105 Highway 39

Sherman, CT 06784

$1,695,000
Price
3
Beds
3,765 Sq. Ft.
$450 / Sq. Ft.
3,765
Sq. Ft.
$450
per Sq. Ft.
a view of a terrace with chairs
a view of a terrace with sitting area
a view of a house with a yard
a living room with furniture and a window
a outdoor view with a sitting space
a view of livingroom from bathroom
a view of a hallway with wooden floor and a bathroom
a living room with furniture and a flat screen tv
a dining room with furniture a rug and a large window
a living room with furniture and a flat screen tv
a view of a dining room with furniture and window
a view of entryway with wooden floor
a kitchen with kitchen island a large counter top space a sink stainless steel appliances and cabinets
a view of a kitchen with refrigerator and microwave
a kitchen with stainless steel appliances granite countertop a stove a refrigerator and a sink with wooden floor
a kitchen with stainless steel appliances granite countertop a sink a stove and a dining table with wooden floor
a living room with furniture and wooden floor
a living room with furniture and a couch
a living room with furniture and a flat screen tv
a bathroom with a double vanity sink and a mirror
a bathroom with a shower
a view of an empty room with wooden floor and a window
a bathroom with a sink and a mirror
a view of empty room with wooden floor and fan
a living room with furniture and a flat screen tv
a living room with a flat screen tv and a window
a view of an empty room with a ceiling fan
a bedroom with a bed and a window
a bathroom with a shower
a utility room with dryer and washer
a view of a porch with a floor to ceiling window and wooden floor
a outdoor view of a building
a view of a backyard with iron fence
a front view of building
a view of garage
a view of a city
a view of city
a view of a terrace

Description

Beautifully sited on a gentle rise, this striking Contemporary commands sweeping panoramic views of the surrounding landscape. The home overlooks the iconic Happy Acres Farm, permanently preserved by the Town of Sherman, ensuring timeless pastoral vistas. The open floor plan features three bedrooms, including a main-level primary suite, three full and two half baths, a main-level study, and a dramatic living/dining space with vaulted ceilings and a stone-faced, double-sided bio-ethanol fireplace....Beautifully sited on a gentle rise, this striking Contemporary commands sweeping panoramic views of the surrounding landscape. The home overlooks the iconic Happy Acres Farm, permanently preserved by the Town of Sherman, ensuring timeless pastoral vistas. The open floor plan features three bedrooms, including a main-level primary suite, three full and two half baths, a main-level study, and a dramatic living/dining space with vaulted ceilings and a stone-faced, double-sided bio-ethanol fireplace. The sleek kitchen includes quartz countertops, bar seating, a walk-in pantry, and top-tier SS appliances. The main level's polished concrete floors and walls of oversized windows frame stunning front and rear views, filling the home with natural light. Upstairs are two en suite bedrooms with a large, shared sitting/playroom. Additional features include a walk-up attic with excellent expansion potential, radiant heat throughout the home and three-car garage, plus a separate laundry room. Outdoor living is equally inviting with an eight-person hot tub overlooking the rolling countryside and French doors opening to a covered patio with an outdoor fireplace. There is also your own golf tee! Freshly stained exteriors and newly painted interiors create an elegant, turnkey, move-in-ready residence. Ideally located just 90 minutes from Manhattan and minutes to NYC trains.
  1. Listed by Irit R Granger • William Pitt Sotheby's Int'l
    P: (203)-803-3748 C: (203)-803-3748 igranger@williampitt.com

Property Details for 105 Highway 39

Basement Description
None
Direct Waterfront
No
Garages Number
3
Neighborhood
N/A
Style
Contemporary
Garage Parking Info
Attached Garage
Swimming Pool
No
LISTING UPDATED: 02/04/2026 03:31 PM

Property Details for 105 Highway 39

StatusActive
MLS #24150804
Days on Market4
Taxes$9,647 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built2013
Lot Size5.22 AC / 227,383 SF
CountyFairfield County

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Irit R Granger
Add your commute

Building Information for 105 Highway 39

Stories-Year Built2013Building Size-Lot Size5.22 AC / 227,383 SF

Payment Calculator

$9,065 per month

30 year fixed, 6.15% Interest

Principal and Interest

$8,261

Property Taxes

$804

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 105 Highway 39

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Route 39 North to #105, bear left once in driveway.
  • Elementary School: Sherman
  • Flood Zone: No
  • High School: Per Board of Ed
  • Latitude: 41.615391
  • Longitude: -73.505338
  • Middle Jr High School: Per Board of Ed
  • Neighborhood Amenities: Golf Course, Health Club, Lake, Library, Medical Facilities, Private School(s), Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $9,647
Interior and Exterior Features
Exterior Features
  • Exterior Features: Underground Utilities, Breezeway, Porch, Gutters, Lighting, Hot Tub, French Doors, Patio
  • Waterfront Description: Beach Rights, Access
Interior Features
  • Appliances Included: Gas Range, Wall Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Unfinished, Floored, Walk-up
  • Cooling System: Central Air
  • Heat Type: Radiant
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Open Floor Plan, Security System
  • Laundry Room Info: Main Level
  • Rooms Additional: Breezeway, Foyer, Workshop
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Vaulted Ceiling,Combination Liv/Din Rm,Fireplace,French Doors,Patio/Terrace,Concrete Floor
  • Room Length: 37.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 21.0
Room 2
  • Room Entry Order: 2
  • Room Features: Remodeled,Breakfast Bar,Quartz Counters,Island,Pantry,Concrete Floor
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 12.0
Room 3
  • Room Entry Order: 3
  • Room Features: Concrete Floor
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Study
  • Room Width: 12.0
Room 4
  • Room Entry Order: 4
  • Room Features: 9 ft+ Ceilings,Bedroom Suite,Full Bath,Walk-In Closet,Concrete Floor
  • Room Length: 16.0
  • Room Level: Main
  • Room Type: Primary Bedroom
  • Room Width: 16.0
Room 5
  • Listing Key: 49149F900072505FE0631A01100A8459
  • Room Entry Order: 5
  • Room Features: 9 ft+ Ceilings,Ceiling Fan,Hardwood Floor
  • Room Length: 21.0
  • Room Level: Upper
  • Room Type: Rec/Play Room
  • Room Width: 13.0
Room 6
  • Room Entry Order: 6
  • Room Features: 9 ft+ Ceilings,Full Bath,Hardwood Floor
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.0
Room 7
  • Room Entry Order: 7
  • Room Features: 9 ft+ Ceilings,Full Bath,Hardwood Floor
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 13.0
Room 8
  • Room Entry Order: 8
  • Room Features: French Doors,Partial Bath,Hot Tub,Patio/Terrace,Concrete Floor
  • Room Length: 21.0
  • Room Level: Main
  • Room Type: Other
  • Room Width: 16.0
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 2013
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 3765
Lot Information
  • Lot Description: Rolling, Open Lot
  • Parcel Number: 309529
  • Sq Ft Est Heated Above Grade: 3765.0
  • Sq Ft Total: 3765.0
  • Zoning: Residential
Utilities
  • Energy Features: Passive Solar, Extra Insulation, Thermopane Windows
  • Heat Fuel Type: Propane
  • Hot Water Description: Tank Size Unknown
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 105 Highway 39

DateEvent & SourcePriceAppreciation
Nov 29, 2012

Closed (Public Record)

Public Record #343392578

$110,000—
DateEvent & SourcePrice
11/29/2012

Closed (Public Record)

Public Record #343392578

$110,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 105 Highway 39

Taxable ValueLand$69,200Additions$338,600Total$407,800
Tax Record2023$6,672 ($556 / month)
Home Facts
Beds3Baths3.5Total Finished SqFt3,765 SqFtAbove Grade Finished SqFt3,765 SqFtStories1Lot Size227,383 SqFtStyleSingle Family ResidenceYear Built2013CountyFAIRFIELDAPNSHMN M:29 B:11Fireplace TypeHas Fireplace

Schools near 105 Highway 39

This home is within Sherman School District.
Rating
School
Type
Grades
Distance
Sherman School
Public - PK to 8
Rating
School
Distance
Sherman School
PublicPK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 105 Highway 39, Sherman, CT 06784

105 Highway 39 is a single family home for sale in Sherman, CT 06784. This property was listed for sale on February 2, 2026 by William Pitt Sotheby's Int'l, it's currently listed at $1,695,000. It has been on the market for a total of 4 days and was last sold on November 29, 2012. This listing's school district is Sherman School District. Nearby schools include Sherman School. 105 Highway 39 is a 3-bed, 5-bath, 3,765 sqft single family home built in 2013.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Irit R Granger

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.