Active, tight-knit gated communities with amenities
Southeast Winterhaven is a patchwork of amenity-rich, lake-speckled gated communities. “What draws people there is the wide range of amenities that people have. And as a result, people say, ‘Oh wow, I’m going to live in a resort for the rest of my life,’” says Michael Krigelski, a Realtor and owner at A+ Realty who has lived in Lake Ashton, one of the area’s 55-plus communities, for over 20 years, adding that its abundant clubs and active lifestyle are major draws. It’s what Krigelski and his wife love about Lake Ashton. “The mere fact that you’re active, you’re very social. You get involved with activities that are fun, and you look forward to the next day because you’ve got something planned or you’re going to go somewhere,” he says, adding that he still works full-time and plays golf three or four days a week. “I think this place has helped keep us young.” Friendly neighbors also make a world of difference. With so many activities to participate in, people get to know one another. “We have everything here. We’re big enough to have stuff and small enough to know people,” Krigelski says. “I wouldn’t want to live anywhere else.”
Kayaking and swimming in local lakes, golf and private amenities
Many of Southeast Winterhaven’s gated communities have lakes where residents kayak and fish. Anglers also cast lines in more than 60 ponds and creeks, and Krigelski says the nearby seaplane school uses Lake Ashton for practice landings. Lake Ashton Golf Club has two 18-hole championship golf courses, while the nearby Lake Bess Golf Club has a public nine-hole course. These gated communities usually have a clubhouse with amenities like a gym, tennis or pickleball courts and swimming pools. Krigelski says Lake Ashton even has a health and fitness center. “There’s a rehabilitation company that works out of there, so we have physical therapists, occupational therapists and speech therapists,” Krigelski says. “They’re there five days a week. We have the personal trainers that are available, and free exercise classes, water aerobics classes.” Beyond these gated communities, Winter Haven Dog Park is open to everyone, though it lacks shade. Bok Tower Gardens, a 250-acre bird sanctuary with gardens, is 10 miles away and has popular walking paths and a bell tower.
Single-story homes starting at about $210,000, some condos
Most of Southeast Winterhaven’s homes are ranch-style houses, often with Spanish Colonial influences, and New Traditionals. Home prices vary between each community, but as a whole, they range from $210,000 to $500,000. A small number of condos around Lake Winterset cost between $130,000 and $340,000.
Clubs for nearly every interest, annual events and fundraisers
These gated communities come with busy social calendars for those who want them — and Krigelski says many residents are looking for just that. In Lake Ashton, he says, clubs exist for lots of interests, including golf, books, cars, woodworking and swimming. In addition, the community has a bowling alley, a craft room and kiln. “Over 70% of the people that live here don’t golf,” Krigelski says. “They’re here for other activities.” Southwest Winterhaven’s communities also hold annual events. “We have a big talent show every year.... A lot of our people participate in the senior Olympics that we have here,” Krigelski says. “There’s fundraisers, there’s dances. We have a calendar that is just full of stuff.”
Local restaurants and Eagle Ridge Mall on Route 27
People head to a small shopping center on Cypress Gardens Boulevard to get brisket or prime rib at Ovation Bistro & Bar or meet up for drinks and birria tacos at Margarita Cocina Mexicana. Along U.S. Route 27, there are chain restaurants like IHOP and Chili’s and major retailers like Home Depot and Lowe’s. Eagle Ridge Mall offers shops like Bath & Body Works and Dillard's, a food court and a movie theater. For essentials, residents head to Walmart or Publix. And Krigelski says there are more developments on the way. “Every time you turn around, you’ve got something else popping up, being built,” he says. “The growth is phenomenal.”
Access to Route 27 and an upcoming hospital near Southwest Winterhaven
Residents have easy access to Route 27. AdventHealth is building a hospital right across from Southeast Winterhaven; for now, only the emergency room is open, but Krigelski says having medical care so close to home is a big deal. There are two hospitals about 11 miles away: Winter Haven Hospital and AdventHealth Lake Wales. Orlando International Airport is 49 miles away.
Specialized academies at Lake Region High
Polk County Public Schools earn a B-minus on Niche. Children can attend Chain of Lakes Elementary School, which has a B, and Denison Middle School, which has a C-minus, before moving to the C-rated Lake Region High School. The high school contains seven academies that give students experience in fields like agriscience, business and medicine.
Hurricane season in Southeast Winterhaven
Hurricane season can bring heavy rain and winds from June through November. Water levels in Southeast Winterhaven’s lakes can rise with heavy rainfall, but it rarely impacts homes that aren’t directly on the water. Residents should always be familiar with evacuation routes.
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 Southeast Winterhaven neighborhood?
to let others know what life in this neighborhood is like.
Crime and Safety
1 - Low Crime, 10 - High Crime
Southeast Winterhaven
US
Homicide
2
4
Sexual Assault
2
4
Assault with Weapon
3
4
Robbery
3
4
Burglary
4
4
Motor Vehicle Theft
4
4
Larceny
3
4
Crime Score
3
4
Source: WhatIsMyCrimeRisk.com
Southeast Winterhaven Demographics and Home Trends
On average, homes in Southeast Winterhaven, Winter Haven sell after 83 days on the market compared to the national average of 54 days. The median sale price for homes in Southeast Winterhaven, Winter Haven over the last 12 months is $310,000, up 1% from the median home sale price over the previous 12 months.
The two-story Atlanta Plan has the “WOW-Factor” with four bedrooms, two and a half baths, loft and a two-car garage. This exquisite home offers an open floor plan with great room, dining room, and kitchen with large island. The kitchen features ample counter space, and generous pantry. The casual dining area allows outdoor access to a covered lanai via sliding glass doors. The second floor
Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer
This charming, two-story home showcases an open floor plan with tile flooring and a spacious great room. The kitchen boasts granite countertops, a breakfast bar, pantry, a Moen® faucet, Whirlpool® stainless steel appliances and 36-in. upper cabinets with hardware. Upstairs, enjoy the convenience of a dedicated laundry room. The primary suite features a walk-in closet and connecting bath that
NEW PRICE ADJUSTMENT! New Roof and Move-In Ready in Mandolin, a Gated SE Winter Haven Community. Step into this well-maintained, move-in ready, single-story 4-bedroom, 2-bath home tucked inside the Mandolin gated community of SE Winter Haven. With a brand-new roof, and an open, airy layout with cathedral ceilings, this home has been thoughtfully cared for and is ready for its next owners. The
MUST SEE! Beautiful Custom-Built Home in the Renaissance Subdivision!Welcome to your dream home nestled in the serene community of Renaissance in lovely Winter Haven, Florida. This stunning 4-bedroom, 4-bathroom model home offers the perfect blend of privacy, convenience, and resort-style living, complete with a spectacular pool area.Key Features:• Prime Location: Enjoy boat access to
Not only is this truly unique one-owner Lake Ashton Golf Club home PRICED FOR A QUICK SALE, but the CDD BOND IS ALSO FULLY PAID. One of the very few alternate front-elevation TAHATI floor-plan homes ever built in Lake Ashton, this home is located on an oversized, pie-shaped cul-de-sac lot. The lot abuts the tee boxes of Lake Ashton's East Course's signature 11th hole as well as a large pond. The
THE CDD BOND IS FULLY PAID on this well-maintained, ready-to-move-in, "snowbird-owned" Devon floor plan home. But what sets this Lake Ashton Golf Club home apart is its location on a pond-frontage lot with a nature preserve view and a street that ends at a cul-de-sac. Upon arrival, the outstanding curb appeal catches your eye. The exterior of this home was painted just last year. The roof was
One or more photo(s) has been virtually staged. MOTIVATED SELLERS! Welcome to this 3-bedroom, 2-bath Monte Carlo floor plan on a spacious corner lot in the highly desirable Palms area of the community with a peekaboo view of Lake Ashton. Recent updates include a new roof and exterior paint (2023). Inside, a split floor plan offers privacy with two guest bedrooms and a full bath on one side, and
THE CDD BOND IS FULLY PAID on this outstanding, highly upgraded, snowbird-owned Valencia floor plan. This 4-bedroom, 3-bath home with a den and family room, nearly 3,000 square feet, is located on an oversized, premium golf-course-frontage lot with a pond and direct lake views. The home is full of special features, both visible and unseen, such as the wire-mesh-reinforced slab on which this home
If you have a "furry" member of your household, you do not want to miss out on this home. A 24-foot-long, fully "birdcaged" pet run with artificial turf for easy cleanup is at the back of the home and is attached to the covered, screened lanai. Easy access for that family pet. This 3-bedroom/2-bath DEVON floor plan has great curb appeal, with quality plantings, stately palms, an extra-wide paver
One or more photo(s) has been virtually staged. WATERFRONT CUSTOM St. John floor plan with CDD bond debt PAID IN FULL! A true gem in Lake Ashton. Recent Upgrades: Kinetico whole-house water softener, refrigerator (2025), New roof (2024), AC, dishwasher, stove, additional screened room with pavers, and upgraded landscaping (2022). Experience Florida living at its finest in this beautifully
CDD BOND DEBT PAID IN FULL. Thoughtfully designed 2 bedroom plus den RV garage home featuring an oversized, air conditioned Florida room and exceptional handicap accessibility throughout. This home was built with care and intention, offering ADA doorways, pocket doors, accessible closets, kitchen shelving, and a wide open tiled shower in the primary suite. The open concept kitchen and living area
Priced to Sell — Lakefront Living Starts Here!Welcome to this beautifully updated first-floor condo with a private 1-car garage, featuring gorgeous sunset views over Lake Winterset. Now offered with a recent price improvement, this spacious 2-bedroom, 2-bath residence delivers exceptional value, modern upgrades, and resort-style amenities in a highly desirable guard-gated, lakefront
Pride of ownership is evident in this well-maintained "snowbird" owned Caribbean floor plan home. The curb appeal comes from the quality landscaping, which includes tasteful plantings, palms, and a paver walk and drive. All the landscaping is "watered" by an automatic irrigation system. The home has many special features and recent upgrades that frees up the new owners. The roof was replaced in
Currently offering 1 months free upfront and a 99.00 app/ admin fee which is credited to rental account. Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Discover Prose Cypress Pointe and make every day feel like a getaway. Nestled in the heart of Winter Haven and just a short drive from
Charming PRIVATE ENTRANCE 1 - NEW bedroom apartment available for rent! Welcome to your new home! This beautiful apartment with living room, kitchen, 1 bathroom and 1 bedroom. Located in a quiet and friendly neighborhood in Eagle Lake, this space offers all the comfort and convenience you need. As for the location, it is close to shopping centers, restaurants, parks and public transportation.
This private attached in-law suite offers a comfortable 1 bedroom / 1 bathroom layout with its own kitchenette, living area, washer and dryer, and independent entrance, providing privacy and functionality within a residential setting. The suite is attached to a single-family home, which is occupied separately. The unit has its own private access and does not share interior living spaces.
This 4 bedroom 2.5 Baths is located in Villa Mar in Winter Haven, Florida. Master-planned amenities including a pool with cabana that is walking distance from your home, a playground, and shaded seating area. Highway 27, less than 10 minutes away, has everything you are looking for. Grocery stores, movie theaters, shopping centers, golf courses, restaurants, and so much more. Step in from the
2BR/2BA Ground Floor Condo in the Gated neighborhood of Winterset. Wood laminate flooring (no carpet) throughout. New granite countertops and appliances in kitchen. Updated bathrooms. Primary bedroom has a very large walk in closet. Full size washer and dryer included. Community features a clubhouse with swimming pool overlooking Lake Winterset, tennis courts, boat ramp, and dock for fishing.
***Move-In Special — Enjoy FREE Rent in February 2026*** Welcome to the Edison, a stunning two-story home featuring 5 bedrooms and 2.5 bathrooms. The first floor offers a bright, open-concept design that seamlessly connects the kitchen, dining, and living areas, creating the perfect space for gatherings and everyday living. From the main living area, step out onto a spacious outdoor patio, ideal
The two-story Atlanta Plan has the “WOW-Factor” with four bedrooms, two and a half baths, loft and a two-car garage. This exquisite home offers an open floor plan with great room, dining room, and kitchen with large island. The kitchen features ample counter space, and generous pantry. The casual dining area allows outdoor access to a covered lanai via sliding glass doors. The second floor
Currently offering 1 months free upfront and a 99.00 app/ admin fee which is credited to rental account. Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Discover Prose Cypress Pointe and make every day feel like a getaway. Nestled in the heart of Winter Haven and just a short drive from
Experience stylish, comfortable living at The Waverly at Winter Haven. Located in the sought-after Cypress Gardens area, our pet-friendly community offers a peaceful lifestyle with convenient access to everything Central Florida has to offer.At The Waverly at Winter Haven, you'll enjoy a host of resort-inspired amenities designed to enhance your lifestyle, from a sparkling pool and
One or more photo(s) has been virtually staged. For Rent: Charming In-Law Suite in Winter Haven, FL – $1,500/Month Looking for a cozy and private living space in a beautiful community? This in-law suite in Winter Haven, FL offers comfort, convenience, and access to great amenities. Key Features: Monthly Rent: $1,500 Lease Term: Minimum 12 months Security Deposit: $1,500 Requirements: First
Welcome home to Prose Cypress Pointe, a brand-new multifamily community located in Winter Haven, Florida. Our spacious one- and two-bedroom apartment homes feature modern stainless-steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring throughout and full-sized washers and dryers in every apartment home. And with convenient, must-have amenities like a fitness
Move into the highly sought-after Villa Mar community! This beautiful home offers access to a resort-style pool, and the community will soon feature a new clubhouse with a fitness center, as well as Pickleball and basketball courts, a soccer field, neighborhood parks, and a dog park perfect for families, pets, and an active lifestyle. Extremely convenient for families, an elementary school is
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