29 Cunningham Dr, Monroe, NY 10950
OFF MARKET

29 Cunningham Dr
Monroe, NY 10950

  • 3 Beds
  • 2 Baths
  • 1,598 sqft (on 0.59 acres)

$569,000

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $3,748/mo*
Refinance Your Home

$569,000

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $3,748/mo*
Refinance Your Home
3 Beds
2 Baths
1,598 sqft
(on 0.59 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

This single-family home is located at 29 Cunningham Dr, Monroe, NY. 29 Cunningham Dr is in Monroe, NY and in ZIP code 10950. This property has 3 bedrooms, 2 bathrooms and approximately 1,598 sqft of floor space. This property has a lot size of 0.59 acres and was built in 1992.
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
Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 29 Cunningham Dr

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Baseboard, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet

Property Information

Year Built
Year Built: 1992Year Updated: 2015
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Exterior Features

Exterior Home Features
DeckExterior: Vinyl
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.59 acres

Price History for 29 Cunningham Dr

DatePriceEventSource
07/18/2017$295,000Sold
OneKey® MLS as distributed by MLS GRID #H4708466
04/13/2017$299,900ListingRemovedAgent Provided
04/12/2017$299,900PendingAgent Provided
03/15/2017$299,900Listed For SaleAgent Provided
12/27/2002$295,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax
Assessment$456,100
Home facts updated by county records

Comparable Sales for 29 Cunningham Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
15 Forge Road, Monroe, NY
0.08
Single-Family Home
$590,000
07/02/25
4
2.5
1,734
4 Seals Drive, Monroe, NY
0.10
Single-Family Home
$670,000
11/03/25
4
3.5
2,000
5 Cunningham Drive, Monroe, NY
0.26
Single-Family Home
$508,000
07/15/25
3
2.5
1,830
11 Whitman Place, Monroe, NY
0.25
Single-Family Home
$655,000
01/13/26
4
2.5
2,278
295 Orchard Drive, Monroe, NY
0.63
Single-Family Home
$460,000
03/05/26
3
2
2,118
23 Cunningham Drive, Monroe, NY
0.07
Single-Family Home
$635,000
07/24/25
5
3.5
3,424
87 Winchester Drive, Monroe, NY
0.37
Single-Family Home
$730,000
11/25/25
4
2.5
2,350
82 Winchester Drive, Monroe, NY
0.41
Single-Family Home
$680,000
07/21/25
4
2.5
2,275
308 Orchard Dr, Monroe, NY
0.64
Single-Family Home
$316,500
08/27/25
4
3
1,800
10 Cregan Place, Monroe, NY
0.70
Single-Family Home
$570,000
08/11/25
4
2
1,844

Nearby homes

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Assigned Schools

These are the assigned schools for 29 Cunningham 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 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

  • 79 % 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

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29 Cunningham Dr, Monroe, NY 10950 is a 3 bedroom, 2 bathroom, 1,598 sqft single-family home built in 1992. This property is not currently available for sale. 29 Cunningham Dr was last sold on Jul 18, 2017 for $295,000. The current Trulia Estimate for 29 Cunningham Dr is $569,000.