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Start here

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  • The buying timeline

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3 bedsWith a pool
Homes with a Pool in Longwood, FL
24 listings

Homes with a Pool in Longwood, FL

Homes with a Pool in Longwood, FL

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24 Listings
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Homes with a Pool in Longwood, FL

24 Listings

  1. 2405 Alaqua Dr — photo100Active

Your Longwood agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLCCall Veronica

$3,995,000

6 bd · 10 ba · 10,059 sqft

2405 Alaqua Dr, Longwood, FL

Frank Benevento · COLDWELL BANKER REALTY

  • 872 Sweetwater Island Cir — photo48Active

    $1,100,000

    6 bd · 6 ba · 4,048 sqft

    872 Sweetwater Island Cir, Longwood, FL

    Espe Almarza Anderson · COLDWELL BANKER REALTY

  • 3387 Regal Crest Dr — photo57Active

    $1,199,000

    4 bd · 3 ba · 3,038 sqft

    3387 Regal Crest Dr, Longwood, FL

    Ellen Bessette · CHARLES RUTENBERG REALTY ORLANDO

  • 2261 Poinsettia Dr — photo86Active

    $1,495,000

    4 bd · 4 ba · 3,648 sqft

    2261 Poinsettia Dr, Longwood, FL

    Kat Harden · GRACE REALTY, INC.

  • 3413 Fernlake Pl — photoPrice Reduced100Active

    $1,845,000

    5 bd · 5 ba · 4,648 sqft

    3413 Fernlake Pl, Longwood, FL

    Gus Grizzard · ERA GRIZZARD REAL ESTATE

  • 333 Brantley Club Pl — photoPrice ReducedOpen house Sat, Oct 17 · 1:00 PM86Active

    $1,550,000

    5 bd · 5 ba · 4,467 sqft

    333 Brantley Club Pl, Longwood, FL

    Marci Blanchard · KELLER WILLIAMS ADVANTAGE REALTY

  • 2216 Smoketree Ct — photo48Active

    $1,700,000

    5 bd · 4 ba · 4,174 sqft

    2216 Smoketree Ct, Longwood, FL

    Joseph Connolly · CENTURY 21 ALTON CLARK

  • 3355 Lakeview Oaks Dr — photoPrice Reduced66Active

    $2,399,000

    5 bd · 6 ba · 5,629 sqft

    3355 Lakeview Oaks Dr, Longwood, FL

    Kristen Wenderfer · PREMIER SOTHEBYS INT'L REALTY

  • 2260 W Classic Court — photoPrice ReducedOpen house Sat, Oct 17 · 1:00 PM77Active

    $1,424,000

    5 bd · 3 ba · 3,643 sqft

    2260 W Classic Court, Longwood, FL

    Gabriella Nystrom · UNITED REAL ESTATE PREFERRED

  • 334 Vista Oak Dr — photoPrice Reduced85Active

    $1,775,000

    5 bd · 6 ba · 6,250 sqft

    334 Vista Oak Dr, Longwood, FL

    Adolfo Pereira IV · MARGAUX REALTY INC

  • 950 Sweetwater Club Blvd — photoPrice Reduced42Active

    $2,475,500

    5 bd · 7 ba · 6,497 sqft

    950 Sweetwater Club Blvd, Longwood, FL

    Amber Zinno Adams · RE/MAX ASSURED

  • 236 S Shadowbay Blvd — photoPrice Reduced54Active

    $1,649,900

    5 bd · 4 ba · 3,216 sqft

    236 S Shadowbay Blvd, Longwood, FL

    Sinan Zakaria · LISTED SIMPLY

  • 1041 Sweetwater Club Blvd — photoPrice Reduced58Active

    $3,399,000

    6 bd · 9 ba · 10,623 sqft

    1041 Sweetwater Club Blvd, Longwood, FL

    Laura Diss · Q BOUTIQUE SPECIALTY REALTY INC

  • 1040 Sweetwater Club Blvd — photoPrice Reduced47Active

    $2,299,999

    8 bd · 10 ba · 8,739 sqft

    1040 Sweetwater Club Blvd, Longwood, FL

    Jaylon Johnson · LPT REALTY, LLC

  • 306 N Sweetwater Cove Blvd — photoPrice Reduced61Active

    $1,290,000

    5 bd · 6 ba · 3,362 sqft

    306 N Sweetwater Cove Blvd, Longwood, FL

    Shanti Stewart · TRIPLE S REALTY

  • 1442 Vivaldi Pl — photoPrice Reduced28Active

    $1,160,000

    6 bd · 5 ba · 5,107 sqft

    1442 Vivaldi Pl, Longwood, FL

    Jonathan Minerick · HOMECOIN.COM

  • 305 Sweetwater Club Cir — photoPrice Reduced100Active

    $1,388,000

    5 bd · 6 ba · 4,975 sqft

    305 Sweetwater Club Cir, Longwood, FL

    Kyle Leahigh · LPT REALTY, LLC

  • 2214 Earleaf Ct — photoPrice Reduced57Active

    $1,425,000

    4 bd · 3 ba · 3,955 sqft

    2214 Earleaf Ct, Longwood, FL

    Valentina Vakhova · LA ROSA REALTY KISSIMMEE

  • 2201 Cove Ct — photo50Active

    $1,695,000

    4 bd · 4 ba · 3,805 sqft

    2201 Cove Ct, Longwood, FL

    Mel Bernstein · PREMIER SOTHEBYS INT'L REALTY

  • 3540 Legacy Hills Ct — photo80Active

    $4,499,000

    7 bd · 10 ba · 12,006 sqft

    3540 Legacy Hills Ct, Longwood, FL

    Frank Benevento · COLDWELL BANKER REALTY

  • 1351 N Classic Ct — photoPrice Reduced100Active

    $2,895,000

    5 bd · 6 ba · 5,012 sqft

    1351 N Classic Ct, Longwood, FL

    Suzanne Crudo · COLDWELL BANKER REALTY

  • 3545 Legacy Hills Ct — photoPrice Reduced100Active

    $4,125,000

    7 bd · 10 ba · 10,684 sqft

    3545 Legacy Hills Ct, Longwood, FL

    Ellen Bessette · CHARLES RUTENBERG REALTY ORLANDO

  • 810 Sweetwater Club Blvd — photoPrice Reduced59Active

    $2,500,000

    5 bd · 8 ba · 7,673 sqft

    810 Sweetwater Club Blvd, Longwood, FL

    Frank Benevento · COLDWELL BANKER REALTY

  • 808 Sweetwater Club Blvd — photoPrice Reduced65Active

    $3,499,000

    7 bd · 9 ba · 14,801 sqft

    808 Sweetwater Club Blvd, Longwood, FL

    Christopher Christensen · ONE LUXURY INTERNATIONAL LLC

  • Explore Longwood homes

    By price

    • Homes Under $300K
    • Homes Under $400K
    • Homes Under $500K
    • Homes Under $600K
    • Homes Under $700K
    • Homes Under $800K
    • Homes Under $900K
    • Homes Under $1M
    • Homes Under $1.25M
    • Luxury Homes

    By bedrooms

    • 2 Bedroom Homes
    • 3 Bedroom Homes
    • 4 Bedroom Homes

    By type

    • Single-Family Homes
    • Condos

    By feature

    • Homes with a Pool
    Realty.com

    L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

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    Your Longwood agent

    VF

    Veronica Figueroa

    The Figueroa Team LLC. eXp Realty, LLC

    The Figueroa Team LLC. eXp Realty, LLCCall Veronica

    Listing data & MLS disclosures

    Stellar MLS
    Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

    Longwood, FL community profile

    Population
    15,839
    Median income
    $76,855
    Housing units
    6,445
    People per sq. mi.
    507.7
    Area
    31.2 sq. mi.

    Source: HJN community data

    Longwood housing market

    September 2026 · This period is still settling

    Longwood 12-month median sale price trend

    Selling at 97.4% of asking price

    Buyers here are paying below asking. MLS · 50 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 24, 2026

    Median sale price
    $429,000$280,000–$642,500 typical range
    Price per sq. ft.
    $204
    Sales
    42
    Paid in cash
    28.6%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $444,990
    Homes for sale
    183
    Median days on market
    26 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    -5.0%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 10, 2026

    Median home size
    2,112 sq. ft.