Artboard 1? alert-icon? Artboard 1? ? ? delete-icon? edit-icon? email-icon hide-hover-icon? Artboard 1? login-icon-white Artboard 1? next-icon-left next-icon-right-left next-icon-left-ochre next-icon next-icon-right-grey next-icon-right-ochre plus-with-circle-iconP search-fw-icon? search-icon-ochre search-icon-white

29 Shady Side Dr

Longmeadow, MA 01106
$664,900
4 Beds
2/1 Baths
2,487 Living Area
  • Property Description
    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 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!
  • Highlights
    • Cooling: Central Air
    • Parking Spots: 8
    • Property Type: Single Family Residence
    • Total Rooms: 9
    • Status: Active
    • Heating: Forced Air, Natural Gas
    • Property Class: Residential
    • Style: Cape
    • Year Built: 1961
  • Additional Details
    • Appliances: Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Wine Refrigerator, Vacuum System
    • Construction: Frame
    • Exterior Features: Deck - Wood, Deck - Composite, Pool - Above Ground Heated, Rain Gutters, Storage, Professional Landscaping, Sprinkler System
    • Flooring: Wood, Tile, Hardwood, Flooring - Hardwood, Laminate
    • Interior Features: Recessed Lighting, Open Floorplan, Bonus Room, Central Vacuum, Internet Available - Unknown
    • Road Frontage Type: Public
    • SqFt Source: Public Record
    • Year Built Source: Public Records
    • Basement: Full, Crawl Space, Partially Finished, Interior Entry, Bulkhead, Concrete
    • Exclusions: Security System, Washer, Dryer, Basketball Hoop, All Televisions & Mounts. Pool Table Is Negotiable.
    • Fireplaces: 1
    • Foundation: Concrete Perimeter
    • Lot Features: Cleared, Level
    • Roof: Shingle
    • Year Built Details: Approximate, Renovated Since
    • Zoning: Ra2
  • Amenities
    • 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
    • Parking Features: Attached, Garage Door Opener, Garage Faces Side, Oversized, Paved Drive, Off Street, Driveway
    • Covered Parking Spaces: 2
    • Pool Features: Heated
  • Utilities
    • Electric: Circuit Breakers, 200+ Amp Service
    • Water Source: Public
    • Sewer: Public Sewer
  • Fees / Taxes
    • Assessed Value: $629,100
    • Taxes: $12,154
    • Tax Year: 2026

Location

29 Shady Side Dr, Longmeadow, MA 01106

Loading Map...

Similar Listings

990 Frank Smith Rd 1
42 Photos
990 Frank Smith Rd Longmeadow, MA 01106
$749,900
4 Beds 4 Baths 3,621 Sqft
View Details
608 Pinewood Dr 1
33 Photos
608 Pinewood Dr Longmeadow, MA 01106
$735,000
2 Beds 3 Baths 1,670 Sqft
View Details
17 Pioneer Drive 1
31 Photos
17 Pioneer Drive Longmeadow, MA 01106
$649,900
4 Beds 3 Baths 3,515 Sqft
View Details
80 Lynnwood Dr 1
40 Photos
80 Lynnwood Dr Longmeadow, MA 01106
$639,900
3 Beds 3 Baths 1,860 Sqft
View Details
Content © 2026 MLS Property Information Network, Inc. The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of Kelley & Katzer Real Estate, LLC. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.
  • Request More Information:

    617.262.2500
    When you are ready, please contact us and we will put our unrivaled knowledge of the Boston real estate market to work for you. Whether you are buying a luxury condo or renting a luxury apartment, we pledge to make your experience as stress free and enjoyable as possible.

    Please call, email, or send us a message through the web form below. An LRG Real Estate agent will contact you promptly.

    For More Info Please Call:

    617.262.2500

    or

    Email Us
  • Hidden
  • This field is for validation purposes and should be left unchanged.

By joining you agree to our Terms of Use and Privacy Policy