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1103 Cypress Gardens Boulevard Unit 13, Winter Haven
$123,000
1 Beds ⋅ 1 Baths ⋅ Lamplighter Village SubDv. ⋅ 33884 Zip Code
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

665 Broadmoor Circle, Winter Haven
$165,000
2 Beds ⋅ 2 Baths ⋅ Cypresswood Tennis Villas SubDv. ⋅ 33884 Zip Code
Virtually Staged. Welcome to effortless Florida living in the highly sought-after gated Cypress Wood Golf & Country Club! Perfectly positioned on the beautifully maintained 10th hole, this 2-bedroom, 2-bath villa offers over 1,100 square feet of comfortable living with no close rear neighbors—just breathtaking views of lush fairways, mature oak trees, and Florida wildlife. Inside, you’ll find a bright, open floor plan complete with a spacious Florida room, the perfect place to enjoy your morning coffee or unwind while taking in the peaceful golf course scenery. Offered fully furnished with quick occupancy available, this home is truly move-in ready. Beyond the entrance, experience the exceptional lifestyle that makes Cypress Wood one of Central Florida’s most desirable golf communities. Enter through a 24-hour guard gate and enjoy a scenic drive along beautifully landscaped, tree-lined streets surrounded by meticulously maintained grounds and natural beauty. Residents have access to outstanding amenities including an 18-hole championship golf course, clubhouse, restaurant, community pool, tennis courts, pickleball courts, and a vibrant social atmosphere. The HOA provides lawn maintenance and exterior upkeep, allowing you to spend more time enjoying everything this resort-style community has to offer. Conveniently located just minutes from LEGOLAND Florida Resort, shopping, dining, and everyday conveniences, with easy access to Highway 27 and I-4, offering an easy commute to both Orlando and Tampa. Whether you’re searching for a full-time residence, winter retreat, or investment opportunity, this villa offers the perfect blend of comfort, convenience, and carefree Florida living. Schedule your private showing today !

665 Broadmoor Circle, Winter Haven

1100 Martinique Drive Unit 106, Winter Haven
$129,500
2 Beds ⋅ 1 Baths ⋅ Orchid Spgs Vill 300 Barcelona SubDv. ⋅ 33884 Zip Code
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

3328 White Indigo Road, Winter Haven
$287,400
3 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise SubDv. ⋅ 33884 Zip Code
Under Construction. Discover the Downing 2 floorplan at Harmony at Lake Eloise in Winter Haven, featuring 1,302 square feet, three bedrooms and two bathrooms, this home prioritizes efficient living without sacrificing an ounce of warmth. Step inside and be greeted by a thoughtfully arranged space, designed to maximize both comfort and flow. (Luxury vinyl) flooring guides you through the home, setting the stage for everyday living. The heart of the Downing is its open concept living area, where the living room and kitchen merge seamlessly, fostering connection and ease. This central space, bathed in natural light, is perfect for cozy evenings or casual gatherings. The kitchen, a model of efficiency, is equipped with modern appliances and well-organized storage, making meal preparation a breeze. Each of the three bedrooms provides a tranquil escape, with the primary suite offering a private bathroom for added convenience. The second bathroom, strategically located, serves the remaining bedrooms with ease. Like every home built in Harmony at Lake Eloise, the Downing 2 is built with all concrete block construction and integrated smart home technology. This allows you to effortlessly manage your home's systems, from lighting to temperature, all from the palm of your hand, whether you're relaxing inside or out and about. The Downing 2 floorplan is ideal for those seeking a streamlined, comfortable lifestyle. It's a place where thoughtful design meets modern convenience, creating a true sense of home. Experience the blend of simplicity and sophistication at Harmony at Lake Eloise. Contact us today and find your home at Harmony at Lake Eloise. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

3328 White Indigo Road, Winter Haven

512 Ituna Circle, Winter Haven
$309,900
3 Beds ⋅ 2 Baths ⋅ Harbor At Lake Henry SubDv. ⋅ 33881 Zip Code
New construction home with 1,545 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. "Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey.

512 Ituna Circle, Winter Haven

4001 Dundee Road, Winter Haven
$859,000
Eastwood Sub SubDv. ⋅ 33884 Zip Code
PRICED BELOW APPRAISAL. This 1.05-acre commercial property is ideally located on Dundee Road in Winter Haven, Florida, offering excellent visibility and a wide range of potential commercial uses. With an average daily traffic count of approximately 19,000 vehicles, the site provides strong exposure for businesses. Essential utilities, including water, sewer, electricity, telephone, and high-speed internet, are available at the property, making it ready for development. Conveniently situated just 7 minutes from both US 27 and Downtown Winter Haven, the property also offers easy access to Interstate 4, approximately 35 minutes away. Adding to its appeal, a brand-new Publix shopping center is located at the corner of Dundee Road and Country Club Road, contributing to the area's continued growth and increasing commercial activity. 1,550 SQ/FT house on the property.

4001 Dundee Road, Winter Haven

2523 Avenue E  Sw, Winter Haven
$284,500
3 Beds ⋅ 2 Baths ⋅ West Winter Haven SubDv. ⋅ 33880 Zip Code
MOVE-IN-READY NEW CONSTRUCTION | NO HOA | NO CDD Discover spacious living in this completed 3-bedroom, 2-bath block home in Winter Haven. With 1,930 square feet of living space, high ceilings, and an open-concept design, this brand-new home offers room to relax, gather, and entertain. The kitchen features granite countertops, stainless steel appliances, a large island, and ample cabinet storage, with an easy connection to the living and dining areas. The primary suite includes a walk-in closet and an en-suite bathroom with dual vanities. A 1-car garage completes the home. Enjoy modern finishes and the convenience of a completed home without HOA or CDD fees. Shopping, dining, and major roadways are nearby. Seller incentives available with acceptable terms! Schedule your private tour today and discover this move-in-ready new construction home.

2523 Avenue E Sw, Winter Haven

4807 Plumwood Street, Winter Haven
$110,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Move right into this furnished home located in Oakwood Estates, a 55+ community. The carpet throughout the home is in excellent condition. The rooms are very spacious and inviting. The home has been very well maintained. The dishwasher was installed in 2018, the washer and dryer 2020, and the refrigerator in 2024. Enjoy the bonus room on the front of the home or sit and watch the world go by on the comfortable lanai. Oakwood Estates offers many activities and amenities. If you are looking for exercise, you can join in with the pool or indoor aerobics. Chair Yoga is offered twice a week, or play some pool volleyball. The tennis court has recently been refinished and there is a pickle ball group that meets three times a week. During the winter months, there are several exciting dances as well as many activities. If food is your thing, Oakwood offers potluck dinners, ice cream socials, and weekly coffee and donuts. If you are looking for full time or just part time, this is your opportunity to move into a wonderful community, conveniently priced.

4807 Plumwood Street, Winter Haven

128 N Lake Florence Drive, Winter Haven
$384,900
3 Beds ⋅ 2 Baths ⋅ Eloise Woods SubDv. ⋅ 33884 Zip Code
Lake Views | Paid-Off Solar System | Mother-in-Law Suite | NO Flood Zone | Exceptional Upgrades | New Roof | Welcome to your own private retreat in the heart of beautiful Winter Haven, Florida! Perfectly positioned on an elevated home-site overlooking the peaceful waters of Lake Florence, this meticulously maintained 3-bedroom, 2-bathroom residence offers 2,167 square feet of thoughtfully designed living space, complete with an Attached Mother-In-Law Suite—perfect for multi-generational living, visiting guests, a home office, or added flexibility. From the moment you arrive, you’ll appreciate the quality, care, and countless upgrades that make this home truly move-in ready. Built with solid block construction and situated high and dry in NO FLOOD ZONE, this property delivers both comfort and peace of mind. Inside, the warm and inviting floor plan features rich pecan wood cabinetry, modern appliances, and a charming wood-burning fireplace that creates the perfect centerpiece for relaxing evenings or entertaining family and friends. The spacious 2-car garage provides plenty of room for vehicles, storage, and weekend projects. Designed with efficiency and long-term value in mind, this home boasts a remarkable list of improvements, including a 2020 roof, fully paid-off 2020 solar panel system, and 50-year transferable warranties on both the roof and solar system. With energy costs continuing to rise, you’ll enjoy the financial benefits of owning your solar system outright while dramatically reducing your monthly electric bills. Additional premium upgrades include a 2023 4-ton HVAC system, 2023 electrical panel, a 2023 mini-split system dedicated to the mother-in-law suite, Custom installed New South double-pane energy-efficient windows and front entry door backed by a lifetime warranty, and fresh exterior paint completed in 2026. In addition, an on-site utility shed, fully permitted with hurricane clips, power connected for additional storage to meet and exceed all of your storage needs! Wake each morning to breathtaking sunrises over Lake Florence, then unwind in the evening with spectacular Florida sunsets from your elevated vantage point. It’s the perfect setting to enjoy everything that makes Central Florida living so special. Ideally located just minutes from LEGOLAND Florida Resort, Winter Haven’s renowned Chain of Lakes, top-rated schools, shopping, dining, golf, and everyday conveniences, this home offers an exceptional combination of location, lifestyle, and lasting value. Homes with this level of craftsmanship, energy efficiency, flexible living space, and picturesque lake views are a rare find. Don’t miss your opportunity to own this incredible Winter Haven property—schedule your private showing today and experience Florida living at its finest.

128 N Lake Florence Drive, Winter Haven

2820 Traditions Boulevard S, Winter Haven
$309,900
3 Beds ⋅ 2 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code
Welcome to 2820 Traditions Blvd S, located in the desirable 55+ gated community of Traditions at Lake Ruby in Winter Haven. This well-maintained Augusta model offers 3 bedrooms, 2 bathrooms, a spacious 2-car garage, and a peaceful pond-front setting. This home is perfect for Florida living! The open and comfortable floor plan provides beautiful pond views from the kitchen, dining area, living room, primary suite, and enclosed patio, allowing you to enjoy the tranquil Florida surroundings throughout the home. The kitchen offers ample cabinetry and workspace, while the spacious living areas create an inviting environment for both everyday living and entertaining. The split bedroom layout provides privacy for owners and guests alike. The enclosed patio is a wonderful space to relax, enjoy your morning coffee, or unwind while taking in the water views. Just outside your door, enjoy all that Traditions at Lake Ruby community provides, including a clubhouse, resort-style amenities, pool, fitness facilities, and recreational opportunities designed for an active adult lifestyle. Conveniently located in Winter Haven with easy access to the newly added Publix, shopping, dining, medical facilities, golf, and Central Florida attractions. Whether you are looking for a full-time residence or a seasonal retreat, this home offers comfort, convenience, and the opportunity to enjoy the relaxed lifestyle of Traditions at Lake Ruby.

2820 Traditions Boulevard S, Winter Haven

2004 Leisure Drive, Winter Haven
$675,000
4 Beds ⋅ 3 Baths ⋅ Leisure Shores SubDv. ⋅ 33881 Zip Code
Experience true Florida waterfront living on beautiful Lake Hartridge, one of the larger lakes on Winter Haven's famous Chain of 24 interconnected lakes. With miles of navigable waterways, you'll enjoy waterfront dining & various live music venues which have docks, as well as fishing, water skiing, kayaking, sailing, and endless exploration without ever leaving the chain. Beautifully renovated 4-bedroom, 3-bath lakefront home, offering approximately 90 feet of shoreline with a private dock, which offers the perfect blend of comfort, convenience, and breathtaking scenery. Begin each day with spectacular sunrise views from the spacious screened lanai overlooking the lake, where you'll regularly enjoy sightings of bald eagles, ospreys, herons, otters, and other native Florida wildlife. Entertain lakeside or spend the afternoon on the water. Lake Hartridge Park and the public boat ramp are conveniently located just down the street. Inside, soaring vaulted ceilings and an open, light-filled floor plan create an inviting atmosphere that complements the waterfront setting. The thoughtfully designed split-bedroom layout includes two Master Suites, each featuring a private bath, walk-in closets, and direct access to the screened lanai. There is also direct access to a bathroom from the patio; perfect after boating, swimming, fishing, gardening, or enjoying a day on the lake. Extensive renovations and recent improvements provide exceptional comfort, efficiency, and peace of mind, including: • Brand-new kitchen appliances • New 22-mil luxury vinyl plank flooring throughout • New RHEEM water heater • New lighting and ceiling fans throughout the home • Additional blown-in attic insulation for significantly improved energy efficiency • 2025 Goodman/Daikin 5-ton HVAC system with a transferable 5-year parts and labor warranty, which is transferable to you. • 2023 Generac 22-kW whole-house generator, recently professionally serviced, tested, and ready to provide uninterrupted power whenever needed • Durable 40-year metal roof with approximately 15+ years of expected service life remaining Additional features include public water, sewer, and natural gas service, a wood-burning fireplace with a natural gas starter for effortless fires, a spacious two-car garage with a recently installed automatic garage door opener, and a lake-fed irrigation system that keeps the lawn lush without costly municipal water. Whether you're looking for a year-round residence, a luxurious waterfront retreat, or a home designed for the boating lifestyle, opportunities like this on the Winter Haven Chain of Lakes are becoming increasingly difficult to find. This property combines modern updates, dependable major systems, and one of Central Florida's waterfront locations into a truly exceptional place to call home.

2004 Leisure Drive, Winter Haven

1705 Sandalwood Circle Sw, 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

156 Manseau Drive, Winter Haven
$265,000
3 Beds ⋅ 2 Baths ⋅ Emerald Estates SubDv. ⋅ 33880 Zip Code
Virtually Staged. 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. One or more photo(s) was virtually staged. 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

2508 Avenue A  Sw, Winter Haven
$205,000
3 Beds ⋅ 1 Baths ⋅ West Winter Haven Rep SubDv. ⋅ 33880 Zip Code
Virtually Staged. Charming and move-in-ready 3-bedroom, 1-bath home situated on a spacious lot in the heart of Winter Haven! This well-maintained residence features an open-concept living area, updated flooring, and a bright kitchen designed for everyday comfort. Recent improvements include updated windows and roof, offering added peace of mind. Enjoy a large fenced backyard with plenty of room for pets, play, gardening, or outdoor entertaining. The extended parking area provides space for multiple vehicles, a boat, or an RV. Conveniently located near shopping, dining, schools, parks, Lake Howard, and major roadways, with easy access to LEGOLAND Florida Resort and other local attractions. No HOA restrictions make this property an excellent opportunity for homeowners or investors alike.

2508 Avenue A Sw, Winter Haven

2579 Sage Valley Way, Winter Haven
$305,000
3 Beds ⋅ 2 Baths ⋅ Harmony/Lk Eloise Ph 2 SubDv. ⋅ 33884 Zip Code
Welcome to this beautiful 3-bedroom, 2-bathroom home located in the highly desirable Harmony on Lake Eloise community in Polk County. This well-maintained home comes fully equipped with a washer, dryer, dishwasher, refrigerator, and range, making it truly move-in ready. Built in 2024, the roof and systems are only two years old, adding peace of mind and long-term value. One of the home's standout features is its excellent energy efficiency. Ceiling fans throughout the home, combined with a solar panel system, help maintain a comfortable indoor temperature while significantly reducing monthly electricity costs. The fully fenced backyard provides added privacy, security, and the perfect space for outdoor enjoyment, pets, or entertaining. The solar energy system is transferable to the new owner, allowing the buyer to continue the existing monthly payments and enjoy the ongoing energy savings. Don't miss this opportunity to own a beautiful, energy-efficient home in one of Polk County's most sought-after communities! 2025 taxes $6,404 including the $2,155 CDD; no exemptions.

2579 Sage Valley Way, Winter Haven

906 Avenue M  Se, Winter Haven
$349,900
3 Beds ⋅ 2 Baths ⋅ Lesnick Park SubDv. ⋅ 33880 Zip Code
Imagine the possibilities! Offering approximately 1,890 square feet of finished living area along with an additional 1,622 square feet of permitted functional space, the property provides approximately 3,512 total square feet, under roof, of combined building area. The expansive open living areas provide endless possibilities—whether you're envisioning an oversized primary suite, game room, home office, music studio, fitness space, or the ultimate man cave or she shed. Unlike many homes with fixed layouts, this property's generous footprint invites you to customize the space to fit your lifestyle. Step outside to enjoy your own private retreat featuring a solar-heated 20' x 40' pool, beautiful paver pool deck, spacious fenced backyard, circular driveway, and no HOA—all in an established neighborhood surrounded by beautiful lakefront homes. The outdoor appeal extends beyond your own backyard, with Lake Otis’s public boat ramp and fishing pier nearby. Enjoy convenient opportunities for boating, fishing, and taking in the lakeside scenery, adding even more ways to enjoy the Florida lifestyle close to home. A unique 3-car garage configuration provides exceptional flexibility. The oversized 23' x 25' two-car garage includes an adjoining workshop or storage area, while the separate single-car garage with a built-in closet sits adjacent to the utility room, making it ideal for hobbies, storage, a home gym, or recreational equipment. If you've been searching for a home with space, versatility, and room to make it your own, this is one you won't want to miss.

906 Avenue M Se, Winter Haven

235 6th Street Nw Unit 307, Winter Haven
$125,000
1 Beds ⋅ 1 Baths ⋅ The Haven SubDv. ⋅ 33881 Zip Code
Virtually Staged. HISTORIC CONDO NEAR DOWNTOWN: Historic charm meets modern convenience at The Haven. Perfect for busy professionals, frequent travelers, or anyone seeking an elegant, low-maintenance retreat near the center of it all. 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 residences just steps from downtown restaurants, coffee shops, nightlife, parks, and the popular Saturday Farmers Market. Blending vintage character with modern updates, tall ceilings, oversized historic windows, and abundant natural light create an airy, inviting atmosphere with partial downtown views. The main living space features hand-scraped engineered hardwoods, generous wall space for decor and entertainment, and glass sliders opening to a private balcony overlooking downtown and the nearby lake. The updated kitchen offers granite countertops, brand-new stainless steel appliances, and dual pantry/utility closets. The spacious bedroom comfortably accommodates a king-sized bed and includes a walk-in closet, while the refreshed bathroom features granite counters, a tiled tub surround, and tub/shower combination. Building amenities make everyday living refreshingly simple with secure key-fob entry, elevator access, assigned parking, on-site laundry, additional storage, and a beautifully restored historic lobby. Residents also enjoy a private courtyard pool surrounded by creeping fig walls, tropical palms, and lush landscaping, creating a peaceful escape to unwind after a busy day or work remotely outdoors. For those with demanding schedules or who travel frequently, the lock-and-leave convenience offers the freedom to come and go without the upkeep of a traditional home. Location is where this property truly shines! Leave the car parked and enjoy downtown dining, shopping, entertainment, and lakefront paths along Lake Howard, all within walking distance. Winter Haven is home to 50 lakes, including the famous Chain of Lakes, offering boating, fishing, waterskiing, and beautiful sunsets just minutes away. Everyday essentials are equally convenient, with Publix, Walmart, Aldi, TJ Maxx, and local medical facilities nearby, while LEGOLAND Florida Resort is a short drive away. Whether you're a professional seeking a convenient home base, a seasonal resident, first-time buyer, investor, or simply looking to downsize without sacrificing character or location, The Haven delivers a lifestyle that balances downtown energy with peaceful surroundings. Affordable, move-in ready, and filled with historic charm, this distinctive condo offers an exceptional opportunity to enjoy elegant, low-maintenance living in the heart of Winter Haven.

235 6th Street Nw Unit 307, Winter Haven

1714 Upland Lane, Winter Haven
$424,900
4 Beds ⋅ 3 Baths ⋅ Ashton Covey Ph One SubDv. ⋅ 33884 Zip Code
Why wait to build when you can move into this nearly new 2025 Ryan Homes residence? This beautifully maintained 4-bedroom, 3-bath home offers 2,565 heated square feet with a desirable split-bedroom floor plan, including a private guest suite with its own full bath—perfect for guests or multigenerational living. The spacious kitchen features a large island, walk-in pantry, and overlooks the open-concept living and dining areas. The primary suite includes a walk-in shower and generous walk-in closet, while tile flooring throughout the main living areas and carpeted bedrooms provide both style and comfort. Additional highlights include a three-car garage, paver driveway, irrigation system, dedicated laundry room with garage access, low quarterly HOA, and no CDD. Conveniently located near shopping, dining, schools, parks, and major roadways, this home offers all the benefits of new construction without the wait. Seller welcomes serious offers and is ready to work with the right buyer. Schedule your private showing today!

1714 Upland Lane, Winter Haven

612 Morgan Road, Winter Haven
$474,900
Peace River Development SubDv. ⋅ 33880 Zip Code
Turnkey Greenhouse & Nursery Facility on 5 Acres with Residence Included! This versatile property is currently functioning as a citrus nursery, with the infrastructure already in place to support expansion into a variety of other agricultural uses. Featuring four greenhouses (one greenhouse has 3 domes) totaling in approximately 16,000 square feet, each equipped with electricity and water. This property has two 4-inch wells with 5-inch submersible pumps, fertilizer injectors, a commercial-grade chemical/fertilizer sprayer, overhead irrigation, greenhouse benches, 150,000 citrus grow pots, and much much more. Everything you need to hit the ground running. There is additional space for in-ground planting, that has an existing irrigation system with timer already installed. On-site structures include a 12x12 air-conditioned office shed, a 8x8 dedicated chemical storage shed, and a 16x20 workshop with an attached lean-to for additional workspace and storage. Also included is a 2006 single-wide mobile home offering 2 bedrooms and 2 bathrooms, with a split floor plan. The home features a rear covered porch, a private storage shed, and a full-home water purification system that also services the workshop and ice machine. Perfect for on-site living or staff housing. This property is fully set up and ready for continued operation. All measurements to be verified by buyer. HOA fee is $80 bi annually for the maintenance of private road.

612 Morgan Road, Winter Haven

4132 Martindale Loop, Winter Haven
$399,900
4 Beds ⋅ 3 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code
Welcome to this beautifully maintained, energy-efficient 4-bedroom, 3-bath home in the highly desirable Traditions at Ruby Lake, a premier 55+ gated community offering the very best of Florida resort-style living. Situated on an oversized lot, this exceptional home features a desirable split floor plan Jack and Jill bathroom w/ walk-in tub and soaring high ceilings that create a bright, open, and spacious feel throughout. Thoughtfully upgraded for both comfort and efficiency, the home offers a spacious, expanded screened lanai with brick pavers—the perfect outdoor retreat for entertaining or enjoying a quiet evening—enhanced by customizable LED lighting to create the ideal ambiance. Energy-saving features include foam-core insulation in the concrete block walls, new Andersen windows, and a freshly painted exterior. Inside, you'll find hardwood flooring in the primary bedroom and front bedroom, which also makes an ideal home office. The kitchen is beautifully appointed with custom cabinetry, granite countertops, slate stainless steel appliances, and abundant storage. Custom maple shelving in the pantry, laundry room, and both linen closets adds both elegance and functionality. The primary bath also features granite countertops, completing the home's high-quality finishes. Designed for comfortable everyday living and effortless entertaining, this home offers generous living spaces that provide both privacy and flexibility for family and guests. HOA dues provide exceptional value and include weekly lawn and landscape maintenance, Spectrum TV service, and exterior house painting every seven years. Residents also enjoy full access to the community's impressive lakefront clubhouse, featuring a resort-style pool and spa, sauna, showers, a fully equipped fitness center, staffed front desk, library, business center, billiards room, craft room, and a spacious ballroom that hosts meetings, dances, entertainment, guest speakers, clubs, and social events. Outdoor amenities are equally impressive and include tennis, basketball, bocce ball, shuffleboard, pickleball, three community boat docks, a picturesque lakeside gazebo, and a paved walking path along the lake—perfect for morning strolls or evening exercise. If you're looking for a move-in-ready home with exceptional upgrades, low-maintenance living, and an active, resort-style lifestyle, this is the one you won't want to miss!

4132 Martindale Loop, Winter Haven

297 Meadowbrook Boulevard, Winter Haven
$230,000
3 Beds ⋅ 2 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code
Welcome to 297 Meadowbrook Boulevard in Winter Haven’s Lucerne Park Reserve community! Built in 2020, this well-maintained, single-story home features 3 bedrooms, 2 bathrooms, and approximately 1,408 square feet of living space. Highlights include a roof replaced in 2025, an included water softener system, and an A/C system last serviced in 2025. The open-concept floor plan connects the kitchen, dining, and living areas, creating a welcoming space for everyday living and entertaining. The primary suite offers a private bathroom and generous closet space, while two additional bedrooms provide flexibility for guests, a home office, or hobbies. An attached two-car garage adds convenient parking and storage. Community amenities include a swimming pool and playground. Located near shopping, dining, schools, recreation, and major roadways, this home offers convenient access to Winter Haven and the surrounding Central Florida area. Schedule your private showing today and discover everything this home has for you!

297 Meadowbrook Boulevard, Winter Haven

1700 6th St Nw Unit C24, Winter Haven
$92,000
2 Beds ⋅ 1 Baths ⋅ Winter Haven Harbour Apts Condo SubDv. ⋅ 33881 Zip Code
Peaceful oasis in a premier 55+ community! This lovely 2 bedroom, 1 bath second-floor condo in Winter Haven Harbour Apartments offers a perfect blend of comfort, functionality, and an active, low-maintenance lifestyle. Inside, you will find a spacious living room that flows effortlessly into a dedicated dining room, and a galley-style kitchen that maximizes counter space and storage, making meal preparation a breeze. Step onto your private balcony, where you can enjoy your morning coffee, read a book, or soak in the serene views. This wonderful active community offers fantastic resort-style perks, including a sparkling heated community pool, an active community center, and shuffleboard courts for fun with friends and neighbors. This home provides the ideal setting for your next chapter. Don't miss out, schedule your appointment today.

1700 6th St Nw Unit C24, Winter Haven

1514 Hamlin Street, Winter Haven
$349,900
3 Beds ⋅ 2 Baths ⋅ Eagle Crest SubDv. ⋅ 33881 Zip Code
Welcome to this beautiful 1-owner home at Eagle Crest. Currently the only home for sale in the entire neighborhood. Pride of ownership is apparent and the neighborhood is very well maintained. Wake up in the morning and enjoy your coffee on the covered lanai which overlooks a lush green field of undeveloped acreage behind. This home sits on a premium oversize lot w/ over a quarter of an acre and no rear neighbors. Large luxury primary bathroom and his & hers walk-in closets and large doorless shower w/ 2 heads. Breakfast nook in the home that is 7 x 11 and a formal dining room too. Den or office off of the foyer as you enter the home. Natural gas range for the chef in you. Regular scheduled maintenance has been done on this home with the A/C serviced every 6 months & the garage door opener every year, and it possesses an on-demand natural gas hot water heater. Currently it is the only property up for sale in this desired community. Make an appointment to see this immaculate home and make it yours!

1514 Hamlin Street, Winter Haven

200 El Camino Drive Unit 306, Winter Haven
$83,000
1 Beds ⋅ 1 Baths ⋅ Orchid Spgs Vill 200 Condo SubDv. ⋅ 33884 Zip Code
Virtually Staged. NOW offered at $83,000!! A spacious 1,078-square-foot corner residence with lagoon views, elevator access just steps away from the front door, and a monthly fee that includes several major household expenses. The spacious open floor plan features a large great room with endless furniture arrangement possibilities and an enclosed sunroom that fills the home with natural light while providing the perfect space to relax, work from home, or enjoy your morning coffee. The generous primary bedroom easily accommodates a king-size bedroom suite and includes a walk-in closet, while multiple additional storage closets throughout the home provide exceptional storage. This corner unit is conveniently located just steps from the elevator, laundry facilities, and stairwell, making everyday living even easier. Improvements include energy-efficient sunroom windows (2016), AC cooling unit replaced (2026), repiping/plumbing (2018), building roof replacement for added peace of mind. A reserved parking space is also included. The monthly HOA fee covers water, sewer, natural gas, trash, exterior maintenance, grounds maintenance, and access to the community clubhouse and sparkling pool, allowing you to spend more time enjoying Florida and less time maintaining your home. Nestled in the heart of Southeast Winter Haven, Orchid Springs is known for its mature landscaping, tranquil setting, and convenient location. You'll be just minutes from Downtown Winter Haven, the Chain of Lakes, Cypress Gardens Boulevard shopping and dining, Publix, Winter Haven Hospital, Polk State College, and LEGOLAND® Florida Resort. Easy access to US-27 and the Polk Parkway makes commuting to Lakeland, Orlando, and Tampa a breeze. Whether you're searching for a year-round residence, winter retreat, or low-maintenance home, this move-in-ready condo offers comfort, convenience, and an exceptional Central Florida lifestyle.

200 El Camino Drive Unit 306, Winter Haven

1015 Robin Lane, Winter Haven
$349,000
3 Beds ⋅ 2 Baths ⋅ Audubon Place Sub SubDv. ⋅ 33884 Zip Code
HUGE PRICE DROP! Welcome to this beautifully maintained 3-bedroom, 2-bathroom home tucked away on a quiet cul-de-sac in the desirable Audubon Place community of Southeast Winter Haven. Offering exceptional curb appeal with fresh interior and exterior paint, this move-in-ready residence showcases quality craftsmanship and extensive updates, including a NEW ROOF (2023), a BRAND-NEW HVAC system with ALL NEW DUCTWORK (2025), and a REME HALO whole-home air purification system (2025) for enhanced indoor air quality and year-round comfort. Inside, you'll be welcomed by soaring 12-foot ceilings, elegant rounded corner walls, extensive crown molding, detailed architectural arches, and an open-concept floor plan designed to maximize space and natural light. Tray ceilings enhance every bedroom, adding an extra touch of sophistication throughout the home. The chef-inspired kitchen is beautifully appointed with granite countertops, stainless steel appliances, crisp white cabinetry, under-cabinet lighting, and a large walk-in pantry offering abundant storage. The adjoining living area features rich flooring, a tray ceiling, a built-in media alcove, and expansive windows that create a warm and inviting atmosphere. The private primary suite serves as a relaxing retreat with a tray ceiling, spacious walk-in closet, and a luxurious ensuite bathroom featuring granite countertops, a dual-sink vanity, a dedicated makeup station, a soaking tub, and a separate walk-in shower. The additional bedrooms are generously sized, while the oversized laundry room offers exceptional functionality with built-in cabinetry, a utility sink, and included Maytag commercial washer and dryer. Step outside to your own private backyard oasis featuring a beautiful paver lanai, matching paver walkway and 2 car garage with paver driveway and an expansive screened outdoor living space complete with ceiling fans and an included hot tub. The fully fenced backyard is surrounded by mature landscaping, providing the perfect setting for entertaining, relaxing, or enjoying Florida's year-round sunshine. For added value, the drapes and area rugs throughout the home will remain, making your move even easier. Located in a well-maintained community with a low HOA of just $38 per month, residents enjoy peaceful streets, attractive deed restrictions, and a prime location just minutes from shopping, restaurants, the Audubon Sanctuary with scenic walking trails, Garden Grove Elementary School, the Audubon Nature Trail, LEGOLAND Florida Resort, Peppa Pig Theme Park, Downtown Winter Haven, Winter Haven Hospital, and the area's renowned Chain of Lakes. With convenient access to Highway 27 and the Polk Parkway, commuting to both Orlando and Tampa is simple. Beautifully updated, thoughtfully maintained, and truly move-in ready, this exceptional home offers timeless style, modern comfort, and quality upgrades throughout.

1015 Robin Lane, Winter Haven

4919 St James Drive, Winter Haven
$294,900
3 Beds ⋅ 2 Baths ⋅ St James Crossing SubDv. ⋅ 33881 Zip Code
Welcome to this beautiful 3-bedroom, 2-bathroom waterfront home in the desirable community of Winter Haven! This home combines comfort and scenic views with a spacious, functional floor plan designed for everyday living and entertaining. Wake up to peaceful water views and enjoy relaxing evenings overlooking the tranquil waterfront from your own backyard. The primary suite provides a private retreat with an en-suite bathroom, while two additional bedrooms are flexible for family, guests, or a home office. Conveniently located near shopping, dining, schools, parks, and Winter Haven’s renowned chain of lakes, this property combines a peaceful setting with easy access to everything you need. Don’t miss the opportunity to own your own slice of waterfront paradise—schedule your private showing today!

4919 St James Drive, Winter Haven

5 Moonlight Lane, Winter Haven
$215,000
2 Beds ⋅ 2 Baths ⋅ Haven Grove Manor SubDv. ⋅ 33884 Zip Code
Welcome to 5 Moonlight Lane in Winter Haven, Florida! This charming 2-bedroom, 2-bath home offers 952 square feet of comfortable living space with 1,304 total square feet under roof. This home features a functional layout with inviting living area, a covered back porch perfect for relaxing or entertaining, and a storage shed providing additional outdoor storage and a spacious backyard offering room to enjoy outdoor activities, gardening, or gatherings. Enjoy the benefits of no HOA and no CDD fees while living in a convenient Winter haven location near shopping, dining, schools, and everyday amenities. This home is also just minutes from LEGOLAND Florida Resort and other local attractions. Conveniently located between Orlando and Tampa. Whether you are looking for a primary residence, seasonal home, or investment opportunity, this property offers comfort, convenience, and the opportunity to enjoy the Florida lifestyle.

5 Moonlight Lane, Winter Haven

1700 6th Street Nw Unit A38, 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. ***Please note this is a pet free community***

1700 6th Street Nw Unit A38, Winter Haven

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