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8 Connelly Hill Road, Hopkinton
$1,950,000
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.

226 Pond Street, Hopkinton
$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 fearuring 5+ bedrooms, 4 full & 2 half baths across 6,225 sq ft with 4 car garage. Nestled amoung our most exclusive Cranberry Cove neighborhood, this distinctive property offers refined living and remarkable versatility. More than $550,000 invested in 3 new kitchens and 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, and pantry. Two-sided fireplaces add character to the living and family rooms, while a first-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, both with stunning kitchens, dining and living rooms, sleeping areas, baths, timber-frame ceilings and mini-split heating/cooling. Potential for two accessory dwelling units for guests or rental use, subject to applicable approvals. An owned 18-kW, 75-panel solar system offers estimated annual electricity savings of about $4,200, per seller. Celect Premium siding, newer windows & roof, insulation, a high-efficiency boiler (2017), water filtration. House is wired with a 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!

226 Pond Street, Hopkinton

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

23 Falcon Ridge Dr, Hopkinton
$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.

26 Whalen Rd, Hopkinton
$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.

4 Stoney Brook Road, Hopkinton
$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.

12 Wood Street, Hopkinton
$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.

6 Peter Porcaro Drive, Hopkinton
$1,399,900
4 Beds ⋅ 3 Baths ⋅ 73588703 MLS
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

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

Lot 4 3 Whisper Way, Hopkinton
$2,300,000
5 Beds ⋅ 5 Baths ⋅ 73588664 MLS
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

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

8 Joseph Rd, Hopkinton
$1,050,000
4 Beds ⋅ 3 Baths ⋅ 73584757 MLS
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

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

12 Daniel Shays Rd, Hopkinton
$1,599,000
4 Beds ⋅ 3 Baths ⋅ 73582926 MLS
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

Listing courtesy of Listing Agent: Sandy Lucchesi from Listing Office: REMAX Executive Realty.

12 Downey Pl, Hopkinton
$1,098,000
4 Beds ⋅ 2 Baths ⋅ 73582071 MLS
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

Listing courtesy of Listing Agent: Kandi Pitrus from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

53 Greenwood Road, Hopkinton
$1,950,000
5 Beds ⋅ 4 Baths ⋅ 73581176 MLS
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

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

Lot 8 Emerald Drive, Hopkinton
$2,100,000
5 Beds ⋅ 6 Baths ⋅ 73576325 MLS
Set on nearly an acre in one of Hopkinton’s newest upscale neighborhoods, Lot 8 Emerald Drive is a home designed to be enjoyed. Picture summer evenings on the deck, coffee on the farmer’s porch and a house filled with family and friends. Inside, rich hardwood floors, custom molding and thoughtfully designed spaces create a warm yet sophisticated feel. The kitchen takes center stage with Wolf and Sub-Zero appliances, an oversized island, coffee bar and butler’s pantry, opening naturally to the family room and outdoor living beyond.A spacious first-floor suite offers wonderful versatility as a grand guest suite, playroom or luxurious in-home office. Upstairs, the impressive primary retreat is joined by 3 additional bedrooms and an open loft. The finished basement, with sliders and full-size windows overlooking the backyard, feels like an extension of the home rather than a lower level, with room for movies, games, exercise and entertaining, plus a wet bar and full bath.Outside, a generously sized deck and level backyard provide plenty of space to relax, entertain or simply enjoy the setting. For those who love the outdoors, College Rock and nearby trails offer miles of recreation practically outside your door—no need to get in the car. Yet restaurants, shopping and everyday conveniences are only minutes away. A 3-car garage and public water and sewer complete this remarkable Hopkinton home.

Lot 8 Emerald Drive, Hopkinton

Listing courtesy of Listing Agent: Katie McBride from Listing Office: REMAX Executive Realty.

3 Washington Lane, Hopkinton
$1,399,900
4 Beds ⋅ 4 Baths ⋅ 73574859 MLS
Huge 50k plus drop!The neighborhood’s model home offers a rare combination of distinctive design, meticulous care, and thoughtful updates. Sunny and east-facing, this exceptional residence delivers elegant living in a welcoming neighborhood with a wonderful sense of community. A highly regarded school district and easy access to major highways, commuter rail, and downtown amenities make the setting as compelling as the home itself. A soaring two-story foyer introduces formal living and dining rooms, each enhanced by an expanded walk-in bay. The desirable open-concept layout creates a beautiful backdrop for celebrations and everyday connection. At its heart, the gourmet cherry kitchen shines with brand-new Bosch and GE appliances, new quartz countertops and backsplash, and two breakfast bars. Gather around the handsome gas fireplace in the adjoining family room, enjoy game night in the sunroom, or retreat to the Trex deck with a favorite book. A first-floor office with adjacent powder room offers flexible guest-bedroom potential, while a mudroom and laundry area provide everyday convenience off the three-car garage. The good-morning staircase leads to four bedrooms, including an inviting primary retreat with a tray ceiling and versatile bonus room—ideal for an additional office, guest space, or another walk-in closet. Space above the three-car garage offers further expansion possibilities. A guest bedroom with its own full bath provides privacy, while two additional generously sized bedrooms share a Jack-and-Jill bath. The impressive, finished walkout lower level presents exciting potential for additional living space. Extensive improvements include 2021 heating and cooling systems, new hot water tank, and a newer well pump. EV charger, water filtration, and a generator further enhance this thoughtfully maintained home. From memorable gatherings to quiet mornings and the pleasure of feeling connected to your neighborhood, this home offers a lifestyle every bit as appealing as its beautiful spaces. Quick closing is possible—begin your next chapter here. Ask about 5.625% interest rate on 7/1 arm or 6.25% interest rate on 15/1 ARM on 30-year loan!

3 Washington Lane, Hopkinton

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

7 Pond St, Hopkinton
$1,050,000
5 Beds ⋅ 4 Baths ⋅ 73573828 MLS
Welcome home to this exclusive property where charm, character & major updates come together beautifully on 1.4 acres! This 5-bedroom home offers 3 fireplaces, sunroom with sliders and skylights, formal dining room & warm family room with exquisite brick and beam highlights. This flexible floor plan with a first-floor spa inspired primary suite offers a gas fireplace, large walk-in closet & thoughtfully renovated bathroom featuring updated lighting, faucets, hardware, jetted tub & skylights. The bright kitchen extends to the outside with 2 sliders to your private 2 tiered oversized solid deck! Three generously sized bedrooms with luxury plank flooring (no carpet) are located on the second level, along with 2 versatile loft spaces, a private office & balcony overlooking the family room & brick fireplace. The exposed railing & open staircase to the lower level enhance the home's open flow & distinctive character. A true standout is the full walkout lower level, offering its own guest quarters with luxury plank flooring thruout an oversized bedroom, full bathroom, wet bar, gameroom & wood-burning brick fireplace—ideal for guests, extended family, au pair or additional living space. The fully fenced-in backyard is magical with perennial gardens, rock walls, sweeping trees and a variety of 4 season foliage. From the covered front porch, stone walkways, perennial gardens, 2-tiered back deck to the inviting interior, soaring cathedral ceilings, exposed beams, hardwood floors, exposed brick & 3 fireplaces, this home exudes warmth & architectural appeal, while skylights, new lighting & fresh paint throughout bring an additional bright, updated feel. Major improvements include 5 bedroom septic system, new heating & AC system (2024), hot water heater (2025), new water filtration system (2025), luxury plank flooring (2025), roof (2011), driveway & stone walkways (2022), front & back decks (2021) & vinyl siding (2008). Custom blinds & plantation shutters add a polished finishing touch. Conveniently located near Valleywood Estates, Hopkinton Trails, Lake Whitehall, Lake Maspenock, tow beach, shopping, town amenities & major commuter routes Rte 495/Rte9/Mass Pike. Top ranked schools!

7 Pond St, Hopkinton

Listing courtesy of Listing Agent: Laura Wauters from Listing Office: Century 21 Custom Home Realty.

23 Longwood Dr, Hopkinton
$1,449,000
4 Beds ⋅ 3 Baths ⋅ 73570356 MLS
On the shores of Lake Whitehall, in one of Hopkinton's most coveted and picturesque neighborhoods, this exceptional property offers an enviable lifestyle surrounded by miles of scenic trails, kayaking, fishing, boating, cross-country skiing, and winter ice skating, making outdoor recreation part of everyday life. Thoughtfully expanded and beautifully renovated for both entertaining and comfortable daily living, the heart of the home is a stunning chef's kitchen appointed with premium Wolf and Sub-Zero appliances, custom cabinetry, and generous gathering space. It flows effortlessly into what may become your favorite room in the house—a spectacular four-season sunroom featuring radiant heated floors, walls of windows, and a cozy gas fireplace. Whether you're savoring your morning coffee as the sun rises, admiring vibrant autumn foliage, or relaxing by the fire as snow falls outside, this space is magical in every season. The dramatic cathedral family room with a wood-burning fireplace creates a warm and inviting place to gather, while the formal dining room and private study offer timeless elegance and flexibility for today's lifestyle. The luxurious primary suite is a true retreat, featuring soaring ceilings, abundant natural light, a two-sided gas fireplace, and a spa-inspired bath with radiant heated floors and a soaking tub you'll never want to leave. Four additional generously sized bedrooms provide ample space for family, guests, or a second home office, while the finished lower level offers a spacious recreation room and dedicated fitness area. Designed for making memories, the outdoor living spaces are equally impressive. An expansive deck, beautiful stone patio, and inviting firepit overlook professionally landscaped grounds, creating the perfect setting for summer barbecues, evenings under the stars, and unforgettable gatherings with family and friends. Located just minutes from Hopkinton's highly rated schools, charming downtown, restaurants, shopping, the commuter rail, and major commuting routes. Solar panels are owned. "Gas"is propane for stove top & 2 fireplaces. Buderus Boiler 2007, Roof 2010, New Anderson Windows 2011 & 2017, Water Softener 2019, Gutter Guards 2022, New Skylights 2025 More than simply a beautiful home, 23 Longwood Drive is a place where every season brings something to enjoy, every room welcomes you to slow down, and every gathering becomes a cherished memory. This is a home that must be experienced in person.

23 Longwood Dr, Hopkinton

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

13 Davenport Ln Unit 13, Hopkinton
$1,775,000
3 Beds ⋅ 5 Baths ⋅ 73540103 MLS
LUXURY LIVING. LESS TO MAINTAIN.What if your next home gave you the space, quality and presence of a custom luxury residence — without the constant exterior upkeep that usually comes with it?13 Davenport Lane in Hopkinton offers exactly that.Custom designed and built by E.W. Tarca Builders, this exceptional residence offers more than 5,000 square feet of beautifully finished living space across three levels, combining high-end craftsmanship with the convenience of condominium ownership.The main level is designed for both everyday comfort and entertaining, with a dramatic great room, soaring ceilings and a chef’s kitchen featuring a Taj Mahal marble island, Thermador appliances and custom cabinetry. A formal dining room, private study, wet bar and separate coffee bar add to the experience.The spacious first-floor primary suite allows for true one-level living, while the second floor provides additional bedrooms and an expansive loft. The finished lower level adds even more flexible living space, a full bath and humidity-controlled wine room.And unlike many condominium options, there is no sacrificing space for the things you enjoy.A heated, insulated three-car garage, radiant heating, backup generator, professional landscaping and extensive custom details throughout make this feel every bit like the high-end home it is.Then consider what you can leave behind:Exterior maintenance. Landscaping. Snow removal. Road maintenance.Those are handled through the condominium association.And the location may surprise you.Hopkinton offers convenient access to I-495, putting Boston, Providence and Worcester closer than many buyers may realize — while still offering the space, privacy and lifestyle that make MetroWest so appealing.This isn’t about giving up the luxury-home lifestyle.It’s about enjoying more of it — and maintaining less of it.Keep the space. Keep the quality. Keep the lifestyle.Let someone else take care of the outside.

13 Davenport Ln Unit 13, Hopkinton

Listing courtesy of Listing Agent: The Real Team from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

13 Davenport Ln Unit 13, Hopkinton
$1,775,000
3 Beds ⋅ 5 Baths ⋅ 73539697 MLS ⋅ ['Davenport Village'] BLDG.
LUXURY LIVING. LESS TO MAINTAIN.What if your next home gave you the space, quality and presence of a custom luxury residence — without the constant exterior upkeep that usually comes with it?13 Davenport Lane in Hopkinton offers exactly that.Custom designed and built by E.W. Tarca Builders, this exceptional residence offers more than 5,000 square feet of beautifully finished living space across three levels, combining high-end craftsmanship with the convenience of condominium ownership.The main level is designed for both everyday comfort and entertaining, with a dramatic great room, soaring ceilings and a chef’s kitchen featuring a Taj Mahal marble island, Thermador appliances and custom cabinetry. A formal dining room, private study, wet bar and separate coffee bar add to the experience.The spacious first-floor primary suite allows for true one-level living, while the second floor provides additional bedrooms and an expansive loft. The finished lower level adds even more flexible living space, a full bath and humidity-controlled wine room.And unlike many condominium options, there is no sacrificing space for the things you enjoy.A heated, insulated three-car garage, radiant heating, backup generator, professional landscaping and extensive custom details throughout make this feel every bit like the high-end home it is.Then consider what you can leave behind:Exterior maintenance. Landscaping. Snow removal. Road maintenance.Those are handled through the condominium association.And the location may surprise you.Hopkinton offers convenient access to I-495, putting Boston, Providence and Worcester closer than many buyers may realize — while still offering the space, privacy and lifestyle that make MetroWest so appealing.This isn’t about giving up the luxury-home lifestyle.It’s about enjoying more of it — and maintaining less of it.Keep the space. Keep the quality. Keep the lifestyle.Let someone else take care of the outside.

13 Davenport Ln Unit 13, Hopkinton

Listing courtesy of Listing Agent: The Real Team from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

Lot 6 Lincoln Street, Hopkinton
$2,550,000
5 Beds ⋅ 6 Baths ⋅ 73531001 MLS
Experience the pinnacle of luxury in this stunning, high-performance custom-built home featuring 7,802 finished square feet of living space, grand-sized rooms, and a spectacular, unique floor plan situated at the end of a private cul-de-sac. This rare offering presents a special opportunity to customize your dream home and add your personal touches—including custom appliance selections—using the builder's generous allowances. Engineered for superior efficiency, low maintenance, and high quality, the home is equipped with a rare and highly sought-after NATURAL GAS heating system alongside an exceptionally tight envelope insulation package, supreme HERS score, ERV fresh air system with 4" HEPA filters, and a balanced Make-Up Air system for ultimate climate control. Set on a bright and sunny lot surrounded by serene open space at the end of a private cul-de-sac, you are just minutes from the commuter rail, Hopkinton State Park, and top-rated schools—all just 26 miles from Boston. The heart of the home is a custom chef's kitchen complete with a separate pantry, handmade cabinetry, double wall ovens, an elegant octagonal breakfast room, and space for a professional 48" natural gas range and 36" French door refrigerator. The open-concept family room showcases classic design elements like white oak wood flooring, a stone fireplace mantel, deck access, and a wet bar with a paneled beverage fridge. With 5 oversized bedrooms, 5.5 designer baths, a giant primary suite with double closets and a spa-like bath, and a sprawling finished WALKOUT basement, there is incredible room for everyone. Enjoy a bright setting with direct access to 10 acres of protected Sudbury River trails in this extraordinary value for discerning luxury buyers. Open Houses: Sat., 8/22 from 11-1 and Thu., 8/27 from 4:30-6:30.

Lot 6 Lincoln Street, Hopkinton

Listing courtesy of Listing Agent: Adam Boyce from Listing Office: Mathieu Newton Sotheby's International Realty.

Lot 7 Lincoln Street, Hopkinton
$1,895,000
4 Beds ⋅ 7 Baths ⋅ 73531003 MLS
PRICE IMPROVEMENT! Ready for immediate occupancy, this high-performance luxury home represents our most unique design yet—a truly open-concept masterpiece 26 miles from Boston. Built by an award-winning local Massachusetts builder, every detail was hand-selected by a professional interior designer, including custom tile, designer plumbing, architectural lighting, and high-end cabinetry throughout. This low-maintenance, Natural Gas-heated, energy-efficient home features an exceptionally tight envelope insulation package, supreme HERS score, an ERV fresh air system with 4" HEPA filters, and a balanced Make-Up Air system for optimal climate control. Off the grand foyer, double French doors lead to a dedicated home office. Four-inch white oak floors flow into a light-filled great room with coffered ceilings and a chef's kitchen featuring Natural Gas cooking, handmade cabinetry, a separate pantry, and a dedicated coffee bar with accent lighting and a beverage fridge, seamless to the dining and wet bar areas. Conveniently located off the garage, you will find a jaw-dropping yet functional mudroom with custom cabinetry and a walk-in closet, alongside a main-level flex room with an adjacent designer full bath. Upstairs, each of the four bedrooms boasts a private en-suite bath with designer finishes, anchored by a grand primary suite with its own wet bar, generous custom closet, and spa-like bath. The second floor also features a Pinterest-worthy laundry room with custom storage. Complete with an expansive finished lower level, direct access to 10 acres of protected Sudbury River trails, and a short walk to the commuter rail. Open Houses: Sat., 8/22 from 11-1 and Thu., 8/27 from 4:30-6:30.

Lot 7 Lincoln Street, Hopkinton

Listing courtesy of Listing Agent: Adam Boyce from Listing Office: Mathieu Newton Sotheby's International Realty.

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