Jessica Silipo

Jessica Silipo

Real Estate Agent

Specialties

Buyer's Agent, Listing Agent, Appraisal, Staging, Property Management, Landlord

Education

Seton Hall University - Bachelor's Degree, Journalism, and Public Relations

Client Testimonials

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​ ★★★★★
"Jess was very helpful in getting us a wonderful apartment. I highly recommend her to anyone who is looking for a place to rent in the city. She went out of her way to leave a positive recommendation for us in our application. Thank you for all the help Jess!"

★★★★★
"I couldn't have been happier with the way Jessica Anderson handled my wife and I through the entire real estate process. We had no idea what we were doing and Jessica was with us every step of the way. She explained everything that we didn't understand about the process clearly and respectfully. She communicated and met with us when it was convenient for our schedules. She helped us find our dream apartment in a easy stress free and timely manner that was completely catered to OUR experience,wants, and needs."

★★★★★
"Jessica is a professional and a great negotiator for all of her customers on both sides of the lease or sale. She follows through on all deals never leaving her customers hanging and goes above and beyond to make a deal workout."


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About Jessica
Jessica was born and raised in Winchester, just 20 minutes outside of the city and now lives in downtown Boston enjoying her fast pace lifestyle. With an unbeatable work ethic and thorough knowledge of Boston and North Shore neighborhoods, she is an exceptional real estate resource. Her passion for decorating and remodeling adds another element of expertise, and many of her clients have leveraged her eye for architecture and design to help them find the perfect place to call home. 

Jessica Silipo’s Listings

$925,000 | 60 Edward Drive, Unit 60, Winchester, MA 01890
1/31
Listed By CompassUnder Agreement

$925,000

Bedrooms
2
Bathrooms
3
Square Feet
2,418

Jessica Silipo’s Transactions

Past Sales
$3,825,000 | 5 Cambridge St | Wedgemere

$3,825,000

Bedrooms
5

5 Cambridge St

Wedgemere

a view of a swimming pool and outdoor space

$3,675,000

Bedrooms
3
Bathrooms
3
Square Feet
2,641
Acres
1.86
$3,520,000 | 20 Lorena Road, Winchester, MA 01890

$3,520,000

Bedrooms
6
Bathrooms
7
Square Feet
6,085
Acres
0.27
a front view of a house with a garden

$3,440,000

Bedrooms
7
Bathrooms
8
Square Feet
6,388
Acres
0.34
$3,200,000 | 74 Salisbury St

$3,200,000

Bedrooms
3

74 Salisbury St

$3,125,000 | 8 Kay Tiffany Way | Lexington

$3,125,000

8 Kay Tiffany Way

Lexington

$2,950,000 | 7 Ledgewood Road, Winchester, MA 01890

$2,950,000

Bedrooms
5
Bathrooms
4
Square Feet
4,648
Acres
0.94
$2,900,000 | 34 Ledgewood Road, Winchester, MA 01890

$2,900,000

Bedrooms
5
Bathrooms
5
Square Feet
4,700
Acres
0.46
$2,900,000 | 11 Niles Lane, Winchester, MA 01890

$2,900,000

Bedrooms
5
Bathrooms
6
Square Feet
7,103
Acres
0.38
$2,799,000 | 32 Ledgewood Road, Winchester, MA 01890

$2,799,000

Bedrooms
5
Bathrooms
4
Square Feet
4,900
Acres
0.30
$2,775,000 | 18 Wedgemere Avenue, Winchester, MA 01890

$2,775,000

Bedrooms
5
Bathrooms
5
Square Feet
5,116
Acres
0.34
$2,625,000 | 16 Chestnut Street, Winchester, MA 01890

$2,625,000

Bedrooms
6
Bathrooms
5
Square Feet
6,100
Acres
0.39
$2,625,000 | 3 Alice Lane, Winchester, MA 01890

$2,625,000

Bedrooms
5
Bathrooms
5
Square Feet
6,000
Acres
0.23
$2,599,000 | 8 Glengarry Road, Winchester, MA 01890

$2,599,000

Bedrooms
5
Bathrooms
5
Square Feet
4,525
Acres
0.19
$2,599,000 | 22 McCall Rd

$2,599,000

Bedrooms
5

22 McCall Rd

$2,500,000 | 6 Sheffield Road | Wedgemere

$2,500,000

Bedrooms
5

6 Sheffield Road

Wedgemere

a front view of a house with garage

$2,499,000

Bedrooms
5
Bathrooms
5
Square Feet
5,600
Acres
0.30
$2,475,000 | 45 Brook St | Whitinsville

$2,475,000

Bedrooms
4

45 Brook St

Whitinsville

Past Rentals
a balcony with furniture and wooden floor

$11,500

Bedrooms
5
Bathrooms
4

15 Yale Street, Winchester, MA 01890

$7,200 | 65 Church Street, Winchester, MA 01890

$7,200

Bedrooms
5
Bathrooms
4

65 Church Street, Winchester, MA 01890

a front view of a house with a yard

$7,200

Bedrooms
5
Bathrooms
4

65 Church Street, Winchester, MA 01890

a view of a city

$6,500

Bedrooms
2
Bathrooms
3

85 East India Row, Unit 12B, Boston, MA 02110

a front view of a house with garden

$5,800

Bedrooms
5
Bathrooms
5

1 Irving Street, Unit 1, Winchester, MA 01890

a front view of a house with garden

$5,750

Bedrooms
5
Bathrooms
5

378 Washington Street, Unit 378, Winchester, MA 01890

$5,200 | 1 Irving Street, Unit 1, Winchester, MA 01890

$5,200

Bedrooms
5
Bathrooms
5

1 Irving Street, Unit 1, Winchester, MA 01890

a living room with furniture and a flat screen tv

$4,900

Bedrooms
4
Bathrooms
3

2 Wallis Court, Unit A, Lexington, MA 02420

a view of a house with a yard

$4,900

Bedrooms
3
Bathrooms
3

17 Dennett Road, Winchester, MA 01890

a living room with furniture and a couch

$4,500

Bedrooms
4
Bathrooms
3
Square Feet
1,720
$4,500 | 49 Edward Dr, Unit 18B | Boston

$4,500

49 Edward Dr, Unit 18B

Boston

a front view of a house with a porch

$4,500

Bedrooms
4
Bathrooms
2

29 Philips Street, Unit 2, Arlington, MA 02474

a pathway of a house with a yard

$4,300

Bedrooms
3
Bathrooms
4

11 Highland View Avenue, Unit 11, Winchester, MA 01890

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

$4,200

Bedrooms
2
Bathrooms
2

8 Richardson Street, Unit 2, Winchester, MA 01890

$4,000 | 2 Avery Street, Unit 22G, Boston, MA 02111

$4,000

Bedrooms
2
Bathrooms
2

2 Avery Street, Unit 22G, Boston, MA 02111

a view of a roof deck with chair and wooden floor

$3,950

Bedrooms
3
Bathrooms
2

267 Bunker Hill Street, Unit 2, Boston, MA 02129

$3,900 | 11 Highland View Avenue, Unit 11, Winchester, MA 01890

$3,900

Bedrooms
3
Bathrooms
4

11 Highland View Avenue, Unit 11, Winchester, MA 01890

a front view of a house with a yard

$3,900

Bedrooms
3
Bathrooms
2

140 Ridge Street, Winchester, MA 01890