Elegance, quality and charm are immediately evident in this ten room, five bedroom residence sited on a peaceful two acre parcel at the end of a private way. The first floor offers an office with fireplace and a stylish living room with fireplace and French doors to the renovated screened porch. Recent upgrades include removal of walls to create an open floor plan to the dining room & 2015 kitchen with oversized walnut topped island & top line appliances. A sky lit desk area and walk -in pantry connect to the family room with charming 15 inch wide pumpkin pine floors and French doors to the second patio. On the second floor there are five bedrooms and three baths. A back staircase and second entrance from the mudroom provide an au pair option. Additional improvements include newly finished basement, master bath, HVAC, windows & wine cellar. The land includes a tennis court and 2 box stall stable plus small putting green. Estate style setting; yet near to town center and train.
Single-familyProperty Type
1940Year Built
2 acresLot Size
$774Est. Price/Sq.Ft.
2 garage spacesParking
Listed by Julie Panagakos• Coldwell Banker Residential Brokerage - Weston
A rare opportunity to own in one of Weston's most beautiful, yet little known areas. Saddle Hill Rd. is an estate setting offering unparalleled privacy, just minutes from major routes & a walk to train. This 2-acre parcel sits high atop a private road, surrounded by lovely woodlands and features a 2 box stall stable, original tennis court and oversized 2 car garage. Highlights include chef's kitchen with commercial range & Sub Zero, sunlit breakfast room and fireplaced family room. You will enjoy lovely period details throughout including 1st floor library with fireplace and screened porch with views. 5 well-sized bedrooms with au pair option. For the discerning buyer, this is what you've been looking for.
Year
Property tax
Land + Additions
Assessment*
2026
$28,546 (+3.7%)
$1,593,300 + $1,030,400
$2,623,700
2025
$27,518 (+1.6%)
$1,448,700 + $1,030,400
$2,479,100
2024
$27,085 (−1.4%)
$1,448,700 + $987,000
$2,435,700
2023
$27,471 (+1.9%)
$1,448,700 + $871,500
$2,320,200
2022
$26,966 (+3.4%)
$1,377,900 + $727,200
$2,105,100
2021
$26,077 (+3.2%)
$1,314,900 + $694,100
$2,009,000
2020
$25,274 (+2.2%)
$1,314,900 + $655,000
$1,969,900
2019
$24,723 (+16.4%)
$1,314,900 + $648,800
$1,963,700
2018
$21,241 (+0.9%)
$1,314,900 + $383,000
$1,697,900
2017
$21,054 (+2.0%)
$1,314,900 + $383,000
$1,697,900
2016
$20,646 (+3.3%)
$1,314,900 + $383,000
$1,697,900
2015
$19,980 (+4.1%)
$1,254,300 + $372,700
$1,627,000
2014
$19,190 (+5.6%)
$1,116,800 + $390,700
$1,507,500
2013
$18,172 (−0.5%)
$1,074,800 + $390,700
$1,465,500
2012
$18,255 (+1.5%)
$1,116,800 + $390,600
$1,507,400
2011
$17,994 (+0.5%)
$1,162,400 + $417,400
$1,579,800
2010
$17,909 (+0.7%)
$1,196,000 + $417,400
$1,613,400
2009
$17,780
$1,196,000 + $417,400
$1,613,400
Tax history for 44 Saddle Hill Rd
Year
Property tax
Land + Additions
Assessment*
2026
$28,546 (+3.7%)
$1,593,300 + $1,030,400
$2,623,700
2025
$27,518 (+1.6%)
$1,448,700 + $1,030,400
$2,479,100
2024
$27,085 (−1.4%)
$1,448,700 + $987,000
$2,435,700
2023
$27,471 (+1.9%)
$1,448,700 + $871,500
$2,320,200
2022
$26,966 (+3.4%)
$1,377,900 + $727,200
$2,105,100
2021
$26,077 (+3.2%)
$1,314,900 + $694,100
$2,009,000
2020
$25,274 (+2.2%)
$1,314,900 + $655,000
$1,969,900
2019
$24,723 (+16.4%)
$1,314,900 + $648,800
$1,963,700
2018
$21,241 (+0.9%)
$1,314,900 + $383,000
$1,697,900
2017
$21,054 (+2.0%)
$1,314,900 + $383,000
$1,697,900
2016
$20,646 (+3.3%)
$1,314,900 + $383,000
$1,697,900
2015
$19,980 (+4.1%)
$1,254,300 + $372,700
$1,627,000
2014
$19,190 (+5.6%)
$1,116,800 + $390,700
$1,507,500
2013
$18,172 (−0.5%)
$1,074,800 + $390,700
$1,465,500
2012
$18,255 (+1.5%)
$1,116,800 + $390,600
$1,507,400
2011
$17,994 (+0.5%)
$1,162,400 + $417,400
$1,579,800
2010
$17,909 (+0.7%)
$1,196,000 + $417,400
$1,613,400
2009
$17,780
$1,196,000 + $417,400
$1,613,400
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Heating: Forced Air, Hot Water, Natural Gas, Fireplace(s)
Cooling: Central Air
Location
Location Information
Directions: Church street to Webster Rd to Saddle Hill. Last house on the left.
UnparsedAddress: 44 Saddle Hill Road, Weston MA 02493
Community Information
Senior CommunityYN: No
Public facts
Beds: 5
Baths: 3.5
Sq. Ft.: 3,272
Stories: 2.0
Lot Size: 2 acres
Style: Single Family Residential
Year Built: 1940
Year Renovated: —
County: Middlesex County
APN: 1041977S
Home facts updated by county records on Sep 10, 2026
Other
Listing Information
Exclusions: Free Standing And Bookshelf Speakers, Tvs And Wall Mounts
StandardStatus: Closed
Around this home
Schools
K - 12
Preschool & daycare
Country Elementary School
Public PreK-3 • Assigned • 1.1mi
10/10
Weston Middle School
Public 6-8 • Assigned • 2.9mi
9/10
Weston High School
Public 9-12 • Assigned • 2.9mi
10/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Local insights from Redfin agents
About 20% of Weston is conservation land. Pair that with restrictive zoning, such as having minimum lot sizes of at least half an acre and only allowing single family homes in much of the town, and you have the perfect formula for low inventory and...