Sold
Last Sold Price
4 beds3,623 sqft$686/sqft
88 Old Roxbury Rd, Roxbury, CT 06783
Single FamilyProperty Type
23.94 acresLot Size
1790Year Built
$686/sq ftPrice per sq ft
8 carsParking Spaces

Description

c.1790/1800 Colonial-Federal-style farmhouse located on a whisper-quiet and unpaved scenic country road in one of the most desirable areas of Roxbury. The character-loaded 3-story clapboard house is sited on a perfectly level 23+- acre property that includes a 19th century former smokehouse, and a historically significant English U-shaped barn, open pastures and paddocks, a stream running along the west boundary to the pond, and pine forest to the northeast. The property is accented by fieldstone...c.1790/1800 Colonial-Federal-style farmhouse located on a whisper-quiet and unpaved scenic country road in one of the most desirable areas of Roxbury. The character-loaded 3-story clapboard house is sited on a perfectly level 23+- acre property that includes a 19th century former smokehouse, and a historically significant English U-shaped barn, open pastures and paddocks, a stream running along the west boundary to the pond, and pine forest to the northeast. The property is accented by fieldstone walls and abuts Roxbury Land Trust, offering privacy within walking distance to nature preserves and trails. Located a mere 90 miles from NYC you will feel a world away in this renovated antique home with its sophisticated feel and a sense of history as you note many lovely period details throughout. These include exposed hand-hewn beams, original hardwood flooring, four wood-burning fireplaces, and oversized 12-over-12 windows that allow natural light to bathe each room. The interior features a central fireplace surrounded by public rooms, including a formal dining room, library/sitting room, and formal living room. The country kitchen, complete with designer appliances and butler’s pantry, is located off the formal dining room in its own wing with cathedral ceiling. The kitchen opens to an informal dining area and keeping room that is flooded with natural light thanks to skylights and five sets of glass sliders that open to the gardens.
Listing closed: 04/25/2022 12:00 AM • Source: SMARTMLS, MLS#: 170445634

Recent comparable sales

Median sold price

$1,650,000

Avg days on market

133

Sale-to-list ratio

90.5%

Roxbury, CT

9 comparable properties found

a view of an house with backyard and trees
1

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Sold 01/28/25

4
Bedrooms
3,233
Square Feet
4.14
Acres
$1,825,000 | 44 South Street, Roxbury, CT 06783
2

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Sold 08/07/25

3
Bedrooms
3,450
Square Feet
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Acres
a front view of a house with a yard table and chairs
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Sold 03/30/26

4
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Square Feet
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Acres
$1,764,000 | 176 Apple Lane, Roxbury, CT 06783
4

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Sold 07/20/26

4
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Square Feet
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Acres
$1,966,500 | 32 Grassy Hill Road, Roxbury, CT 06783
5

$1,966,500

Sold 12/22/25

4
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Square Feet
7.92
Acres
$840,000 | 208 East Flag Swamp Road, Roxbury, CT 06783
6

$840,000

Sold 02/19/25

4
Bedrooms
3,974
Square Feet
10
Acres
7

$1,133,000

Sold 07/28/25

4
Bedrooms
3.5
Bathrooms
3,155
Square Feet
5.27
Acres
$2,575,000 | 18 Mallory Road, Roxbury, CT 06783
8

$2,575,000

Sold 08/29/25

3
Bedrooms
3,384
Square Feet
4
Acres
$1,650,000 | 60 Good Hill Road, Roxbury, CT 06783
9

$1,650,000

Sold 01/16/25

4
Bedrooms
4,928
Square Feet
10.11
Acres

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Jeffrey Phillips; William Pitt Sotheby's Int'l, Mark Madonna

Sold By Berkshire Hathaway NE Prop., Allen Vetrosky

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Payment Calculator

$13,893 per month

30 year fixed, 6.55% Interest

Principal and Interest

$12,631

Property Taxes

$1,262

HOA Dues

$0

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Property Information for 88 Old Roxbury Road

Property Details
  • Taxes: $15,147 / year
  • MLS Type: Residential
  • Basement Description: Partial
  • Direct Waterfront: Yes
  • Garages Number: 8
  • Style: Colonial, Antique
  • Garage Parking Info: Barn
  • Swimming Pool: No
Building Information
  • Year Built: 1790
  • Lot Size: 23.94 AC / 1,042,826 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Beacon to Roxbury Rd
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 41.549763
  • Longitude: -73.279655
  • Neighborhood Amenities: Lake, Library, Park, Private School(s), Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Special Association Assessment: No
  • Tax Year: July 2021-June 2022
  • Property Tax: $15,147
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch-Heated
  • Waterfront Description: Pond, View, Walk to Water
Interior Features
  • Appliances Included: Gas Range, Wall Oven, Subzero, Compactor
  • Attic Description: Walk-up, Finished, Heated
  • Cooling System: Central Air
  • Heat Type: Hydro Air, Radiator, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 4
  • Interior Features: Auto Garage Door Opener, Open Floor Plan, Security System
  • Room Count: 8
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Level: Upper
  • Room Type: Primary BR Suite
Room 2
  • Room Entry Order: 2
  • Room Level: Upper
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 3
  • Room Level: Upper
  • Room Type: Bedroom
Room 4
  • Room Entry Order: 4
  • Room Level: Upper
  • Room Type: Office
Room 5
  • Listing Key: DD3883A9DB6EB891E0531401100A5BA4
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Den
Room 6
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Study
Room 7
  • Room Entry Order: 7
  • Room Level: Main
  • Room Type: Formal Dining Room
Room 8
  • Room Entry Order: 8
  • Room Level: Main
  • Room Type: Living Room
Property
Property and Assessments
  • Construction Description: Frame
  • Driveway Type: Private, Gravel
  • Exterior Siding: Clapboard
  • Foundation Type: Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Wood Shingle
  • Year Built: 1790
  • Year Built Source: Approximate
  • Bank Owned Property: No
Lot Information
  • Lot Description: Farm Land, Open Lot, Cleared, Professionally Landscaped
  • Parcel Number: 866348
  • Sq Ft Est Heated Above Grade: 3623.0
  • Sq Ft Total: 3623.0
  • Zoning: C
Utilities
  • Energy Features: Generator
  • Heat Fuel Type: Oil
  • Hot Water Description: Domestic
  • Sewage System: Septic
  • Water Source: Private Well

Property History for 88 Old Roxbury Road

DateEvent & SourcePriceAppreciation
Apr 22, 2022

Closed (Public Record)

Public Record #1489035428

$2,485,000

+2.2% / yr

Mar 2, 2004

Closed (Public Record)

Public Record #134206199

$1,675,000
DateEvent & SourcePrice
04/22/2022

Closed (Public Record)

Public Record #1489035428

$2,485,000

+2.2% / yr

03/02/2004

Closed (Public Record)

Public Record #134206199

$1,675,000

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

Public Records for 88 Old Roxbury Road

Taxable ValueLand$492,590Additions$1,148,700Total$1,641,290
Tax Record2025$21,337 ($1,778 / month)
Home Facts
Baths1.5Total Finished SqFt1,080 SqFtAbove Grade Finished SqFt1,080 SqFtUnfinished Basement SqFt1,080 SqFtStories1Lot Size1,042,826 SqFtStyleMulti-Family Dwelling (2-4)Year Built1963Year Renovated1963ZoningCCountyNORTHWEST HILLSAPNRXBY M:26 L:3

Schools near 88 Old Roxbury Road

This home is within Regional School District 12.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 12
Public - K to 5
Public - PK to 5
Rating
School
Distance
Booth Free School
PublicK to 5

Shepaug Valley School
Public6 to 12

The Burnham School
PublicK to 5

Washington Primary School
PublicPK to 5

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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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 88 Old Roxbury Road, Roxbury, CT 06783
$2,485,000
4
3,623
1,042,826
$235,000
547,113
3
1.5
1,170
130,680
$65,000
4
2.5
2,378
189,050
2
2
2,752
647,302

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 William Pitt Sotheby's Int'l, Jeffrey Phillips; William Pitt Sotheby's Int'l, Mark Madonna

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.