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Newest Homes for Sale in Upton, MA

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  • /37

    $939,900

    Open Sat 11AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 3,956 Sq Ft

    145 W River St, Upton, MA 01568

    Prepare to be enchanted by this stunning, perfectly designed home. One level living at its finest. Crafted with the utmost precision and meticulous design. Every inch of the home was carefully thought of – from a perfectly situated mudroom, to a seamlessly flowing open concept living area, four generously sized bedrooms, a large study, a wonderful oversized four-season porch and an outdoor patio.

    Mia Fisher Berkshire Hathaway HomeServices Commonwealth Real Estate

    145 W River St, Upton, MA 01568
  • /36

    $729,000

    Open Sat 11AM - 12:30PM
    • 2 Beds
    • 2.5 Baths
    • 1,930 Sq Ft

    87 Shannon Way Unit 86, Upton, MA 01568

    Enjoy low-maintenance living at Upton Ridge, a desirable 55+ community just a short stroll from the renowned Shining Rock Golf Course. This beautiful Milan-style two-story home offers a spacious, thoughtfully designed floor plan featuring a first-floor primary suite and open-concept living. The oversized kitchen is perfect for entertaining, complete with upgraded cabinetry, quartz countertops,

    Shane Brady Keller Williams Realty

    87 Shannon Way Unit 86, Upton, MA 01568
  • /40

    $819,000

    • 3 Beds
    • 2.5 Baths
    • 2,568 Sq Ft

    3 Jonathans Way, Upton, MA 01568

    Set on nearly an acre in a sought-after Upton neighborhood, this stately Colonial offers timeless appeal and thoughtful updates throughout. Major recent improvements include a renovated kitchen with creamy white cabinetry, farmhouse hardware, quartz countertops, and LG appliances, Buderus boiler, Heat Flo water tank, Roth oil tank, Carrier A/C system, energy-efficient windows, garage doors,

    Agent Photo

    The Macchi Group

    William Raveis R.E. & Home Services

    (508) 419-9795

    3 Jonathans Way, Upton, MA 01568
  • /42

    $715,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 3 Baths
    • 2,835 Sq Ft

    52 Elm St, Upton, MA 01568

    Tucked along a scenic country road, this beautifully preserved early 18th-century Gambrel blends timeless New England character with the comfort and updates today’s buyers seek. Rich with historic charm, the rambling floor plan offers warm, inviting spaces including a stunning 1st-floor primary suite, great room, library/den, front-to-back living room, classic keeping room with stone fireplace,

    Agent Photo

    Robyn Nasuti

    Realty ONE Group Suburban Lifestyle

    (508) 231-9273

    52 Elm St, Upton, MA 01568
  • /30

    $1,150,000

    • 4 Beds
    • 2.5 Baths
    • 2,924 Sq Ft

    32 Mendon St, Upton, MA 01568

    32 Mendon St, Upton, MA. Where modern sophistication meets timeless design. This newly constructed 2026 residence offers 2,924 square feet of impeccably curated living space, blending contemporary elegance with refined modern farmhouse architecture. Every detail has been intentionally selected — from premium finishes to elevated craftsmanship — creating a home that feels both luxurious and

    Luana Velame Century 21 The Real Estate Group

    32 Mendon St, Upton, MA 01568
  • /38

    $694,900

    • 4 Beds
    • 2.5 Baths
    • 2,250 Sq Ft

    378 Moon Hill Rd, Northbridge, MA 01534

    Set along picturesque Moon Hill Rd, this beautifully maintained 4 bed, 2.5 bath Colonial offers the perfect blend of space, scenery & potential. Built in 2011, the home features a custom cherry kitchen w/ granite countertops, large center island & stainless steel appliances flowing seamlessly into the family room with slider access to a spacious 12x14 deck overlooking the scenic meadow & rolling

    Campos Homes RE/MAX Real Estate Center

    378 Moon Hill Rd, Northbridge, MA 01534
  • /25

    $1,199,000

    • 4 Beds
    • 4 Baths
    • 3,402 Sq Ft

    30 Mendon St, Upton, MA 01568

    30 Mendon St, Upton, MA Experience modern luxury in this newly constructed 2026 single-family home over 3,000 square feet of thoughtfully designed living space. Blending timeless elegance with contemporary comfort, this exceptional residence is crafted for today’s lifestyle. Featuring four spacious bedrooms and four full bathrooms, the home provides both privacy and convenience with high-end

    Luana Velame Century 21 The Real Estate Group

    30 Mendon St, Upton, MA 01568
  • /39

    $1,875,000

    Open Sun 11AM - 12:30PM
    • 8 Beds
    • 6 Baths
    • 6,030 Sq Ft

    175 Pleasant St, Upton, MA 01568

    ABSOLUTELY STUNNING. Enormous 8 Bedroom Home with over 6000 square feet of living on 5.5 acres bordering the Shining Rock Golf Course. Privacy abounds on this special property that has been completely updated. Septic System, Roof, Heat/AC, Kitchen, 6 Bathrooms, Windows, Flooring, Well....All NEW. First floor has kitchen, dining room, TWO front to back family/living rooms, full bath, pantry and an

    Matthew Sousa Bullseye Realty Group

    175 Pleasant St, Upton, MA 01568
  • /14

    $1,499,999

    New Construction
    • 5 Beds
    • 4 Baths
    • 3,875 Sq Ft

    9 Kiwanis Beach Rd, Upton, MA 01568

    ***UNDER CONSTRUCTION*** Location Location Location!! Perfect timing to snatch a brand-new house while it's still under construction and have a chance to pick your own finishes and be ready to move in by the new school year. Perched up on a hill overlooking Pratt Pond. Steps away from Kiwanis Beach Park and enjoy the public beach, baseball+soccer fields, tennis/pickleball+basketball courts.

    Luciano Souza Pinto Real Estate

    9 Kiwanis Beach Rd, 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
  • /23

    $749,900

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

    19 Boot Shop Rd Unit 19, Upton, MA 01568

    Welcome to the fabulous free-standing Blue Bird Model at Cobbler's Creek! Enjoy a distinctive townhouse with 2,200+ square feet of great space easily adaptable to your decor & lifestyle. From a welcoming front porch, enter a foyer with custom moldings & closet open to a spacious open floor plan including a living room & door to a deck, dining area & stylish kitchen w/white cabinets, Quartz

    Agent Photo

    Jeffrey Germagian

    ERA Key Realty Services-Bay State Group

    (508) 590-9785

    19 Boot Shop Rd Unit 19, Upton, MA 01568
  • /42

    $570,000

    Open Sat 1PM - 3PM
    • 2 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    91 Buttercup Ln Unit 91, South Grafton, MA 01560

    Welcome to Hilltop Farm, a serene retreat on a quiet cul-de-sac. This Pulte-built home features a bright, open floor plan with HW floors, crown molding, and a gas fireplace. The upgraded kitchen boasts SS appliances and ample workspace.The 1st-floor primary suite offers a private escape with a tray ceiling and great natural light. Flexible living areas and extra BRs easily accommodate guests or a

    Kiran Kumar Gundavarapu Key Prime Realty LLC

    91 Buttercup Ln Unit 91, South Grafton, MA 01560
  • /34

    $799,000

    • 2 Beds
    • 2 Baths
    • 1,734 Sq Ft

    21 Boot Shop Rd Unit 21, Upton, MA 01568

    Are you looking for low-maintenance single-level living in a thoughtfully designed new construction condo located in an amazing 55+ community? Come check out the "Starling" floor plan at Cobbler's Creek, built by exceptional builders with a reputation for excellence. As you step inside, you're welcomed by an open and airy floor plan that seamlessly connects the sunny living room, dining room &

    Agent Photo

    Jeffrey Germagian

    ERA Key Realty Services-Bay State Group

    (508) 625-9207

    21 Boot Shop Rd Unit 21, Upton, MA 01568
  • /41

    $855,900

    Open Fri 1PM - 3PM
    • 2 Beds
    • 2.5 Baths
    • 2,228 Sq Ft

    7 Boot Shop Rd Unit 7, Upton, MA 01568

    Come see what's new at Cobbler's Creek, a premier 55+ community of detached condominiums by the renowned Black Brook Realty builder group! Enjoy a Storybook setting of homes nestled in a serene landscape where every day feels like a retreat! The popular "Cardinal" model offers two-story living with everything you need handy on the first floor such as a covered front porch, foyer, powder room,

    The Kattman Team ERA Key Realty Services-Bay State Group

    7 Boot Shop Rd Unit 7, Upton, MA 01568
  • /26

    $499,900

    • 3 Beds
    • 2.5 Baths
    • 1,785 Sq Ft

    140 Main St Unit B, Upton, MA 01568

    Welcome to 140 Main St U:B in Upton, MA!! This 2020-built condominium presents an attractive property in great condition, offering 1785 square feet of refined living space. This is a three-story residence, w/expansion potential in LL. Situated on the first floor, you'll find a sophisticated & relaxed living space. The kitchen is thoughtfully designed for both culinary pursuits & social

    Mike Dagilis ERA Key Realty Services- Milf

    140 Main St Unit B, Upton, MA 01568
  • /42

    $1,225,000

    $25K PRICE DROP
    • 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
  • /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
  • /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
  • /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
  • /38

    $850,000

    $100K PRICE DROP
    • 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
  • /41

    $899,900

    • 2 Beds
    • 2.5 Baths
    • 2,228 Sq Ft

    6 Chickadee Way Unit 23, Upton, MA 01568

    A unique opportunity unfolds at 6 Chickadee Way, Upton, Adult Community 55+ where an attractive condominium in stellar condition stands to invite you in to the comforts of Home! Front porch entry. Popular open floor concept with an expansive 2228 square feet of living area. Livingroom with a fireplace, dining area open to an impressive kitchen layout with custom cabinets, large eat at island,

    June Hillier REMAX Executive Realty

    6 Chickadee Way Unit 23, Upton, MA 01568
  • /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
  • /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
  • /35

    $2,950,000

    $800K PRICE DROP
    • 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
  • /2

    $250,000

    $75K PRICE DROP
    • 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
  • /40

    $1,090,000

    $35K PRICE DROP
    • 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
  • /25

    $599,000

    • 5 Beds
    • 3 Baths
    • 2,887 Sq Ft

    130 High St, Upton, MA 01568

    Finishing touches were completed after the photos. This beautifully updated 2,887 sq. ft. single-family home offers stunning views of Pratt Pond and easy access to I-495. Renovated in 2024–2025, it features all-new siding and windows, a brand-new asphalt driveway and parking area, and a commercial-grade fire safety system. Inside, enjoy spacious, flexible living areas perfect for remote work or

    Jacob Greasley eXp Realty

    130 High St, Upton, MA 01568

Frequently Asked Questions

What is the average home price in Upton, MA?
Homes for sale in Upton, MA have an average home price of $819,806.
How many homes have sold over the last 12 months in Upton, MA?
92 homes have sold in Upton, MA over the last 12 months.
What are the most popular zip codes in Upton, MA?
The most popular zip codes in Upton, MA include 01568, 01748, 01534, 01560 and 01757.
How much do you need to make to afford a house in Upton?
The median home price in Upton is $769,950. If you put a 20% down payment of $154,000 and had a 30-year fixed mortgage with an interest rate of 6.51%, your estimated principal and interest payment would be $3,900 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $167K a year to afford the median home price in Upton. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Upton, MA?
Upton, MA has highly rated public and private schools. Some of the best schools in Upton based on Niche Grades are Hopkinton High School, Elmwood Elementary School and Hopkins Elementary School. Browse all the schools in Upton, MA to learn more.

Home Trends in Upton, MA

Housing Trends

Median Sale Price
$785,950
Median Single Family Sale Price
$807,500
Median Townhouse Sale Price
$494,950
Median 2 Bedroom Sale Price
$807,861
Median 1 Bedroom Sale Price
$299,000
Average Price Per Sq Ft
$328
Number of Homes for Sale
18
Last 12 months Home Sales
92
Months of Supply
2.30
Median List Price
$769,950
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
14%
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