Alexis Madison

Alexis Madison

REALTORĀ®
alexis.madison@compass.com
M: 415-572-8562

Social Media

Facebook LogoFacebook  
Instagram LogoInstagram

Concierge  Alexis' Concierge Page


Client Testimonials

Scroll down for more

ā˜…ā˜…ā˜…ā˜…ā˜…
"We had the pleasure of working with Alexis to find our first home, and we couldn't have asked for a better partner....Alexis was patient, good-humored, and had a high level of knowledge about the area as an agent and resident. We really trusted her guidance. She was uniquely hands-on and would crawl into undesirable spaces like under our now deck! Even now, six months into settling into our house, Alexis continues to be an invaluable resource. Sheā€™s recommended different companies as routine issues arise and has come over to provide her opinion on ROI for projects weā€™re considering. Her dedication and commitment to her clients is truly commendable, and we are grateful for her!" - J. Caroll

ā˜…ā˜…ā˜…ā˜…ā˜…
"We had a terrific experience working with Alexis. She was insightful and knowledgeable about our target towns. As first-time homebuyers, we had no shortage of questions and Alexis guided every step." - C. Pizzi

ā˜…ā˜…ā˜…ā˜…ā˜…
"We had a tremendous experience working with Alexis. She was insightful and knowledgeable about our target towns/neighborhoods. As first-time homebuyers we had no shortage of questions. Alexis was incredibly responsive and endlessly patient with our every concern. She was a total professional throughout the process and was engaged every step of the way from the first open house through signing. We couldnā€™t recommend Alexis highly enough." - M. Ryan

ā˜…ā˜…ā˜…ā˜…ā˜…
"Alexis is fantastic- highly responsive and available, proactive, tracks down answers to alllllll of the questions, knows the market. Creative, solution oriented. She is an effective negotiator and provides sage advice. Sheā€™s also super fun to work with and has a great sense of humor. Highly recommended and we look forward to continuing to work with Alexis!" - R. Nee

ā˜…ā˜…ā˜…ā˜…ā˜…
"We were not really looking for a home, but found a gem in Sherborn. Alexis Madison postponed her plans to jump immediately into action - the market was on fire so we knew we needed to act quickly. She was incredibly professional and worked swiftly to bring a strong offer to the table. When it came to selling our home, she offered creative ideas of how to showcase our antique. Her knowledge and appreciation of period architecture is unsurpassed. Alexis was patient and provided us sage advice when we received multiple offers on our home. While the process is daunting for everyone, she remained calm in managing all aspects of the transactions." - D. Quandt

ā˜…ā˜…ā˜…ā˜…ā˜…
"Alexis and Meg make a fabulous team. They were proactive, responsive and diligent in their search for the perfect place for our little family. They were the right team to secure our new home in a competitive and fast-moving market. We quickly came to trust their understanding of our needs and their knowledge of the market. We are grateful to have partnered with Meg and Alexis to help us with this critical transition in our lives." - P. Rowe

ā˜…ā˜…ā˜…ā˜…ā˜…
Itā€™s been a full two years since we moved into our new house and still we feel a bit incredulous. Not only did the decision to buy a house happen at warp speed but the entire process of moving was seamless. All of this was possible because we had the good fortune to work with Alexis Madison of the Powissett Group. She hit the ground running with professionalism, knowledge, and the ability to communicate clearly, as well as to provide direction when we needed it. On the buying side she was both through and efficient, putting together a solid offer that was accepted the same day. On the selling side she employed all her skills to guide us through, packing up a family home of 35 years, pricing and marketing,as well as staging the property. Her extensive knowledge of the property, the neighborhood, community and surrounding areas was invaluable in talking with prospective buyers. She received an offer which we accepted on the second day of her first open house. From the time we signed a purchase and sale to when the moving trucks packed and moved us, Alexis was there every step of the way. Her positivity always gave us the boost we needed. We even welcomed her early morning calls to review the tasks at hand. Two years later we still miss those calls but now consider Alexis a part of the family. - P. Lowell

Awards

The Powissett Group:

Boston Magazine Top Real Estate Producers 2025

2025: REAL Treads #1 Team in Sherborn, Massachusetts

2025: REAL Trends ā€˜Americaā€™s Bestā€™ Real Estate Professionals

2024: REAL Trends ā€˜Americaā€™s Bestā€™ Real Estate Professionals

Real Trends Verified, Best Real Estate Teams in the US

Press

BOSTON GLOBE Home of the Week: 3BR in Sherborn offers open space in MetroWest for $799k 

Specialties

Alexis Madison specializes in selling homes in the Boston MetroWest area with local expertise in Dover, Sherborn, Natick, Medfield, Millis, Holliston and Wellesley.

Education

The University of Vermont
Phillips Academy- Andover


About Alexis
Alexis brings a distinctive perspective as a Sherborn real estate agent, shaped by a background in merchandising and marketing for luxury home brands and refined through work in renovation and design. She specializes in Sherborn and Dover-Sherborn real estate, with a focus on luxury homes, antique homes, and thoughtfully designed properties.

She approaches each home with an instinctive understanding of what makes it resonateā€”how space and detail come together to create something both elevated and deeply personal. With roots in catalog merchandising, home staging comes naturally to her; she has an innate sense for composition, balance, and visual storytelling, helping clients prepare their homes for market in a way that feels authentic rather than formulaicā€”and that maximizes value.

Antique homes are her particular specialty. From historic New England properties to updated estates, Alexis appreciates the craftsmanship, character, and stories these homes carry. She believes every propertyā€”whether centuries old or newly builtā€”has a narrative worth uncovering and presenting in a compelling way to todayā€™s buyers.

Known for her genuine and approachable style, Alexis builds lasting relationships with her clients. She guides buyers not only to the right home, but to the right street or neighborhoods in Sherborn, Dover, and surrounding MetroWest communities, aligning each move with how her clients want to live. Her business is rooted in trust, clear communication, and a highly personalized approach to real estate in Sherborn, MA.

REALTORĀ®
Greater Boston Real Estate Board
Massachusetts Association of REALTORSĀ®
National Association of REALTORSĀ®


   The logo of the POWISSETT group

Alexis Madisonā€™s Listings

$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
$1,895,000 | 102 Washington Street, Sherborn, MA 01770
1/41
Listed By Compass

$1,895,000

6
Bedrooms
5,273
Square Feet
3.32
Acres

102 Washington Street, Sherborn, MA 01770

$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
$799,000 | 162 Western Avenue, Sherborn, MA 01770
1/30
Listed By Compass

$799,000

3
Bedrooms
2,800
Square Feet
2
Acres

162 Western Avenue, Sherborn, MA 01770

$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
1/26
Listed By CompassContingent

$699,900

4
Bedrooms
2,056
Square Feet
0.21
Acres

880 Washington Street, Holliston, MA 01746

$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
$699,900 | 880 Washington Street, Holliston, MA 01746
1/26
Listed By CompassContingent

$699,900

4
Bedrooms
2,056
Square Feet
0.21
Acres

880 Washington Street, Holliston, MA 01746

Alexis Madisonā€™s Transactions

Past Sales
a view of a garden with a bench in front of the house

$1,930,000

5
Bedrooms
5,347
Square Feet
3
Acres

100 Nason Hill Road, Sherborn, MA 01770

swimming pool view with a outdoor seating space

$1,893,250

4
Bedrooms
5,162
Square Feet
6.40
Acres

198 South Main Street, Sherborn, MA 01770

$1,725,000 | 17 Phillips Pond Road, Natick, MA 01760

$1,725,000

3
Bedrooms
3,633
Square Feet
0.46
Acres

17 Phillips Pond Road, Natick, MA 01760

$1,575,000 | 93 North Main Street, Sherborn, MA 01770

$1,575,000

5
Bedrooms
3,752
Square Feet
2.06
Acres

93 North Main Street, Sherborn, MA 01770

$1,460,000 | 145 Woodland Street, Sherborn, MA 01770

$1,460,000

4
Bedrooms
3,638
Square Feet
8.47
Acres

145 Woodland Street, Sherborn, MA 01770

a front view of a house with a yard

$1,375,000

4
Bedrooms
3,366
Square Feet
1.25
Acres

22 Snow Street, Sherborn, MA 01770

$1,325,000 | 5 Adams Road, Unit 5, Sherborn, MA 01721

$1,325,000

4
Bedrooms
2,900
Square Feet

5 Adams Road, Unit 5, Sherborn, MA 01721

a front view of a house with a yard

$1,240,000

4
Bedrooms
4,169
Square Feet
0.71
Acres

27 Dover Circle, Franklin, MA 02038

front view of a house with a yard

$1,220,000

3
Bedrooms
3,430
Square Feet
1
Acres

93 Eliot Street, Sherborn, MA 01770

$1,135,000 | 123 Dutton Road, Sudbury, MA 01776

$1,135,000

4
Bedrooms
2,807
Square Feet
5.45
Acres

123 Dutton Road, Sudbury, MA 01776

$1,050,000 | 6 Southfield Lane, Unit 6, Sherborn, MA 01770

$1,050,000

3
Bedrooms
3,451
Square Feet

6 Southfield Lane, Unit 6, Sherborn, MA 01770

1 Mill St, Listing Photo.

$1,000,000

3
Bedrooms

1 Mill St.

Sherborn

a front view of a house with a yard

$1,000,000

3
Bedrooms
2,258
Square Feet
1.78
Acres

84 Washington Street, Sherborn, MA 01770

a front view of a house with garden

$950,000

2
Bedrooms
3,218
Square Feet
0.00
Acres

4 Southfield Lane, Unit 4, Sherborn, MA 01770

a front view of a house with garden

$950,000

3
Bedrooms
2,527
Square Feet
0.27
Acres

8 Lyman Street, Southborough, MA 01772

a front view of a house with a yard

$890,000

4
Bedrooms
2,650
Square Feet
1
Acres

25 Snow Street, Sherborn, MA 01770

a front view of a house with a yard

$840,000

3
Bedrooms
2,474
Square Feet

80 Tisdale Drive, Unit 80, Dover, MA 02030

a front view of a house with a yard and green space

$835,000

3
Bedrooms
2,166
Square Feet
0.70
Acres

11 Stagecoach Road, Medfield, MA 02052

Past Rentals
$4,800 | 12 Weston Road, Unit 1, Wellesley, MA 02482

$4,800

4
Bedrooms

12 Weston Road, Unit 1, Wellesley, MA 02482

$4,500 | 4 Turtle Lane, Dover, MA 02030

$4,500

4
Bedrooms

4 Turtle Lane, Dover, MA 02030

a front view of a house with a garden

$4,400

3
Bedrooms

54 Clement Terrace, Unit 54, Quincy, MA 02171