Nestled on a sprawling Chestnut Hill estate, this meticulously renovated 1926 Tudor melds storybook charm and modern luxury. Brimming with natural light, the open kitchen features high ceilings, custom cabinets, marble counters, Hudson Valley Lighting, Fisher & Paykel appliances, and indoor/outdoor living.Two light-filled home offices feature custom woodwork and carved stone fireplaces, mirroring the stylish warmth found in the spacious living and dining rooms. Venture to the third floor for an inviting playroom, complete with ensuite bathroom, raised ceilings, and an expansive skylight with remote shades to bask in the sun or stargaze.The second floor boasts four large bedrooms with bathrooms and custom closets. The primary features a fireplace, walk-in closet, and spa-like bathroom with marble floors and a jetted tub.Outside, an oasis awaits—lush landscaping, a heated saltwater pool, and a fully equipped kitchen. Conveniently located, this welcoming home is ideal for work and Play
Single-familyProperty Type
1926Year Built
0.62 acresLot Size
$566Est. Price/Sq.Ft.
2 garage spacesParking
Listed by Christman Johnsson Group• Hammond Residential Real Estate
Bought with The Power of Two Holly and Jerry• Classic Realty
Majestic vintage 1926 Tudor home in sought after Chestnut Hill neighborhood. Set on a spectacular 27K+ sqft lush private landscaped yard. This amazing home features great light, high ceilings, an elegant foyer, a dramatic sweeping staircase & amazing period details. The main level offers a gracious living room, dining room, 2 offices & chefs kitchen with butlers pantry, stainless appliances, granite counters & custom cabinetry. The family room has sliding doors that lead out to a private deck overlooking a beautiful pool & cabana. The 2nd floor features a lovely master bedroom suite with a FP, dressing room & en suite bathroom. The 2nd floor also features 1 add'l en-suite bedroom & 2 bedrooms with a bath. Completing this one-of-a-kind home are 5 additional fireplaces, a spacious 3rd floor playroom, a finished lower level & a 2 car attached garage. Close to everything that Chestnut Hill has to offer: shops, restaurants, public transportation & so much more! This home is a must see!
MLS PIN #71681259
Feb 19, 2015
Sold
$2,150,000
$300/sq ft
Nov 3, 2014
Contingent
—
Oct 3, 2014
Price Changed
$2,298,000
$321/sq ft
Sep 3, 2014
Price Changed
$2,350,000
$328/sq ft
Jul 22, 2014
Price Changed
$2,399,000
$335/sq ft
Jun 25, 2014
Price Changed
$2,450,000
$342/sq ft
Jun 5, 2014
Relisted
—
May 28, 2014
Contingent
—
May 14, 2014
Price Changed
$2,499,000
$349/sq ft
May 14, 2014
Listed
$2,499
$0/sq ft
+21
WOW !! COME AND SEE US NOW.... FRESHLY PAINTED, THIS IS A MUST SEE This is a gorgeous 1926 Vintage Tudor with spectacular period detail. A picturesque treasure, with grande beamed ceilings, huge elegant foyer and a dramatic sweeping staircase. Beautiful chefs kitchen with delightful butlers pantry, Stainless Subzero refrigerator, Fisher Paykel stove, granite counters and island, and solid Cherry Cabinets. Kitchen/family room opens to sliders to a delightful tree nestled deck overlooking to a beautiful pool and cabana! This is set on a spectacular plush level 27,180 sq. ft. lot of land with lovely plants and greenery. Master bedroom is huge with fireplace, dressing room, private bathroom and closets galore! Three large bedrooms with on-suite bathrooms as well! Six awesome fireplaces and detail complete this fabulous home of another era of days in the past. Also, a fantastic finished playroom on the third floor!
Year
Property tax
Land + Additions
Assessment*
2026
$37,457 (+2.7%)
$1,866,900 + $1,998,600
$3,865,500
2025
$36,479 (+3.4%)
$1,778,000 + $1,944,300
$3,722,300
2024
$35,272 (+4.9%)
$1,726,200 + $1,887,700
$3,613,900
2023
$33,616 (+4.5%)
$1,355,800 + $1,946,400
$3,302,200
2022
$32,166 (+3.6%)
$1,255,400 + $1,802,200
$3,057,600
2021
$31,037 (+3.1%)
$1,184,300 + $1,700,200
$2,884,500
2020
$30,114 (+2.9%)
$1,184,300 + $1,700,200
$2,884,500
2019
$29,265
$1,149,800 + $1,650,700
$2,800,500
2018
$29,253 (+3.1%)
$1,037,400 + $1,666,200
$2,703,600
2017
$28,363 (+4.6%)
$978,700 + $1,571,900
$2,550,600
2016
$27,127 (+4.9%)
$914,700 + $1,469,000
$2,383,700
2015
$25,865 (−0.9%)
$854,900 + $1,372,900
$2,227,800
2014
$26,096 (+5.5%)
$783,400 + $1,369,700
$2,153,100
2013
$24,739 (+2.9%)
$783,400 + $1,369,700
$2,153,100
2012
$24,050 (+2.3%)
$783,400 + $1,369,700
$2,153,100
2011
$23,499 (+2.6%)
$778,100 + $1,377,800
$2,155,900
2010
$22,901 (+2.4%)
$794,000 + $1,405,900
$2,199,900
2009
$22,358
$810,200 + $1,434,600
$2,244,800
Tax history for 27 Tudor Rd
Year
Property tax
Land + Additions
Assessment*
2026
$37,457 (+2.7%)
$1,866,900 + $1,998,600
$3,865,500
2025
$36,479 (+3.4%)
$1,778,000 + $1,944,300
$3,722,300
2024
$35,272 (+4.9%)
$1,726,200 + $1,887,700
$3,613,900
2023
$33,616 (+4.5%)
$1,355,800 + $1,946,400
$3,302,200
2022
$32,166 (+3.6%)
$1,255,400 + $1,802,200
$3,057,600
2021
$31,037 (+3.1%)
$1,184,300 + $1,700,200
$2,884,500
2020
$30,114 (+2.9%)
$1,184,300 + $1,700,200
$2,884,500
2019
$29,265
$1,149,800 + $1,650,700
$2,800,500
2018
$29,253 (+3.1%)
$1,037,400 + $1,666,200
$2,703,600
2017
$28,363 (+4.6%)
$978,700 + $1,571,900
$2,550,600
2016
$27,127 (+4.9%)
$914,700 + $1,469,000
$2,383,700
2015
$25,865 (−0.9%)
$854,900 + $1,372,900
$2,227,800
2014
$26,096 (+5.5%)
$783,400 + $1,369,700
$2,153,100
2013
$24,739 (+2.9%)
$783,400 + $1,369,700
$2,153,100
2012
$24,050 (+2.3%)
$783,400 + $1,369,700
$2,153,100
2011
$23,499 (+2.6%)
$778,100 + $1,377,800
$2,155,900
2010
$22,901 (+2.4%)
$794,000 + $1,405,900
$2,199,900
2009
$22,358
$810,200 + $1,434,600
$2,244,800
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Permits
Beds
4
Baths
4.5
Stories
2
Lot width
—
Lot depth
—
Lot size
0.45 Acres
Year renovated
—
Sq. Ft.
6,335
Year built
1926
Style
Single Family Residential
County
Middlesex County
APN
2691432S
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 10, 2026.
Mar 18, 2025 • Active
Electrical permit application
Install low voltage wiring.
Electrical
Feb 24, 2025 • Active
Electrical permit application
Install new lighting, switches, and outlets according to plans. Upgrade the electrical service to 400 amps and install a car charger, an elevator feed, and a simulator system feed. Install electrical feeds for two heat pumps and a radio control system.
Electrical
Ev charger
HVAC
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Parking
Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 4
AttachedGarageYN: Yes
Parking Features: Attached, Paved Drive, Off Street
Community Features: Public Transportation, Shopping, Pool, Public School, T-Station, University
Public facts
Beds: 4
Baths: 4.5
Sq. Ft.: 6,335
Stories: 2.0
Lot Size: 0.45 acres
Style: Single Family Residential
Year Built: 1926
Year Renovated: —
County: Middlesex County
APN: 2691432S
Home facts updated by county records on Sep 10, 2026
Other
Miscellaneous Information
Heat Zones: 5
Listing Information
StandardStatus: Closed
Around this home
Schools
K - 12
Preschool & daycare
Ward Elementary School
Public K-5 • Assigned • 0.5mi
8/10
Bigelow Middle School
Public 6-8 • Assigned • 1.4mi
9/10
Newton North High School
Public 9-12 • Assigned • 1.8mi
10/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
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