$1,500,000

39 Painter Hill Rd Woodbury, CT 06798

$10,000
Closing credit¹
4 beds
3 full
2,418 sqft
9.4 acres
$620 / sqft
House

Property details

About 39 Painter Hill Rd

Stunning Renovated Antique Home w/ Scenic Views & Luxurious Amenities. 4 beds, 3 full baths w/ exquisite craftsmanship throughout. As you enter the WOW factor takes hold as you look through floor to ceiling windows over a spectacular rushing brook. Inside, find wide plank floors, recessed lighting, skylights, & a wood-burning fireplace which create a warm and inviting ambiance. The high-end chef's kitchen is a culinary dream, featuring granite countertops, Shaker-style cabinets, & top-of-the-line appliances. The primary bathroom boasts a large glass shower & Waterworks hardware adding a spa-like retreat to your daily routine. Outside, enjoy the beauty of open meadows, the sound of the brook, and a breathtaking professionally designed perennial gardens. Stone outcroppings, specimen trees, and moss covered stone walls enhance the landscape. A renovated in-ground Gunite pool offers the perfect spot for summer relaxation. Entertain in style in the spectacular barn featuring a floor-to-ceiling stone fireplace, soaring windows, and a loft ideal for an office or study. The lower walk out level makes a great gym. 3 car garage with a loft for additional storage. This exceptional property is a rare find-offering privacy, natural beauty in an unmatched setting bordering 20 acres of Land Trust. 10 Minutes to Washington Depot with chic shops, farmer market, Mayflower Inn & Spa. 10mins to Woodbury's organic market, garden store, antiquing & fine dining. 1.5 hours to NYC, 30 min to train.

Highlights

Home typeOther
HeatingForced Air, Zoned
StatusAccepting Backup Offers
(Under Contract - Continue to Show)
CoolingCentral Air
Size2,418 sqft
BasementYes
Lot size9.4 Acres
Year built1810
ParkingDetached Garage, Driveway
MLS #24093535
Garage3 spaces
WaterfrontBrook, Waterfront
ViewTrees/Woods
Private poolYes

Summary

  • Full Bathrooms: 3
  • Appliances: Gas Range, Oven, Range Hood, Refrigerator, Freezer, Ice Maker, Dishwasher, Washer, Electric Dryer, Wine Cooler
  • Basement: Yes
  • Interior: Auto Garage Door Opener, Open Floor Plan, Security System
  • Total Bedroom Count: 4
  • Garage Space: 3 spaces
  • Attached Garage: No
  • Private Pool: Yes
  • Parking: Detached Garage, Driveway
  • Waterfront: Brook, Waterfront
  • View: Trees/Woods
  • Exterior: Porch-Screened, Porch-Enclosed, Porch, Barn, Gutters, Garden Area, Lighting, Stone Wall, French Doors, Patio
  • Heating: Forced Air, Zoned
  • Cooling: Central Air
  • List Price: $1,500,000
  • Price/SqFt: $620
  • Annual Tax Amount: $9,219
  • Tax Year: 2024
  • Lot: Wetlands, Trees, Level, Landscaped
  • Directions: RT 47/Washington Rd to left on Painter Hill to left #39.
  • Year Built: 1810
  • Living Area: 2,418 SqFt
  • Lot Size: 9.4 Acres
  • MLS Number: 24093535
  • Office Name: W. Raveis Lifestyles Realty
  • Office Phone: (860) 868-0511
  • Office Email: stacey.matthews@raveis.com
  • Listing Agent: Stacey Matthews

IDXCopyright © 2025 Smart MLS. The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 5/29/2025, 6:20:30 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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39 Painter Hill Rd, Woodbury, CT 06798 - rear view of house featuring covered porch and a yard

$1,500,000

39 Painter Hill Rd

$10,000

closing credit¹

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Seller rebate

0.5% sale price²

Price information

Property sales

DateEventPrice
Feb 28, 2012
Home Sold
$743,000
Jun 26, 2003
Home Sold
$447,500
Sep 12, 1994
Home Sold
$380,000

Tax history

YearAssessmentProperty Tax
2024$397,880$9,219
2023$323,990$9,415
2022$323,990$9,451
2021$323,990$9,451
2020$323,990$9,451
2019$323,990$9,451

History based on county public records data.

Nearby schools

7

Mitchell Elementary School

Public District PK-5

3.4 mi

14 School St

7

Bethlehem Elementary School

Public District PK-5

4.8 mi

92 East St

4

Fletcher W. Judson School

Public District 3-5

6.6 mi

124 Hamilton Ln

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $115,747. The majority of Woodbury, CT residents have income between $35k-100k annually. The most common type of family is married, no kids. Most residents in this area have post secondary degree education.

How much money do the neighbors make?

3%
<35k
40%
35k-100k
37%
100k-200k
20%
200k+

What level of education do the neighbors have?

No High School
High School Diploma
Post Secondary Degree
Masters Degree

What types of families live nearby?

26%
Single, No Kids
5%
Single, with Kids
41%
Married, No Kids
28%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

13%
<11 yrs old
10%
12-17 yrs old
11%
18-34 yrs old
50%
35-64 yrs old
16%
65+ yrs old

What do the neighbors do for fun?

  • HuntingHunting
  • NASCARNASCAR
  • Figure SkatingFigure Skating

Where do the neighbors shop?

  • DillardsDillards
  • Dick's Sporting GoodsDick's Sporting Goods
  • Dollar GeneralDollar General

Where do the neighbors go to eat?

  • Cracker BarrelCracker Barrel
  • Texas RoadhouseTexas Roadhouse
  • Hardee'sHardee's

What do the neighbors drive?

  • CadillacCadillac
  • SubaruSubaru
  • OldsmobileOldsmobile

What do the neighbors listen to?

  • News/Talk/InformationNews/Talk/Information
  • New CountryNew Country
  • OldiesOldies
All data provided by Home Junction and Claritas

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Frequently asked questions

About 39 Painter Hill Rd

The listing price of 39 Painter Hill Rd property is $1,500,000.

The property 39 Painter Hill Rd is a house located in Woodbury, Connecticut, 06798.

Accepting Backup Offers: 39 Painter Hill Rd is Accepting Backup Offers (Active Under Contract), there is still a chance to have your real estate agent submit an offer.

The nearby schools for 39 Painter Hill Rd are: Mitchell Elementary School (GreatSchools Rating 7/10), Bethlehem Elementary School (GreatSchools Rating 7/10), Fletcher W. Judson School (GreatSchools Rating 4/10), Woodbury Middle School (GreatSchools Rating 8/10), Schaghticoke Middle School (GreatSchools Rating 4/10), Rochambeau Middle School (GreatSchools Rating 5/10), Shepaug Valley School (GreatSchools Rating 8/10), Nonnewaug High School (GreatSchools Rating 7/10), Pomperaug Regional High School (GreatSchools Rating 8/10).

According to the records, the last property tax for 2024 is $9,219 (source: MLS/based on county public records data).

The last sale was on February 28, 2012 for $743,000 (source: MLS/tax record).

The property at 39 Painter Hill Rd has 4 bedrooms and 3 bathrooms.

The property 39 Painter Hill Rd is 2,418 SqFt (source: MLS/tax record).

The year of construction for 39 Painter Hill Rd is 1810.

This home is located at 39 Painter Hill Rd in Woodbury, CT and zip code 06798. This 2,418 square foot home, which was built in 1810, sits on a 9.40 acre lot. Features: 4 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since May 9, 2025 and is currently priced at $1,500,000.

While more than 7 listings in Woodbury, CT in April 2025 were sold above asking price, there were more than 0 listings sold at asking price, and more than 8 were sold below. In April 2025 in Woodbury, CT there were 2% less homes for sale than in March.

From Rocket Homes Real Estate and based on county public records data.

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