Worcester, MA Homes

/42
$1,327,090 Sold Jul 11, 2025
- 3,900 Sq Ft
- $340/SF
- 6 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2001
19 Juniper Rd, Upton, MA 01568

Introducing a stunning Colonial home that embodies luxury and comfort! This exquisite property features 4 spacious bedrooms and 4.5 well-appointed bathrooms, including a guest bedroom with its own en-suite. With 2x6 construction and 3900 square feet of living space above grade, plus over 1000 square feet of beautifully finished lower-level space, this home has it all. The first floor was

Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

19 Juniper Rd, Upton, MA 01568

/29
Est $725,873 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

/3
$350,000
- Land
- 6 Acres
- $62,500 per Acre
Lot 1 Sawmill Brook Ln, Upton, MA 01568

Incredible and rare opportunity to build your dream home on a stunning 5.6-acre lot in the new Sawmill Brook Lane subdivision. Work with a highly respected local builder, to create your custom luxury home. This fully approved subdivision includes completed road access, utilities, and approvals for a home of up to 5 bedrooms. Choose from available home plans or bring your own design. Don’t miss

Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

Lot 1 Sawmill Brook Ln, Upton, MA 01568
/28
$807,861 Sold Jul 11, 2025
- 2,245 Sq Ft
- $360/SF
- 0 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2025
8 Chickadee Way Unit 24, 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 Bluebird townhome

StreamLine Communities Streamline Communities - Upton

8 Chickadee Way Unit 24, Upton, MA 01568

/36
Est $467,517 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,520 Sq Ft
21 Maple Ave, Upton, MA 01568

21 Maple Ave, Upton, MA 01568

/41
$599,000
- 3 Beds
- 1 Bath
- 1,201 Sq Ft
130 South St, Upton, MA 01568

Charming Country Retreat w/ Barn, Garage & Expansion Potential. Discover the perfect blend of comfort, charm & opportunity in this beautifully maintained 3-bedroom, 1-bath home, nestled on 1.84 scenic acres. Pride of ownership is evident throughout, making this move-in ready property an ideal haven for those seeking peace, space, & flexibility. Enjoy the serenity of mature trees & open skies

Kerry Parker Equine Homes Real Estate, LLC

130 South St, Upton, MA 01568
/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

/42
Est $467,665 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,532 Sq Ft
13 Maple Ave, Upton, MA 01568

13 Maple Ave, Upton, MA 01568

/42
$764,900
- 3 Beds
- 3.5 Baths
- 2,200 Sq Ft
27 James Rd Unit 1, Upton, MA 01568

NEW CONSTRUCTION for such a GREAT price! 2 Homes are ready for delivery. Both homes are 3 Bedroom, 3 1/2 bath, oversized one car garage, spacious granite kitchen with waterfall kitchen island, stainless steel appliances, open floor plan with dinning area in kitchen which opens to family room with balcony to private backyard. Upstairs is 3 large bedrooms, primary private full bath double vanity

Kim Kimball Kimball Property Realty Inc.

27 James Rd Unit 1, Upton, MA 01568
/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

/37
Est $371,408 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,712 Sq Ft
124 Main St, Upton, MA 01568

124 Main St, Upton, MA 01568

/28
$439,900 Open Sat 12PM - 1:30PM
- 2 Beds
- 1.5 Baths
- 1,699 Sq Ft
16 Fieldstone St Unit 16, Upton, MA 01568

OPEN HOUSE 8/9 from 12 to 1:30-Exceptional location just minutes from rt.495 for this inviting townhome in Upton with a comfortable, well-designed layout. Step inside to discover multiple built-ins, including a beautiful entry bench with storage and hooks that adds both style and function.The spacious, sunken living room is perfect for entertaining and features sliding doors that lead to the back

Karole O'Leary Lamacchia Realty, Inc.

16 Fieldstone St Unit 16, Upton, MA 01568
/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

/31
Est $520,987 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,220 Sq Ft
15 Pleasant St, Upton, MA 01568

15 Pleasant St, Upton, MA 01568

/3
$250,000
- Land
- 1.87 Acres
- $133,690 per Acre
3 South St, Upton, MA 01568

Prime Development Opportunity – One of Three lot Subdivision Pending Final Approval. An exceptional opportunity awaits builders, families, or equestrian enthusiasts on this picturesque parcel tucked away from the road in a peaceful, semi-rural setting. Currently part of a proposed 3-lot subdivision, this land is set to receive final town approval next month. Soil testing has already been

Kerry Parker Equine Homes Real Estate, LLC

3 South St, Upton, MA 01568
/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 Suburban Lifestyle Real Estate

136 Glenview St, Upton, MA 01568

/36
Est $659,490 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,000 Sq Ft
29 Pleasant St, Upton, MA 01568

29 Pleasant St, Upton, MA 01568

/3
$250,000
- Land
- 1.85 Acres
- $135,135 per Acre
1 South St, Upton, MA 01568

Prime Development Opportunity – One of three lot Subdivision Pending Final Approval. An exceptional opportunity awaits builders, families, or equestrian enthusiasts on this picturesque parcel tucked away from the road in a peaceful, semi-rural setting. Currently part of a proposed 3-lot subdivision, this land is set to receive final town approval next month. Soil testing has already been

Kerry Parker Equine Homes Real Estate, LLC

1 South St, Upton, MA 01568
/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

/36
Est $558,385 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,932 Sq Ft
31 Pleasant St, Upton, MA 01568

31 Pleasant St, Upton, MA 01568

/3
$350,000
- Land
- 5 Acres
- $65,543 per Acre
2 South St, Upton, MA 01568

Prime Development Opportunity – One of Three lot Subdivision Pending Final Approval. An exceptional opportunity awaits builders, families, or equestrian enthusiasts on this picturesque parcel tucked away from the road in a peaceful, semi-rural setting. Currently part of a proposed 3-lot subdivision, this land is set to receive final town approval next month. Soil testing has already been

Kerry Parker Equine Homes Real Estate, LLC

2 South St, Upton, MA 01568
/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

/41
Est $560,701 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,789 Sq Ft
21 Warren Rd, Upton, MA 01568

21 Warren Rd, Upton, MA 01568

/26
$424,900
- 2 Beds
- 1 Bath
- 1,008 Sq Ft
4 Depot St, Upton, MA 01568

Terrific new listing! One level living with six rooms and freshly painted interior! Central air was added and the furnace was replaced in 2008. The roof was replaced in 2022. Slider in family room leads to patio overlooking pretty backyard and a babbling brook. Behind the house is a storage shed with electricity. Great commuting location with easy access to Routes 140, 495, and the MA Pike!

Patricia Palmer Jack Walker Realtor®

4 Depot St, Upton, MA 01568
/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 Suburban Lifestyle Real Estate

16 Picadilly St, Upton, MA 01568

/42
Est $655,738 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,150 Sq Ft
24 Warren Rd, Upton, MA 01568

24 Warren Rd, Upton, MA 01568

/33
$649,900 Open Sun 1PM - 2:30PM
- 4 Beds
- 3 Baths
- 2,463 Sq Ft
84 High St, Upton, MA 01568

Welcome to this beautifully updated 4-bedroom, 3-bath home in the highly desirable town of Upton. Tucked away on a peaceful lot, this spacious residence offers a flexible floor plan with plenty of room to live, work, and relax. The kitchen features modern updates with ample cabinetry, newer appliances, and a large dining area perfect for gatherings. The bright living room and additional family

Ann Marie Silva Redfin Corp.

84 High St, Upton, MA 01568
/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

/40
Est $650,206 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,792 Sq Ft
4 Hazeltine Rd, Upton, MA 01568

4 Hazeltine Rd, 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
/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

/18
Est $578,083 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,378 Sq Ft
3 Central Square, Upton, MA 01568

3 Central Square, Upton, MA 01568

/42
$685,000
- 4 Beds
- 2 Baths
- 2,165 Sq Ft
23 Westboro Rd, Upton, MA 01568

Discover this enchanting farmhouse retreat blending timeless charm with modern updates. Spanning 2,165 sqft, this charming home offers 4 bedrooms and 2 baths,perfect for family living. Enjoy an expansive farmers porch ideal for relaxing and entertaining. The renovated kitchen adds contemporary flair, while a newer roof and fully paid solar panels enhance energy efficiency. Hobby farm enthusiasts

Team ROVI Real Broker MA, LLC

23 Westboro Rd, Upton, MA 01568
/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

/42
Est $702,497 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,146 Sq Ft
26 Fiske Ave, Upton, MA 01568

26 Fiske Ave, Upton, MA 01568

/42
$570,000
- 3 Beds
- 2.5 Baths
- 2,231 Sq Ft
36 Knowlton Cir Unit 36, Upton, MA 01568

Location! Location! Location!~ This lovely end-unit townhouse features 3 bedrooms plus a loft, 2 1/2 baths and a large room in the lower level. The unit is light and bright with hardwood floors throughout. The 2nd floor features a large MBR with a ceiling fan and full bath. The 2 additional bedrooms are good sized and share the 2nd full bath and the laundry with recent W&D is in the hallway. The

Karen Richardson LAER Realty Partners

36 Knowlton Cir Unit 36, Upton, MA 01568
/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

/29
Est $675,410 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,732 Sq Ft
21 Shore Dr, Upton, MA 01568

21 Shore Dr, Upton, MA 01568

/13
$1,600,000
- 4 Beds
- 3.5 Baths
- 3,842 Sq Ft
5 Sawmill Brook Ln, Upton, MA 01568

Nestled within a private 4-lot subdivision, this brand-new custom home offers 3,842 sq ft of thoughtfully designed living space, with an additional 1,721 sq ft in the unfinished basement—ideal for storage or future expansion. Set on Lot 4, a generous 4.5-acre parcel, this property delivers the perfect balance of seclusion, space, and luxury. Still time remains to personalize finishes and make

Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

5 Sawmill Brook Ln, 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

Showing Results 41 - 80, Page 2 of 18

Massachusetts Worcester County Upton

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage