Wellesley Hills, MA Homes for Sale with Pool

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  /22

  $1,250,000

  • 3 Beds
  • 2.5 Baths
  • 1,610 Sq Ft

  265-267 River St Unit 267, Newton, MA 02465

  Modern comfort and style define this fully renovated 3 bed, 2.5 bath duplex in West Newton. The main level features an open living and dining area with high ceilings, a sleek fireplace, engineered hardwood floors, and a contemporary kitchen with a quartz waterfall peninsula and stainless steel appliances. The dining area opens to a private deck for outdoor relaxation. A main-level bedroom suite

  

  Alexander Koziakov

  Compass

  (617) 958-7326

  265-267 River St Unit 267, Newton, MA 02465
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  /28

  $1,350,000

  • 3 Beds
  • 3.5 Baths
  • 1,886 Sq Ft

  265-267 River St Unit 265, Newton, MA 02465

  Contemporary luxury living awaits in this fully renovated top-floor 3 bed, 3.5 bath duplex in West Newton. Soaring ceilings, oversized windows, and a sleek fireplace create a sun-filled modern retreat enhanced by engineered hardwood floors and a private office. The open-concept layout flows into a kitchen with a quartz waterfall peninsula and contemporary accents. The main level includes a

  

  Alexander Koziakov

  Compass

  (617) 765-2418

  265-267 River St Unit 265, Newton, MA 02465
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  /12

  $1,798,000

  • 4 Beds
  • 4.5 Baths
  • 2,870 Sq Ft

  300 Cabot St, Newtonville, MA 02460

  Welcome to 298 & 300 Cabot Street, brand-new luxury townhomes in the heart of Newton. Each residence offers approx. 2,850 sq ft of refined living across four levels, featuring 4 bedrooms, 4.5 baths, and an office. The open-concept main level showcases a chef’s kitchen with custom Metropolitan cabinets, Thermador appliances including a double oven, and quartz countertops, opening to a sun-filled

  

  Arman Mavai

  Gibson Sotheby's International Realty

  (617) 405-8252

  300 Cabot St, Newtonville, MA 02460
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  /10

  $650,000

  • 1 Bed
  • 1 Bath
  • 626 Sq Ft

  1151 Walnut St Unit 204, Newton Highlands, MA 02461

  A premier new construction development offering 25 residential units with varied floor plans, blending urban convenience with suburban charm. Within the 626 square feet of living area, the single bedroom provides a private retreat, designed for relaxation and rest. Natural light fills the space, creating a calm atmosphere that enhances the room's appeal. The condominium features a beautiful

  

  Arman Mavai

  Gibson Sotheby's International Realty

  (617) 829-9445

  1151 Walnut St Unit 204, Newton Highlands, MA 02461
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  /12

  $950,000

  • 2 Beds
  • 2 Baths
  • 872 Sq Ft

  1151 Walnut St Unit 405, Newton Highlands, MA 02461

  Experience refined living at 1151 Walnut Street, Newton Highlands’ premier new development. This boutique collection of 25 residences blends sophistication, comfort, and sustainability. The two-bedroom, 872 sq. ft. home showcases a bright open layout with a designer kitchen featuring Metropolitan cabinetry and GE appliances, and beautifully appointed bathrooms with Kohler fixtures. Positioned on

  

  Arman Mavai

  Gibson Sotheby's International Realty

  (617) 941-9714

  1151 Walnut St Unit 405, Newton Highlands, MA 02461
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  /11

  $450,000

  • 1 Bath
  • 455 Sq Ft

  1151 Walnut St Unit 207, Newton Highlands, MA 02461

  A premier new construction development offering 25 residential units with varied floor plans, blending urban convenience with suburban charm. Experience smart, energy-efficient living in this 455 sq ft studio, ideally located across from the Newton Highlands T-station (Green Line D). Built to the highest energy standards and designed to meet Passive House certification, this home delivers comfort

  

  Arman Mavai

  Gibson Sotheby's International Realty

  (617) 681-7662

  1151 Walnut St Unit 207, Newton Highlands, MA 02461
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  /32

  $4,695,000

  • 6 Beds
  • 6.5 Baths
  • 7,962 Sq Ft

  18 Sprague Rd, Wellesley Hills, MA 02481

  A rare blend of timeless elegance and modern luxury in prime Wellesley Hills. This sun-drenched estate on 1⁄2 acre offers soaring ceilings, a stunning open floor plan, and high-end finishes throughout. The gourmet kitchen, luxurious owner’s suite with private roof deck, and versatile lower level with gym and guest suite create the perfect balance of comfort and style. The beautifully landscaped

  Catherine Bassick Douglas Elliman Real Estate - Park Plaza

  18 Sprague Rd, Wellesley Hills, MA 02481
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  /32

  $898,000

  • 4 Beds
  • 3 Baths
  • 2,029 Sq Ft

  48 Harvard St Unit 1, Newtonville, MA 02460

  This interesting 3 level condominium offers a lot of flexible living options and sits in a perfect Newtonville location just steps to Cabot School and Park on one side, the village center on the other side, and the commuter rail also just steps away. The unit is blessed with natural light that streams through large replacement windows. The main level includes 3 bedrooms, a large LR with FP, an

  Edward Lyon Preservation Properties

  48 Harvard St Unit 1, Newtonville, MA 02460
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  /34

  $2,183,000

  • 6 Beds
  • 6.5 Baths
  • 4,083 Sq Ft

  321 Albemarle Rd, Newtonville, MA 02460

  A rare, 2025 gut-renovated home, where history meets modern luxury. Nestled in the vibrant heart of Newtonville, this home puts you at the center of it all, with top-tier schools, parks, grocery stores, and charming shops just moments away. 6br/6.5baths. Every inch has been expertly crafted to exceed modern standards, from the quiet of sound-insulated ceilings to the luxury of an en-suite bath

  Masha Senderovich Keller Williams Realty

  321 Albemarle Rd, Newtonville, MA 02460
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  /42

  $1,850,000

  • 5 Beds
  • 4 Baths
  • 2,267 Sq Ft

  29 Cottage St, Wellesley, MA 02482

  Located in the Dana Hall neighborhood of Wellesley, this expansive 5-bedroom, 4-bath home offers a highly desirable and flexible layout, complemented by a detached guest suite, ideal for extended family, an au pair, or visiting guests. The beautifully updated kitchen features ample storage, quality finishes, and seamless flow to sun-filled living spaces, creating an inviting setting for everyday

  James Gulden Redfin Corp.

  29 Cottage St, Wellesley, MA 02482
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  /21

  $449,000

  • 1 Bed
  • 1.5 Baths
  • 1,050 Sq Ft

  280 Boylston St Unit 203, Chestnut Hill, MA 02467

  280 Boylston Street, Chestnut Hill! This unit showcases tremendous space, light and well-proportioned rooms. From the moment you drive up to the imposing porte-cochere, Imperial Towers offers the ultimate in privacy, service and luxury. Fully amenitized living, including heated seasonal pool, fitness center and resident lounge. High quality services include 24-hour doorman. Steps to, Lifetime

  Richard C. Dore Hammond Residential Real Estate

  280 Boylston St Unit 203, Chestnut Hill, MA 02467
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  /19

  $2,050,000

  • 5 Beds
  • 5.5 Baths
  • 3,004 Sq Ft

  40 Otis St Unit L, Needham, MA 02492

  Only one left. Stunning newly built home located near Needham Center. This modern single-family alternative is drenched in sunlight and has a fabulous view of the grounds. The entry-level has 9 ft ceilings and an open floor plan in the living/dining room/kitchen: the living room features a stone fireplace; the chef’s kitchen is state-of-the-art and leads out to a patio and the beautiful yard.

  Chris Kostopoulos Keller Williams Realty

  40 Otis St Unit L, Needham, MA 02492
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  /8

  $1,150,000

  • Land
  • 0.26 Acre
  • $4,423,077 per Acre

  287 High Rock St, Needham, MA 02492

  Lot for sale. Opportunity to build new on an 11,200 sq ft corner lot across from town forest with miles of walking trails. Short distance to bike path,High Rock School, and Needham Junction Train Station.

  Pamela Condon Louise Condon Realty

  287 High Rock St, Needham, MA 02492
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  /42

  $3,998,000

  • 6 Beds
  • 6.5 Baths
  • 8,182 Sq Ft

  365 Charles River St, Needham, MA 02492

  Welcome to 365 Charles River Street. Set on an expansive 1+ acre lot, this home is built by Trio Development & captures today's modern living with custom design, expert craftsmanship & luxurious finishes. You are welcomed into this home by a stunning 2 story foyer & open concept floor plan. The gourmet chef's kitchen features stainless appliances, custom cabinetry, large island, butler's pantry &

  Jeff Groper Coldwell Banker Realty - Newton

  365 Charles River St, Needham, MA 02492
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  /17

  $3,595,000

  • 5 Beds
  • 7 Baths
  • 6,300 Sq Ft

  53 Heather Ln, Needham, MA 02492

  Discover luxury and privacy at this magnificent gated estate on a sprawling level 4.5-acre parcel, showcasing an extensive renovation in 2018, with a sophisticated 2024 addition of a family room, mudroom, and attached garage. Indulge with the 7 fireplaces warming the expansive living areas. Five bedroom suites include a first-floor option.The primary suite offers a cozy fireplace, walk-in closet,

  Jill Finkelstein & Associates Compass

  53 Heather Ln, Needham, MA 02492
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  /27

  $599,000

  • 1 Bed
  • 1.5 Baths
  • 899 Sq Ft

  250 Hammond Pond Pkwy Unit 1604N, Chestnut Hill, MA 02467

  This sprawling condominium with 16th floor awe-inspiring views is truly a rare find at the Towers of Chestnut Hill. This corner unit showcases wonderful space, light and well-proportioned rooms and expands nearly 1000 sq. ft. and feels even larger. Truly panoramic unobstructed views from every room allow the perfect backdrop for entertaining. From the moment you drive up to the circular drive,

  Richard C. Dore Hammond Residential Real Estate

  250 Hammond Pond Pkwy Unit 1604N, Chestnut Hill, MA 02467
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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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  /37

  $1,399,000

  • 4 Beds
  • 3.5 Baths
  • 3,002 Sq Ft

  308 Newton St Unit 1, Waltham, MA 02453

  NEWTON @ HIGH! EXCEPTIONAL NEW CONSTRUCTION! ONLY TWO TOWNHOMES REMAINING! Spanning four finished levels, this seldom found FIRST FLOOR BEDROOM W/FULL BATH is perfect. This stunning contemporary residence features 4 bedrooms, 3.5 baths, and a 1-car garage with a flexible floor plan. The main level boasts an open floor plan, including an ultra-chef’s kitchen with premium finishes, a great room

  Dave DiGregorio Jr. Coldwell Banker Realty - Waltham

  308 Newton St Unit 1, Waltham, MA 02453
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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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  /28

  $520,000 Open Sun 12PM - 1:30PM

  • 2 Beds
  • 2 Baths
  • 903 Sq Ft

  100 Rosemary Way Unit 129, Needham, MA 02494

  Welcome to this move-in-ready 2-bedroom, 2-bath condo at highly desirable Rosemary Ridge in Needham. This sun-filled, single-level home features a spacious primary suite with walk-in closet and en-suite bath, a second full bath, in-unit laundry, and an open living/dining area with a slider to a private patio—ideal for outdoor dining and relaxation with tranquil views. Additional highlights

  Preston Hall Keller Williams Realty

  100 Rosemary Way Unit 129, Needham, MA 02494
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  /17

  $16,500,000 Pre-Foreclosure

  • Land
  • 1.01 Acres
  • $16,336,634 per Acre

  283 Melrose St, Auburndale, MA 02466

  Set in the heart of Auburndale Village, 283 Melrose Ave offers approximately 43,783 ± sq ft of VC2-zoned land steps to village shops and a short distance to the Commuter Rail. The newly created VC2 district is designed to encourage housing and mixed-use density in Newton’s village centers - making this one of the rare, well-located sites positioned to capitalize on that vision. The property

  Ward Shifman Coldwell Banker Realty - Newton

  283 Melrose St, Auburndale, MA 02466
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  /41

  $7,498,000

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

  180 Highland St, Weston, MA 02493

  Extraordinary Shingle Style Estate offering unmatched beauty on a 3 acre kingdom lot in a premier neighborhood on the southside of Weston. Hidden by a private gated entrance and a long driveway, this elegant home is surrounded by over 100 acres of conservation land and walking trails. Blending classic Nantucket style with relaxed comfort, highlights include a mahogany paneled office, a luxurious

  rosemary mccready Compass

  180 Highland St, Weston, MA 02493
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  /37

  $950,000

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft

  23 Cheney St, Needham Heights, MA 02494

  This beautifully renovated 4-bedroom, 2-bath home in Needham combines modern updates with a flexible floor plan designed for today’s lifestyle. The first floor welcomes you with a sun-filled formal living room featuring a cozy fireplace, a sleek kitchen with quartz countertops and stainless steel appliances, a dining area, spacious family room, two bedrooms, and a full bath. Upstairs, you’ll find

  Adriano Varano Keller Williams Realty

  23 Cheney St, Needham Heights, MA 02494
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  /28

  $1,375,000

  • 3 Beds
  • 2.5 Baths
  • 1,898 Sq Ft

  106 River St Unit 2, Newton, MA 02465

  An exclusive 9-unit townhome community located in one of Newton’s most vibrant & desirable neighborhoods . These brand-new townhomes 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

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

  106 River St Unit 2, Newton, MA 02465
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  /41

  $1,575,000

  • 4 Beds
  • 3.5 Baths
  • 4,038 Sq Ft

  18 Phillips Pond Rd, Natick, MA 01760

  Located in the desirable Phillips Pond neighborhood of South Natick, 18 Phillips Pond Road, a single family home is part of an exclusive HOA offering a blend of modern elegance and refined design. Residents enjoy maintenance-free living with access to exclusive community amenities including a pool, tennis courts, pickle courts, and clubhouse! This stunning contemporary-style home sits on nearly

  Debi Benoit William Raveis R.E. & Home Services

  18 Phillips Pond Rd, Natick, MA 01760
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  /41

  $3,298,000

  • 7 Beds
  • 7.5 Baths
  • 5,949 Sq Ft

  34 Pershing Rd, Needham Heights, MA 02494

  Nestled on a lush private corner lot at the end of a quiet dead-end street and within walking distance to Sunita Williams Elementary and Needham Heights, this stunning NEW CONSTRUCTION home blends modern sophistication with warmth and comfort. Designed for style and efficiency, it features high ceilings, oversized windows, and luxurious finishes throughout. A spacious mudroom from the two-car

  Anya Kogan Luxury Realty Partners

  34 Pershing Rd, Needham Heights, MA 02494
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  /37

  $2,495,000

  • 8 Beds
  • 6 Baths
  • 5,559 Sq Ft

  9 Hampden St, Wellesley, MA 02482

  Ideally located in the heart of Wellesley Center, 9–11 Hampden Street is a rare offering of gracious proportion, charm and timeless detail. With nearly 5,600 sq. ft. of living space across three sun-splashed finished floors, this stately residence offers 8 bedrooms and versatile living areas awaiting a discerning buyer’s vision. Sited on .37 acres, with a freshly painted interior, it is equally

  Jill Boudreau eXp Realty

  9 Hampden St, Wellesley, MA 02482
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  /40

  $1,400,000

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

  2 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

  2 Elm St Unit 6, Newton, MA 02465
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  /42

  $34,000,000

  • 6 Beds
  • 8 Baths
  • 12,714 Sq Ft

  4 Willow Rd, Weston, MA 02493

  Step into a world of timeless elegance in this iconic English Revival Tudor. Prominently set high on a ridge abutting a tranquil pond and the lands surrounding the Weston Golf Club. The gated entry and winding approach reveal the commanding terraced property comprising over 6 secluded acres. The 1928 estate was originally designed by architect Eric Kibbon. A balance between modern comfort, beauty

  Mizner+ Montero Gibson Sotheby's International Realty

  4 Willow Rd, Weston, MA 02493
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  /27

  $735,000

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

  6 Steepletree Ln, Wayland, MA 01778

  Stoneridge Village. Highly desirable one floor living with first floor primary suite, separate den, large private outdoor area in back with 3 sliders to the 23ft deck and lovely leafy green views. Large bright living room with a soaring double height window and fireplace. Eat-in kitchen with ample cabinetry space and convenient laundry nook. Formal dining room with warm parquet flooring. Upstairs

  Maria Ackmakian REMAX Executive Realty

  6 Steepletree Ln, Wayland, MA 01778
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  /15

  $1,229,900

  • 4 Beds
  • 3.5 Baths
  • 2,957 Sq Ft

  138 Myrtle St Unit 2, Waltham, MA 02453

  Elegantly crafted townhouse in desirable downtown location! The main level welcomes you with a convenient mudroom featuring custom cabinetry, ensuring a clutter free & organized entry. Adjacent to the mudroom, a direct entry garage & first floor AuPair/Guest suite w/walk-in closet & full bath provides guests privacy & comfort. The second level offers high ceilings, recessed lighting & an open

  Lisa Dallaire Berkshire Hathaway HomeServices Commonwealth Real Estate

  138 Myrtle St Unit 2, Waltham, MA 02453
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  /10

  $2,168,000

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

  445 Hillside Ave, Needham, MA 02494

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

  Gregory Keshishyan Luxury Realty Partners

  445 Hillside Ave, Needham, MA 02494
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  /42

  $1,050,000 Open Thu 11:30AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,382 Sq Ft

  51 Highland St, Natick, MA 01760

  Let's welcome in the New Year with your new home at 51 Highland St, Natick, located in the heart of Walnut Hill on a Cul-de-Sac. This home offers 3+ Bedrooms and 2.5 Bathrooms. This flexible floorplan can provide additional Bedroom(s). The kitchen is a culinary dream, thoughtfully designed with Shaker Cabinets, Quartz Countertops, New Appliances, and Flooring. The kitchen bar/peninsula adds

  Kellyann Lajoie EXIT Assurance Realty

  51 Highland St, Natick, MA 01760
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  /35

  $2,899,000

  • 5 Beds
  • 5 Baths
  • 3,660 Sq Ft

  956 Walnut St Unit 6, Newton Highlands, MA 02461

  Welcome to The Residences at Four Corners, a collection of seven spacious townhomes in the Four Corners neighborhood of Newton Highlands. Crystal Lake, Whole Foods, village shops, Cold Spring Park, & Newton Centre are all nearby, and both the Newton Centre & Newton Highlands Green Line stops are an easy walk. Each home sits above a private heated parking level with direct access to an individual

  Ward Shifman Coldwell Banker Realty - Newton

  956 Walnut St Unit 6, Newton Highlands, MA 02461
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  /42

  $3,995,000

  • 6 Beds
  • 5.5 Baths
  • 6,406 Sq Ft

  84 Royalston Rd, Wellesley Hills, MA 02481

  A rare offering in Wellesley, located in Cliff estates—this nearly one-acre private, park-like property features quality outdoor living and an elegant brick-front colonial. Professionally landscaped grounds frame a spacious patio, sweeping lawn, and year-round heated pool, creating a true backyard sanctuary. Inside, the home showcases a classic formal fire placed living room and dining room.

  William Montero Gibson Sotheby's International Realty

  84 Royalston Rd, Wellesley Hills, MA 02481
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  /32

  $759,000

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft

  280 Boylston St Unit 710, Chestnut Hill, MA 02467

  It's the size! Experience the ease of full-service condominium living in this 1600 sq ft, bright 2-bedroom, 2-bath corner residence at the desirable Imperial Towers in Chestnut Hill. Ideal for downsizers and those seeking a luxurious, full-service lifestyle. Features include high ceilings, abundant natural light & generous closets (2 walk-ins) and engineered hardwood floors. Enjoy the many

  Stig Bergquist Keller Williams Realty

  280 Boylston St Unit 710, Chestnut Hill, MA 02467
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  /38

  $3,275,000

  • 5 Beds
  • 6 Baths
  • 6,300 Sq Ft

  233 Warren St, Needham, MA 02492

  This stunning new construction home on picturesque Warren Street offers in-town living & a perfectly crafted floorplan. With 6,300 square feet of space across 4 finished floors, this expansive 5-BR home is filled with sunlight & amenities. Gorgeous custom kitchen w/ large center island, chef-quality equipment, walk-in pantry & butler's pantry/coffee bar! The kitchen opens to the breakfast area &

  Bell Property Partners Compass

  233 Warren St, Needham, MA 02492
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  /39

  $31,500,000

  • 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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  /42

  $4,495,000

  • 6 Beds
  • 6.5 Baths
  • 7,867 Sq Ft

  1780 Central Ave, Needham, MA 02492

  Experience modern luxury in this newly constructed residence, perfectly situated on an expansive, one acre level lot in a convenient Needham location. Thoughtfully designed with high ceilings, abundant natural light, and refined finishes, this 6 bedroom, 6.5 bath property combines comfortable elegance at every turn and includes a unique attached ADU, with private entry— perfect for

  Beyond Boston Properties Group Compass

  1780 Central Ave, Needham, MA 02492
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  /27

  $550,000

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  100 Rosemary Way Unit 324, Needham, MA 02494

  Rare top-floor condo at Rosemary Ridge! This thoughtfully laid out and newly painted home features a spacious central living room and full kitchen, flanked by 2 large bedrooms and 2 full baths. Primary includes a walk-in closet as well as an en-suite bath with double vanity and a partition pocket door to the toilet and shower offering extra privacy. The living room and primary each lead out

  Itkis-Phillips Team Keller Williams Elite - Sharon

  100 Rosemary Way Unit 324, Needham, MA 02494

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