Winter Haven Single Family Homes For Sale - 696 homes

Remarks: Looking for a peaceful lakefront pool home or well appointed AibBnB property? This beautiful 3-bedroom, 2-bath home sits on Lake Connie in Winter Haven’s northern Chain of Lakes and has been completely renovated to include a brand new roof, 4-ton A/C, luxury vinyl plank flooring, interior / exterior paint, and new water heater all installed in 2025. The interior living area includes new fixtures, new front and rear sliding glass doors. The kitchen features tons of solid wood cabinets, all new stainless steel appliances, and granite countertops. It includes both a breakfast area and a picturesque cutout with a stunning view of the pool area and lakefront! The laundry room is also built into the kitchen area and includes a unique custom built porthole window that provides both natural light and views to the Florida room and beyond. The kitchen flows into a large enclosed porch (Florida room) with tons of potential! It can include a second living room space, dining room, and even space for a game room or office area! The Florida room includes additional cabinets and a bar area with a granite countertop. From the Florida room you can access the screened open porch where you can enjoy views of boats cruising the lake, skiers cutting through the water, and bald eagles, ospreys, and herons scooping up fish! The primary bedroom features an en suite bathroom with jetted tub/shower, new vanity & fixtures, as well as a large closet. The 2nd bedroom also includes new ceiling fan and a large closet. The garage has been converted into the 3rd bedroom which is oversized with a very large closet and shiplap feature wall. Both bathrooms have been fully renovated with gorgeous subway tile in the showers, new ceramic tile floors and vanities with solid surfaces, as well a new toilets, and exhaust fans. Outside the house has been completely repainted including newly painted concrete from the front to the back of the property. The home features new screen in the pool cage, a brand new pool liner, with new multi-color LED pool light, as well as new light and fan fixtures on the back porch. There is a carport and large outdoor storage closet out front, and also a second driveway to park an extra vehicle or boat. The boathouse, which includes a roll-up door has also been newly painted is wired with electricity and could also function as a workshop. It features new lights, a new side door. The boathouse / workshop is approximately 10x20 feet and has tons of room for all your toys! The property includes its own large dock and a concrete slab along the beach area for launching your own boat. Furnishings in listing are available for separate purchase. As a potential AirBnB, the unit currently sleeps 7 including the pull out couch in the living room, but could potentially sleep 10 with the addition of a second bed in the 3rd bedroom and a second pull out couch in the enclosed porch area.

Listing is courtesy of: HOMECOIN.COM (888-400-2513)

Listing Agent: Jonathan Minerick (888-400-2513)

Remarks: Under contract-accepting backup offers. Spacious and well-maintained 4-bedroom, 2-bath home with a private pool, offering 2,160 square feet of living space on an oversized 0.24-acre lot. Inside, vaulted ceilings create an open, airy feel throughout the main living areas, enhancing both natural light and functionality. The home also features a brand new HVAC system for added peace of mind. Step outside to a generous backyard with plenty of space beyond the pool to relax, entertain, or customize to your needs. Located in Winter Haven, this property offers convenient access to major roadways, shopping, dining, and the area’s well-known chain of lakes, making it easy to enjoy both everyday living and weekend recreation.

Listing is courtesy of: SOUTH CEDAR REAL ESTATE, INC (813-374-7907)

Listing Agent: Caylee Decleene Llc (920-639-2241)

Remarks: Welcome to 4717 Magnolia Preserve Ave, a beautifully upgraded home nestled in the desirable Magnolia Preserve community of Winter Haven. Built in 2016, this thoughtfully designed home features 3 bedrooms, 2 bathrooms, and a versatile formal dining room that can easily serve as a home office or potential 4th bedroom. Inside, you’ll find an open and inviting floor plan with high ceilings and an extended living area, creating a bright and spacious feel throughout. The kitchen is a standout, showcasing granite countertops, 44-inch cabinetry, stainless steel appliances, and a charming bay window that fills the space with natural light. A breakfast bar seamlessly connects the kitchen to the living area—perfect for entertaining or everyday living. The primary suite offers a true retreat with elegant tray ceilings, dual closets, and a well-appointed en suite bathroom featuring dual vanities and a relaxing garden tub. Step outside through the French doors to your covered patio and enjoy one of this home’s most sought-after features—a fully fenced backyard overlooking a peaceful, picturesque pond. Whether you're hosting gatherings or enjoying a quiet evening, this outdoor space delivers both privacy and a beautiful view. Perfectly positioned in Central Florida, this location offers the best of both worlds—convenient access to world-famous theme parks and an easy drive to Florida’s stunning Gulf and Atlantic beaches. With its ideal layout, scenic backyard, and convenient location, this home offers the perfect blend of comfort and Florida lifestyle living. Come see it for yourself—you won’t want to leave!

Listing is courtesy of: LIVE FLORIDA REALTY (863-868-8905)

Listing Agent: Stephen Novak (863-409-3635)

Remarks: Super Motivated Seller!! Discover this charming 4 bedroom, 2 bathroom single family home located in the heart of Winter Haven, just minutes from the serene shores of Lake Howard. With its spacious layout and versatile design, this property is perfect for families and savvy investors alike. It has a separate mother in law suite, offering privacy or the potential for rental income. A recently renovated kitchen complete with modern finishes, making mal prep a delight. A huge backyard, ideal for family gatherings, gardening or creating your dream outdoor retreat. An expansive driveway and 2 car garage, with enough space to park multiple vehicles. A newer roof 2020 for added peace of mind and longevity. Well maintained interior and exterior ensuring move in readiness. prime locatioin near Lake Howard perfect for outdoor enthusiasts who enjoy fishing, boating and lakeside strolls. No HOA fees allowing you the freedom to enjoy your property without added restrictions or costs. Wether you are looking to grow your family or generate extra income, this home is a rare find. Don't miss the opportunity to own a property that combines comfort, style and versatility in a highly desirable area of Winter Haven. Ready to schedule a showing?

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

Listing Agent: Miluska Parot (352-573-3697)

Remarks: NO CDD | LOW HOA | GATED COMMUNITY | OVERSIZED LOT | BUILT 2019 | MOVE-IN READY Welcome to the home buyers have been searching for! This beautifully maintained 4-bedroom, 2-bath residence is located in the desirable gated community of Solis Gardens in Winter Haven and offers the perfect combination of space, comfort, and value. Built in 2019, this home sits on an impressive 0.26 acre oversized lot, giving you the outdoor space many buyers want but rarely find. Whether you dream of creating the perfect backyard retreat, adding a play area, entertaining guests, or simply enjoying extra privacy, this property delivers. Step inside to discover a bright open-concept floor plan designed for modern living. The spacious living, dining, and kitchen areas flow seamlessly together, creating an inviting atmosphere perfect for everyday life and entertaining. The kitchen offers generous cabinet space and comes fully equipped with appliances, including refrigerator, range, microwave, dishwasher, washer, and dryer making your move even easier. The primary suite provides a comfortable private retreat, while the additional bedrooms flexibility for family, guests, or a home office. Located in a gated community with LOW HOA and NO CDD, this home helps keep monthly ownership costs lower while still providing the lifestyle buyers want. Conveniently located just minutes from shopping, dining, schools, major roadways, downtown Winter Haven, and LEGOLAND Florida. Why wait for new construction when this move in ready home is available now? Schedule your private showing today homes with this lot size, condition, and price point do not last long.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Lisbeth Diaz De Rico (407-724-7383)

Remarks: Under contract-accepting backup offers. Short Sale. One of the most sought-after floor plans, this 4-bedroom, 2-bathroom home boasts numerous charming features and is set on an oversized lot with no rear neighbors and a serene water view. As you enter, you'll find three spacious bedrooms and a modern bathroom. To the left, the inviting, contemporary kitchen showcases a large pantry offering ample storage space. The open dining area flows seamlessly into the airy living room, creating a perfect space for gatherings. Step outside to your private screened-in patio and enjoy the expansive yard with a tranquil, picturesque view. The luxurious Master Suite features dual sinks and a generous walk-in closet. The kitchen island and open layout are perfect for entertaining. This home comes complete with all major appliances, blinds, and is equipped with Smart Home Technology, including Alexa. Conveniently located near I-4, shopping, and entertainment, and offering access to a community pool. All of this at an unbeatable price in an up-and-coming location!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Krichely Gonzalez Rodriguez (407-953-4377)

Remarks: HUGE price reduction! Lakefront Living in Hamilton Point! Discover this spacious 5-bedroom, 3-bath home located in the upscale Hamilton Point community, within the city limits of Winter Haven. Situated on just under one acre, this rare lakefront property offers space, privacy, and the perfect setting for enjoying Florida’s outdoor lifestyle. Start your summer right with direct access to Lake Hamilton, a beautiful 2,142-acre lake known as one of Central Florida’s premier fishing destinations. Whether you enjoy waterskiing, jet skiing, fishing, or relaxing boat rides, this lake has something for everyone. Even better, this property offers true chain access to two additional lakes, expanding your boating adventures. Take a short ride across the water to two of the area’s favorite spots—Port 27 for waterfront dining or the local favorite Floridino's Italian Kitchen, known for serving some of the best pizza around. You might even spend an afternoon simply relaxing on the water while watching seaplanes land and take off. Surrounded by mature vegetation and located in a quiet, well-established community, this home truly has so much to offer. Properties like this are a rare find—especially on true lakefront acreage in such a desirable location.

Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)

Listing Agent: Lamanda Jones (863-557-3627)

Remarks: BIG HOUSE, BIG YARD, BIG OPPORTUNITY!! This solid block and brick 5-bedroom, 2-bath home sits on nearly an acre and offers incredible flexibility — whether you're looking to invest or create your own spacious homestead. With a newer roof and two newer central A/C units already in place, several major components have been updated, giving you a strong head start on improvements and long-term value. Inside, you’ll find five generously sized bedrooms, spacious living areas, ceramic tile throughout, and closets galore — many of them walk-in. The oversized kitchen is a true standout, featuring abundant cabinetry and plenty of space to cook, gather, and entertain. An inside laundry room and dedicated office/den add even more functionality. Outside, enjoy covered parking, a covered front porch, an open rear patio, and a nearly one-acre lot offering endless possibilities. For investors, the layout easily lends itself to a duplex conversion or mother-in-law addition, creating multiple income opportunities. The home does need some TLC, but it is in good condition and full of potential. And if you’re simply looking for a large home with a large yard to make your own, this could be the perfect fit. With a little vision and care, this property could truly become someone’s dream home. INVESTORS WELCOME!

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

Listing Agent: Kimberly Gay (863-559-1585)

Remarks: LAKEFRONT 3 BEDROOM / 2 BATH HOME WITH PICTURESQUE OPEN WATER VIEWS AND PRIVATE 30 FT DOCK! Located directly on Lake Pansy in the gated subdivision of Hartridge Hills, a quaint lakefront community of approximately 60 homes. NEWER ROOF 2022 and NEWER GENERAC GENERATOR 2020. Lot size is 150 X 83 ft directly on Lake Pansy. Additional lot size in records of 2.44 acres includes riparian or water rights into the lake. Beautiful stone working fireplace with vaulted ceiling in the great room. Spacious kitchen with plenty of storage and breakfast area overlooking tranquil water views. Home was originally constructed with 2,247 sq ft and later the expansive back porch was enclosed bringing the total to 2,958 sq ft of air-conditioned living space under roof. Large windows and sliding glass doors frame panoramic vistas, infusing the space with a sense of tranquility and connection to nature. Attached 2-car garage with large storage room. HOA fees include lawn care, trimming and fertilizer to give you more time to relax. Access to Lake Hartridge and the ‘Chain of Lakes’, a navigable canal system connecting 15 lakes, is obtained from the private community boat ramp and dock. This community is well known and desired by aircraft owners and flying enthusiasts as it is near Gilbert Field-Winter Haven Regional Airport, a city-owned airport that supports over 80,000 flights a year. It is also home to the Jack Brown Seaplane Base renowned as the largest and one of the oldest seaplane training and base operations in the world. Conveniently located between Orlando and Tampa with great attractions, waterfront restaurants, shopping, and some of the best fishing and ski lakes available! Welcome home to endless days of sunshine and relaxation. Please see the interactive 3D virtual tour and floor plan. Virtually staged photos are included.

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

Listing Agent: Kay Szinegh (813-918-0624)

Remarks: Under contract-accepting backup offers. Don't miss your opportunity to own this remodeled block home, featuring a new metal roof, new HVAC system, new windows, new kitchen, new bathroom. Conveniently located across the street from Lake Shipp and just minutes from downtown Winter Haven. Need a family compound? Purchase this home together with 1568 Lake Shipp. (MLS P4937858)

Listing is courtesy of: ALLSTATE REALTY SERVICES (863-965-0207)

Listing Agent: Dwight Head (863-965-0207)

Remarks: This updated 3-bedroom, 2-bath home offers comfort, functionality, and plenty of outdoor space to enjoy Florida living. Inside, you’ll love the spacious open floor plan featuring a Great Room, dining area, and family room combination with cathedral ceilings, wood burning fireplace, laminate wood flooring, and abundant recessed lighting. French doors from the dining room lead to an open patio and a large backyard—ideal for entertaining or relaxing outdoors. This home is light and bright and move-in ready just for you! The kitchen features white raised-panel PVC cabinetry, black tile countertops, a closet pantry, and updated appliances including a refrigerator (2026) and stove (2022). Major system upgrades include a new 3.5-ton A/C system with new ductwork and a roof replaced in 2022. The split-bedroom layout offers privacy, with both bathrooms very nicely updated. The spacious primary suite includes a beautiful bath with stone floors, a quartz vanity with integral sink and wall-mounted faucet, and a walk-in shower with new tile, glass doors, and drain pan—part of a $15,000 renovation. Additional highlights include a garage with mini-split A/C, insulated garage door, pull-down ladder for attic access, washer/dryer hookup, and laundry sink. Outside you will have a 10’x12’ shed with electric, and a well house with a Culligan water softener system. A new black aluminum fence surrounds the property, with vinyl PVC privacy fencing along the left side, 12-foot gates on both sides plus a 6-foot front gate—perfect for storing a boat, RV, or extra vehicles. A covered rear carport adds even more flexibility. Conveniently located on a large corner lot near lakes, parks, recreation areas, LEGOLAND, Hwy 27 & I-4, and all that Central Florida has to offer. Welcome home!

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

Listing Agent: Russ Rhoads (863-604-1570)

Remarks: Discover this charming home ideally located near Legoland, hospitals, businesses, and schools. With easy access to major roads, this property is situated within a community that offers private access, providing both convenience and security. The home requires new flooring, but with a little help and your personal touch, it has great potential to become a cozy haven. Perfect for first-time buyers or as an income property. Come and make this house your new home!

Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)

Listing Agent: Lucy Martinez (863-521-4156)

Remarks: Great investor or first time home buyer opportunity. This house has new windows, a new roof, updated electric panel and an renovated bathroom. The LVP throughout the home with 5-1/4 baseboard. This property has a huge back yard for your family to enjoy. Built in laundry with washer and dryer included. This property is move in ready and won't last long at this price. Schedule your showing today

Listing is courtesy of: XCELLENCE REALTY, INC (866-595-6025)

Listing Agent: Stephen Hubbell (863-559-5666)

Remarks: Another Great Listing brought to you by Paul Jacques, P.A. EveryThing Real Estate. Gated Community, Like New. Open floor plan. minutes from downtown Winter Haven. Low HOA, you’ll enjoy neighborhood security and amenities without the extra cost. Commuters will love the quick access to Hwy 27, providing an easy drive to area beaches, Orlando’s theme parks, and more. Price To Sell.

Listing is courtesy of: XCELLENCE REALTY INC. (866-595-6025)

Listing Agent: Paul Jacques (561-441-9695)

Remarks: Welcome home to this beautiful 2-story BLOCK HOME built in 2022 - still feels LIKE NEW and full of warmth and charm! This home offers INCREDIBLE SPACE, BRIGHT ROOMS, and a PEACEFUL WATER VIEW - perfect for family living and entertaining. Step inside to a welcoming foyer that opens to a FLEX ROOM - perfect for a formal dining room, formal living room or office. The kitchen is truly the HEART OF THE HOME, featuring a WALK-IN PANTRY, PLENTY OF CABINETS, LOTS OF COUNTER SPACE, a BREAKFAST BAR for quick meals, and an EAT-IN DINING AREA that opens to the FAMILY ROOM and SLIDING GLASS DOORS that lead to a FULLY FENCED BACKYARD with LAKE VIEWS. Downstairs also includes a FULL BEDROOM and FULL BATHROOM, great for GUESTS or IN-LAWS. Upstairs, you’ll find a LARGE MASTER SUITE with TWO WALK-IN CLOSETS and DOUBLE SINKS. There’s also an additional BONUS/FLEX ROOM that can be used as a game room, family room and/or den/office. Four additional SPACIOUS BEDROOMS, a FULL HALL BATHROOM, and a CONVENIENT UPSTAIRS LAUNDRY ROOM make this home as functional as it is beautiful. MODERN UPGRADES include UPDATED LIGHT FIXTURES, LUXURY VINYL FLOORING, FRESH DESIGNER TOUCHES, and PLENTY OF NATURAL LIGHT throughout. With a 2-CAR GARAGE, FRONT PORCH, and HUGE BACKYARD overlooking the WATER, this home has everything your family needs! DON’T MISS OUT - homes with THIS MUCH SPACE, in LIKE-NEW CONDITION, and on THE WATER, don’t last long! Schedule your showing TODAY before it’s gone!

Listing is courtesy of: XCELLENCE REALTY, INC (866-595-6025)

Listing Agent: Yanery Perez (863-838-9091)

Remarks: * Investor Special* 3 Bedroom ,3 Bath Block home in JAN PHYL VILLAGE , Winter Haven. Tons of potential with this property. Please schedule your showing today!

Listing is courtesy of: LINCOLN MADISON REAL ESTATE LLC (863-521-0549)

Listing Agent: Chris Davies (863-279-0013)

Remarks: HUGE $15,000 PRICE DROP! Welcome to this completely renovated 4-bedroom, 3-bath POOL home in the highly desirable Idylridge community of Winter Haven. No expense has been spared in transforming this home into a modern, move-in ready masterpiece with high-end upgrades inside and out. Inside, you’ll find a bright, open layout with all-new paint, luxury vinyl plank flooring, and luxury tile in the bathrooms. Each room features modern ceiling fans, and crown molding throughout, creating both comfort and style throughout the home. The stunning kitchen is a chef’s dream, featuring brand-new stainless steel appliances, granite countertops, a large new island, soft-close cabinet drawers, and a new walk-in pantry. A chef’s natural gas stove lets you cook while enjoying views of the pool and backyard, making this space perfect for entertaining or everyday living. The home offers TWO master suites, one with a large walk-in closet, plus two additional bedrooms and three fully updated bathrooms with contemporary fixtures and backlit mirrors for a sleek, contemporary feel. Step outside to your private backyard oasis with a refreshed pool featuring a brand-new liner, new screen enclosure, and new tile surrounding the deck. The large, fully fenced yard includes partially new fencing and three separate entrances with double gates, ideal for vehicles, boats, or recreational equipment. A 17 x 16 block shed on a slab with a brand-new metal roof provides extra storage or workshop space. Additional highlights include a brand-new roof with new soffit and fascia, two new AC units, new electrical including a 60-amp outdoor generator plug, a three-car carport, and a driveway that fits up to NINE vehicles. Conveniently located in Winter Haven, the home is minutes from shopping, dining, parks, and the Chain of Lakes, as well as attractions like LEGOLAND Florida Resort. This fully renovated, move-in ready pool home offers space, style, and unmatched upgrades—inside and out. Don’t miss your opportunity to own a truly exceptional property in one of Winter Haven’s most sought-after neighborhoods.

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

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

Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bathroom, 2-car garage home, lovingly cared for by its original owner. Designed for comfort, simplicity, and low-maintenance living, this residence offers just under 1,200 sq. ft. of well-planned space—ideal for those seeking an easy, relaxed lifestyle. The club house is an amazing place to enjoy the 87 degree pool year round, Boat slips available with private boat launch and pickle and tennis courts available among many more amenities. Inside, you’ll find tile flooring throughout the main living areas for effortless upkeep, along with stone countertops in the kitchen and bathrooms for a clean, modern touch. The spacious primary suite includes a large walk-in closet, providing excellent storage and everyday convenience. The split-bedroom layout offers privacy and flexibility for guests, hobbies, or a home office. One of the standout features is its private setting—you’re not looking directly at a neighboring home, giving you a rare sense of openness and tranquility. Step outside to the beautiful back screened in patio, perfect for soaking up the sun, relaxing with a book, or enjoying quiet evenings outdoors. Located in the highly desired 55+ community of Traditions, you’ll also enjoy exceptional amenities. The impressive community center features a heated pool maintained at a comfortable 87° year-round, with stunning views overlooking Lake Ruby. Residents have access to a private boat launch and boat slips, making lake days easy and enjoyable. Stay active with pickleball courts, a fully equipped workout facility, and a full schedule of social events, activities, and community gatherings happening throughout the year. With its peaceful setting, quality finishes, and resort-style amenities, this home offers the perfect blend of comfort and active living. Don't forget the new Publix being built around the corner for quick and easy grocery shopping.

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

Listing Agent: Keith St. Onge (863-651-1397)

Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 2018-built single-family home located at 1327 Salisbury Drive in Winter Haven. Offering approximately 2,300 square feet of living space, this spacious residence features 5 bedrooms, 3.5 bathrooms, and a two-car garage. The primary suite is conveniently located on the first floor, providing privacy and comfort, while the upstairs bedrooms are carpeted for a warm, cozy feel. The interior has been freshly painted, creating a bright and move-in-ready atmosphere throughout. Enjoy Florida living year-round from the screened-in back patio, perfect for relaxing or entertaining. It is conveniently located just minutes from downtown Winter Haven and close to the area’s picturesque lakes, shopping, dining, and major roadways. This home combines modern construction, generous space, and an excellent location. Schedule your private showing today!

Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)

Listing Agent: Joshua Nogowski (754-234-9626)

Remarks: Welcome to a home that checks the boxes and adds a little personality along the way! Located at 3396 Ave U NW in Winter Haven, this beautifully remodeled 4-bedroom, 2-bath residence is move-in ready and waiting for its next chapter. Step inside and you’ll immediately notice the fresh updates throughout—because let’s be honest, no one wants a “project” unless it’s on a vision board. This home features a brand-new roof, HVAC system, and windows, water heater, granite countertops, stainless steel appliances, cabinets + more, giving you peace of mind and energy efficiency from day one. Translation? Less worrying, more living. The layout offers flexibility for a variety of living arrangements, including a separate entrance that opens the door to endless possibilities—whether you’re thinking guest suite, private office, creative studio, or simply a little extra breathing room. You decide how it fits your lifestyle. Outside of the home, the location delivers convenience and entertainment all in one. You’re just minutes from LEGOLAND, perfect for fun-filled weekends or hosting out-of-town guests. Nearby, you’ll find a variety of dining options, shopping centers, and everyday essentials to make life easier. Access to quality healthcare is close by as well, including Winter Haven Hospital, giving added peace of mind when it matters most. Whether you're looking for space to grow, room to host, or simply a place that feels like home the moment you walk in—this one delivers. Schedule your private showing today and come see why this property might just be “the one” you didn’t know you were waiting for.

Listing is courtesy of: OPULENT REALTY INTERNATIONAL (863-323-7778)

Listing Agent: Alicia Self (863-450-8394)