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106 Lake Sears Drive, Winter Haven
$394,000
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
***$25,000 PRICE REDUCTION FOR A QUICK SALE*** Welcome to your own piece of paradise at this stunning lakefront home featuring 3 bedrooms, 2 baths, a 20x20 bonus room, and a 960 square foot workshop with 2 bay doors. Enjoy breathtaking views of the tranquil lake with NO HOA, perfect for water activities such as skiing, tubing and fishing right from your backyard! This retreat is perfect for those who appreciate lakefront living! The open layout seamlessly connects indoor and outdoor living, maximizing the beauty of the surroundings. The charming kitchen offers wood cabinetry and ample storage space. The primary en suite features a clean and bright design, offering a peaceful retreat for relaxation. Two guest bedrooms offer cozy lakefront views. Step into the stunning Florida room, where you are greeted with an abundance of natural light streaming through the windows, creating a bright and inviting atmosphere. This spacious sitting area is perfect for unwinding or entertaining guests while enjoying the beautiful scenery. Whether you are sipping your morning coffee or watching the sunset, this Florida room offers a peaceful escape where you can fully immerse yourself in nature's beauty. Step outside to enjoy the picturesque lake views and explore the 24x40 detached workshop with ample storage space and an upgraded concrete slab to accommodate extra weight of heavy items being stored. The oversized patio pad offers a perfect spot to sunbathe, while soaking in views of the lake. There is an 8' double gate leading into the backyard. A/C replaced June 2025 (with a 10 year warranty), main electrical panel replaced 2024, roof replaced 2020. This lakefront retreat is a true gem for those seeking serenity and nature's beauty. Conveniently located near the Polk Parkway, shopping, and restaurants.

106 Lake Sears Drive, Winter Haven

509 Clayton Circle, Winter Haven
$295,000
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
Virtually Staged. Pending accepting backup offers. NO HOA!!! 20 MINUTES AWAY FROM LEGOLAND!!! NEW FLOORING INSTALLED IN FEBRUARY 2026!!!! NEW ROOF INSTALLED IN 2022!!! This 3-bedroom, 2-bathroom home offers the perfect combination of comfort, functionality, and location. The property features a screened-in back porch overlooking a private, fully fenced backyard — ideal for relaxing or entertaining. Enjoy your own private pool with both shallow and deep areas, perfect for family fun or hosting guests. The backyard also includes an area of synthetic grass and a basketball hoop, creating a versatile outdoor space for all ages. A standout feature of this home is the spacious storage shed, thoughtfully divided into two areas. One half is fully set up as an office, complete with a wooden desk, chair, wall-mounted whiteboard, and air conditioning — perfect for working from home. The other half offers additional storage space. The home was extensively updated, with a new roof installed in 2022, along with renovations completed the same year. The flooring was replaced in February 2026, giving the home a fresh, modern feel. High-quality, newer appliances add both style and functionality to the kitchen. Conveniently located just 20 minutes from LEGOLAND Florida Resort and about one hour from Tampa and the beautiful beaches of Florida’s west coast. You’re also just minutes away from Publix, McDonald's, restaurants, and everyday conveniences. The seller is highly motivated and welcomes offers — don’t miss this opportunity!

509 Clayton Circle, Winter Haven

105 Allen Avenue, Winter Haven
$279,900
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
Welcome to this beautifully remodeled 3-bedroom, 2-bath home offering the perfect blend of modern updates and functional living space. In addition to the spacious bedrooms, you'll find a dedicated office/flex room—ideal for working from home, a playroom, or hobby space—as well as a bright Florida room perfect for relaxing or entertaining year-round. This home has been thoughtfully updated with a new roof, new HVAC system, and new blown-in attic insulation, providing comfort and peace of mind for years to come. The interior has been refreshed with stylish finishes, creating a clean, modern feel that's ready for its new owners. Situated on a generously sized lot, the backyard offers plenty of room to create your dream outdoor living space, add a pool, garden, workshop, or simply enjoy the extra space. Conveniently located in the heart of Winter Haven, you'll be just minutes from shopping, restaurants, schools, medical facilities, and major roadways, making commuting and daily errands a breeze. This home is also close to Winter Haven's renowned Chain of Lakes and other local attractions. Don't miss your opportunity to own this beautifully updated home—schedule your private showing today!

105 Allen Avenue, Winter Haven

117 Leslie Avenue, Winter Haven
$272,000
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
Welcome to this beautifully renovated 3-bedroom, 2-bath family home tucked away on a quiet street. Set on a spacious .39-acre fenced lot, this property offers both privacy and room to roam — perfect for families, pets, or anyone who loves the outdoors. Step inside to find fresh new flooring, a completely updated kitchen with new appliances, and modern interior and exterior paint that give the home a crisp, inviting feel. The family room with a cozy fireplace creates a warm gathering space, while the large screened porch provides the ideal spot to relax and enjoy year-round. With a new roof and new A/C, this home blends comfort and peace of mind with modern updates. Move-in ready and full of charm — come see it for yourself!

117 Leslie Avenue, Winter Haven

603 Sidney Circle, Winter Haven
$260,000
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
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!

603 Sidney Circle, Winter Haven

1008 Spirit Lake Road, Winter Haven
$260,000
4 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
Fully renovated and move-in ready, this 4-bedroom, 2-bath Winter Haven home sits on an oversized 0.57-acre dual lot—providing rare space, modern updates, and endless outdoor potential. With 1,660 square feet of thoughtfully designed interior space, this two-story layout blends function and comfort in every corner. The open-concept kitchen and family room create a bright, welcoming space ideal for daily living and entertaining. The updated kitchen features stainless steel appliances, solid countertops, modern cabinetry, and a window with a peaceful backyard view. A cozy eat-in nook adds convenience and charm. Upstairs, the primary suite includes a walk-in closet and a window-side nook perfect for reading or relaxing. The adjoining bathroom features a tiled tub/shower combo. Two additional bedrooms upstairs include ceiling fans, vinyl flooring, and ample storage. A fourth bedroom downstairs sits next to a full bathroom with a sleek walk-in tiled shower—ideal for guests or workspace flexibility. The laundry room includes built-in cabinetry and countertop space for added function. Outside, the fenced 0.57-acre lot is a standout feature—perfect for entertaining, gardening, play, or future additions. The oversized driveway and covered parking provide plenty of room for multiple vehicles. All major systems have been updated, giving you peace of mind and turnkey convenience. Just minutes from shopping, dining, and daily essentials, this home combines smart upgrades with valuable land in a central Winter Haven location. Schedule your private tour today and see how easy it feels to call this place home.

1008 Spirit Lake Road, Winter Haven

505 Maggie Circle, Winter Haven
$255,000
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
MAKE YOUR APPOINTMENT NOW TO VIEW THIS WELL-MAINTAINED & UPDATED HOME . THIS IS A THREE BEDROOM, TWO BATH HOME. THE KITCHEN AND BOTH BATHS HAVE BEEN UPDATED. LAMINATE AND TILE IS THROUGHOUT THE RESIDENCE. THE KITCHEN BOASTS WOOD CABINETRY, GRANITE COUNTER TOPS AND STAINLESS STEEL APPLIANCES. THE LIVING ROOM IS LARGE WITH A BEAMED VAULTED CEILING AND DOUBLE FRENCH DOORS THAT LEAD TO THE SCREENED REAR PORCH. THE PRIMARY BEDROOM HAS A HUGE ENSUITE BATH WITH LOADS OF STORAGE. THERE ARE BEAUTIFUL SHUTTERS ON ALL THE WINDOWS FOR THE NEW OWNERS. THE ROOF WAS DONE IN 2025. THE EXTERIOR OF THE HOME WAS PAINTED IN 2025 AND A NEW A/C WAS INSTALLED IN 2018. THERE IS A LARGE SOLAR HOT WATER HEATER--PANELS HAVE BEEN " PAID OFF " BY THE SELLERS. THE REAR YARD IS FENCED AND HAS A LARGE (13X11) AIR CONDITIONED SHED THAT CAN BE AN OFFICE, RETREAT, EXTRA TV ROOM, MAN CAVE OR SHE SHED--WHATEVER YOU WANT. NO HOA.

505 Maggie Circle, Winter Haven

121 Coleman Road, Winter Haven
$232,500
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
One or more photo(s) has been virtually staged. Remodeled 3 bedroom, 2 bath home with a bonus room, family room, and an additional living room. The layout offers many options for living, working, or extra space. The home has an inside laundry room, no HOA, a fully fenced backyard, and a separate shop or workshop. There is plenty of parking with a circular driveway and three covered metal carports. There is space for cars, boats, trailers, or work vehicles. Inside, the home has multiple living areas, a den, and a separate dining space. Recent updates include interior paint in 2023, vinyl plank flooring, new lighting and ceiling fans, new interior doors, a new A C system in 2023 with new ductwork, a water heater from 2020, and a roof replaced in 2016. The kitchen has solid surface countertops including Corian and butcher block, stainless steel appliances, a subway tile backsplash, and good cabinet space. The primary bedroom has an updated bathroom with a tiled walk in shower and modern vanity. Two guest bedrooms share a second updated bathroom with a tiled walk in shower. A screened patio looks out to the large fenced backyard, which also includes a storage shed or workshop. The home is close to lakes, parks, shopping, and downtown Winter Haven. It is about 6 minutes from the Polk Parkway with easy access to Lakeland, Tampa, Orlando, and nearby areas.

121 Coleman Road, Winter Haven

122 2nd Jpv Street, Winter Haven
$224,000
3 Beds ⋅ 1 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
Nestled in the heart of Winter Haven, this well-maintained 3-bedroom and 1-bath home with a newer roof (2023) is move-in ready. Step inside to find a comfortable layout, with all three bedrooms situated along a central hallway for convenience and privacy. The bathroom has been recently remodeled with new fixtures, contemporary finishes and a clean look. Exterior highlights include a fully fenced backyard with a separate storage building for added functionality and extra space for tools or hobbies. Suitable for both homeownership and investors. Don't miss your chance to own this Winter Haven gem that offers easy access to entertainment, local amenities, major highways, dining and shopping.

122 2nd Jpv Street, Winter Haven

505 Glad Road, Winter Haven
$222,000
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
Welcome home to this beautifully updated 3-bedroom, 2-bath residence situated on a spacious corner lot in an established neighborhood with NO HOA! Blending timeless charm with modern upgrades, this move-in-ready home offers comfort, style, and exceptional value. Recent improvements include a new roof, new central heating and air conditioning system, updated flooring, fresh interior and exterior paint, new lighting fixtures, and updated appliances, giving the home a fresh, modern feel from top to bottom. Inside, you’ll find bright and inviting living spaces designed for comfortable everyday living. A heated and air-conditioned sunroom with a full bath provides incredible flexibility and can serve as a second living area, home office, hobby room, guest space, or entertaining area. The home also features a convenient indoor laundry room under central heat and air, adding comfort and functionality. Situated on a generous corner lot, the property offers plenty of outdoor space with a private irrigation well, making it easy to maintain a beautiful lawn and garden while keeping watering costs down. There’s ample room for outdoor entertaining, pets, or future additions. Conveniently located near shopping, dining, schools, and everyday amenities, this beautifully refreshed home combines the character of an established neighborhood with the peace of mind that comes from extensive recent updates. Don’t miss your opportunity to own this move-in-ready gem with space, flexibility, and modern improvements throughout!

505 Glad Road, Winter Haven

206 Dillon Street, Winter Haven
$215,000
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
3 bedroom, 2 bathroom concrete block home with a 1-car garage situated on a corner lot in the Jan Phyl Village area of Winter Haven with NO HOA. Several major updates were completed in 2021 including the roof, kitchen, flooring, guest bathroom flooring, and hot water heater. The home also features a newer dishwasher and new garage door. The backyard provides a great space for relaxing or entertaining. Conveniently located near Polk Parkway access, shopping, dining, schools, and surrounding Central Florida areas for an easier commute. Located in an established neighborhood with friendly neighbors and just a short distance from Winter Haven’s Chain of Lakes area. A solid option for a primary residence or investment property at an affordable price point.

206 Dillon Street, Winter Haven

608 Patrick Avenue, Winter Haven
$200,000
2 Beds ⋅ 1 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
Welcome to this charming, updated 2-bedroom, 1-bathroom move-in ready home in the heart of Winter Haven! Enjoy ultimate peace of mind with a BRAND NEW 2026 ROOF, 2019 impact windows, a custom impact French sliding glass door, and a fresh 2026 exterior paint job. Step inside to an inviting open layout featuring sleek 2019 laminate flooring, matching modern kitchen cabinets, and premium 2019 Frigidaire appliances. The mechanicals are equally impressive with a 2020 AC unit boasting a brand new 2026 evaporator coil/fan motor, plus a highly efficient 2025 electric tankless water heater. The 2022 washer and dryer are included as well! Entertain with ease on the spacious screened-in back patio with updated 2021 screen doors, overlooking a fully fenced-in backyard. Complete with covered parking, an extra guest parking pad, and easy access to local dining, shopping, and the famous Chain of Lakes. Schedule your private tour today!

608 Patrick Avenue, Winter Haven

505 Glad Road, Winter Haven
$127,000
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
Charming 3-Bedroom 2 Bath Home on a Spacious Corner Lot in an Established Community with NO HOA! Welcome to this well-maintained 3 bedroom, 2 bath home located in a quiet established neighborhood. Situated on a large corner lot, this property offers extra yard space, added privacy, and great curb appeal. Inside, you'll find a comfortable layout with bright living areas and room to personalize to your taste. The generous outdoor space is perfect for gardening with its own well for irrigation, outdoor entertaining, or future improvements. This home offers the charm of an older community with the convenience of nearby shopping, dining, and everyday amenities-an excellent opportunity for anyone seeking comfort, space and value.

505 Glad Road, Winter Haven

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