Home / Real Estate Agents / Thomas M. Callahan

tcallahan@harneyre.com
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

Real Estate Listings for Thomas M. Callahan

Taconic Farm EH3410

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 …

5,450,000

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

On The Market

168 Taconic Road, Salisbury, CT 06068 View Listing Details

Magnificent New Classical Masterpiece EH3022

EH3022

This Litchfield County Home for Sale is an exceptional interpretation and combination of a New England style shingle home with the elegance of a French country manor. Simplicity in form and grandeur in scale. This home for sale in Sharon, …

2,335,000

3 Bedrooms • 5 Baths • 4171 Sq Ft • 6.11 Acres

On The Market

248 Millerton Rd. Sharon CT 06069 View Listing Details

Magnificent Colonial Revival EH3573

EH3573

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 the finest Estates, this home has wonderful appointments throughout the formal spaces …

2,150,000

4 Bedrooms • 6 Baths • 6239 Sq Ft • 5.27 Acres

On The Market

33 S. Main Street Sharon, CT 06069 View Listing Details

Grandview Estate EH3315

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 …

1,995,000

5 Bedrooms • 6 Baths • 5675 Sq Ft • 6.08 Acres

On The Market

17 Grandview Lane Sharon, CT 06069 View Listing Details

RAGAMONT HOUSE EH3403

EH3403

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 …

1,875,000

6 Bedrooms • 7 Baths • 7612 Sq Ft • 1 Acres

On The Market

8 Main Street, Salisbury, CT 06068 View Listing Details

Magnificent Contemporary Estate EH3558

EH3558

SALISBURY, CT - 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, Long Pond and the Oblong Valley in the …

1,795,000

4 Bedrooms • 5 Baths • 4486 Sq Ft • 13.59 Acres

On The Market

24 Spruce Drive, Salisbury, CT 06068 View Listing Details

Vermont in Connecticut EH3641

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 …

1,650,000

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

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 …

1,475,000

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

On The Market

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

Sophistication and Style EH3139

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 …

1,265,000

4 Bedrooms • 4 Baths • 3531 Sq Ft • 10.09 Acres

On The Market

474 Undermountain Rd., Salisbury, CT 06068 View Listing Details

Elegant Salisbury Colonial EH3461

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 …

909,500

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

On The Market

175 Main Street, Salisbury, CT 06068 View Listing Details

Town and Country EH3438

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 …

580,000

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

On The Market

208 Low Road, Sharon, CT 06069 View Listing Details

Lion’s Head Condo EH3610

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 …

430,000

3 Bedrooms • 3 Baths • 1679 Sq Ft • 0 Acres

On The Market

87 Canaan Road, unit 4G, Salisbury, CT 06068 View Listing Details

Ragamont House EH3588

EH3588

Situated in the village of Salisbury, Ct., this historic home is now available as a furnished long term rental. It is available on either a residential or commercial basis (subject to approved zoning rules and regulations and owners discretion) . This …

Available: Yearly
Total Rooms: 10
Bedrooms: 6
Bathrooms: 6
1/2 Baths: 1

Sq. Ft.:
Heating: Oil
Air: Central Air,
Fireplace: Yes
Furnished: Yes

Pets: To Be Determined
Television: Cable
Internet: Cable
Pool:
Waterfront: No

8 Main Street, Salisbury, CT 06068 View Listing Details

Lakeville Village Rental EH3393

EH3393

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

Available: Short Term Summer
Total Rooms: 9
Bedrooms: 4
Bathrooms: 4
1/2 Baths: 1

Sq. Ft.:
Heating: Oil
Air:
Fireplace: Yes
Furnished: Yes

Pets: To Be Determined
Television: Cable
Internet: Cable
Pool:
Waterfront: No

288 Main Street, Lakeville, CT 06039 View Listing Details

Ultimate School Rental EH3305

EH3305

Turn-key retreat: New Georgian Colonial luxuriously updated with commanding views of the Berkshire Hills. Deigned for comfort and entertaining this home boasts over 6500 sq. ft. of open living areas, Chef’s Kitchen, Sunroom, 3 fireplaces, bluestone dining terrace, spa gym, …

Available: School Year Summer
Total Rooms: 13
Bedrooms: 6
Bathrooms: 6
1/2 Baths: 1

Sq. Ft.:
Heating: Oil
Air:
Fireplace: Yes
Furnished: Yes

Pets: To Be Determined
Television: Cable
Internet: Cable
Pool:
Waterfront: No

30 Laddie Lane Lakeville, CT View Listing Details

Salisbury Land with Views EH3492

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 …

395,000

9.004 Acres

Sold
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

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.

250,000

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

Sold
Closing Date: 05/25/2017 • Closing Price: $235,000

328 Wells Hill Road, Lakeville, CT 06039 View Listing Details

Colonial Lakefront Home EH0021

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 …

1,550,000

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

Sold
Closing Date: 03/20/2017 • Closing Price: $1,350,000

181 Interlaken Road, Salisbury, CT 06068 View Listing Details

Salisbury Building Lot EH3063

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 …

175,000

2.5 Acres

Sold
Closing Date: 09/09/2016 • Closing Price: $110,000

00 Robin Hill Lane, Lakeville, CT 06039 View Listing Details

Red Horse Hill EH0018

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 …

513,000

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

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

View Listing Details

Wells Hill EH0017

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. …

1,175,000

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

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

View Listing Details

Sharon Hillside Cottage EH3311

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 …

395,000

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

Sold
Closing Date: 08/05/2016 • Closing Price: $351,500

112 Knibloe Hill Road Sharon, CT 06069 View Listing Details

Traditional Elegance EH3387

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. …

835,000

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

Sold
Closing Date: 08/04/2016 • Closing Price: $805,000

79 North Main Street, Sharon, CT 06069 View Listing Details

Town and Country EH3356

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 …

1,065,000

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

Sold
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

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 …

1,445,000

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

Sold
Closing Date: 06/15/2016 • Closing Price: $1,300,000

10 Boland Road Sharon, CT View Listing Details

Magnificent Salisbury Colonial EH3208

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 …

1,265,000

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

Sold
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

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 …

1,347,000

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

Sold
Closing Date: 05/23/2016 • Closing Price: $1,150,000

184 Belgo Road Lakeville, CT 06039 View Listing Details

Main Street Antique EH3371

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. …

890,000

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

Sold
Closing Date: 04/19/2016 • Closing Price: $890,000

175 Main Street, Salisbury, CT 06068 View Listing Details

Sharon Hilltop Contemporary EH3155

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 …

789,000

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

Sold
Closing Date: 01/08/2016 • Closing Price: $750,000

138 Knibloe Hill Road, Sharon, CT View Listing Details

Sharon Country Retreat EH3212

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 …

525,000

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

Sold
Closing Date: 12/04/2015 • Closing Price: $475,000

16 Old Sharon Road #2 Sharon, CT 06069 View Listing Details

Dakin Road EH0015

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

2,275,000

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

Sold
Closing Date: 10/05/2015 • Closing Price: $2,275,000

10 Dakin Roaad, Sharon, CT 06069 View Listing Details

Contemporary Meets Country EH3160

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 …

675,000

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

Sold
Closing Date: 10/01/2015 • Closing Price: $580,000

36 Red Horse Hill, Sharon, CT 06069 View Listing Details

Lakeville Lake EH3117

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 …

1,350,000

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

Sold
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

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 …

1,245,000

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

Sold
Closing Date: 06/30/2015 • Closing Price: $1,200,000

149 Salmon Kill Road, Salisbury, CT 06039 View Listing Details

Cedarwood EH3129

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 …

685,000

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

Sold
Closing Date: 06/26/2015 • Closing Price: $675,000

102 Indian Mountain Road, Lakeville, CT View Listing Details

Lake Lover's Dream EH2921

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 …

1,295,000

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

Sold
Closing Date: 05/19/2015 • Closing Price: $1,147,000

60 South Shore Road, Salisbury, CT 06068 View Listing Details

Hidden Treasure EH2981

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 …

1,295,000

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

Sold
Closing Date: 04/17/2015 • Closing Price: $1,185,000

248 Gay Street, Sharon, CT 06069 View Listing Details

Country Setting EH2687

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 …

225,000

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

Sold
Closing Date: 01/30/2015 • Closing Price: $200,000

208 Low Road Sharon CT 06069 View Listing Details

Stately Classic Colonial EH3008

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 …

1,325,000

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

Sold
Closing Date: 01/06/2015 • Closing Price: $1,275,000

281 Wells Hill Road Lakeville CT 06039 View Listing Details

Single Level with Lake Access EH3003

EH3003

Completely renovated, inviting 2 Bedroom, 2 Bath one-story home on dead end dirt road in Lakeville. Open and bright with country oak floors, 2-sided Fireplace, new marble tiled Baths, wonderful 3-season Sunroom with multiple sliders to the 2.2 private acres. …

495,000

2 Bedrooms • 2 Baths • 2058 Sq Ft • 2.2 Acres

Sold
Closing Date: 12/02/2014 • Closing Price: $470,000

9 Old CNE Road, Lakeville, CT 06039 View Listing Details

An American Federal - Circa 1800 EH2839

EH2839

Perfectly situated on a New England Green, this home has been completely restored and finished for today's living, including central air conditioning, custom cabinets in the kitchen, new bathrooms, all while preserving historic details. The beautiful 4-5 Bedroom home with …

580,000

5 Bedrooms • 5 Baths • 4482 Sq Ft • 0.92 Acres

Sold
Closing Date: 07/21/2014 • Closing Price: $545,000

141 Main Street, Sharon, CT 06069 View Listing Details

Retreat from the Fast-Paced World EH2585

EH2585

A quiet back country road up a long driveway leads you to a big red barn and antique reproduction Saltbox on over 9 acres with stone walls. The interior includes 4 Bedrooms, 3 full Baths, 4 fireplaces; oil finished wide …

835,000

4 Bedrooms • 3 Baths • 2760 Sq Ft • 9.87 Acres

Sold
Closing Date: 06/23/2014 • Closing Price: $778,000

20 Deer Run Sharon, CT 06069 View Listing Details

Village of Salisbury Historic Colonial - ca. 1742 EH2862

EH2862

Exceptional 18th Century home located within the village of Salisbury. This delightful 3 Bedroom, 2 Bath home has original floors, period doors and hardware. The home is situated on 5 open and level acres with a large pond, gardens and …

385,000

3 Bedrooms • 2 Baths • 2352 Sq Ft • 5 Acres

Sold
Closing Date: 06/19/2014 • Closing Price: $375,000

92 Canaan Road Salisbury, CT 06068 View Listing Details

Elegant Light-Filled Condo EH2902

EH2902

This very private, three-level, end unit enjoys beautiful Northwestern views. This condominium has 3 Bedrooms, 2 ½ Baths, and the best Litchfield has to offer including a private elevator , first floor Master Suite with walk-in closet, Living Room with …

560,000

3 Bedrooms • 3 Baths • 3275 Sq Ft • Acres

Sold
Closing Date: 06/17/2014 • Closing Price: $490,000

398 Hunters Drive Litchfield, CT 06759 View Listing Details

Lion's Head Condo EH2784

EH2784

Wonderful, bright, privately situated 2 Bedroom, 2.5 Bath Condominium at the foot of Barack Matiff mountain. This elegant unit features a first floor Master Suite with private Bath and walk-in closet. The second floor has an additional Bedroom and Bathroom with a private …

310,000

2 Bedrooms • 3 Baths • 1624 Sq Ft • 0 Acres

Sold
Closing Date: 06/13/2014 • Closing Price: $280,000

87 Canaan Road Salisbury, CT 06068 View Listing Details