Homes with Parking for Sale in Oldsmar, FL

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FLOOR PLAN

ABOUT THIS HOME
Home with Parking for sale in Oldsmar, FL:
Lovely Waterfront Single Family Home in Gull-Aire Village—never flooded, came through Hurricane Helene completely dry. Current appraisal is in the attachments. 534 Canal Way features a slab foundation, block and stucco construction on a continuous footing. Built in 2001, it offers 1,873 heated sq. ft. , 2,441 sq. ft. under roof, and an attached 483 sq. ft. two-car garage. It includes two bedrooms, two full baths, granite kitchen countertops, and built-in bookshelves in the master bedroom. Upgrades include a new A/C system (2026), replacement windows and doors (2020), a $20k Generac standby generator with 300 Gallon propane tank (2020), and a porch added in December 2020. The roof was

$419,500

2 beds2 baths1,697 sq ft

Slab foundation • Never flooded • Built-in bookshelves

534 Canal Way, Oldsmar, FL 34677

ABOUT THIS HOME
Home with Parking for sale in Oldsmar, FL:
Foreclosure Auction Ends September 16, 2026 at 10:00 AM EST. Explore this charming 3-bedroom, 2-bath residence set in a peaceful and well-located Oldsmar community. The list price is the opening bid for the online auction. Sold As-is.

$5,000

3 beds2 baths2,000 sq ft

7,841 sq ft lot • 2 garage spots • Built 1993

4767 Stoneview Cir, Oldsmar, FL 34677

ABOUT THIS HOME
Home with Parking for sale in Oldsmar, FL:
WELCOME HOME TO BAY ARBOR! This stunning 3-bedroom, 2.5-bathroom pool home offers the perfect combination of style, privacy, space, and location in one of Oldsmar’s most desirable gated communities. Situated on a peaceful, wooded lot with NO REAR NEIGHBORS, this move-in-ready home delivers the private backyard retreat buyers dream about while still being just minutes from everything Oldsmar has to offer! From the moment you arrive, the impressive curb appeal sets the tone with lush landscaping, a pavered driveway, and a beautiful paver walkway leading to the front door. Step inside and immediately appreciate the soaring two-story ceilings, abundant natural light, and spacious open lay

$599,000

3 beds2.5 baths2,030 sq ft

No rear neighbors • Pavered driveway • Walk-in closet

212 Arbor Woods Cir, Oldsmar, FL 34677

ABOUT THIS HOME
Home with Parking for sale in Oldsmar, FL:
PHOTOS COMING SOON! Freshly painted and refreshed, this well-maintained 2-bedroom, 2-bath villa offers over 1,000 sq ft of living space and a 1-car garage in the desirable gated East Lake Woodlands community. East Lake Woodlands is a guard-gated golf community offering a peaceful setting with two championship golf courses, tennis courts, nature trails, and optional country club memberships with resort-style amenities. Conveniently located near shopping, dining, parks, beaches, and top-rated schools, with easy access to Tampa, Clearwater, and St. Petersburg. This move-in-ready villa has been freshly painted and refreshed and is coming soon!

$239,900

2 beds2 baths1,053 sq ft

Gated community • Tennis courts • Golf community

135 Pinewinds Blvd, Oldsmar, FL 34677

ABOUT THIS HOME
Home with Parking for sale in Oldsmar, FL:
Charming older block home. 5 bedroom 3 bath ranch style home in Historic Part of Oldsmar. 300 yds from Tampa Bay and 2 blocks from an "A" rated Elementary School. Home has several upgrades but needs a little TLC. Home sits on 2 lots, and the vacant Lot 13 is available for separate purchase at $349k. You can purchase the house on Lot 12 only for $449k and a leaseback of Lot 13.

$559,000

5 beds3 baths2,245 sq ft

Sits on 2 lots • 0.34 acre lot • Garage

604 Chestnut St, Oldsmar, FL 34677

Property at 1730 Captiva Dr, Oldsmar, FL 34677, 4 beds, 3 baths

$775,000

4 beds3 baths2,523 sq ft

1730 Captiva Dr, Oldsmar, FL 34677

Property at 35 Greenhaven Trl, Oldsmar, FL 34677, 4 beds, 3 baths

$1,099,000

4 beds3 baths3,098 sq ft

35 Greenhaven Trl, Oldsmar, FL 34677

Property at 550 Palmdale Dr, Oldsmar, FL 34677, 4 beds, 2 baths

$599,000

4 beds2 baths2,211 sq ft

550 Palmdale Dr, Oldsmar, FL 34677

Property at 80 Foxfire Ln, Oldsmar, FL 34677, 4 beds, 2 baths

$719,000

4 beds2 baths2,584 sq ft

80 Foxfire Ln, Oldsmar, FL 34677

Property at 106 Brent Cir, Oldsmar, FL 34677, 3 beds, 3 baths

$379,900

3 beds3 baths1,834 sq ft

106 Brent Cir, Oldsmar, FL 34677

Property at 406 Wingate Cir, Oldsmar, FL 34677, 3 beds, 2.5 baths

$567,500

3 beds2.5 baths2,423 sq ft

406 Wingate Cir, Oldsmar, FL 34677

Property at 819 Jacaranda Dr, Oldsmar, FL 34677, 3 beds, 2 baths

$425,000

3 beds2 baths1,320 sq ft

819 Jacaranda Dr, Oldsmar, FL 34677

Property at 603 Canal Way, Oldsmar, FL 34677, 2 beds, 2 baths

$469,900

2 beds2 baths1,754 sq ft

603 Canal Way, Oldsmar, FL 34677

Property at 1707 Hibiscus Cir N, Oldsmar, FL 34677, 2 beds, 2 baths

$329,000

2 beds2 baths1,064 sq ft

1707 Hibiscus Cir N, Oldsmar, FL 34677

Property at 743 Wellington Ct, Oldsmar, FL 34677, 4 beds, 3.5 baths

$775,000

4 beds3.5 baths3,058 sq ft

743 Wellington Ct, Oldsmar, FL 34677

Property at 508 Washington Ave, Oldsmar, FL 34677, 4 beds, 2 baths

$489,000

4 beds2 baths1,507 sq ft

508 Washington Ave, Oldsmar, FL 34677

Property at 129 Brent Cir, Oldsmar, FL 34677, 3 beds, 3 baths

$460,000

3 beds3 baths1,834 sq ft

129 Brent Cir, Oldsmar, FL 34677

Property at 1330 Preservation Way, Oldsmar, FL 34677, 7 beds, 4.5 baths

$2,300,000

7 beds4.5 baths6,460 sq ft

1330 Preservation Way, Oldsmar, FL 34677

Property at 704 Lemonwood Dr, Oldsmar, FL 34677, 2 beds, 2 baths

$259,900

2 beds2 baths1,064 sq ft

704 Lemonwood Dr, Oldsmar, FL 34677

Property at 216 Hemingway Dr, Oldsmar, FL 34677, 3 beds, 2.5 baths

$395,000

3 beds2.5 baths1,452 sq ft

216 Hemingway Dr, Oldsmar, FL 34677

Property at 627 Timber Bay Cir W, Oldsmar, FL 34677, 3 beds, 2 baths

$320,000

3 beds2 baths1,274 sq ft

627 Timber Bay Cir W, Oldsmar, FL 34677

Property at 1723 Captiva Dr, Oldsmar, FL 34677, 4 beds, 3 baths

$830,700

4 beds3 baths2,736 sq ft

1723 Captiva Dr, Oldsmar, FL 34677

Property at 1103 Mango Ct, Oldsmar, FL 34677, 3 beds, 2.5 baths

$489,000

3 beds2.5 baths2,230 sq ft

1103 Mango Ct, Oldsmar, FL 34677

Property at 613 Chestnut St, Oldsmar, FL 34677, 5 beds, 4 baths

$299,900

5 beds4 baths2,572 sq ft

613 Chestnut St, Oldsmar, FL 34677

Property at 3426 Channelside Ct, Safety Harbor, FL 34695, 4 beds, 4 baths

$1,389,900

4 beds4 baths3,433 sq ft

3426 Channelside Ct, Safety Harbor, FL 34695

Property at 353 Bay Arbor Blvd, Oldsmar, FL 34677, 3 beds, 2 baths

$565,000

3 beds2 baths2,032 sq ft

353 Bay Arbor Blvd, Oldsmar, FL 34677

Property at 204 Shore Dr W, Oldsmar, FL 34677, 3 beds, 2 baths

$299,900

3 beds2 baths1,374 sq ft

204 Shore Dr W, Oldsmar, FL 34677

Property at 1745 Oak Pond Ct, Oldsmar, FL 34677, 4 beds, 2.5 baths

$589,000

4 beds2.5 baths2,324 sq ft

1745 Oak Pond Ct, Oldsmar, FL 34677

Property at 1909 Castle Bay Ct, Oldsmar, FL 34677, 3 beds, 2 baths

$365,000

3 beds2 baths1,410 sq ft

1909 Castle Bay Ct, Oldsmar, FL 34677

Property at 7872 Marsh Pointe Dr, Tampa, FL 33635, 4 beds, 3 baths

$899,990

4 beds3 baths2,477 sq ft

7872 Marsh Pointe Dr, Tampa, FL 33635

Property at 1469 Riverdale Dr, Oldsmar, FL 34677, 3 beds, 2 baths

$524,999

3 beds2 baths1,890 sq ft

1469 Riverdale Dr, Oldsmar, FL 34677

Property at 2404 Arch Ave, Oldsmar, FL 34677, 2 beds, 2.5 baths

$395,000

2 beds2.5 baths1,888 sq ft

2404 Arch Ave, Oldsmar, FL 34677

Property at 80 Summerwinds Ln, Oldsmar, FL 34677, 3 beds, 2 baths

$425,000

3 beds2 baths1,560 sq ft

80 Summerwinds Ln, Oldsmar, FL 34677

Property at 650 Timber Bay Cir W, Oldsmar, FL 34677, 3 beds, 1 bath

$310,000

3 beds1 bath924 sq ft

650 Timber Bay Cir W, Oldsmar, FL 34677

Property at 854 Christina Cir, Oldsmar, FL 34677, 3 beds, 2 baths

$514,900

3 beds2 baths2,065 sq ft

854 Christina Cir, Oldsmar, FL 34677

Property at 611 Tangerine Dr, Oldsmar, FL 34677, 3 beds, 2 baths

$339,900

3 beds2 baths1,382 sq ft

611 Tangerine Dr, Oldsmar, FL 34677

Property at 416 Maplewood Dr, Oldsmar, FL 34677, 3 beds, 2 baths

$449,000

3 beds2 baths1,395 sq ft

416 Maplewood Dr, Oldsmar, FL 34677

Property at 206 Bedford St, Oldsmar, FL 34677, 3 beds, 2 baths

$355,700

3 beds2 baths1,274 sq ft

206 Bedford St, Oldsmar, FL 34677

Property at 900 Lucas Ln, Oldsmar, FL 34677, 3 beds, 2 baths

$495,000

3 beds2 baths1,685 sq ft

900 Lucas Ln, Oldsmar, FL 34677

Property at 4931 Turtle Creek Trl, Oldsmar, FL 34677, 4 beds, 3 baths

$1,055,000

4 beds3 baths3,189 sq ft

4931 Turtle Creek Trl, Oldsmar, FL 34677

Property at 2009 Peppertree Ct, Oldsmar, FL 34677, 3 beds, 2 baths

$355,000

3 beds2 baths1,233 sq ft

2009 Peppertree Ct, Oldsmar, FL 34677

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Based on information submitted to the MLS GRID as of Tue Sep 15 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Parking for Sale in Oldsmar

There are currently 80 homes with parking homes for sale in Oldsmar at a median listing price of $383K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Oldsmar stay on the market for 94 days. Popular neighborhoods include Gull Aire Village, Bridgeport, East Lake Woodlands, and Briar Creek. This map is refreshed with the newest listings in Oldsmar every 15 minutes.

In the past month, 16 homes have been sold in Oldsmar. In addition to houses in Oldsmar, there were also 16 condos, 23 townhouses, and 1 multi-family unit for sale in Oldsmar last month. Find your dream home in Oldsmar using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Oldsmar are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Oldsmar. Our Oldsmar real estate stats and trends will give you more information about home buying and selling trends in Oldsmar. If you're looking to sell your home in the Oldsmar area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Oldsmar with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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