Refine Search
Sort by
72 Shannon Way Unit 72, Upton
$699,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73592075 MLS ⋅ 2,875 SqFt.
"Coveted Upton Ridge" This customized Bright, Sunny Tuscan style with oversized windows and has 2800+- square feet of elegant living. Over $100,000 in extras for the lot premium and Quality upgrades. Welcoming entry with custom decorative molding. French doors to office/den. Fabulous cooks’ kitchen with large Granite island and lots of Granite counters, upgraded cabinets with custom lighting, stainless steel appliances, six burner gas countertop range, built in cabinet oven and microwave, spacious French door refrigerator. Open floor plan, 9 ft. ceilings, inviting living room with oversized windows and sliders to tranquil deck overlooking acres of wooded privacy. First floor bedroom suite with loads of windows, private full bath with double granite top vanity and walk-in closet. First floor laundry. Turned hardwood staircase leads to second floor suite with 22 ft. family room, large bedroom, walk in closet, full bath and second home office/craft room. Fantastic $41,000 lower-level upgrade with exercise and game rooms and wall of windows with a walk out to the rear yard. Quality two zone Gas Lennox heating, Rinnai on demand gas hot water, central air conditioning, and lots of storage. Two car garage. Enjoy all the amenities this peaceful community offers. Walk to Shining Rock Golf course. Fast access to conservation land, Town forest, biking, hiking, public beach and access to dining, shopping, and highways.

72 Shannon Way Unit 72, Upton

23 Forest St, Upton
$649,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73586877 MLS ⋅ 2,268 SqFt.
A true home in the forest! Come visit this diamond in the rough and all it's potential, on the market for the first time after 50 years of original ownership. Set back over 100' from the road, this sprawling property is situated on a 2.5 acre tree-lined lot. Featuring 3 large bedrooms, 2 full baths and endless possibilities, all within nearly 2300 sq/ft of living space. Walk through the vaulted ceilings in the oversized great room, out to the massive cedar lined sunroom. Unfinished basement offers an additional 1100+ sq/ft with 7'7" ceilings...perfect for a bonus room, man cave, playroom, workshop, etc. Big ticket items like asphalt roof, wood frame Andersen windows, boiler, hot water heater and oil tank all replaced within 10 years. Seller to install new 3-bedroom septic prior to close. OH 10/9 from 5-7pm and 10/10 from 11-1pm. Don't miss out on this gem with great bones!

23 Forest 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

5 Elm Street, Upton
$675,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73565350 MLS ⋅ 2,108 SqFt.
$20,000 PRICE IMPROVEMENT! Timeless charm & modern comfort describe this renovated Colonial originally built in 1828 on a scenic, quiet country road. Fully reframed in 1988, with a kitchen/family room addition in 1994, this spacious home is in excellent condition. This saltbox-style home blends historic character with contemporary living. The kitchen/family room & the primary bedroom suite have cathedral ceilings & skylights. The open-concept kitchen is designed for entertaining featuring new stainless steel appliances & a convenient peninsula. The adjacent front-to-back living room creates an inviting space for relaxing with a charming fireplace, perfect for cozy evenings. This home provides four comfortable bedrooms & two full baths, with the primary bath offering a jetted tub with shower. The floorplan offers flexibility for multiple home office options. Once you step outside the privacy of the large, level lot and heated in-ground pool designed for leisurely summer days, leaves you imagining the wonderful memories to be made. This much-loved property is the perfect blend of historic elegance and modern amenities. Kiwanis Beach (1/2 mi), Upton Heritage Park (1/4 mi), Upton State Forest (3 mi away), all offer passive recreation opportunities. UPDATES TO PROPERTY: New 4BR septic 2026; Indirect hot water heater 2025; 200 AMP electric 2023; SS kitchen appliances 2025; Chimney repointing 2026; Roof 2023.

5 Elm Street, Upton

56 Shannon Way Unit 56, Upton
$649,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73546012 MLS ⋅ 1,950 SqFt.
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 perfect for a home office, or additional living space. The open-concept design seamlessly connects the living room, dining area, a chef’s kitchen, beautiful hardwood floors creating an ideal setting for both everyday living and effortless entertaining. Expansive windows fill the home with natural light while showcasing peaceful wooded views that provide a tranquil backdrop. The expansive walk-out unfinished basement presents exceptional potential for future living space, a home gym, workshop, or abundant storage. Easy access to major routes, shopping and boarders Shining Rock Golf Club!

56 Shannon Way Unit 56, 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

87 Shannon Way Unit 86, Upton
$640,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73524427 MLS ⋅ 1,950 SqFt.
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, and a large center island. The light-filled gathering room opens through a slider to the rear deck, with remote controlled awning, creating a seamless indoor-outdoor space to relax and enjoy the peaceful surroundings. Upstairs, you’ll find a spacious loft, a generously sized second bedroom with a full bath and walk-in closet. Experience the beauty and tranquility of Upton Ridge while enjoying convenient access to Boston, Providence, New Hampshire, Route 9, I-90, I-495, and the commuter rail.

87 Shannon Way Unit 86, 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

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.

How much is your home worth?

Get instant property value now!