Winter Haven Homes For Sale & Real Estate - 824 homes

Remarks: THIS HOME QUALIFIES FOR 0% DOWN !! Welcome to 3025 Silverado Terrace, a desirable 2-bedroom, 2-bath home in the highly sought-after Cypresswood Golf & Country Club community. This gated neighborhood offers 24-hour security and resort-style amenities, including a sparkling pool with poolside service, tennis courts, a clubhouse with dining and entertainment, fitness center, and pro shop. It’s also perfect for walking or biking through beautifully maintained grounds. This home enjoys serene views of the golf course, pond, and stunning sunsets—plus a front-row seat to Legoland’s nightly fireworks. Inside, you’ll find cathedral ceilings, abundant natural light, a split-bedroom layout, and an eat-in kitchen. The laundry room is conveniently located off the kitchen. The screened lanai, featuring new lighting and a ceiling fan, is the perfect spot to enjoy your morning coffee or relax while taking in the wildlife and golf course views. Recent updates include a newer roof (2024), HVAC system, and upgraded electrical, giving you peace of mind. Cypresswood is one of Winter Haven’s most established and picturesque communities, making this home a rare opportunity.

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: Malak Hassani Benbachir (863-624-7266)

Remarks: LAKEFRONT LIVING WITH NO HOA Welcome to 3334 Fox Ridge Drive — a beautifully maintained 3-bedroom, 3-bath pool home perfectly situated on over half an acre along the shores of Lake Fox in Winter Haven. Enjoy the peace and privacy of a spacious lot with no HOA, while still being just minutes from shopping, dining, and schools. Step inside to find a bright, open layout designed for both comfort and entertaining. The kitchen overlooks the living area and pool, featuring plenty of cabinetry and counter space. Each bedroom offers generous closet storage and natural light, while the primary suite provides serene lake views and a private ensuite bath. Out back, unwind in your screened pool area or relax under the covered lanai—perfect for outdoor gatherings. The expansive backyard slopes gently toward Lake Fox, offering endless possibilities for fishing, paddleboarding, or simply soaking in the view. Additional highlights include:     •    Over ½ acre lot     •    Private lake frontage on Lake Fox     •    Screened-in pool with lanai     •    No HOA or CDD fees     •    Convenient SE Winter Haven location This is a rare opportunity to enjoy lakefront living with freedom and space—schedule your private showing today!

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Brandy Waters (863-268-9585)

Remarks: One or more photo(s) has been virtually staged. Motivated Seller!! *Welcome to this spacious Move-in-ready 4 bedroom, 2.5 bathroom home tucked away in the heart of Royal Hills, Winter Haven. The Home has recent upgrades including freshly painted Exterior in 2025, Roof 2024. The entire upper level has been revitalized with well-maintained carpeting while the ground floor showcases ceramic tile throughout. The kitchen contains Sleek granite countertops for that touch of sophistication,Stainless-steel appliances along with bright light fixtures.The home also has a BONUS Room on the ground level - perfect for a Home office or Media Room and a HUGE Fenced backyard. Conveniently situated near US-27, this property offers quick access to interstate travel and shopping centers. Don't let the opportunity slip by to make this beautiful house your next family home

Listing is courtesy of: MILLENNIUM REALTY CENTER LLC (407-843-8996)

Listing Agent: Phabie Terzier (407-692-7452)

Remarks: Short Sale. $50,000 PRICE REDUCTION! Welcome to your perfect retreat in this exclusive gated community, where tranquility meets convenience! Enjoy easy access to shopping, dining, and the exciting attractions of Winter Haven, including Legoland Theme Park, all just minutes away. This charming three-bedroom, two-bathroom home features a modern open-concept layout and a split bedroom design for added privacy. You'll love the luxury vinyl flooring throughout the living areas, with cozy carpet in the bedrooms. Step outside to your large, fully fenced backyard—perfect for relaxation without any rear neighbors. Unwind in your spacious screened-in lanai, ideal for enjoying the outdoors year-round! Additional highlights include an 8 x 5 fireproof storage closet in the garage, providing peace of mind for your valuables, as well as a well-maintained irrigation system and beautiful landscaping that enhances the curb appeal. With quick access to the Polk Parkway and Interstate 4, Central Florida adventures are at your fingertips. Don’t miss out on this fantastic opportunity—schedule your showing today!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: David Small (407-601-8351)

Remarks: Welcome to 233 Temple Cir W, a spacious manufactured home perfectly positioned on a private .60-acre lot in the heart of Winter Haven, offering peaceful surroundings, room to breathe, and the freedom of no HOA restrictions. Set back from the road with no rear neighbors, this property provides a rare sense of privacy while still being conveniently close to everyday amenities. The home features two porches, both front and rear, creating ideal spaces to enjoy Florida’s year-round outdoor lifestyle, whether sipping morning coffee, entertaining guests, or relaxing in the evening breeze. Inside, you’ll find a generously sized 3-bedroom, 2-bathroom floor plan filled with potential. The home is ready for a new owner’s personal touch, making it an excellent opportunity for buyers seeking space, value, and the ability to customize a property to their own style. The expansive lot offers endless possibilities for gardening, outdoor living areas, additional storage, or recreational use, a rarity in today’s market. Located in Winter Haven, one of Central Florida’s fastest-growing communities, residents benefit from a city experiencing significant residential, commercial, and economic expansion. The area has seen steady population growth along with new housing, retail, and infrastructure investments, reinforcing its reputation as a city focused on long-term quality of life and opportunity. Winter Haven’s central location along the I-4 corridor places Tampa and Orlando within easy reach while maintaining a more relaxed pace and affordable lifestyle. The city is widely known for its scenic Chain of Lakes, vibrant downtown district, and family-friendly attractions, including LEGOLAND® Florida Resort, which continues to draw visitors and economic activity to the region. Outdoor enthusiasts enjoy boating, fishing, waterfront parks, and community events that contribute to the area’s welcoming atmosphere. Dining options nearby range from local favorites and downtown cafés to popular waterfront restaurants, while everyday conveniences are just minutes away. Higher education opportunities are easily accessible with Polk State College nearby, along with proximity to Southeastern University and Florida Southern College in neighboring Lakeland, adding educational and cultural depth to the region. Winter Haven’s continued investment in logistics, industry, and job creation, including major developments at the Central Florida Integrated Logistics Park, further strengthens the local economy and supports ongoing growth throughout Polk County.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)

Listing Agent: Andrew Fearn (863-812-1755)

Remarks: 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.

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Bryan Dicks (863-287-7851)

Remarks: Welcome to maintenance-free living nestled in the thriving community of Cypresswood Golf and Country Club that offers an unparalleled lifestyle and peace of mind with a 24-hour guard at the gated entrance, perfect for year-round living or a worry-free seasonal getaway. This second-floor condo boasts a world of comfort and convenience with the A/C having been replaced entirely in 2024, giving you one less worry, tons of storage in generously-sized walk-in closets that both bedrooms offer as well as additional linen storage in the hallway and primary bedroom that will keep your space organized and clutter-free effortlessly. Dive into relaxation and fun at the community pool or host gatherings, socialize with neighbors, or simply unwind in the inviting communal spaces of the clubhouse. The on-site restaurant offers convenient and flavorful dining options, perfect after a tennis or pickleball match on the community's courts or day of golf on Cypresswood's 18-hole championship course. The low monthly HOA fee includes all exterior maintenance, landscaping, pest control, trash collection, and the pool and tennis amenities. Residents also enjoy a discount on daily golf and annual memberships! Minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options. Schedule your private showing today, and make this lovely condominium yours.

Listing is courtesy of: JOHN WOOD REALTY, INC. (863-324-9663)

Listing Agent: Kayly Malinas, Pa (863-258-1426)

Remarks: ***JUST REDUCED*** All Ages Welcome! Immaculately kept patio home in Orchid Springs featuring exceptional wooded and pasture views—truly a buyer’s paradise. The wrap-around driveway offers abundant parking for friends, family, and guests, while the serene surroundings set the tone for this lovely residence. Inside, an open and spacious floorplan makes entertaining effortless. This patio home stands out from others in the community thanks to its fully enclosed additional living area—ideal for a home office, reading room, or creative space. A split floorplan ensures maximum privacy for visitors, with the primary suite tucked at the back of the home and the guest bedroom positioned on the opposite side, separated by two living areas, the kitchen, and the dining room. The primary suite boasts an enormous walk-in closet and an ensuite bathroom with tub/shower combo. Step into your own tropical oasis in the expansive Florida Room, which spans the entire depth of the home and offers unparalleled views of local wildlife. A built-in wet bar adds to the room’s appeal, making it perfect for relaxing evenings or entertaining. Pet owners will appreciate the small fenced area conveniently located just outside. An additional screened-in space—almost as large as the Florida Room—provides yet another area to enjoy the peaceful setting. Schedule your showing today—you’ll be glad you did!

Listing is courtesy of: FLORIDA REALTY MARKETPLACE (863-877-1915)

Listing Agent: Cynthia Cole (863-514-4461)

Remarks: LOVELY FULL-SIZE HOME ON A CORNER LOT. Step inside and you'll find a generous family room ideal for relaxing and gathering, a formal living room with soaring ceilings that create an open and airy feel, and a formal dining room. THE HOUSE HAS MANY UPDATES, INCLUDING BUT NOT LIMITED TO PAINTING AND FLOORING. THE KITCHEN HAS BEEN BEAUTIFULLY RENOVATED, AND THE BATHROOM IS CLEAN AND REFRESHING.. Living here means less work, more play. With a low monthly maintenance fee, you’ll enjoy access to a sparkling community pool and a clubhouse. Orchid Springs is all about tranquility with quick access to local markets, dining, medical facilities, Legoland, and the Winter Haven Chain of Lakes. Don’t miss your chance to own this cheerful, easy-care home in one of Winter Haven’s most loved communities. Schedule your showing today and step into the Florida lifestyle you’ve been WAITING FOR!

Listing is courtesy of: TINA MARIE LLC (407-448-5388)

Listing Agent: Tina Marie (863-332-2612)

Remarks: Discover this must-see Ruby home. Included features: an inviting covered entry; a well-appointed kitchen offering 42" white cabinets, a walk-in pantry and a center island; an elegant dining room; a spacious great room; a lavish primary suite showcasing a generous walk-in closet and a private bath; a laundry and a covered patio. This could be your dream home! *Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!

Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)

Listing Agent: Stephanie Morales, Llc (407-399-2055)

Remarks: This thoughtfully designed Slate home opens with two bedrooms flanking a full hall bath. Beyond the entry, you’ll find an open layout with a dining nook, a great room with access to an inviting covered patio, and a kitchen with a center island, walk-in pantry and abundant cabinetry. The owner’s suite is nearby, offering a generous walk-in closet and a private bath with optional dual sinks, a shower and a separate soaking tub. A laundry room and a fourth bedroom with its own private bath complete the home. *Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!

Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)

Listing Agent: Stephanie Morales, Llc (407-399-2055)

Remarks: An inviting covered entry welcomes guests to this inspired Tarragon home. Pass two bedrooms, a shared bath, a flex room and a laundry on your way to a spacious great room with an adjacent covered patio. The well-appointed kitchen boasts a center island, a walk-in pantry and a dining nook. Showcasing a generous walk-in closet and an attached bath with double sinks. An additional bedroom and bathroom round out this inspired plan. *Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!

Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)

Listing Agent: Stephanie Morales, Llc (407-399-2055)

Remarks: Discover this must-see Tourmaline home. Included features: an inviting covered entry; an expansive great room; a well-appointed kitchen offering 42" cabinets, quartz countertops, a roomy pantry, a center island and an adjacent dining area; a beautiful primary suite showcasing an immense walk-in closet and a private bath; a convenient laundry; an airy loft; a storage area and a covered patio. This home also offers ceiling fan prewiring in select rooms. *Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!

Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)

Listing Agent: Stephanie Morales, Llc (407-399-2055)

Remarks: Price decrease! Welcome to Garden Grove Oaks, a desirable 55+ community in Winter Haven! This charming move in ready 2-bedroom, 2-bath home offers comfort, convenience, and low-maintenance living in a beautifully maintained setting. The property features a full-yard irrigation system and beautifully landscaped grounds, along with the convenience of an inside laundry room. The sub-floor has been completely redone and Luxury Vinyl Plank has been installed. The primary bathroom has dual sinks with a walk in shower. There is a seperate storage shed for your convenience. Enclosed lanai/Florida room with a side air conditioner. One car covered carport and ample parking on the driveway. The low HOA of just $65 monthly includes access to a heated community pool, clubhouse, shuffleboard courts, and a full calendar of planned activities, plus scenic community walkways. Winter Haven offers an abundance of nearby amenities including restaurants, gyms, shopping, churches, hospitals, and medical facilities, as well as entertainment at the movie theater, the historic Ritz Theatre, and Theatre Winter Haven. LEGOLAND is just down the street, and Highway 27 is easily accessible. Enjoy the area’s many lakes for fishing, boating, or watching stunning sunsets. Orlando and Tampa attractions are approximately an hour away, making this an ideal location for both relaxation and adventure. Own your home and land and enjoy nearly maintenance-free living in this welcoming community.

Listing is courtesy of: MEEKS REAL ESTATE LLC (863-604-9287)

Listing Agent: Carla Meeks (863-604-9287)

Remarks: Under contract-accepting backup offers. Welcome to this serene 52-unit condominium community, beautifully nestled within a lush, wooded setting. Enjoy peaceful surroundings complete with a tranquil lagoon teeming with birds, otters, and natural wildlife, along with a sparkling community pool that invites relaxation. This well-maintained 2-bedroom, 2-bath residence offers a desirable split-bedroom floor plan and an open-concept living and dining area—perfect for both everyday living and entertaining. A light-filled sunroom provides the ideal space to unwind while taking in calming lagoon views. The kitchen is thoughtfully designed with ample cabinetry and storage, making meal prep both functional and enjoyable. The building features the convenience of an elevator for easy access, along with laundry facilities located on each floor. This unit also includes an assigned carport just steps from the elevator for added ease and comfort. If you’ve been considering low-maintenance living in a peaceful, nature-filled setting—this is condo living at its best!

Listing is courtesy of: LEGACY REAL ESTATE CENTER INC (863-676-0200)

Listing Agent: Dolores Vogel (863-632-5573)

Remarks: ELEGANT POOL HOME ON CHAIN OF LAKES! Paradise awaits you at this fabulous lakefront residence that offers the ultimate in comfort, space and sunset views Thoughtfully designed for lake living and entertaining, the home captures the beauty of Lake Eloise from both, inside and out. This home is situated on .72 acres with fencing, dock, boathouse and on a quiet cul de sac. Inside this spacious residence are 3 bedrooms, 3.5 baths, formal rooms and plenty of relaxed living space. The handsome two-story entry hall features a beautiful staircase and Mexican tile flooring. This foyer is flanked by the formal living room and formal dining room, both showcasing gorgeous wood floors and fabulous millwork of chair railing, crown molding and finish work, all of which continues throughout much of this custom home. The wonderful kitchen boasts beautiful wood cabinets, including pantry-style, a center island w/seating, gorgeous granite counters, stainless appliances, a desk area with bookcase and handy pass-throughs to the casual dining room, family room and the lanai. An impressive family room is perfect space for family and when entertaining guests as it presents meticulous mill work, a warm fireplace, wet bar, durable, attractive Mexican tile flooring, with access to the lanai, spacious pool area and amazing view across Lake Eloise. A lovely guest bedroom is adjacent to the family room and a full bathroom with an attractive tile shower and stone countertop vanity. The second level of the home houses two, spacious master en suites situated on either side of a bonus room that is ideal as den or office. The primary master’s suite has a wonderful view of the lake and an elaborate layout with his and her dressing rooms that include remarkable wardrobes and closet systems; this suite has a luxurious bathroom outfitted with hydro-spa tub, extraordinary walk-in shower with multi-spray heads and bench, plus a lengthy dual sink vanity. The additional upstairs en suite has a large walk-in closet, single sink vanity and a tile walk-in shower. A special room-with-a-view is the library/reading room that is adjacent to the bonus room; the wall of windows gives a panoramic view across the property and lake. The back lanai, patio and pool area is a true highlight that is perfect for relaxation or entertainment. Here, you’ll find an outdoor kitchen, heated pool & spa creating a serene setting for lounging, swimming, or hosting gatherings with friends and family. Outdoor enthusiasts will delight in the lakefront provisions of the fishing dock and boathouse with lift and metal roof; spend the day out fishing and boating or enjoy a sunset cruise throughout the Winter Haven Chain. Don’t miss this exceptional opportunity to embrace a lifestyle of elegance, convenience in your own slice of paradise of Central Florida! Call today for a private tour of the home and property.

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Erin Floyd (863-412-2286)

Remarks: Move-In Ready! This charming home is nestled in a vibrant 55+ community, offering an array of amenities including a community pool, tennis courts, and much more. Featuring a desirable split floorplan, the home also boasts a bright bonus room that fills the space with natural light. The open layout is perfect for entertaining, and the inviting sunroom provides a serene space to relax. In addition to a covered carport, the home also includes a spacious garage, offering ample storage and convenience. Don't miss out on this perfect blend of comfort and community!

Listing is courtesy of: CRAIG BURKE REAL ESTATE GROUP, LLC (863-899-5010)

Listing Agent: Craig Burke (863-899-5010)

Remarks: Under contract-accepting backup offers. ** RECENT $20K PRICE REDUCTION as of 3/10/2026!!** Corner Lot 3 Bedroom Home in Winter Haven | Granite Kitchen | Fully Fenced Yard | Extra Parking Located at 2017 Misty Morning Dr in Winter Haven, FL 33880, this 3-bedroom, 2-bath home sits on a spacious corner lot with a fully fenced vinyl privacy yard and extended driveway offering additional parking space. The open-concept layout features vaulted ceilings, abundant natural light, and durable tile flooring throughout the main living areas. The kitchen includes granite countertops, stainless steel appliances, ample cabinetry, and a breakfast bar that overlooks the living and dining spaces—ideal for everyday living and entertaining. The split-bedroom floor plan provides separation and privacy, with a comfortable primary suite and well-sized secondary bedrooms. Outside, the large white vinyl fence encloses the backyard, creating a secure space for pets, outdoor gatherings, or future enhancements. The oversized lot provides more yard space than many homes in the area. Additional features include: • 2-car garage • Extended driveway with additional parking pad • Covered front entry • Neutral interior finishes • Move-in ready condition Conveniently located in Winter Haven with easy access to major highways, shopping, dining, and Central Florida commuting routes, this property offers space, privacy, and everyday functionality in the 33880 market.

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: Don Jerue (863-259-9550)

Remarks: Welcome to this well-maintained residence located in the established Queens Cove community of Winter Haven. This inviting home offers a comfortable and functional layout with approximately 1,500+ square feet of living space, featuring a spacious living area, a well-designed kitchen, and generously sized bedrooms that provide both comfort and flexibility for everyday living. As you enter, you’ll appreciate the natural flow of the home, creating a warm and welcoming environment that feels both practical and easy to enjoy. The layout allows for a seamless transition between living spaces, making it ideal for relaxing or hosting gatherings. Each area of the home has been designed to maximize usability and comfort. The property offers a great balance between space and simplicity, making it a solid option for buyers seeking a home that is both functional and full of potential. Whether you are looking for your next primary residence or simply a well-located property, this home presents a great opportunity. Situated within a well-established neighborhood, the home provides convenient access to main roads and is just a short drive to Lakeland, LEGOLAND Florida Resort, and within reach of the greater Orlando area, offering a great balance between quiet residential living and access to Central Florida attractions. This is a great opportunity to own a home in a steadily growing area. Schedule your private showing today.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Julio Portillo Castro (407-879-1772)

Remarks: 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!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)