Donna Kennedy's profile photo

Donna Kennedy

Licensed Real Estate Salesperson
donna.kennedy@compass.com
M: 917-669-2642

Specialties

Listing Specialist
LAND
New Construction
First Time Homebuyers
Relocation
Secondary Residences

Sherman, CT
Northern Fairfield County
Litchfield County
Northern Westchester
Putnum County
Hudson Valley


Education

Columbia University
About Donna
Donna Kennedy represents clients in the sale and acquisition of properties in Connecticut, Westchester and the Hudson Valley.

Donna’s approach to real estate has always been rooted in personal relationships. “Everyone has a story, and each one fascinates me,” she explains. “It’s the people I meet that I would not have otherwise known and the life stories they share with me that I find most rewarding about my job.” 

Whether she is guiding millennials through the intricacies of the real estate process for the first time or helping seasoned sellers best position their homes in the current market, Donna’s personable nature, sharp sales instincts, savvy negotiating skills, and in-depth knowledge of the market make her an invaluable resource to clients of all kinds. 

With a background in design, Donna is an expert in finding hidden gems and connecting clients with spaces that suit them perfectly. Prior to her career in real estate, Donna studied Architecture at Columbia University, ran a lighting design studio in Clinton Hill, Brooklyn, and was heavily involved in her family's bespoke New York City-based construction company. After living in NYC for 22 years, she was drawn to the natural beauty and tight-knit communities of Fairfield County and now calls Sherman, Connecticut, home. In her free time, Donna enjoys fishing and spending time outdoors with her family, friends, and dog Leo. 

Donna holds a license in both New York and Connecticut and is part of a larger network of real estate professionals both nationally and internationally. Whether you're a first-time homebuyer, a multiple homeowner, or are relocating, Donna provides valuable insights that deliver success and exceed expectations.

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Donna Kennedy’s Listings

a view of a house with a backyard
a kitchen with a table and chairs in it
a living room with large window and a table
a living room with furniture and large windows
front view of a house with a yard
a view of a yard with a large trees
a view of a bathroom with a tub
a picture of a bathroom with a shower
a backyard of a house with lots of trees
a backyard of a house with lots of green space
a backyard of a house with lots of green space
a view of a lot of trees and bushes
a view of a street sign
a view of a city
a view of a dry and covered with fog
a view of a town with floor to ceiling windows
a front view of a house with garden
a view of a lake with a mountain in the background
a view of road with large trees
a view of a yard with plants and trees
a view of a city with an ocean
a view of outdoor space and yard
$1,999,000 | 40 Long River Road, Sherman, CT 06784
$1,999,000 | 40 Long River Road, Sherman, CT 06784
1/24
Listed By Compass

$1,999,000

4
Bedrooms
5,900
Square Feet
5.46
Acres

40 Long River Road, Sherman, CT 06784

$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
$1,100,000 | 21 Holiday Point Road, Sherman, CT 06784
1/40
Listed By CompassOpen: 6/13 11:00AM - 01:00PM

$1,100,000

4
Bedrooms
4,854
Square Feet
1.98
Acres

21 Holiday Point Road, Sherman, CT 06784

a view of a big house with a big yard and large trees
a view of house with garden space and trees
a view of a house with a big yard
a front view of a house with plants
a view of entryway and hall with wooden floor
a view of dining room with wooden floor and furniture
a view of a a dining room with furniture window and wooden floor
a view of a dining room with furniture and wooden floor
a bathroom with a sink a toilet and shower
a kitchen with stainless steel appliances granite countertop a sink and a stove
a kitchen with stainless steel appliances granite countertop a sink and a stove
a kitchen with a stove a sink a microwave a refrigerator and cabinets
a dining room with furniture and window
an outdoor space with furniture and umbrella
a dining room with wooden floor a chandelier a wooden table and chairs
a living room with furniture and a fireplace
a living room with furniture a flat screen tv and a fireplace
a living room with furniture and a fireplace
a room with furniture and a window
a bedroom with a bed and a window
a bathroom with a sink a mirror and a large window
a bathroom with a toilet a sink and bathtub
a bedroom with a bed and wooden floor
a bathroom with a sink toilet and window
a bedroom with a bed and a window
a living room with furniture and a window
a living room with furniture and a large window
an empty room with windows
a view of livingroom with furniture
a living room with furniture
a view of a dining room with furniture window and outside view
a bathroom with a shower
a view of a pathway with a garden
a view of outdoor space and swimming pool
a view of a swimming pool with lawn chairs and plants
a view of a swimming pool with lounge chair
a view of a swimming pool with a patio
a view of patio with chairs and table under an umbrella
a view of a city with lush green forest
an aerial view of a house with a yard
an aerial view of a house with a yard
an aerial view of a house yard and black chairs
an aerial view of a house with a yard swimming pool and outdoor seating
an aerial view of mountain with trees
a picture of a park with of a white wall
a picture
unknown
$835,000 | 9 Rose Lane, Brewster, NY 10509
1/48
Listed By CompassPending

$835,000

4
Bedrooms
3,356
Square Feet
0.91
Acres

9 Rose Lane, Brewster, NY 10509

a view of a backyard with large trees
a view of outdoor space with garden
a view of back yard
a view of backyard with green space
a backyard of a house with lots of green space and fountain
a view of a backyard of the house
a view of a garden with plants
a view of yard with trees
a backyard of a house with lots of green space
a view of a dry field
a view of open space with trees
a close up of a plants
a view of a dry yard
a view of a dry field
a view of a dry field
a view of a dry field
a view of a dry yard with mountains in the background
an aerial view of mountain with beach
a view of a dry field
a view of a dry field
an aerial view of residential houses with outdoor space
$499,000 | 5 Brinsmade Lane, Sherman, CT 06784
$499,000 | 5 Brinsmade Lane, Sherman, CT 06784
$499,000 | 5 Brinsmade Lane, Sherman, CT 06784
1/24
Listed By Compass

$499,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
14.3
Acres

5 Brinsmade Lane, Sherman, CT 06784

a view of a yard with a large trees
a view of mountains and valleys
a view of a pathway
a view of a back yard
a view of outdoor space with trees
a view of a lot of trees and mountains
a view of a tree
a backyard of a house with lots of green space
a view of a lush green hillside and a mountain
an aerial view of residential house with parking space
a view of a city with an ocean
a view of road with large trees
a view of outdoor space and yard
a backyard of a house with lots of trees
a view of a street sign
a view of a lake
a view of a city
a view of a area with mountain
a view of a big house with a big yard and potted plants
an aerial view of a house with garden space and street view
a view of a golf course with a park
a view of a town with floor to ceiling windows
$279,000 | 41 Long River Road, Sherman, CT 06784
$279,000 | 41 Long River Road, Sherman, CT 06784
$279,000 | 41 Long River Road, Sherman, CT 06784
1/25
Listed By Compass

$279,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
5.46
Acres

41 Long River Road, Sherman, CT 06784

$200,000 | 8 Chimney Hill Road, Sherman, CT 06784
$200,000 | 8 Chimney Hill Road, Sherman, CT 06784
$200,000 | 8 Chimney Hill Road, Sherman, CT 06784
$200,000 | 8 Chimney Hill Road, Sherman, CT 06784
$200,000 | 8 Chimney Hill Road, Sherman, CT 06784
$200,000 | 8 Chimney Hill Road, Sherman, CT 06784
$200,000 | 8 Chimney Hill Road, Sherman, CT 06784
$200,000 | 8 Chimney Hill Road, Sherman, CT 06784
$200,000 | 8 Chimney Hill Road, Sherman, CT 06784
$200,000 | 8 Chimney Hill Road, Sherman, CT 06784
$200,000 | 8 Chimney Hill Road, Sherman, CT 06784
$200,000 | 8 Chimney Hill Road, Sherman, CT 06784
1/12
Listed By CompassUnder Contract

$200,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
2.1
Acres

8 Chimney Hill Road, Sherman, CT 06784

Donna Kennedy’s Transactions

Past Sales
a front view of a house with a garden

$1,637,500

4
Bedrooms
4,486
Square Feet
9.15
Acres

12 Meadow Lane, Sherman, CT 06784

an aerial view of multiple house

$1,012,500

54
Acres

0 Old Stone Lane, Sherman, CT 06784

a front view of a house with a garden

$882,500

5
Bedrooms
3,700
Square Feet
1.13
Acres

171 Judd Hill Road, Middlebury, CT 06762

a front view of a house with a yard

$750,000

4
Bedrooms
3,650
Square Feet
1.88
Acres

46 Anderson Road, Sherman, CT 06784

a front view of a house with a garden

$730,000

4
Bedrooms
1,940
Square Feet
0.72
Acres

15 Evergreen Drive, Bethel, CT 06801

a house view with a outdoor space

$600,000

3
Bedrooms
1,600
Square Feet
1.33
Acres

24 Flirtation Avenue, Washington, CT 06777

a view of a yard in front of a house

$550,000

3
Bedrooms
2,422
Square Feet

24 Forest Way, Bethel, CT 06801

a front view of a house with a tree

$425,000

2
Bedrooms
1,790
Square Feet

4 Pond View Drive, Unit 4, Brookfield, CT 06804

$400,000 | 25 Lake Drive, New Milford, CT 06776

$400,000

3
Bedrooms
957
Square Feet
0.27
Acres

25 Lake Drive, New Milford, CT 06776

a view of a white house with a yard and plants next to a road

$377,000

2
Bedrooms
1,874
Square Feet

14 South Street, Unit 5, Danbury, CT 06810

a view of a house with a tree

$372,500

2
Bedrooms
1,790
Square Feet

4 Pond View Drive, Brookfield, CT 06804

a view of a house with a big yard and large trees

$312,000

2
Bedrooms
1,066
Square Feet
0.3
Acres

14 Cherry Drive, New Fairfield, CT 06812

a view of a lake with a mountain

$225,000

1.9
Acres

62 Skyline Drive, Sherman, CT 06784

a front view of a house with garden

$219,000

2
Bedrooms
1,080
Square Feet

4 Driftway Road, Unit A3, Danbury, CT 06811

a view of bath room

$205,000

4.91
Acres

10 Chimney Hill Road, Sherman, CT 06784

a bathroom with a shower curtain

$180,000

1.96
Acres

64 Skyline Drive, Sherman, CT 06784

a view of a mountain in the distance

$170,000

3.55
Acres

7 River Bend Lane, Sherman, CT 06784

Past Rentals
a view of a house with backyard porch and sitting area

$3,500

3
Bedrooms
2,304
Square Feet
2.37
Acres

37 Overlook Drive, New Milford, CT 06776

a front view of a house with a yard

$3,200

3
Bedrooms
2,304
Square Feet
2.37
Acres

37 Overlook Drive, New Milford, CT 06776

an aerial view of a house with swimming pool and sitting area

$3,000

4
Bedrooms
1,880
Square Feet
0.38
Acres

4 Pleasant View Road, Sherman, CT 06784