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$2,395,000

Welcome to 171 South Street - the historic former carriage house originally designed by Guilded Age architect Ehrick Rossiter. Extensively renovated by current owner - who has created ultra-chic living spaces, modernized systems and re-landscaped to include a pool - all while preserving classic details. Rarely does an in-town property hit the market that has been elevated in such a way. The main level boasts a central hallway, leading to spacious, open living room with remodeled wood burning fireplace, exposed beams and sunken lounge with views down sweeping, landscaped lawn and gardens. Dining room, cozy den, updated chef's kitchen and bonus fifth bedroom suite with remodeled full bathroom complete the main floor. Upper level includes lofty primary bedroom suite with dressing room, full bath. Three additional bedrooms. Additional updates include remodeled breezeway, mudroom and room above three-car garage used as gym and/or office space. Newer roof, installation of central air and updates to plumbing, electric and insulation complete the effort. Landscaping with native specimen plantings. Deck with southeastern views of neighboring meadow. Private access to Bantam River and White Memorial Conservation land through backyard trails. Very desirable location among notable Litchfield residences with access to nature. Walk or bike to restaurants, shopping, Litchfield Green, library, White Memorial and Greenway. Best of both worlds - in-town living in ultra PRIVATE setting.

4 Beds ⋅ 4 Baths ⋅ 24203922 MLS

Welcome to 171 South Street - the historic former carriage house originally designed by Guilded Age architect Ehrick Rossiter. Extensively renovated by current owner - who has created ultra-chic living spaces, modernized systems and re-landscaped to include a pool - all while preserving classic details. Rarely does an in-town property hit the market that has been elevated in such a way. The main level boasts a central hallway, leading to spacious, open living room with remodeled wood burning fireplace, exposed beams and sunken lounge with views down sweeping, landscaped lawn and gardens. Dining room, cozy den, updated chef's kitchen and bonus fifth bedroom suite with remodeled full bathroom complete the main floor. Upper level includes lofty primary bedroom suite with dressing room, full bath. Three additional bedrooms. Additional updates include remodeled breezeway, mudroom and room above three-car garage used as gym and/or office space. Newer roof, installation of central air and updates to plumbing, electric and insulation complete the effort. Landscaping with native specimen plantings. Deck with southeastern views of neighboring meadow. Private access to Bantam River and White Memorial Conservation land through backyard trails. Very desirable location among notable Litchfield residences with access to nature. Walk or bike to restaurants, shopping, Litchfield Green, library, White Memorial and Greenway. Best of both worlds - in-town living in ultra PRIVATE setting.

171 South St, Litchfield

$1,499,000

Welcome to Fern House at 168 Fern Avenue-an extraordinary private country estate set on 3.71 picturesque acres in one of Litchfield's most coveted enclaves. Perfectly tucked behind mature landscaping and approached by a graceful circular drive, this quintessential New England retreat offers the rare combination of luxury living, equestrian amenities, and resort-style outdoor spaces just moments from the storybook charm of downtown Litchfield. Spanning more than 3,600 square feet, this expansive contemporary residence is filled with natural light, soaring ceilings, and oversized windows that frame lush views in every direction. A dramatic double-height foyer opens to an airy, open-concept main living area anchored by a stunning floor-to-ceiling fireplace-creating both warmth and architectural impact. Designed for elevated everyday living and effortless entertaining, the chef's kitchen is beautifully appointed with premium appliances including double KitchenAid wall ovens, a five-burner cooktop, dishwasher, pantry, and dedicated office nook, all flowing seamlessly into gracious gathering spaces and a formal dining room. The flexible and thoughtfully designed floor plan offers four bedrooms and three-and-a-half baths, including a desirable first-floor primary suite option.

4 Beds ⋅ 4 Baths ⋅ 24166479 MLS

Welcome to Fern House at 168 Fern Avenue-an extraordinary private country estate set on 3.71 picturesque acres in one of Litchfield's most coveted enclaves. Perfectly tucked behind mature landscaping and approached by a graceful circular drive, this quintessential New England retreat offers the rare combination of luxury living, equestrian amenities, and resort-style outdoor spaces just moments from the storybook charm of downtown Litchfield. Spanning more than 3,600 square feet, this expansive contemporary residence is filled with natural light, soaring ceilings, and oversized windows that frame lush views in every direction. A dramatic double-height foyer opens to an airy, open-concept main living area anchored by a stunning floor-to-ceiling fireplace-creating both warmth and architectural impact. Designed for elevated everyday living and effortless entertaining, the chef's kitchen is beautifully appointed with premium appliances including double KitchenAid wall ovens, a five-burner cooktop, dishwasher, pantry, and dedicated office nook, all flowing seamlessly into gracious gathering spaces and a formal dining room. The flexible and thoughtfully designed floor plan offers four bedrooms and three-and-a-half baths, including a desirable first-floor primary suite option.

168 Fern Ave, Litchfield

$1,397,500

This new construction home is perfectly sited on 10+ private acres located on the border of Litchfield and Washington. It abuts 70 acres of open space land with access to the Shepaug River, and is located within a few minutes drive of the villages of Bantam, New Preston, Washington, and private schools in the area. With 4 bedrooms and 4 1/2 bathrooms, this home has an open floor plan with many windows and tall ceilings for light-filled, airy spaces. Coming in from the attached garage you enter a large mudroom with 1/2 bath, built in bench, and plentiful storage. The custom kitchen with high end appliances features a breakfast bar, dining area, and opens up to a large deck. The family room is bathed in sunlight by windows facing south and west and features a built-in bookcase and a fireplace. There is a private office off the entry foyer. The second floor includes 4 en-suite bedrooms, a loft area, and laundry room. The primary bedroom suite includes an all-marble bath with oversized shower and a generous walk-in closet. The full, unfinished basement is a walkout with lots of windows and access to the backyard. The property is professionally landscaped with brick walkways to the front porch and rear deck. The backyard has ample space for a pool site .

4 Beds ⋅ 5 Baths ⋅ 24193748 MLS

This new construction home is perfectly sited on 10+ private acres located on the border of Litchfield and Washington. It abuts 70 acres of open space land with access to the Shepaug River, and is located within a few minutes drive of the villages of Bantam, New Preston, Washington, and private schools in the area. With 4 bedrooms and 4 1/2 bathrooms, this home has an open floor plan with many windows and tall ceilings for light-filled, airy spaces. Coming in from the attached garage you enter a large mudroom with 1/2 bath, built in bench, and plentiful storage. The custom kitchen with high end appliances features a breakfast bar, dining area, and opens up to a large deck. The family room is bathed in sunlight by windows facing south and west and features a built-in bookcase and a fireplace. There is a private office off the entry foyer. The second floor includes 4 en-suite bedrooms, a loft area, and laundry room. The primary bedroom suite includes an all-marble bath with oversized shower and a generous walk-in closet. The full, unfinished basement is a walkout with lots of windows and access to the backyard. The property is professionally landscaped with brick walkways to the front porch and rear deck. The backyard has ample space for a pool site .

14 Gate Post Ln, Litchfield

$1,299,000

Brand-new architecture that actually gets it right. 10+ private acres on a river in Litchfield, where cutting-edge design meets the kind of nature you thought didn't exist anymore. Single-level living done right: wide hallways, High ceilings, clean lines, polished concrete floors with radiant heat underfoot. Open concept living currently presented as a spacious dining area and two distinct living spaces leading to deck access perfect for outdoor entertaining. Well appointed Kitchen with breakfast bar seating and all the high-end touches you'd expect (and a few you wouldn't). Two primary suites one with a separate entrance, pre-plumbed for an additional kitchen, with laundry - perfect for parents / family. The other Primary suite features a top-tier infrared sauna. Two more bedrooms round things out. Huge storage room and garage! Large family bathroom with claw foot tub. Step outside and it's your own private playground with direct water access and views of the river. Trails run into State Land next door - effectively extending your backyard! Mohawk Mountain for winter ski weekends, access to Bantam Lake for summer days and the kind of privacy that makes you forget the world exists-yet you're minutes from refined dining and culture, quintessential New England villages, Litchfield's farm-to-table scene and Bantam's local charm.

4 Beds ⋅ 4 Baths ⋅ 24164429 MLS

Brand-new architecture that actually gets it right. 10+ private acres on a river in Litchfield, where cutting-edge design meets the kind of nature you thought didn't exist anymore. Single-level living done right: wide hallways, High ceilings, clean lines, polished concrete floors with radiant heat underfoot. Open concept living currently presented as a spacious dining area and two distinct living spaces leading to deck access perfect for outdoor entertaining. Well appointed Kitchen with breakfast bar seating and all the high-end touches you'd expect (and a few you wouldn't). Two primary suites one with a separate entrance, pre-plumbed for an additional kitchen, with laundry - perfect for parents / family. The other Primary suite features a top-tier infrared sauna. Two more bedrooms round things out. Huge storage room and garage! Large family bathroom with claw foot tub. Step outside and it's your own private playground with direct water access and views of the river. Trails run into State Land next door - effectively extending your backyard! Mohawk Mountain for winter ski weekends, access to Bantam Lake for summer days and the kind of privacy that makes you forget the world exists-yet you're minutes from refined dining and culture, quintessential New England villages, Litchfield's farm-to-table scene and Bantam's local charm.

6 Kubish Rd, Litchfield

$895,000

Fabulous 1920's cottage style home formerly part of Avalon Farm. Vaulted living room with fireplace, paneled media/library, eat in kitchen, 4 bedrooms, 2 full baths, oversized laundry/mud room and screened breezeway from 2 car garage. Lovey gentle slope from house to cabana/writers cabin overlooking pond and grounds. located at the entrance to a dead end road, yet only minutes from Bantam, New Preston and all that Litchfield County has to offer. Very close to Mt Tom State Park for swimming and hiking. Owner has done some work to subdivide into 2 lots if desired. Please call for details.

4 Beds ⋅ 2 Baths ⋅ 24183209 MLS

Fabulous 1920's cottage style home formerly part of Avalon Farm. Vaulted living room with fireplace, paneled media/library, eat in kitchen, 4 bedrooms, 2 full baths, oversized laundry/mud room and screened breezeway from 2 car garage. Lovey gentle slope from house to cabana/writers cabin overlooking pond and grounds. located at the entrance to a dead end road, yet only minutes from Bantam, New Preston and all that Litchfield County has to offer. Very close to Mt Tom State Park for swimming and hiking. Owner has done some work to subdivide into 2 lots if desired. Please call for details.

12 Old Forge Hollow Rd, Litchfield

$649,000

Set on 1.62 acres in Bantam, 1231 Bantam Road is a Cape Cod style home offering a flexible layout with 2,501 sq ft, 4 bedrooms and 2.5 baths. The home opens into a generous front room, offering flexible use as a sitting area or welcoming foyer, with an elegant dining room to the right and an inviting kitchen featuring an island, abundant cabinetry, farmhouse sink and granite counters. A stone patio sits just outside the back kitchen door, adding an easy outdoor connection. The foyer/sitting area also connects to a convenient half bathroom. The family room has a large bay window, and the formal living room offers a wet bar, working fireplace and large doors to a spacious wraparound deck that extends the living area outdoors with room for dining, comfortable seating and peaceful views over Hillbrook Equestrian Center. The main-level primary suite includes a full bathroom with large shower, double vanity and laundry area. Upstairs are three bedrooms (one is smaller), plus a hall full bathroom with a tub/shower. The backyard barn brings added charm and opportunity, offering a flexible space for storage or a future project with the right vision. Close to Bantam dining, shopping, White Memorial trails and the Litchfield Green, this property pairs everyday convenience with a scenic country setting. Recent Updates: 2022: New Roof, Windows, Remodeled Bathrooms & Kitchen 2025: New Water Heater 2026: New Boiler, New Electrical Updates, Remodeled Primary Bathroom, New Gutters

4 Beds ⋅ 3 Baths ⋅ 24199316 MLS

Set on 1.62 acres in Bantam, 1231 Bantam Road is a Cape Cod style home offering a flexible layout with 2,501 sq ft, 4 bedrooms and 2.5 baths. The home opens into a generous front room, offering flexible use as a sitting area or welcoming foyer, with an elegant dining room to the right and an inviting kitchen featuring an island, abundant cabinetry, farmhouse sink and granite counters. A stone patio sits just outside the back kitchen door, adding an easy outdoor connection. The foyer/sitting area also connects to a convenient half bathroom. The family room has a large bay window, and the formal living room offers a wet bar, working fireplace and large doors to a spacious wraparound deck that extends the living area outdoors with room for dining, comfortable seating and peaceful views over Hillbrook Equestrian Center. The main-level primary suite includes a full bathroom with large shower, double vanity and laundry area. Upstairs are three bedrooms (one is smaller), plus a hall full bathroom with a tub/shower. The backyard barn brings added charm and opportunity, offering a flexible space for storage or a future project with the right vision. Close to Bantam dining, shopping, White Memorial trails and the Litchfield Green, this property pairs everyday convenience with a scenic country setting. Recent Updates: 2022: New Roof, Windows, Remodeled Bathrooms & Kitchen 2025: New Water Heater 2026: New Boiler, New Electrical Updates, Remodeled Primary Bathroom, New Gutters

1231 Bantam Rd, Litchfield

$589,000

Location Location Location! Charming 4 bedroom classic colonial on desirable cul-de-sac Sheldon Lane. Large living room with fireplace with insert, half bath, dining room, laundry/mudroom off the large kitchen with access to 2 car garage and sun room. Bright rooms with wood floors throughout and central air. Upstairs are four bedrooms, center bath with additional bathroom in primary suite. Partially finished basement with fireplace and separate entrance. Slopping lawn offers sun and shade with nice patio off the sun room. Enjoy the comforts of this beautiful home close to beloved Community Field, restaurants and Litchfield Center.

4 Beds ⋅ 3 Baths ⋅ 24191566 MLS

Location Location Location! Charming 4 bedroom classic colonial on desirable cul-de-sac Sheldon Lane. Large living room with fireplace with insert, half bath, dining room, laundry/mudroom off the large kitchen with access to 2 car garage and sun room. Bright rooms with wood floors throughout and central air. Upstairs are four bedrooms, center bath with additional bathroom in primary suite. Partially finished basement with fireplace and separate entrance. Slopping lawn offers sun and shade with nice patio off the sun room. Enjoy the comforts of this beautiful home close to beloved Community Field, restaurants and Litchfield Center.

87 Sheldon Ln, Litchfield

$499,000

Located in the heart of the Litchfield Historic District and bordering White Memorial Conservation Center land - this 1889 gem is the perfect OPPORTUNITY for restoration and renovation. Whether you are an investor, preservation enthusiast or visionary - it is your chance to add value to an historic dwelling in one of the county's most sought after communities. Built in 1889 with all the charm of that period, the main level includes great room with fireplace and french doors to western facing deck and lawn. Kitchen, dining room, cozy office or study with stone fireplace. Sun room. Four bedrooms and laundry on upper level. Two staircases. Attached two car garage. Hardwood floors throughout. Historic properties of this vintage, location and potential are increasingly RARE. Bring your imagination and craftsmanship to unlock the full potential of this 1889 residence. Walkable to White Memorial trails, boardwalk, and Litchfield Green with shopping and restaurants.

4 Beds ⋅ 3 Baths ⋅ 24190079 MLS

Located in the heart of the Litchfield Historic District and bordering White Memorial Conservation Center land - this 1889 gem is the perfect OPPORTUNITY for restoration and renovation. Whether you are an investor, preservation enthusiast or visionary - it is your chance to add value to an historic dwelling in one of the county's most sought after communities. Built in 1889 with all the charm of that period, the main level includes great room with fireplace and french doors to western facing deck and lawn. Kitchen, dining room, cozy office or study with stone fireplace. Sun room. Four bedrooms and laundry on upper level. Two staircases. Attached two car garage. Hardwood floors throughout. Historic properties of this vintage, location and potential are increasingly RARE. Bring your imagination and craftsmanship to unlock the full potential of this 1889 residence. Walkable to White Memorial trails, boardwalk, and Litchfield Green with shopping and restaurants.

222 Old South Rd, Litchfield

$449,000

Tucked away in a peaceful, private setting, this charming Colonial offers the perfect blend of classic New England character, comfortable living, and the natural beauty Litchfield is known for. Set on just under an acre surrounded by mature trees and established landscaping, the home offers 4 bedrooms and 2 full bathrooms with plenty of space to spread out. Central air provides comfort throughout the warmer months, while forced hot-air heating and a wood-burning stove with fireplace on the main level provide warmth and added comfort during the colder seasons. Solar panels add the benefit of energy efficiency and potential savings on utility costs.Surrounded by Topsmead State Forest, the wooded surroundings create a wonderful sense of privacy while still keeping you convenient to everything the area has to offer. Spend your free time exploring the shops, restaurants and historic charm of Litchfield Center, hiking and enjoying the miles of trails at White Memorial Conservation Center, spending summer days around Bantam Lake, or taking in the scenery at nearby Mount Tom State Park. With its private setting, spacious layout and access to some of Litchfield County's most loved outdoor destinations, 85 E Litchfield Road offers an inviting place to call home.

4 Beds ⋅ 2 Baths ⋅ 24167780 MLS

Tucked away in a peaceful, private setting, this charming Colonial offers the perfect blend of classic New England character, comfortable living, and the natural beauty Litchfield is known for. Set on just under an acre surrounded by mature trees and established landscaping, the home offers 4 bedrooms and 2 full bathrooms with plenty of space to spread out. Central air provides comfort throughout the warmer months, while forced hot-air heating and a wood-burning stove with fireplace on the main level provide warmth and added comfort during the colder seasons. Solar panels add the benefit of energy efficiency and potential savings on utility costs.Surrounded by Topsmead State Forest, the wooded surroundings create a wonderful sense of privacy while still keeping you convenient to everything the area has to offer. Spend your free time exploring the shops, restaurants and historic charm of Litchfield Center, hiking and enjoying the miles of trails at White Memorial Conservation Center, spending summer days around Bantam Lake, or taking in the scenery at nearby Mount Tom State Park. With its private setting, spacious layout and access to some of Litchfield County's most loved outdoor destinations, 85 E Litchfield Road offers an inviting place to call home.

85 E Litchfield Rd, Litchfield

Dave Jones Realty llc

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