Wellesley

Wellesley is known for its Garrison Colonials, vibrant downtown, open spaces, and as home to both Babson and Wellesley College. It is approximately 17 miles from Boston and is bordered on the east by Newton, on the north by Weston, on the south by Needham and Dover, and on the west by Natick. With just under 30,000 people and a variety of shopping and dining options, an excellent school system, close proximity to Boston and classic New England feel, Wellesley is a much sought-after suburb to live in. 

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45 White Oak Road, Wellesley

$12,250,000

45 White Oak Road, Wellesley

5 Beds 5.5 Baths 7,200 SqFt Residential MLS® # 73475355

Megann Schiffer Northeast Development & Investment, Inc.

14 Greylock Road, Wellesley

$7,995,000

14 Greylock Road, Wellesley

6 Beds 7.5 Baths 10,197 SqFt Residential MLS® # 73480018

Gibson Sotheby's International Realty

Open House
200 Pond Road, Wellesley

$7,995,000

200 Pond Road, Wellesley

8 Beds 7.5 Baths 9,662 SqFt Residential MLS® # 73329026

Meghan Sutherland MGS Group Real Estate LTD - Wellesley

222 Grove St, Wellesley

$7,495,000

↓ $500,000

222 Grove St, Wellesley

6 Beds 6.5 Baths 8,093 SqFt Residential MLS® # 73465707

Steve & Nicole Connolly Group Coldwell Banker Realty - Wellesley

Open House
121 Livingston Rd, Wellesley

$6,995,000

121 Livingston Rd, Wellesley

6 Beds 8.5 Baths 10,090 SqFt Residential
Sat, Mar 14th, 2026 @ 11:30am - 1pm
MLS® # 73469885

Team Coyle Compass

New Open House
18 Maugus Avenue, Wellesley

$5,895,000

18 Maugus Avenue, Wellesley

8 Beds 7 Baths 7,366 SqFt Residential MLS® # 73485491

Teri Adler MGS Group Real Estate LTD - Wellesley

182 Winding River Road, Wellesley

$5,895,000

182 Winding River Road, Wellesley

6 Beds 6.5 Baths 9,848 SqFt Residential MLS® # 73428485

Coldwell Banker Realty - Wellesley

78 Suffolk Road, Wellesley

$5,790,000

78 Suffolk Road, Wellesley

6 Beds 6 Baths 7,777 SqFt Residential MLS® # 73476781

Coldwell Banker Realty - Wellesley

New Open House
43 Bristol Rd, Wellesley

$5,450,000

43 Bristol Rd, Wellesley

7 Beds 9 Baths 9,116 SqFt Residential MLS® # 73485622

Debi Benoit William Raveis R.E. & Home Services

Open House
200 Cliff Rd, Wellesley

$5,350,000

200 Cliff Rd, Wellesley

7 Beds 6 Baths 7,262 SqFt Residential MLS® # 73376559

Donahue Maley And Burns Team Compass

3 Ravine Rd, Wellesley

$5,350,000

↓ $145,000

3 Ravine Rd, Wellesley

5 Beds 7 Baths 7,720 SqFt Residential MLS® # 73427630

The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

Open House
99 Old Colony Road, Wellesley

$5,294,500

99 Old Colony Road, Wellesley

6 Beds 6 Baths 8,100 SqFt Residential
Sat, Mar 14th, 2026 @ 12:30pm - 2pm
MLS® # 73478298

Elizabeth Derenzo J. Derenzo & Associates, LLC