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$5,895,000
7 Beds ⋅ 9 Baths ⋅ 73384674 MLS
Tucked away on one of Southborough’s most coveted cul-de-sacs, 14 Lovers Lane is a breathtaking custom-built estate that redefines luxury living. Crafted with the highest standards and attention to detail, the home showcases timeless architectural design and exquisite millwork throughout. From the grand foyer with soaring ceilings to the richly appointed formal rooms, every space is thoughtfully curated to impress and inspire. The heart of the home is a spectacular chef’s kitchen with top-of-the-line appliances, custom cabinetry, and a sunlit breakfast nook overlooking the grounds. The adjoining family room—with its stone fireplace and coffered ceiling—invites connection and relaxation. Outside, the grounds offer a tranquil and elegant backdrop for everyday living, with a bluestone patio, outdoor kitchen, and covered veranda that seamlessly extend the living space into nature. Each detail is thoughtfully chosen to enhance comfort, functionality, and timeless design.

14 Lovers Lane, Southborough

Listing courtesy of Listing Agent: Gina Anderson from Listing Office: MGS Group Real Estate LTD.
$4,500,000
6 Beds ⋅ 8 Baths ⋅ 73481194 MLS
Newly refreshed English Country Estate ready to be discovered! Recently enhanced with a sophisticated neutral palette, this extraordinary 9,300+ sq ft residence is privately sited on 4.5 magnificent acres at the crown of one of Southborough’s most distinguished estate neighborhoods. Surrounded by 180 acres of conservation land, the home offers exceptional privacy, architectural distinction and timeless craftsmanship. Grand formal rooms with exquisite millwork flow to inviting everyday living spaces, while seven gas fireplaces create unexpected warmth throughout. Six bedrooms include a luxurious primary suite with dual spa baths and magnificent sunset views. Resort-style grounds feature multiple terraces, a heated freeform pool, formal English gardens, sculpted hedges, perennial blooms and a flourishing apple orchard with working cider press. An irreplaceable private estate setting just one mile from Fay and St. Mark’s Schools and 25 miles from downtown Boston.

12 Wyndemere Drive, Southborough

Listing courtesy of Listing Agent: Ginny Martins from Listing Office: Ginny Martins & Associates.
$3,795,000
5 Beds ⋅ 6 Baths ⋅ 73470657 MLS
Perfectly sited on nearly 15 acres of gently rolling land, this 2015 contemporary masterpiece blends architectural elegance with natural serenity. Panoramic views in every direction invite a lifestyle of quiet reflection, gentleman farming, or equestrian pursuits, all in a remarkably private yet connected setting. Inside, soaring walls of glass flood the open-concept living, dining, and entertaining spaces with natural light. A state-of-the-art chef’s kitchen with premium appliances and sleek finishes opens to an open staircase leading to five spacious bedrooms including a tranquil primary retreat. Exceptional materials and craftsmanship deliver modern sophistication with timeless appeal. Effortless indoor-outdoor living includes a pool, fire pit, and sweeping grounds. A heated barn provides flexible space for car collections, a workshop or studio. Set in a welcoming neighborhood, minutes to commuting routes, this rare offering unites nature, community, solitude and style!

9A Ashley Road, Southborough

Listing courtesy of Listing Agent: The Ridick Revis Group from Listing Office: Compass.
$3,580,000
4 Beds ⋅ 4 Baths ⋅ 73476865 MLS
SIMILAR TO BE BUILT. An exceptional opportunity to partner with one of Harvard’s most renowned builders to design your dream home. This expansive residence will highlight stunning millwork, classic architectural elements, and luxurious designer finishes throughout. It features a cutting-edge geothermal high-efficiency forced air heating and cooling system along with an optimal performance heat pump water heater providing consistent hot water while reducing energy consumption. Designed for sustainability, it’s solar-ready and equipped with a 400-amp electric service to support future energy needs Hardwood floors throughout and tile in select areas provide a sophisticated touch. Custom kitchen and bath cabinets, paired with quartz countertops, offer both beauty and functionality. Enjoy a scenic location with a paved circular driveway and an elegant bluestone front entrance.

54 Prospect Hill, Harvard

Listing courtesy of Listing Agent: Suzanne Dutkewych from Listing Office: Hazel & Company.
$3,500,000
6 Beds ⋅ 3 Baths ⋅ 73538321 MLS
Exceptional & unique opportunity. Quarter Ridge Farm, a former equestrian property, beautifully sited on nearly 24 acres of land in an idyllic, picturesque setting. Comprised of 2 contiguous parcels of land that offer many possibilities. Includes a large, expanded farmhouse w/approx. 4,648 sq feet of living area, including LR, DR, FR, oversized kit, 6 BRs, 3 full baths, in-law suite, plus fenced yard, patio, inground pool & firepit. Site also contains 4 additional outbuildings, including former horse barn w/indoor ring & 6 box stalls; older 3-bay barn; 4-bay garage w/2nd level storage, and storage building w/5-bays. Several of these presently used as revenue-producing storage units. Also boasts outdoor training & lunge rings, and several fenced paddocks. Presents many possibilities: build your own private compound/sanctuary or subdivide into additional lots for potential development. Outstanding real estate package that awaits your personal vision. Buyer/Agent to perform due diligence.

64 Arch St, Westborough

Listing courtesy of Listing Agent: Shikha Singh from Listing Office: REMAX Andrew Realty Services.
$3,400,000
5 Beds ⋅ 4 Baths ⋅ 73508298 MLS
One of a kind in Northborough steeped in rich history. This exceptional Colonial offers over 5,000 sq ft of living space, featuring 5 bedrooms, 3 full and 1 half bathrooms, all set on 16 acres of scenic land. The three-story home seamlessly blends timeless character with thoughtful modern updates, showcasing authentic antique flooring. The main level boasts a spacious eat-in kitchen with fireplace, formal dining room with custom cabinetry, and a welcoming family room with built-ins. A large formal living room with wide panel flooring adds to the home’s historic charm. Two enclosed porches. The second floor features a primary suite complete with a custom closet and private dressing room. Additional bedrooms with wood flooring. Full bathroom with dual sinks & tub/shower, plus a second full bath with shower. A separate in-law apartment. This rare property combines historic beauty with five buildable lots with town water and electricity. A truly unique opportunity with breathtaking views.

302 Church Street, Northborough

Listing courtesy of Listing Agent: Michelle Gillespie from Listing Office: Keller Williams Pinnacle MetroWest.
$3,379,000
5 Beds ⋅ 8 Baths ⋅ 73486050 MLS
A rare offering, 32 Sears Road stands among Southborough’s most treasured private estates. Your approach is a sweeping drive beneath centuries-old oak trees leading to a distinctive port-cochere & stately columned portico. This iconic Georgian Colonial presides over 7.4 magnificent acres adjacent to 25 acres of protected conservation land. The slate roof, balanced symmetry, and meticulously crafted millwork define nearly 8800 sq ft of curated living space. A grand two 2-story marble foyer opens to elegant formal rooms, while the chef’s kitchen leads to exceptional casual living spaces. An exquisite primary suite with limestone fireplace & new luxe bath offers views of the grounds that feature multiple terraces, a resort-like pool & spa, tennis court and brilliant sunsets. Enjoy a sauna after your workout in the upstairs gym or a visit to the wine cellar in the impressive lower-level recreation rooms. Located just 1 mile to Fay & St. Mark’s private schools and 25 miles to Boston.

32 Sears Road, Southborough

Listing courtesy of Listing Agent: Ginny Martins from Listing Office: Ginny Martins & Associates.
$2,800,000
3 Beds ⋅ 3 Baths ⋅ 73531890 MLS
Lake life wants YOU. (Badly.) Most “waterfront” means squeezing by your neighbor’s deck. This = NOT that. A jaw-dropping, RARE 1.33-acre peninsula on Webster Lake is surrounded by water on multiple sides — b/c 1 side just wasn’t enough. Panoramic views so good, you’ll forget you ever had a bad day. The 3BR/2.5BA expansive ranch has oversized windows everywhere (front windows 1 yr old) — walls are overrated w/ a view like this. Needs cosmetic updates, but that’s the fun part. New boiler, bones are solid, & potential limitless. Renovate it into exactly the lakefront dream you’ve always imagined & make it yours. Wake up & go to sleep to sparkling water . Radiate the energy of someone who made the RIGHT call. Privacy? - Unreal. Bragging rights?- Endless. BONUS — previously 3 separate waterfront parcels, potentially subdividable back into 3. Private estate, family compound, home + airbnb (check w/ town), maybe some ADU's or smart investment play. You pick! Town water & sewer available.

20 Indian Point Rd, Webster

Listing courtesy of Listing Agent: Kim Synott from Listing Office: eXp Realty LLC.
$2,795,000
6 Beds ⋅ 9 Baths ⋅ 73523730 MLS
Welcome to one of Hopedale’s most distinguished estate properties, an extraordinary custom-built residence offering 9,433 sf of timeless elegance & exceptional craftsmanship on the top two floors. Privately set on approx 4 exquisitely landscaped acres, this remarkable estate features 6 bedrooms & 7.5 baths in a setting designed for the most discerning buyer. A gated entrance & impressive 7-foot perimeter fence provide both enhanced security & an unparalleled sense of privacy, creating a secluded, estate-like retreat. Once inside, the property feels like a world unto itself, surrounded by lush professional landscaping, magnificent fountains, a palatial garden, charming gazebo, & resort-caliber pool. The grand interior showcases a dramatic foyer, beautifully appointed living spaces, addt. 2,883 sf on lower level including a private theater, & a home gym area. A separate carriage house, also available for purchase, offers its own gated entrance, 3-car garage, 2 bedrooms, & 1.5 baths.

6 Steel Rd, Hopedale

Listing courtesy of Listing Agent: TEAM Metrowest from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$2,695,000
4 Beds ⋅ 5 Baths ⋅ 73448501 MLS
Experience luxurious resort-style living on 8.72 acres of landscaped privacy. Presented with a fresh price, this custom estate blends timeless craftsmanship with effortless luxury. The chef’s kitchen shines with Wolf and Sub-Zero appliances, a full bar, and thoughtful upgrades throughout. The first-floor primary suite offers calm and comfort w/ spacious closets and office, while three en-suite bedrooms upstairs provide space all.  Premium upgrades include Andersen windows, Hardie/Azec siding, Buderus boiler, 5-zone HVAC, water purification, and hickory floors. Enjoy two fireplaces, a 6-car heated garage. The elite golf simulator offers 90+ courses and multi-sport games. Movie screen, surround sound, and Bose system enhance entertainment. Outdoors, unwind by the saltwater pool, play on the tennis court, or gather in the pavilion with outdoor kitchen and firepit. Minutes to Harvard center, this property is a rare sanctuary. Beautiful, refined and designed for year round entertainment!

18A South Shaker Road, Harvard

Listing courtesy of Listing Agent: Jennifer Gavin from Listing Office: Coldwell Banker Realty - Concord.
$2,650,000
4 Beds ⋅ 4 Baths ⋅ 73534019 MLS
Rarely does a property of this caliber become available in one of Harvard's most sought-after locations. Set on an extraordinary 22.87 acres of pristine level fields, mature woodlands, and picturesque trails, this remarkable estate offers exceptional privacy and serenity while remaining just minutes from Routes 2 and I-495. Abutting Harvard Park and conservation land with direct trail access, the setting is a nature lover's paradise where peace, tranquility, and endless recreational opportunities await. At the heart of the property is an 1860s Antique Farmhouse that seamlessly blends timeless New England character with today's modern comforts. Historic charm is showcased through classic architectural details while thoughtful updates provide the convenience and efficiency expected by today's buyers. The home offers three generously sized bedrooms, two full baths on the second floor, and a convenient first-floor half bath. Designed for exceptional efficiency and year-round comfort, the property features a geothermal heating and cooling system that leverages the power produced by the photovoltaic solar panels, and solar thermal panels for hot water significantly reducing energy costs through sustainable living. The impressive collection of outbuildings creates endless possibilities. A remarkable three-story historic 24'x36' barn with expansive hayloft and abundant storage serves as the centerpiece for agricultural, equestrian, or hobbyist pursuits. Two separate detached three-car garages provide exceptional vehicle and equipment storage, including one with a beautifully finished one-bedroom ADU above, ideal for guests, multigenerational living, rental income, or a home office. Completing the estate is a substantial 30' x 60' barn structure, perfectly suited for farm equipment, contractor operations, collector automobiles, RV storage, or workshop space. Outdoor living is equally impressive with a stunning in-ground gunite pool overlooking the expansive grounds. A peaceful gentleman’s farm offering a welcome escape from the city, with space to enjoy the beauty and tranquility of the countryside. The property could support a private caretaker’s dwelling while providing opportunities for gardens, orchards, and the cultivation of fresh fruits, vegetables, and other crops. A versatile rural setting designed for those seeking privacy, connection to the land, and the freedom to create a self-sustaining country retreat, equestrian estate, or property to raise animals.

57 Old Mill Rd, Harvard

Listing courtesy of Listing Agent: Suzanne Dutkewych from Listing Office: Hazel & Company.
$2,590,000
4 Beds ⋅ 5 Baths ⋅ 73530426 MLS
Minutes from I-495 and I-290 — Boston within reach, Logan Airport within the hour — this award-winning Masiello-designed contemporary residence offers architectural privacy without sacrificing access. Privately positioned on 4.46 acres bordering a private golf course, it merges modern midcentury architecture with Asian-inspired interiors and landscapes by Zen Associates. Dramatic walls of glass, premium black aluminum-clad wood window and door systems, custom walnut millwork, and remarkable sightlines throughout. A waterfall-edge island kitchen with custom cabinetry and premium appliances connects seamlessly to the dining and living spaces. Four bedrooms, an elevator servicing all levels, whole-house shading, and exceptional indoor-outdoor flow. Expansive terraces, covered outdoor living, curated stonework, specimen landscaping, and direct golf course views create a private retreat that balances seclusion with connectivity.

5 Redwood Cir, Boylston

Listing courtesy of Listing Agent: Michael Carucci from Listing Office: Serhant.
$2,500,000
4 Beds ⋅ 5 Baths ⋅ 73541742 MLS
75-Acre Elite Equestrian & Wellness Sanctuary. Ultimate private retreat with a 4,040 SF luxury Cape, world-class horse facilities, and resort backyard. Trail access to West Hill Dam. RESIDENCE: Chef's kitchen (Jade 6-burner, Sub-Zero, granite waterfall island). 1st-floor primary suite with vaulted ceilings & spa bath. 3 upper bedrooms, office, large bonus room + finished walkout lower level. 2-car garage with EV charger & generator backup. EQUESTRIAN: Professional 9-stall barn, heated tack room, wash stall & blanket laundry. 12,384 SF indoor arena (172'x72') + 130'x80' outdoor arena. 60' round pen & 15 turnout paddocks. Roof solar array on barn supplies powers to the property. WELLNESS & RESORT: Detached climate-controlled gym & solar yoga "She Shed." Heated, saltwater, gunite pool, hot tub, 6-person barrel sauna. Outdoor kitchen with pizza oven. Meditation labyrinth, organic fruit orchards, and berry patches.

117 South Street, Upton

Listing courtesy of Listing Agent: Beth Byrne from Listing Office: Gibson Sotheby's International Realty.
$2,495,000
5 Beds ⋅ 6 Baths ⋅ 73545107 MLS
Luxury new construction featuring a stunning French Farmhouse design, situated in one of Harvard’s most sought-after neighborhoods. Set atop a picturesque knoll and abutting conservation land, this exceptional 6,459 sq. ft. home offers a beautiful sense of privacy and connection to nature. Outstanding craftsmanship, thoughtful design, and timeless architectural details are showcased throughout. The welcoming main level centers around a spectacular 12' vaulted family room with a dramatic floor-to-ceiling stone fireplace, tongue-and-groove wood ceiling, and exposed beams, flowing seamlessly into the chef’s kitchen with an expansive center island, quartzite countertops, 42-inch Thermador range with griddle, additional Thermador appliances, and access to the expansive IPE hardwood deck, perfect for entertaining and enjoying the private setting. The elegant living room features a wet bar, creating an inviting space for entertaining. A mahogany inlay in the foyer makes a beautiful first impression, while extensive custom finish carpentry, detailed moldings, millwork, and trim showcase the exceptional quality throughout. The thoughtfully designed floor plan offers a luxurious first-floor primary suite with a spa-inspired bath and generous walk-in closet, along with three additional bedrooms and two full baths on the second floor. The finished walkout lower level expands the living space with a comfortable family room, game room, wet bar, bedroom, and two full baths, with ample outdoor space off the walkout offering the potential for a future pool, subject to approvals. Additional highlights include a three-car garage, 400-amp electrical service, electric heat pumps with propane backup, security system, 10-zone irrigation, surround sound wiring, and beautifully appointed finishes throughout. Ideally positioned in a desirable Harvard setting, this remarkable home offers sophisticated design, modern amenities, generous living space, and the rare combination of privacy, conservation land, and exceptional outdoor living potential.

79 Ann Lee Rd, Harvard

Listing courtesy of Listing Agent: Suzanne Dutkewych from Listing Office: Hazel & Company.
$2,495,000
5 Beds ⋅ 6 Baths ⋅ 73504948 MLS
First time offered, this sun-filled Colonial sits atop Oak Hill in Harvard, offering privacy, craftsmanship, and refined country living on 2.58 acres with distant peekaboo views. Thoughtfully designed, the home features custom millwork, multiple fireplaces, and gracious, well-proportioned rooms suited for both everyday living and entertaining. The residence includes five bedrooms, four full baths, and two half baths across three levels, plus a finished lower level for recreation and gathering. A light-filled indoor lap pool pavilion, framed by arched windows and French doors, provides a distinctive year-round retreat. Stone terraces and landscaped grounds create inviting outdoor spaces. Additional highlights include a three-car garage and a rare three-level observatory. Convenient to Harvard Center, Bare Hill Pond, top schools, and Routes 2 and 495.

43 Oak Hill Road, Harvard

Listing courtesy of Listing Agent: J. Stanley Edwards from Listing Office: LandVest, Inc., Concord.
$2,450,000
4 Beds ⋅ 6 Baths ⋅ 73503996 MLS
Custom-built home on 1.53 acres abutting conservation land offering privacy & tranquil repose. Refined finishes not seen in today's real estate market! Exterior hardscape by Sudbury Land Design & Kitchen Design featured in Boston Magazine. Mahogany Doors lead you to the Foyer w/ curved staircase, Living Rm w/ limestone fireplace, Dining Rm & Family Rm all w/ Southern Pine Flooring. Gourmet kitchen w/ chef grade appls, Butlers Pantry & Italian Limestone flooring. Stunning 3-season Sunroom w/ glass & screen inserts and access to brick/bluestone patio. First flr Primary Bedroom w/ French Doors leading to covered Veranda. Second flr w/ 3 bedrooms each w/ private baths. Second flr office w/ Mahogany built-ins. Lower level w/ 3 entertainment rms, gas fireplace, a large work-out rm, a full bathroom, unfinished storage space & access to the 3-car garage complete w/ separate Workshop. 11' first floor ceilings, 10' second floor ceilings, Bevolo exterior lighting, custom Pella windows & doors.

6 Witherbee Ln, Southborough

Listing courtesy of Listing Agent: Danielle OConnell from Listing Office: Coldwell Banker Realty - Framingham.
$2,250,000
5 Beds ⋅ 8 Baths ⋅ 73528748 MLS
The Stonewall Farm, spanning more than 46 acres, offers a tranquil and unique living experience. From the entrance of the long tree-lined driveway, it feels like a European countryside estate. Two uniquely beautiful homes offer ample flexible living and entertaining space. Mature trees and thoughtful landscaping abound across the expansive grounds of this stunning property which encompasses the Main Residence located at 50 SW Main, a Caretaker's Cottage at 46 SW Main, an adjacent 4 acre parcel, and 19 acre Morse Pond. Property amenities include: infinity pool, well established grape vines, fruit trees, aviary habitats, meditation gardens, gazebo, greenhouse areas, sculptures, dock, and various outbuildings. Become the next steward of this gorgeous estate. The possibilities are endless.

50 Sw Main St, Douglas

Listing courtesy of Listing Agent: Cherie Benoit from Listing Office: Keller Williams Boston MetroWest.
$2,238,800
5 Beds ⋅ 4 Baths ⋅ 73491481 MLS
Welcome to this almost-new home in Chestnut Meadow, an intimate and one of the finest neighborhoods of luxury homes offering timeless charm and modern comfort . This exceptional 5-bedroom, 4-bath residence showcases a sought-after modern design, complete with a welcoming farmer’s porch and a spacious 3-car garage.High-end designer finishes throughout, including premium Thermidor appliances an oversized kitchen island complemented by a generous breakfast area and large pantry A breathtaking vaulted family room featuring a striking stone fireplace and access to a private deck.a private home office and a first-floor en-suite bedroom, ideal for guests or multi-generational living. Upstairs, each bedroom offers private or direct access to a bathroom, ensuring comfort and convenience for all. The luxurious primary suite is a true retreat, featuring a dressing room, cozy sitting area, and a spa-inspired en-suite bath complete with a soaking tub and oversized glass-enclosed tiled shower.

4 Dairy Farm Ln, Southborough

Listing courtesy of Listing Agent: Graham Pettengill from Listing Office: ERA Key Realty Services- Fram.
$2,150,000
4 Beds ⋅ 5 Baths ⋅ 73469164 MLS
Welcome to this stunning four-bedroom single-family home, offering exceptional flexibility with primary suites on both the first and second floors. The thoughtfully designed open floor plan seamlessly connects the living spaces, ideal for everyday living and entertaining. Five well-appointed bathrooms, a spacious two-car garage, and a charming three-season porch enhance both comfort and functionality. Located within a well-managed condominium community due to a shared septic system, this home provides exclusive use of its own private exclusive yard area of over .39 acres. Enjoy maintained common areas, including a large maintained grass area for shared use and a private path that allows direct access to the Sudbury Reservoir trail. This rare opportunity offers the perfect balance of privacy, convenience, and low-maintenance living.

24 Meadow Lane, Southborough

Listing courtesy of Listing Agent: Samantha Poutre from Listing Office: Mathieu Newton Sotheby's International Realty.
$1,999,999
4 Beds ⋅ 4 Baths ⋅ 73568378 MLS
Brand New Colonial Home to Be Built. This stunning new-construction 3,651 sq ft Colonial offers modern living with classic New England charm and a convenient 3-car garage.The spacious primary suite features an oversized bedroom, luxurious private bath, and two large walk-in closets. The second bedroom includes its own walk-in closet and en-suite bath for privacy. Bedrooms three and four share a full bathroom, creating a practical and flexible layout for family or guests. Laundry is conveniently located on the second floor, just steps from all four bedrooms. Downstairs, the open-concept design, delivers a large gourmet kitchen that flows seamlessly into the dining area and family room—perfect for everyday living and entertaining. An ADU can also be added if desired, providing excellent flexibility for extended family, rental income, or future needs. Build your dream home in desirable Mendon with quality construction and thoughtful design throughout. This is on a common drive shared by 4 other homes to be built.

33 Hartford Ave East, Mendon

Listing courtesy of Listing Agent: Lawney Tinio from Listing Office: Century 21 Custom Home Realty.
$1,999,999
4 Beds ⋅ 3 Baths ⋅ 73557644 MLS
Tucked behind classic New England stone walls and surrounded by rolling lawns, this exceptional country estate captures the timeless beauty and character of a classic New England homestead. Every room, finish, and outbuilding reflects thoughful design exceptional craftsmanship, and meticulous attention to detail. Perched on 3.44 private acres, the property takes full advantage of sweeping views of the Oxbow National Wildlife Refuge and Mt. Wachusett. The home was thoughtfully updated from top to bottom between 2017 and 2019, while preserving its timeless architecture and delivering the comfort, efficiency, and quality expected in today's luxury homes. Every detail reflects exceptional design, from the handcrafted Crown Point kitchen with Vermont soapstone countertops, premium GE Monogram appliances, and walk-in pantry to the inviting gathering spaces designed for everyday living and memorable entertaining. The family room opens to a stunning stone patio with a custom fireplace, creating a seamless connection between indoor and outdoor living. The flexible floor plan accommodates a variety of lifestyles, featuring formal and casual dining areas, a generously sized living room featuring custom built-ins and a beautiful fireplace, two first-floor bedrooms, a full bath, and an oversized mudroom. Upstairs, oversized windows frame peaceful views across the property, while the luxurious primary suite offers a spa-inspired bath and an exceptional climate-controlled dressing room. An additional bedroom, full bath, and spacious laundry room complete the second level. No detail was overlooked during the extensive renovation, including new roofing, siding, insulation, HVAC systems, septic system, and countless infrastructure improvements, providing peace of mind for years to come. The grounds are equally impressive. An oversized heated garage is complemented by two insulated post-and-beam barns. The heated and air-conditioned Grey Barn currently serves as a private fitness studio, while the heated and air-conditioned Red Barn offers endless possibilities for collector cars, recreational equipment, workshop space, or hobbies. A truly one-of-a-kind property where elegance, modern luxury, and exceptional quality come together in a spectacular country setting.

31 Still River Depot Rd, Harvard

Listing courtesy of Listing Agent: Suzanne Dutkewych from Listing Office: Hazel & Company.
$1,998,000
5 Beds ⋅ 7 Baths ⋅ 73558929 MLS
Romantic French Country Estate in prestigious neighborhood! Sweeping treelined driveway guides to expansive lawns, trellis gardens, pergolas, stonewalls, patios, outdoor gas hearth, putting green & play area. Breathtaking great room w/ European details of exposed timer beams, floor 2 ceiling windows, 2-story fireplace, Parisian moldings & trims. Stone island & Wolf /SubZero, copper sink & banquette seating. Formal dining enclave, oenophilia, music or library nook. French doors open to balcony overlooking pool area & gardens. Luxurious primary suite w/dual vanities, tile shower, & spa tub w/ picture window to soak in the picturesque grounds.3 more bedrooms w/ ensuite baths - one that is handicap friendly all on the main level. Artisan crafted wood & iron banisters lead to Au Pair/Guest suite. An elegant, curved staircase leads to Billiards & Media rooms opening to NEW salt h20 pool & outdoor entertaining area. A 2-story 56 X 26 carriage house completes this enchanting 1-of-a-kind home! Top rated “Brand New Nashoba Highschool 2027”& Master’s Academy

97 Fox Run, Bolton

Listing courtesy of Listing Agent: Jacky Ann Foster from Listing Office: MJT Realty Group.
$1,994,800
4 Beds ⋅ 5 Baths ⋅ 73547570 MLS
This custom contemporary estate has been fully renovated with over $500k of high end updates! Inside boasts over 7400sqft of living space with a secluded first floor primary suite including an office space, walk in closet and recently renovated full bath with endless storage. The designer chefs kitchen was thoughtfully put together with high end appliances, cabinetry and countertops. The upstairs features 3 additional oversized bedrooms with 2 full baths that just completed renovations. The basement shows as another open living space with huge windows, an exercise room, game area, office space and additional full kitchen with theater space. Your outdoor space is just as fabulous with views of the Sudbury River, an inground heated pool, hot tub with cabana and putting green. A completely renovated ADU building can be utilized for how you see fit. Whether you are a family looking for a quiet retreat or someone that does a lot of entertaining, this breathtaking property has it all.

6 Lynbrook Road, Southborough

Listing courtesy of Listing Agent: Jeffrey Incutto from Listing Office: BA Property & Lifestyle Advisors.
$1,985,000
4 Beds ⋅ 4 Baths ⋅ 73552343 MLS
Experience true waterfront living on Demond Pond with 300+ feet of full-recreation frontage and ultimate privacy abutting conservation land. This 4,000 sq ft, three-level home features a spectacular Sun Room wrapped in windows, offering panoramic pond views and stunning sunsets year-round. The first floor includes 9' ceilings with hardwood floors, a Dining and Living Room, and an applianced Kitchen. The Family Room adds a gas fireplace and French doors framing more waterfront scenery. The Main En Suite offers a private balcony, jetted tub, sunset vistas, and walk-in closet, complemented by 3.5 baths and four spacious bedrooms. Outdoor living shines with a dock, gazebo, firepit area, and five garages. Solar panels and a whole-house Generac provide convenience and peace of mind. A rare waterfront retreat combining recreation, comfort, and exceptional privacy almost never comes to market - your Demond Pond retreat in waiting ~ Welcome Home!

14 Demond Pond Row, Rutland

Listing courtesy of Listing Agent: Christy E. Gibbs from Listing Office: Gibbs Realty Inc..
$1,960,000
3 Beds ⋅ 4 Baths ⋅ 73505992 MLS
Nestled on 7 private acres in one of Harvard’s most desirable country settings, 68 Prospect Hill offers an exceptional blend of architectural design, refined craftsmanship, and spectacular natural beauty. Just outside of Boston, this remarkable 5,000+ sq. ft. residence is positioned to capture breathtaking views and spectacular sunsets over Mt. Wachusett, creating a serene backdrop that changes beautifully with the seasons. From the moment you enter, the quality and attention to detail are unmistakable, with expansive windows drawing in natural light, beautifully proportioned rooms, fumed oak flooring imported from France, and a dramatic floor-to-ceiling stone gas fireplace serving as a striking focal point. The thoughtfully designed chef’s kitchen combines exceptional style and functionality, featuring generous Caesarstone countertops, abundant cabinetry, and top-of-the-line Miele and Liebherr appliances, creating an inviting space for both everyday living and entertaining. The private second-floor bedroom level offers a peaceful retreat, including a spacious Primary Suite designed to take full advantage of the views. Bamboo ceilings add warmth and character, while the luxurious en-suite bath features a deep soaking tub, glass-enclosed steam shower, and dual vanities. Additional bedrooms and baths provide comfortable accommodations for family and guests. The walk-out lower level extends the living space with an impressive game room, media room, and wet bar, creating an ideal setting for movie nights, gatherings, and entertaining. Outdoors, the expansive grounds provide privacy, room to explore, and endless opportunities to enjoy Harvard’s quintessential rural landscape. A rare opportunity to experience sophisticated country living, exceptional craftsmanship, extraordinary views, and the privacy of a seven-acre setting, all within easy reach of Boston.

68 Prospect Hill Rd, Harvard

Listing courtesy of Listing Agent: Suzanne Dutkewych from Listing Office: Hazel & Company.
$1,949,900
5 Beds ⋅ 4 Baths ⋅ 73482992 MLS
** NEW CONSTRUCTION ** YOU CUSTOMIZE EVERYTHING ** TO BE BUILT ** YOUR PLANS OR OURS ** 5 BEDROOMS ** 4 FULL BATHROOMS ** 3 CARS GARAGES ** 1.19 ACRES EAST FACING HOMESITE ** at " The Homes at Westborough Pointe " Town Water & Town Sewer ~ Private Cul - de - Sac ~ Commuter T Station ~ Elevated Scenic Mill Pond Water Views ~ Excellent Schools ~ Gas Heating & Gas Cooking ~ Family Neighborhood ~ RTE: 9 Shopping ~ Gorgeous Flat Homesite ~ No Conservation ~ Pool & Sports Court Capability ~ LOCATION LOCATION LOCATION ~ CONTACT OFFICE FOR ALL INFORMATION & BUILDING PACKAGE

Lot 1 Beeton Path, Westborough

Listing courtesy of Listing Agent: Francis Vazza from Listing Office: Four Season Homes, Llc.
$1,899,000
5 Beds ⋅ 6 Baths ⋅ 73529266 MLS
Priced to Sell!! Exceptional new construction luxury home showcasing fully completed high-end interior finishes, featuring a main-level bedroom with ensuite bath plus 4 additional ensuite bedrooms. A grand two-story living room with soaring ceilings and a gas fireplace creates a stunning focal point. The oversized primary suite offers a spa-like bath with soaking tub, dual rain shower heads, and expansive dual walk-in closets with custom systems. The finished walk-out basement offers a wellness retreat feel, complete with a sauna and gym. Gleaming hardwood floors, crown moldings, custom millwork, and wainscoting elevate the home throughout. The kitchen features luxurious quartz countertops, Thermador appliances, and a wine cooler. Enjoy a composite deck overlooking the private backyard and a spacious 3-car garage. A rare opportunity to own a custom-caliber home combining design, luxury amenities, and expansive living in a prime location.

86 High St, Shrewsbury

Listing courtesy of Listing Agent: Eliana Jahnke from Listing Office: Coldwell Banker Realty - Worcester.
$1,895,000
3 Beds ⋅ 4 Baths ⋅ 73559080 MLS
Artistry & perfection describes this Italianate Executive Ranch offering a craftsman's dream. Complete custom build with upgrades & details throughout. Welcome to 317 Linden St Boylston offered on the market for the 1st time ever. Sitting distinguishly back from the road, atop a knoll giving a majestic appearance! Beginning from the exterior of brick & copper facia to the grandiose Piazza of white columns creating a refined and timeless entrance. Step into the marbled foyer of pillars, dental molding and extra wide arched doorways. To the left is a formal LR with custom mantled FP, raised panel that flows seamlessly into the formal dining room with a stunning chandelier, behind the glass atrium doors where extraordinary cuisine is served and memorable moments are cherished! Custom "Tuscan Feel" kitchen is every chefs dream. Offering custom cabinets/pullouts w/double slides, granite, tumbled marble backsplash, built in butcher block & sub-zero appliances. Relax & entertain in the wood cathedral ceiling game room w/a grand fieldstone fireplace & masculine "scribed" log mantle, a custom cabinet wet bar & lighted curio wine chiller cabinet. A separate family room with a wall of glass leading to the casual private patio. The Primary En-Suite has a built-in armoire, 2 walk-in closets w/a full bath that sooths the soul and relaxes the body in the soaking tub, hosting a vanity with double sink & walk in double head shower. Additional BR's offer space & large walk-in closets. The "2nd" floor BONUS can function as a guest, media or playroom! Gleaming hardwood/tile throughout. YOU'LL LOVE ENTERTAINING in your own "one if a kind" private oasis in the Roman Style pool house 45'x25' with stucco cathedral ceiling & walls, exposed beams, custom built wood doors, custom kitchen with concrete countertops, fence posts/flooring and a full bath/changing room. The pool house stamped concrete patio balcony overlooks the refreshing "Roman Style" "spa like" heated pool approximately 40'x20'. Central A/C, Buderous Heating system. Professional landscaping includes irrigation, brick patio and cobblestone walkway. Situated on 10.15 acres bordered by Wachusett Reservoir Conservation Area on 3 sides. New roof & new paved driveway. 42'x28' heated 3 car garage, 1 garage under & 1 det'd garage. A Commuters dream, close to Rt 117, 290,495, 140 & 12.

317 Linden St, Boylston

Listing courtesy of Listing Agent: Donna Warfield from Listing Office: RE/MAX Vision.
$1,795,000
4 Beds ⋅ 4 Baths ⋅ 73531936 MLS
Discover timeless elegance, generous living space & resort-style outdoor living at 2 Watkins Lane. Set on a beautifully landscaped 1.03-acre lot, this distinguished Colonial offers 4 bedrooms, 4 full baths, and a 3-car garage, designed for both everyday living & effortless entertaining. The sun-filled chef’s kitchen opens to inviting living spaces & a spectacular four-season sunroom w walls of windows & cozy gas fireplace. Elegant formal dining room features a coffered ceiling w custom hardwood inlay flooring. A finished 3rd-floor bonus room & walkout lower level provide flexibility for a home office, fitness studio, media room, playroom, or private guest suite.Step outside to your own backyard retreat, complete w a heated in-ground pool, mature rose gardens, stone walls & fenced yard offering beauty, privacy & space to relax all season long. Ideally located near commuter routes, top schools, trails -this exceptional home delivers a perfect balance of luxury, comfort & convemience

2 Watkins Ln, Southborough

Listing courtesy of Listing Agent: Susan Gillis from Listing Office: William Raveis R.E. & Homes Services.
$1,785,000
4 Beds ⋅ 3 Baths ⋅ 73512755 MLS
Intentional design.Enduring beauty.Everyday ease. Exceptional custom built home offers a seamless connection to its natural surroundings & is filled with sunlight, enhanced by expansive windows, glass doors & a desirable southern rear exposure. Light maple floors, custom cherry cabinetry w/ maple inlay & built-in cherry casework create a cohesive, timeless aesthetic, complemented by Thos. Moser furnishings and a warm white palette throughout.Storage is abundant, featuring window seats, generous closets & an unfinished basement with flexible future potential (approx 2200sf). Outdoor living is equally inviting with a private heated gunite pool & spa designed with naturalistic plantings, along with established gardens, level recreation land& basketball area. Updates include roof (2021–2024), Azek decking (2020), pool equipment (2023–2025), hot water heater, well tank&new dishwasher(2026). Central Air. Solar ready. Quietly set yet conveniently located near town, schools &commuting routes!

117 Ayer Road, Harvard

Listing courtesy of Listing Agent: Jennifer Gavin from Listing Office: Coldwell Banker Realty - Concord.

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