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About The Shafer Team-CT
The Shafer Team at Compass was founded by Jesse Shafer on a few unglamorous fundamentals: clear, honest communication, marketing that refuses to look like everyone else's, and the conviction that even a complex deal should be a little bit fun. More than 25 years and north of $967,000,000 in transactions later, that standard anchors everything we do, and it now runs straight through the team's Connecticut Division, led by Courtney Shafer.

After two decades in New York City, Courtney moved with Jesse and their two children to Fairfield County, trading the brownstone blocks of Brooklyn for stone walls and sandy beaches. A lifelong designer and professional home stager, she has gut renovated several of her own properties, from a historic jute factory to a Brooklyn Craftsman to a modern contemporary in Weston, the town the family now calls home. She spots what a space could become long before it gets there, and finds real joy in helping clients uncover the next chapter in their home's story.

Connecticut is not a weekend jaunt for us. It is where we live, raise our kids and walk our dog Ringo. From the lush and wooded backcountry of Weston, Wilton and Redding to the shorelines of Westport, Southport and Fairfield, we cover all of Fairfield County with the kind of local fluency you only earn by living it.

Let's find your next chapter together.





Meet the Team


Courtney Shafer 
Courtney Shafer

After calling New York City home for two decades, Courtney moved with her husband and two children to beautiful Fairfield County. With a lifelong passion for design and interiors, she has renovated several of her own properties: from a historic jute factory to a century-old Craftsman in Brooklyn, and most recently, a modern contemporary in Weston, CT.



Jesse Shafer 
Jesse Shafer

After more than 25 years living and working in New York City—across eleven neighborhoods and three boroughs—and now bringing that experience to Fairfield County, I’ve developed an intimate knowledge of the metro area. I’ve bought, sold, leased, and invested in co-ops, condos, and townhouses. I know the process inside and out because I’ve lived it, many times over.

The Shafer Team-CT’s Transactions

Past Sales
$2,475,000 | 10 Pheasant Hill Road, Weston, CT 06883

$2,475,000

6
Bedrooms
6,251
Square Feet
2.33
Acres
$2,010,000 | 15 Partrick Lane, Westport, CT 06880

$2,010,000

5
Bedrooms
5,251
Square Feet
1.05
Acres
$1,950,000 | 11 Bobwhite Drive, Westport, CT 06880

$1,950,000

4
Bedrooms
4,123
Square Feet
1.17
Acres
$1,800,000 | 10 School Path Road, Weston, CT 06883

$1,800,000

5
Bedrooms
5,417
Square Feet
2.16
Acres
a view of a house with a yard and potted plants

$1,640,000

4
Bedrooms
4,008
Square Feet
1.7
Acres
$1,461,000 | 10 Hockanum Road, Westport, CT 06880

$1,461,000

5
Bedrooms
3,454
Square Feet
1
Acres
$1,400,000 | 125 Norton Road, Easton, CT 06612

$1,400,000

4
Bedrooms
5,951
Square Feet
3
Acres
$1,310,000 | 106 Newtown Turnpike, Weston, CT 06883

$1,310,000

4
Bedrooms
4,602
Square Feet
2.02
Acres
$1,275,000 | 1 Ravenwood Drive, Weston, CT 06883

$1,275,000

4
Bedrooms
2,781
Square Feet
2.02
Acres
$1,206,500 | 6 Willow Walk, Westport, CT 06880

$1,206,500

4
Bedrooms
3,660
Square Feet
1.01
Acres
$1,120,000 | 77 Sylvan Road North, Norwalk, CT 06851

$1,120,000

4
Bedrooms
3,435
Square Feet
0.5
Acres
a view of a house with backyard sitting area and swimming pool

$995,000

4
Bedrooms
2,587
Square Feet
$765,000 | 140 Lyons Plain Road, Weston, CT 06883

$765,000

3
Bedrooms
1,790
Square Feet
0.83
Acres
$765,000 | 140 Lyons Plain Road | Weston

$765,000

3
Bedrooms
2
Bathrooms

140 Lyons Plain Road

Weston

$740,000 | 22 Davenport Avenue, Westport, CT 06880

$740,000

5
Bedrooms
2,961
Square Feet
0.24
Acres
$665,000 | 13 Chapman Place, Redding, CT 06896

$665,000

3
Bedrooms
2,097
Square Feet
2.19
Acres
$650,000 | 36 Hale Street, Westport, CT 06880

$650,000

4
Bedrooms
1,498
Square Feet
0.29
Acres
$550,000 | 235 Danbury Road | Wilton

$550,000

235 Danbury Road

Wilton

Past Rentals
$27,500 | 17 Harborview Road, Westport, CT 06880

$27,500

3
Bedrooms
3,624
Square Feet
0.34
Acres
$8,000 | 4 Cross Highway, Westport, CT 06880

$8,000

3
Bedrooms
1,523
Square Feet
0.35
Acres
$8,000 | 4 Cross Highway, Westport, CT 06880

$8,000

3
Bedrooms
1,523
Square Feet
0.35
Acres
a kitchen with granite countertop a refrigerator and a stove top oven

$6,700

3
Bedrooms
2,142
Square Feet
$6,400 | 78 Unquowa Place, Unit 506, Fairfield, CT 06824

$6,400

3
Bedrooms
2,142
Square Feet
a sign on the side of a building

$6,350

3
Bedrooms
2,343
Square Feet
a kitchen with granite countertop a refrigerator and a stove top oven

$6,300

3
Bedrooms
2,142
Square Feet
$5,950 | 53 Sherman Street West, Unit 53, Fairfield, CT 06824

$5,950

3
Bedrooms
2,343
Square Feet
a living room with furniture and a large window

$5,950

3
Bedrooms
1,909
Square Feet
0.32
Acres
$5,950 | 78 Unquowa Place, Unit 301, Fairfield, CT 06824

$5,950

3
Bedrooms
1,909
Square Feet
0.32
Acres
$5,950 | 78 Unquowa Place, Unit 301, Fairfield, CT 06824

$5,950

3
Bedrooms
1,909
Square Feet
0.32
Acres
$5,800 | 78 Unquowa Place, Unit 307, Fairfield, CT 06824

$5,800

2
Bedrooms
1,516
Square Feet
$5,750 | 78 Unquowa Place, Unit 307, Fairfield, CT 06824

$5,750

2
Bedrooms
1,516
Square Feet
$5,500 | 38 Kings Highway North, Westport, CT 06880

$5,500

4
Bedrooms
2,662
Square Feet
1.6
Acres
$5,000 | 1675 Post Road, Unit 401, Fairfield, CT 06824

$5,000

2
Bedrooms
1,357
Square Feet
0.23
Acres
a kitchen with stainless steel appliances granite countertop a stove a refrigerator a microwave a sink and white cabinets with wooden floor

$4,800

2
Bedrooms
1,123
Square Feet
a kitchen with stainless steel appliances granite countertop a stove and a sink

$4,800

2
Bedrooms
1,516
Square Feet
0.32
Acres

-

5
Bedrooms