Under contract

Price cut: $345K (6/18)

$3,650,000

8 Bayberry Hill, Roxbury, CT 06783

5beds

5,940sqft

$22,512/mo

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Single Family Residence

Built in 1986

31.77 Acres Lot

$-- Zestimate^®

$614/sqft

$-- HOA

What's special

Refined primary suiteExceptional privacyMature award-winning gardensLarge stone terracesPaneled libraryHeated gunite poolMeandering garden path

Privately Sited on a Hill in the Midst of 31+ acres, this Elegantly Renovated 5,000+ sq ft Colonial Offers Panoramic Sunset Views and Exceptional Privacy. Graciously Proportioned Rooms Populate the Main Level & Include: a Vaulted-Ceiling Living Room with Fireplace, Paneled Library, Inviting Family Room, and a Spacious Eat-in Kitchen with Top-tier Appliances. The Refined Primary Suite Features a Fireplace, ModernLuxury Bath, and Dressing Room. A Separate 1-Bedroom Guest Suite Adds Versatility. Outdoors, Discover A Heated Gunite Pool Surrounded by Mature Award-Winning Gardens. Large Stone Terraces & a Meandering Garden Path Add a Texture to this Layered Property. 3-Car Over-sized Attached Garage. Only Minutes from Roxbury, Washington Depot, and Historic Woodbury CT. First Time on the Market in Over 35 Years

434 days

119

3

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 5
Bathrooms: 6
Full bathrooms: 4
1/2 bathrooms: 2

Rooms

Room types: Bonus Room

Primary bedroom

Level: Upper

Bedroom

Level: Upper

Bedroom

Level: Upper

Bedroom

Level: Upper

Bedroom

Level: Upper

Dining room

Level: Main

Family room

Level: Main

Kitchen

Level: Main

Living room

Level: Main

Sun room

Level: Main

Heating

Forced Air, Oil

Cooling

Central Air

Appliances

Included: Gas Cooktop, Oven, Range Hood, Subzero, Ice Maker, Dishwasher, Washer, Dryer, Water Heater

Features

Entrance Foyer, In-Law Floorplan
Doors: French Doors
Basement: Full,Unfinished,Interior Entry
Attic: Finished,Floored,Walk-up
Number of fireplaces: 3

Interior area

Total structure area: 5,940
Total interior livable area: 5,940 sqft
Finished area above ground: 5,940

Property

Parking

Total spaces: 8
Parking features: Attached, Paved, Driveway, Private
Attached garage spaces: 3
Has uncovered spaces: Yes

Features

Patio & porch: Terrace
Exterior features: Fruit Trees, Garden
Has private pool: Yes
Pool features: Gunite, Heated, In Ground

Lot

Size: 31.77 Acres
Features: Few Trees, Cleared, Landscaped

Details

Parcel number: 866691
Zoning: C

Construction

Type & style

Home type: SingleFamily
Architectural style: Colonial
Property subtype: Single Family Residence

Materials

Clapboard
Foundation: Concrete Perimeter
Roof: Shake

Condition

New construction: No
Year built: 1986

Utilities & green energy

Sewer: Septic Tank
Water: Well

Community & HOA

HOA

Has HOA: No

Location

Region: Roxbury

Financial & listing details

Price per square foot: $614/sqft
Tax assessed value: $2,115,190
Annual tax amount: $27,497
Date on market: 6/3/2025

Estimated market value

Not available

Estimated sales range

Not available

Price history

Date	Event	Price
8/6/2026	Pending sale	$3,650,000$614/sqft
Source: Smart MLS #24088086 Report a problem
6/18/2026	Price change	$3,650,000-8.6%$614/sqft
Source: Smart MLS #24088086 Report a problem
5/29/2026	Pending sale	$3,995,000$673/sqft
Source: Smart MLS #24088086 Report a problem
9/8/2025	Price change	$3,995,000-11.2%$673/sqft
Source: Smart MLS #24088086 Report a problem
6/3/2025	Listed for sale	$4,500,000$758/sqft
Source: Smart MLS #24088086 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$27,497 +3.2%	$2,115,190
2024	$26,651 -0.1%	$2,115,190 -0.1%
2023	$26,682 -8.7%	$2,117,640 +10.5%
2022	$29,221 -1%	$1,916,110
2021	$29,508 -2.5%	$1,916,110
2020	$30,275 -0.3%	$1,916,110
2019	$30,370	$1,916,110
2018	$30,370 +3.5%	$1,916,110 -7.3%
2017	$29,340 +3.7%	$2,066,180 +0.1%
2016	$28,289	$2,064,880
2015	$28,289 +2.2%	$2,064,880
2014	$27,669 +0.8%	$2,064,880
2013	$27,463 +15.8%	$2,064,880 +5.4%
2012	$23,716 +1.7%	$1,960,000
2011	$23,324 +4.4%	$1,960,000
2010	$22,344 +4.6%	$1,960,000
2009	$21,364 -7.4%	$1,960,000 -7.4%
2008	$23,062 +15.2%	$2,115,740 +62.8%
2007	$20,018	$1,299,890
2006	$20,018	$1,299,890
2005	$20,018	$1,299,890
2004	$20,018	$1,299,890
2003	$20,018 +25.2%	$1,299,890 +58.8%
2001	$15,990	$818,320
2000	$15,990	$818,320