21,224

Longwood, FL Homes

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  • /62

    $538,500

    Open Sat 9AM - 11AM
    • 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
  • /16

    $2,750 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,220 Sq Ft
    • House for Rent

    305 Coble Dr, Longwood, FL 32779

    Welcome home to this 4 bedroom, 2 bath split plan home nestled in the Wekiva Hills Subdivision.This home features 2,200 sq. ft. of living space with many upgrades, including granite countertops,stainless steel appliances, vaulted ceilings, a wood burning fireplace and porcelain plank tile.This premier golf community is sure to provide plenty of activities the whole family can

    Agent Photo

    Bruce Kalin

    JC FLORIDA REALTY LLC

    305 Coble Dr, Longwood, FL 32779
  • /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 $397,222

    Last Listing Agent Joseph Pacholski KELLER WILLIAMS HERITAGE REALTY

    136 Bridgeview Ct, Longwood, FL 32779
    • /2

      Est $458,639

      Not Listed For Sale

      493 E Palmetto Ave, Longwood, FL 32750

      • 4 Beds
      • 2.5 Baths
      • 2,140 Sq Ft
      • Built 2025
      493 E Palmetto Ave, Longwood, FL 32750

      Last Sold Summary

      • 44 Days On Market

  • /68

    $550,000

    Open Sat 5PM - 7PM
    • 4 Beds
    • 2 Baths
    • 1,768 Sq Ft

    700 Blue Lake Dr, Longwood, FL 32779

    Stunning WATERFONT POOL home on a premium .51-ACRE CORNER LOT located in one of Seminole County’s highly sought after communities – Sweetwater Oaks. This meticulously maintained and beautifully renovated 4 BEDROOM, 2 BATH HOME offers 1,768 square feet of refined living space and an EXTRAORDINARY BACKYARD, combining thoughtful design, modern comfort, & resort style living. The home features a

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    700 Blue Lake Dr, Longwood, FL 32779
  • /74

    Starting at $1,568

    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 $281,681

    Last Listing Agent Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

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

      Est $698,735

      Not Listed For Sale

      107 Laurel Oak Dr, Longwood, FL 32779

      • 4 Beds
      • 2 Baths
      • 2,236 Sq Ft
      • Built 1977
      107 Laurel Oak Dr, Longwood, FL 32779

      Last Sold Summary

      • 4 Days On Market

  • /45

    $580,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,061 Sq Ft

    1653 Windy Bluff Point, Longwood, FL 32750

    MULTIPLE OFFERS, PLEASE SUBMIT HIGHEST & BEST OFFER BY 5:00 p.m. on JUNE 21. Absolutely stunning, fully updated 3-bedroom, 2.5-bath pool home located in the highly sought-after Northridge community of Longwood! Located on a quiet cul-de-sac, you're going to love everything this home has to offer. From the moment you enter, you'll be impressed by the abundance of natural light, beautiful hardwood

    Agent Photo

    Randy Adams

    RE/MAX TOWN & COUNTRY REALTY

    1653 Windy Bluff Point, Longwood, FL 32750
  • /27

    $2,150 Per Month

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • Townhouse for Rent

    467 Newton Place, Longwood, FL 32779

    Located in Governors Point West, a beautiful community in Longwood and Lake Brantley School District! 3 Bedroom/2 Bath end unit one-story townhome with 1 car garage. Just across the street is the community pool and just minutes away from shopping, Wekiva Springs & Wekiva Golf Course. Large open great room with fireplace, vaulted ceiling and sliders to screened patio, eat-in kitchen with all

    Agent Photo

    Lisa Porzig Finnerty

    PORZIG REALTY

    467 Newton Place, 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 $221,563

    Last Listing Agent Renato Alves ALVES AND HOWELL REALTY

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

      Est $385,298

      Not Listed For Sale

      1221 Adams St, Longwood, FL 32750

      • 4 Beds
      • 2 Baths
      • 1,911 Sq Ft
      • Built 1971
      1221 Adams St, Longwood, FL 32750

      Last Sold Summary

      • 37 Days On Market

  • /85

    $425,000

    $25K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,897 Sq Ft

    2656 Bent Hickory Cir, Longwood, FL 32779

    Under contract-accepting backup offers. Welcome to this one-of-a-kind retreat tucked away in the highly desirable Sabal Green community of Longwood, where privacy, charm, and location come together beautifully. Nestled at the end of a peaceful oversized circular cul-de-sac with no through traffic and enhanced by a side easement providing extra separation from the neighboring home, this

    Agent Photo

    Tom Langmann

    RE/MAX 200 REALTY

    2656 Bent Hickory Cir, Longwood, FL 32779
  • /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

    $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 $405,056

    Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

    1414 Meadowlark St, Longwood, FL 32750
    • /2

      Est $1,919,235

      Not Listed For Sale

      1793 Oakbrook Dr, Longwood, FL 32779

      • 5 Beds
      • 5.5 Baths
      • 5,473 Sq Ft
      • Built 1998
      1793 Oakbrook Dr, Longwood, FL 32779

      Last Sold Summary

      • 16 Days On Market

  • /100

    $7,990,000

    $2M PRICE DROP
    • 9 Beds
    • 12.5 Baths
    • 14,623 Sq Ft

    812 Sweetwater Club Blvd, Longwood, FL 32779

    One or more photo(s) has been virtually staged. Presenting The Fortress, set on nearly 12 acres, a one-of-a-kind architectural masterpiece created for those who understand that true luxury is not merely styled, but built to endure, remain irreplaceable, and stand the test of time. Designed and constructed over seven years by the world-renowned architectural firm HHCP for Harold Mertz, billionaire

    Agent Photo

    Lisell Melo

    SERHANT

    812 Sweetwater Club Blvd, 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

    $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 $360,161

    Last Listing Agent Mike Long COLDWELL BANKER REALTY

    1401 Sparrow St, Longwood, FL 32750
    • /2

      Est $631,010

      Not Listed For Sale

      604 Blue Lake Dr, Longwood, FL 32779

      • 4 Beds
      • 2.5 Baths
      • 2,257 Sq Ft
      • Built 1974
      604 Blue Lake Dr, Longwood, FL 32779

      Last Sold Summary

      • 45 Days On Market

  • /38

    $219,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,586 Sq Ft

    420 Summit Ridge Place Unit 200, Longwood, FL 32779

    **This property qualifies for a closing cost credit up to $3,700 through the Seller’s preferred lender.**Look no further than this beautifully maintained second-floor condo located in the gated community of The Residences at Sabal Point. This spacious 3-bedroom, 2-bathroom unit offers a functional and inviting layout. Step through the front door to find a galley-style kitchen with granite

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    420 Summit Ridge Place Unit 200, Longwood, FL 32779
  • /36

    Starting at $1,761

    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

    $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 $300,301

    Last Listing Agent Jay Patterson KELLER WILLIAMS ADVANTAGE REALTY

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

      Est $930,770

      Not Listed For Sale

      2733 Deer Berry Ct, Longwood, FL 32779

      • 4 Beds
      • 3.5 Baths
      • 4,006 Sq Ft
      • Built 1988
      2733 Deer Berry Ct, Longwood, FL 32779

      Last Sold Summary

      • 19 Days On Market

  • /55

    $799,900

    Pending
    • 4 Beds
    • 3.5 Baths
    • 4,440 Sq Ft

    1808 Wingfield Dr, Longwood, FL 32779

    Under contract-accepting backup offers. Tucked away beneath a canopy of mature trees on an expansive homesite in one of Longwood's most established communities, this custom pool home offers a rare combination of privacy, character, and space. From the moment you arrive, the circular driveway, natural setting, and distinctive architecture create a memorable first impression. Inside, soaring

    Agent Photo

    Heather Unger, PA

    ACME REAL ESTATE FLORIDA LLC

    1808 Wingfield Dr, Longwood, FL 32779
  • /61

    Starting at $1,559 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

    The Addison Longwood

    681 Addison Longwood Terrace, 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 $967,385

    Last Listing Agent Rose Reid PREMIER SOTHEBYS INT'L REALTY

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

      Est $118,504

      Not Listed For Sale

      124 Springwood Cir Unit B, Longwood, FL 32750

      • 1 Bed
      • 1 Bath
      • 768 Sq Ft
      • Built 1973
      124 Springwood Cir Unit B, Longwood, FL 32750

      Last Sold Summary

      • 1 Day On Market

  • /52

    $510,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,572 Sq Ft

    110 Cedar Point Ln, Longwood, FL 32779

    Beautifully updated townhouse tucked within the guard gated community of The Springs and ideally positioned on a private cul de sac with the community pool just across the street. Surrounded by mature trees and natural beauty, this home offers soaring ceilings, skylights, and a bright open layout that fills the home with natural light. The expansive living and dining areas are centered around a

    Agent Photo

    Lisa Ratanasirintrawoot

    CHARLES RUTENBERG REALTY ORLANDO

    110 Cedar Point Ln, Longwood, FL 32779
  • /46

    Starting at $1,706

    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

    $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 $284,559

    Last Listing Agent Troy Funk REALTY ONE GROUP MVP

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

      Est $430,626

      Not Listed For Sale

      125 W Wyndham Ct, Longwood, FL 32779

      • 3 Beds
      • 2 Baths
      • 1,525 Sq Ft
      • Built 1981
      125 W Wyndham Ct, Longwood, FL 32779

      Last Sold Summary

      • 0 Days On Market

  • /45

    $499,900

    $25K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 2,803 Sq Ft

    114 Stoney Ridge Ct, Longwood, FL 32750

    Under contract-accepting backup offers. Some photos Virtually staged. Welcome to this spacious and inviting 4-bedroom, 2-bath split-plan home, nestled on a quiet cul-de-sac in the established Woodlands community of Longwood. With more than 2,800 square feet of living space, this home offers the perfect blend of comfort, flexibility, and room to grow. Situated on an oversized .27-acre lot, you'll

    Agent Photo

    Jim Ruddy

    WATSON REALTY CORP

    114 Stoney Ridge Ct, Longwood, FL 32750
  • /27

    Starting at $1,477 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

    $1,050,000

    Sold Jul 10, 2025

    327 Island Sound Ct, Longwood, FL 32779

    • 6 Beds
    • 3.5 Baths
    • 4,135 Sq Ft
    • Built 2020

    Last Sold Summary

    • 2% Below List Price
    • $254/SF
    • 8 Days On Market

    Current Estimated Value $1,092,193

    Last Listing Agent Julie Vandendriessche PREMIER SOTHEBYS INT'L REALTY

    327 Island Sound Ct, Longwood, FL 32779
    • /2

      Est $451,743

      Not Listed For Sale

      353 Wekiva Cove Rd, Longwood, FL 32779

      • 3 Beds
      • 2 Baths
      • 1,885 Sq Ft
      • Built 1980
      353 Wekiva Cove Rd, Longwood, FL 32779

      Last Sold Summary

      • 3 Days On Market

  • /28

    $330,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,324 Sq Ft

    781 Silhouette Ct, Longwood, FL 32750

    Under contract-accepting backup offers. No HOA & Major System Upgrades Fully Completed! Nestled on a quiet cul-de-sac lot, this 3-bedroom, 2-bathroom single-family ranch home presents an incredible, worry-free opportunity for homebuyers, downsizers, or investors. Step inside to a welcoming floor plan featuring durable laminate flooring throughout the main living areas and a fresh interior paint

    Agent Photo

    Andrew Kincaid

    BHHS FLORIDA REALTY

    781 Silhouette Ct, Longwood, FL 32750
  • /50

    Starting at $1,180 Per Month

    • 1 - 3 Beds

    907 Tidewater Ln, Longwood, FL 32750

    Learn more about our current specials! Discover a new level of comfort at WaterVue at Longwood Apartments, conveniently located off of U.S. Highway 17-92, just south of State Road 434, on the serene shores of Lake Fairy. Longwood is a charming city with a small-town feel, located just north of Orlando. Residents of WaterVue at

    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 $1,011,059

    Last Listing Agent David Miller KELLER WILLIAMS HERITAGE REALTY

    106 Amberwood Ct, Longwood, FL 32779
    • /2

      Est $315,000

      Not Listed For Sale

      474 Overstreet Ave, Longwood, FL 32750

      • 2 Beds
      • 2 Baths
      • 1,140 Sq Ft
      • Built 1958
      474 Overstreet Ave, Longwood, FL 32750

      Last Sold Summary

      • 3 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$472,500
Median Single Family Sale Price
$500,000
Median Townhouse Sale Price
$327,500
Median 2 Bedroom Sale Price
$225,000
Median 1 Bedroom Sale Price
$120,000
Average Price Per Sq Ft
$241
Number of Homes for Sale
178
Last 12 months Home Sales
747
Months of Supply
2.90
Median List Price
$485,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
1%
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