Between $200,000 - $300,000 Winter Haven FL Real Estate, Homes, Condos for Sale

3 Beds ⋅ 2 Baths ⋅ Brenton Manor SubDv. ⋅ 33881 Zip Code

Virtually Staged. Welcome to this beautifully maintained 3-bedroom, 2-bathroom single-story home in a highly desirable Winter Haven community with low HOA fees! Built in 2015, this property features complete ceramic tile flooring throughout, a new roof installed in 2024, Paid Off Solar Panels and a fully fenced backyard for added privacy. The open living area highlights a custom 3D feature wall with a fireplace, creating a cozy and stylish focal point. Complete with a 2-car garage and all appliances included, this home offers modern comfort and key upgrades. Located in the vibrant Chain of Lakes region near boating and outdoor recreation, plus just 20 minutes from LEGOLAND Florida Resort and 30 miles from Walt Disney World. Schedule your showing today!

1085 Brenton Manor Drive, Winter Haven

$299,990

4 Beds ⋅ 2 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code

Virtually Staged. Under Construction. Welcome to the Bradley, the perfect combination of comfort, style, and functionality. This inviting single-story floor plan features 4 bedrooms, 2 bathrooms, and a 2-car garage, with an open-concept layout that's ideal for everyday living and entertaining. Tile flooring extends throughout the main living areas, creating a seamless and durable finish, while the spacious great room flows effortlessly into the dining area and kitchen.

5007 Abigail Drive, Winter Haven

$270,000

3 Beds ⋅ 2 Baths ⋅ Vienna Square Ph 01 SubDv. ⋅ 33884 Zip Code

Virtually Staged. This property is located in one of the best neighborhoods in Winter haven. A new roof will be installed soon.

2470 Salzburg Loop, Winter Haven

$239,900

3 Beds ⋅ 3 Baths ⋅ Harbor At Lake Henry SubDv. ⋅ 33881 Zip Code

Brand-new 3-bedroom, 2.5-bath two-story townhome with garage in Winter Haven, FL. The open-concept main level features a spacious living area, flex space, powder room, and private covered lanai. The professionally designed kitchen includes a breakfast bar, 36-inch soft-close birch cabinets, premium laminate countertops, walk-in pantry, and Samsung stainless steel appliances. Upstairs, the owner’s suite offers a walk-in closet and en-suite bath with dual vanities and a tiled shower, while two additional bedrooms share a dual-vanity hall bath. Features include luxury vinyl plank flooring in main areas and baths, stain-resistant carpet in bedrooms, LED lighting, built-in pest control, and energy-efficient construction with Low-E windows, R-30 insulation, and a programmable thermostat. Move-in ready and easy to maintain.

125 Nemo Lane, Winter Haven

922 Martin Luther King Boulevard Ne, Winter Haven

$210,000

3 Beds ⋅ 2 Baths ⋅ Lake Idyll Estates SubDv. ⋅ 33881 Zip Code

This property presents an excellent opportunity for those looking to combine location, space, and a beautiful view of Lake Idyl. Its open and inviting setting adds a special touch, offering great potential to enjoy and personalize the outdoor areas—whether creating a cozy courtyard, relaxing entertainment space, or fire pit area. The residence features 3 bedrooms, 1 full bathroom, and 1 half bathroom, along with the valuable advantage of NO HOA, providing greater flexibility to make the property your own, enhance the outdoor living areas, or explore future expansion possibilities. Conveniently located along a main road in Winter Haven, the property offers easy access to schools, shopping, services, and other local amenities. Whether you are looking for a place to call home or an investment property with potential, this home offers an attractive combination of location, flexibility, and lifestyle.

922 Martin Luther King Boulevard Ne, Winter Haven

$299,900

3 Beds ⋅ 2 Baths ⋅ Waterside Village SubDv. ⋅ 33880 Zip Code

Welcome to 168 Waterside Cir, a charming single-family residence nestled in the heart of Winter Haven, FL, 2018-built home where Florida waterfront living meets everyday convenience. This delightful home features a spacious living area of 1,714 square feet, thoughtfully designed to provide both comfort and functionality. The property includes three well-appointed bedrooms and two full bathrooms, making it a superb setting for relaxing and unwinding. The rear patio overlooks a fishing canal, an ideal spot for morning coffee, evening sunsets, or casting a line without leaving home. Supermarkets, shopping, and pharmacies are all within walking distance, and Legoland is nearby, so errands and family outings are easy. Inside, 9½-foot ceilings and rounded corners give the home an open, polished feel, with ceramic tile wall to wall for easy care. The kitchen comes equipped with a refrigerator, electric range/oven, dishwasher, microwave, trash compactor, and a kitchen reverse osmosis system, and a gas range hookup is available for the buyer who prefers to cook with flame. The washer and gas dryer are included, and a whole-house water filtration and softener system rounds out the package. Peace of mind comes built in with a standby gas generator, hurricane panels for the exterior windows and doors, and a gas tankless water heater for endless hot water. The garage features a professionally installed epoxy floor, giving you a clean, durable, showroom-ready space for parking, projects, or storage.

168 Waterside Circle, Winter Haven

$254,900

3 Beds ⋅ 2 Baths ⋅ Queens Cove SubDv. ⋅ 33880 Zip Code

This 3 bedroom 2 bath home is perfect for 1st time homebuyers, snowbirds, and investors. Roof is only 6 years old and all kitchen appliances have been upgraded recently. Upon entering the home you will notice the vaulted ceilings in the living area and the wood burning stone fireplace that makes the home very cozy. There is a screened back lanai with a privacy fenced backyard. Conveniently located to shopping and entertainment.

3420 Cove Court E, Winter Haven

$275,000

4 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Brand new, energy-efficient home available by Aug 2026! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3944 Giorgio Drive, Winter Haven

$295,000

3 Beds ⋅ 2 Baths ⋅ Lakes/Lucerne Park Ph 6 SubDv. ⋅ 33881 Zip Code

Beautifully maintained 3-bedroom, 2-bathroom home, built in 2020, offers modern comfort, valuable upgrades, and outdoor features that make it stand out from the rest. Step inside to discover ceramic tile flooring throughout the entire home, including all bedrooms and closets. The functional layout, spacious living areas, and attached two-car garage make everyday living easy and comfortable. One of this home's standout features is its oversized lot with no rear neighbors, providing added privacy and room to enjoy the outdoors. The fully fenced backyard is perfect for relaxing, entertaining, or enjoying time with family and friends. A spacious 22 × 12-foot enclosure offers additional versatility, while the approximately four-year-old, five-person hot tub creates the perfect spot to unwind after a long day. Enjoy added peace of mind with backup generator capability connected through designated home outlets, providing a convenient way to power essential household items during an outage when paired with a compatible generator. Energy-saving potential with assumable solar panels, offering the next owner an opportunity to take over the existing solar panels, subject to the provider’s terms and approval. Located in the desirable Lakes at Lucerne Park community, this home offers modern construction, practical upgrades, and outdoor privacy, all with a low HOA fee of just $47 month. Conveniently located near shopping, dining, and everyday essentials, this home offers an excellent opportunity for first-time buyers, downsizers, or investors seeking value and comfort in Winter Haven. Don't miss the opportunity to own a home that combines modern living, a private backyard, and thoughtful extras that make a real difference!

1354 Haines Drive, Winter Haven

306 Eagle Pond Drive Unit 306, Winter Haven

$211,000

2 Beds ⋅ 2 Baths ⋅ Eagle Pond Condo SubDv. ⋅ 33884 Zip Code

Beautiful completely updated condo in the highly desirable gated community of Cypresswood Golf and Country Club. It features tile flooring throughout the whole condo, marble kitchen countertops with an extended breakfast island, new water heater, matching marble on both bathroom vanities, upgraded lighting fixtures/ceiling fans, interior laundry with washer and dryer, pond view, and so much more. The master bedroom features an en suite bathroom while both bedrooms have a walk-in-closet. Additional linen storage exists in the main bedroom and hallway, plus an additional outside storage closet with shelves. The Cypresswood community features an 18-hole championship golf course designed by Ron Garl, junior Olympic sized community pool, lighted tennis courts, clubhouse with a restaurant, event space and more. Minutes from Hwy 27 and the I-4 corridor, Winter Haven's chain-of-lakes for the water enthusiast, Legoland Fl Park and Resort, Bok Tower gardens, and a brand new Publix shopping center within 2 miles and much more. Centrally located between Orlando and Tampa. Schedule your private showing today.

306 Eagle Pond Drive Unit 306, Winter Haven

$295,000

4 Beds ⋅ 2 Baths ⋅ Jackson Lndg SubDv. ⋅ 33884 Zip Code

Built in 2023, this 4-bedroom, 2-bath Winter Haven home combines modern design with ultimate convenience. The bright, open-concept interior features ceramic tile floors and a chef-inspired kitchen with a large island. Relax on your screened-in lanai overlooking a private backyard. Located minutes from shopping, schools, and attractions—this move-in-ready gem is a must-see!

4956 Jackson Street, Winter Haven

$269,900

3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code

Be the First to Enjoy This Beautifully Renovated Home! Featuring brand-new paint, flooring, kitchen, bathrooms, windows, doors and AC. This home offers modern finishes and a bright, open layout with granite countertops, new cabinetry, and stainless-steel appliances. Situated on an oversized lot in a quiet, established neighborhood with NO HOA, enjoy a spacious yard, ample parking, and plenty of room to entertain. Conveniently located near shopping, dining, and major roadways, this move-in-ready home is a must-see!

503 William Avenue, Winter Haven

1358 Buckeye Trace Boulevard, Winter Haven

$270,000

3 Beds ⋅ 2 Baths ⋅ Buckeye Trace SubDv. ⋅ 33881 Zip Code

Short Sale. SHORT SALE!! Looking for a home that offers more space without stretching your budget? This beautifully maintained 4-bedroom, 2-bath home in the gated Buckeye Trace community deserves a spot on your must-see list! With 1,820 square feet of living space, an open floor plan, updated flooring, and a two-car garage, this home offers the kind of practical, comfortable layout that makes everyday living easy. Whether you're hosting friends, enjoying a quiet evening at home, or turning that fourth bedroom into the office or hobby space you've been wanting, there's room to make it your own. And the location? That's another reason to love it! Winter Haven has so much to offer, from afternoons on the Chain of Lakes and waterfront dining to the locally owned restaurants, shops, and events in Downtown Winter Haven. LEGOLAND Florida Resort is nearby, and you'll have convenient access to shopping, schools, and everything you need for day-to-day living. Priced at $270,000, this home offers a competitive opportunity in Buckeye Trace, especially for buyers looking for four bedrooms in a gated neighborhood. It's well cared for, move-in ready, and waiting for its next chapter. This property is offered as a short sale, subject to mortgage lender approval. Don't let the short sale designation keep you from taking a look — schedule your showing and see what this home has to offer!

1358 Buckeye Trace Boulevard, Winter Haven

$300,000

3 Beds ⋅ 3 Baths ⋅ Savanna Pointe SubDv. ⋅ 33884 Zip Code

222 Cloverdale Rd is a one-story Winter Haven home built in 2005, with vaulted ceilings, an open kitchen-to-living layout, and a covered screened patio overlooking a broad backyard. The kitchen’s long breakfast bar faces the living room, providing space for casual meals while keeping the cooking area connected to the main gathering space. A breakfast nook and a distinct dining area provide additional places for a table. Sliding glass doors extend the living room onto the screened patio, a sheltered setting for morning coffee or meals outdoors, with open lawn beyond. A separate room behind glass-paneled double doors provides space for a desk or hobbies while maintaining separation from the main living area. The primary bedroom includes an adjoining bathroom with double sinks, a soaking tub, and a separate shower. White fencing borders the backyard, and an attached garage provides enclosed parking. Included 100-Day Home Warranty with buyer activation

222 Cloverdale Road, Winter Haven

$299,999

4 Beds ⋅ 3 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code

Virtually Staged. Welcome to 997 Harold Pass, a nearly new home built in 2024 in the Peace Creek Reserve community of Winter Haven. This 4 bedroom, 2.5 bath home offers 1,933 square feet of bright, open living space. Tile flooring runs throughout the main level. The open concept kitchen features white cabinetry, stainless steel appliances, a large center island with breakfast bar seating, and a generous pantry. It flows straight into the living and dining areas, a layout that works as well for busy weeknights as for hosting friends. Upstairs, a flexible loft makes a great second living area, playroom or home office. The private primary suite has an ensuite bath and a spacious walk in closet, and three more bedrooms all have ample closet space. A dedicated laundry room adds everyday convenience. Out back, a covered patio overlooks a fully fenced backyard with plenty of room to play, garden or entertain, and the owners added an irrigation system to keep the lawn and landscaping looking great with less effort. A 2 car garage completes the package- the home is also within walking distance of South Pointe Elementary School. Schedule your private showing today!

997 Harold Pass, Winter Haven

$225,000

3 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code

Virtually Staged. NO HOA! 3BR/2BA Gem in Established quiet Winter Haven Neighborhood! Welcome home to this solid, beautifully built 3-bedroom, 2-bathroom residence featuring a 2-car garage and a spacious, comfortable layout designed for easy living! This property offers complete freedom and flexibility. Big-ticket updates provide complete peace of mind, including a roof replaced in 2020 and an HVAC system installed in 2019. Inside, enjoy an inviting floor plan with ample living space, ideal for relaxing or entertaining. Step outside to your private backyard—perfect for outdoor gatherings, pets, or creating your own backyard oasis. Conveniently located just minutes from top-rated schools, local shopping centers, medical facilities, dining, and popular area attractions. Whether you are searching for your ideal primary residence, a relaxing Florida vacation getaway, or a high-performing addition to your rental investment portfolio, this versatile home is an absolute must-see!

125 Whittier Lane, Winter Haven

$249,900

3 Beds ⋅ 2 Baths ⋅ Brysons R H Sub SubDv. ⋅ 33880 Zip Code

Completely remodeled, full of charm, and NO HOA! Welcome to this beautifully updated 3-bedroom, 2-bath home in Winter Haven, where modern finishes and comfortable living come together. Step inside to a bright, open floor plan featuring beautiful new-look flooring, fresh neutral tones, and an inviting living space that flows seamlessly into the kitchen and dining area. The beautifully remodeled kitchen offers shaker-style cabinetry, gorgeous countertops, stainless steel appliances, modern fixtures, and a spacious breakfast bar perfect for gathering with family and friends. Both bathrooms have been tastefully updated with stylish vanities, modern finishes, and beautiful tilework. A metal roof adds another appealing feature to this already impressive home. Outside, you'll find a spacious backyard with mature trees and plenty of room for entertaining, gardening, pets, or simply enjoying your own outdoor space. With NO HOA, you have the freedom to make this property your own! Conveniently located near shopping, dining, downtown Winter Haven, parks, and the area's beautiful lakes, with access to major roadways connecting you to Lakeland, I-4, Tampa, and Orlando. Beautifully updated, thoughtfully designed, and ready for you to move right in. Come see everything this Winter Haven home has to offer!

240 Westwood Avenue, Winter Haven

$285,000

3 Beds ⋅ 2 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code

Virtually Staged. WELCOME TO PEACE CREEK RESERVE! Discover modern Florida living in this beautifully designed 2024-built, single-story home offering 3 bedrooms, 2 bathrooms, approximately 1,444 square feet of living space, and a 2-car garage. The inviting open-concept floor plan seamlessly connects the kitchen, dining, and living areas, creating a comfortable setting for everyday living and entertaining. The contemporary kitchen features attractive cabinetry, solid-surface countertops, a center island, and an open view of the main living area. The spacious primary suite offers a private bathroom with dual sinks and a walk-in closet, while two additional bedrooms provide flexibility for guests or a home office. Enjoy the benefits of newer construction and community amenities including a resort-style swimming pool, playground, and recreational spaces. CONVENIENTLY LOCATED near everyday essentials, including Publix, ALDI, Walmart Supercenter, shopping centers, restaurants, and retail destinations along Cypress Gardens Boulevard and US Highway 27. Outdoor enthusiasts will appreciate Winter Haven's renowned Chain of Lakes, scenic parks, boating opportunities, and nearby LEGOLAND Florida Resort. With convenient access to Winter Haven, Lake Wales, Lakeland, and surrounding Central Florida communities, this property offers an appealing combination of modern comfort, recreation, and everyday convenience. Whether you're looking for a primary residence, seasonal getaway, or investment property, this home is worth exploring. SCHEDULE YOUR PRIVATE SHOWING TODAY!

668 Reggie Road, Winter Haven

$278,000

4 Beds ⋅ 2 Baths ⋅ Carls Sub SubDv. ⋅ 33880 Zip Code

Looking for a 4-bedroom home in Winter Haven with extra-living space and convenient access to shopping, dining, and local attractions? Located at 703 Avenue L SE, this single-family home offers 4 bedrooms, 2 full bathrooms, approximately 1,830 square feet of heated living space, and a separate flex room ideal for a home office, playroom, hobby room, or additional sitting area. The layout offers flexibility for everyday living, with a kitchen featuring granite countertops, stainless steel appliances, and cabinet storage. The primary suite includes an en-suite bathroom with a walk-in shower. Other features include porcelain tile flooring, double-pane windows, a one-car covered carport with storage space, and a fenced backyard with room for outdoor activities or gardening. Important updates documented in a February 2025 four-point inspection include a complete re-pipe with PEX plumbing in 2016 and a full architectural-shingle roof replacement in 2016. At the time of that inspection, the roof was rated satisfactory with an estimated 16 years of remaining useful life; this is an inspector’s estimate, not a warranty or guarantee.Enjoy convenient access to everyday essentials, including Publix at Southeast Plaza Shopping Center and Walmart Supercenter on Cypress Gardens Boulevard, along with nearby restaurants, shops, and services. Citrus Connection Route 30 serves the area, including a stop at 6th Street SE and Avenue K SE. Downtown Winter Haven adds local restaurants, coffee shops, boutiques, parks, and community events. For recreation, explore Winter Haven’s Chain of Lakes, nearby parks and trails, or LEGOLAND Florida Resort within driving distance. With four bedrooms, a versatile flex room, documented system updates, covered parking, and access to the shops and activities of Winter Haven, this home offers practical space in a convenient Central Florida location. Schedule a showing to see the layout and possibilities in person.

703 Avenue L Se, Winter Haven

$289,000

4 Beds ⋅ 2 Baths ⋅ Squires Grove SubDv. ⋅ 33880 Zip Code

PEACEFUL WATERFRONT LIVING IN SQUIRES GROVE | WINTER HAVEN, FLORIDA: Enjoy peaceful waterfront living, picturesque fountain views and the charm of small-town Florida at 138 Grove Branch Road in the Squires Grove community between Winter Haven and Eagle Lake. Situated on an oversized waterfront lot, this beautifully maintained, move-in-ready 4 bedroom, 2 bathroom home offers a wonderful combination of comfortable living spaces, thoughtful upgrades and a relaxing setting overlooking the neighborhood pond. Known for its welcoming atmosphere and traditional Americana charm, the area offers a refreshing escape from the congestion of larger cities while remaining conveniently located near shopping, dining, schools and the everyday conveniences of nearby Winter Haven and Lakeland. A screened front entry welcomes you into a spacious, thoughtfully designed interior featuring high ceilings, neutral finishes and attractive tile and laminate flooring throughout. The open great room provides a comfortable setting for everyday living and entertaining, with generous space to arrange furnishings and direct views of the waterfront setting. The adjoining kitchen offers abundant cabinetry, ample counter space, included appliances and a walk-in pantry for additional storage. Conveniently positioned just off the kitchen, the dining area enjoys beautiful views of the pond and its gently flowing fountain, creating an inviting backdrop for morning coffee, family meals and evening gatherings. The home's desirable triple-split bedroom floor plan provides excellent separation and privacy between the primary suite and guest bedrooms. Generously proportioned, the primary suite features a private en-suite bathroom with dual sinks, a walk-in shower, a spacious walk-in closet and a separate linen closet. The additional bedrooms are comfortably sized and offer flexibility for family, guests or a home office. An interior laundry room with included washer and dryer adds everyday convenience. One of the home's most appealing features is its peaceful outdoor setting. The screened rear lanai overlooks the spacious backyard and waterfront, where the gentle sounds of the fountain and visits from native birds create a relaxing atmosphere. Whether enjoying a quiet morning outdoors or unwinding at the end of the day, this inviting space captures the simple pleasures of Florida living. Vinyl privacy and picket fencing adds privacy and functionality while preserving the enjoyment of the waterfront surroundings. Numerous amenities and improvements further enhance the home's comfort, efficiency and functionality, including an upgraded indoor air quality system, water softener, whole-home surge protection, insulated garage door with automatic opener, screened front entry and rear lanai, and attractive laminate and tile flooring throughout. Additional storage improvements include an attic access ladder, attic flooring and installed shelving throughout the home and two-car garage. With its oversized waterfront lot, inviting interior, extensive improvements and convenient location, 138 Grove Branch Road offers an appealing opportunity to enjoy comfortable, move-in-ready living in one of Central Florida's charming small-town communities.

138 Grove Branch Road, Winter Haven

$296,990

5 Beds ⋅ 3 Baths ⋅ Villa Mar 40'S SubDv. ⋅ 33884 Zip Code

Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

6245 Botticella Boulevard, Winter Haven

$279,900

3 Beds ⋅ 2 Baths ⋅ Eloise Woods Lake Roy Unit SubDv. ⋅ 33884 Zip Code

*** WELL CARED FOR WITH MANY RECENT UPDATES IN THIS 3 BED 2 BATH 2 CAR GARAGE *** FRESH PAINT INSIDE & OUT, ALL NEW FLOORING & BASEBOARDS, NEW KITCHEN WITH QUARTZ COUNTER TOPS & APPLIANCES. MASTER RETREAT IS SPACIOUS WITH PRIVATE FULL BATH *** COME CHECK THIS OUT TODAY ***

420 Hillcrest Drive Se, Winter Haven

$269,999

2 Beds ⋅ 2 Baths ⋅ Lake Daisywood SubDv. ⋅ 33884 Zip Code

NO HOA AND NO CDD! Welcome to 86 Lake Daisy Blvd in Winter Haven. Don’t let the two-bedroom count fool you—this spacious 2-bedroom, 2-bath home offers 1,826 square feet of living space and an oversized garage with plenty of room for parking, storage, or hobbies. Enjoy an updated interior featuring new flooring, fresh interior and exterior paint, new kitchen and bathroom cabinets, remodeled bathrooms, and updated light fixtures. The roof was replaced in 2023, adding to the home’s appeal.The generous living area provides room to relax and entertain, while the screened porch overlooks a fully fenced backyard with mature trees. With spacious interiors, thoughtful updates, and no HOA or CDD fees, this home is a must-see. Schedule your private showing today!

86 Lake Daisy Boulevard, Winter Haven

$275,000

3 Beds ⋅ 3 Baths ⋅ Lake Thomas Woods Add 02 SubDv. ⋅ 33880 Zip Code

**NO HOA ** Space to spread out, room to entertain, and the opportunity to create something special. Welcome to 4253 Stafford Drive in Winter Haven’s Lake Thomas Woods community. Situated on approximately 0.51 acres with NO HOA, this single-story pool home offers approximately 2,631 square feet of living space, three bedrooms, two full bathrooms, and a convenient half bath. For buyers with renovation funds and a vision, the combination of a generous lot, substantial living space, and versatile gathering areas makes this property an exciting canvas for your next chapter. A long driveway provides ample space for guest parking and sets the stage for a home designed to accommodate gatherings. Inside, the spacious layout offers distinct areas for everyday living, dining, and entertaining. The approximately 19-by-19-foot living room features a wood-burning masonry fireplace, creating a natural focal point for a refreshed interior. A separate dining room and generously sized kitchen offer the opportunity to design inviting spaces that reflect your taste, whether you envision contemporary finishes, warm traditional styling, or a blend of both. One of the home’s standout features is the expansive rear family room with a wet bar. Measuring approximately 25 by 22 feet, this versatile space invites you to think beyond a traditional living room. Imagine a game-day lounge or man cave, a game room, a home theater for movie nights, or an entertaining space with comfortable seating and a place to serve refreshments. Its generous dimensions provide room to create multiple activity areas while keeping the home’s main living spaces available for quieter moments. The approximately 16-by-15-foot primary bedroom includes a walk-in closet and offers a spacious starting point for your own personalized retreat. Two additional bedrooms provide flexibility for guests, a home office, or everyday household needs. French doors, covered porch areas, and a screened rear porch add to the possibilities for connecting indoor comfort with outdoor living. Outside, the private in-ground pool and expansive yard provide the foundation for a backyard transformation. Envision refreshed landscaping, outdoor dining, garden beds, and inviting places to gather around the pool. With approximately half an acre, there is room to give your outdoor plans breathing space, while the absence of an HOA adds to the property’s appeal. This home needs renovation and is being offered as-is, making it especially appealing to cash buyers and buyers prepared to invest in repairs and improvements. Bring your contractor, explore the layout, and imagine the finished result. If you appreciate land, generous room sizes, and the chance to renovate a home around the way you live and entertain, schedule your private tour of 4253 Stafford Drive.

4253 Stafford Drive, Winter Haven

$218,000

3 Beds ⋅ 2 Baths ⋅ Swan Lake Estates SubDv. ⋅ 33881 Zip Code

Step into this beautiful 4-bedroom, 2-bath Winter Haven home, offering a welcoming blend of comfort, character, and everyday functionality. The well-designed kitchen features abundant cabinetry, providing excellent storage and an ideal space for meal prep and gathering. The spacious living room showcases charming arched doorways and a bright, open layout. From here, sliding glass doors lead directly to a generous backyard, perfect for outdoor entertaining, play, or future enhancements. Conveniently situated near local commerce, dining, shopping, and major highways, this home places all your daily essentials within easy reach. Homes like this don’t stay available for long—make your move before this Winter Haven gem slips away.

2303 S Swan Court Ne, Winter Haven

$298,990

4 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code

Under Construction. Introducing the Fletcher floorplan at Willowbrook South, where every square foot is put to use with sophistication and comfort. Inside this 4 bedroom, 2 bathroom home, you’ll find 1,574 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing Quartz Counter Tops and Revwood Flooring in the Living, Dining and all the Wet Areas. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The chef's kitchen is a true highlight, boasting Quartz countertops, sleek stainless-steel appliances, and an oversized island. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms provide flexibility for various lifestyles. The primary suite is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Like all homes in Willowbrook South, the Fletcher includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. Whether you're seeking a peaceful family retreat or a stylish place to call your own, this home is sure to meet your every need. *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.*

2767 Adeline Avenue, Winter Haven

$296,990

4 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code

Under Construction. Introducing the Fletcher floorplan at Willowbrook South, where every square foot is put to use with sophistication and comfort. Inside this 4 bedroom, 2 bathroom home, you’ll find 1,574 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing Quartz Counter Tops and Revwood Flooring in the Living, Dining and all the Wet Areas. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The chef's kitchen is a true highlight, boasting Quartz countertops, sleek stainless-steel appliances, and an oversized island. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms provide flexibility for various lifestyles. The primary suite is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. *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.*

2771 Adeline Avenue, Winter Haven

$224,900

3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code

Welcome home to this block/stucco home with 3 bedrooms/2 baths. The kitchen has been updated for you with granite counters, new cabinets, and newer stainless appliances. Freshly painted, 6-panel doors, and ceiling fans with remotes can be found throughout the home. Primary and Hall Baths feature granite counters, new mirrors and fixtures. Bonus/Flex Room can be a bedroom, den or game room. The yard is fenced with plenty of room to entertain or keep outdoor toys. Make this home yours before the end of the year. HVAC 2025; Roof 2022; Water Heater 2017. Close to restaurants and shopping.

609 Maggie Circle, Winter Haven

$239,900

3 Beds ⋅ 3 Baths ⋅ Harbor At Lake Henry SubDv. ⋅ 33881 Zip Code

Brand-new 3-bedroom, 2.5-bath two-story townhome with garage in Winter Haven, FL. The open-concept main level features a spacious living area, flex space, powder room, and private covered lanai. The professionally designed kitchen includes a breakfast bar, 36-inch soft-close birch cabinets, premium laminate countertops, walk-in pantry, and Samsung stainless steel appliances. Upstairs, the owner’s suite offers a walk-in closet and en-suite bath with dual vanities and a tiled shower, while two additional bedrooms share a dual-vanity hall bath. Features include luxury vinyl plank flooring in main areas and baths, stain-resistant carpet in bedrooms, LED lighting, built-in pest control, and energy-efficient construction with Low-E windows, R-30 insulation, and a programmable thermostat. Move-in ready and easy to maintain.

113 Nemo Lane, Winter Haven

$279,000

3 Beds ⋅ 2 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code

Virtually Staged. Situated in desirable southeast Winter Haven, this EcoSmart 3-bedroom, 2-bath home offers the best of small-town living with convenient access to shopping, restaurants, Legoland, and major routes. This smart home features a Qolsys IQ Panel that allows you to check in on your home anytime, anywhere. The panel serves as the control center for the security system and allows you to manage lights, locks, thermostats, security, and more. Upon arrival, you are welcomed by a charming front porch. The spacious foyer features a coat closet, tile flooring, and a transom window. The spacious living room offers high ceilings and a glass sliding door leading to the Florida room. The eat-in kitchen features stylish gray cabinetry, a stainless steel appliance package, and a huge walk-in pantry. The center island provides convenient seating for casual dining. The open-concept floor plan offers a seamless flow between the kitchen, dining area, and living room, creating an ideal space for entertaining family and friends. The primary bedroom suite is privately located at the back of the home and overlooks the backyard. A walk-in closet provides ample storage. The primary en-suite bathroom features a comfort-height vanity with dual sinks, a linen closet, and a walk-in shower with safety grab bars. A private water closet includes a comfort-height toilet with a safety grab bar. Two additional guest bedrooms share a guest bathroom with a tub/shower combination. The Florida room features hurricane-impact windows and doors, allowing you to enjoy the outdoors even during inclement weather. Situated on a premium corner lot, this home also features an irrigation system with a rain sensor. Additional amenities include a laundry room with washer and dryer, smart front-door lock, Netatmo smart video doorbell, Honeywell smart thermostat, exterior carriage light, double-pane windows, two-car garage with garage door opener, and keyless entry pad. The lovely community of Villamar offers sidewalks, tree-lined streets, a playground, and a resort-inspired swimming pool. The seller is offering the future buyer a $5,000 credit that can be applied toward closing costs and prepaids. This exceptional home combines smart-home convenience, comfort, energy efficiency, and an excellent location.

2415 Brassie Court, Winter Haven

$294,997

3 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33880 Zip Code

Virtually Staged. One or more photo(s) was virtually staged. VACANT AND READY FOR IMMEDIATE OCCUPANCY! Built in 2022, this attractive single-story home offers three bedrooms, two full bathrooms, a functional open layout and a two-car garage. The modern kitchen features granite countertops and a complete appliance package, while durable vinyl flooring makes everyday maintenance easy. Additional highlights include central air conditioning, a paver driveway, public water, a private septic system and no HOA. Conveniently located near shopping and dining along Havendale Boulevard, downtown Winter Haven, Winter Haven Hospital, Polk State College, local schools and the city’s popular Chain of Lakes, parks and recreational trails. Move-in ready and easy to show—schedule your private tour today!

2433 Avenue F Nw, Winter Haven

$281,900

3 Beds ⋅ 2 Baths ⋅ Harbor At Lake Henry SubDv. ⋅ 33881 Zip Code

New construction home with 1,486 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, pantry, and a spacious counter height bar, 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 decor do not convey."

732 Bayside Boulevard, Winter Haven

$279,900

3 Beds ⋅ 2 Baths ⋅ Harbor At Lake Henry SubDv. ⋅ 33881 Zip Code

New construction home with 1,479 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, pantry, and a spacious counter height bar, 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 a tiled shower and linen closet. 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 decor do not convey."

736 Bayside Boulevard, Winter Haven

$279,000

4 Beds ⋅ 2 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code

Welcome home to this well maintained residence in the highly sought-after VillaMar community of Winter Haven! Built with modern energy-efficient construction and design, this home offers the perfect blend of comfort, convenience, and Florida lifestyle living. Featuring an open-concept floor plan, spacious living areas, a private owner’s suite, and a covered patio ideal for entertaining, this property is designed for both everyday living and memorable gatherings. Location is everything, and this home delivers! Situated just minutes from major transportation corridors including US Highway 27, Highway 60, and SR-17, residents enjoy quick access to Orlando, Lakeland, Tampa, and Central Florida’s growing employment centers. The community’s strategic location makes commuting simple while keeping you close to everything Winter Haven has to offer. Families will appreciate proximity to excellent area schools, including Chain Of Lakes Elementary School, Denison Middle School, and Lake Region High School. Shopping, dining, and entertainment are just around the corner with convenient access to Walmart Supercenter, local restaurants, grocery stores, medical facilities, and everyday conveniences. Residents are also minutes from Winter Haven’s famous Chain of Lakes, boating and fishing opportunities, and world-renowned attractions such as LEGOLAND Florida Resort and Peppa Pig Theme Park Florida. Community amenities and nearby nature views create a relaxed Florida atmosphere, while the home’s newer construction provides peace of mind with modern systems, energy efficiency, and low-maintenance living. Whether you’re a first-time homebuyer, growing family, seasonal resident, or investor, this property presents an exceptional opportunity in one of Winter Haven’s fastest-growing areas.

1831 Carnostie Road, Winter Haven

$255,000

3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village Rep SubDv. ⋅ 33880 Zip Code

This 3-bedroom, 2-bath pool home with ease of access to the Polk Parkway is perfect for all needs. It features luxury vinyl planks flooring throughout, split bedrooms, granite countertops, stainless steel appliances, primary bedroom with wood burning fireplace, and inside laundry area. Outdoor step into a good-sized backyard that is fenced and features a swimming pool with a brand new pool pump. Other features include a pavered driveway, HVAC unit is 3 years old, and roof is approximately 6 years old. Call today, this one won't last long.

218 6th Jpv Street, Winter Haven

$249,000

3 Beds ⋅ 2 Baths ⋅ Lakes At Lucerne Park SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. Welcome to this beautiful 3-bedroom, 2-bath home in Lakes at Lucerne Park, built in 2020 and offering modern comfort, thoughtful upgrades, and beautiful lake views. This move-in-ready home features a desirable split-bedroom floor plan, vaulted ceilings, an open-concept living area, and abundant natural light. With a low HOA and NO CDD FEES, it offers both comfort and value. The upgraded kitchen is designed for everyday living and entertaining, featuring granite countertops, upgraded cabinetry, stainless steel appliances, a center island with breakfast-bar seating, a corner pantry, a convenient coffee bar, and a separate eating area. Tile flooring extends throughout the main living spaces, while the bedrooms are comfortably carpeted. The spacious primary suite includes a large walk-in closet and a private bath with a walk-in shower. The guest bathroom features an extra-deep tub. Sliding glass doors lead to a screened-in lanai overlooking the beautiful lake, creating a peaceful setting for morning coffee, evening relaxation, or entertaining guests. The stunning lake views can be enjoyed from the lanai and backyard, offering a serene backdrop to everyday living. The lanai TV is included. The fully fenced backyard, combining chain-link and white vinyl fencing, provides privacy while allowing you to take full advantage of the picturesque waterfront setting. Additional highlights include a 2025 AC, exterior paint completed in July 2025, 15-year warranties on both the roof and windows, and a washer and dryer that convey with the home. The garage entry also features a screened door, providing added ventilation and convenience. Located in the heart of Winter Haven's Chain of Lakes, Lakes at Lucerne Park offers convenient access to lakes, conserved natural areas, biking and walking trails, golf courses, shopping, dining, parks, recreation, and nearby attractions including historic Bok Tower Gardens. With newer 2020 construction, beautiful lake views, a fully fenced yard, screened outdoor living, an upgraded kitchen, newer AC, and valuable roof and window warranties, this home offers an exceptional combination of comfort, convenience, and peace of mind. Come see for yourself how beautifully this home blends comfortable living with peaceful lake-view living!

1331 Haines Drive, Winter Haven

$240,000

3 Beds ⋅ 2 Baths ⋅ Smart Sub Pb 10 Pg 10 SubDv. ⋅ 33881 Zip Code

There’s something special about being the first person to call a house home. At 2426 6th Street NE in Winter Haven, this 2026 new-construction home offers a fresh start without the projects, deferred maintenance, or dated finishes that often come with resale properties. It also includes a 2-10 builder warranty for added peace of mind. Inside, the home feels bright, clean, and easy to live in. Wood-look flooring, neutral finishes, and recessed lighting create a modern backdrop that is easy to personalize. The kitchen stands out with white shaker cabinetry, granite countertops, stainless-steel appliances, and plenty of workspace for everyday cooking and entertaining. The layout makes excellent use of its 1,447 square feet of living area, with three bedrooms and two bathrooms designed around everyday functionality. The primary suite includes its own private bath and closet space, while the secondary bedrooms can easily serve as guest rooms, office space, or additional bedrooms. Outside, the fully fenced backyard is one of the home’s best features. There is room for pets, cookouts, gardening, outdoor games, or simply enjoying your own private piece of Florida. The covered rear patio adds a shaded place to relax, enjoy morning coffee, or unwind at the end of the day. With approximately 1,662 total square feet under roof, this home offers a practical combination of new construction, modern finishes, outdoor space, and warranty protection. For buyers looking for a new construction home in Winter Haven, this one delivers something increasingly valuable: a clean slate, a functional layout, and the opportunity to make it your own from day one.

2426 6th St Ne, Winter Haven

5101 Magnolia Preserve Blvd, Winter Haven

$259,900

3 Beds ⋅ 3 Baths ⋅ Magnolia Preserve SubDv. ⋅ 33880 Zip Code

Some homes make you pay a premium for someone else’s taste. This one gives you the opportunity to create your own. With an spacious living area, a comfortable single-story layout, multiple living spaces, and a screened porch, this home offers plenty of potential for the buyer willing to look beyond worn carpet, tired paint, and deferred maintenance. Inside, the connected living areas make everyday life easy, with the kitchen overlooking the main gathering space and additional rooms that can flex as an office, den, hobby room, or guest space. High ceilings and natural light help the interior feel open, while the primary suite offers separation, a walk-in closet, soaking tub, and separate shower. Out back, the screened porch creates a relaxed place to enjoy morning coffee, quiet afternoons, or Florida evenings. The home does need work. The carpet should be replaced, the interior would benefit from fresh paint and cleaning, and the original roof should be budgeted for replacement. But that is also where the opportunity lies. Instead of paying top dollar for someone else’s renovations, you can improve this home at your own pace and make it your own. This may be the right fit for a buyer who would rather buy the potential than pay for the polish. Sometimes the smartest purchase is not the prettiest house on day one. It is the one where you can clearly see day two.

5101 Magnolia Preserve Blvd, Winter Haven

$215,000

3 Beds ⋅ 2 Baths ⋅ Westwood Sub SubDv. ⋅ 33881 Zip Code

MOVE-IN-READY 3-BEDROOM, 2-BATH HOME ON A 0.31-ACRE DOUBLE LOT WITH A 2026 ROOF, NEW SEPTIC SYSTEM, AND NO HOA IN WINTER HAVEN! Cosmetic updates include new flooring, fresh paint, refreshed bedrooms and bathrooms, and an updated kitchen with new cabinets, countertops, and appliances. Additional improvements include a water heater replaced within the last few years. The double lot offers plenty of outdoor space for gardening, entertaining, or enjoying the Florida sunshine. Located near Lake Howard, Lake Cannon, and Downtown Winter Haven’s dining, shopping, and entertainment, with access to the Chain of Lakes for boating, fishing, and waterfront recreation. Convenient access to US-17 and US-92 connects you to Auburndale, Lakeland, and surrounding Central Florida destinations. FHA, VA, conventional, USDA financing, and cash offers welcome. Square footage is owner provided. Buyer to verify square footage and all measurements. Schedule your showing today!

828 30th Street Nw, Winter Haven

$299,900

4 Beds ⋅ 2 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code

SAY GOODBYE TO YOUR ELECTRIC BILL! This 2021-built Winter Haven home with LOW HOA's comes with a fully paid-off, owned solar system from Sunlight Solar worth $40,000. There's no lease, no loan, and no monthly payment to take over, so you keep thousands of dollars in electricity savings every year! Want more? The home also comes with a fully owned whole-house water filtration system, and the A/C is on a maintenance plan. Inside is the builder's most popular floor plan, "The Cali": 4 bedrooms, 2 baths, and 1,867 sq ft, all on one level. The split layout gives the primary suite some privacy, and it has dual sinks and a large walk-in closet. The kitchen island and open layout make it easy to have people over, and wood-look laminate flooring runs through the kitchen, dining area, and living room. Enjoy your morning coffee on the screened-in lanai overlooking the private backyard and trees, with plenty of room for pets, play and Sunday BBQ's! The Lucerne Park Reserve community has a resort-style pool, a playground, and walking areas. It's right between Tampa and Orlando, about 30 minutes from Disney, and close to shopping, dining, schools, and major roads. Homes with fully paid-off, owned solar don't come around often. Schedule your showing today!

988 Cambridge Drive, Winter Haven

$217,000

2 Beds ⋅ 3 Baths ⋅ Townhouses At Park Lake 01 Rep SubDv. ⋅ 33880 Zip Code

This inviting two-bedroom, two-and-a-half-bath townhouse in Winter Haven, Florida, offers comfortable living, convenient amenities, and an exceptional walkability! Enjoy easy access to banks, grocery stores, retail shops, and a variety of restaurants, making everyday errands and dining out wonderfully convenient. Inside, the home features brand new luxury vinyl plank flooring, providing a fresh, modern look that is both stylish and easy to maintain. The thoughtfully designed two-story layout offers two spacious bedrooms upstairs, each with its own private bath, plus a convenient half bath for guests downstairs. The primary bedroom features a lovely screened in balcony! There is also a very spacious screened in porch off of the living room, perfect for enjoying a beverage while relaxing! A one-car garage provides secure parking and additional storage, while the community amenities add to the appeal. Residents can enjoy a community pool and dock, perfect for relaxing, enjoying the Florida sunshine, or taking in the peaceful surroundings. Located close to the new walking trail behind the Advent Fieldhouse which also offers tons of recreational activities! Whether you're looking for a full-time residence, a low-maintenance Florida home, or an investment opportunity, this townhouse combines comfort, convenience, and an excellent location in the heart of Winter Haven.

2352 Isle Royale Court Se, Winter Haven

$200,000

2 Beds ⋅ 2 Baths ⋅ Elbert Hills SubDv. ⋅ 33880 Zip Code

A great opportunity for a handyman or investor! This 2-bedroom, 2-bath home offers 1,776 square feet of living space, plus a versatile bonus room with a bathroom. Enjoy a spacious 15-by-24 foot screened back porch, and an above-ground pool, and a view of Lake Elbert from the front driveway. With a little TLC, this property is ready to make your own or unlock its investment potential in desirable area of Winter Haven.

104 13th Street Se, Winter Haven

$225,000

2 Beds ⋅ 2 Baths ⋅ Cypresswood Golf And Country Club SubDv. ⋅ 33884 Zip Code

Charming Golf Villa on the 8th Fairway in Gated Cypresswood! Enjoy views of the 8th hole fairway from this well-maintained 2-bedroom, 2-bathroom villa (1,471 sq ft) in the guard-gated Cypresswood Golf & Country Club, built in 1990. Vaulted ceilings open up the living and dining areas, while the updated kitchen offers generous cabinetry and flows into a bright dinette/oversized breakfast nook. Both the living room and dinette lead into a Florida room overlooking the fairway, the perfect spot to unwind. Windows and doors were replaced in 2024, with updated flooring throughout, plus a new A/C (2021) and roof (2019) for added peace of mind. HOA dues of $295/month cover resort-style amenities: 24-hour guarded gate, 18-hole championship golf course, community pool, tennis courts, and a newly added pickleball court (2025). Ideally located near US-27 with easy access to Orlando and Tampa. Don't miss this move-in-ready fairway retreat. Schedule your showing today

2825 Wingfoot Court, Winter Haven

$286,000

2 Beds ⋅ 2 Baths ⋅ Cypresswood Patio Homes SubDv. ⋅ 33884 Zip Code

Golf Course Living with Total Peace of Mind! Welcome to your worry-free oasis on the green. Nestled within this beautiful, gated community of Cypresswood Golf and Country Club, this beautifully maintained 2-bedroom, 2-bathroom golf-front home offers the perfect blend of active resort living and quiet tranquility. Imagine waking up, stepping onto your private patio, and sipping your morning coffee while looking out over pristine, rolling fairway. What truly sets this home apart is that every major expense has already been taken care of for you. You can move in with absolute confidence, knowing you won't have to worry about costly upgrades or repairs for years to come. Recent premium updates include: •Brand New HVAC System (2024): Brand new inside and out for peak energy efficiency. •New Roof & Structural Updates (2022): Completely replaced roof, overhang, and facia boards. •Total Peace of Mind (2021): The entire home was fully re-plumbed. •Modern Conveniences: Updated kitchen and bathroom fixtures, a new garage •Modern Conveniences: Updated kitchen and bathroom fixtures, a new garage door opener, a new garbage disposal, and upgraded GFCI outlets. Storage is never an issue with the massive 23x23 oversized garage—offering ample space for your vehicles, workshop, and of course, your golf cart. Opportunities in Cypresswood like this do not last long. Don’t wait to start living your dream golf-course lifestyle—call today to schedule your private showing!

575 Saint Andrews Road, Winter Haven

$229,000

3 Beds ⋅ 2 Baths ⋅ Lake Bess Country Club SubDv. ⋅ 33884 Zip Code

Live the Florida lifestyle in this 3 bedroom, 2 bath w/office on the the Lake Bess Country & Golf club; a desirable, gated community with no age restrictions in Winter Haven. The layout of the home enhances a welcoming and roomy atmosphere. As you enter you are greeted by a large entry foyer that opens up to a spacious living room. The high ceilings and large double pane windows allow natural light to flood the home. Life at Lake Bess Country Club is about more than just owning a home—it's embracing a lifestyle. Enjoy unlimited access to the immaculately maintained executive golf course, relax by the heated community pool, gather with neighbors at the clubhouse, or simply enjoy the gentle breeze while watching golfers pass by from the comfort of your own backyard. The monthly HOA fee of $500 includes lawn care, shrub maintenance, the heated community pool, and clubhouse access, as well as, unlimited golf on the beautifully maintained executive course—an outstanding value for those who love the game. If you've been searching for spectacular views, a peaceful setting, and maintenance-free Florida living in a secure gated community, this is the one. Schedule your private showing today!

208 Golf Aire Boulevard, Winter Haven

$284,900

3 Beds ⋅ 2 Baths ⋅ Garden Grove South Ph 01 & 02 SubDv. ⋅ 33884 Zip Code

Welcome to this beautifully renovated 3-bedroom, 2-bath home located on a quiet cul-de-sac in Winter Haven! Situated on a spacious .20-acre lot, this move-in-ready home has been thoughtfully updated throughout with a fresh, modern feel. Step inside to find new luxury vinyl plank flooring, a completely remodeled kitchen, beautifully updated bathrooms, and a separate laundry room. The former garage has been fully enclosed, providing additional versatile living space perfect for a family room, home office, game room, or flex space. The newly renovated kitchen offers a clean, contemporary look, with stainless steel appliances to be installed soon. The light and bright interior provides a welcoming atmosphere with plenty of room to make this home your own. Enjoy the peaceful setting of a cul-de-sac while still being conveniently located near shopping, dining, medical facilities, schools, and all that Winter Haven has to offer. Known for its beautiful Chain of Lakes and central Florida location, Winter Haven provides easy access to LEGOLAND Florida Resort and is conveniently positioned between the Orlando and Tampa areas. Whether you’re searching for your primary residence or a Florida getaway, this updated home is ready for its new owners. Schedule your private showing today!

1015 Mockingbird Circle, Winter Haven

$289,900

4 Beds ⋅ 2 Baths ⋅ St James Xing SubDv. ⋅ 33881 Zip Code

VR tour available. Seller offering up to $12,320 toward buyer closing costs, prepaid expenses, and/or an interest rate buydown. Conditions apply. Move-in ready 4-bedroom, 2-bath home in Winter Haven's established St James Crossing community. The kitchen features granite countertops, an island with bar seating, and stainless steel appliances including a range, dishwasher and microwave. The single-story split floor plan offers 1,999 SqFt with wood-look laminate flooring throughout and no carpet anywhere, a living room open to the dining area and kitchen, a primary suite with a walk-in closet and a private bath with a walk-in shower, three additional bedrooms (two with walk-in closets), a second full bath, an inside laundry room, and an attached 2-car garage. Out back, sliding glass doors open to a covered patio on a 0.17-acre lot that backs to a tree line. $210 annual HOA and no CDD. Flood Zone X, so no flood insurance is required. Conveniently located near shopping, dining and schools. Buyer credit available with use of Seller's preferred lender. Schedule your showing today.

4766 Osprey Way, Winter Haven

$285,000

3 Beds ⋅ 2 Baths ⋅ Sanctuary By The Lake Ph 2 SubDv. ⋅ 33881 Zip Code

Virtually Staged. Great news! this house has the option of an assumable loan @ 3.125% approximate loan balance $221,000. Welcome home, a beautifully maintained 3-bedroom, 2-bath home in the desirable Sanctuary by the Lake community of Winter Haven. Built in 2021, this move-in-ready home offers approximately 1,420 square feet of thoughtfully designed living space with an open-concept floor plan, vaulted ceilings, and a bright, inviting atmosphere. The kitchen is a standout, featuring quartz countertops, stainless-steel appliances, 42-inch shaker-style cabinetry, and a spacious L-shaped breakfast bar perfect for everyday meals or entertaining. The primary suite offers a walk-in closet and comfortable retreat, while additional features include an interior laundry area, whole-home water softener, and a 2-car garage. Conveniently located near shopping, dining, schools, recreation, and everything Winter Haven has to offer. Don’t miss the opportunity to make this beautiful home yours—schedule your private showing today!

276 Arbuthnot Street, Winter Haven

$297,990

5 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code

Under Construction. Welcome to the Dundee, one of our one-story floorplans available in the beautiful community of Willowbrook South in Winter Haven, Florida. Choose between three thoughtfully designed exterior styles. This spacious 5-bedroom, 2-bathroom home offers 1,708 square feet of modern, comfortable living. Step inside to an inviting open-concept layout where the kitchen, living, and dining areas flow seamlessly together perfect for both everyday living and entertaining guests. The gourmet kitchen is the heart of the home, featuring sleek stainless-steel appliances, quartz countertops, and contemporary cabinetry that combine style with functionality. Overlooking the dining and living room, the kitchen ensures you’re always connected to the action. Luxury finishes are found throughout, with luxury vinyl plank flooring in the main living areas, primary suite, bathrooms, laundry room, and foyer. Bedrooms 2–5 include soft carpet and roomy closets, offering comfort and flexibility to use as bedrooms, office space, or creative bonus rooms. The private primary suite is designed for relaxation, with a walk-in closet and an en-suite bathroom that includes a toilet and shower for added privacy. This move-in ready home in Willowbrook South, Florida offers the perfect balance of style, comfort, and convenience. *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.*

2758 Adeline Avenue, Winter Haven

$229,900

3 Beds ⋅ 2 Baths ⋅ Lake Shipp Or Porters Add SubDv. ⋅ 33880 Zip Code

Welcome to this beautifully remodeled Winter Haven home with a desirable Lake Shipp view! Thoughtfully updated from top to bottom, this property offers the peace of mind of a new roof, new HVAC system, updated plumbing, and updated electrical—giving you the feel of a brand-new home without the new-construction wait. Inside, enjoy a fresh, modern living space with quality updates and an inviting layout designed for comfortable everyday living and entertaining. The Lake Shipp views add a special touch, creating a relaxing backdrop to your Florida lifestyle. With major systems already updated, this home is an excellent opportunity for buyers looking for a move-in-ready property with substantial improvements already completed. Conveniently located in Winter Haven with easy access to area shopping, dining, recreation, and Central Florida attractions.

827 Avenue O Sw, Winter Haven

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