Winter Haven FL Single Family Real Estate, Homes for Sale

3403 Julius Estates Boulevard, Winter Haven

4 Beds ⋅ 3 Baths ⋅ Lake Smart Estates SubDv. ⋅ 33881 Zip Code

Enjoy comfortable living in this spacious home offering just under 2,400 square feet of living space in a convenient North Winter Haven location. Situated directly across from the community swimming pool, newly replaced AC this home offers easy access to neighborhood amenities, including a fishing pier. The backyard features a peaceful view overlooking a small pond, creating a relaxing setting to enjoy your outdoor space. The thoughtfully designed floor plan features an open and inviting downstairs living area with the living room, kitchen, and family room, while all bedrooms are conveniently located upstairs, providing added privacy. The kitchen is appointed with granite countertops, and the home also features a two-car garage and the added convenience of an upstairs laundry area with washer and dryer included. With quick access to Highway 27, getting around Winter Haven and the surrounding areas is a breeze. Enjoy the combination of spacious living, community amenities, peaceful water views, and a convenient location in this inviting home!

3403 Julius Estates Boulevard, Winter Haven

$125,000

3 Beds ⋅ 2 Baths ⋅ Annie O Maddox Subdivision SubDv. ⋅ 33881 Zip Code

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

1803 4th Street Nw, Winter Haven

$330,000

3 Beds ⋅ 2 Baths ⋅ Winterset North SubDv. ⋅ 33884 Zip Code

Enjoy Florida living in this 3-bedroom, 2-bath pool home with approximately 1,718 square feet, located on the north side of Lake Winterset in Winter Haven! The spacious living room features volume ceilings and a natural stone wood-burning fireplace. The updated kitchen offers maple cabinetry, newer appliances, an island with breakfast bar, and a large walk-in pantry. An adjoining dining area opens onto the swimming pool and large covered, screened patio with convenient bathroom access.The primary bathroom features custom cabinetry, a solid-surface countertop, and a shower. The approximately 9-by-13-foot indoor laundry room includes a utility sink, built-in cabinets, and ample storage space. The two-car garage features a workbench, tool storage, and a side exterior door. Outside, enjoy a generously sized, landscaped yard with a fully fenced backyard, a storage building, and interlocking stone pavers along the driveway and walkway. A new generator will convey with the home! Additional features include dual-pane insulated windows and doors, hurricane shutters, landscape lighting, and radiant barrier insulation. Conveniently located near shopping, restaurants, schools, and LEGOLAND, this home offers comfortable indoor living and inviting outdoor spaces. Schedule your private showing today!

2019 Kapree Court, Winter Haven

$289,990

3 Beds ⋅ 2 Baths ⋅ Villamar Ph 5 SubDv. ⋅ 33884 Zip Code

The Vista is a thoughtfully designed single-story home in the sought-after Villamar community, featuring three bedrooms, two full bathrooms, and an inviting open-concept layout that blends modern style with everyday functionality. From the moment you step inside, the well-planned interior and carefully selected finishes create a welcoming feel throughout. At the heart of the home, the spacious kitchen showcases quartz countertops, a full line of stainless steel appliances, including an eSTAR® side-by-side refrigerator, and an oversized island that provides additional seating and workspace. The kitchen flows seamlessly into the dining area and expansive Great Room, creating an open, connected living space. Just off the Great Room, a covered lanai extends the living area outdoors, providing a comfortable setting to enjoy the surrounding views. The private owner's suite is tucked away at the rear of the home and features a generous walk-in closet and an en-suite bathroom with dual vanities and a beautifully tiled shower with glass enclosure. Two additional bedrooms are positioned at the front of the home, along with a full bathroom and convenient linen closet. A dedicated laundry room, complete with an already installed washer and dryer, adds another thoughtful touch. Ceramic tile flows throughout the main living areas, while carpeting adds comfort in all three bedrooms. Smart home technology includes a Ring Video Doorbell, Smart Thermostat, Keyless Entry Smart Door Lock, and DEAKO Smart Switches. Additional features include lush landscaping, a front irrigation system, architectural shingles, insulated windows, and a two-car garage, all backed by a full builder warranty. Villamar is one of the area's premier communities, featuring an impressive collection of amenities, including a resort-style swimming pool with a dedicated lap lane, expansive pool deck with shaded seating, stylish clubhouse, playground and park area, dog park, walking paths, and beautifully maintained green spaces. Tranquil ponds, wetlands, and waterfront and conservation homesites further enhance the community's natural surroundings. Move-in ready and thoughtfully appointed throughout, The Vista brings together an appealing open layout, stylish finishes, smart home technology, and desirable community amenities. Schedule your private showing today! We can’t wait to welcome you home!

2747 San Marco Way, Winter Haven

$369,000

3 Beds ⋅ 2 Baths ⋅ Hartridge Hills SubDv. ⋅ 33881 Zip Code

Virtually Staged. Some homes are built to follow trends. Others are built to stand the test of time. Welcome to 218 NW Lake Hartridge Drive, where timeless craftsmanship meets beautiful renovations in one of Winter Haven's established gated communities, complete with private access to the Chain of Lakes. Built in 1988, this custom home offers something becoming increasingly difficult to find: character, quality construction, and architectural details that make a home truly special. From the moment you step inside, soaring ceilings, exposed wood beams, solid wood doors, and matching wood baseboards create a sense of warmth and character that simply cannot be replicated in today's cookie cutter construction. Thoughtfully renovated from top to bottom, this home beautifully balances its original charm with the comforts of modern living. Luxury vinyl plank flooring, fresh interior paint, updated lighting, and smooth ceilings provide a fresh, inviting atmosphere throughout. The beautifully remodeled kitchen features custom wood cabinetry, granite countertops, and matching Whirlpool appliances, while both bathrooms have been tastefully updated with beautiful tile finishes, wood vanities, Delta fixtures, and Kohler toilets. The spacious split bedroom floor plan offers privacy and flexibility, while the primary suite features new carpeting. Imagine the holidays here. A Christmas tree beneath those beautiful ceilings, Thanksgiving dinner surrounded by family, and the laughter of friends filling the living spaces. This is the kind of home that invites you to slow down, gather together, and create memories that last for generations. A home that feels curated rather than decorated, where the character is already there and the next chapter is yours to write. And while the character may be timeless, the improvements are anything but dated! A NEW ROOF installed in March 2026, new double insulated windows, new water heater, fresh exterior paint, updated irrigation, and professional landscaping provide peace of mind for years to come. The home has also passed a recent four point inspection. An attached two car garage and generous laundry room storage add everyday practicality. Beyond the front door, you'll discover an established gated neighborhood with mature surroundings and a wonderful sense of pride of ownership. Residents enjoy a private community dock and boat ramp with access to Winter Haven's beautiful Chain of Lakes, offering endless opportunities to enjoy life on the water. Even better, the HOA is just $150 per month and includes lawn mowing and fertilization, allowing you to spend more time enjoying your home and less time maintaining the lawn. If you've been searching for a home with substance, character, and quality, without sacrificing the updates and conveniences of today, this may be exactly what you've been waiting for. Because some homes aren't meant to look like every other home on the street. And that's precisely what makes them special. Welcome home to 218 NW Lake Hartridge Drive.

218 Hartridge Hills Drive, Winter Haven

$409,900

3 Beds ⋅ 3 Baths ⋅ Anna Mar SubDv. ⋅ 33881 Zip Code

Lakefront Paradise on Lake Elbert! Enjoy beautiful water views right from your front door! Spanning over 1,900 square feet of living space on a generous 0.52-acre lot, this home features a thoughtful layout to include a welcoming living room, a separate cozy family room, and a formal dining room overlooking the lake. The spacious kitchen boasts solid wood cabinets, beautiful countertops, and stainless steel appliances. The primary bedroom showcases stunning lake views along with its own ensuite bathroom complete with a walk-in shower and double vanity. The expansive fenced backyard offers plenty of room for outdoor entertaining. Don’t miss your chance to own this lakeside retreat—schedule your private tour today!

427 W Lake Elbert Dr Ne, Winter Haven

$698,000

11 Beds ⋅ 5 Baths ⋅ Inwood #5 SubDv. ⋅ 33881 Zip Code

INCOME-PRODUCING INVESTMENT OPPORTUNITY IN WINTER HAVEN! Don’t miss this opportunity to own a four-unit investment property with $6,400 in potential monthly rental income at full occupancy! Currently generating $4,700 a month with three of the four units occupied, this property offers immediate cash flow and an opportunity for additional rental income. Situated on approximately 0.55 acres, this unique property features three structures with four separate rental units, offering an established income stream and excellent investment potential. The main residence, located at 2500 Avenue O NW, offers 4 bedrooms and 2 bathrooms and currently rents for $1,800 a month. An attached one-bedroom, one-bath apartment at 2502 Avenue O NW generates an additional $1,200 a month. At the rear of the property, a two-story duplex at 2504 Avenue O NW features two spacious three-bedroom, one-bath units, each renting for $1,700 a month. 3 of the 4 units are currently occupied with tenants on annual leases, providing immediate rental income for the next owner. The one-bedroom apartment and both duplex units received updates in January, including fresh paint and interior improvements. The upstairs duplex unit also features a recently replaced air conditioning system. A shared laundry room is conveniently located between the main residence and duplex. With a total of approximately 4,465 square feet of MLS-reported living space, multiple rental units, and established tenants already in place, this property presents a compelling opportunity for investors looking to expand their rental portfolio. Whether you’re a seasoned investor or looking to add your first multifamily property, this Winter Haven investment offers immediate income and long-term potential. Schedule your private showing today!

2500 Avenue O Nw, Winter Haven

$275,000

3 Beds ⋅ 2 Baths ⋅ Leisure Shores SubDv. ⋅ 33881 Zip Code

Welcome home to this charming 3-bedroom, 2-bathroom home offering comfort, functionality, and convenience! Step inside to find laminate flooring throughout the living areas and bedrooms, creating a warm and inviting atmosphere. The kitchen features a stylish tile backsplash and offers a functional space for everyday cooking and meal preparation. The spacious primary bedroom provides a comfortable retreat, complete with an ensuite bathroom featuring a beautifully tiled walk-in shower. Step outside to enjoy the large screened-in back porch, perfect for relaxing, entertaining, or enjoying the Florida weather year-round. The backyard also features a generously sized storage shed, providing plenty of additional space for tools, equipment, and outdoor essentials. Conveniently located with easy access to shopping, dining, and major roadways, this home offers a great combination of indoor comfort, outdoor living, and everyday convenience. Schedule your private showing today!

2025 Marilyn Avenue, Winter Haven

$244,900

2 Beds ⋅ 2 Baths ⋅ Vienna Square SubDv. ⋅ 33884 Zip Code

PICTURE PERFECT! Imagine settling into this ideal low-maintenance home tailored for comfort and easy living. This 2 bedroom, 2 bathproperty is clean, move-in ready, and designed to let you spend less time on chores and more time enjoying your time.Highlights include: - Spacious Eat-In Kitchen: Features lovely granite countertops, a travertine backsplash, and an attractive black appliance package. - Bright & Open Layout: An easy floor plan with modern, low-maintenance luxury vinyl plank floors throughout the main living areasand bedrooms, plus an extra-large laundry room. - Private Outdoor Space: Enjoy a screened patio complete with slate tile floors, a ceiling fan, and roller shades for quiet privacy. - Peace of Mind: Relax knowing key big-ticket items—the roof, AC, and hot water tank—were all updated in 2025 and 2026.This home is conveniently located within 10 minutes of restaurants, banks, shopping and Legoland. Vienna Square offers a low-maintenance lifestyle with reasonable fees, in a welcoming setting. ViennaSquare is a beautifully maintained, amenity-rich community designed for easy living. Monthly fees includes lawn mowing, and a Spectrum Internet/TV package. Residents enjoy access to a communitypool, fitness center, billiards, movie theater, tennis and pickleball courts, and an active social calendar. Step inside, fall in love. Make it yours!

2332 Salzburg Loop, Winter Haven

$329,900

5 Beds ⋅ 4 Baths ⋅ Dundee Station SubDv. ⋅ 33881 Zip Code

Welcome to this beautifully maintained 2018-built single-family home located at 1364 Salisbury Drive in Winter Haven, the best value for this size in the area! Offering approximately 2,400 square feet of living space, this spacious residence features 5 bedrooms, 3.5 bathrooms, and a two-car garage. The primary suite is conveniently located on the first floor, providing privacy and comfort, while the other 4 bedrooms are upstairs with a loft. The interior and exterior has been freshly painted , new floors, creating a bright and move-in-ready atmosphere throughout. Enjoy Florida living year-round from the screened-in back patio, perfect for relaxing or entertaining. It is conveniently located just minutes from downtown Winter Haven and close to the area’s picturesque lakes, shopping, dining, and major roadways. This home combines modern construction, generous space, and an excellent location. Schedule your private showing today!

1364 Salisbury Drive, Winter Haven

$205,000

2 Beds ⋅ 1 Baths ⋅ Sunshine Tree Ph 01 SubDv. ⋅ 33880 Zip Code

NEW ROOF (2025), NEW EXTERIOR AND INTERIOR PAINT (2025), NEW WATER HEATER (2022) and an UPDATED BATHROOM. Affordable home with excellent investment potential and NO HOA. Whether you're looking to expand your rental portfolio, purchase your first home, or find an affordable place to call home, 926 Sunshine Way Drive offers a great opportunity with plenty of upside potential! This 2 bedroom, 1 bath concrete block home features several valuable improvements, including a newer architectural shingle roof, newer exterior paint and fresh inside paint providing a solid starting point for future updates and improvements. For investors, an added opportunity awaits with the neighboring property at 928 Sunshine Way (MLS# L4965553) also available for purchase, offering the potential to own two side-by-side rental properties, increase rental income, and simplify property management. Inside, the home features a comfortable great room and dining room combination with a functional layout designed for everyday living. The kitchen offers a breakfast bar, closet pantry, gas range connection, and dishwasher hookup, providing a practical space with plenty of possibilities for future improvements. Both bedrooms are comfortably sized and share a conveniently located bathroom featuring an updated shower surround and vanity. Additional features include a screened back patio overlooking a nicely sized backyard, perfect for enjoying the Florida weather, while mature trees in the front yard provide welcome shade and added curb appeal. A one-car garage offers covered parking and additional storage space. Conveniently located approximately 10 minutes from the Polk Parkway, the property provides easy access to Lakeland, Tampa, Orlando, shopping, dining, and everyday conveniences. With no HOA restrictions or fees, a desirable concrete block construction, and the opportunity to make improvements that enhance its appeal and value, this property offers plenty of possibilities. While some updating is needed, the potential is undeniable. Purchase one or take advantage of the opportunity to own two neighboring properties and maximize your investment potential!

926 Sunshine Way Sw, Winter Haven

$195,000

2 Beds ⋅ 1 Baths ⋅ Sunshine Tree Ph 01 SubDv. ⋅ 33880 Zip Code

NEW ROOF (2025), NEW AC (2025), NEW WATER HEATER (2025) and NEW EXTERIOR PAINT (2025)!! Welcome to affordable living with valuable updates and excellent investment potential and NO HOA. Whether you're looking to expand your rental portfolio, purchase your first home, or simply find an affordable place to live, 928 Sunshine Way presents a wonderful opportunity with plenty of upside potential! This 2 bedroom, 1 bath home offers several significant improvements providing valuable peace of mind and reducing the need for major expenses (roof, exterior paint, water heater and AC). For investors, an exciting opportunity awaits with the neighboring property at 926 Sunshine Way (MLS# L4965555) also available for purchase, offering the potential to own two side-by-side rental properties, increase rental income, and simplify property management. Inside, the home offers a comfortable and functional layout with plenty of opportunity to make updates and improvements to suit your personal style or investment goals. A welcoming living room flows into the dining area and adjoining kitchen, creating a practical arrangement for everyday living. The kitchen offers convenient access to the screened back porch, providing a nice extension of the living space and a comfortable place to enjoy the outdoors. Both bedrooms are generously sized and share a conveniently located full bathroom. Outside, a screened back patio overlooks a fenced backyard providing added privacy and a great space for pets, outdoor activities, or simply relaxing and enjoying the Florida weather. With no HOA restrictions or fees, you'll appreciate the added flexibility of homeownership without the expense of monthly association dues. Conveniently located approximately 10 minutes from the Polk Parkway, the property offers easy access to Lakeland, Tampa, Orlando, shopping, dining, and everyday conveniences. Whether you're an investor searching for your next rental property, a first-time buyer looking to build equity, or someone ready to downsize, this home offers an affordable opportunity with room for future improvements. Purchase one or take advantage of the rare opportunity to own two neighboring properties and maximize your investment potential. With major mechanical updates already completed, the possibilities are yours to explore!

928 Sunshine Way Sw, Winter Haven

$278,000

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

This newer 4 bedroom 1 Story home located in the Lake Lucerne subdivision is now for sale. The home features spacious bedrooms. The open concept kitchen opens to the family room and dining area which is ideal for entertaining with family or friends. The home also features 3 bathrooms and approximately 2,000 square feet of living space. The living room leads to the backyard. The community features a community pool and play ground. Hurry and view the home before it sells! This home is being sold in as is condition without any warranty or guarantee by seller. The buyer is responsible for verifying all property, HOA, room sizes, utilities, condition, and tax information. HUD CASE: 098-104554

516 Mckenna Drive, Winter Haven

$339,975

3 Beds ⋅ 2 Baths ⋅ Lake Thomas Estates SubDv. ⋅ 33880 Zip Code

This 3-bedroom, 2-bathroom remodeled home features a split floor plan with a private primary bedroom and no HOA fees, making it perfect if you have a boat, camper, or extra recreational vehicles. Key features include: - Living Space: A huge great/family room with cathedral ceilings and a wood-burning fireplace. - Kitchen & Dining: An open dining room located off the galley kitchen. - Bonus Room: Sliding glass doors lead to a bonus room with a separate air conditioner (currently has no closet, but could be converted into a 4th bedroom). - Exterior & Parking: An oversized driveway, a 2-car garage, and a large, fully fenced backyard. - Community Amenities: Access to a community boat ramp on Lake Charles. - Location: Conveniently located to grocery stores, bus stops, playgrounds, soccer fields, and a dog park. Offers easy access to the Polk Parkway leading to I-4, Orlando, and Tampa. Come see it ,It wont last long !! NEW ROOF , NEWER AC and water heater .

384 Holly Ridge Road, Winter Haven

$275,000

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

HOME SWEET HOME. Welcome! This well-located home offers 1,682 sq. ft. of living space and a peaceful setting in a newer, established community. One of the property’s standout features is the beautiful water view from the backyard, offering a relaxing backdrop for Florida living. The neighborhood offers a quiet and welcoming atmosphere while still providing convenient access to shopping, dining, everyday services, and major roadways. Whether you’re relaxing at home, enjoying the water view, or heading out to nearby conveniences, this property offers a great combination of comfort, location, and tranquility. See what this Winter Haven home has to offer and make it your own!

263 Oleander Street, Winter Haven

5780 Lakeside Landings Boulevard, Winter Haven

$290,000

4 Beds ⋅ 3 Baths ⋅ Lakeside Landings Ph 01 SubDv. ⋅ 33881 Zip Code

Enjoy peaceful pond views, spacious living, and desirable community amenities in this 4-bedroom, 2.5-bathroom, two-story home in Winter Haven! Built in 2016, this 2,526-square-foot home offers plenty of room to spread out and enjoy comfortable everyday living. Step outside and take in the pond view from the backyard, providing a relaxing backdrop to unwind at the end of the day. Major updates include a roof replacement in late 2023 and exterior paint completed shortly afterward. The A/C has also been recently serviced for added peace of mind. Located in an established community of Lakeside Landings featuring sidewalks, a neighborhood pool, and a playground, there are plenty of opportunities to enjoy the outdoors. Conveniently situated near Lake Fannie, with easy access to I-4, shopping, dining, and other everyday conveniences, this home puts you within reach of all that Winter Haven and Central Florida have to offer. Don't miss the opportunity to make this spacious home your own!

5780 Lakeside Landings Boulevard, Winter Haven

$710,000

3 Beds ⋅ 3 Baths ⋅ Waterford Oaks SubDv. ⋅ 33884 Zip Code

Welcome to the exceptionally beautiful guard gated community of Waterford Oaks! This stunning 3 bed, 3 bath pool home offers over 3,200 square feet of thoughtfully designed living space, showcasing custom craftsmanship, elegant architectural details, and an abundance of desirable features both inside and out. Meticulously maintained and beautifully appointed, this home offers a spacious, side entry three car garage with custom built ins. A few of the recent improvements include a new roof installed in October 2022, a new pool screen, and a tankless water heater. From the moment you step through the front door, you are welcomed by soaring ceilings, an inviting open floor plan, and beautiful architectural details that create an immediate sense of space and elegance. Builder Lori Waters thoughtfully included distinctive custom touches throughout the home. The formal dining room is beautifully complemented by decorative ceiling details and a decorative niche. A separate private office provides the ideal setting for working from home. The spacious family room serves as the heart of the home, featuring a custom built-in entertainment center with a gas fireplace, and an impressively designed tray ceiling with surround-sound speakers. Open to the expansive gourmet kitchen, this thoughtfully designed living space makes the flow of everyday living effortless. The expansive gourmet kitchen is both beautiful and functional, offering granite countertops, stainless steel appliances, a gas range, and a center island with a convenient prep sink, and a separate wine/coffee bar, complete with a wine refrigerator. The cleverly hidden, oversized walk-in pantry provides additional storage in this well-appointed kitchen. The spacious primary suite with its magnificent tray ceiling, offers a peaceful retreat with a private door providing direct access to the lanai and pool area. The suite features two walk-in California closets, offering exceptional organization and storage. The private primary bath creates a spa-inspired experience with two vanities, a jetted soaking tub, and a separate walk-through shower featuring dual shower heads and a built-in sitting bench. On the opposite side of the home, are 2 additional generously sized bedrooms. Both feature large closets and share a convenient Jack-and-Jill bathroom. The screened pool and lanai area provide an extension of the home's living and entertaining space. Enjoy the beautiful pool featuring a waterfall, a sun ledge, and a heated spa. The outdoor kitchen and grilling area, complete with its own prep sink, make entertaining effortless. A conveniently located third full bathroom provides easy access for poolside guests without having to enter the main living areas. Additional features include an irrigation system, exterior lighting, central vacuum, and beautifully maintained landscaping that enhances the home's overall curb appeal. Waterford Oaks offers an exceptional lifestyle in a desirable guard-gated community. Residents enjoy access to a private community boat ramp on Lake Winterset, part of the renowned Winter Haven Chain of Lakes, where one can enjoy boating, fishing, or spending time on the water. Beautifully designed, thoughtfully maintained, and filled with custom details. It offers the complete Florida lifestyle. Don't miss the opportunity to experience all that this exceptional Waterford Oaks home has to offer. Schedule your private showing today! **Professional photos coming soon**

9457 Waterford Oaks Drive, Winter Haven

$375,000

3 Beds ⋅ 2 Baths ⋅ Interlaken Add SubDv. ⋅ 33881 Zip Code

A rare 1945-lakefront home on Lake Howard along Winter Haven's highly sought-after Chain of Lakes. This central Florida waterfront property offers a 2BR/1BA main home plus a separate 1BR/1BA guesthouse currently used as a rental. The breezeway, (laundry rm), has a doorway from the main house leading into the guesthouse that has been sealed off, but could easily be opened again if a buyer wanted to merge the guesthouse into becoming part of the main home. The historic charm here is truly one of a kind w/ original hardwood floors running through much of the home, arched doorways between the rooms, & even the original front door w/ its antique turn-key doorbell. The living rm is anchored by a wood-burning fireplace w/ deep built-in shelving on each side, while large sweeping windows frame views of Lk Howard. The Florida rm/sun rm features wall-to-wall wrap-around windows, tile floor & a built-in window seat w/ storage, offering panoramic lake views & beautiful sunsets. An ornate stained glass divider leads from the sun rm into the dining rm, which showcases a stunning hand-painted mural of Old Florida lakefront scenery w/ the same blue herons, coots & anhingas you'll see right outside. The bathroom features an arched, tiled walk-in shower w/ a frameless glass enclosure. The spacious kitchen offers tile floors, tile countertops, a gas range, white cabinetry, a pantry & a breakfast-nook area w/ French doors that lead to the separate laundry rm, which features vintage mosaic tile floors & direct access to the brick walkway & the generously sized wrap-around wooden sun deck. The large .35-acre lot offers room for a garden, pool, or a private outdoor retreat. Just behind the main home, the guesthouse has its own charm, w/ a checkerboard woven wood ceiling & painted vintage mosaic tile floors. Its living area has sliders leading to its private covered patio. The guesthouse kitchen includes wood cabinetry, & tile floors while the tiled bathroom offers a step-in shower. The same tenant has called it home for approx. 4 years & rents month-to-month for $800/mo, making it a reliable income-producing property, a private space for guests, or a future extension of the main home. There are 3 carports plus 2 storage rooms. Across the street, your private lakefront features a boat dock w/ electric, newer decking & a boatlift that just needs a motor. This fixer-upper needs some TLC, but w/ this much character & potential on the Chain of Lakes, it is a rare chance to restore a true piece of Winter Haven history. All measurements are approx. & all info should be confirmed by buyer.

1501 N Lake Howard Drive, Winter Haven

$250,000

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

Virtually Staged. Enjoy a comfortable home base for everything Winter Haven has to offer at 1688 Teagan Lane in Peace Creek Reserve. The kitchen opens directly to the dining and living areas, creating a connected space for cooking, entertaining and everyday living. Updated lighting and tile flooring throughout the main living areas give the interior a clean, cohesive feel, while sliding glass doors bring in natural light and lead to the backyard. The primary suite is positioned toward the rear of the home and features a walk-in closet, dual-sink vanity and walk-in shower. A dedicated laundry room and two-car garage provide practical space for daily routines and storage. Beyond the home, Peace Creek Reserve offers a community pool and playground, with shopping and dining along Cypress Gardens Boulevard within reach. Spend your free time exploring Winter Haven’s Chain of Lakes, visiting local restaurants or enjoying a day at LEGOLAND Florida. Connections to US 27 and US 17 make it convenient to explore the surrounding area, while the neighborhood offers a place to come home and unwind. Discover a balance of comfortable living and Central Florida recreation at 1688 Teagan Lane.

1688 Teagan Lane, Winter Haven

$344,720

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

Brand new, energy-efficient home available by Oct 2026! Prepare dinner while catching up on the days events from this home's open kitchen which overlooks a spacious great room and dining area. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy. 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.

3937 Giorgio Drive, Winter Haven

$308,000

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

Short Sale. Short Sale. Welcome to 1140 Tyler Loop in Winter Haven! This two-story home offers 4 bedrooms, 2.5 bathrooms, and an open floor plan that connects the living, dining, and kitchen areas—ideal for everyday living and entertaining. The kitchen offers ample cabinet space, while the primary suite features a private bathroom and generous closet space. Additional bedrooms provide flexibility for guests, a home office, or hobbies. An attached two-car garage adds convenient parking and storage. Discover the possibilities and schedule your private showing today! Sale is subject to lender approval of the purchase price and terms. Additional time may be required for the short sale approval process.

1140 Tyler Loop, Winter Haven

$197,000

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

Discover the comfort and convenience of this inviting 2-bedroom, 2-bathroom Villa featuring an open-concept layout designed for easy everyday living. The seamless flow between the living spaces creates a welcoming atmosphere, while the screened-in porch offers the perfect spot to enjoy your morning coffee, unwind, or relax outdoors. A convenient laundry closet located in the kitchen adds everyday practicality, and the attached two-car garage provides ample space for parking and storage. Whether you're looking for a comfortable place to call home or a great opportunity to make your own, this property is ready for its next chapter. Don't miss out—schedule your private showing today! The home is being Sold in As Is condition without any Warranty nor Guarantee by seller. The buyer is responsible for verifying ALL property information, room sizes, utilities and condition. HUD Case#: 093-871881

1643 Linz Court, Winter Haven

$399,000

3 Beds ⋅ 2 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code

Looking for a peaceful lakefront pool home or well appointed Airbnb property? This beautiful 3-bedroom, 2-bath home sits on Lake Conine in Winter Haven’s northern Chain of Lakes, with easy access to the Chain of Lakes Trail. The home has been completely renovated to include a brand new roof, A/C, luxury vinyl plank flooring, interior / exterior paint, water heater, and much more! The kitchen features tons of solid wood cabinets, all new stainless steel appliances, and granite countertops. It includes both a breakfast area and a picturesque cutout with a view of the pool area and lakefront! The laundry room is also built into the kitchen area and includes a unique custom built porthole window that provides both natural light and views to the Florida room and beyond. The kitchen flows into a large enclosed porch (Florida room) with tons of potential! It could be used as a second living room space, dining room, and even space for a game room or office area! The Florida room includes additional cabinets and a bar area with a granite countertop. From the Florida room you can access the screened open porch where you can enjoy a stunning lake view. The primary bedroom features an en suite bathroom with jetted tub/shower, new vanity & fixtures, as well as a large closet. The 2nd bedroom also includes a large closet. The garage has been converted into a 3rd oversized bedroom with a very large closet and shiplap feature wall. Both bathrooms have been fully renovated with gorgeous subway tile in the showers, new ceramic tile floors and vanities with solid surfaces. Outside the house has been completely repainted including newly painted concrete from the front to the back of the property. The home features a newly screened pool cage, a brand new pool liner, with a multi-colored LED pool light. There is a carport and large outdoor storage closet out front, and also a second driveway to park an extra vehicle or boat. The newly painted boathouse, which includes a roll-up door, is wired with electricity and could also function as a workshop. It features new lights, a new side door, and new wood stairs. The boathouse / workshop is approximately 10x20 feet and has tons of room for all your toys! There is no HOA to hassle with! The property includes its own large dock and a concrete slab along the beach area for launching your own boat. Most furnishings in listing are available for separate purchase. As a potential Airbnb, the unit currently sleeps 8, but could be configured to sleep more. Come see this beautiful renovated home today!

1151 Carefree Cove Drive, Winter Haven

$65,000

2 Beds ⋅ 1 Baths ⋅ Rosewood Manor SubDv. ⋅ 33881 Zip Code

Complete rehab is needed on this fixer upper. The garage ceiling has caved in & the whole home needs a new roof, the central heat/air conditioner is missing, Electrical wiring has been stripped & plumbing info is unknown. There appears to be evidence of mold in the home from ceiling leaks, so enter at your own discretion. Condition of septic system and all other components of the home are unknown. All measurements are approximate and all info should be confirmed by buyer.

1042 30th Street Nw, Winter Haven

$319,999

5 Beds ⋅ 2 Baths ⋅ Bonnie Shores SubDv. ⋅ 33881 Zip Code

GREAT INVESTMENT OPPORTUNITY IN WINTER HAVEN! Whether you're looking to purchase your first investment property or expand your existing portfolio, this beautifully remodeled duplex is a must-see! Featuring two separate units, one offering 2 bedrooms and 1 bathroom and the other offering 3 bedrooms and 1 bathroom, this property provides excellent flexibility for investors or owner-occupants looking to live in one unit while renting out the other. Both units have been tastefully updated with tile flooring throughout, stainless steel appliances, and beautiful quartz countertops in the kitchens and bathrooms. Conveniently located within walking distance of Lake Jessie and just minutes from shopping, dining, and everyday amenities. Easy access to the Polk Parkway makes commuting toward Tampa or Orlando a breeze. Whether you're looking to generate rental income, offset your mortgage, or add another property to your investment portfolio, this duplex offers a fantastic opportunity. Schedule your private showing today!

3429 Sherry Avenue, Winter Haven

$375,000

4 Beds ⋅ 3 Baths ⋅ Sunridge Village East SubDv. ⋅ 33880 Zip Code

Welcome to 6052 Kaley Dr in Sunridge Village! This spacious 4-BEDROOM, 3-FULL-BATH POOL HOME PLUS a dedicated HOME OFFICE/BONUS ROOM offers 2,200 square feet of living space, an impressive outdoor entertaining area, and numerous valuable upgrades! THE SELLERS WILL OFFER $10,000 TOWARDS A RATE BUY DOWN WITH A FULL PRICE OFFER! Located in a desirable NO CDD community with an exceptionally LOW HOA OF JUST $165 PER YEAR, this home offers both space and affordability! THE ROOF, A/C SYSTEM, REMODELED KITCHEN, and INTERIOR PAINTING ALL DONE IN 2019, while additional recent updates provide even more value and appeal. This inviting two-story home features an OPEN FLOOR PLAN with TALL CEILINGS, attractive CROWN MOLDING, and generous living spaces designed for both everyday comfort and entertaining. The beautifully UPDATED ISLAND KITCHEN boasts GRANITE COUNTERTOPS, DOUBLE CLOSET PANTRIES, and STAINLESS STEEL APPLIANCES. The spacious living room features a distinctive SPECIALTY CEILING and FRENCH DOORS opening directly to the covered lanai, creating a wonderful connection between indoor and outdoor living. A separate dining room provides additional space for gatherings, while the convenient inside laundry room includes a washer and dryer. The spacious PRIMARY SUITE features a private EN SUITE BATHROOM with a WALK-IN SHOWER and relaxing GARDEN TUB. Three additional bedrooms provide comfortable accommodations, while the DOWNSTAIRS BONUS ROOM, currently used as a HOME OFFICE, offers incredible flexibility and POTENTIAL TO CONVERT INTO A FULL 5TH BEDROOM! With one of the THREE FULL BATHROOMS conveniently located downstairs, this layout provides excellent options for guests, multigenerational living, or anyone looking for additional living space. SPACIOUS 3 CAR GARAGE! Get the full FLORIDA EXPERIENCE by stepping outside to your own PRIVATE BACKYARD OASIS! The spacious COVERED LANAI features TILE FLOORING and OUTDOOR CEILING FANS, providing the perfect setting for relaxing or entertaining. Beyond the lanai, you'll discover a SCREEN-ENCLOSED IN-GROUND SWIMMING POOL & SPA, complete with an OUTDOOR BAR, BUILT-IN PLANTERS, and a charming TIKI-STYLE COVER OVER THE SPA! The pool area has also benefited from several improvements, including a NEW POOL PUMP in 2023, EPOXY-COATED POOL DECK PAVERS in 2023, and a POOL HEAT EXCHANGER replaced approximately 4.5 years ago. The current owners have also installed VINYL PRIVACY FENCING, creating a FULLY FENCED BACKYARD for additional privacy and enjoyment. Other improvements include a BEAUTIFUL NEW DOUBLE FRONT ENTRY DOOR installed in 2025, adding to the home's curb appeal. Situated on a generous .25-ACRE LOT in Sunridge Village, this property offers an EXCELLENT CENTRAL FLORIDA LOCATION! Enjoy convenient access to the POLK PARKWAY, providing easy connections toward TAMPA and ORLANDO, as well as nearby HIGHWAY 60, offering a direct route west toward TAMPA and east toward VERO BEACH and Florida's Atlantic Coast. Shopping, restaurants, and everything Winter Haven has to offer are also conveniently located nearby. With ALL THE UPDATES, 4 BEDROOMS PLUS A FLEXIBLE DOWNSTAIRS BONUS ROOM, 3 FULL BATHROOMS, FULLY FENCED BACKYARD, and spectacular SCREENED POOL & SPA AREA, this home offers an outstanding combination of space, improvements, and Florida living! Add in the NO CDD and incredibly LOW ANNUAL HOA of just $165, and this is an opportunity you won't want to miss. Schedule your private showing today!

6052 Kaley Drive, Winter Haven

$795,000

4 Beds ⋅ 3 Baths ⋅ Lake Eloise Estates SubDv. ⋅ 33884 Zip Code

FULLY REMODELED WATERFRONT HOME,PRIVATE POOL and BOAT DOCK WITH LIFT and NO HOA! Enjoy the best of Florida living in this beautifully remodeled 4-bedroom, 3-bathroom waterfront home in Winter Haven, offering modern finishes, a desirable split floor plan, and exceptional indoor-outdoor living. The inviting interior features stylish tile flooring, recessed lighting, and a stunning living room highlighted by a custom stacked-stone electric fireplace with a rustic wood mantle. The beautifully updated kitchen is a standout, featuring sleek solid-surface countertops, contemporary white shaker cabinetry, stainless steel appliances, and a HUGE STACKED-STONE CENTER ISLAND with breakfast bar, providing abundant workspace, seating, and the perfect gathering spot for family and guests. The split floorplan offers added privacy, while the spacious primary suite features sliding glass door access to the patio and an updated ensuite bathroom with a double-sink vanity and frameless glass walk-in shower. Additional highlights include NEW ROOF INSTALLED IN 2023, REMODELED KITCHEN AND BATHROOMS, french door, and TWO LAUNDRY AREAS—one conveniently located in the interior laundry room and another in the garage for added flexibility. The home also features NEW PLUMBING AND ELECTRICAL IN 2023, city water, and irrigation. Step outside to your private backyard oasis featuring a sparkling in-ground pool with a NEW POOL SURFACE AND NEW SCREEN ENCLOSURE, BOTH UPDATED IN 2023, an expansive paver patio, and a HUGE COVERED LANAI with a pine-paneled ceiling, outdoor TV, and stone accents, creating an ideal space for entertaining, relaxing, and enjoying the Florida sunshine. Waterfront enthusiasts will love the PRIVATE COVERED BOAT DOCK WITH BOAT LIFT on the canal leading to LAKE ELOISE, offering access to Winter Haven's renowned Chain of Lakes for boating, fishing, and watersports. With NO HOA, enjoy greater freedom and flexibility to accommodate your boat, trailer, and recreational equipment. Conveniently located near shopping, dining, parks, and everyday essentials, with access to Winter Haven's attractions and major Central Florida destinations, this move-in-ready property combines extensive updates, versatile living spaces, and an exceptional waterfront lifestyle. Enjoy your own private pool, spacious covered lanai, and boating access to Lake Eloise—all with NO HOA!

1010 Edgewater Drive, Winter Haven

$259,000

3 Beds ⋅ 2 Baths ⋅ Planters Walk SubDv. ⋅ 33884 Zip Code

Beautiful 3-bedroom, 2-bath POOL home in the Planters Walk community! This home features granite countertops, stone backsplash, and updated flooring. The layout offers a nice, open and spacious feel. Pool area needs a touch of love, but otherwise ... this home is move-in ready! Just a few miles from major road access for ease of commute, and within minutes of dining and shopping options. Come see this home today!

138 Saint Kitts Circle, Winter Haven

$415,000

3 Beds ⋅ 2 Baths ⋅ Summerhaven Shores SubDv. ⋅ 33884 Zip Code

Your own slice of Lake Daisy. This updated lakefront ranch style home sits on 100 feet of frontage on a clean, spring-fed lake where skiing and water sports can be yours, with a new dock (2022) and a beach at the water's edge. Fish from the end of the dock, paddle out for a morning on the water, or simply watch the wildlife from the screened back Lanai. The 1,502 sq ft block home offers 3 bedrooms and 2 baths on 0.31 acre of mature landscaping, with a covered front porch, split floor plan, lake views, and a brick fireplace in the family room. The primary suite has a walk-in closet, a second closet, and a private bath. The big-ticket work is done: new roof, kitchen and both bathrooms remodeled, new flooring, garage door and opener, and dock (all 2022); new A/C, water heater, and windows (2023); and a whole-house propane generator (2024). Warranties available on applicable items. Two-car attached garage and no HOA. Schedule your showing today. All measurements, square footage, lot size, and room dimensions are approximate and not guaranteed. Buyer to independently verify all information, including taxes, HOA/CDD fees, flood zone, insurance, and permits.

230 Shore Drive, Winter Haven

$262,000

3 Beds ⋅ 2 Baths ⋅ Sanctuary By The Lake Ph 1 SubDv. ⋅ 33881 Zip Code

Short Sale. **This property is on the process of a Short Sale**Welcome to this amaizing move in-ready, beautifully upgraded 3-bedroom, 2-bath home blends modern design with relaxed lakeside living. A spacious foyer welcomes you inside and opens to a bright, open concept living and dining area filled with natural light. Sliding glass doors lead to a generous, fully fenced backyard with plenty of room to add a pool ideal for family enjoyment and future investment potential. The impressive kitchen features stainless steel appliances, a mosaic tile backsplash, white shaker cabinets, a large center island with sink, and a full pantry. Thoughtful designer details including bold accent walls, custom pendant lighting, and wood look tile flooring give the home a distinctive, upscale feel. The primary suite is a relaxing retreat with a walk-in closet and a spa-inspired en-suite bath featuring a soaking tub, a walk-in glass shower, a dual-sink vanity, and elegant tile finishes. Two additional bedrooms offer flexible space for family, guests, or a home office. A stylishly updated second bathroom completes the interior. Outside, enjoy a covered patio and a lush backyard your own private piece of Florida paradise. The 2-car garage provides convenient parking and extra storage. Community amenities include access to Lake Rochelle for kayaking and water sports, scenic walking trails, private docks, and a playground all with low HOA fees and no CDD. Ideally located near US-27, major shopping and dining, medical centers, and Central Florida destinations including LEGOLAND®, Walt Disney World®, and Universal Studios®, this home puts everyday conveniences and popular attractions within easy reach.

205 Arbuthnot Street, Winter Haven

$185,000

2 Beds ⋅ 2 Baths ⋅ Jan Phyl Village Unit 03 A SubDv. ⋅ 33880 Zip Code

Welcome to Jan Phyl Village in Winter Haven! This home offers a great opportunity for buyers looking for comfortable living with plenty of room to make it their own. Inside, you'll find a functional floor plan featuring tile flooring throughout much of the home, a kitchen with ample cabinet space and a breakfast bar, and a spacious primary bedroom complete with a soaking tub. Step outside to enjoy the large screened-in patio, perfect for relaxing or entertaining year-round. The generously sized backyard offers plenty of outdoor space, along with a storage building, additional covered parking, and paved areas for added convenience. Whether you're searching for your next home or an investment opportunity, this property offers plenty of possibilities. Schedule your private showing today!

213 4th Jpv Street, Winter Haven

$1,100,000

4 Beds ⋅ 6 Baths ⋅ Florida Hlnd Companys Sub SubDv. ⋅ 33884 Zip Code

Discover timeless elegance and waterfront living at 100 Island Way, a distinctive custom estate nestled within the gated community of Orchid Springs. Situated on approximately 1.29 acres of beautifully landscaped grounds overlooking Lake Lewis, this remarkable residence offers 4,179 square feet of living space, 4 bedrooms, 4 full bathrooms, 2 half bathrooms, and a detached artist's studio. Originally built in 1969, this one-of-a-kind home showcases exceptional architectural character, featuring natural coral rock sourced from Coral Gables, rich wood accents, custom built-ins, and thoughtfully designed living spaces. A grand circular driveway and expansive porte-cochère create an impressive entrance, welcoming you into a home filled with warmth, charm, and picturesque garden and lake views. At the heart of the residence is a stunning chef's kitchen, beautifully transformed in 2021 with an approximately $200,000 renovation. Featuring custom solid wood cabinetry, premium quartz countertops, a Wolf gas range, oversized Sub-Zero refrigerator, matching wine refrigerator, and a dedicated coffee and wine bar, this exceptional space is designed for both everyday living and entertaining. Two spacious primary suites, a private home office, and a library area provide comfort and versatility, while distinctive architectural details, including exotic redwood floating vanities, natural wood veneer accents, and custom sliding doors, add character throughout. The detached artist's studio offers additional flexible space, ideal for creative pursuits, a private workspace, or a personal retreat. An unexpected second-floor reading or drafting room, accessible by a spiral staircase, adds to the property's unique charm. Step outside into your own private Florida oasis, where lush tropical gardens, brick-lined courtyards, and expansive verandas create inviting spaces for relaxation and entertaining. Enjoy breathtaking waterfront views and a private dock on Lake Lewis, perfect for fishing, canoeing, or simply unwinding while watching the sunset. Notable improvements include the 2021 kitchen renovation, wood-look ceramic tile flooring installed in 2020, several remodeled bathrooms, four A/C units replaced in 2018, plumbing updates, refreshed exterior paint, and updated dock decking. Blending timeless craftsmanship, modern comforts, and serene waterfront surroundings, 100 Island Way presents a rare opportunity to own a truly distinctive Florida estate. Experience the beauty, privacy, and character of this exceptional property. Schedule your private showing today!

100 Island Way, Winter Haven

$182,900

2 Beds ⋅ 1 Baths ⋅ Hundred Lakes Corps Inwood SubDv. ⋅ 33881 Zip Code

Beautifully updated 2-bedroom, 1-bath home featuring a 2-year-old roof, new interior and exterior paint, new flooring throughout, and a remodeled bathroom. The brand new kitchen offers new cabinets and new upgraded stainless steel appliances, creating a clean and functional space. This home includes 728 sq. ft. of living area on an oversized 0.17-acre lot, providing room for outdoor enjoyment. Exterior features include a screened side porch, laundry room, carport, and two backyard sheds for storage or projects. Located near Winter Haven’s Chain of Lakes, shopping, dining, parks, and major roadways. A move-in-ready property with modern updates and convenient access to local amenities. Buyer is responsible for verifying all measurements, square footage, and layout details.

3223 Avenue S Nw, Winter Haven

$289,900

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

Welcome home to Winter Haven gem located in Garden Grove area, It is less than 3 miles to Legoland/Cypress Gardens. The .21 acre lot has plenty of room for a pool and outdoor entertaining or play set. Lots of options. There is NO HOA and NO flood zone requirements. Good condition. Newer appliances. There is a water filtration system attached. Enjoy privacy with a wooded rear view and no backyard neighbors. Inside, the spacious great room features a cozy wood-burning fireplace, perfectly positioned to be enjoyed from both the living area and the kitchen. Newer appliances. The cooktop range/oven has several features for cooking and baking. The flexible floor plan includes three generously sized bedrooms plus a dedicated home office—complete with a closet—making it an easy conversion for a 4th bedroom. Step outside to the large, screened back porch with the wooded view. With quick, convenient access to Cypress Gardens Blvd and major surrounding routes, this home perfectly blends private, peaceful living with everyday convenience. Schedule your tour today!

237 Stevenson Road, Winter Haven

$975,000

4 Beds ⋅ 3 Baths ⋅ Emerald Palms SubDv. ⋅ 33884 Zip Code

Luxury Living in Emerald Palms – Southeast Winter Haven Welcome to an exceptional custom-built residence in Emerald Palms, one of Southeast Winter Haven’s desirable gated communities. Situated on an expansive 0.41-acre homesite, this beautiful four-bedroom, three-bath home has been used primarily as a private vacation retreat and occupied sparingly. This Arthur Rutenberg designed home is an exceptionally well-maintained property that offers the look and feel of a nearly new home, with quality craftsmanship, elegant finishes, and outstanding indoor-outdoor living. The home’s impressive exterior features a concrete tile roof, attractive modern architecture, and beautifully maintained landscaping that creates an inviting first impression. Step inside to a spacious entry foyer highlighted by designer lighting and decorative inlay tile, leading into an open-concept living area designed for both comfortable everyday living and entertaining. Soaring ceilings with double tray details, oversized porcelain tile flooring, and an expansive wall of sliding glass doors fill the great room with natural light while providing picturesque views of the pool and lanai. At the heart of the home, the gourmet kitchen combines style and functionality with a large center island, granite countertops, upgraded cabinetry, premium stainless-steel appliances, and a walk-in pantry. The adjoining dining and living areas create a natural gathering space for family, friends, and special occasions. The generously sized primary suite offers a peaceful escape, featuring tray ceilings, abundant natural light, and an oversized walk-in closet. Its luxurious en-suite bathroom includes dual granite vanities, a jetted soaking tub, a separate walk-in shower, and a private water closet. The additional bedrooms are thoughtfully arranged in a split-bedroom floor plan to provide privacy and flexibility. Each offers comfortable living space and ample closet storage, while one guest bedroom features its own private en-suite bathroom. The fourth bedroom provides exceptional versatility and can easily serve as a game room, media room, hobby space, or secondary living area. An extraordinary outdoor living experience awaits. The custom heated pool and spa, representing an investment of more than $120,000, serves as the centerpiece of the expansive screened lanai. Features include integrated self-cleaning systems, decorative tile accents, deck jets, therapeutic spa jets, and a full-length sitting shelf with jets. Upgraded pavers and linear drainage contribute to the attractive, finished appearance of the outdoor entertaining space. The fully equipped outdoor kitchen is designed for serious entertaining, featuring a premium Lynx gas grill, side burner, beverage cooler, granite countertops, and stainless-steel range hood. Prepare meals, entertain guests, or enjoy game day while relaxing beside the pool. Under the covered lanai, a contemporary outdoor gas fireplace with a striking black-stone surround and TV mount creates an inviting setting for relaxing evenings throughout the year. Additional premium features and upgrades include: • Whole house 22KW Generac Guardian standby generator • Irrigation well for cost-effective landscape watering • Tankless Rinnai water heater • Multiple zoned air-conditioning systems • Salt-filtered pool system • Oversized side-entry three-car garage with durable epoxy flooring Oversized side-entry three car garage with durable stained concrete.

4462 Emerald Palms Lane, Winter Haven

$195,000

3 Beds ⋅ 2 Baths ⋅ Orangewood Add SubDv. ⋅ 33880 Zip Code

GREAT INVESTMENT OPPORTUNITY! Great investment property featuring a very large yard in a nice neighborhood, conveniently located near shopping, restaurants, and other amenities. Property requires updates and improvements, offering excellent potential for investors.

1828 Avenue O Sw, Winter Haven

$290,000

3 Beds ⋅ 2 Baths ⋅ Lake Deer SubDv. ⋅ 33880 Zip Code

WELCOME HOME! Discover this beautiful single-family home featuring 3 bedrooms, 2 bathrooms, and 1,720 square feet of living space, built in 2020 and located in Winter Haven! Designed with comfort and functionality in mind, this residence showcases a beautiful open floor plan that seamlessly connects the kitchen, dining, and living areas, creating a spacious and inviting atmosphere perfect for everyday living and entertaining. The modern kitchen features elegant granite countertops, stainless steel appliances, and a functional layout that makes meal preparation and gatherings a pleasure. The spacious primary bedroom provides a comfortable retreat, while two additional bedrooms allow flexibility for guests, a home office, or additional living needs. ONE OF THE PROPERTY'S STANDOUT FEATURES IS THE SOLAR PANEL SYSTEM, WHICH WILL BE PAID IN FULL BY THE SELLER AT CLOSING, allowing the new owner to enjoy the potential benefits of lower electricity bills without assuming the existing solar financing. Step outside to your fully fenced, private backyard, an ideal setting for outdoor gatherings, weekend barbecues, pets, or simply relaxing in the Florida sunshine. The property also features a SPACIOUS 2-CAR GARAGE, providing ample room for parking and additional storage. Conveniently situated near shopping, dining, schools, and major roadways, this home combines the appeal of newer construction with everyday convenience. Whether you're searching for a primary residence or an investment opportunity, this property is an excellent choice. Don't miss this fantastic opportunity! Schedule your private showing today!

188 Black Skimmer Lane, Winter Haven

$459,900

5 Beds ⋅ 3 Baths ⋅ Mandolin SubDv. ⋅ 33884 Zip Code

Welcome to 4407 Mandolin Boulevard in Winter Haven! This well-maintained 5 bedroom, 3 bath home in a gated community offers generous living spaces and a versatile layout. The flooring flows throughout with a ceramic tiled first floor and luxury vinyl second. The spacious kitchen with stainless steel appliances opens to the family room. A seperate front room provides space for a formal living-room or home office, complimented by a seperate formal dining area. A first floor bedroom and full bath add flexibility for guests or live in family members. Upstairs there is an open loft providing additional gathering space alongside three secondary bedrooms and another full bath. The primary suite features a sitting area, dual walk-in closets, and an ensuite bathroom with a garden tub. Enjoy relaxing on the screened rear lanai overlooking the large, fenced, backyard. The roof was replaced just two years ago adding to this home's appeal. Schedule your private showing today!

4407 Mandolin Boulevard, Winter Haven

$197,000

3 Beds ⋅ 1 Baths ⋅ Ida Lake Sub SubDv. ⋅ 33881 Zip Code

Lovely Winter Haven Home featuring a 3 bedroom, 1 bath, 1,144 square feet of inviting living space with NO HOA! Perfect for first time home buyers, retiree's or anyone just looking to downsize. Situated on .14 acres near the heart of Winter Haven and Lake Alfred. Step inside to a spacious, open living room that flows into the large kitchen and adjoining dining area, providing plenty of room for everyday living and entertaining. Three bedrooms and a full bathroom are located toward the rear of the home. Outside the property offers room to enjoy the outdoors, while a storage shed provides convenient space for tools, equipment and all your extras. An A/C replacement in 2021 adds to the home's appeal. Set in a quiet neighborhood, this property offers a peaceful setting with convenient access to shopping, medical facilities, dining and entertainment. Schedule your showing today and discover the possibilities.

881 5th Street, Winter Haven

$333,140

4 Beds ⋅ 3 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code

Under Construction. Beautiful 2 Level, 2 Car Garage Home with Open Concept Living and 4 Bedrooms! The inviting front porch opens to a gracious foyer with 2 adjacent secondary bedrooms and a full bathroom. The spacious family room is open to the dining area and adjacent kitchen. The primary suite boasts an en suite bathroom with dual sink vanity, shower, private water closet, and large walk-in closet. The 2nd level offers a spacious loft and 2 secondary bedrooms each with walk-in closets and a full bathroom.

824 Andrew Street, Winter Haven

376 Lake Eloise Pointe Drive, Winter Haven

$290,000

4 Beds ⋅ 2 Baths ⋅ Lake Eloise Pointe SubDv. ⋅ 33880 Zip Code

Check out this freshly painted 4 bedroom, 2 bath, 2 car garage with a huge lot! High ceilings, open floor plan and split floor plan, huge primary suite with walk in closet. Ready for you to move in and drop your bags- new permitted roof. Guaranteed to pass a 4 point!

376 Lake Eloise Pointe Drive, Winter Haven

$310,000

3 Beds ⋅ 2 Baths ⋅ Summit East Ph 01 SubDv. ⋅ 33884 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bathroom home nestled in a the quiet East Summit neighborhood. Thoughtfully updated and move-in ready, this property offers both comfort and style with a spacious, well-designed layout. The private primary suite features a generous bathroom complete with a relaxing soaking tub, separate walk-in shower, and dual vanity sinks. Throughout the home, you'll find attractive tile flooring that creates a seamless and modern feel. The kitchen is well-equipped with quality appliances and provides plenty of space for cooking and entertaining. Recent improvements add even more value and peace of mind, including a new roof installed in 2025, fresh interior paint, a freshly painted garage, a brand-new bathroom sink, updated light fixtures, and new AC vents throughout the home. Step outside to enjoy the fully fenced backyard, offering the perfect space for pets, outdoor gatherings, gardening, or simply unwinding in your own private retreat. Conveniently located near LEGOLAND Florida Resort, shopping, dining, schools, and major roadways, this home combines a peaceful residential setting with easy access to all that Winter Haven has. Don't miss this opportunity to own a beautifully updated home in one of Winter Haven's desirable, quiet neighborhoods. Schedule your private showing today!

7123 Summit Drive, Winter Haven

$190,000

3 Beds ⋅ 2 Baths ⋅ Sun Set Shores SubDv. ⋅ 33881 Zip Code

Calling all real estate investors, flippers, and buy-and-hold landlords! This 3-bedroom, 2-bathroom single-family property offers approximately 1,630 square feet of living space.

2502 Sunset Shores, Winter Haven

$110,000

2 Beds ⋅ 1 Baths ⋅ Deer Lake Terrace Sub SubDv. ⋅ 33881 Zip Code

Short Sale. INVESTOR SPECIAL! Discover the potential of this cute home in beautiful Winter Haven! Located at 3393 Avenue J NW, this property offers an opportunity for buyers with vision to add their personal touch and bring out its charm. Known as the “Chain of Lakes City,” Winter Haven offers scenic lakes, boating, fishing, and outdoor recreation. Enjoy the area’s local restaurants, shops, parks, and vibrant downtown, along with popular attractions such as LEGOLAND Florida Resort. Explore the possibilities and make this your next project! This is a short sale and is subject to lender approval.

3393 Avenue J Nw, Winter Haven

$149,900

2 Beds ⋅ 2 Baths ⋅ Lake Lulu Terrace SubDv. ⋅ 33880 Zip Code

INVESTOR’S DREAM IN SE WINTER HAVEN — This 2 bedroom, 2 bath block home offers a convenient location within walking distance of Publix, Walmart, restaurants and retail shopping. Features include a new roof in 2019, new HVAC in 2018, two remodeled bathrooms and a new water heater in 2025. These valuable improvements are already in place, while still in need of a few additional updates, this home offers an opportunity to make it your own. The open floor plan features a great room, dining room, an eat-in kitchen and a Florida room. The kitchen offers original wood cabinetry, an original built-in oven and a dinette space for casual dining. The dining area allows for a larger gathering for holidays and special occasions. The FL room provides additional flexible space and includes a newly constructed full bathroom with a tiled handicap accessible walk-in shower, along with a laundry space equipped with a stackable washer and dryer and a mini split A/C unit. The FL room can easily be converted into a third en-suite bedroom. There are two bedrooms of ample size and a secondary beautifully remodeled bathroom with a walk-in shower. Situated on a spacious 0.24-acre fenced lot, the property also offers central heart and air, a one-car carport, 2 storage sheds and rain gutters. Bring your vision and explore the potential of this conveniently located home!

1810 4th Court Se, Winter Haven

$250,000

2 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 02 SubDv. ⋅ 33884 Zip Code

**More PhotosComing** Comfortable, Simple Living in Cypress Landing on Lake Dexter. This 2 Bedroom, 2 Bath Home Has a Vaulted Ceiling Over the Living and Dining Area, and It Makes the Whole Space Feel Open the Minute You Walk In. The Kitchen Has Light-Bright Cabinets, Tile Floors, a Stainless Refrigerator and Dishwasher, a Built In Oven, Cooktop and Microwave, with Sliders Out to the Screened Lanai. The Primary Bedroom Has a Walk In Closet and a Walk In Shower in the Bath. Need More Room? The Enclosed Lanai Gives You Extra Space for a Den, Hobby Room or Home Office. Crown Molding and Ceiling Fans Throughout, a Two Car Attached Garage with Opener and Storage Cabinets, and a Fenced Backyard with Low Maintenance Rock Landscaping. Home Electrical is Generator Ready. The Home Includes Hurricane Shutters - Easy Up And Down Installation. Cypress Landing Offers a Clubhouse, Community Pool, Tennis and Pickleball Courts, Boat Storage, a Private Boat Ramp and a Dock on the Lake. Minutes from Legoland, Shopping and Dining. Schedule Your Showing Today! All Sizes Approximate. Buyer to Verify.

3969 Cypress Landing W, Winter Haven

$320,990

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

Under Construction. Introducing the Cali floorplan at Willowbrook South, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and tile floors throughout. 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 kitchen is a true highlight, including granite countertops, sleek stainless-steel appliances, a walk-in pantry and an oversized island with a breakfast bar. 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 offer flexibility for various lifestyles. The primary suite located in the rear of the home 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. Laundry won't be a chore with its dedicated space convenient to all bedrooms. Like all homes in Willowbrook South, the Cali includes 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.*

2766 Adeline Avenue, Winter Haven

$285,000

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

Under Construction. Brand new, energy-efficient home available by Nov 2026! Configure the flex room in the front of the home to an at home office space or hobby space for the kids. Past the foyer, the open kitchen flows to the dining space, great room and outside patio. Private primary suite offers a spacious area to relax. 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.

3952 Giorgio Drive, Winter Haven

$279,000

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

4 BEDROOM, 2 BATH NEWER HOME WITH AFFORDABLE HOA, NO CDD AND PRICED TO SELL! Welcome to this clean, well-kept 2020 four-bedroom, two-bath home across from Lake Lucerne in Winter Haven. A brick-paver driveway leads to a two-car garage and a bright, open floor plan. The kitchen features a large island, abundant cabinetry, and all appliances included. Living and dining areas flow together for easy everyday living. The home has no carpeting only easy to care for ceramic tile and luxury vinyl flooring and a Split-bedroom layout that places three bedrooms on one side and a spacious primary suite with ensuite bath and walk-in closet on the other. HOA is only $360 a year with NO CDD. Move-in ready in a convenient neighborhood with NO REAR NEIGHBOR, close to town, around the corner from Willowbrook golf course, shopping, medical and local eateries.

1339 Lucerne Loop Road Ne, Winter Haven

$560,000

4 Beds ⋅ 3 Baths ⋅ Hamilton Pointe SubDv. ⋅ 33881 Zip Code

BEAUTIFUL HAMILTON POINTE POOL HOME! Welcome to this 4-bedroom, 2.5-bath pool home sits on a half-acre lot with no rear neighbors, offering 3,114 square feet of living space and peaceful conservation views. Inside, you’ll find a spacious kitchen with an eat-in area, a large living room with 13-foot ceilings, crown molding, a coral tile fireplace, and French doors opening to the screened pool and lanai. The split-bedroom layout features a primary suite with lanai access, dual vanities, a garden tub, separate walk-in shower, and ample closet space. Three additional bedrooms and a flexible office provide room for a variety of needs. The formal dining room also offers access to the pool area, creating an easy flow for entertaining. Outside, the oversized screened lanai and pool offer plenty of space to relax and enjoy Florida living. Notable improvements include a 2019 roof and exterior paint, 2020 gutters and screens, a 2021 hybrid water heater and whole-house repipe, plus a resurfaced pool, new sand filter, and refreshed pool screening. Conveniently located near downtown Winter Haven, Highway 27, LEGOLAND, golf courses, shopping, dining, and area airports.

725 Heritage Drive Ne, Winter Haven

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