24

Holiday, FL Homes for Sale under $500,000

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  • /44

    $475,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,242 Sq Ft

    5801 Lenmar Ct, Holiday, FL 34690

    Designed with entertaining in mind, this oversized 4 bedroom, 2.5 bath pool home PLUS BONUS ROOM AND GAME ROOM is tucked away on a peaceful cul-de-sac and features a highly sought-after triple split floor plan with expansive gathering spaces throughout. The open concept layout centers around an updated kitchen with black stainless steel appliances, custom epoxy flooring, and easy flow into the

    Agent Photo

    Jackie Little

    KELLER WILLIAMS REALTY- PALM H

    (727) 939-5736

    5801 Lenmar Ct, Holiday, FL 34690
  • /50

    $414,900

    • 3 Beds
    • 2 Baths
    • 1,647 Sq Ft

    2906 Windridge Dr, Holiday, FL 34691

    Welcome to 2906 Windridge Drive a large lake front lot where peace of mind meets luxury living and you can catch morning sunrises over the lake to start your days off right ! This stunning waterfront dream home is proudly situated in a non-flood zone, ensuring that flood insurance is not required. This feature, combined with the home’s elevated position, offers unrivaled security and stability,

    Christopher Grasso BHHS FLORIDA PROPERTIES GROUP

    2906 Windridge Dr, Holiday, FL 34691
  • /23

    $418,900

    • 3 Beds
    • 2 Baths
    • 1,895 Sq Ft

    1945 Blue River Rd, Holiday, FL 34691

    NEW PRICE!!!! ALL I CAN SAY IS WHAT AN INCREDIBLE OPPORTUNITY! THIS HOME IS AWESOME!!! Newly remodeled home in the gated community of Key Vista. Incredible community with State of Georgia style oak tree paths and beautiful trees and foliage throughout. Home features NEW ROOF, NEW CABINETS, NEW GRANITE COUNTERTOPS, NEW FLOORING, NEW PAINT THROUGHOUT THE HOME, NEW LED LIGHTING, NEW BATHROOM

    Ernie Fuentes, Jr. ERNIES REAL ESTATE

    1945 Blue River Rd, Holiday, FL 34691
  • /33

    $420,000

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

    2614 Hawk Roost Ct, Holiday, FL 34691

    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 living. Inside,

    Shawn Miller PREMIER REALTY

    2614 Hawk Roost Ct, Holiday, FL 34691
  • /71

    $430,000

    • 4 Beds
    • 3 Baths
    • 2,429 Sq Ft

    2321 Wood Pointe Dr, Holiday, FL 34691

    PRICED DROPPED! SELLER WILL HELP WITH BUYERS CLOSING COST! Welcome to 2321 Wood Pointe Drive, a spacious 4-bedroom, 3-bathroom home located in the highly sought-after Key Vista community in Holiday, Florida. This beautifully updated home features a large upstairs man cave/loft space, perfect for entertainment or relaxation. With a NEW ROOF JUST INSTALLED, newer A/C, and an energy-efficient

    Whitney Boland SIGNATURE REALTY ASSOCIATES

    2321 Wood Pointe Dr, Holiday, FL 34691
  • /39

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,778 Sq Ft

    1053 Grand Blvd, Holiday, FL 34690

    Discover your waterfront haven at 1053 Grand Blvd in Holiday, FL! This beautifully updated 3-bed, 2-bath home offers ~1,768 sq ft of living space on a generous ~7,000 sq ft lot. Enjoy spectacular sunsets and panoramic water views with direct Gulf access—just ~20 minutes by boat to the Gulf of Mexico. Recent upgrades include a 2023 seawall, new seawall to current standards and at 88ft long,

    Deanna Stinsman LOKATION

    1053 Grand Blvd, Holiday, FL 34690
  • /54

    $490,000

    • 4 Beds
    • 3 Baths
    • 2,768 Sq Ft

    2012 Fern Ridge Ct, Holiday, FL 34691

    Located in the gated community of Key Vista, this well-maintained 4-bedroom, 3-bathroom home offers a 3-car garage, sits on a cul-de-sac, and occupies a desirable corner lot with a fully fenced backyard. Inside, you’ll find spacious living areas, a designated dining room, and a kitchen with wood cabinetry, granite countertops, and stainless steel appliances. The primary suite provides generous

    Angie Lee PINEYWOODS REALTY LLC

    2012 Fern Ridge Ct, Holiday, FL 34691
  • /53

    $400,000

    • 3 Beds
    • 2 Baths
    • 1,622 Sq Ft

    5702 Riddle Rd, Holiday, FL 34690

    Live the waterfront lifestyle most people only dream about. This beautifully updated 3-bedroom, 2-bath home with direct Gulf access invites you to slow down, soak in the views, and embrace true Florida living. Start your mornings with coffee by the water, spend your afternoons cruising from your private dock, and end each day watching breathtaking sunsets while manatees and dolphins play just

    Jenny Neumeyer KELLER WILLIAMS REALTY- PALM H

    5702 Riddle Rd, Holiday, FL 34690
  • /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
  • /50

    $449,000

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

    5309 Boardwalk St, Holiday, FL 34690

    One or more photo(s) has been virtually staged. FINALLY!!!! This spacious 3 bedroom, 2.5 bath WATERFRONT home offers coveted Gulf access without the premium price tag! AND NO HOA!! You will not find a home on the water with these amenities for this price anywhere! Inside, soaring vaulted ceilings and three sets of sliding glass doors fill the open concept living area with natural light and water

    Caitlin Gordon SIGNATURE REALTY ASSOCIATES

    5309 Boardwalk St, Holiday, FL 34690
  • /49

    $449,000

    • 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
  • /28

    $450,000

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

    3022 Jackson Dr, Holiday, FL 34691

    Discover this stunning 4-bedroom, 2-bath residence nestled on a peaceful cul-de-sac with no front neighbors, offering unmatched privacy and tranquility. Sitting on over half an acre of land, this property is your perfect canvas to create the lifestyle you’ve always wanted.Soak up the Florida sunshine in your sparkling private pool, an entertainer’s paradise and a family retreat all in

    Rosalia Dieppa Rodriguez HOME PRIME REALTY LLC

    3022 Jackson Dr, Holiday, FL 34691
  • /2

    $419,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft

    5749 Bacardi Ct, Holiday, FL 34690

    Under Construction. This New Construction Home has a Functional Open-Concept Living Space, Featuring 3 Bedrooms, 2 Full Bathrooms, and a Charming Back Porch. Enjoy the Luxury of All-New Features and Appliances. Including a 1 year Builder Warranty. Conveniently, this Home Offers a Short Drive to Key Vista Nature Park, Anclote River Park with a large boat ramp, Fred Howard Park and Beach, Sunset

    Sandra Ramos COLDWELL BANKER REALTY

    5749 Bacardi Ct, Holiday, FL 34690
  • /41

    $425,000

    • 4 Beds
    • 2 Baths
    • 2,022 Sq Ft

    2550 Big Pine Dr, Holiday, FL 34691

    Price adjustment!!! The current owners have called Key Vista home for 22 years. It’s where their children grew up and where countless birthdays, holidays, and special moments were shared. Now, they feel it’s time to pass this cherished place on to a new generation or to our northern friends, ready to embrace the Florida lifestyle. Either way, this is your opportunity to make it your own.Step

    Dino Cappelli COLDWELL BANKER REALTY

    2550 Big Pine Dr, Holiday, FL 34691
  • /39

    $410,000

    • 4 Beds
    • 3 Baths
    • 2,395 Sq Ft

    2325 Indian Key Dr, Holiday, FL 34691

    Beautifully renovated 4-bed, 3-bath home with a bonus room downstairs for an office!Enjoy brand NEW Flooring throughout, fresh interior & exterior paint, high ceilings.The spacious master suite offers double sinks, a garden tub, walk-in shower, and a HUGE walk-in closet with organizers. Major upgrades include a NEW Kitchen Cabinets & Appliances, NEW 2025 roof, 2023 AC, and 2024 solar

    Anthony Terrell SOUTH CEDAR REAL ESTATE, INC

    2325 Indian Key Dr, Holiday, FL 34691
  • /79

    $475,000

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

    5904 Springrun Ct, Holiday, FL 34690

    Reduced Price. Owner Motivated. 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 quiet reflection. Inside, the kitchen

    Bill Whiteside LPT REALTY, LLC

    5904 Springrun Ct, Holiday, FL 34690
  • /43

    $450,000

    • 4 Beds
    • 3 Baths
    • 2,525 Sq Ft

    3138 Deergrass Ct, Holiday, FL 34691

    Short Sale. Welcome to 3138 Deergrass Ct, nestled in the charming Glenwood of Gulf Trace neighborhood. This beautifully designed home offers a spacious and thoughtful layout, perfect for families or those who love to entertain.Step outside to enjoy the mature landscaping that enhances the curb appeal, along with a fully fenced backyard featuring a heated pool and spa—a private oasis for

    Renee Gialousis COLDWELL BANKER REALTY

    3138 Deergrass Ct, Holiday, FL 34691
  • /43

    $430,000

    • 4 Beds
    • 2 Baths
    • 1,758 Sq Ft

    2743 Big Pine Dr, Holiday, FL 34691

    Welcome to this beautifully maintained pool home in the gated community of Key Vista, where residents enjoy a wide array of amenities, including a clubhouse, fitness center, tennis and pickleball courts, volleyball courts, a heated pool and spa, a playground, and numerous community events for all ages. As you enter the foyer, you’re greeted by high ceilings, an open floor plan, and abundant

    Renee Gialousis COLDWELL BANKER REALTY

    2743 Big Pine Dr, Holiday, FL 34691
  • /83

    $400,000

    • 5 Beds
    • 2 Baths
    • 1,920 Sq Ft

    6345 Lost Trail, Holiday, FL 34690

    WELCOME TO THE MOST UNIQUE PROPERTY IN PASCO COUNTY at 6345 Lost Trail, Holiday, FL. This AMAZING .76 acre property is a HIDDEN GEM with virtually untouched, PRIME WATERFRONT of about 880 feet of ANCLOTE RIVER. Get away from the hustle & bustle & come EXPLORE the properties offered for sale the first time in decades at LOST TRAIL. The pictures of this RIVER landscape do not do justice as this

    Janina Wozniak FUTURE HOME REALTY

    6345 Lost Trail, Holiday, FL 34690
  • /23

    $499,000

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    4233 Flora Ave, Holiday, FL 34691

    Live and Work on Site! Versatile Commercial Property with Home, Office, and Workshop Don’t miss this unique opportunity to own a mixed-use property zoned C2 and R1, perfectly suited for entrepreneurs looking to live and operate a business on-site. Situated on a spacious 1⁄2 acre lot just behind Home Depot, this property offers incredible visibility and convenience. The property features a

    Max Upchurch UPCHURCH REALTY LLC

    4233 Flora Ave, Holiday, FL 34691
  • /61

    $464,900

    • 3 Beds
    • 2 Baths
    • 1,489 Sq Ft

    724 Cypress Park Ave, Tarpon Springs, FL 34689

    Welcome to 724 Cypress Park, in one of Tarpon Springs’ most sought after communities, home to just 69 private properties, which rarely hit the market! Cypress Park is known for its quiet charm, low HOA fees and no CDD, with close proximity to some amazing local attractions that Tarpon Springs has to offer. Bring your bags and your golf cart because this stylish, energy-efficient pool home is MOVE

    Tiffany Dobras BHHS FLORIDA PROPERTIES GROUP

    724 Cypress Park Ave, 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
  • /25

    $429,900

    • 3 Beds
    • 2 Baths
    • 1,796 Sq Ft

    324 Wood Dove Ave, Tarpon Springs, FL 34689

    Welcome to this charming home in the desirable Tarpon Springs community of Forest Ridge Phase One. Featuring 3 bedrooms and 2 bathrooms with approximately 1,796 sq ft of heated living space, this home offers a functional layout with open living and dining areas, abundant natural light, and a kitchen with ample cabinet space. Built with concrete block construction and stucco exterior on a slab

    Scott Fader JOSEPH WALTER REALTY LLC

    324 Wood Dove Ave, Tarpon Springs, FL 34689
  • /79

    $424,900

    • 3 Beds
    • 2 Baths
    • 1,918 Sq Ft

    377 Wood Chuck Ave, Tarpon Springs, FL 34689

    Move-in-ready 3BR/2BA pool home in a gated community near the Anclote River and Pinellas beaches. Spacious open floor plan with brand-new flooring and fresh interior paint throughout. Cozy fireplace adds warmth for cool winter evenings. Enjoy outdoor living with a screened saltwater pool enclosure, perfect for entertaining, plus a fully fenced yard ideal for pets and play. Major updates include a

    Jim Steele BHHS FLORIDA PROPERTIES GROUP

    377 Wood Chuck Ave, Tarpon Springs, FL 34689

Home Trends in Holiday, FL

Housing Trends

Median Sale Price
$235,000
Median Single Family Sale Price
$240,000
Median Townhouse Sale Price
$272,495
Median 2 Bedroom Sale Price
$137,450
Median 1 Bedroom Sale Price
$117,500
Average Price Per Sq Ft
$197
Number of Homes for Sale
265
Last 12 months Home Sales
757
Months of Supply
4.20
Median List Price
$250,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-2%
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