Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$779,000 Just Listed

  • For Sale
  • Active
  • Townhouse
  • 1 Bed
  • 2 Full Baths
  • 1 Partial Bath
  • 1,520 Sq. Ft.
  • 1 Car Garage
  • Updated 7 hours ago

Next open house:

Open House: 2:30 PM - 4:00 PM

Saturday 6/27 2:30 PM - 4:00 PM

21 Hillside Drive #21,Wayland, MA 01778

21 Hillside Drive #21WaylandMA01778

Get directions

View more dates

Join us at 21 Hillside Drive #21 on:

  • Open House: 2:30 PM - 4:00 PM

    Sunday 6/28 2:30 PM - 4:00 PM

    21 Hillside Drive #21,Wayland, MA 01778
    21 Hillside Drive #21WaylandMA01778
See This Home
Save This Home
See This Home
Save This Home
Highly unique opportunity for a fully renovated, 3-floor townhouse condo, lives like a 2-bedroom in Wayland's much sought-after, amenities-rich community. Top floor: 1 bedroom suite, over-size walk-in closet, and stunning European-inspired-tub/shower/2-sink bathroom. Mid-level: Open living/dining room/tiled fireplace/kitchen/office/ bathroom. New all-white kitchen/stone counter tops. Soaring ceilings and hardwood floors throughout. Lower-level: Second bedroom suite or family room with updated full bathroom. Includes abundant closets and separate laundry area. Private front garden with flowering perennials and new walkway. New windows, ceilings, walls, lighting, electrical outlets, and interior/exterior paint create a magnificent move-in-ready space. Amenities include pool, tennis/pickleball, basketball net, club house, book club, games, and great events all year long.

Full Property Details for 21 Hillside Dr #21

General

  • Price: $779,000
  • HOA FEE: $1,208/month
  • Taxes: $11,253 (2026)
  • Status: Active
  • Type: Townhouse
  • MLS ID: 73542435
  • Updated: Today (6/26/2026)
  • Added to Site: Today

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Bathroom 1: 7.00 x 12.00, Second
  • Bathroom 2: 4.00 x 7.00, Main, First
  • Bathroom 3: Basement

Bedrooms

  • Total Bedrooms: 1
  • Primary Bedroom: 15.00 x 14.00, Second

Other Rooms

  • Living Room: 22.00 x 11.00, Main, First
  • Family Room: 21.00 x 15.00, Basement
  • Kitchen: 8.00 x 12.00, Main, First
  • Dining Room: 11.00 x 8.00, Main, First
  • Office: 9.00 x 9.00, Main

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Parking Features: Detached, Garage Door Opener, Assigned, Guest, Paved

Location

  • County: Middlesex

Structural Information

  • Basement: Yes
  • Stories/Levels: 3
  • Square Feet: 1,520
  • Year Built: 1986

Financial Considerations

  • Association Fee: $1,208
  • Tax Amount: $11,253
  • Tax Year: 2026

Disclosures and Reports

  • Exclusions: Deck Rail Planters Are Excluded.
  • Disclosures/Rstr.: Seller and seller's agent make no representations. Buyer and buyer's agent to do their own due diligence.
  • Property ID: 862680

Listed by Gibson Sotheby's International Realty, Simon Collaborative Group and Sheryl Simon

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 agents

— 21 Hillside Dr #21 —

  • Simon Collaborative Group

    Gibson Sotheby's International Realty

  • Sheryl Simon

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 21 Hillside Dr #21

School District:Wayland School District
NameGradesDistance
Loker School
47 Loker Street, Wayland, MA 01778
PK-K0.8 mi
Wayland Middle School
201 Main Street, Wayland, MA 01778
6-81.6 mi
Wayland High School
264 Old Connecticut Path, Wayland, MA 01778
9-122.1 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 21 Hillside Dr #21 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/26/2026
Listed
$779,000
42.94%
MLS
12/02/2020
Sold
$545,000
—
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 21 Hillside Dr #21

Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,673
-6%
$554,900
-6%
2024
$9,183
1%
$591,700
9%
2023
$9,073
7%
$544,900
17%
2022
$8,511
53%
$463,800
54%
2021
$5,575
3%
$301,000
-1%
2020
$5,410
-12%
$304,600
-9%
2019
$6,127
-8%
$335,200
-10%
2018
$6,691
8%
$371,100
8%
2017
$6,222
-2%
$343,000
-7%
2016
$6,381
3%
$368,000
9%
2015
$6,183
7%
$336,200
6%
2014
$5,803
—
$316,600
—
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 21 Hillside Dr #21

$
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, Simon Collaborative Group and Sheryl Simon

Similar Properties near 21 Hillside Dr #21

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

1 Green Ln, Framingham, MA 01701 - Photo 1
$825,000
Open House

1 Green Ln  #1  Framingham, MA 01701

  • Townhouse
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 3
    Total Baths
  • 1,852
    Sq. Ft.
Listed by Diane Paolini (508) 561-8661
34 N Main St, Natick, MA 01760 - Photo 1
$820,000

34 N Main St  #3  Natick, MA 01760

  • Townhouse
  • Active
  • Updated 11 days ago
  • 2
    Beds
  • 3
    Total Baths
  • 2,048
    Sq. Ft.
2 Daybreak, Wayland, MA 01778 - Photo 1 Price Reduced
-$20,000 (-2.67%)
$729,000

2 Daybreak  #2  Wayland, MA 01778

  • Townhouse
  • Active
  • Updated 17 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,037
    Sq. Ft.
5 Clarks Hill Ln, Framingham, MA 01702 - Photo 1
$753,914
Open House

5 Clarks Hill Ln  #5  Framingham, MA 01702

  • Townhouse
  • Active
  • Updated 11 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,851
    Sq. Ft.

Just Listed near 21 Hillside Dr #21

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

821 Concord Rd, Sudbury, MA 01776 - Photo 1 Just Listed
$1,319,000
Open House

821 Concord Rd  Sudbury, MA 01776

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,313
    Sq. Ft.
Listed by Kim Anderson (508) 314-7827 and Marla Shields (508) 397-7771
237 Peakham Rd, Sudbury, MA 01776 - Photo 1 Just Listed
$949,000
Open House

237 Peakham Rd  Sudbury, MA 01776

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,919
    Sq. Ft.
Listed by Fern Firth (508) 626-6721
11 Rose Wy, Sudbury, MA 01776 - Photo 1 Just Listed
$1,299,000
Open House

11 Rose Wy  Sudbury, MA 01776

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 4,055
    Sq. Ft.
Listed by The Semple and Hettrich Team (978) 831-2083
409 North Rd, Sudbury, MA 01776 - Photo 1 Just Listed
$989,000
Open House

409 North Rd  Sudbury, MA 01776

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,056
    Sq. Ft.
Listed by Glory Delker (603) 818-1320

Price Reduced near 21 Hillside Dr #21

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

295 Concord Rd, Sudbury, MA 01776 - Photo 1 Price Reduced
-$80,000 (-6.25%)
$1,199,000
Open House

295 Concord Rd  Sudbury, MA 01776

  • Single Family
  • Active
  • Updated 12 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,569
    Sq. Ft.
Listed by The Semple and Hettrich Team (978) 831-2083
419 Hudson Rd, Sudbury, MA 01776 - Photo 1 Price Reduced
-$30,000 (-2.35%)
$1,249,000
Open House

419 Hudson Rd  Sudbury, MA 01776

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,030
    Sq. Ft.
Listed by The Semple and Hettrich Team (978) 831-2083
217 Nobscot Rd, Sudbury, MA 01776 - Photo 1 Price Reduced
-$20,000 (-2.06%)
$949,000
Open House

217 Nobscot Rd  #217  Sudbury, MA 01776

  • Condo
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 3
    Total Baths
  • 2,325
    Sq. Ft.
Listed by The Semple and Hettrich Team (978) 831-2083
36 Cutler Farm Rd, Sudbury, MA 01776 - Photo 1 Price Reduced
-$150,000 (-6.12%)
$2,299,000
Open House

36 Cutler Farm Rd  Sudbury, MA 01776

  • Single Family
  • Active
  • Updated 2 days ago
  • 5
    Beds
  • 4
    Total Baths
  • 6,068
    Sq. Ft.
Listed by Susan Smith (617) 620-3523

Recent Sales near 21 Hillside Dr #21

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

12 Cutting Cross Way, Wayland, MA 01778 - Photo 1 Sold
$850,000

12 Cutting Cross Way  #12  Wayland, MA 01778

  • Townhouse
  • Closed
  • 2
    Beds
  • 4
    Total Baths
  • 2,602
    Sq. Ft.
5 Pickwick Way, Wayland, MA 01778 - Photo 1 Sold
$835,000

5 Pickwick Way  #5  Wayland, MA 01778

  • Townhouse
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 2,575
    Sq. Ft.
Listed by Petrone-Hunter Realty Group
6 Steepletree Ln, Wayland, MA 01778 - Photo 1 Sold
$695,000

6 Steepletree Ln  #6  Wayland, MA 01778

  • Condo
  • Closed
  • 2
    Beds
  • 3
    Total Baths
  • 1,800
    Sq. Ft.
4 Essex, Wayland, MA 01778 - Photo 1 Sold
$729,000

4 Essex  #4  Wayland, MA 01778

  • Condo
  • Closed
  • 2
    Beds
  • 3
    Total Baths
  • 1,672
    Sq. Ft.

21 Hillside Drive #21, Wayland, MA 01778 (MLS# 73542435) is a Townhouse property with 1 bedroom, 2 full bathrooms and 1 partial bathroom. 21 Hillside Drive #21 is currently listed for $779,000 and was received on June 26, 2026. Want to learn more about 21 Hillside Drive #21? Do you have questions about finding other Townhouse real estate for sale in Wayland? You can browse all Wayland real estate or contact a Coldwell Banker agent to request more information.

Tour this property