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ActiveListed 41 days ago

$1,650,000

117 Highland, Winchester, MA 01890

5
beds
3.5
baths
3,722
sqft
Lot sizeThe land that comes with the home, as reported to the MLS.
7,571 sqft
Year builtThe year the building was originally built, as reported by the listing agent.
1953
On the marketDays since the home was listed. New listings tend to move fastest.
41 days ago
Property type
Single Family Residence
Price per sqftList price divided by interior living area — handy for comparing homes of different sizes.
$443
ParkingSpaces that come with the home, as reported to the MLS.
5 spaces
Annual taxesLast annual property tax bill reported to the MLS. A new owner's bill can differ.
$15,088

What’s Special

  • Heated Garage
  • Central Air
  • Patio
  • Pool - Inground
  • Fenced Yard

Expansive living and unparalleled curb appeal define this exceptional five-bedroom garrison colonial, ideally positioned near the natural beauty and extensive trails of the Fells Reservation. Set in the highly regarded Muraco Elementary School district, this spacious home offers an inviting blend of timeless architecture, thoughtful updates, and remarkable flexibility for today’s lifestyle. The sun-filled first floor features an open, seamless flow designed for both everyday living and effortless entertaining. A thoughtfully appointed eat-in kitchen with premium Sub-Zero and Fisher & Paykel appliances opens to the dining space, creating an ideal setting for gathering. A wood-burning fireplace anchors the living room where you can watch the world go by from the gorgeous picture window. A home office, mudroom, and powder room add functionality to this level. Upstairs, the generous primary suite includes a full bath and convenient laundry, with tree-top views from the Juliet balcony, complemented by four additional bedrooms and a family bath. A finished walk-up attic provides valuable storage and flexible bonus space, while the finished lower level adds a generous family room and several bonus spaces ideal for a second home office, playroom, media space, or additional recreation area, with kitchenette and full bath allowing for ADU possibilities. Outside, enjoy a truly private retreat with a fully fenced yard and pristine in-ground pool, offering exceptional space for outdoor living, entertaining, and relaxation. A two-car attached garage adds everyday convenience. With generous proportions throughout, multiple flexible spaces, an inviting open floor plan, and close proximity to the Fells Reservation, this Winchester Highlands property offers a rare opportunity to enjoy space, privacy, and sophisticated everyday living in one of Winchester’s desirable neighborhoods.

Listing courtesy of Dara Singleton, Better Homes and Gardens Real Estate - The Shanahan Group · MLS PIN #73573887

Facts & Features

Status
Active
Active status flag
Active
Bedrooms
5
Bathrooms
3 full, 1 half
Living area
3,722 sqft

Interior

8
  • Closet
  • Bathroom - With Shower Stall
  • Breezeway
  • Closet/Cabinets - Custom Built
  • Bonus Room
  • 3/4 Bath
  • Mud Room
  • Home Office

Exterior

8
  • Patio
  • Pool - Inground
  • Rain Gutters
  • Storage
  • Professional Landscaping
  • Sprinkler System
  • Fenced Yard
  • Outdoor Shower

Parking

6
  • Attached
  • Garage Door Opener
  • Heated Garage
  • Garage Faces Side
  • Paved Drive
  • Paved

Laundry

1
  • Second Floor

Heating

2
  • Baseboard
  • Natural Gas

Cooling

1
  • Central Air

Appliances

9
  • Gas Water Heater
  • Water Heater
  • Range
  • Dishwasher
  • Trash Compactor
  • Microwave
  • Refrigerator
  • Washer
  • Dryer

MLS PIN #73573887 · Listed September 9, 2026

Location

117 Highland, Winchester · All Winchester homes

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.

$1,650,000

117 Highland

4 Churchill Road1 / 42
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$1,599,000

4 bd · 2 ba · 2,421 sqft · Single Family

4 Churchill Road

Winchester, MA 01890

Listing courtesy of Kim Covino & Co. Team, Compass · MLS PIN #73572661

17 Churchill Rd1 / 37
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$1,749,000

5 bd · 3.5 ba · 3,508 sqft · Single Family

17 Churchill Rd

Winchester, MA 01890

Listing courtesy of Domingo Medina, Coldwell Banker Realty - Lexington · MLS PIN #73572890

15 Lloyd Street1 / 41
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$1,399,000

5 bd · 1.5 ba · 2,071 sqft · Single Family

15 Lloyd Street

Winchester, MA 01890

Listing courtesy of Kim Covino & Co. Team, Compass · MLS PIN #73588977

9 Priscilla Ln1 / 31
Active

$1,325,000

4 bd · 2 ba · 1,922 sqft · Single Family

9 Priscilla Ln

Winchester, MA 01890

Listing courtesy of Robert Del Greco, Compass · MLS PIN #73579538

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.