Wellesley Hills, MA Houses for Sale

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  /36

  $2,198,000

  • 5 Beds
  • 5.5 Baths
  • 4,344 Sq Ft

  43 Walker St, Newtonville, MA 02460

  Last unit left! This new construction townhome offers contemporary modern living and over 4K square feet of thoughtfully designed space. Living like a single family home with windows on all 4 sides, it features a 1-car private garage and an oversized backyard. The open concept main level showcases stunning features including a chef's kitchen with high-end appliances, gorgeous cabinetry, a

  O & C Homes Team William Raveis R.E. & Home Services

  43 Walker St, Newtonville, MA 02460
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  /26

  $3,590,000

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

  365 Worcester St, Wellesley, MA 02481

  New Construction 2025! This classic brick-front New England colonial offers the ultimate luxury for all lifestyles. Perched between Washington Street and Worcester Street, this south-facing home is centrally located with access to all Wellesley offers with great commuter access. Dramatic grand entrance with a stunning staircase, huge windows, and an inviting foyer. Seven en-suite bedrooms over

  Erika Welch Rettman Associates

  365 Worcester St, Wellesley, MA 02481
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  /30

  $899,900

  • 3 Beds
  • 1.5 Baths
  • 1,585 Sq Ft

  181 Dedham Ave, Needham, MA 02492

  Welcome home! This property is perfectly situated just moments from vibrant Needham Center and DeFazio Park. It offers the ideal blend of convenience, charm, and flexibility! Step inside to find a warm and inviting layout featuring sun-filled living spaces and classic details throughout. The home includes three spacious bedrooms and a fully finished third level—perfect as a home office, playroom,

  Weinstein Keach Group Coldwell Banker Realty - Easton

  181 Dedham Ave, Needham, MA 02492
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  $2,599,000 Open Sat 11AM - 12:30PM

  • 6 Beds
  • 5.5 Baths
  • 6,153 Sq Ft

  90 Norfolk St, Needham, MA 02492

  This stunning 2022 Colonial on over 1⁄2 acre near Needham Center is better than new construction. A charming farmer’s porch welcomes you into a bright two-story foyer. Off the entry, a spacious dining room & a flexible office/living room with French doors offer elegant versatility. The heart of the home features a chef’s kitchen with a waterfall island for six, a sunlit eat-in area, & an

  Amy Gworek William Raveis R.E. & Home Services

  90 Norfolk St, Needham, MA 02492
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  /36

  $1,450,000

  • 4 Beds
  • 3.5 Baths
  • 3,606 Sq Ft

  5 Milk St, Natick, MA 01760

  Construction now complete! Stunning new 2025 townhome by Natick’s premier design-build firm, offering 3606 sq ft across three finished levels. This 4-bed, 3.5-bath home blends transitional design with energy-efficient systems and high-end finishes. The open-concept kitchen, dining, and living area is ideal for entertaining, while the first-floor office adds work-from-home flexibility. Retreat to

  Matthew Stevens Stevens Property Group

  5 Milk St, Natick, MA 01760
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  $1,450,000

  • 4 Beds
  • 3.5 Baths
  • 3,606 Sq Ft

  7 Milk St, Natick, MA 01760

  Construction now complete! Stunning new 2025 townhome by Natick’s premier design-build firm, offering 3606 sq ft across three finished levels. This 4-bed, 3.5-bath home blends transitional design with energy-efficient systems and high-end finishes. The open-concept kitchen, dining, and living area is ideal for entertaining, while the first-floor office adds work-from-home flexibility. Retreat to

  Matthew Stevens Stevens Property Group

  7 Milk St, Natick, MA 01760
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  /42

  $7,288,000

  • 6 Beds
  • 10 Baths
  • 10,090 Sq Ft

  121 Livingston Rd, Wellesley, MA 02482

  Imagine walking through the front door & suddenly being immersed in nature in all its glory. With breathtaking, sweeping views of the Charles River this extraordinary Colonial has all the space you need for everyday living & relaxing. Majestically sited on 1.69 acres this home has it all! Gracious double foyer flanked by formal living & dining rooms sets the stage for elegant entertaining.

  The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

  121 Livingston Rd, Wellesley, MA 02482
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  /41

  $1,199,999

  • 3 Beds
  • 2 Baths
  • 2,525 Sq Ft

  33 Lill Ave, West Newton, MA 02465

  Nestled on a private way, this beautiful, expansive 3BR, 2BA home in prestigious West Newton, offering unparalleled convenience to Rte 128, Mass Pike, commuter rail, & express bus to Boston. Ideally situated near Newton’s top-tier schools, dining, shopping, Whole Foods & Trader Joe’s. Gleaming hardwood floors, abundant windows & high ceilings bathe this home in natural sunlight. The 1st floor

  Alison Klein RE/MAX Preferred Properties

  33 Lill Ave, West Newton, MA 02465
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  $2,699,000 Open Thu 5:30PM - 7PM

  • 5 Beds
  • 6 Baths
  • 5,039 Sq Ft

  23 Fairfax Rd, Needham, MA 02492

  This new home boasts all the luxury features you need showcasing impeccable attention to detail throughout. Soaring 10 ft ceilings & grand foyer welcomes you w/elegant, refined millwork. Chef’s kitchen is a culinary dream, featuring quartz countertops & backsplash, large island w/waterfall edge. Thermador stainless steel appliance package w/beverage drawers. Spacious, light-filled family room

  Deborah Cerra William Raveis R.E. & Home Services

  23 Fairfax Rd, Needham, MA 02492
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  /40

  $6,499,000

  • 6 Beds
  • 10 Baths
  • 8,811 Sq Ft

  37 Radcliffe Rd, Waban, MA 02468

  Set atop Radcliff Hill, this one-of-a-kind architectural masterpiece by award-winning architect Yefim Massarsky combines old-world elegance with cutting-edge modern living ideally situated in Waban. Impeccable detailing and naturally lit, sophisticated entertaining spaces flow seamlessly through this grand residence. A Savaria elevator connects all four levels, from the heated driveway and

  George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  37 Radcliffe Rd, Waban, MA 02468
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  /41

  $6,495,000

  • 5 Beds
  • 7 Baths
  • 8,210 Sq Ft

  72 Love Ln, Weston, MA 02493

  Quality construction and fine finishes define this sophisticated residence tranquilly sited on one of Weston’s most coveted streets. This exceptional home offers over 8200 sqft of luxurious living space w/soaring ceilings throughout. Expansive foyer opens into airy floor plan including formal living w/fireplace, spacious dining room, private office, gourmet kitchen w/custom cabinetry & large

  Deena Powell Advisors Living - Weston

  72 Love Ln, Weston, MA 02493
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  /40

  $3,100,000

  • 6 Beds
  • 4.5 Baths
  • 4,027 Sq Ft

  55 Hillside Ave, West Newton, MA 02465

  This exquisitely restored Victorian masterpiece offers a perfect blend of historic charm and contemporary sophistication where timeless elegance meets modern luxury. Set on a sprawling 11,000 sf lot in the highly sought-after West Newton Hill neighborhood. Fully renovated in 2025 with all new systems. With meticulous attention to detail, this home offers stunning chevron-patterned flooring,

  Michael Lord Capital Realty Group

  55 Hillside Ave, West Newton, MA 02465
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  $4,860,000

  • 6 Beds
  • 9 Baths
  • 8,584 Sq Ft

  42 Sunhill Ln, Newton Center, MA 02459

  Gracefully nestled on a hilltop cul-de-sac in Newton Centre, this one-of-a-kind 8,600 sqft villa showcases enduring craftsmanship and quiet grandeur. Blending neoclassical elegance with Contemporary Colonial architecture, its stone facade and triple-bay garage offer a distinguished first impression. Inside, soaring 10-ft ceilings, finely crafted millwork, and grand-scale windows create a refined

  Winston Sheng Li Blue Ocean Realty, LLC

  42 Sunhill Ln, Newton Center, MA 02459
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  $2,880,000 Open Thu 5PM - 6:30PM

  • 6 Beds
  • 9 Baths
  • 7,735 Sq Ft

  234 Valley Rd, Needham, MA 02492

  This meticulously crafted 6 bed, 7 full & 2 half-baths will impress you w/ its elegance, modern conveniences & the high efficiency features across 7,735 SF of living space. Elegant architectural details, such as 5" white oak flooring, custom millwork & cabinetry, soaring ceilings. Oversized windows provide abundant natural light. A sophisticated dining room w/ beautiful millwork flows into the

  North Star International Realty Team LAER Realty Partners

  234 Valley Rd, Needham, MA 02492
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  $2,840,000

  • 7 Beds
  • 6.5 Baths
  • 6,600 Sq Ft

  443 Central Ave, Needham Heights, MA 02494

  NEW CONSTRUCTION by the esteemed Attitash Custom Home Design Builders! Welcome to 443 Central Ave, a stunning 7-bed, 6.5-bath home offering 6,600 sq. ft. of modern comfort and style. Set on a spacious lot with a 3-car garage, this home features elegant finishes and a smart layout. Natural light fills the open floor plan, highlighting the chef’s kitchen with high-end appliances, custom cabinetry,

  Gayle Winters Compass

  443 Central Ave, Needham Heights, MA 02494
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  $2,625,000

  • 5 Beds
  • 4.5 Baths
  • 5,300 Sq Ft

  39 Donna Rd, Needham Heights, MA 02494

  This exceptional property offers a unique opportunity to experience luxury living in a prime location. Its thoughtful design and high-end finishes make it a perfect choice for discerning buyers seeking comfort and style. Modern details throughout, including bleached white oak floors, natural wood beams & sleek horizontal metal railings. The living area is highlighted by a gas fireplace with

  Beth Regan Compass

  39 Donna Rd, Needham Heights, MA 02494
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  $3,295,000

  • 5 Beds
  • 8 Baths
  • 7,200 Sq Ft

  5 Deer Path, Natick, MA 01760

  Stunning 5 bedroom 7000sf estate home on over an acre of land has been taken to the next level with extensive renovations both inside and out. Appointed with designer accents and finishes, the first floor contains a gracious fireplaced living room and banquet sized dining room; handsome library with wood burning fireplace, wet bar and custom built ins and a newly designed chef’s kitchen and

  Donahue Maley & Burns Team Compass

  5 Deer Path, Natick, MA 01760
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  $3,895,000

  • 5 Beds
  • 7 Baths
  • 6,797 Sq Ft

  4 Prescott Ln, Weston, MA 02493

  Meticulously maintained & updated home combines grand living, timeless design & quality construction. Commuter's dream w/ easy highway access tucked into a 1.94 acre suburban oasis. The layout allows for spacious living, entertaining, & room for generations of family. Main floor features open concept family room & state-of-the-art kitchen w/ Viking appliances, ample cabinetry, & coveted butlers

  Nicoline Lomas William Raveis R.E. & Home Services

  4 Prescott Ln, Weston, MA 02493
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  $4,695,000

  • 5 Beds
  • 9 Baths
  • 8,625 Sq Ft

  15 Rockport Rd, Weston, MA 02493

  Exquisite Southside estate with nearly 2 level acres blending timeless elegance with modern luxury. Custom millwork, soaring ceilings, and abundant light define this thoughtfully designed home. A grand foyer opens to a formal living room with gas fireplace, private office, and refined dining room. The chefs eat-in kitchen, with premium appliances, large island and butler's pantry, flows into an

  Denise Mosher Coldwell Banker Realty - Weston

  15 Rockport Rd, Weston, MA 02493
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  /6

  $4,850,000

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

  26 Cottonwood Rd, Newton, MA 02459

  Coming Fall, 2025. 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

  Valentina Elzon Elzon Realty

  26 Cottonwood Rd, Newton, MA 02459
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  $8,295,000

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

  286 Country Dr, Weston, MA 02493

  This exceptional estate, set in one of Weston’s most coveted neighborhoods, blends modern architecture, bespoke luxury & state-of-the-art technology. Perched atop a 1.42-acre corner lot, it spans approx. 8,421sf across 3 levels w/ 6 ensuite beds & 7.5 baths. A sprawling entry opens to a soaring foyer, sculptural staircase & statement pendant, while sunlit living spaces feature floor-to-ceiling

  Ricardo Rodriguez Coldwell Banker Realty - Boston

  286 Country Dr, Weston, MA 02493
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  /17

  $3,550,000

  • 7 Beds
  • 5.5 Baths
  • 5,343 Sq Ft

  15-19 Strawberry Hill St, Dover, MA 02030

  Rare Equestrian Property – A once-in-a-lifetime opportunity to own a distinctive 10-acre estate in the heart of Dover, abutting over 500 acres of conservation land. This extraordinary property is steeped in history, featuring an 1826 Main House overlooking picturesque rolling meadows, complemented by three additional dwellings — a charming School House and two Carriage Houses. Perfect for

  Skip Billingham William Raveis R.E. & Home Services

  15-19 Strawberry Hill St, Dover, MA 02030
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  $1,699,000

  • 6 Beds
  • 4.5 Baths
  • 5,989 Sq Ft

  367 Worcester St, Wellesley Hills, MA 02481

  With frontage on Oakland Street, this majestic, historic beauty provides endless possibilities w/high ceilings, lovely details & natural light throughout. The 1st floor features a grand foyer, which flows into a fireplaced living room, elegant dining room & family room/library - ideal for family enjoyment & entertaining. A sweeping, covered porch, just off the living room, overlooks the expansive

  Beyond Boston Properties Group Compass

  367 Worcester St, Wellesley Hills, MA 02481
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  $1,695,000

  217 Summer St, Weston, MA 02493

  Great opportunity to finish your dream home. Scenic tree-filled lot complete with a picturesque creek for a serene, natural setting. This single family home has been gutted and is awaiting a homeowner ready-to-build, offering the perfect foundation to craft your custom house. Only a foundation and frame exists. Near top schools in the state. Exceptional access to both I-95 and I-90, making

  Eric Glassoff Coldwell Banker Realty - Brookline

  217 Summer St, Weston, MA 02493
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  $2,499,000

  • 7 Beds
  • 5.5 Baths
  • 6,017 Sq Ft

  90 Highland Ave, Newtonville, MA 02460

  You can have it all in the suburbs. This expansive home is chock full of amenities with a layout that provides maximum flexibility. The owners unit offers 4 beds, 3.5 baths, an exercise room, a game room, living, dining, sitting area...as well as a stunning glass pavilion overlooking your backyard. Your backyard will be a popular place as it has multiple seating areas, a large inground heated

  Paul Campano Keller Williams Realty Boston Northwest

  90 Highland Ave, Newtonville, MA 02460
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  $1,099,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,364 Sq Ft

  9 French Ave, Wayland, MA 01778

  OH Sun 8/3 11-1pm. Victorian Colonial offers a combination of traditional charm & modern functionality. Set back from the street on 1.4 acre, providing privacy, serene views & access to 700 acres of conservation area w/trails. Architectural details include welcoming foyer w/grand staircase, custom moldings & millwork soaring & vaulted ceilings, large windows are enhancing this home's character

  Marta Malina Coldwell Banker Realty - Wellesley

  9 French Ave, Wayland, MA 01778
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  /20

  $890,000 Open Sun 12:30PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,483 Sq Ft

  707 South St, Waltham, MA 02453

  Nestled on the desirable Weston Line, this updated Colonial blends timeless charm with modern comfort. The freshly painted interior offers a sunlit living room with bay windows and a remote-controlled electric fireplace featuring 13 ambient lighting options. The open-concept kitchen shines with quartz countertops, a premium gas range, stainless steel appliances, and custom cabinetry—flowing into

  Jim Lowenstern eXp Realty

  707 South St, Waltham, MA 02453
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  /20

  $1,249,000 Open Thu 10:30AM - 12PM

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  27 Fairway Dr, West Newton, MA 02465

  Prime Location! Sun-filled classic Gambrel Colonial, situated in one of West Newton's most desirable neighborhoods, is ready for your personal enhancements. Recently painted inside, and currently undergoing exterior painting, the property features high ceilings, hardwood floors, moldings, and natural light throughout. The traditional layout includes a front-to-back living room with fireplace,

  David McDonough Coldwell Banker Realty - Wellesley

  27 Fairway Dr, West Newton, MA 02465
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  $1,499,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,332 Sq Ft

  320 Quinobequin Rd, Waban, MA 02468

  Great house to start suburban life in the Wonderful Waban. Gracious columns and a 33x12 covered Porch welcome you to this lovely Cape/Colonial home with 3 floors of living space plus a great yard & grounds. A Livingroom w/ a fireplace opens to a screened porch. An eat-in kitchen with separate breakfast area and pantry connecting a formal dinning room. 3 bedrooms (incl. a master suite) plus an

  David-Daili Xiao Engel & Volkers Newton

  320 Quinobequin Rd, Waban, MA 02468
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  $3,760,000

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

  11 Fairhaven Rd, Newton Center, MA 02459

  Rare chance to own an exquisite luxury home located in Newton's highly coveted Oak Hill neighborhood. Impress with gorgeous hardwood floors, high ceilings, and oversized windows throughout. Adjoining formal living w/fireplace and formal dining room, flows into to the amazing gourmet chef's kitchen. Boasting a huge center island, professional appliances including 2 wall ovens, full range 2

  Key Kuen Ho Blue Ocean Realty, LLC

  11 Fairhaven Rd, Newton Center, MA 02459
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  $4,500,000

  • 8 Beds
  • 10 Baths
  • 10,388 Sq Ft

  1 Edmunds Rd, Wellesley Hills, MA 02481

  GREAT NEW PRICE! This is a truly remarkable home. Artful combination of opulence with timeless charm sited on .71 acres of parklike grounds. With more than 9,000 sq ft of sophistication it is perfect for both grand gatherings and intimate family moments. This estate has 21 rooms, with 4 levels of living space ready for the discerning homeowner who appreciates both modern luxury and classic

  Bobby Morgenstern Advisors Living - Wellesley

  1 Edmunds Rd, Wellesley Hills, MA 02481
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  $2,849,000

  • 6 Beds
  • 3.5 Baths
  • 3,958 Sq Ft

  185 Valentine St, West Newton, MA 02465

  Nestled on the serene Valentine St in West Newton Hill, this exquisite brick Tudor with tile roof sits on 16,000+ sqft lot. Offering 6 spacious bedrooms and 3.5 baths, this home combines classic charm with modern sophistication. First floor greets you with a foyer flowing into an expansive living room with fireplace, creating a perfect space for relaxation. The adjoining family room and elegant

  Hossein Bayat Coldwell Banker Realty - Newton

  185 Valentine St, West Newton, MA 02465
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  $13,850,000

  • 7 Beds
  • 11 Baths
  • 12,120 Sq Ft

  21 Chestnut St, Weston, MA 02493

  This modern estate is a seamless blend of striking architecture and luxurious design. A grand 2 story foyer with soaring ceilings and a dramatic staircase creates a stunning first impression, while walls of glass connect the home’s interior to the scenic outdoors. The main level features a gourmet kitchen with a hidden pantry, chef’s kitchen, and office nook, flowing into a spacious family room

  Maggie Gold Seelig MGS Group Real Estate LTD

  21 Chestnut St, Weston, MA 02493
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  $2,497,500

  • 6 Beds
  • 5.5 Baths
  • 4,828 Sq Ft

  32 Pemberton Rd, Wayland, MA 01778

  Stunning new construction six-bedroom home in amazing Wayland location currently being built. Excellent layout inside with open flow on the main level leading from the front door past the office, dining room, powder room and FIRST-FLOOR bedroom/full bathroom (perfect for in-laws or guests!) and all the way to the open concept family room and gourmet kitchen with huge pantry and Thermador

  Rachel Lieberman Berkshire Hathaway HomeServices Commonwealth Real Estate

  32 Pemberton Rd, Wayland, MA 01778
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  $2,750,000

  • 5 Beds
  • 4.5 Baths
  • 5,261 Sq Ft

  1 Clock Tower Dr, Wellesley Hills, MA 02481

  Perched on a serene hilltop, this elegant colonial home boasts a stunning facade inspired by the Wellesley Clock Tower. Just minutes from the Issac Sprague Memorial Clock Tower and Elm Park, this sunlit residence features soaring ceilings and oversized windows that bathe the interiors in natural light. The gourmet kitchen, designed for the avid cook, opens to an exquisite breakfast nook with

  Dream Team Dreamega International Realty LLC

  1 Clock Tower Dr, Wellesley Hills, MA 02481
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  $7,498,000

  • 5 Beds
  • 9 Baths
  • 11,300 Sq Ft

  180 Highland St, Weston, MA 02493

  This gated custom-built estate exudes elegance and unparalleled craftsmanship. Set on three sprawling acres and surrounded by conservation land, the private setting makes it the ideal retreat for those seeking luxury and comfort. The home’s classic shingle style blends seamlessly with the lush surrounding landscape. Once inside, the rich, intricate wood trim throughout the home sets the tone for

  Teri Adler MGS Group Real Estate LTD - Wellesley

  180 Highland St, Weston, MA 02493
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  $3,399,000

  • 6 Beds
  • 8 Baths
  • 8,830 Sq Ft

  883 Greendale Ave, Needham, MA 02492

  A rare offering of a new one-of-a-kind contemporary single family home, 883 Greendale takes the "wow!" factor to a bold new level. A visionary design evoking California relaxed living. Grand open spaces full of natural light & choice materials flow through the 5100 sqft main living area. An additional 3730 sqft finished basement and 3rd floor. 6 bedrooms - 3 w/ en suite bathrooms, 6 full

  Andrew Stuckey Keeping It Realty

  883 Greendale Ave, Needham, MA 02492
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  /42

  $4,995,000

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

  21 Westerly Rd, Weston, MA 02493

  Stunning shingle and stone 6 bedroom Colonial in coveted Weston Estates! 1.38 acres of flat land with 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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  $1,090,000

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  326 Austin St, West Newton, MA 02465

  Gorgeous Totally Renovated Ranch Style Single Family home located in the highly desirable West Newton Hill!Consisting of a total of 7 rooms,3 bedrooms,1&1/2 bathrooms,Open floor plan living room with fireplace,formal dining room,gorgeous 2021 Kitchen with white cabinets,granite counters,SS highend appliances & central island-opens to a fabulous back porch & Huge yard.Perfect for family gatherings

  Maureen Mulrooney RE/MAX Real Estate Center

  326 Austin St, West Newton, MA 02465
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  $6,500,000

  • 6 Beds
  • 7 Baths
  • 7,400 Sq Ft

  7 Mountview Rd, Wellesley Hills, MA 02481

  Stunning New Construction Colonial with an exceptional sunny and private backyard! Rare opportunity to live on a quiet cul de sac in the prestigious Cliff Estates. Finishes almost complete, ready for move in in 30 days! This beautifully designed property features an expansive and open floor plan with 10’ ceilings. Open concept chef's kitchen w high end appliance inc GAS COOKTOP, oversized island,

  Christine Lawrence Rutledge Properties

  7 Mountview Rd, Wellesley Hills, MA 02481

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