355 Shaw Rd, Middletown, NY 10941
Property image
Property image
OFF MARKET

355 Shaw Rd
Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 3,008 sqft (on 25 acres)

$873,700

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $5,914/mo*
Refinance Your Home

$873,700

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $5,914/mo*
Refinance Your Home
3 Beds
2.5 Baths
3,008 sqft
(on 25 acres)

Home Value

Trulia Estimate
$874K
Since last month
Decreased$2K (-0.2%)
Since last year
Increased$7K (+0.8%)
Since last sale
Increased$181K (+25.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +124% in the last 10 years
MonthEstimated value
2026
August 2026$881K
July 2026$883K
June 2026$880K
May 2026$855K
April 2026$864K
March 2026$867K
February 2026$854K
January 2026$853K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6 Tice Lane, Middletown, NY
0.49
Single-Family Home
$450,000
12/19/25
3
2
2,070
2031 Route 302, Circleville, NY
0.40
Single-Family Home
$375,000
11/07/25
4
1.5
2,500
1901 Route 302, Circleville, NY
0.79
Single-Family Home
$425,000
12/15/25
5
4
2,962
51 Pine Court, Middletown, NY
1.20
Single-Family Home
$475,000
10/31/25
4
2
2,036
34 Pine Court, Middletown, NY
1.20
Single-Family Home
$370,000
08/26/25
4
2.5
2,358
17 Pine Court, Middletown, NY
1.26
Single-Family Home
$450,000
12/09/25
3
2.5
1,561
258 Lybolt Road, Middletown, NY
1.62
Single-Family Home
$665,000
09/02/25
4
2.5
2,378
166 Brown Road, Middletown, NY
1.58
Single-Family Home
$610,000
12/24/25
5
3.5
2,504
264 Lybolt Road, Middletown, NY
1.61
Single-Family Home
$753,000
03/11/26
4
3.5
2,823
93 Elise Drive, Middletown, NY
1.66
Single-Family Home
$700,008
01/30/26
5
3
3,731

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
2167 Route 302, Circleville, NY 10919
0.27
$418,600
3
1.5
1,584
Off Market
67 Godwin Road, Middletown, NY 10941
0.34
$730,200
4
3.5
3,700
Off Market
247 Shaw Road, Middletown, NY 10941
0.39
$288,400
2
1
1,020
Off Market
103 Hufcut Road, Middletown, NY 10941
0.43
$690,000
4
4.5
2,880
Off Market
2031 Route 302, Circleville, NY 10919
0.40
$375,000
4
1.5
2,500
Recently Sold
2195 Route 302, Circleville, NY 10919
0.42
$359,900
2
1
1,058
For Sale
6 Tice Lane, Middletown, NY 10941
0.49
$450,000
3
2
2,070
Recently Sold
29 Demouth Road, Circleville, NY 10919
0.50
$656,700
3
2.5
2,160
Off Market
80 Susan Lane, Circleville, NY 10919
0.57
$729,900
5
3.5
3,214
For Sale
17-19 Demouth Road, Circleville, NY 10919
0.57
$628,300
4
3
2,795
Off Market
193 Shaw Road, Middletown, NY 10941
0.58
$552,200
4
3
1,988
Off Market
96 Tice Lane, Middletown, NY 10941
0.69
$703,500
4
2
2,500
Off Market

Local Information

  • Map ViewExplore the area around 355 Shaw Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1985
Lot Size
25 acres
Living Area
3,008 sqft
Price/Sqft
$290
Parking
Garage

About this House

Welcome to Summers Haven - your own private retreat complete with your own lake! Enjoy summer kayaking, canoeing, swimming and fishing and ice skating and winter activities during the colder months on Dialosa Lake! This is an incredible opportunity to own this custom built 3 bedroom, 2 and 1/2 bath home with spectacular vaulted ceiling great room overlooking the lake! Nestled on 25 manicured and subdividable acres this property is surrounded by mature hardwood trees and stone walls! Once an active gentleman s farm" where livestock grazed this property is still perfect for farming today! The 2,400 square foot hay barn is ideal for storage or the car enthusiast! Located 70 miles from NYC; just 3 minutes to NY Route 17! Close to all major shopping and medical as well as the Catskills, New Paltz, Delaware River and so much more! FIRST TIME OFFERED FOR SALE BY THE FAMILY! DONT DELAY! CONTACT US TODAY!
355 Shaw Rd, Middletown, NY 10941 is a 3 bedroom, 3 bathroom, 3,008 sqft single-family home built in 1985. It last sold for $700,000 on May 5, 2021. More recently, it was listed as a rental in February 2016 with an asking price of $2,500 per month. That rental listing was removed on March 30, 2016. It is currently off market. The Trulia Estimate is $873,700, with a rent estimate of $4,496/month.

Home Details for 355 Shaw Rd

Property Information

Year Built
Year Built: 1985
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Interior Features

Interior Details
Number of Rooms: 7
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Exterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 25.00 acres

Price and Tax history

DateEventPrice
May 5, 2021
Source: OneKey® MLS as distributed by MLS GRID #H6090147
Sold
$700,000
Mar 11, 2021
Source: RE/MAX International #H6090147
Pending
$725,000
Feb 25, 2021
Source: RE/MAX International
ListingRemoved
Jan 12, 2021
Source: Agent Provided
Listed For Sale
$725,000
Mar 30, 2016
Source: Agent Provided
ListingRemoved
$2,500

Market trends in Circleville

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
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Around this home

What Locals Say about Circleville

At least 8 Trulia users voted on each feature.

  • 100 % Say parking is easy

  • 92 % Say car is needed

  • 91 % Say yards are well-kept

  • 90 % Say it's quiet

  • 89 % Say there's wildlife

  • 88 % Say they plan to stay for at least 5 years

  • 70 % Say neighbors are friendly

  • 70 % Say there's holiday spirit

  • 40 % Say there are community events

  • 38 % Say people would walk alone at night

  • 25 % Say kids play outside

  • 13 % Say it's dog friendly

  • 13 % Say it's walkable to restaurants

  • 10 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 355 Shaw Rd

  • What is 355 Shaw Rd estimated to be worth?
    Trulia's estimated value for 355 Shaw Rd in Middletown, NY is $873,700.
  • What is the price history for 355 Shaw Rd?
    355 Shaw Rd in Middletown, NY last sold for $700,000 in May 2021.
  • Is Middletown a buyer's or seller's market?
    Middletown is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Middletown?
    Residents describe Middletown, NY as easy to park in, well-kept, and quiet. Most residents say you need a car. See recently sold homes in Middletown, NY.
  • Does 355 Shaw Rd have air conditioning?
    Yes, 355 Shaw Rd in Middletown, NY has air conditioning.
  • How big is the lot at 355 Shaw Rd?
    The lot at 355 Shaw Rd in Middletown, NY is about 25 acres.

Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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Apartments for Rent

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Off Market Homes Near 355 Shaw Rd

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