Hopkinton Homes for Sale

Welcome to Hopkinton, Massachusetts – a picturesque town that beautifully blends small-town charm with modern conveniences. Nestled in Middlesex County, Hopkinton is renowned for its rich history, vibrant community, and stunning natural landscapes. With its roots tracing back to the early 1700s, this charming town has evolved into a desirable destination for families, professionals, and retirees alike.

One of the standout features of Hopkinton is its exceptional school system, consistently ranked among the best in the state. This makes it an ideal location for families seeking quality education for their children. The town is also home to a variety of parks, walking trails, and recreational facilities, perfect for outdoor enthusiasts and those who enjoy an active lifestyle. The scenic Hopkinton State Park offers over 1,400 acres of pristine woodlands and a beautiful lake, making it a favorite spot for hiking, biking, and picnicking.

For those looking to call Hopkinton home, there is an array of homes for sale that cater to diverse tastes and budgets. From charming colonial-style houses to modern new constructions, the real estate market here offers something for everyone. Many properties boast spacious yards, updated interiors, and proximity to local amenities, including shops, restaurants, and the highly regarded Hopkinton Public Library.

Whether you’re drawn by the town's rich history, its vibrant community spirit, or its beautiful landscapes, Hopkinton is a place where you can truly thrive. Explore the homes for sale today and discover the perfect place to start your next chapter in this enchanting town!

Newest Hopkinton Homes for Sale

$475,000

2 Beds ⋅ 1 Baths ⋅ 73596682 MLS

AMAZING OPPORTUNITY IN HOPKINTON! Welcome to this inviting ranch, featuring an open floor plan, hardwood floors throughout, and an updated kitchen that flows into a spacious, sun-filled living room, perfect for entertaining. The eat-in kitchen offers granite countertops, upgraded white cabinetry, and a bright dining area ideal for everyday meals. Two generously sized bedrooms and a full bath with a tile floor, tub, linen closet, and pedestal sink complete the main level. Downstairs, a versatile room with a fireplace offers endless possibilities: create a cozy family room, home office, or hobby space. Outside, enjoy a private, professionally maintained backyard and an oversized deck—perfect for relaxing or gathering with friends. A heated, one-car garage adds even more appeal. SMART UPGRADES INCLUDE: NEWER HEATING SYSTEM AND HOT WATER TANK, PELLA WINDOWS, RECESSED LIGHTING, & REDESIGNED KITCHEN WITH CUSTOM CABINETRY. BENEFIT FROM HOPKINTON'S TOP RATED SCHOOLS, CLOSE TO RESTAURANTS, SHOPPING, AND QUICK HIGHWAY ACCESS. COME FALL IN LOVE

26 Cedar Street, Hopkinton

Listing courtesy of Listing Agent: Heather Furfari from Listing Office: RE/MAX Real Estate Center.

$1,899,000

4 Beds ⋅ 4 Baths ⋅ 73595937 MLS

Welcome to 18 Smith Rd, an exceptional home in Hopkinton’s sought-after Springwood Estates neighborhood! Freshly painted throughout with gorgeous hardwood flooring on every level, this spacious home offers an impressive blend of luxury, comfort & recent updates. The gourmet kitchen features custom red birch cabinetry, Wolf appliances, gas range, steam oven, pot filler & oversized island, flowing seamlessly into the family room and custom bar area. Upstairs, the luxurious primary suite boasts a stunning marble bath & custom double walk-in closet, plus a versatile bonus room & convenient 2nd-floor laundry. Step outside to your private backyard oasis featuring a brand-new composite deck, patio & in-ground pool with new liner, pump & retractable cover. Major improvements include a brand-new roof (2026) & two newer HVAC systems. Complete with a 3-car garage and prime location near trails, golf, shopping & major routes. Move right in & enjoy!

18 Smith Rd, Hopkinton

Listing courtesy of Listing Agent: Campos Homes from Listing Office: RE/MAX Real Estate Center.

$759,900

2 Beds ⋅ 3 Baths ⋅ 73595339 MLS

OPEN HOUSE Sunday 2PM-330PM~Rare One floor living, with room for guests to visit. This stand-alone Colonial in desired Deerfield Estates, Hopkinton's Active Adult 55+ Community, puts the primary suite on the first floor with large walk in closets and a private bath. Upstairs, a second bedroom with its own full bath, a loft and an office make a private retreat for guests or grandkids. Hardwood on the main level, a vaulted family room with gas fireplace, a spacious formal dining room, There is plenty of room to cook with a granite kitchen with stainless appliances, breakfast bar and and separate kitchen sunroom. First floor laundry, 2 car attached garage, and a 1,250 sqft unfinished lower level ready for a gym, hobby space or additional storage. Built in 2012, with one owner, beautifully kept and well maintained. This home is move in ready. Landscaping and snow removal are handled for you. Located on a corner lot near the putting green and besides open green space, backs to trees for privacy. Just minutes to downtown Hopkinton, and Routes 495 and 90. Only one occupant required to be 55+

3 Mcgill Ct Unit 21-4, Hopkinton

Listing courtesy of Listing Agent: Nancy Mulroy from Listing Office: Coldwell Banker Realty - Worcester.

$825,000

4 Beds ⋅ 3 Baths ⋅ 73595009 MLS

Welcome home to this traditional Colonial nestled on a private, beautifully wooded 1.78-acre corner lot in the desirable town of Hopkinton. Offering 2,138 square feet of well-maintained above-grade living space, this property perfectly balances character and functionality. The main level features gorgeous wide pine flooring throughout, a formal dining room detailed with classic chair and plate railings, and an inviting living room highlighted by lovely bay windows that flood the space with natural light. The heart of the home opens to a comfortable family room complete with a cozy fireplace, wood accent wall and ceiling fan, which flows seamlessly into a well-appointed kitchen boasting custom cabinetry. Step through the sliding doors to unwind on the private screened-in porch, overlooking a tranquil, tree-lined level yard. Upstairs, you will find four generously sized bedrooms featuring wide pine floors, ample closet space, and a private primary suite complete with a walk-in closet and an en-suite bath. Additional highlights include a full unfinished walk-out basement offering plenty of expansion potential, an attached two-car garage with new door openers. Showings begin Tuesday, October 27th. Open houses Saturday, October 31 and Sunday, Novembe 1 from 11-1.

56 N Mill St, Hopkinton

Listing courtesy of Listing Agent: My House Partners Team from Listing Office: REMAX Executive Realty.

$1,895,000

4 Beds ⋅ 4 Baths ⋅ 73594933 MLS

Rare offering in Connelly Hill Estates! Built by 20th Century Homes, this majestic, East facing 4+ bedroom, 3.5-bath, 5349 sq.ft. colonial rests on a lush, landscaped acre, blending timeless craftsmanship with luxurious updates & exceptional spaces for entertaining. A grand two-story entry with built-in bookcases & transom windows sets an elegant tone. On one side, transom-topped French doors reveal a spacious, sun-filled office with custom built-ins & tray ceiling. On the other, gracious formal living & dining rooms showcase exquisite inlaid hardwood floors & millwork. The stunning chef’s kitchen invites culinary creativity with stainless appliances, 5-burner gas cooking vented outdoors, double ovens, new refrigerator & dishwasher, & pantry. A newer Azek deck beckons for al fresco grilling, while the expansive vaulted family room offers a beautiful wall of built-ins & inviting place to gather. Retreat to the completely renovated primary suite, where soft cove lighting, hardwood floors, sitting room with fireplace & 2 luxurious walk-in closets introduce a truly indulgent escape. The new spa-inspired bath pampers with radiant heated floors, heated towel rack & steam shower featuring a rain head, shower head & wand. A ThermaSol digital spa experience brings together temperature controls, music, lighting & essential oils for a luxurious daily ritual. Three additional bedrooms freshly painted with closet systems, 2nd office, full bath & laundry room complete the 2nd floor. The walkout lower level, refreshed with new paint & carpeting, is ideal for movie nights, games, workouts, or guest room with full bath & abundant storage. Separate access to 3-car garage enhances potential for future ADU. $227K of upgrades! Floor plan measures 4,161 sq.ft. above grade +1,188 sq.ft. in the walkout lower level. Outdoors, an extensive patio with built-in fire pit & illuminated stone walls creates a magical setting for evenings overlooking the expansive, level backyard with potential room for buyers to add pool. Natural gas heat, updated 2nd-floor heating & cooling systems, 3-car garage with 9-foot doors, newer well pump, irrigation & electric dog fence. Enjoy easy access to highly acclaimed schools, local brewery, country clubs, Ashland Commuter Rail & quick access to I90/495. Experience the charm of Connelly Hill Estates including its Halloween festivities next Saturday! CALL RE: 5.625% interest rate w 7/1 ARM & 6.25% rate for 15/1 ARM, 30-year term!

8 Connelly Hill Road, Hopkinton

Listing courtesy of Listing Agent: Kim Foemmel from Listing Office: Foemmel Fine Homes.

$1,579,900

5 Beds ⋅ 6 Baths ⋅ 73594367 MLS

An inviting rhododendron-lined drive introduces this beautifully renovated Colonial sanctuary on 1.77 acres of meticulously landscaped, park-like grounds near Lake Whitehall and scenic trails. The home and 2-story timber-frame barn offer 3 potential living spaces featuring 5+ bedrooms, 4 full & 2 half baths across 6,225 sq ft with 4 car garage. Nestled among our most exclusive Cranberry Cove neighborhood, this distinctive property offers refined living and remarkable versatility. More than $550,000 invested in 3 new kitchens & 5 new baths curated by Mitchell & Company brings thoughtful design throughout. Hardwood floors and walnut accents in the kitchen and mudroom add warmth and sophistication. The main kitchen features Bosch appliances, induction cooking & pantry. Two-sided fireplaces add character to the living & family rooms, while a 1st-floor bedroom suite with full bath offers flexibility for extended guests. The refreshed finished walkout lower-level features new shiplap, luxury vinyl plank flooring, a Jøtul wood stove and half bath, ideal for a game room or gym. French doors open to a brick patio. A skylit screened porch with exotic hardwood decking opens to tiered bluestone patios overlooking the heated saltwater pool, with a high-efficiency pump, heat-pump heater and LED lighting. Stone walls, a poolside trellis, perennial gardens, irrigation, gardening space and a built-in trampoline create an enchanting outdoor retreat. The insulated and heated barn offers two living areas just fitted out for $127K, both with stunning kitchens, dining & living rooms, guest areas, baths, timber-frame ceilings & mini-split heating/cooling. Potential for two accessory dwelling units for guests or rental use, subject to town approvals. A leased 18-kW, 75-panel solar system offers estimated annual electricity savings of about $2,400 per seller. Celect Premium siding, newer windows & roof, insulation, a high-efficiency boiler (2017), water filtration. House is wired with a $14K 22kw Generac generator. 5-bedroom septic system. Four garage bays, including an oversized attached two-car garage and two in the barn, plus additional parking provide room for vehicles and visitors. Ask about the 5.625% interest rate for 7/1 ARM or 6.25% interest rate for 15/1 ARM (15 years fixed on 30 year loan!) Your retreat awaits! See extensive list of upgrades!

226 Pond Street, Hopkinton

Listing courtesy of Listing Agent: Kim Foemmel from Listing Office: Foemmel Fine Homes.

$1,449,000

6 Beds ⋅ 4 Baths ⋅ 73592628 MLS

SIX BEDROOMS, PRIVATE-ENTRY WALK-OUT LOWER LEVEL & POTENTIAL FOR AN ADU! Set on 1.48 beautifully landscaped, private acres in Timber Glen, a peaceful, inviting neighborhood of just 30 homes, this thoughtfully updated home offers exceptional flexibility for today's lifestyle. The expansive finished walk-out lower level has its own entrance, an ensuite bedroom with full bath, a separate flex room ideal for a second home office, and wide-open space for a family room, game room and home theater. Perfect for multigenerational living or extended guests, with potential for conversion to an accessory dwelling unit (ADU), subject to Town approval and applicable requirements. The first floor is bright and open with a large kitchen featuring white cabinetry, granite countertops, stunning backsplash, premium appliances, coffee bar, abundant pantry storage and generous dining area. The inviting family room with wood-burning fireplace opens through French doors to an oversized deck overlooking the private backyard. There is also a formal dining room currently being used as a living room. A dedicated first-floor study makes working from home organized and convenient. Upstairs are FIVE generously sized bedrooms, including the primary suite, plus convenient laundry. The expansive yard offers room to play, garden, entertain. Enjoy Timber Glen's welcoming neighborhood setting and nearby trails in Upton State Forest, along with Hopkinton's highly regarded schools, local restaurants, shopping in Hopkinton and Westborough, and convenient access to major routes and commuter rail service into Boston. Major improvements include a new six-bedroom septic system (2023), roof and Sunrun solar system (2021), updated heat pumps, and exterior painting (2025). Four-zone heat-pump heating and cooling, an EV charger, three-car garage and oversized storage shed add everyday convenience. Eversource electric bills include heat-pump heating, air conditioning and household electricity; solar helps offset grid electricity costs. See attached energy information. **Come experience the space, privacy and possibilities for yourself. This is a home that truly needs to be seen to be appreciated!**

23 Falcon Ridge Dr, Hopkinton

Listing courtesy of Listing Agent: The Macchi Group from Listing Office: William Raveis R.E. & Home Services.

$1,950,000

5 Beds ⋅ 5 Baths ⋅ 73592625 MLS

Welcome to beautiful 26 Whalen Road, with its East facing private lot. This modern farmhouse style home has a covered front entry porch which is perfect for watching the sunrise. The open and spacious plan includes an elegant two story entry way with a first floor office with french doors to the right and a large dining area to the left which includes a lovely butler's pantry and walk in storage. The sun filled family room across the back includes a gas fireplace with tasteful mantle, a wall of soaring windows, and sliders to a large deck. There is a second office with built-in cabinetry and desk just off this family room. The kitchen is the heart of this home with its bright, white cabinets, elegant backsplash, gas range with vent, huge center island, SS appliances and a second walk in pantry. Buyers will appreciate the mudroom area with direct access to the attached three car garage. A first floor guest bedroom with full bath complete the first floor. Four additional bedrooms, each with its own bath, are on the second floor. Primary bathroom is spacious, with lavish tile shower, two vanity sinks, two walk in closets and soaking tub. There is a convenient laundry room with tile floor and sink. Plus, a second family room/loft area just off the primary bedroom! A finished lower level offers great flex space for exercise, TV, play room space. This home has all the finishing touches that make it move in ready. Closet systems, ceiling fans, whole house filtration system, irrigation system, flood lights for the rear yard, EV charger, and whole house generator. Easy out for commuting plus Hopkinton's highly rated schools!

26 Whalen Rd, Hopkinton

Listing courtesy of Listing Agent: My House Partners Team from Listing Office: REMAX Executive Realty.

$799,900

4 Beds ⋅ 3 Baths ⋅ 73590805 MLS

Rare opportunity for your buyers to be in Charlesview Estates. Hopkinton's most sought after neighborhood! 7 Room, 4 bedroom, 3 bath home with open floor plan situated on a beautifully landscaped level lot with stunning perennial gardens. The first floor includes hardwood floors throughout in the Living Room, stairs and 3 bedrooms with the Primary Bedroom having an updated bathroom. The oversized eat-in kitchen is light and bright with quartz countertops, built-ins and an island. Step out onto a beautiful deck perfect for relaxing and enjoying your private backyard with storage underneath. Updates include hot water tank and furnace Navien 2024. The Lower Level includes a front-to-back Family Room with a wood-burning fireplace and stunning built-in bookcases, a 4th bedroom, a full bath, laundry room, and interior access to the garage. Town water and town sewer in one of the best locations with close proximity to schools, downtown and hiking trails. Situated for easy access to trains, Mass Pike and 495 for all commuters. Come and enjoy all that Hopkinton has to offer with award-winning schools and the starting line of the Boston Marathon! You won't want to leave!

23 Teresa Rd, Hopkinton

Listing courtesy of Listing Agent: Kathleen Dragin from Listing Office: REMAX Executive Realty.

$1,299,900

4 Beds ⋅ 3 Baths ⋅ 73590777 MLS

Call on 5.625% interest rate! Nestled on 1.4 private acres in Highland Park, an extraordinary Acorn deck house w exterior crafted by Ed Tarca & interior curated by homeowner, celebrates post & beam construction, tongue & groove cedar ceilings & passive solar design. The experience begins w inviting Farmer's porch & unfolds into a breathtaking, south-facing vaulted great room illuminated by 2 story floor-to-ceiling windows & masonry brick fireplace that create a sculptural connection between family & dining rooms for grand entertaining & intimate gatherings. Custom retractable blinds provide effortless control of light & privacy. Handcrafted English kitchen cabinetry by Smallbone of Devizes pairs mahogany & marble counters w/ AGA 5-burner induction cooktop, broiler & convection ovens, Viking retractable downdraft vent, Thermador dish. & micro. & Miele warming drawer. Urban Cultivator for growing fresh herbs & walk-in California Closets pantry to create inspiring creations. Custom banquette seating opens to spectacular 3-tier, 800 sqft mahogany deck. 1st floor bedroom, home office or TV room offers a cozy evening space that wraps you within its natural elements of comfort to unwind & read a book w a glass or wine by fireplace or take in a movie beneath the cedar beams. Half bath & laundry rooms offer potential for full bath conversion. Upstairs, the vaulted expansive primary retreat feature a sprawling walk-in California closet & inspirational bath w Jacuzzi soaking tub, dual-sink Pottery Barn vanity & mirrors, KERDI tile & glass shower, Schluter heated seat & bath floors. Mahogany stairs & sliding doors reveal an artist studio loft overlooking the family room & grounds—an inspiring office, library or perfect space for creative & inventive minds to flourish. Two more generous bedrooms distinguished by vaulted cedar ceilings, share a newly renovated bath appointed w Pottery Barn vanity & marble floors. Lower level offers recreation, office & storage. 110 linear feet of California Closets systems thru home! More capital upgrades: '13 Certainteed Grand Manor 50 yr roof, Hardie fiber cement planks & board & batten siding w 1-piece AZEK corner trims, Clopay garage doors w myQ openers, LeafFilter gutters, new well pressure tank, '21/22 heat/cool & hot H20 systems, LVP, Waterdrop & Aquasana water filtration, new landscaping w 120 plantings, irrigation & drainage. Neighborhood next to Hopkinton Country Club & pool, Southboro Commuter rail & acclaimed schools nearby!

4 Stoney Brook Road, Hopkinton

Listing courtesy of Listing Agent: Kim Foemmel from Listing Office: Foemmel Fine Homes.

$799,900

3 Beds ⋅ 3 Baths ⋅ 73590743 MLS

Exceptional new construction in scenic Hope Valley with the added benefit of a fully finished lower level, giving 18 Elaine Drive even more usable space from day one. The open main level centers around an upgraded kitchen with premium polished stone countertops, an extended breakfast bar and oversized farmhouse sink, complemented by rich red oak flooring, solid wood doors and a sleek zero-clearance fireplace. Upstairs, the primary suite offers dual walk-in closets with the opportunity for builder customization, along with second-floor laundry and an upgraded common bath with tile finishes. Quality continues behind the walls with 2x6 construction, closed-cell spray foam insulation, CAT5/coax wiring, forced air and an insulated garage, while the all-Azek exterior keeps future maintenance in mind. Located two minutes from Fenner Hill Golf Club and 3 minutes to I-95, this is a thoughtfully upgraded new home with the additional finished space already in place.

18 Elaine Dr, Hopkinton

Listing courtesy of Listing Agent: Spectrum Real Estate Consultants from Listing Office: Keller Williams Realty Leading Edge.

$1,175,000

5 Beds ⋅ 3 Baths ⋅ 73588792 MLS

Don't miss this circa 1880 single family residence with a unique business opportunity conveniently located close to downtown with approximately 4250 square feet of space on a 1/2 acre lot with a detached garage. An addition was added to the home for a hair salon and a primary suite both with bathrooms, closets and extra storage and a walk-up attic. The five bedrooms provides lots of personal space for everyone. The front porch welcomes you to the living room and the dining with tons of natural lighting. There are Anderson windows throughout. The kitchen has a commercial stove and hood, with a 12x17 dining area, pantry, and an island. The large wood deck has 2x12 framing to accommodate a hot tub. Enjoy the sunsets from your deck. In 2001 the first-floor bonus room with 567 square feet which currently is a hair salon with a nail room, color room/storage area, both with sinks, and a 3/4 bathroom. This property offers so many business options for the owner; keep it as a salon, make the area an attached ADU, offices, a multi-generational room, a catering space, perhaps a first-floor primary bedroom. The choice is yours! See document "other" regarding the zoning. The primary bedroom was also added in 2001 with oak hardwood floors and a beautiful en-suite with a large tiled shower, soaking tub, and a double vanity. It has an office and a large walk-in closet. There are stairs leading to the unfinished attic The yard has garden areas and a chicken coop that can serve as a shed. Hopkinton offers so many beautiful areas to enjoy including the Town Common, Lake Whitehall, Lake Maspenock with its town beach known as Sandy Island and the Hopkinton State Park. Enjoy the nearby walking trails! The start of the Boston Marathon is down the street at the beautiful Town Common. Hopkinton is rated as a safe community and a great school system. Quick closing possible, be in for the holidays.

12 Wood Street, Hopkinton

Listing courtesy of Listing Agent: Lily Holden from Listing Office: Northstar Properties Group, LLC.

Start Your Search

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.

Hopkinton Homes for Sale

Newest Hopkinton Homes for Sale

How much is your home worth?

How much is your home worth?