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27 Osborn RoadSherman, CT 06784

For Sale

$1,595,000

Smart Buyer Rebate $15,950

This impeccable 4 bedroom home is sited on 7.7 private acres w/four fenced paddocks and a 3/4 stall stable for horses at the end of a quiet country lane.The home has a sought after open floor plan on the 1st level. The large, eat-in kitchen has a vast granite center island & includes a 6 burner/two oven range w/egress to the outdoor stone terrace. The open flow to the family room and dining room is ideal for today's lifestyle. The family room features built-ins & an Extraordinaire Fireplace capable of heating the entire home! It is back to back with the outdoor fireplace on the expansive stone terrace. A convenient first floor bedroom with a newly renovated full bath can also be used as a gym, office or library. There is an additional room at that end of the home that is perfect for a home office, den or music room. The upper level has 3 bedrooms including the primary ensuite bedroom w/3 walk-in closets. There is a hall bath for the other two bedrooms to share. The walk-out lower level/basement has high ceilings & a poured concrete foundation. The beautifully appointed 4 stall/3 stalls plus tack room, center aisle stable has large stalls with a stone aisle. The stalls have rubber matting & the 4 fenced paddocks are all adjacent to the barn. There is a fenced round pen as well as access to the Naromi trail system. The in-ground pool is heated and fenced with lovely gardens surrounding it. A charming, in character garage/storage building graces the property as well.

Listed by Sally Slater

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Douglas Elliman of Connecticut

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(914) 584-0137

Listed by Robyn Bonder

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Douglas Elliman of Connecticut

Last updated May 16, 2026

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Source: SmartMLS #24159584

Listing Facts

  • TypeSingle-family
  • NeighborhoodSherman
  • Bedrooms4
  • Bathrooms4
  • Days on Prevu92
  • Taxes$9,225/year
  • Size3,540 sqft
  • Price per sqft$451

Location

Mortgage Calculator

Listing History

03/21/2026
Status changed to Active
$1,595,000
03/20/2026
Status changed to Removed from Feed
$1,595,000
03/16/2026
Listed by Douglas Elliman of Connecticut
$1,595,000

Property Details for 27 Osborn Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 2012
  • Year Built Details: Public Records
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Terrace, Barn, Deck, Garden Area, Stable, Paddock

Features

  • Pool Features: Heated, Safety Fence, Salt Water, In Ground Pool
  • Pool Private: Yes
  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Professionally Landscaped
  • Lot Size Acres: 7.70

Financial

Taxes

  • Parcel Number: 309348
  • Tax Annual Amount: $9,225.00
  • Tax Year: 25

Interior

Features

  • Appliances: Gas Cooktop, Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer
  • Fireplaces Total: 2
  • Interior Features: DROPEN, OPEN, SECURESY

Measurements

  • Living Area: 3,540

Rooms

  • Basement: Full, Full With Walk-Out
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Rooms Total: 8

Parking

Parking

  • Attached Garage: Attached Garage, Detached Garage
  • Garage Spaces: 3

Schools

Elementary School

  • Elementary School: Sherman

High School

  • High School: Per Board Of Ed

Middle or Junior School

  • Middle Or Junior School: Per Board Of Ed

Utilities

Equipment

  • Cooling: Central Air, Zoned
  • Heating: Hydro Air
  • Laundry Features: Main Level
  • Sewer: Septic
  • Water Source: Private Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 4 bathrooms in this single-family home at 27 Osborn Road.

What schools are nearby to 27 Osborn Road?

Nearby schools include the Sherman Elementary School, Per Board Of Ed Middle School, and Per Board Of Ed High School.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 27 Osborn Road.

What are the annual taxes for 27 Osborn Road?

Annual taxes for this single-family home are estimated at $9,225.

How does 27 Osborn Road compare to other single-family homes in Sherman?

This single-family home is listed 51% above the average price for single-family homes in Sherman and has been on the market for 11 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,540 sqft.

27 Osborn Road is a 4-bedroom, 4-bath single-family home for sale in Sherman CT 06784. Available on Prevu for 92 days at $1,595,000. This residence features 3,540 square feet of living space, located in Sherman. The median listing price for single-family homes in this area is $868,750. Nearby schools include Sherman Elementary School, Per Board Of Ed Middle School, and Per Board Of Ed High School. Explore more single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.