18

Upton, MA Homes for Sale with Acreage

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  • /42

    $749,000

    • 4 Beds
    • 2.5 Baths
    • 2,256 Sq Ft

    69 Warren St, Upton, MA 01568

    Tucked away on a private, wooded lot in desirable Upton, this beautifully updated 4-bedroom, 2.5-bath Colonial invites you to truly feel at home. A granite kitchen with stainless appliances and new gas stove, accented by a cozy pellet stove, flows effortlessly into a warm, fireplaced family room—perfect for everyday living and entertaining. The spacious primary suite features hardwood flooring

    Agent Photo

    Robyn Nasuti

    Realty ONE Group Suburban Lifestyle

    (508) 231-9130

    69 Warren St, Upton, MA 01568
  • /42

    $1,138,000

    • 4 Beds
    • 3.5 Baths
    • 3,768 Sq Ft

    11 Howarth Dr, Upton, MA 01568

    Welcome to Glen Echo Estates near the Upton/Westborough line. This sought-after Wellington design offers spacious rooms, an open floor plan, abundant natural light & hardwood in key living areas. A dramatic two-story foyer opens to formal living & dining rooms. The chef’s kitchen features exotic quartzite counters, SS appliances & large island, flowing into a bright sunroom—perfect for

    Mary Wood Lamacchia Realty, Inc.

    11 Howarth Dr, Upton, MA 01568
  • /42

    $1,250,000

    • 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
  • /40

    $1,090,000

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

    6 Wood St, Upton, MA 01568

    Where Luxury Meets Country! Welcome to this beautifully updated 4BR, 3,000+ sq ft home in scenic Upton. Perfect for entertaining with spacious foyer, formal dining & sitting room, plus expansive family room off the remodeled gourmet kitchen with quartz countertops, stainless steel appliances, double oven, compactor & decorative cabinet lighting. Upstairs offers 4 bedrooms & 2 full baths incl. a

    Brittany Palmerino Mathieu Newton Sotheby's International Realty

    6 Wood St, Upton, MA 01568
  • /42

    $1,450,000

    • 5 Beds
    • 5 Baths
    • 3,995 Sq Ft

    8 Stearns Rd, Upton, MA 01568

    Nestled at the end of a private cul-de-sac on nearly two acres, this meticulously renovated Colonial estate offers a premier multi-generational layout featuring a main residence & a fully equipped Accessory Dwelling. Beautiful main house boasts a mahogany deck, chef’s kitchen complete w/ quartz countertops, double wall ovens, a gas cooktop, & an oversized butcher-block island, all adjacent to a

    Kathleen Nicoloro Ferrari + Co. Real Estate

    8 Stearns Rd, Upton, MA 01568
  • /21

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 3,487 Sq Ft

    99 W River St, Upton, MA 01568

    This beautifully designed custom home offers the perfect blend of privacy, space, and modern functionality. Set back from the street and positioned on an elevated lot, the home delivers both curb appeal and a sense of seclusion. Inside, you’ll find a thoughtfully designed floor plan featuring 4 spacious bedrooms and 3.5 bathrooms. The heart of the home is ideal for both everyday living and

    Diana Afonso Afonso Real Estate

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

    $949,999

    • 4 Beds
    • 2.5 Baths
    • 2,454 Sq Ft

    9 Jewell Crossing, Mendon, MA 01756

    Welcome to this stunning 2018 Colonial positioned on a peaceful cul-de-sac in one of Mendon's premier neighborhoods. Nestled on a private elevated 1.38-acre lot framed by beautiful stone walls, this home effortlessly blends modern elegance with everyday warmth. The heart of the home is a large eat-in kitchen with stainless appliances and granite countertops and peninsula, flowing into a

    Christopher Rapacioli Coldwell Banker Realty - Franklin

    9 Jewell Crossing, Mendon, MA 01756
  • /35

    $1,077,845 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,751 Sq Ft

    20 Rawson Farm Rd, Mendon, MA 01756

    Framing starting soon. Foundation is in! Close to Schools and commuter routes. Welcome to the Ashford plan our most popular floor plan with the heart of the home featuring a quartz island, dining area, stainless steel appliances gleaming hardwood flooring. Fireplaced great room, dining room and study are complete with Hardwood floors & crown molding. Your master bedroom get away features an en

    Gary Smith Mendon Area Real Estate

    20 Rawson Farm Rd, Mendon, MA 01756
  • /42

    $975,000

    • 4 Beds
    • 3.5 Baths
    • 4,216 Sq Ft

    8 Leah Ln, Milford, MA 01757

    Southern-style custom Colonial with signature double front porches, ideally set at the end of a cul-de-sac in one of Milford’s premier neighborhoods. This beautifully maintained home offers expansive living space and exceptional craftsmanship throughout. A welcoming foyer opens to formal living and dining rooms, a spacious fireplaced family room, playroom, and a custom kitchen designed for

    David Restic Property Services Network

    8 Leah Ln, Milford, MA 01757
  • /2

    $250,000

    • Land
    • 3.19 Acres
    • $78,370 per Acre

    74 Warren St, Upton, MA 01568

    Here's your opportunity to build your dream home in the quaint and serene town of Upton. Over 3 acre wooded lot located on a scenic country road yet close to downtown. Potential to build a home with views of Boston! Zoned for a single family. Perc test done for septic. Per town, public water connection is possible. Excellent access to I-495 and the Mass Pike for commuters. Can be purchased on its

    Melissa Ellison Mathieu Newton Sotheby's International Realty

    74 Warren St, Upton, MA 01568
  • /41

    $729,000

    • 2 Beds
    • 3 Baths
    • 2,214 Sq Ft

    8 Jackson Dr Unit 8, Upton, MA 01568

    Built in 2021, this bright end-unit “Florence” model offers easy single-level living with an open-concept layout perfect for entertaining. The kitchen features granite countertops, tile backsplash, large island, stainless steel appliances, stylish lighting, and a pantry, flowing seamlessly into the dining and living areas. Enjoy a cozy gas fireplace and backyard views from the living room. The

    Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

    8 Jackson Dr Unit 8, Upton, MA 01568
  • /19

    $7,500,000

    • 46 Beds
    • 34 Baths
    • 22,233 Sq Ft

    135 Main St, Upton, MA 01568

    135 Main St contains 34 units comprised of (22) 1-Bed/1-Bath units and (12) 2-Bed/1-Bath units. The Property, previously known as The Upton Inn, has undergone significant renovations since its acquisition in August of 2024. This has included renovations of most units including new kitchens and bathrooms with condo quality finishes, updated flooring and painting of the units’ interiors. 135 Main

    Kelleher - Pentore Team Horvath & Tremblay

    135 Main St, Upton, MA 01568
  • /16

    $500,000

    • 4 Beds
    • 2 Baths
    • 2,110 Sq Ft

    17 N Main St, Upton, MA 01568

    Antique Greek Revival single-family home in the heart of Upton’s historic district. The Thomas McFarland House (1810) is set on the right side of a 1.14-acre lot that slopes down to scenic Mill Pond. Offering four bedrooms, two full baths, 2100 sq ft living space and a two-car garage. The home is rich in character but does require significant renovation. Features include, abundant natural light,

    Michael O'Dea Coldwell Banker Realty - Brookline

    17 N Main St, Upton, MA 01568
  • /41

    $789,000

    • 4 Beds
    • 3 Baths
    • 2,598 Sq Ft

    36 Brooks St, Upton, MA 01568

    OH CANCELLED!! OFFER ACCEPTED. Welcome to ONE floor living in this fabulous custom ranch. Situated on a two plus acre lot, at the end of a quiet side street ,close to the center of town. Large open living room with gas log fireplace and hardwood flooring & cathedral ceilings, opens to a beautiful kitchen with stainless appliances, center island, granite counter tops. Side entrance to mud room

    Jeanne Leombruno Century 21 Custom Home Realty

    36 Brooks St, Upton, MA 01568
  • /27

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    13 Plain St, Upton, MA 01568

    BRAND NEW ROOF with *50 year* warranty just installed! Relocating Executive Seller is sad to leave this meticulously maintained DREAM home, loaded with UPDATES throughout, including a BRAND NEW HEATING SYSTEM! Plus a private FENCED & FLAT backyard! Step inside to an inviting OPEN CONCEPT floorplan, w/ beautiful newer flooring & an abundance of natural light throughout. A large kitchen offers

    The Tabassi Team RE/MAX Partners Relocation

    13 Plain St, Upton, MA 01568
  • /3

    $550,000

    • Land
    • 5.45 Acres
    • $100,917 per Acre

    Lot 108 W Main St, Upton, MA 01568

    5.45± acres zoned General Business (GB) located along West Main Street (Route 140) in Upton. This versatile parcel offers strong road frontage, visibility, and flexibility for a variety of commercial, professional, mixed-use, or investment opportunities, subject to Town approvals. The GB zoning district supports a broad range of business and service uses, making this an ideal site for

    John Miller Keller Williams Pinnacle Central

    Lot 108 W Main St, Upton, MA 01568
  • /38

    $850,000

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

    215 North St, Upton, MA 01568

    Set at the end of a dead-end road, this expanded custom contemporary offers over 10 acres of private land—a rare blend of space, flexibility, and future potential. This well-maintained 3-bed, 2.5-bath home is filled with natural light from expansive windows and skylights, creating an open, inviting layout. A standout 30x24 heated bonus room above the garage provides exceptional space for

    Campos Homes RE/MAX Real Estate Center

    215 North St, Upton, MA 01568
  • /35

    $2,950,000

    • 4 Beds
    • 2.5 Baths
    • 3,014 Sq Ft

    186 Spring St, Hopkinton, MA 01748

    Prime Investment Opportunity: 20.9-Acre Private Estate in Top-Rated Hopkinton School District Nestled on an expansive 20.9-acre wooded lot bordering the Upton State Forest (one of the largest in Hopkinton), 186 Spring Street offers exceptional privacy, tucked deep in the forest with mature trees and natural seclusion. This rare parcel provides significant development potential — including the

    Brendon Sullivan-Monson StartPoint Realty

    186 Spring St, Hopkinton, MA 01748

Home Trends in Upton, MA

Housing Trends

Median Sale Price
$791,900
Median Single Family Sale Price
$793,450
Median Townhouse Sale Price
$490,000
Median 2 Bedroom Sale Price
$803,430
Median 1 Bedroom Sale Price
$299,000
Average Price Per Sq Ft
$327
Number of Homes for Sale
23
Last 12 months Home Sales
95
Months of Supply
2.90
Median List Price
$769,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
16%
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