1,044

Upper Highlands Homes

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  • /34

    $799,000 Pending

    • 4 Beds
    • 1 Bath
    • 2,000 Sq Ft

    4 Glenwood Terrace, Malden, MA 02148

    Charming sun-filled home located in Malden’s desirable West End. Perched high above the city at the end of a quiet road, this home offers stunning direct views of the Boston skyline. An inviting living room with gas fireplace anchors the main level, opening to a bright sunroom with custom-built-ins. Adjacent is a formal dining room ideal for entertaining or family gatherings. The kitchen features

    Liz Dehler Donnelly + Co.

    4 Glenwood Terrace, Malden, MA 02148
  • /16

    $3,300 per month

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Townhouse for Rent

    50 Pamela Cir, Malden, MA 02148

    Welcome to this awesome 3 bed townhouse style rental! One floor living. Large backyard, awesome sized deck. Conveniently located to lynnfells parkway and 93.

    50 Pamela Cir, Malden, MA 02148
  • /27

    $720,000 Sold Jun 06, 2025

    • 2,373 Sq Ft
    • $303/SF
    • 9 Days On Market
    • 6 Beds
    • 1.5 Baths
    • Built 1900

    142 Hawthorne St, Malden, MA 02148

    RARE West End Upper Highlands home on one of the most beautiful tree lined streets in Malden just waiting for the next owners to renovate & bring new life back into it. This home has charm written all over it. From the grand entryway showcasing the beautiful custom banisters, to the archways leading you through the spacious living areas, you just simply cannot find a home like this in Malden.

    Christine Goldstein Lyv Realty

    142 Hawthorne St, Malden, MA 02148
    • /11

      Est $771,501 Not Listed For Sale

      • 5 Beds
      • 1 Bath
      • 1,700 Sq Ft

      15 Desmond Rd, Malden, MA 02148

      15 Desmond Rd, Malden, MA 02148
  • /42

    $999,750 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,135 Sq Ft

    10 Emile Cir, Medford, MA 02155

    Welcome to this spacious, well-appointed 11 rm Colonial, perfectly situated on a cul-de-sac in one of the area's most desirable neighborhoods. Offering 4 generous bedrooms and 3.5 baths, this home blends classic charm with modern convenience—ideal for today’s lifestyle. Inside you’ll find expansive living space with airy layout and separate heat zones in every room for optimal comfort &

    Laurie Devereaux Century 21 North East

    10 Emile Cir, Medford, MA 02155
  • /7

    $2,200 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    592 Highland Ave Unit 2FL, Malden, MA 02148

    2 bed and 1 bath located in Malden. Easy access to downtown and public transportation!

    592 Highland Ave Unit 2FL, Malden, MA 02148
  • /39

    $785,000 Sold Jun 05, 2025

    • 1,521 Sq Ft
    • $516/SF
    • 22 Days On Market
    • 5 Beds
    • 1 Bath
    • Built 1915

    15 Desmond Rd, Malden, MA 02148

    15 Desmond Road stands proudly in Malden’s Upper Highlands, a Dutch Colonial Revival with the quiet confidence of a home that’s seen the years & only grown more beautiful. Thoughtfully renovated, it balances classic charm with modern ease—an inviting kitchen with white cabinets, granite counters, & stainless steel flows effortlessly into a warm dining area, ready for both lively dinners & quiet

    Michael Cohen Compass

    15 Desmond Rd, Malden, MA 02148
    • /27

      Est $746,898 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,344 Sq Ft

      10 Desmond Rd, Malden, MA 02148

      10 Desmond Rd, Malden, MA 02148
  • /37

    $799,900 Pending

    • 3 Beds
    • 2 Baths
    • 2,019 Sq Ft

    4 Fall St, Malden, MA 02148

    Situated in Malden’s highly coveted West End, this beautifully appointed home offers a seamless blend of modern comfort & classic appeal. Featuring an open-concept design, the residence includes 3 spacious bedrooms, 2 full baths, & a dedicated home office-ideal for today’s lifestyle. The main level showcases a gourmet kitchen adorned with granite countertops, stainless steel appliances, a stylish

    Salvatore Dimercurio Keller Williams Realty Evolution

    4 Fall St, Malden, MA 02148
  • /16

    $2,300 per month

    • 2 Beds
    • 1 Bath
    • 617 Sq Ft
    • Condo for Rent

    91 Pine St Unit 1, Malden, MA 02148

    2 bed 1 bath located in West End. Easy access to downtown and public transportation!

    91 Pine St Unit 1, Malden, MA 02148
  • /18

    $1,100,000 Sold May 16, 2025

    • 2,400 Sq Ft
    • $458/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1950

    43 E Border Rd, Malden, MA 02148

    The one you’ve been waiting for! This West End colonial, on the coveted East Border Road, checks all the boxes. This property has 3 bedrooms, 2 bathrooms and beautiful updates. The first floor features an open kitchen & dining area, perfect for gathering with family and friends. Cozy up by the fireplace or head to the family room, complete with vaulted ceilings. Head upstairs to the spacious

    Jessica Nagle Maloney Properties, Inc.

    43 E Border Rd, Malden, MA 02148
    • /17

      Est $696,282 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,372 Sq Ft

      90 Bower St, Malden, MA 02148

      90 Bower St, Malden, MA 02148
  • /41

    $549,000 Pending

    • 2 Beds
    • 1 Bath
    • 866 Sq Ft

    145 Glenwood St Unit 201, Malden, MA 02148

    WEST END - WALK TO T! Welcome to The Glenwood! This beautiful converted Victorian schoolhouse is a short walk to Oak Grove T Station - the first stop on the Orange Line. Located in a residential neighborhood with tree-lined streets, friendly neighbors and nearby parks, this cozy, corner unit features up to 10 ft. ceilings and 7 ft. windows that fill rooms with natural light. Open floor plan

    Janet Roach Enegren RE/MAX Andrew Realty Services

    145 Glenwood St Unit 201, Malden, MA 02148
  • /30

    $585,000 Sold May 01, 2025

    • 866 Sq Ft
    • $676/SF
    • 2 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1900

    145 Glenwood St Unit 303, Malden, MA 02148

    WEST Malden 3rd floor corner unit, front facing condo at the Glenwood Condominiums. Bright & sunny unit featuring a spacious open floor plan with an open kitchen dining area it extends to a living room with soaring ceilings & giant windows. A small hallway leads to a full bath, in-suite laundry, and two generous bedrooms. The master has a walk-in closet. The bedrooms have new wall to wall

    James Burton Century 21 Marathon

    145 Glenwood St Unit 303, Malden, MA 02148
    • /9

      Est $757,473 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,372 Sq Ft

      48 Bower St, Malden, MA 02148

      48 Bower St, Malden, MA 02148
  • /42

    $879,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,330 Sq Ft

    207 Clifton St, Malden, MA 02148

    A Great Investment Opportunity! 2-family in Prime West End. Short walk to T at Oak Grove & Malden Center Orange Line. Huge upside in this sought-after rental location, possible condo conversion & ADU (Accessory Dwelling Unit). 1st fl. unit has 4 rms, 2 bdrms, private back entrance. Owner's unit is 2 levels w full walk-up attic. A well-loved home, with charm, character, large rooms, bay windows,

    Janet Roach Enegren RE/MAX Andrew Realty Services

    207 Clifton St, Malden, MA 02148
  • /39

    $820,000 Sold Apr 17, 2025

    • 1,740 Sq Ft
    • $471/SF
    • 8 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1950

    1 Chatham Street Extension, Malden, MA 02148

    3 Bedroom/2 bath Raised Ranch on a corner lot in the highly desirable West End neighborhood of Malden! The main level includes a spacious living room with fireplace that opens to a bright dining room and eat-in kitchen with an attached deck where you’ll enjoy grilling and entertaining. This floor has an updated full bath with tub and three well-sized bedrooms. The lower level is perfect for

    David Ladner RE/MAX Harmony

    1 Chatham Street Extension, Malden, MA 02148
    • /28

      Est $841,123 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,703 Sq Ft

      87 Pine St, Malden, MA 02148

      87 Pine St, Malden, MA 02148
  • /16

    $525,000 Pending

    • 2 Beds
    • 1 Bath
    • 728 Sq Ft

    124 Bower St, Malden, MA 02148

    Don’t miss this rare opportunity to own a single family home in the highly desirable West End neighborhood of Malden. This well insulated 2 bedroom 1 bathroom home has many modern features including central air and recessed lighting. It is located on a quiet dead end street. The kitchen and living room have an open concept with lots of natural light. There is a screened in porch, deck in the

    Gloria Wei Cullen Real Estate & Appraisal Company

    124 Bower St, Malden, MA 02148
  • /33

    $675,000 Sold Mar 21, 2025

    • 1,450 Sq Ft
    • $466/SF
    • 9 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1900

    24 Wiley St, Malden, MA 02148

    Attention contractors, investors, and homeowners looking to build equity—this is your opportunity! Located in the highly sought-after West End of Malden, this 2 bedroom, 2 bathroom home offers a versatile floor plan with spacious rooms! Ready for your creative vision and transformation to unlock a major expansion opportunity with walk up attic containing two additional rooms! A home office and

    Jacqui Webb Advisors Living - Boston

    24 Wiley St, Malden, MA 02148
    • /14

      Est $641,844 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,587 Sq Ft

      54 Bower St, Malden, MA 02148

      54 Bower St, Malden, MA 02148
  • /42

    $799,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,718 Sq Ft

    90 Woodland Rd, Malden, MA 02148

    Offer due Monday 6/2/ at 2pm. Nestled on a quiet residential street & surrounded by nature, this beautifully updated 3-bedroom,1.5-bath home offers two levels of comfortable living space. Step inside to a spacious living room that flows seamlessly into a formal dining area & a fully renovated kitchen featuring brand-new stainless steel appliances & elegant marble countertops. A bright

    Bonnie Lai RE/MAX Real Estate Center

    90 Woodland Rd, Malden, MA 02148
  • /41

    $810,000 Sold Mar 05, 2025

    • 2,229 Sq Ft
    • $363/SF
    • 7 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1968

    31 Chatham St, Malden, MA 02148

    4 Br/ 2 bath expanded cape in the highly desirable West End neighborhood of Malden! Enjoy a spacious, formal living room with a large window and fireplace, a classic dining room perfect for gatherings, and an inviting eat-in kitchen. The bright family room, surrounded by windows, opens to a deck overlooking a generously sized level, fenced yard. There is a spacious bedroom conveniently located on

    David Ladner RE/MAX Harmony

    31 Chatham St, Malden, MA 02148
    • /30

      Est $809,227 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,728 Sq Ft

      11 Fall St, Malden, MA 02148

      11 Fall St, Malden, MA 02148
  • /38

    $999,900 Pending

    • 6 Beds
    • 2 Baths
    • 2,712 Sq Ft

    269 Clifton St, Malden, MA 02148

    Timeless 1850 West End Victorian with lovely period details & modern updates. This charming home has soaring ceilings, tall windows, ceiling medallions, & built in cabinets to name a few of its' elegant features. Sitting on a spacious corner lot, this beauty spans over three floors with large rooms including SIX bedrooms, TWO bathrooms & a versatile floor plan. The pretty enclosed porch is an

    Kristin Gennetti Century 21 North East

    269 Clifton St, Malden, MA 02148
  • /17

    $495,000 Sold Feb 28, 2025

    • 770 Sq Ft
    • $643/SF
    • 6 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1900

    180 Summer St Unit 203, Malden, MA 02148

    OFFERS DUE MON 1/13 5pm. Not to be missed! Commuter’s Dream in Malden's sought-after West End. UPDATED 2BR, 1.5BA condo w/parking&storage, perfect blend of convenience&modern comfort. Ideally located within walking distance to Oak Grove Orange Line, Malden Center Commuter Rail, bus lines at Summer&Clifton Sts, w/easy access to I-93, this home is moments to downtown Boston. Airy, open floor plan

    Jennie & Eddie Luxury Living Boston Team Regatta Realty

    180 Summer St Unit 203, Malden, MA 02148
    • /26

      Est $809,683 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,000 Sq Ft

      57 Cushing Rd, Malden, MA 02148

      57 Cushing Rd, Malden, MA 02148
  • /42

    $790,000 Pending

    • 4 Beds
    • 1.5 Baths
    • 2,228 Sq Ft

    179 Glenwood St, Malden, MA 02148

    PRICE IMPROVEMENT!!!!Spacious 1920 Colonial in Malden’s West End, just 0.6 mi to Oak Grove T Station. Over 2,200 sqft with hardwood floors, high ceilings, a first-floor three-season sunroom, and a second-floor bedroom with direct access to a private porch. Formal dining room with built-in china cabinet and fireplace; second fireplace adds charm to the living room. Two bonus rooms on the third

    Aimpoint Realty Group Keller Williams Realty Metropolitan

    179 Glenwood St, Malden, MA 02148
  • /41

    $1,128,600 Sold Feb 28, 2025

    • 2,750 Sq Ft
    • $410/SF
    • 60 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2024

    699 Highland Ave, Malden, MA 02148

    Tired of cookie cutter houses? Then you need to check out this new custom-built contemporary home located in Malden's highly desirable West End! The high-end finishes and thoughtful design add to the elegance of this home which seamlessly blends modern comfort with a sophisticated style. With 8 rooms of living space spread across 3 levels, the main floor is a chefs dream with a modern gourmet

    Roger Thistle Senne

    699 Highland Ave, Malden, MA 02148
    • /40

      Est $782,668 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,623 Sq Ft

      82 Pine St, Malden, MA 02148

      82 Pine St, Malden, MA 02148
  • /42

    $1,185,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,458 Sq Ft

    158 Summer St, Malden, MA 02148

    Welcome to a little piece of Malden history - The William & Ida Horne House – a magnificent 1880 Grand Colonial that graces Malden’s desirable West End. This home has been cherished by just three stewards over its lifetime, each preserving its heritage and pristine original details. From the original slate roof, to the intricate dental moldings that frame the exterior, to the five stunning

    Michele Goodwin Leading Edge Real Estate

    158 Summer St, Malden, MA 02148
  • /39

    $1,250,000 Sold Jan 08, 2025

    • 2,500 Sq Ft
    • $500/SF
    • 8 Days On Market
    • 5 Beds
    • 1.5 Baths
    • Built 1900

    136 Hawthorne St, Malden, MA 02148

    West End Victorian boasts high ceilings, large bay/bow windows, built-ins, hardwood floors throughout & a perfect blend of character & contemporary features. Step into the inviting foyer that leads to a stunning kitchen complete with an abundance of cabinets, Corrian countertops, two ovens & a large bow window that floods the space with natural light. Open living room/dining room with bay/bow

    Michele Goodwin Leading Edge Real Estate

    136 Hawthorne St, Malden, MA 02148
    • /28

      Est $717,905 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,534 Sq Ft

      94 Cushing Rd, Malden, MA 02148

      94 Cushing Rd, Malden, MA 02148
  • /2

    $799,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,237 Sq Ft

    103 Glen St, Malden, MA 02148

    This 4-bed, 2-bath Mansard Victorian in Malden’s attractive West End offers historic charm, space, and rare privacy— just minutes to Oak Grove T, Malden Center, and the Middlesex Fells. Set back from the street, this sun-filled home features a luxe living room with fireplace, large dining room with built-in window seat, and an eat-in kitchen with pantry and in-unit laundry. The flexible layout

    KatyaPitts &Team Leading Edge Real Estate

    103 Glen St, Malden, MA 02148
  • /29

    $857,000 Sold Jan 06, 2025

    • 1,679 Sq Ft
    • $510/SF
    • 5 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1930

    12 Lilly St, Malden, MA 02148

    Nestled on a quiet dead-end street in Malden's West End, this stately Colonial offers a peaceful retreat surrounded by nature. This bright 3-bedroom home blends charming details with modern design. The renovated kitchen features Carrera marble counters, gas cooking, custom cabinetry, a large pantry, and touchless faucet. French doors, a custom fireplace, hardwood floors, and built-in bench

    Crystal Roach Compass

    12 Lilly St, Malden, MA 02148
    • /32

      Est $778,564 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,352 Sq Ft

      5 Pamela Cir, Malden, MA 02148

      5 Pamela Cir, Malden, MA 02148
  • /7

    $560,000 Sold Jan 03, 2025

    • 1,183 Sq Ft
    • $473/SF
    • 7 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1930

    39 Mccormack St, Malden, MA 02148

    Attention flippers/rehab specialists; or better yet someone looking for a good home in a great neighborhood that is willing to do some work. The home is bright and sunny with 3 bedrooms/1.5 baths, and is absolutely livable. Structurally sound with updated electrical, heating, 2 year old roof and freshly painted interior. Kitchen/bath needs updating. Plenty of off street parking. Great location:

    Jim Riccardi StartPoint Realty

    39 Mccormack St, Malden, MA 02148
    • /30

      Est $898,667 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,908 Sq Ft

      81 Pamela Cir, Malden, MA 02148

      81 Pamela Cir, Malden, MA 02148
  • /38

    $560,000 Sold Dec 05, 2024

    • 1,445 Sq Ft
    • $388/SF
    • 13 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1949

    162 E Border Rd, Malden, MA 02148

    The perfect combination of suburban tranquility and city convenience. This darling 2 bedroom cape offers the opportunity to make it your own and so much more. Offering a spacious interior floor plan with 2.5 bathrooms and partially finished basement with plenty of room for storage, workspace and living as well as a generous backyard and well landscaped lot, shed plus a 1 car garage attached by

    Tzortzis Lane Group Coldwell Banker Realty - Ipswich

    162 E Border Rd, Malden, MA 02148
    • /42

      Est $861,278 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,018 Sq Ft

      2 Timothy Ln, Malden, MA 02148

      2 Timothy Ln, Malden, MA 02148

Showing Results 1 - 40, Page 1 of 18

Home Trends in Upper Highlands, MA

Housing Trends

Median Sale Price
$750,000
Median Single Family Sale Price
$782,500
Median 2 Bedroom Sale Price
$525,000
Average Price Per Sq Ft
$477
Last 12 months Home Sales
23
Median List Price
$749,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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