The Central Florida city of Longwood has settled comfortably into its role as a bedroom community of Orlando. But the city of 15,000 has experienced its ups and downs over the years. Established in 1883, the community’s population rose and collapsed along with the region’s fortunes. Originally brought in by the construction of the South Florida Railroad and then chased off by the Great Freeze of 1890. Hit hard by the Great Depression and then buoyed by the military and space industries that settled in the area post-World War II. But these days, thanks in part to the city’s revitalization of the Historic District, Longwood is again in the boom times.
Longwood is a suburban community near Orlando, FL.
The neighborhood is easily accessible with newly built community sidewalks.
Reiter Park in Downtown Longwood has beautiful trails around its pond.
Longwood parents can bring the kiddos to Reiter Park,for plenty of fun.
The Longwood Cruise-In Car Show takes place along historic West Florida Avenue.
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New townhomes popping up alongside established homes
Residences in Longwood consist of homes on large lots. Ranch houses, bungalows, large estates, contemporary foursquare, and modern Craftsman can all be found here, along with attached garages and homeowners’ associations. Several new builds are also popping up, such as modern townhouses and neotraditional prairie-style houses near the Historic District. “We’ve expanded townhomes and apartment complexes. From 2021 to 2022 we’ve had a 3.6% increase in population and almost a 9% growth in median income, so that’s helped us,” says Tom Krueger, economic development manager for the City of Longwood. The median home price in Longwood is $440,000, slightly higher than the national median.
Florida style home surrounded by lush greenery in Longwood.
Downtown Longwood is known for its beautiful architecure and well manicured lawns.
If Townhomes and Multifamily living is more your style, Longwood has seen plenty of growth.
The Longwood housing community has seen a trend is renovated Ranch style homes.
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High marks at Seminole County Public Schools
Longwood is served by Seminole County Public Schools, which participates in the choice program. The school district, rated A by Niche, reportedly had the highest graduation rate in Central Florida, 91.7%. Over 63,000 students are enrolled in 58 traditional schools across the county. SCPS also offers magnet programs, including the Institute of Engineering at Longwood’s own Lyman High School.
The entrance to Rock Lake Middle School displays their logo and the American Flag.
Longwood Elementary School is always brimming with students during P.E. and recess.
Lymon High School in Longwood is an "A" rated school.
Milwee Middle School, in Longwood, has a full gymnasium and athletic field.
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Reiter Park, Longwood's entertainment hub
Reiter Park is Longwood's entertainment hub, with a multi-use amphitheater, a splash pad, a butterfly garden, and more. Skate and bike enthusiasts can appreciate Candyland Park, also called Candyland Sports Complex, because of its modular skate park and BMX/skate pump track. Just beyond the town limits, the Spring Hammock Preserve is home to hundreds of acres of bald cypress trees and was once the site of The Senator, a 3,500-year-old tree that burned down in 2012. The city has several development and park improvement plans in place, including a plan to turn the old Rolling Hills Golf Course into a community park.
The Spring Hammock Preserve in Longwood, FL is a 1500 acre natural preserve and park.
Spring Hammock Preserve has miles of trails for Longwood cyclists to enjoy.
Reiter Park, in Longwood, is located at 311 W Warren Ave.
Longwood tennis buffs can get their fill at Candyland Sports Complex.
Candyland Sports Complex is perfect for Tennis players in Longwood.
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Locals show off their hot rods and artworks during Longwood's events
Longwood hosts several staple events, like the monthly Longwood Car Show, where locals and visitors show off their hot rods and antique automobiles. The annual Chili Cook-Off is a chance for people to try some of the best chili recipes in town. The Longwood Arts and Crafts Festival, consistently ranked in Sunshine Artist Magazine’s 200 Best, has been a platform for local vendors since the 1980s.
Longwood Farmers Market guests enjoy the large selection of produce.
A young Longwood resident enjoys face painting at the Arts and Crafts Festival.
Locals enjoy browsing artwork at the Longwood Arts and Crafts Festival.
The Longwood Cruise-In Car Show features lines of cars all around the downtown Longwood area.
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Quirky brewpubs and small businesses around Longwood
Most shopping and dining in Longwood can be done at pockets of retail centers along State Road 434 and Highway 17. Acme Superstore has been a community pillar since 1980, specializing in vintage memorabilia, comics, and more. Hourglass Brewing stands out because of its extensive craft brew selection and on-site axe-throwing venue. While there are big chain grocery options like Publix and Winn-Dixie, international and gourmet markets are also easily accessible.
A favorite of Longwood locals is Chianti's Italian Restaurant.
Hourglass Brewing is a family owned brewery and restaurant in Longwood, FL.
This is the view from Enzo's on the Lake, in Longwood, of the beautiful outdoor dining pavillion
Hourglass Brewing has over 40 craft beers on tap and is a favorite Longwood watering hole.
Acme Superstore is located at 905 E State Rd 434 in Longwood.
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Safe Streets and a quick commute to downtown Orlando
Longwood lies directly between Interstate 4 and U.S. Highway 17. State Road 434 runs east-west through the center of town and has several Lynx bus stops along the way. A SunRail station is located in the Historic District. Orlando International Airport is about 25 miles away and serves over 150,000 passengers daily. Orlando Health South Seminole Hospital is located in the center of town and is one of Longwood’s largest employers. According to the Longwood Police Department, the violent crime rate in the town decreased 32.2% and the property crime rate decreased 11.4% from 2022 to 2023. “The safety aspect of the community is key,” Krueger says. “It’s very easy to get into town and work and get away from town into the homes here. In the last few years, we’ve really built up an initiative of bringing safe streets and infrastructure investment into the community.”
Written By
Leilia Magee
Photography Contributed By
Jay Welker
Video By
Logan Cox
Interested in learning more about homes in this area?
Reach out to
Kikzeny Cartagena,
an experienced agent in this area.
GreatSchools:
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On average, homes in Longwood, FL sell after 58 days on the market compared to the national average of 56 days. The median sale price for homes in Longwood, FL over the last 12 months is $470,000, up 1% from the median home sale price over the previous 12 months.
Exceptional Opportunity to own a home off the celebrated Markham Woods Road, the area once recognized as the "Beverly Hills “of Central Florida. *** This premier location provides great versatility to owners who may wish to build an in-law quarters, multiple garages, a boat house, a recreational vehicle storage or just make future additions to the home. *** Home features: A one-acre lot, No HOA,
The Crown Oaks condominiums, nestled within the prestigious guard-gated community of The Springs in Longwood, offer a lifestyle that blends natural beauty, privacy, and resort-style amenities. Spanning over 100 acres of preserved waterways, lush woodlands, and century-old oak canopies, The Springs is built around a crystal-clear natural freshwater spring with its own sandy beach exclusively for
One or more photo(s) has been virtually staged. Presenting The Fortress, SET ON NEARLY 12 ACRES, a one of a kind architectural masterpiece created for those who understand that true luxury is not styled but built to endure and remain irreplaceable. Designed and constructed over 7 years by the world renowned architectural firm HHCP for Harold Mertz, billionaire founder of Publishers Clearing
**This property qualifies for a closing cost credit up to $3,700 through the Seller’s preferred lender.**Look no further than this beautifully maintained second-floor condo located in the gated community of The Residences at Sabal Point. This spacious 3-bedroom, 2-bathroom unit offers a functional and inviting layout. Step through the front door to find a galley-style kitchen with granite
Tucked inside the gated community of The Parke at Hanover Place, this move-in ready, end-unit townhome offers a great combination of space, privacy and low-maintenance living. Located in a super convenient Seminole County location, this townhome has three bedrooms, 2.5-baths, and a one-car garage, giving you plenty of space for all your needs. When you arrive, you'll notice the oversized
Welcome home! This beautifully renovated residence sits in a lovely cul de sac street which offers great schools, easy access to I-4 expressway to get anywhere in no time, and a low-crime area. Inside, you’ll find the perfect blend of style, comfort, and modern updates. Major systems—including HVAC, water heater, and roof—all under 3 years old provide peace of mind. This spacious home features
This END-UNIT is a beautifully maintained 3-bedroom, 2.5-bath townhome in Longwood, ideally zoned for highly sought-after LAKE MARY HIGH SCHOOL. Tucked against a peaceful WOODED backdrop, this home offers added privacy along with a rare end-unit location that brings in extra natural light. Enjoy low-maintenance living with an HOA that covers lawn and shrub care, building exterior, roof, and
Welcome to this 2-bedroom, 21⁄2-bath townhome in the gated community of Hanover Pointe. This townhome offers a light and bright open floor with elevated finishes throughout. Upstairs you’ll find a generous sized guest bedrooms, guest bathrooms and laundry closet for ultimate convenience. The Primary Suite offers a beautiful trey ceiling, walk-in closet, and ensuite bathroom featuring dual
Multiple offers received. Highest and best by noon on Monday May 4th. This property is being sold as is. All contents will be included. The ceiling has caved in in multiple areas. There is mold present. This will be a great property to flip. Three bedroom two bathroom waterfront home in Seminole County. Cash or rehab loans only.
Turn-Key Short-Term Rental Opportunity in Longwood!This updated, smaller home is an excellent opportunity for Airbnb or investment use. Recent upgrades include a new paver driveway and fresh exterior paint, adding strong curb appeal and low maintenance for future owners. The efficient layout maximizes space and comfort, making it ideal for short-term guests. Conveniently located near shopping,
Privately on 1.62 acres along one of the sought-after corridors of Markham Woods Road in Longwood, this exceptional property presents a rare opportunity to enjoy space, flexibility and modern upgrades without restrictions of an HOA. Tucked behind private entry gates at the front and rear of the property, the estate offers a unique sense of privacy and convenience while remaining just moments from
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged for visual inspiration. Welcome to your dream home in the highly sought-after Sable Point community of Longwood, Florida—where charm, space, and thoughtful upgrades come together in all the right ways. This beautifully maintained five-bedroom, three-bath brick home sits proudly on a spacious corner lot,
Beautifully maintained 4-bedroom, 2-bath pool home in the highly desirable Sweetwater Oaks community of Longwood. This home showcases pride of ownership throughout, starting with light-toned engineered hardwood flooring covering all living areas and bedrooms for a seamless, updated look. The home features a formal living room with custom built-in cabinetry and shelving, complemented by large
Welcome home to this 4 bedroom, 2 bath split plan home nestled in the Wekiva Hills Subdivision.This home features 2,200 sq. ft. of living space with many upgrades, including granite countertops,stainless steel appliances, vaulted ceilings, a wood burning fireplace and porcelain plank tile.This premier golf community is sure to provide plenty of activities the whole family can
SHORT TERM RENTAL, FURNISHED! Discover the epitome of modern living in this stunning new construction nestled in the heart of Longwood. This immaculate home boasts 4 spacious bedrooms and 3 luxurious bathrooms, perfect for accommodating families and guests alike. Step inside to find an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas, ideal for both everyday
Few things in life are more personal or more reflective of who we are. That's why having the very best to build on makes all the difference. From gourmet kitchens to expansive windows, every detail is designed to complement your lifestyle.At The Addison Longwood, you're invited to make the exceptional your own to truly make it home. Within our new apartment residences, you'll
Welcome to 509 East Street, a charming 3-bedroom, 2-bathroom home ideally located between Winter Springs, Lake Mary, and Altamonte Springs. This inviting property offers comfort, convenience, and a location that makes daily life easy. Enjoy being just minutes from Orlando Health, the SunRail Church Avenue station, and popular local spots like the new Foxtail Coffee in Longwood. Situated near the
Welcome to Alta Trilogy, where modern living meets the beauty of nature in perfect harmony. This vibrant apartment community is designed to cater to every lifestyle, offering a trifecta of amenities, convenience, and style. Nestled in a prime location, Alta Trilogy allows residents to experience the best of both worlds: the dynamic energy of city life and the tranquility of natural surroundings.
$3,450 per month
5 Beds
4 Baths
2,678 Sq Ft
Best value on prestigious Markham Wood Road — this stunning 5 bed | 4 bath | 3 car garage home has been completely renovated from top to bottom, including a brand new AC system, and is truly move-in ready. From the moment you arrive, a lovely enclosed front courtyard with iron fencing and double front doors sets the tone for what awaits inside: a spacious foyer opening to a grand formal living
Unlock a world of modern living at Weston Park Longwood. Nestled in the vibrant heart of Longwood, our apartments offer a unique blend of contemporary elegance and urban convenience. Discover spacious floor plans designed for comfort and style, featuring premium amenities tailored to enhance your lifestyle. From stainless steel appliances and designer finishes to a resort-style pool and fitness
Well-maintained 2BD/2BA duplex end unit located in the desirable Longwood area! This spacious home offers added privacy as an end unit and features a functional layout with comfortable living and dining space. Washer and dryer are included for your convenience. Nestled in a quiet cul-de-sac, this property provides a peaceful setting while still being conveniently located near shopping, dining,
Find the perfect place to call home at Cypress Longwood! Our new apartments in Longwood, FL will easily suit the needs of every resident. In each of our 1, 2, and 3 bedroom floor plans, residents will find gourmet kitchens with stainless steel appliances and quartz countertops, private patios and balconies, and a washer and dryer. Throughout our upscale community, the resort-style swimming pool,
Welcome to this well-maintained 3-bedroom, 2-bathroom home located near Historic Longwood. The home features tile flooring throughout with no carpet and a comfortable, functional layout with plenty of natural light. The kitchen offers ample cabinet and counter space and opens to the main living areas, making it easy for everyday living. The bedrooms are well-sized, and the primary bedroom
Be the first to live in Longwood’s newest luxury apartment community with stylish studio, one-, two- and three-bedroom apartment homes. Enjoy laid-back, small-town life—with big-city perks. We’ve built a welcoming community at the edge of Longwood’s famed historic district, with comfortable, beautifully designed living spaces that instantly feels like home.Settle into the good life at Alta
This beautifully appointed 2-bedroom, 2-bathroom condo located on the second floor is in the desirable Windsor at Sabal Park. As you enter, you’ll find a spacious dining area on your right, perfect for entertaining. To the left, a hallway leads to the laundry room and the second bathroom, which offers convenient direct access to Bedroom #2. The laundry room will accommodate a full size washer and
Longwood Lakes blends a country feel with suburban living and access to big-city amenities. Located in the city of Longwood, a northern suburb of Orlando, which is ranked the eighth-best place to raise a family in Seminole County. Thirteen miles from downtown Orlando, the neighborhood is convenient to the area’s best dining, shopping and entertainment. Although, that’s only part of its appeal for longtime locals and newcomers. “This area is all about the outdoor lifestyle," says Dawn Taylor, Realtor with Coldwell Banker with over 18 years of experience in the Orlando area. "There are so many opportunities for water activities.” Surrounded by lakes, a beloved historic park, nature preserves and green spaces, residents have any outdoor activity a short drive away.
The 8-acre Shadow Hill Park within the neighborhood offers fishing, two playgrounds and pathways surrounding two lakes. Highland Hills Park in the southern area of Longwood Lakes is a quaint green space where residents can play basketball or have a picnic. The emerald gem of the city is Big Tree Park, named for its landmark and main attraction, the remains of a 3,500-year-old cypress tree that was lost to a fire in 2012. Dubbed “The Senator,” the tree lives on through a memorial with interpretive signs along a boardwalk, a playground structure of a bald cypress tree stump and another ancient tree known as “The Phoenix,” approximately 2,000 years old. “Big Tree Park is a huge deal around here,” says Katie Hamilton, Center Director at Kiddie Academy of Longwood-Lake Mary and longtime resident. “A lot of people go there.” The park is part of the 1,500-acre Spring Hammock Preserve along Lake Jesup, which is covered in a forest of ancient cypress trees. Big Tree Park is also located along the Cross Seminole Trail, a 23-mile hiking and biking path that travels through Seminole County and connects with the Seminole Wekiva Trail. The preserve borders the shores of Lake Jesup, one of the largest lakes in Central Florida, and is popular for boating, bird watching and hiking. Paint the Trail is another Longwood Lakes landmark courtesy of a local painter. The trail was once railroad tracks but now welcomes hikers and bikers to roughly a mile of fencing painted with pop culture icons and film characters like Audrey Hepburn, Jack Skellington, Michael Jackson and Chewbacca. The local artist regularly adds to and updates the paintings, featuring inspiring quotes, endangered animals and a set of wings. Greenwood Lakes Park sits above the northern edge of the community. The 14-acre park offers three tennis courts, two playgrounds and a roller hockey rink. Greenwood Lakes Park also provides a trailhead to reach Cross Seminole Trail. Outdoor enthusiasts who want a deeper trek into nature have Wekiva River Buffer Conservation Area and Wekiva Springs State Park 4 miles west, as well as Lake Monroe and its surrounding parks 11 miles east.
Longwood Lakes is filled with coastal contemporary, Spanish-influenced, ranch-style houses and Craftsman-style homes. Townhouses are also available within the Hanover Pointe and Westlake Manor subdivisions. Most single-family homes were built in the mid-2010s and range from the high-$300,000s for a three-bedroom home of 1,700 square feet to the high-$900,000s for a five- or six-bedroom home over 3,000 square feet. Townhouses range from the mid-$200,000s for a two-bedroom, 1,200-square-foot home up to the high-300,000s for a three-bedroom. Once homebuyers are in, they tend to plant roots. “We have a very small-town feel around here. Probably because the people who live here have been here a really long time,” says Hamilton. Residents enjoy multi-car garages, resort-style pools with lanais and large lot sizes, with most starting at a quarter acre to 5 acres. Towering palm trees, mature oaks, and lemon, avocado and grapefruit trees line yards and sidewalks. Screened-in patios and covered porches are also common in this quiet neighborhood.
Most shopping and dining options are along State Road 434 and Ronald Reagan Boulevard. In the morning, residents can fuel up at Claro’s Coffeehouse with a latte and bagel. Bayridge Sushi is a popular spot for its spicy salmon rolls and all-you-can-eat specials. Empanadas, carne fritas and plantains are the most popular dishes at the Latin American restaurant Mi Casa Kitchen. For a night out, Enzo’s on the Lake is a 4-mile drive south. The restaurant, which earned a spot on OpenTable’s Top 100 Romantic Restaurants in America in 2018, offers diners upscale Italian dishes with views of Lake Fairy. Publix off Longwood Hills Road takes care of essentials, and Longwood Village Shopping Center offers a variety of other local shops, eateries and businesses. Altamonte Mall is 4 miles north, providing brand-name retailers, restaurants and a movie theater. Longwood Lakes residents are 2 miles from the city’s Historic District. The area is filled with small businesses like Nan & Pop’s Ice Cream Shop, specialty stores like Judy’s Dolls and 37 historic homes and buildings. The district includes the 1879 Christ Episcopal Church and the 1885 Bradlee-McIntyre House, a Queen Anne-style home, is the only remaining winter cottage of its size. Downtown Lake Mary is 5 miles in the other direction, offering unique stores, diverse dining and entertainment.
Seminole County Public Schools serves the community, which is the top district in the Orlando area, according to Niche. "The area has an excellent school system that's highly sought after. Most schools have very high ratings on Niche," Taylor says. Local students can attend Woodlands Elementary within the neighborhood, Greenwood Lakes Middle School and Lake Mary High School, both within the Greenwood Lakes community. Woodlands, which offers a before- and after-school enrichment program called KidZone & Beyond received an A from Niche, and the middle school received a B-plus. Earning an A on Niche, Lake Mary High is ranked the fourth-best high school in the county and offers softball and lacrosse teams and a Biology Olympiads club.
Longwood Farmers Market runs every Saturday in Longwood’s Historic District, offering fresh produce, home décor and various homemade goods. The district also hosts car shows on the second Saturday of each month and movies in the park at Reiter Park. The city hosts an annual Dogtoberfest in September, a Halloween Dance Party in October and Breakfast with Santa in December.
Interstate 4 runs along the neighborhood’s western edge, and Highway 17 is a few miles to the east, providing convenient access to the rest of the area. The city center is 2 miles away, downtown Orlando is 13 miles away and Orlando Sanford International Airport is a 10-mile drive east. Public transportation is available through SunRail. The nearest station is in Weston Park, which is 3 miles away.
Property Mix - Square Feet
Longwood Has More Owners
Rental Home Trends
Number of Homes for Rent
64
Median Rent
$2,195
Median Single Family Home Rent
$2,350
Median 4 Bedroom Single Family Home Rent
$2,773
Median Townhouse Rent
$1,650
Median 3 Bedroom Townhouse Rent
$1,795
Median Condo Rent
$1,600
Median 2 Bedroom Condo Rent
$1,650
Demographics
Total Population
17,669
Median Age
43
Population Density
7 ppl/acre
Population under 18
20.6%
On par with the national average
23.8%
Population over 65
22%
On par with the national average
19.1%
Finances
Median Household Income
$68,568
Below the national average
$79,597
Average Household Income
$86,931
Education and Workforce
High School Graduates
90.4%
College Graduates
30.9%
Advanced Degrees
8.3%
Below the national average
13.3%
% Population in Labor Force
68.7%
On par with the national average
64.9%
Weather
Annual Precipitation
54''
Average Winter Low Temperature
50°F
Average Summer High Temperature
92°F
Annual Snowfall
0''
Area Factors
Fairly friendly
Bike Score®®
50/ 100
Fairly friendly
Walk Score®®
40/ 100
Somewhat friendly
Transit Score®®
30/ 100
Source: Local Logic
Sources: Local Logic
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.