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

Taconic Farm EH3410

A magnificent property with beautiful mountain views and lakefront land additionally available! The original timeless Salisbury Farmhouse has been completely, and classically, expanded and renovated into an exceptional 6 Bedroom home that was impeccably created for today’s sophisticated comfort and …

6 Bedrooms • 6 Baths • 6037 Sq Ft • 61.09 Acres

On The Market
168 Taconic Road, Salisbury, CT 06068 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 • 7612 Sq Ft • 1 Acres

Accepted Offer

On The Market
8 Main Street, Salisbury, CT 06068 View Listing Details

Vermont in Connecticut 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 • 4118 Sq Ft • 20.19 Acres

On The Market
75 Keeler Road, Sharon, CT 06069 View Listing Details

Magnificent Cornwall Country Estate EH3471

Beautifully preserved and restored barn style estate on 19 acres on Dibble Hill in Litchfield County. This home’s first floor rooms are gracious and welcoming. Extraordinary large and open Kitchen/Dining Area overlooks the spring fed pond. An antique Alabama Barn …

4 Bedrooms • 5 Baths • 5000 Sq Ft • 18.73 Acres

On The Market
117 Dibble Hill Road, West Cornwall, CT 06753 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 • 4380 Sq Ft • 3.5 Acres

On The Market
166 Main Street, Salisbury, CT 06068 View Listing Details

Music Mountain Vistas EH3664

Majestically placed at 1200 ft. overlooking the Berkshire Mountain foothills, this light filled Falls Village, Connecticut home with amazing views offers the best of privacy. The home sits on 8 acres, with an additional 12 acre approved building lot also …

4 Bedrooms • 5 Baths • 4000 Sq Ft • 8 Acres

On The Market
28 Aspen Hill Drive, Canaan, CT 06031 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 • 2343 Sq Ft • 15.68 Acres

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

Wells Hill Road Contemporary EH3701

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

2 Bedrooms • 3 Baths • 3422 Sq Ft • 0.6 Acres

On The Market
328 Wells Hill Road, Lakeville, CT 06039 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 • 3531 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 • 1811 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 • 1679 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 • 5675 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 • 1920 Sq Ft • 3.16 Acres

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

Salisbury Lakefront EH0024

Perfect lake-front compound; over 8+ acres on twin lakes, former camp, southwest views, private, main house & three winterized guest houses. Ultimate lakeside retreat: Salisbury, CT. Enjoy the tranquility of your own private 8.4 Acre lakeside park with a three …

3 Bedrooms • 2 Baths • 2400 Sq Ft • 8.36 Acres

Closing Date: 08/11/2017
• Closing Price: $1,775,000
500 Twin Lakes Road, Salisbury, CT 06068 View Listing Details

Salisbury Land with Views EH3492

Unparalleled views on over 9 acre building site located on both Bunker Hill and Mount Riga Roads. This property is located in a very desirable neighborhood within minutes to the villages of Lakeville and Salisbury with access to Appalachian hiking …

9.004 Acres

Closing Date: 06/13/2017
• Closing Price: $275,000
00 Bunker Hill Road, Salisbury, CT 06068 View Listing Details

Wells Hill Home with Large Garage EH3075

This bright and light 2-Bedroom, 2-Bath home for sale sits beautifully on Wells Hill Road in Lakeville, CT.   It offers car enthusiasts room for 4+ vehicles and a close drive to Lime Rock Park and Lakeville Lake.

2 Bedrooms • 2 Baths • 1477 Sq Ft • 0.6 Acres

Closing Date: 05/25/2017
• Closing Price: $235,000
328 Wells Hill Road, Lakeville, CT 06039 View Listing Details

Colonial Lakefront Home EH0021

Lakefront Modified Cape with direct frontage on lake Wononscopomuc. Stone retainer wall by water with great long views of the lake. First floor Library/family room has full bath room ideal for first floor bedroom use. House very well maintained with …

3 Bedrooms • 1 Baths • 3072 Sq Ft • 2.85 Acres

Closing Date: 03/20/2017
• Closing Price: $1,350,000
181 Interlaken Road, Salisbury, CT 06068 View Listing Details

Salisbury Building Lot EH3063

This Land for Sale in Lakeville, CT boasts unparalleled views of the Berkshire Hills from this 2.5 acre building site located on Robin Hill Lane. This property is located in a very desirable neighborhood within minutes to the villages of …

2.5 Acres

Closing Date: 09/09/2016
• Closing Price: $110,000
00 Robin Hill Lane, Lakeville, CT 06039 View Listing Details

Red Horse Hill EH0018

1987 Yankee Barn on 11.3 acres at the end of a private road. Totally private and wooded and abuts preserved land. Open living/dining room with cathedral ceiling and tall window. Master bedroom/bath on first level. Screened porch and deck. Two …

5 Bedrooms • 3 Baths • 1860 Sq Ft • 11.3 Acres

Closing Date: 08/11/2016
• Closing Price: $457,500

Wells Hill EH0017

With four acres, this attractive property is remarkably private. The porch and blue stone patio at the rear of the home lead to landscaped gardens, heated salt water pool and cabana.In addition to the pool there is a hot tub. …

3 Bedrooms • 3 Baths • 3071 Sq Ft • 4.08 Acres

Closing Date: 08/08/2016
• Closing Price: $1,175,000

Sharon Hillside Cottage EH3311

Warmth, charm, wonderful light and views fill this renovated Sharon cottage with long views over the Historic Oblong Valley. The cozy Living Room with a wood burning fireplace and large picture window frame overlooks the expansive views. Step from the …

2 Bedrooms • 1 Baths • 1036 Sq Ft • 2.05 Acres

Closing Date: 08/05/2016
• Closing Price: $351,500
112 Knibloe Hill Road Sharon, CT 06069 View Listing Details

Traditional Elegance EH3387

Style and understated elegance are the main features of this circa 1790’s home. Original details include a beautiful tiger maple stair rail with ivory inlay and a Palladian-style window in the front of the house which frames the Western views. …

3 Bedrooms • 3 Baths • 2770 Sq Ft • 0.94 Acres

Closing Date: 08/04/2016
• Closing Price: $805,000
79 North Main Street, Sharon, CT 06069 View Listing Details

Town and Country EH3356

Showcasing gorgeous outdoor spaces with views looking out to Lakeville Lake, this exceptional 4 Bedroom. 3.5 Bath residence on over 11 acres is ideal for gathering family and friends in a desirable estate area. The open and spacious Living Room …

4 Bedrooms • 5 Baths • 3822 Sq Ft • 11.11 Acres

Closing Date: 07/15/2016
• Closing Price: $900,000
17 Spruce Drive Lakeville, CT 06039 View Listing Details

Circa 1880 Restored Sharon Antique with Long Views EH3299

Beautifully preserved and restored former 19th century Farmhouse with extraordinary open Kitchen/Dining and Family Room with fireplace which also opens to Library and screened porch for summer entertaining. An antique Vermont barn attached to the house features a stunning Great …

4 Bedrooms • 4 Baths • 3785 Sq Ft • 5 Acres

Closing Date: 06/15/2016
• Closing Price: $1,300,000
10 Boland Road Sharon, CT View Listing Details

Magnificent Salisbury Colonial EH3208

Watch the four seasons unfold from this extraordinary circa 1775 residence. Surrounded by stone walls with mature specimen trees and spectacular open views overlooking the Appalachian Trail, this home has been completed restored for today’s modern living. Period detail can …

4 Bedrooms • 4 Baths • 3262 Sq Ft • 1.74 Acres

Closing Date: 05/26/2016
• Closing Price: $1,140,000
115 Undermountain Road Salisbury, CT 06068 View Listing Details

Country Cape with Panoramic View EH3121

Located on one of the region's most desirable roads with unmatched Western views, this 3-Bedroom, 2-Bath Cape has a Sunroom, Living Room with fireplace and astounding views. The property boasts a single detached garage and a detached, insulated 2-car garage …

3 Bedrooms • 2 Baths • 2347 Sq Ft • 26.39 Acres

Closing Date: 05/23/2016
• Closing Price: $1,150,000
184 Belgo Road Lakeville, CT 06039 View Listing Details

Main Street Antique EH3371

Completely renovated antique situated on a sloping hillside just outside Salisbury's village center.  This home boasts a Main Floor Master Suite and 3 other Bedrooms on the second floor.  A Living Room Fireplace adds warmth and complements the historic charm. …

4 Bedrooms • 3 Baths • 2527 Sq Ft • 1.01 Acres

Closing Date: 04/19/2016
• Closing Price: $890,000
175 Main Street, Salisbury, CT 06068 View Listing Details

Sharon Hilltop Contemporary EH3155

Drenched in sunlight and sweeping views this chic, newly remodeled Contemporary with multiple entertaining areas on four levels is the perfect home. This 3 Bedroom 2.5 Bathroom property offers unparalleled views from all of the living and bedrooms. This gracious …

3 Bedrooms • 3 Baths • 2660 Sq Ft • 3.1 Acres

Closing Date: 01/08/2016
• Closing Price: $750,000
138 Knibloe Hill Road, Sharon, CT View Listing Details

Sharon Country Retreat EH3212

This remarkable timber frame home on approximately 3.6 acres has been perfectly maintained by its original owners. Gleaming hardwood floors, double height Living Room with a wood burning fireplace and extra-large windows is just perfection. Enjoy summer entertaining on your …

2 Bedrooms • 2 Baths • 2214 Sq Ft • 3.63 Acres

Closing Date: 12/04/2015
• Closing Price: $475,000
16 Old Sharon Road #2 Sharon, CT 06069 View Listing Details

Dakin Road EH0015

Majestically sited for privacy and vistas of the hills of sharon, this unique 1790 farmhouse has been redone to state of the art perfection. Great master suite, glorious pool, spectacular landscaping -- ultimate retreat. Listing Courtesy of Houlihan Lawrence

5 Bedrooms • 4 Baths • 7350 Sq Ft • 14.19 Acres

Closing Date: 10/05/2015
• Closing Price: $2,275,000
10 Dakin Roaad, Sharon, CT 06069 View Listing Details

Contemporary Meets Country EH3160

Showcasing gorgeous outdoor spaces this super 5 Bedroom, 3.5 Bath home for sale on 7 acres in Sharon is distinguished by a flowing floor plan designed for entertaining. There is a Living Room surrounded by windows on three sides centered …

5 Bedrooms • 4 Baths • 4812 Sq Ft • 7 Acres

Closing Date: 10/01/2015
• Closing Price: $580,000
36 Red Horse Hill, Sharon, CT 06069 View Listing Details

Lakeville Lake EH3117

Perfect home for enjoying family and friends on Lake Wononscopomuc and all it has to offer. Enjoy your own private dock just a short walk from your in-ground gunite pool with separate spa/Jacuzzi. This lovely 5 Bedroom, 3.5 Bath home …

5 Bedrooms • 4 Baths • 3305 Sq Ft • 1.53 Acres

Closing Date: 09/04/2015
• Closing Price: $1,240,000
137 Interlaken Road, Lakeville, CT 06039 View Listing Details

Historic Gem on the Salmon Kill EH3108

Lovingly preserved and restored Farmhouse updated for today’s modern living. Original features include antique pine floors and beams, and a striking floor-to-ceiling double fireplace separating the Dining and Sitting Rooms. The Living Room includes a third fireplace and French doors …

2 Bedrooms • 3 Baths • 2625 Sq Ft • 3.6 Acres

Closing Date: 06/30/2015
• Closing Price: $1,200,000
149 Salmon Kill Road, Salisbury, CT 06039 View Listing Details

Cedarwood EH3129

This exceptional French inspired brick home for sale is approached by traveling down a long allee of mature cedar trees in Lakeville, CT. Every room is kept in view of the manicured lawns, formal gardens and specimen trees located on …

2 Bedrooms • 3 Baths • 1606 Sq Ft • 2.5 Acres

Closing Date: 06/26/2015
• Closing Price: $675,000
102 Indian Mountain Road, Lakeville, CT View Listing Details

Lake Lover's Dream EH2921

This lovely waterfront home for sale in Salisbury, CT hosts 3-Bedroom, 3-Bath home is located on the Southern Side of Twin Lakes. Enjoy the amazing views from either the second floor balcony or the first floor screened-in Porch. The open …

3 Bedrooms • 3 Baths • 1904 Sq Ft • 0.33 Acres

Closing Date: 05/19/2015
• Closing Price: $1,147,000
60 South Shore Road, Salisbury, CT 06068 View Listing Details

Hidden Treasure EH2981

Expansive and protected Western views from almost every room of this wonderful Sharon, CT home for sale on over 18 private acres. Completed in 1992, the owners combined their imagination with a local architect and builder to create an open …

4 Bedrooms • 5 Baths • 3213 Sq Ft • 18.1 Acres

Closing Date: 04/17/2015
• Closing Price: $1,185,000
248 Gay Street, Sharon, CT 06069 View Listing Details

Country Setting EH2687

This Sharon, CT home for sale is sited on 3.16 acres on a quiet road. Conveniently close to town, and Mudge Pond. Features include 3 Bedrooms, 2 Bathrooms, large Family Room and has expansion possibilities. The wood deck overlooks the …

3 Bedrooms • 2 Baths • 1920 Sq Ft • 3.16 Acres

Closing Date: 01/30/2015
• Closing Price: $200,000
208 Low Road Sharon CT 06069 View Listing Details

Stately Classic Colonial EH3008

Park-like landscaping on prestigious Wells Hill Road is the perfect setting for this stunning pre-war Colonial. Built on the foundation of a former carriage barn, features include a broad staircase, intricate archways, built-in cabinets and moldings. This property offers 10 …

5 Bedrooms • 5 Baths • 3684 Sq Ft • 8.03 Acres

Closing Date: 01/06/2015
• Closing Price: $1,275,000
281 Wells Hill Road Lakeville CT 06039 View Listing Details