Pending

Price cut: $196K (10/14)

$999,000

27 Glendale Rd, Milton, MA 02186

5beds

2,462sqft

$6,568/mo

Get pre-qualified

Single Family Residence

Built in 1941

6,943 Square Feet Lot

$1,151,300 Zestimate^®

$406/sqft

$-- HOA

What's special

Central acGlass enclosed shower stallIn ground poolOne car garageOpen concept dining areaUpdated kitchenPartially finished basement

Motivated seller - don't miss out! This is the best opportunity in Milton. 27 Glendale Road has an updated kitchen, with large island, stainless steel appliances & an open concept dining area.Close to Milton Schools & Cunningham Park.Plus, a spacious primary suite with large close and glass enclosed shower stall. Also, this home has Central AC, 5 bedrooms, a partially finished basement and a one car garage. Lastly, this home has an in ground pool!Ready for new owners!!

52 days
1,115
57

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 5
Bathrooms: 3
Full bathrooms: 2
1/2 bathrooms: 1
Main level bathrooms: 1

Primary bedroom

Features: Bathroom - 3/4, Closet, Flooring - Hardwood
Level: Second

Bedroom 2

Features: Closet, Flooring - Hardwood
Level: Second

Bedroom 3

Features: Closet, Flooring - Hardwood
Level: Second

Bedroom 4

Features: Closet, Flooring - Hardwood
Level: Second

Bedroom 5

Features: Closet, Flooring - Hardwood
Level: First

Bathroom 1

Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile
Level: Second

Bathroom 2

Features: Bathroom - 3/4, Bathroom - Tiled With Shower Stall
Level: Second

Bathroom 3

Features: Bathroom - Half
Level: Main,First

Dining room

Features: Flooring - Hardwood
Level: First

Family room

Features: Flooring - Hardwood, Exterior Access
Level: First

Kitchen

Features: Countertops - Stone/Granite/Solid, Remodeled
Level: First

Living room

Features: Flooring - Hardwood
Level: First

Heating

Hot Water

Cooling

Central Air

Appliances

Included: Gas Water Heater, Range, Refrigerator, Washer, Dryer
Laundry: In Basement

Features

Flooring: Hardwood
Basement: Full,Interior Entry,Garage Access
Number of fireplaces: 1
Fireplace features: Living Room

Interior area

Total structure area: 2,462
Total interior livable area: 2,462 sqft
Finished area above ground: 2,112
Finished area below ground: 350

Property

Parking

Total spaces: 2
Parking features: Under, Paved Drive, Off Street, Paved
Attached garage spaces: 1
Uncovered spaces: 1

Features

Patio & porch: Patio
Exterior features: Patio, Pool - Inground, Fenced Yard
Has private pool: Yes
Pool features: In Ground
Fencing: Fenced

Lot

Size: 6,943 Square Feet

Details

Parcel number: 132154
Zoning: RC

Construction

Type & style

Home type: SingleFamily
Architectural style: Colonial
Property subtype: Single Family Residence

Materials

Foundation: Concrete Perimeter

Condition

Year built: 1941

Utilities & green energy

Sewer: Public Sewer
Water: Public
Utilities for property: for Gas Range

Community & HOA

Community

Features: Pool, Park, Private School, Public School

HOA

Has HOA: No

Location

Region: Milton

Financial & listing details

Price per square foot: $406/sqft
Tax assessed value: $986,200
Annual tax amount: $11,647
Date on market: 9/17/2026
Listing terms: Seller W/Participate

Estimated market value

$1,151,300

$1.09M - $1.21M

$5,957/mo

Price history

Date	Event	Price
10/27/2026	Pending sale	$999,000$406/sqft
Source: MLS PIN #73579278 Report a problem
10/17/2026	Contingent	$999,000$406/sqft
Source: MLS PIN #73579278 Report a problem
10/14/2026	Price change	$999,000-16.4%$406/sqft
Source: MLS PIN #73579278 Report a problem
9/22/2026	Price change	$1,195,000-7.7%$485/sqft
Source: MLS PIN #73579278 Report a problem
9/17/2026	Listed for sale	$1,295,000+197.7%$526/sqft
Source: MLS PIN #73579278 Report a problem
6/4/2012	Sold	$435,000-7.2%$177/sqft
Source: Public Record Report a problem
2/17/2012	Listing removed	$469,000$190/sqft
Source: Coldwell Banker Residential Brokerage - #71162872 Report a problem
8/15/2011	Price change	$469,000-4.1%$190/sqft
Source: Coldwell Banker Residential Brokerage - #71162872 Report a problem
7/7/2011	Price change	$489,000-2%$199/sqft
Source: Coldwell Banker Residential Brokerage - #71162872 Report a problem
3/30/2011	Price change	$499,000-3.1%$203/sqft
Source: Coldwell Banker Residential Brokerage - #71162872 Report a problem
11/22/2010	Listed for sale	$515,000+119.1%$209/sqft
Source: NRT NewEngland #71162872 Report a problem
4/1/1996	Sold	$235,000+135%$95/sqft
Source: Public Record Report a problem
8/16/1993	Sold	$100,000$41/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$10,619 +3.2%	$957,500 +1.6%
2024	$10,288 +2.4%	$942,100 +6.9%
2023	$10,045 +2.2%	$881,100 +11.8%
2022	$9,829 +10.2%	$788,200 +16%
2021	$8,923 +2.8%	$679,600 +2.8%
2020	$8,678 +2.5%	$661,400 +3%
2019	$8,466 +1.1%	$642,300 +6%
2018	$8,372 +6.9%	$606,200 +5%
2017	$7,831 +13.1%	$577,500 +12.6%
2016	$6,923 +1.7%	$512,800 +5%
2015	$6,807 +6.8%	$488,300 +14.8%
2014	$6,374 +2%	$425,200
2013	$6,250 +2.4%	$425,200
2012	$6,102 -0.5%	$425,200 -2.5%
2011	$6,135 +5.4%	$436,000
2010	$5,821 +12.8%	$436,000 -0.8%
2009	$5,160 +1.1%	$439,500 -5.7%
2008	$5,105 +1%	$466,200
2007	$5,054 +13.4%	$466,200 +6.1%
2006	$4,458 +4.1%	$439,200 +8.1%
2005	$4,281 +3.6%	$406,200 +19.2%
2004	$4,132 +3.3%	$340,900
2003	$3,999 +0.3%	$340,900 +44.2%
2002	$3,988 +17.2%	$236,400 +27.2%
1999	$3,404	$185,900