Waterfront homes for sale & real estate in Litchfield County, CT

116 homes

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COMING SOONVIDEO TOUR

ABOUT THIS HOME
Waterfront Home for sale in Litchfield County, CT:
The rarest luxury is seldom the land itself. It is the time already devoted to revealing its full potential. Set amidst protected land along the coveted Kent-Sharon border, RockOak offers the uncommon advantage of beginning years ahead on the construction of a legacy estate. The completed retreat allows the property to be enjoyed immediately, while the future estate evolves. Overlooking the orchard, gardens, woodlands and long views it offers refined, comfortable living from the very first day. The estate unfolds like a private park of meadows, woodlands, orchards, gardens, dramatic elevations and a sheltered seasonal brook. Sweeping western sunsets, expansive northern vistas, and carefully

$5,250,000

2 beds2 baths1,972 sq ft

Undisclosed address, Sharon, CT 06069

Orchard • Woodlands • Seasonal brook

NEW 6 HRS AGO

ABOUT THIS HOME
Waterfront Home for sale in Litchfield County, CT:
Well-maintained and move-in ready, this charming one-level ranch offers 912 square feet of comfortable living space with 2 bedrooms and 1 full bath. Features include a one-car garage and convenient main-level laundry. The functional layout offers easy one-level living. Conveniently located close to town and local amenities. A great opportunity for buyers looking for a manageable home in a convenient location.

$275,000

2 beds1 bath912 sq ft

1 Division St, Winsted, CT 06098

0.28 acre lot • Garage • Built 1969

COMING SOON

ABOUT THIS HOME
Waterfront Home for sale in Litchfield County, CT:
170 Dawes Avenue offers the kind of space, condition, and flexibility that can be difficult to find at this price point. This well-maintained brick ranch features 1,424 square feet of comfortable single-level living with hardwood floors, fresh paint throughout, updated windows, and a layout that feels both open and practical. A generously sized living room with fireplace flows into the dining area and open-concept kitchen, with two bedrooms and a full bath completing the main level. The full basement adds approximately 1,420 square feet and offers substantial potential for future finished living space. Much of the work is already underway, with primed sheetrock in place and the remaining sp

$349,900

2 beds1 bath1,424 sq ft

170 Dawes Ave, Torrington, CT 06790

Updated windows • Open-concept kitchen • Full basement

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Litchfield County, CT:
Subtle Sophistication in A++ Roxbury Locale. Perfectly sited in an estate area of Roxbury on a quiet country road, this renovated country cottage exudes understated elegance & modern comfort. Main house offers one-level living & turn-key perfection, w/ chic kitchen featuring custom cabinetry, stainless steel appliances, it flows seamlessly into the dining room. Dramatic great room w/ floor-to-ceiling glass & fireplace anchors the living spaces, opening directly to large deck for effortless outdoor entertaining & picturesque views of the grounds. There are 4 ensuite bdrms, incl a stunning 1st-flr primary suite w/ sitting room, gas fireplace, 2 fully built-out walk-in

$3,495,000

4 beds4.5 baths4,456 sq ft

35 Schoolhouse Rd, Roxbury, CT 06783

Large deck • Private terrace • Chic kitchen

NEW 32 HRS AGO

ABOUT THIS HOME
Waterfront Home for sale in Litchfield County, CT:
Enjoy the best of Highland Lake living with this unique property offering a spacious home directly across the street from the lake along with your own separate waterfront parcel! The main house features 7 rooms, 3-4 bedrooms and 2 full baths, providing plenty of space for year-round living or a relaxing lake retreat. A deck overlooking the waterfront offers the perfect spot to enjoy the lake views, while a wonderful outdoor gathering area featuring a stone fireplace provides an ideal setting for entertaining family and friends. Just across the street, your private waterfront parcel takes lake living to another level with a 15' x 29' deck overlooking Highland Lake and a dock for your boat. A

$629,900

3 beds1.5 baths1,168 sq ft

837 E Wakefield Blvd, Winsted, CT 06098

Waterfront parcel • Stone fireplace • 0.76 acre lot

Property at 159 Merryall Rd, New Milford, CT 06776, 3 beds, 2 baths

$1,125,000

3 beds2 baths1,796 sq ft

159 Merryall Rd, New Milford, CT 06776

Property at 38 Old Turnpike Rd, Bantam, CT 06750, 3 beds, 2.5 baths

$995,000

3 beds2.5 baths1,575 sq ft

38 Old Turnpike Rd, Bantam, CT 06750

Property at 804 W Wakefield Blvd, Winsted, CT 06098, 2 beds, 1 bath

$799,900

2 beds1 bath1,044 sq ft

804 W Wakefield Blvd, Winsted, CT 06098

Property at 29 Fall Mountain Lake Rd, Terryville, CT 06786, 3 beds, 2 baths

$399,900

3 beds2 baths1,735 sq ft

29 Fall Mountain Lake Rd, Terryville, CT 06786

Property at 14 Paper Mill Rd, New Milford, CT 06776, 3 beds, 1.5 baths

$579,000

3 beds1.5 baths2,259 sq ft

14 Paper Mill Rd, New Milford, CT 06776

Property at 28 Old Mill Rd, New Milford, CT 06776, 5 beds, 2.5 baths

$499,900

5 beds2.5 baths2,597 sq ft

28 Old Mill Rd, New Milford, CT 06776

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 600 E Wakefield Blvd, Winsted, CT 06098, 2 beds, 1 bath

$649,900

2 beds1 bath1,361 sq ft

600 E Wakefield Blvd, Winsted, CT 06098

Property at 29 Rust Rd, Barkhamsted, CT 06063, 3 beds, 2.5 baths

$469,900

3 beds2.5 baths1,962 sq ft

29 Rust Rd, Barkhamsted, CT 06063

Property at 28 Lake Dr, New Milford, CT 06776, 4 beds, 3 baths

$1,549,000

4 beds3 baths2,736 sq ft

28 Lake Dr, New Milford, CT 06776

Property at 18 East St, Bethlehem, CT 06751, 4 beds, 2 baths

$1,076,000

4 beds2 baths3,418 sq ft

18 East St, Bethlehem, CT 06751

Property at 69 Sullivan Farm #69, New Milford, CT 06776, 2 beds, 2.5 baths

$489,000

2 beds2.5 baths1,958 sq ft

69 Sullivan Farm #69, New Milford, CT 06776

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 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 220 Main St Unit 8G, New Hartford, CT 06057, 2 beds, 1.5 baths

$239,900

2 beds1.5 baths1,136 sq ft

220 Main St Unit 8G, New Hartford, CT 06057

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 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 160 Lake Plymouth Blvd, Plymouth, CT 06782, 3 beds, 1 bath

$599,900

3 beds1 bath1,834 sq ft

160 Lake Plymouth Blvd, Plymouth, CT 06782

Property at 28 Rock Cut Rd, Bridgewater, CT 06752, 4 beds, 2 baths

$710,000

4 beds2 baths1,976 sq ft

28 Rock Cut Rd, Bridgewater, CT 06752

Property at 70 Reed Rd, Warren, CT 06754, 4 beds, 2 baths

$574,900

4 beds2 baths2,004 sq ft

70 Reed Rd, Warren, CT 06754

Property at 16 Sawyer Hill Rd, New Milford, CT 06776, 2 beds, 1 bath

$250,000

2 beds1 bath744 sq ft

16 Sawyer Hill Rd, New Milford, CT 06776

Property at 801 Candlewood Lake Rd S, New Milford, CT 06776, 3 beds, 1 bath

$925,000

3 beds1 bath1,093 sq ft

801 Candlewood Lake Rd S, New Milford, CT 06776

Property at 119 W Wakefield Blvd, Winsted, CT 06098, 4 beds, 2 baths

$849,900

4 beds2 baths1,781 sq ft

119 W Wakefield Blvd, Winsted, CT 06098

Property at 56 Tinker Hill Rd, New Preston Marble Dale, CT 06777, 1 bed, 1 bath

$1,150,000

1 bed1 bath1,131 sq ft

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

Property at 23 Grove St, Torrington, CT 06790, 4 beds, 2 baths

$389,900

4 beds2 baths2,174 sq ft

23 Grove St, Torrington, CT 06790

Property at 1917 Main St N, Woodbury, CT 06798, 4 beds, 2 baths

$865,000

4 beds2 baths4,819 sq ft

1917 Main St N, Woodbury, CT 06798

Property at 39 Evergreen Rd #39, Torrington, CT 06790, 3 beds, 1.5 baths

$199,900

3 beds1.5 baths1,400 sq ft

39 Evergreen Rd #39, Torrington, CT 06790

Property at 136 Lower Rd, East Canaan, CT 06024, 3 beds, 2 baths

$599,000

3 beds2 baths1,496 sq ft

136 Lower Rd, East Canaan, CT 06024

Property at 720 Town Hill Rd, New Hartford, CT 06057, 5 beds, 3.5 baths

$900,000

5 beds3.5 baths3,826 sq ft

720 Town Hill Rd, New Hartford, CT 06057

Property at 839 Main St #25, Torrington, CT 06790, 2 beds, 1 bath

$174,900

2 beds1 bath928 sq ft

839 Main St #25, Torrington, CT 06790

Property at 346 Westside Rd, Goshen, CT 06756, 2 beds, 2 baths

$975,000

2 beds2 baths1,662 sq ft

346 Westside Rd, Goshen, CT 06756

Property at 253 Bacon Pond Rd, Woodbury, CT 06798, 4 beds, 2.5 baths

$895,000

4 beds2.5 baths2,283 sq ft

253 Bacon Pond Rd, Woodbury, CT 06798

Property at 60 Muller Rd, Kent, CT 06757, 3 beds, 2.5 baths

$750,000

3 beds2.5 baths1,658 sq ft

60 Muller Rd, Kent, CT 06757

Property at 50 Southbury Rd, Roxbury, CT 06783, 5 beds, 3 baths

$725,000

5 beds3 baths1,365 sq ft

50 Southbury Rd, Roxbury, CT 06783

Property at 40 Ruffin Rd, Woodbury, CT 06798, 4 beds, 2.5 baths

$1,790,000

4 beds2.5 baths2,732 sq ft

40 Ruffin Rd, Woodbury, CT 06798

Property at 221 Segar Mountain Rd, Kent, CT 06757, 4 beds, 3 baths

$915,000

4 beds3 baths2,380 sq ft

221 Segar Mountain Rd, Kent, CT 06757

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Based on information submitted to the MLS GRID as of Thu Aug 27 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.

Waterfront Homes for Sale in Litchfield County

There are currently 116 waterfront homes for sale in Litchfield County at a median listing price of $491K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Litchfield County stay on the market for 51 days and receive 1 offers. This map is refreshed with the newest listings in Litchfield County every 15 minutes.

In the past month, 265 homes have been sold in Litchfield County. In addition to houses in Litchfield County, there were also 150 condos, 0 townhouses, and 61 multi-family units for sale in Litchfield County last month. Find your dream home in Litchfield County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Litchfield County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Litchfield County. If you're looking to sell your home in the Litchfield County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Litchfield County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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