Active
65 Days on market
96 Prynnwood Road Longmeadow — Photo 1 of 42

96 Prynnwood Road Longmeadow — Photo 1 of 42

Recent Drop: $120,000

$1,100,000
$980,000

$980,000

96 Prynnwood Road, Longmeadow, MA 01106

Longmeadow, MA 01106

Beds

3

Baths

2

SqFt

4,492

Style

Single Family

Built

1955

Extraordinary golf course views, timeless elegance, and exceptional craftsmanship define this impeccably maintained 4,492-square-foot ranch overlooking Longmeadow Country Club. Thoughtfully updated with the finest finishes, this one-of-a-kind residence offers the best in one floor living with an open, light-filled floor plan designed for both everyday living and effortless entertaining. Spectacular windows capture breathtaking views throughout, complemented by three gas fireplaces and gleaming hardwood & tile floors. A dramatic great room welcomes you in from the golf course with french doors, soaring cathedral ceilings, floor-to-ceiling windows, and a charming Vermont Castings gas stove. The gourmet kitchen features granite countertops, abundant cabinetry, premium stainless steel appliances, and is complemented by a fully equipped second kitchen—ideal for entertaining or extended living. The primary suite has hardwood floors under the wall to wall carpet and offers five custom closets & a luxurious, spa-like bath. Additional features include a den/home office, laundry/mudroom, central air, gas heat, custom blinds, Starlink internet backup, extensive storage, a cedar closet, a 30 kw liquid-cooled natural gas Generac, whole-house generator, an oversized, heated three-car garage with car charger, sprinkler system, a meticulously manicured, professionally landscaped lot with a circular paver driveway & a new roof was installed in 2022. Perfectly sited to maximize the spectacular golf course vistas, this extraordinary property offers a rare opportunity to own one of Longmeadow's premier luxury homes!

Key facts

It was listed on July 31, 2026. The price has come down from an original $1,100,000 to $980,000, most recently on September 16, 2026. The annual property taxes are $18,242 (2026 tax year). It sits on a 0.71-acre (30,871 sq ft) lot.

Immersive Experience

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$218/sqft
Local Avg (Longmeadow)$251/sqft
13% BelowMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Longmeadow, MA.

Property Details

Financials

Original Price$1,100,000
Annual Taxes$18,242

Parking

Garage3
Off-Street9

Interior Specifications

Total Rooms9
Fireplaces3
FlooringTile, Carpet, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
BasementPartial, Interior Entry

Climate & Utilities

HeatingForced Air, Natural Gas, Fireplace
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter
ZoningRA1

Property & Lot

Acres0.71
SqFt Lot30,871
Lot FeaturesLevel

Amenities & Appliances

Water Heater • Oven • Dishwasher • Disposal • Range • Refrigerator • Washer • Dryer • Wine Refrigerator

Neighborhood

Shopping • Pool • Tennis Court(s) • Park • Walk/Jog Trails • Golf

Geography

Floorplan Breakdown

Structural Layout

First
Living RoomDining RoomKitchenFamily RoomPrimary BedroomBedroom 2Bedroom 3Bathroom 1Bathroom 2
Living Room
Lvl First

Flooring - Hardwood, Recessed Lighting

Dining Room
Lvl First

Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Recessed Lighting

Kitchen
Lvl First

Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Kitchen Island, Recessed Lighting, Stainless Steel Appliances, Pot Filler Faucet, Wine Chiller, Lighting - Overhead

Family Room
Lvl First

Cathedral Ceiling(s), Ceiling Fan(s), Flooring - Stone/Ceramic Tile, Window(s) - Picture, Recessed Lighting, Gas Stove

Primary Bedroom
Lvl First

Bathroom - Full, Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood, Flooring - Wall to Wall Carpet, Recessed Lighting

Bedroom 2
Lvl First
Bedroom 3
Lvl First

Flooring - Hardwood, Recessed Lighting

Bathroom 1
Lvl First

Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid

Bathroom 2
Lvl First

Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid

Property History

Price Drop
$980,000

Was $1,100,000

Sep 16, 2026

MLS® 73557502

Listed
$1,100,000

Jul 31, 2026

MLS® 73557502

Questions about this home

When was 96 Prynnwood Road, Longmeadow listed?

96 Prynnwood Road, Longmeadow was listed on July 31, 2026.

Has the price of 96 Prynnwood Road, Longmeadow changed?

The price has come down from an original $1,100,000 to $980,000, most recently on September 16, 2026.

What are the property taxes for 96 Prynnwood Road, Longmeadow?

The annual property taxes for 96 Prynnwood Road, Longmeadow are $18,242 (2026 tax year).

How big is the lot at 96 Prynnwood Road, Longmeadow?

96 Prynnwood Road, Longmeadow sits on a 0.71-acre (30,871 sq ft) lot.

What is the status of 96 Prynnwood Road, Longmeadow?

96 Prynnwood Road, Longmeadow is actively listed for sale.

Population

15,853

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$148K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

10.9%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Hampden County

358 housing units permitted in the last 12 months (+18% vs the prior 12 months) — 63 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jul '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 4,492 sq ft principal dwelling). Lot size: 30,871 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Listing Provided By

Listing Agent: Anita Taylor

Listing Office: William Raveis R.E. & Home Services

MLS® Number: 73557502