Search

Leave a Message

Thank you for your message. I will be in touch with you shortly.

Explore My Properties

About Simon

agent photo

Meet Simon

Real Estate Agent | Entrepreneur | DIY and Music Enthusiast

 
Since 2015 I've been helping my clients with sales, purchases, investment, and rental transactions. Over the years, I’ve built a team of trusted vendors, including home inspectors, lenders, and real estate attorneys.
 
Together, we help my clients navigate the process and successfully get to the closing table, even in very challenging situations. 
 
With my experience, dedication, and personal approach, your real estate journey will be smooth and enjoyable.

Simon Gray

Real Estate Broker
PHONE
(781) 290-7454
EMAIL
[email protected]
LICENSE NUMBER
9565251
ADDRESS
27 Boylston St Ste 310, Chestnut Hill, MA 02467

What My Clients Say

Ellen P.

Ellen P.

My husband and I are very pleased with the services that Mr Simon Gray has provided us as a real-estate agent. He handled everything with courtesy, professionalism, and expertise. Simon answered all of our questions throughly a...
Read More
William H.

William H.

Simon was very responsive to our questions and very professional. He was a pleasure to work with through our rental application process.
Read More
Vicky B.

Vicky B.

Simon has been a wonderful agent. He is excellent in communication, attentiveness, and care for details. Simon is professional, patient, and polite, and it is a pleasure to work with him.
Read More
Kevin G.

Kevin G.

Simon is a great agent. He has been very helpful in securing the property, closing, and renting. He is professional, responsive, and very resourceful. I enjoy working with him and would recommend working with him without any re...
Read More
Kayia J.

Kayia J.

Simon helped my family and I looked for a home starting in April 2023 and until we finally closed last week. He was attentive and knowledgeable during the entire process. Simon also was very quick to respond and to confirm time...
Read More
Barbara S.

Barbara S.

Simon is very professional, accessible, reliable, and knowledgeable. He supported us as the buyers’ agent.
Read More
Chris P.

Chris P.

Simon Gray went above and beyond to help me close on a condo in Watertown during a process with several unexpected complications. He was extremely communicative and helpful throughout!
Read More
Monique W.

Monique W.

Simon was really helpful and knowledgeable. Being first-time buyers, and not from the US we had so many questions, yet Simon had no problem assisting and answering every question, no matter how silly. His responses were really ...
Read More
Seth S.

Seth S.

Simon was a pleasure to work with. His contacts and recommendations made the buying process very enjoyable. Highly recommend!
Read More
Muhammad H.

Muhammad H.

Great, professional, and honest agent, readily available to help all the time. Showed me a house before it even went on the market which I ended up closing on. Highly recommend!
Read More
Jason C.

Jason C.

Simon was very professional and responded very quickly on all my questions and requests. He also went above and beyond to educate me on market trends and even made custom videos to explain things in detail with visuals. His kno...
Read More

Portfolio

3 Forest St, Newton
Coming Soon

3 Forest St, Newton

5 Beds | 2,556 Sq.Ft.
$1,549,000
5 Kenwood St Unit 3 Somerville
Off-market

5 Kenwood St Unit 3 Somerville

4 Beds | 1,723 Sq.Ft.
$980,000
5 Kenwood St Unit 2, Somerville
Off-market

5 Kenwood St Unit 2, Somerville

3 Beds | 1,311 Sq.Ft.
$689,000
100 High St # 802
For Lease

100 High St # 802

2 Beds | 2 Baths | 900 Sq.Ft.
$3,000/mo
24 Greenville St
For Lease

24 Greenville St

5 Beds | 2 Baths | 2,395 Sq.Ft.
$6,000/mo
75 Cottage St
For Sale

75 Cottage St

3 Beds | 2 Baths | 2,100 Sq.Ft.
$675,000
1 Corn Mill
Pending

1 Corn Mill

4 Beds | 3 Baths | 2,378 Sq.Ft.
$799,000
156 Stonehaven
For Lease

156 Stonehaven

4 Beds | 4 Baths | 4,791 Sq.Ft.
$5,000/mo
719 Washington St # 1
For Lease

719 Washington St # 1

| 1 Baths
$2,200/mo
38 Richdale Ave
Pending

38 Richdale Ave

4 Beds | 2 Baths | 1,971 Sq.Ft.
$999,999
4 Hovey St # 1F
Leased

4 Hovey St # 1F

1 Beds | 1 Baths | 850 Sq.Ft.
$2,400/mo
25 Cutter St # 2
For Lease

25 Cutter St # 2

4 Beds | 2 Baths | 1,784 Sq.Ft.
$3,500/mo
170 Gore St. # 113
For Sale

170 Gore St. # 113

1 Beds | 1 Baths | 642 Sq.Ft.
$624,900
35 Lindenwood Rd
Pending

35 Lindenwood Rd

3 Beds | 1 Baths | 1,006 Sq.Ft.
$680,000
116 Pearl St
Leased

116 Pearl St

3 Beds | 3 Baths | 2,191 Sq.Ft.
$5,300/mo
14 Hood St # 2
Leased

14 Hood St # 2

2 Beds | 1 Baths | 1,258 Sq.Ft.
$4,200/mo
24 Englewood Ave # 24
Leased

24 Englewood Ave # 24

4 Beds | 1 Baths | 1,787 Sq.Ft.
$3,750/mo
24 Englewood Ave # B
Leased

24 Englewood Ave # B

1 Beds | 1 Baths | 936 Sq.Ft.
$1,800/mo
31 Fairmount Way
Leased

31 Fairmount Way

3 Beds | 3 Baths | 1,484 Sq.Ft.
$3,600/mo
1422 Columbia # 2
Leased

1422 Columbia # 2

2 Beds | 1 Baths | 741 Sq.Ft.
$3,600/mo
114 Central St # 1
Sold

114 Central St # 1

2 Beds | 2 Baths | 783 Sq.Ft.
$490,000
12 Plymouth St # 2
Leased

12 Plymouth St # 2

2 Beds | 2 Baths | 950 Sq.Ft.
$2,800/mo
100 Marion St # 31
Leased

100 Marion St # 31

2 Beds | 1 Baths | 917 Sq.Ft.
$3,250/mo
10 Cottage Ave # 10
Sold

10 Cottage Ave # 10

1 Beds | 1 Baths | 825 Sq.Ft.
$674,000
70 Empire St # 3
Leased

70 Empire St # 3

3 Beds | 2 Baths | 1,400 Sq.Ft.
$3,500/mo
11 Worcester Pl
Sold

11 Worcester Pl

3 Beds | 2 Baths | 1,188 Sq.Ft.
$510,000
21R Franklin St
Leased

21R Franklin St

3 Beds | 3 Baths | 1,380 Sq.Ft.
$3,900/mo
20 Church St
Sold

20 Church St

4 Beds | 2 Baths | 2,016 Sq.Ft.
$730,000
40 Douglas Street
Leased

40 Douglas Street

3 Beds | 3 Baths | 2,750 Sq.Ft.
$5,000/mo
57 Cook St # 2
Leased

57 Cook St # 2

4 Beds | 1 Baths | 1,310 Sq.Ft.
$4,000/mo
289 Market St # B
Leased

289 Market St # B

4 Beds | 3 Baths | 1,622 Sq.Ft.
$4,500/mo
368 Elliot # 10
Sold

368 Elliot # 10

2 Beds | 1 Baths | 727 Sq.Ft.
$552,000
56 Marlboro St # 1
Sold

56 Marlboro St # 1

2 Beds | 1 Baths | 1,049 Sq.Ft.
$600,000
156 Stonehaven # 156
Leased

156 Stonehaven # 156

4 Beds | 4 Baths | 4,791 Sq.Ft.
$5,000/mo
24 Englewood Ave # 24A
Leased

24 Englewood Ave # 24A

2 Beds | 1 Baths | 1,175 Sq.Ft.
$2,900/mo
276 Lexington St
Sold

276 Lexington St

4 Beds | 3 Baths | 3,657 Sq.Ft.
$950,000
10 Campbell Park # 10
Sold

10 Campbell Park # 10

2 Beds | 1 Baths | 757 Sq.Ft.
$750,000
10 Woodbridge Court # 10
Sold

10 Woodbridge Court # 10

3 Beds | 4 Baths | 2,141 Sq.Ft.
$670,000
116 Pearl St
Leased

116 Pearl St

3 Beds | 3 Baths | 2,191 Sq.Ft.
$5,500/mo
116 Pearl St
Leased

116 Pearl St

3 Beds | 3 Baths | 2,191 Sq.Ft.
$5,300/mo
1212 Greendale Ave # 319
Leased

1212 Greendale Ave # 319

2 Beds | 2 Baths | 1,354 Sq.Ft.
$3,330/mo
124 Sheridan Ave # 2
Leased

124 Sheridan Ave # 2

2 Beds | 1 Baths | 800 Sq.Ft.
$2,600/mo
12 Fieldstone Dr
Sold

12 Fieldstone Dr

4 Beds | 3 Baths | 2,856 Sq.Ft.
$1,125,888
12 Plymouth St # u2
Leased

12 Plymouth St # u2

2 Beds | 2 Baths | 950 Sq.Ft.
$2,500/mo
1422 Columbia # 3
Leased

1422 Columbia # 3

2 Beds | 1 Baths | 741 Sq.Ft.
$3,850/mo
14 Hood St # 2
Leased

14 Hood St # 2

2 Beds | 1 Baths | 1,258 Sq.Ft.
$4,200/mo
15 Woodland St # 15
Sold

15 Woodland St # 15

4 Beds | 1 Baths | 1,711 Sq.Ft.
$858,500
172 Fayerweather St # 1
Sold

172 Fayerweather St # 1

2 Beds | 1 Baths | 1,075 Sq.Ft.
$970,000
190 Alleghany St # A
Leased

190 Alleghany St # A

3 Beds | 2 Baths | 1,297 Sq.Ft.
$4,700/mo
19 Haslet St # 1
Sold

19 Haslet St # 1

2 Beds | 1 Baths | 983 Sq.Ft.
$573,900
View All

Find Your Next Dream Home

Browse Properties

Work With Simon

Let’s work together to achieve your real estate goals. With my experience, commitment, and a personal touch, I’ll ensure your journey is smooth and enjoyable.

LEt's Connect

Contact Details

SIMON GRAY

Phone

(781) 290-7454

Email

[email protected]

Address

27 BOYLSTON ST STE 310 CHESTNUT HILL MA 02467

Submit a Message

Message sent successfully!