Sold
Last Sold Price
3 beds
5495 Oakshire Rd, Milton, FL 32570
Single FamilyProperty Type
1.3 acresLot Size
1977Year Built
2 carsParking Spaces

Description

Beautiful large oaks grace this 1.3 acre property. Comfy brick home with large rooms,eat-in kitchen, formal dr, inside laundry. Great room has brick wall fp. Huge 23x31 garage, inground pool with polaris.Beautiful large oaks grace this 1.3 acre property. Comfy brick home with large rooms,eat-in kitchen, formal dr, inside laundry. Great room has brick wall fp. Huge 23x31 garage, inground pool with polaris.
  • Listed by: Judy Lewis • Connell & Company Realty Inc.
Listing closed: 09/26/2001 12:00 AM • Source: PENSACOLA, MLS#: 213704

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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 | 5609 Columbia Avenue, Milton, FL 32570
1/2
1

$100,500

Sold 05/08/26

3
Bedrooms
1,258
Square Feet
1.09
Acres
a front view of a house with a yard and trees
1/11
2

$150,000

Sold 03/05/26

3
Bedrooms
1,725
Square Feet
Unavailable
Acres
$115,000 | 6466 Skyline Drive, Milton, FL 32570
1/22
3

$115,000

Sold 08/25/26

3
Bedrooms
1,506
Square Feet
0.2
Acres
a view of street with houses
1/19
4

$145,000

Sold 03/27/26

3
Bedrooms
1,484
Square Feet
0.33
Acres
$120,000 | 6518 Robin Avenue, Milton, FL 32570
1/25
5

$120,000

Sold 01/16/26

3
Bedrooms
1,560
Square Feet
0.22
Acres
$138,100 | 5203 Tupelo Lane, Milton, FL 32570
1/9
6

$138,100

Sold 11/21/25

3
Bedrooms
1,788
Square Feet
1.14
Acres
$160,000 | 5426 Berryhill Road, Milton, FL 32570
1/24
7

$160,000

Sold 08/11/26

3
Bedrooms
1,248
Square Feet
0.37
Acres
$112,000 | 5367 Locklin Avenue, Milton, FL 32570
1/43
8

$112,000

Sold 05/06/25

3
Bedrooms
1,460
Square Feet
0.23
Acres
$250,000 | 5476 Oakshire Road, Milton, FL 32570
1/21
9

$250,000

Sold 01/28/26

3
Bedrooms
1,352
Square Feet
1.42
Acres

Location

Listing Courtesy of Connell & Company Realty Inc.

Sold By KIRKLAND AND COMPANY

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$735 per month

30 year fixed, 7.03% Interest

Principal and Interest

$633

Property Taxes

$102

HOA Dues

$0

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Property Information for 5495 Oakshire Road

Property Details
  • MLS Type: Residential / Single Family Residence
  • 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
Location and General Information
  • Directions: BERRYHILL TO ANDERSON, NORTH TO OAKSHIRE, RIGHT TO END OF STREET
  • Longitude: -87.0932
  • Subdivision Name: Shady Oaks
Taxes and HOA Information
  • Tax Legal Description: LENGHTY
Parking
  • Garage Spaces: 2.0
  • Parking Features: 2 Car Garage, Oversized, Garage Door Opener
  • Parking Total: 2.0
  • Carport: No
  • Garage: Yes
School Information
  • Elementary School: Berryhill
  • High School: Milton
  • Middle Or Junior School: R. Hobbs
Property
Lot Information
  • 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
Property and Assessments
  • Documents Count: 0
  • Parcel Number: 302N280000003100000
  • Homestead: Yes
  • Photos Count: 1
  • Property Condition: Resale
Green Features
  • Green Energy Efficient: Insulation, Ridge Vent
Utilities
  • Electric: Circuit Breakers
  • Sewer: Septic Tank
  • Utilities: Cable Available
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Fencing: Back Yard, Chain Link
  • Patio And Porch Features: Patio, Porch
  • Pool Features: In Ground, Vinyl
  • Security Features: Smoke Detector(s)
Interior Features
  • 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 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 1 Information
  • Room Bedroom 1 Area: 168.0
  • Room Bedroom 1 Length: 14.0
  • Room Bedroom 1 Level: First
  • Room Bedroom 1 Width: 12.0
Rental
Rental Information
  • Leasable Area Units: Square Feet

Property History for 5495 Oakshire Road

DateEvent & SourcePriceAppreciation
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

—
DateEvent & SourcePrice
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

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 5495 Oakshire Road

Taxable ValueLand-Additions-Total-
Tax Record2025$1,227 ($102 / month)
Home Facts
Beds3Total Finished SqFt1,772 SqFtAbove Grade Finished SqFt1,772 SqFtStories1Lot Size59,677 SqFtStyleSingle Family ResidenceYear Built1977ZoningRR1CountySANTA ROSAAPN30-2N-28-0000-00310-0000Fireplace TypeHas Fireplace

Schools near 5495 Oakshire Road

This home is within Santa Rosa.
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

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.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 5495 Oakshire Road, Milton, FL 32570
$118,500
3
–
56,628
$170,000
4
–
60,112
$47,500
2
–
15,681
$16,500
3
2
1,430
18,861
$83,500
3
–
0
–
3
3
2,594
61,855

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.