289 Captain Rd, Longmeadow, MA 01106
OFF MARKET

$591,900

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 1,952 sqft (on 0.63 acres)

289 Captain Rd, Longmeadow, MA 01106

Est. Refi. Payment $3,758/mo*
Refinance Your Home
Currently Off Market - Sold May 27, 1999 for $249,000

Home Value

Trulia Estimate
$592K
Since last month
Decreased$8K (-1.3%)
Since last year
Increased$24K (+4.2%)
Since last sale
Increased$344K (+138.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +78% in the last 10 years
MonthEstimated value
2026
August 2026$593K
August 2026$592K
July 2026$602K
June 2026$595K
May 2026$604K
April 2026$582K
March 2026$575K
February 2026$555K
January 2026$553K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.29
Single-Family Home
$505,000
11/04/25
3
2.5
2,002
0.12
Single-Family Home
$450,000
12/02/25
3
2
1,532
0.25
Single-Family Home
$572,500
05/12/26
3
2.5
2,116
0.21
Single-Family Home
$610,000
06/26/26
3
2.5
2,380
0.16
Single-Family Home
$734,000
07/16/26
4
2.5
2,708
0.51
Single-Family Home
$485,000
07/30/26
3
2.5
2,000
0.40
Single-Family Home
$515,000
10/10/25
3
2
2,048
0.32
Single-Family Home
$475,000
04/10/26
3
1.5
1,663
0.31
Single-Family Home
$650,000
06/09/26
4
2.5
2,370
0.32
Single-Family Home
$521,000
11/04/25
3
2
1,689

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.05
$573,100
5
2
2,254
Off Market
0.09
$638,100
4
2.5
2,324
Off Market
0.12
$450,000
3
2
1,532
Recently Sold
0.12
$697,000
4
3.5
2,121
Off Market
0.16
$734,000
4
2.5
2,708
Recently Sold
0.19
$517,200
4
2.5
2,348
Off Market
0.16
$1,259,600
4
3.5
3,490
Off Market
0.15
$1,648,900
5
4
6,215
Off Market
0.21
$610,000
3
2.5
2,380
Recently Sold
0.22
$495,000
3
2
2,285
Off Market
0.24
$827,700
5
3.5
2,625
Off Market
0.23
$603,300
3
2
1,932
Off Market

Local Information

  • Map ViewExplore the area around 289 Captain Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1964
0.63 acre lot
1,952 sqft
$303/sqft
Garage

About this House

Beautiful, roomy ranch waiting for new owner in sought-after location in Longmeadow within walking distance to high school, shopping center and grocery store. This 1950 square foot home offers 3 bedrooms (all with walk-in closets), 2 and a half baths, master bedroom with full bath, family room with gorgeous vaulted ceiling and 3 fireplaces on .63 acres!

Gleaming hardwood floors run through most of the home and the kitchen features a breakfast nook with huge bay window. Another bay window in the formal living room offers a window seat overlooking the peaceful, level backyard with slate patio. Off of the family room there is a screened in patio complete with built-in outdoor grill which also leads to the two-car attached garage.

The unfinished basement runs the entire length of the home and offers an enormous cedar closet outfitted with hanging racks and shelves.

Steel beam construction, central air and vacuum. Some updating needed, but nothing that would stop you from moving in right away to start enjoying one-level living in the heart of Longmeadow.
289 Captain Rd, Longmeadow, MA 01106 is a 3 bedroom, 3 bathroom, 1,952 sqft single-family home built in 1964. It last sold for $249,000 on May 27, 1999. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $591,900, with a rent estimate of $3,360/month.

Home Details for 289 Captain Rd

Interior Features

Interior Details
BasementNumber of Rooms: 7Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Master Bath
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood, Laminate, Linoleum Vinyl
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodPorch
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.63 acres

Price and Tax history

DateEventPrice
Mar 24, 2021
Source: N/A
ListingRemoved
Aug 8, 2014
Source: N/A
ListingRemoved
$299,000
Aug 8, 2014
Source: N/A
PendingToActive
$299,000
Jul 5, 2014
Source: N/A
Pending
$299,000
May 13, 2014
Source: N/A
Listed For Sale
$299,000

Market trends in Longmeadow

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
56
2
MoM

What Locals Say about Longmeadow

At least 71 Trulia users voted on each feature.
  • 94 % Say it's dog friendly

  • 94 % Say there are sidewalks

  • 93 % Say car is needed

  • 91 % Say yards are well-kept

  • 91 % Say parking is easy

  • 87 % Say kids play outside

  • 84 % Say there's holiday spirit

  • 77 % Say people would walk alone at night

  • 76 % Say it's quiet

  • 76 % Say they plan to stay for at least 5 years

  • 75 % Say streets are well-lit

  • 68 % Say there's wildlife

  • 65 % Say it's walkable to restaurants

  • 65 % Say neighbors are friendly

  • 57 % Say it's walkable to grocery stores

  • 46 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "My commute is very easy. No heavy traffic. I can get to work quickly, easily and stress-free. I like it here. "
  • Karen I.
    "There’s room to walk your dogs anywhere here. It’s a very dog friendly community. I always see my neighbors walk their dogs on Sundays more often. I think the dogs like to be near the woods and tend to drag their owners along towards them. "
  • Chris R.
    "The schools are outstanding, the parents very involved, and the youth programs are plentiful. There are activities every weekend. "
  • L.
    "I miss this neighborhood. Lovely, friendly, quiet. Very pet friendly. Cats are safe & the kids play with them. Some will visit you. Schools are excellent. Community garden within walking distance. No sidewalks, but very safe to walk around, even after dusk."
  • Michael R.
    "Historical district would primarily residential housing. Great schools deep sidewalks safe community."
  • Angelinaaw11176
    "Clean nice neighborhood, plenty of sidewalks to walk your kids or dogs on. Not too much noise around there"
  • Karen R.
    "Longmeadow is one of the top towns in the country to live. The schools are fabulous. The town is beautiful with a lot of community pride. The shopping area is growing and is a popular draw. It is a family friendly community that also has a lot to do for seniors. "
  • Marissa
    "This is an excellent area for a growing family. It is walking distance from the park, Starbucks and local shops. Beautifully kept sidewalks. Safe to run and bike. Seconds away from Forrest Park for the avid runner. Quick on and off of I-91 for running errands outside of town. Minutes from the Basketball Hall of fame for date night or family fun. I can't say enough about this location."
  • Jchrishall
    "This is a great family area with fantastic schools, a park near by, and extensive sidewalks for jogging or walking."
  • DennisBoyd
    "Small town, quiet, and clean."
  • astpeter
    "Speed limit is 35, people cutting through from Rte 5 to Enfield, or just going down the street, especially delivery trucks drive 50-60mph . The police are never there to do anything about it when you call. "
  • Tonyrichard
    "Excellent schooling system (Blueberry Hill, Williams Middle & Long meadow High). Walking distance (5 minutes) to Mr. Potato Head Park & pool. Extremely safe & friendly neighborhood. Great place to grow kids! The house is on a corner lot (lot more yard space) in a quiet wooded neighborhood. "

LGBTQ Local Legal Protections

Frequently asked questions about 289 Captain Rd

  • What is 289 Captain Rd estimated to be worth?
    Trulia's estimated value for 289 Captain Rd in Longmeadow, MA is $591,900.
  • What is the price history for 289 Captain Rd?
    289 Captain Rd in Longmeadow, MA last sold for $249,000 in May 1999.
  • Is Longmeadow a buyer's or seller's market?
    Longmeadow is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Longmeadow?
    Residents describe Longmeadow, MA as dog-friendly, pedestrian-friendly, and well-kept. See recently sold homes in Longmeadow, MA.
  • Does 289 Captain Rd have air conditioning?
    Yes, 289 Captain Rd in Longmeadow, MA has air conditioning.
  • Does 289 Captain Rd have laundry facilities?
    Yes, 289 Captain Rd in Longmeadow, MA has in-unit laundry.

Apartments for Rent

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