Price Reduced42
$644,900
4 bd · 3 ba · 2,487 sqft
29 Shady Side Dr, Longmeadow, MA
Kelley & Katzer Team · Kelley & Katzer Real Estate, LLC

No listing photos
4
Beds
2.5
Baths
2,292
Sqft
1984
Year built
Range $519,960 – $560,348 · 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 $616,577 in September 2025; lowest $359,116 in March 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$108,031
Estimated monthly payment
$3,557/mo
Loan amount $432,123. Estimate only — your actual rate and payment depend on credit, location, and lender.
2026 roll
Within 2 miles of this home: 17 restaurants and cafés, 1 grocery store, 27 parks and green spaces, and 22 transit stops.
Place data from OpenStreetMap.
Iron Chef
Asian restaurant · Shaker Road
Grapevine
Maple Road
Grapevine Pizzeria & Restaurant
Maple Road
Li's Brothers
Maple Road
Frankie's Pizza
Maple Road
One Way Brewing
Maple Road
Sushi Time
Williams Street
Royal Spice
Indian restaurant · Williams Street
Big Y
Bliss Road
Wolf Swamp Park & Conservation Area
Whitacres Park
Cranberry Pond
Country Club Pond
Greenwood Park
Washington Road Pond
Shaker Pond
Pomeroy Parcel
Longmeadow/Nevins (Flag stop - signal driver)
Longmeadow/Maple (Flag stop - signal driver)
Longmeadow/Homestead (Flag stop - signal driver)
Longmeadow/Jonquil (Flag stop - signal driver)
Longmeadow/Lawnwood (Flag stop - signal driver)
Longmeadow/Summit (Flag stop - signal driver)
Longmeadow/Summit(Flag stop - signal driver)
SUNBRIDGE DRIVE WAY / BENTON
MLS Property Information Network (MLS PIN)Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
School ratings (A+ to F) from HJN community data.
Wolf Swamp Elementary School
KG-5 · Regular · Longmeadow School District
429 students · 11.6:1 student–teacher
Glenbrook Middle School
6-8 · Regular · Longmeadow School District
327 students · 12.3:1 student–teacher
Willie Ross School for the Deaf
PK-12 · Special Education
54 students · 4.5:1 student–teacher
Prudence Crandall School
3-5 · Regular · Enfield School District
351 students · 15.3:1 student–teacher
Williams Middle School
6-8 · Regular · Longmeadow School District
337 students · 11.7:1 student–teacher
Longmeadow High School
9-12 · Regular · Longmeadow School District
897 students · 11.3:1 student–teacher
Center Elementary School
KG-5 · Regular · Longmeadow School District
412 students · 11.5:1 student–teacher
Blueberry Hill Elementary School
KG-5 · Regular · Longmeadow School District
362 students · 11.0:1 student–teacher
Price Reduced42
$644,900
4 bd · 3 ba · 2,487 sqft
29 Shady Side Dr, Longmeadow, MA
Kelley & Katzer Team · Kelley & Katzer Real Estate, LLC
Price Reduced38$539,900
5 bd · 3 ba · 2,224 sqft
17 Longmeadow St, Longmeadow, MA
Maggi Group · LPT Realty, LLC
42$569,000
4 bd · 2 ba · 2,784 sqft
1435 Longmeadow St, Longmeadow, MA
Rebecca Kingston Team · Berkshire Hathaway HomeServices Realty Professionals
Price Reduced42$699,000
4 bd · 3 ba · 3,456 sqft
76 Mohawk Dr, Longmeadow, MA
Team Cuoco · Cuoco & Co. Real Estate
42$519,000
3 bd · 3 ba · 2,616 sqft
105 Longview, Longmeadow, MA
Nancy Maree · William Pitt Sotheby's International Realty
Price Reduced42$599,900
3 bd · 3 ba · 1,860 sqft
80 Lynnwood Drive, Longmeadow, MA
David Roffo · Prime Real Estate





Rings at ½ mile and 1 mile. Basemap © OpenMapTiles © OpenStreetMap contributors.
Open the Longmeadow camera map2 devices mapped within 1 mile of this home: 1 CCTV camera and 1 gunshot detector. None within ½ mile. Nearest: 0.8 mi south.
| Device type | Within ½ mi | Within 1 mi |
|---|---|---|
| CCTV cameras | 0 | 1 |
| Gunshot detectors | 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.
Gunshot detectors are acoustic sensors that listen for gunfire and report its estimated location.