Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$3,495,000 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,456 Sq. Ft.
  • 2 Car Garage
  • Updated 1 hour ago
See This Home
Save This Home
See This Home
Save This Home
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.

Full Property Details for 35 Schoolhouse Rd

General

  • Price: $3,495,000
  • Taxes: (July 2025-June 2026)
  • Status: Coming Soon
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24201025
  • Updated: Today (8/21/2026)
  • Added to Site: Today
  • Expected Market Date: 8/27/2026

Interior

  • Number of Rooms: 10
  • Interior Features: Audio System, Auto Garage Door Opener, Open Floor Plan, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Suite: Main
  • Bedroom 1: Bedroom - Bedroom Suite, Full Bath, Patio/Terrace, Lower
  • Bedroom 2: Bedroom - Full Bath, Main
  • Bedroom 3: Bedroom - Full Bath, Main

Other Rooms

  • Living Room: Living Room, Main
  • Kitchen: Kitchen, Main
  • Dining Room: Dining Room, Main
  • Office: Office, Lower
  • Den: Den, Main
  • Library: Library, Main
  • Laundry: Lower Level, Main Level
  • In-Law/Au Pair Suite: Yes

Additional Information

  • Pool: Yes
  • Pool Description: Gunite, Heated, In Ground Pool

Exterior

  • Exterior Features: Balcony, Deck, Gutters, Guest House, French Doors, Patio
  • Color: Red

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 5
  • Parking: Detached Garage, Paved, Driveway

Location

  • County: Litchfield
  • Driving Directions: Rt 317 to Tophet to right on 2nd Schoolhouse Road entrance (paved) to #35 2nd driveway on left.

School Information

  • Elementary School: Booth Free
  • Middle School: Regional District 12
  • Intermediate School: Regional District 12
  • High School: Regional District 12

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hydro Air, Radiant, Propane
  • Heating Fuel: Propane
  • Water Heater: Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Cottage
  • Construction Status: No/Resale
  • Exterior Const.: Vertical Siding
  • Basement Desc.: Full, Heated, Cooled, Partially Finished, Liveable Space, Concrete Floor, Full With Walk-Out
  • Roof: Metal
  • Attic: Yes
  • Square Feet: 4,456
  • Above Ground: 3,115 Sq. Ft.
  • Below Ground: 1,341 Sq. Ft.
  • Year Built: 1951

Lot Features

  • Lot Size (Acres): 10
  • Driveway/Sidewalk: Private, Asphalt
  • Zoning: C
  • Lot Description: Lightly Wooded, Level Lot, Cleared, Professionally Landscaped, Rolling, Water View

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Pond

Financial Considerations

  • Assessment Amount: $881,650
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 866818

Listed by W. Raveis Lifestyles Realty, Pels Matthews and W. Raveis Lifestyles Realty, Rebecca Doh

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agents

— 35 Schoolhouse Rd —

  • Pels Matthews

    W. Raveis Lifestyles Realty

  • Rebecca Doh

    W. Raveis Lifestyles Realty

Agent Contact: (203) 671-5432 Office Contact: (860) 868-0511

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Price & Sales History for 35 Schoolhouse Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/21/2026
Listed
$3,495,000
69.66%
MLS
8/04/2015
Sold
$2,060,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 35 Schoolhouse Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,461
3%
$881,650
—
2023
$11,109
1%
$881,650
22%
2022
$11,027
—
$723,090
—
2021
$11,027
-3%
$723,090
—
2020
$11,425
—
$723,090
—
2019
$11,461
—
$723,090
—
2018
$11,461
-5%
$723,090
-15%
2017
$12,083
10%
$850,920
6%
2016
$11,025
—
$804,740
—
2015
$11,025
2%
$804,740
—
2014
$10,784
1%
$804,740
—
2012
$10,703
—
$804,740
—
View All
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 for 35 Schoolhouse Rd

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by W. Raveis Lifestyles Realty, Pels Matthews and W. Raveis Lifestyles Realty, Rebecca Doh

Similar Properties near 35 Schoolhouse Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

268 South St, Roxbury, CT 06783 - Photo 1
$3,600,000

268 South St  Roxbury, CT 06783

  • Single Family
  • Active
  • 5
    Beds
  • 5
    Total Baths
  • 6,190
    Sq. Ft.
Listed by Klemm Real Estate Inc
47 Squire Rd, Roxbury, CT 06783 - Photo 1
$3,995,000

47 Squire Rd  Roxbury, CT 06783

  • Single Family
  • Active
  • Updated 12 days ago
  • 5
    Beds
  • 6
    Total Baths
  • 7,121
    Sq. Ft.
Listed by Klemm Real Estate Inc
4 Judge Rd, Roxbury, CT 06783 - Photo 1
$3,200,000

4 Judge Rd  Roxbury, CT 06783

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 1,974
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
920 Main Street S, Woodbury, CT 06798 - Photo 1
$2,995,000

920 Main Street S  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 6
    Total Baths
  • 5,316
    Sq. Ft.
Listed by Klemm Real Estate Inc

Just Listed near 35 Schoolhouse Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

8 Woods Way, Woodbury, CT 06798 - Photo 1 Just Listed
$309,000

8 Woods Way  #8  Woodbury, CT 06798

  • Townhouse
  • Active
  • Updated 20 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,467
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
229 Bacon Pond Rd, Woodbury, CT 06798 - Photo 1 Just Listed
$194,900

229 Bacon Pond Rd  #351  Woodbury, CT 06798

  • Condo
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 1
    Total Bath
  • 913
    Sq. Ft.
Listed by Drakeley Real Estate, Inc.
47 Woods Way, Woodbury, CT 06798 - Photo 1 Just Listed
$299,900
Open House

47 Woods Way  #47  Woodbury, CT 06798

  • Townhouse
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,182
    Sq. Ft.
Listed by BHGRE Gaetano Marra Homes
39 Hard Hill Rd, Woodbury, CT 06798 - Photo 1 Just Listed
$695,000
Open House

39 Hard Hill Rd  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,970
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l

Price Reduced near 35 Schoolhouse Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

153 Old Sherman Hill Rd, Woodbury, CT 06798 - Photo 1 Price Reduced
-$50,100 (-6.68%)
$699,900

153 Old Sherman Hill Rd  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,658
    Sq. Ft.
Listed by Heather Weber (203) 232-5483
819 Main St N, Woodbury, CT 06798 - Photo 1 Price Reduced
-$125,000 (-7.94%)
$1,450,000

819 Main St N  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 20 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,992
    Sq. Ft.
Listed by Klemm Real Estate Inc
60 Quarry Ridge Rd, Washington, CT 06777 - Photo 1 Price Reduced
-$25,000 (-3.33%)
$725,000

60 Quarry Ridge Rd  #60  Washington, CT 06777

  • Townhouse
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 2,249
    Sq. Ft.
Listed by W. Raveis Lifestyles Realty
40 Sherman Hill Rd, Woodbury, CT 06798 - Photo 1 Price Reduced
-$2,000 (-16.67%)
$10,000

40 Sherman Hill Rd  Woodbury, CT 06798

  • Commercial Lease
  • Active
Listed by William Raveis Real Estate

Recent Sales near 35 Schoolhouse Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

8 Bayberry Hill, Roxbury, CT 06783 - Photo 1 Sold
$3,340,000

8 Bayberry Hill  Roxbury, CT 06783

  • Single Family
  • Closed
  • Updated 18 hours ago
  • 5
    Beds
  • 6
    Total Baths
  • 5,940
    Sq. Ft.
Listed by Klemm Real Estate Inc
Sold by Klemm Real Estate Inc
116 Wykeham Rd, Washington, CT 06793 - Photo 1 Sold
$3,300,000

116 Wykeham Rd  Washington, CT 06793

  • Single Family
  • Closed
  • 4
    Beds
  • 5
    Total Baths
  • 4,316
    Sq. Ft.
Listed by W. Raveis Lifestyles Realty
Sold by Compass Connecticut, LLC
409 Northrop St, Bridgewater, CT 06752 - Photo 1 Sold
$3,050,000

409 Northrop St  Bridgewater, CT 06752

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 4,020
    Sq. Ft.
Listed by Klemm Real Estate Inc
Sold by W. Raveis Lifestyles Realty
217 Sawyer Hill Rd, New Milford, CT 06776 - Photo 1 Sold
$3,000,000

217 Sawyer Hill Rd  New Milford, CT 06776

  • Single Family
  • Closed
  • 2
    Beds
  • 3
    Total Baths
  • 4,420
    Sq. Ft.
Listed by W. Raveis Lifestyles Realty
Sold by Elyse Harney Real Estate

35 Schoolhouse Road, Roxbury, CT 06783 (MLS# 24201025) is a Single Family property with 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 35 Schoolhouse Road is currently listed for $3,495,000 and was received on August 21, 2026. Want to learn more about 35 Schoolhouse Road? Do you have questions about finding other Single Family real estate for sale in Roxbury? You can browse all Roxbury real estate or contact a Coldwell Banker agent to request more information.

Tour this property