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: 351
Average Price: $462,157
Highest Price: $4,400,000
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
351 Properties Found. Page 1 of 30

House Available December 13th No Applicatio...

NEW Photo of Listing #O5550733

$1,845 Active

  • 3 Beds
  • 2 Baths
  • 0.22 Acres
  • 1,696 ft²

Rental

103 Holderness Dr, Longwood, FL

MLS® #O5550733

House Available December 13th No Application Fees At This Time Lovely And Updated 3 Bedroom 2 Bath House In The Sought After Wekiva/longwood Area. Beautiful Modernized Bathrooms, Updated Kitchen Cabinets, Quartz Backsplash, Granite Countertops Throu...

Beautiful, Move-in Ready 2 Bedrooms, 2.5 Bath P...

NEW Photo of Listing #O5550819

$1,395 Active

  • 2 Beds
  • 3 Baths
  • 0.39 Acres
  • 1,278 ft²

Rental

875 E Church Ave, Longwood, FL

MLS® #O5550819

Beautiful, Move-in Ready 2 Bedrooms, 2.5 Bath Pool Home On Nearly Half-acre. Upgraded Oak Cabinets, Solid Surface Counter Tops In The Eat-in Kitchen, Large Windows In Living Room For Plenty Natural Lighting And Ceramic Tile And Terrazzo Flooring Thru-out Fo...

Welcome Home To Your Private Haven Located In T...

NEW Photo of Listing #O5550900

$572,500 Active

  • 6 Beds
  • 5 Baths
  • 0.21 Acres
  • 5,107 ft²

Residential

1212 Bella Vista Cir, Longwood, FL

MLS® #O5550900

Welcome Home To Your Private Haven Located In The Gated Bella Vista Community. Go Green With This Environmentally Sensitive, Energy-saving Energy Star® Qualified Meritage Home. The Open Floor Plan Encompasses 6 Spacious Bedrooms, 5 Luxurious Bathrooms, 2 P...

If You Need A Larger Home On A Beautiful Corner...

NEW Photo of Listing #O5551287

$339,900 Active

  • 4 Beds
  • 3 Baths
  • 0.32 Acres
  • 2,280 ft²

Residential

347 Allison Ave, Longwood, FL

MLS® #O5551287

If You Need A Larger Home On A Beautiful Corner Lot, This Is It! Spacious 4/3 Home On Large Lot In Desirable Rolling Hills Neighborhood Is Over 2200 Heated Square Feet! Formal Living And Dining Rooms, Plus A Large Family Room. This Home Is Light And Brig...

Great Opportunity To Lease A 2nd Floor Commerci...

NEW Photo of Listing #O5551813

$250 Active

  • 1.06 Acres
  • 265 ft²

Commercial

160 W Evergreen Ave #250, Longwood, FL

MLS® #O5551813

Great Opportunity To Lease A 2nd Floor Commercial Space Perfect For Small Professional Office Or Private Firm With Light Foot Traffic. Located Just A Block From Historic Longwood And The New Sunrail Depot And Near The Post Office, Local Dining And Banking, ...

This Stunning Remodeled Family Home Featured Wi...

NEW Photo of Listing #O5551887

$1,995 Active

  • 4 Beds
  • 2 Baths
  • 0.32 Acres
  • 2,328 ft²

Rental

322 Nelson Ave, Longwood, FL

MLS® #O5551887

This Stunning Remodeled Family Home Featured With 4 Bedrooms / 2 Bathrooms Sits On A Large Corner Lot. Beautiful Fully Equipped Kitchen With Stainless Steel Appliances, Exotic Granite Counter-tops With Backsplash, Wood Cabinets Including Lazy Susan. Spaciou...

Divine Townhome Located In The Heart Of Longwoo...

NEW Photo of Listing #O5551892

$188,000 Active

  • 3 Beds
  • 2 Baths
  • 0.09 Acres
  • 1,378 ft²

Residential

1332 Dunhill Dr, Longwood, FL

MLS® #O5551892

Divine Townhome Located In The Heart Of Longwood. Completely Renovated With Engineered Wood Flooring, New Carpet, Stainless Steel Appliances, Granite Countertops, New Wood Cabinets And Vanities, New Hvac System, And Fresh Interior Paint! Shower All Your Car...

This Is Your Chance To Own An Affordable 4 Bedr...

NEW Photo of Listing #O5552079

$179,000 Active

  • 4 Beds
  • 2 Baths
  • 0.23 Acres
  • 1,200 ft²

Residential

880 Longdale Ave, Longwood, FL

MLS® #O5552079

This Is Your Chance To Own An Affordable 4 Bedroom 2 Bathroom Home In The Center Of Longwood! This House Has Been Fully Renovated From Top To Bottom With Designer Finishes, And Is Full Of Southern Charm. The Home Boasts A New Roof, Updated Kitchen And Baths...

This Stunning 3 Bedrooms 3 Full Baths Town Home...

NEW Photo of Listing #O5552130

$1,550 Active

  • 3 Beds
  • 4 Baths
  • 0.05 Acres
  • 1,609 ft²

Rental

1714 Smokey Oak Way, Longwood, FL

MLS® #O5552130

This Stunning 3 Bedrooms 3 Full Baths Town Home Is Located In Longwood's Highly Desirable Hanover Pointe Community. Great Locations! Just Minutes From Lake Mary High, Ymca, Library And Lake Mary Blvd. The Spacious And Open Floor Plan Includes 1 Bedroom And ...

Adorable 2 Bedroom 2 Bath Mobile Available In S...

NEW Photo of Listing #N5915517

$135,900 Active

  • 2 Beds
  • 2 Baths
  • 0.12 Acres
  • 863 ft²

Residential

350 Longwood Dr, Venice, FL

MLS® #N5915517

Adorable 2 Bedroom 2 Bath Mobile Available In Sandalwood Park, Meticulously Maintained Featuring A 22x10 Lanai With Vinyl Windows - There's Even A Wall Unit A/c For Those Hot Days So You Can Get More Use Out Of The Room. New Laminate Floors In Main Living ...

Great Neighborhood,great Home,great Pool And In...

NEW Photo of Listing #O5549837

$1,900 Active

  • 3 Beds
  • 2 Baths
  • 0.35 Acres
  • 1,826 ft²

Rental

3540 Vestavia Way, Longwood, FL

MLS® #O5549837

Great Neighborhood,great Home,great Pool And In Great Condition, Granite Counters,vaulted Ceilings,new Tiled Flooring,large Screened Pool And Porch,big Yard,some Nice Quiet Area

***new Tile Roof***immaculate***updated Kitchen...

NEW Photo of Listing #A4202842

$389,950 Active

  • 3 Beds
  • 2 Baths
  • 0.19 Acres
  • 1,791 ft²

Residential

6176 Nicole Ct, Sarasota, FL

MLS® #A4202842

***new Tile Roof***immaculate***updated Kitchen***updated Bathrooms***updated Flooring***ge Profile Stainless Steel Appliance Suite***updated Pool***open Floor Plan***close To Utc Mall***longwood Run*** With Beautiful Updates And Its Convenient Location, 6...

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 December 15th, 2017 at 2:48am EST.