Jennifer Kelley's profile photo

Jennifer Kelley

Licensed Real Estate Salesperson
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

$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
$684,000 | 74 Middle Quarter Road, Woodbury, CT 06798
1/40
Listed By Compass

$684,000

4
Bedrooms
2,874
Square Feet
4.7
Acres
$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 Compass

$510,000

3
Bedrooms
1,414
Square Feet
0.25
Acres

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
$1,450,000 | 5 Vona Way, Newtown, CT 06470

$1,450,000

5
Bedrooms
6,000
Square Feet
2.05
Acres
$1,225,000 | 13 Sugar Street, Newtown, CT 06470

$1,225,000

6
Bedrooms
6,074
Square Feet
1.95
Acres
$1,100,000 | 104 Stillson Road, Unit 104, Fairfield, CT 06825

$1,100,000

3
Bedrooms
2,700
Square Feet
$1,060,000 | 130 Branch Brook Road, Wilton, CT 06897

$1,060,000

5
Bedrooms
6,607
Square Feet
2
Acres
$1,050,000 | 9 Farmery Lane, Newtown, CT 06482

$1,050,000

5
Bedrooms
4,146
Square Feet
4.55
Acres
$1,000,000 | 8 Boulder Creek Road, Newtown, CT 06470

$1,000,000

5
Bedrooms
6,116
Square Feet
2.09
Acres
$950,000 | 50 Marlin Road, Newtown, CT 06482

$950,000

4
Bedrooms
4,006
Square Feet
2.02
Acres
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
$935,000 | 12 Plumb Creek Road, Trumbull, CT 06611

$935,000

4
Bedrooms
3,899
Square Feet
1
Acres
a front view of a house with a garden and trees

$925,000

4
Bedrooms
3,388
Square Feet
0.6
Acres
$850,000 | 3 Quarry Ridge Road, Newtown, CT 06482

$850,000

4
Bedrooms
3,363
Square Feet
2.02
Acres
$832,000 | 11 Ashwood Lane, Brookfield, CT 06804

$832,000

4
Bedrooms
3,925
Square Feet
1.97
Acres
$825,000 | 27 Yogananda Street, Newtown, CT 06482

$825,000

4
Bedrooms
3,713
Square Feet
2.7
Acres
$825,000 | 10 Pinnacle Drive, Newtown, CT 06470

$825,000

3
Bedrooms
3,496
Square Feet
1.03
Acres
$822,000 | 2 Old Farm Hill Road, Newtown, CT 06470

$822,000

5
Bedrooms
3,471
Square Feet
2.3
Acres
$820,000 | 210 Brushy Hill Road, Newtown, CT 06470

$820,000

4
Bedrooms
3,300
Square Feet
2.01
Acres
$806,000 | 10 Hanover Road, Newtown, CT 06470

$806,000

4
Bedrooms
3,044
Square Feet
1.34
Acres
Past Rentals
$2,900 | 9 Harmony Lane, Monroe, CT 06468

$2,900

3
Bedrooms
2,388
Square Feet
1.1
Acres
$2,000 | 4 Lands End Road, Newtown, CT 06470

$2,000

1
Bedrooms
1,200
Square Feet
1.33
Acres
$2,000 | 40 Cliff Street, Shelton, CT 06484

$2,000

3
Bedrooms
1,219
Square Feet
0.15
Acres
$1,750 | 85 Chestnut Street, Unit G, Bethel, CT 06801

$1,750

1
Bedrooms
764
Square Feet
a front view of a house with a yard

$1,400

1
Bedrooms
859
Square Feet
0.15
Acres