Winter Haven Homes For Sale & Real Estate - 1033 homes

Remarks: Welcome to 5638 Royal Hills Street, where comfort, space, and everyday convenience come together in one exceptional Winter Haven home. Nestled within the established Royal Hills community, this beautifully maintained 4-bedroom, 2-bath residence offers over 2,000 square feet of thoughtfully designed living space, providing the perfect setting for growing families, entertaining guests, or simply enjoying the lifestyle you've been searching for. From the moment you step inside, you'll appreciate the home's spacious and versatile layout. The formal living and dining areas create an elegant first impression, while the expansive family room opens seamlessly to the kitchen, making it easy to stay connected whether you're hosting holiday gatherings or enjoying a quiet evening at home. The kitchen is a true centerpiece, featuring abundant cabinetry, generous counter space, a breakfast bar, and a sunny dinette area perfect for morning coffee or casual meals. This floor plan offers privacy and functionality, with the owner's suite serving as a relaxing retreat. Spacious secondary bedrooms provide flexibility for family members, guests, a home office, or hobby space. Step outside to discover a fully fenced backyard designed for both relaxation and play. Whether you're envisioning summer barbecues, a play area for children or pets, or simply a peaceful place to unwind, this outdoor space offers endless possibilities. Additional features such as gutters, a water softener system, and mature landscaping add value and convenience. Located just minutes from Highway 27, shopping, dining, medical facilities, and major commuter routes, this home delivers the perfect balance of neighborhood charm and accessibility. Royal Hills is known for its pride of ownership and welcoming atmosphere, making it a place you'll be proud to call home. If you've been searching for a move-in-ready home with generous living space, a functional floor plan, and a location that keeps you connected to everything Central Florida has to offer, 5638 Royal Hills Street deserves a place at the top of your list. Schedule your private showing today and discover why this could be the forever home you've been waiting for.

Listing is courtesy of: PMI ARRICO REALTY AND PRTP MGT (863-606-1094)

Listing Agent: Jazzmen Bey (863-606-1094)

Remarks: Amazing investment opportunity with NO HOA on a fenced 0.35-acre lot! This 3BR/1BA traditional-style home features central A/C, luxury vinyl flooring, and a dedicated laundry room. The expansive property includes a workshop and multiple storage sheds, offering plenty of room to build, create, or store equipment. Bring your creative ideas to update this handyman special and build instant equity. The seller is highly motivated, willing to assist with closing costs, and offering Owner Financing with down payment. Property is being sold as-is. All measurements to be verified by buyer. Don't miss out on this high-potential Winter Haven property!

Listing is courtesy of: GALLAGHER REALTY LLC (863-529-9883)

Listing Agent: Roxan Jarvis (863-698-5630)

Remarks: Pre-Construction. To be built. Lot 4 - Crown Model - Build the home you've always envisioned in beautiful Winter Haven! This to-be-built new construction home offers a unique opportunity to personalize your future residence from the very beginning. Buyers will have the ability to select interior and exterior color schemes and finishes, creating a home that truly reflects their individual style and preferences. Designed with modern living in mind, this home will feature a thoughtfully planned layout, quality craftsmanship, energy-efficient construction, and all the benefits that come with owning a brand-new home. Conveniently located near Winter Haven's shopping, dining, schools, parks, and the area's renowned chain of lakes, you'll enjoy both everyday convenience and the charm of one of Central Florida's fastest-growing communities. FHA construction loans are accepted, making homeownership more attainable for buyers looking to build instead of buy resale. Secure your homesite now and take advantage of the opportunity to customize your new home before construction is complete. Photos are for demonstration purposes only and may include finishes, colors, and upgrades that vary from the final product. Contact us today for available plans, timelines, and customization options.

Listing is courtesy of: MIHARA & ASSOCIATES INC. (813-960-2300)

Listing Agent: Heather Spinosa (813-506-1800)

Remarks: Pre-Construction. To be built. Lot # 3 - Your opportunity to build a brand-new home and personalize it to your style is here! This to-be-built residence in the growing Winter Haven area offers the rare chance to enjoy new construction while selecting many of your own interior and exterior finishes to truly make it your own. Designed with modern living in mind, this thoughtfully planned home will feature an open-concept layout, stylish finishes, energy-efficient construction, and the peace of mind that comes with owning a brand-new home. Buyers will have the opportunity to choose colors and select finishes, creating a space that reflects their personal taste and lifestyle. Located in one of Winter Haven's rapidly expanding areas, you'll enjoy convenient access to shopping, dining, parks, lakes, and major roadways while still appreciating the charm and relaxed atmosphere that Winter Haven is known for. An added bonus: FHA construction loans are accepted, creating an excellent opportunity for first-time buyers and those looking to build their dream home with flexible financing options. Secure your future home early and take advantage of the ability to customize it from the start. Photos are for demonstration purposes only and may depict upgrades, finishes, and features that vary from the completed home. Contact us today for available floor plans, customization options, and estimated build timelines.

Listing is courtesy of: MIHARA & ASSOCIATES INC. (813-960-2300)

Listing Agent: Heather Spinosa (813-506-1800)

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

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Pre-Construction. To be built. Your opportunity to build a brand-new home and personalize it to your style is here! This to-be-built residence in the growing Winter Haven area offers the rare chance to enjoy new construction while selecting many of your own interior and exterior finishes to truly make it your own. Designed with modern living in mind, this thoughtfully planned home will feature an open-concept layout, stylish finishes, energy-efficient construction, and the peace of mind that comes with owning a brand-new home. Buyers will have the opportunity to choose colors and select finishes, creating a space that reflects their personal taste and lifestyle. Located in one of Winter Haven's rapidly expanding areas, you'll enjoy convenient access to shopping, dining, parks, lakes, and major roadways while still appreciating the charm and relaxed atmosphere that Winter Haven is known for. An added bonus: FHA construction loans are accepted, creating an excellent opportunity for first-time buyers and those looking to build their dream home with flexible financing options. Secure your future home early and take advantage of the ability to customize it from the start. Photos are for demonstration purposes only and may depict upgrades, finishes, and features that vary from the completed home. Contact us today for available floor plans, customization options, and estimated build timelines.

Listing is courtesy of: MIHARA & ASSOCIATES INC. (813-960-2300)

Listing Agent: Heather Spinosa (813-506-1800)

Remarks: Welcome to this beautifully maintained, nearly new 4-BEDROOM, 2-BATHROOM home in the desirable INMAN GROVES community! Built in 2023 by D.R. Horton, this popular CALI FLOOR PLAN offers 1,828 square feet of thoughtfully designed living space with an open-concept layout perfect for both everyday living and entertaining. The spacious kitchen features SOLID SURFACE COUNTERTOPS, STAINLESS STEEL APPLIANCES, abundant cabinetry, a large island with seating, and overlooks the dining and living areas, creating a bright and inviting gathering space. The private owner's suite includes a generous walk-in closet and an en-suite bath, while three additional bedrooms provide flexibility for family, guests, or a home office. Additional highlights include ceramic tile flooring in the main living areas, an inside laundry room, energy-efficient construction, smart home features, a two-car attached garage, and an irrigation system. Step outside to enjoy the backyard with plenty of space to relax, entertain, or create your own outdoor oasis. Conveniently located near shopping, restaurants, schools, medical facilities, and major highways, this home also offers easy access to Downtown Winter Haven, LEGOLAND Florida Resort, and ORLANDO or TAMPA via nearby US-27 and I-4. Don't miss this opportunity to own a move-in-ready home in one of Winter Haven's growing communities!

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (352-688-2227)

Listing Agent: Isabelle Maye (540-840-8849)

Remarks: Welcome 55+ or investors! This well-maintained one-bedroom, one-bathroom condo with an additional bonus room is the perfect place to retire and take it easy, or a fantastic addition to your investment portfolio. Located in the heart of Winter Haven, this home is just a mile from Legoland, shopping, and dining. The community also features a sparkling pool for you to relax and enjoy year-round. Don't miss out on this prime opportunity!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Angela Perkins (863-280-5396)

Remarks: This sprawling two-story luxury pool residence showcases exceptional craftsmanship and timeless elegance, enhanced by extensive upgrades throughout and a Generac home generator. From the moment you enter, you'll be captivated by soaring tray and cathedral ceilings, rich crown molding, and refined architectural details that create an atmosphere of sophistication and grandeur. Designed to inspire culinary excellence, the chef’s kitchen is appointed with a professional-grade gas cooktop, custom solid wood cabinetry, a hidden walk-in pantry, farmhouse sink, and a picturesque window framing serene views of Lake Winterset. A convenient built-in workstation, located near the spacious laundry room and oversized three-car garage, provides added functionality for everyday living. The sumptuous primary suite serves as a private retreat, featuring beautiful custom built-ins, dual vanities, a chandelier-accented soaking tub, an expansive walk-in shower, and generous his-and-her custom closets. A tranquil sitting area offers the perfect space for reading and relaxation, while French doors provide direct access to the poolside lanai. Created for effortless entertaining, the grand great room seamlessly connects indoor and outdoor living through pocketing sliding glass doors that open to a spectacular pavered lanai complete with a summer kitchen, sparkling pool, and elegant water feature. Two additional en-suite bedrooms with walk-in closets are conveniently located on the main level, while a well-appointed powder bath serves guests. The upper level offers a private guest or in-law retreat featuring a spacious en-suite bedroom, full bath, media room, and a sizable studio or flex space overlooking the tranquil waters of Lake Winterset. Elegant formal living and dining rooms provide the perfect backdrop for memorable gatherings, enhanced by exquisite finishes and statement lighting. A distinguished library or executive home office, adorned with rich burled wood cabinetry and custom doors, delivers both privacy and sophistication.Situated on an oversized corner homesite, this exceptional residence is enveloped by lush, mature landscaping that creates a sense of privacy and exclusivity. Combining luxurious amenities, breathtaking lake views, and thoughtfully designed living spaces, this remarkable estate offers an unparalleled lifestyle in a truly spectacular setting.

Listing is courtesy of: RED BIRD REALTY (850-201-8810)

Listing Agent: Lisa Kleine (863-660-6787)

Remarks: New lake house listing, two houses one price. Must see property with no HOA. Chain of lakes property on Lake Mirror with generator and whole house water system. Main house has beautiful kitchen, big living/dining combo. Kitchen has extra-large refrigerator, island, wall tile, and entry to garage. Large living room has fireplace, storage, and muti doors to sunroom. Primary bedroom has walk in closet, ensuite bathroom, and doors to sunroom. Sunroom faces lake has storage and hurricane windows. Laundry room has washer, dryer, and storage. Covered back porch overlooks pineapple garden. Separate cottage comes fully furnished and has full bath, kitchen, pantry and closet. Covered dock overlooks lake with a swing for relaxation. All information is deemed reliable but not guaranteed. Buyer must verify all information and measurements. No seller financing.

Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)

Listing Agent: Kimberly Saddler (863-221-0604)

Remarks: Discover this stunning 2023-built home in the growing Lucerne Park area of Winter Haven, offering the perfect blend of space, comfort, and modern design. Situated on an oversized lot, this 4-bedroom, 3-bath home with a 3-car garage features over 3,000 square feet of living space with an open and functional floor plan ideal for entertaining and everyday living. The large kitchen overlooks the main living area, creating a bright and welcoming space for gatherings. The spacious primary suite features a walk-in closet and private bathroom, while the additional bedrooms provides flexibility for family, guests, or a home office. Enjoy the oversized backyard with plenty of room to relax, entertain, or create your dream outdoor oasis. Conveniently located near shopping, dining, schools, and just minutes from LEGOLAND Florida Resort, this move-in ready home is a fantastic opportunity in one of Winter Haven’s growing communities.Seller is offering a contribution toward the buyer’s closing costs, helping reduce out-of-pocket expenses at closing.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Jessica Delgado (407-520-0159)

Remarks: Welcome to Cypresswood Golf & Country Club, a gated and guard-gated community offering resort-style living in a beautiful golf course setting. This well-maintained 3-bedroom, 2-bathroom home is ideally situated at the end of a quiet cul-de-sac, providing one of the most desirable locations on the street. Inside, you'll find a spacious open-concept floor plan designed for comfortable living and entertaining. The large kitchen features stainless steel appliances, abundant cabinetry, and a center island that serves as the heart of the home. The living and dining areas flow seamlessly to the expansive fully screened lanai, creating the perfect indoor-outdoor living space. The private primary suite offers direct access to the lanai, a massive walk-in closet, and an oversized walk-in shower complete with a built-in bench. Two additional bedrooms and a second full bath provide plenty of room for family and guests. Residents of Cypresswood Golf & Country Club enjoy access to exceptional community amenities, including a clubhouse, community pool, tennis courts, and beautifully maintained grounds. Don't miss this opportunity to enjoy Florida living at its finest in one of the area's most sought-after communities.

Listing is courtesy of: GOLD HEART REALTY LLC (863-224-2419)

Listing Agent: Lori Roberts (863-224-2419)

Remarks: Virtually Staged. Welcome to easy Florida living in the sought-after Orchid Springs 55+ community! This beautifully maintained 2-bedroom, 2-bath condominium is located in the desirable San Miguel Building and offers a peaceful second-floor setting with lovely views of the lush, landscaped grounds below. Step inside to find a spacious and comfortable floor plan designed for both everyday living and entertaining. The bright Florida room provides the perfect spot to enjoy your morning coffee, read a book, or simply relax while taking in the serene garden views. The primary suite offers a private retreat featuring an oversized walk-in closet and an updated bathroom with modern finishes, creating a comfortable and inviting space to start and end each day. One of the biggest advantages of this home is the exceptional value offered through the monthly HOA fee, which includes gas, water, sewer, trash, community pool, clubhouse, amenities, exterior maintenance, and grounds maintenance—allowing you to spend more time enjoying life and less time worrying about upkeep. Ideally located at 400 El Camino Drive, Unit 202, you’ll enjoy convenient access to shopping, dining, medical facilities, downtown Winter Haven, and the area’s many lakes and recreational opportunities. Whether you’re looking for a year-round residence, a winter getaway, or a low-maintenance lifestyle, this inviting condo offers the perfect combination of comfort, convenience, and affordability in one of Winter Haven’s most established 55+ communities. Come discover why so many residents love calling Orchid Springs home!

Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)

Listing Agent: Jessica Willaford (863-662-8549)

Remarks: Virtually Staged. Don't miss this charming 1-story home featuring 3 bedrooms, 1 bathroom, and a 1-car carport. The functional floor plan offers comfortable living spaces with plenty of natural light and room for everyday living. The kitchen provides ample cabinet and counter space, while the bedrooms offer flexibility for family, guests, or a home office. Enjoy the spacious yard with plenty of room for outdoor activities, gardening, or entertaining. Conveniently designed for easy living, this property presents a great opportunity to make it your own. One or more photo(s) has been virtually staged, AI generated, or rendered.

Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)

Listing Agent: Raquel Littlejohn (470-279-6333)

Remarks: Come see 2953 Whispering Trails Dr, a residence showcasing recent fresh interior paint and fresh exterior paint for a clean, cohesive appearance. The kitchen is equipped with all stainless steel appliances, and the primary bathroom provides practical double sinks. Outside, a welcoming patio leads to a fully fenced in backyard. This move-in ready property blends comfort and recent updates seamlessly. Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: Come see 1100 Carefree Cove Dr, recently improved with a new roof, fresh exterior paint, and fresh interior paint, presenting a comprehensively refreshed presentation. Partial flooring replacement further updates the interior living spaces, while a fenced in backyard provides practical outdoor areas. This property embodies a fresh approach to comfortable living. Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: Under contract-accepting backup offers. Winter Haven home near Chain of Lakes featuring 5 bedrooms, 3 bathrooms, and 2 flexible bonus rooms offering exceptional convenience and a lifestyle close to everything Central Florida buyers love. This move in ready property provides effortless access to major commuter routes, grocery stores, shopping, dining, scenic walking trails, LEGOLAND Florida Resort, and Florida’s beautiful beaches just about 90 minutes away. Step into your own private outdoor sanctuary designed for both relaxation and entertainment. The caged saltwater pool includes a 6×10 sun shelf perfect for in water lounging along with a 3 to 6 foot depth range ideal for both play and leisurely floating. Enjoy the luxury of a heated spa with priority Jacuzzi jet action creating the perfect setting for evening unwinding, stress relief, muscle relaxation, or hosting friends for cozy nights under the stars. The spacious gazebo offers a shaded retreat for outdoor dining, socializing, or simply enjoying the Florida breeze. Practical upgrades elevate this property as it is equipped to support a home generator, has a warrantied water softener for supreme taste, two 5-ft gates that create a wide 10-ft entry to the backyard and a on-site shed adding valuable extra storage keeping everything tidy and easy to access. Inside, the home feels bright, modern, and truly move in ready. The open concept layout creates an inviting flow throughout, and the generous kitchen is perfectly suited for gatherings, meal prep, and everyday connection. With its flexible floor plan, this home easily accommodates large families, multi generational living, or hosting guests with comfort and privacy. A standout property offering both lifestyle and practicality. This home is a must see!

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

Listing Agent: Andrea Friedmann (863-661-6535)

Remarks: Pre-Construction. To be built. Your opportunity to build a brand-new home and personalize it to your style is here! This to-be-built residence in the growing Winter Haven area offers the rare chance to enjoy new construction while selecting many of your own interior and exterior finishes to truly make it your own. Designed with modern living in mind, this thoughtfully planned home will feature an open-concept layout, stylish finishes, energy-efficient construction, and the peace of mind that comes with owning a brand-new home. Buyers will have the opportunity to choose colors and select finishes, creating a space that reflects their personal taste and lifestyle. Located in one of Winter Haven's rapidly expanding areas, you'll enjoy convenient access to shopping, dining, parks, lakes, and major roadways while still appreciating the charm and relaxed atmosphere that Winter Haven is known for. An added bonus: FHA construction loans are accepted, creating an excellent opportunity for first-time buyers and those looking to build their dream home with flexible financing options. Secure your future home early and take advantage of the ability to customize it from the start. Photos are for demonstration purposes only and may depict upgrades, finishes, and features that vary from the completed home. Contact us today for available floor plans, customization options, and estimated build timelines.

Listing is courtesy of: MIHARA & ASSOCIATES INC. (813-960-2300)

Listing Agent: Heather Spinosa (813-506-1800)

Remarks: Move-in Ready and Income Potential in the Heart of Winter Haven! Imagine starting your day with a cup of coffee on the screened porch, taking a short stroll to nearby lakes, and enjoying the convenience of being just minutes from Winter Haven Hospital, Polk State College, Lake Martha, and Lake Elbert. This charming 2-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and opportunity. Thoughtfully updated with a new roof, electrical, and plumbing in 2024, this home is ready for its next owner to move in and enjoy. Inside, you'll find a warm and welcoming floor plan featuring separate living and dining spaces, an inside laundry room, and generously sized bedrooms with large walk-in closets. The primary suite offers a private en-suite bath, creating a comfortable retreat at the end of the day. Outdoor living is just as inviting, with both a welcoming front porch and a screened back porch perfect for relaxing, entertaining, or enjoying Florida's beautiful weather year-round. A storage shed provides additional space for tools, hobbies, or outdoor equipment. What truly sets this property apart is the detached unfinished ADU. Already equipped with a newer roof and updated electrical service, it's ready for your vision. Create a guest suite, home office, art studio, workshop, or future income-producing rental. Whether you're a first-time buyer, downsizing, investing, or simply looking for a home with room to grow, this property offers endless possibilities in a location you'll love. Don't miss this unique opportunity to own a home with both charm and future potential in the heart of Winter Haven.

Listing is courtesy of: PALMANO GROUP RE BROKERAGE LLC (321-214-1211)

Listing Agent: Denise Pohlmann (407-701-3346)

Remarks: Under Construction. Brand new, energy-efficient home available by Jul 2026! Configure the flex room in the front of the home to an at home office space or hobby space. Past the foyer, the open kitchen flows to the dining space, great room and outside patio. Private primary suite offers a spacious area to relax. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)

Listing Agent: Bryan Sumner (813-336-5895)