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Explore Similar Townhomes Within 2 Miles of Winchester Highlands, MA

  • /31

    $1,150,000

    • 3 Beds
    • 2.5 Baths
    • 1,808 Sq Ft

    26 Atwood Ave Unit A, Wakefield, MA 01880

    Welcome to this meticulously maintained turn-key 3-year-old townhouse condo offering the perfect blend of style, space, and convenience. Designed with today’s lifestyle in mind, this bright and airy home features an open-concept floor plan, high ceilings, and quality finishes throughout. The main level boasts a spacious living area ideal for entertaining. A sleek, modern kitchen anchors the

    Agent Photo

    Deb Schusterman

    BRIZO Real Estate Services

    (339) 217-8488

    26 Atwood Ave Unit A, Wakefield, MA 01880
  • /42

    $988,000

    • 2 Beds
    • 2.5 Baths
    • 2,383 Sq Ft

    2010 Symmes Cir Unit 2010, Arlington, MA 02474

    Offers due 12pm, July 21. Experience refined living in this 2 bed + den/flex room - 2013-built townhouse at Symmes Cir. Soaring ceilings & oversized windows fill the home with natural light, enhancing the bamboo floors. This open layout features a modern kitchen with granite countertops, new SS appliances (March 2025), sleek cabinetry, generous dining space & private balcony. A powder room &

    Jyoti Justin Leading Edge Real Estate

    2010 Symmes Cir Unit 2010, Arlington, MA 02474
  • /27

    $929,900

    • 5 Beds
    • 3 Baths
    • 2,280 Sq Ft

    17 Cherry St Unit 2, Medford, MA 02155

    Experience townhouse-style living in Medford in this designed two-level residence. This completely new home offers an open-concept floor with a well equipped contemporary kitchen featuring sophisticate cabinetry, timeless countertops and stainless steel appliances. This stunning 5-bedroom, 3-bath features high end finishes. This home provides a thoughtful separation of space, enhancing privacy

    Erius Monpremier My First Realty Group

    17 Cherry St Unit 2, Medford, MA 02155
  • /29

    $949,900

    • 5 Beds
    • 3 Baths
    • 2,400 Sq Ft

    17 Chery St Unit 1, Medford, MA 02155

    Experience townhouse-style living in Medford in this designed two-level residence. This completely new home offers an open-concept floor with a well equipped contemporary kitchen featuring sophisticate cabinetry, timeless countertops and stainless steel appliances. This stunning 5-bedroom, 3-bath features high end finishes. This home provides a thoughtful separation of space, enhancing privacy

    Erius Monpremier My First Realty Group

    17 Chery St Unit 1, Medford, MA 02155
  • /31

    $895,000

    • 3 Beds
    • 2.5 Baths
    • 2,054 Sq Ft

    40 Brattle St Unit 14, Arlington, MA 02476

    Move in ready townhouse blends modern comfort with unbeatable walkability. Built in 2007, this sun-filled 3-bedroom, 2.5-bathroom property offers 3 levels of stylish living with an open floor plan and elegant bamboo flooring throughout. The flexible top floor (separate zone) can serve as a spacious primary suite, additional living room, or home office, and opens to a private deck retreat. Enjoy

    Claudia Campanella Dream Living Realty, LLC

    40 Brattle St Unit 14, Arlington, MA 02476
  • /16

    $924,900

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    3 Hickory Hill Rd Unit A, Wakefield, MA 01880

    Step inside this stunning BRAND-NEW townhome, crafted by a renowned local builder! Through the front door is a bright and airy main level, with a seamless flow of the living & kitchen areas. The custom wood mantel with shelving accents the fireplace and creates a focal point in the living area. The modern kitchen boasts quartz countertops, stainless steel appliances, white cabinetry, and a

    Kevin Barrett Knowledge Brokers Realty

    3 Hickory Hill Rd Unit A, Wakefield, MA 01880
  • /7

    $899,900

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    3 Hickory Hill Rd Unit B, Wakefield, MA 01880

    Step inside this stunning BRAND-NEW townhome, crafted by a renowned local builder! Through the front door is a bright and airy main level, with a seamless flow of the living & kitchen areas. The custom wood mantel with shelving accents the fireplace and creates a focal point in the living area. The modern kitchen boasts quartz countertops, stainless steel appliances, white cabinetry, and a

    Kevin Barrett Knowledge Brokers Realty

    3 Hickory Hill Rd Unit B, Wakefield, MA 01880
  • /15

    $924,900

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    3 Hickory Hill Rd Unit C, Wakefield, MA 01880

    Step inside this stunning BRAND-NEW townhome, crafted by a renowned local builder! Through the front door is a bright and airy main level, with a seamless flow of the living & kitchen areas. The custom wood mantel with shelving accents the fireplace and creates a focal point in the living area. The modern kitchen boasts quartz countertops, stainless steel appliances, white cabinetry, and a

    Kevin Barrett Knowledge Brokers Realty

    3 Hickory Hill Rd Unit C, Wakefield, MA 01880
  • /32

    $1,299,000

    • 3 Beds
    • 3.5 Baths
    • 2,136 Sq Ft

    162 Swanton St Unit 162, Winchester, MA 01890

    Opportunity to own the last available end unit! Welcome to 162 Swanton Street, the final new construction townhome by Ron Roy in the heart of Winchester. This home blends modern design with exceptional craftsmanship. The open-concept first floor features hardwood floors, a cozy fireplace, and a chef-inspired kitchen with stainless steel appliances, a large island, and adjacent mudroom with half

    Monte Marrocco Coldwell Banker Realty - Lexington

    162 Swanton St Unit 162, Winchester, MA 01890
  • /39

    $1,184,999 Open Sat 12PM - 1:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,699 Sq Ft

    16 Walker St Unit 16, Medford, MA 02155

    Welcome to 16 Walker Street, a bright and spacious 4 bed, 2.5 bath home tucked away on a quiet street. Great for entertaining, the main level features an open-concept living and dining area, a chef’s eat-in kitchen with high ceilings, in-ceiling speakers, and a cozy fireplace creating an inviting space designed to bring everyone together. The second floor offers two generously sized bedrooms,

    Sheldon Hampton Senne

    16 Walker St Unit 16, Medford, MA 02155
  • /12

    $895,000

    • 2 Beds
    • 2 Baths
    • 1,146 Sq Ft

    421 High St Unit 101, Medford, MA 02155

    Introducing The Doherty West Medford, a new era of luxury living. This new construction legacy project showcases a boutique 9-unit condo community designed for modern living. This exceptional 2 bed, 2 bath ground level unit features a private patio plus its own private exterior entrance leading to one deeded parking spot. Contemporary kitchen with center island featuring induction range and

    Paul Cirignano The Synergy Group

    421 High St Unit 101, Medford, MA 02155
  • /23

    $1,199,000

    • 5 Beds
    • 4 Baths
    • 2,500 Sq Ft

    11 Waverly Place Unit 2, Melrose, MA 02176

    Great investment property with $5300 monthly rental income till 8/31/2025. Experience luxury and convenience in this newly constructed townhouse in Melrose, perfectly located near the Purple and Orange Line stations, with shops and restaurants nearby. This home combines the privacy of a single-family residence with the ease of townhouse living. It features an open-concept design with soaring

    Wilbur Chen S&W Consulting Group LLC

    11 Waverly Place Unit 2, Melrose, MA 02176
  • /19

    $1,199,999 New Construction

    • 3 Beds
    • 3.5 Baths
    • 1,921 Sq Ft

    15 Mason Way Unit 73, Woburn, MA 01801

    New construction townhome at Highland at Vale in Woburn! The Wheaton floor plan offers 1,921 sq. ft. across two thoughtfully designed levels. The bright, open kitchen features stainless steel appliances, ample cabinetry, and a large island—perfect for everyday living or entertaining. An expansive gathering room and optional bay window in the dining area bring in abundant natural light, with

    Erin Sullivan Pulte Homes of New England

    15 Mason Way Unit 73, Woburn, MA 01801
  • /28

    $1,274,995 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    10 Mason Way Unit 61, Woburn, MA 01801

    Discover new construction at Highland at Vale in Woburn! The Southbrook is a stunning townhome featuring open-concept living and abundant natural light throughout. The spacious kitchen flows seamlessly into the gathering room and private deck—ideal for entertaining. Enjoy the ease of a first-floor Owner’s Suite complete with a spa-like bath for the perfect retreat. Upstairs, a generous loft is

    Erin Sullivan Pulte Homes of New England

    10 Mason Way Unit 61, Woburn, MA 01801
  • /40

    $799,999

    • 5 Beds
    • 1.5 Baths
    • 1,938 Sq Ft

    150 Trenton St, Melrose, MA 02176

    Discover charming single-family living in Melrose! This townhouse offers a private yard and flexible living spaces. Enjoy an ideal location just outside downtown, with seamless access to local shops, restaurants, and vibrant activities that include hiking and cycling in the nearby Middlesex Fells Reservation. Commuting is easy via the Wyoming Hill train station, just five minutes away. The sunlit

    Emmanuel Paul Redfin Corp.

    150 Trenton St, Melrose, MA 02176
  • /34

    $639,000 Open Sat 11AM - 12:30PM

    • 2 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    305 Salem St Unit 301, Woburn, MA 01801

    Beautiful Townhouse in the Desirable Brookside Condominiums! This end unit features a beautifully updated open floor plan w/ a sunny living room, dining area, half bath, & a modern kitchen with a peninsula that flows seamlessly to a private rear balcony, perfect for enjoying morning coffee or evening relaxation. Upstairs, you’ll find two generously sized bedrooms, a full bath, & a pull-down attic

    Kim Covino Compass

    305 Salem St Unit 301, Woburn, MA 01801
  • /42

    $700,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 2,224 Sq Ft

    224 Park St Unit C10, Stoneham, MA 02180

    Looking for a home that blends CONVENIENCE and a SCENIC SETTING? This UPDATED townhome in Mosley Park offers the best of both! Tucked at the back of the complex, it offers COURTYARD VIEWS in front and a GRASSY AREA framed by trees just off the kitchen—perfect for outdoor dining or relaxing. Inside, enjoy an OPEN-CONCEPT layout with a FIREPLACED LIVING ROOM and a FUNCTIONAL KITCHEN with STAINLESS

    Golden Circle Group Coldwell Banker Realty - Andovers/Readings Regional

    224 Park St Unit C10, Stoneham, MA 02180
  • /33

    $509,900

    • 2 Beds
    • 1.5 Baths
    • 749 Sq Ft

    102 Prospect St, Woburn, MA 01801

    Opportunity knocks at an incredible price for this 18 year young townhome. Offering a 1 car garage and additional off street parking, this end unit sits in great proximity to many Woburn amenities and flexible commuting options. Enter into the lower level which allows for access into the garage with utility room and direct stair access into the main living level. Hardwood flooring span this open

    Seana Gifford J. Mulkerin Realty

    102 Prospect St, Woburn, MA 01801
  • /37

    $589,900

    • 3 Beds
    • 1.5 Baths
    • 1,250 Sq Ft

    191 Franklin St Unit a, Stoneham, MA 02180

    Welcome to 191 Franklin Street, a charming Stoneham gem containing modern comforts! Nestled in a prime location just moments from downtown Stoneham, this meticulously and well maintained townhouse offers the perfect blend of convenience and tranquility. Step inside to discover sun-drenched living spaces, hardwood floors on the first floor, updated kitchen with stainless steel appliances, and a

    Prestige Homes Realty Team Prestige Homes Real Estate, LLC

    191 Franklin St Unit a, Stoneham, MA 02180
  • /8

    $519,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,183 Sq Ft

    217 Highland Ave Unit 2, Malden, MA 02148

    Open House today July 12th-1230 to 230. Impeccably Priced 3-Bedroom Townhouse. New Roof 2024, Don’t miss this incredible opportunity! This spacious townhouse-style condominium boasts over 6 rooms and is just minutes away from the T stop.Key Features:First Level: Enjoy a fully equipped eat-in kitchen featuring ample cabinet space, a breakfast bar, and tile flooring. The open concept living

    Michelet Thompson Top Realty

    217 Highland Ave Unit 2, Malden, MA 02148
  • /38

    $829,988

    • 3 Beds
    • 3 Baths
    • 1,900 Sq Ft

    22 James St Unit 1, Woburn, MA 01801

    ALL NEW AND LOW HOA FEES! Impeccably Re-Built condos just outside of Downtown Woburn. Foundation, Framing, Exterior, Interior, Systems, Site Work - ALL NEW! Be the 1st to own this 2.5 level condo that features top notch finishes - KitchenAid appliance package, Quartz Stone counters in KIT & Baths, custom designed tiling backsplash & baths, Red Oak Hardwood Floors, Recessed & fixture lighting.

    Sean Page Signature Page Real Estate, LLC

    22 James St Unit 1, Woburn, MA 01801
  • /20

    $1,590,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 4.5 Baths
    • 3,268 Sq Ft

    259 Mystic St, Arlington, MA 02474

    Experience modern luxury in Arlington’s sought-after Mystic-Fairview neighborhood. This brand-new 3-bedroom, 4.5-bath townhome offers over 3,200 sq. ft. of thoughtfully designed living space. The chef’s kitchen features Thermador appliances, Calacatta Gold countertops, and custom cabinetry. Relax in the inviting living room with Acoustic Slat Paneling, a Smart TV, and a sleek fireplace. Spa-like

    Rich Kim Keller Williams Realty Boston Northwest

    259 Mystic St, Arlington, MA 02474
  • /30

    $1,299,995 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,143 Sq Ft

    13 Mason Way Unit 72, Woburn, MA 01801

    Welcome to Highland at Vale in Woburn! This new construction Jackson townhome offers 2,143 square feet of thoughtfully designed living space across two levels. The open-concept kitchen is a chef’s dream with stainless steel appliances, abundant cabinetry, and a large center island. A bright gathering room and dining area with optional bay window lead to a private outdoor deck—perfect for

    Erin Sullivan Pulte Homes of New England

    13 Mason Way Unit 72, Woburn, MA 01801
  • /3

    $625,900

    • 2 Beds
    • 1 Bath
    • 1,084 Sq Ft

    20 Arthur St, Winchester, MA 01890

    Property to be sold in as is condition. This unit is subject to the Winchester Housing Corp resale procedures. See document section for additional details. Buyer is responsible for any and all inspections needed for the sale of this unit. This unit is vacant and easy to show.

    Dan O'Connell LAER Realty Partners

    20 Arthur St, Winchester, MA 01890

Why Live in Winchester Highlands

Winchester Highlands is a neighborhood known for its diverse and grand homes, ranging from late 19th-century builds to contemporary houses, featuring styles such as ranches, colonials, and two-family homes. The area is part of one of the best public school districts in the state, with highly rated institutions like Muraco Elementary, McCall Middle, and Winchester High School, all offering robust academic and extracurricular programs. The neighborhood is safer than the national average, providing a secure environment for residents. Outdoor enthusiasts will appreciate the proximity to the 2,200-acre Middlesex Fells Reservation, which features over 100 miles of trails, and the Tri-Community Greenway, a paved path for walking, jogging, and biking. Winchester Highlands also has local dining options like Eighty Eight Cafe and The Gingerbread Construction Co., with more restaurants and a Stop & Shop located in nearby Winchester Center. The neighborhood is well-connected, with the Massachusetts Bay Transportation Authority commuter rail at Winchester Center offering a roughly one-hour ride to Boston, and Interstate 93 providing a convenient 11-mile drive to the city. Additionally, Winchester Hospital, a 229-bed medical center, is located within the neighborhood. Residents can enjoy community events such as Winchester Town Day, which features a block party, street fair, and fireworks each June.

Home Trends in Winchester Highlands, MA

Housing Trends

Median Sale Price
$1,238,000
Median Single Family Sale Price
$1,349,950
Median Townhouse Sale Price
$1,210,000
Median 1 Bedroom Sale Price
$425,000
Average Price Per Sq Ft
$574
Number of Homes for Sale
5
Last 12 months Home Sales
24
Months of Supply
2.50
Median List Price
$1,300,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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