5301 Windham Road

Sold 5/6/25
Sold 5/6/25
Gallery Image 1
Gallery Image 2
Gallery Image 3
Gallery Image 4
Gallery Image 5
Gallery Image 6
Gallery Image 7
Gallery Image 8
Gallery Image 9
Gallery Image 10
Gallery Image 11
Gallery Image 12
Gallery Image 13
Gallery Image 14
Gallery Image 15
Gallery Image 16
Gallery Image 17
Gallery Image 18
Gallery Image 19
Gallery Image 20
Gallery Image 21
Gallery Image 22
Gallery Image 23
Gallery Image 24
Gallery Image 25
Gallery Image 26
Gallery Image 27
Gallery Image 28
Gallery Image 29
Gallery Image 30
Gallery Image 31
Gallery Image 32
Gallery Image 33
Gallery Image 34
Gallery Image 35
Gallery Image 36
Gallery Image 37
Gallery Image 38
Gallery Image 39
Gallery Image 40
Gallery Image 41
Gallery Image 42
Gallery Image 43
Gallery Image 44
Gallery Image 45
Gallery Image 46
Gallery Image 47
Gallery Image 48
Gallery Image 49
Gallery Image 50
Gallery Image 51
Gallery Image 52
Gallery Image 53
Gallery Image 54
Gallery Image 55
Gallery Image 56
Gallery Image 57
Gallery Image 58
Gallery Image 59
Gallery Image 60
Gallery Image 61
Gallery Image 62
Gallery Image 63
Gallery Image 64
Gallery Image 65
Gallery Image 66
Gallery Image 67
Gallery Image 68
Gallery Image 69
Gallery Image 70
Gallery Image 71
Gallery Image 72
Last Sold Price
$585,000
5 beds3,138 sqft$186/sqft
5301 Windham Rd, Milton, FL 32570

Description

Escape to nature and enjoy versatile living at 5301 Windham Rd in Milton, Florida! This stunning property sits on over 2 lush and private acres, offering the perfect blend of serenity, function, and flexibility. Tucked away in a quiet, wooded setting, the property includes a beautifully maintained main residence, a self-contained in-law suite, a pool, workshop, and multiple outdoor features. The main home offers 3 spacious bedrooms and 2 full bathrooms, with vaulted ceilings, a cozy fireplace, tile...Escape to nature and enjoy versatile living at 5301 Windham Rd in Milton, Florida! This stunning property sits on over 2 lush and private acres, offering the perfect blend of serenity, function, and flexibility. Tucked away in a quiet, wooded setting, the property includes a beautifully maintained main residence, a self-contained in-law suite, a pool, workshop, and multiple outdoor features. The main home offers 3 spacious bedrooms and 2 full bathrooms, with vaulted ceilings, a cozy fireplace, tile and wood-look flooring, and large windows that fill the space with natural light. The layout flows into a bright kitchen with solid wood cabinets, a tasteful backsplash, and stainless appliances. The master suite includes a gas fireplace, dual vanities, a soaking tub, a separate shower, and a walk-in closet. Attached via a breezeway, the in-law suite has 1 bedroom, 2 full bathrooms, a living room, its own private entry, and access to the screened lanai—ideal for extended family, guests, or even a rental opportunity. Step outside and unwind in your screened-in back porch, cool off in the in-ground pool, or enjoy coffee on the deck surrounded by mature trees. The property includes: • Over 2 acres of privacy with a unique lot shape for added seclusion • Detached workshop with roll-up door, perfect for hobbies or storage • Metal roof on all structures for long-term durability • Metal carport and extended concrete driveway with ample parking for vehicles, boats, or RVs • Fenced-in backyard ideal for pets or kids • Multiple outdoor entertaining areas, including a fire pit and lounging space by the pool Located just minutes from downtown Milton, restaurants, and shopping—this one-of-a-kind home is a rare find!
LISTING CLOSED: 05/06/2025 12:00 AM

  1. Listed by Rodrigo Barahona • EXP Realty, LLC

Property Details for 5301 Windham Road

Status
Sold
MLS #
660737
Days on Market
35
Taxes
-
HOA Fees
-
Condo/Co-op Fees
-
Property Type
-
MLS Type
Sale / Residential / Building / 1 / 1
Year Built
1999
Lot Size
2.39 AC / 104,108 SF
County
Santa Rosa County
Architectural Style
Traditional
Zoning Description
Agricultural,Res Single

Recent comparable sales

Median sold price

$474,900

Avg days on market

48

Sale-to-list ratio

99.7%

Milton, FL

9 comparable properties found

a front view of a house with garden
1/32
1

$433,900

Sold 06/22/26

5
Bedrooms
2,890
Square Feet
0.18
Acres

5643 Clarity Street, Milton, FL 32570

$498,000 | 5267 Gardenbrook Boulevard, Milton, FL 32570
1/39
2

$498,000

Sold 03/30/26

5
Bedrooms
3,004
Square Feet
0.5
Acres

5267 Gardenbrook Boulevard, Milton, FL 32570

$518,210 | 5631 Clarity Street, Milton, FL 32570
1/33
3

$518,210

Sold 11/12/25

5
Bedrooms
3,113
Square Feet
0.19
Acres

5631 Clarity Street, Milton, FL 32570

$520,555 | 5577 Clarity Street, Milton, FL 32570
1/33
4

$520,555

Sold 02/19/26

5
Bedrooms
3,113
Square Feet
0.19
Acres

5577 Clarity Street, Milton, FL 32570

$481,900 | 5595 Clarity Street, Milton, FL 32570
1/32
5

$481,900

Sold 03/17/26

5
Bedrooms
3,113
Square Feet
0.21
Acres

5595 Clarity Street, Milton, FL 32570

a front view of a house with a yard and garage
1/32
6

$474,900

Sold 04/17/26

5
Bedrooms
3,113
Square Feet
0.21
Acres

5613 Clarity Street, Milton, FL 32570

$386,000 | 5583 Clarity Street, Milton, FL 32570
1/33
7

$386,000

Sold 08/14/26

5
Bedrooms
2,890
Square Feet
0.21
Acres

5583 Clarity Street, Milton, FL 32570

$456,145 | 4876 Brigenza Street, Unit 14C, Milton, FL 32571
1/3
8

$456,145

Sold 12/03/24

5
Bedrooms
2,720
Square Feet
0.21
Acres

4876 Brigenza Street, Unit 14C, Milton, FL 32571

$454,250 | 5399 Adeline Circle, Unit 5C, Milton, FL 32571
1/3
9

$454,250

Sold 09/20/24

5
Bedrooms
2,720
Square Feet
0.22
Acres

5399 Adeline Circle, Unit 5C, Milton, FL 32571

Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of EXP Realty, LLC

Sold By Levin Rinke Realty

Add your commute

Building Information for 5301 Windham Road

Stories1Residences-Year Built1999Lot Size2.39 AC / 104,108 SF

Payment Calculator

Get preapproved with Rocket Mortgage1

$3,180 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,973

Property Taxes

$207

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 5301 Windham Road

Summary
Location and General Information
  • Directions: From Hwy 90 in Milton, head north on Hwy 89 (Dogwood Dr). Continue for approximately 7.5 miles. Turn left onto Windham Rd. Property will be on the right at 5301 Windham Rd.
  • Latitude: 30.628728
  • Longitude: -87.101306
  • Subdivision Name: None
Taxes and HOA Information
  • Tax Legal Description: COM NE COR OF NE4 THN N89*33 22"W 1319.87 FT THN S 1041.52 FT TO POB THN S81*44'13"E 816. 91 FT TO R/W LI OF CO RD THN S17*58'28"W 24 FT TO PT OF CUR THN ALNG CURV 47.37 FT THN N81*44'13"W 642.18 FT THN S 187.22 FT THN S89*51'14"W 150 FT THN N 280 FT TO TH POB AS DES IN OR 1728 PG 1626 ALSO IN OR 2219 PG 586 (ADDING TO THIS OUT OF #1.41) DES AS FOLLOWS: COMM AT TH NE SEC CORN THN N89 *33'22"W 1319.87 FT THN S0*31' 45"W 1321.82 FT TO SW CORN OF NE4 OF NE4 THN N89*51'14"E 150 FT TO TH POB THN N0*31'45"E 187.22 FT THN S81*44'13"E 100. 91 FT THN S0*31'45"W 172.48 FT TO S LN OF NE4 OF NE4 THN S89 *51'14"W 150 FT TO TH POB
  • Association: No
Parking
  • Garage Spaces: 2.0
  • Parking Features: 2 Car Garage, Parking Lot, RV Access/Parking, RV/Boat Parking, Converted Garage
  • Parking Total: 4.0
  • Carport: No
  • Garage: Yes
Virtual Tour
School Information
  • Elementary School: Berryhill
  • High School: Milton
  • Middle Or Junior School: R. HOBBS
Property
Lot Information
  • Construction Materials: Frame
  • Levels: One
  • Lot Size Dimensions: 71x817x278
  • Other Structures: Guest House, Detached Self Contained Living Area
  • Road Responsibility: County Maintained Road
  • Road Surface Type: Paved
  • Roof: Gable, Metal
  • Cooling: Yes
  • Fireplace: Yes
  • Heating: Yes
  • Horse: No
  • New Construction: No
  • Property Attached: Yes
Property and Assessments
  • Disclaimer: AS IS
  • Documents Count: 0
  • Parcel Number: 011N290000001400000
  • Homestead: Yes
  • Photos Count: 72
  • Property Condition: Resale
Green Features
  • Green Energy Efficient: Ridge Vent
Utilities
  • Electric: Copper Wiring
  • Sewer: Public Sewer
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Exterior Features: Fire Pit, Rain Gutters
  • Fencing: Back Yard, Full
  • Foundation Details: Slab
  • Patio And Porch Features: Covered, Lanai, Screen Porch, Covered Deck
  • Pool Features: Above Ground, Fiberglass
Interior Features
  • Appliances: Electric Water Heater, Microwave
  • Cooling: Central Air, Ceiling Fan(s)
  • Covered Spaces: 2.0
  • Heating: Central, Fireplace(s)
  • Interior Features: Baseboards, Ceiling Fan(s), Bonus Room, Media Room
  • Laundry Features: Inside
  • Stories: 1
Room Information
Room Information
  • Room Bathroom Features: Not Updated
  • Room Dining Room Features: Breakfast Bar, Formal Dining Room
  • Room Kitchen Area: 150.0
  • Room Kitchen Features: Not Updated, Pantry, Solid Surface Countertops
  • Room Kitchen Length: 10.0
  • Room Kitchen Level: First
  • Room Kitchen Width: 15.0
  • Room Living Room Area: 150.0
  • Room Living Room Length: 15.0
  • Room Living Room Level: First
  • Room Living Room Width: 10.0
Rental
Rental Information
  • Leasable Area Units: Square Feet
  • Rent Restrictions: No
  • Lease Considered: No

Property History for 5301 Windham Road

DateEvent & SourcePriceAppreciation
May 6, 2025

Sold (Public Record)

Public Record #1557752951

$585,000—
May 6, 2025

Sold

PENSACOLA #660737

$585,000—
Apr 17, 2025

Pending

PENSACOLA #660737

—
DateEvent & SourcePrice
05/06/2025

Sold (Public Record)

Public Record #1557752951

$585,000
05/06/2025

Sold

PENSACOLA #660737

$585,000
04/17/2025

Pending

PENSACOLA #660737

—

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

Public Records for 5301 Windham Road

Taxable ValueLand-Additions-Total-
Tax Record2025$2,484 ($207 / month)
Home Facts
Beds3Total Finished SqFt2,370 SqFtAbove Grade Finished SqFt2,370 SqFtStories1Lot Size104,108 SqFtStyleSingle Family ResidenceYear Built1999ZoningAG-RRCountySANTA ROSAAPN01-1N-29-0000-00140-0000Fireplace TypeHas Fireplace

Schools near 5301 Windham Road

This home is within Santa Rosa.
Rating
School
Type
Grades
Distance
Berryhill Elementary School
Public - PK to 5
Hobbs Middle School
Public - 6 to 8
Milton High School
Public - 9 to 12
Locklin Technical Center
Public - 9 to 12
Rating
School
Distance
Berryhill Elementary School
PublicPK to 5

Hobbs Middle School
Public6 to 8

Milton High School
Public9 to 12

Locklin Technical Center
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.

Similar Homes

New listings in 32570

$549,000 | 5240 Mayburn Bridge Road, Milton, FL 32570
New

$549,000

3
Bedrooms
2,052
Square Feet
5.16
Acres

5240 Mayburn Bridge Road, Milton, FL 32570

$477,900 | 6677 Prosperity Lane, Milton, FL 32570
1/24
New

$477,900

4
Bedrooms
2,483
Square Feet
0.50
Acres

6677 Prosperity Lane, Milton, FL 32570

$347,500 | 4798 Ribault Lane, Milton, FL 32570
1/33
New

$347,500

4
Bedrooms
2,304
Square Feet
0.25
Acres

4798 Ribault Lane, Milton, FL 32570

$235,000 | 6361 Bayberry Street, Milton, FL 32570
1/23

$235,000

3
Bedrooms
1,210
Square Feet
0.38
Acres

6361 Bayberry Street, Milton, FL 32570

$262,490 | 7218 Season Drive, Unit HS 9B, Milton, FL 32570
1/27
Open: 8/30 12:00PM - 04:00PM

$262,490

3
Bedrooms
1,290
Square Feet
0.25
Acres

7218 Season Drive, Unit HS 9B, Milton, FL 32570

$297,490 | 7206 Season Drive, Unit HS 7B, Milton, FL 32570
1/37
Open: 8/30 12:00PM - 04:00PM

$297,490

4
Bedrooms
1,732
Square Feet
0.25
Acres

7206 Season Drive, Unit HS 7B, Milton, FL 32570

$165,000 | 11570 N Highway, Milton, FL 32570
1/37

$165,000

3
Bedrooms
1,216
Square Feet
0.88
Acres

11570 N Highway, Milton, FL 32570

$374,999 | 6628 Hinote Street, Milton, FL 32570
1/58

$374,999

6
Bedrooms
2,079
Square Feet
2.19
Acres

6628 Hinote Street, Milton, FL 32570

$499,000 | 6932 Summit Place, Milton, FL 32570
1/59

$499,000

4
Bedrooms
2,722
Square Feet
2.99
Acres

6932 Summit Place, Milton, FL 32570

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 5301 Windham Road, Milton, FL 32570
$585,000
5
3,138
104,108
5299 Windham Road, Milton, FL 32570
$159,000
3
–
70,567
5335 Trotter Lane, Milton, FL 32570
$280,000
4
–
64,033
5315 Trotter Lane, Milton, FL 32570
$145,000
2
–
49,222
5317 Windham Road, Milton, FL 32570
$455,000
3
1,900
84,506
5291 Windham Road, Milton, FL 32570
$240,000
3
1,848
97,138

Explore Nearby Homes

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 EXP Realty, LLC

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.