Oldsmar, FL Homes for Sale

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  $264,000

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

  205 Woods Landing Trail, Oldsmar, FL 34677

  From the welcoming entrance foyer, visitors are immediately drawn to the peaceful wooded views at the rear of the home, creating a warm and inviting first impression. Welcome to this beautifully maintained two-bedroom, two-and-a-half-bath townhome in the gated community of East Lake Woodlands, one of Pinellas County's most sought-after neighborhoods. Offering maintenance-free living in a

  Karen Sewell CHARLES RUTENBERG REALTY INC

  205 Woods Landing Trail, Oldsmar, FL 34677
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  $359,900

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  1811 Driftwood Cir S Unit 2, Oldsmar, FL 34677

  Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of Oldsmar! Offering 1,248 sq ft of well-designed living space, this move-in-ready property features a functional layout, abundant natural light, and modern updates throughout. Enjoy spacious living and dining areas that flow seamlessly, perfect for both everyday living and entertaining. The kitchen offers ample cabinetry and

  Julio Vasquez CHARLES RUTENBERG REALTY INC

  1811 Driftwood Cir S Unit 2, Oldsmar, FL 34677
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  $247,000

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft

  407 Dolphin Dr S, Oldsmar, FL 34677

  Experience the charm of Gull-Aire Village 55+ in this beautifully renovated home, ready for its next owners. Boasting a spacious 1,320 square feet with stylish laminate flooring throughout, this residence is perfect for entertaining and comfortable living. The split-bedroom layout ensures privacy for both you and your guests, while both bathrooms feature luxurious walk-in showers for added

  Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  407 Dolphin Dr S, Oldsmar, FL 34677
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  /65

  $550,000

  $75K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,138 Sq Ft

  438 Lafayette Blvd, Oldsmar, FL 34677

  Beautiful Custom-built home is situated on 1⁄2 acre fenced-in lot (mol) No HOA, No deed restriction, Plenty of room for your Boat and RV! Featuring 4 Bedrooms plus an office, 2 baths and a screened-in heated pool. Circular driveway and etched glass front door welcome you into a wide-open floor plan with vaulted ceilings and lots of windows. Interior freshly painted. The living room offers a

  Luigi Kalaj RE/MAX REALTEC GROUP INC

  438 Lafayette Blvd, Oldsmar, FL 34677
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  $450,000

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  2410 Arch Ave, Oldsmar, FL 34677

  Imagine coming home to breathtaking waterfront surroundings, resort-style amenities, and maintenance-free living in one of Tampa Bay's most desirable gated communities. Welcome to Bayside Terrace, where this beautifully upgraded 3-bedroom, 2.5-bath townhome with a 1-car garage offers the perfect blend of luxury, convenience, and coastal lifestyle.Ideally situated just steps from the community

  Joseph Richards KELLER WILLIAMS TAMPA PROPERTIES

  2410 Arch Ave, Oldsmar, FL 34677
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  $419,000

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  347 Country Club Dr, Oldsmar, FL 34677

  "Move-In Ready"... Freshly Painted and Beautifully completely Refurbished Single Family Pool Home, (3) Bedrooms, (2) Baths with plenty of storage space, vehicles, boat and golf cart(s) parking. Luxury vinyl flooring throughout this split plan homes interior, picturesque French Door views to the pool and lanai deck, all new kitchen appliances and home systems installed. An expansive corner lot

  Frank Fundora PEOPLE'S CHOICE REALTY SVC LLC

  347 Country Club Dr, Oldsmar, FL 34677
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  $625,000

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft

  450 Cypress Creek Cir, Oldsmar, FL 34677

  Welcome to 450 Cypress Creek Circle, a beautifully renovated single-story home nestled within the prestigious gated community of East Lake Woodlands. Perfectly positioned on the golf course, this exceptional residence enjoys wide-open fairway views of hole #2 on the South Course at Ardea Country club with no homes directly behind, creating a peaceful backdrop for everyday living and entertaining.

  Mark Fazzini RE/MAX REALTEC GROUP INC

  450 Cypress Creek Cir, Oldsmar, FL 34677
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  $189,999

  $9K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,096 Sq Ft

  130 Nancy Dr Unit 37, Oldsmar, FL 34677

  "RESORT STYLE LIVING" in East Lake Woodlands! This beautifully maintained 2-bedroom,2-bath condominium offers approximately 1,151 sq ft of comfortable living space in one of Oldsmar’s most desirable gated communities. Major updates provide peace of mind, including flooring, A/C system, hot water heater, dishwasher, washer and dryer, and bedroom carpeting all approximately 3 years old, plus a

  Steve DeMatos RE/MAX ALLIANCE GROUP

  130 Nancy Dr Unit 37, Oldsmar, FL 34677
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  /31

  $165,000

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft

  278 Pelican Dr N, Oldsmar, FL 34677

  Don't miss this desirable and very active community of Gull-Aire Village! This is one of the most highly sought-after 55+ communities in Pinellas County. With HOA fees at only $60/mo and the ability to rent out your home after only 1 year of ownership, the possibilities are endless. This home includes a rare LARGE GARAGE! You own your own land. The owner has just replaced the range and

  Jon Dant RE/MAX ACTION FIRST OF FLORIDA

  278 Pelican Dr N, Oldsmar, FL 34677
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  /17

  $220,000

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,024 Sq Ft

  2034 Montego Ct, Oldsmar, FL 34677

  Welcome to this spacious 1,028 sq ft villa in the desirable Bayside Meadows community of Oldsmar. This beautifully updated home offers the comfort and privacy of villa living with a one-car garage, fenced backyard, and screened lanai—perfect for enjoying Florida’s year-round outdoor lifestyle.The thoughtfully designed interior features a kitchen overlooking the living area, a cozy

  Jerry Hills RE/MAX ELITE REALTY

  2034 Montego Ct, Oldsmar, FL 34677
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  /43

  $124,900

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  123 Loblolly Ct Unit B, Oldsmar, FL 34677

  Virtually Staged. GROUND FLOOR ~ NON - FLOOD ZONE. 2 Bedrooms, 2 Bathroom and move in ready in the heart of Oldsmar! Community amenities include a pool, playground, basketball court, tennis courts and beautiful lake with a dock! Bring your fishing pole. Freshly painted and move-in ready, tile floor throughout, making it an ideal canvas for a buyer looking to add personal touches and build equity.

  Christina Paolillo CHARLES RUTENBERG REALTY INC

  123 Loblolly Ct Unit B, Oldsmar, FL 34677
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  $345,000

  • 3 Beds
  • 2.5 Baths
  • 1,392 Sq Ft

  103 Cutlass Way, Oldsmar, FL 34677

  Welcome to this impeccably maintained 3 bedroom, 2.5 bath residence in the highly sought-after Hayes Park Village in Oldsmar. Offering approximately 1,392 square feet of thoughtfully designed living space, this home showcases a beautifully renovated kitchen with contemporary finishes, ceramic flooring on the first floor, and carpet flooring on the second floor. The split-bedroom floor plan and

  Leyla Mohebbi FLORIDA COMMERCIAL GROUP

  103 Cutlass Way, Oldsmar, FL 34677
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  $199,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  347 Canal Way, Oldsmar, FL 34677

  HUGE Price DROP!! Welcome to Gull-Aire Village, a 55+ PET-Friendly and Golf Cart Friendly community in the Heart of Oldsmar! Gull-Aire Village is a Land-Owned community, meaning YOU OWN THE LAND! not just the home. A Very unique property with No rear neighbors. This home comes FULLY FURNISHED! and Features A NEWER ROOF (only 3yrs Old) Newer WINDOWS and Doors, New Flooring(2025) and Vapor Barrier

  Asher Walli CHARLES RUTENBERG REALTY INC

  347 Canal Way, Oldsmar, FL 34677
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  $279,900

  $15K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,755 Sq Ft

  110 Ingrid Place, Oldsmar, FL 34677

  Nature lovers! Enjoy the abundant wildlife and tranquil creek/preserve views from the patio and 2nd floor balcony of this fabulous townhome nestled in the heart of East Lake Woodlands, among the premier gated country club communities in northern Pinellas County! The primary suite—created by combining what was originally two bedrooms—feels exceptionally spacious, with plenty of room to unwind, and

  Rene Mailaender RE/MAX REALTEC GROUP INC

  110 Ingrid Place, Oldsmar, FL 34677
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  /31

  $300,000

  • 2 Beds
  • 2 Baths
  • 1,700 Sq Ft

  1224 Clays Trail, Oldsmar, FL 34677

  INCREDIBLE GOLF COUSE VIEW CERTIFIED PRE-OWNED HOME IN DESIREABLE COMMUNITY OF EAST LAKE WOODLANDS ! This is a Certified Pre-Owned Home -- and that changes everything. Before you ever make an offer, a licensed home inspector has already been through this home top to bottom. You get the full report at no cost it feature a 2022 water Heater, 2024 HVAC. No surprises. No guessing. Just confidence.

  Yamil Winn YOUR HOME SOLD GUARANTEED REALTY

  1224 Clays Trail, Oldsmar, FL 34677
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  $437,500

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  1309 Sunset Wind Loop, Oldsmar, FL 34677

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome (NEVER FLOODED) in one of Oldsmars most desirable waterfront gated communities. This move-in-ready home offers comfort, convenience and low-maintenance resort style living. The open-concept layout is designed for both everyday comfort and effortless entertaining, featuring a spacious living and dining area filled with natural

  Anabel Ottersbach DALTON WADE INC

  1309 Sunset Wind Loop, Oldsmar, FL 34677
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  /53

  $925,000

  • 4 Beds
  • 3 Baths
  • 2,477 Sq Ft

  7872 Marsh Pointe Dr, Tampa, FL 33635

  Nestled within the exclusive gated community of Marsh Pointe along the shores of Old Tampa Bay, this beautifully appointed 4-bedroom, 3-bath residence offers 2,477 square feet of refined living on an oversized homesite in one of Tampa’s most private and sought-after enclaves.Set well back from the road and surrounded by lush preserve views, this exceptional property offers a rare combination

  Charlie D'Amico FLORIDA HOME STYLE REAL ESTATE

  7872 Marsh Pointe Dr, Tampa, FL 33635
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  /35

  $680,000

  $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,290 Sq Ft

  2456 Appaloosa Trail, Palm Harbor, FL 34685

  Location, Location, Location says it all. This large 4 bedroom, 3 bath Executive waterfront pool home in the much desired Bridlewood subdivision is waiting for you. Relax in the Solar heated pool as you look out over the peaceful waters of the pond. Fenced in back yard to keep your little ones from wandering off. Lots of room for your autos and toys in the 3 car garage and large driveway. Kitchen

  Frank George CHARLES RUTENBERG REALTY INC

  2456 Appaloosa Trail, Palm Harbor, FL 34685
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  $674,000

  $26K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,839 Sq Ft

  3421 Brian Rd S, Palm Harbor, FL 34685

  Honey, Stop the Car!! This spacious 5-bedroom, 3-bath home offers over 2,800 square feet of thoughtfully designed living space, combining timeless character, quality craftsmanship, and many valuable updates.Step inside to discover a functional and inviting layout that has been meticulously maintained over the years. The kitchen is designed for both everyday living and entertaining, featuring

  Amy Garzaro CHARLES RUTENBERG REALTY INC

  3421 Brian Rd S, Palm Harbor, FL 34685
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  /95

  $1,399,900

  New Construction

  • 4 Beds
  • 4 Baths
  • 3,433 Sq Ft

  3426 Channelside Ct, Safety Harbor, FL 34695

  Virtually Staged. Welcome to one of Pinellas County’s most exceptional values in luxury new construction. Completed in 2025 and never occupied, this extraordinary waterfront pool home combines timeless architecture, impeccable craftsmanship, and designer finishes typically found in homes at a substantially higher price point. Situated on an oversized waterfront homesite, enjoy breathtaking

  John LaRocca FUTURE HOME REALTY INC

  3426 Channelside Ct, Safety Harbor, FL 34695

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