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$3,995,000
24176550 MLS
A masterclass in privacy and scale. A newly constructed stone-lined & gated driveway ascends through 57+ acres of pristine Litchfield County landscape to a magnificent hilltop sanctuary. This estate-quality offering, spanning two separate parcels, is defined by its dramatic sweeping views and an extraordinary sense of quietude. Enveloped by the protected forests of the Roxbury Land Trust, the terrain is a symphony of nature: a shimmering pond, a meandering stream, and ancient mature trees. This is a rare opportunity to cultivate a legacy estate just moments from the refined charm of Roxbury and Washington, and a mere 90 minutes from Manhattan. Improvements Include: 3 wells; irrigation system; driveway & underground power. The ultimate canvas for a life well-lived.

20 Painter Hill Rd, Roxbury

$1,150,000
24177403 MLS
East Meadowbrook Farm presents a rare opportunity to own a legacy New England property offered for the first time since 1918. Encompassing 42 acres, including 15 rolling, sun-drenched acres of open fields, this former dairy and Christmas tree farm is bordered by 250 acres of protected Flanders Nature Center conservation land, creating an extraordinary sense of privacy and permanence. A quarter mile of frontage along Flanders Road, classic stone walls, pristine streams, established culvert crossings, and abundant wildlife define the landscape, while private trails invite walking, hiking, and outdoor recreation. Just 90 minutes from New York City and 10 minutes from Woodbury's shops and historic antique trail, East Meadowbrook Farm offers a peaceful country sanctuary with limitless potential for a premium estate, hobby farm, or family compound.

Flanders Road, Woodbury

$124,900
24175027 MLS
Exceptional opportunity to build near one of Northwest Connecticut's most desirable lake communities. Just steps from beautiful Highland Lake, this water-view parcel offers the chance to create your dream home in a setting that combines lake lifestyle, natural beauty, and convenient access to some of Litchfield County's most sought-after destinations. Highland Lake is a true Connecticut gem-a picturesque, natural lake in historic Winchester, spanning approximately 444-445 acres, about three miles long, with three distinct bays and depths reaching approximately 63 feet. Known for boating, fishing, swimming, and year-round enjoyment, Highland Lake has long been treasured for its scenic shoreline, established lake community, and recreational appeal. The lake is also recognized by Connecticut DEEP with a public boat launch and boating regulations, further supporting its active recreational use. The location is equally compelling: enjoy the peaceful feel of a classic Litchfield County lake setting while remaining convenient to Salisbury, Lakeville, Norfolk, Torrington, and downtown Winsted. Hartford is roughly 40 minutes away by car, making this an ideal retreat without sacrificing accessibility.

624 Wynne Rd, Winchester

$285,000
24173451 MLS
Build Your Dream Home on Red Mountain Road Embrace the opportunity to own a magnificent 2-acre building lot nestled amidst the pastoral beauty of Red Mountain Road. This prime parcel of land is surrounded by high-end properties, offering a canvas for your architectural aspirations with sweeping views of the Taconic Range and Canaan Mountain. Imagine waking up to breathtaking sunrises and winding down to stunning sunsets, with nature's grandeur as your daily backdrop. The property presents multiple potential building sites, each promising a unique perspective of the surrounding landscape. Preliminary designs for various house configurations are available to inspire your vision. Significant site work has been completed to pave the way for your future residence, including clearing, demolition of a derelict house, and the installation of a driveway featuring a Town-approved wetland crossing. Access to underground utilities is readily available, ensuring a seamless transition into your new home. This lot is not just a piece of land; it's a promise of a lifestyle enveloped in serenity and luxury. Don't miss the chance to build your custom retreat in a location that offers both privacy and prestige. Close to our local schools, both private and public.

14 Red Mountain Rd, Salisbury

$545,000
24173182 MLS
Nestled on a private road amid Salisbury's picturesque landscape, this 9.18-acre parcel presents a rare opportunity to craft your own secluded retreat. Enveloped by nature and bordered by open space, the land features rolling topography that offers both privacy and breathtaking views. Underground utilities are already in place, providing a seamless path from dream to development. Picture your custom home perched to take advantage of the serene surroundings-a place to unwind, reflect, and reconnect with nature. Ideally located near some of the Northeast's most prestigious schools, including The Hotchkiss School, Indian Mountain School, and Salisbury School, the property offers both a peaceful lifestyle and educational excellence. Outdoor enthusiasts will find themselves minutes from the Appalachian Trail and the Housatonic River, a destination prized by fly-fishing aficionados. Despite its tranquil setting, the property is conveniently located just two hours from New York City and only 25 minutes from the Metro-North station in Wassaic, NY. Your private escape awaits in the heart of Litchfield County.

10 Red Mountain Rd, Salisbury

$275,000
24172891 MLS
Build your dream home at 17 Old Homestead Ln, South Kent in St. John's Peak. Set in the bucolic foothills of the Litchfield Hills, St Johns Peak is one of Connecticut's most bucolic enclaves. Enjoy unmatched tranquility and natural wonder on this sprawling and park-like 12+ acre property. Enjoy the beloved downtown of Kent to absorb the culture and natural beauty of Litchfield Hills and Berkshires. Only minutes from Lake Waramaug, Warren and New Preston. Adventure on one of the multiple nature preserves in St Johns peak including the one directly behind the property. Complete with old-age rock walls, this property is magical AND the bonus of 12+ acres to roam and build upon as your life grows and evolves. Wetlands/conservation at the back of the lot allowing for many options for home placement on the front of the lot.

17 Old Homestead Ln, Kent

$545,000
24169493 MLS
The Ridge at Red Mountain: A Private 5.4 acre approved building parcel set along the foot of Red Mountain in Lakeville offering privacy, elevation, and long-range north and western views across the Litchfield Hills toward the Berkshires. The property features gently rolling topography and a serene setting surrounded by natural landscape and neighboring farmland. The owners are highly regarded architects and have designed a residence specifically for this parcel. Architectural plans are available and included in the land costs, offering an opportunity to streamline the design and building process. Buyers may choose to utilize these plans or pursue their own design, subject to local approvals. The listing agents have further details. This is not just land, but intentional architecture tied to the setting - a home site designed for the view. Abutting property to the north is in permanent conservation. Located minutes from the village centers of Lakeville and Salisbury, with access to local shops, dining, and outdoor recreation. Approximately 20 minutes to the Metro-North Railroad.

8 Red Mountain Rd, Salisbury

$740,000
24171301 MLS
UNIQUE OPPORTUNITY WITH MULTIPLE POSSIBILITIES!!! Located in the classic New England town of Bethlehem on 8.5+ acres this is your opportunity for unlimited potential. Build your own Private Estate, Family Compound, Multi-Family Investment, Business Operations with Offices and Storage, Horse Property, Farm and Possible Residential Development. There are two Residential homes and additional structures that can be re-fit to meet your needs. Existing Structures: Primary Residence - 1,876sf with 3 Bedrooms, 2 Bathrooms; Second Home - 1,100sf with 2 Bedrooms and 1 Bathroom and a 3 Car Garage with a Half-Bathroom. Two additional buildings for storage, hobbies, cars, boats, and all the toys you can fit. Current Use: the owner lives on the property and operates a pet rescue business and the existing Kennels can be very easily removed. There have been many upgrades to all structures on the property.

202 Crane Hollow Rd, Bethlehem

$2,000,000
24170752 MLS
If You are looking for land with views to build your dream home, this is it. This is truly an "Estate Property". The 27 acres is cleared and open. There are several building sites at the top with 180 degree views. The land slopes gently down with a brook and 2 small ponds at the bottom. There is a fairly large barn and a smaller shop on the property in need of repairs. They are being sold AS IS! Bring your plans and build in a most beautiful part of the world in a sought after Connecticut town. Litchfield County is rural and beautiful. Enjoy farmers markets and country fairs. Visit any number of great restaurants in the area. There are many art shows, antique shops and boutiques to visit. As for outdoor activities, there are thousands of acres of land trust and hiking trails in Roxbury and surrounding towns. The Shepard River offers great fishing. There are ski areas close by as well as lakes for boating, fishing and swimming. Located under 2 hours from NYC! Taxes are based on 490 farming designation.

55 Ranney Hill Rd, Roxbury

$1,300,000
24170226 MLS
An exceptional offering awaits with this beautiful 61.54-acre parcel ideally positioned in a prime New Milford location, bordering the charming village of Washington Depot. This property is designated agricultural land, while also offering exceptional potential for a variety of future uses, including subdivision, a vineyard, equestrian estate, or private country retreat, solar farm. Featuring sweeping views with substantial level, usable land, the setting provides a beautiful and versatile landscape with endless possibilities. Originally subdivided in 1990 for 26 lots, any future subdivision would require new approvals, offering the opportunity to reimagine the property to today's standards. Enjoy the best of Litchfield County living with close proximity to downtown New Milford, as well as the scenic beauty of Lake Waramaug and surrounding towns. Maps and additional information available. A rare opportunity to bring your vision to life. Close to schools, shopping, dining, commuting and the ambience of New Milford and surrounding charming towns.

Chestnut Land Road, New Milford

$399,000
24169428 MLS
Private, Rural setting within a short walk to Roxbury Tennis courts, library and the Roxbury Market.This 4.01 acre approved building lot offers the perfect blend of tranquility and convenience, making it an exceptional opportunity to create your custom dream home. Tucked away on a quiet road, this property features beautiful, light woods that provide a serene and private setting. Enjoy the best of Roxbury's natural beauty and recreational amenities, with the lot located just minutes from a variety of hiking trails. For those who love the outdoors, Apple Lane is just around the corner, offering direct access to the scenic Hurlburt Park. This special parcel offers a rare chance for a quiet escape while keeping you connected to the heart of this charming Litchfield County community. Build the home you've always envisioned and start living the Roxbury lifestyle.Private,

Lot 1 Chalybes, Roxbury

$949,000
24168082 MLS
Welcome to Willow Brook Drive! If your dream has been to build your new home in what feels like a Monet painting, this property will make your dream a reality. Here is your chance to have two prime lots of land, together making 20+ acres of endless possibility! With year-round beautiful meadows and enchanting woods, you can have the best of both worlds. Originally cattle pasture, the vast fields offer easy building sites and 360 views of nature. If seclusion in the forest is more up your alley, this plentiful land will accommodate for that too. Let your imagination run wild. These approved building lots are ready to develop! Multiple flat & cleared building sites. Underground power and utilities, running up Willow Brook Dr. Feasibility map available upon request with original percolation/soil data.

Lot 7 & Lot 8 & Dr, Roxbury

$229,000
24167037 MLS
29.39 TOTAL ACRES! This one is for the builders, investors, and ESPECIALLY those looking to BUILD the DREAM! Privacy, Seclusion, and what feels like endless space - 320 Clearview Avenue and 0 Weingart Road are offered together, a combined 33.7 acres (see related MLS 24158105). With this amount of land in Harwinton, this is nearly impossible to come by! Whether you plan to build one home, or multiple, or you have a dream of a homestead of your own, here's the opportunity to be tucked perfectly into the lure of Litchfield County. Let's go a step further to foresee a barn or garage overflowing with RV's, and ATV's, trucks and trails, chickens, a goat or two, even freshly grown food - Truly imagine what that would feel like on nearly 30 acres of pure bliss! Do not walk property without showing request AND without a licensed agent. Owner holds no responsibility or liability for anyone choosing to walk the property. Showings must be requested and logged via proper channels.

Weingart Rd, Harwinton

$150,000
24167030 MLS
This one is for the builders, investors, and ESPECIALLY those looking to BUILD their DREAM home! Privacy, Seclusion, and what feels like endless space. Let's sweeten the deal, shall we? With a good portion of the paperwork process already completed and/or approved combined with this amount of land in Harwinton, this is nearly impossible to come by! Property values in this area are hitting record highs, here's the opportunity to be tucked perfectly into the lure of Litchfield County. Let's go a step further to foresee a barn or garage overflowing with RV's, and ATV's, trucks and trails, chickens, a goat or two, even freshly grown food - Truly imagine what that would feel like on nearly 4.31 acres of pure bliss! The following services were professionally rendered in October of 2024: Researched the land records in town hall. Performed a property survey. Performed a topographic survey. Obtained the services of a contractor. Performed soil testing. Prepared a site plan for house. Paid Torrington Area Health District application fee. Paid Town of Harwinton application fee. Due not walk property without showing request OR without licensed agent. Owner holds no responsibility or liability for anyone choosing to walk the property. Showings must be requested and logged via proper channels. Document Package available for serious inquiries. Related MLS number for 33.7 acres 24158105

320 Clearview Ave, Harwinton

$1,650,000
24164981 MLS
Set along the serene shores of Woodridge Lake, Lot 5 on Milton Road presents a rare opportunity to own a substantial piece of true waterfront in one of Litchfield County's most coveted communities. Encompassing 3.65 acres with approximately 170 feet of direct lake frontage, this exceptional property combines privacy, scale, and sweeping natural beauty-an increasingly scarce offering. Gently sloping and ideally positioned, the land captures expansive, unobstructed water views and unforgettable western sunsets. Its elevated setting provides the perfect canvas for a custom lakefront retreat designed to embrace both the scenery and the shoreline, with ample space for refined outdoor living. Beyond the property, Woodridge Lake offers a vibrant, year-round lifestyle centered around recreation and connection. Residents enjoy access to over five miles of shoreline, four sandy beaches, a private marina, a heated Junior Olympic pool, tennis and pickleball courts, a fitness center, and scenic walking trails. Ideally located just minutes from the historic charm of Litchfield, with its celebrated dining, boutique shopping, and cultural attractions, and in close proximity to skiing at Mohawk Mountain and golf at Torrington Country Club, this property offers both tranquility and convenience. With its rare combination of acreage, direct waterfront, and resort-style amenities, Lot 5 is an exceptional opportunity to create a legacy lakefront home in a truly special setting.

Lot 5 Milton, Goshen

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