21,150

Longwood, FL Homes

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  • /72

    $155,000

    $5K PRICE DROP Under Contract
    • 2 Beds
    • 1 Bath
    • 1,140 Sq Ft

    100 Fairway Dr Unit B101, Longwood, FL 32779

    Under contract-accepting backup offers. The Springs lifestyle at an exceptional value. Discover the perfect blend of comfort, character, and convenience in this ground-floor end-unit condo located in the highly sought-after gated community of Fairway Villas in Longwood. More than just a place to live, this home offers a lifestyle defined by privacy, security, and resort-style amenities. Inside,

    Agent Photo

    Scott Major

    DON HARKINS REALTY LLC

    100 Fairway Dr Unit B101, Longwood, FL 32779
  • /27

    $2,900 Per Month

    • 4 Beds
    • 3 Baths
    • 1,868 Sq Ft
    • House for Rent

    821 Land Ave, Longwood, FL 32750

    SHORT TERM RENTAL, FURNISHED! Discover the epitome of modern living in this stunning new construction nestled in the heart of Longwood. This immaculate home boasts 4 spacious bedrooms and 3 luxurious bathrooms, perfect for accommodating families and guests alike. Step inside to find an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas, ideal for both everyday

    Agent Photo

    Sanjeev Malik

    EXP REALTY LLC

    821 Land Ave, Longwood, FL 32750
  • /2

    $575,000

    Sold Aug 11, 2026

    76 Sweetbriar Branch, Longwood, FL 32750

    • 4 Beds
    • 3 Baths
    • 2,186 Sq Ft
    • Built 1973

    Last Sold Summary

    • 3% Below List Price
    • $263/SF
    • 126 Days On Market

    Current Estimated Value $569,132

    Last Listing Agent Robert Kirkwood MAVREALTY

    76 Sweetbriar Branch, Longwood, FL 32750
    • /2

      Not Listed For Sale

      881 E Church Ave, Longwood, FL 32750

      • 4 Beds
      • 2 Baths
      • 1,620 Sq Ft
      • Built 1964
      881 E Church Ave, Longwood, FL 32750

      Last Sold Summary

      • 40 Days On Market

      Last Listing Agent Jacqueline Chung HOUSE HUNTING IN FLORIDA LLC

  • /62

    $500,000

    $39K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,226 Sq Ft

    901 Cutler Rd, Longwood, FL 32779

    Pull over HONEY! This home is move it ready. Roof. 2023. AC 1 2020, AC 2 2022. Look at the cute swing in the front yard. That looks like a great home to relax in. 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. Enchanted ivy grows to the left of the entrance. Immediately upon entering the home you can access the updated kitchen.

    Agent Photo

    Eric Soto

    TC ORLANDO HOMES LLC

    901 Cutler Rd, Longwood, FL 32779
  • /74

    Starting at $1,646

    Total Monthly Price

    • Studio - 3 Beds

    881 W Warren Ave, Longwood, FL 32750

    Be the first to live in Longwood’s newest luxury apartment community with stylish studio, one-, two- and three-bedroom apartment homes. Enjoy laid-back, small-town life—with big-city perks. We’ve built a welcoming community at the edge of Longwood’s famed historic district, with comfortable, beautifully designed living spaces that instantly feels like home.Settle into the good life at Alta

    Alta Longwood

    881 W Warren Ave, Longwood, FL 32750
  • /2

    $280,000

    Sold Apr 06, 2026

    1816 Covent Garden Ln, Longwood, FL 32750

    • 2 Beds
    • 2.5 Baths
    • 1,284 Sq Ft
    • Built 2012

    Last Sold Summary

    • 6% Below List Price
    • $218/SF
    • 175 Days On Market

    Current Estimated Value $280,317

    Last Listing Agent Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

    1816 Covent Garden Ln, Longwood, FL 32750
    • /2

      Est $486,922

      Not Listed For Sale

      164 14th Ave, Longwood, FL 32750

      • 4 Beds
      • 3.5 Baths
      • 2,190 Sq Ft
      • Built 2025
      164 14th Ave, Longwood, FL 32750

      Last Sold Summary

      • 74 Days On Market

      Last Listing Agent Mari Gomez CHARLES RUTENBERG REALTY ORLANDO

  • /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
  • /87

    Starting at $1,524 Per Month

    • 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

    Weston Park at Longwood Station

    100 Myrtle St, Longwood, FL 32750
  • /2

    $365,000

    Sold Feb 10, 2026

    1401 Sparrow St, Longwood, FL 32750

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft
    • Built 1978

    Last Sold Summary

    • $283/SF
    • 13 Days On Market

    Current Estimated Value $358,893

    Last Listing Agent Mike Long COLDWELL BANKER REALTY

    1401 Sparrow St, Longwood, FL 32750
    • /2

      Est $535,879

      Not Listed For Sale

      2090 Prairie Sage Ln, Longwood, FL 32750

      • 4 Beds
      • 2.5 Baths
      • 2,471 Sq Ft
      • Built 2021
      2090 Prairie Sage Ln, Longwood, FL 32750

      Last Sold Summary

      • 120 Days On Market

      Last Listing Agent Eric Lugo EXP REALTY LLC

  • /37

    $569,000

    $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,322 Sq Ft

    165 Duncan Trail, Longwood, FL 32779

    Welcome to this spacious and beautifully maintained family home in the highly desirable Wekiva Hills community, where comfort, functionality, and location come together. Offering 4 bedrooms, 3 full bathrooms, and an abundance of versatile living space, this home is designed to accommodate today's busy lifestyle. Roof (2022), new windows (2022), Water Heater (2023), Pool re-surfaced and tiled

    Agent Photo

    Sanjeev Malik

    EXP REALTY LLC

    165 Duncan Trail, Longwood, FL 32779
  • /36

    Starting at $1,913

    Total Monthly Price

    • 1 - 3 Beds

    375, 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,

    Cypress Longwood

    375, Longwood, FL 32750
  • /2

    $975,000

    Sold Jun 24, 2026

    2262 Springs Landing Blvd, Longwood, FL 32779

    • 6 Beds
    • 4.5 Baths
    • 3,493 Sq Ft
    • Built 1982

    Last Sold Summary

    • $279/SF
    • 5 Days On Market

    Current Estimated Value $970,994

    Last Listing Agent Rose Reid PREMIER SOTHEBYS INT'L REALTY

    2262 Springs Landing Blvd, Longwood, FL 32779
    • /2

      Est $156,736

      Not Listed For Sale

      102 Fairway Dr Unit 102A, Longwood, FL 32779

      • 1 Bed
      • 1 Bath
      • 884 Sq Ft
      • Built 1973
      102 Fairway Dr Unit 102A, Longwood, FL 32779

      Last Sold Summary

      • 136 Days On Market

      Last Listing Agent Rhonda Fisher TRUST EQUITY GROUP LLC

  • /66

    $157,500

    $8K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,140 Sq Ft

    200 Fairway Dr Unit 200, Longwood, FL 32779

    Enjoy The Springs lifestyle at a great value. The perfect blend of comfort, character, and convenience in this second-floor end-unit condo located in the highly sought-after gated community of Fairway Villas in Longwood. More than just a place to live, this home offers a lifestyle defined by privacy, security, and resort-style amenities. Inside, the open-concept layout is highlighted by soaring

    Agent Photo

    Scott Major

    DON HARKINS REALTY LLC

    200 Fairway Dr Unit 200, Longwood, FL 32779
  • /61

    Starting at $1,590 Per Month

    • 1 - 3 Beds

    681 Addison Longwood Terrace, Longwood, FL 32750

    Few things in life are more personal or more reflective of who we are. That's why having the very best to build on makes all the difference. From gourmet kitchens to expansive windows, every detail is designed to complement your lifestyle.At The Addison Longwood, you're invited to make the exceptional your own to truly make it home. Within our new apartment residences, you'll discover a

    The Addison Longwood

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

    $211,000

    Sold Apr 21, 2026

    116 Wild Holly Ln, Longwood, FL 32779

    • 2 Beds
    • 2 Baths
    • 1,722 Sq Ft
    • Built 1974

    Last Sold Summary

    • 41% Below List Price
    • $123/SF
    • 265 Days On Market

    Current Estimated Value $312,424

    Last Listing Agent Troy Funk REALTY ONE GROUP MVP

    116 Wild Holly Ln, Longwood, FL 32779
    • /2

      Est $900,361

      Not Listed For Sale

      2206 Earleaf Ct, Longwood, FL 32779

      • 5 Beds
      • 3.5 Baths
      • 3,619 Sq Ft
      • Built 1987
      2206 Earleaf Ct, Longwood, FL 32779

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Michelle Algin RE/MAX CENTRAL REALTY

  • /46

    $859,900

    Pending
    • 5 Beds
    • 5.5 Baths
    • 3,669 Sq Ft

    120 Ibis Rd, Longwood, FL 32779

    Nearly an Acre. Two Residences. A Private Pool Retreat. No HOA.Some homes give you more square footage. This one gives you more possibilities.Tucked behind a private gate just off Longwood’s sought-after Markham Woods Road corridor, 120 Ibis Road is the kind of property that is increasingly hard to find: nearly an acre of land, a spacious single-story main residence, a fully

    Agent Photo

    Heather Unger, PA

    ACME REAL ESTATE FLORIDA LLC

    120 Ibis Rd, Longwood, FL 32779
  • /46

    Starting at $1,767

    Total Monthly Price

    • 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.

    Alta Trilogy

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

    $250,000

    Sold Jul 07, 2026

    300 New Waterford Place Unit 202, Longwood, FL 32779

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft
    • Built 1986

    Last Sold Summary

    • 7% Below List Price
    • $213/SF
    • 19 Days On Market

    Current Estimated Value $265,767

    Last Listing Agent Donna Krumwiede FLORIDA REALTY INVESTMENTS

    300 New Waterford Place Unit 202, Longwood, FL 32779
    • /2

      Est $933,852

      Not Listed For Sale

      1833 Misty Morn Place, Longwood, FL 32779

      • 5 Beds
      • 3.5 Baths
      • 3,506 Sq Ft
      • Built 1988
      1833 Misty Morn Place, Longwood, FL 32779

      Last Sold Summary

      • 230 Days On Market

      Last Listing Agent Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  • /27

    $312,500

    $17K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    1715 Sunset Dr, Longwood, FL 32750

    Virtually Staged. Welcome to this inviting single-story home in Longwood, offering a bright layout, spacious rooms, and a large yard surrounded by mature trees. The HVAC was replaced in 2020 and the water heater was replaced in 2021, adding practical updates for peace of mind. From the moment you arrive, the fresh exterior, extended driveway, and peaceful setting create a sense of privacy and

    Agent Photo

    Carlos German

    EXP REALTY LLC

    1715 Sunset Dr, Longwood, FL 32750
  • /35

    Starting at $2,105 Per Month

    • 2 - 3 Beds

    302 Sabal Park Place, Longwood, FL 32779

    Enjoy the best of Longwood living at Sabal Park Apartments. Our spacious 2- and 3- bedroom apartments feature custom interiors and luxury amenities in a peaceful, neighborhood setting. Our unique collection of amenities include an all-corner unit design include with individually sheltered entrances, 9-foot and vaulted ceilings, optional wood-burning fireplaces, walk-in closets, garden soaking

    Sabal Park Apartments

    302 Sabal Park Place, Longwood, FL 32779
  • /2

    $485,000

    Sold May 14, 2026

    111 Dellwood Dr, Longwood, FL 32750

    • 4 Beds
    • 2 Baths
    • 2,126 Sq Ft
    • Built 1973

    Last Sold Summary

    • 1% Below List Price
    • $228/SF
    • 68 Days On Market

    Current Estimated Value $483,784

    Last Listing Agent Boky B. Lee Lee CENTURY 21 MCBRIDE REALTY GROUP

    111 Dellwood Dr, Longwood, FL 32750
    • /2

      Est $545,741

      Not Listed For Sale

      243 Cambridge Dr, Longwood, FL 32779

      • 4 Beds
      • 2 Baths
      • 2,130 Sq Ft
      • Built 1976
      243 Cambridge Dr, Longwood, FL 32779

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Tanner Smith SMITH MCINTOSH PROPERTIES, INC

  • /36

    $522,000

    • 4 Beds
    • 2 Baths
    • 1,797 Sq Ft

    169 Duncan Trail, Longwood, FL 32779

    Virtually Staged. Welcome to 169 Duncan Trail, tucked on a tranquil 1/3-acre lot — one of the largest in the community.This amazing Wekiva-area pool home backs right up to Duncan Trail Park, a great place for an evening stroll, run, or bike ride — with basketball and handball courts just steps from your rear yard.As you enter the spacious tiled foyer, a formal living room/dining room sits to the

    Agent Photo

    Rashi Arora

    CHARLES RUTENBERG REALTY ORLANDO

    169 Duncan Trail, Longwood, FL 32779
  • /50

    Starting at $1,199 Per Month

    • 1 - 3 Beds

    907 Tidewater Ln, Longwood, FL 32750

    Welcome home to WaterVue at Longwood, where peaceful lakeside living meets modern suburban convenience in charming Longwood, Florida. Ideally situated with quick access to US Highway 17-92, State Road 434, Interstate 4, and the nearby Longwood SunRail Station, our scenic apartment community keeps you seamlessly connected to Seminole County and Greater Orlando. Enjoy smooth commutes to top area

    WaterVue at Longwood

    907 Tidewater Ln, Longwood, FL 32750
  • /2

    $950,000

    Sold Oct 24, 2025

    106 Amberwood Ct, Longwood, FL 32779

    • 4 Beds
    • 3.5 Baths
    • 4,675 Sq Ft
    • Built 1979

    Last Sold Summary

    • $203/SF

    Current Estimated Value $981,557

    Last Listing Agent David Miller KELLER WILLIAMS HERITAGE REALTY

    106 Amberwood Ct, Longwood, FL 32779
    • /2

      Est $525,419

      Not Listed For Sale

      3 Horseman Cove, Longwood, FL 32750

      • 4 Beds
      • 3 Baths
      • 2,568 Sq Ft
      • Built 1972
      3 Horseman Cove, Longwood, FL 32750

      Last Sold Summary

      • 102 Days On Market

      Last Listing Agent Jonathan Speagle DALTON WADE INC

  • /11

    $349,700

    • 3 Beds
    • 2 Baths
    • 1,737 Sq Ft

    108 Brier Patch Ct, Longwood, FL 32750

    INVESTOR SPECIAL IN LONGWOOD! Here’s an opportunity with serious potential at a great price. Tucked away on a quiet cul-de-sac, this pool home sits on an oversized 13,835 sq. ft. lot and offers plenty of room to make it your own. An additional room not included in the listed square footage provides even more usable space and possibilities. Even better, the seller will install a new roof prior to

    Agent Photo

    Lisa Tringali

    SHAWFIELD REALTY GROUP

    108 Brier Patch Ct, Longwood, FL 32750
  • /27

    Starting at $1,442 Per Month

    • 1 - 2 Beds

    525 Sabal Lake Dr, Longwood, FL 32779

    We're available by phone to assist you. We are currently offering community tours! Sabal Club's oversized one and two-bedroom and townhome floor plans feature extra-large screened-in patios, spacious walk-in closets, wood-burning fireplaces, sunroom, and ceiling fans. Our pet-friendly community offers a fitness center, basketball and racquetball courts, and a sparkling swimming pool with a sun

    Sabal Club

    525 Sabal Lake Dr, Longwood, FL 32779
  • /2

    $627,000

    Sold Sep 26, 2025

    1420 Tracy Dee Way, Longwood, FL 32779

    • 4 Beds
    • 2.5 Baths
    • 2,238 Sq Ft
    • Built 1979

    Last Sold Summary

    • $280/SF
    • 24 Days On Market

    Current Estimated Value $634,684

    Last Listing Agent Jeffrey Osborn, Jr EXP REALTY LLC

    1420 Tracy Dee Way, Longwood, FL 32779
    • /2

      Est $621,253

      Not Listed For Sale

      345 W Hornbeam Dr, Longwood, FL 32779

      • 4 Beds
      • 2 Baths
      • 2,177 Sq Ft
      • Built 1978
      345 W Hornbeam Dr, Longwood, FL 32779

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Maria Nunez COMPASS FLORIDA LLC

  • /30

    $520,900

    • 4 Beds
    • 3.5 Baths
    • 2,241 Sq Ft

    966 Longwood Club Place, Longwood, FL 32750

    Tucked inside the gated Longwood Club community, this single-story 4-bedroom, 3.5-bath pool home delivers the kind of Florida living that makes staying home feel like the better plan. Step inside to soaring ceilings, an open, easy-flowing layout and generous living spaces designed to move effortlessly from quiet mornings to a house full of people.At the center of it all, the kitchen opens

    Agent Photo

    Heather Unger, PA

    ACME REAL ESTATE FLORIDA LLC

    966 Longwood Club Place, Longwood, FL 32750
  • /30

    Starting at $2,340 Per Month

    • 2 - 3 Beds

    385 Golf Brook Cir, Longwood, FL 32779

    Find your new apartment at Golf Brook Apartments. The community is nestled within the residential community of Sabal Point in Longwood just 2.5 miles from I-4 within the A-rated Seminole County School District and offers a variety of amenities and features like private garages, screened patios/balconies, breakfast/coffee concierge, fitness center, free Wi-Fi hotspots, tennis courts and gourmet

    Golf Brook Apartments

    385 Golf Brook Cir, Longwood, FL 32779
  • /2

    $490,000

    Sold Nov 26, 2025

    121 Harrogate Ct, Longwood, FL 32779

    • 4 Beds
    • 2.5 Baths
    • 2,156 Sq Ft
    • Built 1979

    Last Sold Summary

    • $227/SF
    • 1 Day On Market

    Current Estimated Value $491,624

    Last Listing Agent Todd Schroth EXP REALTY LLC

    121 Harrogate Ct, Longwood, FL 32779
    • /2

      Est $507,712

      Not Listed For Sale

      214 W Cottesmore Cir, Longwood, FL 32779

      • 3 Beds
      • 2 Baths
      • 1,884 Sq Ft
      • Built 1977
      214 W Cottesmore Cir, Longwood, FL 32779

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Sherrie Pillat RE/MAX ASSURED

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$479,700
Median Single Family Sale Price
$500,000
Median Townhouse Sale Price
$350,000
Median 2 Bedroom Sale Price
$220,000
Median 1 Bedroom Sale Price
$130,000
Average Price Per Sq Ft
$245
Number of Homes for Sale
184
Last 12 months Home Sales
734
Months of Supply
3.00
Median List Price
$495,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
2%
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