Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$1,875,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 3,418 Sq. Ft.
  • 0.92 Acres
  • 2 Car Garage
  • Updated 2 days ago

Next open house:

Open House: 12:00 PM - 2:00 PM

Saturday 3/28 12:00 PM - 2:00 PM

23 Parkwood Dr,Milton, MA 02186

23 Parkwood DrMiltonMA02186

Get directions

View more dates

Join us at 23 Parkwood Dr on:

  • Open House: 12:00 PM - 2:00 PM

    Sunday 3/29 12:00 PM - 2:00 PM

    23 Parkwood Dr,Milton, MA 02186
    23 Parkwood DrMiltonMA02186
See This Home
Save This Home
See This Home
Save This Home
Nestled in Milton's sought-after Hillside neighborhood, this exceptional Federal-style Colonial offers the perfect blend of classic charm, quality renovations, & ideal livability. Thoughtfully improved & meticulously cared for, the home offers 3400 sq ft of living space, including a floor-through living room, dining room, two inviting dens - with 8 ft ceilings, four fireplaces and windows galore. The sunlit kitchen opens to a breakfast nook and newly converted four-season sunroom, creating a natural connection to the outdoors. Upstairs offers four generously sized bedrooms including primary suite with en-suite bath and pristine family bath. A large and inviting family / bonus room with a gas fireplace and bar completes the lower level. Set on a private, professionally landscaped .92-acre lot, the outdoor setting is magnificent; with heated in-ground pool, expansive level lawn, and fenced privacy, this is a true lifestyle property and a turnkey opportunity for a forever home in Milton.

Full Property Details for 23 Parkwood Dr

General

  • Price: $1,875,000
  • Taxes: $13,644 (2025)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73490877
  • Updated: 3/24/2026
  • Added to Site: 3 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Bathroom 1: First
  • Bathroom 2: 8.00 x 7.00, Second
  • Bathroom 3: 12.00 x 7.00, Second

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: 14.00 x 19.00, Second
  • Bedroom 2: 14.00 x 10.00, Second
  • Bedroom 3: 13.00 x 13.00, Second
  • Bedroom 4: 13.00 x 13.00, Second

Other Rooms

  • Living Room: 20.00 x 27.00, Main, First
  • Family Room: 11.00 x 17.00, Main, First
  • Kitchen: 12.00 x 11.00, Main, First
  • Dining Room: 14.00 x 15.00, Main, First

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Attached, Garage Door Opener, Paved Drive, Off Street, Paved

Location

  • County: Norfolk

Structural Information

  • Architectural Style: Colonial
  • Basement: Yes
  • Square Feet: 3,418
  • Year Built: 1967

Lot Features

  • Lot Size (Acres): 0.92

Financial Considerations

  • Tax Amount: $13,644
  • Tax Year: 2025

Disclosures and Reports

  • Exclusions: Dining Rm & Kitchen Chandeliers, Tvs, Refridgerator In Garage. Tv Wallmounts & Brackets To Stay.
  • Disclosures/Rstr.: Some exterior images have been digitally enhanced for seasonal visualization purposes. Seller prefers pool table to convey with sale of property. Property has main septic system w/ separate cesspool for laundry, Title V passed.
  • Property ID: M:N B:012 L:7, 133980

Listed by Gibson Sotheby's International Realty, Peggy Gemelli

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 23 Parkwood Dr —

  • Peggy Gemelli

    Gibson Sotheby's International Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 23 Parkwood Dr

School District:Milton School District, Milton, MA
NameGradesDistance
Cunningham School, Milton, MA
44 Edge Hill Road, Milton, MA 02186
K-52.3 mi
Collicot Elementary School
80 Edge Hill Road, Milton, MA 02186
PK-52.4 mi
Glover Elementary School, Milton, MA
255 Canton Avenue, Milton, MA 02186
K-52.6 mi
Charles S Pierce Middle School
451 Central Avenue, Milton, MA 02186
6-82.3 mi
Milton High School
25 Gile Road, Milton, MA 02186
9-121.9 mi
Tucker Elementary School
187 Blue Hills Parkway, Milton, MA 02186
K-52.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 23 Parkwood Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/24/2026
Listed
$1,875,000
131.48%
MLS
8/31/2009
Sold
$810,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 23 Parkwood Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$13,644
4%
$1,230,300
2%
2024
$13,119
2%
$1,201,400
6%
2023
$12,899
3%
$1,131,500
13%
2022
$12,507
-1%
$1,003,000
4%
2021
$12,621
—
$961,200
—
2020
$12,569
3%
$958,000
3%
2019
$12,235
10%
$928,300
16%
2018
$11,080
7%
$802,300
5%
2017
$10,358
-2%
$763,900
-2%
2016
$10,568
—
$782,800
3%
2015
$10,567
-4%
$758,000
3%
2014
$11,052
2%
$737,300
—
2013
$10,838
—
$737,300
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 23 Parkwood Dr

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Gibson Sotheby's International Realty, Peggy Gemelli

Similar Properties near 23 Parkwood Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

207 Pleasant St, Milton, MA 02186 - Photo 1
$1,725,000
Open House

207 Pleasant St  Milton, MA 02186

  • Single Family
  • Active
  • Updated 13 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,930
    Sq. Ft.
12 Morton Terrace, Milton, MA 02186 - Photo 1 Just Listed
$1,795,000
Open House

12 Morton Terrace  Milton, MA 02186

  • Single Family
  • Active
  • Updated 1 day ago
  • 5
    Beds
  • 3
    Total Baths
  • 3,183
    Sq. Ft.
661 North St, Randolph, MA 02368 - Photo 1
$2,000,000

661 North St  Randolph, MA 02368

  • Single Family
  • Active
  • 3
    Beds
  • 1
    Total Bath
  • 1,414
    Sq. Ft.
19 Lewis Ln, Dedham, MA 02026 - Photo 1
$1,688,888

19 Lewis Ln  Dedham, MA 02026

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 3,268
    Sq. Ft.

Just Listed near 23 Parkwood Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

230 Willard St, Quincy, MA 02169 - Photo 1 Just Listed
$395,000
Open House

230 Willard St  #207  Quincy, MA 02169

  • Condo
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 866
    Sq. Ft.
Listed by Adam Smith (781) 534-2526
211 West St, Quincy, MA 02169 - Photo 1 Just Listed
$479,000

211 West St  #12B  Quincy, MA 02169

  • Condo
  • Active
  • Updated 14 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,232
    Sq. Ft.
Listed by Mellissa Collin (774) 454-7976
56 Penn St, Quincy, MA 02169 - Photo 1 Just Listed
$669,000

56 Penn St  #4  Quincy, MA 02169

  • Condo
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 3
    Total Baths
  • 1,606
    Sq. Ft.
Listed by Gail Hall (617) 633-7253
44 Armory St, Quincy, MA 02169 - Photo 1 Just Listed
$600,000
Open House

44 Armory St  Quincy, MA 02169

  • Single Family
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 1,366
    Sq. Ft.

Price Reduced near 23 Parkwood Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

111 Willard St, Quincy, MA 02169 - Photo 1 Price Reduced
-$50 (-2.33%)
$2,100

111 Willard St  #1D  Quincy, MA 02169

  • Commercial Lease
  • Active
21 Robertson St, Quincy, MA 02169 - Photo 1 Price Reduced
-$40,000 (-3.67%)
$1,050,000
Open House

21 Robertson St  Quincy, MA 02169

  • Single Family
  • Active
  • Updated 9 hours ago
  • 5
    Beds
  • 3
    Total Baths
  • 2,735
    Sq. Ft.
267-269 Farrington St, Quincy, MA 02170 - Photo 1 Price Reduced
-$20,000 (-1.67%)
$1,179,000

267-269 Farrington St  Quincy, MA 02170

  • Multi-Family
  • Active
  • Updated 1 day ago
  • 2
    Units
  • 3
    Total Beds
  • 0.1
    Acres
8 Jackson St, Quincy, MA 02169 - Photo 1 Price Reduced
-$5,000 (-1.61%)
$304,900
Open House

8 Jackson St  #B-4  Quincy, MA 02169

  • Condo
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 684
    Sq. Ft.

Recent Sales near 23 Parkwood Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

79 Hillside St, Milton, MA 02186 - Photo 1 Sold
$1,630,000

79 Hillside St  Milton, MA 02186

  • Land Residential
  • Closed
  • 15.51
    Acres
407 Highland St, Milton, MA 02186 - Photo 1 Sold
$1,785,000

407 Highland St  Milton, MA 02186

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,968
    Sq. Ft.
Listed by Susan Lewis-Grant and Jeannette Genova
108 Indian Spring Rd, Milton, MA 02186 - Photo 1 Sold
$1,930,000

108 Indian Spring Rd  Milton, MA 02186

  • Single Family
  • Closed
  • 5
    Beds
  • 4
    Total Baths
  • 3,597
    Sq. Ft.
53 Wolcott Woods Ln, Milton, MA 02186 - Photo 1 Sold
$1,675,000

53 Wolcott Woods Ln  #53  Milton, MA 02186

  • Townhouse
  • Closed
  • 3
    Beds
  • 4
    Total Baths
  • 2,576
    Sq. Ft.
Listed by Theresa Donovan
Sold by Matt Freeman

23 Parkwood Dr, Milton, MA 02186 (MLS# 73490877) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 23 Parkwood Dr is currently listed for $1,875,000 and was received on March 24, 2026. Want to learn more about 23 Parkwood Dr? Do you have questions about finding other Single Family real estate for sale in Milton? You can browse all Milton real estate or contact a Coldwell Banker agent to request more information.

Tour this property