Wellesley Hills, MA Homes for Sale

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  $6,750,000

  • 7 Beds
  • 8 Baths
  • 7,135 Sq Ft

  18 Annawan Rd, Waban, MA 02468

  Introducing an exceptional new residence at 18 Annawan Road, slated for completion in 2026. Thoughtfully designed by a renowned architect and crafted by a highly regarded local builder, this luxury home exemplifies state-of-the-art construction, generous proportions, and meticulous attention to detail. Filled with natural light and ideally situated just steps from the 2024 National Blue-Ribbon

  Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

  18 Annawan Rd, Waban, MA 02468
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  /42

  $1,295,000

  • 4 Beds
  • 3.5 Baths
  • 2,322 Sq Ft

  25 Tolman St Unit 2, Waltham, MA 02453

  Sophisticated new construction 4-bed/3.5-bath townhome on the coveted Newton line features high-end finishes throughout. Chef's kitchen w quartz counters, plentiful cabinet space, premium SS appliances, & oversized island opens to formal dining area & sun-filled LR w fireplace. Laundry & half bath complete the main level. The primary suite is a serene retreat w spa-like tiled shower & a custom

  David Ladner RE/MAX Harmony

  25 Tolman St Unit 2, Waltham, MA 02453
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  /40

  $5,795,000

  • 5 Beds
  • 8 Baths
  • 9,200 Sq Ft

  300 Glen Rd, Weston, MA 02493

  Stunning shingle style 5 bedroom home on Weston's South side. Completely renovated kitchen & baths giving this home the ideal layout, style & convenient location. Light filled kitchen w/ large picture window overlooks the 2.68 acres plus abutting conservation land w/ trails. Huge center island & high end appliances w/ working fireplace in kitchen. Adjacent family room w/ coffered ceilings,

  Melissa Dailey Coldwell Banker Realty - Wellesley

  300 Glen Rd, Weston, MA 02493
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  /40

  $2,349,999

  • 5 Beds
  • 4.5 Baths
  • 4,404 Sq Ft

  32 Lantern Ln, Wellesley Hills, MA 02481

  A stunning 2022 custom built home offering over 4,400 square feet designed from the ground up for exceptional interior quiet. Step inside and the outside world falls away.The open layout features nine and a half foot ceilings, expansive windows, and a chef's kitchen with built-in refrigerator, double ovens, commercial cooktop, farmhouse sink, and oversized island. The living room includes a

  Jay Terada Coldwell Banker Realty - Brookline

  32 Lantern Ln, Wellesley Hills, MA 02481
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  $699,000

  • 2 Beds
  • 1 Bath
  • 1,564 Sq Ft

  133 Wellesley St, Weston, MA 02493

  Imagine restoring an iconic school house built in 1910! Set on .68 acres of upland meadow on land known as the Case Estates that the Town of Weston purchased from Harvard in 2016. This little gem located between the Barn and Rand House is awaiting its next chapter. Bring your creativity and ideas to this sunny property in the semi rural part of Weston's center, or get inspired with conceptual

  Chaplin Partners Compass

  133 Wellesley St, Weston, MA 02493
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  /29

  $850,000

  • 4 Beds
  • 1.5 Baths
  • 1,674 Sq Ft

  131 Wellesley St, Weston, MA 02493

  Looking for a project? Welcome to the Rand House set on 1.38 acres of land. This iconic Antique Colonial circa 1790 is part of the land known as the Case Estates that the Town of Weston purchased from Harvard in 2016. The property must be restored in accordance with the deed restriction from the Historic Commission. There is an expansion area to the existing footprint if an addition is desired.

  Chaplin Partners Compass

  131 Wellesley St, Weston, MA 02493
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  $9,950,000

  • 5 Beds
  • 9 Baths
  • 8,633 Sq Ft

  76 Robin Rd, Weston, MA 02493

  Magnificently sited on over two acres with breathtaking views of Weston Golf Club, this young Shingle and Stone estate blends timeless architecture with modern sophistication. Designed by award-winning architect Patrick Ahearn, this custom beauty offers over 8,600 square feet of freshly updated, Architectural Digest–worthy interiors filled with natural light. Highlights include a dazzling chef's

  The Shulkin Wilk Group Compass

  76 Robin Rd, Weston, MA 02493
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  $850,000

  • 1 Bath
  • 3,614 Sq Ft

  135 Wellesley St, Weston, MA 02493

  Imagine the possibilities in repurposing Hillcrest Stables, the jewel of the Case Estates. Built in 1927, this gorgeous brick barn is built to last, with concrete and large timber providing many options for the next owner. West-facing walkout concrete and fieldstone lower level with three barn doors providing access for up to 6 cars. This site was previously owned by Harvard University’s Arnold

  Chaplin Partners Compass

  135 Wellesley St, Weston, MA 02493
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  /28

  $1,898,000

  • 5 Beds
  • 3.5 Baths
  • 3,954 Sq Ft

  28 Mercer Rd, Needham Heights, MA 02494

  Nestled on a private road in one of Needham’s most sought-after neighborhoods, this stately Second Empire Victorian offers nearly 4,000 sq ft of elegant living space. Rich in historic character and thoughtfully refreshed for modern living. This move-in-ready home features bright, expansive living areas and a flexible layout ideal for everyday living and entertaining. Enjoy a private outdoor

  Carina Bittar-Doyle William Raveis R. E. & Home Services

  28 Mercer Rd, Needham Heights, MA 02494
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  /14

  $2,890,000

  • 4 Beds
  • 3.5 Baths
  • 3,334 Sq Ft

  162 Hampshire Rd, Wellesley Hills, MA 02481

  Incredible opportunity to own a rare, conforming one-acre lot in the heart of Cliff Estates! This 4-bedroom, 4-bath home offers exceptional potential and is ready for its next chapter. Bring your vision and reimagine the possibilities in this highly desirable location. Easy to show!

  Gabby Cefalo Coldwell Banker Realty - Wellesley

  162 Hampshire Rd, Wellesley Hills, MA 02481
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  /29

  $1,789,000 Open House 4/11

  • 4 Beds
  • 2 Baths
  • 2,097 Sq Ft

  304 Elliot St Carriage House S Unit 4, Newton, MA 02464

  Discover the Allure of Modern Carriage House S-Nestled in The Elliot Estate, the modern designed interior complements the beautiful Victorian exterior w/charming cupola. 4 bed, 2+ bath. Boasting 4 levels of incredible living space w/open concept kitchen w/stone waterfall countertops, double ovens, wine bar & beverage station. Stunning floating stairway, 3-sided fireplace, beautiful hdwd floors

  Sheila Travi S&A Luxury Properties LLC

  304 Elliot St Carriage House S Unit 4, Newton, MA 02464
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  $1,850,000

  • 3 Beds
  • 4 Baths
  • 4,030 Sq Ft

  16 Livermore Ln, Weston, MA 02493

  Rarely available freestanding townhouse showcasing a spacious, thoughtfully designed floor plan, sweeping views, and an unbeatable location just moments from Weston Center and miles of hiking trails. Designed for everyday living and effortless entertaining, the chef’s kitchen flows seamlessly into a dramatic cathedral-ceiling family room anchored by a gas fireplace. Sliding doors open to an

  Denise Mosher Coldwell Banker Realty - Weston

  16 Livermore Ln, Weston, MA 02493
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  $1,850,000

  • 3 Beds
  • 4 Baths
  • 4,030 Sq Ft

  16 Livermore Ln Unit 16, Weston, MA 02493

  Rarely available freestanding townhouse showcasing a spacious, thoughtfully designed floor plan, sweeping views, and an unbeatable location just moments from Weston Center and miles of hiking trails. Designed for everyday living and effortless entertaining, the chef’s kitchen flows seamlessly into a dramatic cathedral-ceiling family room anchored by a gas fireplace. Sliding doors open to an

  Denise Mosher Coldwell Banker Realty - Weston

  16 Livermore Ln Unit 16, Weston, MA 02493
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  $1,875,000

  • 5 Beds
  • 4.5 Baths
  • 3,442 Sq Ft

  1919 Commonwealth Ave Unit 1919, Newton, MA 02466

  Welcome home to this exceptional new construction townhouse on prestigious Carriage Road along Commonwealth Avenue. This 5-bedroom, 4.5-bath residence blends sophisticated design with effortless functionality, featuring soaring ceilings, rich hardwood floors, coffered detailing, and a striking chevron shiplap fireplace anchoring the sun-filled living space. The chef’s kitchen is thoughtfully

  Adams & Co. Team Real Broker MA, LLC

  1919 Commonwealth Ave Unit 1919, Newton, MA 02466
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  $4,598,000

  • 8 Beds
  • 9 Baths
  • 8,873 Sq Ft

  25 White Ave, Newton Center, MA 02459

  Experience unparalleled luxury at 25 White Avenue, a stunning new home by one of Newton’s premier builders. Ideally situated on a lush lot, this home offers privacy among mature trees and beautiful landscaping. The sophisticated interior features a state-of-the-art kitchen and eight bedrooms, highlighted by a rare layout with five generous bedrooms on the second floor. The tranquil primary suite

  Allison Blank Compass

  25 White Ave, Newton Center, MA 02459
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  $3,450,000 Open Sat 11AM - 12:30PM

  • 4 Beds
  • 4.5 Baths
  • 7,195 Sq Ft

  24 Trailside Rd, Weston, MA 02493

  Experience where nature and tranquility converge. This unique home has direct access to town trails leading to the Weston Reservoir. Its striking stone and wood exterior enhanced by a gorgeous new cedar roof sets the tone for its warm and sophisticated interior. The living room stuns with soaring ceilings, exposed wood beams, and glass doors that open to a stone patio and exquisitely landscaped

  Mizner+ Montero Gibson Sotheby's International Realty

  24 Trailside Rd, Weston, MA 02493
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  $2,099,000 Open Sat 12PM - 1:30PM

  • 4 Beds
  • 4.5 Baths
  • 4,265 Sq Ft

  70 Walker St Unit 1, Newtonville, MA 02460

  Classic Victorian architecture meets contemporary luxury in this fully renovated 4BR/4.5BA Newtonville townhome. A timeless Victorian exterior with stately front porch impress on the outside, while the fully modern interior feature amazing upscale finishes. Located in one of the best school districts in Massachusetts, enjoy unparalled convenience with direct access to Newtonville Village center

  Rose Hall Blue Ocean Realty, LLC

  70 Walker St Unit 1, Newtonville, MA 02460
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  /8

  $1,395,000

  • 2 Beds
  • 2 Baths
  • 1,217 Sq Ft

  975 Washington St Unit 107, Newton, MA 02460

  Introducing Cityside Condominium in highly coveted Newtonville locale! Finally, a development for owner-occupied living. Ideal for empty nesters and young professionals. Soon-to-be constructed development of 28 luxury units with underground parking. Featuring designer kitchens with quartz counters, Energy Star appliances, Kohler baths, Nine (9) foot ceilings, in-unit laundry, extensive green

  Cynthia Lanciloti Kraft Fine Homes

  975 Washington St Unit 107, Newton, MA 02460
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  $1,359,500 Open House 4/11

  • 3 Beds
  • 2 Baths
  • 1,413 Sq Ft

  302 Elliot St Carriage House N Unit 3, Newton, MA 02464

  Sophisticated Elegance Awaits at Carriage House N- Discover the perfect blend of Victorian charm & contemporary luxury in this beautiful 3-bed, 2-bath nestled within The Elliot Estate. Curated by award-winning architects, this home features 3 levels of exquisite living space, highlighted by stunning floating modern stairs & a distinctive 3-sided fireplace beneath the crowning cupola. The stylish

  Sheila Travi S&A Luxury Properties LLC

  302 Elliot St Carriage House N Unit 3, Newton, MA 02464
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  $1,699,000 Open Sat 12PM - 1:30PM

  • 3 Beds
  • 2.5 Baths
  • 1,975 Sq Ft

  108 Glen Ave, Newton Center, MA 02459

  Meet your sun-drenched dream home in the heart of Newton Centre. This move-in ready 8 RM 3BR 2.5BA Colonial brings all the charm and vibe tucked away in a private enclave off Glen Ave. Features are a front-to-back LR, hardwood floors, custom built-ins and a double sided fireplace that flows into a den with a gorgeous bay window. The formal DR connects seamlessly to an updated eat-in kitchen. Off

  The Margie and Jon Team Gibson Sotheby's International Realty

  108 Glen Ave, Newton Center, MA 02459
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  $425,000

  • 2 Beds
  • 1 Bath
  • 1,175 Sq Ft

  31 Weston St Unit 2, Waltham, MA 02453

  This charming unit flows beautifully from room to room, each space feeling generous and inviting. Pet-friendly association, laundry in-unit and more square footage than any other unit on market in this price point. The living room has crown molding, a ceiling fan, and southeast-facing windows ideal for gatherings. A full glass-door breezeway welcomes you with abundant storage for coats and boots,

  Juliet Jenkins Leading Edge Real Estate

  31 Weston St Unit 2, Waltham, MA 02453
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  $1,499,000

  • 5 Beds
  • 2.5 Baths
  • 2,728 Sq Ft

  18 Eaton Ct, Wellesley Hills, MA 02481

  This attached single-family townhome combines the best of in-town living with the privacy and independence of a single-family home. Tastefully renovated throughout, it preserves period character and millwork while introducing today’s modern comforts, including tall ceilings, light-filled rooms, Carrara marble baths, central air, and 200 AMP electrical service. The spacious and flexible floor plan

  Susan Lyman Douglas Elliman Real Estate - Wellesley

  18 Eaton Ct, Wellesley Hills, MA 02481
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  $2,350,000

  • 5 Beds
  • 5 Baths
  • 3,200 Sq Ft

  6 Intervale Rd, Wellesley Hills, MA 02481

  Completely gut-renovated from top to bottom, this stunning 5-bedroom, 3-bath home offers modern design and exceptional craftsmanship throughout. Renovated by a premier builder using top-quality materials, the home features a bright open-concept layout ideal for both everyday living and entertaining. The spacious kitchen flows seamlessly into the dining and living areas, creating an inviting

  Donahue Maley & Burns Team Compass

  6 Intervale Rd, Wellesley Hills, MA 02481
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  $2,898,000

  • 4 Beds
  • 4.5 Baths
  • 5,036 Sq Ft

  29 Clifton Rd, Newton Center, MA 02459

  South Newton! This striking home combines dramatic design with everyday comfort, offering soaring ceilings, sun-splashed spaces, and a modern floor plan ideal for both relaxed family living & entertaining. The main level features an open kitchen w/ a generous dining island, Sub Zero fridge, gas Wolf cook top, an oversized great room with sliders to the patio, and an elegant dining room

  Kami Gray Coldwell Banker Realty - Brookline

  29 Clifton Rd, Newton Center, MA 02459
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  $2,198,000 Open Thu 4PM - 6PM

  • 5 Beds
  • 4.5 Baths
  • 3,925 Sq Ft

  1 Richard Rd, Natick, MA 01760

  This stunning NEW CONSTRUCTION home checks every box! Designed for versatile modern living, features include wide open floor plan with a seamless kitchen, dining & family room design at its heart. The chef's kitchen shines with seating for 6+ at the center island, huge walk-in pantry and Thermador stainless appliances including 36" natural gas range. The 1st floor en- suite offers ideal

  Steve Leavey Keller Williams Realty

  1 Richard Rd, Natick, MA 01760
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  $1,099,000

  • 4 Beds
  • 2 Baths
  • 2,299 Sq Ft

  24 Mague Ave Unit 24, Newton, MA 02465

  A fantastic opportunity to enter the highly desirable Newton market at an attractive price point. Located in the village of West Newton, this 4-bedroom, 2 full bath home offers approximately 1,700 square feet of comfortable living space and exceptional value for buyers looking to invest in both homeownership and community. An inviting living space, creating a warm and welcoming atmosphere. The

  Roman Khitrik Keller Williams Realty

  24 Mague Ave Unit 24, Newton, MA 02465
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  /21

  $1,099,000 Open Sat 12:30PM - 1:30PM

  • 2 Beds
  • 2 Baths
  • 1,739 Sq Ft

  26B Pleasant St Unit B, Wellesley, MA 02482

  This bright end-unit townhouse offers four levels of comfortable living in a prime location, just a short stroll to Linden Square's shops, dining, and the train to Boston The home features hardwood floors throughout, central AC and hearing, two bedrooms, two bathrooms and a versatile bonus room on the third floor, The modern grante kitchen flows into a dining are that opens to a private patio,

  Zhen Guo Coldwell Banker Realty - Brookline

  26B Pleasant St Unit B, Wellesley, MA 02482
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  /12

  $2,500,000

  • Land
  • 0.14 Acre
  • $17,857,143 per Acre

  911 Washington St Lowell Ave, Newton, MA 02460

  21E Phase I study has been done and available upon request. Premier intersection in vibrant Newtonville is now available for the first time in decades!! This property sits in a VC 2 zone as well as a BU 2 zone and allows for a variety of uses and development opportunities. Absolutely incredible visibility for your business or businesses!! Over the past several years the area has become bustling

  Cynthia Lanciloti Kraft Fine Homes

  911 Washington St Lowell Ave, Newton, MA 02460
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  $4,349,000

  • 6 Beds
  • 6.5 Baths
  • 7,185 Sq Ft

  8 Crestview Rd, Needham, MA 02492

  Set on a beautifully landscaped one-acre lot, this exceptional new construction home offers the prestige of the estate side of town with a rare sense of privacy and space. Spanning over 7,100 sq ft, the residence features 6 beds, 7.5 baths, and refined craftsmanship throughout. The chef’s kitchen includes top-of-the-line appliances, an oversized island, and a working pantry, opening to a

  Connor Gillen Keller Williams Realty

  8 Crestview Rd, Needham, MA 02492
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  /19

  $1,295,000

  • 4 Beds
  • 2.5 Baths
  • 3,065 Sq Ft

  6 Brewster Rd, Wayland, MA 01778

  Ideally located in one of Wayland’s most desirable neighborhoods, 6 Brewster Rd offers the rare opportunity to walk to Loker Elementary, with playgrounds and athletic fields just moments away. Privately sited on a quiet cul-de-sac, this 3,000+ sq ft Cape blends classic charm with a flexible floor plan for modern living. Three fireplaces throughout create warmth and character, with seamless

  Peace Nguyen Engel & Völkers Wellesley

  6 Brewster Rd, Wayland, MA 01778
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  $3,195,000

  • 4 Beds
  • 4.5 Baths
  • 5,016 Sq Ft

  133 Oak Hill St, Newton Center, MA 02459

  This sophisticated contemporary style residence boasts floor to ceiling windows, creating an indoor/outdoor atmosphere. The expansive living room is anchored by a dramatic stone fireplace, while the sunroom w/radiant heated floors, flows effortlessly into the inviting family room. There is a 1st floor media room with a recessed 100" projection TV. The kitchen follows the family room & has granite

  The Kennedy Lynch Team Hammond Residential Real Estate

  133 Oak Hill St, Newton Center, MA 02459
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  $1,130,000

  • 4 Beds
  • 2 Baths
  • 2,396 Sq Ft

  32 Vernon St, Waltham, MA 02453

  Large Two-family in a great location close to I95, Market Basket, short walk to Main Street Market Place stores and restaurants. Impressive off-street parking can accommodate 4-6 cars. First floor unit boasts large kitchen (12x12'), dining room (13x18'), living room (14x17'), 2 bedrooms and 18x6' covered porch. Upstairs apartment is comfortable with 2 bedrooms, cozy kitchen, living room and

  Gary Marchese

  32 Vernon St, Waltham, MA 02453
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  $4,195,000

  • 5 Beds
  • 5.5 Baths
  • 5,519 Sq Ft

  389 Grove St, Needham, MA 02492

  Set on exceptionally private acreage along the coveted Needham–Wellesley line, this reimagined estate offers rare scale, serenity, and sophistication. A comprehensive 2021 renovation transformed the home into a luxurious yet welcoming retreat, designed for both everyday living and refined entertaining. The heart of the home is the true chef’s kitchen with intentional, top-of-the-line finishes,

  Berlin Levin Team Coldwell Banker Realty - Wellesley

  389 Grove St, Needham, MA 02492
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  $1,380,000

  • 3 Beds
  • 3.5 Baths
  • 2,254 Sq Ft

  6 Elm St Unit 6, Newton, MA 02465

  A brand-new townhome perfectly blend contemporary design with exceptional functionality, offering a lifestyle that is both stylish & practical. Designed with today’s discerning buyers in mind, each home provides the ideal balance of comfort, convenience, & modern living. High-end finishes include a modern kitchen with panelized Fisher & Paykel appliances, sleek hardwood floors. Unit 6 is

  Esin Susol Team William Raveis R. E. & Home Services

  6 Elm St Unit 6, Newton, MA 02465
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  $1,925,000

  • 4 Beds
  • 2.5 Baths
  • 2,896 Sq Ft

  40 Kimlo Rd, Wellesley, MA 02481

  Presenting this extraordinary, beautifully updated 1800s modern farmhouse in highly convenient Wellesley Hills. Privately set on a tucked-away lane w/ minimal traffic yet just a short walk to the train, shops & restaurants, this unique home features high ceilings, lovely appointments & a wonderful sense of connection throughout. A welcoming front porch & foyer open to sun-filled living spaces

  Petrone-Hunter Realty Group Coldwell Banker Realty - Wellesley

  40 Kimlo Rd, Wellesley, MA 02481
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  $1,450,000

  • 2 Beds
  • 2.5 Baths
  • 2,552 Sq Ft

  19 Oakland Ave Unit 19, Needham, MA 02492

  Impressive renovation of newly constructed interior offers a luxurious residence @ The Highlands. The design showcases amazing aesthetics and incorporates top tier materials throughout. The culinary space is indicative of the sophisticated design featuring elegant shaker cabinets, quartz counters & high-end stainless steel appliances. An abundance of cabinetry along w/ a generously sized kitchen

  Pamela Condon Louise Condon Realty

  19 Oakland Ave Unit 19, Needham, MA 02492
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  $1,895,000

  • 3 Beds
  • 4 Baths
  • 3,090 Sq Ft

  47 Blake St Unit 47, Newton, MA 02460

  Amazing Location! Just steps from the shops and restaurants of Newtonville, this beautifully maintained townhome with the addition of solar, completed in 2019, offers modern living in an unbeatable setting. A welcoming foyer with powder room leads to a spacious open first floor featuring 9’ ceilings, a gas fireplace, and seamless flow between the kitchen, dining, and family rooms. The kitchen

  MB Associates Coldwell Banker Realty - Newton

  47 Blake St Unit 47, Newton, MA 02460
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  /23

  $2,485,000 Open Sat 1:30PM - 3PM

  • 5 Beds
  • 4 Baths
  • 4,563 Sq Ft

  23 Covered Bridge Ln, Wayland, MA 01778

  Welcomed by a beautiful covered bridge, this 2016 modern farmhouse offers over 4,500 SF of living space on a private, half-acre lot. The elegant open floor plan features 10-foot ceilings and tall windows that flood the home with natural light. A gourmet kitchen, boasting Thermador appliances, quartzite countertops, and an oversized island, walks out directly to a level backyard and stone paver

  Gina Anderson MGS Group Real Estate LTD - Wellesley

  23 Covered Bridge Ln, Wayland, MA 01778
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  $1,825,000

  • 4 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  81 Parish Rd, Needham Heights, MA 02494

  This Colonial style home is bright, clean, and ready to move right in. Freshly painted throughout with newly finished hardwood floors, this home offers the next owner a flexible floorplan with a spacious kitchen, a cozy sitting room with built-ins and french doors, and additional space for a formal dining room or home office, all on the first floor. The 575 square foot family room, right off the

  Deborah Anastas Berkshire Hathaway HomeServices Commonwealth Real Estate

  81 Parish Rd, Needham Heights, MA 02494
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  $1,119,000 Open Sat 11AM - 12:30PM

  • 4 Beds
  • 3.5 Baths
  • 2,510 Sq Ft

  24 Tolman St Unit 2, Waltham, MA 02453

  Immerse yourself in luxury with this stunning new construction townhouse on the coveted Newton Line, showcasing top-quality finishes and thoughtful design. The 1st floor offers a welcoming entry foyer and a flexible guest suite or den with private tiled bath and sliders to a rear deck, perfect for guests or a cozy retreat. The sun-filled living room flows into the dining area and chef’s kitchen

  Hans Brings Coldwell Banker Realty - Waltham

  24 Tolman St Unit 2, Waltham, MA 02453

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