5495 Oakshire Road
Description
- Listed by: Judy Lewis • Connell & Company Realty Inc.
Recent comparable sales
Median sold price
$138,100
Avg days on market
96
Sale-to-list ratio
94.6%
Milton, FL
9 comparable properties found
$100,500
Sold 05/08/26
- 3
- Bedrooms
- 2
- Bathrooms
- 1,258
- Square Feet
- 1.09
- Acres
$150,000
Sold 03/05/26
- 3
- Bedrooms
- 2
- Bathrooms
- 1,725
- Square Feet
- Unavailable
- Acres
$115,000
Sold 08/25/26
- 3
- Bedrooms
- 2
- Bathrooms
- 1,506
- Square Feet
- 0.2
- Acres
$145,000
Sold 03/27/26
- 3
- Bedrooms
- 2
- Bathrooms
- 1,484
- Square Feet
- 0.33
- Acres
$120,000
Sold 01/16/26
- 3
- Bedrooms
- 2
- Bathrooms
- 1,560
- Square Feet
- 0.22
- Acres
$160,000
Sold 08/11/26
- 3
- Bedrooms
- 2
- Bathrooms
- 1,248
- Square Feet
- 0.37
- Acres
$112,000
Sold 05/06/25
- 3
- Bedrooms
- 2
- Bathrooms
- 1,460
- Square Feet
- 0.23
- Acres
$250,000
Sold 01/28/26
- 3
- Bedrooms
- 2
- Bathrooms
- 1,352
- Square Feet
- 1.42
- Acres
Location
Sold By KIRKLAND AND COMPANY
$735 per month
30 year fixed, 7.03% Interest
$633
$102
$0
1Property Information for 5495 Oakshire Road
Property Details
- MLS Type: Residential / Single Family Residence
- County: Santa Rosa County
- Architectural Style: Ranch
- Waterfront Features: None
- Zoning Description: Res Single
Building Information
- Stories: 1
- Year Built: 1977
- Lot Size: 1.30 AC / 56,628 SF
Summary
- Directions: BERRYHILL TO ANDERSON, NORTH TO OAKSHIRE, RIGHT TO END OF STREET
- Longitude: -87.0932
- Subdivision Name: Shady Oaks
- Tax Legal Description: LENGHTY
- Garage Spaces: 2.0
- Parking Features: 2 Car Garage, Oversized, Garage Door Opener
- Parking Total: 2.0
- Carport: No
- Garage: Yes
- Elementary School: Berryhill
- High School: Milton
- Middle Or Junior School: R. Hobbs
Property
- Building Name: None
- Construction Materials: Frame
- Frontage Length: Water Frontage(0)
- Levels: One
- Lot Features: Interior Lot
- Lot Size Dimensions: 200X300
- Road Responsibility: County Maintained Road
- Roof: Composition
- Cooling: Yes
- Fireplace: Yes
- Heating: Yes
- Home Warranty: No
- New Construction: No
- Property Attached: No
- Waterfront: No
- Documents Count: 0
- Parcel Number: 302N280000003100000
- Homestead: Yes
- Photos Count: 1
- Property Condition: Resale
- Green Energy Efficient: Insulation, Ridge Vent
- Electric: Circuit Breakers
- Sewer: Septic Tank
- Utilities: Cable Available
- Water Source: Public
Interior and Exterior Features
- Fencing: Back Yard, Chain Link
- Patio And Porch Features: Patio, Porch
- Pool Features: In Ground, Vinyl
- Security Features: Smoke Detector(s)
- Appliances: Electric Water Heater, Dishwasher, Self Cleaning Oven
- Cooling: Central Air, Ceiling Fan(s)
- Covered Spaces: 2.0
- Door Features: Insulated Doors
- Flooring: Tile, Vinyl, Carpet
- Heating: Central, Fireplace(s)
- Interior Features: Ceiling Fan(s), Crown Molding
- Laundry Features: Inside, Laundry Room
- Stories: 1
- Window Features: Double Pane Windows, Blinds, Some Drapes
Room Information
- Room Bedroom Area: 192.0
- Room Bedroom Length: 16.0
- Room Bedroom Level: First
- Room Bedroom Width: 12.0
- Room Dining Room Area: 117.0
- Room Dining Room Features: Eat-in Kitchen, Formal Dining Room
- Room Dining Room Length: 13.0
- Room Dining Room Level: First
- Room Dining Room Width: 9.0
- Room Kitchen Area: 204.0
- Room Kitchen Features: Laminate Counters
- Room Kitchen Length: 17.0
- Room Kitchen Level: First
- Room Kitchen Width: 12.0
- Room Master Bathroom Features: Laminate Counters, Tile
- Room Master Bedroom Area: 208.0
- Room Master Bedroom Features: 2 or More Closets, Ceiling Fan(s), Master Downstairs
- Room Master Bedroom Length: 16.0
- Room Master Bedroom Level: First
- Room Master Bedroom Width: 13.0
- Room Bedroom 1 Area: 168.0
- Room Bedroom 1 Length: 14.0
- Room Bedroom 1 Level: First
- Room Bedroom 1 Width: 12.0
Rental
- Leasable Area Units: Square Feet
Property History for 5495 Oakshire Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Sep 28, 2001 | Sold (Public Record) Public Record #80028724 | $118,500 | — |
| Sep 26, 2001 | Sold PENSACOLA #213704 | $118,500 | — |
| Aug 30, 2001 | Pending PENSACOLA #213704 | — | |
| Jul 23, 2001 | Listed (Active) PENSACOLA #213704 | $118,500 | — |
| Date | Event & Source | Price |
|---|---|---|
| 09/28/2001 | Sold (Public Record) Public Record #80028724 | $118,500 |
| 09/26/2001 | Sold PENSACOLA #213704 | $118,500 |
| 08/30/2001 | Pending PENSACOLA #213704 | — |
| 07/23/2001 | Listed (Active) PENSACOLA #213704 | $118,500 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public Records for 5495 Oakshire Road
Taxable Value
Land
-Additions
-Tax Record
2025
$1,227 ($102 / month)Home Facts
Beds
3Total Finished SqFt
1,772 SqFtAbove Grade Finished SqFt
1,772 SqFtStories
1Lot Size
59,677 SqFtStyle
Single Family ResidenceYear Built
1977Zoning
RR1County
SANTA ROSAAPN
30-2N-28-0000-00310-0000Fireplace Type
Has FireplaceSchools near 5495 Oakshire Road
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 | |||
| Public - | K to 12 |
Rating | School | Distance |
|---|---|---|
Berryhill Elementary School PublicPK to 5 | ||
Hobbs Middle School Public6 to 8 | ||
Milton High School Public9 to 12 | ||
Santa Rosa Virtual Instruction Course Offerings PublicK to 12 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
Similar Homes
New listings in 32570
$125,000
- 3
- Bedrooms
- 2
- Bathrooms
- 1,216
- Square Feet
- 0.21
- Acres
Nearby home values
| Address | Sold price | Beds | Baths | Sqft | Lot (Sqft) |
|---|---|---|---|---|---|
This home: 5495 Oakshire Road, Milton, FL 32570 | $118,500 | 3 | 2 | – | 56,628 |
$170,000 | 4 | 3 | – | 60,112 | |
$47,500 | 2 | 1 | – | 15,681 | |
$16,500 | 3 | 2 | 1,430 | 18,861 | |
$83,500 | 3 | 2 | – | 0 | |
– | 3 | 3 | 2,594 | 61,855 | |
$250,000 | 3 | 2 | 1,352 | 61,768 | |
$72,000 | 3 | 2 | 2,366 | 59,677 | |
$283,600 | 4 | 2 | 1,584 | 30,927 | |
$180,000 | 4 | 2 | 2,136 | 61,855 | |
$117,000 | 3 | 2 | 1,530 | 19,994 | |
– | 4 | 3 | 2,240 | 59,677 | |
$242,500 | 4 | 3 | 2,844 | 61,855 | |
– | 3 | 2 | 1,584 | 34,587 | |
– | 2 | 2 | 1,780 | 30,971 | |
– | 4 | 3 | 4,656 | 61,420 |
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.
Listing Courtesy of Connell & Company Realty Inc.
The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the Emerald Coast Association of REALTORS, Central Panhandle Association of REALTORS, Pensacola Association of REALTORS and Capital Area Technology & REALTOR Services. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Information deemed reliable but not guaranteed. Copyright© 2026 Emerald Coast Association of REALTORS, Central Panhandle Association of REALTORS, Pensacola Association of REALTORS and Capital Area Technology & REALTOR Services. All Rights Reserved.