$649,900
29 Shady Side Dr
Longmeadow, MA, 01106
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 Details
Price:
$649,900
MLS #:
73556761
Status:
Active
Beds:
4
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Jul 29, 2026
Finished Sq Ft:
2,487
Total Sq Ft:
2,487
Lot Size:
23,210 sqft / 0.53 acres (approx)
Year Built:
1961
Schools
Elementary School:
Blueberry Hill
Middle School:
Glenbrook Middle
High School:
Longmeadow High
Interior
Above Grade Finished Area
2487
Appliances
Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Wine Refrigerator, Vacuum System
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
561
Cooling
Central Air
Fireplaces Total
1
Flooring
Wood, Tile, Hardwood, Flooring – Hardwood, Laminate
Heating
Forced Air, Natural Gas
Interior Features
Recessed Lighting, Open Floorplan, Bonus Room, Central Vacuum, Internet Available – Unknown
Laundry Features
Flooring – Laminate, Gas Dryer Hookup, Washer Hookup, Lighting – Overhead, In Basement
Main Level Bathrooms
2
Main Level Bedrooms
2
Exterior
Architectural Style
Cape
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Highway Access, House of Worship, Private School, Public School, University
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Deck – Wood, Deck – Composite, Pool – Above Ground Heated, Rain Gutters, Storage, Professional Landscaping, Sprinkler System
Garage Spaces
2
Green Energy Efficient
Partial, Thermostat
Lot Features
Cleared, Level
Open Parking Spaces
6
Open Parking YN
1
Parking Features
Attached, Garage Door Opener, Garage Faces Side, Oversized, Paved Drive, Off Street, Driveway
Parking Spots
8
Parking Total
8
Patio And Porch Features
Deck – Wood, Deck – Composite
Roof
Shingle
Window Features
Insulated Windows
Financial
Tax Year
2026
Taxes
$12,154
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
Map
Current real estate data for Single Family in Longmeadow as of Sep 17, 2026
50
Single Family Listed
49
Avg DOM
267
Avg $ / SqFt
$655,980
Avg List Price
Community
- Address29 Shady Side Dr Longmeadow MA
- CityLongmeadow
- CountyHampden
- Zip Code01106
Subdivisions in Longmeadow
Similar Listings Nearby
Property Summary
- 29 Shady Side Dr Longmeadow MA is a Single Family for sale in Longmeadow, MA, 01106. It is listed for $649,900 and features 4 beds, 3 baths, and has approximately 2,487 square feet of living space, and was originally constructed in 1961. The current price per square foot is $261. The average price per square foot for Single Family listings in Longmeadow is $267. The average listing price for Single Family in Longmeadow is $655,980. To schedule a showing of MLS#73556761 at 29 Shady Side Dr in Longmeadow, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Kelley & Katzer Real Estate, LLC. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
29 Shady Side Dr
Longmeadow, MA