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74 Ridge Road, Westwood
$2,695,000
5 Beds ⋅ 6 Baths ⋅ 73601272 MLS
Breathtaking panoramic views of the Boston skyline and exceptional privacy define this stunning custom Colonial, nestled on 1.4+ acres in prestigious High Ridge Estates. Surrounded by beautifully landscaped grounds, the home offers elegant, sun-filled interiors, hardwood floors, custom built-ins, and resort-style living. The chef’s kitchen, remodeled in 2021 with Sub-Zero and Miele appliances, opens to an inviting family room with soaring cathedral ceilings and a wood-burning fireplace. The main level also features an elegant living room with a second fireplace, formal dining room, versatile library that can serve as a bedroom, screened porch, mudroom, and attached two-car garage. Enjoy outdoor living with a fully equipped kitchen, patio, and deck surrounded by mature trees. Upstairs, the luxurious primary suite features a sitting room, private balcony, walk-in closet, and en-suite bath. Additional bedrooms include one with cathedral ceilings and another en-suite with a private balcony. The third floor offers a spacious bedroom, sitting area, and full bath, with spectacular views from the upper levels. The finished lower level features a recreation area, bar, and home gym. Additional highlights include a 2021 propane heating system with a leased tank and irrigation system. Conveniently located near town centers, commuter rail, Hale Reservation, schools, major highways, Boston, and Logan Airport. A rare opportunity to enjoy refined living in one of Westwood’s most desirable neighborhoods! Open house by appointment.

74 Ridge Road, Westwood

Listing courtesy of Listing Agent: Irina Spiegel from Listing Office: Coldwell Banker Realty - Brookline.

387 -389 Washington St, Quincy
$1,595,000
6 Baths ⋅ 73600600 MLS
ATTENTION INVESTORS, DEVELOPERS & BUSINESS OWNERS! Exceptional mixed-use investment opportunity in a desirable Quincy location, combining residential and commercial space under one ownership. Featuring 3 distinct commercial spaces with separate entrances, excellent Washington Street visibility and on-site parking, along with residential space offering additional income or owner-occupancy potential. Additional features include a detached two-car garage and an vacant adjacent parcel of land, providing further possibilities for expansion, redevelopment or repositioning, subject to city approvals. Conveniently located near public transportation, major routes, shopping, restaurants and area amenities, with significant residential development in the surrounding area. A rare opportunity offering flexibility, multiple income possibilities and tremendous future potential. Bring your vision!

387 -389 Washington St, Quincy

Listing courtesy of Listing Agent: John Farraher from Listing Office: John F Farraher Broker.

220 Dedham St, Dover
$4,990,000
5 Beds ⋅ 7 Baths ⋅ 73600328 MLS
Exclusive Retreat-inspired mansion located on over 4 acres of a pastoral estate setting. This extraordinary property was custom built and designed by Calumet builders. Over 11,000 square feet of gracious living space, boasting 18 total rooms, 5 bedrooms, and 5 private ensuites and 1.5 guest baths. A richly appointed chef's kitchen showcases exceptional craftsmanship, with extensive custom millwork, substantial cabinetry and a dramatic coffered ceiling that brings architectural warmth and character. An oversized center island provides generous prep space, loads of seating, commercial grade ice maker, wood fired pizza oven, multiple dishwashers, wine cooler, pot filler and more. The richly appointed kitchen is well suited for everyday living and large scale entertaining. A grand foyer creates an unforgettable first impression featuring a showstopping bridal staircase, seemingly made for the movies, sweeps gracefully through the grand foyer. The elegant and graceful formal dining room makes a sophisticated statement with rich Wedgewood blue walls and crisp architectural detail creating an intimate backdrop for both formal dinners and festive gatherings. The home features a masterful collection of dedicated leisure/work spaces including multiple home offices, art/creative studio, home gym, media/recreation room, card room, billiard room and unique English pub with hand-carved multi seated bar making this masterpiece perfect for entertaining on an impressive scale. A resort style infinity pool with expansive stone terraces and private estate grounds create an extraordinary outdoor experience. A home of remarkable presence, where gracious living, timeless craftsmanship, and extraordinary spaces come together effortlessly. Prepare to be charmed by a residence designed not simply to impress, but to create a lifetime of unforgettable moments.

220 Dedham St, Dover

Listing courtesy of Listing Agent: Peter Darveau from Listing Office: Coldwell Banker Realty - Sudbury.

241 Highland Street, Milton
$8,900,000
7 Beds ⋅ 6 Baths ⋅ 73599988 MLS
AUCTION: Bidder registration deadline: 7 Dec. Starting bids expected between $4M-6M.Nearly 20 private acres in the heart of Milton, just 20 minutes from downtown Boston, make this turn-of-the-century estate a truly rare offering. Land holdings of this scale have all but disappeared this close to the city, and this estate along storied Highland Street preserves the sense of space and seclusion that once defined Boston’s great country houses. Built around 1900, the residence carries enduring New England character, while a multi-residence configuration adds flexibility for guests. Beyond the grounds, the 7,000-acre Blue Hills Reservation extends the feeling of open land, with downtown Boston’s dining, culture, and waterfront an easy drive away. Property and opportunity details provided by seller or others; buyer to verify.

241 Highland Street, Milton

Listing courtesy of Listing Agent: Tammy Motsick DeWolfe from Listing Office: Gibson Sotheby's International Realty.

125 High Street, Westwood
$3,999,000
5 Beds ⋅ 6 Baths ⋅ 73599420 MLS
Westwood Luxury Living at Its Finest. Set within an exclusive private, gated five-lot subdivision, this exceptional brand-new construction residence offers an unparalleled combination of luxury, privacy, and modern design on a spectacular 1.89-acre professionally landscaped lot.Thoughtfully designed for both elegant entertaining and comfortable everyday living, the first floor features a stunning custom kitchen appointed with high-end appliances, an oversized walk-in pantry, and an expansive family room highlighted by a fireplace and extra-large sliding glass doors that seamlessly connect the interior to the outdoor setting. A sophisticated formal dining room with a custom built-in bar creates the perfect backdrop for entertaining. A first-floor bedroom with its own full bath offers an ideal option for guests, extended family, or a private home office suite.The second floor features four additional generously sized bedrooms, each with its own private full bath, providing exceptional comfort and privacy for family and guests. Above the impressive three-car garage, a spacious bonus sitting room offers flexible living space ideal for a media room, playroom, home office, or private retreat.Surrounded by professionally designed landscaping and tucked away behind private gates, this remarkable property delivers the rare combination of new construction, expansive grounds, and a secluded setting while remaining conveniently close to major highways, Legacy Place, University Station, Dedham Square, shopping, dining, and Boston. A truly exceptional Westwood opportunity where luxury, privacy, and location come together.

125 High Street, Westwood

Listing courtesy of Listing Agent: Marcella Musto from Listing Office: Discover Properties.

11 Mason Rd, Needham
$3,100,000
6 Beds ⋅ 7 Baths ⋅ 73599099 MLS
An exceptional home begins with a vision. Let us bring yours to life. Offered before construction by one of Needham’s premier design-build firms, this property offers the opportunity to create a home tailored to your lifestyle, taste, and priorities. Refine the existing plans — currently envisioning approximately 6,135 square feet with six en-suite bedrooms — or collaborate on an entirely new design. From timeless traditional to coastal, transitional, or contemporary architecture, explore a style that reflects your vision. A generous, flat lot near downtown Needham’s restaurants and boutiques provides the setting, complemented by distinctive architecture, thoughtfully designed interiors, and fine craftsmanship. Engage early for the greatest flexibility to personalize, with interior selections available as the construction schedule allows. An exceptional opportunity to shape your next home from the very beginning.

11 Mason Rd, Needham

Listing courtesy of Listing Agent: The Samantha Eisenberg Group from Listing Office: Compass.

154 Woodland Road, Brookline
$16,000,000
5 Beds ⋅ 7 Baths ⋅ 73598666 MLS
Exceptional new construction in Brookline’s coveted Estate Area, set on 1.02 acres with sweeping golf course views. Offering over 6,000 SF of refined living space, this residence showcases timeless architecture and exceptional craftsmanship, beginning with a striking limestone façade, custom wrought-iron entry and circular drive with grand portico. Inside, sophisticated living and entertaining spaces are complemented by two custom kitchens with top-of-the-line appliances and cabinetry. Five en-suite bedrooms, 5 full and 1 half baths, and a heated 3-car garage complete the home. Meticulously designed landscaping surrounds the property, creating a private estate setting rarely available in Brookline. Built by Brookline’s only female luxury home builder, this exceptional residence offers a rare combination of design, quality and setting.

154 Woodland Road, Brookline

Listing courtesy of Listing Agent: Samantha Stumpo from Listing Office: Serhant.

125 Rockwood St, Brookline
$7,900,000
6 Beds ⋅ 13 Baths ⋅ 73598292 MLS
A truly magical estate in one of Brookline’s most coveted neighborhoods, this extraordinary residence combines historic charm with understated luxury. Surrounded by breathtaking gardens, lush landscaping, and magnificent grounds, the property offers exceptional privacy and tranquility. Every room is filled with warmth, elegance, and distinctive character, creating a home as inviting and comfortable as it is sophisticated. At the heart of the home is a spectacular chef’s kitchen featuring a magnificent mahogany island, marble countertops, top-of-the-line appliances, a custom wood-burning pizza oven, walk-in pantry, and charming dining banquette. The adjoining family room and enchanting Twin Farms-inspired four-season sunroom provide wonderful spaces for everyday living and entertaining. A richly paneled study with floor-to-ceiling French doors opens to a covered terrace overlooking the spectacular gardens.The residence offers six-plus bedrooms and 14 bathrooms, including a luxurious primary suite with dual bathrooms, dressing rooms, custom built-ins, and a private balcony. Exceptional amenities include a home theater, 2,500-bottle wine cellar, spacious in-law or guest suite, two 2 car heated garages, and an enchanting one-bedroom storybook guest cottage. The beautifully landscaped grounds provide a picturesque setting that enhances the home's unique beauty and charm. Ideally located in Brookline's prestigious estate area, close to a number of independent schools, Larz Anderson Park, and all that Brookline and Boston have to offer.

125 Rockwood St, Brookline

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.

9 Pennacook St, Norfolk
$1,700,000
4 Beds ⋅ 6 Baths ⋅ 73598019 MLS
Extraordinary finishes. Everyday possibilities. A home to grow into. Set on .89 acres in a desirable Norfolk neighborhood near the Medfield line, 9 Pennacook Street pairs striking architectural detail with approximately 4,100 square feet designed for the way life unfolds. With four bedrooms and five full and one half baths, this exceptional new construction offers room to gather, recharge and make your next chapter your own. The dramatic two-story foyer makes an unforgettable first impression. Sculptural lighting, expansive wall moldings and a stunning staircase with glass railings create a sense of openness, while warm wood tones bring balance to the contemporary design. From the statement lighting to the carefully selected tile and glass accents, the finishes feel thoughtfully coordinated throughout. At the heart of the home, the kitchen showcases exquisite 3cm Bianco Supreme polished natural stone quartzite countertops, bringing distinctive character and sophistication to the space where mornings begin and guests inevitably gather. Whether hosting a celebration or enjoying a quiet evening at home, the setting makes even everyday moments feel special. The living room is a standout, with a dramatic, boldly veined fireplace feature wall, a sleek linear fireplace and illuminated built-in shelving above generous cabinetry. It is equally inviting for conversation, movie nights or unwinding at the end of the day. Beautifully appointed bathrooms continue the elevated aesthetic with upgraded countertops, striking tile showers and glass details.Beyond the interiors, the wooded backdrop and neighborhood setting offer a welcoming sense of place. Enjoy the beauty of the changing seasons, the appeal of Norfolk living and a location near the desirable Medfield line. An attached two-car garage adds everyday practicality to the home’s impressive presentation. With space for evolving routines, visiting guests and the moments that bring everyone together, this is a home you can settle into now and enjoy for years to come. Polished, distinctive and filled with memorable details, 9 Pennacook Street offers an exceptional backdrop for whatever comes next.

9 Pennacook St, Norfolk

Listing courtesy of Listing Agent: Robyn Nasuti from Listing Office: Realty ONE Group Suburban Lifestyle.

159 Walpole St., Dover
$2,945,000
5 Beds ⋅ 6 Baths ⋅ 73597713 MLS
Spectacular young farmhouse colonial privately set on 2.4 professionally landscaped acres in desirable Dover. The stunning open kitchen/living area is the heart of this exceptional home, featuring a chef’s kitchen with Viking appliances, oversized island, custom tile, and butler’s pantry. The adjacent coffered-ceiling family room boasts a beautiful fieldstone fireplace and slider to a spacious deck overlooking breathtaking sunset views. Formal living room with dual-sided gas fireplace shared with a cozy office, plus elegant tray-ceiling dining room. A generous mudroom offers built-in cubbies, second pantry, and access to the 3-car garage. Upstairs, the luxurious primary suite features a travertine marble bath and his-and-her walk-in closets, along with two additional en-suite bedrooms and two bedrooms connected by a Jack-and-Jill bath. The beautifully finished lower level includes a wet bar and flexible space for media, recreation, and fitness, with direct access to a bluestone patio and private backyard. An exceptional home offering privacy, sophisticated finishes, and effortless indoor/outdoor living.

159 Walpole St., Dover

Listing courtesy of Listing Agent: Khoury Group from Listing Office: Serhant.

71 Walpole St, Dover
$3,249,990
5 Beds ⋅ 7 Baths ⋅ 73597500 MLS
New 2026 construction in Dover, designed with intention from the ground up. A gracious gallery entry with soaring ceilings & crown molding sets an elegant tone, leading into formal living & dining rooms, a first-floor office & full bath — a layout built for everyday living & entertaining alike. The rear wing opens to a chef's kitchen — fully custom cabinetry, a butler's pantry, sun-filled breakfast nook & top-tier appliances — overlooking a large, private rear yard & anchored by a generous family room. Upstairs, four ensuite bedrooms include a primary suite with a hotel-caliber bath, custom dressing room & private lounge; secondary bedrooms feature built-in closet systems for effortless storage. A dedicated laundry room offers custom cabinetry throughout. The top floor adds a guest suite & flexible bonus rooms, ideal for a home gym, media space or playroom. The finished lower level continues the theme with a media room, gym & full bath. A three-bay garage & sweeping front & rear yards complete the exterior. Bespoke millwork, layered accent lighting & premium finishes throughout. Full spec sheet of upgrades available on request. Private showings by appointment.

71 Walpole St, Dover

Listing courtesy of Listing Agent: The Elle Group from Listing Office: eXp Realty LLC - Corporate Office.

17 Holliston St, Medway
$849,000
12 Beds ⋅ 7 Baths ⋅ 73596840 MLS
A property with possibilities, offering the space and existing infrastructure to support a new vision. Set on a 19,166-square-foot lot within Medway’s Village Multifamily Housing Overlay District, 17 Holliston Street presents an opportunity to explore renovation, continued residential or institutional use, or potential redevelopment, subject to applicable zoning, permitting, and approvals. The property invites consideration by nonprofit organizations, housing providers, investors, and developers seeking a site with flexibility for its next chapter. The over 5,800 sq ft building includes 17 rooms with 5 full and 2 half bathrooms spread over two levels. It features a ramped entrance, sprinkler fire suppression system, full deleading compliance, 200-amp electrical service, and gas heating. With this existing infrastructure, along with a central location 5 miles from 495 and 10 miles from Patriot Place, this property offers a great starting point for evaluating a range of future possibilities.

17 Holliston St, Medway

Listing courtesy of Listing Agent: Johnston Lynch Group from Listing Office: Dwell360.

196 Bay Colony Drive, Westwood
$2,450,000
5 Beds ⋅ 6 Baths ⋅ 73596760 MLS
Beautifully set on nearly two private acres in one of Westwood’s favorite neighborhoods, this classic center entrance colonial blends timeless style with thoughtful updates and incredible space. A grand foyer opens to elegant living and dining rooms with gleaming hardwood floors. A stylish new quartz and custom cabinet kitchen flows to a large family room with a fireplace and French doors open to a sunny composite deck overlooking the level yard and heated pool. The private primary suite offers a luxurious new bath and two walk in closets. Additional bedrooms and baths span the second and third floors, including flexible office and sitting areas. The finished lower level is a true destination, with a custom wet bar, billiards area, and a darkened entertainment room perfect for movie nights. Another bonus: the separate suite with its own entrance above the 3-car garage—complete with a full bath and ideal for an office, au pair, or guest quarters. This beautifully maintained home is designed for gracious entertaining and comfortable everyday living. You will love coming home!

196 Bay Colony Drive, Westwood

Listing courtesy of Listing Agent: Ellen S. McGillivray from Listing Office: Coldwell Banker Realty - Westwood.

245-251 Newport Ave, Quincy
$2,139,900
7 Beds ⋅ 6 Baths ⋅ 73596608 MLS
TWO-FAMILY AND FOUR-FAMILY PROPERTIES FOR SALE. Excellent opportunity to own two multi-family properties! Conveniently located near the Wollaston T station, these properties offer a variety of living arrangements and potential investment opportunities. Two-Family Building, First-Floor Unit: Features three rooms, one bedroom, an eat-in kitchen, and a finished basement offering additional usable space. Second-Floor Unit: Offers three rooms, one bedroom, an eat-in kitchen, a private deck, and a walk-up attic providing additional storage. potential Four-Family Building Basement Unit: Features two rooms, one bedroom, and a kitchen. First-Floor Unit: Offers four rooms, one bedroom, an eat-in kitchen, and a sunroom. Second-Floor Unit: Features five rooms, two bedrooms, an eat-in kitchen, and a sunroom. Third-Floor Unit: Offers four rooms, one to two bedroom, and an eat-in kitchen. Additional Highlight: Two driveways, nine parking spaces provide valuable off-street parking. Conveniently situated near the Wollaston T station, these properties offer accessibility to public transportation and the surrounding area. An excellent opportunity for investors or buyers looking to own multi-family real estate in a convenient location. 2nd Floor unit with deck in the 2 family building is vacant now. At least 24 hour notice to show.

245-251 Newport Ave, Quincy

Listing courtesy of Listing Agent: Jian Zhi Tan from Listing Office: Central Real Estate.

1228-1242 Commercial Street, Weymouth
$2,650,000
16 Beds ⋅ 14 Baths ⋅ 73596045 MLS
1228-1242 Commercial Street is a 9-unit multifamily opportunity in East Weymouth comprised of a 6-unit and 3-unit property one tax parcel. The properties were extensively renovated and feature custom cabinetry, high-end appliance packages, modern bathrooms, updated flooring, recess lighting, central air-conditioning, in-unit laundry. The 6-unit was renovated to the studs and is fully sprinklered. The property is improved by a 0.2 acre lot that accommodates up to 10 vehicles. This is a great transit-oriented location convenient to the public bus and walking distance to the MBTA Commuter Rail. All the tenants are on at-will basis considerably below market for the quality of the units allowing an investor flexibility to improve rents upon purchase. Jackson Square continues to rapidly develop which bodes well for future property and rent appreciation.

1228-1242 Commercial Street, Weymouth

Listing courtesy of Listing Agent: Tony Pepdjonovic from Listing Office: Marcus & Millichap Real Estate Investment Services.

191 &193 E. Spring St, Avon
$1,778,000
8 Beds ⋅ 8 Baths ⋅ 73596010 MLS
This new construction Duplex pretty much has it all! 4 finished levels, 4 kitchens (each fully applianced), 8 bedrooms (primary suite), 6 full baths, 2 half baths, 2 first floor dedicated laundry rooms (with brand new washer & dryers), 2 walk-in pantry's, 2 in home offices, 2 garages, 2 decks, 2 patios and 2 large private back yards. Live on one side and rent the other....split the cost with a family member and each have your own home...or we have prelim condo docs if you want to sell half later. EACH unit has its own septic system, its own power line to the street, it's own water line and meter. The only common space between these is a 20' shared wall at the back of the pantry/laundry/1/2 bath wing. If you've been looking at multi families chances are you have never seen one like this! Stop by and see for yourself on Friday Oct 30th between 3-5 pm or book a private showing at your convenience.

191 &193 E. Spring St, Avon

Listing courtesy of Listing Agent: Doyle & Waldron Team from Listing Office: Coldwell Banker Realty - Easton.

8 Noanett Rd, Needham
$2,499,000
6 Beds ⋅ 6 Baths ⋅ 73593696 MLS
Introducing 8 Noanett Road, an exceptional newly constructed residence offering over 6,000 square feet of sophisticated living space in the heart of Needham. Designed with a contemporary aesthetic and meticulous attention to detail, this pristine home seamlessly blends modern elegance with everyday functionality. The expansive open-concept main level is filled with natural light and showcases wide-plank hardwood floors, oversized windows, a stunning chef's kitchen with a waterfall-edge island, sleek cabinetry, and an inviting living area anchored by a beautifully designed fireplace. Offering 6+ generously proportioned bedrooms and 5.5 bathrooms, the residence features beautifully appointed baths, refined finishes, and thoughtfully designed spaces throughout. The impressive primary suite offers a spacious private retreat, while a versatile upper-level lounge provides additional space for entertaining, relaxation, or a home office. Custom built-in storage, contemporary architectural details, and a seamless flow between living spaces further elevate the home's appeal. Ideally situated just minutes from Needham's shops, parks, schools, commuter routes, and vibrant town center, offering convenient access to dining and local amenities. A remarkable opportunity to experience modern luxury, combining exceptional scale, sophisticated design, and the comfort of new construction in one of Needham's most desirable communities.

8 Noanett Rd, Needham

Listing courtesy of Listing Agent: S. Kyle Buyuksakayan from Listing Office: Compass.

248-252 Washington Street, Norwood
$2,300,000
14 Beds ⋅ 6 Baths ⋅ 73593610 MLS
Exceptional investment opportunity offering immediate cash flow, stable rental income, and long-term appreciation potential! This unique package includes two fully occupied three-family homes at 248 and 252 Washington Street, plus four adjoining vacant lots, totaling approximately 30,000 SF of land. Each identical building features two 2-bedroom units and one 3/4-bedroom unit, providing six income-producing apartments in a strong rental market with consistent tenant demand. Both properties offer solid construction, newer roofs, vinyl siding, poured concrete foundations, separate utilities, and ample off-street parking—making them attractive, low-maintenance investments with manageable operating expenses. Ideally situated near the Westwood line, within walking distance to the commuter rail, shopping, restaurants, and everyday amenities, the location supports continued rental demand and long-term value. The four additional lots provide further investment flexibility and potential upside, (subject to buyer verification of zoning and permitted uses). A rare opportunity to acquire an established, fully occupied multifamily portfolio with immediate income, diversified rental streams, and substantial land holdings in one transaction.

248-252 Washington Street, Norwood

Listing courtesy of Listing Agent: Michael Lord from Listing Office: Capital Realty Group.

44 Ridgewood Rd, Milton
$2,890,000
5 Beds ⋅ 7 Baths ⋅ 73593368 MLS
A life without compromise awaits at 44 Ridgewood Rd in Milton, where exceptional new construction pairs architectural presence with thoughtful everyday ease. A grand kitchen, butler’s pantry, and dedicated dining room set the stage for memorable entertaining, while the dramatic living room impresses with soaring ceilings, expansive windows, and a commanding fireplace. A first-floor office/bedroom with ensuite bath adapts to changing needs. A mudroom off the two-car garage and designer powder room complete the main level. The luxurious primary suite offers two separate closets and an expansive, spa-inspired bath; every secondary bedroom features its own ensuite. With 9-foot ceilings, the finished lower level offers generous entertainment spaces, a wet bar, gym, sauna, full bath, and flexible office/guest space. An expansive deck overlooks the private backyard. From milestone celebrations to quiet mornings, this distinctive Milton home makes room for every part of life.

44 Ridgewood Rd, Milton

Listing courtesy of Listing Agent: Foster/ Harrington Team from Listing Office: Coldwell Banker Realty - Milton.

933 South St, Needham
$2,800,000
6 Beds ⋅ 6 Baths ⋅ 73593180 MLS
Spectacular, young, center entrance colonial on South Street with over 1.5 acres of land. Set well back from the scenic road, with 2 front entrances, a 3 car garage and almost 6000 sq.ft of luxurious living space, you have finally found your forever home! The first floor boasts a traditional entry foyer, flanked by living and dining rooms, an AMAZING chef's kitchen with massive mahogany island, a spacious family room, ensuite bedroom, mudroom and powder room. The second floor is highlighted by a substantial primary suite with spa like bath, 3 more bedrooms, an office, 2 full baths and laundry. On the third floor, you will find the 6th bedroom, gym/office space/den and full bath. The lower level has 2300+ sq ft of unfinished space with extra high ceilings to finish as you wish. There is also a covered screened in porch, a patio and a football field sized yard, flanked entirely by huge trees for privacy, that can accommodate a pool, pool house, pickle ball court or whatever tops your wish list. This gorgeous home has it all and is ideally located near Needham's top schools, Town Center, commuter rail and highway. Come see your forever home now!

933 South St, Needham

Listing courtesy of Listing Agent: Team Pearlstein from Listing Office: Gibson Sotheby's International Realty.

7 Naples, Brookline
$4,295,000
11 Beds ⋅ 6 Baths ⋅ 73592780 MLS
BEST COOLIDGE CORNER LOCATION and Rarely available! Fully leased 6-unit brick building on a quiet side street steps from Harvard St in Coolidge Corner. Five 2-bedroom units and one 1-bedroom. Rents are well below market and there is a tremendous amount of value to add. Hardwood floors throughout, great lighting, and solid rental history. 7 Naples Rd is part of a 3 building association. Heat and Heat water are shared. Short walk to the Coolidge Corner Green Line C stop, Trader Joe’s, restaurants, with easy access to Longwood Medical area, Fenway, and Boston University. Rare chance to own a stabilized multifamily in one of Brookline’s most walkable neighborhoods. Showings by appointment with 48 hours notice to tenants.

7 Naples, Brookline

Listing courtesy of Listing Agent: Jacob Simmons from Listing Office: City Realty Group.

54 Sargent Road, Brookline
$8,400,000
7 Beds ⋅ 8 Baths ⋅ 73592560 MLS
Set on 1.21 private acres in Brookline’s coveted Sargent Estate neighborhood, 54 Sargent Road is a c.1925 Colonial reimagined through a thoughtful, design-driven renovation. Tall ceilings, preserved millwork, detailed moldings, and four fireplaces meet bespoke finishes and a warm palette of materials. Across 8,540 square feet, seven bedrooms, six full and two half baths accommodate everyday living and gracious entertaining. An elegant foyer connects the first-floor living spaces. The living room features a wood-burning fireplace with a custom Chesneys mantel, built-ins, window seats, and French doors offering views through the Conservatory to the gardens. Opposite, the dining room pairs a fireplace and built-in cabinetry with de Gournay wallpaper. A fully appointed bar leads to the expanded kitchen where custom cabinetry, two islands, and a curved breakfast room overlooking the grounds, and opens to a window-lined family room. A private office and second bar sit beyond. The house opens to one of its most striking spaces: the Conservatory. A defining addition in the sellers’ renovation, it forms the architectural link between the main house and the formerly detached carriage house and garage. The carriage house includes a three-car garage and a private guest suite above, with a bedroom, full bath, kitchenette, and living room opening through French doors to a patio with a hot tub. In the main house, a winding staircase framed by a soaring window leads to a book-lined landing and sun deck. The primary suite offers a fireplace, bespoke built-ins, two walk-in closets, and a spa-like bath. Two en-suite bedrooms, two bedrooms sharing a Jack-and-Jill bath, and laundry complete the second floor. The third floor adds a great room, bedroom, full bath, and storage. Below, a gym, recreation room, theater, wine cellar, half bath, and second laundry provide space for fitness and leisure. Outside, a bluestone patio off the kitchen invites al fresco dining. A garden fountain, intricate iron gate, and planted pathways lead to an expansive, private level lawn framed by mature trees. A fire pit offers a gathering place for evenings that linger well past dinner. Known for its quiet streets, pond, and conservation land, Sargent Estates surprising sense of nature so close to the city. Near Lincoln School, Brookline High, and area private schools,the property is blocks from the Green D Line, with convenient access to Longwood Medical Area, downtown Boston, Cambridge, and Logan.

54 Sargent Road, Brookline

Listing courtesy of Listing Agent: Hilary Maddox Team from Listing Office: Compass.

1539 Beacon Street, Brookline
$21,750,000
99 Beds ⋅ 115 Baths ⋅ 73592434 MLS
We are pleased to present the opportunity to acquire Beacon Fairbanks Manor, a 56-unit apartment community in one of Greater Boston’s most highly ranked and supply-constrained submarkets, Brookline, MA. Beacon Fairbanks Manor occupies a prime position on Beacon Street between Coolidge Corner and Washington Square, sitting directly on the MBTA Green Line Fairbanks Street stop. The property consists of 11 Studios, 30-One Bedroom, and 15-Two Bedroom units. The property provides durable in-place income underpinned by an irreplaceable location and strong tenant demographic, paired with a clear value-add business plan with significant upside. The property sits within a short commute of the 213-acre Longwood Medical Area; home to Brigham and Women’s Hospital, Boston Children’s Hospital, Beth Israel Deaconess Medical Center, and Dana Farber Cancer Institute. Additionally, Beacon Fairbanks Manor provides rapid transit to tenants who work in the major employment hubs of Boston, Cambridge, Brookline, and beyond. Nearby amenities are unmatched within Coolidge Corner and Washington Square, known for boutique dining, grocery options, retail, nightlife, and a strong sense of community that supports low turnover rates.

1539 Beacon Street, Brookline

Listing courtesy of Listing Agent: Kevin Benzinger from Listing Office: Boston Realty Advisors.

6 Pheasant Hill St, Westwood
$2,075,000
4 Beds ⋅ 6 Baths ⋅ 73591555 MLS
This exceptional residence serves as a refined private sanctuary, meticulously curated to harmonize sophisticated architectural design with resort-style amenities. Ideal for both grand entertaining and serene daily living, the home opens with a dramatic two-story foyer that leads into a light-filled interior accented by white oak flooring throughout the primary levels. The formal living and dining spaces flow effortlessly into an expanded epicurean kitchen, which features quartz countertops, striking two-tone shaker cabinetry, a substantial central island graced by Hinkley pendant lighting, and professional-grade stainless-steel appliances by Thermador and IKTCH. An adjacent scullery kitchen offers additional operational convenience, equipped with a secondary dishwasher, sink, and wine refrigeration. The sunken family room is distinguished by a fluted-tile fireplace, with sliding glass doors opening directly to the rear grounds. The main level is completed by a well-appointed mudroom, dedicated laundry facilities, and a powder room. Upstairs, the primary suite offers a private retreat complete with a expansive walk-in closet, an executive office space, and a spa-inspired ensuite featuring a walk-in rainfall shower, marble vanity surfaces, and Kohler sinks. Three additional well-proportioned bedrooms include a secondary suite with a private bath, while a full hallway bath serves the remaining rooms. The finished lower level provides versatile accommodations for recreation or wellness, complete with resilient laminate flooring, an additional full bath, private exterior entry, and ample storage. Outside, the grounds offer a resort-like atmosphere centered around an inground gunite pool, a built in stone surround grilling station, and a sophisticated pool cabana featuring a kitchenette with sink and beverage center, a full bath and pool accessory storage. Potential sports court area adds another dimension of outdoor recreation, while ample parking accommodates guests with ease. Designed to offer an elevated living experience, this fully renovated Colonial presents a rare synthesis of luxury, utility, and refined comfort. An opportunity to make the extraordinary even more exceptional: the Lamborghini may be included in the sale with an acceptable offer. Ready to experience all this home has to offer? Explore with the virtual tour now!

6 Pheasant Hill St, Westwood

Listing courtesy of Listing Agent: The Jowdy Group from Listing Office: RE/MAX Distinct Advantage.

1152 Central Avenue, Needham
$2,600,000
6 Beds ⋅ 6 Baths ⋅ 73590647 MLS
Welcome to 1152 Central Avenue, a stunning new construction home built by one of Needham's most reputable builders. Spanning four full levels of thoughtfully designed living space, this home offers exceptional craftsmanship, attention to detail, and versatility throughout. The main level welcomes you with a beautiful open-concept kitchen and living area, where quality finishes and meticulous craftsmanship are immediately apparent. A formal dining room, private office, full bathroom, and mudroom with direct garage access complete the first floor. Upstairs, you'll find four generously sized bedrooms, including a luxurious primary suite featuring soaring ceilings, a spa-like bathroom with an arched shower and soaking tub, and separate his-and-hers closets. The finished third floor offers an additional bedroom and full bathroom, providing the perfect space for guests, a second home office, or a private retreat. The fully finished lower level is equally impressive, offering endless possibilities for a home gym, media room, or entertainment space, along with an additional bedroom and full bathroom. With four finished levels, exceptional craftsmanship, and a thoughtfully designed floor plan, 1152 Central Avenue offers the perfect combination of luxury, comfort, and functionality.

1152 Central Avenue, Needham

Listing courtesy of Listing Agent: Stephen Rothstein from Listing Office: William Raveis R.E. & Home Services.

55 Singletree Rd, Brookline
$34,000,000
7 Beds ⋅ 16 Baths ⋅ 73590483 MLS
There are exceptional homes, and then there are properties conceived on an entirely different scale. 55 Singletree is the latter. Perched atop a secluded hill on more than two private acres in Brookline, adjacent to the reservoir, this extraordinary estate offers a rare sense of privacy and tranquility just minutes from Boston. Its elevated position and naturally sheltered setting create remarkable seclusion, with no neighboring homes overlooking the pool or private outdoor spaces. Years of vision, craftsmanship, and investment have been brought to life through an extensive two-phase construction project by Thoughtforms, one of New England’s most respected custom home builders. The result is not simply a residence, but a world unto itself—an estate with the scale and experience of a private resort. The property's commanding elevation captures views toward the Boston skyline, culminating at a rooftop terrace overlooking the city. Across the grounds, architecture and landscape have been conceived as one experience. Water features introduce movement and serenity, expansive outdoor spaces invite both gathering and escape, and a private tennis and sports court creates a level of recreation rarely found so close to the city. Inside, monumental scale meets intimate refinement, with exceptional materials, custom craftsmanship, and thoughtfully designed spaces equally suited for grand entertaining and everyday family life. An estate of this scale, caliber, and extraordinary privacy would be exceptionally difficult to replicate today. 55 Singletree represents a singular opportunity: a secluded residential sanctuary offering remarkable sophistication, recreation, and proximity to Boston.

55 Singletree Rd, Brookline

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

19 Orchard St, Wellesley
$4,100,000
5 Beds ⋅ 7 Baths ⋅ 73590385 MLS
Gorgeous new construction in Wellesley Farms, where warmth, style, and a designer's touch come together to create a home that will capture your heart. Thoughtfully crafted with timeless finishes and exceptional attention to details. The heart of the home is the spacious chef’s kitchen, featuring high-end appliances, a pantry and a large center island that flows seamlessly into the dining and family rooms. Bathed in natural light, this inviting main living space overlooks and opens to a large deck with beautiful views of the fantastic backyard, creating an effortless indoor-outdoor living and entertaining. A versatile first-floor study with a dedicated full bath and closet offers flexibility as a home office or 1st bedroom. The charming mudroom provides direct entry from the 2-car garage. Upstairs, 4 en-suite bedrooms each w/walk-in closets, including a luxurious Primary Suite w/vaulted ceiling & 2 walk-in closets & a spa-like bath. The walkout lower level offers something for everyone....a game room, playroom, exercise room or an additional bedroom & full bath for extended living needs. Set in a Wellesley Farms neighborhood, this exceptional home is conveniently located to the commuter train, shops, schools, and Boston. Come fall in love!

19 Orchard St, Wellesley

Listing courtesy of Listing Agent: Patricia Bradley from Listing Office: Rutledge Properties.

71 Fairbanks Ave, Wellesley
$4,750,000
6 Beds ⋅ 7 Baths ⋅ 73590211 MLS
Set in Wellesley’s sought-after Poet’s Corner, this exceptional new-construction residence pairs timeless architectural character with a fresh, thoughtfully designed interior. Spanning over 6,100 square feet, the home offers an effortless layout with generous proportions and an abundance of natural light. The main level features an inviting kitchen with breakfast bar and substantial prep space plus a walk-in pantry. The adjoining family room, along with elegant formal spaces, a dedicated office or first-floor bedroom, and a well-appointed mudroom complete the first level. Upstairs, the private bedroom level includes a spacious primary suite with dual walk-in closets and a luxurious bath, plus 3 additional generously sized en-suite bedrooms and a convenient laundry room. The finished lower level adds exceptional flexibility with a large recreation space, wet bar, gym, and additional bedroom and bath. Outside, a level yard and patio create a wonderful setting for everyday living and entertaining. A two-car garage and ample driveway parking complete this beautifully appointed home, ideally located near parks, schools, shops, dining, and the commuter rail.

71 Fairbanks Ave, Wellesley

Listing courtesy of Listing Agent: The Mazer Group from Listing Office: Compass.

39 Macarthur Rd, Wellesley
$3,450,000
6 Beds ⋅ 6 Baths ⋅ 73588846 MLS
Exquisite craftsmanship meets modern luxury in this stunning new construction Colonial, situated in one of Wellesley’s most sought-after neighborhoods. Renowned for an uncompromising eye for detail, the builder has delivered a residence where every finish feels intentional and every space feels like home. The heart of the home is a spectacular gourmet kitchen, outfitted with professional-grade Thermador appliances and a massive center island. This space flows directly into the light-filled fire-placed living area that leads out to a large deck overlooking the grounds. A well-appointed butler’s pantry, complete with custom cabinetry and a beverage fridge, provides an elegant transition between the kitchen and the formal dining room.Functional luxury is found at every turn, including the oversized attached two-car garage that leads directly into a thoughtfully designed mudroom. This transition area features a separate walk-in pantry and provides access to a charming screened-in porch with retractable screens. The main floor plan also includes a versatile study featuring custom built-ins, which can easily serve as a guest bedroom and a full bath. Upstairs, the accommodations are equally impressive. Each bedroom features its own ensuite bath, ensuring comfort for everyone. The primary suite is a true retreat, boasting soaring ceilings, an expansive walk-in closet, and a spa-inspired bathroom. The finished walk-out lower level adds incredible versatility, offering dedicated spaces for a gym and recreation, along with an additional bedroom and full bath. Outside, the flat, private yard provides a beautiful backdrop for outdoor enjoyment, but the real magic extends beyond the property line. This home is nestled in a vibrant neighborhood celebrated for its friendly atmosphere, where block parties and community events are a staple of the local lifestyle. With easy access to the shops and dining at Linden Square and Wellesley Center, the MBTA for a seamless commute, and the scenic town trails just moments away, this property represents the very best of Wellesley.

39 Macarthur Rd, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

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