Thomas M. Callahan | Elyse Harney Real Estate
Elyse Harney Real Estate
860-435-2200 Ext 108
(860) 671-9901

Thomas M. Callahan

Licensed Real Estate Agent in: Connecticut

Tom’s distinctive and refreshing approach to real estate focuses on the needs and desires of his clients over all else. For almost two decades, Tom and his partner Luis have been weekend residents of the Litchfield County and have restored several historically significant properties including the Benjamin Tallmadge House on North Street in Litchfield.  Tom comes to Elyse Harney Real Estate after a 25 year career in International Reinsurance that included most recently the design and implementation of a new Bermuda Reinsurance Firm.  He currently resides in Salisbury, CT where he serves on the board of the Salisbury Historic District Commission and is also a member of the Historic New England Preservation Group.

Tom & Luis’ most recent Salisbury, CT historic home restoration:
Web# EH3208

This home was featured by The National Trust for Historic Preservation.  Click here to read the article
Home For Sale Salisbury CT EH3208


Current Real Estate Listings for Thomas M. Callahan

Stone Farmhouse Compound EH4390

Wooded and mountain views, rolling landscape, and a long gated private drive provide the setting for nearly 100-year-old Sharon Ct. stone contemporary farmhouse, and 25 +/- acres compound bounded by Guinea Brook running through as well as frontage on the …

4 Bedrooms • 4 Baths • 3,700 Sq Ft • 25 Acres

On The Market
22 River Road, Sharon, CT 06069 View Listing Details

Magnificent Lakeville Contemporary EH3921

MOTIVATED SELLER This dramatic, custom built contemporary is perfectly situated on over 38 acres comprised of 4 separate parcels with open sky views overlooking a private pond. Soaring ceiling heights, numerous tall windows, skylights, expansive wall spaces perfectly suited for …

4 Bedrooms • 7 Baths • 5,240 Sq Ft • 38.54 Acres

Accepted Offer

On The Market
274 Indian Mountain Road, Lakeville, CT 06039 View Listing Details

English Estate Stone Cottage Lakeville Lake EH4372

Exceptional stone and clapboard 1920’s style home with over 127’ of open level lawn with direct access to Lakeville Lake. Set perfectly, this almost 2.5 acre property enjoys breathtaking vistas over the lake to the hills of the Southern Taconic …

4 Bedrooms • 4 Baths • 3,488 Sq Ft • 2.47 Acres

On The Market
105 Interlaken Road, Lakeville, CT 06039 View Listing Details

Georgian Gambrel Sharon, CT. EH4332

A long private driveway surrounded by some of the finest estates in the Sharon Historic District and past your own private pond leads you to the perfectly situated home on 3.4 acres overlooking the Sharon Country Club. A full renovation …

4 Bedrooms • 4 Baths • 3,734 Sq Ft • 3.4 Acres

On The Market
25 Amenia Union Road, Sharon, CT 06069 View Listing Details

Exquisite Home with Outstanding Views EH4308

Highest quality construction with spectacular views of the Berkshires.  This private, turnkey 4 bedroom, 4.5 Bath impeccable home built in 2007 has 3 wood-burning fireplaces, countless custom details, central air, and a generator. Perched on 8 acres with breathtaking views from …

4 Bedrooms • 5 Baths • 2,914 Sq Ft • 7.96 Acres

Accepted Offer

On The Market
28 Aspen Hill Drive, Canaan, CT 06031 View Listing Details

Modern Lakeville Cottage EH4368

Highest quality renovation in the village of Lakeville, Ct. This turnkey 3-bedroom home awaits you with custom details and an unrivaled open floor plan which includes the living room, open dining room, and ultra-modern kitchen with custom white oak cabinets …

3 Bedrooms • 2 Baths • 1,720 Sq Ft • .29 Acres

Accepted Offer

On The Market
32 Pettee Street, Lakeville, CT 06039 View Listing Details

Falls Village Contemporary with Views EH4384

A long driveway brings you to this perfect hilltop sanctuary situated on over 8 acres of total privacy. Enjoy summer breezes down from the mountains and take in the breathtaking views. The open floor plan with a two-story living room …

Available: Summer
Total Rooms: 7
Bedrooms: 3
Bathrooms: 2
1/2 Baths: 0
Sq. Ft.:
Heating: Unknown
Air: None
Fireplace: Yes
Furnished: Yes
Pets: To Be Determined
Waterfront: No
34 Belden, Falls Village, CT 06031 View Listing Details

Central Lakeville, CT Retail or Office Rental EH4325

Beautiful buildings in the heart of the Village Center. Flexible space for offices, retail, or services. Front Building Main Floor is now available as a whole or divided. Two floors are available in the back Building. Priced according to size …

Available: Yearly
Total Rooms: 6
Bedrooms: Commercial Space
Bathrooms: 0
1/2 Baths: 1
Sq. Ft.:
Heating: Propane
Air: Central Air
Fireplace: No
Furnished: No
Pets: To Be Determined
Television: Cable
Internet: Cable
Waterfront: No
348 + 350 Main Street, Lakeville, CT 06039 View Listing Details

Modern Farmhouse Twin Lakes Salisbury CT. EH4355

Rare Salisbury home on 35 +/- acres with lake views, deeded access to Lake Washinee and western views out to Bear Mountain and the Taconic Range. This striking residence offers extraordinary custom craftsmanship combining luxury with a totally modern mix …

4 Bedrooms • 5 Baths • 5,024 Sq Ft • 35.09 Acres

Closing Date: 06/26/2020
• Closing Price: $2,950,000
19 Washinee Heights Road, Salisbury, CT 06068 View Listing Details

Solitude in Salisbury EH3824

Great location on a quiet country road near Twin Lakes, this contemporary home on over 3 acres is remarkably private. The large outdoor two-level deck smartly connects the home with the in-ground pool for summer fun. Drenched in sunlight, this …

3 Bedrooms • 3 Baths • 3,777 Sq Ft • 3.18 Acres

Closing Date: 06/23/2020
• Closing Price: $635,000
19 Hemlock Lane, Salisbury, CT 06068 View Listing Details

Quintessential Country Home EH4357

Meticulously maintained home with privacy and views.  Features of this special property include 3 bedrooms, 3 full baths, and an eat-in kitchen overlooking the beautiful gardens.  The large living room with wood-burning fireplace leads into the dining room with a …

3 Bedrooms • 3 Baths • 2,276 Sq Ft • 2.06 Acres

Closing Date: 06/05/2020
• Closing Price: $525,000
89 Robin Hill Lane, Lakeville, CT 06039 View Listing Details

Indian Mountain Road Contemporary EH4027

Enjoy the ease and simplicity of this thoughtfully designed one level home privately located across from Indian Mountain School in Lakeville, CT. The open floor plan of this four-bedroom, four-bathroom home takes full advantage of the natural light and is …

4 Bedrooms • 4 Baths • 3,673 Sq Ft • 2.50 Acres

Closing Date: 05/29/2020
• Closing Price: $675,000
232 Indian Mountain Road, Lakeville, CT 06039 View Listing Details

Salisbury Contemporary Cottage EH4233

Watch the seasons unfold from this restored and renovated home with expansive and open views to the Taconic Range. The main house includes an updated open kitchen/dining room, front to back living room with a wood stove. Steps from both …

4 Bedrooms • 2 Baths • 1,536 Sq Ft • 1.87 Acres

Closing Date: 05/22/2020
• Closing Price: $550,000
262 Undermountain Road, Salisbury, CT 06068 View Listing Details

Modern Lakeville Residence Lake Wononscopomuc EH4132

Recently renovated, this striking residence is infused with natural light as walls of floor to ceiling windows create a casual elegance while maintaining its strong sense of modern style. An unrivaled open floor plan on the main floor includes the …

3 Bedrooms • 4 Baths • 3,129 Sq Ft • 2.85 Acres

Closing Date: 05/01/2020
• Closing Price: $2,600,000
181 Interlaken Road, Lakeville, CT 06039 View Listing Details

In-Town Perennial Homestead EH4312

Enjoy the best of Lakeville, CT from this village home offering 3-Bedrooms, 1.5 Baths, and spacious yard with mature perennials plantings throughout. The unmatched convenience of an in-town home and the luxury of privacy near the end of a cul-de-sac, …

3 Bedrooms • 2 Baths • 1,720 Sq Ft • .29 Acres

Closing Date: 03/31/2020
• Closing Price: $250,000
32 Pettee Street, Lakeville, CT 06039 View Listing Details

Circa 1867 Restored Lakeville Barn EH3751

Remarkably private village home recently renovated to combine modern features with special attention to the original post & beam barn. An inviting vine-covered pergola dining pavilion is accessed from the open living/dining room which features vaulted ceilings, antique wide-board spruce …

4 Bedrooms • 4 Baths • 2,407 Sq Ft • 0.97 Acres

Closing Date: 02/18/2020
• Closing Price: $495,000
27 Millerton Road, Lakeville, CT 06039 View Listing Details

A Sharon Classic with Panoramic Views EH3990

Long private driveway by pastoral fields leads you to this perfectly situated home on 18 acres with expansive and protected western views all on level land. Completely renovated in 2015, this home has 5 bedrooms and 5 bathrooms. It is …

5 Bedrooms • 5 Baths • 3,484 Sq Ft • 18.10 Acres

Closing Date: 02/14/2020
• Closing Price: $1,625,000
248 Gay Street, Sharon, CT 06069 View Listing Details

Gracious Great Elm Estate EH3916

Simplify your life and enjoy all the amazing attributes this well-maintained community has to offer while living in your private and lovely single family with 3 bedrooms, 3.5 baths, architecturally designed home. Each bedroom offering an ensuite.  The master suite …

3 Bedrooms • 4 Baths • 2,713 Sq Ft • 2.62 Acres

Closing Date: 02/14/2020
• Closing Price: $540,000
23 Great Elm Drive, Sharon, CT 06069 View Listing Details

Quintessential Sharon Estate EH3859

Classic, Elegant, Warm, & Inviting - a home in which to build lifetime memories. This 5-Bedroom 18th century Federal home and 3-Bedroom Guest House sit upon 8+ prestigious Sharon acres. Completely renovated with authentic, old-world character, with spacious rooms for entertaining …

5 Bedrooms • 6 Baths • 4,243 Sq Ft • 8.47 Acres

Closing Date: 11/15/2019
• Closing Price: $2,675,000
33 Amenia Union Rd. Sharon, CT 06069 View Listing Details

Salisbury Contemporary with Coveted View EH3558

Dramatic price reduction $2,100,000 to $1,495,000 A very private driveway leads you to this spectacular residence situated on over 13 acres in a desirable estate area of Salisbury, CT offering panoramic views over Lakeville Lake, Hotchkiss School, Long Pond and the …

4 Bedrooms • 5 Baths • 4,261 Sq Ft • 13.59 Acres

Closing Date: 10/07/2019
• Closing Price: $1,325,000
24 Spruce Drive, Salisbury, CT 06068 View Listing Details

Litchfield Hills Mid-Century EH4120

A truly magical home perched 20 ft. high amongst the trees allows for fantastic views of the meadow below and Cobble Mountain. This versatile home is centered around the two-story 19’ open living/dining room anchored on one side by floor …

2 Bedrooms • 2 Baths • 1,950 Sq Ft • 25 Acres

Closing Date: 10/07/2019
• Closing Price: $825,000
80 Undermountain Road, Falls Village, CT 06031 View Listing Details

Wells Hill Road Contemporary EH4083

All the best of country living on Wells Hill Road in Salisbury, CT.  This completely renovated contemporary with wide open spaces and a covered blue-stone wraparound entry is the perfect home to retreat to after a day of hiking the …

2 Bedrooms • 3 Baths • 3,422 Sq Ft • 0.6 Acres

Closing Date: 08/26/2019
• Closing Price: $595,000
328 Wells Hill Road, Lakeville, CT 06039 View Listing Details

Private Sharon Retreat EH3641

Complete tranquility in this sophisticated home built in 1991. 20 acre property, surrounded by conservation land in all directions, and on a quiet dirt road... what you see will be here forever. Adjacent to Macedonia Brook State Park (largest in …

3 Bedrooms • 4 Baths • 4,118 Sq Ft • 20.19 Acres

Closing Date: 03/15/2019
• Closing Price: $1,230,000
75 Keeler Road, Sharon, CT 06069 View Listing Details

Sharon Colonial Revival EH3966

Bank Owned Reduced from the original list price of $2,150,000 to $1,325,000 - Elegant home set on over 5 beautifully landscaped acres with specimen trees and spectacular open western views located on prestigious South Main Street in Sharon CT. Surrounded by …

4 Bedrooms • 6 Baths • 6,239 Sq Ft • 5.27 Acres

Closing Date: 02/27/2019
• Closing Price: $1,085,000
33 South Main Street, Sharon, CT 06069 View Listing Details


This attractive 1770 colonial in the heart of lovely Salisbury, Connecticut is the perfect getaway.  Wide plank floors, wood paneled walls and an amazing old brick fireplace with beehive oven are just some of the authentic details that make this …

5 Bedrooms • 3 Baths • 1,979 Sq Ft • 0.4 Acres

Closing Date: 10/01/2018
• Closing Price: $407,500
38 East Main Street, Salisbury, CT 06068 View Listing Details

Lakeville Land EH3917

Undeveloped land in a very desirable neighborhood located on Robin Hill Lane. Within minutes to the villages of Lakeville and Salisbury and all the area has to offer. Building site has been cleared.

2.78 Acres

Closing Date: 09/12/2018
• Closing Price: $175,000
25 Robin Hill Lane Lakeville, Ct. 06039 View Listing Details

An American Colonial - Circa 1860 EH3804

Perfectly situated in the historic Amesville section of Salisbury CT, within earshot of the Great Falls and other antique properties, this home has been restored and renovated for today’s living including updated kitchen and bathrooms. This four bedroom, two-and one- …

4 Bedrooms • 3 Baths • 2,102 Sq Ft • 0.34 Acres

Closing Date: 08/24/2018
• Closing Price: $445,000
12 Sugar Hill Road, Salisbury, CT 06068 View Listing Details

Hotchkiss House Circa 1905 EH3735

Classical Revival home set on over three beautifully landscaped acres with specimen trees and your own private pond, in the historic village of Salisbury, Ct. This impressive residence has a classical layout with formal living and dining room, each with …

6 Bedrooms • 5 Baths • 4,380 Sq Ft • 3.5 Acres

Closing Date: 08/21/2018
• Closing Price: $1,050,000
166 Main Street, Salisbury, CT 06068 View Listing Details

Magnificent Salisbury Contemporary EH3874

Wonderful home for gathering family and friends in a desirable estate area. Watch the seasons unfold from this extraordinarily private residence. A long driveway with custom lighting leads you to the parklike setting.   Open floor plan and classic details, large views …

4 Bedrooms • 4 Baths • 4,111 Sq Ft • 11.11 Acres

Closing Date: 07/16/2018
• Closing Price: $2,020,000
17 Spruce Drive, Lakeville, CT 06039 View Listing Details

Elegant Salisbury Colonial EH3461

This circa 1865 hillside home is located conveniently between the villages of Salisbury and Lakeville. It has been completely restored for today’s modern living. The Kitchen wing with its own wood burning fireplace and the custom Kitchen with top of …

4 Bedrooms • 3 Baths • 2,527 Sq Ft • 1.01 Acres

Closing Date: 06/28/2018
• Closing Price: $828,000
175 Main Street, Salisbury, CT 06068 View Listing Details

Hidden Treasure on the Housatonic River EH3714

A perfect interpretation of a classic country home. The property is set on a quiet back road in the town of Sharon, CT. with 396’ of water frontage along the banks of the Housatonic River on one side and the …

3 Bedrooms • 3 Baths • 2,343 Sq Ft • 15.68 Acres

Closing Date: 05/12/2018
• Closing Price: $700,000
50 River Road, Sharon, CT 06069 View Listing Details

Lakeville Privacy EH0027

Lovely Colonial expanded in 2003 with highest quality on a beautiful, well kept 4 acre parcel; private but minutes from Lakeville. Three zone air conditioning, full-house generator, 400 amp service, main floor and upper story master bedrooms. Mudroom with tons …

4 Bedrooms • 4 Baths • 4,010 Sq Ft • 4 Acres

On The Market

Closing Date: 03/29/2018
• Closing Price: $1,125,000
37 Moore Road, Lakeville, CT 06039 View Listing Details


Situated in the charming village of Salisbury the historic Ragamont Inn has been sensitively restored through the use of authentic materials in conjunction with the convenience of surprisingly subtle introduction of 21st century living. This home offers wonderful private outdoor …

6 Bedrooms • 7 Baths • 7,612 Sq Ft • 1 Acres

Closing Date: 03/12/2018
• Closing Price: $1,551,200
8 Main Street, Salisbury, CT 06068 View Listing Details

Sophistication and Style EH3139

Enjoy the ease and simplicity of this thoughtfully designed home for sale privately located North of the center of Salisbury, CT on 10+ level acres with views of Fisher Pond. The open floor plan, wood floors, white interior walls, multiple …

4 Bedrooms • 4 Baths • 3,531 Sq Ft • 10.09 Acres

Closing Date: 12/01/2017
• Closing Price: $1,045,000
474 Undermountain Rd., Salisbury, CT 06068 View Listing Details

Housatonic River Overlook EH3583

Enjoy this spectacular Salisbury, CT location from this special home. Features include an open floor plan with beams, separate Family Room/Den, 3 Bedrooms, 2 Full Baths, a large Screened-in Porch, Gardens, and a Boxwood Allée and Gazebo. Close to Twin …

3 Bedrooms • 2 Baths • 1,811 Sq Ft • 2.91 Acres

Closing Date: 11/10/2017
• Closing Price: $335,000
68 Weatogue Road, Salisbury, CT 06068 View Listing Details

Lion’s Head Condo EH3610

Wonderful, bright, privately situated 3 Bedroom, 3 Bath Condo, including a tastefully remodeled Kitchen with high end appliances, custom cabinets, as well as a first floor washer and dryer for convenience. The open Living/Dining area includes custom designed built-ins with …

3 Bedrooms • 3 Baths • 1,679 Sq Ft • 0 Acres

Closing Date: 10/16/2017
• Closing Price: $410,000
87 Canaan Road, unit 4G, Salisbury, CT 06068 View Listing Details

Grandview Estate EH3315

Expansive southwestern views over protected fields creates a dramatic setting for this ideally sited home which blends modern luxury with its country chic design. A light-filled, two-story entry spans the entire first floor seamlessly joining the living areas and entertaining …

5 Bedrooms • 6 Baths • 5,675 Sq Ft • 6.08 Acres

Closing Date: 08/31/2017
• Closing Price: $1,655,000
17 Grandview Lane Sharon, CT 06069 View Listing Details

Town and Country EH3438

This open floor plan home will wow you as soon as you step inside. Sunny windows throughout shine light on new solid oak floors. The state of the art Kitchen/Dining Area with wood burning fireplace has access through French doors …

3 Bedrooms • 3 Baths • 1,920 Sq Ft • 3.16 Acres

Closing Date: 08/28/2017
• Closing Price: $550,000
208 Low Road, Sharon, CT 06069 View Listing Details