# 268 South Street, Roxbury, CT 06783

> **TL;DR:** 5bd/5ba single family, $3,600,000 ($582/sqft), built 1850, 6,190 sqft.
> Fireplace, Waterfront, A/C, 3-car garage. Est. $19,254/mo. Listed 125 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $3,600,000 |
| Price/sqft | $582 |
| Bedrooms | 5 |
| Bathrooms | 4 full, 1 half |
| Square Feet | 6,190 |
| Year Built | 1850 |
| Lot Size | 1,785,960 sqft (41.00 acres) |
| Garage | 3-car |
| Property Type | Single Family (Other) |
| Status | Active |
| Days on Market | 125 |

## Why This Home Stands Out

- **Waterfront** - Waterfront location listed
- **Large Garage** - 3-car garage

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $18,204 |
| Estimated Insurance | $1,050 |
| **Total** | **$19,254** |

## Nearby Schools

- **Elementary:** Booth Free
- **High:** Per Board of Ed

## Key Amenities

- Fireplace
- Waterfront
- A/C
- 3-car garage

## Property Highlights

- Built in 1850
- 41.00 acre lot
- Fireplace
- Waterfront

## Description

### Agent Description
Quintessential Litchfield County Estate on 41+/- acres. Restored 1850's Colonial. Set in private, park-like grounds, overlooking spring-fed pond & meadows w/ views and mature trees. 5-bedrooms, 4.5 bathrooms, eat-in kitchen w/ fp, great room w/ fp and dining room with French doors, family room w/ fp, sunroom with wet bar, library, office, media room, recreational room, porch, 3-car garage, gunite pool, pool house, 4-stall horse barn, tennis court. Riding ring, fenced pastures, wooded trails for hiking etc. Perennial gardens. Property abuts conservation land. Complete privacy. Rare opportunity. Property has only been on the market twice before in past 100 years. Subject to re-subdivision. Proof of funds or letter from financial institution stating buyer qualifications required prior to confirmed appointment.

## Location

- **Address:** 268 South Street, Roxbury, CT 06783
- **County:** Litchfield
- **Coordinates:** 41.520463, -73.304031
- **Google Maps:** https://www.google.com/maps?q=41.520463,-73.304031

## Listing Agent

- **Name:** Peter Klemm
- **Brokerage:** Klemm Real Estate
- **Broker Phone:** (860) 868-7313
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/268-South-St_Roxbury_CT_06783_M45208-09268?f=listhub&s=CTMLS&m=24183686&c=propsimple)

## Photos

![268 South Street - Photo 1](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f1793663450r.jpg)

![268 South Street - Photo 2](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f1406051795r.jpg)

![268 South Street - Photo 3](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f1598166111r.jpg)

![268 South Street - Photo 4](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f1351610211r.jpg)

![268 South Street - Photo 5](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f3310948294r.jpg)

![268 South Street - Photo 6](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f1240324677r.jpg)

![268 South Street - Photo 7](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f1738991484r.jpg)

![268 South Street - Photo 8](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f2527042774r.jpg)

![268 South Street - Photo 9](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f3629948501r.jpg)

![268 South Street - Photo 10](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f3274653372r.jpg)

![268 South Street - Photo 11](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f381811679r.jpg)

![268 South Street - Photo 12](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f2873948205r.jpg)

![268 South Street - Photo 13](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f3428380063r.jpg)

![268 South Street - Photo 14](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f3192078998r.jpg)

![268 South Street - Photo 15](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f1676876397r.jpg)

![268 South Street - Photo 16](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f684269244r.jpg)

![268 South Street - Photo 17](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f1580668073r.jpg)

![268 South Street - Photo 18](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f759250563r.jpg)

![268 South Street - Photo 19](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f1090123978r.jpg)

![268 South Street - Photo 20](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f403146125r.jpg)

![268 South Street - Photo 21](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f2470780630r.jpg)

![268 South Street - Photo 22](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f816265722r.jpg)

![268 South Street - Photo 23](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f505176757r.jpg)

![268 South Street - Photo 24](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f1404845235r.jpg)

![268 South Street - Photo 25](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f3993925805r.jpg)

![268 South Street - Photo 26](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f3421577811r.jpg)

![268 South Street - Photo 27](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f3627443510r.jpg)

![268 South Street - Photo 28](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f814062203r.jpg)

![268 South Street - Photo 29](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f1595188413r.jpg)

![268 South Street - Photo 30](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f1021653244r.jpg)

![268 South Street - Photo 31](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f898262389r.jpg)

![268 South Street - Photo 32](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f228886223r.jpg)

![268 South Street - Photo 33](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f2633910794r.jpg)

![268 South Street - Photo 34](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f2190406936r.jpg)

![268 South Street - Photo 35](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f1603600138r.jpg)

![268 South Street - Photo 36](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f1279189336r.jpg)

![268 South Street - Photo 37](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f4144721938r.jpg)

![268 South Street - Photo 38](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f175570261r.jpg)

![268 South Street - Photo 39](http://lh.rdcpix.com/e51d6f457fdf89b3e9d9dee1b718e761l-f3054514022r.jpg)

---

**MLS#:** 24183686 | **Updated:** 2026-10-26
**Source:** listhub

*Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://staging.propertysimple.ai/listing/268-south-street-roxbury-ct-06783-ccf23db5d80c446894d407895961abdd)

---

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```