88 Winter St

$2,400,000
Price
4
Beds
5,504 Sq. Ft.
$436 / Sq. Ft.
5,504
Sq. Ft.
$436
per Sq. Ft.

Description

Set on nearly two acres, this elegant colonial home in a sought-after New England setting combines timeless architecture with modern comfort across three levels. The central custom kitchen features cherry cabinetry, granite countertops, and professional-grade appliances, flowing to a sun-filled family room with a stone fireplace and French doors to landscaped patios—perfect for outdoor entertaining. Refined details include hardwood floors, crown molding, and high ceilings. The spacious primary suite...Set on nearly two acres, this elegant colonial home in a sought-after New England setting combines timeless architecture with modern comfort across three levels. The central custom kitchen features cherry cabinetry, granite countertops, and professional-grade appliances, flowing to a sun-filled family room with a stone fireplace and French doors to landscaped patios—perfect for outdoor entertaining. Refined details include hardwood floors, crown molding, and high ceilings. The spacious primary suite offers a peaceful retreat, while the finished lower level includes a media room and game area with built-in bar. A walk-up attic provides expansion potential, complemented by a heated three-car garage, abundant storage, and proximity to conservation trails and commuter routes. A rare opportunity to enjoy privacy, sophistication, and versatile living in a premier location.
  1. Listed by Terry Perlmutter • Barrett Sotheby's International Realty

Property Details for 88 Winter Street

Town
Lincoln
Area
MA-Lincoln
Architectural Style
Colonial
Style
Colonial
Garage Spaces
3
Parking Spaces
9.00
Parking Spaces Total
12
LISTING UPDATED: 12/15/2025 08:27 PM

Property Details for 88 Winter Street

StatusContingent
MLS #73432114
Days on Market89
Taxes$33,325 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1998
CountyMiddlesex County

Location

Listing Courtesy of Barrett Sotheby's International Realty, Terry Perlmutter
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Building Information for 88 Winter Street

Stories-Year Built1998Building Size-Lot Size1.96 AC / 85,334 SF

Payment Calculator

$14,636 per month

30 year fixed, 6.28% Interest

Principal and Interest

$11,859

Property Taxes

$2,777

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 88 Winter Street

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Walk/Jog Trails, Bike Path, Conservation Area, Highway Access, Private School
  • Living Area: 5504.0
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Smith
  • High School: Lincoln-Sudbury
  • Middle School: Brooks
Features
Interior Features
  • Appliances: Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Trash Compactor, Microwave, Indoor Grill, Refrigerator, Washer, Dryer, Plumbed For Ice Maker
  • Basement Features: Full, Partially Finished, Bulkhead, Radon Remediation System, Concrete Floor
  • Num of Baths: 4.0
  • Num of Full Baths: 3
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 3.50
  • Bathrooms Total Integer: 4
  • DoorFeatures: Insulated Doors, French Doors
  • FireplaceFeatures: Dining Room, Family Room
  • FireplaceYN: Yes
  • Fireplaces: 4
  • Flooring: Wood, Carpet, Flooring - Wall to Wall Carpet, Flooring - Hardwood
  • Interior Features: Wainscoting, Archway, Crown Molding, Media Room, Game Room, Foyer, Central Vacuum, Walk-up Attic, Laundry Chute
  • Interior Features: Central Vacuum, Laundry Chute, French Doors, Security System, Whole House Fan
  • Laundry Features: Closet/Cabinets - Custom Built, Gas Dryer Hookup, Washer Hookup, First Floor
  • Primary Bath: Yes
  • SpaYN: No
  • Window Features: Insulated Windows, Screens
Exterior Features
  • Construction: Frame
  • Exterior Features: Patio, Rain Gutters, Storage Shed, Professional Landscaping, Sprinkler System, Screens, Fenced Yard, Stone Wall
  • Exterior Features: Fenced Yard, Screens, Storage Shed, Professional Landscaping, Sprinkler System, Stone Wall, Patio
  • Fencing: Fenced/Enclosed, Fenced
  • Lot Description: Corner Lot, Level
  • Patio And Porch Features: Patio
  • Roof Material: Shingle
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 3.00
  • Garage: Yes
  • Garage Parking: Attached, Heated, Side Entry, Oversized Parking, Paved Drive, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Heated, Side Entry, Oversized Parking, Paved Drive, Off-Street, Paved Driveway
  • Parking Features: Heated, Side Entry, Oversized Parking, Off-Street, Paved Driveway
Utilities
  • Cooling: Central Air, Whole House Fan
  • Cooling: Yes
  • Electric: Circuit Breakers
  • Green Energy Efficient: Thermostat
  • Heating: Forced Air, Heat Pump, Natural Gas, Fireplace(s)
  • Heating: Yes
  • Sewer: Private Sewerage
  • Utility Connections: for Gas Range, for Gas Dryer, Washer Hookup, Icemaker Connection
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 957.0
  • Room Primary Bedroom Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Walk-In Closet(s),Closet,Flooring - Wall to Wall Carpet,Laundry Chute
  • Room Primary Bedroom Length: 29.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 33.0
Bedroom 2
  • Bedroom2 Area: 256.0
  • Bedroom2 Features: Closet,Flooring - Wall to Wall Carpet,Window(s) - Picture
  • Bedroom2 Length: 16.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 16.0
Bedroom 3
  • Bedroom3 Area: 208.0
  • Bedroom3 Features: Closet,Flooring - Wall to Wall Carpet,Window(s) - Picture
  • Bedroom3 Length: 16.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 13.0
Bedroom 4
  • Bedroom4 Area: 224.0
  • Bedroom4 Features: Closet,Flooring - Wall to Wall Carpet,Window(s) - Picture
  • Bedroom4 Length: 14.0
  • Bedroom4 Level: Second
  • Bedroom4 Width: 16.0
Bathroom 1
  • Bathroom1 Area: 160.0
  • Bathroom1 Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile,Jacuzzi / Whirlpool Soaking Tub
  • Bathroom1 Length: 20.0
  • Bathroom1 Level: Second
  • Bathroom1 Width: 8.0
Bathroom 2
  • Bathroom2 Area: 144.0
  • Bathroom2 Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower
  • Bathroom2 Length: 12.0
  • Bathroom2 Level: Second
  • Bathroom2 Width: 12.0
Bathroom 3
  • Bathroom3 Area: 42.0
  • Bathroom3 Features: Bathroom - Half
  • Bathroom3 Length: 6.0
  • Bathroom3 Level: First
  • Bathroom3 Width: 7.0
Dining Room
  • Dining Room Area: 256.0
  • Dining Room Features: Flooring - Hardwood,Window(s) - Picture,Wainscoting,Crown Molding
  • Dining Room Length: 16.0
  • Dining Room Level: First
  • Dining Room Width: 16.0
Family Room
  • Family Room Area: 672.0
  • Family Room Features: Flooring - Hardwood,Window(s) - Picture,Exterior Access,Sunken
  • Family Room Length: 24.0
  • Family Room Level: First
  • Family Room Width: 28.0
Kitchen
  • Kitchen Area: 272.0
  • Kitchen Features: Flooring - Hardwood,Window(s) - Picture,Dining Area,Countertops - Stone/Granite/Solid,Stainless Steel Appliances,Gas Stove,Peninsula
  • Kitchen Length: 17.0
  • Kitchen Level: First
  • Kitchen Width: 16.0
Laundry
  • Laundry Dimen: 9X13
Property Information
Property Info
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Disclosures: HVAC updated in 2019 with new heat pumps for heating and cooling. Mass Save Audit and updates completed in 2019 for energy efficiency. Tesla charger in garage. Nest enabled Smart Home features. National Grid gas heating costs; avg $338 p/month,Electricity avg cost $631 p/month.
Tax Information
  • Tax ID: 563932
  • Assessments: $2,601,500
  • Book: 31217
  • Tax Year: 2025
  • Zoning: Res
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Cooling Zones: 4
  • Heat Zones: 4
Complex & Association Information
  • Association Security: Security System
  • Adult Community: No

Property History for 88 Winter Street

DateEvent & SourcePriceAppreciation
Dec 15, 2025

Contingent

MLS PIN #73432114

Nov 5, 2025

Price Change

MLS PIN #73432114

$2,400,000
Oct 1, 2025

Price Change

MLS PIN #73432114

$2,500,000
Sep 17, 2025

Listed (Active)

MLS PIN #73432114

$2,675,000
Sep 30, 2010

Expired

MLS PIN #71032132

$1,895,000
Feb 12, 2010

Listed (Active)

MLS PIN #71032132

$1,995,000
Nov 27, 2005

Expired

MLS PIN #70201477

$2,249,000
Jun 1, 2005

Listed (Active)

MLS PIN #70201477

$2,249,000
Mar 15, 2000

Sold (Public Record)

Public Record #89736833

$1,600,000
Mar 15, 2000

Sold

MLS PIN #30375606

$1,600,000
Jan 18, 2000

Under Agreement

MLS PIN #30375606

Jan 18, 2000

Contingent

MLS PIN #30375606

Dec 27, 1999

Listed (Active)

MLS PIN #30375606

$1,679,000
Dec 7, 1999

Canceled

MLS PIN #30331502

$1,959,000
Jun 21, 1999

Listed (Active)

MLS PIN #30331502

$2,095,000
DateEvent & SourcePrice
12/15/2025

Contingent

MLS PIN #73432114

11/05/2025

Price Change

MLS PIN #73432114

$2,400,000
10/01/2025

Price Change

MLS PIN #73432114

$2,500,000
09/17/2025

Listed (Active)

MLS PIN #73432114

$2,675,000
09/30/2010

Expired

MLS PIN #71032132

$1,895,000
02/12/2010

Listed (Active)

MLS PIN #71032132

$1,995,000
11/27/2005

Expired

MLS PIN #70201477

$2,249,000
06/01/2005

Listed (Active)

MLS PIN #70201477

$2,249,000
03/15/2000

Sold (Public Record)

Public Record #89736833

$1,600,000
03/15/2000

Sold

MLS PIN #30375606

$1,600,000
01/18/2000

Under Agreement

MLS PIN #30375606

01/18/2000

Contingent

MLS PIN #30375606

12/27/1999

Listed (Active)

MLS PIN #30375606

$1,679,000
12/07/1999

Canceled

MLS PIN #30331502

$1,959,000
06/21/1999

Listed (Active)

MLS PIN #30331502

$2,095,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 88 Winter Street

Taxable ValueLand$934,700Additions$1,666,800Total$2,601,500
Tax Record2025$33,325 ($2,777 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt5,504 SqFtAbove Grade Finished SqFt5,504 SqFtStories2Lot Size85,330 SqFtStyleSingle Family ResidenceYear Built1998CountyMIDDLESEXAPNLINC M:166 L:4 S:0Fireplace TypeHas Fireplace

Schools near 88 Winter Street

This home is within Lincoln School District.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Private - PK to 6
Rating
School
Distance
Lincoln School
PublicPK to 8

Lincoln-Sudbury Regional High School
Public9 to 12

Bartlett School
PrivatePK to 6

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of Barrett Sotheby's International Realty, Terry Perlmutter

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.