Connecticut Realtor with experience and knowledge of residential and commercial property in Roxbury

5/27/2025 1:00:16 PM
Under Contract
79 Wellers Bridge Road Roxbury CT
79 Wellers Bridge Road

Roxbury, Connecticut 06783

$599,900 | Under Contract

3 Beds | 2 Baths | 2769 Sqft | 5.9 Acres | 9 Days on Market

Property Type: Single Family For Sale

Welcome to this beautifully updated 3 bed, 2 full bath ranch home nestled on 5.9 peaceful acres in the charming and bucolic Roxbury, CT. This light filled home offers the perfect blend of modern updates and classic comfort in a peaceful country setting.The completely updated kitc...

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5/25/2025 2:23:35 PM
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253 Tophet Road Roxbury CT
253 Tophet Road

Roxbury, Connecticut 06783

$1,649,000 | Active

4 Beds | 4 Baths | 2437 Sqft | 3 Acres | 55 Days on Market

Property Type: Single Family For Sale

Quintessential CT Mini- Estate of 2 Homes! Top restoration of 3-Bedroom/2.5 bath Victorian plus a Guest House with giant stunning, heated, saltwater pool, 2nd small spa pool and wonderful stone terraces and open lawns. Historic Pool House Rental Income: $50,000-$100,000 per year....

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5/25/2025 2:23:07 PM
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18 Tunnel Road Roxbury CT
18 Tunnel Road

Roxbury, Connecticut 06783

$1,149,000 | Active

3 Beds | 3 Baths | 2080 Sqft | 3.1 Acres | 55 Days on Market

Property Type: Single Family For Sale

MUST SEE! New Nantucket white cedar shingle siding, window trim, new interior doors and hardware and heated, year-round pool -- all on the best rural Roxbury scenic dirt road with walking area along the Shepaug River and nearby historic farmhouses and land preserve. All minutes t...

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5/25/2025 2:22:24 PM
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33 Sentry Hill Road Roxbury CT
33 Sentry Hill Road

Roxbury, Connecticut 06783

$1,549,000 | Active

4 Beds | 4 Baths | 2716 Sqft | 3.01 Acres | 55 Days on Market

Property Type: Single Family For Sale

Mint/Move-in Condition! Private c. 2002 Colonial Clapboard 4+ bedroom home on a scenic dirt road along the Shepaug River and just down the road from Land Trust with trails. Heated Gunite Pool surrounded by endless summer hydrangea and 3 acres of level lawn bordered by the Mooseho...

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5/24/2025 7:08:51 PM
Under Contract CTS
18 Mallory Road Roxbury CT
18 Mallory Road

Roxbury, Connecticut 06783

$2,995,000 | Under Contract - Continue

3 Beds | 4 Baths | 3384 Sqft | 4 Acres | 45 Days on Market

Property Type: Single Family For Sale

Idyllic Period Colonial with Pool Set Along Tranquil Town Road. This c1750 Colonial Has been Tastefully Updated & Expanded. 3 Bedrooms, 3.5 Baths. Central AC. Striking Gunite Pool Set Privately & Surrounded by Lush Landscape & Stone Terracing. Beautifully Proportioned Public Room...

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5/23/2025 9:48:52 PM
Under Contract
22 Highmeadow Lane Roxbury CT
22 Highmeadow Lane

Roxbury, Connecticut 06783

$1,378,000 | Under Contract

4 Beds | 4 Baths | 3481 Sqft | 5.98 Acres | 42 Days on Market

Property Type: Single Family For Sale

Radiant in Roxbury: A Beautifully Renovated Country Cape Nestled in one of Southern Litchfield Countys most sought-after towns, this light-filled home offers an inviting blend of modern amenities and country charm. Two primary suites (one on the main level and one upstairs), two ...

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5/23/2025 5:24:54 AM
Under Contract
235 North Street Roxbury CT
235 North Street

Roxbury, Connecticut 06783

$1,495,000 | Under Contract

4 Beds | 4 Baths | 3379 Sqft | 3 Acres | 231 Days on Market

Property Type: Single Family For Sale

Welcome to this inviting must see country contemporary Tudor style home on beautiful 3.5 acre corner lot in Roxbury. This is country living at its best, as your full time home or weekend escape for every season. Professional landscaped grounds surround this impressive home which ...

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5/22/2025 10:35:11 PM
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286 South Street Roxbury CT
286 South Street

Roxbury, Connecticut 06783

$1,195,000 | Active

5 Beds | 5 Baths | 2804 Sqft | 8.4 Acres | 9 Days on Market

Property Type: Single Family For Sale

Discover this charming 4-bedroom Colonial with 1 additional bedroom is attached in-law apt on the southern side of Roxbury, offering an idyllic escape with seamless access to NYC. This privately situated home rests in a serene meadow, gracefully bordered by Pierce Brook. The main...

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5/18/2025 4:27:04 AM
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88 Rucum Road Roxbury CT
88 Rucum Road

Roxbury, Connecticut 06783

$2,195,000 | Active

5 Beds | 6 Baths | 5113 Sqft | 8.04 Acres | 12 Days on Market

Property Type: Single Family For Sale

Located in picturesque Roxbury, CT-nestled in southern Litchfield County and under two hours from New York City-this exquisite barn-style residence offers the perfect blend of rustic charm and modern luxury. Set on 8 sprawling acres, the property features an expansive lawn, beaut...

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5/16/2025 4:11:32 PM
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19 Spargo Road Roxbury CT
19 Spargo Road

Roxbury, Connecticut 06783

$1,250,000 | Active

3 Beds | 3 Baths | 1571 Sqft | 4.97 Acres | 14 Days on Market

Property Type: Single Family For Sale

Step into timeless style and serene privacy with this beautifully maintained 1966 mid-century modern home. Set on almost 5 acres of lush, private land, this 3-bedroom, 2.5-bath residence blends classic design with modern upgrades. The just-renovated bathrooms feature high-end, sp...

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5/15/2025 3:02:29 PM
Under Contract CTS
118 Chalybes Road Roxbury CT
118 West Chalybes Road

Roxbury, Connecticut 06783

$775,000 | Under Contract - Continue

6 Beds | 5 Baths | 4260 Sqft | 5.18 Acres | 305 Days on Market

Property Type: Single Family For Sale

Step into a world of charm and timeless elegance in Roxbury, CT. This bucolic estate spans 5.18 acres and offers a blend of historic charm and rustic sophistication. Explore the six-bedroom main house, complete with five bathrooms and five fireplaces, wood beams and stunning wide...

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5/13/2025 12:53:29 AM
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53 Transylvania Road Roxbury CT
53 Transylvania Road

Roxbury, Connecticut 06783

$1,495,000 | Active

3 Beds | 3 Baths | 3920 Sqft | 3.65 Acres | 17 Days on Market

Property Type: Single Family For Sale

Fantastic Colonial in Roxbury down long private drive featuring low maintenance salt water spa pooL. The house is surrounded by nature, with multiple entertaining spaces and gardens. Amazing bird life is a natural symphony while relaxing outdoors. The home has a lovely gracious ...

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5/9/2025 4:02:31 PM
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143 Tophet Road Roxbury CT
143 Tophet Road

Roxbury, Connecticut 06783

$2,600,000 | Active

4 Beds | 6 Baths | 5848 Sqft | 4.01 Acres | 21 Days on Market

Property Type: Single Family For Sale

Located along one of Roxburys most coveted stretches, this property is nestled among an 800+ acre greenbelt of farmland and conserved land with plentiful hiking trails. The open floor plan is designed with 9 foot+ ceilings, detailed millwork and oversized windows which infuse the...

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5/8/2025 5:27:07 PM
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45 Moosehorn Road Roxbury CT
45 Moosehorn Road

Roxbury, Connecticut 06783

$1,995,000 | Active

4 Beds | 4 Baths | 4517 Sqft | 8.04 Acres | 55 Days on Market

Property Type: Single Family For Sale

Pristine 4+ bedroom large (4,517 sq. ft.) private home on a scenic dirt road - perfect for walking, jogging and biking surrounded by Moosehorn Land Preserve and country estates. Magnificent design incorporating picturesque country views, over-sized living room, dining room for 12...

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5/8/2025 5:26:49 PM
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247 Painter Hill Road Roxbury CT
247 Painter Hill Road

Roxbury, Connecticut 06783

$1,675,000 | Active

2 Beds | 4 Baths | 2396 Sqft | 3.19 Acres | 55 Days on Market

Property Type: Single Family For Sale

Pristine St. Barth-Style bungalow with two-car garage. Single-level living surrounded by Roxburys best historic estate neighborhood, farms and homes of artists, actors and writers. Magnificent open floor plan with 2-3 bedrooms, 2 fireplaces, new eat-in kitchen, vaulted living roo...

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5/8/2025 5:25:08 PM
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23 Painter Hill Road Roxbury CT
23 Painter Hill Road

Roxbury, Connecticut 06783

$1,095,000 | Active

4 Beds | 3 Baths | 1782 Sqft | 3 Acres | 55 Days on Market

Property Type: Single Family For Sale

Mint / Move-in Condition! Pristine hilltop home with views on 3 +/- acres. Gorgeous, chic, mint renovation. Open floor plan kitchen/family room with wood-burning fireplace and French doors to a private flagstone patio. Bright and airy living room and dining room. Primary bedroom ...

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5/8/2025 3:18:06 PM
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16 Sentry Hill Road Roxbury CT
16 Sentry Hill Road

Roxbury, Connecticut 06783

$3,250,000 | Active

5 Beds | 6 Baths | 5455 Sqft | 16.71 Acres | 21 Days on Market

Property Type: Single Family For Sale

Tranquility awaits down this long paved driveway in Northern Roxbury. Complete privacy with spectacular gardens, pond and orchard surrounded by dramatic rocky outcroppings. This stone and stucco home features large eat-in kitchen, formal dining and living rooms, and a spacious me...

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5/7/2025 8:38:19 PM
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11 Hodge Road Roxbury CT
11 Hodge Road

Roxbury, Connecticut 06783

$1,150,000 | Active

4 Beds | 3 Baths | 2982 Sqft | 6 Acres | 69 Days on Market

Property Type: Single Family For Sale

This Circa 1851 Historic house known as Mine and Quarry House in Roxbury, Ct Historic and Architectural resource survey is highly significant as the only surviving antique of the mining and quarrying industries. It boarders on 100s of acres of the Roxbury Land trust and enjoys ...

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5/3/2025 7:44:40 PM
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88 Mallory Road Roxbury CT
88 Mallory Road

Roxbury, Connecticut 06783

$917,500 | Active

4 Beds | 3 Baths | 3004 Sqft | 13.49 Acres | 26 Days on Market

Property Type: Single Family For Sale

Welcome to wonderful! Enjoy privacy & seclusion on a gorgeous rural road in southern Roxbury. This custom-built, well-designed home is now offered to new stewards by the original owner, ready for year-round country living or a weekend retreat! The expansive property features the ...

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5/1/2025 3:18:55 PM
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67 Transylvania Road Roxbury CT
67 Transylvania Road

Roxbury, Connecticut 06783

$1,175,000 | Active

4 Beds | 4 Baths | 3624 Sqft | 3.13 Acres | 112 Days on Market

Property Type: Single Family For Sale

This much-admired residence is privately located on a quiet country road, with 3-plus acres of lawn and light woods lined by old stone walls. The flat, sweeping driveway curves past the house to the 3-car attached garage and circular driveway. The welcoming open foyer steps down ...

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4/30/2025 7:36:08 PM
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67 Botsford Hill Road Roxbury CT
67 Botsford Hill Road

Roxbury, Connecticut 06783

$2,195,000 | Active

4 Beds | 3 Baths | 4800 Sqft | 41.3 Acres | 30 Days on Market

Property Type: Single Family For Sale

Discover the appeal of this Nantucket shingle-style beauty with light and modern finishes throughout. Its nestled into 41+ ultra-private acres on a picturesque country road. Enter the front door into the two story foyer which flows into the vaulted ceiling living room with lots o...

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4/30/2025 12:42:47 AM
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27 Wakelee Road Roxbury CT
27 Wakelee Road

Roxbury, Connecticut 06783

$1,995,000 | Active

4 Beds | 3 Baths | 2640 Sqft | 8.01 Acres | 309 Days on Market

Property Type: Single Family For Sale

Many new renovations in this stunning antique home on a quiet country road. All flat usable land with gorgeous bank barn, gunite pool, Spectacular mature trees, and pond. Town has house listed as 5 bedrooms. The primary bedroom with walk in closet is on the main level. Upstairs i...

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4/28/2025 11:37:09 AM
Under Contract
257 Southbury Road Roxbury CT
257 Southbury Road

Roxbury, Connecticut 06783

$1,995,000 | Under Contract

3 Beds | 3 Baths | 3086 Sqft | 10.08 Acres | 71 Days on Market

Property Type: Single Family For Sale

Wonderfully private and updated Roxbury compound with a three bedroom, three bath Mediterranean mid-century vibe main house offering the convenience of one level living. Secluded and dramatic 10 acre property with park-like grounds that flow from the primary residence and gardens...

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4/17/2025 11:20:19 AM
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44 South Street Roxbury CT
44 South Street

Roxbury, Connecticut 06783

$1,899,000 | Active

3 Beds | 4 Baths | 3450 Sqft | 6.17 Acres | 154 Days on Market

Property Type: Single Family For Sale

PETITE ESTATE:South St in the heart of Roxbury, FoxCroft is a classic 1792 Colonial farmhouse on a generous parcel of land. The property includes a heated pool, guest house, studio, 3 car garage with hayloft, and a pond, as well as remnants of its history: an old ice house and a ...

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4/7/2025 4:05:05 AM
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32 Grassy Hill Road Roxbury CT
32 Grassy Hill Road

Roxbury, Connecticut 06783

$2,500,000 | Active

4 Beds | 5 Baths | 4728 Sqft | 7.92 Acres | 52 Days on Market

Property Type: Single Family For Sale

Roxbury dream home with forever views. Tucked away down a gracious drive off a bucolic town road this quintessential Georgian welcomes you home and envelopes you in calm and comfort. Arrival at the motor court provides the first glimpse of a western view that stretches from Roxbu...

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3/5/2025 3:46:07 PM
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55 Garnet Road Roxbury CT
55 Garnet Road

Roxbury, Connecticut 06783

$1,400,000 | Active

4 Beds | 4 Baths | 4167 Sqft | 3.16 Acres | 86 Days on Market

Property Type: Single Family For Sale

Welcome Home to this beautiful Estate in the charming Land of Roxbury!! Sprawling kitchen with high end appliances (Wolfe, Sub Zero) cabinets and countertops inluding wine bar with separate sink. Plenty of space for all your family holidays and well planned cocktail parties. This...

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11/9/2024 3:45:44 PM
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11 Ravenrock Road Roxbury CT
11 Ravenrock Road

Roxbury, Connecticut 06783

$4,750,000 | Active

4 Beds | 6 Baths | 7063 Sqft | 20.11 Acres | 201 Days on Market

Property Type: Single Family For Sale

A private gated road leads to this elegant shingle-style estate on 20+ secluded acres in the beautiful Litchfield Hills with spectacular views that go on for miles. This property includes a four bedroom, five and a half bath main residence, in ground heated Gunite pool, tennis co...

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8/8/2024 2:42:15 AM
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2 Pickett Road Roxbury CT
2 Pickett Road

Roxbury, Connecticut 06783

$1,784,000 | Active

5 Beds | 4 Baths | 3220 Sqft | 8.35 Acres | 295 Days on Market

Property Type: Single Family For Sale

NEW CONSTRUCTION. WELCOME TO YOUR DREAM HOME! This stunning new construction colonial farmhouse boasts modern elegance and top-of-the-line finishes throughout. Featuring 5 spacious bedrooms and 3.5 luxurious bathrooms, this home offers ample space for comfortable living. The open...

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