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$215,000
3 Beds ⋅ 3 Baths ⋅ Hartridge Landing SubDv. ⋅ 33881 Zip Code
Check out this wonderful opportunity to own a spacious 3-bedroom, 2.5-bath home in the desirable 55+ community of Hartridge Landings! This well-maintained community offers a low HOA fee that includes access to the community pool and a private boat ramp on Lake Hartridge, providing access to Winter Haven's renowned Chain of Lakes. Step inside to an open and versatile floor plan featuring two expansive living areas that have endless possibilities for entertaining, relaxing, or creating a dedicated den, formal living room, or family room. The spacious first-floor primary suite serves as a private retreat, complete with an en-suite bathroom featuring dual sinks and a walk-in shower. The galley-style kitchen is conveniently located just off the dining area and offers the perfect space for a cozy breakfast nook. Also on the first floor are a half bath, a generously sized laundry room with built-in shelving, and a flexible office/bonus room with a built-in desk. Both the kitchen and office provide direct access to the private courtyard, creating a great space for outdoor relaxation or entertaining. Upstairs, you'll find two generously sized guest bedrooms and a full bathroom, providing plenty of space for family and visitors. Conveniently located near shopping, dining, medical facilities, and everyday conveniences, this home offers the perfect combination of comfort, functionality, and low-maintenance living. Schedule your private showing today!

2216 Starboard, Winter Haven
$110,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Pack your bags and move right into this fully furnished home. You won't find any carpet in this well maintained home with new vinyl plank flooring in the living room, dining room, and kitchen. The refrigerator, dishwasher, and washer and dryer have been updated in the last few years. Sit on the bright and inviting front porch with your morning coffee. Oakwood Estates, a 55+ community offers many activities and amenities including 2 pools, 2 clubhouses, shuffleboard, tennis courts, miniature golf and bocci ball. Make your appointment to see this lovely home today!!

4242 Cedarwood Street, Winter Haven
$140,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
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
$119,000
2 Beds ⋅ 2 Baths ⋅ Spring Lake Towers SubDv. ⋅ 33881 Zip Code
PRICED TO SELL!! **GORGEOUS VIEWS FROM THIS FURNISHED DIRECT LAKEFRONT CONDO** THE 2ND BEDROOM EXTENDS THE LIVING AREA AND CAN BE CLOSED FOR GUEST BEDROOM USE. THIS BEAUTIFUL CONDO IS ON THE SOUTH "CHAIN OF LAKES" IN WINTER HAVEN, FLORIDA (CENTER OF THE STATE LOCATION). THE NICE QUALITY FURNITURE IS INCLUDED. The monthly fee includes cable, internet, water, sewer, trash removal, roof, building insurance, ground maintenance, use of the pool, recreational room, exercise room, and library. The custom design features in this condominium are; raised panel wood cabinets in the kitchen, beautiful granite countertops, custom tile backsplash, stainless steel appliances, and up to date paint selections. Spring Lake Towers Condominium is an (age 55+) NON-SMOKING, NO PETS complex. BOAT SLIPS are currently available for a reasonable yearly fee. This condo complex is immaculate and conveniently located to grocery, shopping, movie theater, medical, places of worship, restaurants, bus line & downtown Winter Haven. Spring Lake Towers holds occasional social events and planned group activities if you wish to participate. This is truly living the Florida lifestyle with a gorgeous lakefront setting. Make this your full-time residence or a winter home. All information is believed to be accurate but not guaranteed. Make your showing appointment today as it is sure to sell quickly. Measurements are approximate.

700 Mirror Terrace Nw Unit 506, Winter Haven
$124,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Walk right in to this fully furnished home located in Oakwood Estates, a 55+ community. The kitchen is laid out perfect for entertaining and contains a large pantry for storage. The living area is open and spacious with cathedral ceilings to make it feel even more open. The area currently used for a dining area could also be used as a family room or second living area. The primary bedroom can easily accommodate a king sized bed. The walk in closet offers plenty of space for all your clothes. The air conditioner is approximately 4 years old and the roof over offers extra insulation value to the home. Oakwood Estates offers many activities and amenities to keep you as busy as you would like, or just sit back and enjoy the peaceful community.

4158 Rolling Oaks Drive, Winter Haven
$129,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Location! Location! Location! This beautiful fully furnished home in Oakwood Estates is located next to the pool, tennis courts, and smaller clubhouse. Walk into the lanai as you enter the home. Once inside the home you will find a cozy family room and an open and and appealing kitchen just perfect for entertaining. The living room beyond the kitchen is open and spacious. The refrigerator was new in 2025. The guest bedroom opens onto the guest bath giving your overnight guest their own bathroom. The primary bedroom is large enough for a king sized bed, plus lots of closet storage space. The laundry with new washer and dryer is located inside the home. The roof was done in 2019 and the air conditioner in 2024. And if that isn't enough, there is new carpet throughout the home. Oakwood Estates is a 55+ community offering many activities and amenities. You can stay as busy as you would like, or just sit back and watch the world go by.

4132 Sprucewood Street, Winter Haven
$99,000
3 Beds ⋅ 2 Baths ⋅ Imperial Harboursphases 01 & 02 SubDv. ⋅ 33880 Zip Code
Picture yourself in this top-floor, 3-bedroom, 2-bathroom condo with a Sun/Florida room, nestled in the desirable Imperial Harbor community of Winter Haven. With easy access via an elevator, this is the peaceful 55+ retreat you’ve been searching for!Imagine waking up and enjoying a morning stroll to the private community dock on Lake Howard, where you can cast a fishing line or set off on a boat ride—and yes, boat docking is INCLUDED in your HOA dues! Spend your afternoons soaking in the heated pool, staying active in the fitness center, or playing a friendly round of shuffleboard or billiards. This is truly resort-style living at its finest. Centrally located only about 45 minutes to Tampa or Orlando.Step inside to discover a bright, open layout with a spacious kitchen, perfect for entertaining. The primary suite boasts a walk-in closet, while the additional bedrooms provide plenty of space for guests, hobbies, or a home office. Plus, the in-unit laundry closet comes equipped with a washer and dryer for ultimate convenience.Best of all, your water, basic cable, and internet are included, making for effortless, low-maintenance living. This is the dream lifestyle you deserve—schedule your private tour today and make it yours!

333 Lake Howard Dr Nw Unit 314D, Winter Haven
$164,900
2 Beds ⋅ 2 Baths ⋅ Spring Lake Towers SubDv. ⋅ 33881 Zip Code
Winter Haven's premier condominium located directly overlooking the picturesque Lake Spring that is part of the famous 17-lake Winter Haven Chain of Lakes. Be the first to enjoy this beautiful extensively remodeled and upgraded 5th floor corner Deluxe unit directly off of the elevators. Lots of natural light through the expansive windows looking out to Lake Spring and over the pool area. Lots of storage closets and an extra storage locker. Its turn-key & ready to move into. Exquisitely maintained building and has passed the newly required Florida State Milestone Inspection & Reserves Study. Many amenities including an owner covered assigned parking space plus guest parking, boat slips & fishing pier, paver brick pool area, large work-out room, library and community room w/ kitchen. Outdoor grills for your use, shuffle board & patio furniture on the huge pool deck overlooking Lake Spring. Publix shopping center by walking across the side street is a great convenience. Close to downtown No pets or smoking. Owner will consider different leasing and/or purchase & financing options. Short term seasonal or long term lease. Tenants and/or buyers have to be approved and interviewed by the HOA as this is a 98% owner occupied building. Nicest condominium building in Polk County with full-time maintenance and management on-site daily.

700 Mirror Terrace Nw Unit 507, Winter Haven
$150,000
2 Beds ⋅ 2 Baths ⋅ Winter Ridge Condo SubDv. ⋅ 33881 Zip Code
Newly Remodeled Kitchen and Bathrooms! Welcome to Florida living at its best in this beautifully updated 2-bedroom, 2-bath home offering comfort, style, and an easygoing waterfront lifestyle. Step inside to a bright, open floor plan featuring modern finishes, wood-look flooring, and inviting living spaces perfect for relaxing or entertaining. The remodeled kitchen and bathrooms add a fresh, move-in-ready feel throughout the home. The spacious primary suite offers a peaceful retreat with sliding glass doors leading to the screened and covered lanai. The lanai has been divided, with one portion enclosed to create a versatile bonus room that can be used as a home office, reading nook, fitness space, hobby room, or additional sitting area. The space can also be converted back into a full lanai, giving the new owner flexibility to customize it to their needs. Step outside to the private tiled patio, an ideal spot for morning coffee, evening relaxation, or entertaining family and friends. This desirable community offers amenities rarely found at this price point, including assigned covered parking, a sparkling community pool, and direct access to beautiful Lake Smart with a private boat ramp. Enjoy boating, fishing, kayaking, or peaceful sunsets over the water—all just steps from home. Conveniently located near shopping, restaurants, medical facilities, and major roadways, this move-in-ready property delivers the convenience today’s buyers want and the Florida lifestyle they’ve been dreaming about. Don’t miss this opportunity—schedule your private showing today and discover everything this beautiful home and community have to offer!

622 Ridge Terrace, Winter Haven
$94,900
2 Beds ⋅ 2 Baths ⋅ Hawaiian A Condo SubDv. ⋅ 33884 Zip Code
Discover this charming first-floor corner unit condo in the highly sought after Orchid Springs community in SE WInter Haven. This 2 bedroom 2 bathroom condo features a desirable split floor plan with an oversized living area perfect for entertaining or relaxing. Both bedrooms boast generous walk-in closets , and offers abundant storage throughout. Enjoy the convenience of a first floor corner location with a covered parking spot. The nice open layout makes every day maintenance free living easy and comfortable. Residents of Orchid Springs love the prime location minutes from shopping,dining, medical facilities, and Legoland, while being centrally situated between Tampa and Orlando for easy access to everything Central Florida has to provide. The HOA takes care of the details including grounds maintenance, water , sewer and gas giving you more time to enjoy the Florida Lifestyle. Whether you are looking for a primary residence or a winter retreat , this first floor corner unit is a fantastic opportunity in a desirable community. Schedule your showing today and make this condo your new home!

150 El Dorado Unit 105, Winter Haven
$235,000
2 Beds ⋅ 2 Baths ⋅ Traditions Ph 2a SubDv. ⋅ 33884 Zip Code
Welcome to the vibrant lifestyle of Traditions, one of Winter Haven’s most desirable gated 55+ communities! Built in 2020, this impeccably maintained villa offers 2 bedrooms, 2 bathrooms, and 1,385 sq. ft. of beautifully designed living space that perfectly blends comfort, elegance, and low-maintenance Florida living. Step inside to an inviting open-concept floor plan filled with natural light, high ceilings, and stylish ceramic tile flooring throughout the main living areas. The spacious living and dining areas are ideal for entertaining guests or simply relaxing in comfort. The modern kitchen is a standout feature, showcasing solid wood cabinetry, granite countertops, stainless steel appliances, and generous prep space for everyday living and special gatherings alike. The spacious primary suite offers a large walk-in closet and a private en-suite bath designed for comfort and convenience. Sliding glass doors lead to a screened-in porch where you can unwind and enjoy Florida’s beautiful weather year-round. Living in Traditions means enjoying an exceptional array of resort-style amenities, including a lakeside heated pool, elegant clubhouse, fitness center, tennis, pickleball, and shuffleboard courts, plus private access to Lake Ruby with a community boat ramp and dock. Even better, the HOA covers exterior maintenance, lawn care, and high-speed internet, allowing you to truly enjoy a carefree lifestyle. Ideally located near shopping, dining, hospitals, and Legoland, this stunning villa offers the perfect opportunity to enjoy the best of Central Florida living. Don’t miss your chance to own a beautiful home in one of Winter Haven’s premier active adult communities!

3023 Caneel Street, Winter Haven
$99,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Move right into this fully furnished home. This home offers lots of space with walk in closets in both bedrooms and a new vanity in the primary bathroom. Plus the lanai offers extra living space as well as the bonus room on the front of the home. The refrigerator and washer and dryer are newer. The metal roof was installed in 2024. Oakwood Estates, a 55+ community, offers many activities and amenities, so you can be as busy as you would like, or just sit back and enjoy the peaceful community. The home is sold furnished with the items you see in the home when you tour it.

4253 Cedarwood Street, Winter Haven
$195,000
2 Beds ⋅ 2 Baths ⋅ Doves Rest Add SubDv. ⋅ 33884 Zip Code
Welcome to your new home, located in Dove's Rest, a 55+ community. This home features an open living area with a new refrigerator and stove. The Air Conditioner was installed in 2024 and the roof is 2021. The windows are a double pane window for added insulation value. The washer and dryer are located inside the home for convenience. This home will be sold mostly unfurnished with the bed in the second bedroom, bar stools, kitchen table, and mounted TV remaining. One dog under 20 lb is allowed. The community offers many activities and amenities including a clubhouse, pool, and shuffleboard. Join in with the many activities or just enjoy the peaceful community.

4925 Cypress Gardens Road Unit 100, Winter Haven
$95,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Check this out!! The home has new vinyl plank and new carpet in the bedrooms and a new roof in 2025. Enjoy the nice sized living room with relaxing cool blue paint and chair rail. Additionally there is a built in for additional storage and display area for your trinkets. The kitchen offers a nice flooring, with upgraded countertops and lots of cabinets and storage. The hall bathroom has been upgraded with vinyl plank and a custom shower. The primary bathroom offers nice space and a walk in closet. All the floors have plywood subfloors with vinyl plank or carpet. The back porch on the home has been framed in and divided into two office spaces. The walls at the back of the house are freestanding and can be easily removed revealing the glass behind them. Step out the back door onto a covered porch area allowing access to the shed that houses the washer and dryer. Oakwood Estates, a 55+ community, offers many activities and amenities. You can be as active as you would like or just sit back and watch the world go by. The Seller is a smoker inside the home. Please beware if you have smoke allergies.

4173 Rolling Oaks Drive, Winter Haven
$146,000
2 Beds ⋅ 2 Baths ⋅ Brookhaven Village First Add SubDv. ⋅ 33881 Zip Code
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
$115,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Check out this well maintained home located in Oakwood Estates, a 55+ community, located in Sunny central Florida. The home features a very open and inviting kitchen, perfect for entertaining. The cooktop and built in oven have been updated. Step into the primary bedroom to find plenty of space for a king size bed, then step into the remodeled and updated primary bathroom. The split bedroom floor plan offers privacy to guests with a bathroom conveniently located outside the door. All the flooring is a laminate with no carpeting in the home. Enjoy the peaceful screened side porch. The home is located on a corner lot with a Florida room giving views of both streets, a great place for your morning coffee. The double pane windows and window AC offers additional living space when guests arrive. Oakwood Estates offers many amenities and activities. You can be as busy as you would like or enjoy the peaceful community and watch the world go by.

4155 Sprucewood Street, Winter Haven
$154,000
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
OWN YOUR LAND! This home is located in Garden Grove Oaks, a community close to everything! A Clubhouse, pool, shuffleboard courts, and screened in hot tub to enjoy in the friendly 55+ community. An open front porch to enjoy the beautiful weather is enhanced by the front yard garden under the mighty oak! (Tree has been maintained/trimmed regularly) Light and bright, with laminate flooring throughout. The floor plan is open with the living room and dining room upon entering. The kitchen provides space for a bistro table, has a pantry, and great cabinet space. New Ceiling fans, faucets, regularly maintained AC, with 25 yr shingles from 2015. Inside laundry also has a utility sink! Both bedrooms are well sized and have walk-in closets. Primary bedroom has an en suite bathroom. Average total utilities are $150/month...water, sewer, electric! The owner has provided a copy of their 4-Point report just done in March for their insurance company. No grey pipe!

6309 Grove Pointe Drive Se, Winter Haven
$139,900
2 Beds ⋅ 2 Baths ⋅ Lake N Golf Estates SubDv. ⋅ 33881 Zip Code
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
$599,900
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code
Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this immaculately maintained three-bedroom, two-bath home with a den offers exceptional comfort and elegance, including a beautiful primary suite with its own relaxing sitting room and a sparkling 7½' x 36' bromine pool awaiting your enjoyment. From the striking stone front elevation and bronze screened front entry to the expansive 51' x 13' bronze screened veranda, this home impresses at every turn. Perfectly positioned on a large pond with a nature preserve beyond, it provides delightful sunrise views and frequent sightings of the abundant wildlife that makes Lake Ashton so special. Step inside through the elegant double glass doors and immediately notice the clean, crisp, and welcoming feel that creates the ideal setting for both relaxed everyday living and gracious entertaining. The interior showcases stunning terraced crown molding, coffered ceilings in both the living room and primary bedroom, and five solar tubes that fill the home with abundant natural light. The kitchen is beautifully appointed with gorgeous cabinetry featuring two glass-front cabinets, a wine rack, and rich black granite countertops, complemented by a large walk-in pantry offering generous storage space. Both bathrooms include walk-in showers and granite counters, adding style and convenience. One of the home’s most remarkable highlights is the expansive screened enclosure with pool at the rear of the property, where the views of the pond, wildlife, and nature preserve are among the finest along Hogan Lane. Additional peace of mind comes from an updated air conditioning system and a roof that is only three years old. Residents of Lake Ashton enjoy unmatched amenities including two championship 18-hole golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, theater, pickleball courts, bowling alley, and so much more, creating an active and fulfilling lifestyle. This exceptional property offers the perfect blend of comfort, convenience, and community—schedule your private showing today and experience the very best of Florida living.

5365 Hogan Lane, Winter Haven
$125,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
This home is a MUST SEE? You will find many updates in this home from the beautiful granite counters in the kitchen and new kitchen cabinets to the remodeled bathrooms. All flooring is either ceramic or vinyl flooring. The Singled roof is approximately 11 years old and the ac was installed in 2025. The water heater was installed in 2024. A new refrigerator was installed in Sept 2026. This home will be sold mostly furnished. If that isn't enough, from the carport area there is a beautiful view of the lake and lakeside amenities. Oakwood Estates is a very active 55+ community offering many amenities including two pools, two clubhouses, miniature golf, tennis courts, shuffleboard and more. You can be as busy as you want, or just sit back and enjoy peaceful Florida living. Visit the Oakwood website for more info on the community and to see the governing docs.

4918 Rosewood Street, Winter Haven
$279,900
3 Beds ⋅ 3 Baths ⋅ Buckeye Heights SubDv. ⋅ 33881 Zip Code
Experience lakefront living at its best in this 2-story townhouse with 3 bedroom 3 bath on Lake Buckeye, located just minutes from Winter Haven. Christian School. !Enjoy breathtaking panoramic lake views from the living room, master bedroom balcony, . this spacious home is perfect for anyone looking to customize their living space. This property has great potential and features an oversized attached 2-car garage with ample storage space and access to a private lift station. Don't miss out on the chance to make this lakefront gem your own. Investment Only.Tenant Occupied. Lease start on 04/01/2026 & Expire On 03/31/2026. $1950/M.CASH FLOW INVESTMENT. INVESTMENT OLY WITH 20% DOWN. DSCR BUSINESS LOAN.

1502 Ne Buckeye Road Ne Unit 2, Winter Haven
$565,000
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph Ii North SubDv. ⋅ 33884 Zip Code
NOW OFFERED AT $565,000! BRAND NEW LUXURY VINYL FLOORS just installed in the living room, dining room and office. If you have viewed this home before, It definitely needs a second look. Experience resort-style living in the highly sought-after 55+ Lake Ashton Golf Club Community with this exceptional Ashton floor plan, offering 3 bedrooms, 2 baths, a den, and 2,512 sq. ft. of beautifully designed living space. From the paver driveway, manicured landscaping, and elegant leaded-glass French doors to the light-filled open interior, this home reflects pride of ownership throughout. Plantation shutters and a wall of 8-foot sliding glass doors create a seamless connection between the indoor living space and the private outdoor retreat. The spacious kitchen features Seacrest Birch cabinetry with soft-close drawers, Silestone countertops, generous workspace, and abundant storage. The primary suite offers custom his-and-her closets and a granite makeup vanity, while the den provides flexible space for an office, hobbies, or guests. Step outside to an oversized screened veranda featuring custom flooring, a beautifully designed outdoor kitchen, and a heated saltwater pool—the perfect setting for relaxing or entertaining while enjoying the Florida lifestyle. The extended garage provides additional space for longer vehicles and a golf cart and features epoxy flooring and screened garage doors. This certified Green Home by Environments for Living was designed with energy efficiency in mind. Lake Ashton offers an incredible resort-style lifestyle with golf, clubhouses, fitness facilities, swimming, pickleball, tennis, dining, social activities, and more. At $565,000, this beautiful pool home offers an exceptional opportunity to enjoy the Lake Ashton lifestyle. Schedule your private showing today! Washer, dryer, and front flagpole do not convey.

6261 Pinehurst Loop, Winter Haven
$125,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Open and spacious living area is the best way to describe this home. The home features two living areas plus the lanai for additional space. The primary bedroom is large offering two built in closets and a spacious bathroom. The guest bedroom has the bath attached, perfect for visiting guests. The kitchen has an updated island perfect for entertaining. The laundry is located inside the home. Move right into this home, perfect for full time living and spacious for entertaining all the visitors you may have. The TPO roof was installed in 2022 and the ac is 10 years old. Oakwood Estates is a 55+ communities with lots of amenities including two clubhouses, two pools, miniature golf, shuffleboard, tennis courts, and much more. There are activities every day. You can join in or just sit back and enjoy the peaceful community.

4239 Cedarwood Street, Winter Haven
$114,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Pack your bags and move right into this fully furnished home. This home has many updates!! Although the bedrooms have updated carpets there is nice wood laminate flooring throughout the main living areas with plywood subfloor. The baths and front porch area have updated tile flooring. The kitchen has newer appliances, a beautiful mosaic backsplash and updated counter tops. All the windows are updated with double pane, thermal, tilt in windows. The updated entry door has blinds between the half glass that you can open for the light or close for privacy. Both bathrooms have updated vanities. Enjoy the updated and modern light fixtures. The HVAC was installed in July 2023. The roof is a roof over adding extra insulation value to the home. Oakwood Estates is an active 55+ communities offering many amenities as well as activities. You can be as busy as you would like or just sit back and enjoy the peacefulness of the community.

4056 Rolling Oaks Drive, Winter Haven
$220,000
2 Beds ⋅ 2 Baths ⋅ Lucerne Park Fruit Assn SubDv. ⋅ 33881 Zip Code
One or more photo(s) has been virtually staged. Enjoy true Florida lakefront living in this spacious 2-bedroom, 2-bath home offering almost 1800 square feet of heated living space, perfectly positioned on a waterfront lot with your OWN private dock, ideal for relaxing, fishing, or simply taking in the peaceful views of Lake Henry. Inside, the home features a large kitchen with a center island, Stainless Steel appliances including a built-in oven & cooktop, with plenty of cabinet space for storage and functionality. The oversized family room offers some of the most beautiful lake views in the home, creating a bright & welcoming gathering space. French doors lead into the additional Florida room under air and heat, where the panoramic water views continue and provide a perfect year-round retreat. Both bedrooms are generously sized, with the primary suite featuring a large ensuite bathroom complete with a walk-in closet, double sinks, a shower and a garden tub. The guest bathroom has been updated, offering a fresh and modern feel. Additional interior features include an entry foyer, inside laundry room, and ample storage space including a dedicated storage room. Outdoor living is just as impressive, with oversized parking, a carport, a large, screened room, a paved open patio, & an additional storage shed. The combination of covered and open spaces makes it easy to enjoy the Florida lifestyle throughout the year. Major updates include a new roof in 2025, updated windows, & updated plumbing for added peace of mind. Located in Lake n Golf Estates, a desirable lakefront, LAND-OWNED 55+ no pet community, residents enjoy access to amenities including a pool, spa, clubhouse, shuffleboard, & community boat ramp & dock, with boat slips available subject to availability. Conveniently situated near Hwy 27, medical facilities, shopping, and dining, the community also offers low HOA fees of $550 per year, adding to its overall appeal. Schedule your private showing today, lakefront homes at this price point do not last long.

6825 S Lake Henry Drive Ne, Winter Haven
$118,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Move right into this very well maintained home. This home features some new vinyl flooring and newer windows. The hall bathroom has been upgraded with a new vanity and flooring. The home has had new plumbing installed in 2025 including a new water heater and washing machine. Just pack your bags and move right into this fully furnished home. Oakwood Estates, a 55+ community offers many amenities and activities. You can be as busy and join all the activities or just sit back and enjoy the peaceful community.

4228 Cedarwood Street, Winter Haven
$90,500
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! 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 1176 Square ft. 2 bedroom 2 bath 1991 mobile home with a front facing enclosed Florida room. The king size master bedroom has a walk-in closet and a private bathroom with step in shower. 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.

188 Sweet Circle Drive, Winter Haven
$96,000
3 Beds ⋅ 3 Baths ⋅ Orchid Spgs Vill 400 San Miguel SubDv. ⋅ 33884 Zip Code
Short Sale. Welcome to this beautifully updated mostly furnished end unit condo located on the second floor offering 1,666sf of comfortable living space in the desirable 55+ community of Orchid Springs. Tucked away in a serene setting, this end unit offers exceptional privacy & a peaceful feel while enjoying the security & convenience of community living. Inside you will find updated luxury vinyl flooring, windows, Stainless appliances & blinds, creating a move in ready space with modern touches throughout. The kitchen appliances, washer/dryer were all just replaced in 2024! A/C was replaced in 2022. Wonderful split floor plan which offers 3 bedrooms and 2 full bathrooms, plus a guest half bathroom. There is an extended living room/ enclosed Florida room as well which is adding on to the spacious feel of this great unit. The bedrooms have plenty of storage space. All appliances are included also including the washer/dryer. The extended living space/enclosed Florida room provides the perfect place to relax and enjoy the tranquil surroundings and amazing views. Orchid Springs is a private, well-maintained community featuring a clubhouse and community pool. Located in Winter Haven, right of Overlook Dr. with easy access to shopping, churches, dining and medical facilities, this home offers the perfect blend of comfort, privacy and active 55+ living. Located in Central Florida, about 1 hour from Orlando and Tampa and 1,5 hour to each coast this is the perfect spot for affordable retirement living in the Sunshine State!

400 El Camino Drive Unit 210, Winter Haven
$109,900
2 Beds ⋅ 2 Baths ⋅ Winter Haven Harbour Apts Condo SubDv. ⋅ 33881 Zip Code
Welcome to Winter Haven Harbor condos a 55+ community. This two bedroom one bath condo is an end unit and it is on the first floor, very close to your parking spot. The home has Nice laminate flooring throughout. The Dining room is next to kitchen, a little open concept area. The master bedroom has a nice size walk in closet. The home also boasts new energy efficient windows. The community features a massive heated pool, clubhouse with exercise room, kitchen, pool table, shuffleboard, and a grilling area with a nice area to entertain friends and family. This community also features a car washing area. Public bus transportation-Citrus connection available right out front. Buyer approval required. You are walking distance from shopping, Hospital and other medical centers. Centrally located between Tampa and Orlando. Schedule your appointment to view this home and make it yours today.

1700 6th Street Nw Unit C1, Winter Haven
$195,000
4 Beds ⋅ 2 Baths ⋅ Lake N Golf Estates Add SubDv. ⋅ 33881 Zip Code
Discover lakeside living at its finest in this spacious 4-bedroom, 2-bath home located in the highly desirable 55+ community of Golf & Lake Estates in Winter Haven. Here, you own both the home and the land—a rare find in this area. Perfectly positioned with Lake Henry as your backyard, this home offers stunning water views from the large living area, where expansive windows fill the space with natural light and frame the peaceful scenery. This well-maintained community features outstanding amenities, including a marina, pool, spa, clubhouse, and a storage lot for RVs or boats. Whether you love fishing, boating, or simply relaxing by the water, this property provides the ideal setting. Enjoy the serenity of lakeside living with the convenience of an active, friendly neighborhood. Don’t miss the chance to call this beautiful lakefront property home!

6827 S Lake Henry Drive Ne, Winter Haven