5289 Overbrook Dr, Milton, FL 32570
Property image
Property image
OFF MARKET

5289 Overbrook Dr
Milton, FL 32570

  • 3 Beds
  • 2 Baths
  • 1,100 sqft

$215,400

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $1,369/mo*
Refinance Your Home

$215,400

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $1,369/mo*
Refinance Your Home
3 Beds
2 Baths
1,100 sqft

Local Information

  • Map ViewExplore the area around 5289 Overbrook Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This charming patio home features 3 bedrooms and 2 bathrooms, providing the perfect space for your family or an excellent investment opportunity. Recently upgraded with brand new appliances, a new roof, and boasting tile flooring throughout, this home seamlessly blends modern convenience with classic comfort. Nestled in a family-friendly neighborhood close to restaurants, shopping, and the natural beauty of northwest Florida, residents will enjoy a lifestyle that seamlessly blends suburban comfort with outdoor adventures. This property offers not just a house but a potential haven for making lasting memories. Don't miss the chance to make this your dream home or a smart investment choice!
5289 Overbrook Dr, Milton, FL 32570 is a 3 bedroom, 2 bathroom, 1,100 sqft single-family home built in 2002. It last sold for $195,000 on Jan 17, 2024 (7% below the $209,900 asking price). It is currently off market. The Trulia Estimate is $215,400, with a rent estimate of $1,599/month.

Home Highlights

Parking
Open Parking
Outdoor
No Info
View
No Info
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 5289 Overbrook Dr

Interior Features

Interior Details
Number of Rooms: 4Types of Rooms: Master Bedroom, Bedroom, Bedroom 1, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1100 Square Feet
Appliances & Utilities
Appliances: Electric Water Heater
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central Air,Ceiling Fan(s)Has HeatingHeating Fuel: Central
Gas & Electric
Electric: Copper Wiring
Windows, Doors, Floors & Walls
Flooring: Tile
Levels, Entrance, & Accessibility
Floors: Tile

Exterior Features

Exterior Home Features
Roof: ShingleFoundation: Slab
Parking & Garage
No CarportNo GarageHas Open ParkingParking Spaces: 4Parking: Driveway
Pool
Pool: None
Frontage
Responsible for Road Maintenance: Public Maintained Road
Water & Sewer
Sewer: Public Sewer
Farm & Range
Not Allowed to Raise Horses

Days on Market

Cumulative Days on Market: 50

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cottage
Building
Construction Materials: FrameNot a New ConstructionAttached To Another Structure
Property Information
Condition: ResaleParcel Number: 041n28227000300b

Price & Status

Price
List Price: $209,900Price Range: $195,000 - $209,900
Status Change & Dates
Off Market Date: Fri Jan 05 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: MiltonCommunity: Lakewood Manor
School Information
Elementary School: W. H. RhodesJr High / Middle School: R. HOBBSHigh School: Milton

Building

Building Area
Building Area: 1100 Square Feet

HOA

No HOA

Documents

Disclaimer: As-is sale.

Listing Info

Special Conditions: Standard

Energy

Energy Efficiency Features: Insulation

Miscellaneous

Mls Number: 636519Attribution Contact: Hello@shellgroup.co
Last check for updates: about 3 hours ago
Listed by Jon Shell, (850) 572-0488
Levin Rinke Realty
Jon Shell, (850) 572-0488
Levin Rinke Realty
Bought with: Judy Fernandez, (850) 378-7500, Anchor Realty Florida
Source: PAR, MLS#636519

Price History for 5289 Overbrook Dr

DatePriceEventSource
01/17/2024$195,000Sold
PAR #636519
01/09/2024$209,900PendingPAR #636519
11/16/2023$209,900Listed For SalePAR #636519
12/03/2021$165,000Sold
PAR #597421
09/28/2021$159,900Listed For SalePAR #597421
03/13/2006$108,000Sold
N/A
10/02/2002$69,900Sold
N/A

Market trends in Milton

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$273K
$10.92KMoM
Sale-to-List Price
99.1%
0.2%MoM
Price per sq ft
$172
$6MoM
Available listings
342
10MoM
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Property Tax and Assessment

Year2024
Tax$2,074
Assessment$141,146
Home facts updated by county records

Comparable Sales for 5289 Overbrook Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5327 Overbrook Dr, Milton, FL
0.08
Single-Family Home
$210,000
05/18/26
3
2
1,086
5365 Overbrook Dr, Milton, FL
0.10
Single-Family Home
$179,000
12/10/25
3
2
1,240
5334 Overbrook Dr, Milton, FL
0.11
Single-Family Home
$215,000
03/06/26
3
2
1,274
5373 Ticonderoga St, Milton, FL
0.33
Single-Family Home
$194,000
09/04/25
3
1.5
1,460
6509 Lakeshore Dr, Milton, FL
0.42
Single-Family Home
$185,000
12/30/25
3
2
1,500
5379 Youpon St, Milton, FL
0.41
Single-Family Home
$187,000
08/27/25
4
2
1,012
6503 College Dr, Milton, FL
0.53
Single-Family Home
$205,000
02/13/26
3
2
1,215

Nearby homes

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Assigned Schools

These are the assigned schools for 5289 Overbrook Dr.
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

  • 85 % 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

  • 47 % 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

Sourced by Trulia users. 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Caitfranko
    "It’s safe. We have yard sales frequently. Neighbors are friendly. Kid/family friendly. "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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."
    0
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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
    Flag
  • Thedraiss5
    "Bands on the Blackwater and something down town almost every weekend................................................................. "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Jennblane
    "There are no sidewalks around here- or even painted lanes. I miss biking and rollerblading. Definitely needs improvement."
    0
    Flag
  • 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
    Flag
  • Bonnie L.
    "Not many inclusive events, most are religious based or geared towards those with certain lifestyles. Not very family friendly."
    0
    Flag
  • Zachary P.
    "lived here for 16 years and always thought it was a nice neighborhood. only complaint is the USPS is really crappy."
    0
    Flag
  • Ellemcalla
    "Yes I see people walking their dogs at all hours of the day. There are lots of dog owners in this neighborhood."
    0
    Flag
  • 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
    Flag
  • Mike L.
    "I drive myself 6 miles to work and would likely not use public transportation if it became available."
    0
    Flag
  • Sere P. M. D.
    "Schools are excellent, very nice and quiet neighborhood, close to everything, highly recommended for all kind of families "
    0
    Flag
  • 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
    Flag
  • Trulia User
    "There's a lot of families in the area. People are friendly and the community is nice. We enjoy the events!"
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag

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Homes for sale near 5289 Overbrook Dr

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Off Market Homes Near 5289 Overbrook Dr

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