Kathleen Dailey

Kathleen Dailey

Licensed Real Estate Agent
kathleen.dailey@compass.com
M: 617-784-4532

Social Media

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Specialties

Seller's Agent, Buyer's Agent, Relocation, Consulting, Property Management, Landlord's Agent

Education

University of Massachusetts, Amherst
BA Communications

The Art Institute of Boston

Charity

Black Cat Rescue - Animal Welfare/ Foster Home

Client Testimonials

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"Kathleen, We wanted to thank you for a great experience finding our new home in the North End. It was great working with you, we appreciate all your help getting us into the apartment. We are so excited to move in to live Boston! Thanks so much, "

"Kathleen, You were a tremendous help to me this whole apartment search! You really went above beyond as a broker when dealing with the lease, answering questions, getting me the keys dealing with the moving truck situation on move-in day. Thank you so much for all of that. "

"If you have real estate needs…look no further. Recently was looking for a luxury condo rental in Boston Paragon, especially Kathleen Dailey, found my wife I an awesome pad. "

"I contacted Kathleen to act as a broker during my move to Boston. I also got a hold of other brokers as well, wished I didn’t even waste my time with those other people."

"I worked with Kathleen Dailey to find an apartment in the north end. She was such a star among all the other brokers I tried to go through. Looking for a place in the north end of Boston for September 1 was very stressful I couldn’t find anything suitable in our price range. I found a for Oct. 1 that Kathleen posted on Craigs List immediately I knew it was worth the wait. "

About Kathleen

“Leading you in the right direction.”

Kathleen Dailey is a dedicated real estate professional serving Metro Boston, where her deep local roots and genuine passion for helping people shine through in every transaction. Born in Cambridge, Massachusetts, Kathleen has spent many years living and working throughout the area, giving her an intimate understanding of its neighborhoods, character, and unique appeal.

What truly sets Kathleen apart is the heart she brings to her work. She loves guiding first-time buyers as they build their futures and helping sellers smoothly transition into their next chapter. For her, real estate isn’t just about property—it’s about people, dreams, and new beginnings.

Kathleen’s expertise and market insight keep her clients a step ahead in Boston’s competitive real estate landscape, whether they’re buying, selling, or renting. She believes Metro Boston offers the best of both worlds: walkable streets, rich history, and access to nature—all making it an incredible place to call home.

Outside of real estate, Kathleen enjoys time with family, exploring local hiking trails, and soaking up the city’s vibrant culture. She’s also proud to support Black Cat Rescue, reflecting her commitment to giving back to the community she  loves.

Warm, approachable, and relentlessly dedicated, Kathleen is more than just an agent—she’s your trusted partner every step of the way. 

With Kathleen by your side, you’ll always feel confident about your next move.

Kathleen Dailey’s Listings

$3,100 | 50 Waltham Street, Unit 11, Boston, MA 02118
$3,100 | 50 Waltham Street, Unit 11, Boston, MA 02118
$3,100 | 50 Waltham Street, Unit 11, Boston, MA 02118
$3,100 | 50 Waltham Street, Unit 11, Boston, MA 02118
$3,100 | 50 Waltham Street, Unit 11, Boston, MA 02118
$3,100 | 50 Waltham Street, Unit 11, Boston, MA 02118
$3,100 | 50 Waltham Street, Unit 11, Boston, MA 02118
$3,100 | 50 Waltham Street, Unit 11, Boston, MA 02118
$3,100 | 50 Waltham Street, Unit 11, Boston, MA 02118
$3,100 | 50 Waltham Street, Unit 11, Boston, MA 02118
$3,100 | 50 Waltham Street, Unit 11, Boston, MA 02118
$3,100 | 50 Waltham Street, Unit 11, Boston, MA 02118
$3,100 | 50 Waltham Street, Unit 11, Boston, MA 02118
$3,100 | 50 Waltham Street, Unit 11, Boston, MA 02118
$3,100 | 50 Waltham Street, Unit 11, Boston, MA 02118
1/15
Listed By CompassUnder Agreement

$3,100

2
Bedrooms
650
Square Feet
Unavailable
Acres

50 Waltham Street, Unit 11, Boston, MA 02118

Kathleen Dailey’s Transactions

Past Sales
$1,300,000 | 140 Shawmut Avenue, Unit 3C, Boston, MA 02118

$1,300,000

2
Bedrooms
1,386
Square Feet

140 Shawmut Avenue, Unit 3C, Boston, MA 02118

a front view of a building with many windows

$1,180,000

5
Bedrooms
2,982
Square Feet
0.33
Acres

215 Island Street, Marshfield, MA 02020

$937,500

4
Bedrooms
2,750
Square Feet
0.33
Acres

933 Metropolitan Avenue, Boston, MA 02136

$795,000 | 97 Woods Avenue, Somerville, MA 02144

$795,000

4
Bedrooms
2,368
Square Feet
0.09
Acres

97 Woods Avenue, Somerville, MA 02144

$745,000 | 274 Mt Auburn Street, Unit 274, Watertown, MA 02472

$745,000

2
Bedrooms
1,320
Square Feet

274 Mt Auburn Street, Unit 274, Watertown, MA 02472

$725,000 | 34 Dix Street, Unit 1, Boston, MA 02122

$725,000

3
Bedrooms
1,646
Square Feet

34 Dix Street, Unit 1, Boston, MA 02122

$699,000 | 98 Maple Street, Milton, MA 02186

$699,000

3
Bedrooms
1,561
Square Feet
0.19
Acres

98 Maple Street, Milton, MA 02186

$677,500 | 530-532 E 6th St, Unit 3 | South Boston

$677,500

3
Bedrooms

530-532 E 6th St, Unit 3

South Boston

$675,000 | 530-532 East 6th Street, Unit 3, Boston, MA 02127

$675,000

3
Bedrooms
1,100
Square Feet

530-532 East 6th Street, Unit 3, Boston, MA 02127

a living room with furniture and a fireplace

$650,000

2
Bedrooms
1,111
Square Feet

782 Dorchester Avenue, Unit 2, Boston, MA 02125

a kitchen with stainless steel appliances granite countertop a stove and a sink

$635,000

3
Bedrooms
1,012
Square Feet

95-97 Woods Avenue, Unit 2, Somerville, MA 02144

$610,000 | 95-97 Woods Avenue, Unit 1, Somerville, MA 02144

$610,000

2
Bedrooms
1,012
Square Feet

95-97 Woods Avenue, Unit 1, Somerville, MA 02144

$610,000 | 114 Plummer Avenue, Winthrop, MA 02152

$610,000

4
Bedrooms
1,890
Square Feet
0.10
Acres

114 Plummer Avenue, Winthrop, MA 02152

$590,000 | 79-81 Winn Street, Woburn, MA 01801

$590,000

11
Bedrooms
5,576
Square Feet
0.21
Acres

79-81 Winn Street, Woburn, MA 01801

a kitchen with stainless steel appliances a stove a sink refrigerator and a microwave

$587,000

2
Bedrooms
985
Square Feet

29 Chelmsford Street, Unit 2, Boston, MA 02122

a view of a dining room with furniture and wooden floor

$575,000

2
Bedrooms
1,151
Square Feet

19 St William Street, Unit 1, Boston, MA 02125

$570,000 | 347 East Squantum Street, Quincy, MA 02171

$570,000

3
Bedrooms
1,172
Square Feet
0.15
Acres

347 East Squantum Street, Quincy, MA 02171

$565,000 | 31 Sewall Avenue, Winthrop, MA 02152

$565,000

3
Bedrooms
1,496
Square Feet
0.12
Acres

31 Sewall Avenue, Winthrop, MA 02152

Past Rentals
$19,500 | 95 Beacon Street, Unit 6, Boston, MA 02108

$19,500

2
Bedrooms

95 Beacon Street, Unit 6, Boston, MA 02108

$7,608 | 771-781 Harrison Avenue, Unit PH6, Boston, MA 02118

$7,608

3
Bedrooms

771-781 Harrison Avenue, Unit PH6, Boston, MA 02118

a kitchen with stainless steel appliances granite countertop a sink and wooden cabinets

$4,750

2
Bedrooms

35 Fay Street, Unit E103, Boston, MA 02118

a living room with furniture and a flat screen tv

$4,400

1
Bedrooms

32 Milford Street, Unit 4, Boston, MA 02118

$4,350 | 530 E 6th St, Unit 3 | Boston

$4,350

530 E 6th St, Unit 3

Boston

a living room with furniture and a flat screen tv

$4,300

2
Bedrooms
1,400
Square Feet

380 West Broadway, Unit 401, Boston, MA 02127

a kitchen with a refrigerator and a stove top oven

$4,100

2
Bedrooms

100 Marion Street, Unit 41, Brookline, MA 02446

$4,000 | 360 West 2nd Street, Unit 15, Boston, MA 02127

$4,000

2
Bedrooms
1,111
Square Feet

360 West 2nd Street, Unit 15, Boston, MA 02127

$3,900 | 1560 Cambridge Street, Unit 3, Cambridge, MA 02139

$3,900

3
Bedrooms

1560 Cambridge Street, Unit 3, Cambridge, MA 02139

a living room with furniture and a wooden floor

$3,900

2
Bedrooms

8 Fainwood Circle, Unit 2, Cambridge, MA 02139

$3,800 | 5 Albion Street, Unit 1, Somerville, MA 02143

$3,800

4
Bedrooms

5 Albion Street, Unit 1, Somerville, MA 02143

a kitchen with stainless steel appliances kitchen island granite countertop a sink a stove a dining table and chairs

$3,800

3
Bedrooms

85 Gardner Street, Unit N/A, Newton, MA 02458

$3,500 | 104 Prince Street, Unit 4, Boston, MA 02113

$3,500

2
Bedrooms

104 Prince Street, Unit 4, Boston, MA 02113

a living room with furniture and a window

$3,500

2
Bedrooms

240 West Fifth Street, Unit 3, Boston, MA 02127

a front view of a building and car parked

$3,500

2
Bedrooms

38 Meacham Road, Unit 2, Somerville, MA 02144

a living room with furniture and a wooden floor

$3,400

2
Bedrooms

26 Montgomery Street, Unit 4, Boston, MA 02116

a kitchen with stainless steel appliances granite countertop a stove a sink dishwasher and cabinets with wooden floor

$3,300

1
Bedrooms

35 East Concord Street, Unit 2, Boston, MA 02118

a living room with furniture a window and a fireplace

$3,300

2
Bedrooms

397 Harvard Street, Unit 4, Brookline, MA 02446