Jill Pilgrim

Jill Pilgrim

Licensed Real Estate Salesperson

Old Lyme Brokerage

103 Halls Road
P.O. Box 489
Old Lyme, CT 06371

Real Estate Advisor

  • Born In:
    Quincy, MA
  • Live In:
    Old Lyme, CT
  • Favorite Movie:
    The Way We Were
  • Interests:
    water activities, beach, golf, pickleball, reading, hiking, biking
  • Can’t Live Without:
    The beach
  • Inspiration:
    My 2 wonderful children

For Jill Pilgrim, real estate isn’t just about property; it’s about the deep-rooted connections we have to the places we call home.  Jill’s journey to real estate is paved with a rich tapestry of professional experiences and a deep-rooted love for the coastal lifestyle.  Growing up on the South Shore of Massachusetts she developed an early appreciation for the charm and character of New England’s coastal towns.

A resident of Old Lyme since 1993, Jill’s intimate understanding of the Connecticut Shoreline is matched only by her proven track record of success.

Following a standout first year marked by impressive sales volume, Jill has transitioned to real estate full-time. She brings the full weight of a distinguished career in the insurance industry and higher education administration to every transaction, offering her clients a rare blend of risk management, logistical precision, and high-level advocacy.

Having raised two children in Old Lyme, Jill’s perspective is deeply personal. She doesn't just sell houses; she shares the lifestyle she loves—from golf, biking, pickleball and hiking to the serene coastal beaches. Her years of volunteer work within the community have forged a network of relationships that prove invaluable to her clients.

Now, backed by the global reach of William Pitt Sotheby's International Realty and fueled by a successful first year of results, Jill serves as a trusted advisor for those seeking everything from historic family estates to modern waterfront retreats. When you work with Jill, you aren't just getting an agent; you’re getting a full-time local expert dedicated to turning your real estate goals into reality.

 

For Jill Pilgrim, real estate isn’t just about property; it’s about the deep-rooted connections we have to the places we call home.  Jill’s journey to real estate is paved with a rich tapestry of professional experiences and a deep-rooted love for the coastal lifestyle.  Growing up on the South Shore of Massachusetts she developed an early appreciation for the charm and character of New England’s coastal towns.

A resident of Old Lyme since 1993, Jill’s intimate understanding of the Connecticut Shoreline is matched only by her proven track record of success.

Following a standout first year marked by impressive sales volume, Jill has transitioned to real estate full-time. She brings the full weight of a distinguished career in the insurance industry and higher education administration to every transaction, offering her clients a rare blend of risk management, logistical precision, and high-level advocacy.

Having raised two children in Old Lyme, Jill’s perspective is deeply personal. She doesn't just sell houses; she shares the lifestyle she loves—from golf, biking, pickleball and hiking to the serene coastal beaches. Her years of volunteer work within the community have forged a network of relationships that prove invaluable to her clients.

Now, backed by the global reach of William Pitt Sotheby's International Realty and fueled by a successful first year of results, Jill serves as a trusted advisor for those seeking everything from historic family estates to modern waterfront retreats. When you work with Jill, you aren't just getting an agent; you’re getting a full-time local expert dedicated to turning your real estate goals into reality.

 

For Jill Pilgrim, real estate isn’t just about property; it’s about the deep-rooted connections we have to the places we call home.  Jill’s journey to real estate is paved with a rich tapestry of professional experiences and a deep-rooted love for the coastal lifestyle.  Growing up on the South Shore of Massachusetts she developed an early appreciation for the charm and character of New England’s coastal towns.

A resident of Old Lyme since 1993, Jill’s intimate understanding of the Connecticut Shoreline is matched only by her proven track record of success.

Following a standout first year marked by impressive sales volume, Jill has transitioned to real estate full-time. She brings the full weight of a distinguished career in the insurance industry and higher education administration to every transaction, offering her clients a rare blend of risk management, logistical precision, and high-level advocacy.

Having raised two children in Old Lyme, Jill’s perspective is deeply personal. She doesn't just sell houses; she shares the lifestyle she loves—from golf, biking, pickleball and hiking to the serene coastal beaches. Her years of volunteer work within the community have forged a network of relationships that prove invaluable to her clients.

Now, backed by the global reach of William Pitt Sotheby's International Realty and fueled by a successful first year of results, Jill serves as a trusted advisor for those seeking everything from historic family estates to modern waterfront retreats. When you work with Jill, you aren't just getting an agent; you’re getting a full-time local expert dedicated to turning your real estate goals into reality.

 

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Testimonials

Jill Pilgrim was our William Pitt/Sotheby agent for the sale of our home in Mystic and worked with us to find and close on our new home in Chester. She was EXCELLENT. She is hard working, engaging and followed through on every detail. Jill was also very flexible as there were many twists and turns with the bank, and other players. We can't say enough praise for her work!!

Wayne Dailey

Working with Jill was an absolute pleasure from start to finish. She was professional, knowledgeable, and incredibly patient—always taking the time to explain each step and make sure I understood my options. Her deep understanding of the local market and honest advice made the entire process smooth and stress-free. What stood out most was her genuine kindness and commitment to helping my family and I find the right home. Jill went above and beyond in every way, and we couldn’t be more grateful. I highly recommend her to anyone looking for a realtor who truly cares about their clients and delivers exceptional service.

Yousef and Madelyn Mazaheri

Jill was a pleasure to work with. Very professional!

Roderick Clingman

I have known Jill Pilgrim over the last 25 years, both personally and professionally. She is a woman of many talents. I see her daily being a multitasker, someone who attends to the needs of many individuals and tasks at a time. She understands priorities, the needs of others, and how to accomplish her goals. She has empathy and compassion, and she serves others with respect and grace. She is bright and capable and has a wonderful sense of style. She does not get flustered if obstacles occur. She can be trusted to be dependable, hard-working and dedicated. What impresses me most about Jill is that she has a way of being very politely assertive and unthwarted by challenges. She has an artistic, creative and practical sense. Jill has a wonderful sense of humor, tons of energy, and a positive nature.She knows the area well and is connected within the community. She is genuinely a very lovely woman who would be a wonderful realtor for those in need.

Janet Dee Spoltore, Ph.D, ABPP, Director, Student Health and Counseling Services

In my 30 years of knowing Jill, she has been one of the most organized and hardworking people that I have had the pleasure to work on several projects with. Caring and always eager to help, Jill is a professional that will offer her clients consistency and the best service. I have always admired her attention to detail and versatility in taking on various ventures. Calm, professional and diligent, Jill is the perfect fit for today's fast paced real estate industry. She embraces the ever-changing real estate climate with enthusiasm. Her willingness to listen to client needs, coupled with her strong organizational skills, makes her the perfect fit to represent both buyers and sellers.

Diane Brown

My Listings

My Sales

245 High Street $940,000 link

245 High Street

Groton, CT 06355 | New London County
$940,000
3 Beds 2 Baths 1,330 Sqft 0.21 Acres

Discover the quintessential New England lifestyle at this exceptional, move-in-ready residence, perfectly situated within Mystic's highly sought-after Historic District. This distinguished...

3
bed
2
bath
1,330
sqft
35 Maple Street $780,000 link

35 Maple Street

Chester, CT 06412 | Middlesex County
$780,000
3 Beds 2 Baths 1,772 Sqft 0.5 Acres

Steps to the Village! Vintage 1765 Cape with many updates but still true to the original charm of the Joseph Shipman House. Two staircases, 4 working firplaces, King's Board floors,...

3
bed
2
bath
1,772
sqft
24 Elm Street $454,000 link

24 Elm Street

Deep River, CT 06417 | Middlesex County
$454,000
5 Beds 4 Baths 2,935 Sqft 0.88 Acres

Ideally located in the heart of Deep River, this charming and versatile residence offers convenience, character, and room to grow. A sidewalk-lined street provides easy access...

5
bed
4
bath
2,935
sqft
94 Brush Hill Road $385,000 link

94 Brush Hill Road

Lyme, CT 06371 | New London County
$385,000
2 Beds 1 Baths 960 Sqft 1.4 Acres

Recently remodeled and brimming with charm, this ranch-style home on 1.40+/- acres in Lyme blends modern comfort with a serene setting. Inside, the spacious living room welcomes...

2
bed
1
bath
960
sqft
16 Pautipaug Hill Road $350,000 link

16 Pautipaug Hill Road

Sprague, CT 06330 | New London County
$350,000
3 Beds 2 Baths 2,340 Sqft 1 Acres

Nestled in a quiet setting, this exceptional home delivers. This fully renovated 3-bedroom, 2-full-bath home nestled in a quiet setting has been thoughtfully maintained and is...

3
bed
2
bath
2,340
sqft
203 Boston Post Road $267,500 link

203 Boston Post Road

Old Lyme, CT 06371 | New London County
$267,500
3 Beds 1 Baths 888 Sqft 0.19 Acres

Just a short walk to Rogers Lake is this affordable ranch style home. Laundry is on main level and this property is the perfect place for an easy remodel to build in some sweat...

3
bed
1
bath
888
sqft
11 King Arthur Drive #7H $1,950/mo link

11 King Arthur Drive #7H

East Lyme, CT 06357 | New London County
$1,950/mo
2 Beds 1/1 Baths 1,120 Sqft

Lovely, updated, townhome style unit now available, in convenient Niantic's Woodridge location. This home provides 2 bedrooms and 1.5 baths with laundry in unit! Newly redone with...

2
bed
1/1
bath
1,120
sqft