Wellesley Hills, MA Homes for Sale with Acreage

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  /22

  $399,900 Open Sun 1PM - 2PM

  • 1 Bed
  • 1 Bath
  • 896 Sq Ft

  1202 Greendale Ave Unit 131, Needham, MA 02492

  Perfectly tailored to celebrate easy living!. Dream location minutes to I-95 walk to commuter rail .Updated top floor corner unit features a great layout. Chef's custom kitchen quartz counter tops, custom cabinetry, stainless steel appliances ,induction stove and refrigerator/freezer. Sliders to balcony overlooks tree tops. The spacious living/dining area features wood flooring ,abundance of

  Joan Barrett Coldwell Banker Realty - Newton

  1202 Greendale Ave Unit 131, Needham, MA 02492
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  /40

  $2,395,000 Open Sun 12PM - 1:30PM

  • 4 Beds
  • 6 Baths
  • 6,892 Sq Ft

  18 Village Hill Rd, Dover, MA 02030

  Privately sited in Dover's coveted walk-to town Taylor Estates neighborhood, this impressive Colonial offers timeless design and resort-level amenities.The home boasts lots of natural light and beautifully connected living spaces. Designed for both refined living and everyday ease, there's space for everyone to enjoy in this 6,800+ sf home.The sunny kitchen with granite counters, stainless

  The Walsh Team And Partners William Raveis R.E. & Home Services

  18 Village Hill Rd, Dover, MA 02030
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  /40

  $2,390,000 Open Sun 2PM - 3:30PM

  • 4 Beds
  • 4.5 Baths
  • 5,400 Sq Ft

  51 Canterbury Ln, Needham, MA 02492

  NEW PRICE!! Beautiful Georgian Colonial on 1+ acre of level landscaped grounds with tranquil views & large yard. Circular drive & marble foyer welcome with elegance & convenience. Remodeled chef’s kitchen features pro-grade appliances, granite counters, island & sunlit breakfast nook opening to multi-level deck for effortless indoor-outdoor entertaining. The fireplaced livingroom with deck

  Amy Gworek William Raveis R.E. & Home Services

  51 Canterbury Ln, Needham, MA 02492
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  /30

  $3,095,000

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

  169 Hickory Rd, Weston, MA 02493

  Rarely available, this stunning contemporary home has been expertly renovated and is nestled on over 1.4 acres in one of Weston’s most beloved South Side neighborhoods. Bathed in natural light, the home offers privacy and serves as a true oasis, surrounded by lush gardens, a spectacular pool, fieldstone walls, and serene patios. Designed with the finest finishes and impeccable attention to

  Dean Poritzky Engel & Völkers Wellesley

  169 Hickory Rd, Weston, MA 02493
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  $3,250,000

  • 5 Beds
  • 6.5 Baths
  • 6,538 Sq Ft

  55 Main St, Dover, MA 02030

  Beautiful new construction combining timeless design and quality craftsmanship! The first floor features a spacious gourmet kitchen with custom cabinets and professional appliances, a large island, a large pantry with cabinets and open shelving, sliders leading out to large deck overlooking private yard, a wet bar with second dishwasher, a large family room with gas fireplace, an office, a

  Lorraine Sarafian Rafter Real Estate LLC

  55 Main St, Dover, MA 02030
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  /25

  $3,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,712 Sq Ft

  25 Hundreds Cir, Wellesley Hills, MA 02481

  Nestled in the heart of prestigious Wellesley Farms, this stately 1930 center entrance Colonial offers timeless curb appeal and an exceptional opportunity to reimagine a classic. Boasting approximately 3,712 square feet of living space, this gracious home features five spacious bedrooms, three full baths, and a convenient half bath. With a solid brick exterior, enduring slate roof, and rock-solid

  Greer Swiston Coldwell Banker Realty - Newton

  25 Hundreds Cir, Wellesley Hills, MA 02481
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  /40

  $2,195,000

  • 4 Beds
  • 3.5 Baths
  • 5,565 Sq Ft

  617 South St, Needham, MA 02492

  Enjoy the sophisticated renovation & expansion of this stately 1920's Colonial set on an acre of park like grounds in the prestigious South Street estate area. Offering 5565± of dramatic living space on four floors, this elegant home features a welcoming entry foyer, grand size living room with fireplace & adjacent sun room, formal dining room, bright kitchen with oversized island overlooking

  Tom Aaron Coldwell Banker Realty - Wellesley

  617 South St, Needham, MA 02492
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  /39

  $38,000,000

  • 6 Beds
  • 12 Baths
  • 21,000 Sq Ft

  180 Ash St, Weston, MA 02493

  This extraordinary estate is set on one of Weston’s most prestigious enclaves and blends grand architecture with modern luxury, impeccable craftsmanship and state of the art systems. High ceilings, intricate moldings, and sun-drenched rooms create an atmosphere of timeless elegance. The main level is designed for both grand entertaining and comfortable living, featuring an expansive chef's

  Maggie Gold Seelig MGS Group Real Estate LTD

  180 Ash St, Weston, MA 02493
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  /35

  $2,995,000

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

  108 Glen St, Natick, MA 01760

  GLEN HOME ESTATES, New Custom homes to be built with every amenity. Panoramic views overlooking Lookout Farm in South Natick, with easy access to Wellesley Center and train to Boston just 5 minutes away. The stunning design includes 10 foot ceilings, first-floor office plus a first-floor en-suite, a dramatic open family room and dining room with a wall of windows, an oversized slider that

  Ned Mahoney eXp Realty

  108 Glen St, Natick, MA 01760
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  /3

  $1,765,000

  • Land
  • 2.19 Acres
  • $805,936 per Acre

  37 School St, Weston, MA 02493

  OPPORTUNITY TO RENOVATE/EXPAND EXISTING HOME or BUILD YOUR DREAM HOUSE IN TOP SOUTH SIDE WESTON LOCATION. Beautiful, mature, 2.19 acre lot with existing 4 bedroom home a premier location with sidewalks to Weston’s top schools, award winning library, vibrant town center, newly renovated Memorial Pool and Land’s Sake Farm. Only 15 miles to Boston and close to all major routes (2.5 miles to entrance

  Denise Mosher Coldwell Banker Realty - Weston

  37 School St, Weston, MA 02493
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  /35

  $2,895,000 Open Sun 1:30PM - 2:30PM

  • 5 Beds
  • 3.5 Baths
  • 5,100 Sq Ft

  137 Wellesley St, Weston, MA 02493

  Set on a picturesque 1.38 acre lot with sweeping views of open fields and mature trees, this stunning Greek Revival home built in 1847 and part of the historic Case Estates has been beautifully transformed with a modern aesthetic. Located in the heart of Weston Center and surrounded by 42 acres formerly owned by Harvard’s Arnold Arboretum, it offers privacy with unbeatable convenience. A classic

  Dean Poritzky Engel & Völkers Wellesley

  137 Wellesley St, Weston, MA 02493
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  /41

  $2,595,000

  • 6 Beds
  • 5.5 Baths
  • 5,150 Sq Ft

  40 Pleasant St, Dover, MA 02030

  Stunning renovated antique farmhouse offering the amenities desired for today's contemporary lifestyle (wired for high speed internet & flexible living/ work spaces) yet retains the wonderful charm of yesteryear. Central air, wood floors, Gourmet chef's kitchen w/6 burner Viking range, SubZero, center island, honed granite countertops. Sun splashed family room w/cathedral ceiling, skylights,

  Mary Crane Berkshire Hathaway HomeServices Commonwealth Real Estate

  40 Pleasant St, Dover, MA 02030
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  $7,288,000 Open Sun 2PM - 3:30PM

  • 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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  $3,195,000

  • 5 Beds
  • 7 Baths
  • 7,305 Sq Ft

  38 Wilsondale St, Dover, MA 02030

  Exquisite 14-room stucco estate on 3+ private acres with direct access to hiking at HALE and Noanet Woods from the front door. Inside, a welcoming foyer introduces a sense of country luxury with a dramatic curved staircase, an open floor plan, recently refinished walnut floors, wainscoting, and high, crown-molded ceilings. The spacious kitchen with a granite island, custom cabinets & Viking

  Scott Driscoll Redfin Corp.

  38 Wilsondale St, Dover, MA 02030
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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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  /42

  $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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  /35

  $3,345,000 Open Sun 1:30PM - 2:30PM

  • 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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  /19

  $545,000

  • 1 Bed
  • 1.5 Baths
  • 1,270 Sq Ft

  280 Boylston St Unit 405, Chestnut Hill, MA 02467

  In the heart of Chestnut Hill, enjoy easy living in this bright and renovated, generously sized 1-bedroom,1.5-bath condo. Natural light fills the open-concept living and dining area, creating a warm, welcoming space. With its flexible layout, the living space can be transformed to suit your lifestyle—whether you need a quiet work zone or an extra sleeping area. The large primary suite features a

  Ilene Solomon Coldwell Banker Realty - Newton

  280 Boylston St Unit 405, Chestnut Hill, MA 02467
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  /42

  $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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  $1,695,000

  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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  /32

  $1,099,000

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

  9 French Ave, Wayland, MA 01778

  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 while blending

  Marta Malina Coldwell Banker Realty - Wellesley

  9 French Ave, Wayland, MA 01778
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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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  /29

  $2,750,000

  • 3 Beds
  • 3.5 Baths
  • 3,908 Sq Ft

  126 Homer St, Newton Center, MA 02459

  RARE 1-ACRE OPPORTUNITY IN COVETED NEWTON CENTRE! This fascinating Homer Street Tudor offers endless potential—whether you're a developer or an end user ready to renovate or build your custom dream home. Uniquely expansive park-like grounds, ideal for a private estate, yet just moments from the vibrant city center with the Newton Centre Playground, Mason Rice Elementary School, top-tier dining,

  The Drucker Group Compass

  126 Homer St, Newton Center, MA 02459
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  /29

  $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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  /42

  $2,595,000

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

  85 Schoolmaster Ln, Dedham, MA 02026

  This deceivingly spacious floor plan allows for many uses from the open foyer with large windows to the dining room, sitting room with wet bar, new kitchen with breakfast room encased in windows and a walk in pantry. There is a cherry library with builtins, family room and guest suite. The indoor pool and spa is not to be missed and a wonderful way to enjoy all year round with full open access to

  Elena Price Coldwell Banker Realty - Westwood

  85 Schoolmaster Ln, Dedham, MA 02026
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  /42

  $2,200,000

  • 5 Beds
  • 4 Baths
  • 5,232 Sq Ft

  178 South St, Needham, MA 02492

  **PRICE REDUCTION** BostonGlobe HOME OF THE WEEK. Have you ever dreamed of living in a poem, a painting, a stop on the Underground RR or on the banks of the Charles? Inside, you'll find original details such as wainscoting and wide plank wood floors, along with six wood-burning hearths that enhance the home's warm inviting atmosphere. The gourmet kitchen features a walk-in fridge and high-end

  Michael Niden Keller Williams Realty

  178 South St, Needham, MA 02492
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  /30

  $6,650,000

  • 6 Beds
  • 6.5 Baths
  • 9,342 Sq Ft

  429 Summer St, Westwood, MA 02090

  This magnificent Georgian Colonial, set on 12+ acres in the heart of Westwood’s estate area, was designed by Johnson, Craven & Gibson and inspired by William Lawrence Bottomley’s Milburne in Richmond, VA. The stunning entry hall with its sweeping staircase is flanked by exquisite formal living and dining rooms, a classic library, and a wonderful breakfast room, all overlooking the south-facing

  John Boyle LandVest, Inc.

  429 Summer St, Westwood, MA 02090
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  /34

  $2,175,000 Open Sun 11AM - 1PM

  • 5 Beds
  • 3.5 Baths
  • 4,368 Sq Ft

  758 South St, Needham, MA 02492

  Refreshed interiors welcome you to this South Street estate property on an always-green acre just outside the town center & train stop. Arrive at a home where antique charm meets modern luxury. Entertain in the classic billiard room w/ fieldstone fireplace and coffered ceiling or gather in the family room w/ a warming fireplace and sun-drenched window seat; these spaces along with formal living &

  Bell Property Partners Compass

  758 South St, Needham, MA 02492
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  $799,000

  • 2 Beds
  • 2 Baths
  • 1,266 Sq Ft

  250 Hammond Pond Pkwy Unit 406N, Chestnut Hill, MA 02467

  Enjoy luxury living at The Towers of Chestnut Hill. Move right in to this elegant, well maintained and spacious unit. Custom closets create additional storage opportunities. Amenities galore incuding security, 24 hour concierge service and on-site management, Garage parking space. Close to shopping, restaurants and transportation needs.

  Karen Fallon Hammond Residential Real Estate

  250 Hammond Pond Pkwy Unit 406N, Chestnut Hill, MA 02467
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  /39

  $3,200,000

  • 5 Beds
  • 7 Baths
  • 6,096 Sq Ft

  7 Rockport Rd, Weston, MA 02493

  Elegant & Spacious Weston Estate on a Quiet StreetNestled on a peaceful street in Weston, this stunning estate offers over 6,000 sqft of luxurious living space on 1.39 acres of beautifully maintained land. With 13 rooms, 5 bedrooms, and 7 bathrooms, this home is perfect for a large family or an au pair arrangement.Step inside to be greeted by soaring ceilings and an abundance of natural light,

  Vito Capraro Aluxety

  7 Rockport Rd, Weston, MA 02493
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  /37

  $3,500,000

  • 6 Beds
  • 5 Baths
  • 8,500 Sq Ft

  215 Boston Post Rd, Weston, MA 02493

  Exquisite 1867 Victorian, spanning more than 8500 sq ft., featuring an award-winning restoration and the finest modern luxuries. Set on a 1.37-acre arboretum-like lot with specimen trees, lush lawn, exceptional hardscaping, and a carriage house with office. The first floor offers a grand foyer, elegant living room, banquet-sized dining room, billiard room, and gourmet eat-in kitchen/family room

  Denise Mosher Coldwell Banker Realty - Weston

  215 Boston Post Rd, Weston, MA 02493
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  $19,850,000

  • 7 Beds
  • 12 Baths
  • 18,725 Sq Ft

  67 Byron Rd, Weston, MA 02493

  Timeless elegance meets modern luxury in this extraordinary Weston estate, situated on 5.3 stunning acres just minutes from Boston. Built by a renowned local builder and reimagined with Leslie Fine Interiors, this home blends superior craftsmanship, global influences and design. Bright, inviting spaces include a newly renovated kitchen, luxurious primary suite, soaring ceilings, and dramatic

  Maggie Gold Seelig MGS Group Real Estate LTD

  67 Byron Rd, Weston, MA 02493
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  /31

  $13,955,000

  • 7 Beds
  • 8.5 Baths
  • 13,555 Sq Ft

  15 Claridge Dr, Weston, MA 02493

  Enter through gates and arrive at an extraordinary English Country Manor sited on 3.75 acres on a private road in a premier estate neighborhood on the south side of Weston. Designed by a legendary architect and featured in major magazines, this one of a kind custom built residence offers 20 rooms of jaw dropping beauty including a spectacular two story grand entrance hall. This rare property is

  rosemary mccready Compass

  15 Claridge Dr, Weston, MA 02493
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  /42

  $5,890,000 Open Sun 11:30AM - 12:30PM

  • 6 Beds
  • 9 Baths
  • 9,036 Sq Ft

  12 Winding River Cir, Wellesley, MA 02482

  Welcome to 12 Winding River Circle in Wellesley, a stunning private retreat set on nearly three acres along the picturesque Charles River. Renovated and designed by renowned architect Patrick Ahearn, this exquisite home seamlessly blends timeless elegance with modern luxury. This residence, tucked on a cul-de-sac, offers over 7700 square feet of beautifully designed living space. Sun-filled

  Debi Benoit William Raveis R.E. & Home Services

  12 Winding River Cir, Wellesley, MA 02482
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  $7,995,000

  • 5 Beds
  • 6.5 Baths
  • 8,205 Sq Ft

  100 Chestnut St, Weston, MA 02493

  100 Chestnut Street is the epitome of New England privacy & elegance. This estate is nestled on 3.3 secluded acres in scenic Weston. Designed by Royal Barry Wills & extensively renovated, this home showcases stunning interiors with 10'-14' ceilings, a Christopher Peacock kitchen, limestone fireplaces, herringbone oak floors, & French doors leading to blue stone terraces. The expertly crafted

  The Mazer Group Compass

  100 Chestnut St, Weston, MA 02493
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  /42

  $5,995,000

  • 6 Beds
  • 8 Baths
  • 9,848 Sq Ft

  182 Winding River Rd, Wellesley, MA 02482

  Enjoy life on the Charles River! Rarely available home that offers full backyard privacy w/ Elm Bank across. Incredible views of the river plus a dock for kayaks, paddleboards & small electric boats! 2006 custom new construction w/over 9000 sq ft of living space on 1.73 acres. Walk into dramatic great room w/ 2 story windows plus one of four fireplaces & custom window seat perfect for

  Melissa Dailey Coldwell Banker Realty - Wellesley

  182 Winding River Rd, Wellesley, MA 02482
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  /38

  $7,850,000

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

  12 Robin Rd, Weston, MA 02493

  This Contemporary designed by a prominent architect and located in the Country Club neighborhood is inspired by the Japandi style which combines the serenity of Japanese architecture with the organic nature of Scandinavian design. A father/son collaboration, this home’s sophisticated details abound from the illuminated floating staircase to a semi-enclosed courtyard with a deck and sunken patio.

  Mizner+ Montero Gibson Sotheby's International Realty

  12 Robin Rd, Weston, MA 02493
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  /30

  $7,995,000

  • 8 Beds
  • 9 Baths
  • 9,662 Sq Ft

  200 Pond Rd, Wellesley, MA 02482

  Presenting a spectacular multi-acre estate set behind a private entry in Wellesley. This stately Georgian Colonial is the centerpiece of the compound on a scenic road and is surrounded by a parklike setting that couples luxury with sophistication. The stately exterior is captivating with stunning architectural detail. Inside the grand home boasts a two story foyer with a sweeping bridal

  Meghan Sutherland MGS Group Real Estate LTD - Wellesley

  200 Pond Rd, Wellesley, MA 02482
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  /8

  $1,750,000

  • Land
  • 8 Acres
  • $232,713 per Acre

  236 Dedham St, Dover, MA 02030

  The largest available undeveloped piece of land on the banks of the Charles River in Dover, this expansive 7.5-acre parcel of historic farmland offers an enchanting escape into nature's embrace. Abutting conservation land, it provides a sanctuary for waterfowl & other wildlife, ensuring the preservation of its natural beauty. This rare gem invites you to dream, imagine, & create a legacy

  Berkowitz Team Gibson Sotheby's International Realty

  236 Dedham St, Dover, MA 02030

Showing Results 41 - 80, Page 2 of 3