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Lakefront Homes for Sale in Holiday, FL

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Welcome to your dedicated resource for lakefront homes for sale in Holiday, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Holiday, FL agents, Joseph Sullivan Real Estate specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the lakefront properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Lakefront Homes for Sale in Holiday, FL

$267,900
2 Beds ⋅ 2 Baths ⋅ SubDv.
Virtually Staged. This charming 2-bedroom, 2-bath home with a 1-car garage offers peaceful huge lakefront living with a conservation area across the water, providing exceptional privacy and tranquility. Enjoy fishing or crabbing right from your own spacious backyard, or simply relax and take in the beautiful sunset views over the lake. The house have never flooded during the last two major hurricanes Helen and Milton 2024 as the house is well elevated about 8 feet. Elegant flooring, Remodeled the two bathrooms, Bright house with lots of windows, water electric heater 2025, Garage door 2019, A/C 2017 and roof 2015..Oak kitchen cabinets with St.St appliances. Located in the heart of Holiday, this home combines natural beauty with everyday convenience—perfect for full-time living or a relaxing Florida retreat.This house offers outstanding potential as a short-term vacation rental or long-term investment. Seller will contribute up to $2,000 toward the buyer’s allowable closing costs, prepaids, and/or interest rate buy-down with an acceptable purchase contract.

3340 Wilson Drive, Holiday
$199,000
2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.
Back on the market!!! Welcome to your own piece of Florida paradise! Enjoy peaceful water views from your screened-in lanai with this spacious 2-bedroom, 2-bathroom waterfront home with no HOA! Inside you will find ceramic tile throughout, with updates including stainless steel appliances in kitchen, and hurricane proof windows/sliding glass doors. Features also include one car garage and newer AC. Home is ready for your personal touches – fantastic opportunity in a convenient location near the Coast!

3531 Landale Drive, Holiday
$160,000
2 Beds ⋅ 2 Baths ⋅ Holiday Lake Villas Condo SubDv.
Welcome to this well-maintained 2 bedroom, 2 bath condominium in the coastal community of Holiday, offering comfort, convenience, and peaceful living along Florida’s Gulf Coast. Flood insurance is not required because located in zone X500. This single-level home features a functional kitchen with appliances and ample counter space, flowing into comfortable living areas designed for easy everyday living. Major updates include a 2020 HVAC system, 2021 hot water heater, and hurricane-impact windows for added peace of mind and efficiency. Two standout features of this unit is its prime setting overlooking a tranquil lake, offering relaxing water views and added privacy. Unlike other units in the community that back to a busy road or have upstairs neighbors, this single-story layout provides a quieter, more desirable living experience with no one above you. Second, there are guest spots easily accessible along with a carport for the owner to park just outside the front door! This Condo is 1,318 SqFT, but if you add in the Florida Room’s SqFT you have 1,542 SqFT of Entertainment Space making the price point of this unit a RARITY! The purchase of the home includes all furnishings and household items, making it truly move-in ready and ideal as a primary residence, seasonal retreat, or investment property. Residents enjoy nearby access to beautiful outdoor destinations such as Anclote River Park and the stunning beaches of Anclote Key Preserve State Park, as well as the charming waterfront dining and cultural experiences in Tarpon Springs. With its combination of updates, furnishings, lake views, and desirable layout, this condo offers an exceptional opportunity to enjoy relaxed Florida living at its best.

3801 Sailmaker Lane, Holiday
$120,000
Tahitian Dev SubDv.
Build your dream home on this 70 ft seawall waterfront lot with direct access to Lake Conley. Property is cleared and ready to build with public water, sewer, and electric available. Located in a quiet, established neighborhood with no HOA. Single-family use. Conveniently located near Tampa International Airport and St. Pete–Clearwater International Airport, making travel easy. Just a short drive to the Gulf Coast beaches, parks, shopping, and dining. Enjoy Florida living with year-round sunshine—perfect for a primary residence, vacation home, or investment opportunity.

3143 Jackson Drive, Holiday
$299,990
3 Beds ⋅ 2 Baths ⋅ Tahitian Dev Sub SubDv.
GOOD OPPORTUNITY!!! UPDATED HOME WITH 3BR/2BATH/4TH BEDROOM OR BONUS ROOM AND A TWO-CAR GARAGE WITH LED LIGHTING, EASY TO CONVERT INTO A MAN CAVE. Located in the well-established and family-friendly Tahitian neighborhood, this home welcomes you with a large front porch leading to an elegant front door. Step inside to an open-concept layout and a generous living room, perfect for gatherings and entertaining guests. To your right is the beautiful kitchen with new cabinets, modern granite-imitation Formica countertops, and a new backsplash. Enjoy the new stainless steel refrigerator, range, and range top, along with an open dining area ideal for meals and celebrations. Straight ahead is the master bedroom with access to the second updated bathroom, as well as the bonus or 4th bedroom, which opens to the screened lanai overlooking a wonderful lake view and backyard. From the entrance to your left the 2 bedrooms and the updated guest bathroom. The home features new ceramic tile and vinyl flooring with updated floor moldings throughout, new 6-panel doors, and many new windows. Freshly painted inside and out… and much more! ROOF INSTALLED IN 2025, AC SYSTEM 2025, NEW GARAGE DOOR AND SYSTEM, NEW WATER HEATER 2025, NO HOA, NO CDD!! Come see it before it gets under contract!! One or more pictures has virtually staged.

3332 Wilson Drive, Holiday
$799,000
Tampa Tarpon Spgs Land Co SubDv.
West of Grand Blvd. at the end of Whippoorwill Dr. Forested Property, Suitable for a Private Estate Home,(Compound), Water feature, Paved Access, Utilities Available

5001 Whippoorwill Drive, Holiday
$324,000
2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.
Stunning Pool Home with Breathtaking Lake Views in Beacon Square! This beautifully remodeled, expansive residence is one of the largest in the neighborhood, boasting over 1,500 sq. ft. of fully updated living space. Featuring a perfect split-bedroom floor plan, the layout offers a separate living room, dining room, family room, and versatile space with excellent potential for a third bedroom. Step inside to find a gorgeous new kitchen, two completely updated bathrooms, new flooring throughout, and a freshly painted interior and exterior. The spacious kitchen features a convenient pass-through window to the screened-in lanai, creating an effortless indoor/outdoor flow for entertaining. Unwind in your private, "bug-free" caged pool yard, where you can swim in the newly resurfaced inground pool while enjoying spectacular sunsets and cool evening breezes off the spring-fed lake. Complete Peace of Mind: This home has an updated electrical panel, and a history of never flooding! Located on the highly desirable water-side of US-19, you are just a short trip away from Gulf Harbors Beach Club, Green Key Beach, and Robert K. Rees Memorial Park, with endless dining and shopping options nearby. Move-in ready and perfect as a primary residence or a vacation getaway—schedule your tour today!

3409 Springfield Drive, Holiday
$450,000
4 Beds ⋅ 2 Baths ⋅ Tahitian Dev SubDv.
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 equipped with stainless steel appliances and a convenient pass-through with bar seating, ideal for everyday living and entertaining. Major updates include a 2019 roof and 2019 HVAC, offering peace of mind for years to come. The property also did not experience flooding during recent storms. Garage is currently in the process of being converted into a mother-in-law suite with a separate entrance. Step outside to be greeted by the sparkling pool in a screened lanai, a relaxing space to enjoy the Florida lifestyle year-round. The pool also features a safety fence for peace of mind. Located just minutes from local beaches, parks, shopping, and dining, this home offers a perfect balance of everything that makes living in Florida wonderful.

3022 Jackson Drive, Holiday
$175,000
2 Beds ⋅ 2 Baths ⋅ Tanglewood Mobile Village SubDv.
NEW PRICING! This cozy, WATERFRONT home is nestled in Holiday, surrounded by Tarpon Springs, New Port Richey, and the glistening Gulf of Mexico. Overlooking Lake Tanglewood, the 2 bedroom/2 bath dwelling features water on two sides with just one neighbor on one side and a seawall around the water frontage. Here you’ll enjoy all the favorite local water sports; electric motorboats are permitted. Framed by palm trees and a lush lawn, the views are spectacular while the charming curb appeal extends all around to the stone patio in the backyard with ample room for loungers and a grill -- accompanied by steps that lead down to the water’s edge. The light and bright interior has been treated to plenty of UPGRADES including NEWER plywood sub flooring and NEWER tilt-out windows throughout; most of the walls are sheetrock. The sunroom is absolutely glorious with a huge serving port from the kitchen, a vaulted ceiling, panoramic water views from two walls of windows, and a door to the yard. NEWER neutral carpeting graces the spacious living room and bedrooms topped by crown molding. The formal dining room is adorned with versatile built-ins for stowing and showcasing precious mementos. As for the UPDATED kitchen, it shares color contrasting, easy care laminate flooring with the adjacent dining room. NEWER QUARTZ countertops are flanked by NEWER STAINLESS appliances. NEWER CABINETS are outfitted with soft close drawers and space-saving Lazy Susan pullouts to house everything from spices to saucepans. The master suite is wonderfully sunny courtesy of its multiple windows and has ample storage thanks to its walk-in closet decked with shelving. The ensuite bath is well appointed. A BRAND-NEW washer and dryer were just installed in the storage room. Tanglewood Mobile Village Condominium is a 55+ community that boasts a heated community pool along with a clubhouse, shuffleboard and horseshoe courts. While no leasing is allowed, the reasonable monthly HOA fee of $143 covers lawn care, trash removal, and use of all amenities. Waterfront and sun-filled: THIS is the Florida lifestyle!

4706 Burney Drive, Holiday
$289,000
2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.
Welcome to this charming two bedroom, two bath home with a spacious Florida room that offers beautiful water views. The semi-open floor plan features updated kitchen counters, and fresh paint, along with new flooring installed after last year’s storms. Enjoy the serene water view complemented by a mature tree in the backyard, perfect for fishing and budget friendly lifestyle. The home has been lightly used over the past five years, ensuring it’s in great condition. The second bedroom features its own bathroom, and there’s a separate dining room plus a large living room area. Don’t miss out on this wonderful opportunity!New refrigerator, fresh paint, new flooring throughout the house, new kitchen countertops as of 2023. New 3 ton AC unit installed in 2024 and new electrical panel in 2021. New Water Heater 2026.

3228 Rock Valley Drive, Holiday
$134,900
2 Beds ⋅ 2 Baths ⋅ Tanglewood Mobile Village SubDv.
Price improvement! Here is your opportunity to watch the wildlife and beautiful sunsets from the finished enclosed porch or the outside concrete patio overlooking the lake for your enjoyment. Home feature laminate flooring, dining area, split bedrooms, 2 full baths, new front door, new washer, range/oven. Home comes completely furnished and features loads of storage and linen space. You OWN YOUR OWN LAND in this 55+ community with low monthly maintenance fee of $143.00 per month which includes, lawn maintenance, trash removal, heated year-round pool, Clubhouse, maintenance of private roads, and much more. Sold As Is. Buyer to verify all information that is deemed to be accurate. Easy to show. Measurements are approx.

3141 Nantucket Drive, Holiday
$309,000
3 Beds ⋅ 3 Baths ⋅ SubDv.
Virtually Staged. Peaceful Waterfront Retreat – **NO Prior Flooding** NO HOA! BRAND NEW AC, BRAND NEW DUCTWORK, NEW INSULATION IN ATTIC! Discover tranquil lakeside living in this beautifully updated 3-bedroom, 2.5-bath home overlooking scenic Conley Lake, with access to a chain of lakes leading to Holiday Lake. This property did not flood and sits in a quiet, no-HOA neighborhood, offering both peace of mind and freedom. Inside, you’ll find porcelain tile flooring throughout, a fully renovated kitchen with quartz countertops, modern cabinetry, stainless sink, contemporary lighting, and a center island featuring a stunning quartz waterfall edge—perfect for entertaining or casual dining. Enjoy breathtaking waterfront views from the screened lanai, or unwind on your private dock, ideal for fishing, kayaking, or simply soaking in the serenity of lakefront living. BACK FLAT ROOF HAS NEW COATING! Conveniently located near beautiful beaches, parks, and shopping, this home is just minutes from historic Tarpon Springs, famous for its Sponge Docks, waterfront dining, festivals, and boat tours. Outdoor enthusiasts will love the proximity to Anclote River Park, featuring a public boat launch to the Gulf of Mexico, miles of newly paved nature trails, Fred Howard Park, and the Pinellas Trail, offering over 50 miles of scenic paths for biking, walking, and exploring Florida’s natural beauty. Experience the perfect blend of modern comfort, natural beauty, and coastal charm in this exceptional waterfront home! Seller would also consider a trade for a VILLA.

3814 Sunray Drive, Holiday
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