4 Days on Boardwalk Properties
34
11 Chesterford Rd E, Winchester, MA 01890
View Map
$2,199,900
4 Beds
4 Baths
3039 SQFT
0.31 Acre
HOA: N/A

Property Description

Stunning waterfront home on Little Winter Pond offers the perfect blend of modern design and serene natural beauty! Thoughtfully updated, the home welcomes you with a striking entry, soaring vaulted ceilings, and walls of windows that flood the space with natural light and frame breathtaking pond views. The stylish kitchen with adjacent dining area featuring custom bench seating flows seamlessly into the spacious living and family rooms—ideal for everyday living & entertaining. The main level offers three generously sized bedrooms and two full baths, including a peaceful primary suite with panoramic views, a walk-in closet, and beautifully renovated bath with two individual vanities. The lower level adds fantastic flexibility with a media room, additional bedroom, full bath, and flexible multipurpose space. Step outside to enjoy a wraparound deck and lower-level patio with direct access to the pond—perfect for kayaking, fishing, and ice skating. This is a rare and special opportunity!

Property Details tap to expand

Amenities

  • Park
  • Public School
  • Public Transportation
  • Shopping
  • Swimming Pool
  • Tennis Court
  • Walk/Jog Trails

Kitchen, Dining, and Appliances

  • Kitchen Dimensions: 17X10
  • Kitchen Level: First Floor
  • Cabinets - Upgraded, Countertops - Stone/Granite/Solid, Exterior Access, Flooring - Hardwood, Gas Stove, Open Floor Plan, Recessed Lighting, Stainless Steel Appliances, Window(s) - Bay/Bow/Box
  • Dishwasher, Disposal, Dryer, Range, Refrigerator, Washer
  • Dining Room Dimensions: 9X9
  • Dining Room Level: First Floor
  • Dining Room Features: Flooring - Hardwood, Lighting - Overhead, Window(s) - Bay/Bow/Box

Bathrooms

  • Full Baths: 3
  • Half Baths 1
  • Master Bath: 1
  • Bathroom 1 Dimensions: 9X8
  • Bathroom 1 Level: First Floor
  • Bathroom 1 Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Closet - Linen, Flooring - Stone/Ceramic Tile, Recessed Lighting, Window(s) - Picture
  • Bathroom 2 Dimensions: 8X7
  • Bathroom 2 Level: First Floor
  • Bathroom 2 Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Lighting - Sconce, Window(s) - Picture
  • Bathroom 3 Dimensions: 12X5
  • Bathroom 3 Level: Basement
  • Bathroom 3 Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile

Bedrooms

  • Bedrooms: 4
  • Master Bedroom Dimensions: 22X13
  • Master Bedroom Level: First Floor
  • Master Bedroom Features: Bathroom - Double Vanity/Sink, Bathroom - Full, Ceiling Fan(s), Closet - Walk-in, Flooring - Wall to Wall Carpet, Recessed Lighting, Window(s) - Picture
  • Bedroom 2 Dimensions: 12X11
  • Bedroom 2 Level: First Floor
  • Master Bedroom Features: Ceiling - Vaulted, Closet, Flooring - Hardwood, Window(s) - Picture
  • Bedroom 3 Dimensions: 11X10
  • Bedroom 3 Level: First Floor
  • Master Bedroom Features: Ceiling - Cathedral, Closet, Flooring - Hardwood, Window(s) - Picture

Other Rooms

  • Total Rooms: 16
  • Living Room Dimensions: 19X14
  • Living Room Level: First Floor
  • Living Room Features: Fireplace, Flooring - Hardwood, Open Floor Plan, Recessed Lighting, Window Seat, Window(s) - Picture
  • Family Room Dimensions: 14X13
  • Family Room Level: First Floor
  • Family Room Features: Deck - Exterior, Exterior Access, Flooring - Hardwood, Open Floor Plan, Recessed Lighting, Skylight, Slider, Window(s) - Picture
  • Laundry Room Features: Finished, Full, Garage Access, Interior Access, Other (See Remarks), Walk Out

Utilities

  • Heating: Electric Baseboard, Gas, Hot Air Gravity, Hot Water Baseboard, Other (See Remarks), Unit Control
  • Heat Zones: 6
  • Hot Water: Natural Gas
  • Cooling: Central Air
  • Cooling Zones: 2
  • Electric Info: Circuit Breakers, Underground
  • Water: City/Town Water, Private
  • Sewer: City/Town Sewer, Private

Garage & Parking

  • Garage Parking: Attached, Garage Door Opener, Heated, Under
  • Garage Spaces: 2
  • Parking Features: 1-10 Spaces, Off-Street, Paved Driveway
  • Parking Spaces: 4

Interior Features

  • Square Feet: 3039
  • Fireplaces: 1
  • Accessability Features: Unknown

Construction

  • Year Built: 1927
  • Type: Detached
  • Style: Contemporary, Garden, Half-Duplex, Modified, Ranch, W/ Addition
  • Foundation Info: Poured Concrete
  • Roof Material: Combination, Tile
  • Flooring Type: Tile, Wood
  • Lead Paint: Unknown
  • Warranty: No

Exterior & Lot

  • Lot Description: Scenic View(s), Wooded
  • Exterior Features: Deck, Fenced Yard, Garden Area, Gutters, Patio
  • Road Type: Private
  • Waterfront Features: Pond

Other Information

  • MLS ID# 73360401
  • Last Updated: 04/20/25
  • HOA: No
  • Reqd Own Association: Unknown

Property History tap to expand

Date Event Price Price/Sq Ft Source
04/16/2025New$2,199,900$724MLSPIN
08/25/2022Sold$1,800,000$592MLSPIN
07/14/2022Under Agreement$1,799,000$592MLSPIN
07/05/2022Contingent$1,799,000$592MLSPIN
06/18/2022Active$1,799,000$592MLSPIN
06/14/2022Price Change$1,799,000$592MLSPIN
05/29/2022Active$1,999,000$658MLSPIN
05/29/2022Active$1,799,000$592MLSPIN
05/25/2022Price Change$1,999,000$658MLSPIN
05/16/2022Active$1,999,000$658MLSPIN
05/16/2022Active$2,199,000$724MLSPIN
05/15/2022New$2,199,000$724MLSPIN
05/13/2022Active$2,199,000$724MLSPIN
11/01/2010Sold$960,000$325MLSPIN
09/08/2010Under Agreement$1,079,900$365MLSPIN
08/10/2010Active$1,079,900$365MLSPIN
08/03/2010Expired$1,100,000$372MLSPIN
07/28/2010Extended$1,100,000$372MLSPIN
04/30/2010Active$1,100,000$372MLSPIN
04/30/2010Active$1,225,000$415MLSPIN

Mortgage Calculator

View Breakdown

Map

Seller's Representative: Joseph Pollack, Redfin Corp.
Sub Agent Compensation: n/a
Buyer Agent Compensation: 2
Facilitator Compensation: n/a
Compensation Based On: Net Sale Price
Sub-Agency Relationship Offered: No

© 2025 MLS Property Information Network, Inc.. All rights reserved.

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.

MLS PIN data last updated at 2025-04-20 03:06:00

Related Properties