Oldsmar, FL homes for sale & real estate

176 homes

Sort:

Recommended

NEW 16 HRS AGO

ABOUT THIS HOME
Oldsmar, FL Homes for Sale
This condo had a fire. HOA has replaced and all is new. New sub-floor, walls, doors, windows, plumbing, electric, a/c unit, sliding glass doors. Unit needs needs finishing.

$95,000

2 beds2 baths1,054 sq ft

104 Cypress Ln #104, Oldsmar, FL 34677

New walls • New plumbing • New doors

ABOUT THIS HOME
Oldsmar, FL Homes for Sale
Virtually Staged. WELCOME TO WATERFRONT LIVING IN BAYSIDE TERRACE! Built in 2019, this spacious 2-bedroom, 2.5-bath townhome with an oversized loft offers 1,888 SF of beautifully designed living space in a gated community along Tampa Bay. The open-concept main level is designed for everyday living and entertaining, featuring real wood cabinetry, quartz countertops, included appliances and a large walk-in pantry. Storage is abundant throughout the home, with generous closets and thoughtfully designed storage space rarely found in townhome living. The dining and living areas flow effortlessly to a private screened porch, perfect for enjoying Florida living year-round. A ONE-YEAR-OLD A/C adds

$395,000

2 beds2.5 baths1,888 sq ft

2404 Arch Ave, Oldsmar, FL 34677

Gated community • Waterfront pool • Waterfront living

FLOOR PLAN

ABOUT THIS HOME
Oldsmar, FL Homes for Sale
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

534 Canal Way, Oldsmar, FL 34677

Slab foundation • Never flooded • Built-in bookshelves

ABOUT THIS HOME
Oldsmar, FL Homes for Sale
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

4767 Stoneview Cir, Oldsmar, FL 34677

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

ABOUT THIS HOME
Oldsmar, FL Homes for Sale
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

212 Arbor Woods Cir, Oldsmar, FL 34677

No rear neighbors • Pavered driveway • Walk-in closet

Property at 110 Evelyn Ct, Oldsmar, FL 34677, 4 beds, 2 baths

$324,900

4 beds2 baths1,550 sq ft

110 Evelyn Ct, Oldsmar, FL 34677

Property at 340 Canal Way, Oldsmar, FL 34677, 2 beds, 2 baths

$159,900

2 beds2 baths1,056 sq ft

340 Canal Way, Oldsmar, FL 34677

Property at 310 Country Club Dr, Oldsmar, FL 34677, 3 beds, 1 bath

$320,999

3 beds1 bath1,272 sq ft

310 Country Club Dr, Oldsmar, FL 34677

Property at 221 Nina Way #61, Oldsmar, FL 34677, 2 beds, 2 baths

$210,000

2 beds2 baths1,094 sq ft

221 Nina Way #61, Oldsmar, FL 34677

Property at 428 Pelican Dr S, Oldsmar, FL 34677, 2 beds, 2 baths

$249,000

2 beds2 baths1,671 sq ft

428 Pelican Dr S, Oldsmar, FL 34677

Property at 135 Pinewinds Blvd, Oldsmar, FL 34677, 2 beds, 2 baths

$239,900

2 beds2 baths1,053 sq ft

135 Pinewinds Blvd, Oldsmar, FL 34677

Property at 300 State St E #326, Oldsmar, FL 34677, 2 beds, 2.5 baths

$345,000

2 beds2.5 baths1,553 sq ft

300 State St E #326, Oldsmar, FL 34677

Property at 311 Country Club Dr, Oldsmar, FL 34677, 4 beds, 2 baths

$489,000

4 beds2 baths— sq ft

311 Country Club Dr, Oldsmar, FL 34677

(305) 530-8181

Property at 604 Chestnut St, Oldsmar, FL 34677, 5 beds, 3 baths

$559,000

5 beds3 baths2,245 sq ft

604 Chestnut St, Oldsmar, FL 34677

Property at 128 Nancy Dr, Oldsmar, FL 34677, 2 beds, 2 baths

$224,000

2 beds2 baths1,094 sq ft

128 Nancy Dr, Oldsmar, FL 34677

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

$745,000

4 beds3 baths2,523 sq ft

1730 Captiva Dr, Oldsmar, FL 34677

Property at 2044 Sheffield Ct, Oldsmar, FL 34677, 2 beds, 2 baths

$244,900

2 beds2 baths1,296 sq ft

2044 Sheffield Ct, 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 160 Lakeview Way #160, Oldsmar, FL 34677, 2 beds, 2 baths

$169,900

2 beds2 baths1,094 sq ft

160 Lakeview Way #160, 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 215 Woods Landing Trl, Oldsmar, FL 34677, 3 beds, 2.5 baths

$300,000

3 beds2.5 baths1,450 sq ft

215 Woods Landing Trl, 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 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 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 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 133 Sabal Ct Unit F, Oldsmar, FL 34677, 2 beds, 2 baths

$125,000

2 beds2 baths915 sq ft

133 Sabal Ct Unit F, 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 150 Poole Pl, Oldsmar, FL 34677, 4 beds, 2 baths

$385,000

4 beds2 baths1,550 sq ft

150 Poole Pl, Oldsmar, FL 34677

Property at 322 Bass Ct, Oldsmar, FL 34677, 2 beds, 2 baths

$154,900

2 beds2 baths1,144 sq ft

322 Bass Ct, 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 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 56 Pelican Dr S, Oldsmar, FL 34677, 2 beds, 2 baths

$189,900

2 beds2 baths1,196 sq ft

56 Pelican Dr S, Oldsmar, FL 34677

Property at 317 Woodlake Wynde, Oldsmar, FL 34677, 2 beds, 2 baths

$197,500

2 beds2 baths924 sq ft

317 Woodlake Wynde, 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 105 Lakeview Way #105, Oldsmar, FL 34677, 2 beds, 2 baths

$214,799

2 beds2 baths1,094 sq ft

105 Lakeview Way #105, 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

Viewing page 1 of 5

Based on information submitted to the MLS GRID as of Wed Sep 16 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.

Average home prices near Oldsmar, FL

Cities

Neighborhoods
Zip Codes

Gull Aire Village homes for sale
$419,500
Bridgeport homes for sale
$599,900
East Lake Woodlands homes for sale
$259,950
Briar Creek homes for sale

Oldsmar, FL real estate trends

All Home Types trends in Oldsmar, FL

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$402,234

+8.7% YoY | Aug 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Aug 2026

Growth

% YoY

Oldsmar, FL

$402,234

+8.7%

See more Oldsmar, FL market insights

More to explore in Oldsmar, FL

Featured
Price
Bedroom

How to buy a house in Oldsmar, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

8 Redfin agents serving Oldsmar

217

Deals*

4.7

Satisfaction

1303

Homes closed*

* Data from the last year

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.