21,189

Longwood, FL Homes

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  • /25

    $397,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,542 Sq Ft

    563 Northport Dr, Longwood, FL 32750

    Under contract-accepting backup offers. Fully Renovated with NEW ROOF in Prime Location! Move right into this stunningly updated 3-bed, 2-bath home in Tiberon Cove! Enjoy a bright, open-concept floor plan centered around a gorgeous kitchen with a huge island and newer stainless steel appliances. The massive, glass-enclosed Florida room is perfect for year-round living. ALL THE WORK IS DONE! Key

    Agent Photo

    David Coker

    KELLER WILLIAMS WINTER PARK

    (321) 513-1678

    563 Northport Dr, Longwood, FL 32750
  • /6

    $1,700 per month

    • 2 Beds
    • 2 Baths
    • 1,668 Sq Ft
    • Townhouse for Rent

    951 Bryan Ct, Longwood, FL 32750

    This 1/2 duplex is a great little 2 bed 2 bath unit. The location is close to everything, easy access to sunrail, shopping, dining, and much more.

    Agent Photo

    Scott McGrath

    BUYING PARADISE LLC

    (321) 252-5464

    951 Bryan Ct, Longwood, FL 32750
  • /2

    $319,000 Sold Nov 21, 2025

    1906 Saint Andrews Place, Longwood, FL 32779

    • 3 Beds
    • 2.5 Baths
    • 1,313 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Below List Price
    • $243/SF
    • 8 Days On Market

    Last Listing Agent Ron Hernquist RE/MAX CENTRAL REALTY

    1906 Saint Andrews Place, Longwood, FL 32779
    • /2

      Est $571,264 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,249 Sq Ft

      1677 Boyer St, Longwood, FL 32750

      1677 Boyer St, Longwood, FL 32750
  • /39

    $485,000

    • 3 Beds
    • 2 Baths
    • 2,226 Sq Ft

    901 Cutler Rd, Longwood, FL 32779

    LOWEST PRICE HOME PER SQUARE FOOT IN A SQUARE MILE. This home is move it ready. Pull over Honey. Look at the cute swing in the front yard. That looks like a great home to relax it. Let's take a look. As you walk up to the home you are greeted by double doors making it feel like a grand entrance. To the right of the entry you have the huge living room which can take you to the laundry room and

    Agent Photo

    Eric Soto

    TC ORLANDO HOMES LLC

    (321) 850-2611

    901 Cutler Rd, Longwood, FL 32779
  • /9

    $1,600 per month

    • 2 Beds
    • 1.5 Baths
    • 744 Sq Ft
    • Property for Rent

    112 Mohawk Ln, Longwood, FL 32779

    Welcome to 112 Mohawk Lane, a newly refreshed 2-bedroom rental in Altamonte Springs with an open layout, updated flooring, fresh paint, and great natural light throughout. The home offers a spacious living area, a functional kitchen with ample cabinet space, a separate laundry closet with washer and dryer included, and two comfortable bedrooms. Both bathrooms have been updated, and the property

    Agent Photo

    Alexa Monasterio Flores

    KELLER WILLIAMS ADVANTAGE 2 REALTY

    (321) 517-0932

    112 Mohawk Ln, Longwood, FL 32779
  • /2

    $430,000 Sold Dec 08, 2025

    480 Country Club Dr, Longwood, FL 32750

    • 3 Beds
    • 2.5 Baths
    • 2,438 Sq Ft
    • Built 1969

    Last Sold Summary

    • 1% Above List Price
    • $176/SF
    • 3 Days On Market

    Last Listing Agent Brent DeHoop RE/MAX ASSURED

    480 Country Club Dr, Longwood, FL 32750
    • /2

      Est $451,422 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,125 Sq Ft

      182 W Warren Ave, Longwood, FL 32750

      182 W Warren Ave, Longwood, FL 32750
  • /32

    $410,000

    • 3 Beds
    • 2 Baths
    • 1,311 Sq Ft

    2330 Pleasant Dr, Longwood, FL 32779

    One or more photo(s) has been virtually staged. Completely renovated and move-in ready, this beautifully updated 3-bedroom, 2-bath pool home is nestled in the sought-after Brantley Isles neighborhood—where charm, community, and convenience come together. From the moment you arrive, you'll notice the long driveway and covered carport, offering plenty of parking. Step inside to an open floor plan

    Agent Photo

    Cheyanne MacNeill

    THE AGENCY ORLANDO

    (321) 475-1614

    2330 Pleasant Dr, Longwood, FL 32779
  • /41

    $1,457 - $3,502 per month

    The Addison Longwood

    Studio - 3 Beds

    681 Addison Longwood Terrace, Longwood, FL 32750

    Home. Few things in life are more personal or more keenly reflect our individual tastes. Precisely why having the best to build on can make all the difference, like gourmet kitchens and expansive windows. The Addison Longwood offers the chance to make the exceptional your own... to make it your home. In our new apartments for rent, you'll find a peaceful place to escape to.Whatever

    681 Addison Longwood Terrace, Longwood, FL 32750
  • /2

    $575,000 Sold Dec 05, 2025

    287 Hilltop Dr, Longwood, FL 32750

    • 4 Beds
    • 2.5 Baths
    • 2,522 Sq Ft
    • Built 2019

    Last Sold Summary

    • $228/SF
    • 17 Days On Market

    Last Listing Agent Eric Soto TC ORLANDO HOMES LLC

    287 Hilltop Dr, Longwood, FL 32750
    • /2

      Est $797,129 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,424 Sq Ft

      1729 Alvarado Ct, Longwood, FL 32779

      1729 Alvarado Ct, Longwood, FL 32779
  • /69

    $650,000

    • 4 Beds
    • 2.5 Baths
    • 2,573 Sq Ft

    941 Bearded Oaks Terrace, Longwood, FL 32779

    Welcome home to your very own personal haven. This disinvite POOL home is located in the gated community of Sweetwater Springs. This remarkable four-bedroom, two-and-a-half-bathroom property features a multi-level floor plan that contributes to its unique design encompassing over 2,500 square feet of living area with plenty of natural light. The formal living and dining rooms create an ideal

    Agent Photo

    Jason Buelow

    RE/MAX ASSURED

    (321) 220-7384

    941 Bearded Oaks Terrace, Longwood, FL 32779
  • /12

    $3,500 per month

    • 3 Beds
    • 2 Baths
    • 1,855 Sq Ft
    • House for Rent

    199 Gene Gables Cir, Longwood, FL 32779

    Beautiful 4-Bed, 2-Bath Pool Home in East Lake Brantley – Lake Access Included! Welcome to this stunning and well-maintained home located on a quiet street in the desirable East Lake Brantley HOA community. Enjoy private lake access and plenty of space to bring your boat or RV! This home features a bright, open layout with 4 spacious bedrooms, 2 updated bathrooms, and a refreshing screened-in

    Georgi Georgiev INTEXT REALTY, LLC

    199 Gene Gables Cir, Longwood, FL 32779
  • /2

    $510,000 Sold Oct 07, 2025

    732 Wildmere Village Cove, Longwood, FL 32750

    • 4 Beds
    • 2.5 Baths
    • 2,510 Sq Ft
    • Built 2014

    Last Sold Summary

    • 3% Below List Price
    • $203/SF
    • 12 Days On Market

    Last Listing Agent Jim Ruddy WATSON REALTY CORP

    732 Wildmere Village Cove, Longwood, FL 32750
    • /2

      Est $1,137,369 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,328 Sq Ft

      542 Estates Place, Longwood, FL 32779

      542 Estates Place, Longwood, FL 32779
  • /46

    $128,000

    • 1 Bed
    • 1 Bath
    • 921 Sq Ft

    260 Crown Oaks Way, Longwood, FL 32779

    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

    Agent Photo

    Scott Major

    DON HARKINS REALTY LLC

    (321) 475-5179

    260 Crown Oaks Way, Longwood, FL 32779
  • /46

    $1,535 - $3,120 per month

    Alta Trilogy

    Studio - 3 Beds

    1050 S Ronald Reagan Blvd, Longwood, FL 32750

    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.

    1050 S Ronald Reagan Blvd, Longwood, FL 32750
  • /2

    $382,000 Sold Aug 27, 2025

    136 Bridgeview Ct, Longwood, FL 32779

    • 2 Beds
    • 2 Baths
    • 1,685 Sq Ft
    • Built 1983

    Last Sold Summary

    • 11% Below List Price
    • $227/SF
    • 103 Days On Market

    Current Estimated Value $393,463

    Last Listing Agent Joseph Pacholski KELLER WILLIAMS HERITAGE REALTY

    136 Bridgeview Ct, Longwood, FL 32779
    • /2

      Est $320,885 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,679 Sq Ft

      125 Golf Club Dr, Longwood, FL 32779

      125 Golf Club Dr, Longwood, FL 32779
  • /67

    $624,000

    • 4 Beds
    • 3 Baths
    • 2,606 Sq Ft

    204 Adair Ave, Longwood, FL 32750

    REDUCED FOR QUICK SALE! Charming 4 bedroom, 3 bathroom remodeled POOL home with a screened-in lanai in the lovely and tranquil - highly sought-after - Knollwood Community in Longwood, Florida; offers a unique combination of modern comforts, spacious living, and a prime location. Enjoy easy access to all that Longwood and the surrounding areas have to offer, from top-notch schools to shopping,

    Agent Photo

    Edward Rochette

    ROCHETTE REALTY LLC

    (321) 461-7486

    204 Adair Ave, Longwood, FL 32750
  • /23

    $1,650 per month

    • 2 Beds
    • 2.5 Baths
    • 1,365 Sq Ft
    • Condo for Rent

    1105 Clubside Dr, Longwood, FL 32779

    First floor, two bedroom, two and a half bathroom condo in Clubside at Sabal Point, Longwood. Each bedroom has a walk-in closet and private bathroom. Spacious floor plan with fully equipped laundry room with washer and dryer and a half bathroom for guests. Screened-in porch overlooking the Tennis courts. Assigned and guest parking. Move-in ready. Great location just minutes from Publix and Wekiva

    Rafael Pierluisi ALFANO PROPERTY MANAGEMENT

    1105 Clubside Dr, Longwood, FL 32779
  • /2

    $235,000 Sold Jul 07, 2025

    1109 Clubside Dr Unit 1109, Longwood, FL 32779

    • 2 Beds
    • 2.5 Baths
    • 1,365 Sq Ft
    • Built 1984

    Last Sold Summary

    • 36% Below List Price
    • $172/SF
    • 72 Days On Market

    Current Estimated Value $225,840

    Last Listing Agent Renato Alves ALVES AND HOWELL REALTY

    1109 Clubside Dr Unit 1109, Longwood, FL 32779
    • /2

      Est $672,782 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,535 Sq Ft

      1394 S Ridge Lake Cir, Longwood, FL 32750

      1394 S Ridge Lake Cir, Longwood, FL 32750
  • /29

    $369,900

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    668 Georgia Ave, Longwood, FL 32750

    One or more photo(s) has been virtually staged. Beautifully Updated Longwood Home with No HOA! Welcome home to this beautifully upgraded property offering exceptional curb appeal and a central Longwood location. Step inside to a bright, spacious living room that flows seamlessly into a stunning chef’s kitchen, fully upgraded with LG stainless steel appliances, gas stove, granite countertops,

    Agent Photo

    Freddie Crespo

    INVESTOR'S REAL ESTATE LLC

    (321) 516-0820

    668 Georgia Ave, Longwood, FL 32750
  • /87

    $1,424 - $1,874 per month

    Weston Park at Longwood Station

    1 - 3 Beds

    100 Myrtle St, Longwood, FL 32750

    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

    100 Myrtle St, Longwood, FL 32750
  • /2

    $412,800 Sold Jul 15, 2025

    1414 Meadowlark St, Longwood, FL 32750

    • 3 Beds
    • 2 Baths
    • 1,827 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Below List Price
    • $226/SF
    • 70 Days On Market

    Current Estimated Value $411,799

    Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

    1414 Meadowlark St, Longwood, FL 32750
    • /2

      Est $286,250 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,168 Sq Ft

      894 Lormann Cir, Longwood, FL 32750

      894 Lormann Cir, Longwood, FL 32750
  • /38

    $440,000

    • 3 Beds
    • 2 Baths
    • 1,449 Sq Ft

    150 Essex Dr, Longwood, FL 32779

    Step into the warmth and charm of this rare cabin-style retreat nestled in the heart of Longwood’s beloved Wekiva Hunt Club community. With 3 bedrooms, 2 baths, and 1,449 sq ft of inviting living space, this home feels like a peaceful getaway—yet it’s just minutes from everything. Imagine mornings on your screened porch, surrounded by lush, award-winning Florida Trees and the gentle sounds of

    Agent Photo

    Nahed Georgy

    COLDWELL BANKER REALTY

    (321) 364-4149

    150 Essex Dr, Longwood, FL 32779
  • /39

    $3,700 per month

    • 4 Beds
    • 3 Baths
    • 2,751 Sq Ft
    • House for Rent

    103 Lake Brantley Terrace, Longwood, FL 32779

    Spacious 4 Bed / 3 Bath canal front home in established Longwood neighborhood with access to Lake Brantley. This 2,751 sq. ft. residence sits on a cul-de-sac and offers a fantastic layout, plenty of natural light, an attached 2-car garage, a covered and screened-in 272 sq. ft. patio, and an additional flex space room off the patio. Features include hardwood flooring, access to a private community

    Steve Simpson 407 PROPERTIES

    103 Lake Brantley Terrace, Longwood, FL 32779
  • /2

    $380,000 Sold Jun 13, 2025

    905 Orange Ave, Longwood, FL 32750

    • 1,632 Sq Ft
    • Built 1980

    Last Sold Summary

    • 5% Below List Price
    • $233/SF
    • 35 Days On Market

    Last Listing Agent Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

    905 Orange Ave, Longwood, FL 32750
    • /2

      Est $446,405 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,118 Sq Ft

      470 Wilford Ave, Longwood, FL 32750

      470 Wilford Ave, Longwood, FL 32750
  • /55

    $476,000

    • 4 Beds
    • 2.5 Baths
    • 2,047 Sq Ft

    140 W York Ct, Longwood, FL 32779

    One or more photo(s) has been virtually staged. Welcome to a home that feels like it was waiting for you. Tucked into a quiet corner lot beneath mature trees and golden afternoon light, this 4-bedroom, 2.5-bath retreat offers more than space—it offers serenity.Step inside and feel the warmth of a wood-burning fireplace anchoring the great room, where laughter echoes and memories unfold. The

    Agent Photo

    Nahed Georgy

    COLDWELL BANKER REALTY

    (321) 492-0505

    140 W York Ct, Longwood, FL 32779
  • /25

    $1,450 - $2,664 per month

    Cypress Longwood

    1 - 3 Beds

    375 Summer Cypress Cove, Longwood, FL 32750

    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,

    375 Summer Cypress Cove, Longwood, FL 32750
  • /2

    $315,000 Sold Aug 08, 2025

    308 N Shadowbay Blvd Unit 214, Longwood, FL 32779

    • 3 Beds
    • 3 Baths
    • 1,592 Sq Ft
    • Built 1986

    Last Sold Summary

    • 7% Below List Price
    • $198/SF
    • 14 Days On Market

    Current Estimated Value $318,557

    Last Listing Agent Jay Patterson KELLER WILLIAMS ADVANTAGE REALTY

    308 N Shadowbay Blvd Unit 214, Longwood, FL 32779
    • /2

      Est $270,060 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,202 Sq Ft

      208 W Sabal Palm Place Unit 47, Longwood, FL 32779

      208 W Sabal Palm Place Unit 47, Longwood, FL 32779
  • /50

    $485,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,567 Sq Ft

    1821 Stanley St, Longwood, FL 32750

    Under contract-accepting backup offers. Welcome to this charming and spacious home tucked away in the sought-after Sanlando Springs community—where there's no homeowners association to cramp your creative style! With over 2,600 square feet of well-thought-out living space, this newer custom-built residence offers three generously sized bedrooms and two bathrooms in a true split-bedroom layout,

    Agent Photo

    Sharon Snow

    COLLADO REAL ESTATE

    (321) 204-1101

    1821 Stanley St, Longwood, FL 32750
  • /21

    $1,350 per month

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Condo for Rent

    125 Springwood Cir Unit D, Longwood, FL 32750

    Cozy two Bedroom 2nd floor with no upstairs neighbors condo at Springwood Village, located off SR434 just east of I4.Updated kitchen with Stainless Steel appliances, light and bright interior with spacious bedrooms, sliding doors lead to the screened porch with additional storage, ideal for evening relaxing. The unit has wood flooring in all the living areas. HOA includes all exterior maintenance

    MAYOLET BORNAS MAYOLET REALTY LLC

    125 Springwood Cir Unit D, Longwood, FL 32750
  • /2

    $460,000 Sold Apr 29, 2025

    233 Littlehampton Close, Longwood, FL 32779

    • 4 Beds
    • 2 Baths
    • 2,260 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Below List Price
    • $204/SF
    • 1 Day On Market

    Current Estimated Value $472,738

    Last Listing Agent Chuck Burt YOUNG REAL ESTATE

    233 Littlehampton Close, Longwood, FL 32779
    • /2

      Est $449,645 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,738 Sq Ft

      207 W Cumberland Cir, Longwood, FL 32779

      207 W Cumberland Cir, Longwood, FL 32779

Showing Results 1 - 40, Page 1 of 18

Home Trends in Longwood, FL

Housing Trends

Median Sale Price
$472,437
Median Single Family Sale Price
$496,000
Median Townhouse Sale Price
$334,000
Median 2 Bedroom Sale Price
$215,000
Median 1 Bedroom Sale Price
$130,000
Average Price Per Sq Ft
$242
Number of Homes for Sale
178
Last 12 months Home Sales
766
Months of Supply
2.80
Median List Price
$486,250
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
4%
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