Diana Bisselle

Diana Bisselle

Licensed Real Estate Salesperson

Salisbury Brokerage

19 Main Street
Salisbury, CT 06068
  • Born In:
    Sharon, CT
  • Live In:
    Lakeville, CT
  • Languages Spoken:
    English, Russian
  • Passion:
    Exploring the world & Ancient Architectural Wonders
  • Interests:
    Travel, Golf, Ballet & Art

From traveling the world as an Emerging Markets Investment Professional to navigating the winding country roads of Litchfield County, Diana Imperatore Bisselle truly embodies the phrase "local expertise, global connections".

As a resident of Lakeville, CT, Diana has deep roots in, and an unparalleled understanding of, the local real estate market. Born and raised in neighboring Sharon, CT, her parents Philip and Dobrila Waugh founded Waugh Real Estate, a well-known local brokerage covering the Tri-State area for over 30 years. This exposure has instilled in her the importance of superior client service and professional integrity. 

Prior to and complementing her real estate career, Diana worked in New York City for several international investment banks and a hedge fund specializing in Russia, Eastern Europe, Turkey and the Middle East as both an Equity Salesperson and Emerging Markets Portfolio Manager. She has an undergraduate degree in International Relations and Soviet Studies from Boston University and an MA/MBA in Politics and Finance from NYU. 

During her 20+ years in finance, she lived in both Old Greenwich and Darien allowing her to be well-versed in both Litchfield and Fairfield County. She is often found liaising between the two counties, leveraging the resources of the many Sotheby's offices from the coastline to the Litchfield Hills. This is further enhanced by a robust global network unique to Sotheby's.

She has been an involved parent at Pear Tree Point School in Darien, Indian Mountain School in Lakeville and Kent School in Kent, CT. She is a Board Member at Women's Support Services and enjoys her "Chairperson for Volunteers" role at Trade Secrets - the annual garden event benefiting Women's Support Services.

She is licensed in CT, NY and MA and is fluent in Russian.

From traveling the world as an Emerging Markets Investment Professional to navigating the winding country roads of Litchfield County, Diana Imperatore Bisselle truly embodies the phrase "local expertise, global connections".

As a resident of Lakeville, CT, Diana has deep roots in, and an unparalleled understanding of, the local real estate market. Born and raised in neighboring Sharon, CT, her parents Philip and Dobrila Waugh founded Waugh Real Estate, a well-known local brokerage covering the Tri-State area for over 30 years. This exposure has instilled in her the importance of superior client service and professional integrity. 

Prior to and complementing her real estate career, Diana worked in New York City for several international investment banks and a hedge fund specializing in Russia, Eastern Europe, Turkey and the Middle East as both an Equity Salesperson and Emerging Markets Portfolio Manager. She has an undergraduate degree in International Relations and Soviet Studies from Boston University and an MA/MBA in Politics and Finance from NYU. 

During her 20+ years in finance, she lived in both Old Greenwich and Darien allowing her to be well-versed in both Litchfield and Fairfield County. She is often found liaising between the two counties, leveraging the resources of the many Sotheby's offices from the coastline to the Litchfield Hills. This is further enhanced by a robust global network unique to Sotheby's.

She has been an involved parent at Pear Tree Point School in Darien, Indian Mountain School in Lakeville and Kent School in Kent, CT. She is a Board Member at Women's Support Services and enjoys her "Chairperson for Volunteers" role at Trade Secrets - the annual garden event benefiting Women's Support Services.

She is licensed in CT, NY and MA and is fluent in Russian.

From traveling the world as an Emerging Markets Investment Professional to navigating the winding country roads of Litchfield County, Diana Imperatore Bisselle truly embodies the phrase "local expertise, global connections".

As a resident of Lakeville, CT, Diana has deep roots in, and an unparalleled understanding of, the local real estate market. Born and raised in neighboring Sharon, CT, her parents Philip and Dobrila Waugh founded Waugh Real Estate, a well-known local brokerage covering the Tri-State area for over 30 years. This exposure has instilled in her the importance of superior client service and professional integrity. 

Prior to and complementing her real estate career, Diana worked in New York City for several international investment banks and a hedge fund specializing in Russia, Eastern Europe, Turkey and the Middle East as both an Equity Salesperson and Emerging Markets Portfolio Manager. She has an undergraduate degree in International Relations and Soviet Studies from Boston University and an MA/MBA in Politics and Finance from NYU. 

During her 20+ years in finance, she lived in both Old Greenwich and Darien allowing her to be well-versed in both Litchfield and Fairfield County. She is often found liaising between the two counties, leveraging the resources of the many Sotheby's offices from the coastline to the Litchfield Hills. This is further enhanced by a robust global network unique to Sotheby's.

She has been an involved parent at Pear Tree Point School in Darien, Indian Mountain School in Lakeville and Kent School in Kent, CT. She is a Board Member at Women's Support Services and enjoys her "Chairperson for Volunteers" role at Trade Secrets - the annual garden event benefiting Women's Support Services.

She is licensed in CT, NY and MA and is fluent in Russian.

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Testimonials

Diana Bisselle is the absolutely most knowledgeable, responsive, kind, personable, and patient agent we have worked with in over 40 years of purchasing real estate. It was truly a pleasure to work with her. William Pitt/Julia B. Fee Sotheby’s is extraordinarily fortunate to have Diana as part of their team.

Thomas Hays

Outstanding! Our Agent Diana Bisselle supported and mentored us with professional perfection and compassion through a complex sale. If the bar is set at a 10, this team was a 20! I honestly don’t think I could have traveled the “sell journey” without Diana’s exceptional partnership. Thank you! Thank you!

Lynne Calhoun

If first impressions are anything, Diana is a best-case win for your company. From our first phone call to the moment she escorted me to the lawyer's office, I was always met with a pleasant, calming, smile; exacting knowledge of the area (used mainly to gently guide me away from seeing properties she knew would not be a good fit for me); professionalism; accessibility; and the constant feeling that I could trust her guidance every step of the way. I know whom I'll be calling in the future. Thank you.

David Beahm

Diana is brilliant. She has a lovely, engaging personality that matches her professionalism and clear expertise in the CT real estate market. We were so pleased and fortunate to work with her.

Lawrence & Joan Hathaway

Diana was a godsend! She took a difficult situation in hand, with competence and foresight at every turn. Her advice was always on target. Her capacity for diplomacy is extraordinary. She is a consummate professional. I am grateful.

James Lipton

Diana Bisselle was wonderful. When we first showed her the house, she saw it's special qualities exactly as we did. We were amazed at the work she did for us, & the house was sold much quicker than we had anticipated. We credit Diana for this. She made the entire process painless for us, from start to finish. We will highly recommend her in the future. Clark & Claire Smith

Clark & Claire Smith

Diana Bisselle was amazing for us, from start to finish. She saw the special qualities of our house, the property, & its location exactly as we did, before we even told her what we found special about it. We will highly recommend Diana to anyone we know that may sell their house in the future.

Clark & Claire Smith

Diana Bissell, our Sotheby's agent, was fantastic throughout the entire process. Always there to answer every question regardless of the nature of the inquiry. In that regard, I would like to change your question to "How likely is it that you would recommend Diana Bissell to a friend or colleague?" Extremely likely and without reservation. Having bought or sold 6 houses in our lifetime, Diana is by far the best agent we have ever had. Sincerely, Eric and Elise Cieplik

Eric & Elise Cieplik

Diana is an excellent and thoughtful agent.

Ronald & Judith Frost

Working with Diana was an absolute pleasure throughout the entire process, from initial viewing to closing. Dealing with a Foreclosure property was complicated and daunting, but Diana was extremely dedicated to our vision of preserving an 1860's farmhouse. Diana aggressively pursued potential problems to find solutions, whether it was researching town hall records, site visits, or local guidance. As a Sharon resident, Diana really cares about the community as well as her clients and it genuinely shows. I would highly recommend working with Diana Bisselle on any project. Sincerely, Tom & Lizzie

Thoma Pillar & Elizabeth Gill

My Listings

32 Ethan Allen Street $2,100/mo link

32 Ethan Allen Street

Salisbury, CT 06039 | Litchfield County
$2,100/mo
2 Beds 1 Baths 2,574 Sqft 0.75 Acres

Wonderful opportunity to rent a sunny and spacious 2nd floor apartment near the entrance to Lakeville Lake (Town Grove). Convenient and comfortable 2 BDR/1 Bath unfurnished apartment...

2
bed
1
bath
2,574
sqft
74 East Shore Road $2,100/mo link

74 East Shore Road

Washington, CT 06777 | Litchfield County
$2,100/mo
1 Beds 1 Baths 670 Sqft 1.36 Acres

ACADEMIC YEAR RENTAL: "Lakeview Cottage" overlooking Lake Waramaug. Chic, petite, 1 BDR, 1 Bath cottage. Enjoy coffee to cocktails on your front porch with serene lake views. The...

1
bed
1
bath
670
sqft
193 Town Street $1,395,000 link

193 Town Street

Cornwall, CT 06796 | Litchfield County
$1,395,000
3 Beds 3 Baths 3,186 Sqft 14.75 Acres

Distinctive French Country style home located in the coveted Cream Hill section of Cornwall. This architecturally stunning one-level home was completely remodeled in 2007. A beautiful...

3
bed
3
bath
3,186
sqft

My Sales

5681 S Route 22 $2,375,000

5681 S Route 22

Millerton, NY 12546 | Dutchess County
$2,375,000
7 Beds 1 Baths 2,907 Sqft 318 Acres

7
bed
1
bath
2,907
sqft
4504 Route 199 $2,115,000

4504 Route 199

Millerton, NY 12546 | Dutchess County
$2,115,000
161 Acres

161.00
acre
19 Tudor Road $2,075,000 link

19 Tudor Road

Redding, CT 06896 | Fairfield County
$2,075,000
6 Beds 4/2 Baths 6,915 Sqft 20.27 Acres

It’s a LIFESTYLE choice! A way of living that encompasses health, wellness, & an immediate connection with nature (surrounded by a natural, tranquil environment) This completely...

6
bed
4/2
bath
6,915
sqft
25 Canterbury Lane $1,745,000 link

25 Canterbury Lane

Salisbury, CT 06039 | Litchfield County
$1,745,000
4 Beds 3/1 Baths 3,586 Sqft 2.15 Acres

Immaculately maintained, spacious 4 bedrooms, 3.5 bath home with lake & beach rights on Lake Wononscopomuc. Enjoy the association's private beach with dock, a float, and room to...

4
bed
3/1
bath
3,586
sqft
8 Upper Church Hill Road $1,625,000 link

8 Upper Church Hill Road

Washington, CT 06794 | Litchfield County
$1,625,000
4 Beds 5/1 Baths 4,500 Sqft 9.46 Acres

This home originally built in the 1800's & then updated in 1948, has been totally renovated w/every attention to detail. Situated on 9+ acres in the heart of picturesque Washington...

4
bed
5/1
bath
4,500
sqft
49 Canterbury Lane $1,330,000 link

49 Canterbury Lane

Salisbury, CT 06039 | Litchfield County
$1,330,000
3 Beds 3 Baths 3,504 Sqft 1.4 Acres

Imagine sipping your favorite drink and grilling on the back deck of your lakehouse overlooking  Lake Wononscopomuc; or down on the water at the boathouse ready to take that...

3
bed
3
bath
3,504
sqft
21 Fairchild Road $1,200,000 link

21 Fairchild Road

Sharon, CT 06069 | Litchfield County
$1,200,000
3 Beds 2/1 Baths 3,009 Sqft 6.01 Acres

Enjoy stunning westerly views and afternoon sunsets from "Crab Apple Cape" this lovely and private 3 BDR, 2.5 Bath home on 6 gently rolling, sunny acres. A serene approach past...

3
bed
2/1
bath
3,009
sqft
28 Leavenworth Road $1,100,000 link

28 Leavenworth Road

Woodbury, CT 06798 | Litchfield County
$1,100,000
3 Beds 2/1 Baths 4,734 Sqft 9.18 Acres

Set back on 9+ acres, this property offers privacy in a choice location. As visitors ease down its circular stone drive the New England Colonial charm of this exceptional estate...

3
bed
2/1
bath
4,734
sqft
54 Burgess Road $960,000 link

54 Burgess Road

Pawling, NY 12564 | Dutchess County
$960,000
4 Beds 3/1 Baths 2,862 Sqft 5.59 Acres

Burgess House. Stunning restored Classic Quaker Hill Colonial set off of one of Pawling's most coveted roads with views that one only dreams of. Surrounded by bucolic pastures,...

4
bed
3/1
bath
2,862
sqft
8 Mount Mauwee Road $888,888 link

8 Mount Mauwee Road

Kent, CT 06785 | Litchfield County
$888,888
4 Beds 2/1 Baths 3,306 Sqft 7.17 Acres

Private and spacious 4 BDR, 2.5 BATH Custom Designed Post and Beam on 7+ acres. Nestled in the heart of St. John's Peak, this thoughtfully designed home boasts an impressive light-filled...

4
bed
2/1
bath
3,306
sqft