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Longwood is a city in Seminole County, Florida. It is part of the Orlando-Kissimmee-Sanford Metropolitan area. 

Centrally located within Seminole County, the City of Longwood was named after a suburb of Boston by the original homesteader, Edward Warren Henck. The City of Longwood has a very diverse collection of homes, communities and multi-family dwellings. In the early 1970's with the development of Sweetwater Oaks, Longwood became known as the upscale Orlando suburb with its multi-million dollar homes on several-acre lots. 

Longwood offers many styles of housing including luxury, waterfront, golf front, single-family homes, townhomes, condos, and villas. Prices range from under $100K to over $10 million offering opportunities for all types of buyers. Some of the most desirable communities in Central Florida are located in Longwood including Alaqua, Alaqua Lakes, Bella Vista, Brantley Harbor, Hidden Cove, Longwood Hills, Markham Glen, Riverside at the Springs, Sable Point, Sleepy Hollow, Springs Landing, The Springs, Sweetwater Country Club, Sweetwater Oaks, Sweetwater West, Veramonte, Wekiva, Wekiva Hills, Whispering Winds, Wingfield, Wingfield North, Wingfield Reserve, and many more. 

Looking to sell your home in Longwood? Follow this link to get an "Instant" Home Value Report

Newest Longwood Homes for Sale

108 Raintree Drive, Longwood image
108 Raintree Drive, Longwood — 108 $425,000

One-of-a-kind 3 bed-2.5 bathroom-2 car garage detached single family home nestled in the Whispering Pines Village in The Springs. This unique home is a free-standing TWO-...

  • 3 Beds
  • 2 Baths
  • Springs Whispering Pines Sec 1 SubDv.
  • 32779 Zip Code
1300 Sweetwater Club Boulevard, Longwood image
1300 Sweetwater Club Boulevard, Longwood $859,000

Come home to elegance and sophistication within the gates of the highly coveted Sweetwater Club in Longwood, Florida. With over 4,400 square feet and majestic outdoor spa...

  • 4 Beds
  • 4 Baths
  • Sweetwater Club Unit 2 SubDv.
  • 32779 Zip Code
237 Tollgate Trail, Longwood image
237 Tollgate Trail, Longwood $434,900

You have to see it to believe it! This beautiful, FULLY REMODELED house is ready for you to walk right in and call it home. You will fall in love with this open floor p...

  • 4 Beds
  • 2 Baths
  • Woodlands The SubDv.
  • 32750 Zip Code
203 Weeping Elm Lane, Longwood image
203 Weeping Elm Lane, Longwood — . $389,000

Imagine yourself driving through a lush canopy of trees as you make your way to this private, distinguished retreat, inside the GUARD GATED landmark Central Florida commu...

  • 2 Beds
  • 2 Baths
  • Springs The Shadowood Village Sec 2 SubDv.
  • 32779 Zip Code
110 Wild Holly Lane, Longwood image
110 Wild Holly Lane, Longwood — 110 $395,000

Beautiful 2 story end unit townhome with 4 bedrooms and 2.5 baths located in the highly sought after community THE SPRINGS, a 24 hour guard gated community. The first flo...

  • 4 Beds
  • 2 Baths
  • Springs The Shadowood Village Sec 2 SubDv.
  • 32779 Zip Code
208 Green Lake Circle, Longwood image
208 Green Lake Circle, Longwood — College Park Constuction $2,587,000

With its custom design and elegant finishes, this grand Lake Brantley waterfront estate will suit even the most discerning buyers. At every turn, you’re treated to gorgeo...

  • 4 Beds
  • 6 Baths
  • Sweetwater Oaks Sweetwater Shores 2 SubDv.
  • 32779 Zip Code
122 Ridgewood Drive, Longwood image
122 Ridgewood Drive, Longwood $599,900

DEBUT! Stunning 4 Bedroom 2.5 Bathroom fully renovated POOL HOME on an oversized lot in a cul-de-sac is ready for YOU to call it HOME! Residents of SWEETWATER OAKS have a...

  • 4 Beds
  • 2 Baths
  • Sweetwater Oaks Sec 10 SubDv.
  • 32779 Zip Code
315 N Sweetwater Boulevard, Longwood image
315 N Sweetwater Boulevard, Longwood $699,900 ▲

Traditional home on corner lot in beautiful Sweetwater Oaks. The yard is a meticulously maintained tropical landscape including several gorgeous topiary features. As you ...

  • 4 Beds
  • 3 Baths
  • Sweetwater Oaks Sec 08 SubDv.
  • 32779 Zip Code
2331 Westwood Drive, Longwood image
2331 Westwood Drive, Longwood $699,900

Super Rare opportunity to own a canal front home to Lake Brantley. This 4/3 Lake Brantley Isles pool home sits on a .72 acre lot and has only had only one owner. Florida ...

  • 4 Beds
  • 3 Baths
  • Lake Brantley Isles 2nd Add SubDv.
  • 32779 Zip Code
702 Fox Valley Drive, Longwood image
702 Fox Valley Drive, Longwood $450,000

One or more photo(s) has been virtually staged. Some Pictures have been virtually staged. Look no further! 4BR/2BA POOL Home in Sweetwater Oaks! Formal Lvg, Frml Dng, Kit...

  • 4 Beds
  • 2 Baths
  • Sweetwater Oaks Sec 06 SubDv.
  • 32779 Zip Code
115 Countryside Drive, Longwood image
115 Countryside Drive, Longwood $446,000

One or more photo(s) has been virtually staged. One or more photo(s) was virtually staged. Gorgeous 4/2 pool home in Sweetwater Oaks with A-rated schools. This is Florida...

  • 4 Beds
  • 2 Baths
  • Sweetwater Oaks Sec 02 SubDv.
  • 32779 Zip Code
618 Fox Valley Drive, Longwood image
618 Fox Valley Drive, Longwood $450,000

Look no further! This 4-bedroom 2 bath home boasts plenty of upgrades and its move in ready with your own private oasis! Completely captivating and immaculate! In ground ...

  • 4 Beds
  • 2 Baths
  • Sweetwater Oaks Sec 06 SubDv.
  • 32779 Zip Code
111 Tedworth Court, Longwood image
111 Tedworth Court, Longwood $382,000

Some Photos May Be Virtually Staged. Wonderful Wekiva Hunt Club! 3/2 wth POOL in CULDESAC, fully fenced screened patio and screened pool! The Split floor plan affords lot...

  • 3 Beds
  • 2 Baths
  • Wekiva Hunt Club 1 Fox Hunt Sec 1 SubDv.
  • 32779 Zip Code
208 Frinton Cove, Longwood image
208 Frinton Cove, Longwood $450,000

BACK ON THE MARKET: Beautiful pool home in a private cul-de-sac in the Wekiva Cove subdivision in the desirable Lake Brantley school district. This single family residen...

  • 4 Beds
  • 2 Baths
  • Wekiva Cove Ph 4 SubDv.
  • 32779 Zip Code
850 Woodcrest Cove, Longwood image
850 Woodcrest Cove, Longwood $374,900 ▼

(Accepting Backup Offers) Come see this beautiful home in the quaint serene NO-HOA community with a screened pool on the cul-de-sac on a EAST facing lot, in the heart of ...

  • 4 Beds
  • 2 Baths
  • Woodgate SubDv.
  • 32750 Zip Code
Longwood image
Longwood $399,000

Best floor plan in Wekiva!! Has extra room so can be uses as small 4th bedroom has had closet removed to make larger office or den or baby room. etc.. New roof, remodeled...

  • 4 Beds
  • 2 Baths
  • Wekiva Hills Sec 06 SubDv.
  • 32779 Zip Code
3218 Tala Loop, Longwood image
3218 Tala Loop, Longwood $1,475,000

Welcome home to this beautifully renovated masterpiece formerly known as VILLA VERONA BY JONES/CLAYTON STREET OF DREAMS HOME, in this sought-after luxury gated community ...

  • 4 Beds
  • 4 Baths
  • Alaqua Ph 3 SubDv.
  • 32779 Zip Code
123 Lyndhurst Drive, Longwood image
123 Lyndhurst Drive, Longwood $360,000

Just Reduced! This home is perfect for families looking for a wonderful family home in a great neighborhood and school district. New ceramic tile throughout the home with...

  • 4 Beds
  • 2 Baths
  • Wekiva Hills Sec 05 SubDv.
  • 32779 Zip Code
400 Woodstead Circle, Longwood image
400 Woodstead Circle, Longwood $625,000

One or more photo(s) has been virtually staged. This Longwood one-story home offers a patio, granite countertops, and a two-car garage.

  • 5 Beds
  • 2 Baths
  • Springs Landing Unit 2 SubDv.
  • 32779 Zip Code
119 Laurel Oak Drive, Longwood image
119 Laurel Oak Drive, Longwood $494,999

Located in the Sweetwater Oaks Community. This two story 4 bedroom, 2 and a half bathroom split floor plan pool home boasts many features you'll love. The kitchen was r...

  • 4 Beds
  • 2 Baths
  • Sweetwater Oaks Sec 11 SubDv.
  • 32779 Zip Code
3068 Timpana Point, Longwood image
3068 Timpana Point, Longwood $1,099,000

Here is your chance to live in a completely renovated LUXURY HOME in the exclusive 24 hr guard gated Longwood community of ALAQUA, one Central Florida's most well reputed...

  • 5 Beds
  • 5 Baths
  • Alaqua Ph 1 SubDv.
  • 32779 Zip Code
102 Sweet Bay Lane, Longwood image
102 Sweet Bay Lane, Longwood $497,000 ▼

Updates Include - Ac Unit, Solar Pool Heat, Tile Flooring, Granite Countertops, Refrigerator, Washer and Dryer, Mirrors, Ceiling Fans, Window Tint, New Pool Screens, Se...

  • 3 Beds
  • 2 Baths
  • Springs The Deerwood Estates SubDv.
  • 32779 Zip Code
1896 Wingfield Drive, Longwood image
1896 Wingfield Drive, Longwood $1,200,000 ▼

Magnificent Mediterranean-style estate Villa Capri, is one of the most spectacular properties in Wingfield Reserve. Located on a corner lot with decorative pillared fenci...

  • 5 Beds
  • 5 Baths
  • Wingfield Reserve Ph 3 SubDv.
  • 32779 Zip Code
975 Lakefront Lane, Longwood image
975 Lakefront Lane, Longwood $1,699,999 ▼

Check it Out!!! Best Priced Lakefront Home on Beautiful - LAKE BRANTLEY!! . Perfectly situated on over 2 plus acres with 163 ft of direct lake frontage, this custom esta...

  • 4 Beds
  • 3 Baths
  • Brantley Harbor SubDv.
  • 32779 Zip Code
1912 Alaqua Drive, Longwood image
1912 Alaqua Drive, Longwood $1,200,000

Located in the gated golf community of Alaqua, on an acre homesite, welcome to paradise. Gently sitting in lush landscaping with a circular driveway, this custom home is ...

  • 5 Beds
  • 4 Baths
  • Alaqua Ph 1 SubDv.
  • 32779 Zip Code

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