5 Harmony Rd, Pawling, NY 12564
OFF MARKET

$585,600

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,232 sqft (on 7.70 acres)

5 Harmony Rd, Pawling, NY 12564

Est. Refi. Payment $4,028/mo*
Refinance Your Home

Home Value

Trulia Estimate
$586K
Since last month
Increased$39K (+7%)
Since last year
Increased$35K (+6.4%)
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 +52% in the last 10 years
MonthEstimated value
2026
August 2026$588K
August 2026$584K
July 2026$550K
June 2026$586K
May 2026$547K
April 2026$533K
March 2026$529K
February 2026$526K
January 2026$533K
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
24 Overlook Drive, Pawling, NY
0.64
Single-Family Home
$735,000
07/21/26
3
3.5
3,175
79 W Main Street, Pawling, NY
0.84
Single-Family Home
$615,000
04/02/26
3
2
2,254
66 Fairway Drive, Pawling, NY
0.73
Single-Family Home
$535,000
03/10/26
3
2
1,490
85 Harmony Hill Road, Pawling, NY
1.01
Single-Family Home
$610,500
06/25/26
3
3
1,640
7 Juniper Lane, Pawling, NY
0.73
Single-Family Home
$415,000
05/22/26
2
2
2,596
16 Juniper Lane, Pawling, NY
0.76
Single-Family Home
$385,000
07/13/26
2
2
1,639
12 W Wind Road, Pawling, NY
0.83
Single-Family Home
$688,000
11/24/25
4
4.5
2,920
2 Spruce Street, Pawling, NY
0.71
Single-Family Home
$400,000
01/28/26
2
2.5
1,838
23 Juniper Lane, Pawling, NY
0.79
Single-Family Home
$385,000
12/02/25
2
2.5
2,130
23 Union Street, Pawling, NY
1.03
Single-Family Home
$405,000
02/11/26
3
2
1,480

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
1D Margherita Drive, Pawling, NY 12564
0.12
$170,000
-
-
-
Recently Sold
1C Margherita Drive, Pawling, NY 12564
0.12
$170,000
-
-
-
Recently Sold
MARGHERITA Drive, Pawling, NY 12564
0.13
-
-
-
-
Off Market
6 Di Pietro Lane, Pawling, NY 12564
0.14
$956,500
4
4.5
6,042
Off Market
10 Di Pietro Lane, Pawling, NY 12564
0.23
$726,700
4
2
2,840
Off Market
39 Overlook Drive, Pawling, NY 12564
0.46
$1,180,600
3
2.5
2,441
Off Market
7 Evergreen Way, Pawling, NY 12564
0.45
$356,800
2
2.5
1,413
Off Market
18 Evergreen Way, Pawling, NY 12564
0.46
$408,900
2
2.5
1,427
Off Market
42 Harmony Road, Pawling, NY 12564
0.53
$444,700
2
1
1,152
Off Market
8 Circle Drive, Pawling, NY 12564
0.61
$464,900
3
1
1,110
Off Market
33 FAWN RIDGE Drive, Pawling, NY 12564
0.60
$1,544,500
5
4.5
4,200
Off Market
24 Overlook Drive, Pawling, NY 12564
0.64
$735,000
3
3.5
3,175
Recently Sold

Local Information

  • Map ViewExplore the area around 5 Harmony Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1800
7.7 acre lot
2,232 sqft
$262/sqft

About this House

Turnkey equestrian property located in the heart of Pawling on 7.7 acres with pond, hillside views & tranquil setting. The 7 stall dressage barn has a washroom, 12'wide aisle, 12' x 12' stalls & tack rm. 200 x 80 outdoor arena, 120 x 75 indoor arena, 4 paddocks & guest cottage. The 1790's barn has magnificent beams, used as a workshop. The Farmhouse is whimsical & comfortable w/3BR's, great kitchen, DR w/fplc & LR w/wbs. Covered front porch & lovely gardens. Convenient location, easy access.
5 Harmony Rd, Pawling, NY 12564 is a 3 bedroom, 2 bathroom, 2,232 sqft single-family home built in 1800. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $585,600, with a rent estimate of $3,736/month.

Home Details for 5 Harmony Rd

Interior Features

Interior Details
Basement
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1800
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 1

Lot Information

Lot Area: 7.70 acres

Price and Tax history

DateEventPrice
Apr 9, 2011
Source: Agent Provided
ListingRemoved
$899,000
Oct 8, 2010
Source: Agent Provided
Listed For Sale
$899,000

Market trends in Pawling

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
25
2MoM

Around this home

What Locals Say about Pawling

At least 43 Trulia users voted on each feature.

  • 84 % Say parking is easy

  • 82 % Say car is needed

  • 81 % Say yards are well-kept

  • 80 % Say it's dog friendly

  • 78 % Say there's wildlife

  • 76 % Say there's holiday spirit

  • 71 % Say people would walk alone at night

  • 66 % Say neighbors are friendly

  • 65 % Say it's quiet

  • 64 % Say kids play outside

  • 56 % Say they plan to stay for at least 5 years

  • 50 % Say streets are well-lit

  • 47 % Say it's walkable to restaurants

  • 46 % Say there are sidewalks

  • 35 % Say there are community events

  • 21 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Jriina78
    "Pawling is very family friendly. Fun hiking trails and easy to get around if you need public transportation. "
    0
    Flag
  • Suzie F.
    "My work is 3 mins away so my commute is super easy. My husband drives to Poughkeepsie and it’s not bad either. "
    5
    Flag
  • Dawn Z.
    "picking up after there animal, and making sure where they went is cleaned up. It's a nice place for animals and people to walk."
    1
    Flag
  • Trulia User
    "I lived in Pawling my whole life. It's a small and friendly community. My biggest criticism is the sudden increase on the rentals and the housing market, making it near!y impossible for long time locals to maintain cost of living"
    10
    Flag
  • Trulia User
    "People walk their dogs out on the road due to lack of sidewalks. Not very safe. We do have a local park with access to trails and a lake where dogs can go for a swim."
    0
    Flag
  • Francesca T. B.
    "It’s a 35 minute drive to Poughkeepsie. It’s an easy drive straight down Rt. 55. I leave daily by 7:30 and get home by 5. "
    0
    Flag
  • Francesca T. B.
    "I’ve lived here for 20 years. You can walk unafraid. Restaurants, small store, library all close by. "
    0
    Flag
  • Sarah
    "Quiet country life with lots of space For dogs to run around or take a long walk. Plenty of beauty and fresh air for all with reasonable proximity to conveniences. "
    0
    Flag
  • Christine O. l.
    "Good trails, lots of great veterinarians, good doggy day cares. It’s a very country/animal focused and welcoming community. "
    0
    Flag
  • Carolyn C.
    "Have lived in the area for 15 years. Pawling is a very small town surrounded by mountains, hiking trails, art and culture. Very safe and a decidedly suburban vibe. Since I am a city girl born and raised in NYC, I thought I would become very bored very quickly but it has grown on me. I live within 2 hrs drive of the Berkshire Mountains, Long Island Sound and New York City (depending on traffic) but I can come home and revel in the silence. "
    0
    Flag
  • Annmarie P.
    "Good area for commuting to work - Metro North to most major areas. Lots of things to do in the area, friendly, helpful people. Affordable. Municiple water and sewers. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 5 Harmony Rd

  • What is 5 Harmony Rd estimated to be worth?
    Trulia's estimated value for 5 Harmony Rd in Pawling, NY is $585,600.
  • Is Pawling a buyer's or seller's market?
    Pawling is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Pawling?
    Residents describe Pawling, NY as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Pawling, NY.
  • What are the closest schools to 5 Harmony Rd?
    The closest schools to 5 Harmony Rd in Pawling, NY are Pawling Elementary School (Pre-K, rated 5/10), Pawling High School (rated 7/10), Pawling Middle School (Elementary, rated 7/10).
  • How big is the lot at 5 Harmony Rd?
    The lot at 5 Harmony Rd in Pawling, NY is about 7.7 acres.

Apartments for Rent

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Off Market Homes Near 5 Harmony Rd

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