39 Cunningham Dr, Monroe, NY 10950
Property image
Property image
OFF MARKET

$623,800

Trulia Estimate
as of Aug 25, 2026
  • 4 Beds
  • 2 Baths
  • 1,828 sqft
  • 4 Beds
  • 2 Baths
  • 1,828 sqft

39 Cunningham Dr, Monroe, NY 10950

Home Highlights

Property Type
Single-Family Home
Living Area
1,828 sqft
Price/Sqft
$341
Parking
Attached Garage

Local Information

  • Map ViewExplore the area around 39 Cunningham Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Welcome to your dream home located in the center of Monroe, where comfort meets tranquility. This spacious 4-bedroom, 2-bathroom residence is perfectly situated on a quiet, tree-lined street, offering the best of both worlds peaceful nature views and convenient city access.

Step inside to find a light-filled open floor plan with a cozy living room with picture windows.

Outside, enjoy a private backyard oasis surrounded by mature trees, native landscaping, and birdsong ideal for morning coffee, weekend BBQs, or simply unwinding. A two-car garage and dedicated laundry area complete the home.

Don't miss out schedule your tour today!

Water and sewage included.
39 Cunningham Dr, Monroe, NY 10950 is a 4 bedroom, 2 bathroom, 1,828 sqft single-family home. It last sold for $173,500 on Aug 4, 1994 (4,857% above the $3,500 asking price). More recently, it was listed as a rental in June 2025 with an asking price of $3,500 per month. That rental listing was removed on June 12, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $623,800, with a rent estimate of $3,654/month.

Home Details for 39 Cunningham Dr

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Levels, Entrance, & Accessibility
Floors: Carpet, Tile

Exterior Features

Parking & Garage
Parking: Attached, On Site

Comparable Sales for 39 Cunningham Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4 Seals Drive, Monroe, NY
0.14
Single-Family Home
$670,000
11/03/25
4
3.5
2,000 sqft
11 Whitman Place, Monroe, NY
0.20
Single-Family Home
$655,000
01/13/26
4
2.5
2,278 sqft
11 Cunningham Drive, Monroe, NY
0.30
Single-Family Home
$580,000
08/17/26
3
2.5
1,830 sqft
87 Winchester Drive, Monroe, NY
0.29
Single-Family Home
$730,000
11/25/25
4
2.5
2,350 sqft
308 Orchard Dr, Monroe, NY
0.62
Single-Family Home
$316,500
08/27/25
4
3
1,800 sqft
14 Oneil Circle, Monroe, NY
0.63
Single-Family Home
$542,000
06/09/26
4
1.5
1,712 sqft
120 Pine Tree Road, Monroe, NY
0.42
Single-Family Home
$650,000
03/30/26
4
2.5
2,448 sqft
295 Orchard Drive, Monroe, NY
0.60
Single-Family Home
$460,000
03/05/26
3
2
2,118 sqft
17 Half Hollow, Monroe, NY
0.76
Single-Family Home
$565,000
01/05/26
4
1.5
1,765 sqft
19 Half Hollow Turn, Monroe, NY
0.75
Single-Family Home
$540,000
03/30/26
4
1.5
1,520 sqft

Nearby homes

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Around this home

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 Monroe

At least 292 Trulia users voted on each feature.

  • 88 % Say car is needed

  • 85 % Say parking is easy

  • 81 % Say yards are well-kept

  • 80 % Say there's holiday spirit

  • 76 % Say there's wildlife

  • 75 % Say it's dog friendly

  • 69 % Say it's quiet

  • 69 % Say kids play outside

  • 68 % Say people would walk alone at night

  • 57 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 43 % Say it's walkable to restaurants

  • 42 % Say streets are well-lit

  • 41 % Say there are sidewalks

  • 37 % Say there are community events

  • 33 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Juliakole
    "I do not commute to work. However traffic in the community is not great. Especially at rush hour or during the summer. "
    0
    Flag
  • Kyle McNerney
    "I don’t have much to say on this matter. Our neighbors are great and we have enjoyed the quietness of the area. There are not an abundance of community events that we are aware of. "
    3
    Flag
  • Mosleggs
    "We have the best of both worlds here. We feel removed and secluded but can walk to everything. We definitely love our new neighborhood and neighbors. "
    15
    Flag
  • Maryalice B.
    "Halloween is a special time. Most homes are decorated for the holidays. Neighbors are often down by the community beach there is great diversity in the neighborhood. Every one is friendly and almost everyone has a dog or two! "
    0
    Flag
  • Yojobx
    "Quiet and tranquil neighborhood. Friendly merchants. Pet friendly areas and close to major highways."
    0
    Flag
  • Buildeng
    "This is a dog friendly neighborhood and there are lots of parks and trails for dogs. Most homes have nice size back yards for dogs to enjoy. "
    12
    Flag
  • Mosleggs
    "This is a safe neighborhood in a great school district. It has many activities for children to do. "
    8
    Flag
  • Sherrisehicks
    "Play dates , Girl Scout events. Movie night with friends. Hanging at each other’s houses playing games"
    7
    Flag
  • Lyn1103
    "Almost everyone has a dog and even though they have a back yard they walk their dogs. It’s nice to see neighbors, we ask about each other’s dogs by name. Neighbors give great advice on taking care of fur baby and even help with walking when needed. "
    1
    Flag
  • C.o.jrod3542
    "Family oriented..quiet and secure. Enjoyable all year round with my local activities. The Monroe Public library and movie theater are easily accessible. "
    5
    Flag
  • Chrisfatkinson
    "It is a clean charming little town with great schools and a strong sense of community. There are just the right amount of local businesses to maintain a small feel but still offer what you need. "
    1
    Flag
  • Christine G. K.
    "I work in town so therefore I drive 10 miles to work everyday. There is public transportation to NYC which is 50 miles from town. "
    16
    Flag
  • Ciro S.
    "garbage . noises..is a clean places.. the parking is always clean after snow..the entrance to the buildings are clean all-time.."
    0
    Flag
  • Maryalice B.
    "Almost everyone has a dog. It is a nice place to walk. Neighbors are very friendly. New people are moving in with children. It is a wonderful place to raise a family. "
    0
    Flag
  • Mary B.
    "I work locally. However, access to trains and busses is excellent. Many residents here travel to NYC everyday. "
    0
    Flag
  • Falkowitzmartin
    "this is the safest place on planet earth for a parent with children, the best community to live in ..."
    0
    Flag
  • Joymiki117
    "My husband grew up here. We’re visiting for the holidays. Walton Park is a nice, friendly neighborhood with lots of trees. Hope to visit again soon. Happy holidays to you and happy new year. "
    2
    Flag
  • Nvdiaz0120
    "My commute is great, I work opposite direction of everyone else (NW) so 17 is clear. WoodBury Commons area a bit congested but they are doing road work to help."
    9
    Flag
  • Patricia
    "The neighborhood that I live in is very private. We all keep to ourselves, but we know each other and we are all around to lend a helping hand."
    12
    Flag
  • Zachary M.
    "It’s a mediate drive, to shopping malls and and the grocery store about a half an hour drive to the mall in Middletown it’s not bad since I work there and go there everyday "
    0
    Flag
  • Dannielle S.
    "We are the only spanish people in the area. it’s quiet and beautiful at night. would recommend starting a family here. "
    10
    Flag
  • Traci D.
    "I have lived here for almost two years and it is a great neighborhood for children; a community of families. Somewhat secluded but also very close to shopping and schools. "
    11
    Flag
  • Npurdy1
    "I’ve live in this neighborhood for almost 38 yrs...bought the house across the street from my parents. The entire court has know each other for over 25 yrs...we watch out for each other and help when needed. Great place to live!"
    0
    Flag
  • Tjweinh
    "I been here for 24 yr nice quiet neighborhood, close to shopping, and restaurant. great school system."
    0
    Flag
  • Pixiecrumbs
    "I love how diverse it is. I also love how convenient it is to shop. Target, Walmart, old navy, all in the area. A bunch of Grocery stores and Mom and pop shops. Very close to thruway and transportation to city. "
    12
    Flag
  • Cferraro311
    "I’ve lived here for over thirty years and it is a great community with many friendly people. I would recommend any growing family to live in Monroe. "
    11
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Jun 12, 2025
Source: Zillow Rentals
ListingRemoved
$3,500
Jun 10, 2025
Source: Zillow Rentals
Listed For Rent
$3,500
Aug 4, 1994
Source: N/A
Sold
$173,500

Frequently asked questions about 39 Cunningham Dr

  • What is 39 Cunningham Dr estimated to be worth?
    Trulia's estimated value for 39 Cunningham Dr in Monroe, NY is $623,800.
  • What is the price history for 39 Cunningham Dr?
    39 Cunningham Dr in Monroe, NY last sold for $173,500 in August 1994.
  • Is Monroe a buyer's or seller's market?
    Monroe is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Monroe?
    The median sale price in Monroe is $533K.
  • Does 39 Cunningham Dr have parking?
    Yes, 39 Cunningham Dr in Monroe, NY has on-site parking.

Homes for rent near 39 Cunningham Dr

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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