Wellesley Hills, MA Homes for Sale

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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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  /42

  $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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  /42

  $1,499,000

  • 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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  /30

  $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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  /28

  $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

  $715,000 Open Sun 12PM - 1:30PM

  • 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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  /24

  $1,325,000

  • 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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  /42

  $1,995,000

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

  85 Schoolmaster Ln, Dedham, MA 02026

  A special home for the right buyer. Very unique in style and perfect for multi generational living. The flexible floor plan with open 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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  /29

  $2,099,000

  • 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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  /28

  $2,099,000

  • 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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  /42

  $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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  /42

  $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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  /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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  $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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  /41

  $3,195,000

  • 5 Beds
  • 6 Baths
  • 5,200 Sq Ft

  620 High Rock St, Needham, MA 02492

  Experience unparalleled luxury in this meticulously maintained 5,200 SF home offering 5 bedrooms and 6 full baths. A dramatic two-story vaulted foyer welcomes you into thoughtfully designed living spaces. Featuring a spectacular chef’s kitchen with luxury appliances, gas range, double ovens, breakfast bar, butler’s pantry and pot-filler, flowing into a family room with a cozy gas fireplace and

  Paula Meridan Compass

  620 High Rock St, Needham, MA 02492
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  $3,199,000

  • 6 Beds
  • 6 Baths
  • 6,094 Sq Ft

  150 Country Club Rd, Newton Center, MA 02459

  Fully renovated & expanded in 2019, this immaculate home offers exceptional curb appeal on a prominent corner lot in one of Newton’s most sought-after neighborhoods. Flooded w/natural light and updated windows, the expansive main level features hardwood floors throughout and a beautifully updated kitchen w/white cabinetry, oversized eat-in island, abundant storage, updated appliances, and custom

  Renata Matrosov Coldwell Banker Realty - Newton

  150 Country Club Rd, Newton Center, MA 02459
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  $4,795,000

  • 6 Beds
  • 7 Baths
  • 7,000 Sq Ft

  21 Westerly Rd, Weston, MA 02493

  1.38 acres of flat land in coveted Weston Estates! Stunning shingle and stone 6 bedroom Colonial. Extraordinary outdoor space featuring a pavilion with kitchen plus stone fireplace perfect for outdoor living and entertaining. Large kitchen with oversized island and seating area opens to double storeyed family room along with beautiful floor to ceiling stone fireplace, wet bar and incredible

  Melissa Dailey Coldwell Banker Realty - Wellesley

  21 Westerly Rd, Weston, MA 02493
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  $1,295,000

  • 3 Beds
  • 1.5 Baths
  • 1,743 Sq Ft

  16 Sunnyside Ave, Wellesley, MA 02482

  Welcome to this lovingly maintained 3 BR home on a quiet cul-de-sac in Wellesley. The first floor offers a formal living room w/wood burning fireplace, formal dining room and a sun-splashed FR with vaulted ceiling, gas FP, AC and access to outdoor deck. The kitchen has updated, granite countertops, SS appliances and dining space. 1/2 BA completes the first floor. The 2nd floor has three bedrooms

  Susan Gear Coldwell Banker Realty - Wellesley

  16 Sunnyside Ave, Wellesley, MA 02482
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  $7,590,000

  • 6 Beds
  • 7.5 Baths
  • 8,421 Sq Ft

  286 Country Dr, Weston, MA 02493

  This custom-built modern estate sits prominently on a 1.42-acre corner lot and pairs striking architectural design with uncompromising craftsmanship across ~8,421 SF and 3 curated levels. A dramatic entry welcomes you into a soaring foyer anchored by a sculptural staircase and statement lighting, setting the tone for the home’s sophisticated aesthetic. Expansive floor-to-ceiling glass floods each

  George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  286 Country Dr, Weston, MA 02493
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  /25

  $2,499,000

  • 5 Beds
  • 5.5 Baths
  • 4,607 Sq Ft

  110 Avalon Rd, Waban, MA 02468

  Newly updated and stylishly renovated Waban home filled with natural light located within minutes of Waban Center! The main level features an oversized living room with wood-burning fireplace, gracious dining room, office, and stunning eat-in, custom kitchen with top of the line appliances, open to the inviting family room with gas fireplace. The second floor boasts a luxurious primary suite with

  Anne Kennedy Coldwell Banker Realty - Newton

  110 Avalon Rd, Waban, MA 02468
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  /3

  $2,200,000

  • Land
  • 0.33 Acre
  • $6,666,667 per Acre

  0 Metacomet Rd, Newton, MA 02468

  An excellent opportunity to build a luxury custom home on a highly desirable street in Newton’s Waban Village. The property is situated in a quiet, well-established neighborhood known for its strong residential appeal and long-term value. Its location offers convenient access to Route 128 (I-95), providing an easy commute while maintaining a peaceful community setting.With limited buildable land

  Yangyang Zhou Coldwell Banker Realty - Newton

  0 Metacomet Rd, Newton, MA 02468
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  /40

  $3,285,000

  • 6 Beds
  • 6.5 Baths
  • 7,405 Sq Ft

  108 Woodbine Cir, Needham, MA 02494

  Breathtaking custom-built new construction by local high-end builder, offering 6 bedrooms, 6 full & 1 half baths, and 7405+/- sq ft of luxury living. First floor boasts 10-ft ceilings, oversized office/bedroom with ensuite, 2-car over-sized garage w/electric charger and an open-concept layout with chef’s kitchen, Thermador appliances, prep kitchen/pantry, wet bar, breakfast nook, and family room

  Deborah Cerra William Raveis R.E. & Home Services

  108 Woodbine Cir, Needham, MA 02494
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  /12

  $1,348,050

  • 2 Beds
  • 2.5 Baths
  • 1,419 Sq Ft

  16 Stearns Rd Unit 106, Wellesley, MA 02482

  New Construction! Stunning 2-bedroom, 2.5-bath residence featuring soaring 9' ceilings and beautiful open views overlooking Sprague Field. The open-concept floor plan showcases a high-end chef’s kitchen with center island, premium finishes, and all the bells and whistles—perfect for everyday living and entertaining. The warm and inviting living room is highlighted by a cozy fireplace. The

  Bartlett Albion Group Hammond Residential Real Estate

  16 Stearns Rd Unit 106, Wellesley, MA 02482
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  /38

  $3,725,000 Open Thu 3PM - 5PM

  • 5 Beds
  • 7 Baths
  • 7,523 Sq Ft

  42 Bow Rd, Newton, MA 02459

  Step into this exceptional new construction at the end of a regal driveway, set back from the street! This fabulous home is just 8/10 of a mile from Newton Centre's train & shops and only steps to Bowen Elementary at the end of the street. Designer mud room off garage keeps home organized. Gourmet kitchen with high end appliances, custom cabinets, large pantry and oversized island make meal prep

  Maura Cutting

  42 Bow Rd, Newton, MA 02459
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  /38

  $2,299,000

  • 5 Beds
  • 3.5 Baths
  • 3,398 Sq Ft

  31 College Rd, Wellesley, MA 02482

  5 bedroom home on Morses Pond with the most incredible water views. Swim, paddle board, kayak or fish from your own backyard. Large open kitchen family room with full picture windows offering stunning views of the pond. Kitchen with stainless appliances and large island. Dining room/sunroom with access to deck with more water views. Living room with fireplace and built-ins. First floor den. Main

  Melissa Dailey Coldwell Banker Realty - Wellesley

  31 College Rd, Wellesley, MA 02482
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  /33

  $3,625,000

  • 3 Beds
  • 3.5 Baths
  • 4,985 Sq Ft

  1 Pine Summit Cir, Weston, MA 02493

  Curated style and luxury to be found at 1 Pine Summit Circle. This spacious, stand alone condominium features an open floor plan, fabulous great room, private first floor primary suite with luxurious bath, study, and two walk in closets. The great room opens to a true cook's kitchen and is the heart of the home. A gas fireplace with marble surround, generous breakfast area, access to a private

  Leeann Yolin Coldwell Banker Realty - Weston

  1 Pine Summit Cir, Weston, MA 02493
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  /26

  $775,000

  • 2 Beds
  • 2 Baths
  • 1,285 Sq Ft

  250 Hammond Pond Pkwy Unit 102N, Chestnut Hill, MA 02467

  From the moment you drive up to the imposing porte-cochere, the Towers offers the ultimate in privacy, service and luxury. Fully amenitized living, including indoor swimming pool, gym, tennis courts and brand new pickleball court. Enjoy effortless, luxurious, city living at the Towers. This bright first floor welcoming home with gracious entrance foyer/hall and updated kitchen- needs no work

  Richard C. Dore Hammond Residential Real Estate

  250 Hammond Pond Pkwy Unit 102N, Chestnut Hill, MA 02467
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  /19

  $719,000

  • 2 Beds
  • 2 Baths
  • 1,490 Sq Ft

  215 Ash St Unit 3, Waltham, MA 02453

  Situated on a charming, tree-lined street, this sun-filled penthouse condominium offers an inviting blend of space, light, and location. The main level features an eat-in kitchen, designated dining area, and a spacious living room, along with a bedroom and full bath—ideal for flexible living or guest accommodations.The upper level showcases a generous loft-style primary suite complete with a full

  Mizner+ Montero Gibson Sotheby's International Realty

  215 Ash St Unit 3, Waltham, MA 02453
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  $4,850,000 Open Sun 1:30PM - 3PM

  • 6 Beds
  • 6.5 Baths
  • 7,379 Sq Ft

  28 Cottonwood Rd, Newton Center, MA 02459

  Discover an exceptional new construction home by a local builder renowned for their exceptional craftsmanship. Sitting on a hilltop, this home enjoys privacy and serene treetop views through the grand windows and soaring 10-foot ceiling. Spacious chef's kitchen with white oak cabinets, double islands, and Wolf and SubZero appliances, complemented by a handy dumbwaiter for groceries and a hidden

  Chris Kostopoulos Keller Williams Realty

  28 Cottonwood Rd, Newton Center, MA 02459
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  $1,958,000

  • 5 Beds
  • 3.5 Baths
  • 3,927 Sq Ft

  27 High St Unit 27, Newton, MA 02461

  New Construction Luxury Townhomes coming to Newton. Completion Spring 2027! Rare opportunity to Customize your home with Edge Builders Newest Luxury Build. Hidden on a quiet street with minimal activity gives you privacy and solitude. Soaring 10ft ceilings, open floor plan and refined details throughout set a tone of modern sophistication and comfort. A custom Chef's kitchen with premium

  Maureen Kelly-Fromm RE/MAX Preferred Properties

  27 High St Unit 27, Newton, MA 02461
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  $1,958,000

  • 5 Beds
  • 3.5 Baths
  • 3,927 Sq Ft

  25 High St Unit 25, Newton, MA 02461

  New Construction Luxury Townhomes coming to Newton. Completion Spring 2027! Rare opportunity to Customize your home with Edge Builders Newest Luxury Build. Hidden on a quiet street with minimal activity gives you privacy and solitude. Soaring 10ft ceilings, open floor plan and refined details throughout set a tone of modern sophistication and comfort. A custom Chef's kitchen with premium

  Maureen Kelly-Fromm RE/MAX Preferred Properties

  25 High St Unit 25, Newton, MA 02461
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  /39

  $3,916,000

  • 5 Beds
  • 8 Baths
  • 3,927 Sq Ft

  25 High St, Newton, MA 02461

  New Construction(2) Luxury Townhomes coming to Newton. Completion Spring 2027! Rare opportunity to Customize with Edge Builders Newest Luxury Build. Hidden on a quiet street with minimal activity gives you privacy and solitude. Soaring 10ft ceilings, open floor plan and refined details throughout set a tone of modern sophistication and comfort. Each Unit features A custom Chef's kitchen with

  Maureen Kelly-Fromm RE/MAX Preferred Properties

  25 High St, Newton, MA 02461
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  /42

  $3,295,000

  • 5 Beds
  • 4.5 Baths
  • 4,416 Sq Ft

  38 Parker Rd, Wellesley, MA 02482

  Incredible new construction opportunity in one of Wellesley’s most sought-after neighborhoods, ideally located within walking distance to the newly built John D. Hardy Elementary School and nearby Perrin Park. This exceptional home offers a fabulous floor plan featuring soaring ceilings, exquisite millwork, abundant natural light, and designer fixtures and finishes throughout. The first floor

  William Natoli Compass

  38 Parker Rd, Wellesley, MA 02482
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  /17

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,285 Sq Ft

  250 Hammond Pond Pkwy Unit 213S, Chestnut Hill, MA 02467

  The Towers of Chestnut Hill is a 5-star luxury condominium association, Hammond Pond Parkway's most prominent building, embodies the very essence of luxury Chestnut Hill living. Fully amenitized living, including heated indoor swimming pool, newly installed gym, brand new pickleball court and 24-hour doorman underscores it all. On rare occasions, an updated two bedroom, two bath unit becomes

  Richard C. Dore Hammond Residential Real Estate

  250 Hammond Pond Pkwy Unit 213S, Chestnut Hill, MA 02467
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  /40

  $4,680,000

  • 6 Beds
  • 6.5 Baths
  • 7,658 Sq Ft

  83 Brown St, Weston, MA 02493

  This recently built custom home presents a modern design and refined detail. A dramatic two-story foyer and the open family room make an immediate statement. The dining room complements the open and airy floor plan with beautiful hardwood floors and soaring ceilings The stylish kitchen features a large center island, wet bar, and spacious dining area opening to a sun-filled family room accented

  Mizner+ Montero Gibson Sotheby's International Realty

  83 Brown St, Weston, MA 02493

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