Map location of
Dennett Park, Winchester, MA, USA

Winchester, Massachusetts, United States

Homes for sale near Dennett Park, 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 12 Canterbury Road
12 Canterbury Road
Tucked along a quiet side street in the sought-after Ambrose School district, this spacious ranch offers comfort, convenience, and endless possibilities. With nearly 2,000 square feet of living space, the home features seven rooms, including a large living room w/ fireplace that anchors the easy, na
Winchester, MA
Living Area: 1942 Sqft.
3 Beds, 3 Baths
$1,200,000
Picture of 545 Winthrop St Lot 10
545 Winthrop St Lot 10
70% SOLD OUT! The Mary Kenney Collection — 10 new single-family homes in a private cul-de-sac on the Winchester line. Secure your lot now and enjoy the rare ability to CUSTOMIZE floor plans and finishes to fit your lifestyle. Each home offers an oversized 2-car garage, grand foyer & flex space per
Medford, MA
Living Area: 3700 Sqft.
4 Beds, 5 Baths
$1,899,900
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 14 Ivy Rd
14 Ivy Rd
Charming and inviting Colonial in sought-after West Medford! This 3-bed, 1.5-bath home blends timeless character with modern comfort just 15 minutes from Boston. Hardwood floors flow throughout sun-filled rooms, featuring gumwood trim, a fireplaced living room, elegant dining room, and eat-in kitche
Medford, MA
Living Area: 2064 Sqft.
3 Beds, 2 Baths
$899,000
Picture of 211 Grove St
211 Grove St
Step inside this beautifully renovated 4 bed, 2 bath Colonial and fall in love with its warmth, charm, and thoughtful design. The inviting farmers porch leads into a bright open space with an updated stunning kitchen featuring granite counters, stainless appliances, tile backsplash, and custom light
Medford, MA
Living Area: 2200 Sqft.
4 Beds, 3 Baths
$1,200,000
Picture of 8 Priscilla Ln
8 Priscilla Ln
Welcome to 8 Priscilla Ln, Winchester—a brand-new 5 bed, 5.5 bath luxury home designed by Salt & Stone Co where elevated craftsmanship meets everyday comfort. Spanning 6,500 ± sq ft, this home features a chef’s kitchen with custom cabinetry, premium appliances, and an oversized center island fl
Winchester, MA
Living Area: 6500 Sqft.
5 Beds, 6 Baths
$3,250,000
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 9 Wildwood Rd
9 Wildwood Rd
Set in a sought-after neighborhood just ½ mile from the Winchester line, this impeccable, beautifully updated 3 bedroom home offers remarkable warmth & charm. Boasts effortless single-level living with the added benefit of a generous versatile loft-style en suite on the 2nd level – ideal as a bed
Medford, MA
Living Area: 1058 Sqft.
3 Beds, 2 Baths
$839,000
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 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 12 Powder House Road Ext
12 Powder House Road Ext
Welcome to 12 Powder House Road Ext, nestled in Medford’s highly sought-after Lawrence Estates neighborhood on a quiet dead-end street. This stunning Colonial offers over 3,000 sq. ft. of living space with 4 bedrooms and 4.5 bathrooms. Beautiful hardwood floors flow throughout, complementing a wel
Medford, MA
Living Area: 3304 Sqft.
4 Beds, 5 Baths
$1,775,000
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 545 Winthrop St Lot 9
545 Winthrop St Lot 9
60% SOLD OUT! The Mary Kenney Collection — 10 new single-family homes in a private cul-de-sac on the Winchester line. Secure your lot now and enjoy the rare ability to CUSTOMIZE floor plans and finishes to fit your lifestyle. Each home offers an oversized 2-car garage, grand foyer & flex space per
Medford, MA
Living Area: 3700 Sqft.
4 Beds, 5 Baths
$1,899,900
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 141 Brooks St
141 Brooks St
Nestled at 141 Brooks St, Medford, MA, this single-family residence presents an attractive property in great condition, ready to welcome you. The living room is a study in sophisticated comfort, where a fireplace casts a warm glow upon the beamed and vaulted ceiling. Crown molding adds a touch of ti
Medford, MA
Living Area: 1884 Sqft.
4 Beds, 2 Baths
$995,000
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 19 Shirley Rd
19 Shirley Rd
Welcome to this stunning, fully reimagined modern home nestled on a quiet east Medford street. Newly rebuilt -and occupied by a local developer with a reputation for high-end craftsmanship, this home showcases thoughtful design and luxury at every turn. With approximately 4800 sq ft, the residence o
Medford, MA
Living Area: 4800 Sqft.
4 Beds, 6 Baths
$1,724,000
Picture of 20 Grove Pl
20 Grove Pl
From the moment you enter this European-style Victorian, you’ll be charmed. The first level features an eat-in kitchen with quartz countertops, LG Café appliances, wine fridge, island, and large windows, plus a living room, den, and half bath. The second floor offers a primary suite with skylight
Winchester, MA
Living Area: 3294 Sqft.
5 Beds, 4 Baths
$1,869,000
Picture of 61 Grove Street
61 Grove Street
- 2017 - STUNNING CUSTOM- BUILT HOME, COMPLETELY rebuilt and doubled in size with bright and sunny rooms and a flexible floor plan. Welcome to this easy living, maintenance free sophisticated residence. FIRST FLOOR LUXURIOUS SUITE with a LARGE BEDROOM, marble bath w/double sink vanity, walk in showe
Winchester, MA
Living Area: 4798 Sqft.
5 Beds, 5 Baths
$2,239,000
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 545 Winthrop St. Lot 5
545 Winthrop St. Lot 5
60% SOLD OUT! Introducing The Mary Kenney Collection, an exclusive cul-de-sac community of 10 new construction single family homes nestled in West Medford on the highly sought-after Winchester line. Embodying a refined blend of luxury, modern design & welcoming charm you're greeted by 1 car garage,
Medford, MA
Living Area: 3295 Sqft.
4 Beds, 4 Baths
$1,649,900

Points of Interest near Dennett Park