5301 Windham Rd

Milton, FL 32570

$585,000
Last Sold Price
5
Beds
3,138 Sq. Ft.
$186 / Sq. Ft.
3,138
Sq. Ft.
$186
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Sold 5/6/25
Sold 5/6/25

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!
  1. Listed by Rodrigo Barahona • EXP Realty, LLC

Property Details for 5301 Windham Road

Architectural Style
Traditional
Zoning Description
Agricultural,Res Single
LISTING CLOSED: 05/06/2025 12:00 AM

Property Details for 5301 Windham Road

StatusSold
MLS #660737
Days on Market35
Taxes-
HOA Fees-
Condo/Co-op Fees-
Property Type-
MLS TypeSale / Residential / Building / 1 / 1
Year Built1999
Lot Size2.39 AC / 104,108 SF
CountySanta Rosa County
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

$3,122 per month

30 year fixed, 6.36% Interest

Principal and Interest

$2,915

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

Nearby off-market homes

AddressSold priceBedsBathsSqftLot AC
5299 Windham Road, Milton, FL 32570
$159,000
3
–
1.62
5335 Trotter Lane, Milton, FL 32570
$280,000
4
–
1.47
5315 Trotter Lane, Milton, FL 32570
$145,000
2
–
1.13
5317 Windham Road, Milton, FL 32570
$455,000
3
1,900
1.94
5291 Windham Road, Milton, FL 32570
$240,000
3
1,848
2.23

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.