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1675 Glen Abby, #778 Unit #778, Winter Haven
$129,900
3 Beds ⋅ 2 Baths ⋅ 12049703 MLS
3 Bed | 2 Bath | 1660 Sq. Ft. | Lot 778| $129,900 Discover comfortable resort-style living in this beautifully maintained 2002 Jacobsen manufactured home ideally situated on a desirable corner lot in the gated Four Lakes Golf Club community, A spacious double-wide carport provides convenient covered parking. The furnished home features attractive Pergo flooring, custom kitchen cupboards, a large pantry and custom mouldings that add character throughout. The primary bathroom includes an updated, oversized shower for added comfort and convenience. Enjoy year-round relaxation in the enclosed glass lanai, complete with air conditioning for comfortable use in every season. As an added bonus, the home includes a golf cart and one year of free golf making it easy to embrace the active Four Lakes lifestyle from day one.

1675 Glen Abby, #778 Unit #778, Winter Haven

Listing courtesy of Cheryl Dobbs with CRF Communities
606 Pavare Court Unit 606, Winter Haven
$129,900
2 Beds ⋅ 2 Baths ⋅ L4965031 MLS ⋅ Bay BLDG.
2 Bedroom/2 Bathroom downstairs Condo in Orchid Springs. Laminate flooring throughout. Kitchen with gas stove, stackable washer/dryer, and pass thru window to Dining area. Primary Bedroom has a walk in closet. Close to shopping, Legoland, and minutes to HWY 27. Call today for an appointment to view.

606 Pavare Court Unit 606, Winter Haven

Listing courtesy of LOCKHART & ASSOCIATES INC. 863-293-1234
1682 Glen Abby Lane, #715 Unit #715, Winter Haven
$129,900
3 Beds ⋅ 2 Baths ⋅ 11933334 MLS
3 Bed | 2 Bath | 1472 sq. ft. | $129,900 | Lot 715 Enjoy relaxed Florida living in this beautifully furnished 2002 Jacobsen manufactured home offering 1,472 square feet of living space with spectacular views of the golf course, pond, and surrounding wildlife. Located at Four Lakes Golf Club, this home is designed for both everyday living and entertaining. The spacious living room flows into a separate dining area, creating an inviting space for meals and gatherings. The well-appointed kitchen features a convenient breakfast area at the end of the kitchen, perfect for morning coffee or casual dining. Enjoy the best of outdoor living with a beautiful lanai and an additional outdoor patio, providing plenty of space to relax, entertain, or simply take in the peaceful views. Watch golfers pass by, enjoy the pond and wildlife, and experience the natural beauty surrounding your home. Whether you're looking for a seasonal getaway, a full-time residence, or a place to enjoy your love of golf, this home offers an inviting combination of comfort, scenery, and convenience. This home comes with one year free golf and a golf cart. Come see this charming Jacobsen home and discover the lifestyle waiting for you at beautiful Four Lakes Golf Club.

1682 Glen Abby Lane, #715 Unit #715, Winter Haven

Listing courtesy of Cheryl Dobbs with CRF Communities
4212 Cedarwood Street, Winter Haven
$129,900
2 Beds ⋅ 2 Baths ⋅ A4692973 MLS
Spacious living plan and Luxurious Kitchen just updated for the top Chef status. As you come in through the covered carport you'll notice the Newly installed flooring that really shines. There are 2 Living Room areas one of which you could close off for a 3rd bedroom. Large Master Bedroom and Bath. Skirting around the home has just been replaced for a new look. Not to mention all of the amenities offered with the community swimming pool, pickleball, tennis courts and putt putt golf course. This property is located on the dog approved residence street, so Fido is in luck. New AC unit was replaced in 2026. You're in close proximity to all the Central Florida attractions. Hurricane/ Tie Down Straps Replaced 2023. Ceiling fans have been updated w/ remotes. UPDATE: New Linoleum flooring has just been professionally installed throughout the entire home to match the kitchen, along with new baseboards.

4212 Cedarwood Street, Winter Haven

Listing courtesy of FLORIDA HOMES REALTY & MORTGAGE. 904-996-9144
1073 La Costa Lane, #175 Unit #175, Winter Haven
$129,900
3 Beds ⋅ 2 Baths ⋅ 11695323 MLS
3 Bedroom | 2 Bath |1,478 sq ft | $129,900 Four Lakes Golf Club Lot 175 Welcome to this beautifully maintained home with a bright and inviting living space, perfectly positioned on a desired corner lot with sweeping golf course views. From the moment you arrive, the curb appeal sets this home apart. Lush, vibrant landscaping wraps the property in color and texture, highlighted by manicured lawns, mature palms and thoughtfully designed garden beds that create a serene, resort-like setting. Step outside to your spacious lanai and take in the peaceful golf course backdrop-an ideal place to sip your morning coffee or unwind at sunset. This home includes a golf cart garage, your own golf cart, and a FREE one-year golf membership, offering a true lifestyle upgrade for golf enthusiasts. Inside, a bright and functional layout welcomes you with both a formal dining space and a charming dining nook. The kitchen features newer stainless steel appliances, a Culligan water system, and comes partially furnished-making your move seamless and stress-free. Designed with a split floor plan for added privacy, the primary suite serves as a relaxing retreat with an en suite bath, a brand-new walk-in shower, and two walk-in closets-one located in the bedroom and the other accessible from the bathroom. Additional highlights a decorator driveway that enhances the home's polished exterior and a brand-new roof installed in 2025 for peace of mind. This move-in-ready home blends comfort, beauty and lifestyle. With standout landscaping and picturesque views, it offers a rare opportunity to own a slice of golf course paradise at an exceptional value.

1073 La Costa Lane, #175 Unit #175, Winter Haven

Listing courtesy of Cheryl Dobbs with CRF Communities
1256 Las Brisas Lane, #365 Unit #365, Winter Haven
$129,900
2 Beds ⋅ 2 Baths ⋅ 11680471 MLS
2BR | 2BA | 1,400 Sq Ft | $129,900 Four Lakes Golf Club Lot 365 Where lifestyle meets luxury views... Step into this beautifully updated home and be instantly captivated by the panoramic golf course and water views showcased in the stunning windowed Florida room-your personal sanctuary for relaxation or entertaining. Thoughtfully designed with modern laminate flooring and upgraded countertops, this home blends comfort with elegance. The spacious primary suite features a private en suite bath, walk-in shower, seated vanity, and direct access to the Florida room-bringing the outdoors in. The oversized golf cart garage is a rare bonus, complete with laundry, sink, built-in workbench and ample overhead storage. Step outside to your side patio-ideal for grilling and enjoying peaceful evenings with a view. Bonus Features Include: New Roof 2025 Furnished Decorator driveway and Golf Cart Garage. Golf cart included with sale. One year of FREE golf. This is more than a home-it's a lifestyle upgrade.

1256 Las Brisas Lane, #365 Unit #365, Winter Haven

Listing courtesy of Cheryl Dobbs with CRF Communities
1537 Aberdeen Lane, #185 Unit #185, Winter Haven
$129,900
3 Beds ⋅ 2 Baths ⋅ 11662037 MLS
3 Bedrooms | 2 Bathrooms | 1,700 Sq. Ft. | $129,900 Four Lakes Golf Club Lot 185 Gourmet Kitchen, Grand Golf Views Step into the warmth and charm of this beautifully maintained home in the sought-after Four Lakes Golf Club community - where comfort meets sophistication and every detail has been lovingly cared for. The moment you enter, you're greeted by a bright and welcoming living room that exudes relaxation. Soft neutral tones, tropical-inspired touches and wood-style flooring create a cozy yet refined space - perfect for quiet evenings or hosting friends in style. The highlight of the home is a spacious, beautifully designed kitchen featuring: Gorgeous granite countertops Abundant cabinetry for exceptional storage Convenient snack bar for casual seating Stainless steel appliances Cozy breakfast nook filled with natural light Just off the kitchen, you'll find a versatile bonus space currently set up as a family room - easily adaptable as an additional dining area or entertainment space. From there, step into the windowed Florida room overlooking the golf course - a bright, year-round retreat where you can relax, read or entertain while enjoying tranquil views. The generously sized primary bedroom offers a peaceful sanctuary complete with a private en suite master bath featuring a double sink vanity, large garden soaking tub and separate walk-in shower. The home also includes a garage with a dedicated workbench area, perfect for hobbies, storage or weekend projects. Practical Upgrades & Exceptional Extras New Roof (2025) New Samsung Washer & Dryer (2023) Sold Furnished - Move-In Ready Golf Cart Included One Full Year of Free Golf Included This home delivers incredible value in a prime golf course setting.

1537 Aberdeen Lane, #185 Unit #185, Winter Haven

Listing courtesy of Cheryl Dobbs with CRF Communities
6033 Grand Oaks Drive Se, Winter Haven
$129,900
2 Beds ⋅ 2 Baths ⋅ P4936903 MLS
NEW PRICE REDUCTION!! Very well kept home on your own lot. No lot rent here! Low HOA of only $65 a month. Garden Grove Oaks is a well-kept and managed over 55 park in a great location in SE Winter Haven. Home has 2 bedrooms and 2 full bathrooms. Kitchen and dining area have tons of cabinets and storage for all your dishes and cookware and includes a closet pantry. There is a wet bar in the dining area with a small sink, open shelves and cabinet storage underneath. The opposite side of the dining room has a built-in china cabinet. Main bedroom is a great size with a walk-in closet and small bathroom with tub and tiled shower. Second bedroom has door opening to nice-sized bathroom with large sink and cabinets and a shower/tub combination. Home has a membrane roof that was installed in spring of 2014. York air conditioner is 8-9 years old. Nice large laundry room has Bosch washer and dryer. Back screened porch is always cool! HOA fee includes use of the clubhouse with many activities planned every month. There is a billiard room, card and game room with library and puzzles to check out, large event area, and great kitchen. Huge heated pool and spa for all residents and their guests. There is a screened-in area with a grill for Bar-B-Q's with family and friends. There is also a shuffleboard court. HOA is an award-winning association. Community is close to a Super Walmart and grocery stores as well as shopping and restaurants. Only minutes to Hwy. 27! Winter Haven is famous for its Chain of Lakes! Where else can you find all of this for only $129,900? Please make an appointment to see this great home today!

6033 Grand Oaks Drive Se, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-940-4850
284 Siberian Cypress Circle, Winter Haven
$129,800
3 Beds ⋅ 2 Baths ⋅ 12007326 MLS
Cypress Creek Village 55+ Retirement Community 3 Bedroom | 2 Bathroom | 1344 sq ft | $129,800.00 This like new 2022 Maria Model is a perfect floor plan! Open concept living, dining, and kitchen flow out to a raised screen room and an additional covered patio for grilling! The kitchen has a full-sized pantry, an eat in kitchen and a bar that holds 4 bar stools. Lots of cabinets and counter space! The large main bedroom easily fits a king sized bed between the windows with room to spare. Attached are large walk in closet and ensuite bathroom. The double vanity features light up mirrors! There are 2 nice sized guest rooms and a full guest bathroom. The dedicated laundry room includes extra storage cabinetry and a washing machine and dryer. This home also has a spacious carport for 2 and a 12 x 12 shed with double doors - perfect to house a golf cart and room for storage. This Energy Star house has extra insulation and efficient appliences for low electric bills! CYPRESS CREEK VILLAGE is one of the NEWEST Gated 55+ active adult communities in Central Florida. Featuring an amazing clubhouse, pool, spa, gym, movie theatre, library, pickle ball courts and shuffleboard. Activities abound! This pet friendly community is located in beautiful Winter Haven, halfway between Tampa and Orlando - both with major airports. Close to beautiful Downtown Winter Haven and attractions such as Disney World, Universal Studios, Lego Land, and Bok Tower Gardens. Ride your golf cart to Cypresswood Golf Course, Dollar General, and several retail shops. One of the finest homes around! Schedule your tour today!

284 Siberian Cypress Circle, Winter Haven

Listing courtesy of Russ Heitman with CRF Communities
1100 Martinique Drive Unit 106, Winter Haven
$129,500
2 Beds ⋅ 1 Baths ⋅ L4963603 MLS ⋅ Barcelona BLDG.
Virtually Staged. Nestled within the peaceful and highly desirable Orchid Springs Village, this beautifully renovated ground-floor condominium offers the perfect blend of modern style, low-maintenance living, and an unbeatable Winter Haven location. Designed with comfort and functionality in mind, the bright open floor plan seamlessly connects the living and dining areas, creating an inviting space filled with abundant natural light. Beautiful luxury vinyl plank flooring flows throughout the home, while the updated kitchen showcases crisp white cabinetry, stainless steel appliances, and a desirable gas range—combining timeless style with everyday functionality. The spacious bedroom offers a relaxing retreat with generous closet space, while the beautifully remodeled bathroom features an updated vanity and a sleek glass-enclosed tiled shower with tub. Just beyond the main living area, a versatile FLEX ROOM provides the perfect space for a home office, reading nook, hobby room, fitness area, or additional sitting room to suit your lifestyle. Beyond the flex space, the ENCLOSED SUNROOM is surrounded by expansive windows that overlook the lush, manicured grounds, creating a peaceful setting to enjoy your morning coffee, unwind with a good book, or simply relax while taking in the tranquil views, with direct access to the outdoor green space. Residents of Orchid Springs Village enjoy a carefree lifestyle with exceptional community amenities, including a sparkling swimming pool, clubhouse, scenic walking paths, convenient laundry facilities, assigned covered carport parking, and beautifully maintained landscaping. The monthly condominium fee provides outstanding value by covering water, sewer, trash, natural gas, exterior maintenance, and recreational facilities, allowing for truly stress-free ownership. Perfectly positioned in the heart of Winter Haven, this move-in-ready condo is just minutes from Winter Haven Hospital, shopping centers, local restaurants, golf courses, and the vibrant downtown district. Outdoor enthusiasts will appreciate the proximity to Lake Shipp Park and Lake Hartridge Nature Park, while the world-famous LEGOLAND® Florida Resort and Winter Haven's renowned Chain of Lakes are just a short drive away. With easy access to US-27 and the Polk Parkway, commuting to Orlando, Tampa, and surrounding Central Florida destinations is effortless. Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this beautifully updated condo offers the ideal combination of comfort, convenience, and resort-style living.

1100 Martinique Drive Unit 106, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000
1550 11th Street Ne Unit G6, Winter Haven
$129,000
2 Beds ⋅ 2 Baths ⋅ P4939520 MLS ⋅ G BLDG.
Beautifully Updated Condo with Water View in the Desirable Lake Buckeye Community! Enjoy the best of Florida living in this move-in-ready condo with a scenic water view in the sought-after Lake Buckeye Condominium community in Winter Haven. Perfect as a full-time residence, seasonal retreat, or investment property, this home offers comfort, convenience, and a relaxed lakefront lifestyle. Recent updates include new flooring in both bedrooms, new blinds throughout, updated light fixtures, a new refrigerator, range, and vent hood, convenient in-unit washer and dryer hookups, and a newly refurbished screened porch—the perfect place to relax and enjoy the peaceful surroundings. The unit also includes a designated parking space. Residents enjoy access to beautiful Lake Buckeye, along with a community pool, clubhouse, private boat ramp, fishing dock, and beautifully maintained grounds. The HOA has made significant community improvements, including new roofs in 2021, an upgraded irrigation system, well maintained building exteriors, resurfaced parking areas, and a renovated community pool. Conveniently located just minutes from downtown Winter Haven, the Chain of Lakes, Polk State College, shopping, dining, golf, medical facilities, and LEGOLAND® Florida Resort, this exceptional condo offers the perfect blend of waterfront living and everyday convenience. Don't miss this opportunity to own an updated condo with a water view in one of Winter Haven's most desirable lakefront communities!

1550 11th Street Ne Unit G6, Winter Haven

Listing courtesy of COLLANY PROPERTIES. 863-295-9886
1046 La Costa Lane, #94 Unit #94, Winter Haven
$125,000
2 Beds ⋅ 2 Baths ⋅ 12059163 MLS
2Bed | 2 Bath | 1486 sq. ft. | $125,000 This 2 bedroom, 2 bath home also has another room which can be used as a den or office. The home has a decorator driveway and a wheel chair elevator at the front door for easy access to the home. The roof was put on in 2023 and the A/C is a 2020 model. The bedrooms are split and the master bedroom has double closets and opens to the master bathroom with double sinks and a shower. This is a beautiful large home just waiting on you to come and see it. The home comes with one year free golf.

1046 La Costa Lane, #94 Unit #94, Winter Haven

Listing courtesy of Cheryl Dobbs with CRF Communities
194 Fairway Circle, Winter Haven
$125,000
2 Beds ⋅ 2 Baths ⋅ 12011417 MLS
Some homes are updated. Some are completely transformed. And then there is 194 Fairway Circle. Located along the 14th hole of the golf course, this exceptional 2-bedroom, 2-bath home is truly an anomaly in Swiss Golf & Tennis. Set on a spacious private lot with beautiful golf course views, it has been extensively renovated, expanded, and thoughtfully upgraded with quality finishes throughout. The beautifully renovated kitchen features a 5' double-door pantry, additional storage closet with shelving, tile backsplash, deep double-sided farmhouse sink, Samsung stainless steel appliances including a double oven, and large center island. The dining area features durable tile flooring with a mosaic inset. The living room offers a wood-burning fireplace with built-in bookshelves, surrounded by windows that bring in abundant natural light. Both bathrooms have been tastefully remodeled with stone countertops and tile flooring. The spacious primary bedroom offers two walk-in closets and plantation shutters, while Luxury Vinyl Plank flooring extends through the living room, hall, bedrooms, and both Florida rooms. A remarkable 20' x 24' all-frame addition provides an abundance of additional living space, along with two Florida rooms featuring wraparound windows and mini-split systems, including one with beautiful solid oak window sills. Major improvements include: • 2024 membrane roof with 2" insulation • New siding and structural gutters • Newer double-pane Window World windows • 2023 5-ton AC system • Elite panel ceilings in both Florida rooms and extra-large shed This is far more than a typical updated park home. 194 Fairway Circle offers a level of renovation, space, quality, and individuality rarely found and there is truly nothing else quite like it in the community. Swiss Golf and Tennis is a gated community located between Winter Haven and Haines City in Central Florida on beautiful Lake Henry with opportunities to fish, go boating & enjoy the gorgeous sunsets. It is a very active 55+ Golf community. There are 2 clubhouses, 2 pools with Hot tubs, Fitness Room, Billiards Room, Library, Pro Shop for the 18-hole golf course, tennis court, and an onsite Restaurant and Pub with so much more! All listing information is considered reliable and appropriate by Sun Resales, Inc., but not guaranteed. Measurements are approximate. The buyer is responsible for verifying all current lot rent, fees, pass-on costs, community rules, regulations, and pet policies directly with the park manager. Sun Resales, Inc. is not responsible for quoting these terms. 2026 Monthly Lot rent $774. 194 Fairway, Winter Haven, FL 33881 Out of town? No problem! We offer virtual showings and can complete all paperwork remotely for your convenience. Contact Cindy Minnick with Sun Resales today to schedule your personal or virtual tour!

194 Fairway Circle, Winter Haven

Listing courtesy of Cindy Minnick with Sun Resales, Inc.
235 6th Street Nw Unit 307, Winter Haven
$125,000
1 Beds ⋅ 1 Baths ⋅ L4963651 MLS ⋅ The Haven BLDG.
Virtually Staged. HISTORIC CONDO NEAR DOWNTOWN: Historic charm meets downtown convenience at The Haven. This 1-bedroom, 1-bath condo sits on the 3rd floor of one of Winter Haven's most recognizable former hotels — now reimagined as boutique historic condos just steps from downtown, Winter Haven Chain of Lakes, restaurants, coffee shops, nightlife, parks, and the popular Saturday Farmers Market. The unit blends vintage character with modern updates: tall ceilings, oversized historic windows, and abundant natural light give the space an airy, elevated feel, with partial views of downtown from the 3rd floor. The main living space features hand-scraped engineered hardwoods, lots of wall space for decor, TV and AV equipment and glass sliders that lead to the private balcony overlooking downtown and the nearby lake. The kitchen has been updated with granite countertops, brand-new stainless steel appliances, and dual pantry/utility closets. The primary bedroom comfortably fits a king-sized bed and includes a walk-in closet, while the bathroom has been refreshed with granite counters, a tiled tub surround, and a classic tub/shower combo. Building amenities add real everyday value: secure key-fob entry, elevator access, assigned parking, on-site laundry, additional storage rooms, and a beautifully restored historic lobby that reflects the building's original character. Residents also have access to a private courtyard pool, framed by creeping fig walls, palm trees, and lush landscaping — a peaceful spot to relax or work remotely outdoors. Low-maintenance and move-in ready, this unit suits a range of buyers: first-time homeowners, investors, seasonal residents, or anyone looking for an affordable condo with strong rental potential in a walkable downtown setting. Location is where this property really stands out. You're within walking distance of downtown dining, shopping, entertainment, and lakefront paths along Lake Howard. Winter Haven is home to 50 lakes, including the famous Chain of Lakes, putting boating, fishing, water skiing, and sunset views just minutes away. Everyday essentials are equally close — Publix, Walmart, Aldi, TJ Maxx, and local medical facilities are all nearby, and LEGOLAND Florida Resort is a short drive for weekend fun or extra rental appeal. Affordable, updated, and full of character, this condo at The Haven offers a rare combination: historic charm, modern comfort, and a genuinely walkable downtown lifestyle.

235 6th Street Nw Unit 307, Winter Haven

Listing courtesy of THE STONES REAL ESTATE FIRM. 863-412-2080
4918 Rosewood Street, Winter Haven
$125,000
2 Beds ⋅ 2 Baths ⋅ P4938247 MLS
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

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
1700 6th Street Nw Unit B23, Winter Haven
$125,000
2 Beds ⋅ 2 Baths ⋅ O6391774 MLS ⋅ Berkeley House BLDG.
This beautifully maintained **DELUXE UNIT** is move-in ready and offers everything you’ve been searching for—located in a desirable **55+ community**, perfect for comfortable and peaceful living! What sets this unit apart is its **private in-unit laundry room**, a rare and valuable upgrade compared to other units in the community—adding both convenience and functionality. Enjoy improved energy efficiency with newly installed solar window tint on all windows, along with recently added vertical blinds. The plumbing has been upgraded, providing added peace of mind. Inside, you’ll find a stunning built-in bookcase and shelving system, perfect for organization and style. Relax and take in the views from both the screened front and back porches—ideal for morning coffee or evening unwinding. All appliances are included for your convenience: washer, dryer, refrigerator, dishwasher, stove/range, and microwave. The bathroom has been tastefully updated with a new toilet and vanity. Additional features include one assigned covered parking space under the carport and a private 4x8 storage unit located on the same floor. The condo association fee covers water and garbage, adding even more value to this exceptional home.

1700 6th Street Nw Unit B23, Winter Haven

Listing courtesy of CENTRIC REALTY SERVICES LLC. 407-421-9391
4239 Cedarwood Street, Winter Haven
$125,000
2 Beds ⋅ 2 Baths ⋅ P4937986 MLS
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

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
113 Oak Tree Blvd, #200 Unit #200, Winter Haven
$124,900
2 Beds ⋅ 2 Baths ⋅ 11484759 MLS
2 Bedroom | 2 Bath | 1,027 sq ft | $124,900 PRICE REDUCED FROM $149,000 TO $124,900! Plus discounted lot rent of $299/mo for THREE YEARS! Welcome to your dream home, "The Cottage" Lot 200, nestled in peaceful Winter Haven Oaks Retirement Community! This brand-new, two-bedroom, two-bath split floorplan home is ready for its very first owner. With its sweet front porch and stunning large oak trees gracing the yard, this home offers great curb appeal and a warm, inviting atmosphere. The open-concept main living space flows into the eat-in kitchen. The kitchen features wood-look flooring, all-new stainless-steel appliances including a dishwasher, and a large farmhouse sink. Just off the kitchen, you'll find a convenient laundry area for added ease. The master suite, located off the living room, comes complete with a large walk-in closet, and beautiful ensuite bathroom with walk-in shower. Down a short hallway, are the guest bedroom and bathroom. The guest bathroom features a tub-shower combo, while the guest bedroom would be perfect as a home office, or creating a cozy craft space. This home is the perfect blend of modern convenience and timeless charm, all set within a peaceful and welcoming community. Don't miss your chance to make this beautiful house your new home!

113 Oak Tree Blvd, #200 Unit #200, Winter Haven

Listing courtesy of Kim Morrill with CRF Communities
1803 4th Street Nw, Winter Haven
$124,000
3 Beds ⋅ 2 Baths ⋅ TB8564265 MLS
A little retro, a lot of room to make it yours! This single story Winter Haven home pairs vintage details with a flexible layout, featuring 3 bedrooms, 1 full bath, and 1 half bath. A wall of windows brightens the wood paneled front room, where sliding glass doors lead into the living and dining area. The separate front room provides space for a home office, reading nook, or hobby room. A decorative arch opens from the dining area into the kitchen, where upper and lower cabinets, a tiled backsplash, and a double basin sink give you a starting point for a refresh. The full bath features a tub and shower combination with a distinctive vintage tile surround. Outside, a mature shade tree frames the driveway, and the covered carport leads to a screened porch with room for a pair of chairs. Brick accents add character to the exterior, and a separate shed provides storage for tools and outdoor gear. Whether you’re drawn to the original look or already picturing fresh flooring and a new color palette, there’s plenty of room to put your own stamp on this home.

1803 4th Street Nw, Winter Haven

Listing courtesy of DIVINE ESTATES REALTY LLC. 813-401-1851
4132 Sprucewood Street, Winter Haven
$124,000
2 Beds ⋅ 2 Baths ⋅ P4938951 MLS
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

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
689 Lake Howard Drive Nw Unit 1E, Winter Haven
$124,000
2 Beds ⋅ 2 Baths ⋅ TB8360466 MLS ⋅ 1b BLDG.
Beautiful property located in a remarkable location! Do not miss out on the opportunity of making this property yours. Discover the perfect blend of comfort and convenience in this beautiful Winter Haven property. Nestled in a peaceful neighborhood, this property offers spacious living areas and a welcoming atmosphere. Enjoy bright living, a well-appointed kitchen, and generously sized bedrooms. Don't miss out- schedule a showing today!

689 Lake Howard Drive Nw Unit 1E, Winter Haven

Listing courtesy of RIVERA & ASSOCIATES REALTY. 813-443-5031
1103 Cypress Gardens Boulevard Unit 13, Winter Haven
$123,000
1 Beds ⋅ 1 Baths ⋅ L4963758 MLS ⋅ C BLDG.
FOR SALE - 1 Bedroom/1 Bath Mediterranean Style Condominium on Lake Roy...part of Winter Haven's beautiful Chain of Lakes. Professionally decorated, this condo comes with a newly renovated bathroom in 2026, granite countertops, window treatments, and double paned windows. It features newer appliances such as refrigerator (2026), gas stove (2026), gas water heater (2023), and a stackable washer and dryer (2026). It also includes a dishwasher and a microwave. The condo is on the bottom floor and features a Bonus Room suitable for a home office. It has a low electric bill and low HOA fees. The outside has a lovely, shaded picnic area. All Residents enjoy dock privileges. This area is quiet and comfortable. Shopping, Restaurants, and Pharmacies are all less than 5 minutes away.

1103 Cypress Gardens Boulevard Unit 13, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
7060 Fairview Village Circle, Winter Haven
$121,900
1 Beds ⋅ 1 Baths ⋅ V4951870 MLS
Welcome Home to Easy Florida Living! Come discover this beautifully maintained 2023 Skyline Park Model, installed in August 2022 and thoughtfully designed with comfort, convenience, and relaxation in mind. From the moment you arrive, you?ll appreciate the new concrete driveway, newer roof, central air, spacious storage, and inviting outdoor living opportunities. Inside, the home offers an open and comfortable layout with a large pantry, dining island, electric fireplace, walk-in shower, and a bedroom spacious enough for a king-size bed. The home is being offered with many furnishings and features, including a French-door refrigerator, electric range, microwave, washer/dryer combo, water softener, blinds, generator ready and more. The lifestyle is just as appealing! The 99-year perpetual lease is renewable for only $1, while the current $90 monthly association fee includes water, sewer, trash, seasonal lawn maintenance, heated pool access, clubhouse, and a variety of community activities. Enjoy shuffleboard, horseshoes, billiards, ping pong, and a community dock with direct canal access to Lake Henry, complete with a pier bench and fire pit. Whether you?re looking for a seasonal retreat, a comfortable Florida getaway, or a place to enjoy the relaxed community lifestyle, this one is ready for you to come see and fall in love with it! Financing Available!

7060 Fairview Village Circle, Winter Haven

Listing courtesy of DALTON WADE INC. 888-668-8283
4158 Rolling Oaks Drive, Winter Haven
$119,900
2 Beds ⋅ 2 Baths ⋅ P4938916 MLS
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

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
2309 Prestwick Place, #313 Unit #313, Winter Haven
$119,900
2 Beds ⋅ 2 Baths ⋅ 11779448 MLS
2 Bedroom| 2 Bath | 1,404 sq. ft. | $119,900 Four Lakes Golf Club Lot 313 Welcome to resort-style living at Four Lakes Golf Club! This beautifully maintained manufactured home offers 1,404 sq. ft. of comfortable living space with stunning sunset water views overlooking the golf course and ponds. This fully furnished, turnkey home is move-in ready and packed with upgrades and extras. Step inside to find attractive laminate flooring throughout the main living areas, elegant 6-panel interior doors, and an open, inviting floor plan designed for both relaxation and entertaining. The spacious living area features double pocket sliders leading to a large enclosed lanai with glass windows creating the perfect space to enjoy breathtaking golf course and water views year-round. Just outside, a covered cement side patio offers additional outdoor living space for grilling or relaxing with friends. The fully applianced kitchen boasts abundant counter space and cabinetry along with a convenient snack bar area ideal for casual dining. A small office nook with overhead cabinets provides the perfect spot for working from home or additional storage. The generous primary suite includes a large walk-in closet and private ensuite bathroom for added comfort and privacy. Additional highlights include a new roof installed in 2024, golf cart garage with golf cart and one year of golf membership included. If you're looking for an affordable Florida lifestyle with beautiful views, plenty of space, and exceptional amenities, this home is a must-see!

2309 Prestwick Place, #313 Unit #313, Winter Haven

Listing courtesy of Cheryl Dobbs with CRF Communities
649 Broadmoor Circle, Winter Haven
$119,500
2 Beds ⋅ 2 Baths ⋅ O6352259 MLS
Welcome home to this beautiful 2-bedroom, 2-bathroom golf villa nestled within the beautiful Cypresswood Golf and Country Club in Winter Haven, Florida. Property is steps away from the golf clubhouse!!! Brand NEW AC Fan motor, AC Amp Fuse and AC capacitor installed May 2026. Brand NEW fire/carbon monoxide detector alarms throughout the home.Home features a stunning Florida room, ready for relaxation. Dry bar with sink in living room perfect for entertaining your guests. Step out to your outside patio for even more enjoyment. With access to golf, clubhouse, Restaurant, pool and recreational facilities, this home offers a low-maintenance lifestyle in an active and vibrant community. Legoland attraction is approximately 5 miles. Disney World, Orlando and Tampa attractions are within 30-60 minute driving distance. Opportunities like this don’t last long, Just buy and move in!!! CLEAN TITLE WITH NO LIENS. Property being sold AS-IS.

649 Broadmoor Circle, Winter Haven

Listing courtesy of SUCCESS INVESTMENT REALTY. 407-304-0490
4157 Rolling Oaks Drive, Winter Haven
$118,000
2 Beds ⋅ 2 Baths ⋅ L4966053 MLS
Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable community of Oakwood Estates in Winter Haven. This home offers a peaceful, well-kept neighborhood. The roof is approximately 5 years old, offering added value and peace of mind. No lot rent—ownership includes the land, with only a low monthly HOA fee. Oakwood Estates is a gated 55+ community offering resort-style amenities including clubhouses, heated pools, fitness center, shuffleboard, tennis courts, and a full calendar of activities. Conveniently located near shopping, dining, medical facilities, and major roadways. Schedule your private showing today and experience easy living in this vibrant community.

4157 Rolling Oaks Drive, Winter Haven

Listing courtesy of LA ROSA REALTY PRESTIGE. 863-940-4850
1550 11th Street Ne Unit C5, Winter Haven
$115,000
2 Beds ⋅ 2 Baths ⋅ O6454235 MLS ⋅ C BLDG.
This updated unit has 1,148 sq ft of living space, with new flooring, new countertops and plenty of natural light throughout. The kitchen has a large pantry, and the washer and dryer are in the unit. Step out onto the balcony for direct views over Lake Buckeye. Both bedrooms are a good size with large closets, and the primary bedroom has its own private bathroom. Residents can use the community pool. The unit is currently leased at $1,150 a month, and the lease continues after closing, so the buyer takes over an existing tenancy and income from day one. Showings are by appointment only, with notice to the tenant. Information is deemed reliable but not guaranteed. Buyer to verify square footage, lease terms, HOA fees and rules, and all other details.

1550 11th Street Ne Unit C5, Winter Haven

Listing courtesy of TOP TIER RESORT REALTY. 407-375-4566
7808 Waterview Way, Winter Haven
$115,000
2 Beds ⋅ 2 Baths ⋅ L4965354 MLS ⋅ 7808 BLDG.
Investor Special!! Welcome to resort-style living in the highly sought-after gated waterfront community of Winterset, where convenience meets comfort in this charming 2-bedroom, 2-bathroom 2-story condo. Step inside to discover a spacious living and dining room combo that creates an inviting atmosphere for relaxation and entertaining. The well appointed kitchen features appliances and a convenient breakfast bar, perfect for causal dining or morning coffee. The master bedroom suite features a generous walk-in closet, providing ample storage space. For your convenience, a stackable washer and dryer are included. This professionally managed community boasts a plethora of amenities, including a clubhouse, fishing pier, heated pool, hot tub, and tennis courts—all overlooking the serene Lake Winterset, part of the renowned "Chain of Lakes." Enjoy peace of mind with state-of-the-art security in this well-maintained environment. You’re just minutes away from Lego Land and conveniently located near Disney and other Florida amusement parks, shopping, dining, and more. Alternatively, relish the numerous community offerings, including a fitness center, shuffleboard, and expansive green spaces perfect for walking your family pet. Experience the perfect blend of leisure and lifestyle at Winterset!

7808 Waterview Way, Winter Haven

Listing courtesy of HARPER REALTY FL, LLC. 863-687-8020
236 Monterey Cypress Blvd., Winter Haven
$115,000
3 Beds ⋅ 2 Baths ⋅ 11959018 MLS
Lot #149 - 3 Bed / 2 Bath / 1,456 Sq. Ft. / $119,800.00 -- 2018 Builder's Model. Your retirement or seasonal home is a ready for you in sought after Cypress Creek Village. This Creekside - 3 bedroom, 2 bathroom home features 3 bedrooms - with open living in the center. Features Include: - Large kitchen features abundance of cabinets and counterspace PLUS a pantry. - Stainless appliances - Large master bedroom features ensuite bath and large walk in closet. - Premium drywall package throughout - Vinyl flooring throughout - Daylight entry door - Large Shed with Double Doors - Solid masonry skirting - Lanai features expansive creek views. CYPRESS CREEK VILLAGE is one of the NEWEST Gated 55+ active adult communities in Central Florida. Featuring an amazing clubhouse, pool, spa, gym, movie theatre, library, pickle ball courts and shuffleboard. Activities abound! This pet friendly community is located in beautiful Winter Haven, halfway between Tampa and Orlando - both with major airports. Close to beautiful Downtown Winter Haven and attractions such as Disney World, Universal Studios, Lego Land, and Bok Tower Gardens. Ride your golf cart to Cypresswood Golf Course, Dollar General, and several retail shops. One of the finest homes around! Schedule your tour today!

236 Monterey Cypress Blvd., Winter Haven

Listing courtesy of Russ Heitman with CRF Communities

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