Location: Winter Haven
Do Not Show Listings
603 SIDNEY CIR, WINTER HAVEN, FL 33880
$255,00027 Days on yellowkey MLS ID: P4938186
REDUCED by $10,000 (3.8%) on 04/13/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 1981 Tax: $954 (2025)Community: Jan Phyl VillageSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$954
Elementary School: Inwood Elem
High School: Tenoroc Senior
Tax Year: 2025
Middle School: Westwood Middle
Remarks: Welcome home to this beautifully maintained three-bedroom two-bathroom gem offering comfort, charm, and everyday functionality! Situated on a spacious lot with a large front yard, this home features a warm and inviting exterior with great curb appeal and plenty of room to enjoy outdoor living. Step inside to find a bright and open layout with multiple living spaces, perfect for both relaxing and entertaining. The updated kitchen showcases crisp cabinetry, ample counter space, and a cozy, modern feel that flows seamlessly into the dining and living areas. The home offers generously sized bedrooms filled with natural light, along with well-appointed bathrooms designed for both style and convenience. A dedicated laundry space and flexible bonus areas provide extra functionality for today’s lifestyle, whether you need a home office, playroom, or hobby space. Enjoy Florida living with a large backyard, ideal for gatherings, pets, or simply unwinding at the end of the day. With a spacious driveway and additional storage options, this home checks all the boxes. Conveniently located near shopping, dining, and major roadways, this one is move in ready and waiting for its next owner!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Jamie Baker (863-258-2244)
9468 WATERFORD OAKS DR, WINTER HAVEN, FL 33884
$799,00075 Days on yellowkey MLS ID: O6378003
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2905 Built: 2017Monthly Fee: $188 Tax: $7,196 (2025)Community: Waterford OaksSpa: NoSingle Family
Taxes:$7,196
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Middle School: Denison Middle
Remarks: This custom Built by Waters, Inc. home sets a higher standard of quality. Live the LAKE LIFE in Waterford Oaks with CHAIN OF LAKES ACCESS via the community private boat ramp on Lake Winterset. Lake Winterset is part of the Winter Haven Chain of more than twenty beautiful lakes. Are you looking for a home with a private pool and a large yard? You don't have to compromise here! Welcome to your HALF ACRE LOT with FRUIT TREES, PRIVACY, a PRIVATE screened-in SALTWATER POOL featuring a SUNSHELF, water features, and a shaded lanai. GATED COMMUNITY. Single story home with SOARING CEILINGS. Four bedrooms - Four FULL BATHROOMS (this means three en suites). A dedicated OFFICE. Breakfast nook in the kitchen and a formal dining room. OPEN FLOOR PLAN design. Custom-built kitchen that skipped no detail: You have Tier 3 granite, soft-close cabinets, a double wall oven, a gas stovetop, a slide-out spice cabinet, recessed square LED lighting, solid wood cabinets with crown molding, exterior vented exhaust, a hidden pantry, and stainless steel appliances. Custom features include CROWN MOLDING, WOOD BEAM COFFERED CEILING, PORCELAIN TILE, ENGINEERED LUXURY VINYL. Plenty of storage and a large laundry room. A new breaker box by the pool includes an available breaker for a pool heater. 2024 whole home surge protector. Gas Water Heater. Washer and dryer included. Kinetico whole house water softener with a filtration system with a separate tap for drinking water. FAST ELECTRIC CAR CHARGER. THREE CAR GARAGE. Built in surround sound system with Yamaha Woofer. HVACs 2017 & 2024. Home has a well for the irrigation and home has ten irrigation zones available. GOLF CARTS are welcome in this community. Along with the BOAT RAMP you can also fish off the community dock. The surrounding area has lots to offer. ADVENT HEALTH FIELD HOUSE AND CONFERENCE CENTER has fitness and sports facilities. A BRAND NEW PUBLIX Grocery Store and 7/11 only two minuets from the home. PORT 27 is a great local spot to enjoy great food and live music and entertainment. TARGET COMING very SOON. ADVENT HEALTH is building a major medical complex in Winter Haven. This home checks every box and will not last long. Schedule your private showing today.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
1701 36TH ST NW, WINTER HAVEN, FL 33881
$269,99959 Days on yellowkey MLS ID: S5143914
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
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)
511 HEATHER GLEN DR, WINTER HAVEN, FL 33884
$287,00044 Days on yellowkey MLS ID: P4938000
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. 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)
3426 HICKORY ST NW, WINTER HAVEN, FL 33881
$230,0004 Days on yellowkey MLS ID: O6398170
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1044 Built: 1955 Tax: $2,004 (2025)Community: Biltmore ShoresSingle Family
Taxes:$2,004
Remarks: One or more photo(s) has been virtually staged. NO HOA! LOW TAXES! ASSUMABLE FHA LOAN! Bring your boat, your work vehicle and your RV! This home is has plenty of yard to hold all your toys and you won't be bothered by an HOA! This move-in ready property features brand new flooring and fresh interior paint, offering a clean, modern feel throughout. This home is light and bright and ready for its new owner! Whether you enjoy sipping your coffee on the front porch and talking with your neighbors or heading to your huge backyard to climb some trees or stoke up the fire pit, you will have years of happy memories in this solidly built Winter Haven home. A termite bond is in place, providing you added peace of mind! Located in the heart of Winter Haven, this home offers convenient access to major roadways including US-27 and the Polk Parkway, making commuting and travel simple. Enjoy being just 45–60 minutes to Orlando area attractions, including Walt Disney World and about 1.5 to 2 hours to Florida’s Gulf Coast beaches such as Clearwater and St. Pete Beach. Nature lovers will appreciate the close proximity to some of Florida’s most beautiful outdoor destinations. Nearby options include Circle B Bar Reserve which is known for scenic trails and wildlife viewing or Colt Creek State Park, offering hiking, horseback riding, and camping. Prefert the water? Lake Kissimmee State Park is perfect for boating, fishing, and exploring Florida’s natural landscape. Winter Haven itself is known for its chain of lakes, boating lifestyle, and local charm with shopping, dining, and entertainment just minutes away. Whether you’re looking for a primary residence, seasonal home, or investment opportunity, this property offers comfort, convenience, and access to everything that makes Central Florida special!
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Heather Walker, Pa (407-383-0762)
1600 N LAKE SHIPP DR SW, WINTER HAVEN, FL 33880
$475,000179 Days on yellowkey MLS ID: TB8438899
0 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3201 Built: 1923 Tax: $9,301 (2024)Community: Orangewood AddSpa: NoSingle Family
Taxes:$9,301
Tax Year: 2024
Remarks: Under contract-accepting backup offers. COMPLETE RE-MODEL ON THIS LAKEFRONT LOT. HISTORIC CHARM WITH ALL MODERN UPGRADES! THIS PROPERTY BOASTS EXPANSIVE VIEWS OF LAKE SHIPP, PART OF WINTER HAVEN'S 24 INTERCONNECTED CHAIN OF LAKES. EVERYTHING HAS BEEN DONE: NEW WINDOWS, PARTIALLY RE-PLUMBED AND RE-WIRED, NEW A/C. AND ROOF MEMBRANE, STUCCO, EXTERIOR PAINT, FLOORING, AND FIXTURES. AS YOU ENTER THE FRONT DOOR, THE SPACIOUS LIVING ROOM HAS A BEAUTIFUL FIREPLACE WHICH IS OPEN TO THE LARGE DINING ROOM. THE KITCHEN, WITH ACCESS POINTS TO ALL LIVING AREAS, FEATURES STAINLESS APPLIANCES, PANTRY AND LAUNDRY CLOSET. JUST OFF THE LIVING AREA IS A FAMILY ROOM (GATHERING ROOM) WHICH HAS FRENCH DOORS LEADING TO A DECK OVERLOOKING THE POOL AND LAKE. A SMALL OFFICE/DEN ALSO HAS ACCESS TO THE POOL DECK. THE MASTER SUITE IS LOCATED ON THE FIRST LEVEL FEATURING A SITTING AREA, DOUBLE CLOSET AND AMAZING LAKE VIEWS. FRENCH DOORS LEAD OUT TO A REAR DECK OVERLOOKING THE OVERSIZED POOL AND LAKE. THE MASTER BATH FEATURES A DOUBLE VANITY AND TILED SHOWER. THE SECONDARY BEDROOMS ARE LOCATED ON THE UPPER LEVEL WITH A SHARED BATH. THE IN-LAW SUITE OFFERS EXCELLENT FLEXIBILITY! ENTRANCE FROM THE MAIN LIVING AREA AS WELL AS A PRIVATE REAR DOOR. IDEAL FOR FAMILY, GUESTS OR SIMPLY MORE LIVING SPACE! THE FIRST LEVEL IS SPACIOUS (IDEAL LIVING/KITCHEN OPTION) INCLUDES A FULL SIZE BATH. A STAIRWAY LEADS TO A LARGE BEDROOM WHICH COULD ALSO BE PERFECT FOR AN OFFICE/DEN. AT THE REAR OF THE HOUSE, THERE IS A SMALL BASEMENT (COULD BE GREAT WORKSHOP OR STORAGE AREA). OWNER WOULD CONSIDER SELLING ADJACENT LOT - GREAT POTENTIAL SECOND HOME, GARAGE - THE POSSIBILITIES ARE ENDLESS. LOCATION IS IDEAL WITH EASY ACCESS TO WINTER HAVEN, CYPRESS GARDENS, BARTOW AND HWY 570 - WHICH MEANS CLOSE PROXIMITY TO THE NEW ORLANDO HEALTH CAMPUS IN LAKELAND.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Rob Brandt Dee, Pa (407-415-3800)
3473 RALEIGH DR, WINTER HAVEN, FL 33884
$210,00024 Days on yellowkey MLS ID: L4960477
REDUCED by $5,000 (2.3%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1118 Built: 2006Monthly Fee: $456 Tax: $1,929 (2025)Community: Traditions Ph 01Single Family
Taxes:$1,929
Remarks: Welcome to easy, low-maintenance living in the highly sought-after 55+ gated community of Traditions in Winter Haven! This well-maintained 2-bedroom, 2-bath home offers 1,118 sq ft of comfortable living space with a 2-car garage and paved driveway. Major updates include a newer roof and AC system—both just 4 years old—providing peace of mind for years to come. Inside, you’ll find a functional and inviting layout featuring stone countertops in the kitchen and bathrooms, along with tile flooring in all wet areas. The kitchen comes fully equipped with refrigerator, microwave, double oven with electric range, and dishwasher, while the washer and dryer are also included—making this home truly move-in ready. Enjoy Florida living year-round with both a screened-in front porch and a screened rear porch, perfect for relaxing or entertaining. The privacy-fenced backyard provides a peaceful outdoor space rarely found in this community. Traditions offers an active lifestyle with resort-style amenities including a clubhouse, fitness center, pool, tennis courts, dog park, and recreational facilities. Residents also enjoy access to community waterfront features such as a boat ramp, dock, fishing, and lake access. HOA fees include cable TV, internet, private road maintenance, recreational amenities, and professional management. Buyer approval is required. Conveniently located near the new Publix under construction, with quick access to Hwy 27 and Hwy 60, and just minutes from Winter Haven’s Chain of Lakes, shopping, dining, and LEGOLAND. Don’t miss your opportunity to enjoy the Florida lifestyle in one of the area’s premier 55+ communities—schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Laura Lewenhaupt (863-330-3340)
6457 DOMIZIO DR, WINTER HAVEN, FL 33884
$309,49026 Days on yellowkey MLS ID: O6392165
INCREASED by $500 (0.2%) on 04/07/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2326 Built: 2025Monthly Fee: $320 Tax: $32 (2024)Community: Villa Mar 40'SSingle Family
Taxes:$32
Elementary School: Pinewood Elem
Remarks: One or more photo(s) has been virtually staged. Under Construction. This two-story Georgia will definitely be on your mind… This beauty highlights a modern open layout, seamlessly integrating a first-floor kitchen with a central island, a dining room and a welcoming family room with patio access. On the same level is a private owner's suite with an attached bathroom. Situated upstairs is a versatile loft for additional shared living space and four secondary bedrooms to provide restful retreats to family members and guests alike. 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)
3033 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881
$305,000244 Days on yellowkey MLS ID: L4955159
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2070 Built: 2004Monthly Fee: $33 Tax: $4,035 (2024)Community: Buckeye PointeSingle Family
Taxes:$4,035
Remarks: Reduced $20k!! Move In Ready 4BR/3BA + Flex Space Featuring a Large 41'x17' Screened Patio. This Lovely Home Offers an Open Floor Plan, Vaulted Ceilings, Large Family Room, Corian Countertops in the Kitchen, Updated Lighting, Large Walk In Closet in Master Suite, LVP & Tile Flooring, Double Pane Windows, Privacy Fence and more! One off the Best Features are the Newly Installed Solar Panels. Cool Your Home as much as you want and Enjoy No More Electric Bills, only a Small Hook Up Fee to TECO for around $16 per month. Additional Updates Include: New Roof Approximately 5 - 6 Years Old, New AC System '24. New Washer & Dryer! Solar Panels are Leased, Monthly Payment is $189 / month. Avg. Electric Bills without Solar would be $400. Experience a Vibrant Downtown Winter Haven, Golf, Numerous Lakes, Outdoor Trails, Shopping and More!
Listing is courtesy of: SHAWN R MCDONALD REALTYGRP INC (863-287-0213)
Listing Agent: Shawn Mcdonald (863-287-0213)
228 KRENSON BAY LOOP, WINTER HAVEN, FL 33881
$289,000193 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)
1392 AXEL CIR, WINTER HAVEN, FL 33880
$370,000Listed 04/13/2026 1:10PM MLS ID: S5147603
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2523 Built: 2022Monthly Fee: $71 Tax: $4,581 (2025)Community: Pinnacle PointSpa: NoSingle Family
Taxes:$4,581
Elementary School: Lake Shipp Elem
Remarks: Discover this gem in the heart of Winter Haven! This spacious home with 5 bedrooms and 3 full bathrooms combines comfort and style. Imagine natural light flooding every space, a modern kitchen, and generous areas for the whole family. Plus, you’ll
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Maria Medina Fontes (210-480-9397)
2518 14TH CT SE, WINTER HAVEN, FL 33884
$209,0004 Days on yellowkey MLS ID: L4961012
0 Days Off yellowkey (back on 4/10/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1806 Built: 1970 Tax: $1,875 (2025)Community: South Roy ShoresSingle Family
Taxes:$1,875
Remarks: Under contract-accepting backup offers. It's all about Location! Nestled in between Lake Roy and Lake Summit! Welcome home! The living room and dining area wrap around the kitchen. New Island with breakfast bar that sits 6! The eat in nook area and doors to step out to the screened room and shady backyard, a perfect spot for reading, napping and relaxing. The Primary bedroom is of nice size and the two additional bedrooms are down the hall and have ample closet space. The Inside Utility has access to the side breezeway and the garage. Endless possibilities! Need a seasonal home instead of renting or investment property? This is it! This home's location can’t be beat in the beautiful center of Winter Haven known for the Chain of Lakes for fishing, boating and water sports, Legoland, Shopping, Dining in beautiful Winter Haven. Easy commute to Central Florida Attractions! Call today for more details and showing!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Tina Heim, Pa (863-370-1786)
108 LAKE REGION BLVD N, WINTER HAVEN, FL 33881
$425,000132 Days on yellowkey MLS ID: L4957549
REDUCED by $14,000 (3.2%) on 04/13/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2495 Built: 1996Monthly Fee: $85 Tax: $3,479 (2025)Community: Gates Of Lake RegionSingle Family
Taxes:$3,479
Elementary School: Elbert Elem
High School: Winter Haven Senior
Remarks: Gated custom home in the Gates of Lake Region! This quiet and highly-desirable neighborhood has the look, feel and privacy of an age-restricted community, but it is open to all ages. This property was constructed as a builder’s model home so it offers numerous upgrades and architectural details that can be found throughout. Located within the quaint, gated community of The Gates of Lake Region and built by Alan Ulch Construction, the home offers nearly 2,500 square feet of spacious living area. Construction includes high-efficiency Ytong concrete block, providing superior sound reduction, enhanced structural performance, and meaningful energy savings. This elegant home features 4 spacious bedrooms (one currently used as an office), 2 full baths, and 1 half bath. Refined interior finishes include crown molding, oversized custom doors, handcrafted double entry doors, custom cabinetry, ceiling fans, a jetted tub in the primary suite, and a generously sized laundry room. Lush landscaping and a covered front entry create a warm and inviting arrival. Inside, the foyer opens to formal living and dining areas highlighted by high ceilings and detailed trim work—creating an inviting setting for both everyday living and entertaining. The well-appointed kitchen offers abundant cabinetry, solid-surface countertops, a closet pantry, and a light-filled breakfast nook overlooking the screened porch and private, brick-walled backyard. The comfortable family room features a granite-faced gas fireplace, adding warmth and ambiance. A split-bedroom layout ensures privacy for the primary suite, which includes a roomy walk-in closet, soaking tub, and tiled walk-in shower. The guest wing features two additional bedrooms with ample closet space and convenient access to the guest bath. Outdoor living is highlighted by a large screened lanai, mature tropical landscaping, and a private brick-walled backyard. Additional features include an oversized two-car garage, natural gas water heater, irrigation system, and an efficient interior laundry room with extra storage. The Gates of Lake Region is a peaceful, well-maintained community known for its scenic ponds, fountains, and quiet streets, located just minutes from the Winter Haven Chain of Lakes, multiple golf courses, the Country Club of Winter Haven, medical facilities, local dining and shopping, and Downtown Winter Haven. A brand-new Publix is planned to open nearby in 2026. Orlando, Tampa, international airports, and both Florida coasts are all an easy drive away. Come discover the charm and convenience of The Gates of Lake Region.
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Michael Stone (863-412-9733)
111 KRENSON BAY LOOP, WINTER HAVEN, FL 33881
$295,00040 Days on yellowkey MLS ID: S5145191
REDUCED by $10,000 (3.3%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1543 Built: 2023Monthly Fee: $83 Tax: $3,628 (2025)Community: Krenson BaySingle Family
Taxes:$3,628
Elementary School: Jewett School of the Arts
Remarks: One or more photo(s) has been virtually staged. Short Sale. Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, offering 1,512 square feet of comfortable living space in a desirable gated community in Winter Haven. Built just two years ago, this nearly new home blends modern design with a warm, family-friendly feel. Step inside to find vaulted ceilings and tile flooring throughout the main living areas, creating a bright and open atmosphere. The spacious kitchen features stainless steel appliances, a large island, and ample cabinet space, perfect for everyday living or gathering with friends and family. The split floor plan provides privacy, while the generous primary suite includes double sinks, a garden tub, separate shower, and walk-in closet. Enjoy Florida living outdoors on the covered lanai, with a backyard perfect for relaxing afternoons or weekend playtime. Conveniently located near Downtown Winter Haven, Polk State College, Winter Haven Hospital, shopping, dining, and major attractions like LEGOLAND. For those who love lifestyle and entertainment, the home is also just about 15 minutes from the popular Port 27, a vibrant waterfront destination known for its live music, great food, desserts, and beautiful lake scenery—the perfect place to unwind and enjoy time with family and friends. This move-in ready home offers comfort, style, and location all in one. Schedule your showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Carolina Flores, Llc (954-471-5909)
3112 ST CHARLES PL, WINTER HAVEN, FL 33884
$300,000183 Days on yellowkey MLS ID: O6351027
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1829 Built: 2023Monthly Fee: $75 Tax: $3,361 (2024)Community: OrleansSingle Family
Taxes:$3,361
Remarks: Short Sale. Perfect starter home or investment property! Welcome to this 4-bedroom, 2-bathroom residence located in the desirable Orleans community. Built in 2023, this charming corner-lot home offers an open floor plan with a spacious living area, kitchen, and dinette—all featuring easy-to-maintain tile flooring. A sliding glass door leads to the covered lanai, perfect for relaxing or entertaining. The primary bedroom is privately situated at the back of the home and includes a large walk-in closet and an ensuite bathroom with dual vanities and a separate stand-alone shower. Toward the front of the home, you’ll find three additional bedrooms and a full guest bath, offering plenty of space for family or visitors. Additional highlights include a laundry closet with washer/dryer hookups, a two-car garage, and a spacious backyard thanks to the corner lot. With a low HOA and peace of mind from a newer roof, HVAC, and water heater, this home offers both comfort and value. Conveniently located less than a mile from Legoland Florida Resort, and close to shopping, dining, medical facilities, and hospitals—this property truly has it all.
Listing Agent: Veronica Figueroa (407-519-3980)
525 7TH ST NE, WINTER HAVEN, FL 33881
$283,99918 Days on yellowkey MLS ID: O6393718
REDUCED by $6,001 (2.1%) on 04/06/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1528 Built: 1980 Tax: $3,119 (2025)Community: Martha HeightsSingle Family
Taxes:$3,119
Remarks: Welcome to a rare blend of space, flexibility, and opportunity at 525 7th St NE in the heart of Winter Haven. Set on a desirable corner lot with NO HOA, this property invites you in with a bright, open-concept design that feels both airy and welcoming from the moment you arrive. The main living area is thoughtfully designed for everyday comfort and effortless entertaining, featuring three spacious bedrooms and three full bathrooms. The kitchen serves as the centerpiece of the home, showcasing elegant stone (quartz) countertops, stainless steel appliances, updated cabinetry with under-cabinet lighting, and a generous dining area perfect for gathering with family and friends. A standout feature of this property is the private in-law suite, complete with its own entrance, bedroom, bathroom, and built-in kitchenette. Whether you're hosting guests, accommodating multigenerational living, or seeking rental income, this space offers exceptional versatility. Currently leased to a reliable tenant through April 30, 2026 with potential to extend. It provides immediate income potential for investors or future flexibility for homeowners. Significant upgrades add both value and peace of mind, including a new roof (2023), updated HVAC system (2022), smart garage door (2022), and approximately $60,000 in renovations completed between 2022–2023. Additional highlights include new flooring throughout, fresh carpet in key areas, and a custom built-in entertainment center with a Murphy bed for added functionality. Step outside to enjoy a fully fenced yard designed for relaxation and enjoyment. The welcoming front porch sets the tone, while the backyard offers a lush collection of fruit and plantings. You can find in the backyard mango, cherry, banana, lemon, and aloe vera creating your own private oasis. Conveniently located near Lake Elbert, Downtown Winter Haven, Polk State College, and a wide range of shopping, dining, parks, and medical facilities, this home delivers on both lifestyle and location. Whether you're searching for a primary residence, an income-producing property, or a home with flexible living options, this one truly has it all. Schedule a tour today.
3228 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881
$382,900160 Days on yellowkey MLS ID: TB8443346
REDUCED by $900 (0.2%) on 04/13/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2616 Built: 2020Monthly Fee: $30 Tax: $5,440 (2024)Community: Country Walk/Winter Haven Ph 2Single Family
Taxes:$5,440
Remarks: One or more photo(s) has been virtually staged. Welcome to 3228 Country Walk Club Cir in Winter Haven! This spacious two-story home features 5 bedrooms and 3 bathrooms, offering plenty of room for family and entertaining. The home has been updated with fresh interior paint, brand-new carpet and vinyl flooring throughout, and modern lighting fixtures. The kitchen comes equipped with new stainless steel appliances and opens to the dining and living area for a comfortable, functional layout. One bedroom is conveniently located on the first floor, with four additional bedrooms upstairs. The master suite features two walk-in closets and an updated bathroom with dual vanities and a newly tiled walk-in shower. The second upstairs bathroom also includes dual vanities for added convenience. A bonus area upstairs provides flexible space perfect for a playroom, home office, or media room, along with an upstairs laundry room for easy access. Outside, enjoy a large backyard and an attached two-car garage. Schedule your showing today! Some photos in this listing have been virtually staged to help illustrate the property’s potential. No physical changes have been made to the property.
Listing is courtesy of: PALM ISLAND REALTY (813-843-2233)
Listing Agent: James Nagy, Pa (813-843-2233)
2105 9TH ST NE, WINTER HAVEN, FL 33881
$249,90014 Days on yellowkey MLS ID: O6395140
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1042 Built: 1967 Tax: $2,442 (2025)Community: Lake Idyll EstatesSpa: NoSingle Family
Taxes:$2,442
Remarks: Move-in ready home with major system upgrades already completed—featuring a NEW roof (2024), updated electrical system, and a new water heater (2025), saving the future homeowner thousands in immediate expenses. Unlike many homes in the area, this property offers an additional BONUS ROOM with an extra BATHROOM, providing extra versatility for today’s lifestyle needs. With its solid improvements, flexible layout, and convenient location near shopping, dining, and major highways, this home presents a unique opportunity in today’s market. Don’t miss your chance to own a home with key upgrades already done—schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Vivian Correa (401-263-5921)
104 SANDERLING DR, WINTER HAVEN, FL 33881
$425,00021 Days on yellowkey MLS ID: O6392989
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2277 Built: 2004Monthly Fee: $34 Tax: $6,245 (2025)Community: Hamilton West Ph 01Single Family
Taxes:$6,245
Remarks: Welcome to this beautifully reimagined 4-bedroom, 2-bathroom pool home, perfectly positioned on a premium corner lot. Thoughtfully updated with a new roof (2021), HVAC (2024), and fresh interior paint throughout—including ceilings and the pool deck—this residence offers effortless, move-in-ready living. Inside, a refined layout unfolds with a formal dining space and a flexible bonus room, ideal for a private office or curated living area. The heart of the home showcases an open-concept design, where the living room flows seamlessly into a sophisticated kitchen and breakfast space, perfect for both intimate gatherings and entertaining. The kitchen is appointed with quartz countertops, high-end appliances, a built-in bar fridge, and a convenient pot filler, blending style with function. A desirable three-way split floor plan ensures privacy and comfort throughout. Outdoors, enjoy a screened-in patio overlooking a sparkling pool, complemented by a generously sized, fully fenced backyard, your own private retreat designed for the Florida lifestyle. Experience the perfect blend of modern upgrades and timeless comfort. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Kevin Asenjo (407-844-5252)
1444 KINGFISH LN, WINTER HAVEN, FL 33884
$270,00078 Days on yellowkey MLS ID: P4937632
REDUCED by $15,000 (5.3%) on 03/31/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2005 Built: 2004Monthly Fee: $45 Tax: $2,715 (2025)Community: Lake Dexter MooringsSingle Family
Taxes:$2,715
Elementary School: Garden Grove Elem
Remarks: Beautifully Maintained 2 bedroom, 2 bath home with a large 2 car garage, perfectly situated on a corner lot. Nestled in Lake Dexter Moorings with a Low Monthly HOA fee! Enjoy access to the neighborhood amenities - a sparkling community pool, a private boat ramp, and a dock. Freshly painted interior! Spanning just over 2,000 square feet of living space, this home offers a spacious great room, an expansive Florida room, and a bright and airy kitchen with a cozy dinette. Large sliding doors open up to the Florida room, creating a seamless transition, allowing easy access to additional space for your entertainment needs. The primary bedroom is complete with an en suite bathroom featuring dual sinks and a walk-in shower. Step outside to your custom brick paver patio, perfect for savouring your morning coffee, having a weekend BBQ, or simply relaxing after a long day. Don't miss this WONDERFUL home, call today!
Listing is courtesy of: ASSOCIATE REALTY (863-618-4000)
Listing Agent: Chrissi Jasso (863-618-4000)
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