8 Paddock Court, Pawling, NY 12564
OFF MARKET

8 Paddock Court
Pawling, NY 12564

  • 4 Beds
  • 2.5 Baths
  • 4,171 sqft (on 0.50 acres)

$838,100

Trulia Estimate
as of Aug 7, 2026
Est. Refi. Payment $5,552/mo*
Refinance Your Home

$838,100

Trulia Estimate
as of Aug 7, 2026
Est. Refi. Payment $5,552/mo*
Refinance Your Home
4 Beds
2.5 Baths
4,171 sqft
(on 0.50 acres)

Local Information

  • Map ViewExplore the area around 8 Paddock Court.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1998
Lot Size
0.5 acres
Living Area
4,171 sqft
Price/Sqft
$201
Parking
2 Parking Spaces
HOA
$384/Monthly

About this House

Discover your dream home at 8 Paddock Ct, nestled in the charming community of “The Highlands” in Pawling, NY. This meticulously renovated 4-bedroom, 2.5-bathroom house spans an impressive 4,171 sqft, offering ample space for both relaxation and entertainment. Step inside to find a stunning kitchen, fully updated in March 2021, featuring custom cabinetry, a bespoke hood, and GE Monogram appliances, all accented by custom archways and a new Pella door & window that frames the newly built deck. Adjacent to the kitchen, a completely renovated laundry/mudroom boasts custom cabinets painted in Farrow & Ball hues, a new Electrolux washer & dryer, and elegant lighting fixtures, making chores a breeze. The second level features a hall bath, 3 large bedrooms with plenty of closet
space in each and the main bedroom ensuite with walk-in closet, vaulted ceiling, and a full bath with double sinks, soaking tub and
shower stall. The home’s charm extends to a fully finished basement, where fun and relaxation await in a billiard/game room and a spacious movie area, plus an additional office space for your work-from-home needs or hobbies. Outside, enjoy serene outdoor living with a new pea gravel patio featuring a tranquil water element, perfect for unwinding or hosting gatherings. The entire house has been freshly painted as of January 2021, and a complete HVAC system overhaul was done in May 2019, ensuring year-round comfort. Located conveniently near the Village of Pawling, Metro-North Train Station, Shopping, Great Restaurants, Hiking, Skiing, and more make this Beautiful Home a must see! The Highlands has so much to offer with a wonderful pond to fish and paddle on during warmer months, or even enjoy ice skating during the winter. The lovely, heated pool even overlooks the pond for extreme privacy. You can even indulge in some Tennis on the courts that are just a quick stroll from the pool. Embrace the blend of modern amenities and inviting atmosphere at this exquisite Pawling property. Reach out today to experience this beautiful home in person. Additional Information: Amenities:Soaking Tub,Tennis,ParkingFeatures:2 Car Attached,
8 Paddock Court, Pawling, NY 12564 is a 4 bedroom, 3 bathroom, 4,171 sqft single-family home built in 1998. It last sold for $760,000 on Aug 22, 2024 (5% below the $799,900 asking price). It is currently off market. The Trulia Estimate is $838,100, with a rent estimate of $5,599/month.

Home Details for 8 Paddock Court

Interior Features

Interior Details
Basement: Finished,FullNumber of Rooms: 14
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4171 Square Feet
Appliances & Utilities
Utilities: Trash Collection PrivateAppliances: Electric Water HeaterLaundry: Inside
Heating & Cooling
Heating: Baseboard,Forced Air,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 3Levels: Three Or MoreFloors: Hardwood

Exterior Features

Exterior Home Features
Patio / Porch: Deck
Parking & Garage
No CarportParking Spaces: 2Parking: Attached
Pool
Pool: Community, In Ground
Frontage
WaterfrontWaterfront: Lake Privileges, Water AccessOn Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Construction Materials: Vinyl SidingNot Attached Property
Property Information
Parcel Number: 1340896956011679820000

Price & Status

Price
List Price: $799,900
Status Change & Dates
Off Market Date: Wed Jun 19 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Pawling
School Information
Elementary School: Pawling Elementary SchoolJr High / Middle School: Pawling Middle SchoolHigh School: Pawling High SchoolHigh School District: Pawling

Building

Building Area
Building Area: 4171 Square Feet

Community

Community Features: Pool, Tennis Court(s)Not Senior Community

HOA

HOA Fee Includes: Common Area Maintenance, Snow Removal, WaterHas an HOAHOA Fee: $384/Monthly

Lot Information

Lot Area: 0.50 acres

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: H6307496Attic: Full, ScuttleAttribution Contact: (914) 232-3700Showing Requirements: Combination Lock Box, Showing Service

Additional Information

HOA Amenities: Park
Last check for updates: about 20 hours ago
Listed by Anna Proctor, (845) 656-0692
Douglas Elliman Real Estate, (914) 232-3700
Bought with: Josephine Diego, (914) 466-8453, K. Fortuna Realty, Inc., (845) 632-3492
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6307496

Price History for 8 Paddock Court

DatePriceEventSource
08/22/2024$760,000Sold
OneKey® MLS as distributed by MLS GRID #H6307496
06/19/2024$799,900PendingOneKey® MLS as distributed by MLS GRID #H6307496
05/16/2024$799,900Listed For SaleOneKey® MLS as distributed by MLS GRID #H6307496
05/11/1999$331,783Sold
N/A

Market trends in Pawling

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
27
3MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$686,400
Home facts updated by county records

Comparable Sales for 8 Paddock Court

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4 Mane Way, Pawling, NY
0.09
Single-Family Home
$775,000
04/24/26
4
2.5
3,611
36 Horseshoe Path, Pawling, NY
0.27
Single-Family Home
$775,000
05/01/26
3
2.5
4,627
27 Millstream Court, Pawling, NY
0.48
Single-Family Home
$725,000
12/17/25
4
2.5
3,283
5 Perri Lane, Pawling, NY
0.34
Single-Family Home
$697,500
01/24/26
3
2.5
2,796
29 Cunningham Lane, Pawling, NY
0.37
Single-Family Home
$660,000
01/16/26
4
4
4,199
2 Bridle Way, Pawling, NY
0.39
Single-Family Home
$485,000
02/11/26
3
3.5
3,467
85 Harmony Hill Road, Pawling, NY
0.46
Single-Family Home
$610,500
06/25/26
3
3
1,640
24 Overlook Drive, Pawling, NY
0.77
Single-Family Home
$735,000
07/21/26
3
3.5
3,175
79 W Main Street, Pawling, NY
1.20
Single-Family Home
$615,000
04/02/26
3
2
2,254
48 W Main Street, Pawling, NY
1.42
Single-Family Home
$742,000
01/20/26
5
3.5
3,766

Nearby homes

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Assigned Schools

These are the assigned schools for 8 Paddock Court.
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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 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
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  • 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
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Homes for sale near 8 Paddock Court

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Off Market Homes Near 8 Paddock Court

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Based on information submitted to the MLS GRID as of 2026-08-06 12:18:09 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information