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87 Hundreds Rd, Wellesley
$5,600,000
73426863 MLS
2+ACRE LOT in the heart of exclusive Wellesley Farms! Bring your dreams and ideas and get started on designing and building your custom home at one of the finest addresses in Wellesley. Plenty of room for anything you can dream up. Provided here as inspiration is a custom 10,000 TLAG home designed by renowned architecture firm Catalano Associates. Let our team help you get started or bring your own design. Shovel Ready - rare chance to find a such a large, beautiful, and ready to go building opportunity in Wellesley.

87 Hundreds Rd, Wellesley

Listing courtesy of Listing Agent: Betsy Kessler from Listing Office: Rutledge Properties.
22 Valley Road, Wellesley
$5,250,000
5 Beds ⋅ 8 Baths ⋅ 73488308 MLS
3/28 Open House Cancelled! Set on a gracious 1/2 acre in the heart of coveted Wellesley Farms, this 5 bedroom, 7000 + sq ft home blends timeless architecture, elegant scale, and exceptional craftsmanship. 2010/2011 renovation/expansion by renowned architect Patrick Ahearn offers a seamless floor plan with exquisite millwork including a refined living room with French doors, fireplaced dining room, private office with fireplace/built-ins, and gallery with wet bar and fireplace. Open concept eat-in kitchen/family room features a fireplace and exterior access. A graceful staircase leads to serene primary suite and 3 additional bedrooms/baths with sundeck access. The third floor offers a fifth bedroom, bath and flexible living space. Spacious lower level provides ideal areas for fitness, recreation, and work from home. The beautifully landscaped backyard is a private retreat with resort style pool, fireplace, patio, and stunning masonry. This is the lifestyle you have been waiting for!

22 Valley Road, Wellesley

Listing courtesy of Listing Agent: The Wilson Group from Listing Office: Compass.
3 Ravine Rd, Wellesley
$4,750,000
5 Beds ⋅ 8 Baths ⋅ 73427630 MLS
Nestled in the heart of coveted Wellesley Farms, this chic sun-filled brick colonial seamlessly blends timeless elegance with modern comfort. Set on a beautifully landscaped private lot, the home welcomes with classic curb appeal and a gracious entry. Sunlight pours into the well-appointed formal living and dining rooms, creating inviting spaces ideal for entertaining. The thoughtful layout flows effortlessly into informal gathering areas, where a spacious family room and casual dining nook overlook the serene grounds. A stylish kitchen anchors the home, designed for both daily living and special occasions. Upstairs, generously sized bedrooms provide comfort and privacy, while the primary suite offers a retreat-like atmosphere. Outdoor living is equally impressive, with lush landscaping, mature plantings, and space to relax or entertain. With its perfect balance of sophistication and warmth, this residence captures the essence of Wellesley Farms living in a truly exceptional setting.

3 Ravine Rd, Wellesley

Listing courtesy of Listing Agent: The Lara & Chelsea Collaborative from Listing Office: Coldwell Banker Realty - Wellesley.
8 Glen Brook Road, Wellesley
$4,620,000
6 Beds ⋅ 8 Baths ⋅ 73498301 MLS
Surrounded by the beauty of Wellesley Farms, this exceptional home offers a rare blend of privacy, tranquility and stunning interior design. Bathed in natural light the front to back foyer welcomes you into this impressive home with high ceilings. Expansive windows frame views of the professionally landscaped grounds bringing the outdoors in & filling every corner with warmth & brightness. The beautifully appointed kitchen flows seamlessly into the inviting family room, offering an open & airy layout where comfort meets effortless style. The elegant living & dining rooms each include a fireplace, custom millwork, and mahogany-inlaid floors. Additional highlights include a gorgeous library with custom built-ins & French doors—perfect for working from home—and a stylish mudroom to keep belongings organized. Every detail of this home has been curated with superb craftsmanship. An idyllic retreat just moments from everything that makes Wellesley so desirable, with easy access into Boston.

8 Glen Brook Road, Wellesley

Listing courtesy of Listing Agent: The Lara & Chelsea Collaborative from Listing Office: Coldwell Banker Realty - Wellesley.
10 Lanark Rd, Wellesley
$4,400,000
6 Beds ⋅ 4 Baths ⋅ 73488699 MLS
Welcome to 10 Lanark Road, a beautifully reimagined home that seamlessly blends historic charm with modern living. Sun-drenched living spaces highlight timeless architectural details alongside both a traditional and flexible layout for today’s discerning buyers. Generous bedrooms, elegant entertaining areas, and curated design touches create a home that feels both sophisticated and welcoming. Ideally located in the coveted Wellesley Farms neighborhood, this exceptional property has it all! Moments to local playgrounds, parks, Farms train station, and situated among the town's most prestigious homes. See agents for list of numerous upgrades.

10 Lanark Rd, Wellesley

Listing courtesy of Listing Agent: Bell Petrini Group from Listing Office: Coldwell Banker Realty - Wellesley.
56 Ledgeways, Wellesley
$4,400,000
6 Beds ⋅ 10 Baths ⋅ 73445125 MLS
Welcome to 56 Ledgeways! Experience unparalleled luxury in this exceptional Wellesley Farms residence by award-winning architect Jan Gleysteen. Offering three levels of refined living and timeless elegance, this home features a fireplaced living room that opens to a tranquil sunroom, a formal dining area with custom cabinetry, and a light-filled family room adjoining a fireplaced sitting room, ideal for entertaining. The expansive chef’s kitchen showcases a wall of windows overlooking manicured grounds and a bluestone patio with a stonewall and built in grill. The private primary suite offers a sitting area, office, and dressing room. Meticulously renovated with custom millwork, wainscoting, and coffered ceilings, this home also boasts radiant heated floors, a heated driveway, and inviting outdoor spaces. With five additional bedrooms, a wine cellar, media room, and gym, this is a rare opportunity to own a crown jewel in Wellesley’s most coveted neighborhood, Wellesley Farms.

56 Ledgeways, Wellesley

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.
8 Valley Road, Wellesley
$4,000,000
6 Beds ⋅ 7 Baths ⋅ 73540282 MLS
Set on one of Wellesley Farms’ most coveted and sought-after streets, this exceptional Colonial offers four levels of elegant living in one of Wellesley’s premier neighborhoods. Beautifully built and thoughtfully designed, the home features generously scaled rooms ideal for both comfortable everyday living and sophisticated entertaining. Sun-filled interiors showcase refined millwork, custom built-ins, rich architectural detail, and timeless craftsmanship throughout. The chef’s kitchen opens seamlessly to a welcoming family room with a fieldstone fireplace and French doors leading to a terrace overlooking private, professionally landscaped grounds. The second floor features a luxurious primary suite plus four additional bedrooms and three full bathrooms. The third level offers an en suite bedroom, ideal for guests, au pair, or home office use. The finished lower level includes a spacious recreation room and exercise room with sauna and full bath. An exceptional Wellesley residence.

8 Valley Road, Wellesley

Listing courtesy of Listing Agent: Dean Poritzky from Listing Office: Engel & Volkers Wellesley.
14 Bird Hill Ave, Wellesley
$3,895,000
5 Beds ⋅ 6 Baths ⋅ 73418637 MLS
One of 3 exceptional new construction homes by one of Wellesley’s premier builders -Copper Leaf Development. Sited on an ended way in Wellesley Farms, this 5800 square foot 5 bedroom 5/1 bath home has been thoughtfully designed with rich finishes, superb building materials, 9’ ceilings on the first and second floors and a floor plan which works for everyday life and formal entertaining. Grand chef’s kitchen with 48” professional range and top of the line appliances, generous eating area and wet bar, family room with gas fireplace, study with access to its own deck and formal living and dining rooms complete the first floor. The second floor boasts 4 generous bedrooms all ensuite including the primary suite with spa bath and walk in closet and laundry. Lower level with 5th bedroom and full bath, gym, recreation room and additional room. All of this on an oversized lot around the corner from train, restaurants and major routes.

14 Bird Hill Ave, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.
10 Bird Hill Ave, Wellesley
$3,750,000
5 Beds ⋅ 6 Baths ⋅ 73424442 MLS
One of 3 exceptional new construction homes by one of Wellesley’s premier builders -Copper Leaf Development. Sited on an ended way in Wellesley Farms, this 5800 square foot 5 bedroom 5/1 bath home has been thoughtfully designed with rich finishes, superb building materials, 9’ ceilings on the first and second floors and a floor plan which works for everyday life and formal entertaining. Grand chef’s kitchen with 48” professional range and top of the line appliances, generous eating area and wet bar, family room with gas fireplace, study with access to its own deck and formal living and dining rooms complete the first floor. The second floor boasts 4 generous bedrooms all ensuite including the primary suite with spa bath and walk in closet and laundry. Lower level with 5th bedroom and full bath, gym, recreation room and additional room. All of this on an oversized lot around the corner from train, restaurants and major routes on a quiet dead end street.

10 Bird Hill Ave, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.
12 Bird Hill Ave, Wellesley
$3,650,000
5 Beds ⋅ 6 Baths ⋅ 73414510 MLS
One of 3 exceptional new construction homes by one of Wellesley’s premier builders -Copper Leaf Development. Sited on an ended way in Wellesley Farms, this 5800 square foot 5 bedroom 5/1 bath home has been thoughtfully designed with rich finishes, superb building materials, 9’ ceilings on the first and second floors and a floor plan which works for everyday life and formal entertaining. Grand chef’s kitchen with 48” professional range and top of the line appliances, generous eating area and wet bar, family room with gas fireplace, study with access to its own deck and formal living and dining rooms complete the first floor. The second floor boasts 4 generous bedrooms all ensuite including the primary suite with spa bath and walk in closet and laundry. Lower level with 5th bedroom and full bath, gym, recreation room and additional room. All of this on an oversized lot around the corner from train, restaurants and major routes on a quiet dead end street.

12 Bird Hill Ave, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.
70 Old Farm Rd, Wellesley
$2,842,000
2 Beds ⋅ 3 Baths ⋅ 73427631 MLS
Tucked away in the heart of Wellesley Farms, this hidden gem offers an unparalleled blend of luxury and tranquility. A perfect pied-à-terre or condo alternative, this exquisite residence boasts a beautifully designed heated pool, an inviting spa, and a chic cabana that seamlessly blends indoor and outdoor living. Thoughtfully landscaped gardens frame multiple stone patios, perfect for al fresco dining or intimate gatherings under the stars. Inside, exquisite interiors feature high-end finishes, soaring beamed ceilings, and walls of glass that invite natural light while showcasing the serene surroundings. A gourmet kitchen flows effortlessly into the living spaces, ideal for entertaining or quiet retreats. Every detail, from the custom millwork, mature landscaped grounds has been meticulously curated, making this an extraordinary retreat in one of Wellesley’s most coveted neighborhoods.

70 Old Farm Rd, Wellesley

Listing courtesy of Listing Agent: The Lara & Chelsea Collaborative from Listing Office: Coldwell Banker Realty - Wellesley.
21 Elm Street, Wellesley
$2,690,000
4 Beds ⋅ 4 Baths ⋅ 73527752 MLS
Timeless elegance meets modern comfort at 21 Elm Street, a beautifully maintained Colonial offering 4,761 square feet of thoughtfully designed living space across four finished levels in one of Wellesley's most sought-after neighborhoods, Wellesley Farms. Set on a picturesque lot framed by mature trees and professionally landscaped grounds, this 4-bedroom, 3.5-bath residence combines classic New England charm with exceptional natural light and a seamless flow throughout the home. Generously sized bedrooms, well-appointed baths, and versatile living areas provide comfort and functionality for today's lifestyle. Enjoy the convenience of a highly desirable location with easy access to Wellesley's acclaimed schools, vibrant town center, shops, restaurants, and commuter routes. Just a short walk to the train, this exceptional property offers the perfect balance of suburban tranquility and everyday convenience.

21 Elm Street, Wellesley

Listing courtesy of Listing Agent: Gail Lockberg from Listing Office: Berkshire Hathaway HomeServices Town and Country Real Estate.
40 Chestnut Street, Wellesley
$2,450,000
5 Beds ⋅ 4 Baths ⋅ 73474474 MLS
Sunday Open House Canceled! Brimming with charm and fine detail, 40 Chestnut Street, Wellesley, MA 02481 is a sun-splashed Shingle-style home with a wraparound porch on a coveted Wellesley Farms street. A welcoming foyer with a turned staircase opens to inviting living and dining rooms, plus a sunlit eat-in kitchen with marble countertops and backsplash and premium appliances. 5 bedrooms and 3.5 baths include a primary suite with a sitting room or office, along with two additional bedrooms on the third floor. Enjoy a finished lower level, landscaped grounds, and a patio. Major improvements include a new two-car garage, EV-ready 200-amp underground electrical service, and a high-efficiency Carrier Infinity gas and heat pump HVAC system, plus MassSave insulation, restored windows, Ethernet wiring, refreshed hall bath, and fresh interior paint. Close to Wellesley Square, the commuter rail, Route 9, I-95/128 and the Mass Pike. Classic character and a standout Wellesley address.

40 Chestnut Street, Wellesley

Listing courtesy of Listing Agent: Paul Neavyn from Listing Office: Gibson Sotheby's International Realty.
25 Hillside Rd, Wellesley
$2,280,000
5 Beds ⋅ 6 Baths ⋅ 73553688 MLS
Nestled in the prestigious Wellesley Farms neighborhood, this enchanting brick estate is set on over 35,000 square feet of beautiful grounds, offering exceptional privacy and timeless elegance. A grand foyer welcomes you into a thoughtfully designed home featuring five spacious bedrooms and four full bathrooms. Rich architectural details, grand living spaces, and refined finishes create an atmosphere of warmth and sophistication. Generous formal and casual living areas accommodate every lifestyle. Spanning four impressive levels of living space, the home offers remarkable flexibility with ample room for work, recreation, guests, or a private retreat. Expansive windows frame picturesque views of the lush property, seamlessly blending indoor comfort with outdoor beauty. Located in one of Wellesley’s most desirable neighborhoods, this exceptional estate presents a rare opportunity to enjoy gracious living, classic charm, and an extraordinary setting just minutes from town, commuter rail, and top-rated schools.

25 Hillside Rd, Wellesley

Listing courtesy of Listing Agent: The Lara & Chelsea Collaborative from Listing Office: Coldwell Banker Realty - Wellesley.
8 Old Town Rd, Wellesley
$1,975,000
5 Beds ⋅ 5 Baths ⋅ 73429057 MLS
Welcome to this Wellesley Farms Colonial, brimming with charm and maintained in excellent condition. Spacious dining and living rooms greet you on the first floor, flanked by an updated kitchen and bright sun room, respectively. In addition to the large primary and two additional bedrooms, the second floor boasts charming built-in bookshelves and a cozy office overlooking the front yard. Fourth and fifth bedrooms and a sizable bathroom on the third floor. The fenced-in backyard offers level play space, stone patios, and tree-lined privacy. A short drive to major highways and an easy walk/drive to Commuter Rail. An outstanding combination of Wellesley Farms serenity, classic character, and can't-miss convenience. Come make it yours!

8 Old Town Rd, Wellesley

Listing courtesy of Listing Agent: Brian McMahon from Listing Office: Rutledge Properties.
11 Springdale, Wellesley
$1,350,000
4 Beds ⋅ 2 Baths ⋅ 73499285 MLS
Tucked away on a quiet street just moments from the Farms train, Warren park, and Lower Falls restaurants, and set on a beautiful lot, this property is lush, private, and perfect for indoor/outdoor living. Renovated in 2010, the home features an open concept kitchen/dining area and family room with gas fireplace, seamlessly connecting to a deck that overlooks a nature surrounded backyard. Two bedrooms and a full bath round out the the main floor—ideal for family, guests, home office space, or versatile living. Upstairs features a primary suite with a spacious full bath and large walk-in closet, offering a comfortable retreat in a addition to a second bedroom and a light filled landing with room for a desk or seating area. The lower level offers a bonus room perfect for a playroom, gym, or home office. A special offering in a quiet Farms location—combining charm, functionality, and a truly beautiful setting

11 Springdale, Wellesley

Listing courtesy of Listing Agent: The Wilson Group from Listing Office: Compass.

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