3,708

Upton, MA Homes

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  • /32

    $399,900 Pending

    • 3 Beds
    • 1 Bath
    • 924 Sq Ft

    16 Picadilly St, Upton, MA 01568

    Step back in time with this enchanting 1800's Cape -style home brimming with character and charm. Featuring 3 cozy bedrooms and 1 full bath, this classic residence showcases wide-plank floors, tin ceilings and vintage details. The updated farmers porch with composite decking welcomes you as you enter the warm, inviting layout that offers a perfect blend of historic appeal and comfortable living.

    Robyn and Sean Sold My House Team Suburban Lifestyle Real Estate

    16 Picadilly St, Upton, MA 01568
  • /42

    $740,000 Sold Dec 20, 2024

    • 3,300 Sq Ft
    • $224/SF
    • 36 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1992

    95 Mendon St, Upton, MA 01568

    And now for something different. This gorgeous sun filled, four bedroom home is nestled back off the street on two acres offering a gorgeous setting with breathtaking sunsets from your private deck and patio area complete with built in fire pit, perfect for entertaining. The gourmet kitchen and with huge gas cooktop and high end appliances will appease the best of cooks. Hardwood flooring

    Jeanne Leombruno Century 21 Custom Home Realty

    95 Mendon St, Upton, MA 01568
    • /41

      Est $921,352 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,514 Sq Ft

      44 W River St, Upton, MA 01568

      44 W River St, Upton, MA 01568
  • /38

    $739,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,384 Sq Ft

    19 Prospect St, Upton, MA 01568

    This unique lofted split/contemporary underwent an addition in 2016 and the results are stunning! A professionally designed kitchen has cream shaker cabinets with a distinctive, darker cabinet island that adds an elegant contrast to the bright granite counters and tile backsplash. Also done: a cathedral ceiling FR, front porch and covered slate patio that is accessible from the unfinished, walk

    Erika Steele RE/MAX Executive Realty

    19 Prospect St, Upton, MA 01568
  • /28

    $806,573 Sold Dec 19, 2024

    • 2,228 Sq Ft
    • $362/SF
    • 0 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2024

    3 Chickadee Way Unit 16, Upton, MA 01568

    Introducing Cobblers Creek, a new 55+ community of detached condominiums from Black Brook Realty. This serene neighborhood is hidden within the viridian treeline yet easily accessible to the Mass Pike in Westborough and Route 495 in Hopkinton. Designed for active adults, Cobblers Creek is a collection of two-bedroom floorplans, including single-level and townhome styles. Our Cardinal townhome

    StreamLine Communities Streamline Communities - Upton

    3 Chickadee Way Unit 16, Upton, MA 01568
    • /42

      Est $895,765 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,797 Sq Ft

      46 W River St, Upton, MA 01568

      46 W River St, Upton, MA 01568
  • /40

    $1,100,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,465 Sq Ft

    5 Briarwood Ln, Upton, MA 01568

    This exquisite Post & Beam home seamlessly blends elegance/functionality for today's modern lifestyle. Designed w/custom high end finishes, three levels of luxurious living w/many recent tasteful updates. Beautifully landscaped on a private cul de sac on the east side of town. The heart of the home, a spacious updated gourmet chef's kitchen w/all the bells & whistles, sub zero fridge, an

    Bernie Calvario Coldwell Banker Realty - Northborough

    5 Briarwood Ln, Upton, MA 01568
  • /42

    $1,500,000 Sold Dec 18, 2024

    • 3,217 Sq Ft
    • $466/SF
    • 15 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1855

    15 W Main St, Upton, MA 01568

    Charming family homestead since 1855 on 26 acres in Upton. Discover a rare opportunity to own a piece of history with this homestead built in 1855 and cherished by the same family for 170 years. The home was renovated in 1920s into large, gracious sun-filled rooms. There is also a large peg-construction, post-and-beam barn of chestnut and oak built in 1805. Beautiful piazza, inviting dining room

    Robyn and Sean Sold My House Team Suburban Lifestyle Real Estate

    15 W Main St, Upton, MA 01568
    • /31

      Est $504,454 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,659 Sq Ft

      4 South St, Upton, MA 01568

      4 South St, Upton, MA 01568
  • /42

    $750,000 Pending

    • 5 Beds
    • 2.5 Baths
    • 3,291 Sq Ft

    20 Maple Ave, Upton, MA 01568

    Envision a life of timeless elegance in this impeccably maintained 1880 Victorian, where historic character and refined modern updates blend seamlessly. Begin your day with coffee on the stately wraparound porch, overlooking the expansive, fenced -acre yard. Inside, original pocket doors, high ceilings, and intricate millwork create an atmosphere of sophistication, while the renovated chef’s

    Danielle McCarthy Keller Williams Elite

    20 Maple Ave, Upton, MA 01568
  • /38

    $755,000 Sold Dec 13, 2024

    • 2,426 Sq Ft
    • $311/SF
    • 10 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    244 North St, Upton, MA 01568

    Showings begin Saturday at this wonderful one owner home set on over a 10-acre wooded lot. Privately set back over 600’ from road with a newly asphalted driveway. A new welcoming Stampcrete walkway to gorgeous granite steps and new front entry door which opens to a large foyer with beautiful new oak stairs. A center entrance with double openings to family and living rooms for a great flow. Many

    Maria Varrichione RE/MAX Executive Realty

    244 North St, Upton, MA 01568
    • /19

      Est $438,968 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,018 Sq Ft

      50 Mendon St, Upton, MA 01568

      50 Mendon St, Upton, MA 01568
  • /38

    $460,000 Pending

    • 6 Beds
    • 2 Baths
    • 2,605 Sq Ft

    23 Hartford Ave S, Upton, MA 01568

    Attention owner-occupants and investors! Don’t miss this fantastic opportunity to own a spacious 6-bedroom, 2-bathroom side-by-side two-family home in Upton. Perfectly situated on a generous lot, this property includes a detached oversized 2-car garage and plenty of off-street parking.Each unit spans two stories, offering an ideal layout with large bedrooms, bright living spaces, and thoughtful

    Faina Shapiro Berkshire Hathaway HomeServices Page Realty

    23 Hartford Ave S, Upton, MA 01568
  • /42

    $592,450 Sold Dec 12, 2024

    • 2,038 Sq Ft
    • $291/SF
    • 27 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1740

    86 Fowler St, Upton, MA 01568

    Set along winding, picturesque Fowler Street, this antique Cape perfectly blends historic character and charm with modern upgrades and amenities. The beautifully renovated kitchen features granite countertops, professional grade appliances, a center island, and a fabulous wood burning stove/oven useful for both heating and cooking. Fireplaced living and dining rooms, two first floor bedrooms (one

    Richard Wilcox Distinctly New England

    86 Fowler St, Upton, MA 01568
    • /17

      Est $518,154 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,716 Sq Ft

      48 Mendon St, Upton, MA 01568

      48 Mendon St, Upton, MA 01568
  • /28

    $769,900 Pending

    • 2 Beds
    • 2.5 Baths
    • 2,245 Sq Ft

    8 Chickadee Way Unit 24, Upton, MA 01568

    Introducing Cobblers Creek, a new 55+ community of detached condominiums from Black Brook Realty. This serene neighborhood is hidden within the viridian tree line yet easily accessible to the Mass Pike in Westborough and Route 495 in Hopkinton. Designed for active adults, Cobblers Creek is a collection of two-bedroom floorplans, including single-level and townhome styles. Our Bluebird townhome

    StreamLine Communities Streamline Communities - Upton

    8 Chickadee Way Unit 24, Upton, MA 01568
  • /40

    $410,000 Sold Dec 11, 2024

    • 2,082 Sq Ft
    • $197/SF
    • 54 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1860

    4 Hartford Ave S, Upton, MA 01568

    Location and potential ~ bring your imagination! This amazing 4 bed 1 & 1/2 bath Antique needs cosmetic updates Lovingly owned for 50 years by previous owner, home features stunning woodwork, wainscoting, hardwood floors, a wood stove, and oversize light-filled rooms. Soaring 8'.5" ceilings add to the spaciousness of the first floor. The second floor has 3 additional beds with 8' ceilings all

    Laura Hebb ERA Key Realty Services

    4 Hartford Ave S, Upton, MA 01568
    • /30

      Est $494,337 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,332 Sq Ft

      140 Glen Ave, Upton, MA 01568

      140 Glen Ave, Upton, MA 01568
  • /30

    $630,000 Sold Dec 09, 2024

    • 1,945 Sq Ft
    • $324/SF
    • 8 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2019

    12 Caden Ct Unit 12, Upton, MA 01568

    Located in Upton Ridge, a vibrant 55+ community, this pristine, nearly new 2-bedroom, 2.5-bathroom condo is perfect for your active adult lifestyle. Enter into the vaulted ceiling foyer to an inviting, sun-drenched open floor plan, boasting stunning wood flooring that flows seamlessly through the kitchen, dining & living areas, creating an ideal space for entertaining. The cabinet-packed modern

    Janet Childs Century 21 Custom Home Realty

    12 Caden Ct Unit 12, Upton, MA 01568
    • /42

      Est $759,183 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,712 Sq Ft

      149 Pleasant St, Upton, MA 01568

      149 Pleasant St, Upton, MA 01568
  • /39

    $717,000 Sold Dec 06, 2024

    • 2,582 Sq Ft
    • $278/SF
    • 46 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1996

    24 Plumbley Rd, Upton, MA 01568

    MAJOR PRICE REDUCTION Embrace this wonderful home situated on a large lot with more than 2.5 acres of land. As you approach, this home sits majestically high above the beautifully landscaped front yard. The home boasts a spacious floor plan, highlighted by a large great room with fireplace and pellet stove for those cold winter nights. The formal dining room is perfect for hosting dinner

    Raymond Gendreau Keller Williams South Watuppa

    24 Plumbley Rd, Upton, MA 01568
    • /42

      Est $605,105 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,808 Sq Ft

      59 Glen Ave, Upton, MA 01568

      59 Glen Ave, Upton, MA 01568
  • /36

    $580,000 Sold Nov 22, 2024

    • 1,638 Sq Ft
    • $354/SF
    • 7 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1985

    40 Mendon St, Upton, MA 01568

    Welcome to 40 Mendon St! This adorable cape style home has been well maintained, loved and cared for by the sellers for 40 years! Upon entering the home, you can’t help but notice gleaming hardwood floors and an inviting living room. The adjacent open concept kitchen features stainless steel appliances, plenty of cabinet storage and a cozy dining area with a wood stove to keep you warm on those

    Caitlyn Drapeau JD Advisors, Inc

    40 Mendon St, Upton, MA 01568
    • /42

      Est $595,782 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,748 Sq Ft

      97 Glen Ave, Upton, MA 01568

      97 Glen Ave, Upton, MA 01568
  • /40

    $501,900 Sold Nov 21, 2024

    • 1,614 Sq Ft
    • $311/SF
    • 12 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1985

    2 Breton Rd, Upton, MA 01568

    This fantastic Cape is waiting for you!! How about enjoying a cup of morning coffee, some evening beverages or a meal on the inviting farmers porch. As you enter the home the kitchen is filled with natural light from the large bow window, you'll love the stainless-steel appliances, the white cabinetry with soft closure doors/drawers and the decretive beadboard. The open floor plan flows to the

    Robyn and Sean Sold My House Team Suburban Lifestyle Real Estate

    2 Breton Rd, Upton, MA 01568
    • /41

      Est $634,265 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,340 Sq Ft

      111 Glen Ave, Upton, MA 01568

      111 Glen Ave, Upton, MA 01568
  • /25

    $640,000 Sold Nov 13, 2024

    • 2,127 Sq Ft
    • $301/SF
    • 25 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1986

    30 Glenview St, Upton, MA 01568

    Sitting on 1.84 acres of beautifully landscaped land, this well maintained lovely home is the perfect space for you to get settled into before the holiday season begins! This home encompasses everything Upton has to offer: serene, peaceful, wooded landscape just minutes from the town center. The main level features a bright kitchen that opens into a spacious living & dining area. You can enjoy

    Anne Oakman Media Realty Group Inc.

    30 Glenview St, Upton, MA 01568
    • /42

      Est $782,251 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,616 Sq Ft

      115 Glen Ave, Upton, MA 01568

      115 Glen Ave, Upton, MA 01568
  • /42

    $775,000 Sold Nov 12, 2024

    • 3,420 Sq Ft
    • $227/SF
    • 38 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1987

    6 Pease Rd, Upton, MA 01568

    LOCATION, LOCATION, LOCATION!! This Colonial home is situated on a GORGEOUS lot at the end of a cul-de-sac. As you approach, you're greeted by an inviting farmer's porch with gazebo area that exudes classic New England charm and is perfect for relaxing on a warm day. The home boasts a spacious & open floor plan, highlighted by a large, airy kitchen that seamlessly flows into the fireplaced

    Kathleen McBride RE/MAX Executive Realty

    6 Pease Rd, Upton, MA 01568
    • /42

      Est $703,434 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,434 Sq Ft

      84 Glen Ave, Upton, MA 01568

      84 Glen Ave, Upton, MA 01568
  • /42

    $515,000 Sold Nov 06, 2024

    • 1,924 Sq Ft
    • $268/SF
    • 4 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1967

    66 High St, Upton, MA 01568

    OFFER DEADLINE 7/1 @ 8pm ---- Discover your dream home at 66 High St, Upton, MA! This charming 3-bedroom, 3-bathroom residence offers 1,750 sq ft of beautifully designed living space. The property features a spacious two-car garage and a large, secluded yard perfect for outdoor activities and relaxation. The finished basement provides additional living space, perfect for a home office, gym, or

    Emmanuel Golob Coldwell Banker Realty - Western MA

    66 High St, Upton, MA 01568
    • /42

      Est $969,316 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,574 Sq Ft

      184 East St, Upton, MA 01568

      184 East St, Upton, MA 01568
  • /4

    $665,000 Sold Nov 01, 2024

    • 3,072 Sq Ft
    • $216/SF
    • 6 Days On Market
    • 8 Beds
    • 4 Baths
    • Built 1900

    10 Maple Ave, Upton, MA 01568

    OFFER DEADLINE - TUESDAY 8/20 at 10:00. Investor or owner occupied opportunity! Owned by the same family for many years, this four family unit is ready for a new owner. Centrally located in the center of town with a 5 minute drive to Rte 495. and easy access to Worcester, Providence & Boston. With 2 units up and 2 down - Each has its own washer and dryer hookup, fully applianced kitchen,

    Jeanne Leombruno Century 21 Custom Home Realty

    10 Maple Ave, Upton, MA 01568
    • /34

      Est $784,101 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,849 Sq Ft

      95 Glenview St, Upton, MA 01568

      95 Glenview St, Upton, MA 01568
  • /2

    $135,000 Sold Oct 31, 2024

    • Land
    • 1.80 Acres
    • $75,000 per Acre
    • 356 Days On Market

    0 High St, Upton, MA 01568

    1.8 Acres of land on High St Upton. New sidewalks make to walk to town easy and enjoyable. No engineering has been done.Bring your ideas and imagination.

    Robyn and Sean Sold My House Team Suburban Lifestyle Real Estate

    0 High St, Upton, MA 01568
    • /42

      Est $961,639 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,591 Sq Ft

      133 Glenview St, Upton, MA 01568

      133 Glenview St, Upton, MA 01568
  • /6

    $680,400 Sold Oct 31, 2024

    • 1,803 Sq Ft
    • $377/SF
    • 185 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2022

    1 Shoemaker Ln Unit 1, Upton, MA 01568

    Introducing Cobblers Creek, a new 55+ community of detached condominiums from Black Brook Realty. This serene neighborhood is accessible to the Mass Pike in Westborough and Route 495 in Hopkinton. There is a collection of two-bedroom floorplans, including single-level and townhome styles. This Bluebird floorplan with front covered porch features open concept entertaining areas complete with a

    StreamLine Communities Streamline Communities - Upton

    1 Shoemaker Ln Unit 1, Upton, MA 01568
    • /41

      Est $621,959 Not Listed For Sale

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

      54 Grove St, Upton, MA 01568

      54 Grove St, Upton, MA 01568
  • /42

    $665,000 Sold Oct 24, 2024

    • 1,740 Sq Ft
    • $382/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1996

    46 School St, Upton, MA 01568

    Nestled in the charming town of Upton, MA, this beautifully maintained Colonial offers a perfect blend of classic style and modern convenience. Situated on a large, flat lot, the property provides ample space for outdoor activities and gardening. Inside, you'll find spacious, sunlit rooms with an easy flow that’s perfect for both daily living and entertaining. Updates include: Roof (2019), first

    Robyn and Sean Sold My House Team Suburban Lifestyle Real Estate

    46 School St, Upton, MA 01568
    • /40

      Est $592,138 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,194 Sq Ft

      5 Picadilly St, Upton, MA 01568

      5 Picadilly St, Upton, MA 01568

Showing Results 121 - 160, Page 4 of 18

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