Wellesley Hills, MA Homes for Sale

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  $7,995,000

  • 6 Beds
  • 9 Baths
  • 10,197 Sq Ft

  14 Greylock Rd, Wellesley Hills, MA 02481

  Exceptional Peirce Estates residence offering over 10,000 sq ft of refined living on a level 0.85-acre lot with room for a pool. Renovated and expanded in 2006–07, the home features 16 rooms, including 6 ensuite bedrooms and 3 half baths. The expansive chef’s kitchen with dual refrigerators and dishwashers, walk-in pantry and breakfast area opens to a sun-filled family room with double-sided

  Bobby Morgenstern Gibson Sotheby's International Realty

  14 Greylock Rd, Wellesley Hills, MA 02481
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  /37

  $2,299,000

  • 5 Beds
  • 4.5 Baths
  • 4,100 Sq Ft

  16-18 Josselyn Place Unit 16, Newton, MA 02461

  Experience elevated living at 16 Josselyn Place, ideally situated in one of Newton’s most desirable neighborhoods. This exquisite townhome seamlessly blends timeless architectural charm w/ refined high-end finishes. Step into open concept living w/ soaring 10-foot ceilings, rich hardwood floors & generously scaled rooms. The sophisticated chef’s kitchen features top-of-the-line cabinetry &

  Christine Goldstein Lyv Realty

  16-18 Josselyn Place Unit 16, Newton, MA 02461
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  /22

  $1,000,000

  • 4 Beds
  • 2 Baths
  • 3,136 Sq Ft

  50 Hammond St, Waltham, MA 02451

  Prime two-family development opportunity with architectural plans in hand to create two 4-bedroom townhouses. Property is currently configured as 2 townhouse-style units, both renovated with high ceilings in the last few years, offering immediate income while planning redevelopment. Front townhouse features 3 bedrooms, 1 full bath, & an office/study with an open-concept kitchen, living / dining

  Karen Nickel Hammond Residential Real Estate

  50 Hammond St, Waltham, MA 02451
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  $2,650,000

  • 5 Beds
  • 6 Baths
  • 5,313 Sq Ft

  100 Woodbine Cir, Needham Heights, MA 02494

  Welcome to 100 Woodbine Cir, a stunning modern home showcasing sophisticated architectural design. This house offers 5 bedrooms, 4 full bathrooms, 2 half baths, and over 5,000 square feet. The house features a bright, open-concept layout on the main level. Expansive windows fill the space with natural light, while sliding doors lead to an oversized patio and a beautiful backyard. The

  Klarit Levy Liat Aviksis

  100 Woodbine Cir, Needham Heights, MA 02494
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  $1,445,000 Open Sat 2PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 3,435 Sq Ft

  385 Hillside Ave, Needham Heights, MA 02494

  Sun-filled and turnkey, this newer-construction townhome offers exceptional space in the heart of Needham Heights—one block to the train and moments to shops, Rosemary Pool, and restaurants. Five bedrooms and four-and-a-half baths provide generous living space. The main level features a flexible office or guest bedroom with ensuite bath, dining room with wainscoting and crown moulding, and a

  Kelly Morales Peridot Properties LLC

  385 Hillside Ave, Needham Heights, MA 02494
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  $2,740,000 Open Sat 12:30PM - 2PM

  • 4 Beds
  • 7 Baths
  • 5,181 Sq Ft

  130 Summer St, Weston, MA 02493

  Welcome to stunning customized luxury home. The chef’s kitchen features an oversized center island with seating, Wolf and Sub-Zero appliances, and a custom stone pizza oven. Bar cabinet has built-in sub-zero refrigerator and ice maker. Charming kitchen with french slide doors present you natural light & tree view for all seasons. It seamlessly flows into the dining area and a grand living room

  Soyeon Yang Spark Real Estate

  130 Summer St, Weston, MA 02493
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  /31

  $2,590,000

  • 5 Beds
  • 5.5 Baths
  • 5,857 Sq Ft

  124 Deborah Rd, Newton Center, MA 02459

  Welcome to 124 Deborah Road, a beautifully updated home in one of Newton’s most desirable neighborhoods. The fully renovated first floor features a brand-new kitchen with custom cabinetry and ample counter space, flowing into newly updated dining and living rooms—ideal for modern living and entertaining. Solid hardwood floors run throughout the first and second levels.This level includes three

  Nova Group Hooli Homes Boston

  124 Deborah Rd, Newton Center, MA 02459
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  /37

  $3,995,000

  • 6 Beds
  • 6.5 Baths
  • 9,038 Sq Ft

  100 Westcliff Rd, Weston, MA 02493

  Private waterfront estate on the Wellesley/Weston line! Enjoy nearly 9,000 sq ft of elegant, sun-filled living with breathtaking views of Pierce Pond from almost every room. This custom Southside Weston home blends sophisticated architectural detail with modern updates and a flexible layout ideal for today’s lifestyle. Features include a dramatic foyer, gourmet chef’s kitchen with Wolf & Sub-Zero

  Donahue Maley & Burns Team Compass

  100 Westcliff Rd, Weston, MA 02493
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  /42

  $4,150,000

  • 6 Beds
  • 6.5 Baths
  • 7,319 Sq Ft

  81 Fuller St, Waban, MA 02468

  WABAN - Too much winter? Wishing for warm weather with meals taken outdoors? Stop dreaming! This 7,000+ sq ft home showcases fine craftsmanship throughout and boasts features that make every season more enjoyable. Come in from the cold...Park in your 3! car garage and directly enter a spacious mud/snow room where you can leave boots + winter behind you. In warm weather, enjoy the built in outdoor

  Christine Norcross William Raveis R.E. & Home Services

  81 Fuller St, Waban, MA 02468
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  /35

  $1,650,000

  • 3 Beds
  • 3.5 Baths
  • 2,987 Sq Ft

  48 Taylor St, Needham Heights, MA 02494

  Discover the remarkable possibilities in this Spacious and versatile expanded ranch offers endless potential on a rare half-acre lot in a sought-after Needham neighborhood. The open floor plan features a welcoming living room with fireplace, a bright kitchen, and a family room with vaulted ceilings, skylights, a second fireplace, and sliders to an expansive deck overlooking a large private yard.

  Nedaa Faisal William Raveis R. E. & Home Services

  48 Taylor St, Needham Heights, MA 02494
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  /37

  $1,445,000 Open Sat 2PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 3,435 Sq Ft

  385 Hillside Ave Unit 385, Needham Heights, MA 02494

  Sun-filled and turnkey, this newer-construction townhome offers exceptional space in the heart of Needham Heights—one block to the train and moments to shops, Rosemary Pool, and restaurants. Five bedrooms and four-and-a-half baths provide generous living space. The main level features a flexible office or guest bedroom with ensuite bath, dining room with wainscoting and crown moulding, and a

  Kelly Morales Peridot Properties LLC

  385 Hillside Ave Unit 385, Needham Heights, MA 02494
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  /23

  $2,950,000 Open Sat 11AM - 12PM

  • 5 Beds
  • 4.5 Baths
  • 4,370 Sq Ft

  18 Moffat Rd, Waban, MA 02468

  Ideally located in Waban on a lush, beautifully landscaped lot, this exquisite brick residence is magnificent. The entry welcomes you with an oversized living room featuring a beamed ceiling, fireplace, and adjoining family room and office. The dining room, with original details, opens to a renovated kitchen with top-of-the-line appliances, custom cabinetry, island, Carrera counter tops and

  Debby Belt Hammond Residential Real Estate

  18 Moffat Rd, Waban, MA 02468
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  /21

  $1,995,000

  • 5 Beds
  • 4 Baths
  • 3,500 Sq Ft

  28 Green St, Needham, MA 02492

  Beautifully refurbished and thoughtfully maintained, this classic older family home blends timeless character with modern comfort. Set on a prominent corner lot directly across from the golf club and just a short walk to the train, the location is as exceptional as the home itself. Offering 5 spacious bedrooms, 2 full and 2 half baths, two inviting fireplaces, and convenient second-floor laundry,

  Patrick Geraghty Berkshire Hathaway HomeServices Commonwealth Real Estate

  28 Green St, Needham, MA 02492
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  /30

  $4,299,000

  • 6 Beds
  • 7.5 Baths
  • 5,868 Sq Ft

  459 Dudley Rd, Newton Center, MA 02459

  Nestled in a charming neighborhood, this 2016 masterpiece offers an unparalleled combination of elegance and lifestyle. Spanning 5,868 square feet of meticulously finished living space, the home opens with a majestic entrance that leads to a classic dining room complete with custom built-in wine refrigeration. At the heart of the residence lies a professional chef’s kitchen designed for

  Holly Kampler Classic Realty

  459 Dudley Rd, Newton Center, MA 02459
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  /22

  $525,000

  • 1 Bed
  • 1 Bath
  • 1,050 Sq Ft

  280 Boylston St Unit 713, Chestnut Hill, MA 02467

  Renovated to perfection, this 1-bedroom, 1 full bath home is completely turn-key and gorgeous! Conveniently located at Imperial Towers in Chestnut Hill, the professionally managed building offers a Concierge, heated seasonal pool, new fitness center, clubroom, library, beautiful lobby, EV charing station, extra storage and on-site management. One deeded parking spot and close to restaurants,

  Betsy Kessler Rutledge Properties

  280 Boylston St Unit 713, Chestnut Hill, MA 02467
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  $2,199,000

  • 3 Beds
  • 4.5 Baths
  • 4,165 Sq Ft

  62 Claybrook Rd, Dover, MA 02030

  NEW CONSTRUCTION! Top-tier living minutes from shopping, dining, highways, and the commuter rail. Set on a scenic road near Dover town center this stunning home offers over 4,000 sq ft of beautifully finished space with high end designer finishes. The open concept main level features a gracious living room highlighted by a stone fireplace, sun-filled dining area, and a chef’s kitchen with a large

  Denise Mosher Coldwell Banker Realty - Weston

  62 Claybrook Rd, Dover, MA 02030
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  /21

  $1,895,000

  • 6 Beds
  • 2.5 Baths
  • 4,159 Sq Ft

  92 Grant Ave, Newton Center, MA 02459

  Step into a timeless treasure! This quintessential Victorian home is a masterclass in craftsmanship. Perched above iconic Heartbreak Hill, one of Newton’s most beloved locations, this special home blends architectural grandeur, history, and vibrant community energy. The ornate façade and wraparound porch offer a warm welcome, while a grand foyer showcases soaring ceilings and a sweeping

  Mckenzie Howarth Coldwell Banker Realty - Newton

  92 Grant Ave, Newton Center, MA 02459
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  /24

  $489,000

  • 1 Bed
  • 1 Bath
  • 1,060 Sq Ft

  280 Boylston St Unit 804, Chestnut Hill, MA 02467

  Come bring your personal touch to this sun-filled 1-bedroom, 1-bath unit at Imperial Towers in Chestnut Hill. Situated on the 8th floor this condo has a terrific view and great bones! Located in the heart of Chestnut Hill, this Concierge building features a heated seasonal pool, new fitness center, clubroom, beautiful lobby, library, EV Charging Station, extra storage and on-site management.

  Betsy Kessler Rutledge Properties

  280 Boylston St Unit 804, Chestnut Hill, MA 02467
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  $2,199,000

  • 4 Beds
  • 3.5 Baths
  • 4,195 Sq Ft

  60 Claybrook Rd, Dover, MA 02030

  Magnificent custom home in one of Dover’s most desirable neighborhoods, minutes to top schools, shopping and local amenities with premium craftsmanship and high-end finishes. Offering 4195 sq ft of living space, the flexible layout is ideal for everyday living and entertaining. The first-floor features elegant living and dining rooms, a warm family room with fireplace, and private home office or

  Denise Mosher Coldwell Banker Realty - Weston

  60 Claybrook Rd, Dover, MA 02030
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  /15

  $1,885,000

  • 4 Beds
  • 4.5 Baths
  • 3,325 Sq Ft

  134 Hillside Ave Unit 134, Needham, MA 02494

  Beautiful new town house with top of the line finishes and a privately situated fenced in yard. Conveniently located in Needham Heights and within walking distance of shops, restaurants, and train. 4/5 bedrooms and 4.5 baths. Large lower level playroom with full bath. Third floor office or fifth bedroom with a full bath. Large primary bedroom with a full bath and walk in shower. Ample closet and

  Derek Greene The Greene Realty Group

  134 Hillside Ave Unit 134, Needham, MA 02494
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  /12

  $3,300,000

  • 1 Bed
  • 1.5 Baths
  • 3,300 Sq Ft

  20 Kinmonth Rd Unit 4, Newton, MA 02468

  1031 exchange buyers and investors looking for the perfect investment. 4 brand new condos in Waban Ma. All rented brings in $223,800 per year. Buying all four units will be $800,000 less than past individual sales.

  William Montero Gibson Sotheby's International Realty

  20 Kinmonth Rd Unit 4, Newton, MA 02468
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  /16

  $1,998,000

  • 8 Beds
  • 4.5 Baths
  • 4,165 Sq Ft

  194 Auburn St, Auburndale, MA 02466

  Sunny spacious marble palace in the heart of Auburndale. Easy walk to shopping/public transportation, quick access to Rt.90/Rt.128. 2010 gut renovation of 1870 2 family. New roof in 2013, new sewer line to sewer main in 2016, 2020 washer and dryer in Unit 2, 2023 washer and 2025 furnace in unit 1. Natural wood interspersed with dark marble and granite countertops. State of the art systems and

  Yuri Kraytsberg Kraytsberg Real Estate Services

  194 Auburn St, Auburndale, MA 02466
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  $7,598,000

  • 6 Beds
  • 10 Baths
  • 9,000 Sq Ft

  56 Cart Path Rd, Weston, MA 02493

  Exquisite cape colonial estate in Weston’s golf club area. Perfect location on 2.85 acres in Weston's top neighborhood. Two floor grand foyer opens to the coffered great room, drenched in light from the floor to ceiling windows and the patio doors, which open out to the massive deck overlooking the large, flat, private back yard, while the grand fireplace and custom millwork impress. Large chef’s

  Rose Hall Blue Ocean Realty, LLC

  56 Cart Path Rd, Weston, MA 02493
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  $1,549,000

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  560 Worcester St, Wellesley Hills, MA 02481

  Experience the pinnacle of Wellesley Hills living at 560 Worcester St, a distinguished location in the highly sought-after community of Wellesley. This classic center entrance colonial is sun drenched and updated throughout, offering a premier location with exceptional visibility and accessibility. Situated along one of the town’s primary streets and walkable to schools, parks, library, post

  Team ROVI Real Broker MA, LLC

  560 Worcester St, Wellesley Hills, MA 02481
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  $5,294,500 Open Sat 11:30AM - 1PM

  • 6 Beds
  • 7 Baths
  • 8,100 Sq Ft

  99 Old Colony Rd, Wellesley Hills, MA 02481

  Exceptional craftsmanship in this custom-built home by a premier high-end builder, located in the sought-after Cliff Estates. This stunning 6-bedroom, 5 full bath, offers an expansive open floor plan. The main level features 10 ft. ceilings with a sophisticated living room, formal dining room, spacious family room along with a beautifully appointed private office. At the heart of the home is a

  Elizabeth Derenzo J. Derenzo & Associates, LLC

  99 Old Colony Rd, Wellesley Hills, MA 02481
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  $2,800,000

  • 5 Beds
  • 3 Baths
  • 5,328 Sq Ft

  169 Hickory Rd, Weston, MA 02493

  Rarely available, this beautifully updated contemporary home is set on over 1.4 acres in one of Weston’s premier South Side neighborhoods. Bathed in natural light and offering exceptional privacy, the property is surrounded by mature landscaping, gardens, a pool, fieldstone walls, and inviting patios that create a peaceful setting. Thoughtfully renovated with quality finishes throughout, the

  Dean Poritzky Engel & Völkers Wellesley

  169 Hickory Rd, Weston, MA 02493
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  $4,199,000

  • 4 Beds
  • 6 Baths
  • 6,626 Sq Ft

  253 Highland St, Weston, MA 02493

  This beautiful colonial estate, located in the coveted South Side of Weston, offers an amazing combination of privacy and convenience. Set on 3.36 acres of private land, its prime location provides easy access to major highways, including I-90 and I-95. The first level features an open floor plan highlighted by a large kitchen featuring cherry wood and granite tops and equipped with premium

  Rose Hall Blue Ocean Realty, LLC

  253 Highland St, Weston, MA 02493
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  /29

  $739,000

  • 2 Beds
  • 2.5 Baths
  • 2,376 Sq Ft

  16 Coltsway Unit 16CW, Wayland, MA 01778

  Effortless living meets modern design in this fully renovated 2-bedroom + dedicated home office residence, tucked at the end of a quiet cul-de-sac and surrounded by conservation land. With over 2,200 sq ft of light-filled space, this move-in-ready home suits today’s work-from-home lifestyle .A sleek quartz kitchen opens to a private deck with wooded views, while the expansive living room with

  Donna Scott Group Coldwell Banker Realty - Wellesley

  16 Coltsway Unit 16CW, Wayland, MA 01778
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  $1,350,000

  • 2 Beds
  • 2 Baths
  • 1,528 Sq Ft

  85 Grove St Unit 306, Wellesley, MA 02482

  Elegant 2bed/2bath unit is now available at Wellesley Green! This thoughtfully designed home is filled with natural light and offers comfortable living and dining spaces, ideal for both everyday living and entertaining. The efficiently designed kitchen features newly replaced appliances. A stylish dining area flows seamlessly into the living room, where large balcony windows frame lovely,

  Meghan Sutherland MGS Group Real Estate LTD - Wellesley

  85 Grove St Unit 306, Wellesley, MA 02482
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  $1,995,000

  • 5 Beds
  • 7 Baths
  • 9,896 Sq Ft

  85 Schoolmaster Ln, Dedham, MA 02026

  Precinct One location offering plenty of living space. Perfect for multi generational living the flexible floor plan with unique design embodies all types of living scenarios. From the large studio with its own entry way, to the indoor pool for exercise enthusiasts that opens to the private outdoors and can be used all year long. The newer kitchen has a large walk in pantry, breakfast room

  Elena Price Coldwell Banker Realty - Westwood

  85 Schoolmaster Ln, Dedham, MA 02026
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  $2,199,000

  • 5 Beds
  • 4.5 Baths
  • 4,110 Sq Ft

  18 Josselyn Place Unit 18, Newton, MA 02461

  A rare offering with a main-level junior suite, ideal for guests or a private office. Tucked away at the end of a quiet cul-de-sac, Josselyn Place reemerges—originally built in 2022 by a locally acclaimed developer and recently refinished to elevate today’s standards. Spanning 4,110 sq ft, this home showcases thoughtfully designed living with soaring 10-ft ceilings and expansive, light-filled

  Drew Boujoulian Coldwell Banker Realty - Boston

  18 Josselyn Place Unit 18, Newton, MA 02461
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  $2,899,000 Open Sun 2PM - 3PM

  • 6 Beds
  • 6.5 Baths
  • 6,111 Sq Ft

  1230 Commonwealth Ave, West Newton, MA 02465

  At the base of West Newton Hill, this new construction home maximizes 6,111 square feet of living space across 4 levels with a flexible floor plan offering 5-6 bedrooms, 6.5 bathrooms & a direct entry 2 car garage. This phenomenal location is equidistant to West Newton & Waban villages, along with close proximity to Zervas Elementary and Brae Burn & Woodland Country Clubs. The first level has an

  Montgomery Carroll Group Compass

  1230 Commonwealth Ave, West Newton, MA 02465
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  $2,199,000

  • 5 Beds
  • 4.5 Baths
  • 4,110 Sq Ft

  16-18 Josselyn Place Unit 18, Newton, MA 02461

  A rare offering with a main-level junior suite, ideal for guests or a private office. Tucked away at the end of a quiet cul-de-sac, Josselyn Place reemerges—originally built in 2022 by a locally acclaimed developer and recently refinished to elevate today’s standards. Spanning 4,110 sq ft, this home showcases thoughtfully designed living with soaring 10-ft ceilings and expansive, light-filled

  Drew Boujoulian Coldwell Banker Realty - Boston

  16-18 Josselyn Place Unit 18, Newton, MA 02461
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  $4,099,000

  • 12 Beds
  • 14 Baths
  • 9,906 Sq Ft

  447 Hillside Ave, Needham Heights, MA 02494

  Great investment with this oversized duplex with almost 10,000 sq ft of luxury living space. New construction in one of the most convenient locations in Needham. Walk to everything in minutes. Luxurios large townhomes with the feel of a single family, each boasts all 6 en-suite bedrooms and a powder room. First floor 10-ft ceilings, custom kitchen with Thermador appliances. Desirable first floor

  Gregory Keshishyan Luxury Realty Partners

  447 Hillside Ave, Needham Heights, MA 02494
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  $2,099,000

  • 6 Beds
  • 6.5 Baths
  • 4,953 Sq Ft

  447 Hillside Ave, Needham Heights, MA 02494

  Almost 5,000 sq ft of luxury living for just over $2m. New construction in one of the most convenient locations in Needham. Walk to everything in minutes. Luxurios large townhome with the feel of a single family boasts all 6 en-suite bedrooms and a powder room. First floor 10-ft ceilings, custom kitchen with Thermador appliances. Desirable first floor en-suite bedroom or office, large family room

  Gregory Keshishyan Luxury Realty Partners

  447 Hillside Ave, Needham Heights, MA 02494
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  $3,100,000

  • 5 Beds
  • 4.5 Baths
  • 5,253 Sq Ft

  577 Grove St, Newton Lower Falls, MA 02462

  Ideally situated on a picturesque corner lot in the heart of Newton Lower Falls, this impeccably designed new construction home offers everything you need for today's lifestyle. The first floor is designed for both entertaining and everyday living with a thoughtful combination of open space and private rooms. The main floor has 9' ceilings, a foyer, family room, stunning eat-in kitchen, oversized

  Julie Krintzman Hammond Residential Real Estate

  577 Grove St, Newton Lower Falls, MA 02462
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  /34

  $599,900

  • 2 Beds
  • 2 Baths
  • 1,531 Sq Ft

  1206 Greendale Ave Unit 201, Needham, MA 02492

  This expansive, sun-filled and renovated corner unit features modern upgrades and truly worry-free living. Top Needham schools, commuter rail, Boston, hospitals, shops, gyms, and hiking trails all within minutes. No budget surprises: well-managed complex with no assessments and HOA covers ALL utilities: heat, A/C, electricity, hot water, water/sewer, insurance, landscaping, and snow removal. Two

  David White OwnerEntry.com

  1206 Greendale Ave Unit 201, Needham, MA 02492
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  /42

  $9,990,000

  • 5 Beds
  • 10 Baths
  • 11,352 Sq Ft

  70 Possum Rd, Weston, MA 02493

  This peerless modern 2-acre estate is located in a highly desired private neighborhood in Weston. Exterior features a beautiful, flat landscaped yard, patio w/grill, and a full sports court. The luxurious 5 bed, 7f/3h bath interior features lofty 12’ high ceilings with walls and ceilings of glass, opening the space to the exterior and drenching this home in sunlight. Smart home features include

  Rose Hall Blue Ocean Realty, LLC

  70 Possum Rd, Weston, MA 02493
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  /36

  $2,450,000

  • 5 Beds
  • 8 Baths
  • 6,800 Sq Ft

  9 Buttercup Ln, Dover, MA 02030

  Tucked away on a private road beside the natural beauty of Elm Bank Reservation, this exceptional Cape-style home offers thoughtfully designed living space with timeless charm and modern flexibility. The residence features five generously sized bedrooms, each with a private bath, ideal for multigenerational living or hosting long-term guests. A private au pair or in-law suite includes its own

  John Hughes Dover Country Properties Inc.

  9 Buttercup Ln, Dover, MA 02030
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  /37

  $4,388,000

  • 5 Beds
  • 7 Baths
  • 8,844 Sq Ft

  568 Wellesley St, Weston, MA 02493

  Elegant Custom Estate on 1.8 Acres in Weston! This stunning 8,000+ sq ft Colonial sits on a beautifully landscaped, level 1.8-acre lot with a private drive and circular entry. Inside, a grand foyer with a sweeping staircase opens to formal living and dining rooms with soaring ceilings, crown moldings, and French doors. The gourmet kitchen with marble countertops, super high-end & branded

  Rose Hall Blue Ocean Realty, LLC

  568 Wellesley St, Weston, MA 02493

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