Waterfront Homes in Holiday, FL

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24 of 35 Listings

Map

24 of 35 Listings

Open house Sun, Oct 4 · 1:00 AM57

35 listings

Waterfront Homes in Holiday, FL

Show Map

24 of 35 Listings

Map

Waterfront Homes in Holiday, FL

24 of 35 Listings

Your Holiday agent

LPT Realty

Call LPT

Open house Sun, Oct 4 · 1:00 AM57

Your Holiday agent

LPT Realty

Call LPT

Active

$359,900

2 bd · 2 ba · 1,356 sqft

5410 Flora Ave, Holiday, FL

Nadia Heinz · DENNIS REALTY & INV. CORP.

29Active

$399,000

3 bd · 2 ba · 1,502 sqft

1117 Rushmore Dr, Holiday, FL

Gene Morales · TMWRK BROKERAGE LLC

57Active

$1,299,999

4 bd · 4 ba · 4,204 sqft

3143 Pineview Dr, Holiday, FL

Jennifer Tobey, PA · RE/MAX CHAMPIONS

Your Holiday agent

LPT Realty

Call LPT

17Active

$285,000

2 bd · 2 ba · 1,334 sqft

3532 Overland Dr, Holiday, FL

Jason Duraj PA · FUTURE HOME REALTY INC

100Active

$245,995

4 bd · 2 ba · 1,566 sqft

2217 Harrison Dr, Holiday, FL

Eddie Rivera · IMPACT REALTY TAMPA BAY

46Active

$300,000

3 bd · 2 ba · 1,842 sqft

4036 Sunray Dr, Holiday, FL

Ekaterina Osipova · DALTON WADE INC

50Active

$449,000

3 bd · 3 ba · 1,762 sqft

1324 Chancellor Dr, Holiday, FL

Beth Belloise · TROPICAL LIFE REALTY, INC.

Price Reduced33Active

$289,000

2 bd · 2 ba · 1,386 sqft

1332 Flotilla Dr, Holiday, FL

Harris Gruman · REALNET FLORIDA REAL ESTATE

Price Reduced19Active

$249,999

3 bd · 2 ba · 1,326 sqft

3349 Overland Dr, Holiday, FL

Joseph Buchi · DENNIS REALTY & INV. CORP.

32Active

$239,900

2 bd · 2 ba · 1,088 sqft

3852 Sunray Dr, Holiday, FL

Jakea Cates · KELLER WILLIAMS REALTY- PALM HARBOR

Price Reduced36Active

$255,000

3 bd · 3 ba · 1,634 sqft

2578 Charlan Ct, Holiday, FL

LORI Smith, PA · BEST OF THE GULF REALTY INC

Price Reduced77Active

$774,900

2 bd · 2 ba · 2,280 sqft

2030 Gulfview Dr, Holiday, FL

STEVE DeMatos · RE/MAX ALLIANCE GROUP

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 Cir #F, Holiday, FL

Greg Blackall · VERANDA REALTY GROUP

Price Reduced26Active

$270,000

3 bd · 2 ba · 1,305 sqft

1345 Basswood Dr, Holiday, FL

Regina Vitoria Silva Dare · PEOPLE'S TRUST REALTY

Price Reduced23Active

$298,000

2 bd · 2 ba · 1,108 sqft

4114 Sunray Dr, Holiday, FL

Sandra Ceballos · SILVER ROOTS REAL ESTATE GROUP

Price Reduced56Active

$124,900

1 bd · 1 ba · 880 sqft

3806 Staysail Ln, Holiday, FL

Denvir Steele · REALTY EXPERTS ASSOCIATES

47Active

$240,000

2 bd · 2 ba · 1,039 sqft

2228 Society Dr, Holiday, FL

Hoss Pollard · LPT REALTY, LLC

Price ReducedOpen house Sun, Oct 4 · 11:00 AM56Active

$509,000

2 bd · 2 ba · 1,047 sqft

3318 Pineview Dr, Holiday, FL

STEVE DeMatos · RE/MAX ALLIANCE GROUP

Price Reduced67Active

$160,000

2 bd · 2 ba · 1,318 sqft

3801 Sailmaker Ln, Holiday, FL

David Ferrara · LPT REALTY, LLC

Price Reduced19Active

$235,000

2 bd · 2 ba · 1,326 sqft

3507 Landale Dr, Holiday, FL

Brian Eades, PA · DALTON WADE INC

Price Reduced26Active

$319,000

3 bd · 2 ba · 1,480 sqft

3011 Shadow Oaks Dr, Holiday, FL

Kim Doukas · RE/MAX CHAMPIONS

Price Reduced28Active

$284,990

3 bd · 2 ba · 1,444 sqft

3332 Wilson Dr, Holiday, FL

Jesus Van Der Henst · KELLER WILLIAMS REALTY- PALM H

Price Reduced61Active

$315,000

2 bd · 2 ba · 1,836 sqft

2529 San Luis Rd, Holiday, FL

Kimberly Lavin · FUTURE HOME REALTY

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 98.2% of asking price

Buyers here are paying below asking. MLS · 54 sales · as of Sep 29, 2026

Homes that sold · County records, as of Sep 14, 2026

Median sale price: $199,000$152,500–$240,000 typical range
Price per sq. ft.: $156
Sales: 27
Paid in cash: 25.9%

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $239,900
Homes for sale: 265
Median days on market: 27 days

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

Year-over-year: -19.2%

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

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 98.2% of asking price

Buyers here are paying below asking. MLS · 54 sales · as of Sep 29, 2026

Homes that sold · County records, as of Sep 14, 2026

Median sale price: $199,000$152,500–$240,000 typical range
Price per sq. ft.: $156
Sales: 27
Paid in cash: 25.9%

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $239,900
Homes for sale: 265
Median days on market: 27 days

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

Year-over-year: -19.2%

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.

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your Holiday agent

Your Holiday agent

Your Holiday agent

Listing data & MLS disclosures

Holiday housing market

Homes that sold · County records, as of Sep 14, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

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

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

Holiday, FL community profile

Explore Holiday homes

Your Holiday agent

Listing data & MLS disclosures

Holiday, FL community profile

Holiday housing market

Homes that sold · County records, as of Sep 14, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

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

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