5500 Windham Rd, Milton, FL 32570
OFF MARKET

5500 Windham Rd
Milton, FL 32570

  • 3 Beds
  • 2 Baths
  • 1,431 sqft

$233,100

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $1,440/mo*
Refinance Your Home

$233,100

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $1,440/mo*
Refinance Your Home
3 Beds
2 Baths
1,431 sqft

Homes for sale near 5500 Windham Rd

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Apartments for Rent

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Local Information

Map showing home location
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-- mins to
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Description

This is a short sale property and is sold as-is. This is a lender approved price. Lender has pre-approved a 3% seller concession. Lender says bring all offers.Lender has also agreed to give a $1,000 Repair or paint allowance. Don't be scared of this short sale. The lender is ready to go on this one. This is a great home in a very desirable area. This 3 Bedroom 2 Bath home is in great shape. It has nice laminent floors in the foyer, kitchen and one of the bedrooms. The dining room kitchen combo is very inviting. The kitchen has stainless steel appliances that will convey with the property. The washer and dryer will also convey with the property.Pot Rack in kitchen will not convey. New water heater installed 3/10/2010. This is a must see property.
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.

Home Highlights

Parking
Garage
Outdoor
Patio
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Home Details for 5500 Windham Rd

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: BrickFoundation Type: SlabPatio
Parking & Garage
GarageParking: Garage

Property Information

Year Built
Year Built: 1993Year Updated: 1993
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 10353 sqft

Price History for 5500 Windham Rd

DatePriceEventSource
03/21/2022$119,000Sold
N/A
02/22/2011$92,000ListingRemovedAgent Provided
11/26/2010$92,000Listed For SaleAgent Provided
08/31/2010$87,300Sold
N/A
06/19/2010$92,000PriceChange
Agent Provided
05/02/2010$99,000PriceChange
Agent Provided
04/10/2010$109,000PriceChange
Agent Provided
03/03/2010$125,000Listed For SaleAgent Provided
05/18/2004$100,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax$1,445
Assessment$155,475
Home facts updated by county records

Comparable Sales for 5500 Windham Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5457 Windham Rd, Milton, FL
0.11
Single-Family Home
$280,000
12/23/25
3
2
1,409
5354 Windham Rd, Milton, FL
0.34
Single-Family Home
$215,000
03/31/26
3
2
1,196
5437 Camille Gardens Cir, Milton, FL
0.23
Single-Family Home
$230,000
10/27/25
3
2
1,324
5435 Lucy Ln, Milton, FL
0.09
Single-Family Home
$299,000
11/06/25
3
2
2,061
5402 Douglas St, Milton, FL
0.17
Single-Family Home
$194,000
03/10/26
3
1.5
1,193
5559 Jones St, Milton, FL
0.40
Single-Family Home
$255,000
12/12/25
3
2
1,505
5583 Jones St, Milton, FL
0.46
Single-Family Home
$200,000
08/20/25
3
2
1,293
5500 Marsha Dr, Milton, FL
0.52
Single-Family Home
$251,000
07/29/25
3
2
1,498
5246 Persimmon Ln, Milton, FL
0.35
Single-Family Home
$259,900
11/21/25
3
2
1,271
5541 Berryhill Rd, Milton, FL
0.60
Single-Family Home
$235,000
05/30/25
3
2
1,284

Assigned Schools

These are the assigned schools for 5500 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. "
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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
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  • 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
    Flag
  • 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 ."
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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."
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  • Thedraiss5
    "Bands on the Blackwater and something down town almost every weekend................................................................. "
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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 "
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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. "
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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. "
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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 "
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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."
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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."
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  • Mike L.
    "I drive myself 6 miles to work and would likely not use public transportation if it became available."
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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 "
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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!"
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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
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  • David H. G.
    "Love country living. Peaceful. Great schools. Very private"
    0
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Homes for rent near 5500 Windham Rd

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Off Market Homes Near 5500 Windham Rd

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Explore by feature

5500 Windham Rd, Milton, FL 32570 is a 3 bedroom, 2 bathroom, 1,431 sqft single-family home built in 1993. This property is not currently available for sale. 5500 Windham Rd was last sold on Mar 21, 2022 for $119,000. The current Trulia Estimate for 5500 Windham Rd is $233,100.