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Explore Similar Townhomes Within 2 Miles of Winchester Highlands, MA

  • 3 Richmond Park Unit 1, Woburn, MA 01801
    3 Richmond Park Unit 1, Woburn, MA 01801
    3 Richmond Park Unit 1, Woburn, MA 01801
    /29

    $549,949

    • 2 Beds
    • 3 Baths
    • 1,528 Sq Ft

    3 Richmond Park Unit 1, Woburn, MA 01801

    Charming townhouse-style condo ideally located just half a mile from Horn Pond and Woburn Center, with Winchester Center only about a mile away! Originally renovated in 2003 during its condo conversion, this home has been meticulously maintained and updated. Recent improvements include a newer roof (2024), newer windows (2022), new back stairs, and a replaced sewer pipe. The exterior and interior

    Agent Photo

    Kelly Espinola

    Keller Williams Realty-Merrimack

    (339) 229-8778

    3 Richmond Park Unit 1, Woburn, MA 01801
  • 26 Atwood Ave Unit A, Wakefield, MA 01880
    26 Atwood Ave Unit A, Wakefield, MA 01880
    26 Atwood Ave Unit A, Wakefield, MA 01880
    /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
  • 12 Sylvan St Unit 4, Melrose, MA 02176
    12 Sylvan St Unit 4, Melrose, MA 02176
    12 Sylvan St Unit 4, Melrose, MA 02176
    /21

    $1,459,000

    • 6 Beds
    • 4 Baths
    • 4,094 Sq Ft

    12 Sylvan St Unit 4, Melrose, MA 02176

    Introducing a stunning front, south-facing new-construction townhome by the esteemed TreeTop Group, offering 6 bedrooms and 4 full baths across a refined four-level layout. The open-concept main level impresses with soaring ceilings and a chef’s kitchen featuring a large center island with waterfall quartz countertops, premium stainless steel appliances, and abundant cabinet storage. Overlooking

    Gayle Winters Compass

    12 Sylvan St Unit 4, Melrose, MA 02176
  • 36 Waverly Place Unit 2, Melrose, MA 02176
    36 Waverly Place Unit 2, Melrose, MA 02176
    36 Waverly Place Unit 2, Melrose, MA 02176
    /17

    $989,000

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    36 Waverly Place Unit 2, Melrose, MA 02176

    New Mansard-Style Townhouse! Lives like a single-family home with 3 generously sized bedrooms and 2.5 baths, including a primary suite with double vanity. Features include an open layout, home office, hardwood floors, high ceilings, and quality finishes throughout. The kitchen offers a sliding door to the deck, perfect for easy entertaining. Private backyard, great layout, and basement with

    Faina Snitkovsky Core Real Estate

    36 Waverly Place Unit 2, Melrose, MA 02176
  • 162 Swanton St Unit 162, Winchester, MA 01890
    162 Swanton St Unit 162, Winchester, MA 01890
    162 Swanton St Unit 162, Winchester, MA 01890
    /42

    $1,275,000

    • 3 Beds
    • 3.5 Baths
    • 2,459 Sq Ft

    162 Swanton St Unit 162, Winchester, MA 01890

    NEW CONSTRUCTION!! Welcome to this meticulously crafted, modern townhouse END UNIT offering over 2,100 sq ft of thoughtfully designed living space. The open-concept main level features gorgeous mill work, gleaming hardwood floors, a cozy fireplace & sleek chef-inspired kitchen w/ stainless appliances, large center island & an adjacent mudroom w/ half bath perfect for today’s lifestyle. The 2nd

    Kim Covino Compass

    162 Swanton St Unit 162, Winchester, MA 01890
  • 7 Sherman Place, Winchester, MA 01890
    7 Sherman Place, Winchester, MA 01890
    7 Sherman Place, Winchester, MA 01890
    /30

    $1,500,000

    • 4 Beds
    • 2.5 Baths
    • 2,765 Sq Ft

    7 Sherman Place, Winchester, MA 01890

    Welcome to a sun-filled, newly renovated 4-bedroom,2.5-bath luxury residence nestled on a cul-de-sac w/ private garden! This is a 2,760 SF townhome, living like a free-standing home & offering a thoughtful layout ideal for living & entertaining. Standout features: 9-ft ceilings, oversized windows & a state-of-the-art, eco-conscious, high-efficiency heat pump system. The first level: open concept

    Ides Figueiredo Coldwell Banker Realty - Brookline

    7 Sherman Place, Winchester, MA 01890
  • 3 Hickory Hill Rd Unit A, Wakefield, MA 01880
    3 Hickory Hill Rd Unit A, Wakefield, MA 01880
    3 Hickory Hill Rd Unit A, Wakefield, MA 01880
    /16

    $899,900

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

    $849,900

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

    $899,900

    • 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
  • 259 Mystic St, Arlington, MA 02474
    259 Mystic St, Arlington, MA 02474
    259 Mystic St, Arlington, MA 02474
    /20

    $1,530,000

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

    $895,000

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

    421 High St Unit 101, Medford, MA 02155

    $20,000 in Special Developer Sponsored interest rate buydown incentive. 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

    Paul Cirignano The Synergy Group

    421 High St Unit 101, Medford, MA 02155
  • 4 Wyman Ct Unit 4, Winchester, MA 01890
    4 Wyman Ct Unit 4, Winchester, MA 01890
    4 Wyman Ct Unit 4, Winchester, MA 01890
    /33

    $1,399,000 New Construction

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

    4 Wyman Ct Unit 4, Winchester, MA 01890

    Another Tree Top Group masterpiece –Welcome to 4 Wyman Court! New full gut renovation townhome with 2,500 sq. ft., 4 beds, 4.5 baths & 4 levels of sun-drenched living space. Located in a prime end of cul-de-sac & moments from the vibrant Winchester Center including shops, dining & commuter rail. Main level features a thoughtfully designed kitchen w/ stainless steel appliances, a large center

    Monte Marrocco Coldwell Banker Realty - Lexington

    4 Wyman Ct Unit 4, Winchester, MA 01890
  • 12 Wright St Unit 1, Stoneham, MA 02180
    12 Wright St Unit 1, Stoneham, MA 02180
    12 Wright St Unit 1, Stoneham, MA 02180
    /36

    $599,900

    • 3 Beds
    • 2 Baths
    • 2,047 Sq Ft

    12 Wright St Unit 1, Stoneham, MA 02180

    Adorable and move-in ready, 12 Wright St will check all your boxes! Enjoy all the benefits of a single family at an unheard of price point for the Stoneham market. Enter into the tiled mud room with space to keep clutter out of your living areas. The living room is spacious with tons of space for entertaining and flows beautifully into the oversized dining area with deck which is perfect for

    Kristin Weekley Leading Edge Real Estate

    12 Wright St Unit 1, Stoneham, MA 02180
  • 23 Waverly Place, Melrose, MA 02176
    23 Waverly Place, Melrose, MA 02176
    23 Waverly Place, Melrose, MA 02176
    /30

    $499,900

    • 2 Beds
    • 2 Baths
    • 1,548 Sq Ft

    23 Waverly Place, Melrose, MA 02176

    Don’t miss this sun-filled, move-in ready three-level condominium located in the heart of Melrose. Perfectly situated just minutes from the commuter rail & downtown Melrose, this home offers space & convenience. Freshly painted throughout, the main level features hardwood floors & an open-concept living and dining area—ideal for entertaining. The kitchen includes tile flooring, a colorful

    Maureen Grant Brad Hutchinson Real Estate

    23 Waverly Place, Melrose, MA 02176
  • 15 Brookdale Rd Unit 15, Arlington, MA 02474
    15 Brookdale Rd Unit 15, Arlington, MA 02474
    15 Brookdale Rd Unit 15, Arlington, MA 02474
    /21

    $728,000 Open Sun 2PM - 3:30PM

    • 2 Beds
    • 1 Bath
    • 1,265 Sq Ft

    15 Brookdale Rd Unit 15, Arlington, MA 02474

    Discover charm and modern convenience in this bright, spacious 2nd-floor condo in a prime Arlington location. The flexible layout offers 2 generous bedrooms, a dedicated office/flex space, and a sunroom—perfect for a 2nd office or playroom. The updated kitchen boasts ample storage, while the renovated bath adds elegance. Enjoy the inviting living room with fireplace, and a formal dining room with

    Suzanne Koller Compass

    15 Brookdale Rd Unit 15, Arlington, MA 02474
  • 62 Vine St Unit 62, Winchester, MA 01890
    62 Vine St Unit 62, Winchester, MA 01890
    62 Vine St Unit 62, Winchester, MA 01890
    /39

    $799,900

    • 2 Beds
    • 2 Baths
    • 1,545 Sq Ft

    62 Vine St Unit 62, Winchester, MA 01890

    Bright & Airy Cottage at Desirable Wedgewood Place in the heart of Winchester! This charming 2-level, 2-bed, 2-bath “cottage” style condo offers convenience of condo living w/ the feel of a single-family home. Sun-filled layout features a wood-burning fireplace w/ brick hearth, built-ins, hardwood floors, and an updated kitchen with new lighting, flooring, stainless fridge, dishwasher, cooktop &

    David Shorey Real Broker MA, LLC

    62 Vine St Unit 62, Winchester, MA 01890
  • 2 George Rd Unit 2, Winchester, MA 01890
    2 George Rd Unit 2, Winchester, MA 01890
    2 George Rd Unit 2, Winchester, MA 01890
    /25

    $662,500

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    2 George Rd Unit 2, Winchester, MA 01890

    Presenting a charming 3- Bedrooms ,2 - Baths home at The Residences at Winchester featuring gleaming hardwood floors, freshly painted interior and updated lower level with brand new flooring. This move-in-ready has comfort , and functionality across all levels. The first floor includes bright Living room ,a dedicated dining room and an updated kitchen with granite countertops and stainless

    Rajive Dogra Coldwell Banker Realty - Lexington

    2 George Rd Unit 2, Winchester, MA 01890
  • 14 Holm Ct Unit 2, Malden, MA 02148
    14 Holm Ct Unit 2, Malden, MA 02148
    14 Holm Ct Unit 2, Malden, MA 02148
    /41

    $469,000

    • 2 Beds
    • 1 Bath
    • 1,210 Sq Ft

    14 Holm Ct Unit 2, Malden, MA 02148

    Welcome to this sun-drenched two-bedroom townhouse, perfectly situated in a prime Malden location! Just a short walk to the Malden Center T station, restaurants, shops, and daily conveniences, this home offers unmatched accessibility with easy access to Routes 28, 93, 60, 16, and 95. Step inside to a bright and spacious floor plan featuring gleaming hardwood floors throughout and a freshly

    Zihan Ren eXp Realty

    14 Holm Ct Unit 2, Malden, MA 02148
  • 217 Highland Ave Unit 1, Malden, MA 02148
    217 Highland Ave Unit 1, Malden, MA 02148
    217 Highland Ave Unit 1, Malden, MA 02148
    /8

    $509,000

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

    217 Highland Ave Unit 1, Malden, MA 02148

    Open House today August 8th-1 to 3PM. 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 1, Malden, MA 02148
  • 6 Mason Way Unit 63, Woburn, MA 01801
    6 Mason Way Unit 63, Woburn, MA 01801
    6 Mason Way Unit 63, Woburn, MA 01801
    /30

    $1,304,855 New Construction

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

    6 Mason Way Unit 63, Woburn, MA 01801

    New Construction Townhome at Highland at Vale in Woburn! The Jackson floor plan offers over 2,100 sq. ft. of thoughtfully designed living space with 3 spacious bedrooms and 2.5 baths. The main level features a bright kitchen with stainless steel appliances, abundant cabinetry, and a large center island, flowing into an oversized gathering room and an octagon-shaped dining room with a bay

    Erin Sullivan Pulte Homes of New England

    6 Mason Way Unit 63, Woburn, MA 01801
  • 2 Mason Way Unit 65, Woburn, MA 01801
    2 Mason Way Unit 65, Woburn, MA 01801
    2 Mason Way Unit 65, Woburn, MA 01801
    /30

    $1,405,475 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,909 Sq Ft

    2 Mason Way Unit 65, Woburn, MA 01801

    This stunning new construction end-unit townhome offers 3 bedrooms, 3.5 bathrooms, and a finished basement with full bath—perfect for flexible living or guest space. The chef’s kitchen boasts stainless steel appliances, a large center island, and abundant cabinetry, opening seamlessly to the spacious living room and private deck. A formal dining room with a charming bay window adds warmth and

    Erin Sullivan Pulte Homes of New England

    2 Mason Way Unit 65, Woburn, MA 01801
  • 20 Arthur St, Winchester, MA 01890
    20 Arthur St, Winchester, MA 01890
    /2

    $399,900

    • 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
Massachusetts Middlesex County Winchester Winchester Highlands

Townhomes for Sale in Winchester Highlands, Winchester

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.
Learn more about living in Winchester Highlands

Home Trends in Winchester Highlands, MA

On average, homes in Winchester Highlands, Winchester sell after 15 days on the market compared to the national average of 52 days. The median sale price for homes in Winchester Highlands, Winchester over the last 12 months is $1,238,000, up 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,238,000
Median Single Family Sale Price
$1,349,950
Median 1 Bedroom Sale Price
$425,000
Average Price Per Sq Ft
$578
Number of Homes for Sale
4
Last 12 months Home Sales
28
Months of Supply
1.70
Median List Price
$1,286,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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