183 Hillside Road

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Active
$850,000
4 beds2,323 sqft
183 Hillside Rd, Ashford, CT 06278
Est: $5,415/moGet pre-approved
Single FamilyProperty Type
4.62 acresLot Size
2010Year Built
$366/sq ftPrice per sq ft
2 carsParking Spaces

Description

Set high above the road at approximately 900 feet in elevation, this beautifully maintained home combines privacy, natural light and a versatile floor plan in a picturesque setting. Southwestern exposure fills the home with sunlight, while the two-story entry and catwalk overlooking the dramatic living room create an impressive sense of space. The living room features a woodstove and direct access to the covered back deck, creating an inviting connection to the outdoors. A charming three-season sunroom...Set high above the road at approximately 900 feet in elevation, this beautifully maintained home combines privacy, natural light and a versatile floor plan in a picturesque setting. Southwestern exposure fills the home with sunlight, while the two-story entry and catwalk overlooking the dramatic living room create an impressive sense of space. The living room features a woodstove and direct access to the covered back deck, creating an inviting connection to the outdoors. A charming three-season sunroom at the front of the home provides another bright and comfortable space to enjoy the surrounding setting. The main level offers convenient one-floor living with two bedrooms, a full bath and a laundry room with both exterior and garage access. There is no carpet in the home-hardwood and tile run throughout. Upstairs, the private primary bedroom suite is joined by an additional bedroom and a flexible office/library/den. An unfinished walk-out basement provides excellent storage and plenty of potential for future finished space or possible in-law accommodations. Well insulated with 12-inch foundation walls, a dry basement, good drainage and excellent well water. Enjoy the privacy of the property while being just down the road from the approximately 8,000-acre Yale-Myers Forest with miles of trails and outdoor recreation. Conveniently located only 1 mile to I-84, with easy access to Hartford and approximately one hour to Boston and two hours to New York City.
2 days on Market
  • Listed by: Noah King 860.933.3432 noah@homesellingteam.com • Home Selling Team
Last updated: 10/01/2026 12:44 PM • Source: SMARTMLS, MLS#: 24209026

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Listing Courtesy of Home Selling Team, Noah King
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$5,415 per month

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Property Information for 183 Hillside Road

Property Details
  • Taxes: $10,526 / year
  • MLS Type: Residential
  • County: Windham County
  • Basement Description: Full, Unfinished, Walk-out
  • Direct Waterfront: No
  • Garages Number: 2
  • Style: Cape Cod
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
Building Information
  • Year Built: 2010
  • Lot Size: 4.62 AC / 201,247 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Rt. 89 to Hillside Rd. House on left.
  • Elementary School: Ashford
  • High School: Region 19
  • Latitude: 41.956644
  • Longitude: -72.175088
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2026-June 2027
  • Property Tax: $10,526
Interior and Exterior Features
Exterior Features
  • Exterior Features: Covered Deck, Patio
  • Waterfront Description: View
Interior Features
  • Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher
  • Attic Description: Pull-Down Stairs
  • Cooling System: Ceiling Fans, Central Air
  • Heat Type: Hydro Air
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Open Floor Plan
  • Laundry Room Info: Main Level
  • Rooms Total: 7
Room 1
  • Room Entry Order: 1
  • Room Features: Vaulted Ceiling,Ceiling Fan,Wood Stove,Sliders,Hardwood Floor
  • Room Length: 20.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 30.0
Room 2
  • Room Entry Order: 2
  • Room Features: Island,Tile Floor
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 14.0
Room 3
  • Room Entry Order: 3
  • Room Features: Skylight,Bedroom Suite,Full Bath
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 18.0
Room 4
  • Room Entry Order: 4
  • Room Features: Hardwood Floor
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 12.0
Room 5
  • Listing Key: 5C16386749AB9CC2E063E201100A3D52
  • Room Entry Order: 5
  • Room Features: Hardwood Floor
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 11.0
Room 6
  • Room Entry Order: 6
  • Room Features: Palladian Window(s),Hardwood Floor
  • Room Length: 19.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 7
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Office
  • Room Width: 19.0
Room 8
  • Room Entry Order: 8
  • Room Features: Tile Floor
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Sun Room
  • Room Width: 12.0
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 2010
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Lower Level, First Floor
  • In Law Apartment: Possible
  • Living Area SQFT Per Public Records: 2323
Lot Information
  • Lot Description: Lightly Wooded, Dry, Sloping Lot, Water View
  • Parcel Number: 2589489
  • Sq Ft Est Heated Above Grade: 2323.0
  • Sq Ft Total: 2323.0
  • Zoning: RA
Utilities
  • Energy Features: Generator Ready, Programmable Thermostat, Ridge Vents, Thermopane Windows
  • Heat Fuel Type: Propane
  • Hot Water Description: Propane, Domestic
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 183 Hillside Road

DateEvent & SourcePriceAppreciation
Oct 1, 2026

Listed (Active)

SMARTMLS #24209026

$850,000—
DateEvent & SourcePrice
10/01/2026

Listed (Active)

SMARTMLS #24209026

$850,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 183 Hillside Road

Taxable ValueLand$56,000Additions$212,310Total$268,310
Tax Record2025$9,761 ($813 / month)
Home Facts
Beds3Baths1.5Total Finished SqFt2,323 SqFtAbove Grade Finished SqFt2,323 SqFtUnfinished Basement SqFt1,408 SqFtStories2Lot Size201,247 SqFtStyleSingle Family ResidenceYear Built2010Year Renovated2010ZoningRACountyNORTHEASTERN CONNECTICUTAPNAFRD M:02 B:C L:3.04

Schools near 183 Hillside Road

This home is within Regional School District 19.
Rating
School
Type
Grades
Distance
Ashford School
Public - PK to 8
E. O. Smith High School
Public - 9 to 12
Rating
School
Distance
Ashford School
PublicPK to 8

E. O. Smith High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 183 Hillside Road, Ashford, CT 06278

183 Hillside Road is a single family home for sale in Ashford, CT 06278. This property was listed for sale on September 29, 2026 by Home Selling Team, it's currently listed at $850,000. This listing's school districts are Ashford School District, Regional School District 19. Nearby schools include Ashford School and E. O. Smith High School. 183 Hillside Road is a 4-bed, 2-bath, 2,323 sqft single family home built in 2010.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Home Selling Team, Noah King

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.