98 Bacon Road, Roxbury, CT 06783
OFF MARKET

98 Bacon Road
Roxbury, CT 06783

  • 4 Beds
  • 5 Baths
  • 4,559 sqft (on 8.41 acres)

$2,467,000

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $16,092/mo*
Refinance Your Home

$2,467,000

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $16,092/mo*
Refinance Your Home
4 Beds
5 Baths
4,559 sqft
(on 8.41 acres)

Local Information

  • Map ViewExplore the area around 98 Bacon Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

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 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.
98 Bacon Road, Roxbury, CT 06783 is a 4 bedroom, 5 bathroom, 4,559 sqft single-family home built in 1996. It last sold for $2,160,000 on Sep 8, 2023 (6% below the $2,295,000 asking price). More recently, it was listed as a rental in April 2013 with an asking price of $35,000 per month. That rental listing was removed on May 5, 2013. It is currently off market. The Trulia Estimate is $2,467,000, with a rent estimate of $7,279/month.

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 98 Bacon Road

Interior Features

Interior Details
Basement: UnfinishedNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 5
Dimensions and Layout
Living Area: 4559 Square Feet
Appliances & Utilities
Appliances: Gas Cooktop, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Electric Water HeaterDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Window: Thermopane Windows

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Covered, PorchOther Structures: GreenhouseFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Attached,Shared Driveway,Gravel
Pool
Pool: In Ground, Heated, GunitePool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Farm & Range
Allowed to Raise Horses
Finished Area
Finished Area (above surface): 3409 Square FeetFinished Area (below surface): 1150 Square Feet

Property Information

Year Built
Year Built: 1996
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Clapboard, Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 866642

Price & Status

Price
List Price: $2,295,000
Status Change & Dates
Off Market Date: Fri Aug 04 2023Possession Timing: Negotiable

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Roxbury
School Information
Elementary School: Booth FreeJr High / Middle School: ShepaugHigh School: Shepaug

Building

Building Area
Building Area: 4559 Square Feet

Community

Community Features: Golf, Library, Medical Facilities, Park, Playground, Private School(s), Stables/Riding, Tennis Court(s)
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 8.41 Acres

Energy

Energy Efficiency Features: Windows

Miscellaneous

BasementMls Number: 170570290Above Grade Unfinished Area: 3409

Additional Information

HOA Amenities: None
Last check for updates: about 1 hour ago
Listed by Stacey Matthews, (203) 671-9067
W. Raveis Lifestyles Realty, (860) 868-0511
Bought with: Alan O'Doherty, (917) 993-3483, William Pitt Sotheby's Int'l, (860) 927-1141
Source: Smart MLS, MLS#170570290

Price History for 98 Bacon Road

DatePriceEventSource
09/08/2023$2,160,000Sold
Smart MLS #170570290
08/04/2023$2,295,000PendingToActiveWilliam Raveis Real Estate, Mortgage & Insurance #170570290
06/21/2023$2,295,000PendingWilliam Raveis Real Estate, Mortgage & Insurance #170570290
05/19/2023$2,295,000Listed For SaleSmart MLS #170570290
06/26/2013$1,100,000Sold
Smart MLS #99003335
05/05/2013$35,000ListingRemovedAgent Provided
04/05/2013$35,000Listed For RentAgent Provided
06/16/2012$1,395,000PriceChange
Agent Provided
08/19/2011$1,495,000PriceChange
Agent Provided
06/29/2011$1,595,000PriceChange
Agent Provided
08/18/2010$1,695,000Listed For SaleAgent Provided
04/29/2002$930,000Sold
N/A
08/29/1996$359,000Sold
N/A

Market trends in Roxbury

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
32
2MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$16,506
Assessment$1,269,660
Home facts updated by county records

Comparable Sales for 98 Bacon Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
32 Grassy Hill Road, Roxbury, CT
0.55
Single-Family Home
$1,966,500
12/22/25
4
4
4,728
22 East Woods Road, Roxbury, CT
0.46
Single-Family Home
$610,000
04/17/26
4
2.5
3,476
19 Good Hill Terrace, Roxbury, CT
0.66
Single-Family Home
$1,465,000
08/22/25
3
3
3,022
30 Hickory Lane, Roxbury, CT
0.72
Single-Family Home
$1,400,000
11/06/25
4
5.5
4,721
34 Bacon Road, Roxbury, CT
0.64
Single-Family Home
$959,000
03/30/26
4
4
3,686
77 Tophet Road, Roxbury, CT
1.54
Single-Family Home
$2,300,000
07/07/26
4
4.5
6,670
68 Whittlesey Road, Woodbury, CT
1.53
Single-Family Home
$1,225,000
11/16/25
4
4
4,682
173 Railtree Hill Road, Woodbury, CT
1.61
Single-Family Home
$528,000
09/09/25
4
3.5
3,350
143 Tophet Road, Roxbury, CT
1.79
Single-Family Home
$1,925,000
02/17/26
4
5.5
5,848

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 98 Bacon Road.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Roxbury

At least 2 Trulia users voted on each feature.

  • 100 % Say there's holiday spirit

  • 100 % Say car is needed

  • 100 % Say it's quiet

  • 80 % Say yards are well-kept

  • 80 % Say it's dog friendly

  • 80 % Say parking is easy

  • 67 % Say there's wildlife

  • 50 % Say people would walk alone at night

  • 50 % Say they plan to stay for at least 5 years

  • 29 % Say neighbors are friendly

  • 25 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Lisa r. h.
    "This is an incredibly supportive town, with many young families. Lots of townwide events to meet new people, and friendly neighbors. We moved in 9 years ago and love living here!"
    2
    Flag
  • Maria T.
    "Peaceful and surrounded by nature. The perfect escape from the city or a great place to live full time."
    0
    Flag
  • Katherine
    "This is one of the most gorgeous towns in Connecticut. Quintessential New England, with lots of privacy - yes there are celebs - but who cares! They are just people too. You get the best of everything - lovely town green, no traffic, a short drive to everything you need, acreage with your house and low taxes. People are friendly, helpful, nice to you and no smog!!!!!!!!! Yes, we love it here. "
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
  • Results are loading
Skip to first item

Explore by feature - Air Conditioning

6 rentals with air conditioning in Roxbury, CT

Explore by feature - Washer/dryer

7 rentals with a washer/dryer in Roxbury, CT

Homes for sale near 98 Bacon Road

Skip to last item
Skip to first item

Off Market Homes Near 98 Bacon Road

Skip to last item
Skip to first item
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.