21,062

Longwood, FL Homes

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  • /92

    $459,999 Pending

    • 4 Beds
    • 2 Baths
    • 2,064 Sq Ft

    685 Chelsea Rd, Longwood, FL 32750

    Under contract-accepting backup offers. Reduced to sell!! Location! Location! "A" RATED SEMINOLE SCHOOL DISTRICT! NEW ROOF 2021! DOUBLE PANE HURRICANE WINDOWS 2023! NO MANDATORY HOA! BOATS, WORK VEHICLES, RV OR TRAILERS OK! REMODELED KITCHEN 2022! 1/3 ACRE FENCED! RE-WIRED 2022. 4 bedroom POOL HOME in the highly desired DEVONSHIRE community located in the heart of Longwood. Situated in a

    Agent Photo

    Michelle Chase

    HOME WISE REALTY GROUP, INC.

    (321) 517-4704

    685 Chelsea Rd, Longwood, FL 32750
  • /14

    $1,700 per month

    • 2 Beds
    • 2 Baths
    • 1,274 Sq Ft
    • Condo for Rent

    408 Summit Ridge Place Unit 204, Longwood, FL 32779

    Amazing 2 bedroom 2 bathroom on the Second floor, includes screened-in balcony. Each room is ensuite with walk in closets. The home has NO carpets. New water proof vinyl flooring. Gated community which includes community play ground and swimming pool. Conveniently located near shopping, dining, outdoor recreation, and major roadways including I-4, SR 434, and SR 436, with Altamonte Springs Mall

    Agent Photo

    Azim Manji

    WEICHERT REALTORS HALLMARK PRO

    (321) 346-5638

    408 Summit Ridge Place Unit 204, Longwood, FL 32779
  • /2

    $445,000 Sold Apr 25, 2025

    • 1,801 Sq Ft
    • $247/SF
    • 17 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1972

    115 Shepherd Trail, Longwood, FL 32750

    Welcome to this beautifully updated 4-bedroom, 2-bath pool home in the highly sought-after Meadows West community! This stunning residence offers modern upgrades, an ideal split floor plan, and an inviting outdoor oasis - perfect for both relaxation and entertaining. You will be delighted with the recent improvements including a new roof (2022), new air conditioner (2021), and new laminate and

    Jamie Ampel ALL SELLERS & BUYERS REALTY INC

    115 Shepherd Trail, Longwood, FL 32750
    • /63

      Est $497,075 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,631 Sq Ft

      1631 Crescent Rd, Longwood, FL 32750

      1631 Crescent Rd, Longwood, FL 32750
  • /30

    $185,000

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    165 Springwood Cir Unit A, Longwood, FL 32750

    Welcome to this wonderful ground-floor unit, which offers a 2 bedrooms and 2 baths, 1,000 SF of comfortable living space in a well known location. The floor plan creates a spacious, inviting atmosphere, making it the ideal space to call home or possible investment opportunity. This ground floor unit has all new laminate flooring throughout. A acreened in back patio with a beautiful landscape view

    Agent Photo

    William Navarro

    CENTERGATE REALTY LLC

    (321) 241-9801

    165 Springwood Cir Unit A, Longwood, FL 32750
  • /41

    $1,546 - $3,852 per month

    The Addison Longwood

    1-3 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 you’re

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

    $850,000 Sold Apr 25, 2025

    • Land
    • 3.13 Acres
    • $271,565 per Acre
    • 290 Days On Market

    500 Freyer Dr, Longwood, FL 32750

    LAND and no HOA! Previously a family-owned farm. Endless possibilities for this amazing land. This one of a kind 3 acre property boasts great opportunities. Live off the land and create your perfect garden. Property comes with an abundance of fruit trees: Banana, Peach Olive, Grape Starfish, Papaya, Morning, Lime, Avacado and Pomegranate! The home currently located on property could be torn down

    Denise Korrey KORR REALTY CORP

    500 Freyer Dr, Longwood, FL 32750
    • /27

      Est $382,002 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,704 Sq Ft

      296 Churchill Dr, Longwood, FL 32779

      296 Churchill Dr, Longwood, FL 32779
  • /47

    $300,000

    • 3 Beds
    • 2.5 Baths
    • 1,682 Sq Ft

    358 Winchester Ct, Longwood, FL 32779

    Do you want hassle free living? then GOVERNORS POINT is where you need to be. The HOA Fees Include Exterior Building Maintenance, Landscape Maintenance, Irrigation And Irrigation Water Costs, Pest Control, Building Termite Bond, Cable And Internet. The association replaced the ROOFin 2021! So insurance on this property is a breeze!This townhouse with 3 bedroom 2.5 bath has A Spacious Layout,

    Agent Photo

    Farzana Zalil

    CHARLES RUTENBERG REALTY ORLANDO

    (321) 321-6641

    358 Winchester Ct, Longwood, FL 32779
  • /23

    $1,650 per month

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

    2106 Clubside Dr Unit 2106, Longwood, FL 32779

    One or more photo(s) has been virtually staged. Welcome to this spacious ground-floor condo in the highly sought-after Clubside condos, in beautiful Sabal Point. Offering nearly 1,400 square feet of living space, this unique residence features TWO primary suites, each with its own private en-suite bathroom, custom granite counters, large walk-in closet and second linen closet in each room. One of

    Nikita Ager FLORIDA REALTY INVESTMENTS

    2106 Clubside Dr Unit 2106, Longwood, FL 32779
  • /2

    $485,000 Sold Apr 24, 2025

    • 1,996 Sq Ft
    • $243/SF
    • 3 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1977

    207 Pembrook Place, Longwood, FL 32779

    Don’t wait—this stunning 4-bedroom, 2-bathroom split plan pool home in Wekiva Hills won’t last long! Nestled on a -acre lot with great curb appeal, this home is located in an A-rated Seminole County School District, just minutes from Wekiva Elementary. As you step inside, you’ll find a formal dining room to the left and a formal living room (currently used as a home office) to the right—both

    Todd Schroth EXP REALTY LLC

    207 Pembrook Place, Longwood, FL 32779
    • /80

      Est $2,192,708 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 5,871 Sq Ft

      3241 Winding Pine Trail, Longwood, FL 32779

      3241 Winding Pine Trail, Longwood, FL 32779
  • /37

    $335,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    1450 Cricket Ct, Longwood, FL 32750

    Under contract-accepting backup offers. Beautiful 3 bedroom, 2.5 bath townhouse located in the Coventry Westlake Manor Community of Longwood. This updated townhouse has an open concept floor plan with tile and laminate flooring throughout (no carpet). Features include stainless appliances, wood cabinets, granite counter tops, updated bathroom vanities (new toilets 2024), all new vinyl siding

    Agent Photo

    David Vermillion

    CHARLES RUTENBERG REALTY ORLANDO

    (321) 450-1873

    1450 Cricket Ct, Longwood, FL 32750
  • /124

    $1,343 - $2,718 per month

    Alta Longwood

    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

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

    $975,000 Sold Apr 24, 2025

    • 3,797 Sq Ft
    • $257/SF
    • 39 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1978

    601 Sweetwater Club Blvd, Longwood, FL 32779

    Welcome to Sweetwater Club, a Premier Guard Gated Community! Entertain your friends and family in this Fully Renovated 4 Bedroom, 4 Bathroom (2 partial), 3797 sq ft, Pool Home and Pool House and Oversized 3 Car Side Entry Garage, Circular Drive and Fully Fenced backyard. The Foyer greets you with a view of fountain and tropical pool area. The high ceilings in Living Room and Dining and Family

    Carolyn Kickhofel COLDWELL BANKER REALTY

    601 Sweetwater Club Blvd, Longwood, FL 32779
    • /39

      Est $579,459 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,269 Sq Ft

      400 Palermo Vista Ct, Longwood, FL 32750

      400 Palermo Vista Ct, Longwood, FL 32750
  • /45

    $979,900 Pending

    • 5 Beds
    • 5.5 Baths
    • 7,847 Sq Ft

    2820 Jacana Ct, Longwood, FL 32779

    One or more photo(s) has been virtually staged. Auction Property. The buyer didnt want to extend their closing date so here is your opportunity! As you enter this luxurious estate home situated on over an acre and a half of pristine land in the highly coveted Wingfield North community, you can't help but feel a sense of grandeur and exclusivity. The private gate, providing access to the home,

    Agent Photo

    Heather Unger, PA

    ACME REAL ESTATE FLORIDA LLC

    (321) 410-7267

    2820 Jacana Ct, Longwood, FL 32779
  • /72

    $10,750 per month

    • 6 Beds
    • 5 Baths
    • 6,510 Sq Ft
    • House for Rent

    2357 Alaqua Dr, Longwood, FL 32779

    For rent - experience the epitome of luxury living at the “Villa Florencia,” a stunning Mediterranean-style custom-built home. Nestled within the prestigious Alaqua Country Club, this residence boasts an immaculate championship private golf course that offers the convenience of no tee times. The house itself presents breathtaking views of the seventh fairway and is bathed in natural light, thanks

    Maggie Walas FORTUNE INTERNATIONAL REALTY

    2357 Alaqua Dr, Longwood, FL 32779
  • /2

    $950,000 Sold Apr 24, 2025

    • 3,713 Sq Ft
    • $256/SF
    • 91 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1992

    1030 Dunhurst Ct, Longwood, FL 32779

    NEW AC in master February 2025! Grow fond memories in this Custom-Built elegant home in the desirable community of Manchester Oaks. As you approach the home, you are greeted by a beautiful brick front entryway with immaculately manicured landscaping and mature oak trees. The tall exterior front door includes 2 sidelights and a transom window which provides an abundance of natural light. The home

    Kimberly Griffin KELLER WILLIAMS REALTY AT THE PARKS

    1030 Dunhurst Ct, Longwood, FL 32779
    • /34

      Est $637,553 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,555 Sq Ft

      2009 Prairie Sage Ln, Longwood, FL 32750

      2009 Prairie Sage Ln, Longwood, FL 32750
  • /40

    $649,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 3,219 Sq Ft

    203 Red Bud Ln, Longwood, FL 32779

    Seller Motivated! Newly Remodeled with spacious open floorplan! Step into this stunning home nestled in the private, upscale neighborhood The Springs, located in Longwood, offering a lifestyle of luxury and tranquility. Conveniently located close to I-4, just 30 minutes away from beaches and theme parks! Residents enjoy exclusive amenities, including refreshing swimming pool, natural springs,

    Agent Photo

    Taylor Benfield

    DESIGN OR LIST IT INC

    (321) 321-3061

    203 Red Bud Ln, Longwood, FL 32779
  • /87

    $1,749 - $2,100 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

    $655,000 Sold Apr 24, 2025

    • 2,296 Sq Ft
    • $285/SF
    • 239 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1976

    220 Palmetto Concourse, Longwood, FL 32779

    This lakeview pool home has one of THE BEST VIEWS of Lake Brantley you can get without paying for direct waterfront. New roof installed October 2024. Home is located in the amenity-rich subdivision of Sweetwater Oaks and sits directly on the community's private Sweetwater Oaks Beach Park on Lake Brantley. Unobstructed lake views without the lakefront price tag. Incredible lake views from your

    Scot Sapp CHARLES RUTENBERG REALTY ORLANDO

    220 Palmetto Concourse, Longwood, FL 32779
    • /5

      Est $507,751 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,190 Sq Ft

      2017 Prairie Sage Ln, Longwood, FL 32750

      2017 Prairie Sage Ln, Longwood, FL 32750
  • /43

    $750,000

    • 4 Beds
    • 2 Baths
    • 2,082 Sq Ft

    203 N Sweetwater Blvd, Longwood, FL 32779

    Just Listed! **** LIVE THE SWEETWATER DREAM! Exclusive Golf Community Gem — Act Fast Before It's Gone! ? **** "Pool Paradise” “Family Haven” “Investor’s Dream" “ Top School Districts ” Optional Turn Key / Furnishings Included Welcome to your dream home in the sought-after Sweetwater Oaks community!The residence boasts recent upgrades, including new plumbing and a

    Daniel Fleischman KELLER WILLIAMS REALTY SMART

    203 N Sweetwater Blvd, Longwood, FL 32779
  • /16

    $2,080 per month

    • 3 Beds
    • 2 Baths
    • 1,183 Sq Ft
    • House for Rent

    1042 Reams St, Longwood, FL 32750

    Looking for your dream home? Through our seamless leasing process, this beautifully designed home is move-in ready. Our spacious layout is perfect for comfortable living that you can enjoy with your pets too; we’re proud to be pet friendly. Our homes are built using high-quality, eco-friendly materials with neutral paint colors, updated fixtures, and energy-efficient appliances. Enjoy the

    Nico Silva Vanegas MAIN STREET RENEWAL LLC

    1042 Reams St, Longwood, FL 32750
  • /2

    $410,000 Sold Apr 21, 2025

    • 1,543 Sq Ft
    • $266/SF
    • 9 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1978

    104 Cambridge Dr, Longwood, FL 32779

    Welcome to this beautiful 3-bedroom, 2-bathroom home with an additional office space that could easily be converted into a nursery or small bedroom. Upon entering the house you see the lovely luxury vinyl floors that extend from the foyer through the kitchen and dining areas. You also see the plush carpet that is regularly professionally cleaned. Step past the foyer and cast your eyes on the

    Eric Soto TC ORLANDO HOMES LLC

    104 Cambridge Dr, Longwood, FL 32779
    • /44

      Est $995,466 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,050 Sq Ft

      437 Gleaming Andover Way, Longwood, FL 32779

      437 Gleaming Andover Way, Longwood, FL 32779
  • /38

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,274 Sq Ft

    420 Summit Ridge Place Unit 112, Longwood, FL 32779

    Gorgeous 2 Bedroom, 2 Bath First-Floor Condo in Gated Community! Welcome to The Residences at Sabal Point, where comfort meets convenience in this light and bright unit with a spacious open-concept floor plan. The kitchen flows seamlessly into the living and dining areas, featuring granite countertops and stainless steel appliances, including an oven, refrigerator, dishwasher, and microwave –

    Kelly Zannini HOMEVEST REALTY

    420 Summit Ridge Place Unit 112, Longwood, FL 32779
  • /73

    $1,653 - $2,889 per month

    Alta Cypress

    1-3 Beds

    375 Summer Cypress Cove, Longwood, FL 32750

    Turn over a new leaf and make Alta Cypress your new home. As Longwoods newest luxury community, we bring you top-of-the-line apartments with dynamic amenities for you to call home. Coupled with our ideal location in Seminole County, Alta Cypress is perfect for you. Expand your horizons and join us as a resident at Alta Cypress Apartment Homes.

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

    $1,065,000 Sold Apr 21, 2025

    • 3,749 Sq Ft
    • $284/SF
    • 4 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1999

    3334 Park Grove Ct, Longwood, FL 32779

    Welcome to this highly customized GOLF FRONT home in sought-after 24-hour guard-gated Alaqua Lakes. IMPECCABLY MAINTAINED, this estate showcases seemingly endless upgrades and customizations with ceiling detail, crown molding, wrought iron, warm wood flooring, dovetailed soft close cabinetry, and much more. Arrive at an oversized 1/3 acre wooded homesite with no neighbors on 3 sides, and

    Frank Benevento COLDWELL BANKER REALTY

    3334 Park Grove Ct, Longwood, FL 32779
    • /21

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,086 Sq Ft

      961 Lake Ln, Longwood, FL 32750

      961 Lake Ln, Longwood, FL 32750
  • /31

    $815,000

    • 4 Beds
    • 2.5 Baths
    • 2,716 Sq Ft

    950 Deerwood Loop, Longwood, FL 32779

    This is the one you'be been waiting for! Located in the sought-after Sweetwater Springs community, this 4-bedroom, 2.5-bath pool home sits on nearly half an acre with a circular driveway and side-entry garage. Inside, you’ll find over 2,700 square feet of living space, including a large kitchen with granite counters, stainless steel appliances, and a walk-in pantry. The primary bedroom has direct

    Cristina Porretto THE AGENCY ORLANDO

    950 Deerwood Loop, Longwood, FL 32779
  • /28

    $1,525 per month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    177 Springwood Cir Unit D, Longwood, FL 32750

    Spacious 2-Bedroom, 2-Bath Condo for Rent in Springwood Village - LongwoodLocated in the desirable Springwood Village community, this second-floor, 2-bedroom, 2-bathroom condominium offers comfort and convenience. Step into a bright and open living room/dining room combination, perfect for entertaining. The recently renovated kitchen features granite countertops, stainless steel

    David Basher PINECREST REAL ESTATE MNGT

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

    $1,300,000 Sold Apr 21, 2025

    • 4,148 Sq Ft
    • $313/SF
    • 64 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1988

    2822 Tupelo Ct, Longwood, FL 32779

    Welcome to this STUNNING 5-bedroom, 4-bathroom home, located in the guard gated Wingfield North community of Longwood, FL. Nestled on a serene, quiet 1.04-acre lot on a cul-de-sac in the exclusive Markham Woods Corridor! The current owners spared no expense on this METICULOUSLY UPDATED and FRESHLY RENOVATED 4,148 square foot residence which combines MODERN FARMHOUSE SYTLE with LUXURY LIVING. As

    Sarah Bosch THE BOSCH GROUP

    2822 Tupelo Ct, Longwood, FL 32779
    • /39

      Est $659,792 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,840 Sq Ft

      210 Oakmont Reserve Cir, Longwood, FL 32750

      210 Oakmont Reserve Cir, Longwood, FL 32750
  • /47

    $549,000

    • 4 Beds
    • 2 Baths
    • 1,953 Sq Ft

    456 Willowbrook Ln, Longwood, FL 32779

    Fully Updated and Move-In Ready Home in Highly Desirable Sabal Point.Welcome to 456 Willowbrook Ln, a beautifully updated and truly move-in ready home located in the heart of the popular Sabal Point community. Situated within the highly sought-after Seminole County A+ rated school district, this home combines thoughtful upgrades with timeless comfort, making it an ideal choice.This

    Tiffany Yates COMPASS FLORIDA LLC

    456 Willowbrook Ln, Longwood, FL 32779
  • /29

    $1,900 - $2,270 per month

    Sabal Park Apartments

    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

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

    $480,000 Sold Apr 18, 2025

    • 2,336 Sq Ft
    • $205/SF
    • 29 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1977

    109 Crestwood Dr, Longwood, FL 32779

    Nestled in the heart of Sweetwater Oaks, this stunning 4-bedroom, 3-bathroom pool home is ready to be your next dream home. Boasting spacious living areas, a thoughtfully designed split-bedroom layout, and newer Pella windows, this home offers both comfort and style. The expansive kitchen features ample cabinet space, a large pantry, and a seamless flow into the living spaces—all while

    Troy Hensley BHHS FLORIDA REALTY

    109 Crestwood Dr, Longwood, FL 32779
    • /31

      Est $303,356 Not Listed For Sale

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

      1647 Smokey Oak Way, Longwood, FL 32750

      1647 Smokey Oak Way, Longwood, FL 32750

Showing Results 1 - 40, Page 1 of 18

Home Trends in Longwood, FL

Home Trends

Median Price (12 Mo)
$450,000
Median Single Family Price
$475,000
Median Townhouse Price
$349,990
Median 2 Bedroom Price
$220,000
Median 1 Bedroom Price
$165,916
Average Price Per Sq Ft
$245
Number of Homes for Sale
131
Last 12 months Home Sales
523
Months of Supply
3.00
Median List Price
$469,900
Median Discount From 1st List Price
3%
Median Home Sale Price YoY Change
8%
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