286 Highview Rd, Dover Plains, NY 12522
OFF MARKET

$359,100

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 1,066 sqft (on 3.50 acres)

286 Highview Rd, Dover Plains, NY 12522

Est. Refi. Payment $2,513/mo*
Refinance Your Home
Currently Off Market - Sold Jul 26, 1988 for $92,500

Home Value

Trulia Estimate
$359K
Since last month
Decreased$10K (-2.6%)
Since last year
Increased$4K (+1%)
Since last sale
Increased$264K (+285.2%)
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 +154% in the last 10 years
MonthEstimated value
2026
September 2026$356K
August 2026$359K
July 2026$366K
June 2026$365K
May 2026$362K
April 2026$350K
March 2026$357K
February 2026$345K
January 2026$347K
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
436 Chestnut Ridge Rd, Dover Plains, NY
0.59
Single-Family Home
$244,278
08/04/26
2
1
1,002
222 Highview Road, Dover Plains, NY
0.27
Single-Family Home
$503,500
06/02/26
3
2
1,592
503 Chestnut Ridge Road, Dover Plains, NY
0.27
Single-Family Home
$542,500
06/15/26
3
2
1,852
414 Ridge Rd, Dover Plains, NY
1.89
Single-Family Home
$235,000
10/28/25
3
2
1,482
452 Camby Road, Verbank, NY
2.13
Single-Family Home
$730,000
09/30/25
3
3.5
1,956
786 N Clove Road, Millbrook, NY
2.18
Single-Family Home
$640,000
06/19/26
4
2.5
3,446
611 N Clove Road, Millbrook, NY
2.21
Single-Family Home
$849,000
08/13/26
3
3
2,033
157 Mallory Road, Verbank, NY
2.40
Single-Family Home
$1,500,000
06/11/26
3
2
2,094
783 N Clove Road, Millbrook, NY
2.12
Single-Family Home
$1,750,000
10/06/25
3
3
3,000
17 Plymouth Rock Drive, Dover Plains, NY
3.22
Single-Family Home
$202,500
07/10/26
2
1
768

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
301 Highview Road, Dover plains, NY 12522
0.12
-
3
2
1,650
Off Market
80 Highview Road, Dover Plains, NY 12522
0.09
-
-
-
-
Off Market
250 Highview Road, Dover Plains, NY 12522
0.16
$670,000
3
3.5
2,737
For Sale
Highview, Dover plains, NY 12522
0.21
-
-
-
-
Off Market
222 Highview Road, Dover Plains, NY 12522
0.27
$503,500
3
2
1,592
Recently Sold
503 Chestnut Ridge Road, Dover Plains, NY 12522
0.27
$542,500
3
2
1,852
Recently Sold
21 RIDGE Road, Dover Plains, NY 12522
0.29
$629,300
4
3.5
3,352
Off Market
926 Camby Road, Millbrook, NY 12545
0.33
$525,400
3
2
1,492
Off Market
199 Highview Road, Dover Plains, NY 12522
0.40
$665,000
4
3
3,200
Off Market
476 Chestnut Ridge Road, Dover Plains, NY 12522
0.44
$561,600
3
2
1,540
Off Market
461 Chestnut Ridge Road, Dover plains, NY 12522
0.46
$661,300
3
2
1,556
Off Market
109 Brush Hill Road, Millbrook, NY 12545
1.02
$743,200
3
2.5
1,856
Off Market

Local Information

  • Map ViewExplore the area around 286 Highview Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1960
3.5 acre lot
1,066 sqft
$337/sqft

About this House

This single-family home is located at 286 Highview Rd, Dover Plains, NY. 286 Highview Rd is in Dover Plains, NY and in ZIP code 12522. This property has 2 bedrooms, 1 bathroom and approximately 1,066 sqft of floor space. This property has a lot size of 3.50 acres and was built in 1960.
286 Highview Rd, Dover Plains, NY 12522 is a 2 bedroom, 1 bathroom, 1,066 sqft single-family home built in 1960. It last sold for $92,500 on Jul 26, 1988. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $359,100, with a rent estimate of $2,601/month.

Home Details for 286 Highview Rd

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: ElectricHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 1

Property Information

Year Built
Year Built: 1960
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Exterior Features

Exterior Home Features
Exterior: Wood
Parking & Garage
Parking: Carport

Community

Units in Building: 1

Lot Information

Lot Area: 3.50 acres

Price and Tax history

DateEventPrice
Jul 26, 1988
Source: N/A
Sold
$92,500

Market trends in Dover Plains

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
13
1MoM

Around this home

What Locals Say about Dover Plains

At least 34 Trulia users voted on each feature.

  • 88 % Say car is needed

  • 79 % Say parking is easy

  • 76 % Say there's holiday spirit

  • 73 % Say it's dog friendly

  • 70 % Say yards are well-kept

  • 67 % Say kids play outside

  • 63 % Say there's wildlife

  • 61 % Say they plan to stay for at least 5 years

  • 57 % Say neighbors are friendly

  • 54 % Say it's quiet

  • 50 % Say people would walk alone at night

  • 46 % Say streets are well-lit

  • 45 % Say it's walkable to restaurants

  • 40 % Say there are sidewalks

  • 32 % Say there are community events

  • 23 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Giannabennett99
    "There is a very close knit community here, can have its pros and cons like any other community. Schools are excellent. "
    0
    Flag
  • Denise L.
    "I've lived here for 15 plus yrs and not q big fan. I've tried to move out but it's expensive. Nothing to do here for the kids. No grocery store. Town is boring... There is a nice park but nothing else really good to say."
    1
    Flag
  • Pelkoski48
    "I have lived in this apartment for almost 5 years. But it right near the main road and close to the train station.A lot of noise"
    8
    Flag
  • Rcarolemill
    "People are Extremely Friendly. Most love Animals. There is Lake and A Park Right Here . It's a small town. Everyone knows one another "
    0
    Flag
  • Sizzelinghotnana
    "Dover Plains needs recreations and more activities for kids.there is not much for children to do in Dover Plains.Parents need to get their children away from tv and video games,especially the violent ones and video movies too.get them to read a book.do chores as we did growing up. after school programs would be good too."
    3
    Flag
  • Adrienne C.
    "You can walk your dog without too much traffic around, you get more space here so your dog can enjoy a larger yard "
    0
    Flag
  • Rachel L.
    "I’ve lived here for 10 years. It’s a small town where most people know each other and people still wave when they drive by. There aren’t a lot of businesses in town and no grocery store, but it’s otherwise a nice place to live"
    8
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 286 Highview Rd

  • What is 286 Highview Rd estimated to be worth?
    Trulia's estimated value for 286 Highview Rd in Dover Plains, NY is $359,100.
  • What is the price history for 286 Highview Rd?
    286 Highview Rd in Dover Plains, NY last sold for $92,500 in July 1988.
  • Is Dover Plains a buyer's or seller's market?
    Dover Plains is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Dover Plains?
    Residents describe Dover Plains, NY as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Dover Plains, NY.
  • How big is the lot at 286 Highview Rd?
    The lot at 286 Highview Rd in Dover Plains, NY is about 3.5 acres.
  • Does 286 Highview Rd have parking?
    Yes, 286 Highview Rd in Dover Plains, NY has on-site parking.

Explore by feature - Pet Friendly

6 pet-friendly rentals in Dover Plains, NY

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