Longwood

Known as the upscale Orlando suburb, Longwood is a family-friendly community and a wonderful place to bring up kids. A mere drive away from the beach and from Orlando’s best theme parks and entertainment venues, Longwood attracts many to the Florida real estate market.

Real Estate Statistics

Total Listings: 318
Average Price: $460,391
Highest Price: $3,950,000
Lowest Price: $0

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Longwood

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
318 Properties Found. Page 1 of 27

Large 6br 4ba With A 3 Car Garage In Beautiful ...

NEW Photo of Listing #O5539557

$3,550 Active

  • 6 Beds
  • 4 Baths
  • 1 Acres
  • 4,547 ft²

Rental

607 Sweetwater Club Cir, Longwood, FL

MLS® #O5539557

Large 6br 4ba With A 3 Car Garage In Beautiful Guard Gated Sweetwater Club. One Of The Most Desirable School Districts In The Area. High 20' Ceilings. Oversized Lot Near The Community Tennis Courts. Large Heated Pool With Stone Waterfalls And Fire Pit. All ...

Beautifully Updated 3 Bedroom 1.5 Bath Home Loc...

NEW Photo of Listing #O5540791

$139,950 Active

  • 3 Beds
  • 2 Baths
  • 0.19 Acres
  • 1,100 ft²

Residential

500 Orange Ave, Longwood, FL

MLS® #O5540791

Beautifully Updated 3 Bedroom 1.5 Bath Home Located In Longwood's Desirable Historic District. Some Wonderful Features Of This Home Include: A Large Fenced Corner Lot, 18x18 Tile Throughout Living And Wet Areas, New Carpet In Bedrooms, Updated Baths, Faux W...

Location, Location, Location! Looking For A Mov...

NEW Photo of Listing #O5541133

$212,500 Active

  • 3 Beds
  • 2 Baths
  • 0.31 Acres
  • 1,474 ft²

Residential

1041 Huntington Ct, Longwood, FL

MLS® #O5541133

Location, Location, Location! Looking For A Move-in Ready 3 Bedroom, 2 Bathroom Home With An Over-sized Fenced In Yard? This Is It! This Home Has Been Tastefully Upgraded With Ceramic Tile In Every Room. The Kitchen Enjoys Stainless Steel Appliances And A...

Charming 3 Bedroom 1 Bath Home With Pool On Ove...

NEW Photo of Listing #S4852193

$259,900 Active

  • 3 Beds
  • 1 Baths
  • 0.63 Acres
  • 1,134 ft²

Residential

262 W Bay Ave, Longwood, FL

MLS® #S4852193

Charming 3 Bedroom 1 Bath Home With Pool On Over-sized Lot In Downtown Longwood Historic District. Use As Residence Or Convert To Office. Close To Sun Rail Station, South Florida Hospital, Fire Department And Police Department. Mixed Use Zoning. Demolition...

Welcome To The Springs, An Exclusive Community ...

NEW Photo of Listing #O5541444

$149,900 Active

  • 3 Beds
  • 2 Baths
  • 0.01 Acres
  • 1,804 ft²

Residential

213 Crown Oaks Way #213, Longwood, FL

MLS® #O5541444

Welcome To The Springs, An Exclusive Community Consisting Of 10 Villages - Gated With Very Tight Security Situated In A Forest-type Setting With Amazing Wild Life, Access To The Natural Springs, Private Sandy Beach, Multiple Pools With Sauna, A Fitness Cent...

Spacious 4 Bedroom 2 Bath Pool Home In A Great ...

NEW Photo of Listing #O5541627

$1,975 Active

  • 4 Beds
  • 2 Baths
  • 0.25 Acres
  • 1,947 ft²

Rental

175 Sheridan Ave, Longwood, FL

MLS® #O5541627

Spacious 4 Bedroom 2 Bath Pool Home In A Great Location-with Dining, Business District And Medical Centers Near By. This Home Offers Updated Lighting, Tile Thru-out And Living And Dining Rooms With Plenty Of Entertaining Space. You're Ready For Outdoor Cook...

Welcome Home And Enjoy This Fully Renovated 3/2...

NEW Photo of Listing #O5541693

$295,000 Active

  • 3 Beds
  • 2 Baths
  • 0.39 Acres
  • 1,731 ft²

Residential

2040 W Lake Brantley Dr, Longwood, FL

MLS® #O5541693

Welcome Home And Enjoy This Fully Renovated 3/2 Home With Lake Access To Lake Brantley!!! This Home Is Located In A Quite Serine Lake Community. This Home Boasts Numerous Brand New Features Like Roof, Floors, Trim, Lighting Fixtures, Kitchen, Water Heat...

Come See For Yourself The Potential This 3 Bedr...

NEW Photo of Listing #O5541874

$214,900 Active

  • 3 Beds
  • 3 Baths
  • 0.25 Acres
  • 1,696 ft²

Residential

1111 Sonoma Ct, Longwood, FL

MLS® #O5541874

Come See For Yourself The Potential This 3 Bedroom / 2.5 Bath In The Heart Of Seminole County Has To Offer!!! A+ Rated School District. Living Room Boasts A Beautiful Brick Fireplace. Nice Kitchen Cabinets, Countertops And Stainless Steel Appliances. Buyer(...

Now Available! Come See This Charming 4/2.5, 2 ...

NEW Photo of Listing #U7834150

$299,900 Active

  • 4 Beds
  • 3 Baths
  • 0.47 Acres
  • 2,383 ft²

Residential

302 S Magnolia Oak Dr, Longwood, FL

MLS® #U7834150

Now Available! Come See This Charming 4/2.5, 2 Car Garage, Pool, 2,383 Sqft In The Highly Sough Sweetwater Oaks Community. This Is The Ideal Home For Those Looking For Space And An Oversized Lot Shadded By Oak Trees. As You Enter The Foyer, It Will Immida...

Are You Looking For A Home Located In A Quiet A...

NEW Photo of Listing #O5541789

$162,000 Active

  • 2 Beds
  • 2 Baths
  • 0.11 Acres
  • 1,303 ft²

Residential

409 Evesham Pl, Longwood, FL

MLS® #O5541789

Are You Looking For A Home Located In A Quiet And Safe Neighborhood, With The Country Feel And Still Close By To Shopping Malls And Plazas?this Is The Home For You! Located Less Than 2 Miles From Wekiva Springs State Park. Lovely One Story Townhouse, Not A...

Great Opportunity To Lease A Ground Floor Comme...

NEW Photo of Listing #O5542153

$395 Active

  • 1.06 Acres
  • 479 ft²

Commercial

160 W Evergreen Ave #120, Longwood, FL

MLS® #O5542153

Great Opportunity To Lease A Ground Floor Commercial Space Perfect For Small Professional Offices Or Private Firm With Light Foot Traffic. Located Just A Block From Historic Longwood And Near The Sunrail Depot And Near The Post Office, Local Dining And Bank...

Known as the upscale Orlando suburb, Longwood is a family-friendly community and a wonderful place to bring up kids. A mere drive away from the beach and from Orlando’s best theme parks and entertainment venues, Longwood attracts many to the Florida real estate market.

Top 5 Reasons To Move To Longwood

  1. Location: Conveniently located, with excellent access to most of central Florida’s areas, Longwood attracts lots of young professionals, families and retirees. The neighborhoods are nice and safe and the surrounding communities are very family-oriented.
  2. Beaches, Parks & Entertainment: There are some things in Longwood that appeal to nature lovers: the local state parks such as Wekiwa Springs or Blue Springs, the pristine waters of the Wekiva River and the soft white sand beaches of the gulf coast that are just a quick drive away.
  3. Family Oriented: Known as the upscale Orlando suburb, Longwood is a family-friendly community and a wonderful place to bring up kids. A mere drive away from the beach and from Orlando’s best theme parks and entertainment venues, Longwood attracts many to the Florida real estate market.
  4. Education: A family-oriented community, the residents of Longwood encouraged strict school standards. This has resulted in Longwood having some of the best schools in the nation and being a sought after city for families with school-aged children.
  5. Shopping: Longwood’s historic downtown is packed with antique shops, small boutiques, cafes and restaurants that offer friendly services and authentic cuisine. For residents looking for a larger selection of shopping venues, Orlando’s infinite assortment of malls and boutiques is just a short drive away.

History Of Longwood

The earliest settlers to the Longwood area arrived in the early 1870s. John Neill Searcy came from Tennessee in March 1873, and Edward Warren Henck arrived from Boston in November of the same year. Both came by steamboat up the St. Johns River to Sanford and were soon granted Longwood homesteads. A small community had begun to develop. Mr. Henck found the Hartley Family homesteading at Fairy Lake (which is now the Columbus Harbor neighborhood) when he first arrived. "There were no other inhabitants in what is now the corporation of Longwood.", Henck wrote in a brief history of his early days in Florida for historian William Fremont Blackman's History of Orange County, Florida, published in 1927.


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Listing data comes from My Florida Regional MLS.

Listing information last updated on October 19th, 2017 at 11:48pm CDT.