Holiday, FL Homes for Sale under $500,000

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  /32

  $225,000

  $21K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  1617 Derrick St, Holiday, FL 34690

  Step into a piece of Florida charm at 1617 Derrick Street, Holiday, FL. This lovingly maintained 3-bedroom, 2-bath home with a 1-car carport sits on an expansive corner lot and offers a rare opportunity to own a home that has been beautifully preserved while showcasing the character and craftsmanship of its original 1967 construction.From the moment you enter, you'll appreciate the

  Michael Nolan PINEYWOODS REALTY LLC

  1617 Derrick St, Holiday, FL 34690
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  /48

  $329,980

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,740 Sq Ft

  2302 Barracuda Ct, Holiday, FL 34691

  BEST VALUE IN GULFWINDS – A TURNKEY OPPORTUNITY WITH BUYER FLEXIBILITY! Major updates are already handled with a 2022 HVAC system and 2018 WATER HEATER, plus a WATER SOFTENER giving buyers peace of mind from day one. If you’ve been waiting for the right opportunity in Gulfwinds, this is it. This 3-bedroom, 2-bath home with 1,740 sq ft delivers space, updates, a private backyard, and a true

  Benjamin Elkins COASTAL PROPERTIES GROUP INTERNATIONAL

  2302 Barracuda Ct, Holiday, FL 34691
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  /31

  $274,900

  • 3 Beds
  • 2 Baths
  • 1,151 Sq Ft

  2332 Chancery Dr, Holiday, FL 34690

  Beautifully updated throughout, this 3-bedroom, 2-bathroom home with a 1-car garage offers a bright, well-designed layout and low-maintenance living. Step inside to an open living area that flows seamlessly into the updated kitchen, featuring updated cabinetry, elegant granite countertops and backsplash, stainless-steel appliances, and abundant natural light. Durable wood-look tile flooring

  Guy Driver FUTURE HOME REALTY INC

  2332 Chancery Dr, Holiday, FL 34690
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  /37

  $264,900

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,440 Sq Ft

  3154 Victoria Inlet Dr, Holiday, FL 34691

  Built in 2022 and beautifully maintained, this newer-construction townhome offers 3 bedrooms, 2.5 baths, a 1-car garage, and a screened lanai with no rear neighbors. Enjoy peaceful sunrise views while sipping your morning coffee or entertain guests in the private outdoor living space. Inside, you will find an open-concept floor plan with high ceilings, new luxury flooring, and fresh paint

  Chris Stivers ENGEL & VOLKERS BELLEAIR

  3154 Victoria Inlet Dr, Holiday, FL 34691
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  /33

  $272,500

  $13K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,486 Sq Ft

  3029 Huntington Rd, Holiday, FL 34691

  Virtually Staged. Welcome to 3029 Huntington Road, a well-maintained 3-bedroom, 2-bath home offering 1,486 square feet of comfortable living space in the heart of Holiday. With a functional floor plan, spacious living areas, and multiple flexible-use spaces, this property presents an excellent opportunity for homeowners, first-time buyers, seasonal residents, or investors alike. Step inside to

  Eric Dixon 54 REALTY LLC

  3029 Huntington Rd, Holiday, FL 34691
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  /95

  $359,900

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,819 Sq Ft

  2815 Wood Pointe Dr, Holiday, FL 34691

  PRICE IMPROVEMENT!!! Just minutes to World Class Golf Courses, Venues for Concerts, Theater, Pro Sports, Casino, Museums, Water Sports, Marinas, Fishing Piers, Nature Parks, Biking/Jogging Trails, Fine/Causal Cuisine, 2 Airports & the Award-Winning Beaches of the warm Gulf Of Mexico!.......Welcome to the Seaside Community of Key Vista just steps to the Waters Edge!!! This 55+ lot is in FLOOD ZONE

  Barbara Ann Grady, PA CHARLES RUTENBERG REALTY INC

  2815 Wood Pointe Dr, Holiday, FL 34691
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  /28

  $305,500

  $5K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,712 Sq Ft

  4803 Guardian Ave, Holiday, FL 34690

  BACK ON THE MARKET – NOW VACANT & EASY TO SHOW! Freshly updated with new professional photos, this home is now presented in its best condition. Schedule your private showing today and sec this beautiful Home for yourself!WELCOME HOME! SELLER MOTIVATED! This beautiful, cozy home features 3 bedrooms and 3 bathrooms, with the potential for a 4th bedroom. The home has been extensively

  Daylin Vallejo Oliva BUILDING NEST REALTY LLC

  4803 Guardian Ave, Holiday, FL 34690
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  /23

  $319,900

  • 4 Beds
  • 2 Baths
  • 1,140 Sq Ft

  2705 Gardner Place, Holiday, FL 34691

  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

  Joneisy Diaz HOME PRIME REALTY LLC

  2705 Gardner Place, Holiday, FL 34691
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  /28

  $269,900

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft

  2228 Parrot Fish Dr, Holiday, FL 34691

  Auction Property. This Villa can be a "dream home" again. With a bit of thoughtful planning you can remake this home into a dream home. Located in a maintenance free community in a prime non-gated community called GulfWinds. This great location requires no-flood insurance, is close to Hwy 19, SR-54, and great restaurants. The home does have "solar panels" that saves on electrical capacity use,

  Cheryl Bailey VYLLA HOME

  2228 Parrot Fish Dr, Holiday, FL 34691
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  /44

  $385,000

  New Construction $14K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  4016 Baden Dr, Holiday, FL 34691

  Virtually Staged. Welcome home to this stunning new construction 3-bedroom, 2-bath home that perfectly blends modern design, upscale finishes and everyday functionality. From the moment you arrive, you’ll appreciate the clean architectural lines, fresh landscaping and fully fenced yard offering both privacy and curb appeal. Step inside to an open-concept floor plan filled with natural light and

  Stephanie Hensley RE/MAX REALTEC GROUP INC

  4016 Baden Dr, Holiday, FL 34691
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  /19

  $205,000

  • 2 Beds
  • 1 Bath
  • 968 Sq Ft

  1650 Aqua Ln, Holiday, FL 34691

  Come check out this great property located in Holiday Florida. This home offers 2 bedrooms, 1 full bathroom, 2 family rooms, kitchen and laundry inside. The interior features tile flooring throughout, window coverings, and appliances included with washer/dryer. The bathroom has an upgraded sit in whirlpool style bathtub. On the exterior you'll find a 2-car covered carport, a front screened in

  Anthony Cruz ZACH TAYLOR

  1650 Aqua Ln, Holiday, FL 34691
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  /31

  $239,999

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,028 Sq Ft

  3306 Cantrell St, Holiday, FL 34690

  FULLY REMODELED & MOVE IN READY!!!!Welcome to this beautifully remodeled, 3 bedroom, 1 bath home in New Port Richey offering unmatched affordability with NO HOA and NO Flood zone. COMPLETELY REMODELED----BRAND NEW ROOF, NEW WINDOWS, BRAND NEW SEPTIC/DRAINFIELD/LIFT STATION, BRAND NEW INTERIOR & EXTERIOR DOORS, BRAND NEW KITCHEN WITH BRAND NEW STAINLESS STEEL APPLIANCES, BRAND NEW FLOORING,

  Heather Garguilo G & I ASSOICATES LLC

  3306 Cantrell St, Holiday, FL 34690
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  /13

  $257,900

  • 3 Beds
  • 1.5 Baths
  • 1,268 Sq Ft

  1421 Normandy Blvd, Holiday, FL 34691

  Virtually Staged. This is a sparkling clean, move in ready, nicely remodeled, 1969 concrete block home located in Holiday Lake Estates.There are three bedrooms, one and a half baths, a cheerful Florida room/den and a large screened-in back porch. The inside utility room has a back door to the privacy fenced backyard. All the walls are freshly painted and the updated kitchen is inviting, The

  Vicki Griepenburg BHHS FLORIDA PROPERTIES GROUP

  1421 Normandy Blvd, Holiday, FL 34691
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  /66

  $268,995

  $1K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,541 Sq Ft

  5226 Forum Blvd, Holiday, FL 34690

  Virtually Staged. Why wait for new construction when this 2023-built end-unit townhome is move-in ready today? Tucked inside a small, quiet community, this stylish 2-bedroom, 2.5-bath home delivers modern living without the wait or the premium price tag.The open floor plan welcomes you with Geneva Gray Alexandria laminate flooring flowing through the main living areas, creating a clean,

  Eddie Rivera IMPACT REALTY TAMPA BAY

  5226 Forum Blvd, Holiday, FL 34690
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  /41

  $224,999

  $4K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,033 Sq Ft

  3731 Elmwood Dr, Holiday, FL 34691

  Imagine stepping into your own slice of sunshine, a darling, move-in-ready home in Holiday, Florida, that feels like a warm hug from the moment you arrive. Fresh interior and exterior paint create a bright, inviting atmosphere, while thoughtful updates throughout offer comfort and peace of mind. Perfectly situated, you're just minutes from some of the area's most beautiful beaches and state

  Jessica Christianson EXP REALTY LLC

  3731 Elmwood Dr, Holiday, FL 34691
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  /34

  $219,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,189 Sq Ft

  3541 Bigelow Dr, Holiday, FL 34691

  Discover the charm and comfort of this cozy 2-bedroom, 2 full-bath home ideally located near the J. Ben Harrell Recreation Complex and just minutes from beaches, shopping, dining, and hospitals. This solid concrete block home offers a warm and inviting feel with laminate flooring throughout, a recently updated kitchen, and one fully renovated bathroom, blending modern touches with everyday

  Anthony Del Valle LATIMER & ASSOCIATES REALTY

  3541 Bigelow Dr, Holiday, FL 34691
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  /12

  $205,000

  $10K PRICE DROP Pre-Foreclosure

  • 2 Beds
  • 1 Bath
  • 1,104 Sq Ft

  3124 Lecanto St, Holiday, FL 34691

  Welcome home to this beautifully updated residence featuring modern finishes and a bright, open layout that’s perfect for everyday living and entertaining. Enjoy a stylish kitchen with shaker cabinets, granite countertops, stainless steel appliances, updated flooring throughout, and a beautifully renovated bathroom. Step outside to a spacious backyard with a screened-in patio—ideal for relaxing,

  Jennifer Diaz LPT REALTY, LLC

  3124 Lecanto St, Holiday, FL 34691
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  /37

  $239,999

  $35K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,440 Sq Ft

  3048 Victoria Inlet Dr, Holiday, FL 34691

  Virtually Staged. Short Sale. Forget the endless weekend honey-do lists and the hidden costs of an older home. Built in 2023, this 3-bedroom townhome gives you that clean, brand-new feel without the builder’s waitlist. The main floor is wide open, flowing from the living room right into a kitchen that actually has room to move. The owners upgraded the kitchen past the builder-grade standard by

  Alex Antonakos QUICKSILVER REAL ESTATE GROUP

  3048 Victoria Inlet Dr, Holiday, FL 34691
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  /30

  $260,000

  $40K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,440 Sq Ft

  4167 Harbour Palm Dr, Holiday, FL 34691

  Built in 2023, this townhome offers modern construction without the typical new-build growing pains. The open main level features ceramic tile flooring, recessed lighting, a functional open-living layout that includes a breakfast bar flowing directly into the living room—ideal for everyday living and casual entertaining. The kitchen is equipped with quartz countertops (matched throughout the

  Julie Sartain CHARLES RUTENBERG REALTY INC

  4167 Harbour Palm Dr, Holiday, FL 34691
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  /42

  $249,900

  $50K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,113 Sq Ft

  1148 Fernwood Dr, Holiday, FL 34690

  Located in a fantastic area of Holiday with its close proximity to Pinellas County, this three-bedroom, two-bathroom home is nicely updated and completely turn-key! New laminate flooring was just installed throughout the home ready for the new owners. The fully updated galley kitchen features level 2 granite, a full array of modern stainless-steel appliances and a breakfast nook area overlooking

  Dean Glicos SNAP REALTY LLC

  1148 Fernwood Dr, Holiday, FL 34690
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  /35

  $335,000

  $4K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft

  1133 Grand Blvd, Holiday, FL 34690

  Welcome to this spectacular waterfront property in the Forest Hills subdivision, a true tropical paradise and boater's dream offering direct Gulf access from your private dock and 10,000-pound boat lift. From the grand circular driveway and beautifully updated landscaping to the expansive wrap-around screened lanai, this ranch-style home is designed for seamless indoor-outdoor living against the

  Monica Karcz REDFIN CORPORATION

  1133 Grand Blvd, Holiday, FL 34690
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  /35

  $480,000

  $19K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,366 Sq Ft

  2811 Ravendale Ln, Holiday, FL 34691

  Virtually Staged. WOW! Take a look at this 4 BEDROOM, 2 BATHROOM, 3 CAR GARAGE POOL HOME LOADED WITH UPDATES AND UPGRADES IN THE STUNNING KEY VISTA COMMUNITY ON A QUIET CUL DE SAC. The open kitchen has been remodeled. THE CABINETS AND COUNTER TOPS HAVE BEEN REPLACED, NEW REFRIGERATOR, AND A NEW DISHWASHER. The QUARTZ KITCHEN ISLAND IS EXCELLENT FOR ENTERTAINING AND USING AS A CASUAL SPACE FOR BAR

  Alissa Caputo FUTURE HOME REALTY INC

  2811 Ravendale Ln, Holiday, FL 34691
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  /26

  $272,500

  $28K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft

  3322 Fairmount Dr, Holiday, FL 34691

  Welcome to the established and friendly Holiday Lake Estates community, a quiet residential neighborhood just a stroll from the Anclote River and Gulf Coast beaches. This charming home features 3 bedrooms, 2 bathrooms, and a convenient 1-car garage. Some recent updates include brand new whole-home AC duct work July/2026, a new roof in August/2022, and a new AC in August/2020. With 1558 sq. ft. of

  Corey Auld KELLER WILLIAMS REALTY- PALM HARBOR

  3322 Fairmount Dr, Holiday, FL 34691
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  /83

  $260,000

  $165K PRICE DROP

  • 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
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  /34

  $325,000

  $24K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,442 Sq Ft

  3138 Victoria Inlet Dr, Holiday, FL 34691

  This beautiful 2022 built, modern townhome has 3 bedrooms, 2.5 baths, a one car garage and is located in the beautiful development of Anclote Square. The first floor offers a spacious open design that brings together the dining, kitchen, and living spaces, complemented by a convenient half bath. Moving upstairs, there are three bedrooms and two full baths. The spacious primary suite adds a touch

  Alex Plotkin COMPASS FLORIDA LLC

  3138 Victoria Inlet Dr, Holiday, FL 34691
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  /25

  $264,900

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  2109 Shannon Dr, Holiday, FL 34690

  Welcome to this beautifully updated 2-bedroom, 2-bath home located in the desirable Holiday Gardens subdivision of Holiday, Florida. Thoughtfully renovated with quality finishes throughout, this move-in-ready home offers peace of mind with a new water heater (2020), brand-new roof (2025), new A/C system (2026), and fresh interior and exterior paint. Best of all, the property is not located in a

  Artemis Kousathanas FLORIDA PREMIERE REALTY

  2109 Shannon Dr, Holiday, FL 34690
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  /26

  $319,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft

  3011 Shadow Oaks Dr, Holiday, FL 34690

  Beautiful 3-bedroom, 2-bath home situated on a fully fenced 1/4-acre corner lot with a peaceful creek backdrop. Inside, you’ll find laminate flooring throughout with tile in the kitchen and bathrooms, along with updated kitchen and baths that give the home a fresh, modern feel. The desirable 3-way split floor plan offers both functionality and privacy, while the primary suite features a walk-in

  Kim Doukas RE/MAX CHAMPIONS

  3011 Shadow Oaks Dr, Holiday, FL 34690
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  /37

  $355,900

  $29K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,416 Sq Ft

  3645 Overland Dr, Holiday, FL 34691

  Newly renovated 3 bedroom 3 bathroom home sitting on a oversized fenced in lot with a oversized private pool. Newly added recessed lighting gives the house a warm and welcoming feel. Full bar inside home with quartz counters, mini fridge, sink and extra seating for entertaining. The waterproof wood plank flooring is a great addition for easy cleaning and protection from coming in and out from the

  Taylor Sparling SELECT PROPERTIES INC

  3645 Overland Dr, Holiday, FL 34691
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  /40

  $300,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  2211 Pleasant Hill Ln, Holiday, FL 34691

  Welcome to Key Vista, one of Holiday’s most desirable 55+ gated communities, where comfort meets the best of the Florida lifestyle. This beautifully maintained 2-bedroom, 2-bath Bermuda model by Ryland Homes also includes a dedicated office that can easily function as a third bedroom.Perfectly situated on a private conservation lot with no rear neighbors, this home offers peaceful nature

  Renee Gialousis COLDWELL BANKER REALTY

  2211 Pleasant Hill Ln, Holiday, FL 34691
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  /24

  $239,900

  $13K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,286 Sq Ft

  3611 Sheryl Hill Dr, Holiday, FL 34691

  SELLER OFFERING $6000 CLOSING COST CREDIT! Welcome to this inviting 2-bedroom home located in the heart of Holiday, Florida. This updated residence features stylish wood-look flooring throughout, offering both durability and a modern aesthetic. Enjoy peace of mind with a freshly painted interior and exterior, giving the home a clean, modern look. The kitchen has been completely renovated with

  Tom Wibirt RE/MAX CHAMPIONS

  3611 Sheryl Hill Dr, Holiday, FL 34691
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  /39

  $289,900

  • 3 Beds
  • 2 Baths
  • 1,137 Sq Ft

  1440 Normandy Blvd, Holiday, FL 34691

  Welcome home to this beautifully updated 3 bedroom, 2 bathroom residence in Holiday, offering an open floor plan perfect for everyday living and entertaining. Crown molding adds a touch of elegance throughout the home. The kitchen has been tastefully updated with granite countertops and stainless steel appliances, flowing seamlessly into the main living space. Both bathrooms have also been

  Kyle Gruber AGILE GROUP REALTY

  1440 Normandy Blvd, Holiday, FL 34691
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  /22

  $264,900

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,423 Sq Ft

  3220 Coldwell Dr, Holiday, FL 34691

  Don't miss out on this opportunity! LOCATION! LOCATION! LOCATION! This home is located in beautiful Holiday Lakes Estates, Just minutes from the beautiful Tarpon Springs Sponge Docks, beaches, and Pinellas County Line. You will be delighted at the amount of space this home offers. There is ample room here with this 4 Bedroom, 2 bath home! Bring your pets, the backyard is fully fenced. Recently

  Jim McPeak MCPEAK REAL ESTATE FIRM

  3220 Coldwell Dr, Holiday, FL 34691
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  /27

  $212,000

  $3K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,051 Sq Ft

  3400 Bainbridge Dr, Holiday, FL 34691

  Virtually Staged. Imagine 3400 Bainbridge Dr, recently refreshed with fresh exterior paint and updated with fresh interior paint throughout. The kitchen contains an accent backsplash and all stainless steel appliances, providing a modern culinary space. A covered patio extends the living area outdoors. Discover this updated residence combining modern style and functional outdoor enjoyment..

  Karen Albright OPENDOOR BROKERAGE LLC

  3400 Bainbridge Dr, Holiday, FL 34691
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  /45

  $409,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,932 Sq Ft

  1959 Wood Trail St, Tarpon Springs, FL 34689

  Virtually Staged. Welcome to 1959 Wood Trail St, Tarpon Springs, FL 34689, a beautifully maintained 4-bedroom, 2-bath home in the desirable gated community of Forest Ridge. Situated on an oversized corner lot, this almost 2,000 sq ft home offers thoughtfully designed living space with a bright and welcoming atmosphere. The home features a combination of ceramic tile flooring and brand-new luxury

  Monica Vilkialis SUNSET REALTY GROUP

  1959 Wood Trail St, Tarpon Springs, FL 34689

Showing Results 161 - 194, Page 5 of 5