21,150

Longwood, FL Homes

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  • /40

    $522,500

    Open Sat 11AM - 2PM $13K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,791 Sq Ft

    127 Rose Briar Dr, Longwood, FL 32750

    Welcome to this well-maintained 3-bedroom, 2-bath home featuring a desirable split-bedroom floor plan and a versatile layout with both formal living and comfortable gathering spaces. The kitchen and living areas flow seamlessly toward the screened lanai, creating an ideal setting for entertaining or relaxing by the sparkling saltwater pool. The fenced yard provides added privacy and outdoor

    Agent Photo

    Kristi Matthew

    CENTURY 21 CARIOTI

    127 Rose Briar Dr, Longwood, FL 32750
  • /2

    $2,595 Per Month

    • 4 Beds
    • 2 Baths
    • 1,925 Sq Ft
    • House for Rent

    675 Devonshire Blvd, Longwood, FL 32750

    This home is coming soon. Please check to see the estimated availability date.Welcome to 675 Devonshire Blvd in Longwood, FL, a 4-bedroom, 2-bathroom home offering 1,925 square feet of living space. From the front entry, the home opens into a spacious layout with a mix of tile and LVP flooring, creating defined areas for everyday living and entertaining. Large windows and sliding glass

    675 Devonshire Blvd, Longwood, FL 32750
  • /2

    $733,000

    Sold Sep 23, 2025

    628 Riverpark Cir, Longwood, FL 32779

    • 4 Beds
    • 3 Baths
    • 2,407 Sq Ft
    • Built 1983

    Last Sold Summary

    • 5% Below List Price
    • $305/SF
    • 53 Days On Market

    Current Estimated Value $746,649

    Last Listing Agent Gustavo Martinez EXP REALTY LLC

    628 Riverpark Cir, Longwood, FL 32779
    • /2

      Est $353,342

      Not Listed For Sale

      712 Eagle Ave, Longwood, FL 32750

      • 3 Beds
      • 2 Baths
      • 1,176 Sq Ft
      • Built 1977
      712 Eagle Ave, Longwood, FL 32750

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Craig Finzel ATRIUM REALTY, LLC

  • /28

    $449,900

    • 3 Beds
    • 2 Baths
    • 1,598 Sq Ft

    103 Kilkenny Ct, Longwood, FL 32779

    Move-in ready gem in the heart of Longwood on an oversized lot!Major updates don for you: Newer roof, upgraded electrical panel, generator plug-in, new plumbing & water heater, fresh interior paint, new sod. Smart split floor plan offers privacy & functionality; tile flooring throughout for easy care. Kitchen features wood cabinetry & granite counters, open to dining/living areas — great for

    Agent Photo

    Ancizar Alzate

    EXP REALTY LLC

    103 Kilkenny Ct, Longwood, FL 32779
  • /18

    $2,510 Per Month

    • 3 Beds
    • 2 Baths
    • 1,651 Sq Ft
    • House for Rent

    833 Shell Ln, 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 $2654.90. That covers your base rent, $2510.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    833 Shell Ln, Longwood, FL 32750
  • /74

    $775,000

    Sold Jul 13, 2026

    2151 Judith Place, Longwood, FL 32779

    • 5 Beds
    • 3 Baths
    • 2,800 Sq Ft
    • Built 1988

    Last Sold Summary

    • $277/SF
    • 105 Days On Market

    Current Estimated Value $776,569

    Last Listing Agent KEVIN RANDOLPH WATSON REALTY CORP

    2151 Judith Place, Longwood, FL 32779
    • /2

      Est $364,802

      Not Listed For Sale

      109 Exeter Ave, Longwood, FL 32750

      • 4 Beds
      • 2 Baths
      • 1,633 Sq Ft
      • Built 1963
      109 Exeter Ave, Longwood, FL 32750

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent JJ Rupp LPT REALTY LLC

  • /44

    $474,900

    $24K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,971 Sq Ft

    1341 S Ridge Lake Cir, Longwood, FL 32750

    **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**Welcome to 1341 S Ridge Lake Circle, a beautifully maintained 4 bedroom, 2 bathroom home offering nearly 2,000 square feet of comfortable living space in the heart of Longwood. Thoughtfully designed with a spacious

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    1341 S Ridge Lake Cir, Longwood, FL 32750
  • /16

    $2,220 Per Month

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • House for Rent

    813 Shell Ln, Longwood, FL 32750

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected. Interested in this home? You clearly have exceptional taste. This charming 3.0-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

    813 Shell Ln, Longwood, FL 32750
  • /2

    $1,850,000

    Sold Jul 15, 2026

    3301 Sunset Ridge Ct, Longwood, FL 32779

    • 4 Beds
    • 4.5 Baths
    • 5,962 Sq Ft
    • Built 2009

    Last Sold Summary

    • 7% Below List Price
    • $310/SF
    • 30 Days On Market

    Current Estimated Value $1,936,076

    Last Listing Agent Penney Lawrence COLDWELL BANKER REALTY

    3301 Sunset Ridge Ct, Longwood, FL 32779
    • /2

      Est $445,616

      Not Listed For Sale

      1450 Harbour Dr, Longwood, FL 32750

      • 3 Beds
      • 2.5 Baths
      • 2,015 Sq Ft
      • Built 1981
      1450 Harbour Dr, Longwood, FL 32750

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Anna Muraru Davidescu LA ROSA REALTY CW PROPERTIES L

  • /6

    $2,577,421

    Coming Soon
    • 5 Beds
    • 5.5 Baths
    • 7,231 Sq Ft

    1303 Sweetwater Club Blvd, Longwood, FL 32779

    Welcome to this impressive estate in the exclusive, guard-gated Sweetwater Club community. Situated on approximately 1.4 acres, this 7,231-square-foot residence offers grand-scale living, beautifully updated interiors, generous outdoor spaces, and remarkable privacy.A dramatic two-story foyer sets the tone with soaring ceilings, floating dual staircases, abundant natural light, and elegant

    Agent Photo

    Brent DeHoop

    RE/MAX ASSURED

    1303 Sweetwater Club Blvd, Longwood, FL 32779
  • /16

    $2,190 Per Month

    • 3 Beds
    • 2 Baths
    • 1,384 Sq Ft
    • House for Rent

    924 N Grant St, 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 $2334.90. That covers your base rent, $2190.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    924 N Grant St, Longwood, FL 32750
  • /2

    $679,000

    Sold Jul 22, 2026

    358 Brantley Club Place, Longwood, FL 32779

    • 4 Beds
    • 3 Baths
    • 2,657 Sq Ft
    • Built 1985

    Last Sold Summary

    • $256/SF
    • 3 Days On Market

    Current Estimated Value $679,898

    Last Listing Agent Abby Greenberg COMPASS FLORIDA LLC

    358 Brantley Club Place, Longwood, FL 32779
    • /2

      Est $398,925

      Not Listed For Sale

      136 Bridgeview Ct, Longwood, FL 32779

      • 2 Beds
      • 2 Baths
      • 1,685 Sq Ft
      • Built 1983
      136 Bridgeview Ct, Longwood, FL 32779

      Last Sold Summary

      • 103 Days On Market

      Last Listing Agent Joseph Pacholski KELLER WILLIAMS HERITAGE REALTY

  • /42

    $725,000

    • 1 Bed
    • 3 Baths
    • 2,480 Sq Ft

    1150 N Ronald Reagan Blvd, Longwood, FL 32750

    Absolutely Turn Key fully renovated two-story block standalone building zoned Neighborhood Commercial with 11 parking spaces located just seconds from Longwood’s Historic District. Zoning (Live/Work) allows living in the property while also running your business. This building has been meticulously maintained and is truly one of a kind. The first floor is fully ADA compliant with 8 built in

    Agent Photo

    Randy Adams

    RE/MAX TOWN & COUNTRY REALTY

    1150 N Ronald Reagan Blvd, Longwood, FL 32750
  • /15

    $2,560 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,207 Sq Ft
    • House for Rent

    603 Riverbend Blvd, Longwood, FL 32779

    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 $2704.90. That covers your base rent, $2560.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    603 Riverbend Blvd, Longwood, FL 32779
  • /2

    $434,900

    Sold Mar 18, 2026

    256 Churchill Dr, Longwood, FL 32779

    • 3 Beds
    • 2 Baths
    • 1,679 Sq Ft
    • Built 1994

    Last Sold Summary

    • $259/SF
    • 12 Days On Market

    Current Estimated Value $437,592

    Last Listing Agent Beth Logullo KELLER WILLIAMS WINTER PARK

    256 Churchill Dr, Longwood, FL 32779
    • /2

      Est $513,093

      Not Listed For Sale

      278 Acorn Dr, Longwood, FL 32750

      • 4 Beds
      • 3 Baths
      • 2,512 Sq Ft
      • Built 2025
      278 Acorn Dr, Longwood, FL 32750

      Last Sold Summary

      • 97 Days On Market

      Last Listing Agent Dusan Mastikosa OAK AVENUE REAL ESTATE LLC

  • /34

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,548 Sq Ft

    150 Tollgate Trail, Longwood, FL 32750

    Welcome home to 150 Tollgate Trail, a beautifully maintained single-story retreat shaded by mature trees in The Woodlands, one of Longwood's most established communities. Major systems have already been taken care of, with a 2022 roof, HVAC system, and water heater offering years of worry-free living.Step inside to a thoughtfully designed floor plan that flows effortlessly between everyday

    Agent Photo

    Abdias Alexandre

    CENTRIC REALTY SERVICES LLC

    150 Tollgate Trail, Longwood, FL 32750
  • /15

    $2,255 Per Month

    • 4 Beds
    • 2 Baths
    • 1,451 Sq Ft
    • House for Rent

    520 Georgia Ave, Longwood, FL 32750

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple!This 4-bedroom, 2-bathroom rental home in Longwood, FL, may be the right place for you. See the pictures to

    520 Georgia Ave, Longwood, FL 32750
  • /2

    $700,000

    Sold Jul 24, 2026

    375 Woodstead Cir, Longwood, FL 32779

    • 4 Beds
    • 2 Baths
    • 2,248 Sq Ft
    • Built 1983

    Last Sold Summary

    • $311/SF
    • 2 Days On Market

    Current Estimated Value $686,800

    Last Listing Agent Rose Reid PREMIER SOTHEBYS INT'L REALTY

    375 Woodstead Cir, Longwood, FL 32779
    • /2

      Est $482,212

      Not Listed For Sale

      173 Tollgate Branch, Longwood, FL 32750

      • 4 Beds
      • 2.5 Baths
      • 2,214 Sq Ft
      • Built 1981
      173 Tollgate Branch, Longwood, FL 32750

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Cynde Velez APERTURE GLOBAL REAL ESTATE

  • /15

    $400,000

    • Land
    • 1.36 Acres
    • $294,118 per Acre

    746 Markham Woods Rd, Longwood, FL 32779

    DON'T JUST BUY LAND—CREATE THE HOME AND LIFESTYLE YOU'VE ALWAYS DREAMED OF! Welcome to 746 Markham Woods Road, a rare opportunity to create your own private custom estate on approximately 1.36 acres in one of Longwood's most desirable residential corridors. Tucked away at the end of a peaceful cul-de-sac and surrounded by mature trees and established estate-style homes, this unique property

    Agent Photo

    Tom Langmann

    RE/MAX 200 REALTY

    746 Markham Woods Rd, Longwood, FL 32779
  • /20

    $2,275 Per Month

    • 4 Beds
    • 2 Baths
    • 1,238 Sq Ft
    • House for Rent

    1201 Selma Rd, Longwood, FL 32750

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple!This 4-bedroom, 2-bathroom rental home in Longwood, FL, might be the perfect fit for your lifestyle. See the

    1201 Selma Rd, 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 $440,826

    Last Listing Agent Michael Collier EXP REALTY LLC

    162 Duncan Trail, Longwood, FL 32779
    • /2

      Est $393,618

      Not Listed For Sale

      247 W Sabal Palm Place, Longwood, FL 32779

      • 3 Beds
      • 2 Baths
      • 1,873 Sq Ft
      • Built 1988
      247 W Sabal Palm Place, Longwood, FL 32779

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

  • /9

    $375,000

    • 3 Beds
    • 3 Baths
    • 1,875 Sq Ft

    520 E Magnolia Ave, Longwood, FL 32750

    CASH COW | This versatile property offers a unique opportunity to receive 3 rental incomes | either a high-cash-flow investment or conversion into a spacious 4-bedroom, 3-bathroom single-family home. Featuring an open floor plan, independent entrances for maximum privacy, modern tile flooring, and bright living spaces, it is perfect for an investor seeking high returns or a homeowner looking to

    Agent Photo

    Ancizar Alzate

    EXP REALTY LLC

    520 E Magnolia Ave, Longwood, FL 32750
  • /16

    $2,795 Per Month

    • 4 Beds
    • 2 Baths
    • 1,989 Sq Ft
    • House for Rent

    300 Balogh Place, 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 $2939.90. That covers your base rent, $2795.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    300 Balogh Place, 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 $501,629

    Last Listing Agent Tonya Thompson KORR REALTY CORP

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

      Est $566,979

      Not Listed For Sale

      1440 Suzanne Way, Longwood, FL 32779

      • 4 Beds
      • 2 Baths
      • 2,225 Sq Ft
      • Built 1979
      1440 Suzanne Way, Longwood, FL 32779

      Last Sold Summary

      • 107 Days On Market

      Last Listing Agent Tiffany Yates COMPASS FLORIDA LLC

  • /64

    $795,000

    New Construction
    • 5 Beds
    • 4 Baths
    • 2,943 Sq Ft

    351 E Wildmere Ave, Longwood, FL 32750

    Welcome to 351 E Wildmere Ave, a brand-new construction home in one of Longwood, Florida's established legacy neighborhoods where new builds are still the exception, not the rule. This is a rare chance to get in early as this pocket of Longwood redevelops, without sacrificing the mature trees, larger lots, and settled character that new subdivisions can't offer. You also have the benefit of no

    Agent Photo

    Tiphany Weeks

    DIAMOND REAL ESTATE GROUP

    351 E Wildmere Ave, Longwood, FL 32750
  • /15

    $1,845 Per Month

    • 3 Beds
    • 2 Baths
    • 1,119 Sq Ft
    • House for Rent

    391 E Palmetto Ave, Longwood, FL 32750

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple!This 3-bedroom, 2-bathroom rental home in Longwood, FL, might be the perfect fit for your lifestyle. See the

    391 E Palmetto Ave, Longwood, FL 32750
  • /2

    $668,000

    Sold Jul 16, 2026

    375 Brentwood Club Cove, Longwood, FL 32750

    • 5 Beds
    • 3 Baths
    • 2,997 Sq Ft
    • Built 2006

    Last Sold Summary

    • 9% Below List Price
    • $223/SF
    • 73 Days On Market

    Current Estimated Value $670,560

    Last Listing Agent Mel Bernstein PREMIER SOTHEBYS INT'L REALTY

    375 Brentwood Club Cove, Longwood, FL 32750
    • /2

      Est $1,175,451

      Not Listed For Sale

      3277 Lakeview Oaks Dr, Longwood, FL 32779

      • 4 Beds
      • 3.5 Baths
      • 4,190 Sq Ft
      • Built 1999
      3277 Lakeview Oaks Dr, Longwood, FL 32779

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Kathy Stoner CHARLES RUTENBERG REALTY ORLANDO

  • /83

    $775,000

    $25K PRICE DROP Under Contract
    • 5 Beds
    • 2 Baths
    • 3,037 Sq Ft

    718 Fox Valley Dr, Longwood, FL 32779

    Under contract-accepting backup offers. SWEETWATER OAKS — this is the kind of home that feels good the moment you walk in. ONE STORY, 4 BEDROOMS + OFFICE, 3,037 SQ FT, PRIVATE POOL & WALKING DISTANCE TO SABAL POINT ELEMENTARY. Beautifully updated, warm & welcoming, it offers the space you have been looking for, the outdoor living that makes Florida life so enjoyable & the neighborhood lifestyle

    Cindy Rosenbloom THE ROSENBLOOM TEAM

    718 Fox Valley Dr, Longwood, FL 32779
  • /18

    $2,615 Per Month

    • 4 Beds
    • 2 Baths
    • 1,736 Sq Ft
    • House for Rent

    566 Ridgeline Run, 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 $2759.90. That covers your base rent, $2615.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    566 Ridgeline Run, Longwood, FL 32750
  • /2

    $265,000

    Sold Aug 28, 2026

    682 Joyful Blossom Place, Longwood, FL 32750

    • 2 Beds
    • 2.5 Baths
    • 1,284 Sq Ft
    • Built 2014

    Last Sold Summary

    • 14% Below List Price
    • $206/SF
    • 113 Days On Market

    Current Estimated Value $273,576

    Last Listing Agent Tiffany Vazquez WEICHERT REALTORS HALLMARK PRO

    682 Joyful Blossom Place, Longwood, FL 32750
    • /2

      Est $199,551

      Not Listed For Sale

      7104 Olympia Ct Unit 7104, Longwood, FL 32779

      • 2 Beds
      • 2.5 Baths
      • 1,365 Sq Ft
      • Built 1984
      7104 Olympia Ct Unit 7104, Longwood, FL 32779

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Frank Oropeza EXIT REAL ESTATE RESULTS

Showing Results 41 - 80, Page 2 of 18

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