2 Rollingwood Dr, Worcester, MA 01609
Property image
Property image
OFF MARKET

2 Rollingwood Dr
Worcester, MA 01609

  • 5 Beds
  • 3.5 Baths
  • 3,724 sqft (on 0.42 acres)

$805,000

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $4,964/mo*
Refinance Your Home

$805,000

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $4,964/mo*
Refinance Your Home
5 Beds
3.5 Baths
3,724 sqft
(on 0.42 acres)

Local Information

  • Map ViewExplore the area around 2 Rollingwood Dr.
  • Schools2 Preschool Schools3 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Description

Mid-Century Modern, Deckhouse is now available for sale on Worcester’s desirable West Side. This unique post and beam constructed home has floor to ceiling windows overlooking a serene, babbling brook that runs through the gorgeous, private back yard oasis - You may not believe you are in the city with surroundings like this. In addition to the exterior’s amazing tranquility, you will also find original cedar/mahogany ceilings and beams; cork flooring throughout ; cathedral ceilings; sky lights (new); two fireplaces; six bedrooms; three and a half baths; brick walls; eat-in kitchen; spacious screened in porch; primary bedroom with private deck, large walk-in closet, and loads of storage; a bridge over the brook to a spacious, flat yard. Recent updates include: New roof (September 2023), new skylights (Sept/Oct 2023), recent oil burner (2018), and exterior oil tank. Just minutes to all of Worcester’s cultural offerings, restaurants, places of worship, major routes, and the T-Station.
2 Rollingwood Dr, Worcester, MA 01609 is a 5 bedroom, 4 bathroom, 3,724 sqft single-family home built in 1964. It last sold for $750,000 on Nov 13, 2023 (7% above the $699,900 asking price). It is currently off market. The Trulia Estimate is $805,000, with a rent estimate of $4,275/month.

Home Highlights

Parking
4 Open Spaces
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 2 Rollingwood Dr

Interior Features

Interior Details
Number of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3724 Square Feet
Appliances & Utilities
Utilities: for Electric Range, Washer HookupAppliances: Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, DryerDishwasherDisposalDryerLaundry: Laundry Closet,Sink,First Floor,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Oil,FireplaceHas CoolingAir Conditioning: Window Unit(s),Wall Unit(s),Dual,DuctlessHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Dining Room, Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Window: PictureFlooring: Other
Levels, Entrance, & Accessibility
Levels: Multi/SplitFloors: Other
View
Has a ViewView: Scenic View(s), Water, Creek/Stream
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Screened, Deck, PatioExterior: Porch - Screened, Deck, Patio, Balcony, StorageFoundation: Concrete Perimeter
Parking & Garage
Open Parking Spaces: 4No GarageHas Open ParkingParking Spaces: 4Parking: Paved Drive,Off Street,Paved
Frontage
WaterfrontWaterfront: Waterfront, Stream, CreekRoad Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadOn Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Mid-Century Modern
Building
Construction Materials: Post & BeamNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: M:43 B:001 L:00114, 1800263

Price & Status

Price
List Price: $699,900
Status Change & Dates
Off Market Date: Wed Oct 11 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: Worcester

Building

Building Area
Building Area: 3724 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.42 acres

Offer

Contingencies: Financing

Miscellaneous

Mls Number: 73163825Water ViewWater View: Creek/Stream, Water
Last check for updates: about 5 hours ago
Listed by Kelleher Team, (508) 847-0033
Coldwell Banker Realty - Worcester, (508) 795-7500
Sara Kelleher, (508) 847-0033
Bought with: Stephen Minor, (774) 535-1225, The DiRoberto Group Inc., (508) 579-8983
Source: MLS PIN, MLS#73163825

Price History for 2 Rollingwood Dr

DatePriceEventSource
11/13/2023$750,000Sold
MLS PIN #73163825
09/28/2023$699,900ContingentMLS PIN #73163825
09/27/2023$699,900Listed For SaleMLS PIN #73163825
02/27/2007$510,000Sold
N/A
12/09/1996$241,500Sold
N/A
07/01/1987$287,500Sold
N/A

Market trends in Worcester

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$411K
$167MoM
Sale-to-List Price
100.0%
Price per sq ft
$282
$4MoM
Available listings
325
16MoM
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Property Tax and Assessment

Year2025
Tax$9,559
Assessment$724,700
Home facts updated by county records

Comparable Sales for 2 Rollingwood Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
493 Salisbury St, Worcester, MA
0.22
Single-Family Home
$800,000
03/12/26
5
3.5
4,428
9 Dennison Rd, Worcester, MA
0.16
Single-Family Home
$600,000
03/10/26
5
4.5
3,094
8 Old Colony Rd, Worcester, MA
0.22
Single-Family Home
$715,000
04/30/26
4
3.5
2,500
3 Westwood Dr, Worcester, MA
0.07
Single-Family Home
$1,100,000
04/24/26
4
4
4,915
15 Dennison Rd, Worcester, MA
0.19
Single-Family Home
$815,000
05/01/26
3
3.5
3,530
477 Salisbury St, Worcester, MA
0.15
Single-Family Home
$605,000
02/06/26
3
2.5
2,296
6 Paul Revere Rd, Worcester, MA
0.16
Single-Family Home
$1,150,000
04/07/26
6
6
4,637
28 Saxon Rd, Worcester, MA
0.34
Single-Family Home
$741,000
06/26/26
4
2.5
2,820
15 Montclair Dr, Worcester, MA
0.41
Single-Family Home
$780,000
08/18/25
3
2.5
3,632
15 Mary Jane Cir, Worcester, MA
0.39
Single-Family Home
$950,000
07/30/25
5
4
3,391

Nearby homes

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Assigned Schools

These are the assigned schools for 2 Rollingwood Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Worcester

At least 1806 Trulia users voted on each feature.

  • 78 % Say there are sidewalks

  • 77 % Say car is needed

  • 74 % Say it's dog friendly

  • 67 % Say parking is easy

  • 66 % Say there's holiday spirit

  • 65 % Say yards are well-kept

  • 62 % Say streets are well-lit

  • 60 % Say it's walkable to restaurants

  • 59 % Say it's walkable to grocery stores

  • 57 % Say kids play outside

  • 50 % Say they plan to stay for at least 5 years

  • 48 % Say people would walk alone at night

  • 47 % Say it's quiet

  • 46 % Say neighbors are friendly

  • 41 % Say there's wildlife

  • 26 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Yanetcarina0831
    "Neighborhood is very warm "
    0
    Flag
  • Lissa Stgermain
    "My neighborhood is very quiet no one causes problems at all we have never ever had a package stolen it is a good area to live in"
    0
    Flag
  • Jennetnn1
    "There is a nice trail to walk with dog. It leads into the greenhill park. Other dog owners don’t walk dog on leash. This can be a problem. "
    1
    Flag
  • Alexis Rodriguez
    "been here in this neighborhood since i was in dippers. wasn’t the best place to live at but things have changed "
    0
    Flag
  • Katherine Tarr
    "In our neighborhood there are not a lot of kids. We did raise our kids here, but they went to private school 30 minutes away. Our neighborhood is like a park setting on the lake and it’s beautiful."
    0
    Flag
  • Maricelmh1980
    "Good very safe to be walking around with the dog also he’s a lot of place to be working around the park"
    1
    Flag
  • Kerrycote1231
    "Nice area to live in, lot of parks and great little league teams. School buses in neighborhoods..neighbors look out for each other"
    0
    Flag
  • 4s.raps1
    "The neighborhood is very suburban. Therefor a car is needed. There is a lake across the street which limits the number of directions to cummute "
    0
    Flag
  • Kalina Miller
    "I don't know if any community events in worcester right now as I usually go elsewhere near Boston for such events. "
    0
    Flag
  • Stephanie Ferraro
    "Good neighborhood, nice place to walk, close to the parks, good schools, safe, friendly neighbors, close to lake"
    1
    Flag
  • Genti C
    "It is easy to commute and traffic is not bad. The new paving of Stafford st will change a lot for better I hope with bike lane and street parking spots. "
    0
    Flag
  • Shaniqwafryar94
    "They’re are very nice and big parks and depending on the area you live can be nice to walk around but you also have to be careful of the homeless people walking around everywhere that watch you "
    1
    Flag
  • Walasnog
    "The area of Burncoat neighborhood it’s great nice and quiet to live I have been living here for 5 years and me and my family love it "
    0
    Flag
  • Trulia User
    "Good walking area. Park close by, I don’t have a dog so I really don’t know to be completely honest. "
    0
    Flag
  • Aj Cortathatos
    "Don’t pick up poop and there loud some are off leash a lot of owners don’t pay attention some of them let them do what ever they want "
    0
    Flag
  • Jessiesdowd
    "I live off of Shrewsbury street, there are several events throughout the year accessible to all neighborhoods "
    0
    Flag
  • Wenta0026
    "My neighbor hood has easy access to highway and public transportation. You can walk to bus stop. Drive to highway is only about 2 - 3 min depending on traffic. "
    0
    Flag
  • Sabrina Sadaf Waqar
    "I drive, and do not use public transportation. I wish that public transportation was more accessible between major cities such as Boston-Worcester . "
    0
    Flag
  • Aj Cortathatos
    "There’s nun that makes it unique it’s just a part of worcester that I like and that I would stay around "
    0
    Flag
  • Aj Cortathatos
    "I like it it’s not a bad neighborhood. I lived here three years and it’s still the same. A lot of things have changed around here, but not the people."
    0
    Flag
  • Andreajc2008
    "It’s quiet just the way it should They are not too many kids or parties all over the place. Neighbors are beyond friendly and so helpful with everything "
    5
    Flag
  • Diorselenex
    "Its mostly city so make sure you bring bags to clean up poop because someone will say something and watch out for other dogs because some owners arent very responsible "
    3
    Flag
  • Trulia User
    "None I have not lived in this area long enough plus in the time that I have lived in this area there’s hasn’t been many events "
    1
    Flag
  • Trulia User
    "good place nice area parks and restaurants to go to i live here and have lived here for years i feel safe"
    1
    Flag
  • Trulia User
    "it’s good place to live and be around, i live here and work near here this place is safe and good for everyone "
    0
    Flag
  • Trulia User
    "a nice trail is in the neighborhood. I don't own dogs but I like walking there. there's also a little league park that would be good to take dogs. one downside is that there is not a sidewalk on the side of the street where I live"
    1
    Flag
  • Trulia User
    "I am not a parent. My particular street does not have a lot of children. There are popular parks in the neighborhood which are family friendly."
    8
    Flag
  • Trulia User
    "My neighborhood around Union Hill has great access to parking and public transportation as well. A good selection of places to eat."
    2
    Flag
  • Trulia User
    "The neighborhood has many families and local parks to visit but some are better maintained than others. "
    0
    Flag
  • Trulia User
    "People are so nice when they see u walking with u dog they said cute stuff about u dog great people i this neighborhood "
    0
    Flag
  • Trulia User
    "Close to down town yet quiet overall. Reasonable cost of housing. Proximity to Worcester Art Museum and various public parks. "
    2
    Flag
  • Trulia User
    "Good neighborhood. I love to leave here. I have been here close to 5years. friendly community and everyone is welcome "
    0
    Flag
  • Trulia User
    "Plenty of parks for walks are available in the area. Neighborhood is dog friendly and most god owners are responsible to pick up after their dogs. "
    0
    Flag
  • Trulia User
    "I live in the area for 2 years now and it’s great I love I love the dog park and my neighbors I recommended the farmers market it’s great the parks are clean"
    0
    Flag
  • Trulia User
    "neighborhood watch. schools, park close by and pool. the neighborhood is clean, walking to bus stop is close"
    0
    Flag
  • Allyncamp
    "So far the area has been nothing but good and quiet. Every neighborhood has it's good and bad but this side has been pretty good. I had to call the cops on myself cause I didn't want to turn my own music down."
    0
    Flag
  • Trulia User
    "it's a great neighborhood right near the elementary school, which is fantastic!! The roads are mostly quiet and lots of people are always out walking, running, waking their dogs, ect. it's a great place to live!"
    0
    Flag
  • Semtex
    "There was a stabbing here recently and also lots of heroin needles on the ground. Seems like a nice area but definitely is not super safe for kids or anyone honestly. "
    76
    Flag
  • Suzan K.
    "Lots of broken glass and Herron needles on the sidewalks. I think the area needs a little bit of TLC. The is a farmers market in the neighborhood. There is also lots of restaurants nearby."
    42
    Flag
  • Tatiane S.
    "i loved worcester my for a big city i fell save very friendly and amazing peaple good food great bars"
    21
    Flag

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Homes for sale near 2 Rollingwood Dr

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Off Market Homes Near 2 Rollingwood Dr

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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.