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  3. Holliston, MA
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  5. 49 Windsor Dr
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49 Windsor Dr

49 Windsor Dr, Holliston, MA, 01746

YEAR BUILT

1970

# STORIES

1

# TOTAL UNITS

24

UNIT SIZE RANGE

654-1,088 sqft

Description

49 Windsor Dr is located in Holliston, Massachusetts. This predominantly condominium building sits at the intersection of Windsor Drive and the nearby Grove Street. The site is part of the Oakridge Condominium community, which benefits from well-landscaped grounds. Highway access and local shopping make this area attractive for residents. The building consists of one low-rise story and contains 24 units. Construction completed in 1970, providing a classic and established setting. Unit sizes range from 654 to 1,088 square feet and include options with 1, 2, or 3 bedrooms, catering to various living needs. Recent sales show unit prices between $285,000 and $293,000. The lowest sold price in the last year was around $293,000, while the average closed price also stands at $293,000. Average price per square foot based on recent listings is $345. Units typically spend about 74 days on the market before selling. Residents enjoy several amenities, including a pool, tennis courts, and bike paths. The community features laundry facilities and offers various recreational options like golf and parks nearby. Public transportation connections add to the building's appeal for commuters. Within the area, grocery options include A Cut Above Glass. Local education options are present with institutions like Bright and Shine Home and Office and Caissie Driving School. The Charles River lies to the northeast, adding natural beauty to the neighborhood.

Building ImageMLS ID #73360927
Building ImageMLS ID #73360927
Building Image
Building ImageView Listing

49 Windsor Dr

49 Windsor Dr, Holliston, MA, 01746

YEAR BUILT

1970

# STORIES

1

# TOTAL UNITS

24

UNIT SIZE RANGE

654-1,088 sqft

Description

49 Windsor Dr is located in Holliston, Massachusetts. This predominantly condominium building sits at the intersection of Windsor Drive and the nearby Grove Street. The site is part of the Oakridge Condominium community, which benefits from well-landscaped grounds. Highway access and local shopping make this area attractive for residents. The building consists of one low-rise story and contains 24 units. Construction completed in 1970, providing a classic and established setting. Unit sizes range from 654 to 1,088 square feet and include options with 1, 2, or 3 bedrooms, catering to various living needs. Recent sales show unit prices between $285,000 and $293,000. The lowest sold price in the last year was around $293,000, while the average closed price also stands at $293,000. Average price per square foot based on recent listings is $345. Units typically spend about 74 days on the market before selling. Residents enjoy several amenities, including a pool, tennis courts, and bike paths. The community features laundry facilities and offers various recreational options like golf and parks nearby. Public transportation connections add to the building's appeal for commuters. Within the area, grocery options include A Cut Above Glass. Local education options are present with institutions like Bright and Shine Home and Office and Caissie Driving School. The Charles River lies to the northeast, adding natural beauty to the neighborhood.

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Description

49 Windsor Dr is located in Holliston, Massachusetts. This predominantly condominium building sits at the intersection of Windsor Drive and the nearby Grove Street. The site is part of the Oakridge Condominium community, which benefits from well-landscaped grounds. Highway access and local shopping make this area attractive for residents. The building consists of one low-rise story and contains 24 units. Construction completed in 1970, providing a classic and established setting. Unit sizes range from 654 to 1,088 square feet and include options with 1, 2, or 3 bedrooms, catering to various living needs. Recent sales show unit prices between $285,000 and $293,000. The lowest sold price in the last year was around $293,000, while the average closed price also stands at $293,000. Average price per square foot based on recent listings is $345. Units typically spend about 74 days on the market before selling. Residents enjoy several amenities, including a pool, tennis courts, and bike paths. The community features laundry facilities and offers various recreational options like golf and parks nearby. Public transportation connections add to the building's appeal for commuters. Within the area, grocery options include A Cut Above Glass. Local education options are present with institutions like Bright and Shine Home and Office and Caissie Driving School. The Charles River lies to the northeast, adding natural beauty to the neighborhood.

49 Windsor Dr Market Stats Last 12 months

Avg. Listed Price$279,000($328/Sqft.)

Avg. Sale Price$293,000($345/Sqft.)
Year over year list priceUp Arrow17.47%

Year over year sale priceUp Arrow 18.38%
Total Listings1 Listed

Total sold1 Sold
Average Days on Market74 days

Average HOA fees per sqft$3 /monthly
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Market Stats

Year over year list priceUp Arrow17.47%

Year over year sale priceUp Arrow18.38%
Total Listings1 Listed

Total sold1 Sold
Average Days on Market74 days

Average HOA fees per sqft$3 /monthly

Glen Gardens Estate Availability & Demand

Unit Availability

Low
High availability buildings list units frequently.

Unit Availability helps to understand how often units in a particular building are listed for sale as compared with the neighborhood average. Units are rarely listed in buildings with low availability.

Unit Demand

Low
Units in high-demand buildings sell quicker.

Unit Demand is a measure of quickly units in a particular building sell as compared with other buildings in the neighborhood. Units in high-demand buildings sell more quickly.

For Sale 0 For Sale

49 Windsor Dr Inventory & Sale History

UnitSize (sqft)BedsBathsDays On MarketDateStatusPrice
Unit 10510585121742025-06-30
MLS#: 73360927
Closed$293,000
Unit 10810874311292024-10-04
MLS#: 73285562
Closed$275,000
Unit 106106108831562022-05-03
MLS#: 72950202
Closed$285,000
Unit 105
105

2 Beds

1 Baths

851 sqft


DateStatusPrice
2025-06-30Closed$293,000
MLS#: 73360927
Days On Market74
Unit 106
106

3 Beds

1 Baths

1088 sqft


DateStatusPrice
2022-05-03Closed$285,000
MLS#: 72950202
Days On Market56
Unit 108
108

1 Beds

1 Baths

743 sqft


DateStatusPrice
2024-10-04Closed$275,000
MLS#: 73285562
Days On Market29
View Complete Unit Listing HistorySource By: MLSPIN

Amenities

Oakridge offers delightful amenities that cater to a lifestyle of comfort and convenience. You can enjoy a game of tennis on the courts, take a leisurely dip in the pool, or unwind at nearby parks. For outdoor enthusiasts, you’ll appreciate the bike paths and conservation areas that invite you to explore the great outdoors. With laundry facilities on-site, highway access for your commuting needs, and public transportation options available, everything you need is just moments away. And for those spiritual or community-minded individuals, local houses of worship are also within reach.

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Amenities Description

Oakridge offers delightful amenities that cater to a lifestyle of comfort and convenience. You can enjoy a game of tennis on the courts, take a leisurely dip in the pool, or unwind at nearby parks. For outdoor enthusiasts, you’ll appreciate the bike paths and conservation areas that invite you to explore the great outdoors. With laundry facilities on-site, highway access for your commuting needs, and public transportation options available, everything you need is just moments away. And for those spiritual or community-minded individuals, local houses of worship are also within reach.

Parking
Parking
Locker
Locker
Concierge
Concierge
Elevator(s)
Elevator(s)
Central AC
Central AC
Pool
Pool
Check Icon
Fitness Center
Fitness Center
-
Visitors Parking
Visitors Parking
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Amenities

Security System

Security System

Laundry

Laundry

Tennis Court(s)

Tennis Court(s)

Storage

Storage

Pool

Pool

Policies

Worrying about restrictions? You can breathe easy knowing that Oakridge has policies in place that are easy to navigate. These allow for a smooth living experience without overwhelming regulations. The community fosters a friendly atmosphere that feels just right for new homeowners looking to blend into the neighborhood.

Pet Allowed
Pet Allowed
BBQ Permitted
BBQ Permitted
Sublet Allowed
Sublet Allowed
Short-term Rental Allowed
Short-term Rental Allowed

Compare with Buildings in the Neighbourhood (Last 12 Months)

Compare building's average price/sq. ft. and HOA fees/sq. ft. to buildings nearby

Building NameAvg price per square footAVG HOA FEE per square foot (Monthly)
49 Windsor Dr$345/sqft.$3 /sqft.
Oakridge Condominium$345/sqft.$3 /sqft.
Crestview$305/sqft.$2 /sqft.
147 Turner Rd$306/sqft.$2 /sqft.
147 Turner Rd$306/sqft.$2 /sqft.
52 Burnap Rd$353/sqft.$3 /sqft.

Nearby Schools

Situated in , 49 Windsor Dr is surrounded by schools within a 2-mile radius. Nearby educational options simplify school commutes and daily schedules. Families enjoy improved convenience and accessibility. This well-connected area supports long-term residential living.

Placentino Elementary School

--
Public|Grades PK–2
235 Woodland St|1.29 miles away

Miller School

C-
Public|Grades 3–5
235 Woodland St|1.29 miles away

Robert H. Adams Middle School

B-
Public|Grades 6–8
323 Woodland St|1.46 miles away

Henry E Warren Elementary School

--
Public|Grades KG–2
73 Fruit St|1.5 miles away

Holliston High School

A-
Public|Grades 9–12
370 Hollis St|1.66 miles away
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Schools

arrow rightWhat to know about schoolsarrow right
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Description

Situated in , 49 Windsor Dr is surrounded by schools within a 2-mile radius. Nearby educational options simplify school commutes and daily schedules. Families enjoy improved convenience and accessibility. This well-connected area supports long-term residential living.

Placentino Elementary School

--
Public|Grades PK–2
235 Woodland St|1.30 Miles Away

Miller School

C-
Public|Grades 3–5
235 Woodland St|1.30 Miles Away

Robert H. Adams Middle School

B-
Public|Grades 6–8
323 Woodland St|1.46 Miles Away

Henry E Warren Elementary School

--
Public|Grades KG–2
73 Fruit St|1.50 Miles Away

Holliston High School

A-
Public|Grades 9–12
370 Hollis St|1.66 Miles Away

Transit

With nearby public transportation, 49 Windsor Dr offers strong connectivity across Holliston. Access to Bus within a 2-mile radius supports efficient commuting. Reliable transit routes improve travel convenience for residents. This location provides practical urban accessibility.

Downtown Holliston

1.68 miles away|33 min walk

Shaws Supermarket

1.1 miles away|22 min walk

The Neighbourhood: 49 Windsor Dr

Similar Buildings Nearby

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Oakridge Condominium
49 Windsor Dr., Holliston, MA
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Burnap Condominium Iv
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Oakridge Condominium
49 Windsor Dr., Holliston, MA
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49 Windsor Dr Demographics

Age Demographics

0–14 Years

16.68%

15–29 Years

14.97%

30–44 Years

20.27%

45–59 Years

20.39%

60+ Years

27.7%

Commute

5.65%

Transit

0.02%

Walk

81.12%

Drive

0.45%

Bike

Housing Ownership

92.45%

Owner Occupied

7.55%

Rental Units

Household Types

Single Family
39.9%
Multi Family
4.01%
Single Person
21.75%
Multi Person
78.25%

Average Income

Household:$12,331,402.79 /yr

Individual:$5,772,275.43 /yr

Education

Bachelors Degree38.51%
High School College10.37%
Diploma4.73%
Post Graduate30.7%
Others15.69%
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Education

Diploma4.73%
Post Graduate30.7%
Others15.69%
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  1. Home
  2. /Holliston, MA
  3. /
    49 Windsor Dr
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