17

Upton, MA Homes for Sale with Acreage

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  • /42

    $1,130,000

    • 4 Beds
    • 2.5 Baths
    • 3,260 Sq Ft

    6 Wood St, Upton, MA 01568

    Rhapsody Hill Farm offers the perfect blend of family living and equestrian lifestyle. With an established and active lesson program it offers a rare turnkey opportunity for horse lovers. This 4-bed, 2.5-bath home on 2.88 acres is beautifully updated and thoughtfully designed for both comfortable living and hands-on horse care. The home features a spacious family room, formal dining & a chef’s

    Kerry Parker Equine Homes Real Estate, LLC

    6 Wood St, Upton, MA 01568
  • /23

    $949,900

    • 4 Beds
    • 2.5 Baths
    • 2,770 Sq Ft

    17 Old Grafton Rd, Upton, MA 01568

    The ASHLEY Plan is a great family home with dedicated Dining Room and Study as well as a spacious, light filled Breakfast Room. 4 bedrooms & Laundry on the 2nd floor. Open concept living, perfect for the modern lifestyle. Enjoy The Benefits of New Construction with Energy Efficiency & Low Future Maintenance! Don't Miss Out On This Great Opportunity To Own a BRAND NEW HOME Scheduled for Nov/Dec

    Kim Backlund Northeast Realty + Co.

    17 Old Grafton Rd, Upton, MA 01568
  • /41

    $1,297,500

    • 4 Beds
    • 3.5 Baths
    • 3,404 Sq Ft

    5 North St, Upton, MA 01568

    This luxurious New Construction home is a triumph of modern design and architectural refinement, this newly constructed residence is gracefully sited on 3.5 pristine acres near the state forest. From the moment you enter, exquisite details captivate—9’ ceilings, intricate coffered millwork, and sensational hardwoods set the tone for elevated living. The heart of the home-the kitchen, is a

    THE LASH GROUP Keller Williams Boston MetroWest

    5 North St, Upton, MA 01568
  • /42

    $1,285,000

    • 4 Beds
    • 5.5 Baths
    • 5,736 Sq Ft

    12 Breton Rd, Upton, MA 01568

    With a flexible layout that supports multigenerational living, this gorgeous custom-built colonial has ample space and is situated on 3+ private acres. From the moment you step into the grand two-story foyer adorned w/ granite flooring, you’ll be captivated by the attention to detail & luxurious features throughout, incl 9ft+ ceilings & gleaming hardwoods. Spacious fam rm is a true showpiece w/

    Melissa Ellison Mathieu Newton Sotheby's International Realty

    12 Breton Rd, Upton, MA 01568
  • /27

    $1,099,500 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,884 Sq Ft

    16 Rawson Farm Rd, Mendon, MA 01756

    The Modified Hampton is one of our most popular plans in the Miscoe Springs neighborhood. Now building this 4 bedroom, 2.5 bath home with professional designer finishes to be included. Featuring a beautiful cathedral family room complete with fireplace and adjacent to a great entertaining kitchen you can dine casually around the quartz island or in the breakfast area. Enhanced cabinets to the

    Gary Smith Mendon Area Real Estate

    16 Rawson Farm Rd, Mendon, MA 01756
  • /3

    $350,000

    • Land
    • 6 Acres
    • $62,500 per Acre

    Lot 1 Sawmill Brook Ln, Upton, MA 01568

    Incredible and rare opportunity to build your dream home on a stunning 5.6-acre lot in the new Sawmill Brook Lane subdivision. Work with a highly respected local builder, to create your custom luxury home. This fully approved subdivision includes completed road access, utilities, and approvals for a home of up to 5 bedrooms. Choose from available home plans or bring your own design. Don’t miss

    Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

    Lot 1 Sawmill Brook Ln, Upton, MA 01568
  • /41

    $599,000

    • 3 Beds
    • 1 Bath
    • 1,201 Sq Ft

    130 South St, Upton, MA 01568

    Charming Country Retreat w/ Barn, Garage & Expansion Potential. Discover the perfect blend of comfort, charm & opportunity in this beautifully maintained 3-bedroom, 1-bath home, nestled on 1.84 scenic acres. Pride of ownership is evident throughout, making this move-in ready property an ideal haven for those seeking peace, space, & flexibility. Enjoy the serenity of mature trees & open skies

    Kerry Parker Equine Homes Real Estate, LLC

    130 South St, Upton, MA 01568
  • /42

    $764,900

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

    27 James Rd Unit 1, Upton, MA 01568

    NEW CONSTRUCTION for such a GREAT price! 2 Homes are ready for delivery. Both homes are 3 Bedroom, 3 1/2 bath, oversized one car garage, spacious granite kitchen with waterfall kitchen island, stainless steel appliances, open floor plan with dinning area in kitchen which opens to family room with balcony to private backyard. Upstairs is 3 large bedrooms, primary private full bath double vanity

    Kim Kimball Kimball Property Realty Inc.

    27 James Rd Unit 1, Upton, MA 01568
  • /3

    $250,000

    • Land
    • 1.87 Acres
    • $133,690 per Acre

    3 South St, Upton, MA 01568

    Prime Development Opportunity – One of Three lot Subdivision Pending Final Approval. An exceptional opportunity awaits builders, families, or equestrian enthusiasts on this picturesque parcel tucked away from the road in a peaceful, semi-rural setting. Currently part of a proposed 3-lot subdivision, this land is set to receive final town approval next month. Soil testing has already been

    Kerry Parker Equine Homes Real Estate, LLC

    3 South St, Upton, MA 01568
  • /3

    $250,000

    • Land
    • 1.85 Acres
    • $135,135 per Acre

    1 South St, Upton, MA 01568

    Prime Development Opportunity – One of three lot Subdivision Pending Final Approval. An exceptional opportunity awaits builders, families, or equestrian enthusiasts on this picturesque parcel tucked away from the road in a peaceful, semi-rural setting. Currently part of a proposed 3-lot subdivision, this land is set to receive final town approval next month. Soil testing has already been

    Kerry Parker Equine Homes Real Estate, LLC

    1 South St, Upton, MA 01568
  • /3

    $350,000

    • Land
    • 5 Acres
    • $65,543 per Acre

    2 South St, Upton, MA 01568

    Prime Development Opportunity – One of Three lot Subdivision Pending Final Approval. An exceptional opportunity awaits builders, families, or equestrian enthusiasts on this picturesque parcel tucked away from the road in a peaceful, semi-rural setting. Currently part of a proposed 3-lot subdivision, this land is set to receive final town approval next month. Soil testing has already been

    Kerry Parker Equine Homes Real Estate, LLC

    2 South St, Upton, MA 01568
  • /42

    $685,000

    • 4 Beds
    • 2 Baths
    • 2,165 Sq Ft

    23 Westboro Rd, Upton, MA 01568

    Discover this enchanting farmhouse retreat blending timeless charm with modern updates. Spanning 2,165 sqft, this charming home offers 4 bedrooms and 2 baths,perfect for family living. Enjoy an expansive farmers porch ideal for relaxing and entertaining. The renovated kitchen adds contemporary flair, while a newer roof and fully paid solar panels enhance energy efficiency. Hobby farm enthusiasts

    Team ROVI Real Broker MA, LLC

    23 Westboro Rd, Upton, MA 01568
  • /13

    $1,600,000

    • 4 Beds
    • 3.5 Baths
    • 3,842 Sq Ft

    5 Sawmill Brook Ln, Upton, MA 01568

    Nestled within a private 4-lot subdivision, this brand-new custom home offers 3,842 sq ft of thoughtfully designed living space, with an additional 1,721 sq ft in the unfinished basement—ideal for storage or future expansion. Set on Lot 4, a generous 4.5-acre parcel, this property delivers the perfect balance of seclusion, space, and luxury. Still time remains to personalize finishes and make

    Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

    5 Sawmill Brook Ln, Upton, MA 01568
  • /39

    $695,000

    • 4 Beds
    • 1.5 Baths
    • 1,851 Sq Ft

    26 Brooks St, Upton, MA 01568

    This beautifully renovated Colonial blends classic New England charm with stylish modern updates. Originally built in 1900, the home was fully redone in 2021, offering the appeal of a newer home with timeless character. Located in Upton near the town center and new community center, this 4-bedroom, 1.5-bath home sits on 2.19 acres at the end of a quiet dead-end street. Inside, you'll find Cali

    Alissa Tosches Keller Williams Pinnacle Central

    26 Brooks St, Upton, MA 01568
  • /31

    $750,000

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

    27 James Rd Unit 2, Upton, MA 01568

    NEW CONSTRUCTION for such a GREAT price! This home is 3 Bedroom, 3 1/2 bath, with an open first floor plan kitchen is spacious with eat in dining area, hardwood floors, water fall granite kitchen island, stainless steel kitchen appliances, Opens to a family room with balcony to private wooded backyard, 3 large bedrooms including an ensuite primary with tiled shower and glass enclosure with

    Kim Kimball Kimball Property Realty Inc.

    27 James Rd Unit 2, Upton, MA 01568
  • /9

    $325,000

    • Land
    • 1.84 Acres
    • $176,630 per Acre

    0 Ridge Rd, Upton, MA 01568

    Tucked away on scenic Ridge Road in Upton, this stunning 1.84-acre parcel offers the perfect blend of peaceful seclusion and everyday convenience. Surrounded by natural beauty with no visible neighbors and exceptional privacy, this rare offering is just minutes from Upton State Forest, reservoirs, and preserved conservation land. Zoned “Residential Developable Land,” it’s brimming with

    Elisha Lynch Lamacchia Realty, Inc.

    0 Ridge Rd, Upton, MA 01568
  • /30

    $2,249,000

    • Land
    • 21 Acres
    • $107,608 per Acre

    186 Spring St, Hopkinton, MA 01748

    Opportunity to develop a 5 lot luxury subdivision abutting the Upton State Forest in one of the most beautiful settings in town. Keep, expand, or tear down the existing house being offered "as is." The home has been updated and is currently being rented for $4,930 per month through the end of November. Do your due diligence with the town to update the driveway entrance and seek approvals for one

    Amy Rutkowski A. Rutkowski Realty, Inc.

    186 Spring St, Hopkinton, MA 01748

Home Trends in Upton, MA

Housing Trends

Median Sale Price
$705,000
Median Single Family Sale Price
$764,900
Median Townhouse Sale Price
$475,000
Median 2 Bedroom Sale Price
$807,861
Average Price Per Sq Ft
$333
Number of Homes for Sale
6
Last 12 months Home Sales
30
Months of Supply
2.40
Median List Price
$764,900
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
-11%
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