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6473 Peppertree Path Ne, Winter Haven
$146,000
2 Beds ⋅ 2 Baths ⋅ P4938365 MLS
EASY TO SEE, SCHEDULE YOU'RE VIEWING NOW! NO LOT RENT HERE....YOU OWN IT! OFFERED PARTIALLY FURNISHED, KITCHEN APPLIANCES AND INSIDE LAUNDRY WASHER, DRYER ALSO INCLUDED. THIS HOME FEATURES UPDATES INCLUDING NEW CENTRAL A/C /Heat pump 2026, NEW ALUMINUM ROOF 2024, PVC/CPVC WHOLE HOUSE PLUMBIMG. ALSO FEATURING 12X40 CARPORT AND 13x10 SOUTH FACING SCREEN ENCLOSED PORCH PLUS A 14x10 COVERED PATIO. BROOKHAVEN VILLAGE A STABLE WELL ESTABLISHED AND-MAINTAINED COMFORTABLE AND QUIET, AGE 55+ CENTRAL FLORIDA COMMUNITY. VERY AFFORDABLE HOA FEE JUST $34.00 MONTHLY (PAID ANNUALLY) INCLUDES USE OF COMMUNITY CLUBHOUSE, HEATED POOL and SHUFFLEBOARD. THE COMMNUITY ALSO HAS AN RV, BOAT/TRAILER, FENCED STORAGE PARKING AREA. THIS HOME IS PERFECT FOR SUNNY SEASONAL OR YEAR AROUND LIVING! QUICK RESPONSE TO OFFERS. TAKE A LOOK!

6473 Peppertree Path Ne, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

213 10th Wahneta Street W, Winter Haven
$145,997
2 Beds ⋅ 1 Baths ⋅ P4939902 MLS
2 Lots, 1 Home, and an Oversized Workshop – Endless Potential in Winter Haven! Attention investors, builders, and buyers looking for value and versatility! This unique multi-lot package includes two adjacent parcels offering flexibility, space, and immediate upside. 215 10th Wahneta St W (Parcel 1): Features a 2-bedroom, 1-bathroom single-family home in need of TLC, offering a solid blank canvas for a value-add flip, long-term rental, or primary residence. 213 10th Wahneta St W (Parcel 2): Cleared and ready lot featuring a standalone 480 sq. ft. detached workshop/garage—ideal for extra storage, equipment, workspace, or potential future development. The grounds have been freshly cleaned up, making site evaluation simple and straightforward. Whether you're looking to renovate the existing home and keep the second lot for private workspace/storage, explore future building opportunities, or create an income-generating property, this rare two-lot setup at an accessible price point is a standout investment opportunity. Don't miss out—schedule your showing today!

213 10th Wahneta Street W, Winter Haven

Listing courtesy of J&T PROPERTY SOLUTIONS GROUP LLC. 863-440-3603

689 Lake Howard Drive Nw Unit 213, Winter Haven
$145,000
2 Beds ⋅ 2 Baths ⋅ L4963853 MLS ⋅ N/A BLDG.
Virtually Staged. 55 PLUS CONDO FULLY REMODELED: Completely remodeled with high-end finishes, a spotless, move-in-ready interior, and a desirable lakeside setting on the world-famous Winter Haven Chain of Lakes. Welcome to 689 Lake Howard Drive, Unit 213, where thoughtful updates, generous living spaces, and an exceptional waterfront community come together at an attractive price point. Located in The Wellington on the shores of Lake Howard, this impressive 2 bedroom, 2 bath condo feels fresh, modern, and remarkably spacious. The expansive living and dining area features beautiful flooring, crown molding, updated lighting and ceiling fans, and plenty of room for comfortable everyday living and entertaining. Sliding glass doors open to a large enclosed Florida room overlooking the beautifully maintained community grounds, providing even more space to relax and enjoy the Florida lifestyle. The remodeled kitchen is a standout, featuring quartz countertops, abundant white soft-close cabinetry, a farmhouse-style sink, herringbone tile backsplash, under-cabinet lighting, and a complete stainless steel LG appliance package including refrigerator, range, microwave, and dishwasher. Both bathrooms have been beautifully remodeled with quartz-topped vanities and impressive custom tile work. Walk-in showers feature frameless glass enclosures, decorative tile accents, niches, and contemporary finishes. An exceptionally large walk-in closet provides outstanding storage, while an interior laundry closet with included washer and dryer and a large private exterior storage room add everyday convenience. The Wellington offers beautifully landscaped grounds, two pool areas including a heated pool for winter use, clubhouse, shuffleboard, community activities, and a private dock on Lake Howard with access to the Winter Haven Chain of Lakes—perfect for fishing and enjoying life on the water. The condo fee includes basic cable and internet, water, garbage pickup, exterior building maintenance, and grounds maintenance. A private covered parking space is also included. Conveniently located near medical facilities, shopping, restaurants, churches, grocery stores, and charming Downtown Winter Haven. Beautifully remodeled, incredibly spacious, and located in a Chain of Lakes waterfront community—this is 55+ living with the updates already done for you!

689 Lake Howard Drive Nw Unit 213, Winter Haven

Listing courtesy of THE STONES REAL ESTATE FIRM. 863-412-2080

6044 Grand Oaks Drive Se, Winter Haven
$145,000
2 Beds ⋅ 2 Baths ⋅ S5126925 MLS
Welcome to 6044 Grand Oaks Dr SE in Winter Haven, a beautifully updated waterfront home in the desirable 55+ community of Garden Grove Oaks, where you OWN THE LAND! Enjoy peaceful water views right from your backyard plus take advantage of a 39k price improvement, making this home an incredible value. This charming 2 bedroom, 2 bath residence offers the perfect blend of comfort, modern updates and Florida lifestyle living. The spacious, open floorplan features laminate flooring throughout the main living areas, creating a bright and inviting atmosphere. The kitchen has been tastefully updated with new cabinet facings, countertops and Stainless-Steel appliances, offering both style and functionality. The Florida room, complete with vinyl plank flooring, updated sliding doors & custom blinds, provides the perfect spot to relax & soak in the tranquil water views. Additional updates include double-pane windows throughout, as well as refreshed flooring, toilet, and faucets in the guest bathroom. The primary suite offers a barn door entry & private ensuite bathroom, while the guest bedroom provides flexibility for visitors or a home office. Garden Grove Oaks is a welcoming, well-maintained community offering a heated pool, clubhouse, & an active social calendar, all with NO LOT RENT. With its waterfront setting, modern updates & excellent value, this home is truly move-in ready. Don’t miss the opportunity to make it yours, schedule your private showing today!

6044 Grand Oaks Drive Se, Winter Haven

Listing courtesy of RE/MAX HERITAGE PROFESSIONALS. 863-256-2188

282 ALPINE DR, Winter Haven
$144,990
2 Beds ⋅ 2 Baths ⋅ 11730461 MLS
Welcome to your new lakefront paradise at 282 Alpine Dr in Winter Haven, FL! This charming 2-bedroom, 2-bathroom home sits right on the shores of Lake Henry, offering stunning views and endless fun on the water. Built in 1981, this well-kept house has been lovingly updated to keep it fresh and modern. You'll love the recent improvements, including a brand-new roof from 2023 and a state-of-the-art HVAC system installed just this year. The bathroom and dock got a makeover in 2021, while 2022 saw updates to the ductwork, vapor barrier, kitchen, and a fresh coat of paint throughout. The home comes with two cozy dens, perfect for a home office or hobby room. While the house will be unfurnished, the sellers are open to chatting about what could stay. Living here means you're part of a gated 55+ community with tons of perks. You've got private boat docks, horseshoes, shuffleboard courts, mini-golf, two pools, two jacuzzis, and a billiard room. It's like being on vacation all year round! Location-wise, you're in a great spot. Disney and major sports venues are nearby, plus you've got easy access to shopping, restaurants, and modern hospitals. Got a furry friend? Good news - the park allows dogs up to 40 lbs (with approval, of course). The monthly lot rent of $799 covers trash, pass thru taxes, and all those great park amenities. Don't miss this chance to snag your dream lakefront home. The price has recently been reduced, so now's the time to make your move! VISIT THE LISTING AGENT'S WEBSITE TO EXPLORE THE VIRTUAL TOUR, THEN ARRANGE A PRIVATE SHOWING IN PERSON. OUT OF TOWN!?!? NO WORRIES, WE CAN DO VIRTUAL SHOWINGS AND WE ARE ABLE TO DO PAPERWORK REMOTELY. FEEL FREE TO CALL, TEXT, OR EMAIL ME. I LOOK FORWARD TO BEING YOUR RAY OF SUNSHINE AND HELPING YOU CALL YOUR NEW HOUSE A HOME! All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Our company does not and cannot guarantee or warrant the accuracy of this information or the condition of this property. Measurements are approximate. The buyer assumes full responsibility for obtaining all current rates of lot rent, fees, and pass-on costs. Additionally, the buyer is responsible for obtaining all rules, regulations, pet policies, etc., associated with the community, park, or home from the community/park manager. Our company is not responsible for quoting said fees or policies. Financing is available through 3rd party lenders. Please contact the sales agent for additional information Some listing photos have been virtually staged or manipulated by AI.

282 ALPINE DR, Winter Haven

Listing courtesy of Chrissy Walter with Sunset Home Sales

1776 6th Street Nw Unit 308, Winter Haven
$144,900
2 Beds ⋅ 2 Baths ⋅ P4939703 MLS ⋅ Lakeridge BLDG.
**LARGE 2 BEDROOM - 2 BATH CONDO - NEW LISTING IN CENTRAL FLORIDA**- AGE 55+, GATED COMMUNITY (however, a slightly younger age may be approved). This up-to-date condo provides 1,347 sq. ft. of living area & is located in the beautiful "Chain Of Lakes" City of Winter Haven, Florida. NEW ENERGY-EFFICIENT WINDOWS THROUGHOUT. The monthly fee INCLUDES: water, sewer, trash, fiber optic cable package with Choice HD, digital video recorder & fiber optic internet w/ 1 gig speed, & use of recreational facilities. Lakeridge Condominiums offers a maintenance-free lifestyle w/ heated pool, tennis, shuffleboard, community room, gated secured entrances, covered assigned parking space, social events & activities. This well-appointed, move-in-ready condo has a large, bright kitchen w/ lots of cabinets, a tile backsplash, flush-mount LED ceiling lighting, plenty of counter space, all appliances & a pantry closet. The kitchen overlooks the 26'x14' great room that also adjoins the additional FL/bonus area & storage closet. The 16' x 14 ' primary bedroom easily accommodates a king-size bed & has a walk-in closet with a decorative barn door. The beautiful remodeled primary bathroom has an extra-wide door for easy direct access & includes a walk-in shower with a large format designer wall tile, & a comfort-height vanity with a vessel sink. The 2nd bedroom is convenient to the hall bath, which has a tub/shower combination & comfort-height vanity. The WASHER & DRYER are included in the sale. The Flooring throughout is either wood-look luxury vinyl or tile, NO CARPETING. Custom window shades are in place and are included in the sale. An extra assigned storage bin is located on the same floor. Enjoy beautiful views of Spring Lake and the evening sunsets from most rooms. Shopping, medical, hospital, places of worship, groceries, restaurants & bus line are very close by. COVERED ASSIGNED PARKING SPACE. SharePoint electric car charger on site for owners! Measurements are approximate. Information is believed to be accurate but not guaranteed. NON-SMOKING COMPLEX THAT IS WELL MAINTAINED & MANAGED. FURNITURE IS NEGOTIABLE. Make this your full-time or winter home!

1776 6th Street Nw Unit 308, Winter Haven

Listing courtesy of JUDY B CLEAVES PROPERTIES INC. 863-299-5878

607 Country Lane Ne Unit 607, Winter Haven
$142,500
2 Beds ⋅ 2 Baths ⋅ P4938221 MLS ⋅ 600 BLDG.
R E D U C ED AND WELCOME HOME TO THIS MOVE IN READY LAKEFRONT CONDO. 2BEDROOM - 2 BATH WITH 1252 SQ FT OF LIVING AREA , PLUS A FLORIDA ROOM OVERLOOKING LAKE BUCKEYE. THIS CONDO UNIT HAS STORAGE THROUGHOUT, GREAT STORAGE CLOSET OFF THE FLORIDA ROOM, ALSO INSIDE UTILITY WITH WASHER/DRYER HOOKUPS AND THE PRIMARY BEDROOM HAS A WALK IN CLOSET. YOU HAVE THE PRIVACY OF THIS UPSTAIRS UNIT WITH A BEAUTIFUL VIEW, NEW CARPET & INTERIOR PAINT,. IT ALSO FEATURES CONVENIENT COVERED PARKING AND COMMUNITY POOL & TENNIS. LOCATED NEAR POLK STATE COLLEGE , YOU CAN ENJOY A WALK AROUND NEARBY LAKE ELBERT OR DRIVE JUST MINUTES TO DOWNTOWN WINTER HAVEN FOR SHOPPING, RESTAURANTS AND COMMUNITY EVENTS. DON'T MISS OUT ON THIS LAKEFRONT VIEW OF LAKE BUCKEYE .

607 Country Lane Ne Unit 607, Winter Haven

Listing courtesy of FLORIDA HOME CHOICE REALTY. 863-412-2727

1050 Beach Lane, Winter Haven
$142,000
3 Beds ⋅ 2 Baths ⋅ S5156318 MLS
Welcome to this inviting 3-bedroom, 2-bath home offering 1,344 heated square feet of comfortable living space. This home features a spacious kitchen with plenty of cabinet storage space. All bedrooms are a good size. The home is ready to be converted into your ideal living space. The functional layout provides a welcoming atmosphere with plenty of room for everyday living. Outside, you'll find a convenient driveway for off-street parking and a backyard storage shed, offering additional space for tools, lawn equipment, or seasonal items. Whether you're searching for your first home, looking to downsize, or adding to your investment portfolio, this property offers a wonderful opportunity. Schedule your private showing today and see all that this home has to offer! All buyers must view the home before submitting an offer. The home is being Sold in As Is condition without any Warranty nor Guarantee by seller. The buyer is responsible for verifying ALL property information, room sizes, utilities and condition. HUD Case#: 098-129462

1050 Beach Lane, Winter Haven

Listing courtesy of REALTYCITY INC. 863-438-6605

235 6th Street Nw Unit 507, Winter Haven
$140,000
1 Beds ⋅ 1 Baths ⋅ L4965153 MLS ⋅ The Haven BLDG.
A piece of Winter Haven history with a view to match! Originally built in 1924 as one of Florida's premier hotels, The Haven has been a downtown landmark for over a century. During its prime, the hotel welcomed notable guests, including legendary author Ernest Hemingway and members of the Kennedy family. Today, this historic building offers something you won't find in your typical condo community: a century of character, an unbeatable location, and panoramic views of Downtown Winter Haven and Lake Howard. Inside, this updated condo features an open floor plan with tall ceilings, luxury vinyl flooring throughout, and a spacious walk-in closet. But one of the biggest selling points is just outside your door. Step onto your private balcony overlooking Lake Howard and downtown, where you can enjoy the views without ever leaving home. And when you're ready to get out, you're just minutes from downtown restaurants, local coffee shops, shopping, parks, the Saturday Farmers Market, and Winter Haven's Chain of Lakes. Whether you're grabbing coffee, heading out for dinner, or spending an afternoon exploring downtown, there's plenty to enjoy close to home. The Haven also features secured code entry, a community pool, and a library, with water and trash included in the HOA dues. Historic charm, modern updates, low-maintenance living, and a location that puts you right in the middle of what makes Winter Haven special. This isn't just another condo. It's an opportunity to own a piece of the city's history.

235 6th Street Nw Unit 507, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY. 863-577-1234

1220 33rd Street Nw, Winter Haven
$140,000
3 Beds ⋅ 1 Baths ⋅ S5157386 MLS
Great opportunity for investors and buyers looking for their next project! This property offers plenty of potential for those ready to bring their vision and creativity to the table. With no HOA, the next owner can enjoy added flexibility without the restrictions of a homeowners association. The property presents an opportunity to renovate, update, and create a space tailored to your goals. Whether you're looking for your next investment, rental property, or renovation project, this one is worth a closer look. The existing property provides a starting point for buyers looking to add value through improvements. Investors will appreciate the flexibility and potential this opportunity offers. Bring your contractor, ideas, and investment strategy and explore the possibilities. With the right vision, this property has the potential to become a valuable addition to your portfolio. Buyers looking for a project with upside potential will want to take a look. The property is conveniently located near everyday amenities and services. Enjoy the freedom of no HOA while planning your next steps. Opportunities like this are ideal for buyers ready to take on a project and make it their own. Don't miss the chance to explore the potential and possibilities this property has to offer. Schedule your showing today!

1220 33rd Street Nw, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509

300 Monterey Cypress Blvd, Winter Haven
$140,000
3 Beds ⋅ 2 Baths ⋅ 11925079 MLS
Welcome to Cypress Creek Village, where Florida living meets comfort, style, and convenience! This beautiful 2013 Maria 3-bedroom, 2-bath home is truly move-in ready and available upon park approval. With a spacious floor plan, numerous updates, wonderful furnishings, and NO REAR NEIGHBORS, this home offers privacy and plenty of room to enjoy the Florida lifestyle.- Step inside to a bright and open living area with laminate wood flooring, lighted ceiling fan, and an easy flow into the impressive eat-in kitchen. The kitchen features an island, abundant cabinetry and counter space, a large sink with sprayer, and appliances including a Bosch dishwasher, Frigidaire smooth-top range, built-in microwave, and NEW 2026 refrigerator. A glass dining table with four chairs is included.- The spacious king-sized primary retreat features laminate flooring, a ceiling fan, a large walk-in closet, and a private bath with a NEW dual vanity, vanity lighting, mirrored medicine cabinet, step-in shower, comfort-height commode, and large linen closet.- Two generously sized guest bedrooms provide plenty of space for family, friends, an office, or hobbies. One bedroom features a built-in desk, while the second has its own private entrance into the guest bath. Both offer laminate flooring, ceiling fans, and excellent closet space.- The 12' x 12' raised Florida room is your own private oasis! Located just off the kitchen, it features tinted windows, sliding glass door access, and an additional rear entrance. It is the perfect place to relax, entertain, or enjoy your morning coffee. Blinds, two rockers, and two chairs are included.- Additional features include a convenient laundry room with an LG washer and KitchenAid dryer, overhead cabinets and extra storage, plus an 8' x 10' shed for all your outdoor extras (tools not included). Enjoy the bonus of a whole-house TV antenna with 106 channels! The front landscaping was newly updated in 2026 for great curb appeal. FURNISHINGS INCLUDED!- All furnishings are included throughout the home, making this an even easier move. Just bring your personal belongings and start enjoying your new Florida home! PROPERTY HIGHLIGHTS- • 2013 Maria- • 3 Bedrooms / 2 Baths- • Beautifully maintained & move-in ready- • ONLY $140,000!- • NO REAR NEIGHBORS- • Raised 12' x 12' Florida room with tinted windows- • NEW refrigerator - 2026- • NEW front landscaping - 2026- • NEW dual vanity in primary bath- • Whole-house TV antenna - 106 channels- • ALL furnishings included- • Plenty of storage throughout- This is a wonderful opportunity to own a spacious, beautifully maintained 3-bedroom home in Cypress Creek Village for only $140,000! With the updates, furnishings, private Florida room, and peaceful setting, this one is ready for you to call home!-

300 Monterey Cypress Blvd, Winter Haven

Listing courtesy of Tanya Johnston with American Mobile Home Sales of Tampa Bay, Inc.

6666 Briarhill Drive Ne, Winter Haven
$140,000
2 Beds ⋅ 2 Baths ⋅ S5153400 MLS
Welcome home to this beautifully maintained residence in the highly sought-after Lake-n-Golf Estates, where comfort, convenience, and an active lifestyle come together. From the moment you arrive, you'll appreciate the attractive epoxy-coated driveway and the inviting front sitting area, creating the perfect private retreat to enjoy your morning coffee or unwind with a good book. Step inside to a bright, vibrant interior featuring luxury vinyl plank flooring installed just a few months ago, offering a fresh, modern feel throughout the home. A brand new roof, less than one year old, provides added peace of mind for years to come. Outside, you'll also find a convenient storage shed, offering plenty of space for tools, hobbies, or seasonal items. Lake-n-Golf Estates is a resident-owned 55+ community known for its welcoming atmosphere and outstanding amenities, including a golf course, heated community pool, clubhouse, shuffleboard courts, and a full calendar of social activities. Conveniently located near shopping, dining, medical facilities, and Winter Haven's beautiful Chain of Lakes, this home offers the perfect blend of relaxation and everyday convenience. Come experience all that this wonderful home and community have to offer.

6666 Briarhill Drive Ne, Winter Haven

Listing courtesy of KELLER WILLIAMS ADVANTAGE III. murraycoleman@kw.com

333 Lake Howard Drive Nw Unit 204D, Winter Haven
$139,999
3 Beds ⋅ 2 Baths ⋅ O6437272 MLS ⋅ 1 BLDG.
**Welcome to Imperial Harbours, a beautifully maintained 55+ active community surrounded by gorgeous landscaping and offering access to Winter Haven’s Chain of Lakes!** This spacious **3-bedroom, 2-bath second-floor corner condo** offers over 1,226 sq. ft. of comfortable living with an open-concept living/dining area, lovely kitchen with beautiful countertops and abundant cabinetry, plus an enclosed bonus room perfect for an office, sitting area, or hobby space. The generous primary suite features a private bath and large walk-in closet. Enjoy the peace of mind of a **BRAND-NEW A/C**, newer double-pane windows, updated bathroom vanities, fresh interior paint, and an in-unit washer and dryer. Additional features include an exterior storage unit, elevator access, covered assigned parking, guest parking, and community car wash. Enjoy resort-style amenities including a **heated pool, fitness room, billiards, recreation room, shuffleboard, BBQ grills, gazebo, fishing, dock access, and nearby boat ramp.** HOA includes **water, internet, cable, and trash!** Conveniently located near hospitals, restaurants, shopping, and everyday essentials. **Come experience the Florida lifestyle at Imperial Harbours—schedule your private showing today!**

333 Lake Howard Drive Nw Unit 204D, Winter Haven

Listing courtesy of UNITED REAL ESTATE PREFERRED. 407-243-8840

1704 Woodmount Lane, #517 Unit #517, Winter Haven
$139,900
3 Beds ⋅ 2 Baths ⋅ 12038163 MLS
3 Bed | 2 Bath | 1512 Sq. Ft. |Lot 517 | $139,900 Welcome to your new 3-bedroom, 2-bath manufactured home located in the beautiful Four Lakes Golf Club community. This charming residence features a spacious split bedroom floor plan, offering privacy and comfort for the whole family. The master bedroom is generously sized, complete with a cedar closet and direct access to a large master bathroom that boasts a huge soaking tub-perfect for relaxing after a long day. The home comes fully furnished, so you can move in without any hassle. Enjoy cooking in the updated kitchen equipped with brand new stainless steel appliances, including a washer and dryer for added convenience. A long, wide driveway leads to a 16' x 16' workshop, providing ample space for hobbies, storage, or projects. This home's prime location is just a short walk from the clubhouse, and as a bonus, it includes one year of free golf membership at Four Lakes Golf Club, making it an ideal choice for golf enthusiasts. Don't miss this opportunity to experience relaxed living in a vibrant community with excellent amenities!

1704 Woodmount Lane, #517 Unit #517, Winter Haven

Listing courtesy of Cheryl Dobbs with CRF Communities

4234 Rolling Oaks Drive, Winter Haven
$139,900
2 Beds ⋅ 2 Baths ⋅ P4939511 MLS
Walk right into this beautiful home located in Oakwood Estates, a 55+ community. You will find the home nicely furnished which all conveys with the sale of the home. The open living area at the front of the home has a beautiful lake view. The kitchen is open to another living space or dining area. The primary bedroom at the rear of the home is nice sized and will accommodate a king sized bed. The guest bedroom is attached to the guest bathroom offering privacy and convenience to your guests. The Lanai which is also air conditioned (vent behind the couch) offers a wonderful area to sit and enjoy your morning coffee where you can watch the world go by. Oakwood Estates offers many activities and amenities including two pools, two clubhouses, tennis courts, shuffle board, miniature golf and much more. You can stay as busy as you like or just sit back and enjoy the peaceful community. The golf cart is included in the sale of the home. The Sellers have a home warranty in place and with a reasonable offer will pay for three month to continue the plan. Make your appointment today to see this beautiful home.

4234 Rolling Oaks Drive, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

447 Village Circle Sw, Winter Haven
$139,900
2 Beds ⋅ 2 Baths ⋅ P4938447 MLS
This home is a must see!! This is a deeded lot where you own your land!! Very well maintained home located in Village Park, a 55+ community where dogs are allowed. The home features new thermal efficient windows and all new plumbing. The vapor barrier is also new. The kitchen is very open and functional. The living room is comfortable and inviting. The primary bath has a new vanity and the bedroom carpet is new. Plus, the laundry is located inside a closet in the hall bath. The vaulted ceilings give the feel of spaciousness. Outside you will find a double shed which opens to the the front and back. Sit on the front porch and enjoy your morning coffee or evening cocktail. The community features a clubhouse, pool, and shuffleboard. There are many activities available, or you can just sit back and enjoy the peaceful community. This home is a must see!

447 Village Circle Sw, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

6773 Brentwood Drive Ne, Winter Haven
$139,900
2 Beds ⋅ 2 Baths ⋅ P4938301 MLS
Your new Florida home is waiting for you. This home has many updates and improvements. The shingled roof was installed in December 2024 and the HVAC is 6 years old. A new vapor barrier has been installed. There are new plywood subfloors and luxury vinyl plank in the living room, dining room, hall, and both bathrooms. There is no carpet in this home. The kitchen is perfect for preparing all those special meals. The living room is open and spacious. The front Florida room is perfect for your morning coffee. Lake n Golf Estates, a 55+ community, offers many amenities including a pool, shuffleboard, and clubhouse. Join in the activities or just sit back and enjoy the peaceful community.

6773 Brentwood Drive Ne, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

1489 36th Street Nw, Winter Haven
$138,000
2 Beds ⋅ 1 Baths ⋅ L4966277 MLS
GREAT POTENTIAL WITH A SPACIOUS, PRIVATE BACKYARD! This 2-bedroom, 1-bath concrete block home offers approximately 572 square feet of living space on a generous 0.23-acre lot. One of the property's standout features is the fully fenced backyard, surrounded by mature trees that provide a nice sense of privacy and separation. Inside, the home features a simple, functional layout with tile flooring and room for personal touches and improvements. Whether you're looking for a smaller home to make your own or an investment opportunity, this property offers several possibilities. Conveniently located near schools, shopping, and everyday amenities in Winter Haven. With a little vision and effort, this property has the potential to become something special. Schedule your showing today and see the possibilities for yourself!

1489 36th Street Nw, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

6053 Southern Oaks Drive Se, Winter Haven
$136,900
2 Beds ⋅ 2 Baths ⋅ L4966370 MLS
Virtually Staged. Virtually Staged. Welcome to 6053 Southern Oaks Drive SE in the highly desirable Garden Grove Oaks, a friendly 55+ community where you own your land—no lot rent! This beautifully maintained and fully furnished 2-bedroom, 2-bath home offers 1,104 square feet of comfortable living space, plus an additional 190-square-foot Florida Room featuring all-new windows, creating the perfect spot to relax, entertain, or enjoy your morning coffee. The bright, inviting interior features an inside laundry room and comes complete with new kitchen appliances, making this home truly move-in ready. Major updates provide peace of mind, including energy-efficient windows installed throughout the home in 2020, a new water heater (2022), insulated Florida room roof update (2023), A/C replaced in 2019, and a roof installed in 2016. Whether you're looking for a year-round residence or the perfect Florida retreat, this home offers low-maintenance living in one of Winter Haven's most sought-after active adult communities. Garden Grove Oaks features a clubhouse, heated pool and spa, shuffleboard, and a full calendar of social activities—all with a low HOA and the added benefit of land ownership. Conveniently located near shopping, restaurants, medical facilities, golf courses, and major highways, this home is ready for you to start enjoying the Florida lifestyle.

6053 Southern Oaks Drive Se, Winter Haven

Listing courtesy of LOCKHART & ASSOCIATES INC. 863-293-1234

242 Winter Ridge Boulevard Unit 242, Winter Haven
$135,000
2 Beds ⋅ 2 Baths ⋅ L4964323 MLS ⋅ 242 BLDG.
Welcome to 242 Winter Ridge Drive in Winter Haven! This charming 2-bedroom, 2-bathroom home offers a comfortable and inviting open floor plan designed for easy everyday living and entertaining. The spacious living and dining areas flow seamlessly together, creating a bright, welcoming feel throughout the main living space. Both bedrooms offer plenty of room and privacy, with two full bathrooms adding convenience for homeowners and guests alike. Whether you're searching for a primary residence, seasonal Florida getaway, or low-maintenance home, this property offers plenty of potential. Conveniently located in Winter Haven with easy access to shopping, dining, medical facilities, and all that Central Florida has to offer. Schedule your private showing today and come see what 242 Winter Ridge has to offer!

242 Winter Ridge Boulevard Unit 242, Winter Haven

Listing courtesy of THE MARKET REALTY COMPANY. 863-999-4643

489 Village Circle Sw, Winter Haven
$135,000
2 Beds ⋅ 2 Baths ⋅ TB8534615 MLS
Welcome to easy, affordable Florida living! This well-maintained 2-bedroom, 2-bath manufactured home is nestled in Village Park, a desirable 55+ community in Winter Haven and offers the perfect blend of comfort, convenience, and an active lifestyle. With a low HOA and NO LOT FEES, you'll enjoy affordable, low-maintenance living. Inside, you'll find a bright and inviting floor plan featuring a spacious living room, a designated dining area, and a functional kitchen complete with a breakfast bar—perfect for casual meals or entertaining guests. The primary suite serves as a private retreat with a walk-in closet and an en suite bathroom. One of the home's standout features is the generously sized screened-in porch overlooking the peaceful community pond, providing the perfect place to enjoy your morning coffee or unwind while taking in the tranquil water views. Situated at the end of a quiet street with no through traffic, this home offers added privacy and a serene setting. A covered carport provides convenient parking. Residents of this welcoming 55+ community have access to fantastic amenities, including a sparkling community pool, clubhouse, shuffleboard courts, and a full calendar of social activities designed to keep you active and connected with your neighbors. Conveniently located just minutes from shopping, restaurants, medical facilities, parks, and everyday conveniences, this move-in-ready home is vacant and easy to show. Whether you're looking for a full-time residence or the perfect Florida getaway, this charming home offers the relaxed lifestyle you've been searching for.

489 Village Circle Sw, Winter Haven

Listing courtesy of JT REALTY & ASSOCIATES. 352-279-2640

3319 Avenue U  Nw, Winter Haven
$135,000
2 Beds ⋅ 1 Baths ⋅ S5152821 MLS
Investor special in the heart of the Inwood neighborhood — solid block construction, new roof (2024), and a location that puts you minutes from everything Winter Haven has to give. This two-bedroom (possibly could be a 3 bedroom), one-bath home sits on a fenced lot with mature shade trees, and the covered, screened front porch gives the place a real homey feel the moment you pull up. Inside you'll find ceramic tile throughout the bedrooms and living areas, ceiling fans in every room, and a converted single-car garage that works well as an additional bedroom or possibly a den, home office, or storage space. The layout is straightforward and functional — living room, eat-in kitchen, two bedrooms with built-in closets, and a full bath with pedestal sink and tiled shower. There's also a linen closet in the hall. A shed out back adds extra storage. And the size of the backyard allows for endless possibilities. The home currently has window AC units but no central air or heat system — a definite opportunity for a buyer to update to their preference and immediately add equity. Dual septic system on site. Water is public. The property is being sold as-is. Convenient to US-17, shopping, dining, Polk State College, the Chain of Lakes trail system, and downtown Winter Haven. No HOA. Great bones, priced to move.

3319 Avenue U Nw, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509

4146 Sprucewood Street, Winter Haven
$135,000
2 Beds ⋅ 2 Baths ⋅ P4939076 MLS
You won't want to miss this opportunity. This 1344 sf home located in Oakwood Estates, a 55+ community. From the carport walk into the lanai, perfect for entertaining. From there step through the French doors into the open and inviting home with an open and updated kitchen with newer appliances including a cooktop, built in double ovens, built in microwave, and nice sized refrigerator. Past the kitchen you will see the comfortable dining area with built in cabinetry. Then follow through to the spacious living room with more built in cabinets. Returning back through the kitchen you will find the family room area which is open to the kitchen, just perfect for those family and friends get togethers. The main bathroom has been updated with a beautiful shower and updated stool. The guest bedroom is attached to this bath. At the back of the home you will find the primary bedroom complete with two built in closets and a nice sized bathroom attached. The shingled room was installed in 2025 and the air conditioner and water heater were installed in 2021. Oakwood Estates offers many amenities as well as activities. You can join in on the activities or just sit back and watch the world go by.

4146 Sprucewood Street, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

1201 Cypress Vine Road, Winter Haven
$134,900
2 Beds ⋅ 2 Baths ⋅ 11986655 MLS
Welcome to Cypress Creek Village in Winter Haven, an active and friendly 55-plus gated community where Winter Haven is truly the place to be, with a low monthly lot rent of only $690.23. This 2020 Mandy model offers two bedrooms, two full master suites, and extensive custom upgrades throughout. Outside features an expansive covered carport alongside a decorative epoxy concrete driveway and pathway leading directly to the rear of the property. The exterior includes dedicated golf cart parking paired with a golf cart garage or storage shed. Enter inside to an open living area and kitchen finished with durable vinyl plank flooring, crown-molded ceilings, and plush carpeting in each bedroom. The kitchen is outfitted with 36-inch solid cabinetry, stainless steel appliances, and a classic farmhouse sink. A separate, dedicated laundry room provides added everyday convenience. Outdoor living includes an oversized lanai and an adjoining screened porch providing direct pond views. Cypress Creek Village amenities include a central clubhouse, swimming pool, hot tub and jacuzzi, fitness center, billiards room, library, pickleball courts, shuffleboard, horseshoe pits, and a private movie theater complete with fresh popcorn. The pet-friendly community is located minutes from local restaurants, LEGOLAND Florida, and championship golf across Dundee Road at Cypresswood Golf and Country Club. This home is absolutely beautiful. Schedule a showing today and make this dream home your reality.

1201 Cypress Vine Road, Winter Haven

Listing courtesy of Lisa Dobbs with LISA DOBBS LLC

6764 Brentwood Dr NE, Winter Haven
$133,000
2 Beds ⋅ 2 Baths ⋅ 11557144 MLS
Welcome to one of the most desirable 55+ communities in Florida! You have found this hidden gem located on a canal front lot between Lake Henry and Lake Hamilton in Northeast Winter Haven. This FURNISHED 2-bedroom, 2-bathroom manufactured home will offer you a relaxing move-in ready lifestyle with multiple upgrades. Some of the extras included in your purchase are a new roof, upgraded kitchen appliances, a large bonus 'Florida Room' with wall mounted A/C for added comfort, additional enclosed front patio, a workshop with laundry, and so much more...... Oh, and did I forget to mention, you OWN your lot! That's right -, NO LOT RENT! Here at Lake 'N Golf Estates you will enjoy multiple community amenities including a large multi-purpose clubhouse with daily and weekly activities, heated pool, spa, shuffleboard courts, a boat dock and boat ramp and low ANNUAL Hoa fees of only $550. This low fee makes this home affordable whether you choose to live here year-round or seasonally. Enjoy the convenience of living close to HWY 27, midway between Tampa and Orlando with easy access to dining, shopping, medical offices and of course the famous 'Winter Haven Chain of Lakes'. Call today to schedule your private showing.

6764 Brentwood Dr NE, Winter Haven

Listing courtesy of Toni Albritton with TONI ALBRITTON

150 El Dorado Unit 305, Winter Haven
$129,900
2 Beds ⋅ 2 Baths ⋅ G5120015 MLS ⋅ Hawaiian Building BLDG.
Discover the perfect blend of comfort, convenience, and relaxed Florida living in this inviting 55+ community! Tucked away in a secluded setting, this beautifully updated third-floor corner condo offers privacy, welcoming spaces, and charming courtyard views. Ideally located near the elevators, this spacious 2-bedroom, 2-bathroom residence features an open-concept dining and living area, oversized bedrooms with walk-in closets, and a Florida room seamlessly opened to the family room—creating the perfect space to relax or entertain while enjoying the tranquil views below. The primary bedroom offers the convenience of an ensuite bathroom, while the second bathroom features a tub/shower combination. The updated interior boasts stainless steel appliances, including a gas range, and recessed lighting, adding a fresh, modern touch. Enjoy the convenience of assigned parking, including one covered space. Community laundry facilities are located on the second floor, with the option to install a washer and dryer in the primary bedroom closet, subject to HOA approval. Even better, the condo fees include water, sewer, trash, gas, internet, and cable, making budgeting that much easier! Offered furnished, this condo is move-in ready and makes an ideal vacation getaway or second home! Simply bring your suitcase and start enjoying the Florida lifestyle. Come discover the comfort, value, and convenience that make this condo a wonderful place to call home!

150 El Dorado Unit 305, Winter Haven

Listing courtesy of FLORIDA REALTY MARKETPLACE. 863-877-1915

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