
Meet Cummings & Co

Lisa Kelley
price range
sales last 12 months

Jeffrey Sheehan
price range
sales last 12 months

Jessica Citera
price range
sales last 12 months

Chris Cummings
price range
sales last 12 months

Dan McKenna
price range
sales last 12 months

Peggy O'Neill
price range
sales last 12 months
Get to know Cummings & Co
Licensed Broker/Owner
Forging Relationships Throughout Vermont
Alison has intimate knowledge of our local area due to the fact that she has lived here since she was a small child. Not a Vermonter (just because your cat has kittens in the oven doesn’t make them muffins), Ali considers herself almost a Native. She attended Flood Brook Elementary, Vermont Academy, and the University of Vermont. Alison spent much of her youth ski racing, in both alpine and cross-cou...
Team sales and listings (611)
This map and property list shows the most recent 100 sales and 100 listings
Sold (588)
- $330,000
- 3 bd
- 2 ba
- 1,152 sqft
410 Tallwood Circle, Londonderry, VT 05148Sold 2 days agoBuyerSeller
- $308,500
- 3 bd
- 2 ba
- 1,310 sqft
1829 West Jamaica Road, Jamaica, VT 05343Sold 3 days agoBuyerSeller
- $387,000
- 3 bd
- 2 ba
- 2,120 sqft
459 Silver Lane, Wardsboro, VT 05355Sold 16 days agoSeller
- $500,000
- 4 bd
- 4 ba
- 1,829 sqft
146 Ridges Way #1200-1, Peru, VT 05152Sold 24 days agoBuyerSeller
- $573,500
- 3 bd
- 4 ba
- 2,250 sqft
883 Smead Road, Wardsboro, VT 05355Sold 1 month agoBuyer
For sale (23)
- $515,000
- 4 bd
- 3 ba
- 2,115 sqft
367 Stratton Gate Road, Jamaica, VT 05343House for SaleCozy wood stove
- $535,000
- 4 bd
- 2 ba
- 1,816 sqft
176 Brophy Lane, Londonderry, VT 05148House for SaleQuiet secluded lot
- $615,000
- 3 bd
- 2 ba
- 1,704 sqft
58 Stone Hollow Road, Londonderry, VT 05148House for SaleContemporary finishes
- $450,000
- 7 bd
- 5 ba
- 3,518 sqft
343 Haystack Road, Wilmington, VT 05363House for SaleLarge primary suite
- $599,000
- 3 bd
- 3 ba
- 2,453 sqft
386 Howland Farm Road, Belmont, VT 05730House for SaleLight-filled sunroom
Team reviews (54)
Reviews represent all team members.
- 5.0
- 3/2/2026
- • Andrew Hasselbring
Bought a Single Family home in 2025 in Chester, VT.
Review for: Alison CummingsAlison Cummings is a terrific realtor. She helped us successfully search from Texas for our dream home in Vermont. We looked at several counties in Vermont and Ali knew...Alison Cummings is a terrific realtor. She helped us successfully search from Texas for our dream home in Vermont. We looked at ...5.0- 2/26/2026
- • bpv6v
Bought a Single Family home in 2023 in Woodstock, VT.
Review for: Alison CummingsAli Cummings was willing to strap on her mud boots and guide us to somewhat remote parcels of raw Vermont land when no other real estate agents responded to our inquiries...Ali Cummings was willing to strap on her mud boots and guide us to somewhat remote parcels of raw Vermont land when no other real ... - Alison was excellent in all areas helping us to buy and sell a house in Vermont. She was helpful and incredibly knowledgable. We would definitely use her services again!Alison was excellent in all areas helping us to buy and sell a house in Vermont. She was helpful and incredibly knowledgable. We w...I have known Alison and Chris Cummings for 10 years, having developed a professional relationship when I decided to sell my home in Vermont. They worked incredibly hard w...I have known Alison and Chris Cummings for 10 years, having developed a professional relationship when I decided to sell my home i...
- 5.0
- 2/24/2026
- • elizabet albert
Bought a Vacant Land home in 2020 in Andover, VT.
Review for: Alison CummingsAlison is a very knowledgeable and super personable realtor. She listens carefully and was able to answer my many questions. She has extensive knowledge of the region and...Alison is a very knowledgeable and super personable realtor. She listens carefully and was able to answer my many questions. She h...Ali was great to work with! She was attentive, honest, engaged, patient, creative, thoughtful, and the consummate teammate for the process of buying a house. She was ge...Ali was great to work with! She was attentive, honest, engaged, patient, creative, thoughtful, and the consummate teammate for th... - 5.0
- 2/12/2025
- • jonathan7987
Bought a Multiple Occupancy home in 2025 in Rutland city, Rutland city, VT.
Review for: Lisa KelleyExcellent job negotiating a fair, quick deal on a multi family purchase. Highly recommend! In our area is hard to find someone who has both great local knowledge as well...Excellent job negotiating a fair, quick deal on a multi family purchase. Highly recommend! In our area is hard to find someone wh...Lisa was very responsive, supportive, and most importantly patient with us through our home buying journey. Her advice and guidance through the process made us feel comfo...Lisa was very responsive, supportive, and most importantly patient with us through our home buying journey. Her advice and guidanc... - 5.0
- 10/19/2024
- • lisa196768
Bought a Single Family home in 2024 in Chester, VT.
Review for: Lisa KelleyShe worked w/for almost a yr! From the time we started to look. when we still lived in MA she diligently called, email & produced videos for us to review. She met up w/u...She worked w/for almost a yr! From the time we started to look. when we still lived in MA she diligently called, email & produced...5.0- 8/4/2024
- • robert eppsteiner
Bought a Single Family home in 2024 in Wardsboro, VT.
Review for: Jeffrey SheehanOur experience with Jeff was excellent from start to finish. He has a lot of expertise and his assessment of properties was really helpful in our decision making. He made...Our experience with Jeff was excellent from start to finish. He has a lot of expertise and his assessment of properties was really...




