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239 Main Street South, Bridgewater, CT 06752
1/40 40

$3,499,000

Price Dropped by $251K

Single Family Home

4 Beds 6 Baths 7,017 SqFt

239 Main Street South, Bridgewater, CT 06752

Uber Chic Barn House. Constructed by master Barn builder, Ed Cady, this is one of his finest collaborations. The impress...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

16 Sentry Hill Road, Roxbury, CT 06783
1/40 40

$3,250,000

Active

Single Family Home

5 Beds 6 Baths 5,455 SqFt

16 Sentry Hill Road, Roxbury, CT 06783

Tranquility awaits down this long paved driveway in Northern Roxbury. Complete privacy with spectacular gardens, pond an...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

143 Tophet Road, Roxbury, CT 06783
1/40 40

$2,600,000

Active

Single Family Home

4 Beds 6 Baths 5,848 SqFt

143 Tophet Road, Roxbury, CT 06783

Located along one of Roxbury's most coveted stretches, this property is nestled among an 800+ acre greenbelt of farmland...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

39 Painter Hill Road, Woodbury, CT 06798
1/31 31

$1,500,000

Under Contract

Single Family Home

4 Beds 3 Baths 2,418 SqFt

39 Painter Hill Road, Woodbury, CT 06798

Stunning Renovated Antique Home w/ Scenic Views & Luxurious Amenities. 4 beds, 3 full baths w/ exquisite craftsmanship t...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

14 Church Hill Road, Washington, CT 06794
1/31 31

$1,050,000

Under Contract

Single Family Home

4 Beds 5 Baths 2,856 SqFt

14 Church Hill Road, Washington, CT 06794

Quintessential antique farmhouse. Enter through the inviting breezeway which connects the garage and studio to the main ...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

321 West Shore Road, Washington, CT 06777
1/38 38

$15,000

Active

Single Family Home

6 Beds 5 Baths 3,450 SqFt

321 West Shore Road, Washington, CT 06777

Available June 6-July 30@45,000. Aug - Sept 15, 2025 @ $30,000 total. Inquire about custom terms, more time or annual te...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

321 West Shore Road, Washington, CT 06777
1/38 38

$9,500

Active

Single Family Home

6 Beds 5 Baths 3,450 SqFt

321 West Shore Road, Washington, CT 06777

Available Sept 25, 20250-May 25, 2026 @ $9,500 per month. Inquire about custom terms, more time or annual terms. Enjoy t...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

96 Kinney Hill Road, Washington, CT 06777
1/36 36

$2,650,000

Active

Single Family Home

4 Beds 5 Baths 4,832 SqFt

96 Kinney Hill Road, Washington, CT 06777

Private oasis in a coveted estate area with turn-key residence, salt water pool and guest house. Set on 10+ park-like ac...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

24 Old Roxbury Road, Roxbury, CT 06783
1/28 28

$25,000

Active

Single Family Home

3 Beds 4 Baths 2,762 SqFt

24 Old Roxbury Road, Roxbury, CT 06783

Available Memorial Day - June 26 and Aug - Labor Day @ $25K each term. Also, school year 2025/2026 at $10,000/mo. Perche...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

34 Old Roxbury Road, Roxbury, CT 06783
1/27 27

$15,000

Active

Single Family Home

3 Beds 5 Baths 3,888 SqFt

34 Old Roxbury Road, Roxbury, CT 06783

Available for $15,000/mo for 2025/26 school year and $75,000 for Summer 2025. Enjoy Modern Luxury in Connecticut's Count...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

24 Old Roxbury Road, Roxbury, CT 06783
1/32 32

$10,000

Active

Single Family Home

3 Beds 3 Baths 2,762 SqFt

24 Old Roxbury Road, Roxbury, CT 06783

Available school year 2025/2026 at $10,000/mo and Summer 2025 at $75,000 and Perched high on a scenic Roxbury hillside, ...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

34 Old Roxbury Road, Roxbury, CT 06783
1/29 29

$25,000

Price Dropped by $50K

Single Family Home

4 Beds 6 Baths 3,888 SqFt

34 Old Roxbury Road, Roxbury, CT 06783

Available for $75,000 for Summer 2025 and $15,000/mo for 2025/26 school year. Enjoy Modern Luxury in Connecticut's Count...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

379 Lake Road, Warren, CT 06777
1/37 37

$25,000

Active

Single Family Home

3 Beds 3 Baths 3,071 SqFt

379 Lake Road, Warren, CT 06777

Avail @ $25,000 May 16- June 30. This one of a kind Lake Waramaug property offers lake access with a dock and maintains ...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

243 Bee Brook Road, Washington, CT 06777
1/37 37

$7,500

Active

Single Family Home

3 Beds 3 Baths 3,065 SqFt

243 Bee Brook Road, Washington, CT 06777

AVAILABLE @ $7,500 PER MONTH AUG 15, 2025 - JUNE 15, 2026. Owner has severe allegies NO Pets allowed. 1910 colonial owne...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

6 Frisbie Road, Washington, CT 06793
1/39 39

$10,000

Active

Single Family Home

3 Beds 4 Baths 5,154 SqFt

6 Frisbie Road, Washington, CT 06793

AVAILABLE MARCH - MAY '25 @ $10,000 PER MONTH. Quintessential CT Country Summer rental. Magnificent over-sized pool of 5...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

6 Frisbie Road, Washington, CT 06793
1/39 39

$10,000

Active

Single Family Home

3 Beds 4 Baths 5,154 SqFt

6 Frisbie Road, Washington, CT 06793

AVAILABLE SEPT '25 - MAY '26 @ $10,000 PER MONTH. Quintessential CT Country Summer rental. Magnificent over-sized pool o...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

77 New Milford Turnpike, Washington, CT 06777
1/23 23

$895,000

Under Contract

Single Family Home

10 Beds 11 Baths 7,501 SqFt

77 New Milford Turnpike, Washington, CT 06777

Potential awaits at this stunning antique stone home. The property was formerly used as a bed & breakfast and a retireme...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

121 Indian Trail Road, New Milford, CT 06776
1/33 33

$25,000

Active

Single Family Home

4 Beds 6 Baths 5,266 SqFt

121 Indian Trail Road, New Milford, CT 06776

Memorial Day thru Labor Day 2025 @ $75K. Sophisticated Barn-Style retreat in completely private Merryall location just 1...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

379 Lake Road, Warren, CT 06777
1/37 37

$7,500

Active

Single Family Home

3 Beds 3 Baths 3,071 SqFt

379 Lake Road, Warren, CT 06777

Avail thru May 15, 2025 @ $7,500 per month. This one of a kind Lake Waramaug property offers lake access with a dock and...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

321 West Shore Road, Washington, CT 06777
1/39 39

$22,500

Price Dropped by $7K

Single Family Home

6 Beds 5 Baths 3,450 SqFt

321 West Shore Road, Washington, CT 06777

Available June 6 - July 30, 2025 @ $45K total. Inquire about custom terms, more time or annual terms. Inquire for detail...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

27 Wakelee Road, Roxbury, CT 06783
1/33 33

$1,995,000

Price Dropped by $250K

Single Family Home

4 Beds 3 Baths 2,640 SqFt

27 Wakelee Road, Roxbury, CT 06783

Many new renovations in this stunning antique home on a quiet country road. All flat usable land with gorgeous bank barn...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

63 Bridge Street, New Milford, CT 06776
1/36 36

$425,000

Under Contract

Commercial

2 Baths 5,078 SqFt

63 Bridge Street, New Milford, CT 06776

Great investment opportunity just steps off the green in downtown New Milford. Located in the Village Center zone, as a ...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

27 Macedonia Brook Road, Kent, CT 06757
1/39 39

$6,900,000

Active

Single Family Home

5 Beds 5 Baths 7,632 SqFt

27 Macedonia Brook Road, Kent, CT 06757

A truly rare opportunity to own “Dragonfly Farm”, one of the most unique estates in New England which has been featured ...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

00 Upper Kent Hollow Road, Kent, CT 06757
1/5 5

$350,000

Active

Vacant Land

5.5 Acres

00 Upper Kent Hollow Road, Kent, CT 06757

Approximately 5.5 acres in south Kent. This is a top location abutting major estates and just minutes to the state beach...

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

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