Active Under Contract
49 Days on market
20 Longfellow Rd Holyoke — Photo 1 of 42

20 Longfellow Rd Holyoke — Photo 1 of 42

Recent Drop: $24,900

$799,900
$775,000

$775,000

20 Longfellow Rd, Holyoke, MA 01040

Holyoke, MA 01040 — Woodmar Glen

Beds

4

Baths

2.5

SqFt

4,064

Style

Single Family

Built

1964

Resort-style living awaits in this exceptional ranch offering over 4,000 sq ft of beautifully updated living space. The stunning chef's kitchen is anchored by a massive quartz center island with prep sink, complemented by quartz countertops, new appliances, abundant cabinetry, and an open layout perfect for entertaining. Beautiful floor-to-ceiling stone fireplaces create warm, inviting gathering spaces, while the primary suite features a luxury custom-tiled walk-in shower. Hardwood floors, oversized rooms, first-floor laundry, and a flexible floor plan provide the ease of one-level living. Enjoy a private deck off the office/bedroom, screened porch, patio, fire pit area, and horseshoe driveway. The expansive lower level offers future finishing potential with plumbing already in place for an additional bathroom. Completing this one-of-a-kind property is a rare private tennis/pickleball sports court surrounded by nature, offering the perfect blend of luxury, privacy, recreation.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$191/sqft
Local Avg (Holyoke)$188/sqft
2% AboveMarket Average

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

Property Details

Financials

Original Price$799,900
Annual Taxes$10,453

Parking

Garage2
Off-Street12

Interior Specifications

Total Rooms8
Fireplaces2
FlooringWood, Tile
BasementFull, Concrete, Unfinished

Climate & Utilities

HeatingBaseboard, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

Construction--
Roof--
FoundationConcrete Perimeter
ZoningR-1

Property & Lot

Acres1.18
SqFt Lot51,401
Lot FeaturesWooded, Level

Amenities & Appliances

Gas Water Heater • Range • Dishwasher • Refrigerator • Range Hood

Neighborhood

Walk/Jog Trails • Golf • Conservation Area

Geography

Floorplan Breakdown

Structural Layout

First
Living RoomDining RoomKitchenFamily RoomBedroom 3Bedroom 4Bathroom 1Bathroom 2Bathroom 3
Main,First
Master BedroomBedroom 2
Living Room
Lvl First

Flooring - Hardwood, Window(s) - Picture, Open Floorplan, Recessed Lighting

Dining Room
Lvl First

Flooring - Hardwood, French Doors, Exterior Access, Open Floorplan, Recessed Lighting

Kitchen
Lvl First

Skylight, Flooring - Hardwood, Countertops - Stone/Granite/Solid, Kitchen Island, Wet Bar, Open Floorplan, Recessed Lighting

Family Room
Lvl First

Vaulted Ceiling(s), Flooring - Hardwood, Window(s) - Picture, Open Floorplan, Recessed Lighting, Sunken

Master Bedroom
Lvl Main,First

Bathroom - Full, Bathroom - Double Vanity/Sink, Closet - Linen, Walk-In Closet(s), Closet, Flooring - Hardwood, Window(s) - Picture, Recessed Lighting

Bedroom 2
Lvl Main,First
Bedroom 3
Lvl First

Closet, Flooring - Hardwood, Window(s) - Picture

Bedroom 4
Lvl First

Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood

Bathroom 1
Lvl First

Bathroom - Half, Flooring - Hardwood, Countertops - Stone/Granite/Solid, Dryer Hookup - Electric, Washer Hookup

Bathroom 2
Lvl First

Bathroom - Half, Bathroom - Double Vanity/Sink, Bathroom - With Tub & Shower, Closet - Linen, Countertops - Stone/Granite/Solid, Recessed Lighting

Bathroom 3
Lvl First

Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Skylight, Closet - Linen, Flooring - Hardwood, Countertops - Stone/Granite/Solid, Remodeled, Half Vaulted Ceiling(s)

Property History

Price Drop
$775,000

Was $799,900

Aug 15, 2026

MLS® 73553848

Listed
$799,900

Jul 22, 2026

MLS® 73553848

Expired
$420,000

Oct 18, 2025

MLS® 73432039

Listed
$420,000

Sep 17, 2025

MLS® 73432039

Population

37,813

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

Median Household Income

$54K

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

Renter-Occupied Homes

58.7%

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

New Construction Permits — Hampden County

359 housing units permitted in the last 12 months (+20% vs the prior 12 months) — 74 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '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 4,064 sq ft principal dwelling). Lot size: 51,401 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: Teamwork Realty Group

Listing Office: Teamwork Realty Group, LLC

MLS® Number: 73553848

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