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4035 Carteret Drive, Winter Haven
$249,900
2 Beds ⋅ 2 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code
Welcome to 4035 Carteret Drive, located in the gated 55+ community of Traditions at Lake Ruby. This spacious 2-bedroom, 2-bath home offers approximately 1,719 square feet of single-story living plus a versatile office/den and enclosed sunroom. The open floor plan provides comfortable living and entertaining space, while the attached two-car garage offers convenient parking and storage. Enjoy low-maintenance living with an HOA that provides community services including lawn care, cable and internet. Traditions offers an impressive collection of amenities including a lakefront clubhouse, heated pool and spa, fitness center, tennis and pickleball courts, bocce ball, shuffleboard, dog park, boat ramp, dock and access to Lake Ruby.

4035 Carteret Drive, Winter Haven

441 San Jose Drive, Winter Haven
$259,900
2 Beds ⋅ 2 Baths ⋅ Orchid Springs Patio Homes SubDv. ⋅ 33884 Zip Code
Welcome to 441 San Jose Drive, featuring a NEW ROOF installed in 2026 and located in the highly sought after Orchid Springs community of Winter Haven. This spacious 2 bedroom, 2 bathroom patio home sits on an oversized lot and offers a thoughtfully designed floorplan with generous living spaces and wonderful indoor and outdoor flow. The expansive kitchen opens to the large family room and dining area, creating an inviting space for everyday living and entertaining, while a separate living room and breakfast nook provide additional room to spread out. The spacious primary suite is privately positioned at the rear of the home and features an ensuite bathroom and walk in closet, while the second bedroom and full bathroom are located on the opposite side of the home. The home features a combination of tile and carpet flooring throughout. Step outside to enjoy both a charming courtyard and a large screened porch, offering multiple spaces to relax and enjoy the oversized lot. A wooded area along one side of the property is visible from the kitchen and adds a peaceful, secluded feel to the home. Additional features include a 2 car garage and gas water heater. Conveniently located in Winter Haven, this home is close to shopping, dining, medical facilities, recreation, and everyday conveniences. With its spacious floorplan, oversized lot, multiple outdoor living spaces, NEW ROOF, and desirable Orchid Springs location, 441 San Jose Drive is ready to welcome its next owner. https://view.dnpropertymedia.com/441-San-Jose-Dr

441 San Jose Drive, Winter Haven

1321 Oakmont Drive, Winter Haven
$434,700
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph Ii South SubDv. ⋅ 33884 Zip Code
** CDD Debt Balance PAID IN FULL, saving you thousands! **A new four-season Sunroom was completed in April 2026. It is glass-enclosed with a separate HVAC mini-split and has beautiful new flooring. This home offers amazing curb appeal, with new landscaping on every side of the house, including lush privacy plantings in the back. The St. Marks floor plan has 3 Bedrooms and 2 Baths, plus a Den, spacious Laundry Room and a Double-car Garage with designated Golf Cart Entry. With 2,069 sq.ft. living area in the original house PLUS an additional 243 sq.ft. living area in the Sunroom, this OPEN and SPACIOUS home is ideal for entertaining friends and family. The tile plank flooring that appears "wood like" flows thru the LR, Formal Dining, Foyer, Kitchen, Dinette, Den, Sunroom and Laundry Rooms -- adding a touch of class to this truly charming home! The voluminous ceilings are enhanced with the 8ft. door openings in the home. The kitchen is enhanced with Granite countertops, soft close drawers and cabinets with newer hardware, stainless steel appliances, tiled backsplash, step-up breakfast bar with pendant lights, and abundant countertop space for food prep and display. The Dinette area, which is adjacent to the kitchen, is accessible from the Sunroom and the Den. The spacious Owners Suite occupies the left wing of the home and is a private retreat featuring His/Her walk-in closets and its very own En-Suite bath area. The Primary Bath offers His/Her comfort height vanities with Granite countertop and Newer Cabinet Hardware, a Walk-in shower w/glass door enclosure and Large soaking tub. The triple glass block allows an abundance of natural light into the space. A "Barn-Like" door on a smooth track system separates the Primary Suite from the Primary Bath. It's stylish and practical. On the right side of this Split Floor Plan home are Bedrooms 2 and 3 and the Guest Bath. The Guest Bath has a comfort height vanity, Shower/tub combo and Newer Hardware on the Cabs. It's perfectly positioned between the Guest Bedrooms. The laundry room is well designed and is the passage from the garage into the home. The laundry room has additional shelving for your storage needs. Hosting a Game Night or Want to Cozy Up with a Good Book? The brand-new SUNROOM would be the ideal place! It's accessible thru the TRIPLE SLIDERS in the LR & DOUBLE SLIDERS in the Dinette. ADDITIONAL UPGRADES: Whole House Gutter System, Automatic Screen (Skeeter Beeter) on the Garage Door, Storm Door on the front door, Pull Down Attic Ladder, new window dressings throughout the home, Six-Filter Reverse Osmosis Water System added to the Kitchen sink, Updated Painting in Several Rooms and Cabinet Handles in the Kitchen and Bathrooms. Lake Ashton has (2) clubhouses, (2) Golf Courses, Planned Activities and Resort Style Amenities. Residents enjoy 2 Swimming Pools (one Indoor & one Outdoor), Movie Theater, Bowling Lanes, Card, Craft and Billiard Rooms, Fitness Rooms, Media Rooms, Indoor Racquetball, Indoor 1/2 Court Basketball, Pickle Ball Courts, Tennis Courts, Shuffleboard Courts, Eagles Nest (an Eatery), a Pro Shop and MORE! Lake Ashton is a beautiful 55 Plus Community in Florida closely located to Shopping, Restaurants, Entertainment and Medical Facilities. MAKE AN APPOINTMENT TODAY TOUR THIS BEAUTIFUL HOME.

1321 Oakmont Drive, Winter Haven

5281 Pebble Beach Boulevard, Winter Haven
$279,900
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code
Begin the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this beautifully maintained and tastefully updated 2-bedroom, 2-bath home with den offers the perfect combination of comfort, convenience, and Florida lifestyle living. Ideally situated on a desirable corner lot with a generously sized yard, this inviting home welcomes you with its attractive curb appeal and continues to impress with thoughtful updates and quality features throughout. The kitchen offers 42-inch upper cabinets and solid-surface countertops, while beautiful wood flooring flows through the living room and den, creating a warm and inviting setting for relaxing or entertaining. The bedrooms feature newer carpeting for added comfort, and important major improvements provide exceptional peace of mind, including a new air-conditioning system and electric water heater in 2018, a new roof in 2023, and exterior painting completed last year for a fresh, crisp appearance and added weather durability. The washer & dryer are newer. Best of all, this exceptional home is being sold turnkey, including the furniture, electronics, furnishings, golf cart, and charger, making it possible to move in and immediately begin enjoying the Florida lifestyle without the hassle of furnishing a new home. Adding even more value, the seller is offering a $4,500 credit at closing toward new kitchen appliances. Beyond your front door, Lake Ashton delivers an extraordinary resort-style lifestyle with two 18-hole championship golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, indoor and outdoor swimming pools, pickleball courts, a bowling alley, and an impressive calendar of clubs, activities, social events, and opportunities to make new friends. With its desirable corner-lot setting, spacious yard, numerous updates, turnkey convenience, golf cart, and access to one of Central Florida’s most sought-after active-adult lifestyles, this is a home that deserves to be experienced in person. Schedule your private showing today and discover how enjoyable your next chapter could be at Lake Ashton.

5281 Pebble Beach Boulevard, Winter Haven

7808 Waterview Way, Winter Haven
$115,000
2 Beds ⋅ 2 Baths ⋅ Garden Villas Condo Ph 01 SubDv. ⋅ 33884 Zip Code
Investor Special!! Welcome to resort-style living in the highly sought-after gated waterfront community of Winterset, where convenience meets comfort in this charming 2-bedroom, 2-bathroom 2-story condo. Step inside to discover a spacious living and dining room combo that creates an inviting atmosphere for relaxation and entertaining. The well appointed kitchen features appliances and a convenient breakfast bar, perfect for causal dining or morning coffee. The master bedroom suite features a generous walk-in closet, providing ample storage space. For your convenience, a stackable washer and dryer are included. This professionally managed community boasts a plethora of amenities, including a clubhouse, fishing pier, heated pool, hot tub, and tennis courts—all overlooking the serene Lake Winterset, part of the renowned "Chain of Lakes." Enjoy peace of mind with state-of-the-art security in this well-maintained environment. You’re just minutes away from Lego Land and conveniently located near Disney and other Florida amusement parks, shopping, dining, and more. Alternatively, relish the numerous community offerings, including a fitness center, shuffleboard, and expansive green spaces perfect for walking your family pet. Experience the perfect blend of leisure and lifestyle at Winterset!

7808 Waterview Way, Winter Haven

4028 Phoenician Way, Winter Haven
$330,000
2 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code
CDD DEBT BALANCE PAID IN FULL*** DESIGNATED GOLF CART ENTRY/GARAGE (9x18) *** FLORIDA ROOM (10X30) ** EXTENDED SCREENED ENCLOSURE(15x30) ** ROOF REPLACED 2022** **Three (3) Windows Replaced in 2023** ** EXTERIOR OF THE HOME PAINTED IN 2021*** and DEDICATED UNSCREENED PAVER AREA FOR YOUR GRILL. This Bali Floor Plan with 2 Beds/2 Baths offers 1,484 sq.ft. living area PLUS 300 Sq. ft. living area in the Florida Room with Tile Floor and Air Conditioning. Grab your Binoculars- You're going to enjoy the nature views of the pond, golf course and wooded area while you relax on the back lanai. The Double Glass Door Entry opens into the heart of the home, the Living Room area. The Guest Bedroom and Bathroom are on the Right, Front of the Home. The Guest Bath features a Shower/Tub Combo and a pocket door provides privacy for overnight guests. A dedicated Linen Closet is in the hallway that leads to the Guest Bedroom/Bath. The Kitchen offers 42" cabinets, granite countertops, breakfast bar, reach in pantry and dinette area. The Living Room, Kitchen and Dinette areas have Crown molding and Tile Floors. The triple sliding glass door system in the Living Room and Double sliding glass door system in the Dinette create a wide, unobstructed opening to the Florida room, offering flexible ventilation, abundant natural light, and a seamless connection. The Florida Room could be used as a Craft area, additional Sitting area with TV or even a Bedroom room for Guests. You have Options! Make the Most of the Space!!! The Primary Suite offers His/Her Walk in Closets and En-suite with Tiled Shower, Vanity with Dual Integrated Sinks and Linen Closet. This attractive home has a 2 Car Garage (19x20) and Separate Golf Cart Garage. The Garage Doors have glass inserts for additional light into the garage and add to the Curb Value of this Home with Paver Driveway and Flagpole. The well-maintained lawn has an irrigation system and custom curbing outlines the landscape beds with rock mulch. Lake Ashton is a 55+ community with Resort Style Amenities, Planned Activities like Dances, Trivia, Day trips, Entertainment series, Holiday Events and MORE! The residents in Lake Ashton enjoy Outdoor and Indoor Swimming Pools, 2- Golf Courses (Memberships are Optional), 2 - Clubhouses, Pickleball, Tennis, Racquetball (Indoor), 1/2 Court Basketball (Indoor), Billiards, Bowling Lanes, Movie Theater, Eagles Nest (Eatery) and More. Make plans today to visit this home and Lake Ashton!

4028 Phoenician Way, Winter Haven

4064 Phoenician Way, Winter Haven
$449,900
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code
GOLF COURSE LIVING AT ITS FINEST! Take a look at this absolutely stunning 3 BR + Den / 2 BA St. John floor plan home in the highly desirable Lake Ashton community, a gated 55+ community in Central Florida! Located on an oversized corner lot, with NO BACKYARD NEIGHBORS you’ll enjoy the serene water views that border Hole 13 along Lake Ashton's West Course. This home has mature and well-maintained landscape with Oak Trees and Beautiful Stately Palm trees, all "watered" by a separate irrigation meter. Highlights you'll love about this home: Double French door entry with Custom Tilework & Interior Finishes in the Open and Spacious Living Room with Tray Ceiling, Triple Sliders that separate the Living Room from the Large Screened Lanai; Luxury Kitchen with Granite Countertops, Tile Backsplash, Under and Above Cabinet Lighting, Custom 42" Maple Cabinets with Pullouts, Pendant Lighting on the Breakfast Bar, SS Appliances, Crown Molding, Glass Front on Select Upper Cabinets and a New Wine Fridge. The Walk in Pantry and Dinette Areas are adjacent to the Kitchen. This home features a Luxurious Primary Suite with Trey Ceiling, His/Her Walk-in closets, a Private En-Suite bathroom complete with a Soaking tub, Separate shower with Custom tile and glass enclosure, Separate His/Her Vanities, and a Dedicated Linen closet. The Primary Suite is a serene retreat after a fun day in Lake Ashton. Additional Upgrades Include: Tile on the Diagonal Flooring, Custom Ceiling fans, Designer lighting fixtures, Stately columns at the entry and a formal dining area, Central Vac, Whole House Sound System and Plantation Shutters. Improvements to the home include: New Roof (2025), New Exterior Paint (2025), Coil Replacement on the A/C, New Water Heater (2025). This home is a Split Floor Plan, offering Privacy for the Owner and Overnight Guests. Bedroom 2 and Bedroom 3 have carpet flooring, a Built in Closet, and ceiling fan. Guests will enjoy the spacious Bath with Comfort Height Vanity and Glass Enclosed Shower. Enjoy Reading a Good Book? Escape to the Den- It's a cozy sitting area and has custom Built-In Shelving- the perfect place to display photos, books or your special "Collectibles. The inside laundry room in this home is sizeable and is the passage from the garage into the home. This home offers a 2- Car Garage and Dedicated Golf Cart Entry. Lake Ashton offers Planned Activities like Dances, Entertainment Series, Karaoke, Bingo and Trivia, Day Trips and SO MUCH MORE! Lake Ashton has two Clubhouses. Residents enjoy Indoor/Outdoor Pools, Pickleball Courts, Tennis Courts, 2- 18 Hole Golf Courses (Memberships Optional), Indoor Racquetball, Movie Theater, Bowling Lane, Fitness Centers (2), Eagles Nest (Eatery), Card, Craft and Billiards and MORE! Schedule an Appointment Today!

4064 Phoenician Way, Winter Haven

1631 Linz Court, Winter Haven
$190,500
2 Beds ⋅ 2 Baths ⋅ Vienna Square Ph 2b SubDv. ⋅ 33884 Zip Code
Maintenance-free Villa in the 55+ gated community of Vienna Square, centrally located in Winter Haven! A brick-paver driveway and walkway lead through mature landscaping to the covered front porch. Inside, the open floor plan features high ceilings, a spacious great room, and a split-bedroom layout. The primary suite offers a large bedroom and en-suite bath, while the second bedroom is conveniently located near the guest bath. The kitchen features a breakfast bar, ample cabinet and counter space, and all appliances, overlooking the Great Room living/dining area with access to the screened lanai through triple Sliding Glass Door. Low monthly HOA fees include roof replacement, exterior painting, lawn maintenance, irrigation, internet/cable TV, and community amenities. Residents enjoy a pool, hot tub, fitness center, tennis/pickleball, billiards, movie room, craft room, recreation room, and more. Conveniently located near shopping, dining, golf, fishing, boating, medical facilities, entertainment, Legoland, Disney, Universal, and both Tampa and Orlando International airports. Vienna Square offers active adult living with the ease, convenience, and peace of mind of low-maintenance living. This is a VA Foreclosure.

1631 Linz Court, Winter Haven

1205 Eagle Pond Drive Unit 1205, Winter Haven
$162,000
2 Beds ⋅ 2 Baths ⋅ Eagle Pond Condo SubDv. ⋅ 33884 Zip Code
Enjoy the Florida lifestyle in Cypresswood Golf & Country Club! This inviting 2-bedroom, 2-bathroom second-floor condo offers comfortable living in a desirable Winter Haven community. PRICED TO SELL. The home features LVP flooring, a newer water heater, and convenient exterior storage for golf equipment, seasonal items, and more. Cypresswood Golf & Country Club offers an array of amenities, including a 24-hour manned guard gate, an 18-hole championship golf course, tennis, pickleball and basketball courts, community pool, restaurant, clubhouse and more. Whether you're looking for a full-time residence, winter retreat, or a place to enjoy an active Florida lifestyle, this condo offers comfort and convenience in a welcoming community. Conveniently located near US-27, you'll have easy access to restaurants, shopping, entertainment, and everyday conveniences, while still enjoying the relaxed atmosphere of a golf and country club community. Low monthly HOA fee. Schedule your visit TODAY.

1205 Eagle Pond Drive Unit 1205, Winter Haven

824 Vienna Drive, Winter Haven
$259,000
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 1 SubDv. ⋅ 33884 Zip Code
Welcome to 824 Vienna Dr, a beautiful Well sought out community 3-bedroom, 2-bathroom home located in the desirable Villamar Phase 1 community of Winter Haven! Built in 2021, this well-maintained home offers approximately 1,402 square feet of comfortable living space with a spacious open-concept design that makes everyday living and entertaining effortless. Step inside to a bright and inviting living area that flows naturally into the dining space and kitchen, creating a comfortable gathering place for family and friends. The primary suite offers a private retreat with its own bathroom, while two additional bedrooms provide plenty of space for family, guests, a home office, or hobbies. A 2-car attached garage adds convenience and valuable storage space. One of the standout features of this property is the larger lot, giving you more room to enjoy the outdoors and create the backyard you've always wanted. The possibilities are endless from adding a pool or playground to creating an outdoor entertaining area, garden, fire-pit space, or your own private backyard oasis, subject to applicable HOA and local requirements. Community itself has a playground, park, and large resort style pool. Located in Villamar Phase 1, you'll enjoy a welcoming community atmosphere with convenient access to shopping, dining, schools, parks, major roadways, and everything Winter Haven has to display. Whether you're looking for your first home, a place to grow your family, or a newer property with room to make it your own, 824 Vienna Dr is an opportunity you won't want to miss. Schedule your private showing today!

824 Vienna Drive, Winter Haven

1100 Martinique Drive Unit 220, Winter Haven
$149,900
3 Beds ⋅ 2 Baths ⋅ Orchid Spgs Vill 300 Barcelona SubDv. ⋅ 33884 Zip Code
Welcome to easy Florida living in the desirable community of Orchid Springs! This beautifully updated second-floor CORNER/END-UNIT condo offers a wonderful sense of privacy along with an abundance of natural light. Featuring a spacious, open split-bedroom floor plan with 3 bedrooms, 2 bathrooms, an enclosed bonus room and a dedicated inside laundry room, this modern-looking unit provides plenty of comfortable and flexible living space. Thoughtful updates and custom touches can be found throughout, including crown molding and stylish finishes. The beautiful kitchen features granite countertops, updated stainless steel appliances and plenty of cabinet and counter space, creating a functional and inviting space for everyday living and entertaining. The spacious primary suite offers a walk-in closet and private ensuite bathroom with a step-in shower and granite countertop. The split-bedroom layout provides added privacy for family or guests, while the enclosed bonus room adds valuable additional living space and can easily serve as a home office, den, hobby room or additional sitting area. Additional conveniences include a full inside laundry room with washer and dryer included, as well as assigned covered parking. Some of the furniture may also be negotiable, making this an excellent option for buyers looking for an easier transition into their new Florida home. One of the many benefits of Orchid Springs is the affordable condo fee, which includes water, gas, sewer, trash, exterior building maintenance and grounds maintenance, providing for a convenient, low-maintenance lifestyle. Residents also enjoy access to the community clubhouse and swimming pool. Ideally located in SE Winter Haven near Highway 27, this condo provides convenient access to shopping, restaurants, medical facilities, LEGOLAND Florida Resort and everyday necessities. Winter Haven's Central Florida location between Tampa and Orlando also makes it convenient for enjoying everything the region has to offer. Whether you are looking for a full-time residence or a seasonal Florida retreat, this beautifully updated corner unit combines privacy, natural light, modern finishes, additional living space and a convenient location. Schedule your private showing today!

1100 Martinique Drive Unit 220, Winter Haven

4075 Bedford Avenue, Winter Haven
$349,001
2 Beds ⋅ 2 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code
Welcome to Traditions, a premier 55+ maintenance-free gated community, where resort-style living meets everyday comfort and convenience! This wonderful 2-bedroom, 2-bath home with a den offers Eco Smart construction and an exceptional location just steps from the community clubhouse and directly across the street from the boat ramp. A charming screened-in front entry welcomes you into this beautifully appointed home. Step inside to the spacious Great Room, featuring elegant crown molding and porcelain plank flooring. Oversized glass sliding doors provide an abundance of natural light and open seamlessly to the screened-in lanai, creating an effortless flow between indoor and outdoor living. The gourmet kitchen is truly a chef’s delight, showcasing timeless white shaker cabinetry accented with crown molding and brushed-nickel hardware, complemented by a beautiful glass-tile backsplash. The center island features luxurious quartz countertops and pendant lighting, creating both a stylish focal point and functional workspace. A walk-in pantry and stainless-steel appliance package provide additional convenience and storage. The charming breakfast nook offers the perfect spot for casual dining. Designed for entertaining, the open-concept floor plan allows the formal Dining Room to flow naturally into the Great Room. The versatile Den is an inviting retreat with beautiful views overlooking Lake Ruby, making it an ideal home office, reading room, or additional living space. The Primary Bedroom Suite offers a peaceful retreat, featuring a tray ceiling, wall-to-wall carpeting, and a generously sized walk-in closet. The luxurious Primary Bath features a comfort-height vanity with dual sinks, quartz countertops, private water closet, and a handicapped-accessible tiled shower beautifully finished with decorative Listello tile and glass enclosure. Throughout the home, crown molding and graceful arched entryways add architectural detail and timeless elegance. Step outside to the generously sized screened-in lanai, beautifully finished with pavers and offering a peaceful space to relax, entertain, and enjoy the Florida lifestyle. Additional features include a Laundry Room with cabinetry, washer and dryer, keyless smart-lock entry, smart thermostat, double-pane Low-E windows, AO Smith hybrid water heater, screened front entry, exterior carriage lighting, architectural shingle roof, radiant heat barrier, gutters, exterior stone facade, and paved walkway & driveway. The two-car garage features a garage door opener for added convenience. Traditions offers an exceptional active-adult lifestyle with an impressive array of amenities and planned activities. Residents enjoy a lakefront clubhouse, dock and boat ramp, heated swimming pool and spa, ballroom, billiards, meeting room, library, computer room, craft room, dog park, tennis courts, basketball court, bocce, shuffleboard, fitness center, aerobics studio, and so much more. The monthly HOA fee includes lawn service, cable, internet, and exterior house painting, providing added value and making maintenance-free living truly effortless. With its coveted location near the clubhouse and boat ramp, Lake Ruby views, this property offers the perfect combination of resort-style amenities, beautiful surroundings, and everyday convenience.

4075 Bedford Avenue, Winter Haven

4116 Fishermans Landing, Winter Haven
$237,900
3 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 01 SubDv. ⋅ 33884 Zip Code
One or more photos have been virtually staged Charming 3/2 in Cypress Landings on Lake Dexter! Welcome home to this adorable 3-bedroom, 2-bath property located in the highly desirable Cypress Landings community on beautiful Lake Dexter. Step inside to an inviting open floor plan featuring cathedral ceilings that make the living space feel bright, airy, and perfect for everyday living or entertaining. The large primary bedroom offers plenty of comfort with its walkin closet and a private ensuite bath complete with a convenient step in shower. Living in Cypress Landings means enjoying a lifestyle full of amenities, including: Community boat ramp, Fishing pier, Clubhouse, Heated pool, Tennis courts. All of this, plus a location that keeps you close to shopping, medical offices, dining, and more. This community does not allow short term rentals, ensuring a peaceful, residential atmosphere. A wonderful opportunity to enjoy lake access, great amenities, and a cozy home in a fantastic Winter Haven neighborhood!

4116 Fishermans Landing, Winter Haven

2206 San Marcos Circle Se, Winter Haven
$210,000
2 Beds ⋅ 2 Baths ⋅ Townhouses At Park Lake SubDv. ⋅ 33880 Zip Code
Discover this traditional 2-bedroom, 2-bath villa offering a bright, open layout and exceptional pride of ownership throughout. The welcoming foyer with a cozy sitting area leads into a spacious great room and dining area overlooking the enclosed Florida room and serene garden courtyard. The well-appointed kitchen features abundant cabinetry, a closet pantry, and an open design perfect for entertaining. Both bedrooms are generously sized with ample closet space. Home has garage door screen, flagstone patio with tropical plantings, and a roof replaced in 2013/2014. Located in the desirable Park Lake community, residents enjoy a large pool, recreational building, private dock on the renowned Chain of Lakes, and plentiful guest parking. Ideally situated near shopping, medical facilities, restaurants, downtown attractions, and the bus line, this beautifully maintained villa offers comfort, convenience, and a relaxing Florida lifestyle.

2206 San Marcos Circle Se, Winter Haven

809 Magnolia Place, Winter Haven
$235,000
2 Beds ⋅ 2 Baths ⋅ Winterset 03 A Condo Ph 01 SubDv. ⋅ 33884 Zip Code
Waterfront Living • Renovated Interior • Private Garage. Imagine ending your day with a beautiful Florida sunset over Lake Winterset. This beautifully renovated 2-bedroom, 2-bath condominium offers something that is hard to find in condo living—a private 1-car garage, expansive waterfront views, and the added character of a second-floor residence with vaulted ceilings and skylights. Located in the gated Winterset community, this home combines a relaxed lakefront lifestyle with a thoughtfully updated interior that is comfortable, stylish, and move-in ready. The kitchen is truly the centerpiece, featuring abundant cabinetry, granite countertops, stainless-steel appliances, a stylish tile backsplash, and an oversized counter with generous breakfast-bar seating. The open design creates a spacious connection between the kitchen and living area. The main living area features rich wood flooring and a striking built-in entertainment center with display shelving and architectural detail. Step through the sliding glass doors and enjoy the true highlight of this home—the enclosed waterfront lanai overlooking Lake Winterset. With room for both dining and comfortable seating, this becomes an extension of the living space and an ideal place to enjoy the beauty of Florida's nature. Imagine starting your morning with coffee overlooking the lake or relaxing at the end of the day as the sun sets across the water. The views aren't simply outside your door—they become part of everyday life. Renovated throughout, this home offers a cohesive blend of comfort and style. Plantation shutters, updated bathrooms, wood flooring, and carefully selected finishes create a polished feel throughout. The primary bedroom offers beautiful lake views, while the second bedroom provides flexibility for guests, an office, or additional living space. A unique feature of this residence is the installed stair chair, providing added convenience between the garage level and the second-floor home. A 1-car garage is an especially desirable feature for condo living, providing secure parking and valuable additional storage. Having your own garage adds a level of convenience that is not commonly found with condominium living. Set within the gated Winterset community, this home offers a welcoming waterfront lifestyle surrounded by beautiful lakes, mature landscaping, and green spaces. Residents can enjoy the waterfront clubhouse, pool and spa, along with an active and social community atmosphere. Winterset provides opportunities for boating, fishing, and enjoying the peaceful waterfront setting, while remaining conveniently close to shopping, dining, entertainment, theme parks, airports, and Florida's east and west coast beaches. Whether you're looking for a full-time residence, seasonal retreat, or an easy-to-maintain Florida getaway, 809 Magnolia Place offers the rare combination of lakefront views, thoughtful renovations, vaulted ceilings, a private garage, and a lifestyle centered around the water.

809 Magnolia Place, Winter Haven

3541 Raleigh Drive, Winter Haven
$350,000
3 Beds ⋅ 3 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code
Discover exceptional Florida living in this fabulous Eco Smart 3-bedroom, 3-bath home with a den, ideally situated in the premier gated active-adult community of Traditions at Lake Ruby. Designed with comfort, efficiency, and entertaining in mind, this beautifully appointed home offers an impressive array of upgrades and thoughtful features. The desirable split-bedroom floor plan provides privacy and versatility, including a spacious Junior Bedroom Suite with its own ensuite bath—perfect for visiting family or guests. The well-equipped kitchen is a chef’s delight, featuring a center island with pendant lighting, fingerprint-resistant stainless-steel appliance package, recessed lighting, and 42-inch white upper cabinetry enhanced with crown molding, soft-close hinges, and brush nickel hardware. A generous walk-in pantry provides additional storage, while the pull-out cabinet organizers keep everyday items conveniently within reach. The spacious Living Room features wood laminate flooring and triple glass sliding doors that open to the extended lanai, seamlessly blending indoor and outdoor living. The open-concept design also incorporates a dedicated Dining Room and cheerful breakfast nook, providing plenty of space for family gatherings and entertaining. The generously sized Primary Bedroom Suite is enhanced with laminate flooring and dual walk-in closets featuring deluxe closet organizer systems. The luxurious Primary Bath offers a handicapped-accessible tiled shower with glass enclosure, comfort-height vanity with dual sinks, and linen closet for additional storage. Outdoor entertaining is effortless in the oversized screened lanai, featuring decorative stamped-concrete flooring, retractable solar screens and a built-in buffet and BBQ Grill—perfect for enjoying Florida’s year-round outdoor lifestyle. Additional amenities include a versatile Den/Office, Laundry Room with cabinetry, washer and dryer, ceiling fans with remote controls, and extensive storage throughout. Energy-efficient features include solar panels with a monthly solar expense of approximately $209, a 15-SEER HVAC system, AO Smith hybrid water heater, Low-E windows, radiant heat barrier, and architectural shingle roof installed in 2026. A stone facade, decorative stone curbing, and paved driveway add to the home’s impressive curb appeal. Additional upgrades include smart-lock entry, whole-house generator, retractable garage screen, keyless garage entry pad, and a two-car garage equipped with three overhead storage racks, workbench with matching cabinetry, and an overhead solar skylight. Traditions at Lake Ruby offers an exceptional active-adult lifestyle with an impressive selection of amenities and planned community activities. Residents enjoy a lakefront clubhouse, dock and boat ramp, heated swimming pool and spa, ballroom, billiards, meeting room, library, computer room, craft room, dog park, tennis courts, basketball court, bocce, shuffleboard, fitness center, aerobics studio, and so much more. Conveniently located near shopping, medical facilities, and major transportation routes, Traditions at Lake Ruby offers the perfect combination of resort-style amenities, energy-efficient living, and everyday convenience. HOME CAN BE PURCHASED FURNISHED

3541 Raleigh Drive, Winter Haven

97 Parson Drive, Winter Haven
$79,500
2 Beds ⋅ 2 Baths ⋅ Orange Manor West Coop Inc SubDv. ⋅ 33884 Zip Code
Become a share holder in this highly sought after 55+ gated community. If you are looking for the perfect retirement home, this one is for you! Located in Orange Manor West, it is one of the most popular 55+ communities in Winter Haven and surrounding area with many amenities. Pool, shuffle board, putt putt, horse shoes, crochet, bingo, lake access and much more. Legoland is around one mile away which is great for visiting family. This is a 989 Square ft. 2 bedroom 2 bath 1984 Homes of Merit with an enclosed front facing Florida. The king size master bedroom has a walk-in closet and a private bathroom with a tub shower. The guest bedroom also has a walk-in closet. The monthly maintenance fee is $279.00 a month which includes cable, internet, trash pickup, and amenities. This house is fully furnished and ready to move in. This is also a pet free community. While it is a great winter home get away, it can also be a year round retirement home. Come see it today. This one won't last long. All measurements are approximate and should be verified by the buyer.

97 Parson Drive, Winter Haven

604 Sarner Pass Way, Winter Haven
$338,000
4 Beds ⋅ 2 Baths ⋅ Lake Lucerne Ph 5 SubDv. ⋅ 33881 Zip Code
A fantastic opportunity for investors or future homeowners! This beautiful corner-lot home features 4 bedrooms and 2 bathrooms, offering comfort, space, and excellent income potential. It boasts a beautiful, spacious kitchen. The open-concept layout seamlessly connects the living and dining areas, creating the ideal space for entertaining guests or enjoying everyday family life. Sliding glass doors open onto a large backyard—perfect for outdoor activities, gatherings, or simply relaxing. Additional features include a two-car garage, a fully equipped laundry room, and a well-designed floor plan that prioritizes functionality and comfort. Located in the desirable Lake Lucerne community, residents enjoy excellent amenities such as a clubhouse, swimming pools, a playground, and walking paths. The home is close to shops, restaurants, and major roads—including easy access to US-27—making for a convenient commute to Winter Haven, Davenport, and Orlando attractions. Don't miss out on this incredible opportunity!

604 Sarner Pass Way, Winter Haven

1711 Garden Lake Drive Unit 1711, Winter Haven
$170,000
1 Beds ⋅ 1 Baths ⋅ Winterset 02 A Condo Ph 01 SubDv. ⋅ 33884 Zip Code
PHOTOS COMING SOON! Welcome to a little slice of Florida paradise in Winterset, a GATED WATERFRONT COMMUNITY nestled along Winter Haven’s famous Chain of Lakes. This charming 1-bedroom, 1-bathroom condominium offers something truly special: a relaxed lakeside lifestyle, resort-style community amenities, and a home filled with unique spaces and thoughtful updates. Inside, the primary bedroom is wonderfully spacious and features a huge walk-in closet and en suite bathroom. But, one of the home's most delightful surprises is the fun overhead loft, creating flexible bonus space that could be the perfect home office, media area, reading nook, hobby space—or simply your own cozy hideaway. And when it comes to storage, you'll have plenty of room for all the things you don't want taking up your living space, thanks to additional interior AND exterior storage. Major updates mean you can settle in with confidence, too. The HVAC SYSTEM and WATER HEATER were both REPLACED in 2024, giving you two important big-ticket improvements already taken care of. Then there's the lifestyle... Step outside and enjoy everything Winterset has to offer. Take advantage of the community dock and lake access on the SE Chain's coveted Lake Winterset, spend a sunny afternoon at the pool and spa, meet friends at the clubhouse, or enjoy a friendly game of tennis or shuffleboard. When you're ready to get out on the water, Winter Haven's interconnected Chain of Lakes offers endless opportunities for boating, fishing, relaxing, and enjoying those beautiful Florida sunsets. The location is another reason to love this home. You're conveniently close to LEGOLAND Florida Resort, restaurants, grocery shopping, medical facilities, and everyday essentials, while downtown Winter Haven and its lakeside dining and local attractions are also just a few minutes away--whether by boat or by car. Whether you're searching for a full-time Florida home, a weekend retreat, a place to escape the cold, or simply a low-maintenance home where there's always something fun to do, this Winterset condo offers an appealing blend of comfort, character, recreation, and location.

1711 Garden Lake Drive Unit 1711, Winter Haven

2801 Wingfoot Court, Winter Haven
$249,900
2 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code
BEAUTIFUL VILLA READY TO MOVE IN! A brand-new HVAC system (June 2026), along with new insulation throughout the attic. Features include cathedral ceilings, elegant detailed trimwork with decorative corner blocks throughout, new flooring, plantation shutters on the windows, and three sets of French doors. The upgraded kitchen features stainless steel appliances, double ovens, and a built-in pantry with pull-out shelves. A utility closet provides additional storage, and the interior laundry room includes a full-size washer and dryer. The primary bathroom features dual showers and two vanities with wood cabinetry, while the second bathroom includes a jetted bathtub and wood cabinet vanity. Both bathrooms also feature skylights. Golf course frontage and two outdoor patio areas, with one overlooking the 8th fairway, plus a second patio with concrete privacy walls. HOA fee includes roof replacement when needed, so you never have to worry about roof expenses. Cypresswood Country Club community offers golf, a Jr. Olympic-size pool, tennis courts, pickleball courts, a restaurant and bar, social events, live music three nights a week, and lush, well-maintained surroundings. Come take a look at this one!

2801 Wingfoot Court, Winter Haven

6136 Pebble Beach Boulevard, Winter Haven
$549,999
3 Beds ⋅ 3 Baths ⋅ Lake Ashton West Ph Ii North SubDv. ⋅ 33884 Zip Code
Virtually Staged. *GOLF COURSE and WATER VIEWS*** Located behind the secure gates of the coveted 55 + community of Lake Ashton, the water views from the covered and screened lanai are superb! Built in 2019, this home offers TWO SUITES, ONE GUEST BEDROOM and THREE BATHS. This split floor plan home offers great curb appeal with a FRESH NEW EXTERIOR COAT OF PAINT, Paver Driveway and Well Maintained Landscape. The lawn is "watered" by an irrigation system. As you enter thru the double glass doors of this home you are greeted by a large open floor plan offering expansive views of the golf course and lake beyond. The water views from this coveted lot location are spectacular! The living room, formal dining area and kitchen flow seamlessly together in this modified ASHTON Floor plan home, making entertaining easy and fun! The spacious Living Room has a tray ceiling, floor outlets, ceiling fan and triple sliders that stack and open to the covered and screened lanai. A formal dining area is located to the left of the front entry and the arched double windows add a touch of class! The Kitchen features 42" wood cabinetry, breakfast bar, pendant lighting, granite countertops, SS appliances (microwave replaced Sept. 2026) and ample counter top space for food prep and food display. The Dinette area is conveniently located off of the kitchen and the double windows provide an abundance of natural light into the home. Double sliders provide access to the lanai from the dinette area. The spacious and oversized Primary Suite with double door entry makes up the right wing of the home. It showcases two large walk-in closets, a separate water closet with window, a linen closet, a large, tiled walk in shower with grab bars and a tiled bench to sit on. The vanity with double sinks compliments the bathroom area. The Primary Suite with trey ceiling and ceiling fans can accommodate a separate sitting area for relaxation or larger bedroom furniture. The 2nd Suite with double door entry is on the left side of the home. It's accessible from the dinette area and from the hallway that leads to the 3rd Bedroom/3 Bath. The 2nd Suite has a private bath and built in closet. The 2nd Suite Bath features a comfort height vanity, walk in shower with glass enclosure, grab bars, foot rest and comfort height toilet. Overnight Guests will enjoy their own bedroom and bath with shower/tub combo and comfort height vanity. The Laundry Room (FLEX ROOM) is spacious and well designed with a wash tub and portable storage units for your personal items. The washer/dryer are included in the sale of this home. The outdoor living space offers a delightful place for entertaining. There are two OPTIONS: You can enjoy the covered portion of the lanai or the extended/uncovered screened lanai with direct views of the golf course and lake. The double car garage is sizeable and there is a separate golf cart entrance. The home also has a WHOLE HOUSE GENERAC- this is a huge bonus! ADDITIONAL IMPROVEMENTS to this home include: NEW INTERIOR PAINT and NEW LUXURY VINYL FLOORING. The community of Lake Ashton is a hidden treasure with an aura of peace and tranquility, and offers 2 golf courses, tennis courts, 2 pools (one indoor and one outdoor) movie theater, bowling lanes, card, craft and billiard rooms, fitness centers, pickleball courts, indoor basketball, indoor racquetball, numerous recreational activities, and restaurants. Make an appointment today to TOUR THIS HOME!

6136 Pebble Beach Boulevard, Winter Haven

5325 Snead Drive, Winter Haven
$359,500
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code
Welcome to one of THE MOST DESIRABLE AND BEAUTIFUL 55+ GATED/GUARD community in Winter Haven, FL! LAKE ASHTON has great amenities for their residents to enjoy every day and feel in PARADISE. An enormous club house were events are held, two pools, dog park, golf course, bowling, movie theater, fitness center, restaurant, and more. There's also a 2nd clubhouse available for residents. This gorgeous well maintained home has MULTIPLE VALUABLE UPGRADES that the future owner would enjoy. Even the floor plan was updated in the KITCHEN making this home UNIQUE in the neighborhood! NEW ROOF was installed in 2024, DISHWASHER FEB 2026, REFRIGETATOR NOV 2025, and WATER HEATER 2021. Also ENJOY the BENEFIT of having WATER SOFTENER, A WATER PURIFIER SYSTEM IN THE KITCHEN and QUARTS COUNTER TOPS. For the outdoor living you have a SPACIOUS TILE FLOORING, SCREENED LANAI WITH FLORIDA GLASS FOR PRIVACY. ONE OF THE BEST FEATURES OF THIS PROPERTY IS THAT IT HAS PAID OFF SOLAR PANELS. WHAT ELSE YOU CAN ASK FOR? This helps with the electric bill cost. COME AND SEE THIS AMAZING HOME THAT WILL MAKE YOU FEEL IN PARADISE!

5325 Snead Drive, Winter Haven

6204 Knotty Pine Drive Se, Winter Haven
$165,000
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
OWN THE LAND — NO LOT RENT! Welcome home to this beautifully updated 2-bedroom, 2-bath manufactured home, situated on a large corner lot that YOU OWN! Enjoy affordable community living with a LOW HOA of just $65/month and an impressive list of amenities. This move-in-ready home comes FURNITURE FURNISHED and has been extensively updated , including a NEW ROOF, A/C, PLUMBING,(2026) flooring, fresh interior and exterior paint, updated kitchen and NEW appliances, both bathrooms updated, updated light fixtures and NEW DOOR and WINDOWS! Step inside to a light, bright and open living area and a beautifully refreshed kitchen featuring quartz countertops and 2026 appliances. The desirable split-bedroom floor plan offers privacy for both owners and guests. The spacious primary bedroom includes a private bath with a convenient step-in shower, while the second bedroom has easy access to the guest bath featuring a tub. Both bathrooms have been updated with quartz countertops. You'll also love the 14' x 8' screened-in porch, separate laundry room with washer and dryer included, and workshop area. Outside, an 18' x 11' carport and long driveway provide plenty of parking for you and your guests. Mature landscaping completes this spacious corner property. And the amenities are hard to beat! Residents enjoy a clubhouse with a large entertainment room and full kitchen, library, billiards room, spa, oversized swimming pool overlooking waterfront Peace Pond, cookout room off the pool area, and shuffleboard. NO LOT RENT. LOW HOA. FURNITURE FURNISHED. MAJOR 2026 UPDATES. AND YOU OWN THE LAND! Don't miss this opportunity to enjoy Florida living in a community with so much to offer. Call today to schedule your private showing! Listing agent is the owner.

6204 Knotty Pine Drive Se, Winter Haven

333 Lake Howard Drive Nw Unit 204D, Winter Haven
$145,000
3 Beds ⋅ 2 Baths ⋅ Imperial Harboursphases 01 & 02 SubDv. ⋅ 33880 Zip Code
**Welcome to Imperial Harbours, a beautifully maintained 55+ active community surrounded by gorgeous landscaping and offering access to Winter Haven’s Chain of Lakes!** This spacious **3-bedroom, 2-bath second-floor corner condo** offers over 1,226 sq. ft. of comfortable living with an open-concept living/dining area, lovely kitchen with beautiful countertops and abundant cabinetry, plus an enclosed bonus room perfect for an office, sitting area, or hobby space. The generous primary suite features a private bath and large walk-in closet. Enjoy the peace of mind of a **BRAND-NEW A/C**, newer double-pane windows, updated bathroom vanities, fresh interior paint, and an in-unit washer and dryer. Additional features include an exterior storage unit, elevator access, covered assigned parking, guest parking, and community car wash. Enjoy resort-style amenities including a **heated pool, fitness room, billiards, recreation room, shuffleboard, BBQ grills, gazebo, fishing, dock access, and nearby boat ramp.** HOA includes **water, internet, cable, and trash!** Conveniently located near hospitals, restaurants, shopping, and everyday essentials. **Come experience the Florida lifestyle at Imperial Harbours—schedule your private showing today!**

333 Lake Howard Drive Nw Unit 204D, Winter Haven

350 Winter Ridge Boulevard Unit 350, Winter Haven
$148,000
2 Beds ⋅ 2 Baths ⋅ Winter Ridge Condo SubDv. ⋅ 33881 Zip Code
SERENE WATERFRONT LIVING ON THE CHAIN OF LAKES 2 Bedrooms | 2 Full Bathrooms | 1,073 SQFT | Single-Story Villa-Style Condo. Water Views & Chain-of-Lakes Lifestyle! Welcome home to low-maintenance living with a view! Situated in the desirable waterfront community of Winter Ridge, this turn-key 2-bedroom, 2-bath end unit pairs interior updates with living on Lake Smart. Unlike multi-story apartment complexes, this single-story villa design offers easy entry and maximum privacy. Step onto your private 8x17 screened-in covered lanai to enjoy the outdoors pest-free. Fresh & Fully Modernized Interior. Inside, the refreshed open-concept living space awaits. Stylish, water-resistant Luxury Vinyl Plank (LVP) flooring runs seamlessly throughout the home—no carpet! Enhanced by a fresh, clean, neutral paint palette. Gourmet Galley Kitchen: Features a full suite of modern appliances, a closet pantry, ample cabinet storage, and an integrated indoor laundry area. Primary Suite Sanctuary: A spacious retreat showcasing a large walk-in closet and an updated en-suite bathroom. Capital improvements include a brand-new roof (2025) and an updated water heater, offering buyers significant savings on home insurance and maintenance. Living at Winter Ridge feels like a year-round vacation on the Winter Haven Chain of Lakes: Boater’s Dream: Take advantage of direct access to Lake Smart via the private community boat launch ramp and fishing dock. Active Recreation: Unwind in the geothermal heated community pool, social clubhouse, or on the shuffleboard courts. Prime Parking: Includes two dedicated parking spaces, including a covered carport directly near your front entrance. All-Ages Community: Unlike many surrounding lakefront complexes that enforce age restrictions, Winter Ridge is an all-ages community, making it ideal for primary homeowners, snowbirds, or long-term investors. Location & Convenience: Nestled in Central Florida’s lake country with quick access to US-17, US-27, and I-4. Enjoy a short 10-minute drive to charming Downtown Winter Haven dining, shopping, medical centers, Polk State College, and LEGOLAND Florida. Low-maintenance waterfront living, major structural updates, and direct chain-of-lakes access—schedule your private tour today!

350 Winter Ridge Boulevard Unit 350, Winter Haven

2215 Starboard Drive Unit 29, Winter Haven
$184,900
2 Beds ⋅ 2 Baths ⋅ Hartridge Landing SubDv. ⋅ 33881 Zip Code
Great condo in Hartridge Landings. A premier 55+ small 42 unit custom condominium complex Walking out the front door one can find themselves only a few steps from the clubhouse, pool and the famous Chain of Lakes...Lake Hartridge. 17-lake chain of inter-connected lakes. Boating and fishing enthusiasts paradise! Well maintained. This home comes with several skylights to brighten your day. It also has several custom shelves and engineered closet built-ins. Large totally private rear patio area that's great for entertaining outside and room to add a portable spa. Large double car garage with some storage closets. New TPO roof, re-piped plumbing and a/c system in 2022. Vacant and easy to show.

2215 Starboard Drive Unit 29, Winter Haven

6107 Grand Oaks Drive Se, Winter Haven
$175,000
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
Virtually Staged. DOUBLE LOT! Nestled in the friendly Garden Grove Oaks 55+ community, where YOU OWN YOUR LAND—NO LOT RENT! Situated on a beautifully landscaped DOUBLE LOT, this charming 2-bedroom, 2-bath home offers plenty of space inside and out. The second lot is a true highlight, featuring beautiful landscaping and a large pergola that creates the perfect spot to relax, entertain, or simply enjoy the Florida sunshine.Inside, you'll love the beautiful kitchen with gas range, spacious primary bedroom with walk-in closet, and air-conditioned side porch providing additional year-round living space. Double-pane windows installed in 2017 come with a transferable lifetime warranty, while the vinyl roof-over installed in 2013 also carries a lifetime warranty. Natural gas heating, clothes dryer, and hot water heater add to the home's comfort and convenience. Garden Grove Oaks offers a welcoming 55+ lifestyle with a clubhouse, heated community pool and spa, shuffleboard and a variety of activities to enjoy. Conveniently located in SE Winter Haven near shopping, restaurants, medical facilities and Hwy 27, everything you need is just minutes away. Come discover the extra space, comfortable Florida lifestyle, and wonderful community!

6107 Grand Oaks Drive Se, Winter Haven