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44 Keeler Road

Sharon, Connecticut 06069

ACTIVE$1,250,000
Beds
0
Baths
0
SqFt
Acres
33.73
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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About This Home

NO NEED TO WAIT FOR TOWN APPROVALS! Design development plans with project entitlements in place for a spectacular, modern, 5-bedroom, 5,400 sq. ft. two-level home-featuring an indoor pool, sauna, multiple attic areas and attached garage are paired with this expansive 33.73-acre parcel in Sharon's desirable West Woods section. Nestled amidst tranquil nature, this remarkable property offers an unmatched blend of privacy and accessibility, ideal for a serene retreat, equestrian estate, or exceptional investment. Boasting 443 feet of frontage on a bucolic country road, the building site is set back along the road. Behind the building site, an old wood road crosses a private pond, leading to your own hiking trail along the babbling Macedonia Brook to a higher open area which includes a proposed 4.52 acres of open meadow on the higher side of Macedonia Brook. I The property is bordered by protected land trust, ensuring a forever-preserved natural backdrop. Enjoy easy access to local amenities, located just 7 miles from Kent's vibrant town center, shops, and restaurants, and minutes from The Kent School, Macedonia State Park, Skiff Wildlife Preserve and the Appalachian Trail. Buyers may choose to streamline their build with the included, fully approved designs and entitlements or pursue their own custom vision subject to local approval.

Key Facts

City/Town
Sharon
Neighborhood
N/A
Property Type
Land
Days on Market
50 days
Beds
0
Baths
0 baths
Lot Size
33.73 acres
Property Taxes
$1,113 / Annually

Market Snapshot

The Sharon Market

Land · trailing 12 months

Median Days on Market

246

13 active listings

Median $ / Sq Ft

--

13 active listings

Sale-to-List Ratio

83.9%

4 sales

How this home compares

List Price

$1.25M

vs $429,000 median

2.9× the median

Price / Sq Ft

--

Median unavailable

Limited comparable data

Days on Market

50 days

vs 246 days median

196 days fresher than median

Based on 13 active and 4 closed sales (trailing 12 mo) of land in Sharon. Source: SmartMLS · As of July 29, 2026.

Location

44 Keeler Road, Sharon, Connecticut

Property

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,883

per month

  • Principal & Interest$6,373
  • Property Taxes$93
  • Insurance$417
  • HOA$0

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

Location

City/Town
Sharon
Neighborhood
N/A
County
Litchfield

Residence

Property Type
Land
Subtype
SingleFamilyResidence

Schools

Elementary
Sharon Center
High
Per Board of Ed

Exterior & Lot

Lot Size
33.73 acres
Zoning
2
Waterfront Details
Seasonal
Water Source
Well Required
Sewer
Septic Required
Lot Description
Some WetlandsTreedRolling

Listing & Financials

Property Taxes
$1,113 / Annually
Days on Market
50
MLS #
24089909
MLS Status
Active

Similar Properties

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

Listed By

Katherine Bennett

(860) 248-9370

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 11:01 AM UTC.