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Newest Homes for Sale in Upton, MA

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  • /41

    $610,800

    Open Sun 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 1,778 Sq Ft

    46 Tulip Cir Unit 46, South Grafton, MA 01560

    Welcome to this beautiful townhouse in the desirable “Hilltop Farms Community”. Within this appealing property, an open floor plan, gas fireplace in the living room & hardwood floor.Kitchen with island. 3 Bedrooms. Relax in the luxurious master suite, featuring a generous bedroom,walk-in closet,generously sized bathroom with granite counters and dual sinks, a stall shower and a rejuvenating

    Dalia Izvolsky Century 21 North East

    46 Tulip Cir Unit 46, South Grafton, MA 01560
  • /12

    $989,900

    New Construction Open Sun 11AM - 1PM
    • 4 Beds
    • 4 Baths
    • 2,990 Sq Ft

    19 W Main St, Upton, MA 01568

    UNDER CONSTRUCTION...Enjoy The Benefits of New Construction with Energy Efficiency & Low Future Maintenance! This stunning home offers the perfect blend of classic elegance and modern convenience with a spacious 1st FLOOR PRIMARY SUITE and laundry and 3 additional bedrooms on the 2nd level. The partially finished basement with finished half bath provides extra square footage plus access to the

    Kim Backlund Northeast Realty + Co.

    19 W Main St, Upton, MA 01568
  • /7

    $999,900

    New Construction Open Sun 11AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 2,780 Sq Ft

    17 W Main St, Upton, MA 01568

    UNDER CONSTRUCTION...Enjoy The Benefits of New Construction with Energy Efficiency & Low Future Maintenance! This stunning Colonial offers the perfect blend of classic elegance and modern convenience. Every detail has been carefully selected to provide style and functionality. 1ST floor hardwoods, Quartz countertops and GE Cafe appliances are just a few of the upgraded details that make this home

    Kim Backlund Northeast Realty + Co.

    17 W Main St, Upton, MA 01568
  • /42

    $789,900

    Open Sun 12PM - 1:30PM
    • 4 Beds
    • 3 Baths
    • 2,668 Sq Ft

    218 Mechanic St, Upton, MA 01568

    This exceptional 3.7 acre country estate blends luxury living with outstanding outdoor amenities. The Colonial home features hardwood floors, soaring ceilings, multiple fireplaces, wood stoves, new central heat, mini-splits, and a gourmet kitchen with granite counters and stainless appliances. The main level offers formal and casual living spaces, a bright dinning room, living room, family room,

    Amy Bedard Transitions Realty

    218 Mechanic St, Upton, MA 01568
  • /36

    $724,900

    • 2 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    56 Shannon Way Unit 56, Upton, MA 01568

    Welcome to this beautifully maintained two-story townhouse in the highly desirable 55+ Upton Ridge community, where comfort, style, and low-maintenance living come together. Built in 2023 this floor plan features a first-floor primary suite, offering both privacy and ease of living. Upstairs features a generously sized second bedroom with walk in closet, full bath and a spacious second-floor loft

    The Semple and Hettrich Team Coldwell Banker Realty - Sudbury

    56 Shannon Way Unit 56, Upton, MA 01568
  • /29

    $625,000

    • 3 Beds
    • 2.5 Baths
    • 2,558 Sq Ft

    48 Tulip Cir, South Grafton, MA 01560

    Welcome to 48 Tulip! Beautifully appointed and rare Jamison-style end unit by Pulte Homes, offering exceptional privacy and abundant natural light. This pristine, luxurious 3-bedroom, 2.5-bath townhouse features a bright, open floor plan with custom designer colors and laminate flooring throughout. The spacious eat-in kitchen boasts quartz countertops, stainless steel appliances, a gourmet gas

    Peter Kim Berkshire Hathaway HomeServices Commonwealth Real Estate

    48 Tulip Cir, South Grafton, MA 01560
  • /42

    $2,500,000

    • 4 Beds
    • 5 Baths
    • 4,040 Sq Ft

    117 South St, Upton, MA 01568

    75-Acre Elite Equestrian & Wellness Sanctuary. Ultimate private retreat with a 4,040 SF luxury Cape, world-class horse facilities, and resort backyard. Trail access to West Hill Dam. RESIDENCE: Chef's kitchen (Jade 6-burner, Sub-Zero, granite waterfall island). 1st-floor primary suite with vaulted ceilings & spa bath. 3 upper bedrooms, office, large bonus room + finished walkout lower level.

    Beth Byrne Gibson Sotheby's International Realty

    117 South St, Upton, MA 01568
  • /42

    $929,000

    • 4 Beds
    • 2.5 Baths
    • 2,806 Sq Ft

    10 Sadler Rd, Upton, MA 01568

    Spacious Federal front Colonial in a desirable executive subdivision. This home offers 2,800+- sq. ft. of living space up and a large finished walkout basement. Situated on a private cul-de-sac in a sought-after neighborhood - great for kids, pets & nature. Enjoy a large open yard, garden space and a welcoming family-friendly community. The home features an open-concept kitchen and family room

    Agent Photo

    Bill McCormick

    McCormick Properties

    10 Sadler Rd, Upton, MA 01568
  • /42

    $1,175,000

    Open Sun 11AM - 1PM
    • 4 Beds
    • 3.5 Baths
    • 4,054 Sq Ft

    35 Howarth Dr, Upton, MA 01568

    Glen Echo is a most desirable neighborhood close to Rt 495, MA Pike & Westborough. This pristine & spacious 4 bedroom, 3.5 bath Chatsworth Model Colonial has been impeccably maintained by its original owners. Enter to dramatic 2 story foyer w/ wainscoting & balcony. Open floor plan, 9 ft ceilings & tons of windows give this home an airy & roomy feel. Main level boasts hardwoods throughout.

    Gerald Simone Mathieu Newton Sotheby's International Realty

    35 Howarth Dr, Upton, MA 01568
  • /39

    $675,000

    • 5 Beds
    • 2 Baths
    • 2,534 Sq Ft

    90 Glenview St, Upton, MA 01568

    WOW! This two-family home has had major systems updated in the last two years: Oil-fired boiler w/oil-fired hot water tank, new well pump & piping, all appliances less than 2 years except for one 8-9 year old refrigerator, exterior of fireplace just repointed, updated electrical. First floor unit has a large foyer, generously sized living room with stunning hardwoods and fireplace, oversize

    Laura Hebb ERA Key Realty Services

    90 Glenview St, Upton, MA 01568
  • /42

    $670,000

    • 3 Beds
    • 2.5 Baths
    • 2,170 Sq Ft

    204 Sand Trap Ct Unit 204, Northbridge, MA 01534

    Welcome to Shining Rock Golf Club, where luxury living meets breathtaking views. Perfectly situated on the 18th hole directly across from the clubhouse, this upgraded Morgan Plan condo offers an exceptional lifestyle in one of the area's most desirable communities. The custom cherry kitchen features granite, SS appliances and a seamless flow into the DR/LR areas. The spacious first-floor primary

    Katie McBride REMAX Executive Realty

    204 Sand Trap Ct Unit 204, Northbridge, MA 01534
  • /31

    $499,900

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    10 Hopkinton Rd, Upton, MA 01568

    Adorable Upton home ready to make your own! This charming property offers so many desirable features, including abundant natural sunlight streaming through the skylights, a convenient location just minutes from Route 495, and beautiful views of Pratt Pond. Enjoy a private backyard with endless potential for entertaining, gardening, or simply relaxing outdoors. Inside, you'll find flexible living

    Agent Photo

    Kathryn Amorello

    Coldwell Banker Realty - Worcester

    10 Hopkinton Rd, Upton, MA 01568
  • /42

    $532,000

    • 3 Beds
    • 3.5 Baths
    • 1,731 Sq Ft

    13 Knowlton Cir Unit 13, Upton, MA 01568

    HIGHLY MOTIVATED SELLERS. 13 Knowlton Circle offers comfortable and low-maintenance townhouse living in a desirable Upton location. This 3 BEDROOM, 3.5 BTHROOMS, home features an open floor plan with hardwood floors, a spacious kitchen, and plenty of natural light throughout the main living area. The second floor includes three well-sized bedrooms, the GOOD SIZE LOFT and FINISHED lower level with

    Smita Sinha Keller Williams Pinnacle MetroWest

    13 Knowlton Cir Unit 13, Upton, MA 01568
  • /37

    $879,900

    • 3 Beds
    • 2.5 Baths
    • 3,076 Sq Ft

    45 Mendon St, Upton, MA 01568

    Custom-built Colonial set on a picturesque 1.55-acre lot. Showcasing exceptional craftsmanship, quality construction and a thoughtfully designed floor plan, this home offers the perfect blend of comfort and functionality for today's lifestyle. The spacious family room features a soaring ceiling and striking stone fireplace, creating a warm and inviting gathering space. The kitchen offers

    Mary Wood Lamacchia Realty, Inc.

    45 Mendon St, Upton, MA 01568
  • /42

    $805,000

    $15K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,304 Sq Ft

    11 James Rd, Upton, MA 01568

    Upton Horse Haven: Iconic 3-Bed, 3-Bath Retreat on 3.75 Acres. Discover one of Upton’s most beloved properties, a premier estate where timeless charm meets outdoor living. This home features modern upgrades including 200-amp electrical system, a new oil tank, and town water for seamless reliability. A newly finished basement for entertaining or retreat. Property offers direct access to miles of

    Team ROVI Real Broker MA, LLC

    11 James Rd, Upton, MA 01568
  • /7

    $799,000

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

    12 Boot Shop Rd Unit 12, Upton, MA 01568

    New amazing price 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 2-story living with everything you need handy on the 1st floor such as a covered front porch, foyer, powder rm, laundry rm

    The Kattman Team ERA Key Realty Services-Bay State Group

    12 Boot Shop Rd Unit 12, Upton, MA 01568
  • /34

    $749,900

    Open Sun 1PM - 3PM
    • 2 Beds
    • 2 Baths
    • 1,734 Sq Ft

    5 Boot Shop Rd Unit 5, Upton, MA 01568

    Beautiful new construction one-level "Starling" floor plan now available at Cobbler's Creek, a vibrant 55+ community built by exceptional builders with a reputation for excellence! You're welcomed by an open & airy floor plan that seamlessly connects the sunny living room w/fireplace & built-ins, dining rm & kitchen all w/hardwood floors. The kitchen features attractive cabinets with moldings

    Agent Photo

    Jeffrey Germagian

    ERA Key Realty Services-Bay State Group

    5 Boot Shop Rd Unit 5, Upton, MA 01568
  • /17

    $419,000

    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft

    51 School St Unit 3, Upton, MA 01568

    Welcome to this beautifully maintained 3 bedroom, 2 bath condominium in the desirable town of Upton. This bright and inviting home features an open concept layout designed for comfortable living and effortless entertaining. The modern kitchen is highlighted by elegant quartz countertops, ample cabinetry, and a seamless flow into the dining and living areas.Enjoy year round comfort with central

    Daniel DiBiasio DiBiasio Realty LLC

    51 School St Unit 3, Upton, MA 01568
  • /36

    $708,000

    Open Sun 12PM - 1:30PM $21K PRICE DROP
    • 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
  • /42

    $715,000

    • 4 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

    52 Elm St, Upton, MA 01568
  • /42

    $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
  • /41

    $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

    • 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
  • /40

    $699,800

    • 4 Beds
    • 2.5 Baths
    • 2,548 Sq Ft

    24 Main St, Upton, MA 01568

    This rare antique in town colonial awaits a new owner. Wait until you see all the character this home exudes. Freshly painted throughout! Bright and sunny layout, hardwood flooring, gorgeous woodwork, nooks and crannies, tin ceilings, built ins, sun filled corner glassed in porch & white picket fence. This is truly a special home. Large dining area with pellet stove is perfect for entertaining. A

    Jeanne Leombruno Century 21 Custom Home Realty

    24 Main St, Upton, MA 01568
  • /23

    $749,900

    Open Sun 1PM - 3PM
    • 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

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

    $555,000

    $15K PRICE DROP
    • 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

    Open Sun 1PM - 3PM
    • 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

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

    $855,900

    Open Sun 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
  • /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
  • /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
  • /26

    $499,000

    $61K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,228 Sq Ft

    1 Knowlton Cir Unit 1, Upton, MA 01568

    Back on market due to buyer's home sale contingency and priced to sell! A rare opportunity to own a four-bedroom, two and a half bath residence in the desirable Samreen Villas. This private end unit offers exceptional natural light and a thoughtfully designed layout ideal for both everyday living and entertaining. The main level features hardwood and ceramic tile flooring, an open-concept kitchen

    Leah Tringale Longwood Residential, LLC

    1 Knowlton Cir Unit 1, 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
  • /36

    $3,450,000

    $300K 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

Frequently Asked Questions

What is the average home price in Upton, MA?
Homes for sale in Upton, MA have an average home price of $819,712.
How many homes have sold over the last 12 months in Upton, MA?
96 homes have sold in Upton, MA over the last 12 months.
What is the average household income in Upton, MA?
The average household income in Upton, MA is $167K.
What are the most popular zip codes in Upton, MA?
The most popular zip codes in Upton, MA include 01568, 01534, 01560, 01748 and 01757.
How much do you need to make to afford a house in Upton?
The median home price in Upton is $769,900. If you put a 20% down payment of $154,000 and had a 30-year fixed mortgage with an interest rate of 6.49%, your estimated principal and interest payment would be $3,890 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. The average household income in Upton is $167K.
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 Price Trends

Median Sale Price
$777,500
Median Single Family Sale Price
$800,000
Median Townhouse Sale Price
$494,949
Median 2 Bedroom Sale Price
$722,450
Median 1 Bedroom Sale Price
$299,000
Average Price Per Sq Ft
$335
Number of Homes for Sale
27
Last 12 months Home Sales
96
Months of Supply
3.40
Median List Price
$769,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
10%
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