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36 Great Elm Drive

Sharon, Connecticut 06069

ACTIVE - NEW$2,295,000
Beds
4
Baths
4 | 2
SqFt
6,444
Acres
3.00
Year Built
1987
Matt Caiola

Matt Caiola

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Pool3-Car Garage1 Fireplace

About This Home

Country Club Lifestyle with Outstanding Western Views of the Catskills from this exceptional 4/5 bedroom contemporary home at the top of the much desired and private Great Elm Estate in Sharon, CT. Enjoy the recently renovated facilities which include an oversized Gunite Pool, Tennis Court, Paddle Court, Pickleball Court and impeccably maintained grounds. 36 Great Elm offers main-floor living, flexible private quarters, and seamless indoor-outdoor connectivity. The main floor features a spacious living room with wood-burning fireplace and open dining room, creating an ideal layout for gatherings. The library provides a peaceful retreat for reading or TV watching. The expansive eat-in kitchen is ideal for gathering with family and friends. Step outside onto the large screened-in porch or the adjacent open-air porch to enjoy seasonal dining and relaxing sunset views. Two private ensuite bedrooms on the 2nd floor offer total privacy and comfort. Adding incredible versatility, a fully self-contained apartment features its own separate private entrance and includes a complete kitchen, bedroom, den and full bath. The walk-out lower level expands the living area even further, offering a spacious family room equipped with a convenient kitchenette. This level also houses a dedicated office or studio space, an additional full bathroom, and an abundance of storage. Only 10 Minutes to Wassaic train station, Lakeville, Salisbury & Millerton.

Key Facts

City/Town
Sharon
Neighborhood
N/A
Property / Style
Single Family · Contemporary
Year Built
1987
Days on Market
0 days
Beds
4
Baths
4 full · 2 half
Living Area
6,444 sq ft
Lot Size
3.00 acres
Garage / Parking
3 garage
Property Taxes
$13,137 / Annually
HOA Fee
$4,407 / Quarterly

Market Snapshot

The Sharon Market

Single Family · trailing 12 months

Median Days on Market

76

27 active listings

Median $ / Sq Ft

$481

27 active listings

Sale-to-List Ratio

96.5%

35 sales

How this home compares

List Price

$2.29M

vs $845,000 median

2.7× the median

Price / Sq Ft

$356

vs $481 median

26.0% below median

Days on Market

0 days

vs 76 days median

76 days fresher than median

Based on 27 active and 35 closed sales (trailing 12 mo) of single family in Sharon. Source: SmartMLS · As of October 2, 2026.

Location

36 Great Elm Drive, Sharon, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$15,891

per month

  • Principal & Interest$12,562
  • Property Taxes$1,095
  • Insurance$765
  • HOA$1,469

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
Single Family
Style
Contemporary
Year Built
1987
New Construction
No/Resale
Living Area
6,444 sq ft
Below Grade
2,668 sq ft

Schools

Elementary
Sharon Center
High
Housatonic

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Central Air
Fireplaces
1
Appliances
Gas CooktopMicrowaveRefrigeratorDishwasherWasherDryer
Basement
Full

Exterior & Lot

Lot Size
3.00 acres
Zoning
RR
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Pool
Pool HouseConcreteIn Ground Pool
Construction
Cedar
Roof
Shingle
Foundation
Concrete
Lot Description
On Cul-De-SacClearedRolling

HOA / Association

Fee
$4,407 / Quarterly
Amenities
PoolTennis Courts

Listing & Financials

Property Taxes
$13,137 / Annually
Days on Market
0
MLS #
24211085
MLS Status
Active

Similar Properties

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

Listed By

Liza Reiss

(860) 671-0288

Elyse Harney Real Estate

(860) 435-0120

Co-Listed By

Holly Leibrock

Elyse Harney Real Estate

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/2/2026. 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 10/2/2026 at 7:10 PM UTC.