$15,000/mo

Price

Fees may apply - contact for info

•

3.5

•

2,862

sq ft

24 Old Roxbury Rd, Roxbury, CT 06783

Building highlights

3 units available nowAvailability

GarageParking

DishwasherIn unit

Patio/balconyIn unit

200 days on Redfin • 2 views • 1 favorite

About 24 Old Roxbury Rd

Available Oct 1, 2026 @ $15,000/mo. Perched high on a scenic Roxbury hillside, this new 3-bedroom home represents true luxury living. The architecture seamlessly integrates nature and light with huge walls of windows with retractable screens. The 2 embedded James Turrell light sculptures transform the living experience into an ever-changing meditation on color and space. The open floor plan maximizes the intimate spaces and enables easy entertaining. A gourmet kitchen serves as both functional workspace and visual centerpiece with custom cabinetry, countertops, and integrated professional-grade appliances. The great room hosts dining for 12, spacious seating area and uber chic floating fireplace. The main floor is completed by the 3rd bedroom (Queen Bed) with its own private bath and a powder room. Upstairs features 2 primary bedrooms (both Queen Beds) with spa-inspired bathrooms (one with soaking tub and one with shower) overlooking private woodland views. The upstairs landing host an office nook. Luxury fixtures and designer furnishings throughout. Brand new Gunite heated pool is fully fenced. 7 person free standing Jacuzzi is available for year round use. This property offers an unparalleled rental opportunity in a coveted location. Just 10 mins to village centers of Washington & Woodbury with farmer's markets, organic provisions, chic shops and cultural events. Also avail Summer 2027 at $25,000/mo.

Listed by Stacey Matthews

•203-671-9067 (agent)

Redfin checked: a few seconds ago

•Source:Smart MLS #24081154

Floor plans

Fees may apply

Summary
3 Bed $15,000

3 Bed (1)

Contact 24 Old Roxbury Rd

Policies

ParkingGarage Lot

Amenities

In-unitFireplace, Dishwasher, Patio

Fireplace
Dishwasher
Patio
Refrigerator

Unique featuresPool, Hot Tub, Stove

Around 24 Old Roxbury Rd

Schools
Places
Transit

This home is within the Regional School District 12.

-/10

Booth Free School

Public, K-5 • Assigned • 1.1mi

8/10

Shepaug Valley School

Public, 6-12 • Assigned • 3.8mi

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Historical weather

Roxbury, CT • 06783

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

4/10 Wind Factor

22% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Sun exposure

In this area, properties receive around 8.7 hours in June and 4.2 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.2 hrs

JuneDecember

Provided by Shadowmap

Nearby rentals

Based on 24 Old Roxbury Rd near Roxbury

$1,400/mo
Fees may apply
1 bed1 bath600 sq ft
The Gardens
| 74 Main St N, Woodbury, CT 06798
Apartment • 1 unit available
DEAL
Studio: $1,674
Fees may apply
1 bd: $2,044
Woodbury Knoll
| 302 Tuttle Rd, Woodbury, CT 06798
Apartment • 3 units available
$3,450/mo
Fees may apply
3 beds2 baths1,260 sq ft
10 Sentry Hill Rd, Roxbury, CT 06783
House
$30,000/mo
Fees may apply
3 beds2.5 baths3,282 sq ft
28 Leavenworth Rd, Woodbury, CT 06798
House
$4,000/mo
Total price
3 beds2.5 baths2,198 sq ft
177 Blueberry Hill Rd, Bridgewater, CT 06752
House
$2,100/mo
Fees may apply
2 beds1 bath900 sq ft
300 Railtree Hill Rd, Woodbury, CT 06798
Apartment • 1 unit available

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Unsure? Use our rent vs buy calculator!

Affordability

Price of this rental

$15,000/mo

Your pre-tax income

Income going to rent

30%Affordable

This rental is within the recommended 30% guideline, a healthy balance that leaves room for savings and other expenses

Calculate my full rental budget

Redfin rental estimate

24 Old Roxbury Rd, Roxbury, CT 06783

This property is priced $11,621 above the rental estimate.

Asking rent

$15,000

Rental estimate

$3,379

Nearby comparable rentals

The Rental Estimate uses 0 recent nearby rental.

Sale and tax history for 24 Old Roxbury Rd

Sale History
Tax History

Date

Event

Price

Smart MLS #170086417

Sep 28, 2018

Sold

$360,000

$142/sq ft

Aug 17, 2018

Listing Removed

—

Aug 16, 2018

Contingent

—

Aug 15, 2018

Relisted

—

Jul 7, 2018

Listing Removed

—

Jun 12, 2018

Listed

$339,900

$134/sq ft

YOUR AFFORDABLE ROXBURY DREAM! Fabulous opportunity for handy buyers and horse lovers. Escape to peaceful surroundings and be one with nature here at this idyllic 3.02 acre property and 4-bed / 2-full bath home. This is an estate, being sold AS-IS and subject to probate. The 1978-built Cape Cod style home has solid bones (can be occupied) and offers 1,620 square feet of living space. While it will require some TLC (mostly cosmetic), there’s a LOT of potential here and should offer an excellent return for your modest investment! Features include a 2-car attached garage, fireplace in the living room, a full bath on each floor, lots of hardwood flooring including bedrooms, Redwood exterior siding, and main-level laundry. The property has a true country feel and is very peaceful, with several grassy fields and wooded surroundings, barn with stables, fruit trees, shed and fenced pens. Up to 3 horses permitted at this property. Seller will have in-ground oil tank professionally removed and replaced with above-ground tank prior to closing, with proper documentation provided. If you’ve always wanted to “Saddle Up” conveniently at your own property or have dreamed of establishing your own private farm and country gardens in a perfect rural setting, you’ve struck gold! Call for a showing today!

Year

Property tax

Land + Additions

Assessment*

2023

$13,833 (+0.2%)

$245,140 + $852,740

$1,097,880

2022

$13,805 (+38.4%)

$203,170 + $702,100

$905,270

2021

$9,974 (−2.5%)

$203,170 + $444,470

$647,640

2020

$10,233 (+99.4%)

$203,170 + $444,470

$647,640

2019

$5,132 (−2.9%)

$203,170 + $120,630

$323,800

2018

$5,284 (+5.0%)

$203,170 + $130,220

$333,390

2017

$5,032 (+3.6%)

$210,360 + $144,030

$354,390

2016

$4,855 (+2.2%)

$210,360 + $144,030

$354,390

2014

$4,749

$210,360 + $144,030

$354,390

24 Old Roxbury Rd

(203) 671-9067

Nearby rentals

$1,400/mo
Fees may apply
1 bed1 bath600 sq ft
The Gardens
| 74 Main St N, Woodbury, CT 06798
Apartment • 1 unit available
DEAL
Studio: $1,674
Fees may apply
1 bd: $2,044
Woodbury Knoll
| 302 Tuttle Rd, Woodbury, CT 06798
Apartment • 3 units available
$3,450/mo
Fees may apply
3 beds2 baths1,260 sq ft
10 Sentry Hill Rd, Roxbury, CT 06783
House
$30,000/mo
Fees may apply
3 beds2.5 baths3,282 sq ft
28 Leavenworth Rd, Woodbury, CT 06798
House
$4,000/mo
Total price
3 beds2.5 baths2,198 sq ft
177 Blueberry Hill Rd, Bridgewater, CT 06752
House
$2,100/mo
Fees may apply
2 beds1 bath900 sq ft
300 Railtree Hill Rd, Woodbury, CT 06798
Apartment • 1 unit available

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Listing agent: Stacey Matthews (2036719067)

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.

Last Updated: 2026-08-25T11:37:50.257Z

24 Old Roxbury Rd is a 2862 square foot property with 3 bedrooms and 3.5 bathrooms. We estimate that 24 Old Roxbury Rd would rent between $3,379 / mo.24 Old Roxbury Rd is located in Roxbury, the 06783 zipcode, and the Regional School District 12.

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