27 Milo Dr, Middletown, NY 10941
OFF MARKET

27 Milo Dr
Middletown, NY 10941

Scotchtown
  • 5 Beds
  • 3 Baths
  • 3,000 sqft (on 0.33 acres)

$602,800

Trulia Estimate
as of Jul 29, 2026
Est. Refi. Payment $4,092/mo*
Refinance Your Home

$602,800

Trulia Estimate
as of Jul 29, 2026
Est. Refi. Payment $4,092/mo*
Refinance Your Home
5 Beds
3 Baths
3,000 sqft
(on 0.33 acres)

Local Information

  • Map ViewExplore the area around 27 Milo Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1992
Lot Size
0.33 acres
Living Area
3,000 sqft
Price/Sqft
$201
Parking
Garage

About this House

Raised Bi-Level with Colonial Design outside.
27 Milo Dr, Middletown, NY 10941 is a 5 bedroom, 3 bathroom, 3,000 sqft single-family home in Scotchtown, built in 1992. It last sold for $155,000 on Sep 22, 1992. It is currently off market. The Trulia Estimate is $602,800, with a rent estimate of $4,605/month.

Home Details for 27 Milo Dr

Interior Features

Interior Details
BasementAtticNumber of Rooms: 12Types of Rooms: Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Pantry
Heating & Cooling
Heating: Baseboard, Forced Air, Electric, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Asphalt, Shake ShingleDeckExterior: Shingle, VinylGardenLawnPatioPorch
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1992Year Updated: 1992
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.33 acres

Price History for 27 Milo Dr

DatePriceEventSource
09/22/1992$155,000Sold
N/A

Market trends in Middletown

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$404K
$10.42KMoM
Sale-to-List Price
99.8%
Price per sq ft
$237
$3MoM
Available listings
197
37MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$435,800
Home facts updated by county records

Comparable Sales for 27 Milo Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
7 Ross Lane, Middletown, NY
0.09
Single-Family Home
$496,000
09/18/25
4
2.5
2,000
7 Marcy Ln, Middletown, NY
0.25
Single-Family Home
$450,000
02/19/26
4
3
3,472
17 Ross Lane, Middletown, NY
0.14
Single-Family Home
$499,000
06/22/26
4
2.5
2,000
9 Michele Court, Middletown, NY
0.10
Single-Family Home
$450,000
03/27/26
4
1.5
2,132
17 Milo Drive, Middletown, NY
0.11
Single-Family Home
$426,000
09/10/25
3
1.5
1,592
4 Wayne Court, Middletown, NY
0.57
Single-Family Home
$538,900
03/31/26
4
2.5
2,404
8 Red Oak Court, Middletown, NY
0.64
Single-Family Home
$575,000
09/26/25
4
3
2,916
56 Acorn Avenue, Middletown, NY
0.74
Single-Family Home
$515,000
11/13/25
4
3
2,200
10 Scott Drive, Middletown, NY
0.91
Single-Family Home
$469,000
03/13/26
4
2.5
2,139
10 Frederick, Middletown, NY
0.88
Single-Family Home
$539,900
05/13/26
4
2.5
2,144

Nearby homes

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Assigned Schools

These are the assigned schools for 27 Milo 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.

Neighborhood Overview

Scotchtown
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Scotchtown

At least 143 Trulia users voted on each feature.

  • 90 % Say car is needed

  • 84 % Say parking is easy

  • 83 % Say it's dog friendly

  • 72 % Say yards are well-kept

  • 71 % Say there's holiday spirit

  • 70 % Say kids play outside

  • 63 % Say it's quiet

  • 57 % Say people would walk alone at night

  • 55 % Say there's wildlife

  • 52 % Say they plan to stay for at least 5 years

  • 49 % Say there are sidewalks

  • 46 % Say neighbors are friendly

  • 36 % Say streets are well-lit

  • 28 % Say it's walkable to grocery stores

  • 27 % Say it's walkable to restaurants

  • 26 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "They're isn't many sidewalks to walk your dogs or other dogs animals outside. How many yards is that and how many yards are you walking to "
    0
    Flag
  • Kaylak1214
    "Dogs are welcome in the neighborhood, but not in the parks. There are bags provided as well near all the parks. "
    1
    Flag
  • Danielle L.
    "Lived here all my life and it's a great place to raise a family with great schools as well. I absolutely love living here. It's very safe and everything you need is within a 10 mile radius."
    1
    Flag
  • Sydney S.
    "I've lived here my whole life. Scotchtown has only improved over the years. It's clean and safe, that's why I continue to look for a place to live out here. "
    0
    Flag
  • Cknights1989
    "Scotchtown is an amazing neighborhood and community to be apart of. Friendly ppl, awesome school district! "
    0
    Flag
  • Eric T.
    "Try to get your children into Circleville elementary for their education. It's the better of the local schools. "
    0
    Flag
  • Lattaallan
    "The people are nice stay to themselves no issues whatsoever. I love how everyone care about the environment "
    0
    Flag
  • Llanes041
    "People walk their dogs around the neighborhood and are always very friendly and welcoming to passbyers"
    0
    Flag
  • Ty M.
    "Dog owners need to use flashlights when waking there dogs at night as the roads are dark and very dangerous at nights so please be sure to wear reflective gear and have a flashlight handy and walk against traffic not with traffic "
    0
    Flag
  • Vanessa D.
    "They would love it lots of dogs, plenty of places to walk, plenty of yard space for dogs to run (fenced in of course) "
    0
    Flag
  • Jennsilva
    "Scotchtown is close to the Mall & the Middletown Train Station. Many people take morning walks on weekends all around the neighborhood & the sidewalks are well maintained. This area is a nice neighborhood to raise a family "
    0
    Flag
  • Fnu Shafiq Ur Rehman
    "Arrangements of educational events. Sports and Entertainment Events. Special celebrations events it they arranged "
    0
    Flag
  • Lilsabina
    "The people that have dogs r very respectful and pick up after themselves. Most pets r docile and everyone is familiar with each other. I live in a culdesac where we have known each other for the better part of 20 yrs or so. our community guidelines are based on mutual respect and common courtesy."
    0
    Flag
  • Samantha G.
    "Not bad, smooth roads, not long lights...well lit roads, police patrol regularly, not much going on, thank God"
    0
    Flag
  • Luisrivera36
    "I come here frequently to see friends and stay over. I love the area and coziness during the winters. "
    0
    Flag
  • William A.
    "Families with children and low crime rate! Close proximity to the mall! A neighborhood park complete with swings gives a place where the children can play!"
    0
    Flag
  • Andohn
    "They like it because they are able to walk around with their dogs and seems friendly and safe neighborhood "
    0
    Flag
  • Lolagomangos
    "It’s a decent area. The kids play nicely but there are some unkempt properties. It’s not too loud at night. "
    0
    Flag
  • Luisrivera36
    "Love the area. Very homey and family base. In the near future for my family and I we will be looking for a home in the area "
    0
    Flag
  • JM
    "Family oriented, friendly neighbors, good schools, close to shopping and restaurants. Close to major highways and railways to NYC. Area gets food delivery on Express Eats"
    1
    Flag
  • Maryann M.
    "been here as a homeowner for almost 10 years, quiet and enjoyable neighborhood, family oriented, with retail shopping within 15 minutes"
    0
    Flag
  • websurfer
    "This school district offers students a well-balanced education, which challenges students to meet their academic needs. My son graduated from this school district and succeeded in the medical field. I know many other success stories as well. You need a car to live comfortably although public transportation is available. There are many employment opportunities in the area. Its safe and many historic sites. Close to West Point Military Academy for those who like who like football. The Adirondack trail and Harriman State park is about 20-minutes out. Heritage trail is 5- minutes out, and there are many resorts within a reasonable distance. Vacationers often travel from New York City to visit the Fresh water beach (four of them in Harriman State park), and you can BBQ, Kayak, Hike, Fish or just camp overnight and then take a short walk to the beach in the morning. Commute to work in NYC. Visit the resorts in NY, CT, and PA a short drive away. "
    2
    Flag

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Homes for sale near 27 Milo Dr

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Off Market Homes Near 27 Milo Dr

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