$1,575,000

244 Overbrook Rd Longmeadow, MA 01106

Estimated payment $10,340/month

Total Views 6,865
6 Beds
6 Baths
7,223 Sq Ft
$218 Price per Sq Ft

Highlights

  • Wine Cellar
  • In Ground Pool
  • Custom Closet System
  • Center Elementary School Rated A-
  • 0.88 Acre Lot
  • Cape Cod Architecture

About This Home

**Luxurious 6-bedroom, 4.5-bath Cape/Tudor on 0.88 wooded acres in prestigious Glen Arden neighborhood. This meticulously maintained 7,223 sq ft home features an expansive gourmet kitchen with stone countertops, high-end appliances, and large island. Three fireplaces anchor elegant living spaces with cathedral ceilings and hardwood floors. Primary suite includes fireplace, walk-in closet, and spa-like bath with soaking tub. Finished walkout lower level offers exercise room, wine cellar, and additional kitchen. Outdoor paradise includes in-ground pool, hot tub, composite deck, and professional landscaping. Premium features include security system, 2-car garage, and 8 parking spaces. Built in 1931, this timeless estate combines historic charm with modern luxury. Perfect for entertaining and gracious living in one of Longmeadow's most desirable locations.

Listing Agent

Pioneer Group

NextHome Elite Realty Listed on: 09/16/2025

NextHome Elite Realty

Co-Listing Agent

Don Thompson

NextHome Elite Realty

Co-Listing Agent

Daisy Cruz

NextHome Elite Realty

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $23,882

Year Built

  • Built in 1931

Lot Details

  • 0.88 Acre Lot
  • Fenced Yard
  • Landscaped Professionally
  • Sprinkler System
  • Wooded Lot
  • Property is zoned RA1

Parking

  • 2 Car Attached Garage
  • Garage Door Opener
  • Driveway
  • Open Parking
  • Off-Street Parking

Home Design

  • Cape Cod Architecture
  • Tudor Architecture
  • Brick Exterior Construction
  • Tile Roof
  • Concrete Perimeter Foundation

Interior Spaces

  • Crown Molding
  • Wainscoting
  • Beamed Ceilings
  • Cathedral Ceiling
  • Ceiling Fan
  • Recessed Lighting
  • Decorative Lighting
  • Light Fixtures
  • Bay Window
  • Pocket Doors
  • French Doors
  • Wine Cellar
  • Family Room with Fireplace
  • Living Room with Fireplace
  • Dining Room with Fireplace
  • 3 Fireplaces
  • Storage Room
  • Home Gym
  • Home Security System

Kitchen

  • Oven
  • Stove
  • Range
  • Microwave
  • Dishwasher
  • Wine Cooler
  • Stainless Steel Appliances
  • Kitchen Island
  • Solid Surface Countertops
  • Disposal

Flooring

  • Wood
  • Carpet
  • Ceramic Tile

Bedrooms and Bathrooms

  • 6 Bedrooms
  • Primary Bedroom on Main
  • Fireplace in Primary Bedroom
  • Custom Closet System
  • Linen Closet
  • Walk-In Closet
  • Dressing Area
  • Dual Vanity Sinks in Primary Bathroom
  • Bidet
  • Soaking Tub
  • Bathtub with Shower
  • Bathtub Includes Tile Surround
  • Separate Shower
  • Linen Closet In Bathroom

Laundry

  • Laundry on main level
  • Dryer
  • Washer

Finished Basement

  • Basement Fills Entire Space Under The House
  • Exterior Basement Entry

Pool

  • In Ground Pool
  • Spa

Outdoor Features

  • Balcony
  • Deck
  • Patio
  • Outdoor Storage
  • Rain Gutters
  • Porch

Schools

  • Center Elementary School
  • Williams Middle School
  • Longmeadow High School

Utilities

  • Ductless Heating Or Cooling System
  • Forced Air Heating and Cooling System
  • 6 Cooling Zones
  • 10 Heating Zones
  • Heating System Uses Natural Gas
  • Baseboard Heating
  • Tankless Water Heater
  • Gas Water Heater
  • High Speed Internet
  • Cable TV Available

Community Details

  • No Home Owners Association
  • Glen Arden Subdivision

Listing and Financial Details

  • Assessor Parcel Number M:0555 B:0018 L:0021A,2546322

Home Details

Home Type

Single Family

Est. Annual Taxes

$23,882

Year Built

Built in 1931

Lot Details

0

Parking

2

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: Cape, Tudor
  • Year Built: 1931
  • Subdivision Name: Glen Arden
  • Year Built Details: Actual
  • Year Round: Yes
  • Special Features: None

Interior Features

  • Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
  • Interior Amenities: Ceiling Fan(s), Recessed Lighting, Bathroom - Half, Closet/Cabinets - Custom Built, Bathroom - 3/4, Countertops - Stone/Granite/Solid, Enclosed Shower - Fiberglass, Bedroom, Exercise Room, Wine Cellar, Kitchen, Bathroom
  • Door Features: Pocket Door
  • Fireplace Features: Dining Room, Family Room, Living Room, Master Bedroom
  • Fireplace YN: Yes
  • Fireplaces: 3
  • Appliances: Gas Water Heater, Tankless Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Stainless Steel Appliance(s), Gas Cooktop
  • Total Bedrooms: 6
  • Room Bedroom2 Level: Second
  • Room Bedroom2 Features: Bathroom - Full, Closet, Flooring - Hardwood
  • Room Bedroom3 Features: Ceiling Fan(s), Walk-In Closet(s), Flooring - Hardwood, Lighting - Pendant
  • Room Bedroom3 Level: Second
  • Room Bedroom4 Level: Second
  • Room Bedroom4 Features: Ceiling Fan(s), Walk-In Closet(s), Flooring - Hardwood, Lighting - Pendant
  • Room Bedroom5 Level: Second
  • Room Bedroom5 Features: Ceiling Fan(s), Closet, Flooring - Hardwood
  • Full Bathrooms: 4
  • Half Bathrooms: 2
  • Total Bathrooms: 6
  • Main Level Bathrooms: 1
  • Main Level Bedrooms: 1
  • Total Bathrooms: 5
  • Room Master Bedroom Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Ceiling Fan(s), Closet - Linen, Walk-In Closet(s), Closet, Closet/Cabinets - Custom Built, Balcony - Exterior, French Doors, Cable Hookup, Double Vanity, Dressing Room, Recessed Lighting
  • Room Master Bedroom Level: Main,First
  • Master Bathroom Features: Yes
  • Bathroom 1 Features: Bathroom - Half, Closet - Linen, Flooring - Stone/Ceramic Tile, Recessed Lighting, Lighting - Pendant
  • Bathroom 1 Level: Basement
  • Bathroom 2 Level: Second
  • Bathroom 2 Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Closet - Linen, Flooring - Stone/Ceramic Tile
  • Bathroom 3 Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub, Bathroom - With Shower Stall, Closet - Linen, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Bidet, Double Vanity, Wainscoting, Decorative Molding, Soaking Tub
  • Bathroom 3 Level: Main,First
  • Room Dining Room Features: Beamed Ceilings, Flooring - Stone/Ceramic Tile, French Doors, Exterior Access, Wine Chiller, Lighting - Sconce, Crown Molding
  • Room Dining Room Level: Basement
  • Room Family Room Level: Basement
  • Room Family Room Features: Flooring - Stone/Ceramic Tile, Window(s) - Bay/Bow/Box, French Doors, Cable Hookup, Exterior Access, High Speed Internet Hookup, Recessed Lighting, Storage
  • Room Kitchen Level: Main,First
  • Room Kitchen Features: Beamed Ceilings, Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Recessed Lighting, Stainless Steel Appliances, Gas Stove, Lighting - Overhead
  • Laundry Features: Dryer Hookup - Electric, Closet/Cabinets - Custom Built, Flooring - Hardwood, Countertops - Stone/Granite/Solid, French Doors, Main Level, Gas Dryer Hookup, First Floor
  • Room Living Room Level: Main,First
  • Room Living Room Features: Cathedral Ceiling(s), Ceiling Fan(s), Beamed Ceilings, Vaulted Ceiling(s), Flooring - Hardwood, Balcony / Deck, Cable Hookup, Recessed Lighting, Lighting - Sconce, Lighting - Overhead
  • Basement: Full, Finished
  • Above Grade Finished Sq Ft: 4523
  • Below Grade Sq Ft: 2700
  • Living Area: 7223
  • Spa Features: Private
  • Spa YN: Yes
  • MAIN LO: AN5708
  • LIST PRICE PER Sq Ft: 218.05
  • PRICE PER Sq Ft: 218.05

Exterior Features

  • Exterior Features: Porch, Deck - Composite, Patio, Balcony, Pool - Inground, Rain Gutters, Hot Tub/Spa, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard
  • Construction Materials: Brick, See Remarks
  • Fencing: Fenced/Enclosed, Fenced
  • Foundation Details: Concrete Perimeter
  • Home Warranty YN: No
  • Patio And Porch Features: Porch, Deck - Composite, Patio
  • Pool Features: In Ground
  • Pool Private YN: Yes
  • Road Frontage Type: Public
  • Road Surface Type: Paved
  • Roof: Tile
  • Waterfront YN: No
  • Waterview Flag: No

Garage/Parking

  • Garage Spaces: 2
  • Attached Garage YN: Yes
  • Carport Y N: No
  • Covered Parking Spaces: 2
  • Garage YN: Yes
  • Open Parking YN: Yes
  • Parking Features: Attached, Garage Door Opener, Off Street, Driveway, Paved
  • Total Parking Spaces: 8

Utilities

  • Sewer: Public Sewer
  • Utilities: for Gas Range, for Gas Dryer
  • Cooling: Central Air, Ductless
  • Heating: Central, Forced Air, Baseboard, Natural Gas, Ductless
  • Cooling Y N: Yes
  • Electric: Circuit Breakers
  • Heating YN: Yes
  • Security Features: Security System
  • Water Source: Public
  • HEAT ZONES: 10
  • COOLING ZONES: 6

Condo/Co-op/Association

  • Association YN: No
  • Senior Community YN: No

Lot Info

  • Parcel Number: M:0555 B:0018 L:0021A,2546322
  • Zoning: RA1
  • Farm Land Area Units: Square Feet
  • Lot Features: Wooded
  • Lot Size Acres: 0.88
  • Lot Size Area: 0.88
  • Lot Size Sq Ft: 38276
  • Lot Size Units: Acres
  • Property Attached YN: No
  • PAGE: 220

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 23882
  • Tax Book Number: 25555

Multi Family

  • Basement Included Sq Ft: Yes

MLS Schools

  • High School: Longmeadow Hs
  • Elementary School: Center
  • Middle Or Junior School: Williams Middle

Map

Range of Values:

Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $23,882 $1,130,800 $275,400 $855,400
2024 $23,385 $1,130,800 $275,400 $855,400
2023 $21,742 $948,600 $198,900 $749,700
2022 $18,391 $746,400 $198,900 $547,500
2021 $18,251 $731,400 $212,700 $518,700
2020 $17,852 $737,400 $228,300 $509,100
2019 $16,615 $689,700 $228,300 $461,400
2018 $19,684 $805,800 $315,000 $490,800
2017 $17,716 $751,300 $315,000 $436,300
2016 $17,328 $712,200 $294,000 $418,200
2015 $16,751 $709,200 $291,000 $418,200
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
09/16/2025 09/16/25 For Sale $1,575,000 -2.4% $218 / Sq Ft
08/30/2024 08/30/24 Sold $1,613,767 +1.2% $221 / Sq Ft
07/08/2024 07/08/24 Pending -- -- --
06/09/2024 06/09/24 For Sale $1,595,000 +82.3% $218 / Sq Ft
06/27/2019 06/27/19 Sold $875,000 -2.8% $193 / Sq Ft
05/19/2019 05/19/19 Pending -- -- --
04/16/2019 04/16/19 For Sale $899,900 +13.9% $199 / Sq Ft
03/12/2013 03/12/13 Sold $790,000 -4.2% $167 / Sq Ft
01/04/2013 01/04/13 Pending -- -- --
11/09/2012 11/09/12 Price Changed $824,500 -2.9% $174 / Sq Ft
11/15/2011 11/15/11 For Sale $848,900 -- $179 / Sq Ft
Source: MLS Property Information Network (MLS PIN)

Purchase History

Date Type Sale Price Title Company
Not Resolvable $875,000 --
Deed -- --
Deed -- --
Quit Claim Deed -- --
Not Resolvable $790,000 --
Deed $610,000 --
Deed $300,000 --
Deed -- --
Quit Claim Deed -- --
Deed $610,000 --
Deed $300,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $700,000 Purchase Money Mortgage
Previous Owner $610,000 Purchase Money Mortgage
Source: Public Records

Source: MLS Property Information Network (MLS PIN)

MLS Number: 73431645

MLS Property Information Network (MLS PIN)

APN: LONG-000555-000018-000021A