Dimensions15 x 22
FeaturesFlooring - Hardwood, Recessed Lighting, Remodeled, Closet - Double
LevelSecond
29 Shady Side Dr, Longmeadow MA 01106
Longmeadow, MA 01106
$664,900
$649,900
Est. $4,499/month
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
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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!
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Recently Sold Nearby
Property History
Market Insights
1
Price Changes
2.3%
Price Range
Property Timeline
Back On Market
Aug 25, 2026
Active
Status: Active under contract
Aug 21, 2026
Active → Active Under Contract
Price Reduced
Aug 21, 2026
$649,900
$15,000
(-2.26%)
From $664,900 to $649,900 (-2.3%)
Agent Changed
Jul 30, 2026
Natalie Murphy → Kelley & Katzer Team
Agent: Kelley & Katzer Team
Listed for Sale
Jul 29, 2026
$664,900
Original listing
Office: Kelley & Katzer Real Estate, LLC
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/25/2026 | • Back On Market | - | - | - | Active |
| 08/21/2026 | 📋 Status: Active under contract | - | - | - | Active → Active Under Contract |
| 08/21/2026 | ↓ Price Reduced | $649,900 | $15,000 | - | From $664,900 to $649,900 (-2.3%) |
| 07/30/2026 | 👤 Agent Changed | - | - | - | Natalie Murphy → Kelley & Katzer Team |
| 07/29/2026 | 🏠 Listed for Sale | $664,900 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $12,154 | $629,100 |
Financial Details
Annual Property Tax
$12,154
Tax Year 2026
Assessed Value
$629,100
Facts & Features
2 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1961
Living Area
2,487 sq ft
Lot Size
0.53 acres
Bedrooms
4
Full Baths
2
Half Baths
1
Total Rooms
9
Interior
Heating
Forced Air, Natural Gas
Cooling
Central Air
Flooring
Wood, Tile, Hardwood, Flooring - Hardwood, Laminate
Appliances
Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Wine Refrigerator, Vacuum System
Fireplace
Living Room
Fireplaces
1
Basement
Full, Crawl Space, Partially Finished, Interior Entry, Bulkhead, Concrete
Laundry
Flooring - Laminate, Gas Dryer Hookup, Washer Hookup, Lighting - Overhead, In Basement
Features
Recessed Lighting, Open Floorplan, Bonus Room, Central Vacuum, Internet Available - Unknown
Exterior
Construction
Frame
Architecture
Cape
Roof
Shingle
Features
Deck - Wood, Deck - Composite, Pool - Above Ground Heated, Rain Gutters, Storage, Professional Landscaping, Sprinkler System
Pool
Heated
Spa
None
Fencing
None
Patio/Porch
Deck - Wood, Deck - Composite
Parking
Garage Spaces
2
Has Garage
Yes
Features
Attached, Garage Door Opener, Garage Faces Side, Oversized, Paved Drive, Off Street, Driveway
Total Spaces
8
Utilities
Electric
Circuit Breakers, 200+ Amp Service
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Electric Range, For Gas Dryer, Washer Hookup
Financial
Annual Tax
$12,154
Assessed Value
$629,100
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
Down Payment Resource
Eligible
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
Buyer To Verify Any And All Information/room Measmts Are Approx. Furnace/central Air Are Older, But Apo Are In Working Order/recently Serviced. Seller Hasnt Used Jets/steam Function In Yrs, In As-is Condition. Buyer To Assume Solar Lease. Solar Installed In 2016/2019 W/ 20 Yr Leases (as Per Sun)
Exclusions
Security System, Washer, Dryer, Basketball Hoop, All Televisions & Mounts. Pool Table Is Negotiable.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
House Color
Blue
Sq Ft Source
Public Record
Sq Ft Disclosures
Does NOT include the outstanding partially finished basement of approximately 561 square feet
Documents
None
County
Hampden
Total market time (incl. prior listings)
42 days
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1961
Bedrooms
4
Full Bathrooms
2
Half Bathrooms
1
Living Area
2,487 sq ft
Total Rooms
9
Main Level Bedrooms
2
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,487 sq ft above grade
561 sq ft below grade
Dimensions16 x 14
FeaturesCloset, Flooring - Hardwood
LevelSecond
Dimensions7 x 7
FeaturesBathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Lighting - Overhead
LevelSecond
Dimensions10 x 12
FeaturesFlooring - Stone/Ceramic Tile, Breakfast Bar / Nook, Recessed Lighting, Stainless Steel Appliances, Wine Chiller, Lighting - Overhead
LevelMain,First
Dimensions10 x 13
FeaturesCloset, Flooring - Wood, Lighting - Overhead
LevelMain,First
Dimensions9 x 10
FeaturesBathroom - Half, Flooring - Stone/Ceramic Tile, Lighting - Sconce, Pedestal Sink
LevelMain,First
Dimensions5 x 4
FeaturesBathroom - Full, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Jacuzzi / Whirlpool Soaking Tub, Enclosed Shower - Fiberglass, Remodeled, Steam / Sauna, Lighting - Sconce, Lighting - Overhead
LevelMain,First
Dimensions11 x 13
FeaturesFlooring - Hardwood, Chair Rail, Lighting - Pendant, Pocket Door
LevelMain,First
Dimensions14 x 18
FeaturesBathroom - 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
LevelMain,First
Dimensions21 x 12
FeaturesFlooring - Hardwood, Window(s) - Picture, Exterior Access, Pocket Door
LevelMain,First
Dimensions14 x 15
FeaturesCeiling Fan(s), Cedar Closet(s), Closet, Flooring - Hardwood, Lighting - Overhead, Closet - Double
LevelMain,First
FeaturesNo
Display Options
Outdoor Areas
PoolHeated
Patio & porchDeck - Wood, Deck - Composite
Room Markers
OOffice (1)
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Wood, Tile, Hardwood, Flooring - Hardwood, Laminate
Appliances:
Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Wine Refrigerator, Vacuum System
Interior Features:
Recessed Lighting, Open Floorplan, Bonus Room, Central Vacuum, Internet Available - Unknown
Windows:
Insulated Windows
Basement:
Full, Crawl Space, Partially Finished, Interior Entry, Bulkhead, Concrete
Laundry:
Flooring - Laminate, Gas Dryer Hookup, Washer Hookup, Lighting - Overhead, In Basement
Security:
Construction & Materials
Style:
Cape
Year Built:
1961
Structure Type:
Exterior Materials:
Frame
Roof:
Shingle
Foundation:
Concrete Perimeter
Condition:
Updated/Remodeled, Remodeled
Heating, Cooling & Utilities
Heating:
Forced Air, Natural Gas
Heating Zones:
1
Cooling:
Central Air
Cooling Zones:
1
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Partial, Thermostat
Exterior & Lot
Exterior Features:
Deck - Wood, Deck - Composite, Pool - Above Ground Heated, Rain Gutters, Storage, Professional Landscaping, Sprinkler System
Patio & Porch:
Deck - Wood, Deck - Composite
Fencing:
Other Structures:
Lot Features:
Cleared, Level
Road Surface:
Paved
Parking & Garage
Garage Spaces:
2
Garage Type:
Attached
Total Parking Spaces:
8
Parking Features:
Attached, Garage Door Opener, Garage Faces Side, Oversized, Paved Drive, Off Street, Driveway
Special Features
Fireplaces:
1
Fireplace Type:
Living Room
Pool:
Private Pool
Pool Features:
Heated
Community Amenities:
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
Nearby Schools
School District
Longmeadow School District local
A-
School Safety
2024-25
0.7%
Low
0.6%
Suspensions
0.1%
Emergency
4.8% below state avg
Elementary Schools
7 schools
Yeshiva Academy
0.4 mi
Grades PK-08
Tate Learning Center
1.4 mi
Grades PK-12
Saint Mary's Academy
2.2 mi
Grades PK-08
Willie Ross School for the Deaf
2.7 mi
Grades PK-12
A-
Blueberry Hill School
1.2 mi
|
#196 of 825
|
Score: 55.1
Dropped 125 spots from last year
-3.1 below state avg
387 students
Moderate
Strong Attendance
Grades K-05
A-
Wolf Swamp Road School
1.7 mi
|
#249 of 825
|
Score: 52.4
Dropped 104 spots from last year
-5.8 below state avg
411 students
Diverse
Strong Attendance
Grades PK-05
A
Center School
2.4 mi
|
#154 of 825
|
Score: 56.8
Improved 25 spots from last year
-1.4 below state avg
385 students
Moderate
Rising School
Strong Attendance
Grades K-05
Middle Schools
2 schools
A
Glenbrook Middle School
1.1 mi
|
#73 of 352
|
Score: 52.7
Dropped 7 spots from last year
-5.5 below state avg
313 students
Moderate
Strong Attendance
Grades 06-08
A-
Williams Middle School
1.5 mi
|
#79 of 352
|
Score: 52.0
Improved 12 spots from last year
-6.2 below state avg
338 students
Moderate
Strong Attendance
Grades 06-08
High Schools
1 school
A
Longmeadow High School
1.2 mi
|
#54 of 346
|
Score: 67.0
Dropped 31 spots from last year
+8.8 above state avg
874 students
Diverse
20 sports
• 1,988 athletes
Strong AP Program
High Graduation Rate
Career Tech Programs
Strong Athletics
Grades 09-12
Learn about these ratings
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$1,013
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
29 Shady Side Dr, Longmeadow MA 01106
Longmeadow, MA 01106
Listing Information
Listing Agent
Kelley & Katzer Team
Listing Office
Kelley & Katzer Real Estate, LLC
Office Phone
413-209-9933
Agent MLS ID
TM006508
Office MLS ID
AC1608
Listing Data Updated
Sep 8, 2026 1:32 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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