bathrooms with contemporary tile finishes. The oversized lot offers endless possibilities and plenty of room to park your RV, boat, jet ski, work vehicles, or recreational toys worry-free — something hard to find in today’s market. Conveniently located near major supermarkets, restaurants, schools, and main roads for easy commuting, this property is ideal for homeowners seeking space and flexibility or investors looking for a strong opportunity. Schedule your private showing today and discover the value, freedom, and potential this unique property has to offer!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jose Hooker-Gomez (407-272-6986)
4050 PALMA CEIA CIR, WINTER HAVEN, FL 33884
$900,00013 Days on yellowkey MLS ID: O6420265
Bed: 3 Bath: 3.5 Gar: 5 Liv Area Sq Ft: 2820 Built: 2026Monthly Fee: $152 Tax: $2,123 (2025)Community: Cypresswood Palma CeiaSpa: NoSingle Family
Taxes:$2,123
Elementary School: Elbert Elem
Remarks: Virtually Staged. Brand New 2026 Custom Farmhouse Blends Modern Luxury with Exceptional Craftsmanship. Welcome to 4050 Palma Ceia Circle, a stunning new construction one story farmhouse estate located within the gated Cypresswood Golf & Country Club in Winter Haven, Florida. Perfectly positioned on an almost half acre double front golf course lot, this exceptional residence offers the ideal combination of luxury, quality craftsmanship, and modern convenience. Thoughtfully designed for comfortable living and effortless entertaining, this home features 3 bedrooms, 3.5 bathrooms, a dedicated home office, elegant tray ceilings, luxury tile flooring throughout, and an open concept floor plan filled with natural light. The chef's kitchen is the heart of the home, showcasing a large center island, solid wood cabinetry, a generous walk in pantry, a dual fuel stove, and premium finishes that flow seamlessly into the living and dining areas. The primary bedroom offers a peaceful retreat with a large walk in closet and a spa inspired bath featuring a soaking tub and a beautifully tiled walk in shower. Step outside to the paver patio, complete with a fully equipped outdoor kitchen and outdoor shower, creating the perfect setting for relaxing or entertaining year round. Built with exceptional quality and energy efficiency in mind, the home features Huber ZIP System sheathing, James Hardie pre finished siding, Therma Tru exterior doors, an Atlas roofing system, Andersen double pane windows, and two tankless water heaters. The attached three bay garage includes attic storage above and is pre wired for a Level 2 EV charger and generator, offering future ready convenience and peace of mind. Residents enjoy resort style amenities including the 18 hole Ron Garl Championship Golf Course, junior Olympic swimming pool, tennis courts, pickleball courts, fitness center, clubhouse, restaurant, and bar. Conveniently located near Highway 27, I 4, and the Polk Parkway, this exceptional home provides easy access to Orlando, Tampa, Lakeland, and Central Florida attractions. Experience luxury golf course living at its finest. Schedule your private showing today.
Listing Agent: Jessica Estrada (863-409-1771)
6346 BAYBERRY BLVD NE, WINTER HAVEN, FL 33881
$189,900251 Days on yellowkey MLS ID: P4936920
REDUCED by $5,100 (2.6%) on 07/10/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1440 Built: 2005Monthly Fee: $34 Tax: $3,375 (2025)Community: Brookhaven Village First AddSpa: NoManufactured Home
Taxes:$3,375
Elementary School: Dundee Elem
Middle School: Dundee Ridge Middle
Remarks: PRICE IMPROVEMENT! Now offered at an even better value, this beautifully maintained home in Brookhaven’s desirable 55+ community is the perfect opportunity to enjoy comfortable Florida living with owned land and low HOA fees. Located on a corner lot on a quiet dead-end street, this 2005 Homes of Merit double-wide manufactured home offers 1,440 sq. ft. of well-designed living space and comes fully furnished and move-in ready. The spacious open floor plan features 3 bedrooms, 2 bathrooms, an indoor laundry room, and abundant natural light throughout. Elegant tray ceilings enhance the main living area, while sliding glass doors lead to an additional porch overlooking a peaceful neighboring pasture—an ideal place to relax and enjoy the view. The large kitchen is designed for both functionality and entertaining, featuring a center island, ample cabinet and counter space, updated microwave, newer refrigerator (2024), and A/C unit (2024). Recent improvements provide added value and peace of mind, including a new shingle roof and carport (2023), updated siding, reinforced tie-downs, fresh interior paint, and new Parkay Endurance water-resistant laminate flooring. A versatile bonus room with French doors offers flexibility for a home office, hobby room, or third bedroom. The guest bedroom and bath are generously sized, while the oversized primary suite includes a private ensuite bathroom for added comfort and privacy. Additional features include an indoor laundry room with washer and dryer included, a spacious workshop/storage area, and valuable extras such as an 8,000-watt generator (gas or propane) with two propane tanks, mower, trimmer, and power washer. Surrounded by mature landscaping, this property offers both charm and tranquility. Brookhaven residents enjoy amenities including a community pool, clubhouse, and shuffleboard, all with a low HOA fee of just $34 monthly. Conveniently located near Hwy 27, shopping, restaurants, and medical facilities, this home is also approximately one hour from Disney and within easy driving distance to both Florida coasts. Don’t miss your opportunity to own this well-maintained, fully furnished home with owned land in one of Central Florida’s welcoming 55+ communities. Schedule your private showing today.
532 WINTER TER, WINTER HAVEN, FL 33881
$164,000170 Days on yellowkey MLS ID: O6376627
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1996Monthly Fee: $251 Tax: $2,473 (2025)Community: Winter Ridge CondoTownhouse
Taxes:$2,473
Remarks: FULLY UPGRADED & MOVE-IN READY! Beautiful 3BR/2BA home located in the heart of Winter Haven in a desirable lakeside community. This home features brand-new flooring throughout, all new stainless-steel appliances, new AC, and new water heater. Open-concept living, dining, and kitchen layout with upgraded cabinets and matching stainless-steel appliances. Spacious living room and generously sized bedrooms. The primary bedroom is privately situated and includes two closets and an en-suite bath with a large walk-in shower. Additional features include two private parking spaces, bonus outdoor den, and extra storage. Enjoy community amenities such as a large pool, clubhouse, and private boat dock with lake access. Great value with excellent upgrades and amenities. Must see! Schedule your showing today !!
Listing is courtesy of: BEST ORLANDO LIVING REALTY (407-963-6692)
Listing Agent: Taufiq Ul Islam (347-251-7885)
326 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881
$331,995250 Days on yellowkey MLS ID: S5137744
REDUCED by $27,005 (7.5%) on 07/12/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2696 Built: 2021Monthly Fee: $200 Tax: $8,499 (2024)Community: Lucerne Park ReserveSingle Family
Taxes:$8,499
Remarks: Virtually Staged. Welcome to this stunning two-story home located in the heart of Winter Haven! Built in 2021, this spacious 4-bedroom, 2.5-bath residence offers 2,696 sq. ft. of living space designed for modern comfort and style. The open floor plan features a bright and inviting living area, perfect for gatherings and entertaining. The kitchen boasts ample cabinetry and counter space, ideal for the home chef. Upstairs, the generously sized bedrooms provide plenty of room for everyone. The property also features a recently repaired roof for peace of mind. Conveniently located near schools, shopping, dining, and major highways, this home combines contemporary living with an unbeatable location. Don’t miss the opportunity to make this beautiful home yours!
Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)
Listing Agent: David Gonzalez Martell, Pa (407-760-0792)
128 LAKE HAZEL DR, WINTER HAVEN, FL 33884
$59,9993 Days on yellowkey MLS ID: P4939283
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1680 Built: 1981Monthly Fee: $279 Tax: $1,437 (2025)Community: Orange Manor West Co-Op IncManufactured Home
Taxes:$1,437
Remarks: Welcome to Orange Manor West in desirable southeast Winter Haven. This spacious 2-bedroom, 2-bathroom home offers comfort and functionality in a quiet neighborhood. The king-sized primary bedroom features dual walk-in closets and an ensuite bathroom with a new vanity sink installed in 2024. The second bedroom also boasts a closet door and easy access to the second bathroom with updated sink. Stylish new flooring was added in the kitchen, dining area, and both bathrooms in 2020. This fully furnished double-wide manufactured home is located in a 55+ gated community. Enjoy year-round comfort with a 2017 AC/furnace heat pump and a roof replaced the same year. Additional upgrades include a water heater installed in 2023 and a washer/dryer set from 2022. Relax or entertain in the air-conditioned bonus patio, perfect for Florida living. The community offers a wide range of amenities including a heated pool, shuffleboard, horseshoes, bingo nights, putt-putt golf, lake access and more. HOA fees conveniently cover cable, internet, trash, and all community amenities making this home an excellent blend of value and lifestyle in a welcoming active neighborhood. Convenient to shopping, hospitals, LEGOLAND, and both Tampa & Orlando International airports and area attractions.
Listing Agent: Dawn Van Meter (863-287-7013)
516 REGGIE RD, WINTER HAVEN, FL 33884
$325,0003 Days on yellowkey MLS ID: S5153560
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2109 Built: 2024Monthly Fee: $199 Tax: $7,811 (2025)Community: Peace Crk ReserveSingle Family
Taxes:$7,811
Elementary School: South Pointe Elementary
Remarks: Built in 2024, this single-story home in Peace Creek Reserve offers the Freedom floor plan with a dedicated office and a private Next Gen suite — its own entrance, bedroom, living area, kitchenette, and full laundry, independent from the main home's own laundry setup. Inside, an open-concept kitchen with quartz countertops, stainless steel appliances, an oversized island, and a walk-in pantry flows into bright, naturally lit living and dining areas. The primary suite offers a private bath with dual sinks and a walk-in shower, while two additional bedrooms with walk-in closets provide space for family or guests. A covered patio extends the living space outdoors. HOA dues are just $199 a year, billed once annually rather than monthly — among the lowest in the area. Community amenities include a pool, playground, and a scenic natural creek, with easy access to Winter Haven's chain of lakes, area parks, shopping, and dining. The home is currently vacant, allowing for a flexible closing timeline for buyers ready to move quickly.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Sandra Vargas Valdeleon (786-956-6199)
706 AVENUE I NE, WINTER HAVEN, FL 33881
$295,0003 Days on yellowkey MLS ID: L4963442
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1925 Built: 1946 Tax: $388 (2025)Community: Hutchinson AddSingle Family
Taxes:$388
Remarks: Own a private oasis in the heart of Winter Haven! This beautiful 3-bedroom, 2-bathroom home features 1,941 square feet of comfortable living space. It rests on an extra-large .41-acre lot. That gives you plenty of space to relax and enjoy outdoor living and gardening. The property features a large open pool for beating the Florida heat, with a pool room and screened patio. The home also features a large, two-car detached garage with upstairs storage space and an extra bonus workshop room. Most impressive is the house borders and overlooks the Polk State College campus, with lots of open walking trails and recreation space to enjoy. Inside, you will love the generous floor plan and great natural light. The location is truly prime. You are steps from the shores of Lake Martha, and only minutes from beautiful Lake Elbert, both offering public boat ramps. You are also just a short drive from local dining and shopping. This is a rare find with endless room to entertain.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steve Lockhart (863-289-9801)
333 LAKE HOWARD DR NW #102D, WINTER HAVEN, FL 33880
$110,0003 Days on yellowkey MLS ID: P4939253
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1030 Built: 1973 Tax: $11 (2025)Community: Imperial HarboursCondo
Taxes:$11
Remarks: FIRST FLOOR BEAUTY! This move-in-ready 2 bedroom 2 bath condo is just what you've been waiting to find. 2025 was a big year with loads of quality updates in each room. The kitchen boasts updated quartz countertops, sparkling glass backsplash, sleek white soft close Shaker cabinets, and various stainless steel appliances. The stack washer/dryer is @1yr, and is tucked in next to the new hot water tank. Each bathroom has lovely upgrades including cabinets, tile, and luxurious sliding glass shower doors. You'll enjoy the neutral colors throughout, and the lush carpet (1yr) in the main areas will keep your toes cozy. There are 2 designated parking spaces, one covered. The Florida room has a nice walk-in-closet, and is a sunny space for reading or crafts. Imperial Harbours' reasonable monthly fee of $441.05 includes basic cable, water, sewer, garbage, exterior maintenance, and all community amenities. You only pay for your electric. Relax in the heated pool, enjoy fishing or sunrises from the community pier. Extra fun can be found on the shuffleboard courts, billiards room, and tidy exercise room. The convenient location is minutes to restaurants, grocery stores, and charming downtown Winter Haven. Call today for your private viewing. Step inside, fall in love. Make it yours!
Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
Listing Agent: Marti Sutton (863-206-0563)
220 HARTRIDGE HILLS DR, WINTER HAVEN, FL 33881
$369,9003 Days on yellowkey MLS ID: P4939062
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2383 Built: 2007Monthly Fee: $150 Tax: $5,885 (2025)Community: Hartridge HillsSpa: NoSingle Family
Taxes:$5,885
Remarks: ARE YOU AN AIRCRAFT OWNER, PILOT, FLYING ENTHUSIAST AND/OR LOOKING FOR ACCESS TO THE CHAIN OF LAKES? Relax and enjoy life in this attractive 2383 SF 3BR/2.5 Bath home with study located in Hartridge Hills, a gated community with boat ramp and dock on Lake Hartridge, adjacent to the Winter Haven airport and near Jack Brown Seaplane Base! The community features CUSTOM EXECUTIVE STYLE homes! When built, this amazing home won the following parade of Homes Awards: Home of the Year; Best Kitchen; Best Master Bath; Best Exterior; Best Overall Quality; and, Best Floor Plan! The home features an open floor plan with split bedrooms, crown molding, volume ceilings, interior laundry room and attractive tile flooring. The kitchen overlooks the dining area and offers granite countertops, wood cabinetry, stainless steel appliances and pantry closet. The primary suite has sliding glass doors leading to the covered lanai, two walk-in closets and en suite bathroom with separate vanities, garden tub, walk around shower and a water closet. Most recent updates include: new landscaping May 2026; new refrigerator June 2025; installation of irrigation well 2025; repainting interior walls, trim and doors 2022; and installation of New 30 year Architectural Shingle Roof April 2022. The Community Offers a BOAT RAMP & DOCK on LAKE HARTRIDGE providing residents access to the CHAIN OF LAKES! HOA fee maintains streets, common areas, lights, gate, boat ramp & dock and mowing and fertilization of yards!! Centrally located with easy access to shopping, restaurants, medical facilities and surrounding towns.
Listing is courtesy of: JUDY B CLEAVES PROPERTIES INC (863-299-5878)
Listing Agent: Carol Jean Sheil (863-412-3801)
4140 SOPHIA BLVD, WINTER HAVEN, FL 33880
$269,00092 Days on yellowkey MLS ID: TB8495461
REDUCED by $5,900 (2.1%) on 07/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1711 Built: 2017Monthly Fee: $25 Tax: $4,540 (2025)Community: Buckeye RidgeSingle Family
Taxes:$4,540
High School: Chain of Lakes Collegiate High
Remarks: MOVE-IN READY WITH MODERN UPDATES ON A PRIME CORNER LOT! Built in 2017 and featuring a LOW HOA, this beautifully maintained home offers a desirable open floor plan with a 3-way split bedroom layout, delivering the perfect balance of functionality and privacy. Enjoy peace of mind with NEW luxury vinyl plank flooring (2025) and fresh interior paint (2025), creating a clean, modern, truly turnkey feel throughout. Architectural details like decorative arches add character, while 18x18 tile in all wet areas enhances durability and style. The kitchen showcases 36” espresso cabinetry, generous storage, and all appliances included, making it ideal for both everyday living and entertaining. Additional highlights include window treatments throughout, an inside laundry room with washer and dryer, and abundant storage space. Step outside to your covered lanai, perfect for relaxing year-round. Situated on a spacious corner lot, the property offers added privacy and curb appeal. Conveniently located just minutes from Highway 27 and approximately 15 minutes to I-4, providing easy access to commuting, shopping, and dining. 1711 sq ft | 3 Bedrooms | 2 Bathrooms | 2-Car Garage
Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)
Listing Agent: William Kilpatrick (863-669-8090)
2500 21ST ST NW #47, WINTER HAVEN, FL 33881
$177,00031 Days on yellowkey MLS ID: L4962052
0 Days Off yellowkey (back on 7/11/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1229 Built: 1975Monthly Fee: $412 Tax: $2,939 (2025)Community: Casa Del Sol Condo Village Ph 01Condo
Taxes:$2,939
Remarks: Nestled on beautiful Lake Hartridge, is this completely remodeled and move-in ready, stunning 2-bedroom, 2.5-bath condo in Casa Del Sol Village. This unit offers modern updates and a comfortable layout in the heart of Winter Haven. Every inch has been refreshed — featuring luxury vinyl flooring, paint, lighting, kitchen appliances, doors, and beautifully updated bathrooms. The spacious living area and guest half bath downstairs make entertaining easy, while both upstairs bedrooms feature private ensuite baths for added convenience. Enjoy low-maintenance living with a 2-car attached garage, access to the community pools, and a location that’s close to shopping, dining, and the Chain of Lakes. Perfect as a primary home, seasonal retreat, or investment property — this move-in-ready condo combines style, comfort, and convenience in one incredible package.
Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)
Listing Agent: Nikki James (863-581-3499)
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