OFF MARKET

Off Market Aug 2024 for $1.6M

$1,700,389

Est. refi paymentEst. refi $3,816/mo

•

7,308

sq ft

244 Overbrook Rd, Longmeadow, MA 01106

About this home

Spectacular Glen Arden estate nestled upon park like grounds in an exquisite neighborhood abutting the Longmeadow Country Club. Step inside this elegantly appointed and distinctively updated European Country Manor to the welcoming foyer and beautiful staircase leading you to the upper and lower levels. The main level features a spacious living room w/ vaulted and beamed ceilings, fireplace, balcony, and 4 season sunroom. The large primary suite is sure to impress with custom closets, marble tiled bath, high-end finishes, a private balcony, and luxurious suite with fireplaced sitting room and large sleeping quarters. The 2nd floor offers 5-6 additional bedrooms, study, 3 full baths, 2nd laundry and separate guest suite or Nanny’s quarters. The lower entertaining level offers a professional kitchen w/Viking appliances, large fireplaced dining room, rec room, gym, and wine cellar. Professionally manicured grounds, extensive landscaping and a luxurious pool area simply breathtaking.

Single-familyProperty Type

1931Year Built

0.88 acresLot Size

$233Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Peter Gelinas • Valley Real Estate Company

Bought with Daisy Cruz • NextHome Elite Realty

Redfin checked: a minute ago

•Source:MLS PIN #73249585

Redfin Estimate

$1,700,389

$87K since sold in August 2024$6,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 108.7% higher than the average sale price ($815K) of 6 comparable homes.

SOLD JUL 16, 2026
$911,875
A
3 beds3 baths3,367 sq ft
64 Prynnwood Rd, Longmeadow, MA 01106
SOLD MAY 1, 2026
$545,000
B
4 beds3.5 baths3,640 sq ft
124 Tecumseh Dr, Longmeadow, MA 01106
SOLD JUN 18, 2026
$1,550,000
C
4 beds5 baths5,996 sq ft
34 Tennyson, Longmeadow, MA 01106
SOLD JUN 5, 2026
$735,000
D
5 beds3.5 baths2,523 sq ft
330 Merriweather Dr, Longmeadow, MA 01106
SOLD DEC 31, 2025
$413,000
E
5 beds3.5 baths2,402 sq ft
757 Shaker Rd, Longmeadow, MA 01106
SOLD JUL 16, 2026
$734,000
F
4 beds2.5 baths2,708 sq ft
107 Viscount Rd, Longmeadow, MA 01106

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Sell

$369,118

Est. take-home

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Rent

$4,322/mo

Redfin rental estimate

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Market trends in 01106, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

103.1%

+0.9% MoM

Median sale price

$582K

$66K MoM

Avg. days on market

19d

3 days MoM

Recently sold homes

12 MoM

New listings for sale

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$550,000
3 beds2.5 baths1,708 sq ft
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OPEN SAT, 11AM TO 1PM
$389,900
3 beds1.5 baths1,837 sq ft
32 Elmwood Ave, Longmeadow, MA 01106
OPEN SUN, 12PM TO 2PM
$375,000
2 beds2 baths1,274 sq ft
37 Nevins Ave, Longmeadow, MA 01106
OPEN TODAY, 5PM TO 6:30PM
$799,900
3 beds2.5 baths2,547 sq ft
131 Prynnwood Rd, Longmeadow, MA 01106
$749,000
4 beds2.5 baths3,456 sq ft
76 Mohawk Dr, Longmeadow, MA 01106
$1,100,000
5 beds4 baths3,484 sq ft
79 Silver Birch Rd, Longmeadow, MA 01106
$529,900
3 beds2 baths1,892 sq ft
22 Williston Dr, Longmeadow, MA 01106
$524,900
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See all

Provided by Redfin

Sale history for 244 Overbrook Rd

Date

Event

Price

MLS PIN #73249585

Aug 30, 2024

Sold

$1,613,767

$221/sq ft

Jul 9, 2024

Contingent

—

Jun 9, 2024

Listed

$1,595,000

$218/sq ft

MLS PIN #72483085

Jun 27, 2019

Sold

$875,000

$120/sq ft

Apr 16, 2019

Listed

$899,900

$123/sq ft

Private, park like grounds and exceptional living in picturesque Glen Arden. Inviting interiors feature hardwoods, custom millwork & loads of light. Welcoming foyer provides sight lines of beautiful staircases leading to upper & lower levels plus spacious living room w/vaulted beamed ceiling, gas fireplace & 4 season sunroom beyond. Cook’s kitchen features high end stainless appliances including 36” Viking, 6 burner gas range, Sub-Zero refrigerator, built in wine coolers, solid surface tops & painted wood cabinetry. Wine cellar and large great room. Convenient & grand 1st floor master suite offers private retreat w/gas fireplace, French doors lead to balcony overlooking paver terrace, gardens and hot tub, spacious dressing room w/closets & classic black & white bath w/jetted tub & shower. 2nd floor features 4 bedrooms, one ensuite w/renovated bath ('16), expansive home gym & another renovated full bath ('17). Opportunity to own this Glen Arden classic must be seen to be appreciated.

Smart MLS #G607962

Mar 12, 2013

Sold

$790,000

$108/sq ft

Nov 17, 2011

Listed

$824,500

$113/sq ft

MLS PIN #71311471

Mar 12, 2013

Sold

$790,000

$108/sq ft

Nov 15, 2011

Listed

$824,500

$113/sq ft

+17

A win/win situation: New price plus Seller will pre-pay quarterly tax bill at closing ($4,183.75) ! Wonderful privacy in a premier neighborhood. The charm and graciousness of the past meets the 21st century with a modern addition to meet all your desires. Versatile floor plan meets many needs - multi-generational, boom-a-rang kids, live-in nanny, etc. A space for everyone - seeing is believing !!

Public Records

Mar 16, 2000

Sold

$610,000

$83/sq ft

Public Records

Sep 11, 1992

Sold

$300,000

$41/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$21,742 (+18.2%)

$198,900 + $749,700

$948,600

2022

$18,391 (+1.6%)

$198,900 + $547,500

$746,400

2021

$18,095 (+1.4%)

$212,700 + $518,700

$731,400

2020

$17,852 (+7.4%)

$228,300 + $509,100

$737,400

2019

$16,615 (−15.3%)

$228,300 + $461,400

$689,700

2018

$19,613 (+10.7%)

$315,000 + $490,800

$805,800

2017

$17,716 (+2.2%)

$315,000 + $436,300

$751,300

2016

$17,328 (+3.4%)

$294,000 + $418,200

$712,200

2015

$16,751 (−8.8%)

$291,000 + $418,200

$709,200

2014

$18,374 (+6.6%)

$300,900 + $492,800

$793,700

2013

$17,243 (−14.9%)

$322,200 + $478,300

$800,500

2012

$20,270 (+27.2%)

$357,600 + $672,400

$1,030,000

2011

$15,932

$348,000 + $501,700

$849,700

Tax history for 244 Overbrook Rd

Year

Property tax

Land + Additions

Assessment*

2023

$21,742 (+18.2%)

$198,900 + $749,700

$948,600

2022

$18,391 (+1.6%)

$198,900 + $547,500

$746,400

2021

$18,095 (+1.4%)

$212,700 + $518,700

$731,400

2020

$17,852 (+7.4%)

$228,300 + $509,100

$737,400

2019

$16,615 (−15.3%)

$228,300 + $461,400

$689,700

2018

$19,613 (+10.7%)

$315,000 + $490,800

$805,800

2017

$17,716 (+2.2%)

$315,000 + $436,300

$751,300

2016

$17,328 (+3.4%)

$294,000 + $418,200

$712,200

2015

$16,751 (−8.8%)

$291,000 + $418,200

$709,200

2014

$18,374 (+6.6%)

$300,900 + $492,800

$793,700

2013

$17,243 (−14.9%)

$322,200 + $478,300

$800,500

2012

$20,270 (+27.2%)

$357,600 + $672,400

$1,030,000

2011

$15,932

$348,000 + $501,700

$849,700

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.88 Acres

Year renovated

—

Sq. Ft.

4,523

Year built

1931

Style

Single Family Residential

County

Hampden County

APN

2546322

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 8
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Storage, Workshop in Garage, Garage Faces Side, Off Street, Driveway

Interior

Bedroom Information
Main Level Bedrooms: 1

Master Bedroom Information
Level: Main,First
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Ceiling Fan(s),Closet - Linen,Walk-In Closet(s),Closet,Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Bay/Bow/Box,Balcony / Deck,Balcony - Exterior,French Doors,Cable Hookup,Double Vanity,Dressing Room,Recessed Lighting,Remodeled,Lighting - Sconce,Lighting - Pendant,Lighting - Overhead,Archway

Bedroom #2 Information
Level: Second
Features: Bathroom - Full,Closet,Flooring - Hardwood,Flooring - Wall to Wall Carpet,Lighting - Pendant

Bedroom #3 Information
Level: Second
Features: Ceiling Fan(s),Closet,Flooring - Hardwood,Flooring - Wall to Wall Carpet,Lighting - Pendant,Closet - Double

Bedroom #4 Information
Level: Second
Features: Ceiling Fan(s),Walk-In Closet(s),Flooring - Hardwood,Flooring - Wall to Wall Carpet,Lighting - Pendant

Bedroom #5 Information
Level: Second
Features: Ceiling Fan(s),Closet,Flooring - Hardwood,Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (Half): 2
Main Level Bathrooms: 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: Basement
Features: Bathroom - Half,Closet - Linen,Flooring - Stone/Ceramic Tile,Recessed Lighting,Lighting - Sconce

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Bathroom - With Tub & Shower,Closet - Linen,Flooring - Stone/Ceramic Tile

Bathroom #3 Information
Level: Main,First
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Bathroom - Tiled With Tub & Shower,Bathroom - With Tub & Shower,Closet - Linen,Flooring - Stone/Ceramic Tile,Flooring - Marble,Countertops - Stone/Granite/Solid,French Doors,Bidet,Double Vanity,Recessed Lighting,Remodeled,Wainscoting,Lighting - Sconce,Lighting - Pendant,Lighting - Overhead,Archway,Beadboard,Decorative Molding,Soaking Tub

Living Room Information
Level: Main,First
Features: Cathedral Ceiling(s),Ceiling Fan(s),Beamed Ceilings,Vaulted Ceiling(s),Flooring - Hardwood,Balcony / Deck,Balcony - Exterior,French Doors,Cable Hookup,Recessed Lighting,Lighting - Sconce,Lighting - Overhead

Family Room Information
Level: Basement
Features: Walk-In Closet(s),Flooring - Stone/Ceramic Tile,Window(s) - Bay/Bow/Box,French Doors,Cable Hookup,Exterior Access,High Speed Internet Hookup,Recessed Lighting,Storage

Dining Room Information
Level: Basement
Features: Beamed Ceilings,Flooring - Stone/Ceramic Tile,French Doors,Exterior Access,Recessed Lighting,Wine Chiller,Lighting - Sconce,Lighting - Pendant,Lighting - Overhead,Crown Molding

Kitchen Information
Level: Main,First
Features: Beamed Ceilings,Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,Kitchen Island,Cabinets - Upgraded,Recessed Lighting,Stainless Steel Appliances,Gas Stove,Lighting - Pendant,Lighting - Overhead

Basement Information
Basement: Full, Partially Finished, Walk-Out Access, Interior Entry, Concrete

Laundry Information
Laundry Features: Dryer Hookup - Electric, Laundry Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood, Countertops - Stone/Granite/Solid, French Doors, Main Level, Gas Dryer Hookup, Recessed Lighting, Remodeled, Washer Hookup, Lighting - Sconce, Beadboard, Crown Molding, Closet - Double, Sink, First Floor, Electric Dryer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 4
Fireplace Features: Dining Room, Family Room, Living Room, Master Bedroom

Interior Features
# of Rooms (Total): 18
Door Features: Pocket Door, Insulated Doors, Storm Door(s), French Doors
Window Features: Insulated Windows, Storm Window(s), Screens
Flooring: Wood, Tile, Carpet, Concrete, Marble, Hardwood, Stone / Slate, Flooring - Hardwood, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile
Interior Features: Ceiling Fan(s), Closet, Recessed Lighting, Cathedral Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Balcony - Interior, Lighting - Pendant, Lighting - Overhead, Ceiling - Half-Vaulted, Decorative Molding, Bathroom - Half, Closet/Cabinets - Custom Built, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Lighting - Sconce, Crown Molding, Bathroom - 3/4, Bathroom - Tiled With Shower Stall, Enclosed Shower - Fiberglass, Bedroom, Exercise Room, Wine Cellar, Foyer, Kitchen, Bathroom, Central Vacuum, Walk-Up Attic, Finish - Cement Plaster, Finish - Sheetrock, Wired for Sound, Internet Available - Broadband, Other

Exterior

Building Information
Building Area (Total): 7,308
Foundation Details: Concrete Perimeter
Construction Materials: Frame, Brick, Stone, Conventional (2x4-2x6)
Year Built Source: Public Records
Year Built Details: Actual,Renovated Since
Color: Cream

Exterior Features
Fencing: Fenced/Enclosed, Fenced, Invisible
Roof: Tile, Other
Patio And Porch Features: Porch, Deck, Deck - Composite, Patio
Exterior Features: Porch, Deck, Deck - Composite, Patio, Balcony, Pool - Inground, Pool - Inground Heated, Rain Gutters, Hot Tub/Spa, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Invisible Fence, Stone Wall

Pool Information
Has Private Pool
Has Spa
Pool Features: In Ground, Pool - Inground Heated
Spa Features: Private

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat
Security Features: Security System

Lot Information
Lot Size (Acres): 0.88
Lot Features: Wooded, Easements, Cleared, Level, Sloped
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $23,385
Tax Year: 2024

Utilities

Utility Information
Utilities: for Gas Range, for Gas Oven, for Electric Oven, for Gas Dryer, for Electric Dryer, Washer Hookup, Icemaker Connection, Generator Connection
Sewer: Public Sewer
Water Source: Public
Electric: Generator, Circuit Breakers, Generator Connection

Heating & Cooling
Has Heating
Has Cooling
Heating: Central, Forced Air, Baseboard, Radiant, Natural Gas, Ductless
Cooling: Central Air, Ductless

Location

HOA Information
Has Association
Association Fee: $325
Association Fee Frequency: Annually
Homeowners Association Membership Not Required

Location Information
Directions: Take Shaker to Woodsley or Ardsley. Located along the Longmeadow Country Club.
UnparsedAddress: 244 Overbrook Rd, Longmeadow MA 01106

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Highway Access, Public School, University

Public facts

Beds: 6
Baths: 4.0
Sq. Ft.: 4,523
Stories: 2.0
Lot Size: 0.88 acres
Style: Single Family Residential
Year Built: 1931
Year Renovated: —
County: Hampden County
APN: 2546322

Home facts updated by county records on Jul 19, 2023

Other

Miscellaneous Information
Heat Zones: 10

Listing Information
Exclusions: Secondary Laundry, Play Set, Mounted Speakers/Tvs, Dogwatch Equipment, Garden Archway, Hot Tub
StandardStatus: Closed

Around this home

Schools

Center

Public K-5 • Assigned • 0.8mi

8/10

Glenbrook Middle School

Public 6-8 • Assigned • 0.8mi

8/10

Longmeadow High School

Public 9-12 • Assigned • 0.8mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Longmeadow, MA • 01106

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.1 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

9.1 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.62M – $1.96M

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Home values near 244 Overbrook Rd

Data from public records.

Address	Redfin Estimate
235 Overbrook Road, Longmeadow, MA 5 Beds \| 4.5 Baths \| 3157 Sq. Ft.	$1,295,988
232 Overbrook Road, Longmeadow, MA 3 Beds \| 3.5 Baths \| 6864 Sq. Ft.	$1,760,962

Address	Redfin Estimate
195 Overbrook Road, Longmeadow, MA 5 Beds \| 3.5 Baths \| 3146 Sq. Ft.	$924,253
216 Overbrook Road, Longmeadow, MA 5 Beds \| 5 Baths \| 4739 Sq. Ft.	$1,585,775

Address	Redfin Estimate
256 Overbrook Road, Longmeadow, MA 4 Beds \| 3.5 Baths \| 2698 Sq. Ft.	$984,412
200 Overbrook Road, Longmeadow, MA 4 Beds \| 5 Baths \| 5657 Sq. Ft.	$1,440,540

Property information provided by MLS PIN when last listed in 2024. This data may not match . Learn more.

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