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!
Sold for $2,000,000 on 06/02/25
$2,000,000
11 Chesterford Rd E, Winchester, MA 01890
4beds
3,039sqft
Single Family Residence
Built in 1927
0.31 Acres Lot
$2,010,800 Zestimate®
$658/sqft
$6,364 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: June 02, 2025 at 01:16pm
Listed by:
Joseph Pollack,
Redfin Corp.
Bought with:
Elena Langlois
Compass
Source: MLS PIN,MLS#: 73360401
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Ceiling Fan(s), Walk-In Closet(s), Flooring - Wall to Wall Carpet, Window(s) - Picture, Recessed Lighting
- Level: First
- Area: 286
- Dimensions: 22 x 13
Bedroom 2
- Features: Vaulted Ceiling(s), Closet, Flooring - Hardwood, Window(s) - Picture
- Level: First
- Area: 132
- Dimensions: 12 x 11
Bedroom 3
- Features: Cathedral Ceiling(s), Closet, Flooring - Hardwood, Window(s) - Picture
- Level: First
- Area: 110
- Dimensions: 11 x 10
Bedroom 4
- Features: Closet, Flooring - Wall to Wall Carpet, Window(s) - Picture, Recessed Lighting
- Level: Basement
- Area: 195
- Dimensions: 15 x 13
Primary bathroom
- Features: Yes
Bathroom 1
- Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Closet - Linen, Flooring - Stone/Ceramic Tile, Window(s) - Picture, Recessed Lighting
- Level: First
- Area: 72
- Dimensions: 9 x 8
Bathroom 2
- Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Window(s) - Picture, Lighting - Sconce
- Level: First
- Area: 56
- Dimensions: 8 x 7
Bathroom 3
- Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile
- Level: Basement
- Area: 60
- Dimensions: 12 x 5
Dining room
- Features: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Lighting - Overhead
- Level: First
- Area: 81
- Dimensions: 9 x 9
Family room
- Features: Skylight, Flooring - Hardwood, Window(s) - Picture, Deck - Exterior, Exterior Access, Open Floorplan, Recessed Lighting, Slider
- Level: First
- Area: 182
- Dimensions: 14 x 13
Kitchen
- Features: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Countertops - Stone/Granite/Solid, Cabinets - Upgraded, Exterior Access, Open Floorplan, Recessed Lighting, Stainless Steel Appliances, Gas Stove
- Level: First
- Area: 170
- Dimensions: 17 x 10
Living room
- Features: Flooring - Hardwood, Window(s) - Picture, Open Floorplan, Recessed Lighting, Window Seat
- Level: First
- Area: 266
- Dimensions: 19 x 14
Heating
- Baseboard, Natural Gas
Cooling
- Central Air
Appliances
- Laundry: In Basement
Features
- Bathroom - Half, Recessed Lighting, Closet, Closet/Cabinets - Custom Built, Entrance Foyer, Media Room, Bonus Room, 1/4 Bath
- Flooring: Wood, Tile, Flooring - Stone/Ceramic Tile
- Windows: Picture
- Basement: Full,Finished,Walk-Out Access,Interior Entry,Garage Access
- Number of fireplaces: 1
- Fireplace features: Living Room
Interior area
- Total structure area: 3,039
- Total interior livable area: 3,039 sqft
- Finished area above ground: 3,039
Property
Parking
- Total spaces: 4
- Parking features: Attached, Under, Garage Door Opener, Heated Garage, Paved Drive, Off Street, Paved
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Deck - Exterior, Deck, Patio
- Exterior features: Deck, Patio, Rain Gutters, Fenced Yard, Garden
- Fencing: Fenced
- Has view: Yes
- View description: Scenic View(s)
- Waterfront features: Waterfront, Pond
Lot
- Size: 0.31 Acres
- Features: Wooded
Details
- Parcel number: M:019 B:0251 L:0,899914
- Zoning: RDB
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary,Ranch
- Property subtype: Single Family Residence
Materials
- Foundation: Concrete Perimeter
- Roof: Tile
Condition
- Year built: 1927
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
Community & neighborhood
Community
- Community features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Public School
Location
- Region: Winchester
Services availability
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Estimated market value
$2,010,800