Choosing to move to or relocate within Winter Haven means you'll gain easy access to several great things to do in Central Florida. The close proximity to top theme parks makes this location very popular. Of course, the many lakes surrounding the community also help draw new residents to the area.
Found just outside Lakeland and to the southwest of Orlando, Winter Haven is a popular Central Florida destination. It's surrounded by lakes and the many highways running through the area make it easy to get to top attractions throughout Central Florida, such as the top theme parks.
Winter Haven is found about 57 miles from the center of Orlando and about 50 miles from Tampa. It's only 15 miles from downtown Lakeland and just minutes from some of the best lakes in the area.
Winter Haven offers several great home options including single-family homes and condos. You can enjoy living in the downtown area or you can choose a home further out away from the downtown area of Winter Haven. Many lakefront properties are also found throughout the area.
Whether you plan to live in Winter Haven year-round or you prefer to vacation her for part of the year, Winter Haven has a home for you. The community offers several unique neighborhoods including some closer to downtown and others further away from the downtown area. Some of the top neighborhoods in Winter Haven include:
These communities, along with others, have plenty to offer for all types of home buyers. Whether you're looking for a starter home or a custom estate, you'll find it within the Winter Haven area.
The main things to do in Winter Haven revolve around the lakes. From taking a kayak out on Lake Silver to water skiing on one of the other lakes, there are plenty of water activities to enjoy here. In fact, a big part of the history of the community has to do with water skiing.
Along with water activities, the Russ Matt collegiate baseball tournament is held here every year. LEGOLAND is also located nearby offering a cool theme park for locals to enjoy without leaving Winter Haven.
Winter Haven is also home to Rotary Park and found close to the Marshall Hampton Reserve. Several other lake parks and marinas are also found throughout the area.
Brand new, energy-efficient home available by Oct 2026! Prepare dinner while catching up on the days events from this home's open kitchen which overlooks a spacious great...
Short Sale. Short Sale. Welcome to 1140 Tyler Loop in Winter Haven! This two-story home offers 4 bedrooms, 2.5 bathrooms, and an open floor plan that connects the living,...
Discover the comfort and convenience of this inviting 2-bedroom, 2-bathroom Villa featuring an open-concept layout designed for easy everyday living. The seamless flow be...
Looking for a peaceful lakefront pool home or well appointed Airbnb property? This beautiful 3-bedroom, 2-bath home sits on Lake Conine in Winter Haven’s northern Chain o...
GREAT INVESTMENT OPPORTUNITY IN WINTER HAVEN! Whether you're looking to purchase your first investment property or expand your existing portfolio, this beautifully remode...
Welcome to 6052 Kaley Dr in Sunridge Village! This spacious 4-BEDROOM, 3-FULL-BATH POOL HOME PLUS a dedicated HOME OFFICE/BONUS ROOM offers 2,200 square feet of living sp...
FULLY REMODELED WATERFRONT HOME,PRIVATE POOL and BOAT DOCK WITH LIFT and NO HOA! Enjoy the best of Florida living in this beautifully remodeled 4-bedroom, 3-bathroom wate...
Beautiful 3-bedroom, 2-bath POOL home in the Planters Walk community! This home features granite countertops, stone backsplash, and updated flooring. The layout offers a ...
Your own slice of Lake Daisy. This updated lakefront ranch style home sits on 100 feet of frontage on a clean, spring-fed lake where skiing and water sports can be yours,...
Short Sale. **This property is on the process of a Short Sale**Welcome to this amaizing move in-ready, beautifully upgraded 3-bedroom, 2-bath home blends modern design wi...
Welcome to Jan Phyl Village in Winter Haven! This home offers a great opportunity for buyers looking for comfortable living with plenty of room to make it their own. Insi...
Discover timeless elegance and waterfront living at 100 Island Way, a distinctive custom estate nestled within the gated community of Orchid Springs. Situated on approxim...
Beautifully updated 2-bedroom, 1-bath home featuring a 2-year-old roof, new interior and exterior paint, new flooring throughout, and a remodeled bathroom. The brand new ...
Welcome home to Winter Haven gem located in Garden Grove area, It is less than 3 miles to Legoland/Cypress Gardens. The .21 acre lot has plenty of room for a pool and ou...
Luxury Living in Emerald Palms – Southeast Winter Haven Welcome to an exceptional custom-built residence in Emerald Palms, one of Southeast Winter Haven’s desirable gate...
GREAT INVESTMENT OPPORTUNITY! Great investment property featuring a very large yard in a nice neighborhood, conveniently located near shopping, restaurants, and other am...
WELCOME HOME! Discover this beautiful single-family home featuring 3 bedrooms, 2 bathrooms, and 1,720 square feet of living space, built in 2020 and located in Winter Hav...
Welcome to 4407 Mandolin Boulevard in Winter Haven! This well-maintained 5 bedroom, 3 bath home in a gated community offers generous living spaces and a versatile layout....
Lovely Winter Haven Home featuring a 3 bedroom, 1 bath, 1,144 square feet of inviting living space with NO HOA! Perfect for first time home buyers, retiree's or anyone ju...
Under Construction. Beautiful 2 Level, 2 Car Garage Home with Open Concept Living and 4 Bedrooms! The inviting front porch opens to a gracious foyer with 2 adjacent seco...
Check out this freshly painted 4 bedroom, 2 bath, 2 car garage with a huge lot! High ceilings, open floor plan and split floor plan, huge primary suite with walk in close...
Welcome to this beautifully maintained 3-bedroom, 2-bathroom home nestled in a the quiet East Summit neighborhood. Thoughtfully updated and move-in ready, this property o...
Calling all real estate investors, flippers, and buy-and-hold landlords! This 3-bedroom, 2-bathroom single-family property offers approximately 1,630 square feet of livin...
Short Sale. INVESTOR SPECIAL! Discover the potential of this cute home in beautiful Winter Haven! Located at 3393 Avenue J NW, this property offers an opportunity for buy...
**More PhotosComing** Comfortable, Simple Living in Cypress Landing on Lake Dexter. This 2 Bedroom, 2 Bath Home Has a Vaulted Ceiling Over the Living and Dining Area, and...
Under Construction. Introducing the Cali floorplan at Willowbrook South, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. ...
Under Construction. Brand new, energy-efficient home available by Nov 2026! Configure the flex room in the front of the home to an at home office space or hobby space for...
4 BEDROOM, 2 BATH NEWER HOME WITH AFFORDABLE HOA, NO CDD AND PRICED TO SELL! Welcome to this clean, well-kept 2020 four-bedroom, two-bath home across from Lake Lucerne i...
BEAUTIFUL HAMILTON POINTE POOL HOME! Welcome to this 4-bedroom, 2.5-bath pool home sits on a half-acre lot with no rear neighbors, offering 3,114 square feet of living sp...
Under Construction. Beautiful 2 Level, 2 Car Garage Home with Open Concept Living, Loft and 4 Bedrooms! The inviting front porch opens to a gracious foyer with adjacent ...
Welcome to 888 Twin Oaks Lane, where striking custom architecture, luxury features, four acres of privacy, and resort-style outdoor living come together in prestigious, g...
STYLE, COMFORT, AND SMART LIVING COME TOGETHER IN THIS WINTER HAVEN HOME! Discover this elegant 3-bedroom, 2.5-bath residence in Lake Smart Pointe, where inviting spaces ...
Welcome to 273 Mariposa St. in the desirable Orchid Springs Patio Homes community in Winter Haven! This beautifully maintained 3-bedroom, 2-bathroom home has undergone MA...
Beautiful New Construction with Detached Mother-In-Law Suite/ADU! Discover the perfect blend of modern living, privacy, and versatility in this beautiful new-constructio...
Welcome to this spacious 4-bedroom, 2-bathroom home nestled in a desirable gated community. Situated on a large lot, this home offers over 2,000 square feet of comfortabl...
LOCATION! LOCATION! LOCATION! SPRING-FED LAKE DEXTER WITH REMARKABLY CLEAR WATER! Welcome to CYPRESS LANDING, one of Winter Haven’s hidden gems, offering an incredible Fl...
CYPRESSWOOD MASTERPIECE!!! This breathtaking 4BR/2.5BA residence sits across from a tranquil pond & Cypresswood's sprawling par 5 15th hole. Enjoy the view from your la...
Discover this 2-bedroom, 2-bath home filled with potential and ready for its next owner. Located in Traditions at Lake Ruby, a maintenance-free, gated 55+ community, this...
VACANT AND PRICED TO SELL! NEW ROOF 2025! 2 BED 2 BATH CONCRETE BLOCK STUCCO (CBS) HOME IN GUARD GATED CYPRESSWOOD GOLF AND COUNTRY CLUB, WINTER HAVEN FL 33884. Vacant si...
Virtually Staged. Welcome to your dream retirement home located at 6240 Pinehurst Loop Winter Haven, Fl. 33884, designed with 3 Bedrooms and 2 full bathrooms. This deligh...
New - New - New! This 3 bedroom 2 bath features a beautiful lake view and has been completely remodeled. Updates include a new HVAC system, new metal roof, new kitchen wi...
Under Construction. The Archer II is one of our one-story floorplans features in our Willowbrook South community in Winter Haven, Florida. Take your pick between two slee...
Welcome to 226 Sunfish Drive in Winter Haven, FL! Built in 2019, this spacious two-story home offers 4 bedrooms, 2 bathrooms, and approximately 2,746 square feet of livin...
Under Construction. Brand new, energy-efficient home available by Dec 2026! Enjoy open-concept living with a chef-inspired kitchen overlooking the great room and dining a...
Under Construction. Brand new, energy-efficient home available by Jan 2027! Entertain guests with ease with an open kitchen which overlooks the dining and great room. Fir...
Under Construction. Brand new, energy-efficient home available by Dec 2026! Open floor plan creates a unified living space with a large great room that overlooks the kitc...
Under Construction. Brand new, energy-efficient home available by Dec 2026! Configure the flex room in the front of the home to an at home office space or hobby space for...
Under Construction. Brand new, energy-efficient home available by Dec 2026! Open first floor creates a unified living space with a large great room that overlooks the kit...
Under Construction. Brand new, energy-efficient home available by Dec 2026! Open first floor creates a unified living space with a large great room that overlooks the kit...
Move in Ready in Cypresswood Plantations!! Located in the highly sought-after gated golf community of Cypresswood in Winter Haven. This beautiful custom built home feat...
Under Construction. Brand new, energy-efficient home available by Dec 2026! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room tha...
New construction home with 2005 square feet on one-story including 3 bedrooms plus a den, 2 baths, and an open living area. Enjoy an open kitchen with Silestone counterto...
Welcome to your own slice of Florida WATERFRONT LIVING! Situated on an oversized .41-acre lot in the desirable GATED COMMUNITY of Lakewood, this 3-bedroom, 2-bath POOL HO...
MORE ROOM TO LIVE, A BACKYARD TO ENJOY, AND NO CDD—WELCOME HOME TO WINTER HAVEN! Located in the desirable COUNTRY WALK community, 3132 Country Club Cir offers 4 BEDROOMS,...
New construction home with 1568 square feet on two-story including 3 bedrooms with loft, 2.5 baths, and an open living area. Enjoy an open kitchen, Silestone countertops,...
New construction home with 1358 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung st...
Under Construction. Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! This Flagler plan is available in a Traditional exterior design. Th...
NVESTOR OPPORTUNITY! Bring your vision and transform this property into its full potential. This home is ready for a complete renovation and offers an opportunity for an ...
Virtually Staged. Welcome to this beautifully maintained 3-bedroom, 2-bathroom single-story home in a highly desirable Winter Haven community with low HOA fees! Built in ...
Virtually Staged. Under Construction. Welcome to the Bradley, the perfect combination of comfort, style, and functionality. This inviting single-story floor plan features...
BEAUTIFUL 3-BEDROOM, 2-BATH HOME IN CYPRESS LANDING ON LAKE DEXTER! Welcome to this beautifully maintained 3-bedroom, 2-bathroom home with a 2-car garage, located in t...
Welcome to 718 Eagle Landing Boulevard, a stunning, nearly new 4-bedroom, 2.5-bathroom home that perfectly blends modern style, comfort, and peaceful surroundings! Built ...
Room to spread out in Pinnacle Point! Built in 2022, this two-story Winter Haven home offers 5 bedrooms, 3 full bathrooms, and approximately 2,892 square feet of heated l...
Welcome to this beautifully maintained 3-bedroom, 2-bath home in the desirable gated community of Terranova! Featuring an open floor plan, vaulted ceilings, and a private...
**PRICED TO SELL! 4 BEDROOMS, 2 BATHROOMS, NO HOA, AND MAJOR UPDATES ALREADY COMPLETED! ** Don't miss this fantastic opportunity to own an affordable home in Winter Haven...
LIKE NEW!!! Don't miss this 4 bedroom, 2 bath home centrally located in Winter Haven, FL in the GATED COMMUNITY OF MANDOLIN. So many NOTABLE UPDATES in 2026 including: ...
Virtually Staged. Move-in ready and built in 2024! This beautifully maintained 4-bedroom, 2-bath home offers nearly 1,900 sq. ft. of thoughtfully designed living space wi...
Virtually Staged. This property is located in one of the best neighborhoods in Winter haven. A new roof will be installed soon.
Virtually Staged. Discover this beautifully upgraded 4-bedroom, 3-bath home at 915 Hart Lake Court in Winter Haven. Located in a private gated community across the street...
Tucked away on the golf course in the highly sought after Cypresswood Golf and Country Club community of SE Winter Haven with serene pond views and lush natural foliage f...
Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this impeccably maintained 3-bedroom, 2-bath...
Welcome to this stunning Biscayne-model home located at 5385 Hogan Lane, Winter Haven, Florida 33884, within the highly desirable Lake Ashton, a Premier Florida Retiremen...
TIMELESS LAKEFRONT LIVING IN BEAUTIFUL LAKE LINK ESTATES: Some homes have a way of making you feel welcome from the moment you step inside. With its classic traditional a...
This charming and move-in-ready 4-bed, 2-bath, 2-car garage home offers a blend of modern upgrades and comfortable living spaces. The renovated kitchen features quartz co...
This property presents an excellent opportunity for those looking to combine location, space, and a beautiful view of Lake Idyl. Its open and inviting setting adds a spec...
Welcome to 3789 Giorgio Dr, a beautifully maintained 2024-built home in the desirable Villamar community of Winter Haven. This 3-bedroom, 2-bath residence offers an open ...
Welcome to 168 Waterside Cir, a charming single-family residence nestled in the heart of Winter Haven, FL, 2018-built home where Florida waterfront living meets everyday ...
This 3 bedroom 2 bath home is perfect for 1st time homebuyers, snowbirds, and investors. Roof is only 6 years old and all kitchen appliances have been upgraded recently....
Charming 2 bedroom, 2 bath home with a 1 car garage in Orchid Springs! The expansive main living space flows effortlessly into a dedicated dining area, creating a bright ...
Brand new, energy-efficient home available by Aug 2026! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio....
Beautifully maintained 3-bedroom, 2-bathroom home, built in 2020, offers modern comfort, valuable upgrades, and outdoor features that make it stand out from the rest. Ste...
Built in 2023, this 4-bedroom, 2-bath Winter Haven home combines modern design with ultimate convenience. The bright, open-concept interior features ceramic tile floors a...
Be the First to Enjoy This Beautifully Renovated Home! Featuring brand-new paint, flooring, kitchen, bathrooms, windows, doors and AC. This home offers modern finishes an...
Short Sale. SHORT SALE!! Looking for a home that offers more space without stretching your budget? This beautifully maintained 4-bedroom, 2-bath home in the gated Buc...
UPGRADED HOME IN THE GATED RESORT-STYLE COMMUNITY OF TRADITIONS: Meticulously maintained and thoughtfully upgraded 2 bedroom, 2 bath home with a versatile den that can e...
Welcome to 2021 Canton Park, a charming 3-bedroom, 2-bathroom home in Winter Haven. This inviting property offers a comfortable and functional floor plan, with well-propo...
222 Cloverdale Rd is a one-story Winter Haven home built in 2005, with vaulted ceilings, an open kitchen-to-living layout, and a covered screened patio overlooking a broa...
Move-in ready four-bedroom, 2.5-bathroom home located in the desirable Sun Ridge Village Ph 01 neighborhood. This home features an open floor plan that flows seamlessl...
Virtually Staged. Welcome to 997 Harold Pass, a nearly new home built in 2024 in the Peace Creek Reserve community of Winter Haven. This 4 bedroom, 2.5 bath home offers 1...
MORE SPACE, MORE FLEXIBILITY, MORE POSSIBILITIES. Discover the charm and potential of this inviting property located in Winter Haven! Featuring 3 bedrooms and 2 bathrooms...
Virtually Staged. New Roof. New pool resurface. New paint inside and out. Newer AC New Kitchen, the list continues with all the big-ticket items done. This home is ready ...
Virtually Staged. NO HOA! 3BR/2BA Gem in Established quiet Winter Haven Neighborhood! Welcome home to this solid, beautifully built 3-bedroom, 2-bathroom residence featu...
Completely remodeled, full of charm, and NO HOA! Welcome to this beautifully updated 3-bedroom, 2-bath home in Winter Haven, where modern finishes and comfortable living ...
Virtually Staged. WELCOME TO PEACE CREEK RESERVE! Discover modern Florida living in this beautifully designed 2024-built, single-story home offering 3 bedrooms, 2 bathroo...
Looking for a 4-bedroom home in Winter Haven with extra-living space and convenient access to shopping, dining, and local attractions? Located at 703 Avenue L SE, this si...
NO CDD • LOW HOA • SPACIOUS CORNER LOT! Space, style, and modern Florida living come together in this impressive Winter Haven home offering nearly 3,000 SQ. FT. with 4 BE...
Imagine waking each day to breath-taking lake views, swaying palms, spectacular sunsets, and the tranquil beauty of Lake Lulu. Quietly positioned on one of the most desir...
Under Construction. Turquesa BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4...
Under Construction. Turquesa BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4...
Under Construction. Indigo BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car ...
David Myers 407-801-3286
Your Central Florida Real Estate Expert