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29 Shady Side Dr

Longmeadow, MA 01106

Offered at$649,900

Residential · Active · MLS #73556761
Listing Courtesy of Kelley & Katzer Real Estate, LLC | Kelley & Katzer Team

4Bedrooms
3Bathrooms
2,487Square feet
1961Year built

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MLS PIN data

About this home

Second Chance at this gorgeous home! BOM Due to Buyer Financing. 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!

Property information

Details at a glance

Interior

Rooms
9
Heating
Forced Air, Natural Gas
Cooling
Central Air
Flooring
Wood, Tile, Hardwood, Flooring - Hardwood, Laminate
Fireplaces
1

Building

Style
Single Family Residence
Year built
1961
Garage
2
Parking
8
Foundation
Concrete Perimeter
Roof
Shingle

Land & utilities

Lot size
0.53 acres
Water
Public
Sewer
Public Sewer
Zoning
RA2

Financial

Annual taxes
$12,154
Assessment year
2026

Listing history

Price and status timeline

No additional public listing history was supplied for this property.

Property value estimate

An informed starting point

Estimated value$710,166

Estimated range $684,510$735,823

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Sold Jul 10, 2026$694,000

669 Westhampton Rd

Sold Aug 7, 2026$693,000

65 Blackberry Lane

Sold Jun 10, 2026$680,000

31 Tory Fort Ln

Photo insights

Condition signals

Overall presentationabove average

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Longmeadow

MetricThis propertyLongmeadow
List price$649,900$674,9504% below local
Price / sq ft$261$2703% below local
Days on market364520% below local
Explore homes in Longmeadow

Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.

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Common questions

About 29 Shady Side Dr

Can I schedule a private showing?

Yes. Request a tour of 29 Shady Side Dr and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.