Refine Search
Sort by
$215,000
2 Beds 2 Baths Winterset 01 A Condo 02 Amd SubDv. 33884 Zip Code
Welcome to Lakefront Living at Its Finest! Experience serene waterside tranquility with breathtaking views of Lake Winterset in this inviting 2-bedroom, 2-bath unit, all at an affordable price. As you step inside, you'll be greeted by soaring ceilings that enhance the open and airy atmosphere. The thoughtfully designed open floor plan seamlessly connects living and dining areas, perfect for both entertaining and relaxation. Both bedrooms offers ample space for comfortable living. The master bedroom also offers a spacious walk-in closet, and sliding glass doors leading to your rear screened porch. Enjoy your morning coffee or unwind in the evenings on the screened porch, where nature's beauty serves as your stunning backdrop. This desirable gated community not only offers a Clubhouse, pool, and spa but also features tennis and pickleball courts, as well as a convenient boat ramp for easy access to the lake. Ideally located near Legoland and in the heart of the Florida Peninsula, with lots of lakes, or just over an hour drive to the Gulf or Atlantic beaches, Tampa & Orlando for airports, shopping, entertainment and more. This home perfectly blends comfort and convenience. Don't miss your chance to embrace the Florida lakefront lifestyle you've always dreamed of!

410 Laurel Cove Way, Winter Haven

$450,000
3 Beds 3 Baths Lake Thomas Woods Eighth Add SubDv. 33880 Zip Code
**Listed $5,000 below Appraisal Value** Welcome to this spacious 3-bedroom, 2.5-bath home offering 2,352 square feet of living space on a generous .33-acre lot tucked away on a quiet cul-de-sac. Designed for both comfortable everyday living and entertaining, this home offers plenty of space inside and out. One of the standout features is the massive bonus room with its own private entrance and an impressive feature wall complete with a waterfall—perfect for a game room, home office, media room, entertaining space, or whatever fits your lifestyle. The kitchen features solid wood cabinetry, granite countertops and plenty of workspace, while the separate dining room provides the perfect setting for meals and gatherings. A large living room, tray ceilings and tile flooring throughout add to the home's spacious feel. The primary suite includes a cedar-lined walk-in closet and an ensuite bath with a walk-in shower. Two additional bedrooms and 1.5 additional baths provide plenty of room for family and guests. Step outside and you'll quickly see why the backyard may become your favorite part of the home! Enjoy the recently resurfaced saltwater pool, expansive lanai and covered 14' x 14' pavilion—ideal for grilling, entertaining or simply relaxing by the pool. Paved walkways and decking surround the property, creating multiple outdoor spaces to enjoy. With over a third of an acre, a cul-de-sac location, a saltwater pool, incredible bonus room and more than 2,350 square feet of living space, this home offers a combination of space, character and indoor/outdoor living that's ready for its next owner.

205 Thomas Court, Winter Haven

$174,900
2 Beds 2 Baths Garden Grove Oaks SubDv. 33884 Zip Code
Just bring your personal belongings for this fully furnished home. Officially it is 2 bedrooms, 2 bath home however the front room could be converted to a 3 bedroom just add a closet. Wonderful club house, a inground community pool and a pond stocked with fish with a low monthly fee of $65.00/month. 55 plus age requirement of one of the buyers in this community of Garden Grove Oaks. You own your land and you can file homestead making your taxes very low. Kitchen is very user friendly with updated appliances. In fact, the dishwasher and refrigerator are still under warranty. All the carpet was replaced with laminate. This home has a workshop/hobby room in the shed with another storage area and a private back yard screened porch with vinyl windows. Conveniently located to medical facilities, shopping, restaurants and major highways leading to Lake Wales, Haines City, Orlando and Tampa.

6086 Southern Oaks Drive, Winter Haven

$149,000
2 Beds 2 Baths Wellington Pt 01 Bldgs 01 02 & Wellington Pt 02 B SubDv. 33880 Zip Code
This is 55+ living at its best! Fully renovated with high-end finishes, a spotless, move-in-ready interior, and a desirable lakeside setting on the world-famous Winter Haven Chain of Lakes. Welcome to 689 Lake Howard Drive, Unit 213, where thoughtful updates, generous living spaces, and an exceptional waterfront community come together at an attractive price point. Located in The Wellington on the shores of Lake Howard, this impressive 2 bedroom, 2 bath condo feels fresh, modern, and remarkably spacious. The expansive living and dining area features beautiful flooring, crown molding, updated lighting and ceiling fans, and plenty of room for comfortable everyday living and entertaining. Sliding glass doors open to a large enclosed Florida room overlooking the beautifully maintained community grounds, providing even more space to relax and enjoy the Florida lifestyle. The remodeled kitchen is a standout, featuring quartz countertops, abundant white soft-close cabinetry, a farmhouse-style sink, herringbone tile backsplash, under-cabinet lighting, and a complete stainless steel LG appliance package including refrigerator, range, microwave, and dishwasher. Both bathrooms have been beautifully remodeled with quartz-topped vanities and impressive custom tile work. Walk-in showers feature frameless glass enclosures, decorative tile accents, niches, and contemporary finishes. An exceptionally large walk-in closet provides outstanding storage, while an interior laundry closet with included washer and dryer and a large private exterior storage room add everyday convenience. The Wellington offers beautifully landscaped grounds, two pool areas including a heated pool for winter use, clubhouse, shuffleboard, community activities, and a private dock on Lake Howard with access to the Winter Haven Chain of Lakes—perfect for fishing and enjoying life on the water. The condo fee includes basic cable and internet, water, garbage pickup, exterior building maintenance, and grounds maintenance. A private covered parking space is also included. Conveniently located near medical facilities, shopping, restaurants, churches, grocery stores, and charming Downtown Winter Haven. Beautifully remodeled, incredibly spacious, and located in a Chain of Lakes waterfront community—this is 55+ living with the updates already done for you!

689 Lake Howard Drive Nw Unit 213, Winter Haven

$405,000
3 Beds 4 Baths Eloise Woods Lake Roy Un SubDv. 33884 Zip Code
Virtually Staged. Welcome to lakefront living on beautiful Lake Ina in Winter Haven! This 3 bedroom, 4 bathroom pool home with NO HOA offers generously sized bedrooms, wood flooring throughout the living areas and bedrooms, and tile in the kitchen and bathrooms. The kitchen features granite countertops, wood cabinetry, a tile backsplash and a convenient breakfast bar. Two of the bathrooms showcase charming retro styling, adding unique character to the home. Two large picture windows frame peaceful lake views and fill the interior with natural light. Step outside and experience the Florida waterfront lifestyle, with opportunities to spend your days boating, fishing, water skiing or simply relaxing by the water and enjoying the views. Designed for outdoor living and entertaining, the property includes a covered deck, covered patio, outdoor kitchen, outdoor shower and a large swimming pool surrounded by an impressive 57 by 63 foot paver patio, along with a pool bath. Whether hosting poolside gatherings, launching out for a day on the lake or unwinding by the water at sunset, this home offers a true lakefront retreat!

228 W Lake Ina Drive, Winter Haven

$294,990
3 Beds 2 Baths Kings Pond Ph 02 SubDv. 33880 Zip Code
RARE OVERSIZED LOT IN WINTER HAVEN! Welcome home to this beautifully maintained 3-bedroom, 2-bathroom residence sitting on an impressive 0.28-acre lot—a rare, generous layout offering privacy and space that is nearly impossible to find in standard new developments today! Step inside to an inviting open-concept layout featuring high vaulted ceilings, bright natural light, and a functional split-bedroom floor plan. The spacious great room flows seamlessly into the dining area and kitchen, perfect for everyday living or hosting guests. The primary suite offers a true retreat with a large walk-in closet, dual sinks, and an easy-access walk-in shower. OUTDOOR LIVING AT ITS BEST: Your 0.28-acre grounds offer endless possibilities! Enjoy a massive fenced backyard with room to add a custom pool, garden, or play area, plus a dedicated workshop shed ideal for hobbies, extra storage, or DIY projects. UNBEATABLE LOCATION: Situated in the desirable, quiet Kings Pond community with a low HOA, you are minutes from everything Winter Haven has to offer! Enjoy close proximity to top shopping centers, local dining, medical facilities, and the world-famous Chain of Lakes for boating, fishing, and waterfront dining. Plus, LEGOLAND® Florida, downtown Winter Haven's boutique shops and craft breweries, and major commuter routes are all just a short drive away. Don't miss out on this move-in ready gem with room to breathe—schedule your private tour today!

232 Kings Pond Avenue, Winter Haven

$225,000
3 Beds 2 Baths Inwood SubDv. 33881 Zip Code
Move right in and enjoy this charming 3-bedroom, 2-bathroom concrete block home in a convenient Winter Haven location with NO HOA! Featuring easy-care tile flooring throughout, this home offers both style and low-maintenance living. The kitchen is equipped with rich hardwood cabinets, stainless steel appliances, and plenty of storage, making it as functional as it is inviting. An indoor laundry room adds extra convenience to your daily routine. The spacious primary suite features a beautifully tiled step-in shower, while the guest bathroom offers a tiled tub/shower combination. Step outside to a large, fully fenced backyard with endless possibilities for entertaining, gardening, pets, or simply relaxing outdoors. A covered carport provides sheltered parking and additional storage space. Located just minutes from Havendale Boulevard, you'll have quick access to shopping, restaurants, schools, healthcare, and everyday conveniences. Spend weekends exploring Winter Haven's famous Chain of Lakes, known for its boating, fishing, waterfront parks, and scenic beauty. Commuters and travelers will appreciate the easy drive to both Tampa and Orlando, providing access to major employers, international airports, world-renowned attractions, sporting events, and endless entertainment options. Whether you're searching for your first home, looking to downsize, or adding to your investment portfolio, this property is one you won't want to miss!

3004 Avenue S Nw, Winter Haven

$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

$219,900
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

$289,900
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

$309,900
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. With all the square feet in the home and the oversized garage the price per square feet is $189/sqft on a 1.5 acre lot. Thats pretty good 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

$199,990
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

$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

$300,000
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

$150,000
2 Beds 1 Baths Inwood SubDv. 33881 Zip Code
Investor special in the heart of the Inwood neighborhood — solid block construction, new roof (2024), and a location that puts you minutes from everything Winter Haven has to give. This two-bedroom (possibly could be a 3 bedroom), one-bath home sits on a fenced lot with mature shade trees, and the covered, screened front porch gives the place a real homey feel the moment you pull up. Inside you'll find ceramic tile throughout the bedrooms and living areas, ceiling fans in every room, and a converted single-car garage that works well as an additional bedroom or possibly a den, home office, or storage space. The layout is straightforward and functional — living room, eat-in kitchen, two bedrooms with built-in closets, and a full bath with pedestal sink and tiled shower. There's also a linen closet in the hall. A shed out back adds extra storage. And the size of the backyard allows for endless possibilities. The home currently has window AC units but no central air or heat system — a definite opportunity for a buyer to update to their preference and immediately add equity. Dual septic system on site. Water is public. The property is being sold as-is. Convenient to US-17, shopping, dining, Polk State College, the Chain of Lakes trail system, and downtown Winter Haven. No HOA. Great bones, priced to move.

3319 Avenue U Nw, Winter Haven

$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

$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