21,217

Longwood, FL Homes

Section Image
  • /53

    $825,000

    • 4 Beds
    • 4 Baths
    • 3,596 Sq Ft

    283 Lakay Place, Longwood, FL 32779

    Priced to sell! Live the Florida lifestyle in the private, gated community of Terra Oaks in Longwood. Set on over a quarter-acre with a stunning heated pool, this beautifully maintained home impresses from the start with manicured landscaping, a tile roof, paver driveway, and a grand, welcoming entry. Inside, you’ll find soaring 21-foot ceilings and a bright, open layout with solid wood and tile

    Simon Simaan THE SIMON SIMAAN GROUP

    283 Lakay Place, Longwood, FL 32779
  • /16

    $2,285 Per Month

    • 3 Beds
    • 2 Baths
    • 1,266 Sq Ft
    • House for Rent

    714 Eagle Ave, Longwood, FL 32750

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

    (321) 450-9228

    714 Eagle Ave, Longwood, FL 32750
  • /2

    $445,000 Sold Jan 28, 2026

    162 Duncan Trail, Longwood, FL 32779

    • 4 Beds
    • 2 Baths
    • 1,907 Sq Ft
    • Built 1979

    Last Sold Summary

    • 1% Below List Price
    • $233/SF
    • 10 Days On Market

    Current Estimated Value $441,302

    Last Listing Agent Michael Collier EXP REALTY LLC

    162 Duncan Trail, Longwood, FL 32779
    • /2

      Est $155,151 Not Listed For Sale

      107 Springwood Cir Unit A, Longwood, FL 32750

      • 2 Beds
      • 1 Bath
      • 1,020 Sq Ft
      • Built 1973
      107 Springwood Cir Unit A, Longwood, FL 32750

      Last Sold Summary

      • 1% Below List Price
      • $154/SF
      • 137 Days On Market
      • Last Sold Price $157,000
      • May 06, 2025

      Last Listing Agent Vivette Montas LPT REALTY, LLC

  • /25

    $200,000

    • 2 Beds
    • 2 Baths
    • 1,208 Sq Ft

    262 W Sabal Palm Place Unit 20, Longwood, FL 32779

    One or more photo(s) has been virtually staged. Located in the highly desirable SABAL POINT, this charming SINGLE STORY villa-style condo offers easy living in a peaceful and well-maintained community. This 2-bedroom, split-style layout provides privacy and comfort, featuring a cozy fireplace in the living room and a spaciousscreened-in lanai—perfect for relaxing or entertaining. Enjoy the

    Nicole Dege REDFIN CORPORATION

    262 W Sabal Palm Place Unit 20, Longwood, FL 32779
  • /13

    $1,950 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,293 Sq Ft
    • Townhouse for Rent

    1651 Smokey Oak Way, Longwood, FL 32750

    Available to move in on May 1st. we are working on the flooring replacement to laminate. 2 bedroom 2.5 bath Townhome located in the gated community of Hanover Pointe in Longwood. Brand new paint and No carpet. 2 bedrooms and 2 full bathrooms upstairs. 1/2 bath downstairs. Attached single car garage. . Enjoy resort-style living with access to the sparkling community pool, perfect for

    (689) 334-1231

    1651 Smokey Oak Way, Longwood, FL 32750
  • /73

    $579,000 Sold May 15, 2025

    102 Wild Plum Ln, Longwood, FL 32779

    • 4 Beds
    • 3.5 Baths
    • 3,690 Sq Ft
    • Built 1979

    Last Sold Summary

    • $157/SF
    • 2 Days On Market

    Current Estimated Value $642,803

    Last Listing Agent Domenique Lombardo ROYALTY R E BOUTIQUE INC

    102 Wild Plum Ln, Longwood, FL 32779
    • /2

      Est $698,329 Not Listed For Sale

      1317 Noble St, Longwood, FL 32750

      • 4 Beds
      • 2.5 Baths
      • 3,006 Sq Ft
      • Built 1979
      1317 Noble St, Longwood, FL 32750

      Last Sold Summary

      • $233/SF
      • 258 Days On Market
      • Last Sold Price $700,000
      • May 01, 2025

      Last Listing Agent Heather Spirazza REGENCY REAL ESTATE LLC

  • /62

    $2,785,000

    • 5 Beds
    • 6 Baths
    • 7,696 Sq Ft

    2228 Earleaf Ct, Longwood, FL 32779

    At the end of a quiet cul-de-sac and backing to the protected beauty of Wekiwa Springs State Park, this extraordinary waterfront estate offers a rare blend of privacy, scale and natural serenity in the desired Markham Woods Corridor. Fully fenced and positioned to capture sweeping conservation and water views, the setting alone places this residence in a category few can match. Impressive private

    Mel Bernstein PREMIER SOTHEBYS INT'L REALTY

    2228 Earleaf Ct, Longwood, FL 32779
  • /18

    $2,630 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,998 Sq Ft
    • House for Rent

    951 Waverly Dr, Longwood, FL 32750

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2774.90. That covers your base rent, $2630.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    (689) 334-1463

    951 Waverly Dr, Longwood, FL 32750
  • /2

    $500,000 Sold Mar 27, 2026

    120 E Cumberland Cir, Longwood, FL 32779

    • 3 Beds
    • 2.5 Baths
    • 2,185 Sq Ft
    • Built 1977

    Last Sold Summary

    • 5% Below List Price
    • $229/SF
    • 45 Days On Market

    Current Estimated Value $509,664

    Last Listing Agent Tonya Thompson KORR REALTY CORP

    120 E Cumberland Cir, Longwood, FL 32779
    • /2

      Est $474,511 Not Listed For Sale

      233 Littlehampton Close, Longwood, FL 32779

      • 4 Beds
      • 2 Baths
      • 2,260 Sq Ft
      • Built 1980
      233 Littlehampton Close, Longwood, FL 32779

      Last Sold Summary

      • 3% Above List Price
      • $204/SF
      • 1 Day On Market
      • Last Sold Price $460,000
      • Apr 29, 2025

      Last Listing Agent Chuck Burt YOUNG REAL ESTATE

  • /39

    $345,000

    • 4 Beds
    • 2 Baths
    • 1,595 Sq Ft

    1508 Canary St, Longwood, FL 32750

    One or more photo(s) has been virtually staged. Welcome to 1508 Canary Street in Longwood! This charming 4-bedroom, 2-bath home features a desirable split floorplan, offering both privacy and functionality for everyday living. With no HOA, you’ll enjoy the freedom to truly make this property your own. Step outside to a spacious, fully fenced backyard with mature trees, perfect for relaxing,

    Dawn Grigsby EXP REALTY LLC

    1508 Canary St, Longwood, FL 32750
  • /16

    $2,125 Per Month

    • 3 Beds
    • 1 Baths
    • 1,567 Sq Ft
    • House for Rent

    950 Lormann Cir, Longwood, FL 32750

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

    (689) 336-3370

    950 Lormann Cir, Longwood, FL 32750
  • /2

    $350,000 Sold Sep 04, 2025

    712 Eagle Ave, Longwood, FL 32750

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft
    • Built 1977

    Last Sold Summary

    • 3% Below List Price
    • $298/SF
    • 12 Days On Market

    Current Estimated Value $349,283

    Last Listing Agent Robert Finzel ATRIUM REALTY, LLC

    712 Eagle Ave, Longwood, FL 32750
    • /2

      Est $425,156 Not Listed For Sale

      112 Pineapple Ct, Longwood, FL 32750

      • 4 Beds
      • 3 Baths
      • 1,425 Sq Ft
      • Built 1975
      112 Pineapple Ct, Longwood, FL 32750

      Last Sold Summary

      • $298/SF
      • 88 Days On Market
      • Last Sold Price $424,900
      • Apr 29, 2025

      Last Listing Agent Ozzie Quiroz COLDWELL BANKER REALTY

  • /33

    $310,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    233 E Church Ave, Longwood, FL 32750

    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,

    Bill Martinez CENTURY 21 EDGE

    233 E Church Ave, Longwood, FL 32750
  • /16

    $2,680 Per Month

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft
    • House for Rent

    246 Blackwater Place, Longwood, FL 32750

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    (321) 416-2003

    246 Blackwater Place, Longwood, FL 32750
  • /2

    $610,000 Sold Dec 15, 2025

    2421 Jennifer Hope Blvd, Longwood, FL 32779

    • 4 Beds
    • 3 Baths
    • 2,281 Sq Ft
    • Built 1979

    Last Sold Summary

    • 2% Below List Price
    • $267/SF
    • 17 Days On Market

    Current Estimated Value $638,007

    Last Listing Agent Nick Nastase THE PROPERTY PROS REAL ESTATE, INC

    2421 Jennifer Hope Blvd, Longwood, FL 32779
    • /2

      Est $252,743 Not Listed For Sale

      818 Logan Dr, Longwood, FL 32750

      • 3 Beds
      • 1.5 Baths
      • 969 Sq Ft
      • Built 1962
      818 Logan Dr, Longwood, FL 32750

      Last Sold Summary

      • 1% Below List Price
      • $263/SF
      • 23 Days On Market
      • Last Sold Price $255,000
      • Apr 29, 2025

      Last Listing Agent Marian Schneider RE/MAX

  • /12

    $625,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,258 Sq Ft

    1870 Crowley Cir E, Longwood, FL 32779

    Short Sale. Welcome to your peacefull oasis located on a full acre. Spacious floor plan with generous living area and kitchen featuring built-in stove and oven. Additional bedrooms creates flexibility for family, guests, or a home office. Enjoy Florida living with your backyard pool and oversized yard—ideal for entertaining, pets, or future expansion. Conveniently located near schools, shopping,

    Jesse Sutton, Jr LPT REALTY, LLC

    1870 Crowley Cir E, Longwood, FL 32779
  • /16

    $2,275 Per Month

    • 3 Beds
    • 2 Baths
    • 1,412 Sq Ft
    • House for Rent

    828 Shell Ln, Longwood, FL 32750

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    (321) 320-8255

    828 Shell Ln, Longwood, FL 32750
  • /2

    $470,000 Sold Jul 24, 2025

    1161 Roxboro Rd, Longwood, FL 32750

    • 3 Beds
    • 2 Baths
    • 1,891 Sq Ft
    • Built 1995

    Last Sold Summary

    • 1% Below List Price
    • $249/SF
    • 4 Days On Market

    Current Estimated Value $464,455

    Last Listing Agent Emy Gutierrez Montemira KELLER WILLIAMS ADVANTAGE 2 REALTY

    1161 Roxboro Rd, Longwood, FL 32750
    • /2

      Est $373,239 Not Listed For Sale

      412 Parson Brown Way, Longwood, FL 32750

      • 3 Beds
      • 2 Baths
      • 1,437 Sq Ft
      • Built 1974
      412 Parson Brown Way, Longwood, FL 32750

      Last Sold Summary

      • 1% Above List Price
      • $257/SF
      • 41 Days On Market
      • Last Sold Price $369,000
      • May 01, 2025

      Last Listing Agent Caleb Astacio EMPIRE NETWORK REALTY

  • /35

    $575,000

    • 4 Beds
    • 3 Baths
    • 2,186 Sq Ft

    76 Sweetbriar Branch, Longwood, FL 32750

    SOLAR PAID OFF AT CLOSING WITH FULL PRICE OFFER!! Say goodbye to electricity bills!!!Welcome to your Florida sanctuary, where lakefront living reaches its finest expression. Nestled within the coveted Woodlands community, this exceptional residence invites you to embrace the quintessentially Floridian lifestyle—just bring your kayak or canoe and step into a world of tranquil waterside serenity.

    Robert Kirkwood MAVREALTY

    76 Sweetbriar Branch, Longwood, FL 32750
  • /16

    $2,760 Per Month

    • 4 Beds
    • 2 Baths
    • 1,717 Sq Ft
    • House for Rent

    107 Margo Ln, Longwood, FL 32750

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

    (689) 219-8305

    107 Margo Ln, Longwood, FL 32750
  • /2

    $395,000 Sold Dec 30, 2025

    563 Northport Dr, Longwood, FL 32750

    • 3 Beds
    • 2 Baths
    • 1,542 Sq Ft
    • Built 1980

    Last Sold Summary

    • 5% Below List Price
    • $256/SF
    • 65 Days On Market

    Current Estimated Value $392,616

    Last Listing Agent David Coker KELLER WILLIAMS WINTER PARK

    563 Northport Dr, Longwood, FL 32750
    • /2

      Est $1,085,880 Not Listed For Sale

      1080 Edmiston Place, Longwood, FL 32779

      • 4 Beds
      • 4 Baths
      • 3,480 Sq Ft
      • Built 1993
      1080 Edmiston Place, Longwood, FL 32779

      Last Sold Summary

      • 1% Below List Price
      • $316/SF
      • 4 Days On Market
      • Last Sold Price $1,100,000
      • Apr 30, 2025

      Last Listing Agent Frank Benevento COLDWELL BANKER REALTY

  • /25

    $399,876

    • 3 Beds
    • 1.5 Baths
    • 1,950 Sq Ft

    613 Land Ave, Longwood, FL 32750

    Excellent opportunity to own a well-maintained duplex in a highly desirable Longwood community. This property sits on a large, fully fenced lot and offers privacy, functionality, and strong rental or owner-occupant potential. Each unit features a covered carport with its own private driveway and large exterior storage area. The beautifully designed backyard includes paver walkways leading to a

    William Grim, III RE/MAX ASSURED

    613 Land Ave, Longwood, FL 32750
  • /20

    $2,725 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft
    • House for Rent

    109 Slade Dr, Longwood, FL 32750

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2869.90. That covers your base rent, $2725.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    (321) 529-3434

    109 Slade Dr, Longwood, FL 32750
  • /2

    $454,900 Sold Feb 17, 2026

    248 New Waterford Place, Longwood, FL 32779

    • 3 Beds
    • 2.5 Baths
    • 1,738 Sq Ft
    • Built 1987

    Last Sold Summary

    • $262/SF
    • 7 Days On Market

    Current Estimated Value $454,223

    Last Listing Agent Wendy Wagner EXIT GLOBAL REALTY

    248 New Waterford Place, Longwood, FL 32779
    • /2

      Est $275,007 Not Listed For Sale

      564 Darby Way, Longwood, FL 32779

      • 3 Beds
      • 2 Baths
      • 1,501 Sq Ft
      • Built 1983
      564 Darby Way, Longwood, FL 32779

      Last Sold Summary

      • 8% Above List Price
      • $170/SF
      • 158 Days On Market
      • Last Sold Price $255,000
      • May 01, 2025

      Last Listing Agent Tim Swanson CHARLES RUTENBERG REALTY ORLANDO

  • /30

    $269,900

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    300 New Waterford Place Unit 202, Longwood, FL 32779

    Rare Lakefront Condo in Wekiva Cove – Vaulted Ceilings & Stunning Views! Wake up to breathtaking lake views from your master bedroom, living area, and screened patio in this 2-bedroom, 2-bath 2nd-floor condo. The remodeled kitchen boasts stainless steel appliances and shaker cabinets, flowing seamlessly onto luxury vinyl floors throughout. Enjoy added convenience with a storage unit and separate

    Donna Krumwiede FLORIDA REALTY INVESTMENTS

    300 New Waterford Place Unit 202, Longwood, FL 32779
  • /10

    $1,200 Per Month

    • 1 Bed
    • 1 Bath
    • 666 Sq Ft
    • Condo for Rent

    127 Springwood Cir Unit F, Longwood, FL 32750

    Beautiful 1-Bedroom condo for Rent-First Floor-Longwood , FL Enjoy the comfort and convenience in this spacious first floor 1-bedroom , 1-bath condo located in Longwood , FL . The home features a large master bedroom with walk in closet and an open living space design for easy living. The kitchen is fully equipped with Refridgerator , stove , range hood , and dishwasher, complemented by granite

    Krasimira Kakarova WORLD PROPERTIES GROUP

    127 Springwood Cir Unit F, Longwood, FL 32750
  • /2

    $110,000 Sold Nov 13, 2025

    TBD Rock Lake Rd, Longwood, FL 32750

    • Land
    • 14,810 Sq Ft
    • $323,529 per Acre

    Last Sold Summary

    • 22% Above List Price
    • 8 Days On Market

    Last Listing Agent Amanda Johnson HOMERUN REALTY, LLC

    TBD Rock Lake Rd, Longwood, FL 32750
    • /2

      Est $448,952 Not Listed For Sale

      282 S Fox Chase Point, Longwood, FL 32779

      • 4 Beds
      • 2.5 Baths
      • 1,928 Sq Ft
      • Built 1984
      282 S Fox Chase Point, Longwood, FL 32779

      Last Sold Summary

      • 3% Above List Price
      • $226/SF
      • 47 Days On Market
      • Last Sold Price $435,000
      • Apr 29, 2025

      Last Listing Agent Todd Schroth EXP REALTY LLC

  • /48

    $849,900

    • 5 Beds
    • 4 Baths
    • 3,422 Sq Ft

    1950 Elkhorn Ct, Longwood, FL 32750

    A rare opportunity to own in Hidden Cove, an intimate gated community of just 37 homes where privacy and exclusivity meet refined living. This beautifully maintained 5-bedroom (or 4-bedroom and study) plus upstairs bonus room, 4 full bathrooms and a 3-car garage home offers an impressive blend of comfort, thoughtful upgrades, and resort-style outdoor living. Set on a fully fenced lot, the home

    Scott Tomlinson FUTURE HOME REALTY INC

    1950 Elkhorn Ct, Longwood, FL 32750
  • /22

    $3,175 Per Month

    • 4 Beds
    • 2 Baths
    • 1,859 Sq Ft
    • House for Rent

    161 Sheridan Ave, Longwood, FL 32750

    We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

    161 Sheridan Ave, Longwood, FL 32750
  • /2

    $125,000 Sold Jul 08, 2025

    918 Lormann Cir, Longwood, FL 32750

    • 2 Beds
    • 1.5 Baths
    • 969 Sq Ft
    • Built 1961

    Last Sold Summary

    • $129/SF

    Current Estimated Value $258,622

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    918 Lormann Cir, Longwood, FL 32750
    • /2

      Est $665,981 Not Listed For Sale

      220 Palmetto Concourse, Longwood, FL 32779

      • 4 Beds
      • 2.5 Baths
      • 2,296 Sq Ft
      • Built 1976
      220 Palmetto Concourse, Longwood, FL 32779

      Last Sold Summary

      • 2% Above List Price
      • $285/SF
      • 239 Days On Market
      • Last Sold Price $655,000
      • Apr 24, 2025

      Last Listing Agent Scot Sapp CHARLES RUTENBERG REALTY ORLANDO

Showing Results 81 - 120, Page 3 of 18

How to Buy a Home How to Finance a Home How to Sell a Home