Holiday Homes with Lake Front Water Frontage

3 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv. ⋅ 34691 Zip Code

WATERFRONT LIVING AT ITS FINEST — PRICED TO SELL! Discover this beautifully updated 3-bedroom, 2-bathroom lakefront home offering modern finishes, peaceful waterfront living, and a convenient Florida location just minutes from Lake Tarpon and the Gulf of Mexico. Never flooded and untouched by the effects of Hurricanes, this move-in-ready home offers an exceptional opportunity for waterfront living. A one-car garage and extra-large driveway provide ample parking. Step inside to a light and bright interior featuring upgraded double-pane windows, new flooring throughout, high-end two-panel doors with stylish pine trim, modern LED lighting and ceiling fans, fresh interior and exterior paint, and updated switches and finishes. The open floor plan seamlessly connects the living, dining, and kitchen areas while large windows fill the space with natural light and offer beautiful waterfront views. The gorgeous updated kitchen features stainless steel appliances, including a glass-top range, American Walnut countertops, custom cabinetry, and elegant brushed-gold fixtures. The primary suite is a true retreat, offering serene waterfront views, a beautifully updated en-suite bathroom with a spa-like shower, custom shelving in the walk-in closet, and a full-length mirror. Outside, enjoy a large backyard and your own private waterfront setting with a personal dock — perfect for relaxing, fishing, entertaining, or simply enjoying the Florida lifestyle. Conveniently located near Lake Tarpon, the Gulf of Mexico, shopping, dining, entertainment, and major airports. Approximately 9.5 miles to St. Pete-Clearwater International Airport and 15 miles to Tampa International Airport, with Aldi, Publix, and Walgreens just minutes away. Nearby beaches include Sunset Beach, Howard Park, and Honeymoon Island. Beautifully updated, waterfront, never flooded, and priced to sell — schedule your private showing today!

4036 Sunray Drive, Holiday

$335,000

2 Beds ⋅ 2 Baths ⋅ Tahitian Homes SubDv. ⋅ 34691 Zip Code

Welcome to your private slice of Florida paradise! This beautifully updated 2-bedroom, 1 -1/2 bath ranch sits high and dry with no flood history and offers breathtaking sunset views over the water. Step inside to discover a stunning modern kitchen featuring solid cherry wood cabinets, stainless steel appliances, and granite countertops. The open layout flows effortlessly over stone travertine flooring throughout the kitchen, dining area, and bedrooms, combining elegance with easy coastal living. Unwind in the inviting Florida room, where large windows open to the serene outdoors filled with birds and natural wildlife. Outside, enjoy your heated pool with a newer saltwater system and skimmer, or cast a line from your newer huge Trex dock perfect for fishing, relaxing, or soaking in the view. Oversized one car garage with attached separate Landry room. The vinyl seawall with concrete cap (installed in 2014) and new roof (2020) ensure peace of mind and lasting value. Whether you’re looking for a full-time home, seasonal escape, or profitable investment, this property checks every box it’s been a successful income property since 2017 and comes fully furnished and ready to enjoy or rent from day one.

2203 Riomar Drive, Holiday

$337,900

3 Beds ⋅ 2 Baths ⋅ Gulfwinds SubDv. ⋅ 34691 Zip Code

Welcome to effortless Florida living in this meticulously maintained 3-bedroom, 2-bath, single-story villa, offering approximately 1,740 square feet of spacious, maintenance free living with the comfort and feel of a single-family home. Situated on a premium pond-view lot in the desirable Gulfwinds community, this inviting residence combines thoughtful upgrades, stylish finishes, and a carefree Florida lifestyle. From the moment you enter, the open-concept kitchen, dining, and family room create a warm and welcoming space designed for both everyday living and entertaining. The well-appointed kitchen features 42-inch nutmeg hardwood cabinetry, Caledonia granite countertops, an undermount double sink, modern appliances, glass-top range, microwave/exhaust hood, dishwasher, and a convenient closet pantry. Beautiful 18-inch ceramic tile extends through the wet areas and hallways, while crown molding, pendant lighting, and recessed lighting add a sophisticated finishing touch. The main living area features hand-scraped engineered hardwood flooring and a contemporary industrial-style ceiling fan. Sliding glass doors open to an extended screened lanai and oversized paver patio, creating an exceptional outdoor living space overlooking the peaceful pond—a perfect setting for morning coffee, evening gatherings, or simply enjoying the beautiful Florida surroundings. The spacious primary suite continues the engineered hardwood flooring and offers a generous walk-in closet and an ensuite bath with dual vanities, a relaxing garden tub, and a separate step-in shower. Two additional bedrooms provide excellent flexibility for family, guests, hobbies, or a home office. One bedroom is currently configured as a craft room, with cabinetry that can remain or be removed to suit the new owner's needs. Energy efficiency and peace of mind are also priorities here, with double-pane insulated windows, R-38 attic insulation, and advanced air-sealing techniques. The HVAC SYSTEM WAS REPLACED IN 2022, and the home carries an ENERGY STAR rating. Additional benefits include no CDD fees and a location that is not in a Special Flood Hazard Area. Gulfwinds offers the ultimate in low-maintenance living. Residents enjoy a heated community pool and beautifully maintained grounds, while the HOA takes care of many of the major exterior responsibilities, including lawn and shrub care, roof repair and replacement, exterior painting, high-speed internet, and cable service, including Hulu, Disney+, and ESPN. It's an ideal lock-and-leave lifestyle for seasonal residents, frequent travelers, or anyone who simply wants to spend less time on home maintenance and more time enjoying Florida. Conveniently located near marinas, parks, golf, shopping, and dining, this home is just minutes from the Gulf of Mexico and the world-famous Tarpon Springs Sponge Docks. Enjoy the tranquility of a beautifully maintained community while remaining close to the very best of the Florida lifestyle.

2219 Parrot Fish Dr, Holiday

$270,000

2 Beds ⋅ 2 Baths ⋅ Tahitian Dev SubDv. ⋅ 34691 Zip Code

Welcome to waterfront living in Holiday! This beautifully updated 2-bedroom, 2-bath home offers a move-in-ready opportunity in a peaceful setting along the Lake Conley canal system. Thoughtfully refreshed throughout, the home features a modern kitchen with new appliances and finishes, luxury vinyl flooring, updated lighting, and a clean, contemporary interior. A new roof installed in 2025 adds valuable peace of mind. Outside is where this property truly shines. Enjoy your morning coffee or evening sunsets from the screened-in lanai while taking in the tranquil water views and natural Florida surroundings. The private floating dock provides a great spot for kayaking, fishing, or simply enjoying the waterfront, with access to Lake Conley and the surrounding canal system. Located in a quiet Holiday neighborhood with convenient access to shopping, restaurants, beaches, and everyday amenities, this home is an excellent choice for a full-time residence, Florida getaway, or investment property. No water intrusion was experienced during Hurricanes Helene or Milton. If you're looking for an updated home with a waterfront lifestyle without sacrificing convenience, this is the one for you.

3132 Jackson Drive, Holiday

$249,999

3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code

Virtually Staged. TROPICAL POOL & POND PARADISE HOME FEATURING A SPARKLING SWIMMING POOL, 3 BEDROOMS, 2 BATHROOMS AND A LARGE COVERED LANAI AND SCREEN-ENCLOSED POOL-DECK. NEW ROOF, NEW KITCHEN, NEW AC, NEW APPLIANCES, QUARTZ COUNTERSTOPS, NEW LUXURY WATERPROOF VINYL PLANK FLOORS, new electrical panel, new pool pump and new cartridge filter! All new interior paint and fixtures. Beautiful curb appeal with a spacious driveway and covered front porch. 22 Ft long garage with side entrance door. Private backyard with pond access and beautiful wildlife views. Perfectly located near great shopping, restaurants, parks and beaches! Enjoy the fun in the sun that a tropical paradise pool home offers!

3349 Overland Drive, Holiday

$379,000

3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code

Welcome to 1346 Chancellor Dr, a charming house that invites you to explore its unique character and potential.Direct canal access to the gulf, New Roof .Nestled in a desirable location, this property accords a wonderful opportunity for those seeking a place to call home. With its classic architectural design, the exterior exudes curb appeal, while the interior awaits your personal touch. Whether you're looking to relax in a cozy living space or entertain guests, this house provides a versatile layout to suit your needs. The surrounding area accords a peaceful atmosphere, appropriate for enjoying outdoor activities and leisurely strolls. Don't miss the chance to make this house your own and create lasting memories in a welcoming community.

1346 Chancellor Drive, Holiday

$255,000

2 Beds ⋅ 2 Baths ⋅ Tahitian Dev Sub SubDv. ⋅ 34691 Zip Code

WELCOME TO WATERFRONT FLORIDA LIVING! This 2-bedroom, 2-bath POOL HOME offers picturesque water views, a PRIVATE DOCK, screened-in pool and lanai, and NO HOA. Situated along a wide lagoon of Lake Conley, this property is ideal for boating, fishing, kayaking, or simply relaxing and enjoying the peaceful waterfront setting. Step inside to a bright and inviting floor plan filled with natural light. The spacious living and dining areas flow into the kitchen and out to the screened pool and lanai, creating an ideal layout for indoor-outdoor living and entertaining. Both bedrooms are generously sized, and both full bathrooms have been updated. The outdoor living space is the true highlight. Enjoy the screened-in pool overlooking Lake Conley, with plenty of room for lounging, dining, and entertaining year-round. Beyond the pool, the backyard leads to your private custom dock, giving you direct access to the water from your own property. Launch a kayak, head out on the water, fish from the dock, or enjoy your morning coffee while taking in the peaceful waterfront views. This home also features an oversized 412 sq. ft. 1-car garage, double-pane windows, NEW A/C in 2025, washer and dryer, water heater approximately 4 years old, dishwasher and disposal approximately 3 years old, and pool pump approximately 2 years old. The home did NOT FLOOD in the recent hurricanes and offers an excellent opportunity as a full-time residence, vacation retreat, or investment property. With NO HOA OR CDD, you can enjoy waterfront living without the added community fees. Conveniently located in Holiday near Tarpon Springs and the Sponge Docks, Gulf beaches, parks, shopping, dining, medical facilities, and Tampa International Airport. Schedule your private showing today!

1954 Coolidge Road, Holiday

$239,900

2 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv. ⋅ 34691 Zip Code

Virtually Staged. INVESTMENT OPPORTUNITY OR FIRST-TIME HOMEOWNER OPPORTUNITY IN A OPORTUNE LOCATON! Minutes from Pinellas County and Tarpon Spring BEACHES! This charming 2-bedroom, 1.5-bathroom Lake Conley home offers an exciting opportunity to create the waterfront home you’ve been dreaming of or add a promising property to your investment portfolio. With a brand-new kitchen, updated windows, a 2019 A/C unit, roof replaced approximately four years ago, and a spacious 1.5-car garage, several of the major updates are already in place—leaving you the opportunity to add your own personal touches and build equity. Situated directly on beautiful Lake Conley, this property offers tranquil water views and a desirable waterfront lifestyle. The versatile layout features an A/C-cooled Florida room flowing into an additional uncooled sunroom overlooking the lake, creating flexible space for relaxing, entertaining, a home office, or simply enjoying the peaceful surroundings. Step outside to discover a back lanai and checkered-style paver patio overlooking the water—perfect for morning coffee, afternoon relaxation, or entertaining while taking in the lake views. Whether you're a first-time buyer looking for an affordable way to enter the market and customize a home to your taste, a buyer seeking a waterfront property with room to add value, or an investor searching for your next opportunity, this Lake Conley property offers LOCATION, WATERFRONT LIVING, AND POTENTIAL! Bring your vision and make this home your own!

3852 Sunray Drive, Holiday

$255,000

3 Beds ⋅ 3 Baths ⋅ Townes At Darlington, Townes/Darlington SubDv. ⋅ 34690 Zip Code

Virtually Staged. INVESTMENT PROPERTY. SOLD WITH AMAZING TENANT IN PLACE. NEW PRICE- SELLER MOTIVATED! Beautiful, three bedroom townhome in well maintained community. Townes at Darlington is close to everything! Built in 2023 the community is practically new! Lower level with living room, dining area, kitchen with breakfast bar, pantry and sliding access to covered rear patio with waterfront view. Stairs to access bedrooms. Large primary suite with walk in closet and en suite bath. En suite bath with double sinks and walk in shower. All bedrooms have ceiling fans. Laundry room on upper level with bedrooms. Guest bath with tub/shower. One car garage and one car driveway. Max 2 cars. Lease will be assigned at closing. Escrow will be transferred at closing.

2578 Charlan Court, Holiday

$139,900

2 Beds ⋅ 2 Baths ⋅ Lake Conley Mhp SubDv. ⋅ 34691 Zip Code

You'll love coming home to this beautifully remodeled 2-bedroom, 2-bathroom double-wide mobile home in the highly sought-after 55+ gated community of Lake Conley MHP, where you own the land! Enjoy peaceful water views from the spacious, fully enclosed front porch—the perfect spot to sip your morning coffee or unwind at the end of the day. From the moment you enter the meticulously maintained gates of Lake Conley MHP, you'll appreciate the pride of ownership, beautifully landscaped grounds, and welcoming atmosphere that define this exceptional community. Step inside this move-in-ready home—just bring your toothbrush! The light-filled, open floor plan has been thoughtfully updated with quality improvements throughout. The remodeled kitchen (2019) features new cabinetry and offers plenty of storage and workspace, while a new dishwasher was installed in 2025. Additional updates include new windows and blinds (2018), laminate flooring and subfloors (2018), remodeled bathrooms (2020), a new A/C system (2021), a decorative driveway (2022), a new electrical panel (2023), new porch screens (2023), new skirting (2024), and a roof resealed with a new vent installed (2025). Lake Conley MHP offers affordable living with low monthly HOA fees of just $63.82. This pet-friendly, golf cart community features an active social calendar, a heated swimming pool, shuffleboard courts, and a clubhouse. Residents also enjoy access to a private fishing dock and community boat ramp. RV and boat storage is available on-site for an additional annual fee, subject to availability (small spaces: $240/year; large spaces: $480/year). Conveniently located in Holiday, you'll be just minutes from shopping, restaurants, entertainment, beautiful Gulf beaches, Honeymoon Island, and the famous Tarpon Springs Sponge Docks. Tampa International Airport is approximately 35 minutes away, and Orlando's world-renowned theme parks are about a 90-minute drive. Don't miss this incredible opportunity to own a beautifully updated home in one of the area's most desirable 55+ communities. Pack your bags—you've just found your new home! Bonus Opportunity!!!!! Golf cart available for purchase! The golf cart may be included with the sale of the home with a full-price offer.

2122 Waterview Drive, Holiday

$229,900

2 Beds ⋅ 2 Baths ⋅ Holiday Gardens SubDv. ⋅ 34690 Zip Code

Virtually Staged. Water View living with NO HOA! From the charming covered front porch with decorative columns to the expansive screened lanai overlooking the pond, this beautifully updated 2-bedroom plus bonus room home offers the Florida lifestyle you've been searching for. Enjoy peaceful water views, a flexible floor plan, and a convenient Holiday location just minutes from shopping, restaurants, beaches, and major roadways for an easy commute. Step inside to an inviting open layout featuring easy-care tile flooring throughout the home. The spacious living room flows effortlessly into the dining area, creating a comfortable space for everyday living and entertaining. The beautifully updated kitchen is ready for its next chef with white cabinetry, solid surface countertops, stylish tile backsplash, new appliances, a modern black sink and fixtures, and a generous pantry that provides exceptional storage. The Bonus/Florida Room offers endless possibilities and can easily become a home office, hobby room, workout space, or additional family room. Whether you're working from home or simply need extra living space, this flexible room adapts to your lifestyle while enjoying beautiful views of the backyard and lake. The updated bathroom with an eye-catching vessel sink, and stylish finishes that create a fresh, modern feel. Wait until you see this outdoor living space! The nearly 20-foot screened lanai invites you to sip your morning coffee, read a good book, host friends, or simply unwind while taking in the peaceful waterfront scenery. Just beyond, the spacious open patio offers even more room for grilling, entertaining, or relaxing under the Florida sunshine. Located in Holiday with NO HOA, you'll enjoy convenient access to US-19, the Suncoast Parkway, shopping, restaurants, medical facilities, parks, golf courses, and the beautiful Gulf beaches. Whether you're looking for your first home, a winter retreat, or everyday waterfront living, this property offers comfort, flexibility, and a view you'll never grow tired of.

2044 Pamela Drive, Holiday

$145,500

2 Beds ⋅ 2 Baths ⋅ Tanglewood Mobile Village SubDv. ⋅ 34690 Zip Code

Discover your own slice of paradise in this lakefront home in Tanglewood Mobile Village, this is a 55+ community with low monthly maintenance fee of $143.00 per month which includes lawn maintenance, garbage service, maintenance of year-around-heated pool, a very active clubhouse, shuffleboard courts, and much more. Home features load of storage shed, large, enclosed porch overlooking the lake, where you can watch all the wildlife, separate dining room, oh plus 2 walk-in closets, plus master bath in master bedroom. Home is furnished and ready for you to enjoy. Measurements are approx. Buyer to verify all information that is deemed to be accurate. Sold As Is.

3201 Brewster Drive, Holiday

Holiday Homes with Lake Front Water Frontage

Newest Holiday Homes with Lake Front Water Frontage