27
$1,980,000
4 bd · 3 ba · 3,330 sqft
42 Sheridan Rd, Wellesley, MA
Aphrodite Karpouzis · Gibson Sotheby's International Realty
Est. $12,996/moGet pre-qualified$765/sqft · 61 days on Realty
4
Beds
4
Baths
2,609
Sqft
1940
Built
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 today’s 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.
Listing agent
The Lara & Chelsea Collaborative
Courtesy of Coldwell Banker Realty - Wellesley
(617) 852-7018
MLS Property Information Network (MLS PIN) · Listing 73529338
Range $1,891,032 – $2,368,968 · as of August 30, 2026
ATTOM automated valuation model · 54 published estimates over 6.7 years · shaded band is the model's own published low-to-high range
Highest reading $2,130,000 in August 2026; lowest $1,281,757 in January 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$399,000
Estimated monthly payment
$12,996/mo
Loan amount $1,596,000. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
MLS Property Information Network (MLS PIN)This content last refreshed on 2026-10-10 08:24:54 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
27$1,980,000
4 bd · 3 ba · 3,330 sqft
42 Sheridan Rd, Wellesley, MA
Aphrodite Karpouzis · Gibson Sotheby's International Realty
42$2,545,000
5 bd · 4 ba · 4,086 sqft
21 Elmwood Rd, Wellesley, MA
Declan O'Toole · SelectRE Boston
13$1,695,000
3 bd · 3 ba · 2,490 sqft
24 Cliff Road, Wellesley, MA
Donna Scott Group · Coldwell Banker Realty - Wellesley
20$1,950,000
3 bd · 2 ba · 1,595 sqft
53 Elmwood Rd, Wellesley, MA
Donahue Maley and Burns Team · Compass
Price Reduced38$1,895,000
4 bd · 3 ba · 2,896 sqft
40 Kimlo Rd, Wellesley, MA
Petrone-Hunter Realty Group · Coldwell Banker Realty - Wellesley
40$2,150,000
5 bd · 5 ba · 4,404 sqft
32 Lantern Ln, Wellesley, MA
Bell Petrini Group · Coldwell Banker Realty - Wellesley
School ratings (A+ to F) from HJN community data.
Joseph E. Fiske Elementary School
KG-5 · Regular · Wellesley School District
278 students · 11.4:1 student–teacher
Preschool at Wellesley Schools
PK-PK · Regular · Wellesley School District
87 students · 9.7:1 student–teacher
John Eliot
KG-5 · Regular · Needham School District
397 students · 11.7:1 student–teacher
Otho L. Schofield Elementary School
KG-5 · Regular · Wellesley School District
291 students · 10.9:1 student–teacher
Sunita L. Williams Elementary School
KG-5 · Regular · Needham School District
533 students · 13.1:1 student–teacher
St John School
PK-6 · Regular
176 students · 8.8:1 student–teacher
Montessori Day School of Wellesley Hills
PK-TKG · Montessori
5 students · 1.6:1 student–teacher
Happy Child Preschool/Day Care Center
PK-PK · Early Childhood Program/Child Care Center
10 students · 4.3:1 student–teacher
Rings at ½ mile and 1 mile. Basemap © OpenMapTiles © OpenStreetMap contributors.
Open the Wellesley camera map1 CCTV camera mapped within 1 mile of this home. None within ½ mile. Nearest: 0.9 mi northeast. Operator named in the data: Massachusetts Department of Transportation.
| Device type | Within ½ mi | Within 1 mi |
|---|---|---|
| CCTV cameras | 0 | 1 |
Community-reported via OpenStreetMap; may be incomplete. Data as of . © OpenStreetMap contributors (ODbL)
CCTV cameras are fixed video cameras that record a street, building or other area.
Within 2 miles of this home: 39+ restaurants and cafés, 6 grocery stores, 32+ parks and green spaces, and 27+ transit stops.
Place data from OpenStreetMap.
Great Wok
Worcester Street
Brothers Pizza
Reservoir Street
Starbucks
Washington Street
Peter's Pizza
Washington Street
Dunkin
Washington Street
Papa Razzi
Italian restaurant · Washington Street
Wellesley North End Pizza
Washington Street
Jin's Fine Asian Cuisine
Washington Street
Volante Farms
Forest Street
Trader Joe's
Highland Avenue
Waban Market
Windsor Road
Baza Gourmet Foods & Spirits
Tower Road
Sudbury Farms
Highland Avenue
Whole Foods Market
Washington Street
Fiske Upper Playground
Fiske Lower Playground
Town Forest
Wellesley Town Forest
Longfellow Pond
Ollie Turner Park
Wellesley Conservation Land
Wellesley Water Land
Cedar Street
Central Ave @ Webster Ave
Webster St @ Central Ave
Central Ave @ Noanette Rd
Central Ave @ Parkland Rd
Central Ave @ Gould St
Webster St opp Elder Rd
Webster St @ Elder St
