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Buy

Start here

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3 bedsWith a pool
55+ Community Homes in Holiday, FL
109 listings

55+ Community Homes in Holiday, FL

55+ Community Homes in Holiday, FL

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24 of 109 Listings
Map

55+ Community Homes in Holiday, FL

24 of 109 Listings

  1. 1022 Bowsprit Ln #1022 — photoNew10

Your Holiday agent

LR

LPT Realty

Call LPT
Active

$175,000

2 bd · 2 ba · 1,114 sqft

1022 Bowsprit Ln #1022, Holiday, FL

Erin Humphrey · BAY TO SHORE PROPERTY MANAGEMENT AND LEASING LLC

  • 2400 Lemur Dr — photoNew38Active

    $175,000

    4 bd · 2 ba · 1,620 sqft

    2400 Lemur Dr, Holiday, FL

    Stella Wooster · CITY BREEZE ACTION REALTY

  • 3211 Southport Dr — photo34Active

    $179,900

    2 bd · 2 ba · 1,329 sqft

    3211 Southport Dr, Holiday, FL

    Stella Wooster · CITY BREEZE ACTION REALTY

  • 3517 Tiki Dr — photo13Active

    $79,900

    1 bd · 1 ba · 750 sqft

    3517 Tiki Dr, Holiday, FL

    Rami Danial · FUTURE HOME REALTY INC

  • 4322 Tahitian Gardens Cir #B — photo36Active

    $130,000

    2 bd · 1 ba · 768 sqft

    4322 Tahitian Gardens Cir #B, Holiday, FL

    Eric Jenkins, PA · KELLER WILLIAMS REALTY- PALM HARBOR

  • 2939 Wood Pointe Dr — photo25Active

    $318,000

    2 bd · 2 ba · 1,280 sqft

    2939 Wood Pointe Dr, Holiday, FL

    Renate Feyerabend · COASTAL PROPERTIES GROUP INTERNATIONAL

  • 4337 Tahitian Gardens Circle E — photo33Active

    $114,900

    2 bd · 1 ba · 768 sqft

    4337 Tahitian Gardens Circle E, Holiday, FL

    Michael McAuley · COASTAL FLORIDA REAL ESTATE

  • 4337 Tahitian Gardens Cir #E — photo33Active

    $114,900

    2 bd · 1 ba · 768 sqft

    4337 Tahitian Gardens Cir #E, Holiday, FL

    Michael McAuley · COASTAL FLORIDA REAL ESTATE

  • 3041 Buckner Ct — photoPrice Reduced24Active

    $132,000

    2 bd · 2 ba · 828 sqft

    3041 Buckner Ct, Holiday, FL

    Richard Hannahs · CHARLES RUTENBERG REALTY INC

  • 3041 Buckner Court — photo24Active

    $139,000

    2 bd · 2 ba · 828 sqft

    3041 Buckner Court, Holiday, FL

    Richard Hannahs · CHARLES RUTENBERG REALTY INC

  • 4349 Tahitian Gardens Circle C — photo35Active

    $94,900

    1 bd · 1 ba · 600 sqft

    4349 Tahitian Gardens Circle C, Holiday, FL

    Michael McAuley · COASTAL FLORIDA REAL ESTATE

  • 4349 Tahitian Gardens Cir #C — photo35Active

    $94,900

    1 bd · 1 ba · 600 sqft

    4349 Tahitian Gardens Cir #C, Holiday, FL

    Michael McAuley · COASTAL FLORIDA REAL ESTATE

  • 4359 Tahitian Gardens Circle B — photo35Active

    $115,000

    2 bd · 2 ba · 825 sqft

    4359 Tahitian Gardens Circle B, Holiday, FL

    Natalya Halprin · CHARLES RUTENBERG REALTY INC

  • 4359 Tahitian Gardens Cir #B — photo35Active

    $115,000

    2 bd · 2 ba · 825 sqft

    4359 Tahitian Gardens Cir #B, Holiday, FL

    Natalya Halprin · CHARLES RUTENBERG REALTY INC

  • 3302 Kauna Point Drive — photo50Active

    $159,000

    2 bd · 2 ba · 960 sqft

    3302 Kauna Point Drive, Holiday, FL

    Diana Schlafley · CHARLES RUTENBERG REALTY INC

  • 3302 Kauna Point Dr — photo50Active

    $159,000

    2 bd · 2 ba · 960 sqft

    3302 Kauna Point Dr, Holiday, FL

    Diana Schlafley · CHARLES RUTENBERG REALTY INC

  • 5128 River Birch Ave — photo27Active

    $135,000

    2 bd · 2 ba · 1,380 sqft

    5128 River Birch Ave, Holiday, FL

    Stella Wooster · CITY BREEZE ACTION REALTY

  • 2326 Lemur Dr — photo14Active

    $99,900

    2 bd · 2 ba · 960 sqft

    2326 Lemur Dr, Holiday, FL

    Stella Wooster · CITY BREEZE ACTION REALTY

  • 2326 Lemur Drive — photo14Active

    $99,900

    2 bd · 2 ba · 960 sqft

    2326 Lemur Drive, Holiday, FL

    Stella Wooster · CITY BREEZE ACTION REALTY

  • 5128 River Birch Avenue — photo27Active

    $135,000

    2 bd · 2 ba · 1,380 sqft

    5128 River Birch Avenue, Holiday, FL

    Stella Wooster · CITY BREEZE ACTION REALTY

  • 2931 Walnut Grove Ct — photo34Active

    $324,900

    3 bd · 2 ba · 1,341 sqft

    2931 Walnut Grove Ct, Holiday, FL

    Laura Roy, PA · FUTURE HOME REALTY

  • 2931 Walnut Grove Court — photo34Active

    $324,900

    3 bd · 2 ba · 1,341 sqft

    2931 Walnut Grove Court, Holiday, FL

    Laura Roy, PA · FUTURE HOME REALTY

  • 4349 Tahitian Gardens Circle G — photo18Active

    $95,000

    1 bd · 1 ba · 600 sqft

    4349 Tahitian Gardens Circle G, Holiday, FL

    Jackie Little · KELLER WILLIAMS REALTY- PALM HARBOR

  • 4349 Tahitian Gardens Cir #G — photo20Active

    $95,000

    1 bd · 1 ba · 600 sqft

    4349 Tahitian Gardens Cir #G, Holiday, FL

    Jackie Little · KELLER WILLIAMS REALTY- PALM HARBOR

  • 12…5

    Explore Holiday homes

    By price

    • Homes Under $200K
    • Homes Under $300K

    By bedrooms

    • 2 Bedroom Homes
    • 3 Bedroom Homes

    By type

    • Single-Family Homes
    • Manufactured Homes

    By feature

    • Homes with a Pool
    • Waterfront Homes
    • 55+ Community Homes
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    Your Holiday agent

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    LPT Realty

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    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.

    Holiday, FL community profile

    Area
    21.2 sq. mi.

    Source: HJN community data

    Holiday housing market

    September 2026 · This period is still settling

    Holiday 12-month median sale price trend

    Selling at 98.3% of asking price

    Buyers here are paying below asking. MLS · 59 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 17, 2026

    Median sale price
    $220,000$165,000–$270,000 typical range
    Price per sq. ft.
    $163
    Sales
    41
    Paid in cash
    24.4%

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

    Median list price
    $239,900
    Homes for sale
    265
    Median days on market
    30 days

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

    Year-over-year
    -6.7%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    1,246 sq. ft.