39 Lookout, Pittsfield, VT 05762
OFF MARKET

$758,500

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 3,488 sqft

39 Lookout, Pittsfield, VT 05762

Refinance Your Home
Currently Off Market - Sold Jul 27, 2017 for $355,000

Home Value

Trulia Estimate
$759K
Since last month
Decreased$51K (-6.5%)
Since last year
Increased$12K (+1.7%)
Since last sale
Increased$375K (+105.7%)
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 +130% in the last 10 years
MonthEstimated value
2026
September 2026$730K
August 2026$759K
July 2026$781K
June 2026$777K
May 2026$764K
April 2026$757K
March 2026$750K
February 2026$704K
January 2026$726K
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
26 Fiddlehead Lane, Pittsfield, VT
0.11
Single-Family Home
$550,000
10/24/25
3
1.5
1,512
161 Graysville Drive, Pittsfield, VT
0.95
Single-Family Home
$675,000
05/20/26
3
2.5
1,936
430 Hawk Mountain Road, Pittsfield, VT
1.75
Single-Family Home
$575,000
01/14/26
3
3.5
2,404
681 South Hill Road, Pittsfield, VT
1.53
Single-Family Home
$2,150,000
04/03/26
3
4.5
4,671
153 Eagle Rock Road, Pittsfield, VT
2.43
Single-Family Home
$380,000
09/03/26
6
3.5
3,108
165 Silver Spring Hill Road, Pittsfield, VT
2.90
Single-Family Home
$696,500
07/17/26
5
3
2,504
30 Ridge Road, Killington, VT
3.08
Single-Family Home
$550,000
06/03/26
5
2
1,738
505 Cedarwood Road, Stockbridge, VT
3.87
Single-Family Home
$535,000
02/13/26
4
2.5
2,407
520 Barrows Towne Road, Killington, VT
3.97
Single-Family Home
$1,275,000
06/12/26
3
4.5
2,867
32 Forsha Rd, Pittsfield, VT
2.57
Single-Family Home
$139,500
07/09/26
-
-

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
26 Fiddlehead Lane, Pittsfield, VT 05762
0.11
$566,400
3
1.5
1,512
Off Market
91 Bombadil Path, Pittsfield, VT 05762
0.16
$899,900
3
3.5
3,807
For Sale
253 Lookout Road, Pittsfield, VT 05762
0.17
$479,000
3
2.5
1,518
For Sale
63 Tozier Hill Road, Pittsfield, VT 05762
0.16
$749,500
4
2
2,339
Off Market
221 Fiddlehead Lane, Pittsfield, VT 05762
0.22
$599,900
3
1
1,692
For Sale
89 Townsend Brook Road, Pittsfield, VT 05762
0.30
$559,000
5
3
2,384
For Sale
2358 Route 100 Road #201, Pittsfield, VT 05762
0.40
$155,600
1
1
510
Off Market
2358 Route 100 #102, Pittsfield, VT 05762
0.41
$162,000
1
1
696
Recently Sold
436 River View Trail, Pittsfield, VT 05762
0.55
$837,900
3
2
3,635
Off Market
2074 Route 100, Pittsfield, VT 05762
0.58
$424,400
2
1
2,128
Off Market
166 Tweed River Drive, Pittsfield, VT 05762
0.90
$513,700
3
3
2,088
Off Market
161 Graysville Drive, Pittsfield, VT 05762
0.95
$675,000
3
2.5
1,936
Recently Sold

Local Information

  • Map ViewExplore the area around 39 Lookout.
  • Schools2 Preschool Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
3,488 sqft
$217/sqft

About this House

This single-family home is located at 39 Lookout, Pittsfield, VT. 39 Lookout is in Pittsfield, VT and in ZIP code 05762. This property has 3 bedrooms, 3 bathrooms and approximately 3,488 sqft of floor space.
39 Lookout, Pittsfield, VT 05762 is a 3 bedroom, 3 bathroom, 3,488 sqft single-family home. It last sold for $355,000 on Jul 27, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $758,500, with a rent estimate of $3,624/month.

Home Details for 39 Lookout

Property Information

Property Type / Style
Property Type: Single Family Home

Price and Tax history

DateEventPrice
Jul 27, 2017
Source: N/A
Sold
$355,000

Market trends in Pittsfield

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
6

Around this home

What Locals Say about Pittsfield

At least 1 Trulia users voted on each feature.

  • 100 % Say car is needed

  • 100 % Say parking is easy

  • 100 % Say they plan to stay for at least 5 years

  • 100 % Say there are community events

  • 100 % Say yards are well-kept

  • 100 % Say it's dog friendly

  • 100 % Say people would walk alone at night

  • 67 % Say neighbors are friendly

  • 67 % Say there's holiday spirit

Sourced by Trulia users. Learn more about our methodology.
  • Pmbrennan
    "Great get away from Boston or New York. Pittsfield has it all ... a General Store, gourmet restaurant in winter months; great skiing/snowboarding, snow shoeing at Killington; snow mobile paths; and warmer months offers hiking, fishing, water sports, and golf; and lots more! "
    2
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 39 Lookout

  • What is 39 Lookout estimated to be worth?
    Trulia's estimated value for 39 Lookout in Pittsfield, VT is $758,500.
  • What is the price history for 39 Lookout?
    39 Lookout in Pittsfield, VT last sold for $355,000 in July 2017.
  • Is Pittsfield a buyer's or seller's market?
    Pittsfield is currently a buyer's market, based on recent for-sale activity.
  • What are the closest schools to 39 Lookout?
    The closest schools to 39 Lookout in Pittsfield, VT are Barstow Memorial School (Pre-K/Elementary/Middle, rated 6/10), Otter Valley Uhsd #8 (Middle/High, rated 2/10), Stockbridge Central School (Pre-K/Elementary).

Apartments for Rent

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Off Market Homes Near 39 Lookout

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Homes for sale near 39 Lookout

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