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55+ Community Homes in Holiday, FL

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24 of 109 Listings

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24 of 109 Listings

Price Reduced13

55+ Community Homes in Holiday, FL — Page 2

109 listings

55+ Community Homes in Holiday, FL

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24 of 109 Listings

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55+ Community Homes in Holiday, FL

24 of 109 Listings

Your Holiday agent

LPT Realty

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Price Reduced13

Your Holiday agent

LPT Realty

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Active

$135,000

2 bd · 2 ba · 1,318 sqft

3936 Sailmaker Ln, Holiday, FL

Vicki Griepenburg · BHHS FLORIDA PROPERTIES GROUP

13Active

$140,000

2 bd · 2 ba · 1,318 sqft

3936 Sailmaker Lane, Holiday, FL

Vicki Griepenburg · BHHS FLORIDA PROPERTIES GROUP

23Active

$110,000

2 bd · 1 ba · 768 sqft

4340 Tahitian Gardens Cir #D, Holiday, FL

Karol Thornburgh · CENTURY 21 COASTAL ALLIANCE

Your Holiday agent

LPT Realty

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Price Reduced30Active

$144,900

2 bd · 2 ba · 1,114 sqft

3828 Sailmaker Ln, Holiday, FL

Adnian Rakanovic · LIPPLY REAL ESTATE

Price Reduced30Active

$149,900

2 bd · 2 ba · 1,114 sqft

3828 Sailmaker Lane, Holiday, FL

Adnian Rakanovic · LIPPLY REAL ESTATE

23Active

$110,000

2 bd · 1 ba · 768 sqft

4340 Tahitian Gardens Circle D, Holiday, FL

Karol Thornburgh · CENTURY 21 COASTAL ALLIANCE

37Active

$134,900

2 bd · 2 ba · 825 sqft

4330 Tahitian Gardens Circle a, Holiday, FL

Michael McAuley · COASTAL FLORIDA REAL ESTATE

37Active

$134,900

2 bd · 2 ba · 825 sqft

4330 Tahitian Gardens Cir #a, Holiday, FL

Michael McAuley · COASTAL FLORIDA REAL ESTATE

38Active

$139,900

2 bd · 2 ba · 936 sqft

2122 Waterview Drive, Holiday, FL

Penny Gould · PENNY GOULD REALTY INC

21Active

$145,500

2 bd · 2 ba · 864 sqft

3201 Brewster Drive, Holiday, FL

Stella Wooster · CITY BREEZE ACTION REALTY

21Active

$145,500

2 bd · 2 ba · 864 sqft

3201 Brewster Dr, Holiday, FL

Stella Wooster · CITY BREEZE ACTION REALTY

Price Reduced31Active

$114,900

1 bd · 1 ba · 576 sqft

4318 Tahitian Gardens Circle F, Holiday, FL

Greg Blackall · VERANDA REALTY GROUP

Price Reduced31Active

$114,900

1 bd · 1 ba · 576 sqft

4318 Tahitian Gardens Cir #F, Holiday, FL

Greg Blackall · VERANDA REALTY GROUP

Price Reduced42Active

$119,000

2 bd · 2 ba · 1,318 sqft

3960 Sailmaker Lane, Holiday, FL

Catalina Cooper · PALM PARADISE REALTY GROUP

Price Reduced42Active

$119,000

2 bd · 2 ba · 1,318 sqft

3960 Sailmaker Ln, Holiday, FL

Catalina Cooper · PALM PARADISE REALTY GROUP

24Active

$87,900

2 bd · 2 ba · 1,152 sqft

3212 W Tiki Drive, Holiday, FL

Charles Carter · CHARLES P CARTER

Price Reduced24Active

$75,400

2 bd · 2 ba · 1,152 sqft

3212 W Tiki Dr, Holiday, FL

Charles Carter · CHARLES P CARTER

25Active

$125,000

2 bd · 2 ba · 825 sqft

4313 Tahitian Gardens Circle Circle B, Holiday, FL

Charles Carter · CHARLES P CARTER

25Active

$125,000

2 bd · 2 ba · 825 sqft

4313 Tahitian Gardens Circle Cir #B, Holiday, FL

Charles Carter · CHARLES P CARTER

25Active

$79,500

1 bd · 2 ba · 576 sqft

3350 Courtney Drive, Holiday, FL

Stella Wooster · CITY BREEZE ACTION REALTY

25Active

$79,500

1 bd · 2 ba · 576 sqft

3350 Courtney Dr, Holiday, FL

Stella Wooster · CITY BREEZE ACTION REALTY

23Active

$75,000

2 bd · 2 ba · 840 sqft

3203 Birkdale Dr, Holiday, FL

Stella Wooster · CITY BREEZE ACTION REALTY

Price Reduced35Active

$138,900

2 bd · 2 ba · 1,500 sqft

4645 Burney Drive, Holiday, FL

Kelly Lilly · BHHS FLORIDA PROPERTIES GROUP

Price Reduced35Active

$137,000

2 bd · 2 ba · 1,500 sqft

4645 Burney Dr, Holiday, FL

Kelly Lilly · BHHS FLORIDA PROPERTIES GROUP

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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 housing market

September 2026 · This period is still settling

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.

Holiday, FL community profile

Area: 21.2 sq. mi.

Source: HJN community data

Explore Holiday homes

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55+ Community Homes

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

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your Holiday agent

LPT Realty

Call LPT

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

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.