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$4,500,000
5 Beds ⋅ 4 Baths ⋅ 24189732 MLS
A rare opportunity to own a premier BEACHFRONT residence offering compelling value in today's luxury market with updated guest home....All BEAUTIFULLY appointed & MOVE IN READY! BEACHFRONT Home~1149 Walk-Out-To-Sand Waterfront AND Guest Home ~1148 fun & updated (2022) just steps to your Private BEACH. Enjoy true beachfront living w/no steps from your main level family room to an expansive patio (see video) where you will enjoy friends & family, waterside entertaining, amazing views. Inside...the best WIDE open floor plan w family & living rms anchored by a see through fireplace.... crafted by a builder for his family & thoughtfully designed to maximize water views.Beachside Main & Upper Walls of Windows let in abundant natural light. 3 Cleverly designed cascading Waterfront bedrooms open to wrap around deck creating private space for each. Wake up to sun-filled rooms & end your day w/sounds of waves &moonlit views. Great Room on mezzanine level w/12 foot ceilings & skylights.Ready to finish 3rd floor offers potential for 1,000+/- SF addn'l living space (home office,bedrooms, sitting area; see virtual photos).Kitchen&all bathrooms in Main Home updated(2025).Host friends & family in beautifully updated (2022)guest home or use as a private home office, both homes have 2 car attached garages & off street parking for 10 cars. Unique oppt'y to own this Fairfield Beach versatile beachfront compound 60 mins to NYC&Mins to Schools, Restaurants, & ALL that Downtown Ffld has to offer

1149 Fairfield Beach Rd, Fairfield
$4,500,000
73545795 MLS
Lucrative Investment Opportunity! This North Falmouth Square shopping complex is a mixed-use residential and commercial property rich in local heritage. With fully leased commercial spaces with leases that are NET-GENERATING INCOME. It's an ideal choice for savvy investors & perfect for a 1031 exchange program. Tenants pay ALL expenses for this property. This complex offers a strong income net stream. Benefit from high foot traffic, community support, and proximity to beaches, bike paths, and dining. With excellent potential of building a structure on the right side of this parcel it just keeps adding future appreciation, this opportunity is not to be missed. Schedule your private viewing today!

362 N Falmouth Hwy, Falmouth
$4,500,000
24184895 MLS
Located in the desirable coastal town of East Lyme, 223 North Bride Brook Road offers a rare opportunity to acquire approximately 78 contiguous acres of undeveloped land. Formerly a working dairy farm, this expansive parcel features a blend of level, open fields and lightly wooded areas, combining rural privacy with coastal convenience. Positioned just minutes from the shoreline, this substantial acreage stands as one of the premier land offerings currently available in southeastern Connecticut. The scale and versatile topography of this RU-40 zoned parcel support a variety of potential uses. For developers and builders, the property's level layout is well-suited for a thoughtfully planned residential neighborhood or a subdivision of custom homes. Since the parcel is large enough to qualify for Special Permit uses under the town's Zoning Regulations, the acreage provides an ideal canvas for a private family compound, a substantial country estate, a golf course, vineyard or equestrian and agricultural pursuits that honor the land's heritage. It also represents a significant long-term investment and land-banking opportunity in a high-demand market. While private and quiet, the property offers excellent accessibility. It is located just five minutes from Interstate 95, downtown Niantic, local beaches, schools, and shopping. This balance of rural tranquility and daily convenience makes the parcel a unique find.

223 N Bride Brook Rd, East Lyme
$4,500,000
3 Beds ⋅ 4 Baths ⋅ 73538496 MLS
In the heart of Harvard Square, this intelligently designed duplex at the esteemed Residences at Charles Square offers sweeping river views and exceptional privacy. The 3-bedroom plus study, 3.5-bath home features a renovated kitchen, open living/dining areas, and a private balcony. The primary suite includes a luxurious bathroom, dressing area, and direct access to a dedicated study, ideal for those who work or research from home. Additional highlights include two en-suite bedrooms, in-unit laundry, garage parking, storage, and 24-hour concierge service. Direct access to the Charles Hotel provides spa, dining, and conference amenities. With proximity to Harvard University, cafés, parks, and Boston, this residence offers refined living in Cambridge’s most coveted location. Additional rental parking available.

975 Memorial Drive Unit 210, Cambridge
$4,500,000
4 Beds ⋅ 3 Baths ⋅ 73535978 MLS
A rare multi-site legacy offering in the heart of Falmouth. This exceptional opportunity brings together four parcels with endless potential. Create your own multi-home estate just off Surf Drive, where coastal living meets timeless New England charm. One parcel features a private tennis court, another includes a residence ideal for remodeling, a third offers an antique home ready for a full restoration and the fourth parcel, which can't be built on, gives open space abutting the river, perfect for those looking to preserve and reimagine a piece of local history. The combined landscape enjoys second-floor views of Vineyard Sound and borders a picturesque tidal river, adding natural beauty and serene waterfront ambiance. Whether you envision a unique compound, a collection of luxury retreats, or an investment with extraordinary possibilities, this offering is truly one of a kind. Bring your architect and or builder, sewer in place.

15 Hedge Lane, Falmouth
$4,500,000
4 Baths ⋅ 24182009 MLS
Rare opportunity to acquire a prominent mixed-use commercial asset in the heart of downtown Middletown, one of Connecticut's most dynamic and rapidly growing commercial districts. Situated along the highly desirable Main Street corridor, this approximately 39,000-square-foot building offers exceptional visibility, strong foot traffic, and a strategic location surrounded by restaurants, retail destinations, entertainment venues, professional offices, and ongoing redevelopment projects. The property has benefited from significant capital improvements and renovations, creating an attractive blend of historic character and modern functionality. Its diverse tenant mix and flexible layout provide a wide range of opportunities for investors and owner-users alike. Downtown Middletown continues to attract substantial public and private investment, fueling economic growth and increasing demand throughout the area. Surrounded by a vibrant mix of businesses, restaurants, cultural attractions, and major employers, this property is ideally positioned to benefit from the continued revitalization of the downtown corridor. With convenient access to Route 9, Interstate 91, and the greater Hartford and New Haven markets, 423-425 Main Street offers a rare combination of scale, visibility, and location in one of Connecticut's most sought-after commercial districts.

423 Main St, Middletown
$4,500,000
3 Beds ⋅ 6 Baths ⋅ 24180925 MLS
Set across 53 gated acres in Northern Fairfield County, this exceptional estate offers a rare combination of privacy, scale, and natural beauty, just minutes from Ridgefield, approximately 10 minutes from Danbury Airport, and within practical reach of New York City. Originally conceived as a country retreat, the property blends historic character with modern comfort in a setting that feels private and serene, yet fully suited to year-round living. Beyond the gates, the grounds unfold across woodland trails, a stone bridge, pond, brook, orchards, gardens, and approximately two miles of groomed paths through the estate's own natural preserve. The landscape has been carefully maintained and offers both beauty and utility, with room for recreation, agriculture, and future enhancements. The residence is rich in character and thoughtfully updated, with six fireplaces, a double-sided chef's kitchen, wine cellar, and a 1,055 SF primary suite with dual baths, dressing room, walk-in closet, private sitting room, and sunroom. Outdoor living is centered around a heated gunite pool, outdoor kitchen, pergola, and gazebo, all positioned to take in sweeping views of the surrounding landscape. A detached barn, detached garage, and expansive acreage create unusual flexibility for equestrian pursuits, agriculture, a guest house, tennis or paddle court, and other future improvements, subject to local approvals.

155 Long Ridge Rd, Danbury
$4,500,000
6 Beds ⋅ 6 Baths ⋅ 24163781 MLS
A rare opportunity to acquire Silvermine Farm, a fully integrated, professional-grade equestrian facility spanning two contiguous parcels at 80 & 90 Comstock Hill. Set on 7.06 level acres in a highly desirable Fairfield County location, the property supports a high-caliber training, boarding, or private equestrian operation. The facility includes one indoor ring (75' x 150') and two outdoor rings (200' x 300' and 150' x 100') with premium GGT footing, a ~35-stall main barn complemented by an additional 4 stalls at 90 Comstock Hill, multiple tack rooms, a heated wash stall, and well-designed turnout paddocks. A hay barn, office space, staff apartments and two homes further support daily operations. The property supports a range of uses, including training, boarding, and organized riding programs, with the flexibility to expand into private boarding, lesson programs, or a more tailored owner-driven approach. Its layout, infrastructure, and scale allow for the opportunity to shape the next chapter. Please contact listing agents for Equine Fact Sheet

80-90 Comstock Hill Rd, Norwalk
$4,500,000
2 Baths ⋅ 73522939 MLS
***Mixed-use building offered as a package at $4.5M ($2M building/$2.5M dental practice). Seller financing available or 10-year lease on the dental practice.***Located in the heart of Dorchester, this impressive commercial property offers a unique opportunity for those seeking a prime real estate investment. Close to downtown Boston, this property has been utilized as a successful dental practice, currently staffed by 8 doctors plus the doctor owner for the last 52 years. Boasting 2 levels of space, the property features 5 exam rooms and 6 offices. The property features a convenient, spacious lot with room for up to 12 cars, designed for optimal convenience. This property presents a magnificent location with a well-established business reputation. A rare chance to acquire a commercial/mixed-use building paired with a well-known income-producing dental practice! Reference to MLS# 73522944

166 Columbia Rd, Boston
$4,500,000
3 Beds ⋅ 3 Baths ⋅ 73514005 MLS ⋅ ['Millennium Residences @ Winthrop Center'] BLDG.
Furnished/Turnkey Model Home! The life you want to live is here - The Millennium Residences at Winthrop Center!This 3 BR 3 BA Corner Residence on the 50th Floor features expansive views through a floor-to-ceiling glass wall over the Boston Harbor. Features include 10-ft ceilings, Studio Becker kitchen and bath cabinetry, Sub-Zero and Wolf appliances with induction cooking, wide-plank oak floors and marble kitchen and bath countertops.5-star services with unparalleled residential amenities including stunning lobby & exclusive underground lower vehicle accessed lobby for weather-free arrival & departure. In addition, Winthrop Center offers 8 food & beverage opportunities, next-generation office club & unrivaled live/work amenities including: The 35th floor CLUB with expansive owner’s lounge; 2 sprawling outdoor terraces, screening room, bar, FLX fitness, & 75-foot indoor lap pool; THE COLLECTIVE live/work technologies; Club VIP (Very Important Pets)!

240 Devonshire Street Unit 5012, Boston
$4,500,000
1 Baths ⋅ 24166907 MLS
The property located at Grove St & Cook St is a prime grocery-anchored investment opportunity featuring a brand-new Food Universe supermarket under a 25-year lease through July 15, 2048, providing long-term, stable cash flow. Food Universe is backed by Key Food Stores Co-operative Inc., a nationally recognized grocery operator with a strong network and established credit profile, supporting a highly reliable tenancy. The asset benefits from exceptional visibility and accessibility, positioned on a prominent corner with convenient access to I-84 and Route 8, and features strong site functionality including ample parking (51 spaces) and a loading dock. The surrounding area continues to strengthen, highlighted by a newly completed 44 unit residential development directly across the street, driving built-in customer traffic. Additionally, the property is located within both a federally designated Opportunity Zone and an Enterprise Zone, offering potential tax incentives and enhanced after-tax return potential. Overall, the asset offers a compelling combination of long-term contractual income, strong tenant credit support, prime visibility, and public incentive benefits in a growing supermarket.

96 Grove St, Waterbury
$4,500,000
4 Beds ⋅ 5 Baths ⋅ 73497147 MLS
Exceptional East End offering spanning from Commercial Street to Bradford Street! This rare two-parcel opportunity consisting of 624 Commercial Street and 309 Bradford Street is awaiting your vision! Ideally situated near public access to a pristine bay beach, this assemblage combines location, versatility, and potential. 624 Commercial Street offers a 5,002 sq ft lot with a newly constructed three-bedroom residence, with the possibility to accommodate a fourth bedroom or ADU. 309 Bradford Street features an 8,175 sq ft lot with a charming one-bedroom cottage, well-suited for guest accommodations or rental use. Both properties include generous outdoor space and off-street parking, presenting a unique opportunity for expansion, investment, or the creation of a private compound in Provincetown's desirable, and historic East End.

309 Bradford Street, Provincetown
$4,500,000
5 Beds ⋅ 4 Baths ⋅ 24164136 MLS
A rare opportunity to own a premier BEACHFRONT residence offering compelling value in today's luxury market with updated guest home....All BEAUTIFULLY appointed & MOVE IN READY! BEACHFRONT Home~1149 Walk-Out-To-Sand Waterfront AND Guest Home ~1148 fun & updated (2022) just steps to your Private BEACH. Enjoy true beachfront living w/no steps from your main level family room to an expansive patio (see video) where you will enjoy friends & family, waterside entertaining, amazing views. Inside...the best WIDE open floor plan w family & living rms anchored by a see through fireplace.... crafted by a builder for his family & thoughtfully designed to maximize water views.Beachside Main & Upper Walls of Windows let in abundant natural light. 3 Cleverly designed cascading Waterfront bedrooms open to wrap around deck creating private space for each. Wake up to sun-filled rooms & end your day w/sounds of waves &moonlit views. Great Room on mezzanine level w/12 foot ceilings & skylights.Ready to finish 3rd floor offers potential for 1,000+/- SF addn'l living space (home office,bedrooms, sitting area; see virtual photos).Kitchen&all bathrooms in Main Home updated(2025).Host friends & family in beautifully updated (2022)guest home or use as a private home office, both homes have 2 car attached garages & off street parking for 10 cars. Unique oppt'y to own this Fairfield Beach versatile beachfront compound 60 mins to NYC&Mins to Schools, Restaurants, & ALL that Downtown Ffld has to offer

1149 & 1148 Fairfield Beach Rd, Fairfield
$4,500,000
4 Beds ⋅ 4 Baths ⋅ 73492591 MLS
Panoramic Stage Harbor views are the centerpiece of this exceptional Morris Island waterfront setting. The property offers four bedrooms and 3.5 baths, each room oriented to the scenery beyond. The residence pairs a classic seaside character with an elevated aesthetic. The main living level is bright and welcoming with a high-end kitchen, generous living room and dining area overlooking the water and doors to an expansive waterside deck. A versatile layout supports single-level living, featuring a first-floor suite currently enjoyed as a family room with a fireplace, soaring ceilings, full bath, and access to the deck. The upper level includes three bedrooms and a den, all benefiting from stunning outlooks. Professionally designed grounds provide a sense of seclusion, complemented by a private footpath to the shoreline. An exceptional offering in one of Chatham's most coveted waterfront locations.

346 Morris Island Road, Chatham
$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
$4,500,000
2 Baths ⋅ 24018211 MLS
Just south of Hartford and North of New Haven. This unbelievable site boasts THREE adjacent commercial lots totaling 6.48 acres located in a high-traffic area at the major signalized intersection of Route 5/15 & Deming Road. The three lots are being sold together as a package deal. While the corner lot entertains a 10,125-sf former CVS building, the site benefits from being the only corner left on the Berlin Turnpike to develop. This superb site has an approximate daily traffic count of 31,000 cars and is in the heart of shopping centers, restaurants, and many expanding businesses with easy access to highways. Immediately to the north of this site is a brand new luxury apartment building. This environmentally clean and flat site is great for retail, medical office use, walk-in clinics, restaurants, car wash, light industrial, hotel, warehouse, and more, subject to town approval... The town of Berlin is pro-development and is offering an abundance of tax abatement programs. Don't pass up this opportunity to be at the center of action and new and expanding sites.

280 Berlin Tpke, Berlin
$4,500,000
10 Beds ⋅ 10 Baths ⋅ 24026683 MLS
Enter a world of opulent privacy on nearly twenty-five acres of pristine countryside, boasting five acres of serene lakes, elegant stone bridge, and expansive manicured lawns that cradle an entire valley just 45 miles from NYC! Discover a lavish retreat comprising of four distinct residences: a magnificent five-bedroom, four-bathroom main estate, a charming two-bedroom, two-bathroom guest cottage, a sophisticated two-bedroom, one-bathroom carriage house complete with a heated three-car garage, and a stylish one-bedroom, one-bathroom log cabin pool house overlooking a 20x50 heated saltwater pool. Additionally, luxuriate in a cozy "writers cabin," with a majestic fireplace. The compound also has a versatile storage barn with separate private driveway access, and a dog kennel. The property is artfully situated amidst majestic oak trees and vibrant flowering shrubs, adorned with professionally landscaped stone terraces, walls, and scenic viewpoints, featuring multiple rose and mixed flower gardens, an organic vegetable garden, and a host of other exquisite amenities. Stroll through this picturesque sanctuary of unmatched serenity - a truly enchanting haven of natural beauty and modern comforts.

Stamford
$4,499,999
73476180 MLS
****16.75 acres of this is buildable**** Rare opportunity to acquire ~108 acres across 9 parcels in Amesbury. Land includes 16.75 acres of buildable land, pasture, mixed agricultural/commercial areas, &roughly 90 acres of farm land. A portion is currently used as a cattle farm with ~50 head & an on-site beef store/outlet (buyer to verify livestock, business operations, & permits). Property is improved with substantial agricultural infrastructure including a 63’ x 50’ garage, 48’ x 45’ dairy barn, 60’ x 40’ barn, expansive 145’ x 148’ cow barn, & an additional 30’ x 30’ structure supporting farm, storage, or operational uses. Extensive open acreage offers potential for agricultural, equestrian, or other permitted uses subject to zoning. Farm & excavation equipment may be available separately. Private rural setting with convenient access to downtown, major routes, & the seacoast. Buyer & buyer’s agent to perform all due diligence.

21 Pond Hill Rd, Amesbury
$4,499,900
5 Beds ⋅ 7 Baths ⋅ 73555706 MLS
An extraordinary new luxury residence to be constructed in Dedham’s coveted Precinct One. Thoughtfully designed to blend timeless architecture with modern living, this exceptional home will offer approximately 4,000–6,000 square feet of refined living space, premium finishes, and outstanding craftsmanship throughout. Depending upon the stage of construction, purchasers may have the opportunity to personalize select finishes and design elements. Ideally situated on one of Precinct One’s most desirable streets, the property offers convenient access to Legacy Place, private schools, commuter routes, and downtown Boston. Renderings are for illustrative purposes only. Specifications, dimensions, features, and finishes are subject to change.

262 Meadowbrook Road, Dedham
$4,499,000
4 Beds ⋅ 8 Baths ⋅ 73492963 MLS
Nestled on a lush 60,000+ square foot lot just nine miles from Boston, this exceptional custom-designed home offers the feel of a private retreat with striking architectural design. Thoughtfully arranged with two wings set at a 30-degree angle, the layout captures beautiful views of the sprawling gardens and tranquil courtyards throughout.One wing features a luxurious primary suite with a circular study, spacious bedroom, sitting room, and elegant bath with dual dressing rooms and walk-in closets. The opposite wing is designed for everyday living and entertaining, offering a chef’s kitchen, breakfast room, walk-in pantry, wet bar, laundry, half bath, mudroom, and three-car garage. Coffered ceilings, walls of windows, and a warm, inviting family room highlight the home’s craftsmanship, while the open floor plan allows each space to flow seamlessly. A rare and distinctive property that must be experienced to fully appreciate its beauty and privacy.

135 Marsh St, Belmont
$4,499,000
7 Beds ⋅ 6 Baths ⋅ 73460626 MLS
Sophisticated contemporary home totally transformed in 2022 by a prestigious luxury developer. Meticulously crafted for modern living with 5500+ sq ft including two additional suites with kitchenettes & private entrances designed as In-Law/Au-Pair apartment + home office. Spectacular living room with 6' linear gas fireplace complimented by a 8' wide granite wall. Extraordinary chef's kitchen with quartz countertops & massive 10 foot center island. Wolf/Subzero/Thermador appliances, 2 dishwashers, 2 sinks, professional hood, micro lift, dual wine fridge & breakfast sitting area. Dramatic primary bedroom suite with marble fireplace, walk-in closet, balcony & spa-like bath with glass enclosed shower & soaking tub. Top floor offers yoga/studio/office. Sprawling roof deck with breathtaking views of downtown Boston & Prudential. Exterior bluestone patio, gas fireplace perfect for entertaining. 6 parking (2 garage), smart home technology & surround sound complete this exceptional residence!

89 University Road, Brookline
$4,499,000
3 Beds ⋅ 3 Baths ⋅ 73447332 MLS ⋅ ['The Sudbury Condominiums'] BLDG.
This 36th fl corner new construction 3 bed+den/4 bed residence offers picturesque views of Beacon Hill, the iconic Back Bay skyline and sunsets over the Charles River. SW exposure floods the 30’ wide living space in natural light. Lives like a single-family home in the sky w/ foyer separating the living and primary suite from the guest wing with den & laundry room. Stone-surround gas fireplace. Kitchen features custom Scavolini cabinetry, integrated Gaggenau appliances, gas cooktop, wine cooler and wet bar. Range hood, full size dryer, bathrooms vent out. Radiant heated floors + soaking tub in primary ensuite. Amenities: private lobby, 24/7 concierge, private clubroom & private roof garden. Heated outdoor pool, 4500sf fitness center/yoga studio, sports simulator, outdoor dog park, sky lounge/deck, chef’s kitchen/private dining & more. Located where the North End meets Beacon Hill. Steps to Greenway & Harborwalk. 1 min to I-93; 5 min to Logan. 2 assigned self-parking in attached garage

110 Sudbury Street Unit 3601, Boston
$4,499,000
8 Beds ⋅ 9 Baths ⋅ 73377530 MLS
Nestled in the heart of the West End, this historic 1847 Greek Revival Captain's Home is now available for purchase after 29 years under the same ownership. As one of the largest buildings in the neighborhood, the West End Inn serves primarily as a private residence but is also licensed as a B&B. The first floor was completely renovated in 2019. The property features three kitchens, a kitchenette, and four separate living quarters, each with private entrances. The light-filled, three-family layout offers potential to be converted into a substantial single-family home. There are nine bathrooms, eight bedrooms, two dens, two decks, two private garden spaces, and a beautifully appointed front yard. The top floor, with its large deck, provides water views and unobstructed vistas of Telegraph Hill and stunning sunsets. Parking is available for five or more cars, and beach access is directly across the street. Betterment paid in full.

44 Commercial Street, Provincetown
$4,498,000
6 Beds ⋅ 8 Baths ⋅ 73488641 MLS
Elegance, scale, and exceptional craftsmanship define this stunning new-construction home on a private Newton cul-de-sac. A striking mahogany pivot door opens to soaring ceilings and sun-filled living and dining spaces with a Cristallo quartzite powder room. The chef’s kitchen anchors the home with custom cabinetry, quartz island, butler’s pantry, and top-tier Sub-Zero, Wolf, and Miele appliances, flowing into a breakfast area and family room with linear fireplace. The first floor includes a bedroom with full bath, mudroom, and direct garage access. Upstairs, the primary suite offers a fireplace, radiant heated bath floors, and walk-in closet, plus three ensuite bedrooms and laundry. The finished lower level features a sauna, steam, gym, lounge, wet bar, media wall, two full baths, bedroom, and golf simulator-ready room.

25 Lovett Road, Newton
$4,495,000
4 Beds ⋅ 7 Baths ⋅ 24192621 MLS
Uber chic shingle-style in A+ location offering magnificent long distant views overlooking the famed Alexander Calder estate. Formal parking courtyard leads to the gracious double height entrance foyer. Mesmerizing views from almost every room. Grand Living Room with high coffered ceilings, gas fireplace, wood paneling & French door to balconies. Library with built-in bookcases. Powder room. First floor primary bedroom suite with Waterworks bathroom, soaking tub, two walk-in closets, balcony & home Office. Intimate Dining Room with large picture window. Eat-in country Kitchen with beamed ceiling and large picture window. Family Room with fireplace & wet bar. Screened porch with bluestone floor & electric stove. Laundry Room. 3 guest bedrooms en suite on the 2nd floor. 3rd floor loft. Recreation Room over the 3-car attached garage. Walk-out lower level includes a gym, wine cellar, full bath & second laundry. Gracious long driveway affording total privacy amidst park-like grounds with beautiful perennial gardens, swimming pool, fire pit, mature plantings & forever views. Hardwood floors & high ceilings throughout. Lutron lighting. Central AC. Backup generator.

297 Painter Hill Rd, Roxbury
$4,495,000
5 Beds ⋅ 5 Baths ⋅ 73550033 MLS
SARGENT ESTATES! Privately set on approximately 1 acre in Brookline's coveted neighborhood, this exceptional contemporary residence offers over 6,800 square feet of light-filled living space surrounded by mature trees & natural beauty. A winding drive leads to this 5+ bedroom, 4.5-bath home featuring soaring ceilings, expansive walls of glass & seamless indoor-outdoor living. The custom kitchen opens to an impressive 720-square-foot living and dining room with fireplace & dramatic ceilings, flowing to an expansive deck overlooking the tranquil grounds & swimming pool. The first floor also includes 2 bedrooms, 2 full baths & a half bath. Upstairs, the private primary suite offers an updated bath, walk-in closet, office, sitting room & oversized deck. The walk-out lower level features a large recreation room, playroom, exercise room, 2 bedrooms an office & a full bath. A two-car garage completes this remarkable property just minutes from schools, shops, hospitals & downtown Boston.

108 Codman Rd, Brookline
$4,495,000
5 Beds ⋅ 6 Baths ⋅ 24188162 MLS
Just minutes from downtown Greenwich, this beautifully renovated Colonial offers the ideal blend of luxury, comfort, and convenience. The bright, open interior features soaring ceilings, hardwood floors, a custom kitchen with stone countertops and stainless steel appliances, and an impressive great room with fireplace overlooking the backyard. Designed for today's lifestyle, all bedrooms feature en-suite baths, including a flexible first-floor primary suite ideal for multigenerational living, guests, or an au pair. The second-floor primary retreat offers a fireplace and private balcony overlooking the heated saltwater pool. Set on level, professionally landscaped grounds, this move-in-ready home is an exceptional offering in one of Greenwich's most desirable locations.

16 Ridgebrook Rd, Greenwich
$4,495,000
73536564 MLS
Rarely available and remarkably private, this sprawling 12-acre waterfront parcel offers an exceptional setting along the scenic Concord River. Create your vision and build the luxury home of your dreams in this peaceful natural paradise.The property currently includes two residences, allowing you to comfortably live in the existing 4-bedroom guest house while designing and constructing your new estate. Enjoy direct river access from your private dock—perfect for kayaking, boating, fishing, and year-round outdoor recreation. Ideally located just minutes from vibrant Concord Center, Hanscom Air Field, fine dining, luxury shopping, and several prestigious private schools, this unique offering combines privacy, convenience, and an unparalleled waterfront lifestyle. A truly rare opportunity to create a legacy estate in one of the region’s most sought-after locations.

389 River Road, Carlisle
$4,495,000
6 Beds ⋅ 7 Baths ⋅ 73535655 MLS
Your family's everything dream home is already built for you with both elegance and warmth as soon as you step in. Light-filled rooms throughout, featuring window seating both in the kitchen's separate eating area and in the hexagonal library. Floor to vaulted ceiling windows that flank the grand stone and brick fireplace in the Great Room and carry you to the gourmet kitchen with quartz countertop island for fabulous entertaining. This leads through a fully equipped butler's pantry to an unmatched dining room with built-in cabinetry, fireplace, and arched windows. Flooring of marble, tile and oak are found throughout, with views front to back. Or choose the magnificent sunroom, which steps out to stone patios for gatherings all across the yard with a level grassy area for endless possibilities. Walk the sidewalks with stately Boston street lamps. Fall asleep at night in luxury with a fireplace, spa bath ensuite, and choose your outfits in the morning from your two walk-in closets.

20 Longmeadow Drive, Westwood
$4,495,000
8 Beds ⋅ 7 Baths ⋅ 73531988 MLS
Set on an extraordinary 12-acre waterfront parcel, this rare property features two homes on a single private lot along the scenic Concord River. The contemporary main residence is designed to capture stunning river views from nearly every room, offering elegant living spaces, five fireplaces, and a spectacular indoor pool for year-round enjoyment. In total, the property includes 8 bedrooms and 7 bathrooms, providing exceptional space for family and guests. A private dock extends into the Concord River, offering direct access for boating, kayaking, and waterfront recreation. Surrounded by mature landscaping and acres of natural beauty, the property offers remarkable privacy and a peaceful setting while remaining conveniently accessible to upscale shopping, fine dining, and 3 airports. Combining luxury, contemporary design, and one of the area's most desirable riverfront locations, this exceptional estate presents a rare opportunity to enjoy an unparalleled waterfront lifestyle.

389 River Rd, Carlisle

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