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

Sharon Mountain Country Retreat EH3768

Original 200 year-old farmhouse is situated in the Sharon Mountain region encompassing 270+/-acres with 169+/- acres protected under conservation restrictions with the Sharon Land Trust. This property abuts 925+ acres of CT State Forest land and is in an area …

4 Bedrooms • 3 Baths • 3850 Sq Ft • 270 Acres

On The Market
104 East Street, Sharon, CT 06069 View Listing Details

SALISBURY ESTATE: the ideal family compound EH3410

A magnificent Salisbury estate with beautiful mountain views, a spring-fed Pond and an orchard on 61+ acres. Enjoy your own oasis of year-round outdoor recreation. Fish in your own pond and stream; swim in the heated pool; hike and Cross-country …

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

On The Market
168 Taconic Road, Salisbury, CT 06068 View Listing Details

Contemporary Modern Farmhouse in Lakeville EH3826

Winding driveway in a pastoral setting with Stonewalls and mature plantings creates an entrance for a nature lovers paradise--as you approach this Iconic Barn Style Architecture with a Luxurious Modern Mix in this 3-Bedroom, 3 Ensuite Bath home with Guesthouse …

3 Bedrooms • 5 Baths • 4229 Sq Ft • 33.54 Acres

On The Market
21 Greystone Lane, Lakeville, CT 06039 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 • 4243 Sq Ft • 8.47 Acres

On The Market
33 Amenia Union Rd. Sharon, CT 06069 View Listing Details


Georgian-style Colonial set high in the middle of 20 +/- acres of upland meadows and hardwood forest on sought-after country road. Long views and extraordinary quiet and privacy. High ceilings, customized windows to enhance spectacular views, detailed moldings, and custom …

7 Bedrooms • 8 Baths • 8654 Sq Ft • 20 Acres

On The Market
35 Undermountain Road, Falls Village, CT 06031 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 • 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 has …

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

On The Market
117 Dibble Hill Road, West Cornwall, CT 06753 View Listing Details

Magnificent Historic Sharon Home EH3857

Located on Calkinstown Road this home has been completely restored and finished for today’s living. Built in 1815 this home features a Chef’s Kitchen, large Living Room and Dining Room, each with fireplaces, 5 Bedrooms, marble Bathrooms, in-ground heated gunite …

5 Bedrooms • 4 Baths • 3353 Sq Ft • 1.78 Acres

On The Market
39 Calkinstown Road, Sharon, CT 06069 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

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 • 3777 Sq Ft • 3.18 Acres

On The Market
19 Hemlock Lane, Salisbury, CT 06068 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 • 2102 Sq Ft • 0.34 Acres

On The Market
12 Sugar Hill Road, Salisbury, CT 06068 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 • 1979 Sq Ft • 0.4 Acres

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


Located in the village of Salisbury within walking distance to restaurants, galleries and Lakeville Lake is this well designed village rental. New Chef’s Kitchen with marble island, Le Corneau gas stove, separate Dining and Living Rooms and additional Study with …

Available: Monthly Short Term
Total Rooms: 9
Bedrooms: 4
Bathrooms: 4
1/2 Baths: 1
Sq. Ft.:
Heating: Oil
Air: Window Units
Fireplace: Yes
Furnished: Yes
Pets: To Be Determined
Television: Cable
Internet: Cable
Waterfront: No
288 Main Street, Lakeville, CT 06039 View Listing Details

Hollow Brook Farm EH2964

Sensational rental on estate with over 200 acres of total privacy. Guest house is situated on the banks of stream overlooking open pasture. Lovely renovated cottage with 2 Bedrooms and 1 ½ Baths. Enjoy the best Canaan Valley has to …

Available: Yearly
Total Rooms: 5
Bedrooms: 2
Bathrooms: 1
1/2 Baths: 1
Sq. Ft.:
Heating: Oil
Fireplace: Yes
Furnished: Yes
Pets: To Be Determined
Television: Cable
Internet: Cable
Waterfront: Yes, No
16 Hollow Brook Lane, Canaan, CT 06018 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 • 4111 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 • 2527 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 • 2343 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 • 4010 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 • 7612 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 • 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