$318,479Average Value$228Average Price per Sq Ft38Homes For Sale
Mix of country sights and urban comforts
Part of a nationally recognized school district and surrounded by nature, Highlands offers home buyers rural scenery with all the comforts of the city. Residents are a short distance from lush natural parks that host community events, as well as shopping centers and local businesses.
Beautifil nature trails in Spring Hammock Preserve near Highlands.
Winn Dixie at Sun Lake Plaza near Highlands.
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Mid-century ranch-style houses and contemporary townhomes
The Highlands Homeowner's Association includes more than 1,400 area homes, encompassing a range of single-family houses, condos and townhomes. Homes range from 1,000 to 2,000 square feet, mixing the spacious floorplans of ranch-style homes with the stucco exteriors and covered outdoor spaces typical of Spanish-revival-style houses. "There's a nice mix of established and new builds here," says Krystal King, a local Realtor at eXp Realty with over $11 million in sales. Most homes were built in the mid-to-late 20th century, with some more recent construction taking place in the communities condos and townhomes. Residents enjoy backyards looking out onto mature trees and wide streets with sidewalks connecting neighbors and providing routes for joggers and cyclists. The HOA amenities include four tennis courts, a junior-sized Olympic swimming pool, a playground, a lakeside park, nature trails and an outdoor grill area. Houses range in price from $200,000 to $449,000 and come with a monthly HOA fee of less than $30.
A ranch-style homes, featuring stucco exteriors and small court yard entrances in the Highlands community.
Condos in the Highland community.
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High marks from Seminole County Public Schools
Highlands is part of Seminole County Public Schools, widely recognized as a Premier National School District. Students begin their academic careers at Highlands Elementary, which features an overall B-plus rating and ranks above the state average for test scores and student progress according to Niche. Kids can also participate in various extracurriculars, including HLN News Crew and Leadership Academy. Students move on to intermediate and secondary institutions such as Indian Trails Middle and Winter Springs High School. Both schools have an overall A-minus rating according to Niche. The high school's rigorous fine arts program teaches everything from 3D design to TV production and theater. Most notably, the Winter Springs High School Chorus has earned the title of Honor Choir with Disney's Candlelight Processional. The high school also offers nearly two dozen athletic options, including water polo and lacrosse.
Welcome to Indian Trails Middle School in Flordia.
Winter Springs High School is a public school in Winter Springs, FL.
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Lush parks and water sports around Lake Jessup
Take the boardwalk in Spring Hammock Preserve and explore more than 1,500 acres of bald cypress trees, including some of the oldest trees in the world. Local athletes can head to Soldiers' Creek Park, hit home runs on the championship baseball field, youth and women's softball fields and batting cages, or take a ride along the mountain bike trail. This park also features an entry point for the Cross Seminole Trail, which spans over 20 miles and features pedestrian bridges connecting long-distance runners and cyclists to downtown Orlando. Kids will enjoy Torcaso Park, which has a nautical-themed playground and splash pad. Anglers reel in largemouth bass and catfish from the waters of Lake Jessup.
Soldier's Creek Park's batting cages near Highlands.
Cross Seminole Trail Sign at Soldier's Creek Park near Highlands.
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Local restaurants and shopping around Highlands
Patrons beneath the sombrero-lined walls at Chilangos, an authentic Mexican restaurant serving homemade guacamole and deep-fried jalapeno poppers. Sweet treats and hot beverages are available at Argentinian Bakery and Café, a small counter-service spot famous for its gooey empanadas and sweet bread. Victorio's is a casual yet authentic Italian eatery known for its homemade, hand-rolled Italian meatballs. The Winter Springs Town Center is a modern, outdoor shopping complex. Grab groceries at the Publix Super Market, pick up healthy food at The Daily Dose and then come back for nightlife at the Spill Wine and Craft Beer Bar. A broader selection of shopping options can be found at the nearby Altamonte Mall and Oviedo Mall.
3oz. homemade Italian Meatballs baked with Mozzarella atVictorios II Italian Restaurant & Pizzeria in Highlands.
Enjoy a wine tasting at Spill Wine Bar, just minutes from Highlands.
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Quick routes to Downtown Orlando
Locals can bike around the neighborhood however cars and trucks are the main modes of transportation around Highlands. Public buses and the nearby SunRail transport commuters to Downtown Orlando, 15 miles to the south.
The Lynx bus system provides transportation throughout Highlands and Central Florida.
Hop aboard SunRail, minutes from Highlands, for your transportation needs.
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Cultral festivals and musical performances
The Central Florida Scottish Highland Games is the town's most popular event, featuring attractions like boulder boogie, bagpipe performances, and border collie demonstrations. During the Hometown Harvest Festival and Central Winds Music Festival, fresh produce vendors and live music performances populate Central Winds Park.
Central Winds Park is the hub for athletes to show off their skills.
Central Winds Park in Winter Springs blooms with the rhythm of nature and lively gatherings.
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
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Crime and Safety
1 - Low Crime, 10 - High Crime
Highlands
US
Homicide
3
4
Sexual Assault
3
4
Assault with Weapon
3
4
Robbery
4
4
Burglary
4
4
Motor Vehicle Theft
4
4
Larceny
4
4
Crime Score
3
4
Source: WhatIsMyCrimeRisk.com
Highlands Demographics and Home Trends
On average, homes in Highlands, Winter Springs sell after 55 days on the market compared to the national average of 53 days. The median sale price for homes in Highlands, Winter Springs over the last 12 months is $310,500, down 5% from the median home sale price over the previous 12 months.
Price confirmed at $399,000 based on the completed 4-Point Inspection, which confirms the clay tile roof has approximately 13 years of remaining useful life—creating a strong opportunity for buyers to take advantage of the current value. The roof, HVAC (2017–2018), electrical panels, plumbing, and water heater (2022) were all reviewed in the 4-Point Inspection completed on 01/12/2026, with all
One or more photo(s) has been virtually staged. Stunning upgraded corner-unit with extra privacy and garden views! Enjoy wood-look flooring, an open kitchen with granite countertops, stainless steel appliances, bar area plus a wet bar with built-in wine cooler, perfect for entertaining. Plantation shutters throughout the living room, tinted windows, and a newer tankless electric water heater add
One or more photo(s) has been virtually staged. **SELLER OFFERING UP TO $5,000 TOWARD CLOSING COSTS WITH ACCEPTED CONTRACT** Welcome to 202 Murphy Road in beautiful Winter Springs! This inviting 3-bedroom, 2-bath home features a primary bedroom in the front of the home with the other bedrooms tucked in the back, making for a desirable split bedroom floor plan. There is no carpet anywhere, and a
Looking for a 4-bed home in Winter Springs with Seminole County schools, wooded views, and easy access to parks, trails, and shops? Welcome to 114 Sundance Ct, a move-in ready gem with real lifestyle value. Set in the quiet cul-de-sac community of The Seasons, this home offers a blend of comfort, convenience, and nature. The open floor plan features vaulted ceilings, fresh interior paint (2023),
Experience comfort and effortless living in this beautifully maintained Winter Springs home with LOW HOA fees and COMPLETE PRIVACY- NO SHARE WALLS. The open living area impresses with VAULTED CEILINGS, UPGRADED LAMINATE FLOORINGS, STYLIST FIXTURES, AND CHARMING FIREPLACE. The well-designed kitchen offers generous storage, while the serene primary suite features double closets and an ENSUITE BATH.
Nice Move-in ready TWO Bedroom/ 1.5 Bath condo style unit. Located in the north side of Winter Springs, near Moss Road. This unit has ALL tile flooring, Newer microwave, completely repainted on the inside and Kitchen has Large Eat-in area, plus Granite counter tops... There is Assigned Parking and the unit is on the Second level. Call today to get pre-qualified and schedule a viewing
Luxury Townhome Living in Gated Harbor Winds! Discover comfort, style, and convenience in this beautifully maintained and spacious 3-bedroom, 2.5-bath townhome located in the highly desirable, gated Harbor Winds community of Winter Springs. The open-concept main floor is designed for modern living and entertaining. The bright kitchen is a chef's delight, boasting 42" cabinetry, granite
One or more photo(s) has been virtually staged. Beautiful property updated and ready for immediate occupancy! This stunning residence features a bright and open floor plan with soaring ceilings and modern luxury vinyl flooring throughout. The modern updated kitchen boasts new grey shaker soft-close cabinets, a dual stainless steel sink, and top-of-the-line stainless steel appliances, complemented
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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.