Litchfield County, CT homes for sale & real estate

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FLOOR PLAN

ABOUT THIS HOME
Litchfield County, CT Homes for Sale
Welcome to 161 Chestnut Grove Road, where timeless charm meets everyday comfort. Nestled on a peaceful half acre lot, this inviting 3/bed, 2/bath bungalow offers over 1500 sq/ft. of living space filled with character and natural light. The spacious dining room features a classic built-in hutch and flows into the living room, complete with French doors leading to a generous deck overlooking the private backyard and established gardens. The flexible floor plan includes a first-floor primary bedroom and full bath, while two bedrooms and a second full bath are located upstairs. Outside, enjoy a partially fenced year, patio and a detached 2-car garage with an attach workshop-ideal for hobbies, s

$367,750

3 beds2 baths1,510 sq ft

161 Chestnut Grove Rd, Watertown, CT 06795

Private backyard • French doors • Half acre lot

ABOUT THIS HOME
Litchfield County, CT Homes for Sale
A must see! This classic property captures the essence of the Candlewood Lake Club (CLC) experience. As one of the few remaining original cabins, it offers a rare blend of historical charm and authentic lake-living nostalgia, perfectly complemented by the privacy of a quiet, flat lot surrounded by mature landscape. The thoughtful layout-featuring three bedrooms and two full baths on a single level, a sun-drenched enclosed porch, and the timeless warmth of original knotty pine and vaulted ceilings-makes this a quintessential retreat for those seeking the character of the community's roots. Enjoy elite club amenities: golf, tennis, pickleball, marina, and beach. A lake lover's dream-all just

$660,000

3 beds1 bath1,061 sq ft

6 Mountain View Ln, New Milford, CT 06776

Original knotty pine • Quiet flat lot • Original cabins

ABOUT THIS HOME
Litchfield County, CT Homes for Sale
Tucked away overlooking a peaceful babbling brook/waterfall, this private end-unit in award-winning Sullivan Farm offers the perfect balance of tranquility & community. A charming side porch welcomes you into spacious living areas, including a large eat-in kitchen with a center island topped in striking black granite- ideal for meal prep or gathering with friends. The formal dining room flows into a sun-filled living room with a cozy wood-burning fireplace and access to a spacious deck for relaxing or entertaining. A private office/den just off the foyer provides the perfect work-from-home or reading retreat. Upstairs are two generously sized bedrooms, including a primary suite with p

$489,000

2 beds2.5 baths1,958 sq ft

69 Sullivan Farm #69, New Milford, CT 06776

Large eat-in kitchen • Private office • Spacious deck

FLOOR PLAN

ABOUT THIS HOME
Litchfield County, CT Homes for Sale
Very well maintained and updated 3 BR Brick Cape with many recent major upgrades/improvements. 1st floor has an open floor plan w/ hardwood floors, Kitchen is updated and new floors 2025, Bathroom fully remodeled 2021, Anderson Renewal windows throughout the main house 2023. New Roof and Flashing 2020, Chimney repointed 2025 w/ 10 year warranty. Great opportunity for buyers with no immediate expense worries. The house is larger than it appears and offers a beautiful semi-private back yard to enjoy, overlooked by a small 3 season porch! Adults and children will love it. You need to see this home! Square footage of the house may appear incorrect on some websites at only 806 square feet due to

$309,900

3 beds1 bath1,451 sq ft

510 Charles St, Torrington, CT 06790

Open floor plan • Updated kitchen • Hardwood floors

FLOOR PLAN

ABOUT THIS HOME
Litchfield County, CT Homes for Sale
Rare investment opportunity in desired Southern New Milford! This legal two-family home features open layouts, hardwood floors, and exceptional potential-offering a 3-bedroom, 1-bath unit alongside a 2-bedroom, plus den/office 1-bath unit. Perfect for investors, builders, or an owner-occupant looking to generate rental income. Highlights include a full basement ideal for storage or a workshop, situated on a lot with room for your vision. Conveniently located near Candlewood Lake marinas, parks, golf courses, local breweries, and vibrant downtown events around the historic Town Green. Sold strictly as-is; price reflects condition and updating needed.

$425,000

5 beds2 baths2,304 sq ft

4 Riverview Ct, New Milford, CT 06776

2 family property • Open floor plan • 7,840 sq ft lot

Property at 11 Pleasant St, Woodbury, CT 06798, 4 beds, 2.5 baths

$959,000

4 beds2.5 baths2,926 sq ft

11 Pleasant St, Woodbury, CT 06798

Property at 46 Glen Ridge Ct #46, New Milford, CT 06776, 2 beds, 1.5 baths

$290,000

2 beds1.5 baths1,215 sq ft

46 Glen Ridge Ct #46, New Milford, CT 06776

Property at 67 Curtiss Ln, Watertown, CT 06795, 5 beds, 4.5 baths

$925,000

5 beds4.5 baths4,327 sq ft

67 Curtiss Ln, Watertown, CT 06795

Property at 115 Beechwood Ave, Torrington, CT 06790, 2 beds, 1 bath

$319,900

2 beds1 bath1,680 sq ft

115 Beechwood Ave, Torrington, CT 06790

Property at 397 Christian St, Bridgewater, CT 06752, 4 beds, 3.5 baths

$1,795,000

4 beds3.5 baths2,929 sq ft

397 Christian St, Bridgewater, CT 06752

Property at 145 Sherry Ln, New Milford, CT 06776, 2 beds, 2 baths

$536,000

2 beds2 baths1,557 sq ft

145 Sherry Ln, New Milford, CT 06776

Property at 325 Circle Dr, Torrington, CT 06790, 4 beds, 1.5 baths

$399,923

4 beds1.5 baths1,740 sq ft

325 Circle Dr, Torrington, CT 06790

Property at 6 and10 Forge Ln, Lakeville, CT 06039, 4 beds, 2 baths

$475,000

4 beds2 baths2,281 sq ft

6 and10 Forge Ln, Lakeville, CT 06039

Property at 90 Sage Rd, Woodbury, CT 06798, 4 beds, 4 baths

$1,200,000

4 beds4 baths3,968 sq ft

90 Sage Rd, Woodbury, CT 06798

Property at 192 Ledge Dr #192, Torrington, CT 06790, 2 beds, 2 baths

$189,000

2 beds2 baths1,154 sq ft

192 Ledge Dr #192, Torrington, CT 06790

Property at 35 Nettleton Hollow Rd, Bethlehem, CT 06751, 4 beds, 3 baths

$820,000

4 beds3 baths3,020 sq ft

35 Nettleton Hollow Rd, Bethlehem, CT 06751

Property at 120 Spring Hill Rd, Harwinton, CT 06791, 3 beds, 2 baths

$525,000

3 beds2 baths2,010 sq ft

120 Spring Hill Rd, Harwinton, CT 06791

Property at 319 Thomaston Rd #106, Watertown, CT 06795, 2 beds, 2.5 baths

$369,900

2 beds2.5 baths1,684 sq ft

319 Thomaston Rd #106, Watertown, CT 06795

Property at 21 Sega Dr, New Milford, CT 06776, 4 beds, 3.5 baths

$539,900

4 beds3.5 baths2,304 sq ft

21 Sega Dr, New Milford, CT 06776

Property at 17 Kirby Rd, Washington, CT 06793, 2 beds, 2 baths

$1,475,000

2 beds2 baths2,272 sq ft

17 Kirby Rd, Washington, CT 06793

Property at 122 River Rd, Washington Depot, CT 06794, 2 beds, 2 baths

$949,000

2 beds2 baths2,261 sq ft

122 River Rd, Washington Depot, CT 06794

Property at 137 & 141 Main St S, Woodbury, CT 06798, 9 beds, 8 baths

$600,000

9 beds8 baths4,492 sq ft

137 & 141 Main St S, Woodbury, CT 06798

Property at 373 Lake Rd, Warren, CT 06777, 5 beds, 2 baths

$2,200,000

5 beds2 baths2,592 sq ft

373 Lake Rd, Warren, CT 06777

Property at 165 Alice St #5, Torrington, CT 06790, 2 beds, 1.5 baths

$159,000

2 beds1.5 baths1,040 sq ft

165 Alice St #5, Torrington, CT 06790

Property at 153 Old Sherman Hill Rd, Woodbury, CT 06798, 3 beds, 1.5 baths

$599,900

3 beds1.5 baths1,658 sq ft

153 Old Sherman Hill Rd, Woodbury, CT 06798

Property at 6 McNulty Dr, New Milford, CT 06776, 3 beds, 2.5 baths

$624,000

3 beds2.5 baths2,248 sq ft

6 McNulty Dr, New Milford, CT 06776

Property at 14 Bank St, Winsted, CT 06098, 2 beds, 1 bath

$319,900

2 beds1 bath1,034 sq ft

14 Bank St, Winsted, CT 06098

Property at 839 Main St #84, Torrington, CT 06790, 2 beds, 2 baths

$219,000

2 beds2 baths1,073 sq ft

839 Main St #84, Torrington, CT 06790

Property at 142 Second Hill Rd, New Milford, CT 06776, 3 beds, 3.5 baths

$819,500

3 beds3.5 baths2,866 sq ft

142 Second Hill Rd, New Milford, CT 06776

Property at 68 Paxton Ct, Goshen, CT 06756, 5 beds, 4 baths

$997,000

5 beds4 baths3,350 sq ft

68 Paxton Ct, Goshen, CT 06756

Property at 114 Oliver St, Torrington, CT 06790, 3 beds, 2 baths

$374,900

3 beds2 baths1,837 sq ft

114 Oliver St, Torrington, CT 06790

Property at 2138 Norfolk Rd, Torrington, CT 06790, 3 beds, 2 baths

$339,900

3 beds2 baths1,397 sq ft

2138 Norfolk Rd, Torrington, CT 06790

Property at 94 Colony Dr, Winsted, CT 06098, 2 beds, 2 baths

$309,900

2 beds2 baths1,346 sq ft

94 Colony Dr, Winsted, CT 06098

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

$1,195,000

4 beds2.5 baths3,476 sq ft

22 E Woods Rd, Roxbury, CT 06783

Property at 119 Bragg St, Canaan, CT 06018, 2 beds, 1 bath

$299,000

2 beds1 bath1,374 sq ft

119 Bragg St, Canaan, CT 06018

Property at 70 Walnut St, Winsted, CT 06098, 4 beds, 1.5 baths

$339,000

4 beds1.5 baths2,722 sq ft

70 Walnut St, Winsted, CT 06098

Property at 135 New Harwinton Rd, Torrington, CT 06790, 4 beds, 1.5 baths

$349,900

4 beds1.5 baths1,906 sq ft

135 New Harwinton Rd, Torrington, CT 06790

Property at 298 New Litchfield St, Torrington, CT 06790, 2 beds, 1 bath

$189,900

2 beds1 bath725 sq ft

298 New Litchfield St, Torrington, CT 06790

Property at 214 Lake Plymouth Blvd, Plymouth, CT 06782, 3 beds, 1 bath

$549,900

3 beds1 bath1,336 sq ft

214 Lake Plymouth Blvd, Plymouth, CT 06782

Property at 90 Tinker Hill Rd, New Preston Marble Dale, CT 06777, 4 beds, 5 baths

$4,750,000

4 beds5 baths6,836 sq ft

90 Tinker Hill Rd, New Preston Marble Dale, CT 06777

Property at 42 Couch Rd, New Preston Marble Dale, CT 06777, 3 beds, 2 baths

$1,095,000

3 beds2 baths1,910 sq ft

42 Couch Rd, New Preston Marble Dale, CT 06777

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Based on information submitted to the MLS GRID as of Mon Sep 07 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Average home prices near Litchfield County, CT

Cities

Counties

Fairfield County homes for sale
$699,000
Hartford County homes for sale
$399,900
New Haven County homes for sale
$415,000

Litchfield County, CT real estate trends

All Home Types trends in Litchfield County, CT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$428,743

+4.6% YoY | Jul 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jul 2026

Growth

% YoY

Litchfield County, CT

$428,743

+4.6%

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Deals*

4.6

Satisfaction

739

Homes closed*

* Data from the last year

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