Homes, values and local insight for Winter Springs, Seminole County, Florida. Typical home value $424,000.
Reviewed and updated October 3, 2026 by Ryan and Megan Winslow, Winslow Homes
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Winter Springs sits on the south shore of Lake Jesup, about 20 minutes northeast of downtown Orlando. It is known for its city parks, the Cross Seminole Trail, and a Tree City USA title the city has held for over 35 years. Big community days like Hometown Harvest, Winter Wonderland and the Central Florida Scottish Highland Games all happen at Central Winds Park.
Lake Jesup was named on May 22, 1837, after General Thomas S. Jesup, and steamboat wharves on the lake once shipped local citrus north. The town incorporated as North Orlando in 1959 with about 600 residents, took in 3,400 acres of the Winter Springs Development Company in 1962, and adopted the name Winter Springs in 1972. The Winter Springs Town Center opened in 2002. A suburban city of planned neighborhoods, golf course streets and big oak trees, popular with families and commuters working in Orlando, Oviedo and the UCF area. Weekends revolve around ballfields, the pickleball courts, the dog park and the trail.
Established area of subdivisions around the Tuscawilla Country Club, whose 18-hole Joe Lee course dates to 1971. Live oaks with Spanish moss frame the fairways. Includes HOA communities such as Chelsea Parc at Tuscawilla. ( source )
HOA community founded in 1989 with 207 homes, a mix of townhomes and single-family houses, inside the Tuscawilla area. ( source )
Planned community known for old oaks, pines and cypress, with nature trails, tennis courts, lakes, playgrounds, pools and a community center. Home types include condominiums, patio homes, apartments and single-family houses. ( source )
Mixed-use district off Tuskawilla Road built to feel like an old Florida town. Opened in 2002 with a Publix, specialty shops, offices and the city's Veterans and Military Services Memorial. ( source )
Residential subdivision with its own small city park that has tot and youth playgrounds. ( source )
Local institution for over 30 years. Diners praise the handmade pastas, cannelloni and homemade tiramisu. ( source )
Greek · 124 W State Road 434Family-owned spot known for pastitsio, lamb shank, lemon chicken soup and baklava. ( source )
Mexican · 5248 Red Bug Lake RdFamily-owned since 1998 with hand-pressed corn tortillas and craft cocktails like the Oaxaca Old Fashioned. ( source )
New York style pizza · 5229 Red Bug Lake RdThin crust pizza, calzones and pastas from a small local chain with a Winter Springs shop. ( source )
American, sports bar · 5275 Red Bug Lake RdWings, ribs and seafood with games on the TVs. ( source )
Greek, Mediterranean · 1188 E State Road 434Counter-service spot praised for beef shawarma on hummus, gyros and homemade lemon cake. ( source )
American breakfast · 5965 Red Bug Lake RdBig portions of omelets and biscuits and gravy, open for breakfast and lunch. ( source )
Pizza, Italian · 1061 W State Road 434Small NY-style pizza shop with lunch slice specials and a few tables. ( source )
14 tournament-legal courts open 7:30 am to 10 pm daily, with open play on courts 1 to 6 using a paddle queue. ( source )
Neighborhood sports bar on Red Bug Lake Road with trivia night, leagues and nightly specials. ( source )
Fenced dog park inside Central Winds Park with separate big and small dog areas, agility equipment and a dog wash station. Open daily 7 am to dusk, closed Wednesdays for maintenance. ( source )
Gathering place for residents 55 and up at 400 N Edgemon Avenue, with daily art, exercise and games, bingo and a therapy pool. ( source )
Private club at 1500 Winter Springs Blvd with golf, racquets, fitness, a pool and The Oaks Restaurant. ( source )
The city's main street district, anchored by a 54,000 square foot Publix with about 61,000 square feet of specialty shops and offices. ( source )
City-listed Sunday farmers market held at Trotwood Park. ( source )
Enclosed mall in neighboring Oviedo that also hosts seasonal events like its Winter Carnival. ( source )
Regional mall in Sanford with national stores, dining and a movie theater. ( source )
The city's main park and event grounds, with baseball and softball fields, soccer, basketball and volleyball courts, pavilions, a playground, a nature trail, fishing and the dog park. ( source )
in townLarge neighborhood park with a splash playground, the Mount Trotwood playground, a boardwalk, fishing, tennis, pickleball and basketball courts. ( source )
in townNeighborhood park with basketball courts, a playground, a splash playground, soccer and football fields and a pavilion. The splash pads run April through October. ( source )
in townPaved 23-mile trail from Winter Park to Lake Mary with a Black Hammock Trailhead at 1571 E State Road 434 in Winter Springs. Part is designated Florida National Scenic Trail, and it links to the Spring Hammock Preserve boardwalk toward Lake Jesup. ( source )
about 15 miles11,696-acre state forest along the Econlockhatchee River with 15.6 miles of hiking trails, including part of the Florida National Scenic Trail, plus paddling and horse trails. ( source )
about 25 milesNearest state park, with a spring that stays 72 degrees year-round, swimming, kayaking, hiking and biking. Day-use reservations are required. ( source )
about 45 to 55 milesNational seashore on a barrier island of dunes, coastal hammock and Mosquito Lagoon, with beaches and ancient Timucua shell mounds. ( source )
Memorial off Blumberg Boulevard near Tuskawilla Road in the Town Center, with a granite name stand honoring people with ties to the city. ( source )
18-hole, 6,851-yard championship course designed by Joe Lee in 1971, set among live oaks. ( source )
Zoo and gardens at 3755 W Seminole Blvd with animals like the greater one-horned rhino and Amur leopard. ( source )
County park on the Cross Seminole Trail with a playground, pavilion, picnic tables and exercise equipment. ( source )
Wildlife refuge on the coast about 60 miles east of Orlando, overlaid on NASA's Kennedy Space Center lands. ( source )
Seminole County's largest community event, held at Central Winds Park, with heavy athletics, Highland dance, bagpiping, Border Collie demos and Celtic music. ( source )
July 4Independence Day evening at Central Winds Park with live entertainment, food vendors, kids activities and fireworks. ( source )
OctoberFree fall festival at Central Winds Park with hayrides, live music and kids activities. The 20th annual is set for October 24, 2026. ( source )
DecemberFree holiday night with a parade, tree lighting, food trucks, an outdoor movie, a light display and Santa. ( source )
Spring and fallKids ages 5 to 12 fish at Central Winds Park with help from city staff and take home a free fishing pole. ( source )
Highlands Elementary School, Keeth Elementary School, Layer Elementary School, Rainbow Elementary School, Winter Springs Elementary School
MiddleIndian Trails Middle School
HighWinter Springs High School
Listed for reference, not ranked. Confirm school zoning for any address with the district. ( source )
State Road 434, State Road 417 (Central Florida GreeneWay), State Road 419, Red Bug Lake Road, Tuskawilla Road; I-4 to the west
AirportsOrlando Sanford International Airport (about 20 to 25 min); Orlando International Airport (about 30 to 40 min)
Downtown Orlando: about 20 min Oviedo: about 10 min Sanford: about 20 min UCF: about 20 min Daytona Beach: about 50 minRyan and Megan Winslow, broker owners of Winslow Homes. REALTOR® since 2009, 3,000+ homes sold, broker in FL, MA, CT and RI, U.S. Army Retired.
Call 386-690-5858 Email Ryan and Megan Get pre-approvedResearched and verified 2026-09-28. Businesses change; call ahead.
The typical home in Winter Springs is worth $424,000, 6% above the Seminole County typical value of $401,000 and 13% above the Florida typical value of $375,000.
Zillow Home Value Index for Winter Springs, August 2026. The middle of the market for single family homes and condos.
Home values in Winter Springs moved +23.2% over five years and +82.8% over ten.
Median gross rent in Winter Springs. Useful for investors running rental numbers.
Share of occupied homes in Winter Springs lived in by the owner.
A newer housing stock means fewer surprises at inspection.
Median household income in Winter Springs.

Ryan and Megan are mortgage bankers with The Federal Savings Bank, lending in all 50 states. You get the home and the loan from one team. On a typical Winter Springs home of $424,000:
Ryan and Megan price Winter Springs homes from recent sales, not guesses. Send your address and you get a free market analysis, with no obligation.

Typical value $345,000 · 31,650 residents
Area guide →Typical value $457,000 · 17,089 residents
Area guide →Typical value $506,000 · 41,901 residents
Area guide →Typical value $466,000 · 16,989 residents
Area guide →Typical value $340,000 · 66,919 residents
Area guide →Typical value $478,000 · 19,776 residents
Area guide →See the full Seminole County real estate guide or the Florida real estate guide.
The Zillow Home Value Index for Winter Springs was $424,000 in August 2026, -0.8% over the past year.
Winter Springs is in Seminole County, Florida.
About 39,822 people as of the 2024 Census Bureau estimate, up from 38,357 in 2020.
Ryan and Megan Winslow of Winslow Homes have sold over 3,000 homes since 2009 and are licensed in Florida, Massachusetts, Connecticut and Rhode Island. Call or text 386-690-5858.
Apply at www.winslowloan.com. Ryan and Megan are mortgage bankers with The Federal Savings Bank and lend in all 50 states, including FHA, VA and conventional loans.
74% of occupied homes in Winter Springs are owner occupied, based on the 2019 to 2023 American Community Survey.
17 years, over 3,000 homes sold, and one team for the home and the loan. Call or text 386-690-5858.
Sources: U.S. Census Bureau 2024 population estimates and 2019 to 2023 American Community Survey; Zillow Home Value Index, August 2026. Numbers update as new data is released. Talk to Ryan and Megan for current sold prices on your street.
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The typical home in Winter Springs is worth $422,994 as of August 2026 in ZIP code 32708. Values moved -0.8% over the last 12 months at the middle ZIP code.
| ZIP | Typical value | 12 months | 5 years | Median sale, Mar to May 2026 | Days on market |
|---|---|---|---|---|---|
| 32708 | $422,994 | -0.8% | +23.1% |
Sources: Zillow Home Value Index through August 2026 and the Redfin Data Center ZIP code tracker, March to May 2026. Ask Ryan and Megan for a value for your own home.