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23 North St, Upton
$410,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73584424 MLS ⋅ 2,424 SqFt.
Land, Location and Upside! Calling all investors, developers and DIYers! 23 North St in Upton is the value-add opportunity you've been waiting for. Priced at $410,000 and sold strictly as-is, this one is ready for your vision and some sweat equity. Set on a rare 5.8 acres, the property gives you options: renovate and restore the existing home, redevelop the site, or build new. The home was used as a multifamily, so you could rework the layout, reconfigure the space, or take it in a completely new direction. The land leaves plenty of room to expand the footprint, add outbuildings or garages, or create a private retreat set well apart from the neighbors, with the kind of privacy and space that's increasingly hard to find. Opportunities with this much land and upside don't come along often. Bring your vision, your contractor and your plans, and see what 23 North St can become. Schedule your showing today! Sold as-is. Buyer to perform own due diligence regarding zoning, permitted use, and development potential.

23 North St, Upton

192 Westboro Rd, Upton
$700,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73584356 MLS ⋅ 2,015 SqFt.
Welcome to 192 Westboro Rd, a beautifully maintained Upton home offering the perfect balance of modern comfort, classic character and a natural setting. Thoughtfully updated over the years, this move-in-ready home features an updated kitchen with quartz countertops, renovated baths, windows, stone hearth, hardwood flooring and a brand-new ducted heat pump providing efficient heating and cooling. Two spacious storage sheds, including a workshop, offer ample storage and versatile workspace. With thoughtful improvements throughout, there is so much to appreciate both inside and out. The setting is what makes this property truly unique. Conservation land surrounds the property, with Upton State Forest just across the street, offering miles of trails for hiking, mountain biking and cross-country skiing right outside your door. Enjoy fishing, kayaking and beautiful New England foliage, with Westborough Reservoir and Whitehall Reservoir both less than 10 minutes away. For commuters, the location offers convenient access to major routes and nearby communities, making it easy to enjoy privacy and nature while being connected to work, shopping, dining and everyday amenities. Enjoy the best of both worlds: a beautifully updated, move-in-ready home surrounded by nature, with outdoor recreation and convenient access. Come see all that 192 Westboro Rd has to offer.

192 Westboro Rd, Upton

4 Florence Cir, Upton
$649,900
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73571939 MLS ⋅ 1,806 SqFt.
Welcome to this charming 3-bedroom, 1.5-bath Colonial ideally situated in a desirable neighborhood with an unbeatable in-town location. Just moments from the local High School and Vocational School, the home offers convenient access to the schools' expansive fields for recreation, walking, track and outdoor activities. Inside, the main level features a bright, open kitchen and dining area that flows seamlessly into a comfortable living room anchored by a fireplace with a wood-burning insert, providing warmth throughout the home. Kitchen offers ample cabinet space, granite counter-tops, hardwood flooring and stainless steel appliances. A versatile first-floor room adds flexibility — currently used as a home office yet well-suited to serve as a formal dining room. A thoughtfully added mudroom off the garage entry provides abundant closet space, an updated half bath, and conveniently houses the laundry. Upstairs there are three bedrooms and a spacious full bathroom. Primary bedroom has 2 walk in closets. The finished, heated lower-level family room offers additional living and recreation space, with added shelving providing ample storage alongside this inviting retreat. Rounding out the property is an attached two-car garage equipped with MyQ smart garage door openers and a private backyard with added patio and a shed. Less than 5 miles to Rt. 495 - Don't miss your chance with this wonderful opportunity!

4 Florence Cir, Upton

40 Hartford Ave N, Upton
$569,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73573230 MLS ⋅ 1,556 SqFt.
LENDER FUNDED RATE BUY DOWN Offered on this property will help lower your monthly payments. Welcomes om this this charming Colonial Style home, offering warmth, character, and modern comfort throughout. The inviting open floor plan creates a seamless flow between the living, dining, and kitchen areas, making the home feel spacious and welcoming. Beautiful hardwood flooring runs throughout the home. The living room is complemented by a cozy fireplace with an elegant marble surround. The kitchen features Stainless Steele appliances, durable granite countertops, and a breakfast bar, flowing naturally to the main living spaces, perfect for everyday living and entertaining.On the second floor you will find three generously sized bedrooms all with hard-wood flooring. The bathroom offers a double-bowl vanity for added convenience and functionality. This delightful property combines charm, functionality, and thoughtful updates in a comfortable and convenient setting. Central air conditioning provides year-round comfort.The finished lower level of the home offers an ideal space to gather to watch a movie, the big game, or just a place for quiet time. Private deck overlooking a fenced in back yard, complete with a firepit. One car garage and a circular driveway add to the overall comfort of this home While the home's classic colonial design adds timeless appeal its location provides easy access to major highways, all for under $600,000. Seller will entertain all offers.

40 Hartford Ave N, Upton

15 W Main St, Upton
$499,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73569379 MLS ⋅ 3,217 SqFt.
After being cherished by the same family for approximately 170 years, 15 West Main Street presents an extraordinary opportunity to become the next steward of a truly special historic property. Known as the Arba Thayer Wood House and Barn, this distinguished homestead was built in 1855 by Arba Thayer Wood and retains the character, craftsmanship, and gracious proportions of a bygone era. Rich with history and remarkably preserved original details, the property is ideally suited for an antique home enthusiast, preservationist, or skilled restorer with the vision to thoughtfully renovate and bring this significant residence into its next chapter. Seller has installed a new 4 bedroom Septic System. The property is being sold in AS-IS condition. Buyers and buyers' agents are responsible for performing their own due diligence regarding the property, its condition, systems, permitted uses, renovation requirements, historical significance, and any other matters important to them. Other than new septic and town water, Seller makes no representations of any type or kind as to condition.

15 W Main St, Upton

14 Boot Shop Road Unit 14, Upton
$789,900
2 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73567391 MLS ⋅ 1,734 SqFt.
Come view our beautiful, new construction "Starling" model offering one-level at Cobbler's Creek, a vibrant 55+ community built by exceptional builders with a reputation for excellence! Enjoy a welcoming, open & airy floor plan that seamlessly connects bright living and dining areas to the stylish kitchen all with hardwood floors. The well-appointed kitchen features attractive cabinets with moldings above, ample Quartz counter space, tile backsplash, modern SS appliances & center island that can double as a breakfast bar or casual gathering spot. Off the living room, there's a deck & patio. From the main living space, the hallway accesses a dedicated office providing quiet space to work from home, second bedroom for guests, full bath and laundry. Primary bedroom is a comfortable retreat including en-suite bathroom w/double sinks, tiled shower w/glass door & large closet. Two-car garage with entry into hall w/closet. Enjoy a serene setting in a convenient location near everything. ** HOA Fee Includes Water/ Sewer/ Spectrum Internet & Cable & more **

14 Boot Shop Road Unit 14, Upton

2 Brookside St, Upton
$849,900
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73562333 MLS ⋅ 3,132 SqFt.
Stately Colonial offering a rare combination of privacy, natural beauty & modern updates in one exceptional property. Every window captures peaceful views of the surrounding landscape, creating a vacation-at-home feeling year-round. This spacious home features beautiful hardwood floors throughout the 1st floor & a versatile floor plan designed for easy everyday living & entertaining. The stunning kitchen is the heart of the home, offering abundant cabinetry, a walk-in pantry & opens to the oversize cathedral-ceiling family room. 1st floor laundry/mudroom adds everyday convenience. Generous sized primary suite includes a flexible bonus room ideal for another home office, fitness space or sitting area. A plethora of windows fills the home with bright, natural lighting. Thoughtfully sited for maximum privacy, the inviting farmer’s porch & expansive composite deck provide ideal spaces to relax or entertain. Taft Mill & Goss Pond are just a short walk away, offering kayaking, fishing, hiking & year-round recreation. Convenient access to I-495, the Mass Pike, Worcester, Providence & Boston. Your search is over - welcome home!

2 Brookside St, Upton

24 Main St, Upton
$550,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73559135 MLS ⋅ 2,548 SqFt.
Previously relocated owners say it's time to sell! 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 spectacular third floor addition encompasses a large primary suite with a spectacular, spa like bathroom. Three/four more bedrooms on the second floor - One with an attached room makes a perfect in home office or nursery. Private back yard with a huge deck complete with a pergola. Above ground pool, fire pit, and storage shed, all surrounded by mature gardens, and perennials. Come take a look - you'll fall in love!!

24 Main St, Upton

10 Sadler Road, Upton
$875,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73551967 MLS ⋅ 2,806 SqFt.
*** A NEW, NEUTRAL COLOR, COZY CARPET IS COMING THIS MONTH ** Come for the privacy, stay for the home! It’s hard to beat the setting of this expansive Federal-front Colonial. Set on 2 acres of wooded bliss at the end of a cul-de-sac, mature trees and thoughtfully designed landscaping create an incredible ambiance that will make you feel lucky to wake up to it every day. It is pure serenity with an incredibly spacious layout to boot. 3000+ square feet feels warm and homey - New England charm oozes in every room. The kitchen is HUGE and has NEW quartz countertops with a massive eat-in area that overlooks that stunning background. The first floor has a seamless flow to it with details like exposed beams, NEW skylights and a NEW ceiling fan in the family room. A second living space, formal dining and powder room round out the first floor. Upstairs, the primary suite boasts a beautiful NEW modern bathroom. Three spacious bedrooms with that NEW carpet (photos coming) and a guest bath provide space for everyone. Outside, a NEW composite deck overlooks a massive backyard where you can grow your own fruit! *chef’s kiss* You'll love the established pear and cherry trees, blueberry bushes, plus there’s a fenced garden area. Additional UPDATES include vinyl siding, front steps, garage doors and a finished lower level. Get in before the holidays and make this your home sweet home!

10 Sadler Road, Upton

19 West Main Street, Upton
$989,900
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73547396 MLS ⋅ 2,990 SqFt.
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 spacious backyard. 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 full of beauty and comfort. The composite decking provides a low-maintenance space for relaxing or entertaining. Located in close proximity to Route 495 and train stations, providing easy access to commuting routes and conveniences. This home is a must-see for anyone seeking modern living in a peaceful, well-connected location! Scheduled for Nov 2026 Closing

19 West Main Street, Upton

117 South Street, Upton
$2,500,000
4 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73541742 MLS ⋅ 4,040 SqFt.
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. 2-car garage with EV charger & generator backup. EQUESTRIAN: Professional 9-stall barn, heated tack room, wash stall & blanket laundry. 12,384 SF indoor arena (172'x72') + 130'x80' outdoor arena. 60' round pen & 15 turnout paddocks. Roof solar array on barn supplies powers to the property. WELLNESS & RESORT: Detached climate-controlled gym & solar yoga "She Shed." Heated, saltwater, gunite pool, hot tub, 6-person barrel sauna. Outdoor kitchen with pizza oven. Meditation labyrinth, organic fruit orchards, and berry patches.

117 South Street, Upton

12 Boot Shop Road Unit 12, Upton
$799,000
2 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73535231 MLS ⋅ 2,228 SqFt.
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 & entry to your 2-car garage. An open floor plan offers a living & dining area w/ fireplace & hardwood floors accessing a deck with tranquil wooded views, plus kitchen featuring beautiful white cabinets, large center island & stainless-steel appliances. Primary bedroom suite includes h/w floors, spacious closet & full bath w/double sinks & tiled shower. 2nd floor offers has a terrific loft w/hrdwd, second bedroom & full bath. Energy efficient systems. Be part of a wonderful community w/access to a clubhouse & trails. * HOA Fee Includes Water/ Sewer/ Spectrum Internet & Cable & more. Ready now!

12 Boot Shop Road Unit 12, Upton

110B High Street, Upton
$600,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73530257 MLS ⋅ 1,792 SqFt.
Nestled on a 6-acre lot, this private retreat offers the perfect blend of country charm and endless potential. Surrounded by nature and set 1/3 of a mile back from the road, this 3-bedroom home provides a peaceful setting with sweeping views of the expansive front lawn. Inside, the open-concept design creates a warm and inviting atmosphere. The family room features a vaulted ceiling, hardwood floors and a wood-burning fireplace. Charming kitchen w/ dining area open to the family room—ideal for everyday living and entertaining. A 1st floor bedroom offers flexibility for one-level living or as an office or guest rm. Upstairs, you’ll find two generously sized bedrooms, including a primary bedroom complete w/ensuite bath and a Juliette balcony. Whether you’re looking for privacy, acreage, or the opportunity to customize a home to your personal style, this property is a rare find. Passing Title V for 4 bedrooms.

110B High Street, Upton

52 Elm St, Upton
$699,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73523806 MLS ⋅ 2,835 SqFt.
BACK ON MARKET due to BUYER not being able to sell their home. A rare opportunity to own a beautifully preserved antique Gambrel, thoughtfully updated for modern living while retaining the craftsmanship and character of its New England heritage. Set along a scenic country road, this distinctive residence is surrounded by storybook grounds, mature landscaping and a sense of privacy that is increasingly difficult to find. A gracious first-floor primary suite offers a serene retreat, while the expansive, rambling floor plan provides exceptional flexibility for gathering, entertaining, working and relaxing. The interiors include a welcoming room, library/den, front-to-back living room and classic keeping room with a stone fireplace. A warm, inviting kitchen with natural wood cabinetry complements the home’s historic character, while three fireplaces, charming nooks and carefully preserved period details lend depth and authenticity throughout.The setting is equally compelling. Mature trees, flowering shrubs, open lawn and meadow frame a tranquil pond and distinctive New England stone walls. A beautiful patio, crafted with reclaimed Worcester brick and reached by a stone walkway, creates an elegant setting for morning coffee, outdoor dining or evening entertaining. The detached two-car garage includes a loft well suited to creative pursuits, hobbies or additional storage.Recent improvements include restored mid-1800s windows with storm windows, central air, a metal roof, a renovated second-floor bath, fresh exterior paint and a regraded driveway accented with cobblestone pavers. Each update enhances comfort and function while respecting the home’s original materials, proportions and enduring appeal.With its rare combination of architectural integrity, pastoral beauty and thoughtful livability, this exceptional property offers a lifestyle rooted in history, craftsmanship and quiet enjoyment. Schedule a private showing to experience its singular character firsthand.

52 Elm St, Upton

30 Mendon St, Upton
$1,125,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73521066 MLS ⋅ 3,402 SqFt.
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 finishes throughout. The open and inviting layout is ideal for both everyday living and entertaining. A two-car built-in garage offers secure parking and additional storage, while the welcoming front porch adds charm and curb appeal to this stunning new construction. Located in desirable Upton, this home presents a rare opportunity to own a beautifully designed residence in impeccable condition.

30 Mendon St, Upton

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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