Location: Holiday , 34691
Do Not Show Listings
3801 DARLINGTON RD, HOLIDAY, FL 34691
$209,900109 Days on yellowkey MLS ID: O6388885
REDUCED by $20,000 (8.7%) on 04/20/2026
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 936 Built: 1974 Tax: $1,212 (2025)Community: Tahitian HomesSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,212
Elementary School: Gulfside Elementary-PO
High School: Anclote High-PO
Tax Year: 2025
Middle School: Paul R. Smith Middle-PO
Remarks: Charming, 2-bedroom, 1.5-bathroom single-family home available for sale in Holiday. This property boasts a renovated kitchen featuring wooden cabinets paired with granite countertops, offering a classic and modern look. Key updates include ceramic tile throughout, a new HVAC system (2025), a new electric water heater (2025), and a roof from 2015. The fully enclosed rear yard features low-maintenance vinyl fencing, ensures a safe haven for pets and play while providing a serene retreat or quiet reflection. Whether you're seeking a permanent residence or an investment opportunity, this property provides excellent flexibility. It is centrally located in Holiday, just 0.7 miles from US 19 and less than 1.5 miles from supermarkets, dining, and entertainment. The home was not impacted by rising water during the last two storms. It has been meticulously maintained and is in move-in ready condition.
Listing is courtesy of: LONDON FOSTER REALTY (305-514-0100)
Listing Agent: Hector Mendez Garcia, Pa (786-683-9407)
2127 MANOA DR, HOLIDAY, FL 34691
$146,500157 Days on yellowkey MLS ID: TB8466671
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1980Monthly Fee: $63 Tax: $1,744 (2024)Community: Lake Conley MhpManufactured Home
Taxes:$1,744
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Nicely updated 2-bedroom, 2 bath home where you own the land! This beautiful and recently updated 2-bedroom home has a newer open kitchen, updated baths, newer plank floors. The kitchen was remodeled in 2022, with shaker cabinets, appliances including dishwasher, ceiling fans and recessed lights. There is tile backsplash, a large stainless steel kitchen sink, garbage disposal and custom counter tops. The hall bath is updated with a newer and taller vanity and has tiled floors. The home has crown molding and many exterior storm shutters. It also has a total of 5 ceiling fans and the central air and heat unit replaced in 2022. It has vapor barrier and a screened porch area. There is a Florida room is in the front, with ceramic tile floors. The home has vinyl siding, storm shutters, window blinds. Laundry is in the shed. The home has a metal roof-over from 2016, and screws are recently sealed. It has a newer washer 2 years old, dryer 1 year old. There is also a front screened porch area to enjoy, perfect spot for morning coffee or an evening drink. Custom painted and sealed driveway. Home can be sold furnished with acceptable sales price. Your new home is waiting for you in the gated Lake Conley MHP, on Lake Conley, in town of Holiday. It is a highly sought after waterfront 55+gated Community, where you Own the Land, with no lot rent. It also has low taxes, as well as HOA Fees around $63.41 a month. Pet-friendly park will allow with one dog, or one cat, no more than 25lbs. Service animals and Emotional Support animals require current documentation. No aggressive breeds. There’s a boat ramp and fishing pier here for residents to use, as well as a rentable additional boat/RV parking lot/storage area. The community pool and clubhouse are all here to be enjoyed by the residents. This home comes with a non-potable water well for lawn and gardening. Golf carts and motorcycles welcome. Very private and peacefully tucked in off US 19 but yet so close to everything. It’s an easy drive to some of Florida most beautiful beaches, parks, restaurants and shopping. Also, with easy commute to Tarpon Springs. Community offers a heated pool all year round, active clubhouse with year around events, shuffleboard, boat ramp, fishing pier and much more. Call for a showing today.
Listing is courtesy of: SELECT REAL ESTATE OF PINELLAS (727-584-3588)
Listing Agent: Vint Hughes (727-420-0770)
2907 FEATHERSTONE DR, HOLIDAY, FL 34691
$194,900166 Days on yellowkey MLS ID: W7881997
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1159 Built: 1987Monthly Fee: $570 Tax: $1,241 (2024)Community: Edgewood Gulf Trace RepVilla
Taxes:$1,241
Remarks: price adjustment and a very motived seller,,,Move-in ready and full of potential! This 2-bedroom, 2-bath home features an open floorplan with vaulted and cathedral ceilings, creating a bright, spacious feel throughout. The living room/dining room combo is perfect for everyday living and entertaining, while solid wood cabinets and solid surface counters add lasting quality to the kitchenEnjoy a split bedroom layout for privacy, walk-in closets, and ceiling fans for year-round comfort. Conveniently located near shopping, dining, and major roadways, this Holiday home delivers space, function, and value in one smart package.
Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)
Listing Agent: Donna Kroll (813-444-5777)
2615 ALMOND DR, HOLIDAY, FL 34691
$345,000153 Days on yellowkey MLS ID: TB8468098
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1635 Built: 1971 Tax: $764 (2024)Community: Aloha GardensSingle Family
Taxes:$764
Elementary School: Gulf Trace Elementary
Remarks: Move-in ready renovated home! This 4-bedroom, 2-bath property features a fully updated kitchen with modern cabinets, granite countertops, and updated appliances. Water-resistant vinyl flooring in the main areas and new carpet in the family room for added comfort. The home also offers new impact windows and doors, new insulation for improved efficiency and energy savings. The backyard includes a pool, shed, and gazebo—perfect for outdoor entertaining. Located in a quiet neighborhood close to restaurants, shops, services, and main roads. A fantastic opportunity!
Listing is courtesy of: HOME PRIME REALTY LLC (813-497-4441)
Listing Agent: Yenislei Machado (813-609-7088)
3207 COLDWELL DR, HOLIDAY, FL 34691
$294,000457 Days on yellowkey MLS ID: TB8366217
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1302 Built: 1972 Tax: $3,146 (2024)Community: Holiday Lake EstatesSingle Family
Taxes:$3,146
Remarks: Price Adjustment on this Charming 3-Bedroom Home in Holiday Lake Estates – Close to Tarpon Springs! This 3-bedroom, 2-bathroom home with a 1-car garage sits on a desirable corner lot, just a short drive from historic Tarpon Springs and the famous Sponge Docks. Enjoy local events, waterfront dining, and easy access to Pinellas County. Featuring a newer solar panel system (2021, owned) and new roof (2023), this home offers energy efficiency and long-term savings. The spacious, fully fenced backyard includes an 8x10' vinyl shed and double gates, making it perfect for storing a trailer or boat. Additional updates include a newer AC (2020), 200-amp electrical panel (2021), and water heater (2020). Grab the sunscreen and hit the beaches, this home has an ideal location that can't be beat!
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Jessica Macmichael (727-871-2638)
3257 MASONVILLE LOOP, HOLIDAY, FL 34691
$259,00095 Days on yellowkey MLS ID: TB8488882
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1134 Built: 1969Community: Beacon SquareSingle Family
Taxes:
Tax Year:
Remarks: Welcome to this beautifully updated 2 bedroom, 1-bathroom, single-family home, offering both comfort and versatility! A thoughtfully designed bonus room can serve as an additional bedroom, home office, or extra living space to fit your needs. Step inside to find a stunningly renovated kitchen featuring stainless steel appliances, modern finishes, and ample storage. The stylishly updated bathroom complements the home's contemporary feel. Enjoy outdoor living with a covered front patio and an extended back patio, perfect for entertaining or simply unwinding in the serene surroundings. The sprawling backyard, nearly half an acre, extends to the pond behind the home, providing a peaceful waterfront setting. Additional highlights include a security system for peace of mind and solar panels for energy efficiency. Located just minutes from Anclote Park & Boat Ramp, Anclote Gulf Park, and Key Vista Nature Park, this home offers convenient access to outdoor recreation, boating and nature trails. Don't miss out on this unique property - Schedule your showing today!
Listing is courtesy of: ENGEL & VOLKERS MADEIRA BEACH (727-394-7365)
Listing Agent: Kate Glassell (727-424-4525)
2705 GARDNER PL, HOLIDAY, FL 34691
$319,90095 Days on yellowkey MLS ID: TB8489233
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1140 Built: 1969Community: Aloha GardensSingle Family
Remarks: The highlight of this property is the Mother-in-Law Suite, making it ideal for multi-generational living or as an income-producing rental. This beautifully updated home offers the perfect balance of relaxation, convenience, and income potential. Just 10 minutes from a nature preserve filled with trails, sea life, birds, and beaches, and only 20–30 minutes from Florida’s most stunning sandy beaches, you’ll feel like you’re on vacation all year long. Surrounded by charming small towns with unique shops, restaurants, breweries, and vibrant nightlife, this home puts you in the heart of it all. Inside, everything is completely updated—move-in ready with no work required. Enjoy your home without the hassle of renovations. The fenced backyard offers plenty of space for a large pool, outdoor entertaining, and creating your own private retreat. The highlight of this property is the Mother-in-Law Suite, making it ideal for multi-generational living or as an income-producing rental opportunity.
Listing Agent: Joneisy Diaz Ramirez (305-878-0210)
1906 GULFVIEW DR, HOLIDAY, FL 34691
$1,859,900115 Days on yellowkey MLS ID: TB8482035
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3412 Built: 1992Community: Baileys Bluff EstatesSingle Family
Remarks: Stunning Ocean views from this waterfront paradise. The opportunity has arisen to acquire the former home of the renowned local artist Elaine Hahn and AIA emeritus architect Byron G McIntyre. Located in the sought-after Bailey’s Bluff community, this stunning 4-bedroom, 4-bath elevated home offers 3,412 square feet of coastal living with panoramic water views throughout and 160 feet of private water frontage with direct access to the Gulf. Located at the very end of a Cul-de-sac the private driveway leads to a spacious 4 plus vehicle garage. Take the inside elevator to the open plan 2nd floor, with feature light maple hardwood flooring accentuating the amazing natural light that flows into the living room. This floor also contains an open-plan kitchen, dining area, master bedroom suite and artist studio which has the most amazing views you will find for any home office. There is a covered front balcony and wrap around back balcony where you can enjoy the wonderful Gulf breezes. The third floor has three further bedrooms and addition Den/office. Also, you will find a secluded third-floor balcony that looks out at more spectacular views across to Anclote Key. In addition to the ground level garage, there is a covered parking area. Inside the garage is workshop space with French doors onto the pool deck. The backyard has a tranquil, tropical and beach feel with floating dock and boat lift. Take a 15-minute stroll to Key Vista Nature Park with its many trails and observation tower overlooking the Gulf. Enjoy boating, fishing, scalloping and island hopping. A short drive to a recreational complex, parks, beaches and the charming community of Tarpon Springs, complete with shopping and dining options. This home is solidly built to withstand hurricanes, being elevated, and with concertina or roll down shutters to all windows. During 2024 storms only suffered minor damage, not even losing power. There is no HOA, but an optional Baileys Bluff Civic Assoc. membership is just $100 a year, providing a private beach, boat ramp, & clubhouse. Don't miss the opportunity to make this slice of paradise your own!
Listing is courtesy of: BANNER INT'L REAL ESTATE (407-574-5741)
Listing Agent: Nick Horton (407-733-7197)
1909 GULFVIEW DR, HOLIDAY, FL 34691
$1,450,000 MLS ID: TB8470744
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2131 Built: 2022Community: Baileys Bluff EstatesSingle Family
Remarks: One or more photo(s) has been virtually staged. Discover unparalleled Gulf Front living in this stunning custom-built home with breathtaking OPEN 75’ Gulf front views and sunsets from multiple vantage points! This home features a BRAND NEW DOCK AND SEAWALL and with 3 bedrooms, 2.5 bathrooms, and a 2-car garage, this newly constructed home offers the perfect blend of luxury and modern convenience!! This home is a rare find offering the best waterfront living with high end finishes and thoughtful design including a fully equipped gourmet kitchen with new, elegant quartz countertops and backsplash, center island with pendulum lighting and farmer’s sink, new induction cooktop, new stainless steel double oven, sleek stainless steel hood vent and walk in pantry with custom shelving, family room with coffered ceilings and recess lighting perfect for entertaining, formal dining with coffered ceiling, new Luxury Vinyl floors and quad sliders leading you the oversized, raised, paved new patio and to the elongated NEW dock with a newer 7500lb boat lift! Wondrous master suite with astounding water views and walk in closets, exquisite master bath with Quartz countertops, pearl nickel fixtures and vast walk in shower with rainmaker shower head, modern lighting and mirror, immense guest quarters offer the 1st guest room with a walk in closet and impeccable views with a jack-n-jill bath boasting Quartz countertops, tiled floors and walk in shower with pebble flooring accents and rainmaker shower head, third guest room with double closets and beautiful view, NEW Luxury high end flooring throughout and electrical shades for added convenience and comfort and more! Don’t miss your chance to own this piece of paradise!
Listing is courtesy of: M3 REAL ESTATE PROFESSIONALS LLC (813-601-4752)
Listing Agent: Marsha Paul (813-601-4752)
3922 DARLINGTON RD, HOLIDAY, FL 34691
$209,900 MLS ID: TB8478029
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 948 Built: 1968Community: Tahitian HomesSingle Family
Remarks: Under contract-accepting backup offers. Move-in ready charming 2-bedroom home featuring 1 full bathroom inside plus an additional bathroom conveniently located in the garage. This well-maintained property with a beautifully remodeled kitchen with modern finishes. Situated on a desirable corner lot, no flood zone. Conveniently located near shopping, dining, parks, and just short drive to the Gulf beaches. Perfect opportunity for first time homebuyers or investors seeking a move in ready property. Schedule your private showing today!
Listing Agent: Yoicy Milian (813-570-5183)
4301 WESTWOOD DR, HOLIDAY, FL 34691
$299,900 MLS ID: TB8484815
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1259 Built: 1969Community: Westwood SubSingle Family
Remarks: Located in a quiet residential area of Holiday, this charming home offers comfort, functionality, and great potential for its next owner. The property features a well-designed layout with bright living spaces and an updated kitchen that blends beautifully with the main living area, creating a warm and inviting atmosphere for everyday living and entertaining. The home also includes a versatile bonus space that can be used as a home office or easily converted into a third bedroom, providing flexibility to fit your lifestyle. Natural light fills the interior, enhancing the welcoming feel throughout the home. Step outside and enjoy the outdoor space, perfect for relaxing, hosting gatherings, or simply enjoying the Florida sunshine. Conveniently located near shopping, dining, parks, and just a short drive from the beautiful Gulf Coast beaches. A wonderful opportunity for buyers looking for comfort, flexibility, and a great location.
Listing is courtesy of: AVENUE HOMES LLC (833-499-2980)
Listing Agent: Arlety Mollineda Fernandez (813-321-9395)
4313 OAK BLUFF AVE, HOLIDAY, FL 34691
$194,500 MLS ID: TB8449166
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1000 Built: 1965Community: Beacon SquareSingle Family
Remarks: Under contract-accepting backup offers. Price Drop! No flood zone. No HOA. Leaseable. Major systems updated- NEW HVAC (2024), NEW water heater (2024), NEW septic tank (2021), and a new roof with a lifetime warranty. Double pane windows added and impact garage door only a couple years old.
Listing is courtesy of: HOMEFRONT REALTY (727-641-4444)
Listing Agent: Mary Debaggis (704-819-5568)
1914 OSWEGO DR, HOLIDAY, FL 34691
$575,000 MLS ID: W7883046
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 3072 Built: 2005Community: Key Vista Prcl 18Single Family
Remarks: Welcome to this beautiful 5 bedroom 3 bathroom two-story home located in the highly desirable community of Key Vista. Upon entry you immediately feel welcome and at home with the large formal dining area and front living area with electric fireplace. The large kitchen boasts tall cabinetry and plenty of counter space with amazing views of the tree line that reflects along the waters edge. One bedroom with private bathroom is conveniently located on the first floor and four bedrooms are located on the second story with the large master bedroom with private bathroom also has an adjoining bonus room. Enjoy the privacy of no rear neighbors with breathtaking views of nature in your own backyard!!! Only minutes away from some of the most beautiful beaches and parks in Florida. Schedule your private showing today!!!
Listing is courtesy of: INVESTMENT FLORIDA REALTY LLC (727-940-5909)
Listing Agent: Jason Scott (727-364-4749)
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