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1020 W Lake Hamilton Drive, Winter Haven
$710,000
4 Beds ⋅ 3 Baths ⋅ Pollard Shores SubDv. ⋅ 33881 Zip Code
Central Florida Lakefront living in Winter Haven, Florida on an acre of land with no HOA. This home is for a buyer who loves lake views, great fishing, skiing and water sports. With over 3,400 square feet, this 4 bedroom 3 bathroom home is located just minutes from downtown, Lego Land and about an hour from Orlando attractions. Move-in ready for your family or start retirement at the lakefront retreat. Spend time in the 18 x 11 workshop or enjoy lounging in the recently added screened room while enjoying the lake views, wildlife and beautiful oaks.

1020 W Lake Hamilton Drive, Winter Haven
3400 Sunset Drive W, Winter Haven
$188,888
3 Beds ⋅ 1 Baths ⋅ Conine Heights SubDv. ⋅ 33881 Zip Code
Welcome to 3400 Sunset Dr NW, an exceptional opportunity in Winter Haven perfect for a first-time homebuyer or an investor looking for a rental asset. This property features a functional, low-maintenance layout with bright living spaces, an easy-care yard, and covered parking. Enjoy the freedom of NO HOA fees, no CDD, and low carry costs. Conveniently located near downtown Winter Haven, US-17, medical facilities, shopping, dining, and easy commuter access toward Tampa and Orlando. Turnkey rental—schedule your private tour today!

3400 Sunset Drive W, Winter Haven
950 14th Street Ne, Winter Haven
$235,000
2 Beds ⋅ 3 Baths ⋅ Lake Elbert Estates SubDv. ⋅ 33881 Zip Code
Virtually Staged. Price Improvement! Motivated Seller! NO HOA and a great Winter Haven location! Just two blocks from Lake Elbert and its paved walking trail, approximately one mile from Polk State College, and only two miles from Downtown Winter Haven, this quaint 1950s home offers 2 bedrooms, 2.5 baths, and 1,380 square feet of comfortable living space. The recently remodeled kitchen features a subway tile backsplash, stainless steel appliances, and good lighting that opens to spacious living areas, creating an easy, open flow throughout the home. Crown molding throughout adds character, while the retro bathrooms retain their original mid-century tile, with a full bathroom in each bedroom. The enclosed porch creates a light-filled sunroom, offering a wonderful additional space to relax or enjoy your morning coffee. An abundance of windows fills the home with natural light, while the generously sized bedrooms provide comfortable retreats. Outside, you'll find a two-car carport, an enclosed laundry room with a half bath, and a separate storage room. The fenced backyard features a patio area with plenty of possibilities for outdoor enjoyment. The roof, water heater, and A/C were replaced in 2021, and a new drain field was installed and septic pumped in 2019. The home also offers a proven rental history. Great Opportunity for a FHA 203K Loan. Vintage character, thoughtful updates, NO HOA, and a convenient location close to some of Winter Haven's favorite destinations!

950 14th Street Ne, Winter Haven
97 Parson Drive, Winter Haven
$79,500
2 Beds ⋅ 2 Baths ⋅ Orange Manor West Coop Inc SubDv. ⋅ 33884 Zip Code
Become a share holder in this highly sought after 55+ gated community. If you are looking for the perfect retirement home, this one is for you! Peace-of-mind upgrades: Brand new roof installed March 2026, passed four-point inspection, and a four-year-old heat pump. Located in Orange Manor West, it is one of the most popular 55+ communities in Winter Haven and surrounding area with many amenities. Pool, shuffle board, putt putt, horse shoes, crochet, bingo, lake access and much more. Legoland is around one mile away which is great for visiting family. This is a 989 Square ft. 2 bedroom 2 bath 1984 Homes of Merit with an enclosed front facing Florida Room. The king size master bedroom has a walk-in closet and a private bathroom with a tub shower. The guest bedroom also has a walk-in closet. Affordable living with the monthly maintenance fee is $279.00 a month which includes cable, internet, trash pickup, and amenities. This house is fully furnished and ready to move in. This is also a pet free community. While it is a great winter home get away, it can also be a year round retirement home. Come see it today. This one won't last long. All measurements are approximate and should be verified by the buyer. The owner is offing a $1,674.00 discount off of the listing price towards the monthly dues for a full price contract.

97 Parson Drive, Winter Haven
2336 Avenue E Nw, Winter Haven
$249,900
3 Beds ⋅ 2 Baths ⋅ West Lake Park SubDv. ⋅ 33880 Zip Code
SELLER OFFERING CLOSING-COST ASSISTANCE! Don’t miss this opportunity to own a beautifully updated 3-bedroom, 2-bath home in Winter Haven! Featuring approximately 1,956 sq. ft. of living space, an updated kitchen with quartz countertops and new cabinetry/appliances, updated flooring, a remodeled bathroom, a fenced backyard, and paid-off solar panels. With multiple entrances and additional workshop/storage space, this home offers plenty of potential to make it your own. Schedule your private showing today!

2336 Avenue E Nw, Winter Haven
6455 Hollyberry Lane Ne, Winter Haven
$152,000
2 Beds ⋅ 2 Baths ⋅ Brookhaven Village SubDv. ⋅ 33881 Zip Code
Located in the 55+ community of Brookhaven Village, this home features 2 bedrooms and 2 bathrooms, with vinyl and carpet flooring. You own your lot! Low HOA fee of just $34 month, giving residents access to a clubhouse, swimming pool, and planned activities. Conveniently located near shopping, dining, medical services, and everything Winter Haven has to offer, this home provides comfort and peace of mind. Solar panels are leased and installed on a cement beam. Buyers interested will just need to transfer the solar lease to their name. Lease payment is $87 monthly, and the electricity bill is around $18 monthly. Schedule a showing today.

6455 Hollyberry Lane Ne, Winter Haven
6107 Grand Oaks Drive Se, Winter Haven
$175,000
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
Virtually Staged. DOUBLE LOT! Nestled in the friendly Garden Grove Oaks 55+ community, where YOU OWN YOUR LAND—NO LOT RENT! Situated on a beautifully landscaped DOUBLE LOT, this charming 2-bedroom, 2-bath home offers plenty of space inside and out. The second lot is a true highlight, featuring beautiful landscaping and a large pergola that creates the perfect spot to relax, entertain, or simply enjoy the Florida sunshine.Inside, you'll love the beautiful kitchen with gas range, spacious primary bedroom with walk-in closet, and air-conditioned side porch providing additional year-round living space. Double-pane windows installed in 2017 come with a transferable lifetime warranty, while the vinyl roof-over installed in 2013 also carries a lifetime warranty. Natural gas heating, clothes dryer, and hot water heater add to the home's comfort and convenience. Garden Grove Oaks offers a welcoming 55+ lifestyle with a clubhouse, heated community pool and spa, shuffleboard and a variety of activities to enjoy. Conveniently located in SE Winter Haven near shopping, restaurants, medical facilities and Hwy 27, everything you need is just minutes away. Come discover the extra space, comfortable Florida lifestyle, and wonderful community!

6107 Grand Oaks Drive Se, Winter Haven
1380 S Lake Roy Drive, Winter Haven
$374,500
4 Beds ⋅ 3 Baths ⋅ South Roy Shores Pb 38 Pg 45 SubDv. ⋅ 33884 Zip Code
Virtually Staged. UPDATED POOL HOME WITH NEW BATHROOMS, NEW POOL DECK & BRAND-NEW WATER HEATER! Welcome to this spacious 4-bedroom, 3-bathroom, 2,955-square-foot pool home on a desirable corner lot in Winter Haven, ideally located across from beautiful lakefront homes and close to Winter Haven's renowned Chain of Lakes. Major recent improvements include a BRAND-NEW HOT WATER HEATER installed in October 2026, TWO NEWLY REMODELED BATHROOMS completed in 2025, and a RESURFACED POOL WITH NEW POOL DECK completed in 2022. The roof was also replaced in 2023, providing additional peace of mind for the next owner. Inside, the triple-split bedroom floor plan offers privacy and flexibility, making this home ideal for families, guests, or those who need dedicated spaces for work and hobbies. The oversized family room is designed for entertaining, featuring two sets of sliding glass doors that open directly to the screened and netted pool enclosure and covered patio. The seamless indoor-outdoor flow creates the perfect setting for gatherings, relaxing poolside, or enjoying Florida's year-round lifestyle. A spacious flex room with direct pool and patio access offers endless possibilities as a game room, home office, media room, hobby space, or additional entertainment area. The kitchen features custom-made cabinetry, granite countertops, a custom tile backsplash, and stainless-steel appliances, creating a functional and inviting space for everyday living and entertaining. The primary suite offers a private retreat with a bathroom featuring a garden tub, dual sinks, and a walk-in shower. The two recently remodeled bathrooms add fresh, updated appeal throughout the home. Additional highlights include a LARGE LAUNDRY ROOM with utility sink, drop-down ironing board, and extra shelving, as well as tile and wood flooring throughout the main living areas. Step outside to your own private backyard retreat. The resurfaced pool and NEW POOL DECK, completed in 2022, are surrounded by a screened and netted enclosure with a covered patio, creating an inviting space for swimming, dining, entertaining, and soaking up the Florida sunshine. A welcoming front screened porch, ample covered parking, and two detached storage sheds provide additional convenience and storage. The yard is irrigated by a well with a newer irrigation timer. The HVAC system is approximately 9 years old. While there are still opportunities for cosmetic updates in select areas, the home's generous size, desirable floor plan, significant recent improvements, and fantastic outdoor living spaces provide an excellent foundation for making it your own. Location adds even more appeal. The property is just a short walk to Freedom Boat Club, making it easy to access and explore Winter Haven's famous Chain of Lakes. LEGOLAND Florida is approximately one mile away, offering exceptional convenience for both residents and guests. With its four bedrooms, three bathrooms, private pool, newly remodeled bathrooms, resurfaced pool and new pool deck, new water heater, 2023 roof, flexible living spaces, and prime location near lakes and attractions, this is an exciting opportunity to own a spacious Winter Haven home and enjoy the best of the Florida lifestyle.

1380 S Lake Roy Drive, Winter Haven
1499 Avenue E Ne, Winter Haven
$245,000
3 Beds ⋅ 1 Baths ⋅ Hills Lake Elbert SubDv. ⋅ 33881 Zip Code
Welcome to 1499 Avenue E NE, a solid home with spacious rooms, plenty of natural light and lots of potential to make it your own. The home features easy-care terrazzo flooring, generously sized bedrooms, a comfortable living area and a covered carport with additional outdoor space. Mature trees provide shade and character to the property, which sits on a corner lot in a beautiful, established residential neighborhood known for its gently rolling streets and welcoming feel. A great opportunity for a buyer looking for an affordable home with good space and the freedom to update it over time. Schedule your showing and come see the possibilities.

1499 Avenue E Ne, Winter Haven
6600 Scenic Point Drive Se, Winter Haven
$220,000
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
FULLY FURNISHED! OVERSIZE LOT! Located in the desirable Garden Grove Oaks 55+ community, where YOU OWN YOUR LAND! Situated on an oversized lot and a half, this well-maintained home offers plenty of space and Florida charm. Major updates include a NEW ROOF in 2024 and NEW A/C in 2025. Inside, enjoy an open-concept living, dining and kitchen area, plus a versatile office/flex room that can serve as an additional bedroom, guest room or hobby space. Offered FULLY FURNISHED, the home features quality 2x6 wall construction, a large attached storage/workshop area and abundant storage. The spacious enclosed porch with screens and vinyl windows, tile flooring, ceiling fan and A/C provides wonderful additional living space to enjoy year-round. With its lot-and-a-half setting, valuable updates, flexible floor plan and furnishings included, this home offers a great opportunity to enjoy comfortable Florida living in an established 55+ community.

6600 Scenic Point Drive Se, Winter Haven
6458 Hollyberry Lane Ne, Winter Haven
$179,000
2 Beds ⋅ 2 Baths ⋅ Brookhaven Village SubDv. ⋅ 33881 Zip Code
Beautifully maintained 2-bedroom, 2-bathroom furnished home located in a well-established 55+ community that combines comfort with convenience. Roof 2025, A/C 2025, Water Softener 2026, New Carport/Shed (Right) & fresh paint. Low HOA fee of just $34 per month, giving residents access to a clubhouse, swimming pool, and planned activities. Conveniently located near shopping, dining, medical facilities, and everything. Winter Haven has to offer, this home provides excellent value and peace of mind. Schedule your private showing today.

6458 Hollyberry Lane Ne, Winter Haven
119 Lantern Lane, Winter Haven
$215,000
2 Beds ⋅ 2 Baths ⋅ 33884 Zip Code
Virtually Staged. Step into this inviting 2-bedroom, 2-bath home in the heart of Winter Haven, offering comfort, convenience, and classic Florida charm. The open, well-appointed kitchen features abundant cabinetry. The rest of the home has tile flooring throughout, creating a bright and easy-to-maintain living space perfect for everyday enjoyment. A 2-car carport adds excellent functionality and covered parking, while the home’s prime location places you just moments from Legoland and a quick, easy drive to the Disney and Universal entertainment corridors—ideal for fun-filled weekends or hosting visiting family and friends. Homes offering this blend of value, location, and lifestyle don’t stay available for long. Make your move before this one slips away.

119 Lantern Lane, Winter Haven
2510 Cypress Gardens Boulevard, Winter Haven
$865,000
5 Beds ⋅ 3 Baths ⋅ Eloise Woods West Lake Florence SubDv. ⋅ 33884 Zip Code
Set along the shoreline of Lake Florence, this distinctive 0.83-acre waterfront parcel extends 367 feet in depth and includes 87 feet of lake frontage. Lake Florence is an independent 74-acre lake with a county-owned park but no public boat ramp. The property’s concrete boat-launching pad, dock, boathouse, and lift provide on-site access for boating, water skiing, paddling, and fishing. The parcel contains two detached residences and is coded as Multiple SFR in Polk County property records. Together, the residences encompass 3,482 square feet of combined heated living space and 5,094 total square feet under roof, divided between a two-bedroom, two-bath primary residence with a flexible studio and a detached two-bedroom, one-bath cottage. The 2,311-square-foot primary residence, built in 1985, includes a spacious primary suite and a second bedroom configured as a den with fireplace and Murphy bed. The studio/flex room has its own side entry and an auxiliary appliance station with an 18-inch dishwasher, refrigerator and freezer drawers, ice maker, and microwave, adding flexibility for entertaining, guest accommodations, or additional living space. The recently updated kitchen features quartz countertops, a substantial island with seating for five, induction cooktop, double ovens, coffee bar, and generous pantry. Expansive sliding glass doors and the dining room’s oversized window capture sweeping views of Lake Florence. New luxury vinyl plank flooring extends throughout the main living areas, while fresh interior paint complements the recent updates throughout the primary residence. The HVAC system was replaced in 2020. The primary bath includes a steam shower and refined vanity, while the secondary bath includes an oversized quartz vanity and newly installed Kohler shower. A 30-foot lakefront deck includes a screened area for additional outdoor living space. The detached 1,171-square-foot cottage, originally constructed in 1958, includes two bedrooms, one bath, a comfortable living area, and a spacious full eat-in kitchen , with crown molding throughout. Set apart from the primary home, it provides flexible separate living or workspace while remaining part of the unified property. A spacious 15-by-14-foot screened porch overlooks the surrounding landscaping. Each residence has its own electric meter and septic system; the primary residence’s septic system was replaced in 2020. The homes share a water meter and driveway. Both residences feature concrete-block construction, new roofs, screened outdoor porches, interior laundry areas, and Ecobee thermostats. An additional (3rd) washer and dryer are located in the cottage’s attached garage. Major appliances in both residences convey with the property. The lakefront grounds provide open space for outdoor living and sunrise views across Lake Florence. Parking includes a 2.5-car carport, 1.5-car garage, and additional off-street parking. This uncommon combination of two detached residences, substantial covered area, boating infrastructure, and flexible living space distinguishes the property in Winter Haven.

2510 Cypress Gardens Boulevard, Winter Haven
213 Lakeside Ranch Circle, Winter Haven
$54,900
2 Beds ⋅ 1 Baths ⋅ Lakeside Ranch For Mobile Homes SubDv. ⋅ 33881 Zip Code
Have you seen Lakeside Ranch? It is a desirable 55+ community in Winter Haven. This charming 2-bedroom, 1-bath home offers the added benefit of land ownership with NO lot rent! Features include a newer roof and hurricane shutters for added peace of mind. Enjoy a relaxed Florida lifestyle with lake access and community boat ramps, perfect for boating, fishing, and enjoying the outdoors. A great opportunity for year-round living or a seasonal Florida retreat.

213 Lakeside Ranch Circle, Winter Haven
86 Parson Drive, Winter Haven
$103,000
2 Beds ⋅ 2 Baths ⋅ Orange Manor West Coop Inc SubDv. ⋅ 33884 Zip Code
UPDATED 2 BEDROOM 2 BATH HOME WITH INSIDE LAUNDRY AND POND VIEW. Welcome to the beautifully updated home in active 55+ community of Orange Manor West. This home offers peaceful views of neighborhood pond. Modern upgrades throughout this home offers comfortable Florida living. The thoughtful updated interior provides a fresh, modern feel, while the scenic pond view adds a tranquil backdrop. Orange Manor West is an active community with a variety of activities and social opportunities. NO PETS. ONLY SERVICE AND EMOTIONAL ANIMALS.

86 Parson Drive, Winter Haven
2241 Winterset Road, Winter Haven
$649,900
3 Beds ⋅ 4 Baths ⋅ Lake Winterset Acres SubDv. ⋅ 33884 Zip Code
This home extrudes the luxury vibe from the moment you approach it with its distinctive roof w/ a blue metal barrel tile appearance and circular driveway. Large manicured 1+ acre lot and oak trees. No HOA and is located behind Legoland. Overlooking Lake Winterset on the famous Winter Haven Chain of Lakes. Lots of room to spread out in over 3000 sq ft of a/c living space. The split floor plan has 3 bedroom and 3 1/2 baths. A large corner gas stone custom fireplace is the living area focal point. A front door 2-car carport covers your guests as they enter through the double doors into the formal foyer. A dedicated built-out office is just inside. A triple sliding glass door opens to the 30' wide covered lanai and to the back yard. Plenty of room for a pool. Full irrigation with a dedicated well. Large 37x11 studio provides extra air conditioned flex space. Additional bonus is the oversized 2-car garage AND a 12' tall 11'x37' RV/boat garage and both are air conditioned and with a polyaspartic floor coating. Separate attached outside storage room for lawn equipment.

2241 Winterset Road, Winter Haven
187 Sweet Circle, Winter Haven
$65,000
2 Beds ⋅ 2 Baths ⋅ Orange Manor West Coop Inc SubDv. ⋅ 33884 Zip Code
2 Bedroom 2 Bathroom mobile home in highly sought after Orange Manor West. This community offers a welcoming social atmosphere with plenty of activities and amenities to enjoy. Enjoy a Florida lifestyle with clubhouse, swimming pool, shuffleboard, mini golf, horseshoes, billiards, fishing. Located near shopping and restaurants. NO PETS ALLOWED. SERVICE AND EMOTIONAL SUPPORT ANIMALS ARE ALLOWED WITH CERTIFICATION. SELLER WILL CONSIDER PAYING ONE YEAR HOA

187 Sweet Circle, Winter Haven
6229 Knotty Pine Drive Se, Winter Haven
$180,000
3 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
Beautifully Maintained Home in a Fun 55+ Community Welcome home to this beautifully maintained 3-bedroom, 2-bath home located in a well-established 55+ community where neighbors become friends and there is always something fun happening! Residents enjoy a lively social atmosphere with community gatherings, planned outings, and plenty of opportunities to get out, meet your neighbors, and enjoy everything the community has to offer. Inside, this home has been meticulously cared for and is truly move-in ready. The comfortable layout offers plenty of space to relax and entertain, while the beautifully landscaped yard adds to the home's charm and curb appeal. Step outside and enjoy Florida living at its best! The screened-in patio off the carport is a great spot to enjoy your morning coffee or unwind in the evening without the bugs. The backyard features a spacious paver area, creating an additional outdoor space perfect for relaxing in the Florida sunshine, entertaining guests, or simply enjoying your beautifully landscaped surroundings. If you're looking for a well-cared-for home in a welcoming 55+ community with an active social calendar and plenty to do, this one is ready to welcome you home!

6229 Knotty Pine Drive Se, Winter Haven
2608 Trinity Circle Nw, Winter Haven
$239,900
2 Beds ⋅ 2 Baths ⋅ Haven Grove Estates SubDv. ⋅ 33881 Zip Code
Solid and charming Mid-Century Ranch home in a quiet neighborhood just off of Lake Idylwild in vibrant and beautiful Winter Haven, Florida with NO HOA! This two bedroom/two full bath home could easily be converted back to a three bedroom, as the original third bedroom was transformed into a formal dining area/office/den. The living room and hall have engineered hardwood floors. The kitchen has a built-in wall oven, gas cooktop, breakfast bar and an eat-in area. There is a spacious inside utility room with plenty of storage cabinets, washer & dryer, gas water heater, and utility sink. The two bedrooms have built-in closets and tile floors, and there are two full bathrooms with historic 4x4 tile and one shower has a Terrazzo floor! The enclosed back porch could easily be more living area with the addition of a mini-split or a simple wall unit. The back yard is fully fenced and has two large storage sheds. The front of the house has window awnings, a two-car carport with decorative wrought-iron support columns, and a wide brick driveway. The membrane roof is 2025, the electrical panel was upgraded in 2024, and the A/C condenser is 2010. This house is near the boat ramp on Lake Hartridge, one lake over on the fun Chain of Lakes. Haven Grove Estates is convenient to shops, schools and Polk State, groceries (including a brand-new Publix), restaurants, medical facilities, and all that the lovely downtown has, plus it is convenient to highways to the Tampa, Lakeland, and Orlando metropolitan areas for commuting ease. Call today to see this one!

2608 Trinity Circle Nw, Winter Haven
1019 W Lake Eloise Terrace, Winter Haven
$880,000
2 Beds ⋅ 3 Baths ⋅ Lake Eloise Sub SubDv. ⋅ 33884 Zip Code
Major Price Improvement .....Welcome to an exceptional and truly distinctive lakefront estate on Lake Eloise with a private pool, defined by architectural artistry, refined character, and timeless Spanish-Mediterranean elegance. This 2-bedroom, 3-bath residence offers more than 3,700 square feet under roof, providing expansive, thoughtfully designed interiors ideal for both entertaining and serene everyday living. From the moment you enter, you are welcomed by an atmosphere of bespoke craftsmanship and enduring design. Exquisite brick archways, rich warm wood detailing, and three elegant wood-burning fireplaces establish a setting that is both inviting and unmistakably unique. The kitchen continues this elevated architectural story, showcasing custom extensive cabinetry, stone countertops, premium stainless steel appliances, and a dramatic brick-arched passage that serves as a striking focal point. Thoughtfully designed to capture the essence of the Florida lifestyle, the home opens to a private resort-style swimming pool set against a peaceful lakefront backdrop, creating an extraordinary environment for relaxation, refined entertaining, and sweeping waterfront views. Seamless indoor-outdoor transitions enhance the sense of openness throughout, making the residence equally suited as a distinguished full-time home or an exclusive private lakefront retreat. With its authentic Spanish-Mediterranean influence, handcrafted brick detailing, multiple fireplaces, resort-style pool, and premier waterfront location, a rare opportunity to own a residence of true individuality and lasting appeal—one that cannot be replicated. Schedule your private showing and experience the elegance and exclusivity of this remarkable lakefront offering.

1019 W Lake Eloise Terrace, Winter Haven
6086 Southern Oaks Drive, Winter Haven
$169,900
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
This home has a community swimming pool and you own your land!! Seller just adjusted the price to match the market. Home is fully furnished, officially it is 2 bedrooms, 2 bath home however the front room could be converted to a 3 bedroom just add a closet. Wonderful club house, a inground community pool and a pond stocked with fish with a low monthly fee of $65.00/month. 55 plus age requirement of one of the buyers in this community of Garden Grove Oaks. You own your land and you can file homestead making your taxes very low. Kitchen is very user friendly with updated appliances. In fact, the dishwasher and refrigerator are still under warranty. All the carpet was replaced with laminate. This home has a workshop/hobby room in the shed with another storage area and a private back yard screened porch with vinyl windows. Conveniently located to medical facilities, shopping, restaurants and major highways leading to Lake Wales, Haines City, Orlando and Tampa.

6086 Southern Oaks Drive, Winter Haven
113 Lake Hazel Drive, Winter Haven
$115,000
2 Beds ⋅ 2 Baths ⋅ Orange Manor West Coop Inc SubDv. ⋅ 33884 Zip Code
Become a share holder in this highly sought after 55+ gated community. If you are looking for the perfect retirement home, this one is for you! Located in Orange Manor West, it is one of the most popular 55+ communities in Winter Haven and surrounding area with many amenities. Pool, shuffle board, putt putt, horse shoes, crochet, bingo, lake access and much more. Legoland is around one mile away which is great for visiting family. This is a 1368 Square ft. 2 bedroom 2 bath 1984 with an attached enclosed Florida room and an enclosed carport with ac. The king size master bedroom has a walk-in closet and a private bathroom with a tub shower. It has an inside utility room with washer & dryer. The monthly maintenance fee is $279.00 a month which includes cable, internet, trash pickup, and amenities. This house is fully furnished and ready to move in. This is also a pet free community. While it is a great winter home get away, it can also be a year round retirement home. Come see it today. This one won't last long. All measurements are approximate and should be verified by the buyer.

113 Lake Hazel Drive, Winter Haven
1500 Avenue H Ne, Winter Haven
$219,500
4 Beds ⋅ 2 Baths ⋅ Hills Lake Elbert SubDv. ⋅ 33881 Zip Code
Welcome to this spacious 4-bedroom, 2-bathroom home offering a wonderful blend of timeless character, flexible living space, and outstanding outdoor potential. From its classic brick exterior with charming blue accents to the energy-efficient rooftop solar panels, this property is designed for both comfort and value. Inside, you'll find a bright and inviting living area with durable tile flooring and a decorative leaded-glass front door that creates a warm first impression. The spacious eat-in kitchen features crisp white cabinetry, generous counter space with dark countertops, and plenty of room for everyday meals and gatherings. A versatile BONUS FLEX ROOM showcases rich pine wood paneling, built-in shelving, and direct access to the backyard, making it ideal as a family room, media room, game room, home office, or hobby space. The primary bedroom, flex room, and second bedroom feature comfortable carpeting. The four well-sized bedrooms provide flexibility for families, guests, or remote work needs, while the functional layout offers comfortable everyday living. Step outside to discover a large, FULLY FENCED BACKYARD with endless opportunities to create your own private retreat. The expansive concrete patio with brick accents provides the perfect setting for outdoor dining, entertaining, weekend barbecues, or simply relaxing under the Florida sunshine, with plenty of additional yard space for a garden, play area, or future outdoor enhancements. Major updates include a 2015 water heater, the roof has been updated in 2022 and a 2012 HVAC system, plus the added value of a SECOND BACK UP HVAC UNIT that is not hooked up to the house. Ideally located in the heart of Winter Haven, this home places you just minutes from Downtown Winter Haven, the renowned Chain of Lakes, Chain of Lakes Park, Polk State College, and LEGOLAND® Florida Resort. A NEWLY BUILT SCHOOL IS LOCATED just a few blocks away, while the recently renovated walking, biking, and running trail surrounding beautiful Lake Elbert offers an excellent opportunity to enjoy an active outdoor lifestyle. Everyday conveniences are within easy reach, including Publix, Walmart, Lowe's, shopping, dining, and medical facilities. Winter Haven Hospital is just 7 minutes away, Santiago's Market is approximately 10 minutes away, while Winter Haven Regional Airport and Auburndale Speedway are both just a 17-minute drive. With quick access to US-17, US-27, and the Polk Parkway, commuting to Lakeland, Orlando, and Tampa is simple. Blending vintage charm with modern comforts and an unbeatable location close to the area's top amenities, recreational opportunities, and everyday conveniences, this property is the perfect place to call home.

1500 Avenue H Ne, Winter Haven
156 Manseau Drive, Winter Haven
$285,000
3 Beds ⋅ 2 Baths ⋅ Emerald Estates SubDv. ⋅ 33880 Zip Code
Beautifully Updated 3-Bedroom + Office Home on a Quiet Cul-de-Sac Near Lake Sears. Welcome to 156 Manseau Drive, a beautifully maintained 3-bedroom, 2-bath home with a dedicated office/bonus room, ideally situated on a peaceful cul-de-sac in Winter Haven and just moments from a nearby lake. Offering 1,323 square feet of thoughtfully designed living space, this move-in-ready home combines style, comfort, and functionality. Inside, you'll find an open, light-filled floor plan featuring luxury vinyl plank flooring, a spacious living area, and a beautifully updated kitchen with stainless steel appliances, subway tile backsplash, and ample counter space. The versatile office/bonus room provides the perfect space for working from home, a playroom, fitness room, or additional flex space to fit your needs. The spacious primary suite offers a private retreat with an updated en-suite bathroom, while two additional bedrooms provide comfort for family and guests. Step outside to the covered rear lanai and enjoy the large, fully fenced backyard ideal for entertaining, relaxing, or giving pets plenty of room to play. The property also includes two storage sheds, offering exceptional space for tools, lawn equipment, hobbies, or additional storage. For added peace of mind, the home has been repiped, providing an important mechanical update that many buyers appreciate. Conveniently located near shopping, dining, schools, medical facilities, and major roadways, this home offers the perfect combination of modern updates, flexible living space, and everyday convenience.

156 Manseau Drive, Winter Haven
2925 E Lake Hartridge Drive, Winter Haven
$399,000
4 Beds ⋅ 3 Baths ⋅ Pine Terrace Rep SubDv. ⋅ 33881 Zip Code
BACK ON THE MARKET DUE TO BUYERS FINANCING!! Welcome to this beautifully maintained 4-bedroom, 3-bathroom pool home situated on a desirable corner lot in Winter Haven! Offering a flexible floor plan, the spacious 4th bedroom can easily serve as a bonus room, home office, playroom or guest suite to fit your lifestyle. Inside, you'll find a stylish luxury vinyl plan flooring throughout and an open-concept living area perfect for everyday living and entertaining. The kitchen features granite countertops, ample cabinetry and an eat-in dining area. Step outside to your private backyard oasis complete with a sparkling pool, ideal for enjoying Florida's year-round sunshine. With a low HOA and a convenient location between Tampa and Orlando, this home offers the perfect combination of comfort, flexibility, and value. Schedule your private showing today!

2925 E Lake Hartridge Drive, Winter Haven
124 Center Street, Winter Haven
$165,000
3 Beds ⋅ 2 Baths ⋅ Lake Shipp Heights SubDv. ⋅ 33880 Zip Code
Virtually Staged. Short Sale. Investor Special! (short sale requiring 3rd party approval) Don't miss this opportunity to transform this 3-bedroom, 2-bath block home into something truly special. Featuring a newer roof and AC system, some of the major improvements have already been completed, providing a solid foundation for your renovation plans. Whether you're an investor searching for your next flip, looking to add to your rental portfolio, or a buyer ready to create your dream home, this property offers incredible potential. Situated in a convenient Central Florida location, you'll be close to shopping, dining, major highways, world-famous theme parks, and both the Gulf and Atlantic Coast beaches. Bring your tools, creativity, and vision. This handyman special is ready for its next chapter! Seller is working cooperatively with the lender to facilitate a smooth transaction. Experienced short sale negotiator involved.

124 Center Street, Winter Haven
6 Golfview Circle Ne, Winter Haven
$299,900
3 Beds ⋅ 3 Baths ⋅ North Lake Elbert Heights SubDv. ⋅ 33881 Zip Code
Great Location! NO HOA! New Roof, New AC, 3 New Bathrooms, New Front Door, New Floors etc. Next to Polk State College, Lake Elbert Walking Path, Boat Launch and only 2 miles from Downtown Winter Haven. Fresh paint inside and out. The West side of the house has its own access if you want to use the 3rd bedroom as a mother-in-law suite or rent it out privately. The house access is through the newly paved back alley with a large carport in a quiet neighborhood. It has a Large backyard and awesome neighbors. This house is a great place for a family or someone looking to enjoy the lake, walking path, quiet neighborhood or outdoors.

6 Golfview Circle Ne, Winter Haven
6443 Hollyberry Lane Ne, Winter Haven
$94,999
2 Beds ⋅ 2 Baths ⋅ Brookhaven Village SubDv. ⋅ 33881 Zip Code
PRICED TO SELL! GREAT VALUE IN BROOKEHAVEN VILLAGE! Discover the potential in this 2-bedroom, 2-bathroom manufactured home located in the desirable 55+ Brookehaven Village community! Offering a spacious Florida room, versatile cabana room, and convenient laundry/utility room, this property provides plenty of room to enjoy Florida living. Some furnishings are included for added convenience. The home has not been updated and would benefit from cosmetic improvements and personal touches, making it an excellent opportunity for buyers looking to customize a home to their own taste without paying a premium for someone else's renovations. Enjoy exceptionally low HOA fees and a convenient location near shopping, dining, medical facilities, and everyday amenities. Whether you're searching for a full-time residence or seasonal Florida getaway, this property offers plenty of possibilities at an attractive price. SELLER IS PRICED FOR A QUICK SALE! Don't miss this opportunity to make this home your own. Schedule your private showing today!

6443 Hollyberry Lane Ne, Winter Haven
317 Avenue G Se, Winter Haven
$240,000
4 Beds ⋅ 3 Baths ⋅ Havencrest Add SubDv. ⋅ 33880 Zip Code
Discover a truly unique architectural gem in the heart of Winter Haven. Inspired by the timeless design style of Frank Lloyd Wright, this beautifully maintained home offers character, warmth, and distinctive architectural details rarely found in today’s market. From the moment you arrive, you’ll appreciate the clean lines, natural light, and thoughtful design elements that create a seamless connection between indoor and outdoor living. The home has been exceptionally cared for and is in very good condition, offering both charm and peace of mind. Spacious living areas, inviting atmosphere, and a layout full of personality make this property stand out from the ordinary. Whether you are looking for a primary residence, a second home, or an investment opportunity, this home delivers style and timeless appeal. Roof replaced in 2004. Conveniently located near downtown Winter Haven, shopping, dining, parks, and the Chain of Lakes. Schedule your private showing today and experience the character and beauty of this one-of-a-kind property.

317 Avenue G Se, Winter Haven
811 22nd Street Nw, Winter Haven
$269,990
3 Beds ⋅ 3 Baths ⋅ Hutton Rep SubDv. ⋅ 33881 Zip Code
SELLER OFFERING $5,000 TOWARD BUYER’S CLOSING COSTS WITH A FULL-PRICE OFFER! This credit may also be applied toward a mortgage interest rate buydown, subject to lender approval and loan program guidelines. Welcome to this charming and versatile 3-bedroom, 3-full-bath home in the heart of Winter Haven! Offering a unique combination of comfort, flexibility, and exceptional value, this property is perfect for those looking for extra space and endless possibilities. One of the bedrooms features its own PRIVATE ENTRANCE and full bathroom, making it an ideal IN-LAW SUITE, private guest retreat, home office, or potential income-producing rental space. Enjoy Florida living at its finest with a spacious screened-in Florida room, perfect for relaxing or entertaining, plus an inviting front screened porch. The generously sized backyard offers plenty of room to create your dream outdoor oasis, add a pool, or design the perfect space for gatherings. An additional storage shed with electricity provides extra functionality and convenience. This home also features a WHOLE-HOUSE REVERSE OSMOSIS WATER FILTRATION SYSTEM, providing filtered water throughout the property. Located on a quiet dead-end street with no through traffic, this home offers added privacy while keeping you conveniently close to Downtown Winter Haven, shopping, dining, and the beautiful Winter Haven Chain of Lakes. NO HOA! NO CDD! LOW PROPERTY TAXES! PUBLIC WATER AND SEWER! Schedule your private showing today and discover everything this Winter Haven gem has to offer! Equal Housing Opportunity.

811 22nd Street Nw, Winter Haven

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