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$664,900

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,008 Sq. Ft.
  • 0.51 Acres
  • 2 Car Garage

Next open house:

Open House: 12:00 PM - 2:00 PM

Saturday 1/17 12:00 PM - 2:00 PM

58 Shady Side Dr,Longmeadow, MA 01106

58 Shady Side DrLongmeadowMA01106

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This classy home offers high end updates, sophisticated decor and an easy flow throughout! Sure to please the most discerning Buyer with their eye to architectural detail and finishes. You'll love creating your favorite meals in the gourmet kitchen with its generous granite counter space, SS appliances and inviting dining alcove. Take your creation and friends out to the 3 season porch and entertain overlooking the private, beautiful grounds and heated inground pool situated on over a half acre. Gather back inside in the generous living/dining area and give a toast around the fireplace and enjoy your evening. Retire to your primary suite with its elegant remodeled bath w/walk-in shower and heated tile floor and relax! In addition, 2 generous sized bedrooms, an updated full bathroom with laundry, and a mudroom makeup the rest of the main level. The expansive lower level offers an oversized cedar closet, full bath and 2 EXTRA LARGE rooms for family fun and activities!

Full Property Details for 58 Shady Side Dr

General

  • Price: $664,900
  • Taxes: $12,033 (2025)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73461944
  • Updated: 12/16/2025
  • Added to Site: 35 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Bathroom 2: 11.00 x 8.00, Main, First

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: 13.00 x 15.00, Main, First
  • Bedroom 3: 12.00 x 14.00, Third

Other Rooms

  • Living Room: 19.00 x 13.00, Main, First
  • Kitchen: 13.00 x 20.00, First
  • Dining Room: 22.00 x 13.00, First

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Attached, Garage Door Opener, Storage, Workshop in Garage, Garage Faces Side, Paved Drive, Off Street, Paved

Location

  • County: Hampden

Structural Information

  • Architectural Style: Ranch
  • Basement: Yes
  • Square Feet: 2,008
  • Year Built: 1962

Lot Features

  • Lot Size (Acres): 0.51

Financial Considerations

  • Tax Amount: $12,033.1
  • Tax Year: 2025

Disclosures and Reports

  • Exclusions: All Current Furnishings And Owners Personal Items Are Excluded From Sale.
  • Property ID: M:0642 B:0006 L:0053, 2546837

Listed by Get Listed Realty, LLC, Kris Lippi

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Listing agent

— 58 Shady Side Dr —

  • Kris Lippi

    Get Listed Realty, LLC

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 58 Shady Side Dr

School District:Longmeadow School District
NameGradesDistance
Blueberry Hill
275 Blueberry Hill Road, Longmeadow, MA 01106
K-51.2 mi
Glenbrook Middle School
110 Cambridge Circle, Longmeadow, MA 01106
6-81 mi
Longmeadow High School
95 Grassy Gutter Road, Longmeadow, MA 01106
9-121.2 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 58 Shady Side Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/12/2025
Listed
$664,900
13.66%
MLS
8/29/2023
Sold
$585,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 58 Shady Side Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,935
2%
$565,100
—
2024
$11,686
3%
$565,100
14%
2023
$11,334
5%
$494,500
13%
2022
$10,827
3%
$439,400
4%
2021
$10,470
2%
$423,200
—
2020
$10,246
6%
$423,200
5%
2019
$9,701
10%
$402,700
11%
2018
$8,811
3%
$362,000
—
2017
$8,536
2%
$362,000
6%
2016
$8,338
4%
$342,700
1%
2015
$8,052
8%
$340,900
6%
2014
$7,440
—
$321,400
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Get Listed Realty, LLC, Kris Lippi

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58 Shady Side Dr, Longmeadow, MA 01106 (MLS# 73461944) is a Single Family property with 4 bedrooms and 3 full bathrooms. 58 Shady Side Dr is currently listed for $664,900 and was received on December 12, 2025. Want to learn more about 58 Shady Side Dr? Do you have questions about finding other Single Family real estate for sale in Longmeadow? You can browse all Longmeadow real estate or contact a Coldwell Banker agent to request more information.

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