Winter Haven Homes For Sale & Real Estate - 1003 homes

Remarks: Short Sale. This 4-bedroom, 2-bath home with a versatile bonus room is situated on a desirable corner lot with no HOA restrictions. Featuring a newer roof installed in 2022, this property offers incredible potential for homeowners and investors alike. Conveniently located near major highways, shopping, and grocery stores, the home also provides plenty of outdoor space with endless possibilities to make it your own. Property is subject to third-party lender approval. Don’t miss this great opportunity!

Listing is courtesy of: MMV REAL ESTATE GROUP LLC (407-437-9754)

Listing Agent: Melissa Victor (407-988-6742)

Remarks: Welcome to your private retreat in the heart of Winter Haven - a beautifully updated 4-bedroom home with a new 2025 roof, solar panels, and a sparking pool on a quiet cul-de-sac with no HOA. Sitting on a generous 0.32-acre lot, this property delivers the space, privacy, and lifestyle buyers are searching for. The main floor features modern updates, an open layout, and a brand-new sliding door (2024) leading to the backyard oasis. Step outside to a large deck overlooking the pool, perfect for entertaining, relaxing, or enjoying Florida evenings. The fully fenced yard includes a farm style barn offering incredible storage, workshop potential, or hobby space. Major improvements have already been completed for you, including foundation work (2024), ensuring long-term stability and peace of mind. This move in ready, feature packed and priced to sell, this is the one you've been waiting for. Property is being sold As-Is.

Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)

Listing Agent: Daisy Perez (407-951-4218)

Remarks: Beautiful lakefront living awaits in the gated community of Winterset! This beautifully maintained 2-bedroom, 2-bathroom condo with an attached one-car garage offers stunning lake views, abundant natural light, and unique architectural details throughout. Inside, you’ll find beautiful cork flooring, specialty tray ceilings, and a cozy library area complete with custom built-in shelving. The spacious enclosed Florida room is a true showstopper, featuring floor-to-ceiling windows overlooking the lake, creating the perfect space to relax and enjoy breathtaking water views year-round. The oversized primary suite offers a spacious layout with dual sinks, a walk-in closet, and a peaceful retreat-like feel. The large custom kitchen is a chef’s dream, complete with a gas stove, ample cabinetry, generous counter space, and plenty of storage for all your culinary needs. Enjoy the beautiful community amenities that include a pool, tennis courts, and the security and privacy of this sought-after gated neighborhood. Conveniently located near Legoland, shopping, dining, and everyday conveniences. This lakefront condo perfectly blends comfort, elegance, and Florida lifestyle living.

Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)

Listing Agent: Jill Lingenfelter (863-242-0900)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 3BR/2BA + den home in the desirable gated community of Mandolin in South East Winter Haven! Offering over 2,000 sq ft, this move-in-ready home features a bright open floor plan, vaulted ceilings, and a spacious great room with a striking reclaimed wood accent wall. The kitchen is designed for both everyday living and entertaining, showcasing cherry cabinetry, stainless steel appliances, a breakfast bar, and a cozy nook, plus a formal dining area for gatherings. The split-bedroom layout provides privacy, with a generous primary suite featuring dual walk-in closets, dual vanities, a garden tub, and separate shower. A versatile den makes the perfect home office or flex space. Enjoy peace of mind with a newer roof (2022) and water heater (2025), along with updated flooring and fresh interior paint. Step outside to a screened lanai overlooking a large fully fenced backyard—ideal for relaxing or entertaining. Situated on a .26-acre lot with mature landscaping and irrigation, this home also includes a 2-car garage and excellent curb appeal. Conveniently located near shopping, dining, major highways, and local attractions like Legoland, this home offers the perfect combination of privacy, convenience, and Florida living at its best.

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

Listing Agent: Suzie Rudd (863-508-3000)

Remarks: Under contract-accepting backup offers. Welcome to this modern residence at 6212 Pinehurst Loop Winter Haven, Fl. 33884, designed with 3 Bedrooms and 2 full bathrooms PLUS an additional room that could be used as a Den/Office. This delightful Sebastian home, with screened entry was BUILT in 2022 and features a spacious living area with abundant natural light, an upgraded kitchen paired with a Large Island (Great for additional seating and entertaining), Upgraded Lighting, Stainless Steel appliances and Silestone countertop. The inviting living and dining areas blend seamlessly together with newly installed carpet. The open-concept layout is beautifully enhanced by new tile plank flooring in the kitchen, laundry, guest bathroom/hall, entry and perimeter of the Living Room, offering a sleek and modern feel. Bedroom 1 and Bedroom 2 are located to the right of the front entry and the guest bathroom with comfort height vanity and shower/tub combo is conveniently located between Bedroom 1 and 2. The guest bath has a glass block above the shower/tub combo. The primary suite with newly installed carpet offers a private retreat on the back of the home, complete with a generously sized bathroom, walk-in closet, separate comfort height vanities, and an oversized shower. Step outside and enjoy the lanai, perfect for entertaining and equipped with an extended birdcage. The flooring on the lanai has been beautifully painted and it adds a touch of class to the space. The laundry room is spacious and is accessible from the garage and kitchen. The garage floor has an epoxy coating. This home blends style and functionality, making it an exceptional choice! The exterior of the home has been well maintained with beautiful landscaped flower beds and the double car garage and the separate golf cart entry is a bonus. Don't miss the opportunity to explore this wonderful property! Lake Ashton is a Florida Retirement Community that offers a Florida Retirement Lifestyle with resort style amenities and activities for 55+ in Florida. The main clubhouse offers a movie theater, bowling lanes, grand ballroom, card, craft and billiards, Restaurant (Charm City), outdoor temperature controlled swimming pool, Bocce Courts, tennis courts, 1/2 court basketball, shuffleboard courts and MORE. The Health and Fitness Center has a large indoor temperature controlled pool, fitness center, indoor 1/2 court basketball, indoor racquetball, large multi-purpose room, card, craft, billiards, pickle ball courts and tennis courts. 2 -18 hole golf courses are located in Lake Ashton (memberships are optional). Tour this well maintained home today! You'll be glad you did!

Listing is courtesy of: LAKE ASHTON REALTY INC. (863-221-5970)

Listing Agent: Lori Raath (863-409-6899)

Remarks: SELLER MOTIVATED Beautiful FULLY RENOVATED single-family home. These 3 BEDS, 2 BATHROOMS home features BRAND NEW kitchen, Roof, bathrooms, flooring, paint, lighting and more. This gem provides a welcoming environment, located on a lot with surrounding greenery. Whether you're on the lookout for Starter home or an investment home, this property is a great option. What's nearby? This home is located in an area with plenty of options for recreational activity, restaurants, shopping, and more. Within a 10-minute radius, there is much to experience from the surround no lakes in the arca, includina Lake Cannon, to the movie theater al CMX Grand 10 Cinemas, and the Auburndale Speedway.

Listing is courtesy of: REALTY ONE GROUP ESTATES (954-947-2383)

Listing Agent: Ian Merino (954-806-4349)

Remarks: Beautiful manufactured home on a spacious 0.65-acre lot in Winter Haven! This property features 4 bedrooms, 2 bathrooms, and over 2,300 sq ft of living space. Spacious layout with great potential for customization or investment. NO HOA or CDD. Roof is original (2000). Conveniently located near shopping centers, restaurants, schools, and major highways. Enjoy easy access to everything you need while still having the privacy of your own space. Perfect for first-time buyers or anyone looking for comfort and convenience!

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

Listing Agent: Idalgisa De Jesus (347-797-7849)

Remarks: ***PRICE REDUCTION***Your turnkey oasis awaits! Welcome to a home that still feels brand new. This 2022-built gem in the peaceful Villa Mar community offers four spacious bedrooms and a bright, open floor plan designed for making memories. Whether you're hosting a dinner party in the modern kitchen or relaxing on your private, custom-screened lanai, every inch of this 1,680 sq. ft. home reflects quality and care. The interior boasts durable ceramic tile through the main living areas for a sleek, low-maintenance look, while the primary suite serves as a true retreat with elegant stone counters and dual vanities. Beyond the front door, the lifestyle is just as impressive. You’ll have access to fantastic community amenities like a resort-style pool, dog park, and playground, all while being located near top-rated schools. Best of all, you are just a short drive away from the world-class fun of Legoland, making this the perfect home base for weekend adventures. With a two-car garage and a generously sized laundry room, this home delivers the ultimate blend of style and convenience. Come see for yourself why this Villa Mar beauty is the perfect place to call home!

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

Listing Agent: Twanna Dewdney (863-207-1634)

Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath home built in 2021, offering 1,832 sq ft of comfortable living space in the growing area of Winter Haven.This well-kept residence features a functional and open layout with a spacious kitchen that flows seamlessly into the living and dining areas—perfect for both everyday living and entertaining. Oneof the bedrooms offers flexibility and can easily be used as a home office, ideal for today’s lifestyle needs.The home also includes a dedicated laundry room and generously sized primary bedroom, providing comfortand convenience throughout. Located in a rapidly developing area, a new plaza is currently under construction nearby, adding future value and accessibility to shopping and dining options. Plus, LEGOLAND Florida Resort is approximately 20 minutes away, offering fun and entertainment close to home. Don’t miss the chance to own a newer home in a thriving community!

Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)

Listing Agent: Patricia Schraiber (407-413-1801)

Remarks: Welcome to your slice of LAKEFRONT, POOL HOME paradise on the pristine shores of Lake Mariam in Winter Haven, Florida. This stunning 3-bedroom, 2.5-bathroom home with a versatile BONUS ROOM offers the ultimate Florida lifestyle, complete with direct lake access, a private dock, and breathtaking water views right from your own backyard. Built to last and designed for low maintenance, this home features a durable METAL ROOF and solar panels, offering peace of mind and significant savings on energy costs year after year. Whether you’re sipping morning coffee while watching the sunrise over Lake Mariam or heading out for a day on the water, this property delivers the lakefront living experience you’ve been searching for. Inside, the thoughtfully designed floor plan offers three comfortable bedrooms, two and a half bathrooms, and a spacious bonus room perfect for a home office, media room, guest suite, or playroom. The heart of the home is the beautifully designed kitchen, featuring abundant cabinetry, stainless steel appliances, granite countertops, a center island, breakfast bar seating, glass-front upper cabinets, recessed lighting, and an open layout that flows seamlessly into the main living areas. With its generous workspace and water views from the adjoining living space, this kitchen is ideal for both everyday living and entertaining. The oversized 2-car garage provides ample storage for vehicles, watercraft equipment, and all your lake toys. Step outside and discover what truly sets this property apart: your own private HEATED POOL and SPA, along with an impressive private dock stretching out over the serene waters of Lake Mariam, ideal for boating, fishing, kayaking, or simply soaking in the natural Florida scenery. With direct lake access and one of the longest docks on the water, this is a rare find in today’s market. Located in Winter Haven’s sought-after lake corridor, you’re just minutes from dining, shopping, Legoland Florida, and easy access to I-4 connecting you to both Tampa and Orlando. Schedule your showing today!

Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)

Listing Agent: Mabel Vassallo (863-604-0499)

Remarks: Welcome to this beautifully updated home in desirable Southeast Winter Haven, offering space, privacy, and modern upgrades on a generous half-acre lot. Step inside to vaulted ceilings and rich hardwood flooring that create a warm, open feel. The living room features a gas fireplace with mantle detail, adding character and comfort to the main gathering space. The fully renovated kitchen stands out with stainless steel appliances, granite countertops throughout, updated shaker-style cabinetry, and a sleek glass vent hood for a clean, contemporary finish. The layout flows effortlessly into the dining and living areas, making it ideal for both everyday living and entertaining. The enclosed rear patio is fully incorporated into the heated and cooled square footage, providing additional living space in a controlled climate year-round. From here, you overlook the expansive backyard with mature trees and complete privacy — and with no rear neighbors, that view and buffer will never change. The updated bathroom features a spacious walk-in shower with modern tile accents, granite vanity top, and upgraded lighting for a polished, spa-like feel. Outside, the half-acre homesite offers exceptional flexibility. There is ample room for a future pool, garden, or additional structure, along with space for boat or RV parking. A detached shed provides extra storage. The property backs to natural privacy with no rear neighbors ever, creating a peaceful setting that’s hard to find. Located in a one-way-in, one-way-out area of Southeast Winter Haven, the neighborhood offers limited traffic and added privacy while still being conveniently close to everything. With a little effort, this home could easily be converted into a 3-bedroom layout, adding even more value and flexibility for future owners. If you’re looking for updated interiors, privacy, and room to grow — this one checks boxes that most homes simply don’t.

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

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

Remarks: BEAUTIFUL NEW CONSTRUCTION 3BR/2BA/2CG SINGLE FAMILY RESIDENCE LOCATED IN CENTRAL WINTER HAVEN. NO HOA OR CDD! CONVENIENT TO BOTH TAMPA AND ORLANDO.THIS HOME IS THOUGHTFULLY DESIGNED WITH SIGNATURE QUALITY THAT OFFERS OPEN-CONCENT LAYOUT WITH LAKE VIEW FROM YOUR FRONT PORCH. SOME INTERIOR FEATURES OF THIS HOME INCLUDE: STAINLESS STEEL APPLIANCES, TREY CEILING IN THE PRIMARY BEDROOM, QUARTZ COUNTERTOPS IN THE KITCHEN AND BATHS, WALK IN PANTRY, WALK IN CLOSET IN THE PRIMARY, CEILING FANS IN THE LIVING ROOM AND BEDROOMS, AS WELL AS BLINDS IN ALL THE WINDOWS. DON'T MISS THE OPPORTUNITY TO OWN A BRAND-NEW HOME AT A FANTASTIC PRICE.

Listing is courtesy of: J&S PROPERTY REALTY GROUP LLC (863-899-5441)

Listing Agent: Stephenie Long (863-899-5441)

Remarks: Some homes are built. Others are crafted. Tucked away in a quiet Winter Haven neighborhood, 4599 Reynosa Drive is a rare, cedar-constructed residence that blends artisan craftsmanship with modern efficiency. From the moment you arrive, the home sets itself apart fully fenced with new vinyl fencing, enhanced exterior lighting, and a brand-new Trex front porch designed for relaxed mornings and long evenings. Inside, the warmth is immediate. Cedar wood wraps the interior, creating a natural, timeless atmosphere rarely found in Florida homes. The craftsmanship was completed by a skilled wood artisan, and the attention to detail is felt throughout custom wood features, soaring character, and a layout that feels both grounded and inviting. Tile flooring spans the entire downstairs, while all bathrooms are finished floor-to-ceiling in tile, offering durability and a clean, elevated aesthetic. The home has been thoughtfully upgraded for comfort and longevity, including brand-new hurricane-impact, double-pane windows with architectural tint reflecting up to 90% of heat, a new AC unit, new attic fan, insect-repellent insulation, and a fully sealed roof coated with heat-reflective, hurricane-rated paint. Even in peak summer, electric bills remain impressively low under $150 with no solar required. The kitchen and bathrooms feature newer plumbing, modern appliances (all just a few years old), and a standout stone-wrapped Jacuzzi tub, creating a spa-like retreat within the home. Side sliders bring in natural light and connect indoor living with outdoor space, while the garage includes sensor lighting, Hardie backer walls, full electrical, and AC, making it ideal for a workshop, studio, or flex space. The property is being offered fully furnished, including custom handcrafted wood furnishings (excluding beds and sofas), making it a true turnkey opportunity for a buyer who values character, quality, and immediate livability. Regular termite and pest control servicing adds peace of mind to this cedar-built, naturally insect-resistant home. Centrally located between Orlando and Tampa, with convenient access to major highways, shopping, and daily essentials, this home delivers both lifestyle and location. This is not a cookie-cutter property. This is a home with a story built to last, designed to feel different, and ready for its next chapter.

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

Listing Agent: Jason Prieto (877-366-2213)

Remarks: Under contract-accepting backup offers. Welcome home to this beautifully updated 3-bedroom, 2-bathroom property located in the heart of Winter Haven! From the moment you arrive, you’ll notice the fresh exterior paint and updated landscaping that give this home fantastic curb appeal. Step inside to discover brand new vinyl flooring flowing throughout the entire home, creating a modern and cohesive feel. The kitchen is equipped with a brand new refrigerator and gas stove, perfect for cooking and entertaining, while the gas water heater adds additional efficiency. The spacious primary suite features a beautifully updated bathroom with a new vanity and tile work, offering a fresh and stylish retreat. Enjoy relaxing evenings on the back porch overlooking the fully fenced backyard with no rear neighbors for added privacy. Major updates include an A/C system that is only 2.5 years old and a roof that is approximately 7 years old, giving peace of mind to the next owner. Best of all — NO HOA! Conveniently located near shopping, dining, and major roadways, this move-in ready home is one you won’t want to miss!

Listing is courtesy of: THE TEAM REAL ESTATE GROUP INC (865-674-5410)

Listing Agent: Chris Watts (407-488-4011)

Remarks: Under contract-accepting backup offers. Welcome to easy, low-maintenance living in the highly sought-after 55+ gated community of Traditions in Winter Haven! This well-maintained 2-bedroom, 2-bath home offers 1,118 sq ft of comfortable living space with a 2-car garage and paved driveway. Major updates include a newer roof and AC system—both just 4 years old—providing peace of mind for years to come. Inside, you’ll find a functional and inviting layout featuring stone countertops in the kitchen and bathrooms, along with tile flooring in all wet areas. The kitchen comes fully equipped with refrigerator, microwave, double oven with electric range, and dishwasher, while the washer and dryer are also included—making this home truly move-in ready. Enjoy Florida living year-round with both a screened-in front porch and a screened rear porch, perfect for relaxing or entertaining. The privacy-fenced backyard provides a peaceful outdoor space rarely found in this community. Traditions offers an active lifestyle with resort-style amenities including a clubhouse, fitness center, pool, tennis courts, dog park, and recreational facilities. Residents also enjoy access to community waterfront features such as a boat ramp, dock, fishing, and lake access. HOA fees include cable TV, internet, private road maintenance, recreational amenities, and professional management. Buyer approval is required. Conveniently located near the new Publix under construction, with quick access to Hwy 27 and Hwy 60, and just minutes from Winter Haven’s Chain of Lakes, shopping, dining, and LEGOLAND. Don’t miss your opportunity to enjoy the Florida lifestyle in one of the area’s premier 55+ communities—schedule your private showing today!

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

Listing Agent: Laura Lewenhaupt (863-330-3340)

Remarks: Like-New Casa Fresca Home with a VA Assumable Rate @ 4.99%! This Jazmin Floorplan in Harmony on Lake Eloise is a must-see! Built in 2025, this stunning 5-bedroom home—with a dedicated separate playroom/office/den—offers 2,457 sq. ft. of thoughtfully designed living space. Set in the highly desirable Harmony on Lake Eloise community, this property stands out as the only Jazmin model currently available. Step inside to find a bright, modern layout ideal for today’s lifestyle. The open-concept living and dining areas flow seamlessly into the stylish kitchen—perfect for family gatherings or entertaining. The 3-car garage features a polyeurethaned floor, adding a durable, finished touch. Outside, enjoy a fully fenced yard that’s perfect for children, pets, and outdoor fun. Harmony is a vibrant community featuring a resort-style pool and walking paths, all just minutes from LEGOLAND, shopping, and dining. Whether you’re looking for space, style, or location, this like-new Casa Fresca home has it all—perfect for a large or growing family.

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

Listing Agent: Katherine Montana - De Jesus (863-508-3000)

Remarks: Under contract-accepting backup offers. Welcome home to this beautifully maintained three-bedroom two-bathroom gem offering comfort, charm, and everyday functionality! Situated on a spacious lot with a large front yard, this home features a warm and inviting exterior with great curb appeal and plenty of room to enjoy outdoor living. Step inside to find a bright and open layout with multiple living spaces, perfect for both relaxing and entertaining. The updated kitchen showcases crisp cabinetry, ample counter space, and a cozy, modern feel that flows seamlessly into the dining and living areas. The home offers generously sized bedrooms filled with natural light, along with well-appointed bathrooms designed for both style and convenience. A dedicated laundry space and flexible bonus areas provide extra functionality for today’s lifestyle, whether you need a home office, playroom, or hobby space. Enjoy Florida living with a large backyard, ideal for gatherings, pets, or simply unwinding at the end of the day. With a spacious driveway and additional storage options, this home checks all the boxes. Conveniently located near shopping, dining, and major roadways, this one is move in ready and waiting for its next owner!

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

Listing Agent: Jamie Baker (863-258-2244)

Remarks: Under contract-accepting backup offers. Reduced $20k!! Move In Ready 4BR/3BA + Flex Space Featuring a Large 41'x17' Screened Patio. This Lovely Home Offers an Open Floor Plan, Vaulted Ceilings, Large Family Room, Corian Countertops in the Kitchen, Updated Lighting, Large Walk In Closet in Master Suite, LVP & Tile Flooring, Double Pane Windows, Privacy Fence and more! One off the Best Features are the Newly Installed Solar Panels. Cool Your Home as much as you want and Enjoy No More Electric Bills, only a Small Hook Up Fee to TECO for around $16 per month. Additional Updates Include: New Roof Approximately 5 - 6 Years Old, New AC System '24. New Washer & Dryer! Solar Panels are Leased, Monthly Payment is $189 / month. Avg. Electric Bills without Solar would be $400. Experience a Vibrant Downtown Winter Haven, Golf, Numerous Lakes, Outdoor Trails, Shopping and More!

Listing is courtesy of: SHAWN R MCDONALD REALTYGRP INC (863-287-0213)

Listing Agent: Shawn Mcdonald (863-287-0213)

Remarks: LAKEFRONT LIVING AT IT'S BEST! REFRESHED FIRST FLOOR 2BR-2BA CONDO WITH COVERED PARKING AND BEAUTIFUL VIEWS OF LAKE BUCKEYE. THE FEATURES INCLUDE FRESH INTERIOR PAINT, LUXURY VINYL PLANK FLOORING THROUGHOUT WITH CERAMIC TILE IN THE BATHROOMS, KITCHEN AND FLORIDA ROOM, STAINLESS REFRIGERATOR AND MICROWAVE IN THIS CONVENIENT KITCHEN WITH PANTRY AND PASS THRU EATING COUNTER. THIS OPEN GREAT ROOM DESIGN HAS LIVING AND DINING COMBO. RELAX IN YOUR FLORIDA ROOM OVERLOOKING THE LAKE AND ENJOYING THE SUNRISE WITH YOUR MORNING COFFEE. COMMUNITY OFFERS POOL AND TENNIS COURTS. CONVENIENT LOCATION , WALK TO POLK STATE COLLEGE OR ENJOY THE WALKING TRAIL AROUND LAKE ELBERT ONLY MINUTES AWAY WITH NEARBY DOWNTOWN SHOPPING AND RESTAURANTS.

Listing is courtesy of: FLORIDA HOME CHOICE REALTY (863-412-2727)

Listing Agent: Glenda Pruitt (863-412-2727)

Remarks: Welcome to this beautifully maintained home featuring a spacious open floor plan and numerous recent upgrades. The heart of the home boasts brand-new solid wood kitchen cabinets, providing both style and durability for the home chef. Step outside to your private backyard oasis, which comes fully equipped with a pristine above-ground pool, a secure fence encompassing the entire property for ultimate privacy, and a convenient storage shed. Additional premium features include a whole-house water softener system and the added financial benefit of NO CDD fees and a very low HOA. This move-in-ready residence perfectly combines modern interior updates with an outdoor space designed for relaxation and entertainment in the heart of Winter Haven.

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

Listing Agent: Luceyda Rodriguez Otero (407-301-8394)