4 beds4,456 sqft$784/sqft
35 Schoolhouse Rd, Roxbury, CT 06783
Est: $18,720/moGet pre-approved

Description

Subtle Sophistication in A++ Roxbury Locale. Perfectly sited in an estate area of Roxbury on a quiet country road, this renovated country cottage exudes understated elegance & modern comfort. Main house offers one-level living & turn-key perfection, w/chic kitchen featuring custom cabinetry, stainless steel appliances, it flows seamlessly into the dining room. Dramatic great room w/floor-to-ceiling glass & fireplace anchors the living spaces, opening directly to large deck for effortless outdoor...Subtle Sophistication in A++ Roxbury Locale. Perfectly sited in an estate area of Roxbury on a quiet country road, this renovated country cottage exudes understated elegance & modern comfort. Main house offers one-level living & turn-key perfection, w/chic kitchen featuring custom cabinetry, stainless steel appliances, it flows seamlessly into the dining room. Dramatic great room w/floor-to-ceiling glass & fireplace anchors the living spaces, opening directly to large deck for effortless outdoor entertaining & picturesque views of the grounds. There are 4 ensuite bdrms, incl a stunning 1st-flr primary suite w/sitting room, gas fireplace, 2 fully built-out walk-in closets, & French doors leading to a private terrace with outdoor fireplace. Cozy library/den with built-ins and a versatile lower-level bonus space are ideal for an art studio or private home office. Add'l highlights incl a steam shower, smart-home features, radiant heat w/hydro-air backup, 2 washers & dryers. Dramatic post-and-beam guest house w/ vaulted ceiling, balcony, & full kitchen sits above a 2 car garage and prep kitchen, offering a private retreat complete w/its own washer/dryer. The grounds are exceptional-mature trees, stone walls, a pond, sweeping lawns, and lush gardens surrounding a heated gunite pool. Expansive porches and terraces provide seamless indoor-outdoor living, ensuring total privacy. Minutes from The Mayflower Inn, town center and close to acres of Roxbury Land Trust. 90 min to NYC.
LISTING UPDATED: 08/21/2026 07:28 PM

  1. Listed by Pels Matthews • W. Raveis Lifestyles Realty
    P: (203) 671-5432 C: (203) 671-5432 pels.matthews@raveis.com
  2. Listed by Rebecca L Doh • W. Raveis Lifestyles Realty
    P: (860) 868-0511 C: (860) 601-4406 rebecca.doh@raveis.com

Property Details for 35 Schoolhouse Road

MLS #
24201025
Days on Market
-
Taxes
$11,461 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential
Year Built
1951
Lot Size
10.00 AC / 435,600 SF
Basement Description
Full, Heated, Cooled, Partially Finished, Liveable Space, Concrete Floor, Full With Walk-Out
Direct Waterfront
Yes
Expected Active Date
08-27-2026
Garages Number
2
Neighborhood
N/A
Style
Cottage
Garage Parking Info
Detached Garage, Paved, Driveway
Swimming Pool
Yes
Expected On Market Date
08-27-2026

Location

Listing Courtesy of W. Raveis Lifestyles Realty, Pels Matthews; W. Raveis Lifestyles Realty, Rebecca L Doh
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Building Information for 35 Schoolhouse Road

Stories-Year Built1951Building Size-Lot Size10.00 AC / 435,600 SF

Payment Calculator

$18,720 per month

30 year fixed, 6.55% Interest

Principal and Interest

$17,765

Property Taxes

$955

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 35 Schoolhouse Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Rt 317 to Tophet to right on 2nd Schoolhouse Road entrance (paved) to #35 2nd driveway on left.
  • Elementary School: Booth Free
  • High School: Regional District 12
  • Intermediate School: Regional District 12
  • Latitude: 41.57379
  • Longitude: -73.26982
  • Middle Jr High School: Regional District 12
  • State: Connecticut
Parking
  • Parking Total Spaces: 5
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $11,461
Interior and Exterior Features
Exterior Features
  • Exterior Features: Balcony, Deck, Gutters, Guest House, French Doors, Patio
  • Pool Description: Gunite, Heated, In Ground Pool
  • Waterfront Description: Pond
Interior Features
  • Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Access Via Hatch
  • Cooling System: Central Air
  • Heat Type: Hydro Air, Radiant
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Audio System, Auto Garage Door Opener, Open Floor Plan, Security System
  • Laundry Room Info: Lower Level, Main Level
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Level: Main
  • Room Type: Library
Room 3
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Dining Room
Room 4
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Kitchen
Room 5
  • Listing Key: 59914A0C9357715BE0631A01100AD586
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Primary BR Suite
Room 6
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Den
Room 7
  • Room Entry Order: 6
  • Room Features: Full Bath
  • Room Level: Main
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 7
  • Room Features: Full Bath
  • Room Level: Main
  • Room Type: Bedroom
Room 9
  • Listing Key: 59914A0C9357715BE0631A01100AD586
  • Room Entry Order: 8
  • Room Features: Bedroom Suite,Full Bath,Patio/Terrace
  • Room Level: Lower
  • Room Type: Bedroom
Room 10
  • Room Entry Order: 9
  • Room Level: Lower
  • Room Type: Office
Property
Property and Assessments
  • Color: Red
  • Construction Description: Frame
  • Driveway Type: Private, Asphalt
  • Exterior Siding: Vertical Siding
  • Foundation Type: Concrete
  • Fuel Tank Location: In Ground
  • New Construction Type: No/Resale
  • Roof: Metal
  • Year Built: 1951
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Detached, Over Garage
  • In Law Apartment: Yes
  • Sq Ft Description: Main house
  • Sq Ft Est Heated Below Grade: 1341
  • Living Area SQFT Per Public Records: 0
Lot Information
  • Lot Description: Lightly Wooded, Level Lot, Cleared, Professionally Landscaped, Rolling, Water View
  • Parcel Number: 866818
  • Sq Ft Est Heated Above Grade: 3115.0
  • Sq Ft Total: 4456.0
  • Zoning: C
Utilities
  • Heat Fuel Type: Propane
  • Hot Water Description: Domestic
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 35 Schoolhouse Road

DateEvent & SourcePriceAppreciation
Aug 4, 2015

Closed (Public Record)

Public Record #553531737

$2,060,000

+9.2% / yr

May 24, 2006

Closed (Public Record)

Public Record #197752343

$920,000

+15.7% / yr

Feb 27, 1997

Closed (Public Record)

Public Record #91919826

$240,000

+16.0% / yr

DateEvent & SourcePrice
08/04/2015

Closed (Public Record)

Public Record #553531737

$2,060,000

+9.2% / yr

05/24/2006

Closed (Public Record)

Public Record #197752343

$920,000

+15.7% / yr

02/27/1997

Closed (Public Record)

Public Record #91919826

$240,000

+16.0% / yr

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

Public Records for 35 Schoolhouse Road

Taxable ValueLand$280,910Additions$600,740Total$881,650
Tax Record2025$11,461 ($955 / month)
Home Facts
Beds2Baths2Total Finished SqFt1,756 SqFtAbove Grade Finished SqFt1,756 SqFtUnfinished Basement SqFt960 SqFtStories2Lot Size435,600 SqFtStyleSingle Family ResidenceYear Built1955Year Renovated1955ZoningCCountyNORTHWEST HILLSAPNRXBY M:38 L:14

Schools near 35 Schoolhouse Road

This home is within Regional School District 12.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 12
Public - PK to 5
Public - K to 5
Rating
School
Distance
Booth Free School
PublicK to 5

Shepaug Valley School
Public6 to 12

Washington Primary School
PublicPK to 5

The Burnham School
PublicK to 5

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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35 Schoolhouse Road is a single family home Coming Soon in Roxbury, CT 06783. This property is currently priced at $3,495,000. This listing's school district is Regional School District 12. Nearby schools include Booth Free School, Shepaug Valley School and Washington Primary School. 35 Schoolhouse Road is a 4-bed, 5-bath, 4,456 sqft single family home built in 1951.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of W. Raveis Lifestyles Realty, Pels Matthews; W. Raveis Lifestyles Realty, Rebecca L Doh

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.