Jennifer Kelley's profile photo

Jennifer Kelley

Licensed Real Estate Salesperson
jennifer.kelley@compass.com
M: 203-948-2864
About Jennifer
Jennifer Kelley is a Principal at The Encore Team at Compass, a powerhouse, partner-led collective built on the legacy and success of Around Town Real Estate. With a strong foundation in market performance, hyper-local expertise, and a collaborative approach, the team delivers a level of strategy, creativity, and execution rarely found in traditional real estate.

Guided by her signature philosophy, “Moving you forward, with heart,” Jennifer brings a refined yet deeply personal approach to every client experience. She understands that home is more than a transaction — it’s a meaningful life transition — and she is known for navigating each step with intention, clarity, and care.

A lifelong Fairfield County resident and 25+ year Newtown local, Jennifer offers clients an insider’s perspective on the community she proudly calls home. She and her husband, Patrick, have chosen to raise their children, Reagan and Declan, in the very town that shaped their own lives — a connection that informs both her work and her commitment to her clients.

Prior to real estate, Jennifer built a successful career in finance, equipping her with the analytical expertise and strategic mindset needed to guide clients through complex decisions with confidence. Today, she seamlessly blends that business acumen with a relationship-first approach, ensuring each client feels supported, informed, and empowered.

For those seeking a thoughtful, elevated real estate experience backed by proven results and genuine care, Jennifer delivers — every time.

Jennifer Kelley’s Listings

$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
$625,000 | 20 Brookside Court, Unit 20, Newtown, CT 06470
1/38
Listed By CompassUnder Contract

$625,000

2
Bedrooms
1,716
Square Feet

20 Brookside Court, Unit 20, Newtown, CT 06470

$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
$510,000 | 16 Curtis Avenue, New Fairfield, CT 06812
1/40
Listed By CompassUnder Contract

$510,000

3
Bedrooms
1,414
Square Feet
0.25
Acres

16 Curtis Avenue, New Fairfield, CT 06812

$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
$475,000 | 883 Saw Mill Road, West Haven, CT 06516
1/38
Listed By CompassUnder Contract - Continue To Show

$475,000

3
Bedrooms
1,874
Square Feet
0.47
Acres

883 Saw Mill Road, West Haven, CT 06516

a view of a white house next to a yard
a view of a door in the house
a view of a kitchen with a sink wooden floor and a window
an empty room with wooden floor and windows
a view of a dining room with furniture wooden floor and a rug
a view of an empty room with wooden floor and a window
a view of empty room with wooden floor and fireplace
a view of empty room with wooden floor and fan
an empty room with wooden floor and windows
wooden floor in an empty room with a window
a kitchen with stainless steel appliances wooden cabinets and a sink
a kitchen with a refrigerator and cabinets
a utility room with dryer and washer
a view of an empty room with a window
a view of an empty room
a view of an empty room with a window
a view of a closet
a bathroom with a sink toilet a mirror and shower
a bathroom with a sink vanity and mirror
a bathroom with a shower a toilet and tub
a view of a wooden floor
a view of wooden balcony
a balcony with wooden floor and yard in the back
a view of a chair and table in the garden
a view of a swimming pool with a yard
a picture of a bench in front of a wall
1/26
Listed By CompassUnder Contract

$200,000

1
Bedrooms
735
Square Feet

25 Padanaram Road, Unit 47, Danbury, CT 06811

Jennifer Kelley’s Transactions

Past Sales
$1,614,357 | 5 Vona Way, Newtown, CT 06470

$1,614,357

5
Bedrooms
7,919
Square Feet
2.05
Acres

5 Vona Way, Newtown, CT 06470

a front view of a house with a yard

$1,450,000

5
Bedrooms
6,000
Square Feet
2.05
Acres

5 Vona Way, Newtown, CT 06470

$1,225,000 | 13 Sugar Street, Newtown, CT 06470

$1,225,000

6
Bedrooms
6,074
Square Feet
1.95
Acres

13 Sugar Street, Newtown, CT 06470

a front view of a house with garden

$1,100,000

3
Bedrooms
2,700
Square Feet

104 Stillson Road, Unit 104, Fairfield, CT 06825

$1,060,000 | 130 Branch Brook Road, Wilton, CT 06897

$1,060,000

5
Bedrooms
6,607
Square Feet
2
Acres

130 Branch Brook Road, Wilton, CT 06897

$1,050,000 | 9 Farmery Lane, Newtown, CT 06482

$1,050,000

5
Bedrooms
4,146
Square Feet
4.55
Acres

9 Farmery Lane, Newtown, CT 06482

$1,000,000 | 8 Boulder Creek Road, Newtown, CT 06470

$1,000,000

5
Bedrooms
6,116
Square Feet
2.09
Acres

8 Boulder Creek Road, Newtown, CT 06470

$1,000,000 | 41 Charter Ridge Drive, Newtown, CT 06482

$1,000,000

4
Bedrooms
3,782
Square Feet
1.02
Acres

41 Charter Ridge Drive, Newtown, CT 06482

$950,000 | 50 Marlin Road, Newtown, CT 06482

$950,000

4
Bedrooms
4,006
Square Feet
2.02
Acres

50 Marlin Road, Newtown, CT 06482

an aerial view of a house with swimming pool a yard and lake view

$950,000

4
Bedrooms
2,363
Square Feet
0.6
Acres

53 Bogus Hill Road, New Fairfield, CT 06812

$935,000 | 12 Plumb Creek Road, Trumbull, CT 06611

$935,000

4
Bedrooms
3,899
Square Feet
1
Acres

12 Plumb Creek Road, Trumbull, CT 06611

a front view of a house with a garden and trees

$925,000

4
Bedrooms
3,388
Square Feet
0.6
Acres

310 Fairland Drive, Fairfield, CT 06825

$885,000 | 52 Butterfield Road, Newtown, CT 06470

$885,000

4
Bedrooms
3,101
Square Feet
2.28
Acres

52 Butterfield Road, Newtown, CT 06470

$850,000 | 3 Quarry Ridge Road, Newtown, CT 06482

$850,000

4
Bedrooms
3,363
Square Feet
2.02
Acres

3 Quarry Ridge Road, Newtown, CT 06482

$832,000 | 11 Ashwood Lane, Brookfield, CT 06804

$832,000

4
Bedrooms
3,925
Square Feet
1.97
Acres

11 Ashwood Lane, Brookfield, CT 06804

a front view of a building with trees around

$825,000

3
Bedrooms
3,496
Square Feet
1.03
Acres

10 Pinnacle Drive, Newtown, CT 06470

$825,000 | 27 Yogananda Street, Newtown, CT 06482

$825,000

4
Bedrooms
3,713
Square Feet
2.7
Acres

27 Yogananda Street, Newtown, CT 06482

$822,000 | 2 Old Farm Hill Road, Newtown, CT 06470

$822,000

5
Bedrooms
3,471
Square Feet
2.3
Acres

2 Old Farm Hill Road, Newtown, CT 06470

Past Rentals
$2,900 | 9 Harmony Lane, Monroe, CT 06468

$2,900

3
Bedrooms
2,388
Square Feet
1.1
Acres

9 Harmony Lane, Monroe, CT 06468

a living room with furniture a fireplace and a flat screen tv

$2,000

1
Bedrooms
1,200
Square Feet
1.33
Acres

4 Lands End Road, Newtown, CT 06470

$2,000 | 40 Cliff Street, Shelton, CT 06484

$2,000

3
Bedrooms
1,219
Square Feet
0.15
Acres

40 Cliff Street, Shelton, CT 06484

$1,750 | 85 Chestnut Street, Unit G, Bethel, CT 06801

$1,750

1
Bedrooms
764
Square Feet

85 Chestnut Street, Unit G, Bethel, CT 06801

a front view of a house with a yard

$1,400

1
Bedrooms
859
Square Feet
0.15
Acres

40 Cliff Street, Shelton, CT 06484