Refine Search
Sort by
$4,850,000
8 Beds 8 Baths 170626681 MLS
Family Compound - Iconic Boulders Lodge on Lake Waramaug, Washington, CT. Discover a unique piece of American history with the extraordinary Boulders Lodge, an 8,000-square-foot masterpiece less than 2 hours from New York City, beautifully situated on 7 landscaped acres abutting the 516-acre Macriscostas Preserve along the stunning shores of Lake Waramaug in Litchfield County. Originally constructed in 1895 by acclaimed architect Ehrick Rossiter in the Adirondack large stone and shingle, post-and-beam style, and impeccably renovated in 2014, this remarkable property seamlessly blends historical charm with modern luxury, making it an ideal getaway, a permanent residence, or a family compound for generations. The Main House has 8 bedrooms/7.5 baths, large eat-in country kitchen w/ a fireplace, Great Room w/ a fieldstone fireplace, library w/ a fireplace & a family room w/ a wet bar. A large stone terrace w/built-in BBQ and 3 more porches overlook the lake. The 200 ft. of prime lake frontage has magical sunsets, a stationary dock & a 600 sq. ft. lakeside cabin, approved for a 2nd floor expansion to include a small kitchen, bath & family room. Also on the property, a separate Guest House offers potential for a 3-4,000 sq. ft. expansion. A 1-acre wide lawn is ideal for a tennis court &/or pool. The adjacent "Carriage House" is also available, offering an additional 7 bedrooms, a charming two-story barn, 3.2 acres, and another 100 feet of waterfront for ultimate family enjoyment.

387 Lake Rd, Warren

$1,800,000
2 Beds 2 Baths 24092674 MLS
While seemingly the world has lost touch...here is a sanctuary of calm, passion and clarity. No cheap builders skimping here. This property harkens back to old world principles of honest craftsmanship, respect for the land and working with local resources. Roadside perspective presumes a 1700's farmstead, rejuvenated. The reality is a carefully crafted 20 year old colonial Saltbox and large barn, an unassuming gem. A brook tumbles through a sweeping pasture all enclosed in dry laid "Stone Walls by George" evoking a timeless pastoral sentiment. Tucked away on 91 serene acres along a quiet dead-end road, this exquisite timber-frame home is a rare blend of historic practicality and modern convenience. The exterior details of this 2332 s.f. home bespeaks of a carefully curated structure: perfectly laid stone walls; granite slab steps; brick walks; wood-shingled roof; beaded clapboard siding and stone facade fabricated with both aesthetic and utilitarian intent. The experience grows richer upon entering the home. The warmth, artistry, comfort and handiwork takes hold of one's senses, intuitively feeling this is "Home." A 1790's styled Rumford fireplace anchors the living room, an inviting space to gather. Every detail is designed for function yet has a soul of form, simple while also elegant. As if sprouting from the earth itself, the post and beam structure foretells centuries of endurance to come. Locally sourced Portland, CT stone adds warm the with its earth tone texture.

18 Carter Rd, Warren

$1,727,000
4 Beds 5 Baths 24133854 MLS
Perfectly positioned to capture breathtaking sunset views, this beautifully updated four-bedroom residence blends comfort, sophistication, and functionality. The home's chef-inspired kitchen features dual workstations, radiant heated floors and opens seamlessly to a cozy sitting area that extends outdoors to the pool and entertaining space. Here, you'll find a charming pool house, built-in grill, and bluestone patio-ideal for gatherings or quiet evenings under the stars. Inside, the great room impresses with walls of glass that flood the space with natural light and a fireplace that anchors the room with warmth and style. The main-floor primary suite offers a spa-like retreat with a soaking tub, steam shower, heated radiant floors, and dual walk-in closets. The main level also includes a formal dining room, a private office, and the convenience of a residential elevator providing easy access to all levels. Upstairs, there is an ensuite bedroom and two additional bedrooms that share a well-appointed bath. The finished lower level expands the living space with a full bath, laundry area, and flexible rooms perfect for a media room, gym, or recreation area. Set on a private 10+ acres featuring a picturesque pond and a detached barn ideal for a car enthusiast or hobbyist, this home offers the perfect balance of elegance, privacy, and modern living.

8 Bobcat Ln, Warren

$1,225,000
3 Beds 3 Baths 24146837 MLS
This stunning home overlooks Lake Waramaug & Hopkins Vineyard. The pristinely manicured property features beautiful plantings that surround the front and back decks, creating an ideal atmosphere for entertaining and outdoor summer dining. Enter through the 4 season heated sunroom to an open floor plan where natural light shines through to every space. The kitchen has stone countertops as well as a butcher block counter surrounding the gas stove. Adjacent is a large pantry with a washer/dryer and exterior access to the back yard. The dining/living room area has a large dining table, French doors leading to the front deck, and a Rais wood burning stove. A cozy den with a TV and a nearby full bathroom complete the main level. Upstairs you'll find an office nook with large windows for enjoying the view. The primary bedroom has a vaulted ceiling, double closets and a tastefully remodeled primary bathroom with a shower & skylight. Another large and stylish full bathroom with a tub & shower is accessed from the hallway and services the other two bedrooms. The back yard features an outdoor shower, a vegetable/flower garden, and a 2 car detached garage. Tenants can enjoy access to Warren's beautiful town beach and the picturesque setting at Hopkins, both less than a mile away. Quick access to the nearby towns of New Preston, Washington Depot, Kent & Litchfield, 30 mins from Metro North trains & under 2 hrs. to Manhattan!

31 Sheehan Rd, Warren

$1,000,000
3 Beds 3 Baths 24189692 MLS
Privately nestled in a picturesque setting bordering the Steep Rock Land Association, this beautifully maintained Cape offers a wonderful blend of privacy, natural beauty, and refined country living. Ideally situated just below The Pinnacle, the property captures breathtaking southern views to the distant hills. Move-in ready and offering more than 3,000 square feet of living space, the home features three bedrooms & three full baths. Gracious living areas include a front-to-back living & dining room anchored by a fireplace, an updated kitchen, a home office, a comfortable family room, and a versatile bonus room to accommodate a variety of lifestyle needs. The main-level primary suite provides the ease of one-level living and features a walk-in closet and private bath. Upstairs, two generously sized bedrooms share a well-appointed full bath, offering comfortable accommodations for family & guests. The outdoor spaces include lush level lawn, mature gardens, a welcoming front porch perfectly positioned to enjoy the scenic views, and a rear deck for outdoor dining & entertaining. Located in the heart of the Litchfield Hills, this exceptional property offers convenient access to art galleries, cultural attractions, day spas, miles of hiking trails, ski areas, local wineries, and premier equestrian facilities. Residents of Warren also enjoy access to a private beach on Lake Waramaug, making this an extraordinary opportunity to experience the very best of Litchfield County living.

170 Rabbit Hill Rd, Warren

$975,000
4 Beds 3 Baths 24100984 MLS
Historic Elegance Meets Countryside Charm in Warren, Ct Nestled within the picturesque expanses of Litchfield County, this magnificent 4-bedroom, 2.5-bath home is a testament to timeless beauty and modern convenience. Set on a sprawling 41-acre estate, this Greek revival style home is proudly listed on the Connecticut Historic Register, offering a blend of rich history and updated country living. Entering the home there is a generous sized living room and dining room with period details including crown moldings, fireplace and hardwood flooring. The updated kitchen is light filled. With s/s appliances, granite, gas range, and breakfast bar, buffet/coffee area and hardwood flooring. The light filled den or office offers outside access. The second floor there are 4 bedrooms, 1 full and 1 half baths plus sunny bright rooms, hardwood flooring, period details and some with great views of the property. The estate's two large barns and chicken coop present endless possibilities for a hobby or vegetable farm. This can also be horse or cattle property. Beyond the home, the property's open fields and farmland offer panoramic views and an idyllic setting for outdoor activities. Step outside to the screened porch or patio and bask in the serenity of your private orchard, where apples, pears, and raspberries and more await your touch. A tranquil pond, wildflowers, rolling fields, hayfields, and beautiful trees are an abundance of nature all around.

163 Lake Rd, Warren

$905,000
3 Beds 2 Baths 24064311 MLS
Private, Pristine and Protected, is this property on nearly 80 acres located off a scenic country road with two ponds, old stone walls, a circa 1790 Antique farmhouse and Barn needing complete renovation or possible removal. This unique property has never been on the market prior and includes 5 separate parcels consisting of house and barn on 40 acres along with a 20 acre parcel, a 7 acre parcel and a 12 acre parcel plus a small access parcel to state forest. All to be sold as one. This creates a number of future potential uses for the next owner; Create an estate or donate some of the land to a Land trust, or gift to others, land Bank the parcels as a tax shelter, or develop as an investment. Each parcel is beautiful with stunning forest and woodland features. There are two meadow areas, a big pond and a small pond once seen from the house that needs reclaiming. All of the lots have road frontage. These are all raw unimproved lots rich with nature, mostly level with filtered Sun and Moon light. Peace and Quiet reign here! The location is just minutes to the charming towns of Warren, Kent, and Washington with Town access to the best beach on Lake Waramaug. The property borders both Warren Land Trust and CT State Forest. This truly is very rare find incredibly well priced. A once in a Blue Moon Opportunity. The property will be sold "AS IS".

145 Angevine Rd, Warren

$900,000
2 Beds 4 Baths 24091951 MLS
Turn-Key Woodland Retreat. This fully modernized two-bedroom, four-bath Cape-style home offers the perfect blend of privacy, efficiency, and natural beauty. Set on 7.5 secluded acres and abutting nearly 830 acres of pristine conservation land, the property provides unmatched peace and direct access to nature. Completely renovated from top to bottom, this turnkey home features all-new mechanical systems, an owned solar array that runs the whole house with positive returns, and a sleek, modern aesthetic throughout. There is a whole house generator with buried 500 gallon propane tank. The spacious layout includes multiple living areas, generous bedrooms, and updated baths, offering comfort and flexibility for today's lifestyle. Enjoy low Warren taxes and deeded lake rights to nearby Lake Waramaug-ideal for swimming, boating, and year-round recreation. Whether you're looking for a full-time residence or a country retreat, this property is a rare find. Don't miss this one!

67 Cunningham Rd, Warren

$590,000
4 Beds 2 Baths 24130885 MLS
A Perfect Weekend or full time Escape and just a 1/2 mile walk to Warren Town Beach! Charming 1840s antique home, nestled in the heart of Lake Waramaug country. This welcoming home offers easy access to one of Connecticut's most scenic and swimmable lakes - ideal for summer weekends filled with paddling, picnicking, and peaceful sunsets. Lovingly maintained and full of authentic character, the home features a covered porch perfect for morning coffee or evening cocktails. Inside, the open kitchen layout is designed for casual weekends with friends and family, and a pantry provides extra storage for entertaining essentials. A full bath on each level supports the home's four comfortable bedrooms, all upstairs and accessible via both front and back staircases - a charming architectural detail unique to homes of this era. Across the driveway, a rustic barn-once used as a guest overflow space-now offers storage and potential for hobbies. A rustic two-bay garage sits at the rear, and a babbling stream just past the edge of the property, adding to the idyllic setting. The level lawn is perfect for games or gardening. Spend your weekends exploring local vineyards, farm stands, and hiking trails-. With its unbeatable location near the lake and under two hours from NYC, 1 North Shore Road is a rare find for buyers seeking a low-maintenance and great escape in Litchfield County.

1 N Shore Rd, Warren

$575,000
3 Beds 2 Baths 24131821 MLS
The simple life is enjoyed here in this traditional New England Cape style home set well off a quiet back road set amidst a lovely stonewall lined pasture. Three bedrooms- two up and one on the main floor create the perfect layout. The open main level floorplan offers a country kitchen with breakfast bar and a living/dining room combination. There is a wood stove option, gleaming wide board wood flooring and easy access to the lovely gardens and level yard. The breezeway connection to the two car garage is enclosed and offers a fabulous way to enjoy the sunlight and nature's vistas. Ample storage in the basement and garage plus a small barn and large shed. For comfort there is a whole house generator. There are large native trees as well as mature landscaped plantings. Quiet, serene, easy to maintain and just a lovely home in which to reside. Close to both villages of Kent and Warren plus beach access to Lake Waramuag! This is special.

50 Brick School Rd, Warren

$535,000
4 Beds 3 Baths 24120755 MLS
Welcome to a peaceful country retreat set on over five acres-a home that offers privacy, space, and the opportunity to make it truly your own. This 4-bedroom, 2.5-bath Colonial sits at the end of a quiet cul-de-sac and combines classic charm with room to grow.The property features established gardens, a fruit tree orchard, and generous open space to design your ideal outdoor oasis-whether that includes adding a pool, creating a firepit gathering area, or simply enjoying the surrounding nature. Inside, the heart of the home is a spacious kitchen that flows into a formal dining room. A cozy den and an inviting living room with a wood-burning fireplace provide warm, comfortable spaces to relax, while the sunroom opens to a large deck overlooking the grounds-perfect for entertaining family and friends. Upstairs, you'll find three generously sized bedrooms and a newly remodeled full bath, along with a private primary suite offering an updated bath and walk-in closet. Hardwood floors run throughout, and recent improvements include a newer septic system and beautifully renovated bathrooms.The property is being sold in "As Is" condition. Buyers should anticipate budgeting for future updates-including roof and window work-to bring the home to its full potential. After gathering client feedback, the price has been thoughtfully revised by 50k, offering exceptional value for its size, privacy, and potential. highlight...EV Charger in garage. Minutes to Kent, Washington & Cornwall.

11 Laurel Mountain Road Ext, Warren

$465,000
3 Beds 2 Baths 24169208 MLS
Charming Log Home nestled in the scenic peaceful town of Warren, this inviting 3-bedroom, 2-bathroom log home offers the perfect blend of rustic charm and modern comfort. Surrounded by nature and set on a peaceful stretch of Woodville Road, the property is an ideal escape for those seeking privacy, tranquility, and timeless character. From the moment you arrive, the warm wood exterior and natural setting create a welcoming first impression. Inside, you'll find exposed beams, rich wood finishes, and an open, airy layout that captures the essence of classic log home living. The home features a comfortable living room, a functional kitchen, and plenty of space to relax or entertain. This property offers a serene lifestyle without sacrificing convenience. Whether you're enjoying a quiet evening by the fire or hosting guests, this home provides a unique and comfortable setting. Step outside to enjoy a private outdoor living experience, complete with a deck and patio-perfect for entertaining, dining, or simply unwinding in a peaceful natural setting. The landscaped yard offers space for gardening and enjoying the outdoors in your own backyard retreat.

280 Woodville Rd, Warren

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.