Location: Winter Haven
Do Not Show Listings
5312 NICKLAUS DR, WINTER HAVEN, FL 33884
$334,90022 Days on yellowkey MLS ID: O6411968
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1700 Built: 2006Monthly Fee: $5 Tax: $7,640 (2025)Community: Lake Ashton West Ph 01Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,640
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to resort-style living in the highly sought-after Lake Ashton Golf Club Community! This impeccably maintained home is nestled on a quiet and secluded street, offering the perfect combination of privacy, comfort, and an active Florida lifestyle. From the moment you arrive, you will appreciate the pride of ownership and pristine condition of this beautiful residence. Designed for both everyday living and entertaining, the home offers spacious living areas, abundant natural light, and a floor plan that flows effortlessly throughout. One of the most valuable features of this property is that the CDD bond has been fully paid off, providing significant long-term savings and added value for the new owner. Lake Ashton is one of Central Florida's premier gated 55+ communities, offering an unmatched array of amenities and activities. Residents enjoy access to two private 18-hole championship golf courses, including one of the most challenging and highly regarded courses in the region, making it a favorite among golf enthusiasts. The community also features two expansive clubhouses, a state-of-the-art health and fitness center, resort-style pools, tennis and pickleball courts, bowling lanes, movie theater, ballroom, restaurant and lounge, arts and crafts facilities, numerous social clubs, and a private marina with access to beautiful Lake Ashton. Whether you are looking for an active retirement, a seasonal retreat, or your forever home, this exceptional property offers the perfect opportunity to enjoy the Florida lifestyle at its finest. Schedule your private showing today and discover why so many residents proudly call Lake Ashton home.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (305-361-5722)
Listing Agent: Emily Bastos Porto (407-969-9830)
1108 BRENTON MANOR DR, WINTER HAVEN, FL 33881
$285,000140 Days on yellowkey MLS ID: O6375346
REDUCED by $10,000 (3.4%) on 05/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1584 Built: 2015Monthly Fee: $32 Tax: $4,387 (2025)Community: Brenton ManorSingle Family
Taxes:$4,387
Remarks: Welcome home to Brenton Manor! This move-in ready 3-bedroom, 2-bathroom split-plan home checks every box — and then some. The open-concept kitchen flows seamlessly into the great room, creating the perfect space for entertaining or relaxing after a long day. Step outside to your private, fully fenced backyard with no rear neighbors — your own Florida oasis. Big-ticket updates have already been done for you: brand-new 2026 HVAC with UV ray lights and professionally cleaned ductwork, 2026 whole-home water softener system, 2025 tankless water heater, 2025 fresh exterior paint, 2025 gutters, and a 2023 roof. Both bathrooms feature updated showers, so all you need to do is move in and enjoy. Conveniently located near top medical facilities, BayCare Winter Haven Hospital just minutes away, and the nationally recognized Lakeland Regional Health nearby. Everyday conveniences are just as close, with shopping, dining, and retail options all within a short drive. Ideally located for commuters and travelers, this community offers. Ideally located for commuters and travelers, this community offers quick access to Interstate 4, the Polk Parkway (SR-570), and US-27—placing Tampa and Orlando approximately 30 to 40 minutes away and the world-famous theme parks just 35 miles away. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Cynthia Davis (407-619-2937)
215 KILMER LN, WINTER HAVEN, FL 33884
$379,99823 Days on yellowkey MLS ID: O6409847
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1680 Built: 1965 Tax: $3,503 (2025)Community: Fla Highlands Co SubSingle Family
Taxes:$3,503
Remarks: Fully Occupied Income Property | 3 Units | $4,300/mo Gross Rent | No Vacancy | Winter Haven Rare turnkey income property generating $4,300/month in gross rent — fully occupied with zero vacancy. This versatile multi-income single-family property features two interior apartments plus a separate rear cabin, each independently rented with established tenants in place. Landlord expenses are minimal: owner covers water (~$25/mo) and basic WiFi ($50/mo). Tenants handle electricity, lawn maintenance, and all other utilities — maximizing net cash flow from day one. 4 bedrooms | 2 bathrooms | 1,680 sq ft | Built 1965 | Polk County | Minutes from US-27, downtown Winter Haven, and Legoland Florida. Ideal for the buy-and-hold investor seeking immediate cash flow with low management overhead. Current leases transfer at closing. All financing welcome: Conventional | DSCR Loan | Cash.
Listing is courtesy of: CAISSA REALTY INVESTMENT INC (407-364-3056)
Listing Agent: Elizabeth Rodriguez (407-480-8829)
5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884
$579,90073 Days on yellowkey MLS ID: L4960893
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2354 Built: 2007Monthly Fee: $5 Tax: $4,690 (2025)Community: Lake Ashton West Ph 01Single Family
Taxes:$4,690
Remarks: DON"T SCROLL PAST THIS BEAUTIFUL DESIGNER HOME in the PREMIER Active 55+ Community in LAKE ASHTON. You will LOVE THE EXPANSIVE WATER VIEW OVER THE LAKE in the back. You can see the LAKE easily from the extended Screen Veranda, LOOKING TOWARDS THE CLUBHOUSE and OVER THE GOLF COURSE with FRONTAGE ON the 2ND GREEN of the WEST COURSE...and the SUNSETS are GORGEOUS. This amazing DESIGNER CUSTOM BUILT HOME has everything you are looking for..... From the Beautiful Front Door, the Amazing Stone Accent on the front corners of the house, Gutters on the Front, Side and Back of the home and the Enclosed Screened Entrance ... To the exceptional entrance with High Ceilings, and offering Coffered and Tray Ceilings in the Great Room and Master Bedroom. When you enter this amazing HOME, you will be awed by the Beautiful Designer Features that this home offers, that gives it an elegance that you will admire and enjoy for years to come. ... A Huge benefit in choosing this home is that "You" are going to save thousands on this property because the CDD DEBT IS COMPLETELY PAID IN FULL! The OPEN FLOOR PLAN sets the stage for seamless living combined with elegance. This HOME IS MOVE-IN READY. Some of the many designer upgrades in this home include: Large 20" Diagonal Tile throughout the home in most rooms with excellent upgraded carpeting in the bedrooms, the Gourmet Kitchen with Stainless Steel Appliances, which is open to the Great Room, has 42" All Wood Cherry Cabinets w/ crown molding "bump up and out cabinets, high end Tile Backsplash ( 2022) New Range (2022) Dishwasher (2023) Stainless Steel Refrigerator, Custom Pendant lights over the Kitchen Bar that looks into the GREAT ROOM, and beautiful Granite that completes the designers influence. The Exterior of the house has been Painted in 2025. This floor plan allows easy access to the extended Veranda through the 3 Sliding glass doors which opens from the Great Room into the Large SCREENED Veranda (14 X 34). The View looks over the Golf Course and Lake in the back. The Expanded Den creates a comfortable reading or gathering room for friends and family. The Master Bedroom boasts of a Tray Ceiling and sliders with Silhouette Vertical Blinds that lead to the Expanded Veranda. Throughout the house you will enjoy Designer Ceiling Fans, Window Tinting, Vertical Cellular Blinds at the Kitchen and Great Room Sliders, also Designer upgrades in the bathrooms that compliment the Master Bathroom Suite. Other important upgrades are the NEW ROOF in JULY 2025, Newer Water Heater in 2020, and the A/C is only 6 years old. The 2 car + Golf Cart garage with the added MOTORIZED SCREEN on the garage door along with the added protection with the insulated Garage Doors. Also, the large garage adds additional storage and leads into the inside laundry giving added room for the Washer and Dryer and Walk in Pantry. You will enjoy the Active Lifestyle present in Lake Ashton that sets this community apart from other communities in the Central Florida area. 2 Large Clubhouses, 3 Natural Lakes, 2 Private Golf Courses, Bowing Alley, Movie Theater, Tennis, Pickleball, Basketball court indoor, 2 Pools, 1 indoor and 1 outdoor Pool with Hot Tubs, Sauna, 2 Fitness Centers, Cards, Crafts, Entertainment, Fishing, Boating and close to stores, shopping, and lots or Restaurants. Call today for your private tour and see how much this Active Lifestyle Community will add to your health and enjoyment during these Golden Years.
Listing is courtesy of: ROOST REALTY GROUP LLC (863-398-0267)
Listing Agent: Barb Wiechmann (863-255-9130)
836 VIENNA DR, WINTER HAVEN, FL 33884
$334,84630 Days on yellowkey MLS ID: L4962097
1 Days Off yellowkey (back on 5/30/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1970 Built: 2020Monthly Fee: $67 Tax: $4,800 (2025)Community: VillamarSingle Family
Taxes:$4,800
Elementary School: Chain O Lakes Elem
High School: Lake Gibson High
Middle School: McLaughlin Academy Of Excellence
Remarks: One or more photo(s) has been virtually staged. Spacious 3-Bedroom in Desirable VillaMar! Welcome to this stunning new construction home in the heart of Winter Haven's VillaMar community—where modern design meets comfort and convenience. This single-story home offers 3 bedrooms and 2 full baths, and an open floor plan for a seamless living experience. Step inside through a foyer that leads into an open-concept main floor, perfect for entertaining. The gourmet kitchen boasts a large island, custom wood cabinetry with crown molding, a stainless-steel appliance package, and a spacious pantry attached to a convenient laundry room. Generously sized bedrooms, including a luxury primary suite with a garden tub/shower combo and dual sinks are awaiting you. Interior Highlights: Recessed LED lighting, vaulted ceilings, and knock-down textured walls Tile flooring in kitchen, laundry, foyer, and baths Stain-resistant carpet, brushed nickel fixtures, and 5-panel smooth doors Prewired for ceiling fans in all bedrooms & family room Indoor laundry with 220V outlet and garage door opener prewires Generous walk-in closets and upgraded baseboards throughout Exterior Features: 30-year dimensional shingles, cementitious masonry finish, and termite treatment Insulated fiberglass doors, decorative coach lights, and professionally landscaped yard Low-maintenance aluminum fascia and vinyl soffits Garden hose bibs, exterior outlets, and deadbolt security on all doors Built for Efficiency & Durability: Double-pane tilt-in windows, 15 SEER heat pump, and R-38 ceiling insulation Energy-efficient Whirlpool appliances Engineered wood studs 16” O.C., vapor barrier slabs, and a built-in tubes-in-wall pest control system Unbeatable Location: VillaMar is just 10 minutes to downtown Winter Haven, and only 5 minutes to schools, shopping, and dining. Nestled between Tampa and Orlando—both an hour away—it’s ideal for commuting or weekend getaways. Enjoy proximity to LEGOLAND Florida, Willowbrook Golf Course, and more. Within the community, residents will enjoy planned amenities for every stage of life.
Listing is courtesy of: ADAMS HOMES REALTY (863-619-8120)
Listing Agent: Claudia Gutierrez Alvarez (602-800-4341)
3308 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881
$314,990116 Days on yellowkey MLS ID: O6385130
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1851 Built: 2020Monthly Fee: $30 Tax: $4,862 (2025)Community: Country Walk/Winter Haven Ph 2Single Family
Taxes:$4,862
Remarks: Welcome to this stunning 4-bedroom, 2-bath home located in a vibrant and growing neighborhood. Built in 2020, this modern residence offers the perfect blend of style, comfort, and functionality—ideal for today’s lifestyle. Step inside to discover a bright and spacious open-concept floor plan, perfect for both everyday living and entertaining. The gourmet kitchen is a true centerpiece, featuring rich espresso cabinetry, gleaming granite countertops, stainless-steel appliances, and a massive center island with sink—ideal for hosting gatherings or preparing family meals. Retreat to the primary suite, complete with a generous walk-in closet, dual vanities and a walk-in shower. Three additional bedrooms provide ample space for family, guests, or a home office. Enjoy Florida living at its best on the covered patio, overlooking a large, fully fenced backyard—perfect for summer barbecues, pets, play, and relaxing evenings under the stars. With modern finishes, thoughtful design, and move-in-ready condition, this home is a must-see. Don’t miss your opportunity to own this exceptional property—schedule your private showing today!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Humberto Cuevas (407-725-9971)
605 SW SARNER PASS WAY W, WINTER HAVEN, FL 33881
$399,000111 Days on yellowkey MLS ID: G5108932
REDUCED by $14,000 (3.4%) on 04/20/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2676 Built: 2022Monthly Fee: $76 Tax: $4,782 (2025)Community: Lake Lucerne Ph 5Spa: NoSingle Family
Taxes:$4,782
Elementary School: Lake Alfred Elem
High School: Haines City Senior High
Middle School: Boone Middle
Remarks: Seller motivated and open to reasonable offers. Don’t miss this opportunity, schedule your private showing today! Back on market. Buyer’s financing fell through. Move-in ready and meticulously maintained! This spacious 4-Bedroom, 2.5-Bathroom two-story home was built in 2022. The main level offers seamless flow between the living room, dining area, and kitchen perfect for family gatherings. The kitchen showcases granite countertops, stainless steel appliances, a large center island with seating, deep sink, upgraded fixtures, and abundant cabinet space. A private main-floor office/den with double doors adds flexibility for remote work, fitness, or study, plus a convenient half bath downstairs. Upstairs, the generous primary suite features a large walk-in closet and an ensuite bath with dual sinks, granite counters, and an upgraded walk-in shower. The additional bedrooms are spacious, and the upstairs laundry room is centrally located for convenience. Situated on a desirable corner lot, the home offers excellent outdoor space including a covered back porch, ideal for relaxing or hosting gatherings. The backyard provides plenty of room to enjoy Florida living year-round. Lake Lucerne residents enjoy community amenities including two pool, a playground, and beautifully maintained space. Ideally located with easy access to Hwy 27 and approximately 20 minutes to I-4, you’re centrally positioned between Orlando and Tampa, about 45 minutes to Disney, 20 minutes to Legoland, and 35 minutes to Lakeland. Close to Winter Haven Hospital, Downtown Winter Haven, Publix, Walmart, Shopping and more! The roof, AC unit and water heater are all 4 years old.
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Nan Seelall Llc (352-978-1050)
3015 AVENUE I NW, WINTER HAVEN, FL 33881
$179,000416 Days on yellowkey MLS ID: O6304872
2 Days Off yellowkey (back on 5/29/2026)
REDUCED by $800 (0.4%) on 04/28/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1050 Built: 1959 Tax: $1,951 (2024)Community: Westwood SubSingle Family
Taxes:$1,951
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Nice home 3/1 in Winter Heven
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Maritza Cruz (863-512-0009)
WINTER HAVEN, FL 33881
$285,90066 Days on yellowkey MLS ID: TB8497837
Bed: 2 Bath: 1.0 Gar: 3 Liv Area Sq Ft: 2142 Built: 1960 Tax: $1,289 (2025)Community: Lake View SubSpa: NoSingle Family
Taxes:$1,289
Remarks: Fixer upper! THIS COULD BE THE ONE. PRIVATE POOL! So many possibilities! Lovely vaulted ceilings, 2 fireplaces, open kitchen, lovely wood accents, mahogany kitchen cabinets, office has a closet and could be converted to a 3rd bedroom 3 car garage/ carport and a separate workshop all on .75 of an acre. roof 10 years old, ac replaced 2024, UVI light 2024
Listing is courtesy of: YELLOWFIN REALTY (813-347-7547)
Listing Agent: Marcia Rains - Nadal, Mrs (813-493-2221)
2130 34TH ST NW, WINTER HAVEN, FL 33881
$145,00058 Days on yellowkey MLS ID: A4691160
1 Days Off yellowkey (back on 5/29/2026)
REDUCED by $20,000 (12.1%) on 05/14/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1068 Built: 1960 Tax: $2,134 (2025)Community: InwoodSingle Family
Taxes:$2,134
Elementary School: Fred G. Garnier Elem
High School: Auburndale High School
Middle School: Westwood Middle
Remarks: This property is zoned for a duplex and features a large backyard, offering excellent potential for investors. The home is being sold as-is and will be delivered with all items currently inside. Located in a great family-friendly neighborhood, with a new Publix plaza opening nearby adding even more value and convenience to the area.
Listing is courtesy of: FLATFEE.COM (954-965-3990)
Listing Agent: Cliff Glansen
516 LAKE DEXTER BLVD, WINTER HAVEN, FL 33884
$225,000217 Days on yellowkey MLS ID: P4937043
3 Days Off yellowkey (back on 5/29/2026)
REDUCED by $5,000 (2.2%) on 05/16/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1131 Built: 1986Monthly Fee: $31 Tax: $3,136 (2024)Community: Lake Dexter Woods 01Single Family
Taxes:$3,136
Remarks: Under contract-accepting backup offers. This beautifully updated move-in-ready home sits in a quiet, established community on Lake Dexter, one of Winter Haven’s pristine spring-fed lakes. The neighborhood offers an exceptional lifestyle with private access to a residents-only boat ramp, a sparkling saltwater community pool, and a serene waterfront park complete with a fishing dock, gazebo, playground, and shady green space to enjoy year-round. It’s a rare setting—peaceful, well-maintained, and so close to everything that you can even walk to Legoland. Inside, the home feels bright, airy, and inviting, thanks to thoughtful updates and fresh finishes throughout. The layout is comfortable and functional, featuring a spacious primary suite, two additional bedrooms, and two full bathrooms. The third office or bedroom sits just off the kitchen and is framed by French doors, making it the perfect space for a home office, guest room, or flex space to fit your lifestyle. The seller has invested in quality improvements, including a brand-new roof, fresh interior and exterior paint, a new electric water heater, a full water-softening system, updated light fixtures and hardware, refreshed landscaping, a newly rescreened back patio, and recent servicing of both the AC and irrigation systems. The main living areas feature attractive luxury laminate flooring, adding warmth and style, while the screened back porch provides a quiet, private place to relax overlooking the neatly manicured yard. Winter Haven’s central location between Tampa and Orlando puts major attractions, beaches, airports, and dining just a short drive away, making this an ideal full-time residence or a low-maintenance Florida getaway. This charming home truly checks all the boxes for comfort, convenience, and easy Florida living. All measurements are approximate and should be verified by the buyer or buyer’s agent.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Emily Ward (863-632-1865)
5755 MARSH LANDINGS DR, WINTER HAVEN, FL 33881
$335,00031 Days on yellowkey MLS ID: L4962032
INCREASED by $10,100 (3.1%) on 05/28/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2696 Built: 2017Monthly Fee: $15 Tax: $6,852 (2025)Community: Lakeside Landings Phase OneSingle Family
Taxes:$6,852
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 5755 Marsh Landing Drive in Winter Haven, Florida! This spacious 5-bedroom, 3-bathroom home with a loft offers 3,172 square feet under roof is and is priced to sell. Built in 2017 and recently refreshed, this home features new interior and exterior paint, luxury vinyl plank flooring and tile throughout. The kitchen features new stainless-steel appliances, huge cabinets, and a functional design overlooking the main living area. The spacious primary suite offers two large walk-in closets and a private en suite, while the additional bedrooms and upstairs loft provide flexible space for family, guests, a home office, game room, or media area. Additional updates include a 2026 roof, updated lighting, and trendy new hardware. Outside, enjoy the amazing benefit of no rear neighbors, giving the backyard a more open and peaceful feel. Conveniently located in Winter Haven, this home offers easy access to shopping, dining, schools, medical facilities, and the area’s Chain of Lakes. This move-in-ready home combines space, updates, and location — schedule your private showing today!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Jason Stone (863-838-8972)
132 ALACHUA DR, WINTER HAVEN, FL 33884
$320,000116 Days on yellowkey MLS ID: P4937917
REDUCED by $1,000 (0.3%) on 05/01/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2466 Built: 1976 Tax: $3,975 (2025)Community: Eloise Woods Lake Mariam UnSingle Family
Taxes:$3,975
Remarks: Beautiful and spacious family home with room for everyone to spread out and enjoy. Featuring over 2,400 square feet of living space, this home offers a warm and functional layout perfect for everyday living, entertaining, and creating lasting memories.??The open kitchen and living area serve as the heart of the home, complete with granite countertops, stainless steel appliances, abundant cabinet space, and a large breakfast bar where family and friends naturally gather. Natural light fills the home, while updated finishes and modern touches create a comfortable, move-in-ready feel.??One of the home’s standout features is the oversized bonus room — ideal for a playroom, media room, home office, homeschool space, gym, or second family room. The flexible layout allows the home to grow with your family’s needs.??Outside, the spacious yard offers endless potential for kids, pets, entertaining, gardening, or even adding a future pool. With no HOA, you have the freedom to truly make the property your own.?Conveniently located near schools, shopping, restaurants, and everything Winter Haven has to offer, this is a wonderful opportunity to own a great family home with space, flexibility, and value.*Agents, please read MLS realtor remarks.*
Listing is courtesy of: BROKERS REALTY OF CENTRAL FLOR (863-294-6773)
Listing Agent: Renee Butler (863-294-6773)
292 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880
$280,000415 Days on yellowkey MLS ID: O6305100
5 Days Off yellowkey (back on 5/27/2026)
REDUCED by $19,000 (6.4%) on 04/20/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2332 Built: 2023Monthly Fee: $102 Tax: $4,760 (2024)Community: Spirit LndgsSingle Family
Taxes:$4,760
Remarks: Under contract-accepting backup offers. Short Sale. MAKE AN OFFER ON This better than new construction stunning 4-bedroom, 3-bathroom home is just 2 years young and beautifully maintained—ready for you to move right in! Step into a bright and spacious open-concept layout featuring luxury vinyl flooring throughout, soaring high ceilings, and a seamless flow between the living room and kitchen. The kitchen boasts elegant cabinetry, sleek countertops, and modern finishes. Energy-efficient solar panels help keep utility costs low, and the property is fully enclosed with a new vinyl fence for added privacy. The master suite offers a spacious walk-in closet and a spa-like bathroom complete with an extended walk-in shower, dual sink vanity, and a dedicated towel closet. A second bedroom features its own private ensuite, while a third full bathroom is ideal for guests or inlaws. Relax in your fenced in back patio and enjoy the peace and privacy of your surroundings. Conveniently located near shopping where more stores are being built like a new Target, dining, hospitals, schools and top Central Florida attractions—Legoland is 15 minutes away--this home has it all and more. Don’t miss the opportunity to make it yours!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Marisol Rivera (407-607-5201)
228 KRENSON BAY LOOP, WINTER HAVEN, FL 33881
$289,000260 Days on yellowkey MLS ID: O6349627
0 Days Off yellowkey (back on 2/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1801 Built: 2022Monthly Fee: $75 Tax: $4,510 (2024)Community: Krenson BaySingle Family
Taxes:$4,510
Remarks: Under contract-accepting backup offers. Welcome to this 4-bedroom, 2-bath home located in the desirable gated community of Krenson Bay. Featuring a bright and open split floor plan, this home offers ceramic tile flooring throughout the main living areas, a spacious 2-car garage, and a fenced backyard for added privacy. The split bedroom layout provides comfort and seclusion, with a generous primary suite complete with a walk-in closet and en-suite bath. The covered patio and sizable backyard make it easy to enjoy Florida living—whether relaxing, entertaining, or playtime in the yard. Perfectly situated, this home is just minutes from downtown Winter Haven, where you can browse the Saturday Farmers Market or enjoy world-famous water ski shows on Lake Silver. Polk State College is within walking distance, and you’ll also be close to restaurants, medical centers, and everyday conveniences like Publix. With no CDD and a low HOA, you’ll enjoy neighborhood security and amenities without the extra cost. Commuters will love the quick access to Hwy 27, providing an easy drive to area beaches, Orlando’s theme parks, and more. Nestled in a quiet, well-maintained neighborhood, this home is also near Legoland, top-rated schools, parks, and scenic lakes—an ideal location for a vibrant Central Florida lifestyle.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Mike Rance (407-629-6330)
1033 SAWGRASS DR, WINTER HAVEN, FL 33884
$359,900141 Days on yellowkey MLS ID: P4937685
0 Days Off yellowkey (back on 5/29/2026)
REDUCED by $4,100 (1.1%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1879 Built: 2022Monthly Fee: $5 Tax: $7,458 (2025)Community: Lake Ashton West Ph Ii SouthSpa: NoSingle Family
Taxes:$7,458
Remarks: Under contract-accepting backup offers. Welcome to 1033 Sawgrass Dr, where modern comfort meets thoughtful upgrades in this beautifully maintained 3-bedroom, 2-bath home. Designed with everyday living in mind, this home features an open-concept layout filled with natural light, creating a bright and inviting space perfect for both relaxing and entertaining. The kitchen offers quality finishes and a clean, contemporary feel, seamlessly connecting to the main living area. Elegant crown molding adds a refined touch, while plantation shutters provide both style and function throughout the home. The primary suite offers a spacious retreat, complete with a large walk-in closet for ample storage. Outside, the widened driveway adds extra convenience and functionality—an upgrade you’ll appreciate daily. Located in the highly sought-after Lake Ashton community, residents enjoy access to an impressive array of amenities designed for an active and social lifestyle. From two 18-hole golf courses to expansive clubhouses, fitness centers, indoor and outdoor pools, and courts for tennis, pickleball, bocce, and more, there’s always something to do. Additional features include a bowling alley, movie theater, arts and crafts spaces, pet areas, and a full calendar of community events. Positioned in Central Florida with convenient access to both Tampa and Orlando, this property offers the perfect balance of comfort, convenience, and lifestyle.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Veronica Bard (863-670-7526)
404 LAKE NED RD, WINTER HAVEN, FL 33884
$259,00039 Days on yellowkey MLS ID: P4938713
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1439 Built: 1970 Tax: $3,398 (2025)Community: Fla Highlands Co SubSingle Family
Taxes:$3,398
Remarks: SPACIOUS & AFFORDALE IN SOUTHEAST WINTER HAVEN, THIS 3BR/2BATH home features newer vinyl plank flooring throughout, brand new dishwasher just installed and newer kitchen cabinets! The great room has beautiful dark beams on the ceiling that give the room so much more character. Sliding glass doors open to the 10x23 screened-in patio and partially fenced & spacious rear yard for pets. Adjacent to the kitchen is an extra room, could be great for an office/den space for those who work from home. On the other side of the living area, you'll find 3 bedrooms and a guest bath with tub/shower. The primary bedroom has a walk-in closet with an en-suite bath with walk-in tiled shower. There is an oversized 1-car garage with workshop area and plenty of shelving. Located near the Lake Ned public boat ramp with kid's playground & basketball court! Great location with quick in-town access!!
Listing is courtesy of: THE K TEAM REAL ESTATE SERVICES LLC (863-604-1601)
Listing Agent: Cathy Kluytenaar (863-604-6220)
1015 CAREFREE COVE DR, WINTER HAVEN, FL 33881
$220,00089 Days on yellowkey MLS ID: L4960484
INCREASED by $30,100 (15.9%) on 05/29/2026
Bed: 4 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1104 Built: 1972 Tax: $3,182 (2025)Community: Carefree CoveSingle Family
Taxes:$3,182
Remarks: Short Sale. Bank approved price! Welcome to this beautifully updated 4-bedroom, 1.5-bath single-family home located in Winter Haven with NO HOA! This solid block construction home offers peace of mind with a new roof and AC installed in 2024. Inside, you’ll find newer flooring throughout along with a recently renovated kitchen and bathrooms, giving the home a fresh, modern feel. The kitchen features quartz countertops, stainless steel appliances, and updated cabinetry, perfect for both everyday living and entertaining. The functional layout includes four spacious bedrooms, a full bathroom, and an additional half bath for added convenience. Enjoy outdoor living in the fully fenced backyard, ideal for pets, gatherings, or simply relaxing in your private space. The home also includes a 1-car garage for storage and parking. Ideally situated near Lake Conine, part of Winter Haven’s famous Chain of Lakes, this property offers easy access to boating, fishing, and outdoor recreation. Conveniently located near major roadways, providing a quick commute to Orlando, Tampa, and world-renowned attractions like Disney. This move-in ready home combines modern updates, a great location, and no HOA restrictions—don’t miss your opportunity to make it yours!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Garrett Robinson (863-838-5210)
1138 MICHELANGELO LN, WINTER HAVEN, FL 33884
$394,90071 Days on yellowkey MLS ID: S5147440
REDUCED by $5,000 (1.3%) on 05/29/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2386 Built: 2023Monthly Fee: $55 Tax: $4,275 (2025)Community: Estates/Lk FlorenceSingle Family
Taxes:$4,275
Remarks: *** No CDD fees!!***Welcome to this stunning smart home offering the perfect blend of modern design, space, and functionality. This impressive two-story residence features 5 bedrooms, 3 full bathrooms, and a spacious 3-car garage, making it ideal for growing families or those who love to entertain. Step inside to discover a bright and open floor plan designed for today’s lifestyle. The main living areas flow seamlessly, creating the perfect space for gatherings, while large windows bring in abundant natural light. The modern kitchen serves as the heart of the home, featuring sleek finishes, ample cabinetry, and generous counter space for cooking and entertaining. With five generously sized bedrooms, there’s room for everyone—including a flexible space for guests, a home office, or multi-generational living. The primary suite offers a private retreat with a well-appointed en-suite bathroom and plenty of closet space. This home is equipped with smart home technology, providing convenience, efficiency, and peace of mind at your fingertips.Step outside and enjoy your own private outdoor retreat situated on a generous 0.24-acre lot, offering plenty of space for relaxation, play, or future customization. The covered back patio and screened enclosure create the perfect setting for year-round outdoor living—ideal for morning coffee, evening gatherings, or simply enjoying Florida’s beautiful weather without the bugs. Built in 2023, this home offers the advantages of newer construction without the wait, combining modern features with move-in ready convenience. Home is just minutes from Legoland and the sea life aquarium! Don’t miss the opportunity to own this beautifully designed home—schedule your private showing today!
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: David Hartigan (407-955-1156)
610 AVENUE A NE, WINTER HAVEN, FL 33881
$215,000136 Days on yellowkey MLS ID: O6379847
REDUCED by $4,900 (2.2%) on 05/07/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1512 Built: 1910 Tax: $3,038 (2025)Community: Revised Map Of Fernwood AddSingle Family
Taxes:$3,038
Remarks: Under contract-accepting backup offers. Price Reduced. Excellent Investment Opportunity. Zoning MX district. Seller Motivated. Recived $10,000 toward buyers closing cost. Charming Colonial Home — Elegantly Renovated in Central Winter Haven. Welcome to timeless charm blended with modern comfort in this beautifully Colonial residence, perfectly situated in the heart of Winter Haven, Florida. Meticulously updated while honoring its historic character, this home offers the ideal blend of classic architectural details and contemporary living. As you approach, you’re greeted by a stately façade showcasing symmetrical Colonial proportions, a welcoming front porch, and original period craftsmanship that has stood the test of time. Current zoning classification is MX (Mixed-Use), which allows a wide range of commercial and residential uses. Typical permitted uses examples are: Professional and medical offices, Assisted living facilities, ALF) / senior care, Group homes and supportive housing, Multifamily residential buildings, Live/work units and mixed commercial-residential developments.
Listing is courtesy of: CENTRAL REALTY GROUP AND PROPERTIES (407-582-9011)
Listing Agent: Raul Briceno (407-715-2550)
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