17

Holiday, FL Homes for Sale under $500,000

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  • /52

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,683 Sq Ft

    2817 Plantain Dr, Holiday, FL 34691

    Welcome home to 2817 Plantain Dr! This beautifully maintained home, located inside the gated 55+ Key Vista Villas community, is perfectly situated between two preservation areas teeming with awe-inspiring Florida wildlife. Inside, the home shows like a model with soaring ceilings, crown molding, wide-plank luxury vinyl flooring, and an abundance of natural light throughout. The open layout

    Agent Photo

    Christina Probeyahn

    COASTAL PROPERTIES GROUP INTERNATIONAL

    (727) 607-6761

    2817 Plantain Dr, Holiday, FL 34691
  • /19

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,399 Sq Ft

    1326 Flotilla Dr, Holiday, FL 34690

    Waterfront Pool Home with Dock | Private Preserve Views | Move-In ReadyWelcome to 1326 Flotilla Dr — a beautifully updated waterfront pool home offering the Florida lifestyle buyers are searching for, with tranquil, private views overlooking protected preserve land. This peaceful setting provides a rare sense of privacy while still enjoying direct water access.Inside, the home features

    Agent Photo

    Tara Veprovsky

    COMPASS FLORIDA LLC

    (727) 607-0105

    1326 Flotilla Dr, Holiday, FL 34690
  • /94

    $449,900

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    5311 Boardwalk St, Holiday, FL 34690

    Welcome to 5311 Boardwalk St, a rare opportunity to own a beautifully updated waterfront townhouse in the desirable Park Place subdivision, offering NO HOA and NO CDD fees. Built in 1998 and featuring approximately 1,848 square feet with 3 bedrooms and 2.5 bathrooms, this home combines modern upgrades with exceptional riverfront living. Immaculately maintained and thoughtfully upgraded, the

    Dustin Benjamin Jose ALIGN RIGHT REALTY LLC

    5311 Boardwalk St, Holiday, FL 34690
  • /72

    $450,000

    • 4 Beds
    • 2 Baths
    • 1,837 Sq Ft

    3022 Jackson Dr, Holiday, FL 34691

    Welcome to this 4-bedroom, 2-bath, solar-powered, pool home offering plenty of comfortable living space on the water. The property also features its own dock right in the backyard, providing direct access to Lake Conley. Inside, the home offers a bright, open feel with abundant natural light, a neutral color palette, and luxury vinyl plank flooring throughout the living areas. The kitchen is

    William Perez LPT REALTY, LLC

    3022 Jackson Dr, Holiday, FL 34691
  • /83

    $449,000

    • 3 Beds
    • 2 Baths
    • 2,284 Sq Ft

    5904 Springrun Ct, Holiday, FL 34690

    Owner Motivated. $16,000 Under Recent Appraisal! A Truly Unique Property! A Private, Park-Like Oasis with Unmatched Amenities Awaits! Discover an unparalleled retreat where natural beauty meets modern convenience. Looking out at mature, leafy trees, this remarkable property features a serene pond and small stream. Sit by your firepit or cross over your charming bridge inviting serene moments of

    Bill Whiteside LPT REALTY, LLC

    5904 Springrun Ct, Holiday, FL 34690
  • /68

    $439,000

    • 5 Beds
    • 5 Baths
    • 2,308 Sq Ft

    5433 Front Dr, Holiday, FL 34690

    UNIQUE AND ONE OF A KIND! MASSIVE 5/5 COURTYARD pool home is ideal for entertaining and more. Lot is large in size, nearly an acre and abuts both Front Dr AND Forest Hills Dr. Lot can stay double or break up for an additional dwelling. LARGE detached garage would be ideal for a home based business/storage as this is located in a NO HOA AND NO FLOOD ZONE. SO MANY updates throughout! NEW ROOF AND

    Ann Gionta GIONTA REALTY GROUP LLC

    5433 Front Dr, Holiday, FL 34690
  • /45

    $499,900

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    1125 Fernwood Dr, Holiday, FL 34690

    Waterfront Living at its Finest – Nestled in a luxury, family-friendly neighborhood in Holiday, Florida. This stunning 3-bedroom, 2-bath waterfront home with nearly 1,900 sq ft. It offers the perfect blend of comfort, style, and a ultimate Florida boating lifestyle. This property is a true fisherman’s paradise with direct access to the Anclote River and just a short boat ride to the famous Tarpon

    Shawn Miller PREMIER REALTY

    1125 Fernwood Dr, Holiday, FL 34690
  • /33

    $415,000

    • 3 Beds
    • 2.5 Baths
    • 2,620 Sq Ft

    2614 Hawk Roost Ct, Holiday, FL 34691

    PRICE REDUCTION!!!!Immaculate Move-In Ready Home in Sought-After Key Vista Community! Nestled on a peaceful cul-de-sac in the gated Key Vista community, this beautifully maintained 3-bedroom, 2.5-bath single-family home offers the perfect blend of comfort, style, and thoughtful upgrades. From the moment you enter, you'll appreciate the open-concept layout, ideal for both entertaining and everyday

    Shawn Miller PREMIER REALTY

    2614 Hawk Roost Ct, Holiday, FL 34691
  • /51

    $499,900

    • 4 Beds
    • 3 Baths
    • 1,761 Sq Ft

    1166 Chancellor Dr, Holiday, FL 34690

    Stunning fully remodeled 4-bedroom, 3-bath waterfront home offering privacy, functionality, and true Gulf-access living. This exceptional property has remained high and dry with no flooding during recent storms, providing peace of mind along with an unbeatable natural setting. Set along a scenic bend of the river, the backyard overlooks a private island preserve—meaning no rear neighbors, just

    Shawn Poole SNAP REALTY LLC

    1166 Chancellor Dr, Holiday, FL 34690
  • /56

    $475,000

    • 3 Beds
    • 2 Baths
    • 2,387 Sq Ft

    3423 Foxhall Dr, Holiday, FL 34691

    Welcome to this beautiful pool home in Gulf Trace where tranquility meets the comfort of being home! Truly well cared for and immaculate best describes this residence featuring magnificent curb appeal with tropical landscaping and an open floor plan with towering ceilings featuring 3 bedrooms PLUS A HOME OFFICE/ STUDY, 2 baths and 2 car garage. Step thru the front door to an elegant living and

    Raymonda Abunassar COLDWELL BANKER REALTY

    3423 Foxhall Dr, Holiday, FL 34691
  • /4

    $449,900

    • Land
    • 8.75 Acres
    • $51,417 per Acre

    1318 Classic Dr, Holiday, FL 34691

    BIGGEST WATERFRONT LOT in the Holiday market. This 8.75 acre lot sits on 6.75 acres lake, 2 acres land and priced to sell. Property is being sold for Cash "As is". Zoned for R4 the property in near Lake Nash situated in Lake Holiday Estates neighborhood. Geared towards Land Flippers, Developers and builders.

    Scott Fader JOSEPH WALTER REALTY LLC

    1318 Classic Dr, Holiday, FL 34691
  • /54

    $420,000

    • 3 Beds
    • 3 Baths
    • 1,679 Sq Ft

    1955 Dartmouth Dr, Holiday, FL 34691

    “Attention investors and discerning buyers! This luxury property in Holiday is a once-in-a-lifetime opportunity just 7 min left to the beach! Completely rebuilt in 2026, everything is brand new: windows, doors, roof, air conditioning with modern lineal ducts—all completed in 2026. This home boasts a brand-new 2026 water heater, luxury ceramic bathrooms, and stunning ceramic flooring throughout.

    Zuleidys Ares SELLING USA, LLC

    1955 Dartmouth Dr, Holiday, FL 34691
  • /49

    $410,000

    • 3 Beds
    • 2 Baths
    • 1,526 Sq Ft

    2700 Sierra Vista Way, Holiday, FL 34691

    PRICE ADJUSTMENT !! Totally renovated 3bedroom 2 bathroom 2 car garage home in quiet community. Roof, HVAC,Water Heater, Flooring, Kitchen and Bathrooms all brand new.Wood cabinets and stone counter tops in Kitchen and Bathrooms. Huge lot with vaulted screened in lanai. Low HOA covers community pool and cable.Come and make this charmer your new home!!!

    Maria Gallace Gerelus LUXURY & BEACH REALTY INC

    2700 Sierra Vista Way, Holiday, FL 34691
  • /3

    $430,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft

    2713 San Luis Rd, Holiday, FL 34691

    Under Construction. Brand new 2026 waterfront construction with no HOA completion May 2, 2026. Builder direct sale, builder warranty included. This canal front home in Holiday, FL delivers what 2026 buyers chase: new construction, water frontage, zero HOA, and Gulf Coast access minutes from Tarpon Springs and Anclote River Park.Architectural curb appeal sets the tone with contrasting exterior

    Narda Miranda EXP REALTY LLC

    2713 San Luis Rd, Holiday, FL 34691
  • /71

    $500,000

    • 4 Beds
    • 3 Baths
    • 2,462 Sq Ft

    2423 Triggerfish Ct, Holiday, FL 34691

    One or more photo(s) has been virtually staged. Welcome to your turnkey Florida lifestyle home in a charming coastal setting, located in a small, laid-back community where homes are rarely for sale, just minutes from Tarpon Springs. Here, comfort, convenience, and coastal living come together seamlessly. Situated in an X flood zone (no flood insurance typically required) and offering nearly 2,500

    Michelle Dinsmore KELLER WILLIAMS REALTY- PALM H

    2423 Triggerfish Ct, Holiday, FL 34691
  • /45

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,561 Sq Ft

    1938 Wood Thrush St, Tarpon Springs, FL 34689

    One or more photo(s) has been virtually staged. Live the Florida lifestyle in this beautiful remodeled Forest Ridge gem! NO flood, no CDD, very low HOAWelcome to this spacious, naturally bright, updated, and well-maintained 3-bedroom, 2-bath home tucked inside a gated community in Tarpon Springs—just minutes from the beaches, the famous Sponge Docks, and all your favorite local

    Venessa Finazzo BHHS FLORIDA PROPERTIES GROUP

    1938 Wood Thrush St, Tarpon Springs, FL 34689
  • /26

    $419,000

    • 1 Bed
    • 1 Bath
    • 832 Sq Ft

    544 Farnum Dr, Tarpon Springs, FL 34689

    Unique large secluded property with 4 building lots located in North Pinellas County. Property has a private gated entry, featuring a detached garage, large workshop, storage shed and basketball court. The kitchen has granite countertops with stainless steel appliances and under mount sink. Spacious bathroom. Newer AC and hot water heater. Big patio. Tons of space for boats, trailers, and

    Jorge Zea BLUE LIGHTHOUSE REALTY INC

    544 Farnum Dr, Tarpon Springs, FL 34689

Home Trends in Holiday, FL

Housing Trends

Median Sale Price
$235,000
Median Single Family Sale Price
$241,000
Median Townhouse Sale Price
$280,000
Median 2 Bedroom Sale Price
$125,000
Median 1 Bedroom Sale Price
$105,000
Average Price Per Sq Ft
$194
Number of Homes for Sale
205
Last 12 months Home Sales
710
Months of Supply
3.50
Median List Price
$250,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
0%
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