Map location of
Long Pond, Winchester, MA, USA

Winchester, Massachusetts, United States

Homes for sale near Long Pond, Winchester, MA, USA

Address Bed / Bath Listing Price
Picture of 8 Felsdale Close
8 Felsdale Close
Nestled in one of Winchester's most picturesque cul-de-sacs, this elegant English Tudor is available for the first time in 60 years. Passed quietly through word of mouth, this is a rare opportunity to own a piece of Winchester's architectural history. Located near Lincoln School & Winchester Fells'
Winchester, MA
Living Area: 3658 Sqft.
4 Beds, 3 Baths
$2,075,000
Picture of 6 Marchant Road
6 Marchant Road
Beautiful 3 bed, 2.5 bath home set on a generous lot in a fantastic Winchester location/ Lincoln Elementary close to town, schools, the train, and route to Boston. The first floor offers an ideal layout with an updated kitchen, stainless steel appliances & island w seating open to a lovely family ro
Winchester, MA
Living Area: 2153 Sqft.
3 Beds, 3 Baths
$1,350,000
Picture of 237 Swanton Street
237 Swanton Street
NEWER CONSTRUCTION! This 2020 home showcases 5 beds, 4 baths-4300sf of style & luxury situated on the corner of Loring Ave. The home features high ceilings, hardwood floors & a stunning sunny open floor plan w/ eat in kitchen, center island, custom cabinetry, stainless appliances & walk-in pantry. F
Winchester, MA
Living Area: 4334 Sqft.
5 Beds, 4 Baths
$2,149,000
Picture of 446 Highland Ave
446 Highland Ave
Charming Spanish-style home in desirable Winchester! This unique property features a beautiful terracotta roof and timeless architectural details. The first floor welcomes you with a foyer which leads to an astounding great room, perfect for entertaining or hosting family gatherings. The kitchen ope
Winchester, MA
Living Area: 2033 Sqft.
2 Beds, 2 Baths
$999,000
Picture of 209 Washington St
209 Washington St
Charm and character meet modern living in this beautifully renovated & expanded Victorian townhome just steps from Winchester Center. Fully updated in 2013/14 with new kitchen, baths, wiring, all systems, roof, and windows—and enhanced in 2023 with a redesigned patio, landscaping, fencing, and flo
Winchester, MA
Living Area: 3141 Sqft.
5 Beds, 4 Baths
$1,499,000
Picture of 82 Hillcrest Parkway
82 Hillcrest Parkway
Nestled directly across from the breathtaking Middlesex Fells Reservation, this home offers the perfect blend of charm, space, and potential. This classic 3-bedroom, 2.5 bath Cape is beautifully situated on over half an acre in one of Winchester’s most desirable locations. The home features mostly
Winchester, MA
Living Area: 1882 Sqft.
3 Beds, 3 Baths
$1,650,000
Picture of 53 Winford Way
53 Winford Way
Stunning new construction in highly sought-after Winchester! This thoughtfully designed home blends modern style with everyday functionality. The first floor features an open-concept kitchen, dining area, and sun-filled living and family rooms with soaring ceilings open to the second floor and a coz
Winchester, MA
Living Area: 5083 Sqft.
5 Beds, 4 Baths
$2,799,000
Picture of 15 Wildwood Street
15 Wildwood Street
Welcome to 15 Wildwood Street — a quintessential Winchester residence offering timeless character, modern amenities & endless potential. Ideally situated on a beautiful lot close to the town center. This charming home is impeccably maintained & move-in ready, while providing the opportunity for th
Winchester, MA
Living Area: 4104 Sqft.
6 Beds, 3 Baths
$2,275,000
Picture of 53 Bacon Street
53 Bacon Street
Location, Location, Location! This beautifully maintained 3-bedroom, 2.5 bath multi-level home perfectly balances convenience and suburban charm. Enjoy an easy walk to the commuter rail, downtown shops and restaurants, schools, parks, and more. The main level features a spacious, sun-filled open flo
Winchester, MA
Living Area: 2865 Sqft.
3 Beds, 3 Baths
$1,499,000
Picture of 50 Lincoln Street
50 Lincoln Street
This beautiful Victorian home, featuring an inviting front porch, stunning period detail including wainscoting, original tin ceilings, custom built-ins, and three fireplaces is not to be missed! Maple hardwood floors flow through an open-concept layout to a spacious eat-in kitchen with a lovely expo
Winchester, MA
Living Area: 2004 Sqft.
4 Beds, 2 Baths
$1,200,000
Picture of 18 Middlesex St
18 Middlesex St
A masterpiece of design and craftsmanship. Every detail has been meticulously curated, blending timeless elegance with state-of-the-art amenities.Step into a grand foyer, where a striking curved staircase sets the stage for the home’s sophisticated ambiance. Expansive living and entertaining space
Winchester, MA
Living Area: 5233 Sqft.
4 Beds, 5 Baths
$2,795,000
Picture of 39 Town Way
39 Town Way
Discover all this gorgeous new construction home in top East Side location will offer! Designed with today’s lifestyle in mind, this home features a flexible open floor plan perfect for entertaining & everyday living / A great opportunity for you to customize the finishes & bring your vision to li
Winchester, MA
Living Area: 5709 Sqft.
6 Beds, 7 Baths
$3,199,000
Picture of 14 Grant Rd
14 Grant Rd
Welcome to 14 Grant Road – a stunning new construction home offering spacious, open-concept living in one of Winchester’s most desirable neighborhoods. Designed for modern lifestyles, this home features a chef’s kitchen that flows seamlessly into the dining and living areas, creating the perfe
Winchester, MA
Living Area: 4200 Sqft.
6 Beds, 5 Baths
$2,349,000
Picture of 571 Washington St
571 Washington St
Best valued single family in Winchester with incredible fenced backyard and expansive patio extending your living space outdoors, and 2 car garage!! Build immediate equity and convenience by adding an additional bathroom - Plans and renderings in hand (see attached and ask agent for details)! Design
Winchester, MA
Living Area: 1425 Sqft.
3 Beds, 1 Bath
$898,000
Picture of 2 Everett Ave
2 Everett Ave
Welcome to one of Winchester’s most extraordinary residences. This one-of-a-kind Center Entrance Colonial Revival sits on a beautifully landscaped, private lot complete with in-ground swimming pool and ample outdoor space perfect for relaxation or entertaining. A grand foyer welcomes you in where
Winchester, MA
Living Area: 7043 Sqft.
7 Beds, 6 Baths
$4,174,000
Picture of 19 Glengarry Road
19 Glengarry Road
A truly special opportunity to own a home in one of Winchester’s most desirable neighborhoods, just outside the vibrant town center! Welcome to 19 Glengarry Road~ this character-filled residence offers the perfect blend of charm, warmth & potential, making it ideal for buyers looking to personaliz
Winchester, MA
Living Area: 3521 Sqft.
6 Beds, 4 Baths
$1,975,000
Picture of 5 Bacon St
5 Bacon St
This stunning Victorian home, in the style of Painted Ladies w/ soaring ceilings & hardwood floors, is in a prime neighborhood just moments from Winchester Center, the commuter rail, Shannon Beach, & a short ride to the Airport & Boston. The house lives as a harmonious single family with a second ki
Winchester, MA
Living Area: 4385 Sqft.
6 Beds, 4 Baths
$2,190,000
Picture of 4 Chestnut St
4 Chestnut St
Space to grow, room to gather, and a location that feels like home. Just blocks from Winchester’s town center, commuter rail, and nearby schools, this warm and distinctive home offers four levels of flexible living. A vaulted-ceiling living room sets the tone, while the custom kitchen features blu
Winchester, MA
Living Area: 4474 Sqft.
4 Beds, 5 Baths
$1,990,000
Picture of 7-9 Cleveland Rd
7-9 Cleveland Rd
Welcome to this outstanding home set on a spacious 20,817 sf lot in desirable Winchester. This property presents a wealth of possibilities, whether you're looking to live in it as a single-family home, have a need for an in-law apartment, or maintain it as a multi-family residence. The 1st level boa
Winchester, MA
Living Area: 2578 Sqft.
5 Beds, 3 Baths
$1,149,000

Points of Interest near Long Pond