Upton, MA Homes

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  /42

  $920,000 Sold Jul 10, 2025

  • 5,576 Sq Ft
  • $165/SF
  • 12 Days On Market

  • 7 Beds
  • 7 Baths
  • Built 1991

  175 Pleasant St, Upton, MA 01568

  Welcome to Your Dream Oasis: An Exquisite 7 Bedroom, 7 Bath Estate Awaits. Ascend the grand widow’s walk staircase, spanning 3 elegant levels, & let your imagination take flight. The noble family room, adorned w/ a magnificent English fireplace, seamlessly connects to a bright sunroom, setting the stage for gatherings worthy of royalty. The expansive sunken dining room accommodates large family

  THE LASH GROUP Keller Williams Boston MetroWest

  175 Pleasant St, Upton, MA 01568
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  /17

  Est $528,415 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
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  /40

  $680,000 Sold Jul 09, 2025

  • 2,476 Sq Ft
  • $275/SF
  • 12 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1955

  25 Warren St, Upton, MA 01568

  Welcome Home! Step into this spacious 4-bedroom, 2-bathroom ranch-style home, offering comfort, space and charm. Enjoy peaceful mornings on the rocking chair front porch. Inside, you'll find gleaming hardwood floors and an open-concept kitchen, dining, and fireplaced family room ideal for entertaining. The vaulted great room features built-in surround sound, perfect for movie nights. An adjacent

  Lisa Giunta Conway - Walpole

  25 Warren St, Upton, MA 01568
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  /30

  Est $487,509 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,332 Sq Ft

  140 Glen Ave, Upton, MA 01568

  140 Glen Ave, Upton, MA 01568
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  /24

  $693,000 Sold Jul 09, 2025

  • 1,500 Sq Ft
  • $462/SF
  • 25 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2022

  7 Sienna Cir Unit 7, Upton, MA 01568

  This end unit in the Upton Ridge adult community features convenient single-level living with windows on 3 sides & a 3-season room. Inside, enjoy 9-foot ceilings, shaker-style cabinets, a large island, & neutral marble countertop, all complemented by recessed lighting & quality appliances. The living areas have hardwood flooring, while the bathrooms & laundry room are tiled. The open floor plan

  Shelly Armstrong Redfin Corp.

  7 Sienna Cir Unit 7, Upton, MA 01568
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  /42

  Est $811,304 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,142 Sq Ft

  4 Pierce Ln, Upton, MA 01568

  4 Pierce Ln, Upton, MA 01568
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  /42

  $915,000 Sold Jun 30, 2025

  • 3,372 Sq Ft
  • $271/SF
  • 7 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2000

  136 Glenview St, Upton, MA 01568

  Breathtaking Country Estate with distant views of Great Blue Hill! Set atop a scenic hill near the Hopkinton town line, this custom-designed colonial offers the perfect blend of elegance and comfort in a stunning natural setting. The grand two-story foyer welcomes you into a sun-filled great room with soaring ceilings—ideal for entertaining. A sprawling eat-in kitchen with a butler’s pantry is

  Robyn and Sean Sold My House Team Realty ONE Group Suburban Lifestyle

  136 Glenview St, Upton, MA 01568
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  /42

  Est $756,910 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
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  /10

  $342,500 Sold Jun 27, 2025

  • Land
  • 3.53 Acres
  • $97,025 per Acre

  • 15 Days On Market

  Lot A Kiwanis Beach Rd, Upton, MA 01568

  Rare opportunity to build your dream home on Kiwanis Beach Rd. This 3.53-acre wooded ANR lot offers privacy in the serene town of Upton, where you can enjoy a peaceful country lifestyle while staying close to local amenities and major routes. The lot abuts Kiwanis Beach Park and is within walking distance to a sandy beach on Pratt Pond, 9 outdoor pickleball courts, basketball and tennis courts,

  Justin Jarboe Keller Williams Pinnacle Central

  Lot A Kiwanis Beach Rd, Upton, MA 01568
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  /42

  Est $593,327 Not Listed For Sale

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

  97 Glen Ave, Upton, MA 01568

  97 Glen Ave, Upton, MA 01568
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  /10

  $317,500 Sold Jun 27, 2025

  • Land
  • 3.11 Acres
  • $102,090 per Acre

  • 15 Days On Market

  Lot B Kiwanis Beach Rd, Upton, MA 01568

  Rare opportunity to build your dream home on Kiwanis Beach Rd. This 3.11-acre wooded ANR lot offers privacy in the serene town of Upton, where you can enjoy a peaceful country lifestyle while staying close to local amenities and major routes. This lot is within walking distance to a sandy beach on Pratt Pond, 9 outdoor pickleball courts, basketball and tennis courts, sports fields, pavilion, and

  Justin Jarboe Keller Williams Pinnacle Central

  Lot B Kiwanis Beach Rd, Upton, MA 01568
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  /41

  Est $655,391 Not Listed For Sale

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

  111 Glen Ave, Upton, MA 01568

  111 Glen Ave, Upton, MA 01568
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  /32

  $416,000 Sold Jun 25, 2025

  • 924 Sq Ft
  • $450/SF
  • 4 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1800

  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 Realty ONE Group Suburban Lifestyle

  16 Picadilly St, Upton, MA 01568
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  /42

  Est $793,410 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
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  /38

  $805,000 Sold Jun 24, 2025

  • 2,384 Sq Ft
  • $338/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  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
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  /42

  Est $1,009,905 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
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  /42

  $885,000 Sold Jun 20, 2025

  • 3,568 Sq Ft
  • $248/SF
  • 5 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1988

  4 Oak Dr, Upton, MA 01568

  How do you put a price on "Happily-Ever-After"? That's what beckons you at this lovely colonial perched atop a country knoll surrounded by layers of woodlands. This 3500+ sq ft home offers a smooth blend of classic charm & modern comfort. The spacious layout includes 5 bedrooms plus a finished lower level, ideal for the growing or blended family with room to spare for hosting guests. The heart

  Sandra Copley RE/MAX Real Estate Center

  4 Oak Dr, Upton, MA 01568
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  /42

  Est $1,034,471 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 5,224 Sq Ft

  198 East St, Upton, MA 01568

  198 East St, Upton, MA 01568
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  /42

  $849,000 Sold Jun 20, 2025

  • 2,892 Sq Ft
  • $294/SF
  • 7 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1963

  30 Prospect St, Upton, MA 01568

  Your opportunity to own a very unique Upton home! One of only a few off-the-road lots on Prospect Street with 5.24 pastoral and private acres overlooking beautiful westerly views. This classic New England cape features a large 2-car detached garage with an electric car charger included, stone patio, a small horse barn, stone walls, new septic in 2022, and tons of perennial plantings. The inside

  Susan Kenney Century 21 Custom Home Realty

  30 Prospect St, Upton, MA 01568
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  /34

  Est $785,652 Not Listed For Sale

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

  95 Glenview St, Upton, MA 01568

  95 Glenview St, Upton, MA 01568
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  /38

  $690,000 Sold Jun 20, 2025

  • 1,924 Sq Ft
  • $359/SF
  • 40 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  23 Warren St, Upton, MA 01568

  Home is Back On The Market due to buyer's home sale fell through! Discover this charming 3BD/2BA Cape-style home, conveniently located near I-495 and Upton Square. Inside, you'll find gleaming hardwood floors throughout the main living areas. The spacious kitchen boasts granite countertops and stainless steel appliances, flowing into a bright dining area and a comfortable living room, plus a

  Brian O'keefe Redfin Corp.

  23 Warren St, Upton, MA 01568
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  /42

  Est $1,002,400 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
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  /24

  $815,000 Sold Jun 16, 2025

  • 2,659 Sq Ft
  • $307/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1985

  9 Thayer St, Upton, MA 01568

  Nestled in a private, tucked-away neighborhood with cul-de-sacs at both ends, this stunning Colonial is a nature lover’s dream. Set back from the street, this home boasts great curb appeal & an abundance of natural light. Experience indoor-outdoor living with a large fenced yard, in-ground pool, & an expansive 1.8-acre property surrounded by the Upton State Forest. Follow a trail from the

  Chris Vietor eXp Realty

  9 Thayer St, Upton, MA 01568
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  /41

  Est $652,385 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
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  /41

  $411,000 Sold Jun 11, 2025

  • 1,140 Sq Ft
  • $361/SF
  • 6 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1957

  26 Hartford Ave N, Upton, MA 01568

  MULTIPLE OFFERS! DEADLINE FOR HIGHEST AND BEST 12:00, Tuesday. Welcome to this beautifully maintained, cozy 3 bedroom, 1 bath home in the highly desired town of Upton, MA. Enjoy the professionally landscaped yard from your stunning farmer's porch or relax on the spacious composite deck; perfect for entertaining or unwinding. Have peace of mind with a whole house generator that kicks on if the

  Sara Pellegrini Afonso Real Estate

  26 Hartford Ave N, Upton, MA 01568
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  /40

  Est $627,930 Not Listed For Sale

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

  5 Picadilly St, Upton, MA 01568

  5 Picadilly St, Upton, MA 01568
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  /41

  $750,000 Sold Jun 10, 2025

  • 2,600 Sq Ft
  • $288/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1994

  17 Henrys Path, Upton, MA 01568

  Situated on a coveted corner lot within a quiet cul-de-sac of a premier neighborhood, this charming Colonial offers an exceptional living experience. The bright & airy sitting room welcomes you bamboo flooring & an abundance of natural light from large windows. Host memorable gatherings in the dining room, where an air of openness complements the gleaming floors & chair rail detail. The spacious

  Mary Wood Lamacchia Realty, Inc.

  17 Henrys Path, Upton, MA 01568
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  /16

  Est $398,685 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  33 Milford St, Upton, MA 01568

  33 Milford St, Upton, MA 01568
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  /14

  $390,000 Sold Jun 09, 2025

  • 1,274 Sq Ft
  • $306/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1947

  19 Glen Ave, Upton, MA 01568

  AS-IS Sale! Exceptional Flip or Build Opportunity! Nestled in the serene and quiet location of Upton, MA, 19 Glen Ave presents a rare gem for builders and investors alike. This property sits on an expansive 7.0 acres of buildable land, offering endless potential to create a custom masterpiece or a lucrative development project. Whether you’re looking to renovate and flip or design from the ground

  Steven French Century 21 Custom Home Realty

  19 Glen Ave, Upton, MA 01568
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  /40

  Est $562,702 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,385 Sq Ft

  57 Milford St, Upton, MA 01568

  57 Milford St, Upton, MA 01568
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  /36

  $475,000 Sold Jun 03, 2025

  • 2,340 Sq Ft
  • $203/SF
  • 18 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1900

  113 Hecla St, Uxbridge, MA 01569

  Welcome to 113 Hecla St! Character and charm abound in this beautiful, meticulously maintained 4 bedroom home situated on a quiet sidewalk lined street in the heart of Uxbridge. This spacious and bright 10 room home originated as a duplex until it was transformed into a single family decades ago. Original moldings, high ceilings, gorgeous maple hardwood floors, custom built cabinetry throughout

  Paula Sullivan Better Living Real Estate, LLC

  113 Hecla St, Uxbridge, MA 01569
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  /38

  Est $809,071 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,432 Sq Ft

  42 Prospect St, Upton, MA 01568

  42 Prospect St, Upton, MA 01568
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  /41

  $725,000 Sold May 30, 2025

  • 2,756 Sq Ft
  • $263/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1995

  139 Warren St, Upton, MA 01568

  This charming Cape style home welcomes you from the moment you arrive! A tree lined lot with 1.67 acres, beautifully landscaped and the charming farmers porch sets the tone for this inviting home. Inside, the first floor features an updated kitchen w/ bright white cabinetry, granite countertops, glass tile backsplash accent, & SS appliances. A spacious family room w/sliders opening to the back

  Aliesha Noonan Noonan/Lombardi, REALTORS® LLC

  139 Warren St, Upton, MA 01568
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  /42

  Est $1,230,826 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,917 Sq Ft

  56 Christian Hill Rd, Upton, MA 01568

  56 Christian Hill Rd, Upton, MA 01568
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  /25

  $1,250,000 Sold May 30, 2025

  • 4,682 Sq Ft
  • $267/SF
  • 133 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2024

  70 Grove, Upton, MA 01568

  Welcome to 70 Grove Street, this custom design features 5 bedrooms, 3.5 baths, with 2 master suites & over 4,600sq ft of living space, all while being located 10 minutes from RT495. The sprawling first floor master suite with curbless shower, soaking tub & separate egress redefines privacy & comfort. Open kitchen to living room layout featuring a huge double wide island w/ wine fridge makes this

  Zachary Aicardi Mendon Area Real Estate

  70 Grove, Upton, MA 01568
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  /35

  Est $443,618 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,559 Sq Ft

  22 Elm St, Upton, MA 01568

  22 Elm St, Upton, MA 01568
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  /42

  $1,165,000 Sold May 29, 2025

  • 4,875 Sq Ft
  • $239/SF
  • 1 Day On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2003

  68 Glenview St, Upton, MA 01568

  OH CANCELLED, this magazine-worthy home boasts breathtaking landscaping, a sprawling lawn & serene setting. Follow the charming brick walkway & step into the elegant 2-story foyer. At the heart of the home, the gourmet kitchen features a center island, SS appliances, granite counters & an oversized pantry. The open-concept design flows into the expansive family room w/ vaulted ceiling, custom FP

  Lisa Aron Williams Coldwell Banker Realty - Sudbury

  68 Glenview St, Upton, MA 01568
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  /41

  Est $293,349 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,065 Sq Ft

  10 Wildwood Ave, Upton, MA 01568

  10 Wildwood Ave, Upton, MA 01568
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  /26

  $530,000 Sold May 23, 2025

  • 1,600 Sq Ft
  • $331/SF
  • 197 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1973

  79 Fowler St, Upton, MA 01568

  Quick close available. Seller is offering 1.5% commission to buyer’s agent. This is the peaceful property you have been looking for. Nestled on nearly 2 acres of wooded land, this well-maintained colonial offers 5 bedrooms, an oversized garage with work area and a barn. The downstairs floor provides a front-to-back family room perfect for entertaining, a teen hang-out or playroom. The main

  Allison Atwood Mendon Local Realty

  79 Fowler St, Upton, MA 01568
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  /36

  Est $768,134 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  59 Williams St, Upton, MA 01568

  59 Williams St, Upton, MA 01568

Showing Results 121 - 160, Page 4 of 18