4 days on Rocket
#24114325, Lawrence Madow, Listing office: Calcagni Real Estate
#24096486·
Listing office: Drakeley Real Estate, Inc.·
Listing agent: Timothy Drakeley·
Listing office phone: (203) 263-4336
$824,900 List price
181 Railtree Hill Rd Woodbury, CT 06798
4 beds
3 full, 1 partial
3,726 sqft
3.2 acres
$221 / sqft
House
Property details
About 181 Railtree Hill Rd
Beautifully constructed and perched atop a scenic 3+ acre lot, this stately gambrel colonial is just a 5-minute drive from charming downtown Woodbury. Offering 4 to 5 bedrooms, this home features everything one would expect in almost 3400 square feet of living space; a formal dining room, a large front-to-back living room with a fireplace and hardwood floors, and a spacious eat-in kitchen with a center island. The generous family room is the heart of the home, boasting vaulted, beamed ceilings, a cozy fireplace, hardwood floors, and French doors leading to both the front and back yards. Upstairs, you'll find four bedrooms and two and a half bathrooms, along with a private au pair suite located above the garage-perfect for guests or extended family. Additional highlights include an oversized two-car garage, a walkout lower level with a third garage door, and enough space to accommodate three to four smaller vehicles. The exterior is impeccably maintained with expansive lawns, a pond with wild flowers, mature plantings, blue stone walkways and patios, classic stone walls, and a backyard pavilion- ideal for enjoying the outdoors while staying shaded from the sun.
Highlights
Home typeOther
HeatingForced Air
StatusActive
CoolingCentral Air
Size3,726 sqft
BasementYes
Lot size3.24 Acres
Year built1986
ParkingAttached Garage, Under House Garage
MLS #24096486
Attached garage3 spaces
WaterfrontPond
ViewTrees/Woods
Summary
- Partial Bathrooms: 1
- Full Bathrooms: 3
- Appliances: Cooktop, Oven, Refrigerator, Dishwasher, Washer, Dryer
- Basement: Yes
- Interior: Open Floor Plan
- Total Bedroom Count: 4
- Garage Space: 3 spaces
- Attached Garage: Yes
- Private Pool: No
- Parking: Attached Garage, Under House Garage
- Waterfront: Pond
- View: Trees/Woods
- Exterior: Sidewalk, Garden Area, Stone Wall, French Doors, Patio
- Architectural Style: Colonial
- Heating: Forced Air
- Cooling: Central Air
- List Price: $824,900
- Price/SqFt: $221
- Annual Tax Amount: $9,811
- Tax Year: 2024
- Lot: Wooded, Level, Rolling/Hilly
- Directions: 6 to 317 to Rail Tree Hill Road - House is on the left
- Year Built: 1986
- Living Area: 3,726 SqFt
- Lot Size: 3.24 Acres
- MLS Number: 24096486
- Office Name: Drakeley Real Estate, Inc.
- Office Phone: (203) 263-4336
- Office Email: tim@drakeley.com
- Listing Agent: Timothy Drakeley
Copyright © 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: 7/29/2025, 11:45:31 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Jun 25, 1999 | Home Sold | $325,000 |
| Dec 31, 1997 | Home Sold | $400,000 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2024 | $423,430 | $9,811 |
| 2023 | $306,070 | $8,894 |
| 2022 | $306,070 | $8,928 |
| 2021 | $306,070 | $8,928 |
| 2020 | $306,070 | $8,928 |
| 2019 | $306,070 | $8,928 |
History based on county public records data.
Nearby schools
7
Mitchell Elementary School
Public District PK-5
1.6 mi
•14 School St
7
Gainfield Elementary School
Public District KG-5
5.0 mi
•307 Old Field Rd
8
Long Meadow Elementary School
Public District PK-5
5.5 mi
•65 N Benson Rd
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
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. Most families are 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?
Hunting
NASCAR
Figure Skating
Where do the neighbors shop?
Dillards
Dick's Sporting Goods
Dollar General
Where do the neighbors go to eat?
Cracker Barrel
Texas Roadhouse
Hardee's
What do the neighbors drive?
Cadillac
Subaru
Oldsmobile
What do the neighbors listen to?
News/Talk/Information
New Country
Oldies
All data provided by Home Junction and Claritas
Similar homes for sale
#24099745, Wendy Brazauskas, Listing office: Coldwell Banker Realty
Frequently asked questions
About 181 Railtree Hill Rd
The listing price of 181 Railtree Hill Rd property is $824,900.
The property 181 Railtree Hill Rd is a house located in Woodbury, Connecticut, 06798.
Active Listing: 181 Railtree Hill Rd is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 181 Railtree Hill Rd are: Mitchell Elementary School (GreatSchools Rating 7/10), Gainfield Elementary School (GreatSchools Rating 7/10), Long Meadow Elementary School (GreatSchools Rating 8/10), Woodbury Middle School (GreatSchools Rating 8/10), Rochambeau Middle School (GreatSchools Rating 5/10), Memorial Middle School (GreatSchools Rating 5/10), Nonnewaug High School (GreatSchools Rating 7/10), Shepaug Valley School (GreatSchools Rating 8/10), Pomperaug Regional High School (GreatSchools Rating 8/10).
According to the records, the last property tax for 2024 is $9,811 (source: MLS/based on county public records data).
The last sale was on June 25, 1999 for $325,000 (source: MLS/tax record).
The property at 181 Railtree Hill Rd has 4 bedrooms and 3 full and 1 half bathrooms.
The property 181 Railtree Hill Rd is 3,726 SqFt (source: MLS/tax record).
The year of construction for 181 Railtree Hill Rd is 1986.
This home is located at 181 Railtree Hill Rd in Woodbury, CT and zip code 06798. This 3,726 square foot home, which was built in 1986, sits on a 3.24 acre lot. Features: 4 bedrooms, 4 bathrooms. It has been listed on Rocket Homes since May 17, 2025 and is currently priced at $824,900.
In June 2025 more than 3 listings in Woodbury, CT were sold above the asking price. During the same period more than 1 listings were sold at asking price, while more than 1 were sold below. Between May and June 2025, Woodbury, CT real estate market has seen increase in the number of listings by 13.1%.
From Rocket Homes Real Estate and based on county public records data.