$252,596Average Value$162Average Price per Sq Ft95Homes For Sale
Collaborative efforts have created an enviable neighborhood
Eclectic dining. Cultural attractions. Lakefront recreation. On the surface, these are the reasons that Winter Haven is the fastest-growing city in one of the fastest-growing regions in the country. But if you dig a little deeper, you’ll find that the work of city officials and business leaders has laid the foundation. “There’s a unique level of collaboration and cooperation to do what is best for Winter Haven,” says Sara Beth Wyatt, president and CEO of the Winter Haven Chamber of Commerce. “We start with ‘Yes,” and then see if we can make it happen.” Nothing epitomizes the ongoing success of their efforts more than Downtown Winter Haven, the vibrant centerpiece of a flourishing city. “Full disclosure, I live and work downtown, so I’m a big fan,” Wyatt says. “There’s just so much to do. A lot of that is centered around the lakes, and we like to joke that you run into a lake at the end of every street, but we’ve got bars, restaurants, ice cream shops, shopping. You can park your car once and enjoy all of it.”
Downtown Winter Haven is a laid back sunny neighborhood in Florida.
Downtown Winter Haven is the vibrant centerpiece of one of Florida’s fastest-growing cities.
A burgeoning contemporary dining scene. Historic venues. Downtown Winter Haven has it all.
1/3
Dining options are endless
The neighborhood is anchored by a burgeoning dining scene. Nutwood, owned by Michelin star-rated chef Steven Rojas, is the city’s premier farm-to-table restaurant. Arabellas is known far and wide for its upscale Italian dishes. “I can’t tell you the number of times I’ve heard of people driving 45 minutes-plus just for the dining experience,” Wyatt says. Adler’s elevates comfort food with its contemporary twist on burgers. The Smokin’ Ox is the go-to spot for everything barbecue. For relaxed dockside dining away from the buzz of downtown, Harborside is a popular established eatery serving up seafood favorites. Bowen Yard, a new food and event space featuring six eateries, is the latest project of the Six/Ten LLC development group. “They are very partial to whom they want to attract,” Wyatt says. “A private entity that can be a little more particular in recruiting companies to Winter Haven will make sure we have a diverse mix.” Adding to the diversity are established eateries from outside the city such as Lucille’s American Café and Delectable Delights that have recently opened downtown locations. “They see something in Winter Haven,” Wyatt says. There are plenty of nightlife options as well. Featured stops include speakeasy-style Social Cocktail Lounge, which features live music, Grove Roots Brewing Co. and The Union Taproom. The neighborhood is served by two primary commercial corridors -- U.S. Route 17, known locally as 3rd Street, and Cypress Gardens Boulevard. Walmart, Publix, Aldi and Lowe’s are among the convenient retail options along the corridors.
Nutwood, is an intimate farm-to-table restaurant located in Downtown Winter Haven
Adler’s serves up elevated comfort food in a relaxed atmosphere.
The Smokin’ Ox offers the best in modern barbecue in Winter Haven.
Harborside is a popular dockside eatery serving up fresh seafood and other favorites.
1/4
Cultural attractions and community gatherings
The neighborhood also is the city’s cultural center. Theatre Winter Haven is home to popular community theater productions, and the Historic Ritz Theatre, established in 1925, features movies, concerts and improv comedy acts. Gram Parsons Derry Down, a relatively new addition to the entertainment scene, is a contemporary concert venue that is the result of restoring a teen club originally built to showcase a young Gram Parsons, a Winter Haven native whose “Cosmic American music” is considered the precursor to alternative country. The downtown area also hosts citywide events throughout the year. Annual celebrations include Taste of Winter Haven, Craft Beer Crawl and family friendly gatherings such as CommunityFest and Bark in the Park. Downtown also hosts the popular Winter Haven Farmers Market every Saturday. “We’re not as busy or chaotic as Tampa or Orlando, but there’s still so much activity,” Wyatt says.
Located in the heart of Downtown Winter Haven is the Historic Ritz Theater.
Gram Parsons Derry Downs is an event venue in Downtown Winter Haven, FL.
Vibrant works of art are abundant at the festival where local artist showcase their works.
Winter Haven Farmers Market is a great weekly event to find fresh produce & local art pieces.
1/4
"A lakefront lifestyle you don't often find"
At 624 acres, Lake Howard is the largest of several lakes in the neighborhood, several of which are connected by canals. Lakes Howard, May, Shipp, Cannon, Mirror and Spring Lake are all connected. Other neighborhood lakes include Silver, Martha, Maude and Idyl. That concentration provides residents with easy access to daily water-related activities throughout the year. Boaters in need of speed can put the throttle down and race across the larger lakes, which offer space for water skiing, an activity the city has long been known for. If relaxation is the aim, the lakes provide an idyllic setting for a pontoon boat float with friends and family. Anglers are ever-present, searching for their next big catch in waters stocked with bass, crappie and bluegill. “I think people appreciate the lakes, but they don’t quite realize what we have here,” Wyatt says. “You could jump in a boat and travel from southeast Winter Haven to northwest Winter Haven quicker than you could drive. The majority of the lakes in Winter Haven have public access, and the city has done a great job maintaining them. We have a lakefront lifestyle that you don’t often find.” South Lake Howard Nature Park and Martin Luther King Park are lakefront green spaces with walking trails. The latter is home to the Winter Haven City Tennis Center, the Winter Haven Senior Adult Center and monthly performance of the Cypress Gardens Water Ski Team on Lake Silver. Organized athletic activity takes place at the Chain O’ Lakes Complex, a sprawling park on the shores of Lake Lulu that is the site of a $20 million redevelopment project. Slated to be finished in early 2025 in time to host regional tournaments, the complex will be anchored by four artificial-turf baseball fields. Future plans include the addition of a multi-purpose field, playground and boardwalk.
With over 50 interconnected lakes throughout the Winter Haven area fishing is a common hobby.
The World Famous Cypress Gardens Ski Team continues with monthly shows in Winter Haven.
Locals can break a sweat at the Winter Haven Tennis Center playing Tennis for Pickleball.
1/3
Affordable alternative to nearby metropolitan areas
Traditional ranch-style homes and other midcentury designs are prominent among established housing, which also includes Spanish-style and cottage-style homes. Contemporary custom homes in gated communities highlight new construction. Prices range from the low $200,000s to the mid-$600,000s. Lakefront homes are the neighborhood’s most expensive, typically priced from the low $800,000s to more than $1.5 million. Alternative options include waterfront condominiums starting in the low $100,000s and manufactured homes in 55-plus communities starting at $40,000. “A lot of people are looking to purchase a Florida home, and the Orlando/Kissimmee area is pretty tapped out. So if someone is looking to invest, Winter Haven is a great place,” says Emily Ward, a Realtor with EXP Realty. “We’re near Orlando and near Tampa, but we have a smaller state of mind. With lower prices, it’s a great place for people looking for longer-term investments.”
Ranch-style designs are prominent among the neighborhood’s established housing.
Lakefront homes are the neighborhood’s most expensive, but have the most majestic evening views.
Contemporary custom homes in gated communities highlight the new growth in Winter Haven.
Spring Lake Towers Boat Slip & Dock
1/4
Neighborhood is home to city's top-rated school
Florida offers a robust school-choice program, and Winter Haven’s top-rated institution, Chain of Lakes Collegiate High, is located downtown. A-rated by Niche, the charter school allows motivated 11th- and 12th-graders to take high school and college courses simultaneously. The school is located on the Winter Haven campus of Polk State College, which offers a variety of work certificates, associate’s degrees and bachelor’s degrees focusing on health, science, education and law enforcement. Frank E. Brigham Academy, a B-plus-rated magnet school, is the top elementary option in the neighborhood, which also is home to Denison Middle, a C-rated school, and Winter Haven Senior High, a B-minus-rated school.
Frank E. Brigham Academy is a magnet school located in Winter Haven, FL.
Denison Middle School is home to over 800 students in grades 6-8.
Winter Haven Senior High School is a public school located in Winter Haven, FL.
Welcome to Chain of Lakes Collegiate High School in Downtown Winter Haven.
1/4
Conveniently located to regional points of interest
The neighborhood’s centralized location provides easy access to travel throughout the region. U.S. Highway 17 connects south to Bartow and north to U.S. Highway 92, which connects directly to Lakeland about 15 miles west. U.S. Highway 27, located a few miles east of downtown, connects south to Lake Wales and north to Haines City and Davenport. The neighborhood is roughly equidistant between Tampa and Orlando. The major metropolitan areas are both about 50 miles away via Interstate 4. Closer to home, Citrus Connection bus stops are spread throughout the neighborhood, which also is home to an Amtrak train station that provides daily commuter service. The Winter Haven Regional Airport, located about 5 miles north of the neighborhood, is a busy public-use facility, but it does not offer commercial service. However, both Tampa and Orlando have international airports.
The neighborhood’s centralized location provides easy access to travel throughout the region.
The Citrus Connection bus stops are spread throughout the neighborhood of Winter Haven.
The Polk Parkway allows for access to Tampa & Orlando.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Are you familiar with the Downtown Winter Haven neighborhood?
to let others know what life in this neighborhood is like.
Crime and Safety
1 - Low Crime, 10 - High Crime
Downtown Winter Haven
US
Homicide
4
4
Sexual Assault
5
4
Assault with Weapon
5
4
Robbery
5
4
Burglary
5
4
Motor Vehicle Theft
5
4
Larceny
5
4
Crime Score
5
4
Source: WhatIsMyCrimeRisk.com
Downtown Winter Haven Demographics and Home Trends
On average, homes in Downtown Winter Haven, Winter Haven sell after 95 days on the market compared to the national average of 55 days. The median sale price for homes in Downtown Winter Haven, Winter Haven over the last 12 months is $230,000, down 2% from the median home sale price over the previous 12 months.
One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, offering 1,512 square feet of comfortable living space in a desirable gated community in Winter Haven. Built just two years ago, this nearly new home blends modern design with a warm, family-friendly feel. Step inside to find vaulted ceilings and tile flooring
Perfect BLOCK home for the first time home buyer, investor or seasonal owner - and a prime investment property for consideration as well. Located in a wonderful mature neighborhood zoned as a MIXED USE area; so there is potential to convert this Residential home into an Office or a Business! Offering quick access to every amenity imaginable and close to the Heart of Winter Haven. Currently a 2
PRIME LOCATION!! Prime Investment Opportunity with Commercial Zoning! Located in the Historic Pughsville neighborhood of Winter Haven. This property offers incredible versatility. Currently a cozy 2-bedroom, 1-bath residential wood framed home, the lot is zoned commercial, opening the door for various business uses. The property features a spacious, fenced-in yard with the added benefit of No HOA
Enjoy this clean 2 bedroom, 2 bath villa in the community of Mayfair Place. Step into a spacious great room with soaring ceilings and all ceramic tile floors throughout, offering both style and ease of maintenance. The open kitchen includes plenty of counterspace, gas range/stove, and breakfast bar. The primary suite features sliding glass doors leading to a peaceful back patio, the perfect spot
Auction Property. Ranch-style home offering 2 bedrooms and 1.5 bathrooms with a spacious living room and a good-sized yard. Features include a durable metal roof, RV electrical hookups, and a chicken coop. Some updates in the kitchen. Short Sale subject to lender approval.
INVESTORS! Take a look at this 1914 Crafstman Bungalow style home! This opportunity is located in the heart of the Winter Haven Heights Historic Residential District that was added to the National Register of Historic Places in 2000! Just 200 feet to the Kiwanis Park on the shores of Lake Martha! Spacious rooms with high ceilings waiting for your imagination are renovation! New Roof 2024! Call
Stunning renovated 4 bedroom 3 bathroom property is move-in ready with a new roof, upgraded plumbing and electrical, new gutters, impact windows and doors. Giving you peace of mind from the start. The layout includes two in-law suites, offering flexible options for family, guests, or rental income. The home also features an attached garage, a backyard shed, and space where you can add an ADU
Welcome to this inviting 3 bedroom, 2 bath home with 1,860 sqft of living space in one of Southeast Winter Haven’s desirable neighborhoods. Enjoy a spacious family room surrounded by large glass windows on three sides, flooding the home with natural light and providing a perfect spot to relax or entertain. The cozy living room features a fireplace with built-in bookshelves, creating a warm and
Short Sale. Discover the exceptional potential of this 3-bedroom, 2-bathroom home ideally located in the heart of Winter Haven, offering unbeatable access and flexibility with no HOA restrictions. Positioned just minutes from major highways, shopping centers, dining, and local amenities, this property delivers convenience that’s hard to match. Inside, the home features a spacious living area, an
Looking for an affordable, move-in ready home under $250k with a fenced yard and no HOA in central Winter Haven? This updated 3-bedroom, 1-bath concrete block home offers 1,191+ square feet of easy living—plus a bright Florida bonus room and a private backyard that's fully fenced, perfect for pets, gardening, or relaxing outdoors. Inside, you'll find a modern kitchen with granite countertops,
Charming & Renovated Single Family Home With NO HOA & Great Investment Potential! Welcome to this cozy 3 Bed, 1 Bath residence that features a seamless open floor plan, with a bright living room and dining room combo that flows into the modern kitchen. The interior has been thoughtfully updated with luxury vinyl and tile flooring throughout, providing a stylish and easy-to-clean environment. The
Discover a rare opportunity to own this architecturally distinctive 2-bedroom, 2.5-bath residence located in the gated community of Casarena on the Lakes. This well-designed home offers an impressive blend of indoor and outdoor living spaces. The main level features a formal living room with a fireplace and wet bar, a dining area, a functional kitchen with breakfast bar, a guest half bath, and
Best view in the building! Welcome to your dream Florida escape at 700 Mirror Terrace NW, a beautifully updated and well-maintained condo in this lively 55+ Spring Lake Towers Community. This stunning unit boasts unparalleled lakefront views on the Chain of Lakes in Winter Haven, offering breathtaking sunrises and sunsets every day. Step inside and discover a spacious living and dining room. The
Located in the heart of Winter Haven, this property offers a great opportunity to own in a convenient and well-established area of Polk County. Situated on Ave B NE, the home is just minutes from downtown Winter Haven, local shops, restaurants, parks, and the city’s beautiful chain of lakes. The property provides easy access to major roads, making commuting simple while still enjoying a quiet
VACANT, MOVE-IN READY & PET FRIENDLY! Lease for just $1,600/month! Located in the lovely and up-and-coming Winter Haven area, this completely remodeled historic 1930s home has been beautifully restored to its former glory. This charming home offers 2 bedrooms and 1 well-appointed full bathroom, perfect for comfortable living. Situated on an oversized, fully fenced corner lot—perfect for pets—the
Great Rental Opportunity on this 3-bedroom, 2-bathroom single-family home in the heart of Winter Haven. Situated on a spacious lot with easy access to major highways. While its location in an up-and-coming area this property offers a unique combination of residential comfort in a commercial location. Don’t miss this rare opportunity to rent, schedule your private showing today!
Freshly updated and full of charm, this 2-bedroom, 1.5-bath home offers a comfortable layout with stylish modern touches throughout. From the moment you arrive, you’re welcomed by a fully fenced front courtyard — a private entry space that adds both character and functionality, perfect for outdoor seating or a quiet retreat.Inside, the home features a bright and open living space that flows
Newly updated 2 Bedroom /1 bathroom with private fenced yard.Welcome to this beautifully renovated 2-bedroom, 1.5-bath home offering comfort, convenience, and modern updates throughout. Thoughtfully refreshed from top to bottom, this property features new appliances, updated finishes, and a bright, open-concept living and kitchen area designed for easy everyday living and entertaining.The
The Best Amenities in TownThe Jade offers the most comprehensive amenity package in town, offering an unmatched blend of luxury, comfort, and convenience at one inclusive price—no other apartment complex nearby provides such a diverse range of options under one roof.
Check out this waterfront studio apartment. This home boasts tile floors, freshly painted interior. Screen lanai with great views of Lake Lulu. Community includes lawn care. 1 car carport. Great location of chain of lakes. Close to shopping and grocery store. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. This property is proud to offer
Welcome to Briarcrest at Winter Haven Apartments, ideally located near downtown Winter Haven, FL where convenience meets comfort in a picturesque setting. Choose from our spacious and versatile one, two, and three-bedroom floor plans, each thoughtfully designed to suit diverse lifestyles. Our community boasts not just one, but two sparking pools for residents to unwind and enjoy Florida's
Beautiful first-floor apartment, conveniently located near restaurants, shopping, and the hospital. This one-bedroom, one-bathroom home features a granite vanity, a laundry room, and a kitchen with granite countertops. Currently available and a must-see!
Barrington Place at Winter Haven is an intimate and charming community located in Winter Haven, FL. Our exclusive residences offer a serene retreat for residents seeking comfort and convenience. Discover the perfect balance of tranquility and accessibility, with proximity to Cypress Gardens Blvd., top-rated schools, healthcare facilities, and shopping destinations just moments away. Choose from
Welcome to 113 Avenue C SE, Winter Haven – a freshly updated and cozy 3-bedroom, 1-bathroom home perfect for a new family! This home boasts gorgeous hardwood floors throughout, a beautifully updated kitchen and bathroom, and central air for year-round comfort. A washer and dryer are conveniently included, and water utilities are covered in the rent (tenant is responsible for electric and
Local Logic measures the walkability, access to public transit and bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
