Shepaug Valley School, CT homes for sale & real estate

89 homes

Sort:

Shepaug Valley School has multiple catchment areas. To verify enrollment eligibility for a property, contact the school directly.

NEW 7 HRS AGO

247 Roxbury Rd, Washington, CT 06793
247 Roxbury Rd, Washington, CT 06793
247 Roxbury Rd, Washington, CT 06793
ABOUT THIS HOME
Shepaug Valley School, CT Homes for Sale
Long gracious driveway leads you to the formal yet comfortable country house set privately on the property for peaceful enjoyment. The location is ideal, allowing easy access to Lake Waramaug, restaurants, an abundance of hiking and walking trails, wineries, breweries and New Preston Village for shopping. The home itself is quite breathtaking with high quality details that include hardwood floors, coffered and tray ceilings, gorgeous wood paneling, beams, built-ins, bookshelves and 8 fireplaces! The nicely sized rooms feature a gourmet kitchen, sunny sitting room overlooking rear treetops, cozy family room with gas fireplace, formal living room and library. 5/6 bedrooms, 6 full and 2 half b

$3,950,000

5 beds7 baths8,145 sq ft

247 Roxbury Rd, Washington, CT 06793

15.93 acre lot • 4 garage spots • Pool

61 Christian St, Washington, CT 06777
61 Christian St, Washington, CT 06777
61 Christian St, Washington, CT 06777
ABOUT THIS HOME
Shepaug Valley School, CT Homes for Sale
Private and charming 2 bedroom Country Cape located on 2 very pretty acres of private and landscaped property. Eat-in kitchen, living room, full bath and 2 light-filled bedrooms on second level with new flooring. Just minutes to picturesque Lake Waramaug and in the quaint Village of New Preston. Perfect investment opportunity for weekender and/or start up homebuyer. Convenient to local nature preserves, chic shops, eateries and farmers' markets in Washington Depot and New Milford. Less than 2 hours to NYC. Skiing nearby at Mohawk Mountain Ski Area. Beach rights on the pristine Lake Waramaug. Floor plans available in documents. Home being sold as is. Shared driveway. Potential to add a mudro

$475,000

2 beds1 bath672 sq ft

61 Christian St, Washington, CT 06777

2 acre lot • Car-dependent

NEW CONSTRUCTION

L7&L8 Willow Brook Dr, Roxbury, CT 06783
L7&L8 Willow Brook Dr, Roxbury, CT 06783
L7&L8 Willow Brook Dr, Roxbury, CT 06783
ABOUT THIS HOME
Shepaug Valley School, CT Homes for Sale
New Construction Opportunity - Custom Estate on 20+ Acres in Roxbury, CT - Designed and to be built by Havens Fine Homes and ARK Design Studio. Introducing a rare and extraordinary opportunity to own a fully custom, to-be-built estate on Lots 7 & 8 Willow Brook Drive in the heart of highly sought-after Roxbury, Connecticut. Perfectly sited at the edge of the wood line, this exquisite new construction home will overlook private rolling meadows and open fields, blending modern luxury with timeless design in one of Litchfield County's most peaceful and private settings. As you enter through a long, winding driveway meandering through open meadows, you're welcomed into a tranquil enclave

$5,499,000

5 beds3.5 baths6,729 sq ft

L7&L8 Willow Brook Dr, Roxbury, CT 06783

20.13 acre lot • 2 garage spots • Pool

2 Valley Rd, Washington, CT 06777
2 Valley Rd, Washington, CT 06777
2 Valley Rd, Washington, CT 06777
ABOUT THIS HOME
Shepaug Valley School, CT Homes for Sale
Enjoy this charming and private home on the Shepaug River! Every room in this house is welcoming, comfortable, and offers incredible privacy. The views from the kitchen, living room, screened porch, and bedrooms lead down to the river and up to the hills beyond. While enjoying the secluded setting, fire pit, and river access, you are also just minutes to Litchfield, New Milford, New Preston, Mt. Tom, Lake Waramaug, and so much more! Featuring a BRAND NEW AC split system! It's the perfect spot to enjoy the best of both worlds - fabulous restaurants, shopping, hiking, recreational activities, and the privacy and comfort of your own house in the country. This house has an open farmhouse kitche

$639,000

2 beds1.5 baths1,611 sq ft

2 Valley Rd, Washington, CT 06777

1.3 acre lot • Car-dependent

99 Carriage Ln, Roxbury, CT 06783
99 Carriage Ln, Roxbury, CT 06783
99 Carriage Ln, Roxbury, CT 06783
ABOUT THIS HOME
Shepaug Valley School, CT Homes for Sale
Welcome to this beautifully maintained 4-bedroom, 2.5-bath home, nestled in a serene and peaceful location-perfect for those seeking comfort and tranquility. Step inside to a spacious open-concept living and dining area, ideal for hosting gatherings and entertaining with ease. The modern kitchen features state-of-the-art appliances, ample counter space, and generous storage-making it a dream for any home chef. Enjoy stunning outdoor views from every angle, and take full advantage of the inviting outdoor space, perfect for alfresco dining or simply relaxing in nature. With a 3-car garage, you'll have plenty of room for parking, storage, and hobbies. This home offers a wonderful setting to gr

$1,735,000

4 beds2.5 baths6,395 sq ft

99 Carriage Ln, Roxbury, CT 06783

3.79 acre lot • 3 garage spots • Car-dependent

Property at 15 Revere Rd, Washington, CT 06793, 3 beds, 2.5 baths

$515,000

3 beds2.5 baths3,000 sq ft

15 Revere Rd, Washington, CT 06793

Property at 22 E Woods Rd, Roxbury, CT 06783, 4 beds, 2.5 baths

$735,000

4 beds2.5 baths3,476 sq ft

22 E Woods Rd, Roxbury, CT 06783

Property at 14 Cook St, Washington, CT 06794, 4 beds, 2 baths

$749,000

4 beds2 baths1,792 sq ft

14 Cook St, Washington, CT 06794

Property at 370 Northrop St, Bridgewater, CT 06752, 3 beds, 4.5 baths

$2,895,000

3 beds4.5 baths4,531 sq ft

370 Northrop St, Bridgewater, CT 06752

Property at 75 Green Hill Rd, Washington, CT 06793, 4 beds, 3.5 baths

$1,590,000

4 beds3.5 baths3,901 sq ft

75 Green Hill Rd, Washington, CT 06793

Property at 81 Chalybes Rd W, Roxbury, CT 06783, 4 beds, 4.5 baths

$2,200,000

4 beds4.5 baths3,677 sq ft

81 Chalybes Rd W, Roxbury, CT 06783

Property at 85 Good Hill Rd, Roxbury, CT 06783, 3 beds, 2.5 baths

$1,680,000

3 beds2.5 baths2,440 sq ft

85 Good Hill Rd, Roxbury, CT 06783

Property at 23 Bell Hill Rd, Washington, CT 06793, 4 beds, 2.5 baths

$699,000

4 beds2.5 baths2,558 sq ft

23 Bell Hill Rd, Washington, CT 06793

Property at 79 Ben Whitney Ln, Bridgewater, CT 06752, 3 beds, 2 baths

$796,900

3 beds2 baths3,136 sq ft

79 Ben Whitney Ln, Bridgewater, CT 06752

Property at 85 Chalybes Rd W, Roxbury, CT 06783, 4 beds, 2.5 baths

$2,950,000

4 beds2.5 baths4,071 sq ft

85 Chalybes Rd W, Roxbury, CT 06783

Property at 89 Iron Ore Hill Rd, Bridgewater, CT 06752, 5 beds, 4.5 baths

$1,095,000

5 beds4.5 baths4,116 sq ft

89 Iron Ore Hill Rd, Bridgewater, CT 06752

Property at 67 Transylvania Rd, Roxbury, CT 06783, 4 beds, 3 baths

$1,049,000

4 beds3 baths3,624 sq ft

67 Transylvania Rd, Roxbury, CT 06783

Property at 85 W Church Hill Rd, Washington, CT 06794, 7 beds, 8.5 baths

$5,995,000

7 beds8.5 baths6,351 sq ft

85 W Church Hill Rd, Washington, CT 06794

Property at 103 Chalybes Rd W, Roxbury, CT 06783, 5 beds, 6 baths

$2,850,000

5 beds6 baths4,777 sq ft

103 Chalybes Rd W, Roxbury, CT 06783

Property at Undisclosed address, Bridgewater, CT 06752, 4 beds, 5 baths

$1,595,000

4 beds5 baths5,737 sq ft

Undisclosed address, Bridgewater, CT 06752

Property at 44 Wilbur Rd, Washington, CT 06777, 2 beds, 2 baths

$399,000

2 beds2 baths1,600 sq ft

44 Wilbur Rd, Washington, CT 06777

Property at 206 Litchfield Tpke, Washington, CT 06777, 3 beds, 1 bath

$399,971

3 beds1 bath1,650 sq ft

206 Litchfield Tpke, Washington, CT 06777

Property at 134 Roxbury Rd, Washington, CT 06793, 3 beds, 5 baths

$1,695,000

3 beds5 baths5,725 sq ft

134 Roxbury Rd, Washington, CT 06793

Property at 198 Tinker Hill Rd, Washington, CT 06777, 3 beds, 7 baths

$10,295,000

3 beds7 baths5,370 sq ft

198 Tinker Hill Rd, Washington, CT 06777

Property at 61 Mallory Rd, Roxbury, CT 06783, 4 beds, 3.5 baths

$950,000

4 beds3.5 baths3,919 sq ft

61 Mallory Rd, Roxbury, CT 06783

Property at 8 Bayberry Hl, Roxbury, CT 06783, 5 beds, 5 baths

$4,500,000

5 beds5 baths5,940 sq ft

8 Bayberry Hl, Roxbury, CT 06783

Property at 8 Southbury Rd, Roxbury, CT 06783, 7 beds, 3 baths

$759,900

7 beds3 baths2,940 sq ft

8 Southbury Rd, Roxbury, CT 06783

Property at 286 South St, Roxbury, CT 06783, 5 beds, 4 baths

$1,195,000

5 beds4 baths2,804 sq ft

286 South St, Roxbury, CT 06783

Property at 88 Rucum Rd, Roxbury, CT 06783, 5 beds, 5 baths

$2,195,000

5 beds5 baths5,113 sq ft

88 Rucum Rd, Roxbury, CT 06783

Property at 19 Spargo Rd, Roxbury, CT 06783, 3 beds, 2.5 baths

$1,150,000

3 beds2.5 baths1,571 sq ft

19 Spargo Rd, Roxbury, CT 06783

Property at 158 Popple Swamp Rd, Washington, CT 06794, 5 beds, 6 baths

$6,750,000

5 beds6 baths5,500 sq ft

158 Popple Swamp Rd, Washington, CT 06794

Property at 45 Sunny Ridge Rd, Washington, CT 06793, 11 beds, 7.5 baths

$1,200,000

11 beds7.5 baths6,365 sq ft

45 Sunny Ridge Rd, Washington, CT 06793

Property at 24 Calhoun St, Washington, CT 06794, 3 beds, 3.5 baths

$1,495,000

3 beds3.5 baths1,565 sq ft

24 Calhoun St, Washington, CT 06794

Property at 53 Transylvania Rd, Roxbury, CT 06783, 3 beds, 2.5 baths

$1,395,000

3 beds2.5 baths3,920 sq ft

53 Transylvania Rd, Roxbury, CT 06783

Property at 220-226 Tinker Hill Rd, Washington, CT 06777, 5 beds, 6.5 baths

$14,000,000

5 beds6.5 baths10,203 sq ft

220-226 Tinker Hill Rd, Washington, CT 06777

Property at 13 South St, Washington, CT 06793, 3 beds, 2 baths

$579,777

3 beds2 baths1,088 sq ft

13 South St, Washington, CT 06793

Property at 143 Tophet Rd, Roxbury, CT 06783, 4 beds, 5.5 baths

$2,395,000

4 beds5.5 baths5,848 sq ft

143 Tophet Rd, Roxbury, CT 06783

Property at Undisclosed address, Roxbury, CT 06783, 5 beds, 5.5 baths

$3,250,000

5 beds5.5 baths5,455 sq ft

Undisclosed address, Roxbury, CT 06783

Property at 93 Quarry Ridge Rd #93, Washington, CT 06777, 3 beds, 3 baths

$760,000

3 beds3 baths2,129 sq ft

93 Quarry Ridge Rd #93, Washington, CT 06777

Property at 108 East St, Washington, CT 06793, 4 beds, 2.5 baths

$1,995,000

4 beds2.5 baths3,296 sq ft

108 East St, Washington, CT 06793

Property at 95 Shinar Mountain Rd, Washington, CT 06794, 3 beds, 3 baths

$1,700,000

3 beds3 baths2,312 sq ft

95 Shinar Mountain Rd, Washington, CT 06794

Viewing page 1 of 3

How to buy a house in Shepaug Valley School, CT

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Connecticut

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Countries

United States

Canada

Updated January 2023: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, TITLE FORWARD, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

Rocket Mortgage is an affiliated business of Redfin. All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York. For additional information on Rocket Mortgage or to receive lending services in the State of New York, please visit RocketMortgage.com.

Rocket Mortgage, LLC, Rocket Homes Real Estate LLC, Rocket Card, LLC, RockLoans Marketplace LLC (doing business as Rocket Loans), and Rocket Money, Inc., are separate operating subsidiaries of Rocket Limited Partnership. Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company is a separate legal entity operated and managed through its own management and governance structure. Rocket Limited Partnership is an indirect, wholly owned subsidiary of Rocket Companies, Inc. (NYSE: RKT).

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.