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 • 4 ba • 2,478 sqft
906-908 Chestnut Street #906, Newton, MA 02468
4 bds • 4 ba • 2,478 sqft
906-908 Chestnut Street #906, Newton, MA 02468
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
4 bds • 4 ba • 2,620 sqft
145 Meadowbrook Rd, Needham, MA 02492
4 bds • 3 ba • 2,756 sqft
24 Holland St, Needham, MA 02492
3 bds • 4 ba • 2,984 sqft
19 Druid Hill Rd, Newton, MA 02461
4 bds • 5 ba • 2,746 sqft
114 Carlisle St., Newton, MA 02459
2 bds • 3 ba • 2,496 sqft
99 Florence 20-4B, Newton, MA 02467
6 bds • 2 ba • 2,908 sqft
7 Westbourne Rd, Newton, MA 02459
4 bds • 3 ba • 2,274 sqft
75 Hammond Pond Parkway, Brookline, MA 02467
4 bds • 4 ba • 3,000 sqft
764 Hammond St, Brookline, MA 02467
3 bds • 3 ba • 2,848 sqft
176 Pegan Ln, Dover, MA 02030
4 bds • 3 ba • 2,820 sqft
712 Washington, Boston, MA 02135
5 bds • 4 ba • 3,000 sqft
303 Russett Road, Brookline, MA 02467
4 bds • 3 ba • 2,656 sqft
30 Snake Brook, Wayland, MA 01778
3 bds • 3 ba • 2,500 sqft
106 Horrigan Drive #21, Dedham, MA 02026
3 bds • 3 ba • 2,500 sqft
115 Horrigan Drive 14, Dedham, MA 02026
4 bds • 2 ba • 2,220 sqft
19 Stoneleigh Rd, Watertown, MA 02472
5 bds • 4 ba • 2,460 sqft
184 Rawson Rd #184, Brookline, MA 02445
4 bds • 3 ba • 3330 sqft
42 Sheridan Rd
3 bds • 4 ba • 2987 sqft
48 Taylor
5 bds • 4 ba • 3704 sqft
77 Cedar Street
5 bds • 4 ba • 4291 sqft
94 Cynthia Rd
4 bds • 4 ba • 3200 sqft
126 Walnut St #126
4 bds • 4 ba • 3200 sqft
126 Walnut St #126
5 bds • 4 ba • 4000 sqft
11 Greenough St
4 bds • 4 ba • 4201 sqft
283 Walnut Street
5 bds • 5 ba • 3600 sqft
37 Oakland St
5 bds • 5 ba • 3235 sqft
136 Hillside
5 bds • 5 ba • 3235 sqft
136 Hillside #136
3 bds • 5 ba • 3013 sqft
20 Crescent Road #20
4 bds • 4 ba • 2478 sqft
906-908 Chestnut Street #906
4 bds • 4 ba • 2478 sqft
906-908 Chestnut Street #906
6 bds • 4 ba • 3327 sqft
15 Agawam Rd
4 bds • 5 ba • 4560 sqft
210 West Street #210
4 bds • 5 ba • 4560 sqft
210 West Street #210
6 bds • 5 ba • 4334 sqft
8 Manitoba Rd
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 2026-08-24 09:22:25. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
