Beautifully renovated and thoughtfully updated, this stunning four-bedroom home offers the perfect blend of timeless charm and modern comfort. Nestled on a picturesque setting the property enjoys exceptional privacy, peaceful views, and a true connection to nature. Sun-filled interiors feature spacious living areas, refined finishes, and an inviting floor plan designed for both everyday living and effortless entertaining. The renovated kitchen opens seamlessly to warm and welcoming family spaces, while oversized windows bring the outdoors in at every turn. Generously sized bedrooms, updated baths, and flexible living areas provide comfort and versatility for todays lifestyle. Outside, expansive outdoor spaces create the ideal backdrop for relaxing, dining, or enjoying the tranquil natural surroundings. Rarely does a home combine such beautiful renovations with an idyllic setting, all while remaining close to top schools, commuting routes & all Wellesley has to offer.
Explore the local neighborhood highlights and top-rated schools near 02481 in Wellesley, MA.
Source: School Digger
Source: Public Records
Discover key demographics, population statistics, and environmental insights for the Wellesley, MA area.
Source: Sperling's Best Places
10/100
Car-Dependent
Walk Score ®
0/100
Minimal Transit
Transit Score ®
19/100
Bikable
Bike Score ®
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 32/100, Transit Score: 15/100, Bike Score: 33/100.
4 bds • 3 ba • 2,994 sqft
50 Dwhinda Rd, Newton, MA 02468
4 bds • 3 ba • 2,850 sqft
81 Parish Rd, Needham, MA 02494
4 bds • 3 ba • 2,896 sqft
40 Kimlo Rd, Wellesley, MA 02481
4 bds • 4 ba • 2,733 sqft
16 Harrison St, Newton, MA 02461
3 bds • 3 ba • 2,771 sqft
575 Chestnut St, Newton, MA 02468
4 bds • 4 ba • 2,620 sqft
145 Meadowbrook Rd, Needham, MA 02492
4 bds • 3 ba • 2,791 sqft
98 Brook Street, Wellesley, MA 02482
4 bds • 4 ba • 2,827 sqft
210 Evelyn 210, Newton, MA 02468
3 bds • 4 ba • 2,361 sqft
24 Cleveland Rd, Needham, MA 02492
4 bds • 4 ba • 2,736 sqft
396 Dedham St, Newton, MA 02459
2 bds • 3 ba • 2,495 sqft
439 Dedham St C, Newton, MA 02459
5 bds • 4 ba • 2,267 sqft
29 Cottage St, Wellesley, MA 02482
5 bds • 3 ba • 2,628 sqft
33 Linden Street, Wellesley, MA 02482
5 bds • 3 ba • 2,628 sqft
33 Linden Street, Wellesley, MA 02482
4 bds • 3 ba • 2,694 sqft
8 Avon Rd, Wellesley, MA 02482
3 bds • 3 ba • 2,556 sqft
55 Forest Ave, Newton, MA 02465
3 bds • 3 ba • 2,548 sqft
94 Herrick Rd 94, Newton, MA 02459
3 bds • 3 ba • 2,548 sqft
94 Herrick Rd, Newton, MA 02459
5 bds • 4 ba • 2,850 sqft
144 Wiswall Rd., Newton, MA 02459
4 bds • 5 ba • 2,746 sqft
114 Carlisle St., Newton, MA 02459
5 bds • 5 ba • 4507 sqft
319 Oakland St
3 bds • 4 ba • 2987 sqft
48 Taylor
4 bds • 3 ba • 2218 sqft
32 Bobolink Rd
5 bds • 4 ba • 3704 sqft
77 Cedar Street
5 bds • 5 ba • 4404 sqft
32 Lantern Ln
4 bds • 3 ba • 2802 sqft
213 Hunnewell Street
4 bds • 3 ba • 2994 sqft
50 Dwhinda Rd
5 bds • 4 ba • 4000 sqft
11 Greenough St
5 bds • 5 ba • 3600 sqft
37 Oakland St
4 bds • 3 ba • 2200 sqft
127 Prospect St
5 bds • 5 ba • 3235 sqft
140 Hillside a
5 bds • 5 ba • 3235 sqft
140 Hillside
4 bds • 4 ba • 3237 sqft
27 Rolling Lane
5 bds • 5 ba • 3495 sqft
28-30 Keefe Ave 28
3 bds • 5 ba • 3013 sqft
20 Crescent Road 20
6 bds • 4 ba • 3327 sqft
15 Agawam Rd
4 bds • 4 ba • 2460 sqft
56 Indiana Terrace 56
5 bds • 5 ba • 4822 sqft
829 Chestnut St
4 bds • 3 ba • 2850 sqft
81 Parish Rd
5 bds • 6 ba • 4299 sqft
100 Woodbine Circle
Source: Realty.com
21 Madison Rd, Wellesley, MA 02481 in Wellesley, MA 02481 is a single family listed at $1,995,000. Highlights include 4 bedrooms, 4 bathrooms, 2,609 sq. ft., built in 1940, 0.29 acre lot, $765 per sq. ft.. Realty.com has 35 photos, sales history, school insights, and mortgage tools for this listing.
Realty.com has 35 photos of 21 Madison Rd.
Our records indicate that 21 Madison Rd was built in 1940.
The full address for this home is 21 Madison Rd, Wellesley, MA 02481.
21 Madison Rd has been listed on Realty.com since Wed June 03, 2026
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 32/100, Transit Score: 15/100, Bike Score: 33/100.
There are 3 schools assigned to this home. Check out the schools near 21 Madison Rd. Preschool At Wellesley Schools (Grades: PK - PK), Wellesley Middle School (Grades: 6 - 8), Wellesley Senior High School (Grades: 9 - 12)
Listing provided courtesy of:
Coldwell Banker Realty - Wellesley
(tel: 781-237-9090)
Listing agent:
The Lara & Chelsea Collaborative
(tel: 617-852-7018)
(#TM350511)
This content last refreshed on 2026-06-30 06:21:54. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
