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55 Ranney Hill Road

Roxbury, Connecticut 06783

ACTIVE$2,000,000
Beds
0
Baths
0
SqFt
Acres
26.48
Matt Caiola

Matt Caiola

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Waterfront

About This Home

If You are looking for land with views to build your dream home, this is it. This is truly an "Estate Property". The 27 acres is cleared and open. There are several building sites at the top with 180 degree views. The land slopes gently down with a brook and 2 small ponds at the bottom. There is a fairly large barn and a smaller shop on the property in need of repairs. They are being sold AS IS! Bring your plans and build in a most beautiful part of the world in a sought after Connecticut town. Litchfield County is rural and beautiful. Enjoy farmers markets and country fairs. Visit any number of great restaurants in the area. There are many art shows, antique shops and boutiques to visit. As for outdoor activities, there are thousands of acres of land trust and hiking trails in Roxbury and surrounding towns. The Shepard River offers great fishing. There are ski areas close by as well as lakes for boating, fishing and swimming. Located under 2 hours from NYC! Taxes are based on 490 farming designation.

Key Facts

City/Town
Roxbury
Neighborhood
Painter Hill
Property Type
Land
Days on Market
92 days
Beds
0
Baths
0 baths
Lot Size
26.48 acres
Property Taxes
$253 / Annually

Market Snapshot

The Roxbury Market

Land · trailing 12 months

Median Days on Market

98

9 active listings

Median $ / Sq Ft

--

9 active listings

Sale-to-List Ratio

88.0%

4 sales

How this home compares

List Price

$2.00M

vs $490,000 median

4.1× the median

Price / Sq Ft

--

Median unavailable

Limited comparable data

Days on Market

92 days

vs 98 days median

6 days fresher than median

Based on 9 active and 4 closed sales (trailing 12 mo) of land in Roxbury. Source: SmartMLS · As of July 29, 2026.

Location

55 Ranney Hill Road, Roxbury, Connecticut

Property + 8 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$10,885

per month

  • Principal & Interest$10,197
  • Property Taxes$21
  • Insurance$667
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Roxbury
Neighborhood
Painter Hill
County
Litchfield

Residence

Property Type
Land
Subtype
SingleFamilyResidence

Schools

Elementary
Booth Free
High
Regional District 12

Exterior & Lot

Lot Size
26.48 acres
Zoning
A&C
Waterfront
Direct waterfront
Waterfront Details
PondBrook
Water Source
Well Required
Sewer
Septic Required
Lot Description
Level LotSloping LotCleared

Listing & Financials

Property Taxes
$253 / Annually
Days on Market
92
MLS #
24170752
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Sharon Wyant McGuire

(203) 417-2925

William Pitt Sotheby's Int'l

(860) 868-6600

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/29/2026 at 10:55 AM UTC.