Date
Details
Price
Change
Source
3/20/2026
Listed
$1,595,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/30
$1,595,000 Just Listed
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/30
Property Description
Sited on 7.7 private acres on a quiet country lane, this impeccable 4 bedroom home has a much sought after open floor plan on the first level. The large, eat-in kitchen has a vast granite center island & includes a 6 burner/two oven range w/direct access to the outdoor stone terrace. The 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 or music room. The upper level has three bedrooms including the primary ensuite bedroom with 3 walk-in closets. The bath has a Bain Ultra Air Jet tub & a free-standing shower. 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. There is 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.
Full Property Details
Full Property Details for 27 Osborn Rd
General
- Price: $1,595,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24159584
- Updated: Today (3/20/2026)
- Added to Site: Today
Interior
- Number of Rooms: 8
- Rooms/Areas: Foyer, Laundry Room, Music Room
- Interior Features: Auto Garage Door Opener, Open Floor Plan, Security System
- Fireplace: Yes
- Number of Fireplaces: 2
- Appliances: Gas Cooktop, Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Primary Bedroom - 9 ft+ Ceilings, Full Bath, Hydro-Tub, Stall Shower, Walk-In Closet, Hardwood Floor, Upper
- Primary Suite: Bedroom Suite, Full Bath, Whirlpool Tub, Walk-In Clos, Upper
- Bedroom 1: Bedroom - Hardwood Floor, Upper
- Bedroom 2: Bedroom - Hardwood Floor, Upper
Other Rooms
- Family Room: Family Room - 9 ft+ Ceilings, Built-Ins, Fireplace, Hardwood Floor, Main
- Eat In Kitchen: Eat-In Kitchen - 9 ft+ Ceilings, Granite Counters, Dining Area, Island, Patio/T, Main
- Dining Room: Dining Room - 9 ft+ Ceilings, Vaulted Ceiling, Hardwood Floor, Main
- Laundry: Main Level
Additional Information
- Pool: Yes
- Pool Description: Heated, Safety Fence, In Ground Pool
Exterior
- Exterior Features: Terrace, Barn, Deck, Garden Area, Stable, Paddock
- Color: Beige
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Parking: Attached Garage, Detached Garage
Location
- County: Fairfield
- Driving Directions: per GPS
School Information
- Elementary School: Sherman
- Middle School: Per Board of Ed
- Intermediate School: Per Board of Ed
- High School: Voucher
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Hydro Air, Propane
- Heating Fuel: Propane
- Water Heater: Propane, Domestic
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Colonial
- Description/Design: Horse Property
- Construction Status: No/Resale
- Exterior Const.: Clapboard
- Basement Desc.: Full, Full With Walk-Out
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 3,540
- Above Ground: 3,540 Sq. Ft.
- Year Built: 2012
Lot Features
- Lot Size (Acres): 7.707
- Zoning: Residential
- Lot Description: Professionally Landscaped
Horse Property
- Horse Property: Yes
Green Features
- Energy Features: Generator
Financial Considerations
- Assessment Amount: $553,400
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 309348
Listed by Douglas Elliman of Connecticut, Sally Slater and Douglas Elliman of Connecticut, Robyn Bonder
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agents
— 27 Osborn Rd —
Sally Slater
Douglas Elliman of Connecticut
Robyn Bonder
Douglas Elliman of Connecticut
Agent Contact: (914) 584-0137 Office Contact: (203) 622-4900
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 27 Osborn Rd
School District:Sherman School District
| Name | Grades | Distance |
|---|---|---|
Sherman School, Sherman, CT 2 Route 37 East, Sherman, CT 06784 | PK-8 | 1.6 mi |
New Fairfield High School 54 Gillotti Road, New Fairfield, CT 06812 | 9-12 | 9.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 27 Osborn Rd
Tax History
Tax History for 27 Osborn Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$9,225
2%
$553,400
—
2023
$9,054
-8%
$553,400
—
2023
$9,862
-2%
$553,400
—
2022
$10,061
4%
$553,400
7%
2021
$9,628
-2%
$516,500
—
2020
$9,870
-4%
$516,500
—
2019
$10,232
-5%
$516,500
-3%
2018
$10,822
5%
$532,300
5%
2017
$10,334
-8%
$508,300
-8%
2016
$11,190
5%
$550,410
3%
2015
$10,703
1%
$534,100
—
2014
$10,597
13%
$534,100
-4%
2011
$9,388
—
$557,480
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 27 Osborn Rd
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 13 days ago
- 4Beds
- 3Total Baths
- 3,208Sq. Ft.
Listed by Cheryl Finley (203) 948-5607
- Single Family
- Active
- 5Beds
- 6Total Baths
- 4,962Sq. Ft.
Listed by The Valentini Team at Coldwell Banker Realty (203) 994-1988
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 5Total Baths
- 4,783Sq. Ft.
Listed by Joseph Chemero (860) 354-4111
- Condo
- Active
- Updated 2 days ago
- 1Bed
- 1Total Bath
- 620Sq. Ft.
- Condo
- Active
- Updated 21 hours ago
- 2Beds
- 1Total Bath
- 1,025Sq. Ft.
Listed by Chris LaCava (860) 354-4111 x39
- Townhouse
- Active
- Updated 21 hours ago
- 1Bed
- 1Total Bath
- 1,038Sq. Ft.
Listed by Todd P Sargent (860) 354-4111
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 1Total Bath
- 960Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
27 Osborn Road, Sherman, CT 06784 (MLS# 24159584) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 27 Osborn Road is currently listed for $1,595,000 and was received on March 20, 2026. Want to learn more about 27 Osborn Road? Do you have questions about finding other Single Family real estate for sale in Sherman? You can browse all Sherman real estate or contact a Coldwell Banker agent to request more information.