98 Bacon Road

Closed 9/8/23
Closed 9/8/23
Gallery Image 1
Sold
Last Sold Price
$2,160,000
4 beds4,559 sqft$474/sqft
98 Bacon Rd, Roxbury, CT 06783
Single FamilyProperty Type
8.41 acresLot Size
1996Year Built
$474/sq ftPrice per sq ft
2 carsParking Spaces

Description

If you are searching for charming country home with dramatic 270 degree views, this is it! Located atop Grassy Hill, this classic colonial features an open floor plan with a dramatic covered dining porch that enjoys views to both the East and West and walks out to a charming boxwood garden. The vaulted great room doubles as a game room and is connected to the dining area by a wood burning fireplace which opens on both sides. Light one fire and enjoy it all day! The gourmet kitchen was updated by...If you are searching for charming country home with dramatic 270 degree views, this is it! Located atop Grassy Hill, this classic colonial features an open floor plan with a dramatic covered dining porch that enjoys views to both the East and West and walks out to a charming boxwood garden. The vaulted great room doubles as a game room and is connected to the dining area by a wood burning fireplace which opens on both sides. Light one fire and enjoy it all day! The gourmet kitchen was updated by the current owner. It opens to the media nook and connects through to a spacious butler’s pantry/utility room w/ abundant storage. The office/lounge leads you up the staircase to the second floor. Here the primary bedroom enjoys a walk-in closet, dressing room/office nook, and a luxurious bath. Across the hall are 2 bedrooms that share a hall bath. One of the bedrooms includes a loft area for addl office or play space. The final guest room has in own en-suite bath. The lower level has a full bath and finished space which could work well as a gym. The sunroom is spectacular and could be revived as a greenhouse, it needs a little tlc. Fabulous gunite heated pool with integrated Jacuzzi is fully fenced and landscaped. Just 1.5 hours from NYC and 10 minutes to the bustling town centers of Woodbury and Southbury. 15 minutes to Washington. Great street for walking right from the house but there are also plentiful land trust trails nearby. Generator in place.
  • Listed by: Stacey Matthews 203.671.9067 stacey.matthews@raveis.com • W. Raveis Lifestyles Realty
Listing closed: 09/08/2023 12:00 AM • Source: SMARTMLS, MLS#: 170570290

Recent comparable sales

Median sold price

$1,764,000

Avg days on market

114

Sale-to-list ratio

88.1%

Roxbury, CT

9 comparable properties found

$1,966,500 | 32 Grassy Hill Road, Roxbury, CT 06783
1

$1,966,500

Sold 12/22/25

4
Bedrooms
4,728
Square Feet
7.92
Acres

32 Grassy Hill Road, Roxbury, CT 06783

$1,400,000 | 30 Hickory Lane, Roxbury, CT 06783
2

$1,400,000

Sold 11/06/25

4
Bedrooms
4,721
Square Feet
3
Acres

30 Hickory Lane, Roxbury, CT 06783

$1,764,000 | 176 Apple Lane, Roxbury, CT 06783
3

$1,764,000

Sold 07/20/26

4
Bedrooms
3,566
Square Feet
4.24
Acres

176 Apple Lane, Roxbury, CT 06783

$2,300,000 | 77 Tophet Road, Roxbury, CT 06783
4

$2,300,000

Sold 07/07/26

4
Bedrooms
6,670
Square Feet
3.05
Acres

77 Tophet Road, Roxbury, CT 06783

$1,725,000 | 381 South Street, Roxbury, CT 06783
5

$1,725,000

Sold 04/25/25

4
Bedrooms
4,112
Square Feet
6.03
Acres

381 South Street, Roxbury, CT 06783

$1,925,000 | 143 Tophet Road, Roxbury, CT 06783
6

$1,925,000

Sold 02/17/26

4
Bedrooms
5,848
Square Feet
4.01
Acres

143 Tophet Road, Roxbury, CT 06783

$1,800,000 | 108 Davenport Road, Roxbury, CT 06783
7

$1,800,000

Sold 03/26/25

4
Bedrooms
5,100
Square Feet
6.12
Acres

108 Davenport Road, Roxbury, CT 06783

$1,650,000 | 60 Good Hill Road, Roxbury, CT 06783
8

$1,650,000

Sold 01/16/25

4
Bedrooms
4,928
Square Feet
10.11
Acres

60 Good Hill Road, Roxbury, CT 06783

$1,600,000 | 31 Hickory Lane, Roxbury, CT 06783
9

$1,600,000

Sold 07/20/26

4
Bedrooms
6,169
Square Feet
8.84
Acres

31 Hickory Lane, Roxbury, CT 06783

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Location

Listing Courtesy of W. Raveis Lifestyles Realty, Stacey Matthews

Sold By William Pitt Sotheby's Int'l, Alan O'Doherty

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Principal and Interest

$10,979

Property Taxes

$1,333

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Property Information for 98 Bacon Road

Property Details
  • Taxes: $15,998 / year
  • MLS Type: Residential
  • County: Litchfield County
  • Basement Description: Unfinished
  • Direct Waterfront: No
  • Garages Number: 2
  • Style: Colonial
  • Garage Parking Info: Under House Garage
  • Swimming Pool: Yes
Building Information
  • Year Built: 1996
  • Lot Size: 8.41 AC / 366,339 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Association Amenities: None
  • Directions: bacon rd to 98. go straight to the top.
  • Elementary School: Booth Free
  • Flood Zone: No
  • High School: Shepaug
  • Latitude: 41.544117
  • Longitude: -73.269635
  • Middle Jr High School: Shepaug
  • Neighborhood Amenities: Golf Course, Library, Medical Facilities, Park, Playground/Tot Lot, Private School(s), Stables/Riding, Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Special Association Assessment: No
  • Property Tax: $15,998
Interior and Exterior Features
Exterior Features
  • Exterior Features: Covered Deck, Porch
  • Pool Description: In Ground Pool, Heated, Gunite
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Cooktop, Refrigerator, Freezer, Dishwasher, Washer, Dryer
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Open Floor Plan
  • Laundry Room Location: main level
  • Rooms Additional: Greenhouse, Gym, Laundry Room, Sitting Room, Solarium
  • Room Count: 4
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Level: Upper
  • Room Type: Primary Bedroom
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: Bedroom
Property
Property and Assessments
  • Color: grey
  • Construction Description: Frame
  • Driveway Type: Shared, Gravel
  • Elevation Certificate: No
  • Exterior Siding: Clapboard, Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Property Info: Horse Property
  • Roof: Asphalt Shingle
  • Year Built: 1996
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Sq Ft Est Heated Below Grade: 1150
  • Living Area SQFT Per Public Records: 3409
Lot Information
  • Lot Description: Open Lot, Cleared, Level Lot, Professionally Landscaped
  • Parcel Number: 866642
  • Sq Ft Est Heated Above Grade: 3409.0
  • Sq Ft Total: 4559.0
  • Zoning: C
Utilities
  • Energy Features: Thermopane Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: Electric
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 98 Bacon Road

DateEvent & SourcePriceAppreciation
Sep 6, 2023

Closed (Public Record)

Public Record #1518235458

$2,160,000

+6.8% / yr

Jun 27, 2013

Closed (Public Record)

Public Record #856329445

$1,100,000—
Jun 27, 2013

Closed (Public Record)

Public Record #356329445

$1,100,000

+1.5% / yr

DateEvent & SourcePrice
09/06/2023

Closed (Public Record)

Public Record #1518235458

$2,160,000

+6.8% / yr

06/27/2013

Closed (Public Record)

Public Record #856329445

$1,100,000
06/27/2013

Closed (Public Record)

Public Record #356329445

$1,100,000

+1.5% / yr

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

Public Records for 98 Bacon Road

Taxable ValueLand$349,510Additions$920,150Total$1,269,660
Tax Record2025$16,506 ($1,376 / month)
Home Facts
Beds4Baths5.5Total Finished SqFt3,409 SqFtAbove Grade Finished SqFt3,409 SqFtUnfinished Basement SqFt920 SqFtStories2Lot Size366,340 SqFtStyleSingle Family ResidenceYear Built1996Year Renovated2016ZoningCCountyNORTHWEST HILLSAPNRXBY M:35 L:38

Schools near 98 Bacon Road

This home is within Regional School District 12.
Rating
School
Type
Grades
Distance
Booth Free School
Public - K to 5
Shepaug Valley School
Public - 6 to 12
The Burnham School
Public - K to 5
Washington Primary School
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: 98 Bacon Road, Roxbury, CT 06783
$2,160,000
4
4,559
366,339
96 Bacon Road, Roxbury, CT 06783
$175,000
3
2.5
3,734
430,373
26 Willow Brook Drive, Roxbury, CT 06783
$385,000
4
4.5
3,589
440,392
86 Bacon Road, Roxbury, CT 06783
–
4
2.5
2,760
335,848
Lot 3 Willow Brook Drive, Roxbury, CT 06783
$450,000
–
–
–
652,964
88 Bacon Road, Roxbury, CT 06783
$675,000
4
2,376
211,266

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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 W. Raveis Lifestyles Realty, Stacey Matthews

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.