
29 Shady Side Dr Longmeadow — Photo 1 of 42
$664,900
Longmeadow, MA 01106
Beds
4
Baths
2.5
SqFt
2,487
Style
Single Family
Built
1961
Found In the heart of one of Longmeadow's most coveted neighborhoods is this Exceptionally Maintained Cape that's situated on a beautifully landscaped with a private setting offering sophisticated living designed for today's lifestyle. Blended with warmth and charm with over 2,400 square feet of comfortable living ideal for family and friends to gather. Once inside you are welcomed into a stunning family room with soaring vaulted ceilings with views of the private backyard oasis complete with an oversized composite deck, cabanas, and a heated above ground salt water pool that makes entertaining a dream. The open kitchen features many traditional cabinets, lots of counterspace with stainless appliances and tile floor. The kitchen flows effortlessly into the formal dining room accented with a chair rail and hardwood floors will make every day dining feel like a special occasion. The inviting living room is perfect for relaxing by the cozy wood burning fireplace, gleaming hardwood floors and picture window fills the room with sunlight. A highly desirable first floor primary bedroom has abundant closets and rich hardwood floors. Also on the first floor a second bedroom provides ease for guests, family or as a home office. The main first floor bathroom is where you can unwind in the spa inspired bath featuring a luxurious soaking tub and shower. Also for an added convenience on the first floor is the sparkling half bathrm. Upstairs on the 2nd floor you'll find two exceptionally spacious bedrooms with roomy closets. One of the bedrooms features a tandem bonus room which is ideal for a dressing room, playroom, office or private guest room. If you need more room the partially finished basement offers additional living area for recreational room or a home gym. Additional highlights include mostly Anderson replacement windows, freshly painted exterior, newer gutters, upgraded concrete driveway and energy saving solar panels for added efficiency. This captivating home is all about comfort, style, indoor and outdoor living at its finest in one of Longmeadow's premier locations. It's a Dream Come True!
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Longmeadow, MA.
Gas Water Heater • Water Heater • Range • Dishwasher • Disposal • Microwave • Refrigerator • Wine Refrigerator • Vacuum System
Public Transportation • Shopping • Pool • Tennis Court(s) • Park • Walk/Jog Trails
21 x 12
Flooring - Hardwood, Window(s) - Picture, Exterior Access, Pocket Door
11 x 13
Flooring - Hardwood, Chair Rail, Lighting - Pendant, Pocket Door
10 x 12
Flooring - Stone/Ceramic Tile, Breakfast Bar / Nook, Recessed Lighting, Stainless Steel Appliances, Wine Chiller, Lighting - Overhead
14 x 18
Bathroom - Half, Skylight, Ceiling Fan(s), Vaulted Ceiling(s), Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Deck - Exterior, Exterior Access, Open Floorplan, Recessed Lighting, Slider, Lighting - Overhead
14 x 15
Ceiling Fan(s), Cedar Closet(s), Closet, Flooring - Hardwood, Lighting - Overhead, Closet - Double
10 x 13
15 x 22
Flooring - Hardwood, Recessed Lighting, Remodeled, Closet - Double
16 x 14
Closet, Flooring - Hardwood
9 x 10
Bathroom - Half, Flooring - Stone/Ceramic Tile, Lighting - Sconce, Pedestal Sink
5 x 4
Bathroom - Full, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Jacuzzi / Whirlpool Soaking Tub, Enclosed Shower - Fiberglass, Remodeled, Steam / Sauna, Lighting - Sconce, Lighting - Overhead
7 x 7
Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Lighting - Overhead
15,853
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
$148K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
10.9%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
359 housing units permitted in the last 12 months (+20% vs the prior 12 months) — 74 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,487 sq ft principal dwelling). Lot size: 23,210 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Kelley & Katzer Team
Listing Office: Kelley & Katzer Real Estate, LLC
MLS® Number: 73556761
Explore other active listings in the area.