Upton, MA Homes

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  /39

  $579,900 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,720 Sq Ft

  4 Fiske Mill Rd, Upton, MA 01568

  Tucked away in a serene, private setting in a highly desired location of Upton, presenting a unique, custom contemporary home offering a striking architectural design and versatile living space on almost 2 acres of land. This home features seamless indoor-outdoor living with a spacious rear deck overlooking a peaceful, wooded backyard. Inside, the dramatic main living area is a soaring cathedral

  

  Nina Desmond

  Lamacchia Realty, Inc.

  (508) 456-6230

  4 Fiske Mill Rd, Upton, MA 01568
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  /35

  $1,625 - $2,285 per month

  149 Main Street Apartments

  1 Bed

  149 Main St, Upton, MA 01568

  Rare opportunity!!!311 is part of an affordable program and is a 2 bedroom/ 2 bathroom-$1,971/month. This unit is part of the affordable housing program and subject to income requirements. The annual household minimal income must be $57,180, a two-person household max is $75,750, three-person household is $85,200, and four-person household max income is $94,650. You cannot have more than 4

  149 Main 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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  /29

  Est $668,391 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,698 Sq Ft

  36 Brooks St, Upton, MA 01568

  36 Brooks St, Upton, MA 01568
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  /3

  $864,900 Open Sat 11AM - 4PM

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

  18 Boot Shop Rd Unit 40, Upton, MA 01568

  Introducing Cobblers Creek, a new 55+ community of detached condominiums from Black Brook Realty. This serene neighborhood is hidden within the viridian treeline yet easily accessible to the Mass Pike in Westborough and Route 495 in Hopkinton. Designed for active adults, Cobblers Creek is a collection of two-bedroom floorplans, including single-level and townhome styles. Our Cardinal townhome

  StreamLine Communities Streamline Communities - Upton

  18 Boot Shop Rd Unit 40, Upton, MA 01568
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  /8

  $2,000 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Condo for Rent

  10 N Main St Unit 10A, Upton, MA 01568

  Located just steps from the Upton Town Common, this beautifully renovated 2-bedroom apartment offers the perfect blend of historic charm and modern convenience.Updated in 2019, the unit features:• Central air conditioning• Gleaming antique wide plank pine floors• An updated kitchen with granite countertops and maple cabinetry• In unit washer & dryerThis walkup

  10 N Main St Unit 10A, Upton, MA 01568
• 

  

  /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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  /42

  Est $1,019,974 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,564 Sq Ft

  16 Francis Dr, Upton, MA 01568

  16 Francis Dr, Upton, MA 01568
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  /42

  $875,000 Pending

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

  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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  /35

  $2,100 per month

  • 2-3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  21 Elm St Unit 21A, Upton, MA 01568

  This spacious 3 bedroom, 1.5 bathroom apartment is conveniently located on a country road in beautiful Upton, just minutes to Routes 495, Mass Pike and the train. The apartment is located in the front of an antique colonial home with the bedrooms on the second floor. Driveway parking is available for 2 cars just outside the back door. Hookups for washer and dryer in the back hall off the kitchen.

  21 Elm St Unit 21A, 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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  /42

  Est $956,988 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,901 Sq Ft

  14 Francis Dr, Upton, MA 01568

  14 Francis Dr, Upton, MA 01568
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  /24

  $699,999 Pending

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  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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  /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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  /42

  Est $552,408 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,245 Sq Ft

  31 Conestoga Dr, Uxbridge, MA 01569

  31 Conestoga Dr, Uxbridge, MA 01569
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  /42

  $1,175,000

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

  6 Wood St, Upton, MA 01568

  Beautifully updated 4-bed, 2.5-bath home on 2.88 acres blends modern comfort with equestrian charm. Features include a spacious family room, formal dining, and a stunning kitchen with quartz counters, custom cabinetry, premium appliances, and a cozy dining area—perfect for casual meals and entertaining. A versatile first-floor living room makes an ideal private home office, study, or flex space.

  Kerry Parker Equine Homes Real Estate, LLC

  6 Wood St, Upton, MA 01568
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  /5

  $390,000 Sold Jun 09, 2025

  • Land
  • 7 Acres
  • $55,714 per Acre

  • 7 Days On Market

  19 Glen Ave, Upton, MA 01568

  AS-IS Sale! Rare Opportunity Featuring 7.0 Acres of Land! Located at 19 Glen Ave in the peaceful town of Upton, MA, this property offers an expansive canvas for builders and investors. Perfect for a custom dream home or development project, this quiet and serene location provides the ideal setting to flip or build. Don’t miss this exceptional chance to transform 7 acres of prime land into

  Steven French ERA Key Realty Services

  19 Glen Ave, Upton, MA 01568
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  /41

  Est $361,181 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  12 Pinecrest Rd Unit B, Uxbridge, MA 01569

  12 Pinecrest Rd Unit B, Uxbridge, MA 01569
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  /42

  $869,900 Open Sun 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 2,470 Sq Ft

  1 Summers Cir, Upton, MA 01568

  Get ready for some summer fun at this unique Farmhouse style Colonial, the "Elegance" model, in Whitney Farms, a newer cul-de-sac neighborhood located close to downtown and under 5 miles to Route 495 in Hopkinton. This home has a unique and versatile floorplan featuring a primary bedroom suite on the first floor and a guest suite on the second floor, perfect for multi-generational families. The

  Michael Colombo Suburban Lifestyle Real Estate

  1 Summers Cir, 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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  /36

  Est $402,155 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,836 Sq Ft

  16 Yale St, Uxbridge, MA 01569

  16 Yale St, Uxbridge, MA 01569
• 

  

  /42

  $869,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,656 Sq Ft

  78 Milford St, Upton, MA 01568

  Tucked away on a beautiful, woodsy 5+ acres, this 4-bedroom Colonial offers space and privacy. Gleaming Brazilian cherry floors flow throughout. French doors open to an office with built-ins. The formal dining room is ideal for special gatherings, while the sun-filled kitchen overlooking the fenced-in backyard features granite counters, a pantry with wood shelves, an ice maker, and a slider to a

  Robyn and Sean Sold My House Team Suburban Lifestyle Real Estate

  78 Milford 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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  /37

  Not Listed For Sale

  • 7 Beds
  • 3 Baths
  • 2,548 Sq Ft

  12 Hartford Ave E, Uxbridge, MA 01569

  12 Hartford Ave E, Uxbridge, MA 01569
• 

  

  /42

  $1,285,000

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

  12 Breton Rd, Upton, MA 01568

  Gorgeous custom-built colonial w/ over 5,000 sq ft of thoughtfully designed luxury living set on private 3+ 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/ stunning floor-to-ceiling stone

  Melissa Ellison Mathieu Newton Sotheby's International Realty

  12 Breton 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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  /32

  Est $513,340 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  29 Hartford Ave N, Upton, MA 01568

  29 Hartford Ave N, Upton, MA 01568
• 

  

  /34

  $979,000

  • 4 Beds
  • 3.5 Baths
  • 3,500 Sq Ft

  56 Grafton Rd, Upton, MA 01568

  Nestled on a beautifully landscaped property, this stunning Saltbox Colonial effortlessly blends classic charm with modern luxury. The lush grounds are a true outdoor oasis, featuring mature trees, volleyball and horseshoe courts, a heated inground pool, a pool house with kitchenette and half bath, and a hot tub—perfect for both relaxation and entertaining. Inside, the expansive cathedral great

  Melissa Bonina Century 21 Custom Home Realty

  56 Grafton Rd, 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 $617,416 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  53 Warren St, Upton, MA 01568

  53 Warren St, Upton, MA 01568
• 

  

  /40

  $1,200,000

  • 4 Beds
  • 4.5 Baths
  • 5,202 Sq Ft

  12 Stoddard St, Upton, MA 01568

  Stunning new custom-built colonial loaded with luxury finishes! This exquisite home features a chef’s kitchen with Thermador appliances, pot filler, marble countertops, and a built-in Miele coffee / espresso machine. Enjoy the large island including a wine fridge perfect for entertaining. Elegant triple crown molding and gleaming hardwood floors flow throughout the open floor plan. The spacious

  Robyn and Sean Sold My House Team Suburban Lifestyle Real Estate

  12 Stoddard St, Upton, MA 01568
• 

  

  /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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  /31

  Est $450,544 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  48 Hartford Ave N, Upton, MA 01568

  48 Hartford Ave N, Upton, MA 01568
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  /32

  $1,100,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 3,137 Sq Ft

  93 East St, Upton, MA 01568

  New to market 4 bedrooms, 2.5 bath colonial home with 2 car attached and master over! This beautiful new construction residence seamlessly combines modern elegance with comfortable living spaces. Situated on a parcel of land with just over 2 acres, this house offers a perfect blend of functionality and style. Upon entering, you step into a welcoming foyer, which opens up to the heart of the

  Diana Afonso Afonso Real Estate

  93 East St, Upton, MA 01568
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  /22

  $475,000 Sold May 22, 2025

  • 2,357 Sq Ft
  • $202/SF
  • 3 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1987

  14 Fieldstone St Unit 14, Upton, MA 01568

  OPEN HOUSE CANCELED!!! Offer accepted and owner is happy.....Desirable End Unit at Fieldstone Condominiums. This meticulously maintained end unit townhome is filled with natural sunlight and offers stunning views of beautifully landscaped grounds. The first floor features an open floor plan with a modern kitchen, granite countertops, a large island, a living room with vaulted ceilings, and a

  Rich Hills Media Realty Group Inc.

  14 Fieldstone St Unit 14, Upton, MA 01568
• 

  

  /28

  Est $550,776 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,731 Sq Ft

  39 Knowlton Cir, Upton, MA 01568

  39 Knowlton Cir, Upton, MA 01568
• 

  

  /28

  $855,900 Open Sat 11AM - 4PM

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

  5 Boot Shop Rd Unit 31, Upton, MA 01568

  Introducing Cobblers Creek, a new 55+ community of detached condominiums from Black Brook Realty. This serene neighborhood is hidden within the viridian tree line yet easily accessible to the Mass Pike in Westborough and Route 495 in Hopkinton. Designed for active adults, Cobblers Creek is a collection of two-bedroom floorplans, including single-level and townhome styles. Our Starling single

  StreamLine Communities Streamline Communities - Upton

  5 Boot Shop Rd Unit 31, Upton, MA 01568
• 

  

  /30

  $881,301 Sold May 16, 2025

  • 2,228 Sq Ft
  • $396/SF
  • 0 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2024

  12 Chickadee Way Unit 26, Upton, MA 01568

  Introducing Cobblers Creek, a new 55+ community of detached condominiums from Black Brook Realty. This serene neighborhood is hidden within the viridian treeline yet easily accessible to the Mass Pike in Westborough and Route 495 in Hopkinton. Designed for active adults, Cobblers Creek is a collection of two-bedroom floorplans, including single-level and townhome styles. Our Cardinal townhome

  StreamLine Communities Streamline Communities - Upton

  12 Chickadee Way Unit 26, Upton, MA 01568
• 

  

  /29

  Est $731,967 Not Listed For Sale

  • 6 Beds
  • 1.5 Baths
  • 3,218 Sq Ft

  100 Main St, Upton, MA 01568

  100 Main St, Upton, MA 01568
• 

  

  /39

  $925,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,149 Sq Ft

  22 Cider Mill Ln, Upton, MA 01568

  Pride of ownership radiates within this like-new, move-in-ready sprawling colonial. This home has been extensively renovated in the past 8 years, including a new roof, kitchen, baths, siding, and furnace. Bright with natural light, the fully-applianced kitchen leads into the dining area for easy entertaining. Along with a whole-house generator and gorgeous maple hardwood flooring, the heated

  Caroline Caira RE/MAX On the Charles

  22 Cider Mill Ln, Upton, MA 01568

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