$312,575Average Value$229Average Price per Sq Ft43Homes 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
Are you familiar with the Highlands neighborhood?
to let others know what life in this neighborhood is like.
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 65 days on the market compared to the national average of 56 days. The median sale price for homes in Highlands, Winter Springs over the last 12 months is $305,000, down 7% from the median home sale price over the previous 12 months.
Welcome to 630 Falcon Ct in the Greenspointe section of The Highlands community in Winter Springs. Located just north of Orlando, this beautiful three-bedroom, two-bathroom home is now available. It features an open layout with abundant natural light, a cozy fireplace, and a custom chef’s kitchen designed for entertaining.One of the property's standout features is the screened-in back porch,
Don’t miss the opportunity to see this exceptional property! Located in the desirable Ranchlands neighborhood of Winter Springs, this exceptional property sits on over 1.5 acres of land, offering both space and privacy. A large circular driveway provides easy access and ample parking. This well-maintained home features 4 bedrooms, 2 bathrooms, and over 2,100 square feet of living space, with a
Seller offering $2,500.00 toward Buyers Closing costs with an acceptable offer. Welcome to your dream home, perfectly positioned for easy commuting in Central Florida. This 3 bedroom, 2 full baths, split bedroom plan and screen enclosed side porch home boasts upgrades that make it shine brighter than most — capturing attention with these enhancements: Water Heater (Installed 03/2026), Roof
NEW ROOF 2026, HVAC 2017–2018, and water heater 2022, giving buyers peace of mind from day one. This 3-bedroom, 2.5-bathroom home offers over 1,700 sqft of living space in a top-rated Seminole County school zone. The layout is highly desirable with the primary bedroom downstairs, featuring a spacious walk-in closet and a large private bathroom with dual vanities, separate shower, soaking tub, and
Buyer changed their mind! New Price!!! Welcome to 340 Inglenook Cir, a beautifully maintained pool home in the heart of Winter Springs offering the perfect blend of comfort, privacy, and Florida lifestyle living. This 3-bedroom, 2-bath residence features a light-filled, open layout designed for both everyday living and effortless entertaining. At the heart of the home, spacious living areas flow
Welcome home to this charming 3-bedroom, 2-bathroom home, which offers 1,032 square feet of beautifully updated living space. This property features a newly painted interior and a fully remodeled eat-in kitchen equipped with brand-new stainless steel appliances, shaker cabinets with modern hardware, a trendy backsplash, and granite countertops. The home is designed with a functional split-floor
Welcome to a beautifully updated patio home tucked away on a quiet, tree-lined cul-de-sac in the desirable Pebble Creek community of The Highlands in Winter Springs. Enjoy Villa-style living with a two-story layout. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed layout with the primary suite conveniently located on the first floor, this home blends comfort, functionality, and
Welcome to 704 Glasgow Court, a thoughtfully designed 1-bed condo in Winter Springs located in The Highlands Patio Homes community. This first-floor unit features ceramic tile throughout, a functional two-way kitchen entry, and a spacious layout that includes a bright Florida Room ideal for flexible living. The home offers a large walk-in closet, inside utility closet, and multiple storage areas
Don't Wait!! Seller offers $5,000 Towards buyer's closing costs. This 3-bedroom, 2-bathroom home in Deersong-2 is a fantastic opportunity for anyone looking for a move-in-ready property in Winter Springs. With its newly updated kitchen, Modern faucet, granite countertops, and indoor laundry. High living room ceilings, the home feels both modern and spacious. The community offers excellent
One or more photo(s) has been virtually staged. Welcome to Baytree Village in the heart of Winter Springs—where beautifully landscaped grounds and a welcoming atmosphere create the perfect place to call home. This MOVE-IN READY second-floor condo offers 3 bedrooms, 2 full baths, and added privacy, all in a prime location close to top-rated schools, parks, shopping, dining, and major roadways for
SURPRISE!- A large enclosed bonus room not included in the square footage! Double carport area. Home has been renovated! A lot of bang for the buck! Close to recreation Hall and heated pool. Hacienda has a lot to offer, it is centrally located, close to major highway-45 minutes to beaches, 9 parks. Fire & Police Dept. 5 minutes away. Restaurants, shopping medical near. Never a dull moment with
GREAT BUY!!-Located in a Cul de sac, lovely front porch-Just sit and relax. A/C is 7 years old. Electric fireplace. Roof is only 3 years old. Located close to the clubhouse with pool.
One or more photo(s) has been virtually staged. Welcome home to one of Winter Springs' most sought-after communities, where thoughtful upgrades, resort-style amenities and effortless Florida living come together in one incredible package. Step inside and feel it immediately. Soaring 10-foot vaulted ceilings, an open-concept layout flooded with natural light and a clean neutral palette that's the
Experience resort-style living at The Avenues at Winter Springs! Our pet-friendly community offers spacious 1, 2, and 3-bedroom apartment homes with modern finishes and everyday conveniences.Enjoy amenities like a resort-style pool with sundeck, 24-hour fitness and wellness center, tennis court, playground, and leash-free pet park. Stay connected with 400 Mbps internet, and take advantage
Wonderfully updated 3-bedroom, 1.5-bath single family home in Winter Springs. Combined living and dining areas featuring a beautiful kitchen with breakfast bar, and stainless appliances. Large family room with washer and dryer closet, hook-ups only. Fully fenced backyard with storage shed. Conveniently located off 434 close to 17-92 and the Toll 417 for easy commuting and just a short drive to
Welcome to Mosswood Apartments! At Mosswood, you'll find comfortable apartments with washer/dryer connections & extra storage. We're located just north of Orlando in Winter Springs, FL. Come home to our quiet residential setting & lake views that have easy access to I-417 and public transportation. Our single-story, villa-style East Winter Springs apartments feature private entrances and patios
RENTAL HOME READY FOR YOU! You must see this amazing rental opportunity, nestled in an ideal neighborhood of Winter Springs. This 3 BR, 2 Bath home spans over 1300 sq ft, complete with convenient indoor laundry and a separate formal living room. This home's location places you mere minutes away from the area's most sought after restaurants, retail stores, and shopping plazas. This beauty is also
Find the life of sophistication and style that awaits you at Seville on the Green. Our Winter Springs community is nestled in the Highland Residential Neighborhood, right off of 434 and 17-92. We are minutes from I-4 and SR-417 and are less than six miles from major shopping and dining. We proudly offer one, two, and three-bedroom apartments with multiple floor plans. Select homes feature
Beautiful 3 bedroom / 2 bath condominium available for rent in The Highlands. Maintained, clean and ready for move in. Each room has remote light and fan. Kitchen is bright and inviting. Living/dining combo is open and welcoming. Sliding glass doors provide entry to the screen enclosed patio which overlooks the common areas of the association. The sliders provide natural sunlight into the rooms.
Experience the many benefits of this Winter Springs apartment community, where we bring affordability, comfort, and convenience to home. Moss Park Apartments is located off Moss Park Road and State Road 434, approximately two miles east of Highway 17-92.Moss Park Apartments is a mixed-income community that offers apartment homes for unrestricted and restricted-income residents. Located
One or more photo(s) has been virtually staged. Discover this stunningly remodeled 3-bedroom, 2.5 bath residence, complete with fresh paint, brand new appliances, and new flooring. Enjoy the convenience of cable and internet services included in your rental. Perfectly nestled in BayTree Ten of The Highlands, this home combines the benefits of a two-story townhome with the amenities of a condo. As
Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.
Discover Deersong Single Family Home in Winter Springs, FL: a refreshed 3-bedroom, 2-bath residence featuring brand new interior paint, blinds, stainless steel appliances, and upgraded kitchen with granite counter tops and new bathroom cabinets. The home includes a fenced backyard and convenient exterior storage, and residents have access to the community pool & Tennis Courts. Located within
This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,037 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your rental
This 3 bedroom, 2.5 bath condo is located in one of Winter Springs most desireable communities, THE HIGHLANDS! This unit features a large living and dining area, first floor guest half bath with a washer & dryer alcove, and large storage room. Back of property offers private views with no rear neighbors. The community amenities offer miles of walking trails, playground, park, tennis court and
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