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$399,900
3 Beds ⋅ 2 Baths ⋅ Ruby Lake Ph 01 SubDv. ⋅ 33884 Zip Code
Welcome to your dream home in the gated community of Ruby Lake! This beautifully designed 3-bedroom, 2-bath Cassidy “Ox” floor plan perfectly balances elegance and everyday comfort. Step inside to discover a spacious layout featuring formal living and dining rooms, along with a generous family room—ideal for both entertaining and relaxed living. The updated kitchen is truly the heart of the home, showcasing sleek quartz countertops, a breakfast bar, closet pantry, and durable tile flooring. Retreat to the impressive primary suite, offering a large 17x15 bedroom, walk-in closet, and a spa-like en suite bath complete with soaking tub, walk-in shower, and dual vanities. Thoughtfully designed, the secondary bedroom and bath are handicap accessible with widened doorways for added ease. Enjoy Florida living year-round on the expansive 10x38 screened lanai—perfect for gatherings or quiet evenings. Additional highlights include an interior laundry room with sink, surround sound throughout, plantation shelving with ambient lighting, ceiling fans, irrigation system with separate meter, and a 2-car garage with a high-profile door. Conveniently located near shopping, dining, medical facilities, schools, and Legoland, with easy access to Tampa and Orlando—this exceptional home truly has it all. Don’t miss your opportunity to make it yours!

357 Ruby Lake Loop, Winter Haven
$299,000
5 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
CALLING ALL INVESTORS!! Amazing opportunity with a blank canvas to be creative! This property boasts 2 separate dwellings, both with living spaces, kitchens, dining areas, 2 bedrooms and 1 bathroom WITH an in ground pool in between! Property also has a THREE car garage AND a huge open space in the attic with stair access from a bedroom! Direct view and access to Lake Cannon, WOW!! Make your appointment today to secure this amazing opportunity! CASH ONLY, BEING SOLD AS IS.

1450 W Lake Cannon Drive Nw, Winter Haven
$258,500
2 Beds ⋅ 2 Baths ⋅ Vienna Square Ph 2c SubDv. ⋅ 33884 Zip Code
BETTER THAN NEW!!! Why wait to build when you can move into this HIGHLY UPGRADED, MAINTENANCE FREE villa in the 55+ GATED COMMUNITY of Vienna Square, centrally located in Winter Haven, FL. Before entering this beautiful residence, you will notice the BRICK PAVERED driveway/walkway leading through the MATURE LANDSCAPE and CUSTOM LIGHTING to the front SCREENED LANAI. Walk right into this very OPEN FLOORPLAN with HIGH CEILINGS and SPLIT BEDROOM CONCEPT. The kitchen is a CHEF'S DREAM, featuring UPGRADED STAINLESS APPLIANCES, IMPRESSIVE WINE FRIG., and BREAKFAST BAR. The CASCADING WATERFALL EDGE QUARTZ COUNTERTOPS add a MODERN, ELEGANT and LUXURIOUS focal point to this AMAZING KITCHEN!!! The adjoining great room is very spacious and overlooks the rear SCREENED LANAI with a view of the pond. The primary en-suite will not disappoint which also features QUARTZ COUNTERTOPS and an UPGRADED WALK-IN SHOWER with GLASS DOOR. CUSTOM PLANTATION SHUTTERS in the kitchen and bedrooms ensure you have the privacy you deserve! Don't forget about the second bathroom that has also been UPGRADED with QUARTZ COUNTERTOPS as well. This residence is truly TURN-KEY and one of the most WELL KEPT, ONE-OWNER homes you'll find anywhere. The reasonable monthly HOA dues include: ROOF REPLACEMENT, EXTERIOR PAINTING, YARD MAINTENANCE, LAWN IRRIGATION, and INTERNET/TV PACKAGE! Enjoy the other amenities including, but not limited to: pool/hot tub, tennis/pickle ball, gym, craft room, billiard room, movie room, and large meeting room with remodeled kitchen area. This wonderful property is in close proximity to medical, restaurants, shopping, worship, and LEGOLAND, FL. Winter Haven is well-known for it's beautifully interconnected lakes and being centrally located between the Tampa International and Orlando International Airports.

1678 Linz Court, Winter Haven
$325,000
4 Beds ⋅ 2 Baths ⋅ Sutton Preserve SubDv. ⋅ 33880 Zip Code
Welcome to 2849 Cathy Blvd, Winter Haven, FL 33880—a beautifully designed ranch-style home offering an airy, open-concept layout centered around a spacious great room and a modern kitchen, perfect for both everyday living and entertaining. The kitchen features quartz countertops, stainless steel appliances, and elegant 42" white upper cabinets, while the bathrooms showcase cultured marble finishes for a clean, polished look. The private primary suite includes a generously sized bedroom, a large en-suite bath, and a walk-in closet. Step outside to enjoy the covered screened in patio—ideal for relaxing or hosting gatherings year-round with the privacy of your fenced in yard!. All appliances included, adds to the home’s move-in ready appeal. Conveniently located in Winter Haven, this home offers easy access to shopping, dining, and entertainment, including nearby grocery stores, local restaurants, and parks. Just a short drive to downtown Winter Haven, you can enjoy the Chain of Lakes, outdoor recreation, and community events. With close proximity to major roadways, commuting to Lakeland, Orlando, and surrounding areas is a breeze.

2849 Cathy Boulevard, Winter Haven
$125,000
2 Beds ⋅ 2 Baths ⋅ Winter Haven Harbour Apts Condo SubDv. ⋅ 33881 Zip Code
This beautifully maintained **DELUXE UNIT** is move-in ready and offers everything you’ve been searching for—located in a desirable **55+ community**, perfect for comfortable and peaceful living! What sets this unit apart is its **private in-unit laundry room**, a rare and valuable upgrade compared to other units in the community—adding both convenience and functionality. Enjoy improved energy efficiency with newly installed solar window tint on all windows, along with recently added vertical blinds. The plumbing has been upgraded, providing added peace of mind. Inside, you’ll find a stunning built-in bookcase and shelving system, perfect for organization and style. Relax and take in the views from both the screened front and back porches—ideal for morning coffee or evening unwinding. All appliances are included for your convenience: washer, dryer, refrigerator, dishwasher, stove/range, and microwave. The bathroom has been tastefully updated with a new toilet and vanity. Additional features include one assigned covered parking space under the carport and a private 4x8 storage unit located on the same floor. The condo association fee covers water and garbage, adding even more value to this exceptional home.

1700 6th Street Nw Unit B23, Winter Haven
$269,900
3 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code
Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an array of dining and shopping. With top attractions and everyday conveniences just minutes away, your new home here keeps you connected to everything you love. Your new home at Willowbrook South places you right where you want to be. Let me Introduce you to the Archer II this 1328 Sqft. 3 Bedroom 2 Bath home is just to die for. This home provides Luxury Vinyl tile in all the wet areas, Living and Dining Rooms and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and also includes a Washer/Dryer. The Archer II has an Open Floor plan that allows you to entertain guest even if they are in the living or dining room. 2 Spare Bedrooms and an Owners Suite that can easily fit a King size bed. And on top of all that it also comes with our Home Smart System. Come by today! *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.*

2790 Adeline Avenue, Winter Haven
$315,000
4 Beds ⋅ 2 Baths ⋅ Coventry Cove Ph Ii SubDv. ⋅ 33880 Zip Code
Virtually Staged. 943 Summer Glen Dr is a spacious and well-maintained home offering exceptional value in the heart of Winter Haven. This move-in-ready residence features a functional, open floor plan designed for modern living and effortless entertaining. The bright, airy interior flows seamlessly into versatile living spaces, including a comfortable primary suite and additional bedrooms perfect for a growing family or a dedicated home office. Positioned in a quiet, family-oriented community, this property sits just moments from top-rated schools like Lake Shipp Elementary and the renowned Jewett School of the Arts. Residents enjoy immediate access to the Chain of Lakes for premier boating and fishing, as well as the dining and boutiques of historic downtown Winter Haven. Perfectly situated between Orlando and Tampa, this home provides a high-quality lifestyle and significant appreciation potential without the metropolitan price tag. Schedule your private showing today to discover why 943 Summer Glen Dr is the perfect place to start your next chapter!

943 Summer Glen Drive, Winter Haven
$295,990
4 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code
Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an array of dining and shopping. With top attractions and everyday conveniences just minutes away, your new home here keeps you connected to everything you love. Your new home at Willowbrook South places you right where you want to be. Now let me Introduce you to the Freeport II this 1498 sqft, 4 Bedroom 2 Bath home is just to die for. This home provides Luxury Vinyl tile in all the wet areas and Great room and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and the laundry room also includes a Washer and Dryer. With 2 Spare Bedrooms in the Front one in the Middle and an Owners Suite in the Back. The Owners Suite can easily fit a King size bed and has a large Walk-in closet. It also includes a Home Smart System. Come by today! *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.*

2786 Adeline Avenue, Winter Haven
$226,000
3 Beds ⋅ 3 Baths ⋅ Lake Silver Terrace SubDv. ⋅ 33881 Zip Code
Cozy 3-Bed, 3-Bath Home Near Downtown Winter Haven Welcome to your next chapter in the heart of Winter Haven. This warm and inviting 3-bedroom, 3-bathroom home offers the perfect blend of comfort, convenience, and Florida charm. Just minutes from downtown, you’ll enjoy easy access to local shops, dining, parks, and community events while still coming home to a peaceful, cozy retreat. Step inside to discover a spacious layout designed for both relaxation and connection. Whether you’re hosting gatherings or enjoying quiet evenings in, this home offers plenty of room for your family to grow and make memories. One of the standout perks of this location is the proximity to beautiful Lake Silver. Spend your weekends enjoying water sports, lakeside strolls, or taking in the festive fireworks that light up the sky throughout the year. It’s a lifestyle that blends everyday comfort with a touch of lakeside magic. This home is ready to welcome its new family with open arms—and plenty of space.

221 Avenue L Ne, Winter Haven
$239,900
3 Beds ⋅ 2 Baths ⋅ Lake Dexter Woods Ph 02 SubDv. ⋅ 33884 Zip Code
This move-in-ready, three-bedroom, two-bathroom home is located in the sought-after Lake Dexter Woods community. The residence features a functional layout designed for modern comfort and style, highlighted by an attached one-car garage and low-maintenance tile flooring throughout the entire home. The updated kitchen serves as a stylish centerpiece, equipped with beautiful granite countertops and sleek stainless-steel appliances. Outside, you can relax and enjoy the fresh air from your private porch and patio, which overlooks a fully fenced-in backyard, providing a secure space for outdoor entertaining or pets. The location offers a perfect blend of comfort and convenience, situated near top-rated schools, multiple grocery stores, and popular local attractions. Residents can enjoy a resort-style lifestyle with access to premium community amenities, including sparkling pools, tennis/pickleball courts, and more.

638 Lake Dexter Circle, Winter Haven
$430,000
4 Beds ⋅ 2 Baths ⋅ Terranova Ph 02 SubDv. ⋅ 33884 Zip Code
ROOF 2022! Enjoy the HEATED SALTWATER POOL all year in your backyard Oasis. LARGE CORNER LOT (.28 acre). SINGLE STORY HOME. Terranova is a GATED COMMUNITY nestled among the Winter Haven Chain of Lakes. LOW HOA. NO CDD. Screened in patio is great for enjoying the beautiful Florida weather. Fully fenced yard with double door gate so you can pull a small boat inside! SPLIT FLOOR PLAN features the primary bedroom and bathroom on one side of the home and three additional bedrooms and a full bath on the other. High ceilings. BRAND NEW PUBLIX GROCERY STORE less than five minutes away! Walking trail within the community to Chain of Lakes Elementary School. The pool has a child safety fence that can be put up if desired - not photographed. Call to schedule your private showing today.

496 Terranova Street, Winter Haven
$405,900
4 Beds ⋅ 3 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code
Seller is willing to offer funds towards Buyer's Closing Costs. Welcome to 4020 Carteret Dr in Winter Haven, a beautifully updated 4-bedroom, 3-bath home located in a desirable 55+ lakefront community with a 3-car garage offering comfort, convenience, and low-maintenance living in the heart of Central Florida. This thoughtfully designed home features stunning lake views, hardwood flooring, an updated kitchen with modern finishes, and stylish upgrades throughout. The spacious layout includes a mother-in-law suite, perfect for visiting family, guests, or additional privacy. Residents enjoy direct water access and a private community boat ramp, providing easy access to Winter Haven’s renowned Chain of Lakes, ideal for boating, fishing, and enjoying Florida’s outdoor lifestyle. The community also offers boat and water toy storage for a small fee, making it convenient to keep your boat or jet skis nearby and ready to use. One of the standout features of this home is the maintenance-free lifestyle. The HOA covers Cable, Internet, Exterior Home Maintenance including landscaping, mulch, and exterior painting, and More, allowing homeowners to enjoy their property without the typical upkeep responsibilities. Located just minutes from Cypress Gardens Boulevard, this home offers quick access to shopping, restaurants, grocery stores, golf courses, parks, and medical facilities. Residents are also close to LEGOLAND Florida Resort, and major roadways including US-27 and the Polk Parkway, making travel to Lakeland, Orlando, and Tampa convenient. If you’re searching for a Lake view home in Winter Haven, a low-maintenance home in a 55+ community, or a property with Ruby Lake access, 4020 Carteret Dr offers the perfect combination of location, lifestyle, and modern comfort in one of Polk County’s most established lake communities. Schedule a showing today!

4020 Carteret Drive, Winter Haven
$274,900
4 Beds ⋅ 2 Baths ⋅ Lakes/Lucerne Park Ph 3 SubDv. ⋅ 33881 Zip Code
One or more photo(s) has been virtually staged. Some seller concessions possible. SUPER DEAL on a big four bedroom home! Clean, fresh and well maintained home! PLUS, an American Preferred Home Warranty is included! With American Home Warranty, if you ever need to use it, you get to choose your own preferred vendors! Enjoy room for the family and privacy for mom and dad in the spacious split bedroom layout . You are going to like the open-concept living areas, big island kitchen with walk-in kitchen pantry. The large master suite with ensuite bath has a large walk in closet. Plenty of natural light brightens your living spaces from the energy efficient windows. All bedrooms are generously sized. Style and comfort welcome you with brand new beautiful, premium style, extra thick, waterproof luxury vinyl plank flooring in all the living areas. Fresh new carpet in all bedrooms. Pretty ceramic tile in wet areas. ROOF 2024! A fresh coat of premium exterior paint has been done and seals the deal for years to come. MOVE IN READY! Come and see this lovely home in the well-maintained Lakes at Lucerne community today!

262 Oleander Street, Winter Haven
$149,900
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
Major 2026 Updates Make This Home a Standout! Welcome to 6133 Grand Oaks Drive SE in the desirable 55+ community of Garden Grove Oaks, where you own your land and enjoy low HOA fees. This furnished 2-bedroom, 2-bath home offers a bright, open floor plan with spacious living areas and a screened porch to enjoy the Florida lifestyle. The new price reflects extensive improvements completed in July 2026, including a new roof, new A/C system, updated plumbing, and professionally completed foundation work—providing exceptional value and peace of mind. Conveniently located near shopping, dining, medical facilities, and Winter Haven's Chain of Lakes, this move-in-ready home is an outstanding opportunity for year-round or seasonal living.

6133 Grand Oaks Drive Se, Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ Florida Highland Co SubDv. ⋅ 33884 Zip Code
JUST REDUCED! Well-maintained FULLY FURNISHED 3-bedroom, 2-bath home located on a .25-acre corner lot with a peaceful wooded backdrop in desirable SE Winter Haven. This home offers a spacious layout with multiple living areas, including a large family room for everyday living and a formal living room with soaring ceilings that create a bright, open feel. A formal dining room with built-in cabinetry provides the perfect space for hosting dinners and gatherings. The updated kitchen features hardwood cabinetry, granite countertops, a custom tile backsplash, stainless steel appliances, a natural gas range, breakfast bar seating, and a closet pantry for added storage. The renovation also included updated flooring. The primary suite includes a remodeled en-suite bathroom with a modern vanity and tiled walk-in shower. A split-bedroom layout offers additional privacy, while the third bedroom with a walk-in closet works well as an office, guest room, or flex space. Outdoor living is just as inviting with a screen-enclosed lanai featuring built-in counter space and cabinetry, along with a beautiful paver deck in the backyard—perfect for relaxing or entertaining while enjoying the wooded setting. The home also features a paver driveway leading to a two-car garage. Additional highlights include a tile roof approximately 15 years old with an expected 50-year lifespan, A/C replaced just 1 year ago, and fresh exterior paint in 2025.

111 Las Flores, Winter Haven
$284,900
3 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise SubDv. ⋅ 33884 Zip Code
Under Construction. Find everything you need in Harmony on Lake Eloise! Located just minutes from world class theme parks and attractions, Harmony on Lake Eloise is the perfect community to call home with its beautiful Florida lifestyle and amenities. This community boasts stunning home sites. You'll enjoy the sparkling local lakes practically in your backyard and the best local restaurants and shopping are just a short drive away. Love the outdoors? Explore nearby parks and farmer’s markets. Your home at Harmony on Lake Eloisewill be in the center of it all!!

3316 White Indigo Road, Winter Haven
$580,000
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph Ii North SubDv. ⋅ 33884 Zip Code
Experience the best of Florida resort-style living in this exceptional Ashton floor plan located in the sought-after Lake Ashton Golf Club Community. Offering 3 bedrooms, 2 baths, a den, and 2,512 square feet of thoughtfully designed living space, this beautifully maintained home combines elegance, comfort, and functionality. A paver driveway, manicured landscaping, and stunning leaded-glass French doors create impressive curb appeal. Inside, you'll find an open-concept design enhanced by plantation shutters, abundant natural light, and a wall of 8-foot sliding glass doors that seamlessly connect the indoor and outdoor living spaces.The gourmet kitchen is sure to impress with Seacrest Birch cabinetry featuring soft-close drawers, Silestone countertops, ample workspace, and generous storage. The spacious primary suite offers a relaxing retreat complete with custom his-and-her closets, dual vanities, and a dedicated granite makeup station. A versatile den provides the perfect space for a home office, hobby room, or guest overflow.Certified as an Environments for Living Green Home, this residence was designed with energy efficiency and long-term savings in mind.Step outside to your own private oasis. The oversized screened veranda features custom flooring, a fully equipped outdoor kitchen, and a heated saltwater pool—ideal for entertaining guests or enjoying peaceful Florida evenings year-round.The extended garage easily accommodates larger vehicles and a golf cart and includes epoxy-coated floors and screened garage doors.Lake Ashton offers an unparalleled lifestyle with two 18-hole golf courses, clubhouses, fitness centers, resort-style pools, tennis, pickleball, bowling, dining, movie theater, and countless social activities. Whether you're seeking an active lifestyle or a peaceful retreat, you'll find it here. Washer, dryer, and front flagpole do not convey. Schedule your private showing today and discover why so many choose to call Lake Ashton home.

6261 Pinehurst Loop, Winter Haven
$304,000
4 Beds ⋅ 2 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code
PRICE REDUCED! Move right into this pristine, turnkey oasis. Built in 2022, this beautifully maintained home in the peaceful Villa Mar community features a bright, open floor plan and four spacious bedrooms. The modern kitchen flows effortlessly into the main living areas, which boast durable ceramic tile flooring for a sleek, low-maintenance finish. Relax on your private, custom-screened lanai or retreat to the primary suite complete with elegant stone counters and dual vanities. Enjoy fantastic neighborhood amenities, including a resort-style pool, dog park, and playground, all situated near top-rated schools and just minutes from Legoland. Complete with a two-car garage and a large laundry room, this property perfectly blends style and daily convenience. Schedule your tour today!

1799 Carnostie Road, Winter Haven
$215,000
4 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Newly Remodeled Mobile home!!! Move-In Ready! Its own lot- no lot rent!! Affordable 4-Bedroom 2-Bath Home on Owned Land! This 1994 manufactured home. Enjoy a spacious, open floor plan featuring a large living room and kitchen, perfect for gatherings or everyday living. All measurements and sizes approximate and not guaranteed, any information contained here-in critical to buyers purchasing decisions, must be verified by the buyers.

1910 40th Street Nw, Winter Haven
$199,900
2 Beds ⋅ 2 Baths ⋅ Buckeye Heights SubDv. ⋅ 33881 Zip Code
Virtually Staged. A rare opportunity to own one of only six cluster homes positioned along the peaceful shoreline of Lake Buckeye! A charming open courtyard entry welcomes you to the front door, creating a private and inviting approach that sets this home apart. Inside, the living room immediately draws your eye outdoors, featuring double French doors that open to an enclosed lanai and extended open patio overlooking lake views. It’s the perfect space to enjoy morning coffee, evening breezes, or simply take in the calm waterfront setting. The layout flows comfortably from the living area into the wrap-around kitchen and adjoining dining space, where a large window overlooks the courtyard entrance and fills the home with natural light. The primary bedroom suite offers a private retreat with its own en-suite bath featuring a walk-in shower, while the second bedroom sits just steps from the guest bath with tub/shower combination — ideal for guests, family, or flexible use as a home office. Additional highlights include a laundry closet and an oversized 550 sq ft 2-car garage with ample storage, providing both convenience and functionality. For easy lake access, the public boat ramp onto Lake Buckeye is located just 0.1 mile down the road. Homes within The Clusters on Lake Buckeye rarely come to market, making this a special opportunity for buyers seeking a property with character, peaceful surroundings, and direct access to one of Winter Haven’s beautiful lakes. **A/C is 2015, Roof is 2017**

1502 Buckeye Road Ne Unit 4, Winter Haven
$280,000
3 Beds ⋅ 2 Baths ⋅ Krenson Bay SubDv. ⋅ 33881 Zip Code
Virtually Staged. Short Sale. Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, offering 1,512 square feet of comfortable living space in a desirable gated community in Winter Haven. Built just two years ago, this nearly new home blends modern design with a warm, family-friendly feel. Step inside to find vaulted ceilings and tile flooring throughout the main living areas, creating a bright and open atmosphere. The spacious kitchen features stainless steel appliances, a large island, and ample cabinet space, perfect for everyday living or gathering with friends and family. The split floor plan provides privacy, while the generous primary suite includes double sinks, a garden tub, separate shower, and walk-in closet. Enjoy Florida living outdoors on the covered lanai, with a backyard perfect for relaxing afternoons or weekend playtime. Conveniently located near Downtown Winter Haven, Polk State College, Winter Haven Hospital, shopping, dining, and major attractions like LEGOLAND. For those who love lifestyle and entertainment, the home is also just about 15 minutes from the popular Port 27, a vibrant waterfront destination known for its live music, great food, desserts, and beautiful lake scenery—the perfect place to unwind and enjoy time with family and friends. This move-in ready home offers comfort, style, and location all in one. Schedule your showing today!

111 Krenson Bay Loop, Winter Haven
$325,000
2 Beds ⋅ 2 Baths ⋅ Gates Lake Region SubDv. ⋅ 33881 Zip Code
Lovely 2 bedroom and 2 bathroom home located in a private gated community of just over 100 homes in Winter Haven, FL. Situated between Tampa and Orlando with easy access to both international airports. Short distance to theme parks, Legoland, Bok Tower Gardens. New Publix grocery store opening soon is a short drive away. New HVAC installed in 2022. Freshly painted interior and exterior. House overlooks a community park which makes a nice setting for relaxing afternoons and visiting with neighbors. Unique lot shape reveals a beautiful, secluded backyard for gardening and plant enthusiasts. Backyard patio area is a great spot to relax and enjoy quiet evenings.

319 Niblick Circle, Winter Haven
$234,900
3 Beds ⋅ 2 Baths ⋅ Queens Cove Ph 02 SubDv. ⋅ 33880 Zip Code
This traditional 3-bedroom, 2-bathroom home is located in the established Queens Cove Ph 02 neighborhood. Designed with a functional and classic layout, this residence offers a comfortable living environment perfectly suited for a variety of lifestyles. The heart of the home features a traditional floor plan that provides a clear and smart separation of living spaces. The kitchen is beautifully updated with sleek quartz countertops and Stainless steel appliances, creating a modern and stylish space for meal preparation and entertaining. Situated in a prime location, this home is just minutes away from local essentials, including shopping, dining, and parks. Whether you are searching for a forever home or a smart investment opportunity, this property offers both convenience and potential. Schedule your private showing today!

3339 Queens Cove Loop, Winter Haven
$370,000
4 Beds ⋅ 3 Baths ⋅ Inman Grvs Ph 2 SubDv. ⋅ 33881 Zip Code
Welcome to 652 Grove St. TWO living spaces for ONE price. This exceptional property in the heart of Winter Haven offers a spacious main home plus a fully independent Mother-in-Law Suite all under the same roof. The primary residence features 3 bedrooms, 2 bathrooms, a dedicated office/flex space, an open-concept layout filled with natural light, and a 2-car garage designed for comfortable everyday living. What truly makes this property stand out is the private annex/guest house, complete with its own separate entrance, 1 bedroom, 1 bathroom, semi-equipped kitchen, and private laundry area, creating the perfect setup for extended family, guests, multi-generational living, or a private retreat space. This rare “home within a home” offers flexibility, privacy, and functionality that is hard to find at this price point. Conveniently located near US-27, shopping, dining, and everyday essentials, this unique property is a must-see to truly appreciate its layout and possibilities. Schedule your private showing today.

652 Grove Street, Winter Haven
$410,000
3 Beds ⋅ 2 Baths ⋅ Chestnut Creek SubDv. ⋅ 33881 Zip Code
Welcome to 1097 Sandpiper Loop, a beautifully maintained home situated in an intimate community of fewer than 90 residences. Conveniently positioned just off Country Club Road in Winter Haven, this property offers the best of both worlds—quick access to downtown amenities while enjoying the comfort of spacious quarter-acre lots that provide added breathing room. As you enter, you’re welcomed by attractive luxury vinyl flooring that runs throughout the main living spaces, creating a cohesive and low-maintenance design. The kitchen is thoughtfully designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, and a generous walk-in pantry. It flows seamlessly into a flexible dining area that can easily adapt to formal gatherings or casual meals. In addition to the main living areas, the home includes a versatile flex room—perfect for a home office, study, playroom, or additional lounge space. The primary suite offers ample space and comfort, paired with a well-appointed bathroom designed with quality finishes and a relaxing atmosphere. Step outside to enjoy the extended covered and screened patio, providing a peaceful outdoor retreat overlooking a fully enclosed backyard. Numerous upgrades throughout the home enhance both functionality and overall appeal. Don’t miss your chance to own this thoughtfully designed home in a desirable Winter Haven location. Schedule your private showing today.

1097 Sandpiper Loop, Winter Haven
$282,000
4 Beds ⋅ 2 Baths ⋅ Heather Glen Ph 02 SubDv. ⋅ 33884 Zip Code
Welcome to 511 Heather Glen Drive. This beautifully maintained home is in move in ready condition. Offering 4 bedrooms and 2 bathrooms, the home has new interior and exterior paint. This is a split floor plan with a large family room looking out to the screened in patio. Off the kitchen is a dinette. The guest bathroom has been remodeled. Both bathrooms have new toilets. New carpeting in bedrooms 2 and 3. The A/C is brand new with a HALO system that purifies the air in the house. The roof is 9 years old. Brand new hot water heater. There is an inside laundry room leading out to the garage. Riding lawnmower is included! The home is centrally located close to Legoland, dining, shopping and major highways and in between Orlando and Tampa. This home shows pride of ownership! Make your appointment today!

511 Heather Glen Drive, Winter Haven
$119,000
2 Beds ⋅ 2 Baths ⋅ Carefree Rv Country Club SubDv. ⋅ 33884 Zip Code
Welcome to Carefree Country Club - one of Winter Haven't best kept secrets! Tucked away off of Cypress Gardens Boulevard, when you approach the GATED community, you know you're entering a really special place. Driving through, you're encompassed by the community's 9-hole golf course. Continuing on, you'll pass a stunning two-story clubhouse, plus all of the amenities (large thermal heated swimming pool; bocce ball courts; tennis and pickle ball courts; boat docks and boat launch). And finally, you'll pass by Lake Bess, which the community has over 3,000 private feet of shoreline on! This home sits just a few homes up from the lake, and there is no need to worry about flooding, as the home pitches down toward the lake! Believe it or not, this is actually a single wide home with a large addition! Entering through the sliding glass doors, you'll find yourself in the open living space, where the kitchen, dining area, and living room flow together. You get great views of the lake through the windows as well! The original structure also has a guest bathroom (with a shower / tub combo) and guest bedroom. The addition has the primary suite, with a nice sized closet, and ensuite bathroom with a walk-in shower. In here you will also find the washer. Out back is a storage shed that can fit a golf cart (as you will see one currently in there), as well as the dryer. The home was re-piped, so no need to worry about polybutylene (grey) pipes! The monthly fees include the following: lawn care; internet access in the clubhouse and golf center; garbage disposal and recycling; all of the amenities! This is a great home in a great community; schedule your showing today!

9705 Lake Bess Road Unit 715, Winter Haven
$399,000
4 Beds ⋅ 3 Baths ⋅ Edgewater Manor SubDv. ⋅ 33880 Zip Code
BACK ON MARKET!! Financing issue day before closing :( Welcome to the lakefront community of Edgewater Manor! Come see this awesome custom built 2017 4 bed 3 bath corner lot (1/3 ac.) home with fenced backyard! Located just off Cypress Gardens Blvd., this bright, open floorplan includes combo living and dining area, an office, and a spacious kitchen with white wood cabinets and grey granite counter tops, stainless steel appliances, gas stove, and eat-in area. There is a large family room off the kitchen, crown molding throughout the home, vinyl fencing, and much more, including: gas tankless WH, vinyl planking floor everywhere but bedrooms, plantation shutters, double pane low E windows, a screened lanai. Primary bedroom has twin walk-in closets with upgraded shelving! There is even a plug for an electric car built into garage wall, and a shallow well for lawn irrigation. Plus, close to Legoland, restaurants, shopping, and the chain of lakes. A great find!

2118 Edgewater Circle, Winter Haven
$154,900
2 Beds ⋅ 2 Baths ⋅ Garden Villas Condo Ph 01 SubDv. ⋅ 33884 Zip Code
A Cozy Condo nestled in the back corner of the popular community of Winterset. Forgot your key, no problem, you have a coded keyless entry. Your tour begins entering through your covered screened front porch into a Ground level 2 bed/2bath home with an open floor plan. Beautiful Laminate wood flooring accentuates the space. The conveniently centered kitchen boasts a neutral decor with tile backsplash and a newer Stainless side by side fridge. A Nice size Patio is accessed from Livingroom for Barbecuing or just relaxing, enjoying the Florida weather. The split bedroom design offers added privacy to The Master Bedrm with en suite, spacious Walkin closet, Stackable washer/dryer and private screened in patio area which continues to enhance this space. The master bath has separate tub/shower access. The Nest thermostat allows you to monitor and change settings via a phone app. When you Plan your day trips.... You're Only minutes from Lego Land and convenient to Disney & other Florida amusement parks, Beaches, Shopping, Restaurants & More. Or, stay at home, relax and enjoy amenities of the community with Heated Pool, Spa, Tennis, Shuffleboard, Fishing Pier and Clubhouse! Walk the family pet across the street in the expansive green space. All Furniture negotiable!

8304 Waterview Way Unit 8304, Winter Haven
$145,000
2 Beds ⋅ 2 Baths ⋅ Brookhaven Village SubDv. ⋅ 33881 Zip Code
Significant price improvement and a highly motivated seller make this an exceptional opportunity in the sought-after 55+ Brookhaven Village community. This well-maintained manufactured home is truly move-in ready and offers both comfort and value. Major updates provide peace of mind, including a new roof installed in October 2024, fresh interior paint completed in March 2025, and an HVAC system replaced in 2022. Inside, you’ll find a bright and spacious layout featuring two bedrooms and two full bathrooms, a generous living area, and a welcoming enclosed Florida room — perfect for relaxing or entertaining year-round. The home also includes updated tie-downs and sits on a desirable corner lot, offering additional space and privacy. Residents enjoy low HOA fees and access to community amenities such as a heated pool, clubhouse, shuffleboard courts, and RV parking area. Conveniently located near I-4, with easy access to Legoland, Disney, shopping, dining, and medical facilities, this home combines lifestyle, location, and affordability. Opportunities like this don’t last — schedule your private showing today.

6433 Jacaranda Avenue Ne, Winter Haven