299 Maple Rd, Longmeadow, MA 01106
Property image
Property image
OFF MARKET

299 Maple Rd
Longmeadow, MA 01106

  • 3 Beds
  • 1 Bath
  • 1,148 sqft (on 0.83 acres)

$373,700

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $2,397/mo*
Refinance Your Home

$373,700

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $2,397/mo*
Refinance Your Home
3 Beds
1 Bath
1,148 sqft
(on 0.83 acres)

Home Value

Trulia Estimate
$374K
Since last month
Decreased$5K (-1.4%)
Since last year
Increased$12K (+3.2%)
Since last sale
Increased$142K (+61%)
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 +68% in the last 10 years
MonthEstimated value
2026
August 2026$374K
July 2026$379K
June 2026$380K
May 2026$381K
April 2026$367K
March 2026$364K
February 2026$349K
January 2026$353K
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
357 Maple Rd, Longmeadow, MA
0.12
Single-Family Home
$350,000
05/15/26
3
1
1,107
2 Nevins Avenue, Enfield, CT
0.12
Single-Family Home
$280,000
11/21/25
3
1
1,152
50 Roosevelt Boulevard, Enfield, CT
0.20
Single-Family Home
$262,000
03/24/26
3
1
1,152
10 Nevins Avenue, Enfield, CT
0.13
Single-Family Home
$315,000
06/05/26
3
1
1,008
79 Roosevelt Boulevard, Enfield, CT
0.28
Single-Family Home
$313,000
03/31/26
3
1
1,008
51 Roosevelt Boulevard, Enfield, CT
0.22
Single-Family Home
$400,000
06/10/26
3
1
1,308
12 Nevins Avenue, Enfield, CT
0.14
Single-Family Home
$375,000
08/21/25
3
1
1,919
10 Tabor Road, Enfield, CT
0.31
Single-Family Home
$362,000
07/07/26
3
1
1,008
4 Marble Rd, Enfield, CT
0.39
Single-Family Home
$283,000
11/26/25
3
1
1,050
57 Arcadia St, Longmeadow, MA
0.23
Single-Family Home
$405,000
09/09/25
3
2
1,536

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
291 Maple Rd, Longmeadow, MA 01106
0.04
$356,000
3
1
1,080
Off Market
5 Ferncroft St, Longmeadow, MA 01106
0.07
$400,000
3
2
1,600
Recently Sold
9 Carney Road, Enfield, CT 06082
0.09
$345,000
3
2
1,808
Recently Sold
6 Ferncroft St, Longmeadow, MA 01106
0.07
$426,000
3
2.5
1,660
Recently Sold
7 Carney Road, Enfield, CT 06082
0.09
$337,400
3
2
1,008
Off Market
338 Maple Rd, Longmeadow, MA 01106
0.10
$416,300
3
1.5
1,224
Off Market
357 Maple Rd, Longmeadow, MA 01106
0.12
$350,000
3
1
1,107
Recently Sold
26 Carney Road, Enfield, CT 06082
0.11
$354,200
3
1
1,344
Off Market
2 Nevins Avenue, Enfield, CT 06082
0.12
$280,000
3
1
1,152
Recently Sold
365 Maple Rd, Longmeadow, MA 01106
0.13
$303,400
2
1.5
780
Off Market
10 Nevins Avenue, Enfield, CT 06082
0.13
$315,000
3
1
1,008
Recently Sold
6 Carney Road, Enfield, CT 06082
0.15
$381,900
4
2
2,016
Off Market

Local Information

  • Map ViewExplore the area around 299 Maple Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1943
Lot Size
0.83 acres
Living Area
1,148 sqft
Price/Sqft
$326
Parking
Garage

About this House

Move in ready! Well cared for 3 bedroom 1 bath colonial in Longmeadow. Updated kitchen and bathroom. Spacious fenced in yard on 0.8 acres. Central air, natural gas heat. One car garage with automatic opener. All appliances convey. Conveniently located down the road from Greenwood Park Minutes from everything. No work needed. Just move in and unpack. Area amenities include town pool, tennis courts, shopping and dining. Sidewalks for biking and walking. Wonderful town to relax, entertain, raise a family or downsize. MOVE IN READY
299 Maple Rd, Longmeadow, MA 01106 is a 3 bedroom, 1 bathroom, 1,148 sqft single-family home built in 1943. It last sold for $232,000 on Oct 19, 2018. It is currently off market. The Trulia Estimate is $373,700, with a rent estimate of $2,705/month.

Home Details for 299 Maple Rd

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1943
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.83 acres

Price and Tax history

DateEventPrice
Oct 19, 2018
Source: N/A
Sold
$232,000
Nov 22, 2013
Source: N/A
Sold
$203,000
Sep 5, 2013
Source: Agent Provided
PriceChange
$209,500
Price decreased by 0%
Aug 19, 2013
Source: Agent Provided
PriceChange
$210,000
Price increased by 0%
Aug 7, 2013
Source: Agent Provided
Listed For Sale
$209,900

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
2MoM

Around this home

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. "
    6
    Flag
  • 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. "
    4
    Flag
  • Chris R.
    "The schools are outstanding, the parents very involved, and the youth programs are plentiful. There are activities every weekend. "
    2
    Flag
  • 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."
    5
    Flag
  • Michael R.
    "Historical district would primarily residential housing. Great schools deep sidewalks safe community."
    0
    Flag
  • Angelinaaw11176
    "Clean nice neighborhood, plenty of sidewalks to walk your kids or dogs on. Not too much noise around there"
    2
    Flag
  • 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. "
    3
    Flag
  • 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."
    4
    Flag
  • Jchrishall
    "This is a great family area with fantastic schools, a park near by, and extensive sidewalks for jogging or walking."
    0
    Flag
  • DennisBoyd
    "Small town, quiet, and clean."
    0
    Flag
  • 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. "
    1
    Flag
  • 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. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 299 Maple Rd

  • What is 299 Maple Rd estimated to be worth?
    Trulia's estimated value for 299 Maple Rd in Longmeadow, MA is $373,700.
  • What is the price history for 299 Maple Rd?
    299 Maple Rd in Longmeadow, MA last sold for $232,000 in October 2018.
  • 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.
  • How big is the lot at 299 Maple Rd?
    The lot at 299 Maple Rd in Longmeadow, MA is about 0.83 acres (36,154 sq ft).
  • Does 299 Maple Rd have a garage?
    Yes, 299 Maple Rd in Longmeadow, MA has a garage.

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