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39 Forest Lane Unit 28, Hopkinton
$499,900
2 Beds ⋅ 3 Baths ⋅ NEW Status ⋅ 73596809 MLS ⋅ 1,738 SqFt.
Welcome to the Preserve in Hopkinton! This inviting 2-bedroom, 2.5-bath townhouse offers 1,738 sq. ft. of living and situated on over 20 acres. Sunny two-story foyer opens into the kitchen with gas cooking and breakfast bar that overlooks the open concept dining & family rooms with corner fireplace and opens to new deck. Huge private backyard with many acres of grounds to enjoy!! 1st floor guest room or home office. Second floor features two huge en suite bedrooms with their own baths and walk-in closets plus laundry! Lower level is presently used for storage but would make a great workout room, game room and second office. Many capital improvements and new forced-air gas heating & cooling systems, new bulkhead and front steps, exterior painted, new deck, 2025 hot water tank, new carpet in 1st floor, NEW washer and dryer, and fresh paint in most rooms! Many rooms have been virtually staged to show its potential. Located in the desirable Preserve community, this home offers convenient access being only moments to the Southboro Commuter Rail and Hopkinton State Park as well as major highways, shopping, dining, top schools and local amenities. Don't miss this opportunity to enjoy comfortable townhome living in Hopkinton! Ask about 5.625% 7/1 ARM or 6.25% 15/1 ARM.

39 Forest Lane Unit 28, Hopkinton

26 Cedar Street, Hopkinton
$475,000
2 Beds ⋅ 1 Baths ⋅ NEW Status ⋅ 73596682 MLS ⋅ 1,592 SqFt.
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. ADDED BENEFITS : Top Rated Schools, close to restaurants, shopping, and highway access. Come fall in love.

26 Cedar Street, Hopkinton

18 Smith Rd, Hopkinton
$1,899,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73595937 MLS ⋅ 5,436 SqFt.
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

3 Mcgill Ct Unit 21-4, Hopkinton
$759,900
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73595340 MLS ⋅ 2,242 SqFt.
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 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

3 Mcgill Ct Unit 21-4, Hopkinton
$759,900
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73595339 MLS ⋅ 2,242 SqFt.
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

56 N Mill St, Hopkinton
$825,000
4 Beds ⋅ 3 Baths ⋅ CONTINGENT Status ⋅ 73595009 MLS ⋅ 2,138 SqFt.
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

8 Connelly Hill Road, Hopkinton
$1,895,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73594933 MLS ⋅ 5,349 SqFt.
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

226 Pond Street, Hopkinton
$1,579,900
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73594367 MLS ⋅ 6,152 SqFt.
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

23 Falcon Ridge Dr, Hopkinton
$1,449,000
6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73592628 MLS ⋅ 5,086 SqFt.
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

26 Whalen Rd, Hopkinton
$1,950,000
5 Beds ⋅ 5 Baths ⋅ CONTINGENT Status ⋅ 73592625 MLS ⋅ 5,014 SqFt.
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

23 Teresa Rd, Hopkinton
$799,900
4 Beds ⋅ 3 Baths ⋅ CONTINGENT Status ⋅ 73590805 MLS ⋅ 2,200 SqFt.
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

4 Stoney Brook Road, Hopkinton
$1,299,900
4 Beds ⋅ 3 Baths ⋅ CONTINGENT Status ⋅ 73590777 MLS ⋅ 3,844 SqFt.
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

18 Elaine Dr, Hopkinton
$799,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73590743 MLS ⋅ 2,296 SqFt.
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

12 Wood Street, Hopkinton
$1,175,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73588792 MLS ⋅ 4,250 SqFt.
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

12 Wood St, Hopkinton
$1,175,000
1 Baths ⋅ ACTIVE Status ⋅ 73588750 MLS
Don't miss this unique opportunity in the downtown Hopkinton business district. There is a separate entrance and additional parking for the business. Under the RB1 zoning, this property presents an exciting opportunity an owner looking for versatility and future income potential. A standout feature is the attached beauty salon with 567 square feet, complete with a ¾ bath, nail room and color room both with sinks as well as 2 Speed Queen washers and 2 Speed Queen gas dryers. This space could be a first floor primary suite, catering business, private office or offices, studio, an attached ADU or many other options subject to the appropriate Town approvals and permitting. See document "other" regarding zoning. Attached is a a five bedroom home with a total approximately 4250 square feet of space on a 1/2 acre lot. The original part of the home was built in 1880 . It is on Town Water and Town Sewer and close to Rte. 495 which makes future income potential worth exploring. The desirable Town of Hopkinton is known for one of the top school districts in the state as well as a very safe community. Quick closing possible!

12 Wood St, Hopkinton

6 Peter Porcaro Drive, Hopkinton
$1,369,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73588703 MLS ⋅ 4,604 SqFt.
EXTRAORDINARY WATERFRONT RETREAT! Discover unparalleled privacy and sophistication in this custom stucco residence, beautifully nestled on 3.56 acres overlooking a picturesque pond. Offering over 4,600 SF of luxurious living, this exceptional home welcomes you via a dramatic two-story foyer into an expansive, thoughtfully designed floor plan featuring 9' ceilings, 4 -5 bedrooms, 3 baths & an optional 1st-floor bedroom suite with fireplace. The stunning new gourmet kitchen showcases Wolf gas cooking, Wolf double ovens, Subzero Refrig and Bosch dishwasher, a walk-in pantry and effortless flow into the inviting family and dining rooms, study/music room all with new wide hickory floors. Entertain in style on the spectacular 800 SF refinished wide-plank mahogany deck with new railings, overlooking pond & natural surroundings - a perfect setting to fish, kayak, ice skate, garden & bird watch. The extraordinary four-room primary retreat offers waterfront views and features a sitting room with fireplace, dressing rooms, luxurious marble bath & a remarkable 400 SF bonus walk-in closet or private office. Three more generous size bedrooms & new secondary bath features dual sink vanity & marble tiled tub/shower. The finished lower level offers room for billiards, game & music rooms & fitness space, all with new LVP flooring. Additional luxuries include custom 1,200-bottle wine cellar, an integrated sound system & oversized heated 2-car garage w hot & cold water. 2024 Viessmann boiler and 2019 roof! Perfectly positioned on a peaceful dead-end road among distinguished homes, with scenic trails just across the street, outdoor YMCA w pool nearby, top-ranked schools as well convenient access to Ashland Commuter Rail, I-90, I-495 & Route 9. Ask about 5.625% 7/1 ARM or 6.25% 15/1 arm interest rate option w preferred lenders.

6 Peter Porcaro Drive, Hopkinton

Lot 4 3 Whisper Way, Hopkinton
$2,300,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73588664 MLS ⋅ 4,167 SqFt.
Move into your beautiful new home in spring 2027! This home is framed, windows are in, roof is on! There is still time to personalize this exceptional residence by selecting some finishes and making it truly your own. Whisper Way is an exclusive enclave of just 10 bucolic homesites, thoughtfully carved into a spectacular natural landscape and surrounded by more than 200 acres of protected open space and miles of scenic walking trails. Mature trees, varying topography, and careful neighborhood planning allow each home to enjoy its own distinctive setting while blending seamlessly with the surrounding conservation land. This home offers an ideal combination of quality, luxury, comfort, and personalization, with generous finish allowances that include engineered wood flooring throughout. The thoughtfully designed floor plan features five bedrooms, four-and-a-half baths, and spacious, light-filled living areas perfectly suited for both everyday life. At the heart of the home, the sun-filled kitchen opens to a generous dining area and expansive family room, a wonderfully spacious area for entertaining. A private first-floor ensuite bedroom offers exceptional flexibility for guests, extended family, or multigenerational living. A dedicated home office provides a quiet place to work, while the oversized mudroom offers the organization and functionality today’s lifestyle demands. The second floor includes a luxurious primary suite and well-proportioned additional bedrooms, thoughtfully designed to provide comfort and privacy for everyone. Built by 20th Century Homes, a highly respected local builder with more than 40 years of experience, this home reflects a longstanding commitment to superior craftsmanship, timeless design, and attention to detail. The builder has created some of Hopkinton’s most sought-after neighborhoods, including Springwood Estates, Connelly Hill Estates, Ravenwood, Hunter’s Ridge, and other distinguished communities throughout the surrounding area. Whisper Way represents the continuation of that trusted legacy in one of Hopkinton’s most naturally beautiful settings. Enjoy the rare opportunity to customize a home tailored to your style while becoming part of an extraordinary neighborhood surrounded by nature. Only 3 homesites remain. Some details of the floor plan have been changed. Showings are accompanied, do not visit the site without an appointment.

Lot 4 3 Whisper Way, Hopkinton

80 Grove St, Hopkinton
$949,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73586223 MLS ⋅ 3,028 SqFt.
LOCATION, LOCATION, LOCATION! Welcome Home to 80 Grove Street! Discover an exceptional Colonial offering the perfect combination of space, flexibility, and everyday convenience in one of Massachusetts’ most sought-after communities, renowned for its highly regarded schools and charming New England character. Ideally located just a 3-minute walk from Hopkinton’s school campuses serving Pre-K through Grade 12, 80 Grove Street offers an extraordinary level of convenience for busy and growing families. Imagine walking to school without the daily drop-off and pick-up routine, simplifying after-school activities and care, and enjoying easy access to campus athletic fields, walking trails, community events, and more—all right from your doorstep. The spacious and thoughtfully designed main level features beautiful hardwood floors and an inviting flow between dedicated spaces for working, entertaining, and relaxing. At the heart of the home, the bright eat-in kitchen offers excellent cabinet storage and generous countertop space, with easy access to the dining room, living room, home office, and welcoming family room with fireplace. Upstairs, the generously sized master bedroom offers additional space with the potential to create a future ensuite bath. Three additional bedrooms provide wonderful flexibility for family, guests, hobbies, or a growing household. The home continues to offer tremendous potential, with an unfinished basement and walk-up attic providing opportunities for future recreation, storage, a home gym, or additional finished living space. The detached two-car garage features EV charging and an unfinished loft area, offering even more versatility for storage, workspace, or future expansion. Solar power adds an additional layer of energy efficiency and long-term value. Outside, enjoy an expansive green space and paved patio—ideal for outdoor dining, entertaining, gardening, play, or simply relaxing and enjoying your own private setting. Beyond the home itself, enjoy the best of Hopkinton living: exceptional schools, a welcoming community, beautiful parks and trails, and convenient access to downtown shops, restaurants, and everyday amenities. With its spacious layout, multiple living areas, solar power, expansion potential, detached two-car garage, and truly exceptional proximity to Hopkinton schools and downtown, 80 Grove Street presents a rare opportunity to put down roots in a vibrant and highly desirable Massachusetts community.

80 Grove St, Hopkinton

145 E Main St, Hopkinton
$710,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73585747 MLS ⋅ 2,225 SqFt.
Welcome to 145 East Main Street, a well-loved Hopkinton home that has been cherished by the same family for decades. Set on a large, picturesque lot, this spacious 4/5-bedroom, 2.5-bath expanded Cape offers a flexible floor plan with plenty of room to make it your own. The heart of the home features an open kitchen and dining area highlighted by impressive vaulted ceilings, creating a bright and inviting gathering space. The living room showcases exposed beams and wood burning stove that add warmth and character, while a first-floor bedroom provides excellent flexibility for guests, a home office, or convenient one-level living. Upstairs, 3/4 additional bedrooms offer plenty of space for everyone. With its generous living space, classic Cape character, expansive yard, and desirable Hopkinton location, this longtime family home presents a wonderful opportunity for its next owners to create new memories for years to come.

145 E Main St, Hopkinton

8 Joseph Rd, Hopkinton
$999,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73584757 MLS ⋅ 2,325 SqFt.
Charlesview Estates 4 bed, 2.5 bath Northeast-facing Colonial situated on a private 3/4-acre lot in a cul de sac in a highly beloved neighborhood & close to top ranked schools! The newly renovated eat-in kitchen is the heart of the home with white cabinetry, gas cooking, granite counters, new floors and 2 pantries that open to vaulted family room with wood beams and masonry fireplace with wood stove insert. Gorgeous dining and living rooms offer potential for home office or 1st floor bedroom option with adjacent bath. Retreat upstairs to 4 bedrooms with 4-year-old carpet and 2 updated baths. The primary suite features its own private updated bath with newer shower w glass door, dual sink granite top vanity with new fixtures and walk-in closet. Three more bedrooms with updated bath with leathered granite counters and new hardware. Basement ready to be finished and great for storage. Two-car garage with 10-year-old custom garage doors. You are going to love the 18x 33 ft. heated pool with heavy duty liner and hot tub wrapped around by huge two-tier Trex deck in a gorgeous park like setting, perfect for BBQs and entertaining, throwing a ball, gardening and more! Don't want the pool & hot tub? No problem, you or we can sell it! Pride in ownership shines thru with 2005 roof (30-year warranty) 2017 windows, 2025 cooling & 2023 hot water tank and exterior paint and some newer azek trim. Gas heat and town water w ability to tie into town sewer. Trails across the road lead towards top-ranked schools, dog park, brewery, ball fields and more! Easy access to downtown restaurants and shops, routes 9, 495 and 90 and the Southborough and Ashland commuter rails! Priced to sell! Home just appraised for $1,120,000 end of July 2026. Call about 5.625% interest rate for 7/1 ARM or 6.25% rate for 15/1 ARM on a 30-year loan

8 Joseph Rd, Hopkinton

52 W Elm St, Hopkinton
$899,900
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73583685 MLS ⋅ 2,785 SqFt.
A nature lovers oasis. Tucked into lovely wooded surroundings, this single-owner 4-bedroom, 2.5-bath home offers exceptional privacy while keeping you less than 5 minutes from highway access. Inside, 2,785 sq ft of bright, spacious living begins with gleaming hardwood floors and a flexible main level designed for both everyday living and entertaining. The updated eat-in kitchen features granite countertops, stainless steel appliances, a large island with cooktop, and generous pantry storage, flowing easily to the dining room, living room, and spacious screened in porch. A separate family room brings warmth and character with exposed beams and a wood-burning fireplace stove, while a large dual office with extensive built-ins, main-level laundry, and abundant closets and storage add everyday functionality. Upstairs, all four bedrooms are generously sized and bright, accompanied by a second full bath and a spacious primary suite with soaking tub, skylights, and separate shower. Outside, a screened porch and expansive, freshly painted deck overlook beautiful, low-maintenance wooded surroundings that offer something to enjoy in every season. Central A/C, an oversized 2-car garage, unfinished basement, and numerous improvements—including newer Marvin windows, an oak staircase, exterior paint, septic updates, recent landscaping, and a newer double-walled stainless steel oil tank & new water heater—round out a home that has been thoughtfully cared for over nearly 50 years and is ready for its next chapter.

52 W Elm St, Hopkinton

38 Weston  Lane Unit 38, Hopkinton
$999,900
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73583653 MLS ⋅ 2,274 SqFt.
Impeccable resale with true attention to detail! The Trails in Hopkinton combines a rich farmland setting with the modern amenities designed for carefree living. Constructed with quality products and fine craftsmanship, the luxurious townhomes are designated for residents 55 years(one owner must be 55). This home has many upscale features including custom moldings, wainscoting, surround sound, designer lighting and window treatments. The sun filled first floor open floor plan with gas fireplace with custom mantle is perfect for entertaining and extends to the tranquil three season room with oversized four panel glass door entrance. The Ash unit has 9 feet high ceilings on the first floor, hardwood floors, 2.5 bathrooms, Kohler plumbing fixtures and two-car garage. The first floor primary bedroom suite features walk in closet and primary bath with oversized tiled shower and double vanities. The gourmet kitchen features an extended kitchen island and exquisite cabinetry with custom tile back splash, quartz counters and upgraded GE Profile stainless steel appliances. The second floor features oversized bonus room with custom built in units perfect for home office and extra space to just relaxing. The second level also features an additional bedroom and full bath. There is plenty of storage in lower level with built in work bench. The lavish and serene community boasts beautifully designed paths throughout the development, including pocket parks to stop and enjoy the scenery, fitness facility and meeting room in the clubhouse. Carefree Living located near great restaurants, the famous Muffin House, the Southborough commuter rail, Hopkinton State Park, Mass Pike, Route 9 and Route 85

38 Weston Lane Unit 38, Hopkinton

10 Waterville Lane Unit 10, Hopkinton
$999,900
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73583512 MLS ⋅ 2,274 SqFt.
The Reserve at The Trails in Hopkinton is our 4th and final phase. It combines a rich farmland setting with the modern amenities designed for carefree living. This beautiful model home constructed with quality products and fine craftsmanship, the luxurious townhomes are designated for residents 55 + years. Some of the upscale features included are 9 feet high ceilings on the first floor, hardwood floors on first and second floor, 2.5 bathrooms, Kohler plumbing fixtures, two-car garage, composite deck with wooded view, first floor master bedroom suite, gas fireplace, stainless steel appliances, quartz kitchen island, and exquisite cabinetry selections for kitchen and bathrooms. The lavish and serene community boasts beautifully designed paths throughout the development, including pocket parks to stop and enjoy the scenery, dog park, and clubhouse.

10 Waterville Lane Unit 10, Hopkinton

12 Daniel Shays Rd, Hopkinton
$1,599,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73582926 MLS ⋅ 3,563 SqFt.
Welcome to this beautifully maintained and extensively updated Hopkinton home, ideally located near Hopkinton Country Club, commuter rail and major highways. Set on a beautiful, private 2-acre lot, this mint-conditioned home combines thoughtful renovations, wonderful living spaces and exceptional outdoor living. At the heart of the home is the recently remodeled gourmet kitchen, exquisite and highly functional, featuring a Wolf 6-burner gas range, Sub-Zero paneled refrigerator, soapstone counters, Miele paneled dishwasher, steam oven, custom floor-to-ceiling cabinetry & butler’s pantry. The first floor offers an inviting flow with two great spaces to relax and gather — a fireplaced living room with deck access and dramatic family/TV & game room — plus a bright office with built-ins and elegant dining room. Mudroom features radiant flooring and custom shoe closet. Refinished hardwood floors throughout most of the home add warmth as well as updated lighting. Upstairs, the spacious primary suite features a cathedral ceiling, generous walk-in closet and remodeled (’24) lavish primary bath w/ soaking tub, walk-in glass shower, custom floor to ceiling cabinetry, 113-inch vanity & warm natural lighting including a skylight. Three additional bedrooms are spacious and enjoy a lovely remodeled (’24) custom main bath. The 2nd home office space, with amazing sunset views, tops off this spacious second level of living space.The outdoor setting is equally special. A spacious deck overlooks the expansive private yard, creating the perfect backdrop for entertaining, relaxing, or imagining your own staycation retreat. Generous 2-acre setting offers privacy & room to create something truly exceptional.Numerous important improvements include full water filtration system, Architectural shingles, Mass Save sealed attic for energy efficiency, complete electrical panel (‘25), water heater (‘26), 1 new attic air handler /1 new central air unit (’25), and other recent improvements/ongoing maintenance. 3 car garage offers great space w/additional walk-up attic space.A comprehensive list of updates and improvements is available for buyers to review. With its exceptional location, beautiful setting, extensive renovations & move-in-ready condition, this home is designed to enjoy for years to come. Enhanced by Hopkinton’s top ranked schools.

12 Daniel Shays Rd, Hopkinton

12 Downey Pl, Hopkinton
$1,049,900
4 Beds ⋅ 2 Baths ⋅ EXTENDED Status ⋅ 73582071 MLS ⋅ 2,500 SqFt.
A once-in-a-lifetime opportunity to own an extraordinary home and property on stunning Lake Maspenock. This is your chance to experience an unrivaled setting where the land, water, and lifestyle are truly unparalleled. Spend your days boating, swimming, kayaking, paddleboarding, and fishing, then unwind along the shoreline as the sun sets. Thoughtfully designed to maximize its magnificent lake views, this lovely custom contemporary is a true waterfront gem. Its generous floor plan offers inviting spaces for entertaining and relaxing, while abundant windows and skylights fill the home with natural light. Most rooms capture beautiful seasonal lake views and spectacular sunsets. The first level includes the kitchen, dining room, family room, and a fabulous screened porch with incredible views. The second level features a living room, two bedrooms, a full bath, laundry, and access to a large deck with wonderful sightlines of the lake. On the third level are two additional bedrooms, including the spacious primary bedroom, with a private balcony overlooking the water, along with a second full bath. Outdoor living is equally exceptional, with the large lakefront deck, multiple patios, an outdoor fieldstone fireplace, and a substantial custom-built dock—perfect for fishing, sunbathing, or securing your boat. Residents also enjoy access to a private sandy beach with a summer lifeguard, located approximately a 15-minute walk from the home. The property includes a substantial additional lot directly across the road, offering dedicated parking and ample space for a small structure, subject to required approvals. Conveniently located near I-495, the Massachusetts Turnpike, and the Southborough and Ashland commuter rail stations, this remarkable property presents a rare opportunity to fully embrace the Lake Maspenock lifestyle.

12 Downey Pl, Hopkinton

4 Paul Revere Unit 4, Hopkinton
$665,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73581754 MLS ⋅ 2,031 SqFt.
Call on huge savings w 5.625% interest rate on 7/1 ARM or 6.25% interest rate on 15/1 ARM on 30-year loans! Sophisticated, sun-filled & designed for effortless living in Stagecoach Heights! This exceptional 2+ BR, 2.5 BA townhome combines upscale finishes, flexible living space & modern comfort in a beautifully maintained home that feels like new. A dramatic 2-story foyer with elegant, curved staircase opens to a a chef-inspired kitchen with gas cooking, abundant cabinetry, pantry & breakfast island, flowing seamlessly into the dining & family rooms with gas fireplace. The luxurious primary suite is a true retreat featuring soaring ceilings, striking 2-sided fireplace, vaulted sitting area & 3 closets. Spa-inspired bath offers a soaking tub, vanity & separate shower. Generous sized 2nd bedroom features high ceilings & private bath, while a sun-filled loft w/skylight is ideal for a home office or creative artist space. Versatile LL offers endless possibilities for a guest suite, gym, 2nd office, rec or media or playroom. Recent updates include new 2025 heating & cooling systems & 2023 hot water tank. Enjoy a private deck, adjacent open space for added privacy & room to play, 2-car garage + 4 additional parking spaces. Ideally located near state parks, lakes & trails, Fruit Street cricket & soccer fields, pickleball courts, dog park, highly regarded schools & Southborough Commuter Rail—offering the perfect combination of luxury, flexibility, outdoor recreation & commuter convenience.

4 Paul Revere Unit 4, Hopkinton

11 Wilson St, Hopkinton
$1,050,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73581188 MLS ⋅ 2,982 SqFt.
Completely reimagined in 2026! Welcome to 11 Wilson Street, offering nearly 3,000 sq. ft. of beautifully finished living space on 2+ acres, just minutes from the heart of Hopkinton. This extensive renovation goes well beyond cosmetics with a new roof, siding, plumbing, electrical, mechanical systems and more, delivering the comfort and peace of mind of a newly updated home. Inside, enjoy a stunning new kitchen, spacious living and dining areas, flexible den/home office, and 3 bedrooms including a primary suite with private bath and walk-in closet. The expansive finished lower level with full bath is ideal for a family room, gym, media or guest space. Complete with 3.5 baths and a 2-car garage. Enjoy a rare combination of acreage, privacy and 2 minute proximity to Hopkinton Town Center and the historic Boston Marathon starting line, in one of Massachusetts most desirable communities.

11 Wilson St, Hopkinton

53 Greenwood Road, Hopkinton
$1,899,900
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73581176 MLS ⋅ 5,589 SqFt.
Imagine coming home this holiday season to welcome family & friends in this breathtaking residence! Distinctive luxury living in Hopkinton Highlands—exceptional spaces to entertain, unwind, and feel at home. Nestled on 1.2 acres w ability to add pool, this impeccably designed five-bedroom, 3.5 bath EAST facing, brick-front Colonial residence pairs timeless architectural appeal w beautifully updated interiors & an extraordinary collection of lifestyle amenities. 2020 gourmet eat-in kitchen features Wolf induction cooktop w a telescopic downdraft vent hood in the oversized breakfast island & flows seamlessly into an inviting family room w new plush carpet & a gas, floor-to-ceiling stone fireplace that creates a dramatic focal point for gatherings & quiet evenings alike. Refinished floors & designer lighting enhance the home’s polished presentation, while a handsome office provides an ideal setting for focused work. Retreat upstairs to the elegant primary suite, complete w its own dedicated office & new spa-inspired bathroom featuring dual vanities, standalone tub, & glass-enclosed tiled shower. Three additional generously sized bedrooms & updated full bath complete 2nd floor. Exceptional walkout lower-level transforms entertaining into an experience. Welcome guests at the wet bar, gather for billiards, or settle into the family room beneath tray ceilings accented by ambient cove lighting and a second gas fireplace. A sunny workout area brings fitness into your daily routine, while a dedicated music studio offers space to create & pursue your passions. A separate en suite bedroom provides a comfortable retreat for overnight & long stay guests. Over $400,000 of thoughtful improvements over the last decade w new kitchen & primary bath, air handlers, new 2-tier decking, paver walkway & extensive backyard patio w built-in propane firepit & stone walls accented w exterior lighting. Smart-home technology w electronics media package including wired Ethernet throughout complement the home’s modern conveniences, while the 3-car garage offers 2 EV charging stations. Professionally landscaped gardens w up-lighting & irrigation enhance the expansive grounds. PLUS newer roof, skylights & 5-bedroom septic system! Enjoy convenient access to Hopkinton State Park, Southboro Commuter rail & top schools! Call on 5.625% interest rate on 7/1 arm or 6.25% 15/1 arm on 30-year loan! The magic of the holiday season awaits you to call this home!

53 Greenwood Road, Hopkinton

11 Yale, Hopkinton
$670,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73580544 MLS ⋅ 1,633 SqFt.
Nestled on a peaceful dead-end street just moments from beautiful Lake Maspenock, this captivating 3-bedroom, 1.5-bath Colonial, built in 2000. Move-in ready and thoughtfully updated include a new roof, a cutting-edge solar panel system designed to reduce energy costs, and a new HVAC system for year-round comfort and efficiency. In 2024, the third floor and staircase were upgraded from carpet to beautiful engineered wood flooring, creating a modern and cohesive look throughout the home. All interior walls were freshly painted in 2024. The kitchen was also enhanced with a new vent hood in 2024, while a brand-new stove was installed just last month and is covered by a warranty. This well-maintained home features gleaming hardwood floors on the main level, abundant natural light, and a finished walkout basement ideal for a family room, home office, gym, playroom, or additional entertaining space. The seller will include the dining table, two breakfast bar stools, garden tools stored in the shed, three along with firepit, and two new HVAC air filters at no additional cost to the buyer at closing. Enjoy comfortable, modern living in one of the area's most desirable locations. Don't miss your chance to make this exceptional home your own!

11 Yale, Hopkinton

14 Mayhew St, Hopkinton
$785,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73578335 MLS ⋅ 2,380 SqFt.
Built around 1880 and filled with the kind of character you simply cannot recreate, this antique Colonial offers a unique opportunity to enjoy a piece of Hopkinton history right in the heart of town. Inside, hardwood floors and timeless architectural details flow throughout the home. The kitchen pairs European white cabinetry with granite countertops and a conveniently located bathroom, while the formal dining room features charming built ins and a sun filled bay window that practically begs for a collection of plants. The main level also offers a spacious family room with picture window and a separate sitting room, perfect as a formal living room, quiet reading space, or cozy place to unwind. A sunroom overlooking the yard provides yet another inviting spot to relax and enjoy the changing seasons. Upstairs, you’ll find three bedrooms and two bathrooms, while the walk up third floor adds two bonus rooms ready for a home office, hobbies, a creative space, or whatever life requires next. A 2 car detached garage rounds out the property. All of this in a central Hopkinton location, where historic charm, everyday convenience, and classic New England living come together beautifully.

14 Mayhew St, Hopkinton

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