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$260,000
3 Beds ⋅ 2 Baths ⋅ Sunshine Tree Phase Three SubDv. ⋅ 33880 Zip Code
Welcome to 1079 Sunshine Way SW, a beautifully maintained 3-bedroom, 2-bath home offering 1,348 square feet of comfortable, single-story living in Winter Haven. Built in 2008, this inviting home features a spacious great room, functional kitchen, and a well-designed floor plan that provides plenty of room for everyday living and entertaining. Pride of ownership is evident throughout, as the home has been immaculately maintained and cared for. Ceramic tile and carpet flooring complement the interior. The home also features a 2-car garage and additional storage for added convenience. Outside, enjoy the screened patio/porch area, perfect for relaxing and enjoying Florida's warm weather. Located in the Sunshine Tree community, this home offers convenient access to shopping, dining, schools, and everyday necessities. Winter Haven is known for its Chain of Lakes, providing plenty of opportunities for boating, fishing, waterfront dining, and outdoor recreation. LEGOLAND Florida Resort is also nearby, along with Downtown Winter Haven's local restaurants, shops, and community events. With easy access to major roadways connecting Winter Haven to Lakeland, Orlando, and other Central Florida destinations, this home combines a peaceful residential setting with convenient access to everything the area has to offer. Whether you're searching for your first home, downsizing, or simply looking for a well-maintained property in an established Winter Haven neighborhood, 1079 Sunshine Way SW is ready to welcome its next owner. Schedule your private showing today!

1079 Sunshine Way Sw, Winter Haven
$224,900
2 Beds ⋅ 1 Baths ⋅ College Heights Or Coker & Buzbee SubDv. ⋅ 33880 Zip Code
Virtually Staged. Welcome home! This beautifully renovated 2-bedroom, 1-bathroom single-family home in Winter Haven features a completely updated interior including a brand-new kitchen with new cabinets, countertops, refrigerator, and range, along with a fully renovated bathroom featuring a new vanity, tub, shower, and tile. Additional updates include new flooring throughout, fresh interior paint, and a roof replacement completed in 2021. Situated on a spacious 0.17-acre lot with no HOA, this home offers a nicely sized backyard and a large workshop building providing endless possibilities for hobbies, storage, or a dedicated workspace. Conveniently located near elementary, middle, and high schools, this home combines modern updates, functionality, and a great location — making it a must-see opportunity in Winter Haven!

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

113 Lake Hazel Drive, Winter Haven
$425,000
4 Beds ⋅ 3 Baths ⋅ Sun Rdg Village East SubDv. ⋅ 33880 Zip Code
Welcome to this well-maintained Winter Haven pool home, offering over 2,400 sqft of living space on a corner lot. This 4-bedroom, 2.5-bathroom home includes a 3-car garage, wood floors in the kitchen, foyer, and dining room, and spacious rooms with generous closet space. Upstairs, a cozy loft provides the perfect spot to unwind. Step outside to a screened and in-ground pool and spa, surrounded by a large, fenced backyard—ideal for privacy and outdoor enjoyment. The property also includes a rear parking pad with its own side entry, perfect for storing a boat or trailer. If you're looking for an affordable, move-in ready pool home with room to grow—or a strong investment opportunity—this is one you don’t want to miss. The seller is motivated, so schedule your showing today.

5009 Strada Drive, Winter Haven
$435,000
3 Beds ⋅ 2 Baths ⋅ Acreage SubDv. ⋅ 33880 Zip Code
Welcome home to peaceful country living! Nestled on nearly 2 acres of beautiful pature land and no HOA. This charming 3-bedroom,2-bath farmhouse-style home offers the perfect blend of rustic character and modern comfort. The roof was installed about 5 years ago and the A/C was installed about 4 years ago. The windows have all been updated. Gather with family and friends in the inviting living room, where a cozy fireplace creates the perfect place to relax on cool evenings. The kitchen has updated appliances, farm-style sink and a large pantry. A versatile bonus room provides endless possibilities as a home office, game room, or guest retreat. Need a dedicated workspace? The property also features a separate office, offering privacy and felxibility for remote work, a home business or a creative studio. Step outside and embrace the country lifestyle. Spend warm Florida days cooling off in the above-ground pool with a 16x20 deck. Enjoy the wide-open views, or bring your horses, live-stock or gardening on the spacious pasture. The 2-car garage provides plenty of room for vehicles, tools and outdoor equipment. There is also a 18X18 storage shed with a air-conditioner. Whether you're sipping coffee on the porch at sunrise or watching th sunset over your own piece of the countryside, this property offers the peaceful farmhouse lifestyle you've dreaming of--all while providing the space and freedom to make it your own.

1755 Beth Lane, Winter Haven
$224,500
4 Beds ⋅ 2 Baths ⋅ Hills Lake Elbert SubDv. ⋅ 33881 Zip Code
Welcome to this spacious 4-bedroom, 2-bathroom home offering a wonderful blend of timeless character, flexible living space, and outstanding outdoor potential. From its classic brick exterior with charming blue accents to the energy-efficient rooftop solar panels, this property is designed for both comfort and value. Inside, you'll find a bright and inviting living area with durable tile flooring and a decorative leaded-glass front door that creates a warm first impression. The spacious eat-in kitchen features crisp white cabinetry, generous counter space with dark countertops, and plenty of room for everyday meals and gatherings. A versatile BONUS FLEX ROOM showcases rich pine wood paneling, built-in shelving, and direct access to the backyard, making it ideal as a family room, media room, game room, home office, or hobby space. The primary bedroom, flex room, and second bedroom feature comfortable carpeting. The four well-sized bedrooms provide flexibility for families, guests, or remote work needs, while the functional layout offers comfortable everyday living. Step outside to discover a large, FULLY FENCED BACKYARD with endless opportunities to create your own private retreat. The expansive concrete patio with brick accents provides the perfect setting for outdoor dining, entertaining, weekend barbecues, or simply relaxing under the Florida sunshine, with plenty of additional yard space for a garden, play area, or future outdoor enhancements. Major updates include a 2015 water heater, the roof has been updated in 2022 and a 2012 HVAC system, plus the added value of a SECOND BACK UP HVAC UNIT that is not hooked up to the house. Ideally located in the heart of Winter Haven, this home places you just minutes from Downtown Winter Haven, the renowned Chain of Lakes, Chain of Lakes Park, Polk State College, and LEGOLAND® Florida Resort. A NEWLY BUILT SCHOOL IS LOCATED just a few blocks away, while the recently renovated walking, biking, and running trail surrounding beautiful Lake Elbert offers an excellent opportunity to enjoy an active outdoor lifestyle. Everyday conveniences are within easy reach, including Publix, Walmart, Lowe's, shopping, dining, and medical facilities. Winter Haven Hospital is just 7 minutes away, Santiago's Market is approximately 10 minutes away, while Winter Haven Regional Airport and Auburndale Speedway are both just a 17-minute drive. With quick access to US-17, US-27, and the Polk Parkway, commuting to Lakeland, Orlando, and Tampa is simple. Blending vintage charm with modern comforts and an unbeatable location close to the area's top amenities, recreational opportunities, and everyday conveniences, this property is the perfect place to call home.

1500 Avenue H Ne, Winter Haven
$259,000
3 Beds ⋅ 2 Baths ⋅ Deer Lake Terrace Sub SubDv. ⋅ 33881 Zip Code
Welcome to this charming 3-Bedroom, 2-bath home in the heart of Winter Haven! This property offers comfortable living with a functional layout, a welcoming front porch, and a private in-ground pool that's perfect for relaxing or entertaining family and friends. Fully fenced yard. Conveniently located near shopping, dining, schools, and major roadways. DONT miss this opportunity - schedule your showing today!

3334 Avenue J Nw, Winter Haven
$279,900
3 Beds ⋅ 2 Baths ⋅ Sandalwood Sub SubDv. ⋅ 33880 Zip Code
This is a 3 bedroom 2 bathroom home that is move in ready. New vinyl floors in 2023, new applianes in 2023, newer architectural shingles and newer AC system. The kitchen has luxury vinyl flooring, granite counter tops and 42 inch upper cabinets with crown molding, pantry closet and a breakfast bar. The 14 x 13 master bedroom has carpet and coffered ceiling. The master bathroom has a granite counter top, luxury vinyl flooring and a shower. The 15 x 15 living room has luxury vinyl flooring. The second and 3rd bedrooms have carpet. The 2nd bathroom has luxury vinyl flooring, granite counter top and a tub with a shower. There's a fenced back yard and a storage shed and an covered porch with a concrete floor. This home is conveniently located in SW Winter Haven near the Polk Parkway with easy access East and West. LegoLand Florida is only a few minutes away.

1705 Sandalwood Circle Sw, Winter Haven
$310,000
3 Beds ⋅ 2 Baths ⋅ Emerald Estates SubDv. ⋅ 33880 Zip Code
Beautifully Updated 3-Bedroom + Office Home on a Quiet Cul-de-Sac Near Lake Sears. Welcome to 156 Manseau Drive, a beautifully maintained 3-bedroom, 2-bath home with a dedicated office/bonus room, ideally situated on a peaceful cul-de-sac in Winter Haven and just moments from a nearby lake. Offering 1,323 square feet of thoughtfully designed living space, this move-in-ready home combines style, comfort, and functionality. Inside, you'll find an open, light-filled floor plan featuring luxury vinyl plank flooring, a spacious living area, and a beautifully updated kitchen with stainless steel appliances, subway tile backsplash, and ample counter space. The versatile office/bonus room provides the perfect space for working from home, a playroom, fitness room, or additional flex space to fit your needs. The spacious primary suite offers a private retreat with an updated en-suite bathroom, while two additional bedrooms provide comfort for family and guests. Step outside to the covered rear lanai and enjoy the large, fully fenced backyard ideal for entertaining, relaxing, or giving pets plenty of room to play. The property also includes two storage sheds, offering exceptional space for tools, lawn equipment, hobbies, or additional storage. For added peace of mind, the home has been repiped, providing an important mechanical update that many buyers appreciate. Conveniently located near shopping, dining, schools, medical facilities, and major roadways, this home offers the perfect combination of modern updates, flexible living space, and everyday convenience.

156 Manseau Drive, Winter Haven
$350,000
3 Beds ⋅ 2 Baths ⋅ Winterset Park SubDv. ⋅ 33884 Zip Code
SE WINTER HAVEN CHARMER! Welcome home to 2810 Winterset Park, a move-in ready single-family home offering 3BR/2BA and nearly 1,900 sq. ft. of bright, comfortable living space. Featuring an open floor plan, abundant natural light, and an attached garage, this property represents Winter Haven FL real estate at its finest. Enjoy total freedom with NO HOA and NO RENT RESTRICTIONS—making it an ideal primary residence, turnkey investment property, or high-potential short-term rental (Airbnb/VRBO). Key upgrades include a brand-new water heater for worry-free living. Step outside to your oversized 0.34-acre lot boasting a massive fully functional backyard with endless space for entertaining, outdoor living, or gardening, complete with a detached outdoor storage shed. Prime Southeast Winter Haven location just off Helena Rd, minutes from top-rated public and private schools, dining, shopping, and major Central Florida attractions. Enjoy fast access to the Winter Haven Chain of Lakes (~5 mins) for boating and fishing, and LEGOLAND Florida Resort (~10 mins). Don't miss this incredible Florida property—schedule your private tour today!

2810 Winterset Park, Winter Haven
$360,000
3 Beds ⋅ 2 Baths ⋅ Acreage SubDv. ⋅ 33880 Zip Code
If you've been waiting for a home on Crystal Beach Road, you already know they don't come available very often. It's one of those roads where neighbors wave, the pace slows down just enough, and people tend to stay for a long time. Now, here's your opportunity. Nestled on 1.5 beautiful acres with NO HOA, this property gives you the freedom to spread out, enjoy your space, and finally have room for all those hobbies you've been telling yourself you'll start someday. (Good news... the greenhouse is already here.) Sellers are also offering up to $10,000 in closing cost assistance for buyers. SCORE! Major updates include a new roof (2020), freshly painted siding (2021), storage sheds with tie-downs (2021), a complete water system (2023), garage door opener and motor (2024), and a brand-new A/C (2025). Septic system Cleaned and inspected (2024), giving you confidence that the big-ticket items have already been addressed. Inside, you'll find luxury vinyl plank flooring throughout, large closets, convenient attic storage, and an oversized garage with plenty of room for vehicles, tools, toys, or that workshop you've always wanted. And the extras? They're the kind buyers love because they're already here. The washer and dryer stay, the ride-on mower stays (your back says thank you), the greenhouse stays, and the property is equipped with a whole-home propane generator, so when everyone else is hoping the lights come back on, you'll simply keep living life. Florida weather? You're ready. Hurricane shutters for every window offer added protection and peace of mind when storm season rolls around. This isn't just another house with acreage—it's a home that's been cared for, thoughtfully updated, and prepared for its next chapter. Whether you're sipping coffee as the sun rises over your property, working in the greenhouse, tinkering in the oversized garage, or simply enjoying the quiet that comes with country living, this is the kind of place that feels like home the moment you pull into the driveway. Homes on Crystal Beach Road are rare for a reason. Come see why... and don't be surprised if you find yourself wanting to stay.

4604 Crystal Beach Road, Winter Haven
$409,900
4 Beds ⋅ 3 Baths ⋅ Eloise Woods Lake Roy Unit SubDv. ⋅ 33884 Zip Code
Located in one of Southeast Winter Haven's most desirable neighborhoods, just minutes from the Chain of Lakes and Lake Summit boat ramp, this beautifully updated 4-bedroom, 3-bath pool home offers nearly 2,500 square feet of living space with **no HOA**. Designed with flexibility in mind, the home features two spacious primary suites, multiple living areas, and a beautifully remodeled kitchen with quartz countertops, soft-close cabinetry, stainless steel appliances, and a workstation sink. Step outside to the screened lanai overlooking the private pool and enjoy the fully fenced backyard - perfect for entertaining, pets, and everyday living. Major updates include a NEW ROOF (2019), HVAC (2019), HOT WATER HEATER (2019), primary bathroom remodel (2019), kitchen remodel (2021), pool heater (2022), pool pump (2024), front and backyard irrigation system (2024), and guest bathroom remodel (2025). Offering quality updates, generous living space, and an exceptional location! Schedule your private showing today!

144 Beverly Dr, Winter Haven
$210,000
3 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
**Calling all lake lovers!** Discover this charming 3-bedroom, 1-bath home situated on **nearly half an acre** in the heart of Winter Haven. Featuring a functional floor plan, a spacious yard, and **private rear access**, this property offers endless possibilities for outdoor entertaining, gardening, parking boats, RVs, or work vehicles, or even future expansion. No HOA. Conveniently located near shopping, dining, schools, and major roadways, you'll also enjoy easy access to Central Florida's top attractions. **LEGOLAND® Florida Resort is approximately 15 minutes away**, **Walt Disney World® Resort is about 35–40 minutes away**, and **Universal Orlando Resort** and **SeaWorld Orlando** are both within **45–50 minutes**, making this home an excellent choice for both homeowners and investors. Boating and fishing enthusiasts will appreciate the close proximity to several of Winter Haven's beautiful lakes, with a public boat ramp located just half a mile away, making it easy to enjoy Florida's year-round outdoor lifestyle. Whether you're a first-time homebuyer, looking to downsize, or searching for a fantastic investment opportunity, this property offers comfort, convenience, generous outdoor space, and tremendous potential. **Schedule your private showing today and discover everything this home has to offer!**

3328 Avenue T Nw, Winter Haven
$199,000
3 Beds ⋅ 2 Baths ⋅ Thornhill Ests SubDv. ⋅ 33880 Zip Code
This 3-bedroom, 2-bath home is located in the established Thornhill Estates community with no HOA. Situated on a spacious lot just under one acre, the property offers plenty of outdoor space along with four storage sheds for all your storage, workshop, or hobby needs. The washer and dryer are included, adding extra convenience for the new owner. Conveniently located near shopping, dining, schools, and major roadways.

13 Cactus Circle E, Winter Haven
$274,990
3 Beds ⋅ 2 Baths ⋅ Leisure Shores SubDv. ⋅ 33881 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bath home offering approximately 1,627 square feet of comfortable living space in the established Leisure Shores community of Winter Haven. Situated on a spacious 0.22-acre lot, this property is packed with features both inside and out. Step inside to an open floor plan with easy-to-maintain laminate flooring throughout, an updated kitchen featuring granite countertops, newer cabinetry, stainless steel appliances, and plenty of space for everyday living and entertaining. Energy-efficient double-pane windows and an updated sliding glass door help enhance comfort throughout the home. The backyard is designed for enjoying Florida living, complete with a screened lanai, an above-ground pool, a large side deck, and a fully fenced yard that’s perfect for relaxing or hosting family and friends. Need extra space? This property offers multiple detached structures, including a spacious air-conditioned shed that’s ideal for a home office, hobby room, gym, studio, or workshop, plus an additional storage shed for tools and equipment. For those with recreational vehicles or extra toys, you’ll appreciate the dedicated RV parking area with electrical hookup, along with a covered carport for everyday parking. Conveniently located near shopping, dining, schools, and everything Winter Haven has to offer, this home combines comfort, versatility, and outdoor living in one exceptional package. Schedule your private showing today!

2021 Oliver Place, Winter Haven
$159,900
2 Beds ⋅ 2 Baths ⋅ Cypresswood Eagle Pond Condominium SubDv. ⋅ 33884 Zip Code
Don't miss the opportunity to own this lovely GROUND FLOOR Eagle Pond condominium in the highly sought-after gated community of Cypresswood Golf and Country Club that is PRICED TO SELL! Virtually maintenance-free Florida living doesn't get any better. Be greeted by 10-foot high ceilings, complimenting the open concept living area complete with expansive living and dining areas, including a kitchen breakfast bar. Walk-in closets in both bedrooms offer an abundance of space for organizing your belongings, and an en suite bathroom in the main bedroom for privacy and convenience. Enjoy the open-concept living area for entertaining friends and family and a private patio further compliment this delightful property. Immerse yourself in the outdoors on your private patio or take a walk, run, or bike ride to enjoy the natural scenery that abounds in this community. Cypresswood Golf and Country Club features a 24-hour manned guard gate, 18-hole championship golf course, junior Olympic-sized community pool, lighted tennis/pickleball/basketball courts, clubhouse, restaurant, pro-shop, event space, and so much more. The low monthly HOA fee includes all exterior and grounds maintenance, pest control, trash collection, and use of the pool and tennis amenities. Residents also enjoy a discount on daily golf and annual membership! Minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options. Schedule your private showing today!

1502 Eagle Pond Drive Unit 15, Winter Haven
$320,000
4 Beds ⋅ 2 Baths ⋅ Lakewood Acres SubDv. ⋅ 33880 Zip Code
Virtually Staged. Welcome Home! Discover the perfect blend of space, comfort, and waterfront living in this 4-bedroom, 2-bath home situated on a sprawling 2.17-acre lakefront lot. With no HOA, you'll enjoy the freedom to make this property your own while being just minutes from shopping, dining, medical facilities, major parkways, playgrounds, and world-famous amusement parks. Imagine spending your weekends hosting unforgettable BBQs, relaxing on your expansive enclosed back patio, or heading out for a day of jet skiing, fishing, or boating with direct lake access. The generous acreage offers endless possibilities for outdoor living, recreation, and entertaining. Whether you're looking for a peaceful waterfront retreat or a home that's close to all the conveniences of city life, this property truly offers the best of both worlds. Don't miss this rare opportunity to own your own slice of lakefront paradise!

126 Bermuda Court, Winter Haven
$78,800
2 Beds ⋅ 1 Baths ⋅ Winter Haven Harbour Apts Condo SubDv. ⋅ 33881 Zip Code
Virtually Staged. Perched on the third floor, Unit A38 at Winter Haven Condominiums offers the perfect combination of privacy, comfort, and peaceful views. As a desirable end unit, you'll enjoy extra windows that fill the home with natural light along with added privacy from neighboring units. Best of all, elevator access means you can enjoy the top-floor location without worrying about the stairs. Inside, the condo has been thoughtfully updated with newer flooring, fresh interior paint, and modern kitchen cabinetry featuring soft-close doors, creating a bright, inviting space that's truly move-in ready. Just outside your front door, the screened breezeway becomes an extension of your living space. Sip your morning coffee as the day begins, relax with a good book in the afternoon, or unwind in the evening while enjoying Florida's warm breeze and peaceful surroundings. Life here is about more than just the condo. Cool off in the community pool, enjoy a friendly game of outdoor shuffleboard, or take advantage of the community clubhouse, a comfortable, air-conditioned gathering space designed for both relaxation and entertainment. Inside, you'll find a pool table, indoor shuffleboard, fitness equipment, television, and a fully equipped kitchen that's perfect for hosting birthdays, holiday gatherings, game nights, or casual get-togethers. Just bring your favorite food, invite your family and friends, and enjoy the space without the hassle of entertaining at home. Covered, assigned parking is conveniently located just steps from the building, making everyday living even easier. Whether you're looking for a year-round residence or a seasonal escape from colder climates, Unit A38 offers low-maintenance living in a welcoming community where comfort, convenience, and relaxation come together. Schedule your private showing today and experience everything this charming condo has to enjoy.

1700 6th Street Nw Unit A38, Winter Haven
$140,000
2 Beds ⋅ 2 Baths ⋅ Lake N Golf Estates Add SubDv. ⋅ 33881 Zip Code
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
$310,000
4 Beds ⋅ 2 Baths ⋅ Lake Daisy Estates SubDv. ⋅ 33884 Zip Code
Virtually Staged. NEW ROOF in 2024! Beautiful 4-bedroom, 2-bath, two-story home offering just over 1,900 square feet of generous living space. Step inside to discover a freshly painted interior complemented by new flooring throughout. The spacious floor plan features a welcoming living room with a dining area, and a large family room off the kitchen—perfect for both everyday living and entertaining. The kitchen boasts ample counter space, lovely cabinetry, and plenty of storage space. The primary suite is conveniently located on the main floor and includes a private en-suite bathroom with a dual sink vanity, a relaxing garden tub, and a separate walk-in shower. Two additional bedrooms are also located downstairs, while the fourth bedroom can be found upstairs, great for guests. Relax with your morning coffee or host family and friends on the screened rear porch overlooking the fully fenced backyard, providing both privacy and space to enjoy the outdoors. Don't miss the opportunity to make this wonderful home yours—schedule your private showing today!

372 Lake Daisy Cir, Winter Haven
$159,900
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
CUTE AND COZY 2 BR/2 BA HOME IN GARDEN GROVE OAKS 55+ COMMUNITY! This one-owner home is in one of Winter Haven's most sought-after 55+ communities where you own your land, and the HOA is low at $65/month. You will not be bored living here...activities include dances, birthday and anniversary celebrations, water aerobics, card games, shuffleboard, billiards and more. The community has its own clubhouse, pool and spa, and optional secured RV/boat parking. You will find 6235 Knotty Pine Dr on a quiet cul-de-sac with little traffic.  The bright, open, and spacious floor plan features 1080 sq ft of living area, plus a Florida room, perfect for your morning coffee, relaxing and entertaining.  Inside laundry room located in the hall bathroom. Notable upgrades include NEW ROOF in 2023, NEW A/C in 2025, and a FULL HOUSE GENERATOR. With some cosmetic updates, you can add your final touches to make this home yours!  The home will be pressure washed prior to closing. The community is clean, and pride of ownership is displayed throughout. Florida living at a price you can afford with no lot rent. Conveniently located just a few minutes from Hwy 27, shopping, medical facilities, and restaurants.Schedule your private viewing today!

6235 Knotty Pine Drive Se, Winter Haven
$225,000
2 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Welcome to your private backyard paradise! This beautiful home features two bedrooms, one bath, no HOA, a relaxing jacuzzi spa, functional greenhouses for gardening, storage sheds, irrigation system and a rare, gated private alley at the rear of the property which provides convenient access to your backyard. The property is currently an active plant nursery and the sale includes everything to continue that if you choose. Inside you will find an open layout perfect for comfortable living. Enjoy total peace of mind with newer appliances, windows (2026), electrical wiring (2025), HVAC (2025) and also an indoor laundry space. This property is conveniently located five minutes from downtown Winter Haven, near dining and shopping, close to the Chain of Lakes, Legoland and many parks and outdoor activities. If your looking for the Florida lifestyle then come tour this unique property.

1405 28th Street Nw, Winter Haven
$324,700
3 Beds ⋅ 2 Baths ⋅ Haven Homes Sub SubDv. ⋅ 33880 Zip Code
NO HOA. NO CDD. IN GROUND POOL. NEW HVAC. NEW ROOF. Welcome to 2230 W Central Ave, where timeless character meets modern updates on an oversized double lot in the heart of Winter Haven. This well-maintained 3-bedroom, 2-bath home offers comfortable living with inviting spaces designed for everyday life and entertaining. Step inside to a welcoming parlor that flows into the dining room, creating a warm and functional layout. The kitchen features a picturesque window overlooking the backyard and includes Samsung stainless steel appliances. Just off the kitchen, the spacious family room provides a cozy retreat with direct access to the LARGE screened porch. The backyard is the true centerpiece of this property. Enjoy Florida living year-round with a large screened enclosure surrounding the sparkling in-ground pool, offering plenty of space for outdoor dining, relaxing, and entertaining family and friends. Recent improvements provide added value and peace of mind, including a NEW ROOF installed in November 2024, a NEW HVAC Carrier system installed in 2022, and an A.O. Smith water heater. Outdoor enthusiasts will appreciate the public boat ramp to Lake Howard just two blocks away, along with ample driveway parking for your boat, trailer, or additional vehicles. With its spacious lot, major updates, fantastic outdoor living space, and convenient location close to shopping, dining, parks, and the Chain of Lakes, this move-in-ready home is a wonderful opportunity. Come see this gem today!

2230 W Central Avenue, Winter Haven
$359,900
3 Beds ⋅ 2 Baths ⋅ Sugar Crk Sub SubDv. ⋅ 33880 Zip Code
Virtually Staged. Pool pump replaced in 2026, hot water tank and HVAC unit 5 years old, 10 year old roof! Welcome home to this well-maintained 3-bedroom, 2-bath plan offering 1,666 square feet living on over a 1/2 acre of land, and no HOA!!! The desirable split floor plan provides privacy and functionality, while the spacious living area is perfect for everyday living and entertaining. The kitchen comes complete with all appliances, indoor central vacuum system, and the home includes a security camera system for added peace of mind. Step outside to enjoy the large screened lanai overlooking a sparkling in-ground saltwater pool, complete with a solar heating system to extend your swimming season. Bring all your toys-there is plenty of parking, including a large camper/RV carport 29x11 and an additional storage shed. The fully fenced backyard offers privacy and ample space for pets, outdoor activities, and family gatherings. Conveniently located and move-in ready, this property combines comfort, flexibility, and outdoor enjoyment without the added expense of HOA fees. Schedule your private showing today!

122 Quailwood Drive, Winter Haven
$1,050,000
5 Beds ⋅ 4 Baths ⋅ Lake Regions Country Place SubDv. ⋅ 33881 Zip Code
5 BEDROOM 4 BATH POOL HOME ON 5 ACRES WITH AN IN-LAW SUITE!!! Built by custom home builder Bill Reed, this residence is full of beautiful detail and remarkable finishes. Features include: over 3600sqft of living area, towering ceiling heights, spacious great room, formal living/den/office space, open kitchen with GAS, walk in pantry, butler's pantry, a poured safe room, a mud room, separate 1BR/1BA guest quarters above the garage, 3 car garage, private 1/4 acre pond, gorgeous crown molding, new pool and hot tub, new outdoor kitchen with brand new grill, covered outdoor seating, primary suite downstairs, metal roof, massive front porch, fire pit, gazebo, expansive utility room, NO CARPET, and the list goes on! Nestled amongst towering oaks on a secluded 5 acre parcel adjacent to the Country Club of Winter Haven and a tranquil natural creek - privacy is guaranteed! Want an out building or guest house? There is plenty of room to make that happen! This one of a kind home is conveniently located close to Winter Haven Country Club, 3 miles from Hwy 27 for easy access to Interstate 4, and just minutes to downtown Winter Haven. The pictures speak for themselves and this residence is even more impressive in person. Schedule your showing today to see one of Winter Haven’s most unique properties!

1645 Crump Road, Winter Haven
$279,900
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
This home is located in a established neighborhood, Seller has done lots of updates, New windows,roof ,c/h/a, both bathrooms remodeled all done in 2023 and 2024 and new drainfield aproximately a year ago. Home still has a few things that need updating, but main remodels have been done. Come enjoy the inground pool. Home is surrounded by wood femce in the rear with chain link fence behind the wood fence. Sitting on a huge half acre lot.This home is priced to sell quickly!

105 Lake Sears Drive, Winter Haven
$92,000
2 Beds ⋅ 2 Baths ⋅ Winter Haven Harbour Apts Condo SubDv. ⋅ 33881 Zip Code
Easy Florida living starts here in Winter Haven Harbour, a centrally located 55+ condominium community close to shopping, dining, medical facilities, public transportation, and downtown Winter Haven. This 2-bedroom, 1.5-bath end-unit condo offers 840 square feet of functional living space and a smart opportunity for a buyer looking to downsize, simplify, or create a comfortable seasonal Florida retreat. The end-unit placement provides added privacy, while the half bath gives the floor plan extra everyday convenience compared to many smaller or single-bath options. Enjoy the low-maintenance lifestyle Winter Haven Harbour is known for, with community amenities that include a heated pool, clubhouse, shuffleboard, grilling area, fitness/community space, car wash area, elevator access, assigned/covered parking, and storage/laundry conveniences. Whether you are a full-time resident or a snowbird looking for a manageable Florida home base, this condo puts convenience, community, and value in one package. Buyer approval required. Buyer and buyer’s agent to verify association rules, fees, leasing restrictions, measurements, and all community information. **Some photos are AI enhanced**

1700 6th Street Nw Unit C21, Winter Haven
$299,900
3 Beds ⋅ 2 Baths ⋅ 33881 Zip Code
Welcome home to this charming pool home nestled in the heart of Winter Haven! Offering plenty of space for everyone, this home features a versatile bonus room perfect for a home office, playroom, media room, or additional living space to fit your needs. Step outside and dive into your own private in-ground pool, the perfect place to cool off and beat the Florida heat while entertaining family and friends. Conveniently located just minutes from shopping, dining, medical facilities, schools, and everything Winter Haven has to offer, you'll love the combination of comfort and convenience this property provides. Whether you're relaxing poolside, enjoying the flexible interior spaces, or taking advantage of the nearby amenities, this home offers the Florida lifestyle you've been looking for. Don't miss your opportunity to make this beautiful property your own—schedule your private showing today!

2095 W Hartridge Terrace, Winter Haven
$410,000
5 Beds ⋅ 2 Baths ⋅ Nydeggers West Elbert Sub SubDv. ⋅ 33880 Zip Code
Welcome to your new home! This spacious 5/2 has all you could need for functionality, family, and entertaining. Nestled just near Lake Elbert, less than a mile from downtown Winter Haven where you will find tons of local shopping, food, and lounges. On the main floor you will find both a formal and family living room, dining room, kitchen with attached laundry and plenty of pantry space, and the main bedroom with an ensuite bathroom, a built-in closet as well as a larger multi-function walk-in closet, or you can make it into an office! The ensuite bathroom has a separate door, a walk-in shower with multi heads/rain head, and a spa tub. On the second floor, you will find four additional bedrooms, the second bathroom, and the landing space can be utilized as a small living/game room area. On the second floor you will find 2 utility closets, so no toting cleaning supplies up the stairs! The home has original and working whole home exhaust, so in the cooler months or if you just like the windows open the exhaust pulls air through the house allowing for natural cooling as well as attic space to store seasonal décor. The A/C was replaced less than a year ago. Outside you will find in the front a semicircle driveway as well as a long drive that leads all the way back to the detached 2 car garage. There’s storage shelving in the garage and a working utility sink. Everything you could need in a home is right before you! all dimensions are approximate, buyer and or buyer's agent to confirm room dimensions.

199 8th Street Se, Winter Haven
$234,800
3 Beds ⋅ 2 Baths ⋅ Tanamora SubDv. ⋅ 33880 Zip Code
USDA financing may be available for qualified buyers, potentially allowing 100% financing with no down payment. Buyers should verify eligibility with their lender. Welcome to your slice of country living with room to breathe! Situated on approximately 0.65 acres, this well-maintained 3-bedroom, 2-bath home offers the perfect blend of privacy, functionality, and convenience. Step inside to find comfortable living spaces designed for everyday living and entertaining. Outside, the possibilities are endless. The oversized lot provides ample space for gardening, pets, recreational vehicles, boats, or simply enjoying the Florida lifestyle without the restrictions often found in subdivision communities. One of the standout features is the large detached metal building/workshop, offering incredible flexibility for hobbyists, contractors, mechanics, small business owners, or anyone needing additional storage space. Whether you’re looking for a workshop, home business setup, equipment storage, or the ultimate man cave, this structure adds tremendous value and versatility. Enjoy the peace and quiet of a larger homesite while remaining just a short drive from shopping, dining, schools, medical facilities, and major commuter routes. If you’ve been searching for a property with space, freedom, and a workshop that’s hard to find in today’s market, this is one you won’t want to miss.

509 Sharon Hill Court, Winter Haven