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37-39 Beaconsfield Road, Brookline
$2,999,000
9 Beds ⋅ 5 Baths ⋅ 73561142 MLS
RENOVATED Side-by-Side 2-FAMILY in BROOKLINE near Washington Square. Townhome Style Layouts, Each Unit has a Private Entry & Each home enjoys Private Outdoor Space, Deck + Terrace + Patio. Central A/C with separate HVAC. The Large DRIVEWAY, holds 3 Car Parking in Tandem. Strong Rental History! One Unit (#37) is 1600SF, 4BR/2BA, located on the right side and can be "Owner Occupied" while you collect rent ($7,225/month) next door at #39 w/Lease thru 8/31/27. That Penthouse Duplex is Spacious & Renovated with 5 Bedrooms/3 Bathrooms. The Living/Dining showcase a Wall of Windows, overlooking a Tree-lined Beaconsfield Road. Each room is Bright & Sundrenched across 3000 Square Feet. The finishes throughout are Condo-Quality! Beautiful Hardwood Floors, Central A/C, In-Unit Washer/Dryer. Entering the Kitchen, The Delighted Chef in YOU feels at home with a Gas Cooking & High-End Appliances like VIKING + SUB-ZERO. On the left side, #39 has generously-sized Bedrooms with a WOW Primary Suite --Walk in Closet--Primary Bathroom. Cherry Wood Cabinets surround a Double Vanity. The Cherry on Top? The Vanity has Custom Storage on ALL sides...Left | Right | Center...PRIME LOCATION with Access to Washington Square's Restaurants, Botique Shops and Star Market. Just minutes to the Beaconsfield Green Line (T) station, D Line + C Line. Only 10 min walk to Brookline High School or The Brookline Reservoir. Beaconsfield is a side street, making this an exceptional Investment Opportunity.

37-39 Beaconsfield Road, Brookline

Listing courtesy of Listing Agent: Collin Bray from Listing Office: Century 21 Cityside.
9 Vassall St, Quincy
$1,139,000
6 Beds ⋅ 3 Baths ⋅ 73560616 MLS
DESIRABLE, RECENTLY RENOVATED 2-FAMILY PROPERTY IN PRIME QUINCY WOLLASTON AREA! Don't miss this excellent opportunity to own this 2-family property featuring a total of 6 bedrooms and 2.5 bathrooms over approximately 2,552 square feet of living space across 3 levels! Whether you're an investor looking for excellent rental income or an owner-occupant seeking the flexibility of multi-generational living, this 2-family property is the perfect fit! Unit 1, located on the 1st floor, offers 2 spacious bedrooms, 1 full bathroom with a linen closet, and a convenient mudroom leading to the side entrance with direct access to the large newly-paved driveway. Unit 1 was intentionally left vacant after the most recent lease recently ended in order to give the new owner the flexibility to move right in or rent it out. Unit 2 spans the 2nd and 3rd floors and offers 4 bedrooms and 1.5 bathrooms. The 2nd floor features an inviting open-concept layout with a spacious eat-in kitchen complete with abundant cabinetry and stainless steel appliances, a formal dining room perfect for hosting, a large living room ideal for relaxing and entertaining, a spacious bedroom, an enclosed porch, and a convenient half bathroom. The 3rd floor consists of 3 additional bedrooms and a full bathroom. Additional features include a brand new exterior front porch, a brand new exterior side entrance staircase for Unit 1, hardwood flooring, recessed lighting, washer and dryer in basement, and a large newly-paved driveway providing 8 parking spaces (and even more parking spaces if tandem parking)—a rare and valuable amenity, especially in this desirable area. This property is conveniently located near public transportation/T station/highway access, restaurants, schools, supermarkets, and more, making it an attractive location for both homeowners and tenants! Whether you're looking for an investment opportunity to generate excellent rental income, live in one unit while renting the other, or accommodate extended family, this 2-family property in this prime Quincy Wollaston location is just what you're looking for!

9 Vassall St, Quincy

Listing courtesy of Listing Agent: Derek Wong from Listing Office: V & E Realty.
86 Chestnut St, Brookline
$1,699,000
9 Beds ⋅ 4 Baths ⋅ 73559809 MLS
Investors, take note! Don't miss this exceptional opportunity to own a three-family property in one of Brookline's most sought-after locations. Situated near Brookline Village, this property is just a 12-minute walk to the Green Line, providing convenient access to Fenway, Downtown Boston, and beyond. The MBTA Route 60 bus to the Longwood Medical Area is just steps from the front door. Enjoy a highly walkable neighborhood with easy access to grocery stores, restaurants, parks, walking trails, and all the amenities that make Brookline such a desirable place to live.Add your own modern day updates, and with repairs, this classic property has the potential to truly shine! Large driveway accommodates multiple cars for easy off street parking.! Located in a community renowned for its exceptional schools, vibrant neighborhoods!

86 Chestnut St, Brookline

Listing courtesy of Listing Agent: Sarah McIntyre from Listing Office: Red Tree Real Estate.
10-24 University Rd., Brookline
$15,750,000
79 Beds ⋅ 31 Baths ⋅ 73554361 MLS
Rare opportunity to acquire a generational asset in the heart of Washington Sq., Brookline. Just a stone’s throw away from Beacon St. – 10-24 University Rd. is positioned alongside one of the most transit-oriented throughfares in/around Greater Boston, providing immediate MBTA access to major universities, like BU, Northeastern and Wentworth, the Longwood Medical Area and the many tech and engineering hubs in Kenmore Sq./Downtown Boston. Addressed as 10-12, 16-18 and 22-24 University Rd., the offering consists of three (3) 7-unit buildings and eleven (11) surface level parking spaces on contiguous parcels spanning 23,479 sq./ft. in cumulative lot size. Gross building area within the shells of all three buildings amounts to 57,928 sq./ft. but twenty-one (21) residential units comprise 35,512 sq./ft. of living space, with eighteen (18) 4-5 bedroom dwellings across the first, second and third levels and three (3) 1-2 bedroom dwellings on the garden levels. While substantial value-add potential can be achieved by preserving the current building designs, additional opportunities may also exist by tapping into unutilized space on the fourth floors/garden levels, rearranging floorplans and/or increasing the total unit count.

10-24 University Rd., Brookline

Listing courtesy of Listing Agent: Joe Danisch from Listing Office: Coelho Realty Group LLC.
110 Rockmeadow Rd, Westwood
$2,695,000
7 Beds ⋅ 6 Baths ⋅ 73551671 MLS
Exceptional custom Colonial built in 2018, ideally situated on a beautifully landscaped one-acre corner lot in Westwood's highly sought-after Pine Hill School District. Offering over 5,300 sq. ft., this meticulously maintained home features 7+ bedrooms, 5.5 baths, a stunning chef's kitchen with oversized island, granite countertops, stainless appliances, and an open floor plan to the fireplaced family room. A first-floor bedroom with full bath offers ideal au pair or in-law potential. Upstairs, the luxurious primary suite includes vaulted ceilings, a custom walk-in closet, and a spa-like bath. Enjoy a covered rear porch with recessed lighting, ceiling fans, patio, and fire pit. Additional highlights include a 3-car garage, whole-house generator, double-wide mahogany staircase to a full basement with 9' ceilings ready for future expansion. Minutes to top-rated schools, shopping, commuter rail, and major routes.

110 Rockmeadow Rd, Westwood

Listing courtesy of Listing Agent: Maher Realty Group from Listing Office: eXp Realty LLC.
5 Cape Cod Lane, Canton
$699,000
8 Beds ⋅ 4 Baths ⋅ 73550327 MLS
Bring Offers! To Settle Estate. Investors - Contractors - People in need of a Large Home - This 3,360 (+/-) sq. ft. house features 15 rooms, 4 Full Baths, 3 Separate Heating Systems, Hardwood Floors with unique floor plan is only limited to your imagination. Great Location! Easy access to Town, Train, Highways, and Shopping. Being sold in "as is" condition. Subject to license to sell. Note: some plumbing for second kitchen is in place (with necessary permits) for possible Two Family conversion or ADU

5 Cape Cod Lane, Canton

Listing courtesy of Listing Agent: Anthony Camarra from Listing Office: Camber Real Estate, Inc..
126 Butler Rd, Quincy
$899,999
6 Beds ⋅ 3 Baths ⋅ 73549820 MLS
This large 2 family home with 6 beds and 3 baths is ready for its next owner! Use it as a rental or live in one unit and rent out the other. If you need a vacant unit house can be delivered with one. 4 bed apt is month to month and 2 bed apt lease ends in Aug. Location is fantastic; .5 miles to Quincy Shore Drive and .5 miles to Quincy center. The property has 2 driveways(one for each unit) Upgrades include: 2 forced hot air furnaces(2015) water heaters(2024,2023) most appliances in house(past 5 years) common room electric service(2020) Any questions text/call list agent.

126 Butler Rd, Quincy

Listing courtesy of Listing Agent: David Manning from Listing Office: Coldwell Banker Realty - Canton.
1508 Central St, Stoughton
$1,499,900
12 Beds ⋅ 6 Baths ⋅ 73547237 MLS
Looking for a profitable 6 unit dwelling, look no further. This expansive property offers 6567 square feet of living space, positioned on a generous 15333 square foot lot, representing a significant opportunity for diverse occupancy scenarios. The residence encompasses 12 bedrooms, providing extensive private accommodations. Complementing these are 6 full bathrooms, strategically distributed to ensure convenience and functionality for multiple residents. Each unit has separate utilities with updated electrical, heating & newer hot water systems. Further enhancing the property's utility is a 1-car garage, offering secure parking or additional storage capacity. The structure itself rises three stories, contributing to its commanding presence and offering varied spatial arrangements across its levels. This property offers a compelling proposition for those seeking a substantial multi-family residence in Stoughton. First Open House, Saturday July 11th, 10:30 to 12.

1508 Central St, Stoughton

Listing courtesy of Listing Agent: Charles Lima from Listing Office: Keller Williams Realty.
43 Monadnock Road, Wellesley
$4,995,000
6 Beds ⋅ 6 Baths ⋅ 73545332 MLS
One of Wellelsey's signature properties! Rarely available 18 room estate w/ 4 floors of living situated in the heart of Peirce Estates. Stunning foyer w/ curved staircase. Sunken living room w/ coffered ceilings & stone fireplace. Oversized dining room w/ bay window plus large butler's pantry. Kitchen w/ stainless appliances, center island & breakfast nook. One of a kind family room filled w/ built-in bookcases, coffered ceiling, fireplace & wet bar perfect for entertaining & everyday living. Wood panel den/office. Main bedroom w/ 2 walk-in closets & fireplace. 3 additional beds & 2 baths. Large sitting room/bonus room w/ fireplace completes 2nd floor. Third floor w/ 2 more beds & bath plus another large bonus room with built-in bunk beds. Lower level w/ playroom, game room & bar room. Over 7700 sq ft with almost one acre of privacy abutting the reservoir. Fieldstone patio. 400 amp service. 3 car garage & steel beam construction. Your chance to own one of Wellesley's most iconic homes!

43 Monadnock Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
209 Bristol Rd, Wellesley
$3,095,000
6 Beds ⋅ 5 Baths ⋅ 73542007 MLS
Set on a tree-lined block in the coveted Cliff Estates enclave, this to-the-studs 2025-26 renovation + expansion of a classic NE Colonial is a singular achievement of brilliant design, timeless elegance, and refreshing livability. The expansive living spaces are distinguished by beautifully curated fixtures and finishes, from the fluted marble fireplace to bespoke lighting and hardware. Anchored by a breathtaking central island and 42” Wolf range, the kitchen opens to a spacious family room, dining, and separate great room which all embrace views of the lushly landscaped nearly ½-acre lot. Versatile 1st fl ensuite guest room / office. Four gracious 2nd fl inc. four gracious bedrooms and three elegant new baths inc. a luxe primary suite + laundry. Amazing skylit 3rd fl with new 2026 dormer inc. a 6th bedroom or office + auxiliary living area. Walkout lower level w direct-entry garage, mudroom, ½ bath, open-plan LR or gym + sliders to covered patio and grassy yard. Premier location.

209 Bristol Rd, Wellesley

Listing courtesy of Listing Agent: Elisabeth Preis from Listing Office: Compass.
26 Woodridge Rd, Dover
$2,950,000
7 Beds ⋅ 9 Baths ⋅ 73541698 MLS
SUNDAY OPEN HOUSE 1 to 2:30. This stunning 7BR 6/2BA Colonial is set on 8+ acres offering privacy in a neighborhood setting! The heart of this home is the spacious cherry & granite 2024 kitchen w/2 Sub-Zero refrigerators, 2 Bosch dishwashers, huge island & sliders to the beautiful stone patio. The easy flow of the floor plan provides ample spaces for entertaining & relaxing including a delightful sunroom w/a vaulted ceiling. The 2nd floor boasts a fireplaced primary suite with a balcony overlooking the fenced yard, heated swimming pool, water slide, spa & cabana. Four additional bedrooms, 3 full baths & laundry room complete the second floor. A private bedroom suite can be found on the 3rd floor. The lower level offers an abundance of recreational spaces as well as a bedroom & full bath. Attached 3 car garage. Located just 18 miles from Boston, the charming town of Dover is known for its top-ranked schools, scenic New England character & low taxes.

26 Woodridge Rd, Dover

Listing courtesy of Listing Agent: Mary Crane from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
211 High Rock St., Needham
$2,995,000
6 Beds ⋅ 6 Baths ⋅ 73540441 MLS
Seamless luxury inside and out! This premier 2026 custom-built home offers 6-7 bedrooms and nearly 7,000 sq ft designed for everyday living and entertaining alike. At the heart of the home is a designer chef's kitchen with a 12-foot island, Thermador appliances, butler's pantry, and accordion doors creating a seamless indoor-outdoor living experience. A dramatic central staircase creates a striking focal point while providing effortless flow throughout the home. Additional highlights include a stunning primary suite w/ dual walk-in closets and Juliet balcony, first-floor guest/au pair suite, expansive deck overlooking a deep backyard, and a full walk-up attic ideal for home offices, gaming, hobbies, and more. The finished walk-out lower level offers exceptional flex space for lounging, recreation, and entertaining complete w/ a sauna and full bath. This home been built to the highest standards of quality, experience the feeling exceptional craftsmanship and premium finishes throughout.

211 High Rock St., Needham

Listing courtesy of Listing Agent: Adam Stivaletta from Listing Office: The Agency Boston.
80 Gary Rd, Needham
$3,585,000
6 Beds ⋅ 8 Baths ⋅ 73524017 MLS
New Construction!! Stunning modern luxury with international flair in one of Needham’s most desirable neighborhoods. Pictures are Computer generated. This custom-built home on a lush 16,500 SF lot offers 6896 SF above grade plus a 3,718 SF finished lower level. Features include 5+ bedrooms, 8 full baths, and potential for a first- or lower-level ADU/in-law suite. A dramatic two-story great room with floor-to-ceiling windows anchors elegant living spaces. Chef’s kitchen with Wolf and Sub-Zero appliances, custom cabinetry, and oversized island opens to an extraordinary courtyard with mezzanine deck and traditional tea/meditation room. Second level offers four ensuite bedrooms, including a luxurious primary suite. Mudroom, central air, tankless hot water, and 2-car garage complete this exceptional offering.

80 Gary Rd, Needham

Listing courtesy of Listing Agent: Michael Niden from Listing Office: Keller Williams Realty.
Sears Road, Brookline
$11,750,000
6 Beds ⋅ 9 Baths ⋅ 73536353 MLS
A rare opportunity to reimagine and create a $20+M compound in Brookline, set on two private acres in the coveted estate area. Conceived by an award-winning architect, the proposed design masterfully blends timeless elegance and exceptional craftsmanship with the features most desired for modern living soaring ceilings, abundant natural light, clean architectural lines, and a thoughtfully designed floor plan ideal for both grand entertaining and everyday comfort. The proposed plans showcase an expansive open-concept kitchen and family room with a dramatic cathedral ceiling, elegant formal living and dining rooms, spacious library, a screened porch, a gracious 1st floor bedroom, and an exceptional 2nd floor primary suite. Additional customization options include an elevator servicing all levels, a golf simulator, and a swimming pool. Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay

Sears Road, Brookline

Listing courtesy of Listing Agent: Chamberlain Group from Listing Office: Coldwell Banker Realty - Brookline.
45 Longmeadow Rd, Wellesley
$5,500,000
7 Beds ⋅ 9 Baths ⋅ 73536264 MLS
Set on a beautifully flat lot in one of Wellesley’s most desirable neighborhoods, this exceptional Colonial offers a rare combination of luxury, space, and timeless design. Located in a special community with a picturesque meadow at its center, providing a peaceful setting. Featuring 7 bedrooms, 7 full and 2 half bathrooms, this thoughtfully designed home offers flexibility for today’s lifestyle. The stunning chef’s kitchen features a center island, top-of-the-line appliances, custom cabinetry, and separate walk-in pantry. Spacious living areas, elegant formal rooms, high ceilings, natural light, and beautiful finishes create an inviting atmosphere. The luxurious primary suite offers a private retreat, while the generous secondary bedrooms provide comfort for family and guests. Multiple spaces allow for work, recreation, and entertaining. The expansive backyard is ideal for outdoor enjoyment, conveniently located near Wellesley’s top-rated schools, town center, train, and major routes.

45 Longmeadow Rd, Wellesley

Listing courtesy of Listing Agent: Lisa Sewall from Listing Office: Coldwell Banker Realty - Wellesley.
97-103 University Rd, Brookline
$5,500,000
12 Beds ⋅ 8 Baths ⋅ 73534622 MLS
Rare development opportunity in the heart of Brookline's coveted Washington Square neighborhood. Situated on University Road, 97 and 101-103 University are comprised of two abutting multifamily lots totaling 12,219 SF (approximately 6,000 SF each), with the ability to build three residential units on each lot by right. 6 Units total. OR ZBA-approved plans for a 9 Unit Development... past demo stay. Developers, investors, and end-users alike will appreciate the flexibility to develop the parcels separately or explore combining the lots for a larger-scale project. This property is offering a rare chance to capitalize on one of Greater Boston's most desirable and supply-constrained residential markets. No representations made by seller; buyer to perform their own due diligence. Email or Text me for more details.

97-103 University Rd, Brookline

Listing courtesy of Listing Agent: Eric Tam from Listing Office: Compass.
845 North St, Walpole
$1,695,000
6 Beds ⋅ 4 Baths ⋅ 73533736 MLS
***CAN BE SHOWN BY APPOINTMENT**** Step into timeless charm and modern comfort in this beautifully renovated Colonial, where classic character meets today’s sought-after updates. Set on 2 private, estate-like acres, this exceptional property offers the perfect blend of historic elegance and contemporary living. Thoughtfully updated while preserving its original craftsmanship and architectural detail, the home features modern finishes, updated systems, and stylish living spaces designed for today’s lifestyle. Sun-filled interiors, spacious rooms, and seamless flow create a warm and inviting atmosphere for both everyday living and entertaining. Outside, the expansive grounds provide a rare sense of privacy and tranquility, with mature landscaping, open green space, and endless possibilities for outdoor enjoyment, recreation, or future expansion. A truly special offering that combines the charm of a bygone era with the convenience and sophistication of modern living.

845 North St, Walpole

Listing courtesy of Listing Agent: Dennis Folan from Listing Office: Coldwell Banker Realty - Westwood.
155 Dale Street, Dedham
$1,050,000
6 Beds ⋅ 5 Baths ⋅ 73532403 MLS
Beautiful Victorian multi-family home with a classic center entrance, front portico, and elegant bay windows offers timeless architectural charm and exceptional investment potential. Soaring ceilings and gleaming hardwood floors throughout elevate the living spaces. Unit 1 features an eat-in kitchen, gracious living room, formal dining room, two spacious bedrooms, two full baths, laundry hookup, and sun-filled three-season porch. Unit 2 offers a similar layout and includes two private decks. The third-floor in-law includes an eat-in kitchen, living room, bedroom, and full bath. A nicely landscaped large yard, plentiful off-street parking, and close proximity to Endicott Commuter Rail Station further enhance this property's appeal.

155 Dale Street, Dedham

Listing courtesy of Listing Agent: Brian Kenneally from Listing Office: Keller Williams Realty.
15 Farm Street, Dover
$12,500,000
7 Beds ⋅ 7 Baths ⋅ 73531926 MLS
Introducing Windover, a grand Georgian estate, meticulously restored and reimagined for modern living. Approached through 5 acres of conservation land, and set atop a private, tree-lined drive, the property commands an immediate sense of arrival. Refined outdoor features include expansive terraces, a secluded walled garden, and a dogwood orchard. A pool house and heated saltwater pool overlook a tranquil pond, creating a resort-like setting. The interior is expansive yet remarkably intimate. A dramatic Mediterranean-style ballroom anchors the entertaining spaces, while the living and dining rooms open to terraces, framing the surrounding landscape at every turn. The luxurious primary suite offers a private retreat; a versatile third-floor suite accommodates guests or live-in staff with ease. A dedicated media room and home gym — with steam shower and sauna — round out the experience. Windover is a property of architectural distinction, enduring beauty, and total seclusion.

15 Farm Street, Dover

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.
40 Singletree Rd, Brookline
$8,200,000
6 Beds ⋅ 9 Baths ⋅ 73526856 MLS
Set on over 1.2 acres with a 1.62-acre experience via a neighboring easement, this exceptional Chestnut Hill estate offers a tranquil oasis on one of the area’s most coveted and secluded streets. Originally built in 1900 and thoughtfully renovated over time, the residence spans more than 9,300 square feet with six bedrooms, six full bathrooms, and three half bathrooms. Its richly detailed living spaces were designed for both elegant entertaining and everyday comfort. Gracious formal rooms, soaring ceilings, and exquisite millwork overlook beautifully landscaped grounds featuring a heated, in-ground pool, a basketball court, and ample parking. Once home to Alvan T. Fuller, the 50th Governor of Massachusetts, the property carries remarkable historic provenance. The grounds were originally designed by Frederick Law Olmsted, further contributing to the property’s timeless character. This is a rare opportunity to own a historic estate of this scale in an unbeatable location.

40 Singletree Rd, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.
55 Parkwood Drive, Milton
$5,995,000
7 Beds ⋅ 10 Baths ⋅ 73519804 MLS
Experience the pinnacle of Milton living at this 1915 French Colonial masterpiece. Set on nearly three acres at the foot of the Blue Hills Reservation, this legacy estate offers a rare blend of privacy and prestige. The grounds are an entertainer’s dream, featuring an in-ground pool, pool house, and a two-story, five-bay garage with an attached vintage greenhouse. Spanning 9,000+ sq. ft., the residence boasts seven bedrooms, ten bathrooms, and nine fireplaces. The main level offers grand formal spaces, including a mahogany-paneled library and a sophisticated office. The chef’s culinary suite is a masterwork of marble and high-end gas ranges. Retreat to the palatial primary wing—a four-room haven with dual baths and expansive views. The finished lower level adds versatility with twin fitness studios and a private lounge and office. Located eight miles from Boston and Logan, enjoy a country-manor lifestyle near world-class Milton Academy. A rare architectural gem. Welcome home!

55 Parkwood Drive, Milton

Listing courtesy of Listing Agent: Kevin G. Keating from Listing Office: Keating Brokerage.
24 Riverside Pl, Walpole
$899,900
6 Beds ⋅ 3 Baths ⋅ 73517158 MLS
Massive price reduction that makes this large home one of the best deals in Walpole. Stunning 6 Bedroom home on quiet dead end street. Easy walk to town center and commuter rail. First floor has two rooms that could be used as home offices, a half bath, a dining room and a large kitchen that opens to a side to side family room overlooking the back yard that was part of a huge 2003 addition in the back of the house The second floor has a large primary bedroom suite with a full bath that was also part of the 2003 renovation, a dedicated laundry room, as well as 4 additional bedrooms and another full bathroom. The third floor has another bedroom, a playroom, and a huge unfinished space over the back of the house. The basement is partially finished with a craft room/ workshop area that opens to the back of the property. Outside there's a detached 2 car garage, a large yard with two sheds and an area for gardening. An easy walk to the commuter rail and numerous downtown attractions.

24 Riverside Pl, Walpole

Listing courtesy of Listing Agent: Matthew S. Sousa from Listing Office: Bullseye Realty Group.
70 Wilsondale St, Dover
$7,500,000
6 Beds ⋅ 8 Baths ⋅ 73516907 MLS
Meticulously restored and impeccably maintained, Wilsondale Farm pairs the character of an 1815 estate with modern systems and generous spaces for today's living and entertaining.10 private acres in Dover, 25 minutes to Boston. Distinctive antique woodwork, lighting, ironwork and masonry, a blend of Carlisle and original wood floors, give the home its quiet sense of history. Daily life starts in the incredible mudroom, built for backpacks, sports gear and muddy boots. The bright European-style kitchen with high-end appliances, a hammered zinc island and hood, extensive storage and an adjoining house manager’s office. The bathrooms are exquisitely appointed, and the laundry room is fully modern. Extensive windows throughout connect every room to the landscape.The connected carriage-house addition is built with traditional pegged post-and-beam construction. Its family room is about 900 square feet across two levels, a home theater below. Upstairs, two bedrooms each have an en suite bath and loft, next to a separate children’s study area. A game room, more bedrooms and family rooms, the beam-lined dining room, a library, formal living and enclosed porches give everyone room to gather or unwind. Outside a heated 75-foot saltwater pool and hot tub, open fields, a sports court and private trails along stone walls to a stream. The circular driveway and parking area lead to separate barn with 6-car garage parking, caterer's kitchen, a gym, storage, and an upstairs suite of about 900 sqft with a bath, steam shower and kitchenette. Restaurants and shopping minutes away, three rail lines, including Amtrak, are close by. Dover-Sherborn High School tops Boston Magazine’s 2026 rankings of Greater Boston public high schools. An additional 6-acre ANR lot overlooking the pond is also available.

70 Wilsondale St, Dover

Listing courtesy of Listing Agent: Jane Wemyss from Listing Office: Compass.
44 Greenleaf St, Quincy
$1,250,000
10 Beds ⋅ 4 Baths ⋅ 73516371 MLS
44 Greenleaf Street presents a rare opportunity in the heart of Quincy—ideal for buyers looking to create something truly special. This single-family Colonial offers timeless character, high ceilings, and an abundance of natural light that pours through the home, highlighting its spacious layout and original charm. Perfect for a thoughtful renovation, the property is well-suited for a variety of uses. Whether you envision restoring it into a beautiful residence or adapting the space for a mixed-use setup, the flexibility here is compelling. With its layout and welcoming feel, it could be an excellent fit for a work-from-home professional—such as a therapist, consultant, or creative—seeking a comfortable and functional environment. Set in a convenient location close to local amenities, transit, and Quincy’s vibrant downtown, 44 Greenleaf is a unique opportunity to invest, customize, and bring new life to a property with strong potential.

44 Greenleaf St, Quincy

Listing courtesy of Listing Agent: Scott Farrell & Partners from Listing Office: Compass.
39-47 Water St, Quincy
$2,999,000
11 Beds ⋅ 8 Baths ⋅ 73507731 MLS
Unique Multi-Structure Investment Opportunity, Res/Bus Zone: Maybe a land lease is in your mind. Exceptional Flexibility & Location.This 1 of-a-kind property offers a versatile mix of four separate buildings totaling six units, ideal for investors, owner-occupants, or developers seeking strong income potential with future upside. Property includes 2 single-family homes,1 two-family residence ,1 single-family home with an attached business space. All but 1 units are currently rented, providing immediate, steady cash flow from day one. Recent improvements include newly paved parking, ensuring ample, convenient off-street spaces for tenants and visitors. Prime Location Highlights:Close proximity to public transportation and train. Minutes to major highways. Near Quincy Center with shopping, dining, and amenities Just 0.5 miles to Faxon Park and trail system for relaxation.The seller has already completed the process and expense of preparing the property for condominium conversion to be transfered at closing.

39-47 Water St, Quincy

Listing courtesy of Listing Agent: Jeanne Hickey from Listing Office: HomeSmart First Class Realty.
280 Warren St, Brookline
$14,850,000
6 Beds ⋅ 8 Baths ⋅ 73507123 MLS
Privately set off Warren St, this exceptional Brookline estate spans over 3.6 acres of beautifully landscaped grounds and over 9,000 SF across four levels, with 6 bedrooms, 6 full and 2 half baths. A striking entry with a sweeping staircase leads to expansive, light-filled living and entertaining spaces rich with charm and detailed moldings. The main level features a mix of formal and informal spaces, multiple offices, and a beautifully designed kitchen with high-end appliances, custom cabinetry, and an eat-in dining area overlooking the grounds. Upstairs, the primary suite includes a luxurious bath and generous dressing rooms, along with five additional bedrooms, family room, and laundry. The serene third floor offers flexible space for a gym, studio, or additional living. Outside, the grounds are unmatched - a pond, patios, firepit, and hot tub perfect for entertaining and everyday living. A one-of-a-kind offering in one of Brookline's most sought-after neighborhoods.

280 Warren St, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.
650 Canton Ave, Milton
$3,950,000
6 Beds ⋅ 8 Baths ⋅ 73506861 MLS
Set down a meandering, tree-lined drive, this spectacular turn-of-the-century Manor estate in Milton is a truly rare offering. From the moment you step into the welcoming foyer, elegance abounds. Three gracious floors of seamless living provide an exceptional balance of grand scale and warmth, featuring multiple bedroom suites and generous gathering spaces designed to accommodate both everyday living and memorable entertaining. This is a home where families gather, laughter fills the rooms, and life’s most cherished moments are made. A true architectural gem, the residence showcases exquisite period details including thick dentil moldings, rich hardwood floors, and finely preserved craftsmanship throughout. The home has undergone a thoughtful, major renovation that honors its historic character while seamlessly incorporating modern comforts and functionality. Privately sited on an impressive 7.32 acres, the grounds offer serenity, space, and a sense of timeless estate living.

650 Canton Ave, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.
17-19 Bacon Square, Plainville
$375,000
6 Beds ⋅ 2 Baths ⋅ 73504201 MLS
Attention contractors, builders, and flippers. Here is an opportunity to be part of the exciting development of the town center district of Plainville. Located within the Town Center District of Plainville and just yards from the town center itself, this vacant, side-by-side duplex is ready for redevelopment. The Conservator is selling this property as-is. Buyer is responsible for all due diligence concerning the building's condition, confirmation of all measurements, details, and development/zoning options for this property. Please contact the listing broker for an accompanied showing.

17-19 Bacon Square, Plainville

Listing courtesy of Listing Agent: Scott Jones from Listing Office: Jones Real Estate Group, LLC.
3 Stone Bridge Lane, Milton
$5,495,000
6 Beds ⋅ 6 Baths ⋅ 73499732 MLS
Set on a private lane within a five-home enclave, this 10,000+ SF estate is bordered by 7,000 acres of protected land in the Blue Hills Reservation, offering a level of privacy rarely found this close to Boston. Accessed by a stone bridge, the home unfolds across 20 thoughtfully designed rooms with 6 bedrooms and 6 bathrooms. A grand foyer leads to vaulted ceilings, a paneled library with fireplace, multiple living and recreation spaces, a home gym, and a dedicated home theater. The kitchen, equipped with premium appliances, opens seamlessly to a large family room anchored by a floor-to-ceiling stone fireplace. The primary suite features a five-piece bath, steam shower, and multiple walk-in closets. Set on 4+ acres, the grounds include a stone terrace with outdoor kitchen, fireplace, jacuzzi, and mature landscaping. A heated four-car garage, dual driveways, and circular motor court complete the offering. Not just a Milton home; an estate with a Milton address.

3 Stone Bridge Lane, Milton

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.
957 South Street, Needham
$3,595,000
6 Beds ⋅ 8 Baths ⋅ 73496150 MLS
AN INCREDIBLE OPPORTUNITY to own an impressive new-construction residence offering extraordinary finished living space in one of Needham’s most desirable neighborhoods. Set on a private acre-plus lot, this beautifully designed home features four finished levels, combining exceptional scale, quality, flexibility, and convenience. The home offers SIX BEAUTIFULLY APPOINTED BEDROOM SUITES each with custom closets, including a sought-after MAIN LEVEL GUEST OR IN-LAW SUITE. At the heart of the home is a spectacular chef’s kitchen featuring a premium LA CORNUE range, oversized center island, dual pantries, and abundant workspace—ideal for everyday living and entertaining. A spacious main-level study provides a private and elegant workspace. The bright, beautifully finished third floor offers exceptional flexibility for additional bedrooms, recreation, or a private retreat. The expansive lower level provides even more possibilities for a media room, fitness area, game room, or gathering space. Quality craftsmanship and thoughtful details are evident throughout, including hardwood flooring, custom millwork, generous storage, and a three-car garage. Outside, a private patio provides a lovely setting for outdoor dining and entertaining. With its remarkable amount of finished living space, quality construction, and desirable location, this home represents an increasingly rare opportunity in Needham. Conveniently located within 5 minutes of Needham Center and the commuter rail! Close to shopping, dining, schools, and major highways, it offers an appealing combination of privacy and accessibility.  Immediate occupancy!

957 South Street, Needham

Listing courtesy of Listing Agent: Jill Finkelstein & Associates from Listing Office: Compass.

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