Charming Oldsmar Homes for Sale | Jon Mitchell

Oldsmar

Perfectly positioned between Tampa and Clearwater, Oldsmar offers a peaceful suburban atmosphere with growing commercial development. The city is home to beautiful parks, walking trails, and family-friendly recreational spaces. Residents appreciate the close-knit community vibe and frequent festivals that bring neighbors together.

All Elementary Middle High

ListMap View Table View

Public
Curlew Creek Elementary School
Grades: PK,KG,1,2,3,4,5
Distance: 0.50 mi

Public
Lake St. George Elementary School
Grades: PK,KG,1,2,3,4,5
Distance: 0.83 mi

Public
Chi Chi Rodriquez Academy
Grades: 4,5,6,7,8
Distance: 1.36 mi

Public
Countryside High School
Grades: PK,9,10,11,12
Distance: 1.86 mi

Private
The Waldorf School of Tampa Bay
Grades: PK,TK,KG,1,2,3,4,5,6
Distance: 1.92 mi

Public
Highland Lakes Elementary School
Grades: PK,KG,1,2,3,4,5
Distance: 1.97 mi

Private
Huntington Learning Center
Grades: 1,3,5,6,9,10,11,12
Distance: 2.01 mi

Private
Brighter Beginnings Pre-School
Grades: PK,KG
Distance: 2.14 mi

Private
Guardian Angels Catholic School
Grades: KG,1,2,3,4,5,6,7,8
Distance: 2.22 mi

Charter
Plato Academy Palm Harbor Charter School
Grades: KG,1,2,3,4,5,6,7,8
Distance: 2.23 mi

Public
Leila Davis Elementary School
Grades: PK,KG,1,2,3,4,5
Distance: 2.25 mi

Private
Safety Harbor Montessori Academy
Grades: PK,KG,1,2,3,4,5,6,7,8
Distance: 2.26 mi

Public
Palm Harbor Middle School
Grades: 6,7,8
Distance: 2.34 mi

Private
Dunedin Academy
Grades: PK,KG,1,2,3,4,5,6
Distance: 2.38 mi

Private
New Middle School
Grades: PK,KG,1,2,3,4,5,6,7,8
Distance: 2.43 mi

Private
North Bay Christian Academy
Grades: PK,TK,KG,1,2,3,4,5,6,7,8
Distance: 2.46 mi

Private
Northbay Christian Academy
Grades: KG,1,2,3,4,5,6,7,8
Distance: 2.46 mi

Public
Garrison-Jones Elementary School
Grades: PK,KG,1,2,3,4,5
Distance: 2.47 mi

Private
Center Academy
Grades: 4,5,6,7,8,9,10,11,12
Distance: 2.50 mi

Private
Palm Harbor Montessori Academy
Grades: PK,TK,KG,1,2,3,4,5,6,7,8
Distance: 2.51 mi

Private
Palm Harbor Montessori School
Grades: PK,KG,1,2,3,4,5,6
Distance: 2.51 mi

Private
Trinity Christian School
Grades: PK,KG,1,2,3,4,5,6,7,8
Distance: 2.57 mi

Private
Spring Valley School
Grades: UG
Distance: 2.63 mi

Private
New Horizons Country Day School
Grades: PK,TK,KG,1,2,3,4
Distance: 2.65 mi

Private
FL Sheriffs Youth Ranch Learning C
Grades: 5,6,7,8,9,10
Distance: 2.70 mi

Charter
Enterprise Charter High School
Grades: 9,10,11,12
Distance: 2.71 mi

Public
Joseph L. Carwise Middle School
Grades: 6,7,8
Distance: 2.76 mi

Private
Ymca Prime Time-Belleair
Grades: PK,KG
Distance: 2.82 mi

Private
Westlake Christian School
Grades: KG,1,2,3,4,5,6,7,8
Distance: 2.84 mi

Public
Palm Harbor Elementary School
Grades: 1,2,3,4,5
Distance: 2.87 mi

Public
Oldsmar Elementary School
Grades: PK,KG,1,2,3,4,5
Distance: 3.11 mi

Private
Dunedin Academy
Grades: PK,TK,KG,1,2,3,4,5,6,7,8,9,10,11,12
Distance: 3.17 mi

Public
Forest Lakes Elementary School
Grades: PK,KG,1,2,3,4,5
Distance: 3.19 mi

Private
Rosemont Academy
Grades: KG,1,2,3,4,5,6,7,8
Distance: 3.25 mi

Private
Palm Harbor Christian Academy
Grades: PK,KG,1,2,3,4,5,6,7,8
Distance: 3.27 mi

Public
Dunedin High School
Grades: 9,10,11,12
Distance: 3.31 mi

Private
Espiritu Santo Catholic School
Grades: PK,KG,1,2,3,4,5,6,7,8
Distance: 3.35 mi

Charter
Academie Da Vinci Charter School
Grades: KG,1,2,3,4,5,6,7,8
Distance: 3.47 mi

Private
Ymca Childcare
Grades: PK,KG
Distance: 3.50 mi

Public
Ozona Elementary School
Grades: PK,KG,1,2,3,4,5
Distance: 3.50 mi

Private
Espiritu Santo Catholic School
Grades: PK,KG,1,2,3,4,5,6,7,8
Distance: 3.51 mi

Private
Anchor Academy
Grades: 6,7,8,9,10,11,12
Distance: 3.58 mi

Public
Palm Harbor Community School
Grades: UG
Distance: 3.60 mi

Public
Palm Harbor University High School
Grades: 9,10,11,12
Distance: 3.60 mi

Private
Academy at the Beach
Grades: 9
Distance: 3.66 mi

Public
Mcmullen-Booth Elementary School
Grades: PK,KG,1,2,3,4,5
Distance: 3.69 mi

Charter
Athenian Academy
Grades: KG,1,2,3,4,5,6,7,8
Distance: 3.71 mi

Public
Sutherland Elementary School
Grades: PK,KG,1,2,3,4,5
Distance: 3.75 mi

Private
Service Learning School Inc.
Grades: KG,2,5,7,8,9,10,11,12
Distance: 3.77 mi

Private
Palm Harbor Preparatory
Grades: 9,10,11,12
Distance: 3.83 mi

School Name	Grade Levels	Address	District
Curlew Creek Elementary School	PK,KG,1,2,3,4,5	3030 Curlew Road	Pinellas
Lake St. George Elementary School	PK,KG,1,2,3,4,5	2855 County Road 95	Pinellas
Chi Chi Rodriquez Academy	4,5,6,7,8	3030 McMullen Booth Road	Pinellas
Countryside High School	PK,9,10,11,12	3000 State Road 580	Pinellas
The Waldorf School of Tampa Bay	PK,TK,KG,1,2,3,4,5,6	1857 Curlew Road
Highland Lakes Elementary School	PK,KG,1,2,3,4,5	1230 Highlands Boulevard	Pinellas
Huntington Learning Center	1,3,5,6,9,10,11,12	33231 US Highway 19 North
Brighter Beginnings Pre-School	PK,KG	2742 Pine Tree Lane
Guardian Angels Catholic School	KG,1,2,3,4,5,6,7,8	2270 Evans Road
Plato Academy Palm Harbor Charter School	KG,1,2,3,4,5,6,7,8	1601 Curlew Road	Pinellas
Leila Davis Elementary School	PK,KG,1,2,3,4,5	2630 Landmark Drive	Pinellas
Safety Harbor Montessori Academy	PK,KG,1,2,3,4,5,6,7,8	2669 McMullen Booth Road
Palm Harbor Middle School	6,7,8	1800 Tampa Road	Pinellas
Dunedin Academy	PK,KG,1,2,3,4,5,6	1408 County Road
New Middle School	PK,KG,1,2,3,4,5,6,7,8	2375 Nebraska Avenue
North Bay Christian Academy	PK,TK,KG,1,2,3,4,5,6,7,8	2525 McMullen Booth Road
Northbay Christian Academy	KG,1,2,3,4,5,6,7,8	2525 McMullen Booth Road
Garrison-Jones Elementary School	PK,KG,1,2,3,4,5	3133 Garrison Road	Pinellas
Center Academy	4,5,6,7,8,9,10,11,12	34054 US Highway 19 N
Palm Harbor Montessori Academy	PK,TK,KG,1,2,3,4,5,6,7,8	2355 Nebraska Avenue
Palm Harbor Montessori School	PK,KG,1,2,3,4,5,6	2355 Nebraska Avenue
Trinity Christian School	PK,KG,1,2,3,4,5,6,7,8	1597 Michigan Blvd
Spring Valley School	UG	2109 Nebraska Avenue
New Horizons Country Day School	PK,TK,KG,1,2,3,4	2060 Nebraska Avenue
FL Sheriffs Youth Ranch Learning C	5,6,7,8,9,10	3180 Enterprise Road East
Enterprise Charter High School	9,10,11,12	2461 McMullen Booth Road	Pinellas
Joseph L. Carwise Middle School	6,7,8	3301 Bentley Drive	Pinellas
Ymca Prime Time-Belleair	PK,KG	2469 Enterprise Road
Westlake Christian School	KG,1,2,3,4,5,6,7,8	1551 Belcher Road
Palm Harbor Elementary School	1,2,3,4,5	415 15th Street	Pinellas
Oldsmar Elementary School	PK,KG,1,2,3,4,5	302 Dartmouth Avenue	Pinellas
Dunedin Academy	PK,TK,KG,1,2,3,4,5,6,7,8,9,10,11,12	1408 County Road 1
Forest Lakes Elementary School	PK,KG,1,2,3,4,5	301 Pine Avenue North	Pinellas
Rosemont Academy	KG,1,2,3,4,5,6,7,8	35246 Us 19 N #256
Palm Harbor Christian Academy	PK,KG,1,2,3,4,5,6,7,8	2100 Alternate 19 North
Dunedin High School	9,10,11,12	1651 Pinehurst Road	Pinellas
Espiritu Santo Catholic School	PK,KG,1,2,3,4,5,6,7,8	2405 Phillippe Parkway
Academie Da Vinci Charter School	KG,1,2,3,4,5,6,7,8	1060 Keene Road	Pinellas
Ymca Childcare	PK,KG	601 Tampa Road
Ozona Elementary School	PK,KG,1,2,3,4,5	601 Tampa Road	Pinellas
Espiritu Santo Catholic School	PK,KG,1,2,3,4,5,6,7,8	2405A Philippe Parkway
Anchor Academy	6,7,8,9,10,11,12	2636 Bayshore Blvd
Palm Harbor Community School	UG	1900 Omaha Street	Pinellas
Palm Harbor University High School	9,10,11,12	1900 Omaha Street	Pinellas
Academy at the Beach	9	PO BOX 67
Mcmullen-Booth Elementary School	PK,KG,1,2,3,4,5	3025 Union Street	Pinellas
Athenian Academy	KG,1,2,3,4,5,6,7,8	2289 North Hercules Avenue	Pinellas
Sutherland Elementary School	PK,KG,1,2,3,4,5	3150 N BELCHER RD	Pinellas
Service Learning School Inc.	KG,2,5,7,8,9,10,11,12	1950 Virginia Avenue
Palm Harbor Preparatory	9,10,11,12	P.O. Box 422

MarketBoost Stats

Overview - Last 30 days

Median Price

Sold $425,000

New $399,000

Active $397,399

Sale-to-List Price

Median Days on Site

Active 63

Inventory

Sold 33

New 33

Active 139

Median Price - Last 6 Months

Sale-to-List Price - Last 6 Months

Median Days on Site - Last 6 Months

Listing Inventory - Last 6 months

Sold Listings - Last 30 DaysView all sold listings

New Listings - Last 30 DaysView all active listings

$1,299,000

375 WELLINGTON AVENUE
OLDSMAR, FL 34677

Property Photo

4
Beds

3
Baths

2,624
SqFt

#TB8492687 | House

$1,225,000

1404 EAST LAKE WOODLANDS PARKWAY
OLDSMAR, FL 34677

Property Photo

4
Beds

3
Baths

4,312
SqFt

Open House: Apr 19, 2026, 12:00 PM - 3:00 PM

#TB8496474 | House

$899,999

1471 BRIARGROVE WAY
OLDSMAR, FL 34677

Property Photo

5
Beds

3 | 1
Baths

3,140
SqFt

Open House: Apr 19, 2026, 1:00 PM - 4:00 PM

#TB8488174 | House

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Stellar (MFR) data last updated at April 17, 2026, 6:52 PM ET