5301 Windham Rd, Milton, FL 32570
OFF MARKET

5301 Windham Rd
Milton, FL 32570

  • 5 Beds
  • 3.5 Baths
  • 3,138 sqft (on 2.39 acres)

$601,100

Trulia Estimate
as of May 9, 2026
Est. Refi. Payment $3,595/mo*
Refinance Your Home

$601,100

Trulia Estimate
as of May 9, 2026
Est. Refi. Payment $3,595/mo*
Refinance Your Home
5 Beds
3.5 Baths
3,138 sqft
(on 2.39 acres)

Homes for sale near 5301 Windham Rd

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Apartments for Rent

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination

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 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!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from March 05, 2026

Home Highlights

Parking
Garage
Outdoor
Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 5301 Windham Rd

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Master Bedroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3138 Square Feet
Appliances & Utilities
Appliances: Electric Water Heater, MicrowaveLaundry: InsideMicrowave
Heating & Cooling
Heating: Central,Fireplace(s)Has CoolingAir Conditioning: Central Air,Ceiling Fan(s)Has HeatingHeating Fuel: Central
Fireplace & Spa
Has a Fireplace
Gas & Electric
Electric: Copper Wiring
Levels, Entrance, & Accessibility
Stories: 1Levels: One

Exterior Features

Exterior Home Features
Roof: Gable MetalPatio / Porch: Covered, Lanai, Covered DeckFencing: Back Yard, FullOther Structures: Guest House, Detached Self Contained Living AreaExterior: Fire Pit, Rain GuttersFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageParking Spaces: 4Parking: 2 Car Garage,Parking Lot,RV Access/Parking,RV/Boat Parking,Converted Garage
Pool
Pool: Above Ground, FiberglassPool
Frontage
Responsible for Road Maintenance: County Maintained RoadRoad Surface Type: Paved
Water & Sewer
Sewer: Public Sewer
Farm & Range
Not Allowed to Raise Horses

Days on Market

Cumulative Days on Market: 35

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: Residential AttachedProperty Subtype: TownhouseArchitecture: Traditional
Building
Construction Materials: FrameNot a New ConstructionAttached To Another Structure
Property Information
Condition: ResaleParcel Number: 011n290000001400000

Price & Status

Price
List Price: $585,000
Status Change & Dates
Off Market Date: Thu Apr 17 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Location

Direction & Address
City: MiltonCommunity: None
School Information
Elementary School: BerryhillJr High / Middle School: R. HOBBSHigh School: Milton

Building

Building Area
Building Area: 2370 Square Feet

HOA

No HOA

Lot Information

Lot Area: 2.39 Acres

Documents

Disclaimer: AS IS

Listing Info

Special Conditions: Standard

Energy

Energy Efficiency Features: Ridge Vent

Miscellaneous

Mls Number: 660737
Last check for updates: about 15 hours ago
Listed by Rodrigo Barahona, (850) 316-7979
EXP Realty, LLC
Bought with: Christina Brunet Sabastia, (850) 972-2343, Levin Rinke Realty
Source: PAR, MLS#660737

Price History for 5301 Windham Rd

DatePriceEventSource
05/06/2025$585,000Sold
PAR #660737
04/08/2025$585,000ContingentPAR #660737
03/14/2025$585,000Listed For SalePAR #660737
12/01/1998$16,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax$2,338
Assessment$358,817
Home facts updated by county records

Comparable Sales for 5301 Windham Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4814 Tenpence Cir, Pace, FL
2.08
Townhouse
$229,900
05/12/25
3
2.5
1,537
4798 Tenpence Cir, Pace, FL
2.10
Townhouse
$229,900
05/12/25
3
2.5
1,553
4790 Tenpence Cir, Pace, FL
2.11
Townhouse
$209,900
05/22/25
3
2.5
1,537
4826 Tenpence Cir, Pace, FL
2.16
Townhouse
$244,900
06/24/25
3
2.5
1,553
4782 Tenpence Cir, Pace, FL
2.14
Townhouse
$219,900
06/17/25
3
2.5
1,537
4794 Tenpence Cir, Pace, FL
2.12
Townhouse
$209,900
06/09/25
3
2.5
1,537
4786 Tenpence Cir, Pace, FL
2.14
Townhouse
$209,900
07/18/25
3
2.5
1,537
4412 Chantilly Way, Milton, FL
2.44
Townhouse
$213,000
03/16/26
3
2
1,220
3972 Pendragon Cir, Milton, FL
3.82
Townhouse
$245,900
01/28/26
3
2.5
1,553
3973 Pendragon Cir, Milton, FL
3.82
Townhouse
$222,900
02/27/26
3
2.5
1,553

Assigned Schools

These are the assigned schools for 5301 Windham Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Milton

At least 263 Trulia users voted on each feature.

  • 91 % Say parking is easy

  • 91 % Say car is needed

  • 86 % Say yards are well-kept

  • 80 % Say it's dog friendly

  • 77 % Say there's holiday spirit

  • 71 % Say it's quiet

  • 65 % Say kids play outside

  • 61 % Say people would walk alone at night

  • 55 % Say neighbors are friendly

  • 49 % Say they plan to stay for at least 5 years

  • 46 % Say there's wildlife

  • 33 % Say streets are well-lit

  • 25 % Say it's walkable to grocery stores

  • 24 % Say there are sidewalks

  • 22 % Say there are community events

  • 16 % Say it's walkable to restaurants

Learn more about our methodology.
  • J4vjdh42yc
    "Clean river to hike and let your pup swim in. Nice hiking places. Quiet side roads. Large lots. Good veterinary services. Plentiful pet supply outlets. Large dog park. "
    0
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  • Pammybarry
    "I would love to see a dog park or walking trail. Sidewalks would have been nice. Speed bump on some of the most traveled roads ."
    0
    Flag
  • Dalena Simmons
    "Trick or treat the streets We have all kinds of things to do near by. I live more in the country part of Milton fl."
    0
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  • Boyd L.
    "Dog owners are very responsible and take care of their dogs. It’s Very pet friendly neighborhood. There are dog parks in the neighborhood. Restaurants are dog friendly too. "
    1
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  • Stevenrasberryte
    "Great area! Very homey, perfect for families! Very military friendly! Close to beautiful beaches!!!!"
    4
    Flag
  • Carrie H.
    "Our HOA is community-oriented. It hosts community beautification days, Christmas parties, and fall festivities. "
    0
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  • Caitfranko
    "It’s safe. We have yard sales frequently. Neighbors are friendly. Kid/family friendly. "
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  • Rachelnicole123
    "There’s many families in this area. It has great schools, multiple grocery stores, plenty fast food, & an Pensacola Beach is less than an hour away!! "
    0
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  • Ladwanya H.
    "There could be more for the kids to do around town, but there’s lots of parks,beaches and places to eat ."
    0
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  • Chctc0122
    "Nice people and a nice community. We have great local businesses here with unique finds. I was raised here and moved away for 15 years. Realized I miss the small town feel and the folks here."
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  • Shillabrand
    "Dogs aren't roaming the neighborhood. There is a leash law. The yards are an acre each and there is plenty of room for dogs to play. Great neighborhood to walk your dogs."
    0
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  • Thedraiss5
    "Bands on the Blackwater and something down town almost every weekend................................................................. "
    0
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  • Pamela S.
    "Very few sidewalks in East Milton though there is a lot of greenspace and a cobblestone trail...biking and boating/ fishing is easy here "
    0
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  • Elaine B.
    "It's a quite neighborhood. Close to stores, Schools and Restaurants. Close to the Dr. office and the Hospital is not a mile away. "
    0
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  • Pamela S.
    "my neighborhood has great access to a major highway which is well-constructed and mail well-maintained also very well patrolled by state troopers. road ranger availability is good if you should have a problem. the only negative is that if there is a wreck time to clear the road seems extended and traffic backs up for miles and miles since exits are so far apart. "
    0
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  • Pamela S.
    "I've rented in this neighborhood long enough to know that I want to live here it feels very safe down home country charm close to the interstate with plenty of shopping nearby "
    0
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  • Zach M.
    "Trick or treating but overall the community is great can’t wait to see what the future has in store for us"
    0
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  • Tientien0026
    "Been here for two months; so far nothing seems alarming but wish it was a little more diverse in terms of people as well as food"
    0
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  • Angie P.
    "Milton is classic small town and a really nice place to live. I've been here my whole life and can't fathom leaving."
    0
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  • Katy F.
    "The schools are great, and the neighbors lookout for each other in Sundial Estates/Windsor Villas. The Bagdad post office is the friendliest, most helpful post office in the county. The are building a really nice park in phases at the Bagdad mill site (with separate boat and kayak launches, and a dock for fishing). Bagdad has the lowest taxes. "
    0
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  • Jennblane
    "There are no sidewalks around here- or even painted lanes. I miss biking and rollerblading. Definitely needs improvement."
    0
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  • Angie P.
    "We have a county Fair and tribal powwows, etc for family fun. Also, the City of Milton is only 3 minutes from my home and they have a lot of activities in the city, like gallery nights and Bands on Blackwater (the name of the local river)."
    0
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  • Bonnie L.
    "Not many inclusive events, most are religious based or geared towards those with certain lifestyles. Not very family friendly."
    0
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  • Zachary P.
    "lived here for 16 years and always thought it was a nice neighborhood. only complaint is the USPS is really crappy."
    0
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  • Ellemcalla
    "Yes I see people walking their dogs at all hours of the day. There are lots of dog owners in this neighborhood."
    0
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  • Trulia User
    "The dog owners in the neighborhood seem to be very considerate of their neighbors by keeping their animals under control and picking up after them."
    0
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  • Mike L.
    "I drive myself 6 miles to work and would likely not use public transportation if it became available."
    0
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  • Sere P. M. D.
    "Schools are excellent, very nice and quiet neighborhood, close to everything, highly recommended for all kind of families "
    0
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  • Panteratime
    "NAS Whiting Field Navy Base and the beautiful wilderness around. everyone has a dog it seems, so I love it around here."
    14
    Flag
  • Travis C
    "I work out of town so most of my commute consists of highway travel. Otherwise finding parking downtown is rarely an issue."
    0
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  • Trulia User
    "There's a lot of families in the area. People are friendly and the community is nice. We enjoy the events!"
    0
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  • Cynthia N. W.
    "Lots of military families with children in the neighborhood. And lots of dogs. It’s a good place for children. Must have a car to go anywhere or shop. "
    0
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  • Cynthia N. W.
    "Lots of school aged children & military families in my neighborhood. Very safe. Must drive everywhere. "
    0
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  • Candace P.
    "The school in the area are amazing. East Milton is very nice place to live. My neighborhood is very safe. "
    0
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  • Justine W.
    "I live in historic Downtown Milton and it’s a perfect little small town with everything in walking distance. Friendly community and loads of festivals, boardwalk with the Blackwater river, Imogene Theater with musicians, shows, comedians. Several popular restaurants, Blackwater Heritage Trail runs adjacent to my back yard and is about 9 miles long. Too many things to list. "
    3
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  • Heather d.
    "We just moved to town, but have met so many wonderful people. Looking forward to settling down in the community."
    4
    Flag
  • David H. G.
    "Love country living. Peaceful. Great schools. Very private"
    0
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Copyright© 2026 by the Multiple Listing Service of the Pensacola Association of REALTORS®. This information is believed to be accurate but is not guaranteed. Subject to verification by all parties. This data is copyrighted and may not be transmitted, retransmitted, copied, framed, repurposed, or altered in any way for any other site, individual and/or purpose without the express written permission of the Multiple Listing Service of the Pensacola Association of REALTORS®. Florida recognizes single and transaction agency relationships. Information deemed reliable but not guaranteed. Any use of search facilities of data on this site, other than by a consumer looking to purchase real estate, is prohibited. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Homes for rent near 5301 Windham Rd

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Off Market Homes Near 5301 Windham Rd

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5301 Windham Rd, Milton, FL 32570 is a 5 bedroom, 4 bathroom, 3,138 sqft townhouse built in 1999. This property is not currently available for sale. 5301 Windham Rd was last sold on May 6, 2025 for $585,000 (0% higher than the asking price of $585,000). The current Trulia Estimate for 5301 Windham Rd is $601,100.