21 Greenleaf Rd, Natick, MA 01760
Property image
Property image
PENDING
0.28 ACRES

21 Greenleaf Rd
Natick, MA 01760

  • 3 Beds
  • 1.5 Baths
  • 1,868 sqft (on 0.28 acres)

$775,000

Est. Mortgage $4,650/mo*
Get Pre-Qualified

$775,000

Est. Mortgage $4,650/mo*
Get Pre-Qualified
3 Beds
1.5 Baths
1,868 sqft
(on 0.28 acres)

Home Highlights

Parking
4 Open Spaces
Outdoor
Deck
Price/Sqft
$415
Listed
10 days ago
Climate Control
Oil, Baseboard & Window Units

Local Information

  • Map ViewExplore the area around 21 Greenleaf Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Welcome to this expansive 1,800+ sq. ft. eight-room, three-bedroom ranch in a highly sought-after neighborhood. The fireplaced living room opens to the dining area and flows into a spacious family room addition, complete with sliders leading to the deck (15x13) and rear yard. The home offers three bedrooms, 1.5 baths, an eat-in kitchen, and a versatile bonus room ideal for a playroom, home office, or additional living space. Bring your vision and updating ideas to make this home your own while building valuable sweat equity in a neighborhood of larger, more extensively updated homes. The spacious, fenced rear yard provides plenty of room for outdoor entertaining, play, gardening, and family gatherings. An excellent opportunity to create the home you've envisioned in a desirable location. Don't miss your chance—act today!
Last check for updates: about 17 hours ago
Listing courtesy of Stephen O Loughlin, (617) 924-7532
Realty Executives, (617) 923-7778
Source: MLS PIN, MLS#73562778
Also Listed on MLS PIN.

Home Details for 21 Greenleaf Rd

Interior Features

Interior Details
Number of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bathroom 1, Bathroom 2, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1868 Square FeetFoundation Area: 1352
Appliances & Utilities
Utilities: for Electric Range, for Electric Dryer, Washer HookupAppliances: Water Heater, Tankless Water Heater, Range, Refrigerator, Washer, Range HoodLaundry: Electric Dryer Hookup,Washer Hookup,First FloorRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,OilHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers, 100 Amp Service
Windows, Doors, Floors & Walls
Window: Insulated WindowsFlooring: Tile, Vinyl, Carpet, Flooring - Vinyl
Levels, Entrance, & Accessibility
Floors: Tile, Vinyl, Carpet, Flooring Vinyl

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck - WoodFencing: Fenced/Enclosed, FencedExterior: Deck - Wood, Fenced YardFoundation: Slab
Parking & Garage
Open Parking Spaces: 4No GarageHas Open ParkingParking Spaces: 4Parking: Paved Drive,Off Street
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: 90.00
Finished Area
Finished Area (above surface): 1868

Days on Market

Days on Market: 10

Property Information

Year Built
Year Built: 1954
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 668118

Price & Status

Price
List Price: $775,000Price Per Sqft: $415
Status Change & Dates
Off Market Date: Wed Aug 19 2026

Active Status

MLS Status: Under Agreement

Location

Direction & Address
City: Natick
School Information
Elementary School: BrownJr High / Middle School: KennedyHigh School: Natick Hs

Agent Information

Listing Agent
Listing ID: 73562778

Building

Building Area
Building Area: 1868 Square Feet

Community

Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Highway Access, Public School, T-StationNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.28 acres

Offer

Listing Terms: Contract

Miscellaneous

Mls Number: 73562778Above Grade Unfinished Area: 1868

Additional Information

Public TransportationShoppingParkWalk/Jog TrailsGolfMedical FacilityHighway AccessPublic SchoolT-Station

Around this home

What Locals Say about Natick

At least 180 Trulia users voted on each feature.

  • 90 % Say it's dog friendly

  • 86 % Say parking is easy

  • 81 % Say car is needed

  • 80 % Say there are sidewalks

  • 77 % Say yards are well-kept

  • 76 % Say people would walk alone at night

  • 76 % Say kids play outside

  • 72 % Say there's holiday spirit

  • 68 % Say they plan to stay for at least 5 years

  • 66 % Say it's quiet

  • 60 % Say there's wildlife

  • 58 % Say streets are well-lit

  • 56 % Say neighbors are friendly

  • 52 % Say it's walkable to restaurants

  • 50 % Say it's walkable to grocery stores

  • 49 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Claudia Sigler
    "Is a great town but overpriced. Schools are good, everything’s is close. It is a great location overall and safe "
    0
    Flag
  • Regina silva
    "I like the neighborhood, is safe and secure to walk all time at st, the people are so nice and friendly "
    0
    Flag
  • Marievetter
    "I drive pretty much everywhere I need to go. Public transportation is not a viable option for where I live. The drive is often on very congested roads, especially Speen Street."
    0
    Flag
  • Dlandry
    "I don’t know what dog owners would like or not like about living in this neighborhood. But I do know that cat owners like living here."
    0
    Flag
  • Michelly Petroni
    "Everything Natick is wonderful I loved every second i lived there. You will have everything around your house"
    0
    Flag
  • Maura Cusick
    "Natick is a lovely family friendly community teeming with events, local gatherings, and local activities. Nice access to parks & wildlife yet Convenient to transit to boston. Beautiful library. "
    1
    Flag
  • Trulia User
    "Very quiet dead end road, wonderful forest and nature trails at the end of the road. Close to all shopping destinations, awesome location. Yet still very quiet and surrounded by nature"
    2
    Flag
  • Paul A.
    "Natick Days on the common. The sensible school system and well run town government host many community events."
    2
    Flag
  • Ed J.
    "Great community and friendly neighbors, down to earth, too. Network is also very centrally located and therefore makes it easy to get anywhere in New England"
    1
    Flag
  • Clwagner1
    "Nice and quiet place to live. Good neighbors. Good schools.nice downtown. Community events, good restaurants, close to public transportation "
    1
    Flag
  • Ed J.
    "Dogs being walked all the time. If you own a dog and you live in this neighborhood I think you’ll both be very happy"
    3
    Flag
  • Ed J.
    "Living here is like living in Mayberry. We’ve been here 20 years and have loved every minute of it. Very fine schools and reasonable property taxes, too."
    2
    Flag
  • Andrea.danilowicz
    "I take the train each morning and it’s very convenient. There’s great restaurants in the area and can be quiet, yet vibrant. "
    0
    Flag
  • Katie .
    "It’s very quiet, no matter the time of year. I like living near all the hiking trails and being so close to the commuter rail. Route 9 can be busy during certain times of day. "
    1
    Flag
  • Redmen vs Flyers ‘07
    "I live in the area, there are many families that live around here. There are some great hiking areas in nearby towns. Majority of families have dogs. Kids play in the street. No street lights to speak of. Some areas are unsidewalked. Very small town feel about everything."
    4
    Flag
  • Mahashraya S.
    "Natick is the best of both worlds with a residential feel but with lots to do nearby. It’s also convenient to get groceries and necessities nearby with Natick Mall being just a stone’s throw from the neighborhood."
    0
    Flag
  • Jasonnewberg19
    "Drive into Boston. Quite horrific on most days and it will only get worse once school starts. Have to leave around 6:30/6:45am to beat most of the AM rush hour. "
    3
    Flag
  • Zuribel D. M.
    "I absolutely love Natick, prices are high for rent but the schools are awasome. The library is great."
    3
    Flag
  • Zuribel D. M.
    "Quiet and secure neighborhood, public places are clean and secure, good for kids of all ages. Good for walking and public transportation is near by."
    3
    Flag
  • Shopkerri
    "Awful going east unless you leave at 5:50 AM and come back at 3. Very congested. I have become a home body!"
    0
    Flag
  • Jondeso0743
    "I have lived in this neighborhood for 50 years..Friendly neighbors, easy access to shopping, Roache Bros. supermarket is 3/10th. of a mile from house..Lovely residential area."
    5
    Flag
  • Cupham
    "It’s a great place for dogs. You always see someone out walking their pup. It’s a great way to meet people. My dog loves it here. "
    1
    Flag
  • Gferrelli
    "Great community. Good, hardworking people. Very down to earth people. A great place to raise a family. "
    2
    Flag
  • Mrosenberg
    "This neighborhood is located near several great schools! It is close to the supermarket, major roads and is about thirty minutes from Boston. "
    2
    Flag
  • Mauricio U.
    "small town and friendly people. the area is safe and family friendly. most people have pets, which makes it easy to have a pet around people. "
    4
    Flag
  • Nicholas56
    "Gorgeous house on street of victorian beauties in the historic area known as Walnut Hill. Love to take walks here. Close to train, town and the well regarded Walnut Hill School."
    0
    Flag
  • Unspecified
    "This area is PERFECT for families! Cross street is easy walking distance to Natick Center where there is always something going on. Restaurants, ice cream parlors, church, coffee shops, and library are just a few things that are close by. The area is great for taking the dog for a walk, with many families doing the same, there is always someone new for your dog to sniff!"
    0
    Flag
  • Taylors
    "We have lived here for 7 years and love the closeness and walkability to downtown shops and parks. A close community with lots of artists and music, farmers market and summer concerts. Schools are exceptional. Commuter rail to Boston is right in downtown. We don't want to go anywhere else."
    0
    Flag

Market trends in Natick

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$841K
$5.33KMoM
Sale-to-List Price
101.1%
0.3%MoM
Price per sq ft
$477
$3MoM
Available listings
81
23MoM

Home Value

Trulia Estimate
$794K
Since last month
Increased$17K (+2.2%)
Since last year
Increased$39K (+5.2%)
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 +86% in the last 10 years
MonthEstimated value
2026
August 2026$794K
July 2026$776K
June 2026$787K
May 2026$798K
April 2026$793K
March 2026$780K
February 2026$752K
January 2026$743K
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
3 Oxbow Rd, Natick, MA
0.12
Single-Family Home
$840,000
04/24/26
3
1.5
1,820
5 Longview St, Natick, MA
0.21
Single-Family Home
$935,000
06/18/26
3
2
1,840
146 Hartford St, Natick, MA
0.26
Single-Family Home
$765,000
08/10/26
3
2
1,767
143 Howe St, Natick, MA
0.28
Single-Family Home
$705,000
11/05/25
4
1.5
2,017
204 Hartford St, Natick, MA
0.46
Single-Family Home
$624,000
10/15/25
3
2
1,400
8 Vernon Rd, Natick, MA
0.40
Single-Family Home
$615,000
10/15/25
3
1
1,165
23 Porter Rd, Natick, MA
0.49
Single-Family Home
$820,000
06/16/26
4
1.5
1,643
36 Porter Rd, Natick, MA
0.55
Single-Family Home
$735,000
01/05/26
3
2
1,265
93 Mill St, Natick, MA
0.64
Single-Family Home
$750,000
09/11/25
3
1.5
1,686
257 Bishop St, Framingham, MA
0.48
Single-Family Home
$570,000
08/10/26
3
1
1,224

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
19 Greenleaf Rd, Natick, MA 01760
0.02
$1,032,100
4
1.5
1,882
Off Market
17 Greenleaf Rd, Natick, MA 01760
0.03
$1,927,800
5
4.5
4,486
Off Market
8 Millbrook Rd, Natick, MA 01760
0.09
$828,500
3
2
1,474
Off Market
8 Greenleaf Rd, Natick, MA 01760
0.09
$1,954,100
5
4.5
4,486
Off Market
34 Hemlock Dr, Natick, MA 01760
0.09
$795,100
3
1.5
1,183
Off Market
7 Greenleaf Rd, Natick, MA 01760
0.12
$824,900
3
1.5
1,452
Off Market
164 Boden Ln, Natick, MA 01760
0.12
$949,000
4
3
1,866
Off Market
3 Oxbow Rd, Natick, MA 01760
0.12
$840,000
3
1.5
1,820
Recently Sold
180 Boden Ln, Natick, MA 01760
0.15
$1,242,700
4
3.5
3,440
Off Market
163 Boden Ln, Natick, MA 01760
0.15
$799,999
4
2
1,487
For Sale
25 Hemlock Dr, Natick, MA 01760
0.16
$1,063,600
4
2
1,826
Off Market
16 Elwin Rd, Natick, MA 01760
0.16
$1,479,000
4
2.5
3,202
Off Market

Price and Tax history

DateEventPrice
Aug 20, 2026
Source: MLS PIN #73562778
Pending
$775,000
Aug 12, 2026
Source: MLS PIN #73562778
Listed For Sale
$775,000

LGBTQ Local Legal Protections

Stephen O Loughlin, Realty Executives, (617) 923-7778
Agent Phone: (617) 924-7532
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

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Frequently asked questions about 21 Greenleaf Rd

  • What is the estimated monthly payment for 21 Greenleaf Rd?
    Based on a $775,000 list price with 20% down at today's rates, the estimated monthly payment for 21 Greenleaf Rd in Natick, MA is approximately $4,785 (about $4,058 principal & interest, $652 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 21 Greenleaf Rd compare to homes in Natick?
    21 Greenleaf Rd in Natick, MA is listed at $775,000, about 8% below the $841K median sale price in Natick.
  • What do residents say about Natick?
    Residents describe Natick, MA as dog-friendly, easy to park in, and pedestrian-friendly. See homes for sale in Natick, MA.
  • What are the closest schools to 21 Greenleaf Rd?
    The closest schools to 21 Greenleaf Rd in Natick, MA are Brown (Elementary, rated 9/10), J F Kennedy Middle School (Elementary, rated 9/10), Natick High School (Pre-K, rated 9/10).
  • Does 21 Greenleaf Rd have air conditioning?
    Yes, 21 Greenleaf Rd in Natick, MA has air conditioning.
  • Does 21 Greenleaf Rd have laundry facilities?
    Yes, 21 Greenleaf Rd in Natick, MA has laundry facilities.
21 Greenleaf Rd, Natick, MA 01760 is a 3 bedroom, 2 bathroom, 1,868 sqft single-family home built in 1954. This property is currently available for sale and was listed by MLS PIN on Aug 12, 2026. The MLS # for this home is MLS# 73562778.