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45 White Oak Rd, Wellesley
$8,995,000
5 Beds ⋅ 6 Baths ⋅ 73540092 MLS
Not all new construction is created equal. The result of a visionary collaboration between acclaimed architecture firm Of Possible and renowned custom builder NS Builders, 45 White Oak Rd represents a rare opportunity to own a residence where design, craftsmanship, and performance were never compromised. Conceived as a showcase of what is possible when architecture and construction are executed at the highest level, this 7,200+ sq. ft. home balances architectural significance with the warmth and functionality required for everyday living. Expansive walls of glass create a seamless connection to the beautifully landscaped grounds, while custom German white oak millwork, curated natural stone finishes, and exceptional detailing reflect an uncompromising commitment to quality throughout. Designed for both grand entertaining and comfortable daily living, the home offers a level of craftsmanship, sophistication, and performance rarely found in today's market.

45 White Oak Rd, Wellesley

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

196 Pond Road, Wellesley
$5,695,000
5 Beds ⋅ 7 Baths ⋅ 73499334 MLS
Once in a lifetime opportunity to own in Wellesley's most coveted premier historic location, Pond Road. Featuring the finest custom craftsmanship throughout, professionally engineered mechanical systems, smart house and professionally designed ultra high end finishes. Over 9400 sq ft of living space on 3 floors. The floor plan everybody wants with a 1200 sq ft great room and over 10 foot ceilings. Oversized mudroom and pantry. First floor includes white oak herring bone hardwoods. 2nd floor ceilings 14-20 feet! An incredible main suite. All bedrooms en-suite with walk-in closets. Plus a 2nd floor lounge room or incredible guest suite. Lower level is unprecedented with 17 ft ceiling in 1/2 court basketball/ rec room (size of space also work for squash) with viewing room including wet bar. Theatre/media room with additional wet bar plus a gym with full bath including steam shower. Large flat yard. Close to Wellesley trails and town center.

196 Pond Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

45 Longmeadow Rd, Wellesley
$5,500,000
7 Beds ⋅ 9 Baths ⋅ 73536264 MLS
Set on a beautifully flat lot in one of Wellesley’s most desirable neighborhoods, this exceptional Colonial offers a rare combination of luxury, space, and timeless design. Located in a special community with a picturesque meadow at its center, providing a peaceful setting. Featuring 7 bedrooms, 7 full and 2 half bathrooms, this thoughtfully designed home offers flexibility for today’s lifestyle. The stunning chef’s kitchen features a center island, top-of-the-line appliances, custom cabinetry, and separate walk-in pantry. Spacious living areas, elegant formal rooms, high ceilings, natural light, and beautiful finishes create an inviting atmosphere. The luxurious primary suite offers a private retreat, while the generous secondary bedrooms provide comfort for family and guests. Multiple spaces allow for work, recreation, and entertaining. The expansive backyard is ideal for outdoor enjoyment, conveniently located near Wellesley’s top-rated schools, town center, train, and major routes.

45 Longmeadow Rd, Wellesley

Listing courtesy of Listing Agent: Lisa Sewall from Listing Office: Coldwell Banker Realty - Wellesley.

55 Ridge Hill Farm Rd, Wellesley
$5,350,000
5 Beds ⋅ 8 Baths ⋅ 73573262 MLS
Set within Wellesley’s coveted Dana Hall neighborhood, this exceptional Colonial has been transformed into a secluded retreat where architecture, craftsmanship, and livability come together beautifully. Renovated by Flavin Architects and Ken Vona Construction, the home showcases an exacting level of design and detail. A gracious two-story foyer introduces interiors filled with natural light, while quarter-sawn oak floors lead to the formal dining room, where floor-to-ceiling windows and glass doors open to a secluded patio. A bright solarium and inviting screened-in porch offer additional spaces to unwind and take in the surrounding landscape.At the heart of the home, the Bulthaup kitchen features premium appliances, a butler’s pantry, double ovens, a full-size wine cooler, and an expansive island that flows into the family room with vaulted ceilings, custom built-ins, and a stone gas fireplace. Five bedrooms and six full baths include a serene primary suite with soaring ceilings, a spa-inspired bath, and a private balcony overlooking the grounds. The finished lower level provides a gym, playroom, wet bar, wine cellar, media room, full bath, and entertainment area. Meticulously landscaped grounds complete this distinctive residence, offering an extraordinary setting for both everyday living and entertaining.

55 Ridge Hill Farm Rd, Wellesley

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.

12 Winding River Cir, Wellesley
$4,999,000
6 Beds ⋅ 9 Baths ⋅ 73555707 MLS
Nature Lovers Paradise on the Charles River! Stunning in every season, each element of this spectacular property is crafted to maximize your enjoyment and access to the great outdoors. Reimagined by renowned architect Patrick Ahern, the exterior boasts a flat grassy backyard and stone patios with unobstructed views. Inside, a gracious and flexible floor plan is filled with light and views from myriad windows, French doors, and private balconies. First floor living with exquisite primary bedroom suite, a great room, expansive living room, dining and updated kitchen w/ light-filled breakfast room, an add’l bedroom suite and choice of offices complete the main floor. Upstairs, 4 more ensuite bedrooms, including a 2nd primary suite option. Large walk-out finished LL w/ bar, gym & media room. 3 car garage and flat courtyard driveway off protected cul de sac within minutes of extensive Wellesley Trails and Town Center. A notch above the rest. Bring your hiking shoes, kayaks, lounge chairs and lawn games!

12 Winding River Cir, Wellesley

Listing courtesy of Listing Agent: Christine Lawrence from Listing Office: Rutledge Properties.

43 Monadnock Road, Wellesley
$4,995,000
6 Beds ⋅ 6 Baths ⋅ 73545332 MLS
One of Wellelsey's signature properties! Rarely available 18 room estate w/ 4 floors of living situated in the heart of Peirce Estates. Stunning foyer w/ curved staircase. Sunken living room w/ coffered ceilings & stone fireplace. Oversized dining room w/ bay window plus large butler's pantry. Kitchen w/ stainless appliances, center island & breakfast nook. One of a kind family room filled w/ built-in bookcases, coffered ceiling, fireplace & wet bar perfect for entertaining & everyday living. Wood panel den/office. Main bedroom w/ 2 walk-in closets & fireplace. 3 additional beds & 2 baths. Large sitting room/bonus room w/ fireplace completes 2nd floor. Third floor w/ 2 more beds & bath plus another large bonus room with built-in bunk beds. Lower level w/ playroom, game room & bar room. Over 7700 sq ft with almost one acre of privacy abutting the reservoir. Fieldstone patio. 400 amp service. 3 car garage & steel beam construction. Your chance to own one of Wellesley's most iconic homes!

43 Monadnock Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

97 Arnold Road, Wellesley
$4,980,000
5 Beds ⋅ 5 Baths ⋅ 73574731 MLS
From the moment you arrive, you’ll fall in love with this much-admired white brick Colonial, beautifully sited on a charming corner in Wellesley’s coveted Cliff Estates. Set back from the road and surrounded by beautifully landscaped grounds, this exceptional home offers the perfect blend of elegance, comfort, and space for today’s lifestyle. Inside, gracious rooms unfold with everything exactly where you want it—and more than you expect. The inviting fireplaced living room opens to a light-filled sunroom, ideal as a home office or quiet retreat, with French doors leading to the stone patio. The state-of-the-art kitchen features generous stone countertops, new ovens and Sub-Zero refrigeration, a charming dining area with banquette seating, and an exceptional walk-in pantry. A gracious dining room with a window seat and custom built-ins is perfect for entertaining.The oversized family room, with its dramatic barrel ceiling, abundant windows, and doors opening to the yard, is sure to become the heart of the home. An additional study provides yet another flexible space for working from home or relaxing. A glamorous turned staircase leads to the second floor and a stunning primary suite featuring two walk-in closets and a luxurious marble spa bath. Three additional bedrooms and two full baths, including one en-suite, complete this level. The finished lower level offers even more versatile living space with a playroom, exercise area, additional bedroom, and full bath. Oversized three-car garage with added storage space is such a plus! Outside, enjoy professionally landscaped grounds with mature trees and beautiful plantings. Exceptionally maintained and beautifully decorated throughout, this elegant Cliff Estates home offers a rare combination of timeless style, generous living space, and effortless everyday comfort.

97 Arnold Road, Wellesley

Listing courtesy of Listing Agent: Bobby Morgenstern from Listing Office: Gibson Sotheby's International Realty.

71 Fairbanks Ave, Wellesley
$4,750,000
6 Beds ⋅ 7 Baths ⋅ 73590211 MLS
Set in Wellesley’s sought-after Poet’s Corner, this exceptional new-construction residence pairs timeless architectural character with a fresh, thoughtfully designed interior. Spanning over 6,100 square feet, the home offers an effortless layout with generous proportions and an abundance of natural light. The main level features an inviting kitchen with breakfast bar and substantial prep space plus a walk-in pantry. The adjoining family room, along with elegant formal spaces, a dedicated office or first-floor bedroom, and a well-appointed mudroom complete the first level. Upstairs, the private bedroom level includes a spacious primary suite with dual walk-in closets and a luxurious bath, plus 3 additional generously sized en-suite bedrooms and a convenient laundry room. The finished lower level adds exceptional flexibility with a large recreation space, wet bar, gym, and additional bedroom and bath. Outside, a level yard and patio create a wonderful setting for everyday living and entertaining. A two-car garage and ample driveway parking complete this beautifully appointed home, ideally located near parks, schools, shops, dining, and the commuter rail.

71 Fairbanks Ave, Wellesley

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

19 Salem Rd, Wellesley
$4,395,000
5 Beds ⋅ 6 Baths ⋅ 73584525 MLS
Stately Colonial nestled in Pierce Estates, one of Wellesley’s most sought-after neighborhoods. Beautifully renovated and set on a gorgeous ¾ acre lot with mature landscaping, this exceptional home seamlessly blends timeless New England charm with modern luxury. A standout feature is the recently updated, freestanding accessory dwelling unit (ADU), offering exceptional flexibility for au pair, extended family, guests, home gym, private office, or potential rental income. Currently configured as a gym and private office, ADU includes a kitchenette, full bath, and two living spaces. Home’s main level is thoughtfully designed for both everyday living and entertaining. Chef’s kitchen features high-end appliances and stone countertops, and flows effortlessly into the expansive, fireplaced great room. Professionally decorated formal living room, private office, dining room, mudroom, and half bath complete the first floor. Great room opens to a spacious, multi-level deck, creating an ideal setting for seasonal entertaining.Throughout the home, beautifully curated spaces showcase custom built-ins, gleaming floors, and timeless architectural details. Upper level offers five generous bedrooms, including a luxurious and serene primary suite with a beautifully renovated marble bath and ample closet space. The spectacular, recently renovated lower level is an entertainer’s dream, highlighted by a custom bar perfect for gatherings and relaxed evenings at home. Outside, enjoy a large multi-level deck, six-person sunken hot tub, mature landscaping, and an expansive yard offering exceptional privacy and space to play, relax, and entertain. A truly special and long-admired home — this is a property not to be missed!

19 Salem Rd, Wellesley

Listing courtesy of Listing Agent: Moira Lown from Listing Office: Coldwell Banker Realty - Wellesley.

150 Pond Road, Wellesley
$4,395,000
4 Beds ⋅ 6 Baths ⋅ 73580323 MLS
Truly one of kind property nestled in renowned Hunnewell Estates with horses and cows with the feel of Vermont yet close to Wellesley Center. 3 acres of a private sanctuary surrounded by conservation land and trails.. Incredible opportunity in Wellesley to have gardens, fruit trees, chickens... Gorgeous outdoor space with fire pits, zen waterfall, vegetable gardens with hand hewn raised beds from trees on the property. Orchard with 30 fruit and nut trees, 10 sugar maples for maple sugaring, herb garden, fragrance garden and chicken coop with run. Over 7200 sq ft of living on 3 levels. First floor main bedroom with full bath and double walk-in closets. Spa-glass conservatory off the main bedroom with built-in hot tub. Both a library and 2nd office off the main bedroom each with custom woodwork and built-ins. Large fireplaced living room with French doors along entire rear. Dining room perfect size for entertaining. Custom kitchen with large island and show stopping gorgeous stone fireplace that opens to the family room. Mudroom and laundry room complete the first floor. Perfect guest suite over the garage. Second level consists of and additional 2 large beds with walk-in closets and full bath. Lower level with large game room including a wet bar and media area. Additional playroom plus 2 more rooms with bath perfect for guests. 3 car garage. A must see!

150 Pond Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

135 Edmunds Road, Wellesley
$4,350,000
5 Beds ⋅ 6 Baths ⋅ 73585342 MLS
Welcome to 135 Edmunds Road, an exceptional brick Colonial in Peirce Estates, one of the most coveted areas of Wellesley Hills’ Cliff Estates. Meticulously renovated and expanded by a preeminent architect and builder, this remarkable residence seamlessly blends timeless architectural detail with sophisticated modern living. Hardwood floors and exquisite millwork are showcased throughout. The gracious fireplaced living room opens through French doors to the elegant dining room. A step-down family room features a coffered ceiling, custom built-ins and wet bar, with French doors leading to multiple outdoor patios. The spectacular chef’s kitchen is designed for both everyday living and entertaining, with a double oven, gas range, breakfast nook and pantry. Thoughtfully designed spaces provide easy access to the outdoors and an effortless flow throughout the home. A private library/office with fireplace, custom cabinetry and hardwood floors offers a refined retreat. The second floor is accessible by both front and rear staircases and features a generous primary suite with spa-like bath and radiant-heated floor, four additional spacious bedroom suites and a versatile bonus sitting room. The connection between the beautifully appointed interior and the private outdoor spaces is extraordinary. Enjoy a screened porch, expansive bluestone terrace, charming Beacon Hill-inspired patio and rooftop deck, creating exceptional settings for entertaining or relaxing surrounded by nature.The newly renovated lower level offers a game room, gym space, wine cellar and extensive storage. A rare opportunity to own a truly distinctive home that combines timeless elegance, exceptional craftsmanship and every amenity for today’s lifestyle.

135 Edmunds Road, Wellesley

Listing courtesy of Listing Agent: Jill Finkelstein & Associates from Listing Office: Compass.

19 Orchard St, Wellesley
$4,195,000
5 Beds ⋅ 7 Baths ⋅ 73590385 MLS
Gorgeous new construction in Wellesley Farms, where warmth, style, and a designer's touch come together to create a home that will capture your heart. Thoughtfully crafted with timeless finishes and exceptional attention to details. The heart of the home is the spacious chef’s kitchen, featuring high-end appliances, a pantry and a large center island that flows seamlessly into the dining and family rooms. Bathed in natural light, this inviting main living space overlooks and opens to a large deck with beautiful views of the fantastic backyard, creating an effortless indoor-outdoor living and entertaining. A versatile first-floor study with a dedicated full bath and closet offers flexibility as a home office or 1st bedroom. The charming mudroom provides direct entry from the 2-car garage. Upstairs, 4 en-suite bedrooms each w/walk-in closets, including a luxurious Primary Suite w/vaulted ceiling & 2 walk-in closets & a spa-like bath. The walkout lower level offers something for everyone....a game room, playroom, exercise room or an additional bedroom & full bath for extended living needs. Set in a Wellesley Farms neighborhood, this exceptional home is conveniently located to the commuter train, shops, schools, and Boston. Come fall in love!

19 Orchard St, Wellesley

Listing courtesy of Listing Agent: Patricia Bradley from Listing Office: Rutledge Properties.

39 Fairbanks Ave, Wellesley
$3,995,000
5 Beds ⋅ 6 Baths ⋅ 73573659 MLS
Nestled in one of the area's most coveted neighborhoods with a seamless commute to Boston, this exceptional residence offers the perfect balance of luxury, privacy, and convenience. Thoughtfully gut-renovated with the finest materials and craftsmanship, the home showcases an open-concept floor plan designed for both elegant entertaining and everyday living. Expansive windows flood the interiors with natural light, creating bright, inviting spaces even on the gloomiest days. At the heart of the home is a stunning designer kitchen complemented by a fully equipped catering butler's pantry. A spacious three-car garage and custom mudroom provide exceptional functionality for modern living. Flexible living spaces include two private offices, while generously sized bedrooms each enjoy their own dedicated bathrooms. The finished walkout lower level is bathed in natural light and offers abundant additional and flexible living space. Professionally landscaped grounds provide remarkable privacy .

39 Fairbanks Ave, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

25 Mansfield Road, Wellesley
$3,650,000
5 Beds ⋅ 5 Baths ⋅ 73573386 MLS
Be home for the holidays! Late 2026 completion and your time to customize now! Incredible opportunity to live in a gorgeous high quality new home! Open floor plan with kitchen family room along the entire back looking out to an oversized yard. Breakfast nook filled with windows. Large food pantry. Mudroom with excellent walk-in closet.. Both living room and dining room with stunning oversized signature windows. Butler's pantry connects dining room and kitchen. Main bedroom with spa-like bath and great walk-in closet. 3 additional bedrooms all with fabulous closets and 2 full baths. Laundry room completes the 2nd floor. Incredible lower level with 5th bedroom plus bath, home office, oversized playroom and exercise room. Wonderful neighborhood close to schools and Boston.

25 Mansfield Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

23 Bellevue, Wellesley
$3,600,000
5 Beds ⋅ 6 Baths ⋅ 73555589 MLS
Recently renovated expansive Cape with over 6200 sq ft of living space on three floors. Beautifully landscaped ½ acre lot in the very desirable and prestigious Peirce Estates. Generously proportioned living, dining, and family rooms, first floor Library/Office, updated eat in kitchen, renovated marble baths and optional first floor main suite. Total 5 Bedrooms, 3 full and 3 half baths. Crystal chandeliers throughout the house. Fully finished basement with checkered Italian marble floors in the front room. Fenced back yard with a deck and a stone fire pit. Attached two car garage. Bates elementary school. Meticulously maintained this home is perfect for peaceful living or entertaining friends.

23 Bellevue, Wellesley

Listing courtesy of Listing Agent: Ritu Chawla from Listing Office: Coldwell Banker Realty - Wellesley.

39 Macarthur Rd, Wellesley
$3,450,000
6 Beds ⋅ 6 Baths ⋅ 73588846 MLS
Exquisite craftsmanship meets modern luxury in this stunning new construction Colonial, situated in one of Wellesley’s most sought-after neighborhoods. Renowned for an uncompromising eye for detail, the builder has delivered a residence where every finish feels intentional and every space feels like home. The heart of the home is a spectacular gourmet kitchen, outfitted with professional-grade Thermador appliances and a massive center island. This space flows directly into the light-filled fire-placed living area that leads out to a large deck overlooking the grounds. A well-appointed butler’s pantry, complete with custom cabinetry and a beverage fridge, provides an elegant transition between the kitchen and the formal dining room.Functional luxury is found at every turn, including the oversized attached two-car garage that leads directly into a thoughtfully designed mudroom. This transition area features a separate walk-in pantry and provides access to a charming screened-in porch with retractable screens. The main floor plan also includes a versatile study featuring custom built-ins, which can easily serve as a guest bedroom and a full bath. Upstairs, the accommodations are equally impressive. Each bedroom features its own ensuite bath, ensuring comfort for everyone. The primary suite is a true retreat, boasting soaring ceilings, an expansive walk-in closet, and a spa-inspired bathroom. The finished walk-out lower level adds incredible versatility, offering dedicated spaces for a gym and recreation, along with an additional bedroom and full bath. Outside, the flat, private yard provides a beautiful backdrop for outdoor enjoyment, but the real magic extends beyond the property line. This home is nestled in a vibrant neighborhood celebrated for its friendly atmosphere, where block parties and community events are a staple of the local lifestyle. With easy access to the shops and dining at Linden Square and Wellesley Center, the MBTA for a seamless commute, and the scenic town trails just moments away, this property represents the very best of Wellesley.

39 Macarthur Rd, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

144 Washington Street, Wellesley
$3,450,000
5 Beds ⋅ 6 Baths ⋅ 73499362 MLS
Beautiful New Construction in desirable Wellesley Hills near Warren Park. The inviting front porch sets the tone of the home's warmth & craftsmanship. It's 5,800 sq.ft. of living over 4 levels. No detail has been overlooked, from the layout, custom built-ins, coffered ceiling & shiplap accents. The Chef's kitchen has Thermador appliances, large center island and sunny eat-in area that abuts a spacious family room. Flexible first floor w/office or living room & a formal dining room. 5 bedrooms, including a Primary Suite w/walk-in closet & spa-like bath. The expansive lower level has a full bath offering plenty of space for a playroom & gym. The oversized mudroom w/custom built-ins, easy access to the stone patio will not disappoint. A 2 car garage w/overflow parking space, making coming & going a breeze. It's an ideal commuter location near the Hills Train and short distance to shops, restaurants, & Hills Library. Delivery date is mid-June!

144 Washington Street, Wellesley

Listing courtesy of Listing Agent: Patricia Bradley from Listing Office: Rutledge Properties.

5-7 Abbott Street, Wellesley
$3,400,000
10 Beds ⋅ 9 Baths ⋅ 73445436 MLS
Rare Investment Opportunity in the Heart of Wellesley Square! Offered for the first time in almost 80 years, this exceptional TWO BUILDING/multi-family property is a rare find in one of Metro Boston’s most desirable communities. Situated on a quiet street just steps from vibrant Wellesley Square, this unique offering includes two buildings with a total of 7/8 units, providing excellent long-term income and countless possibilities for the savvy investor or owner-occupant. Live in one unit and let the other units work for you, or hold as a high-performing rental property with significant upside. This is an excellent opportunity to own in a prime Wellesley location — enjoy restaurants, boutique shops, the Commuter Rail, Wellesley College, and the Wellesley Library. Enjoy unbeatable access to Routes 16, 9, 95, and the Mass Pike, making commuting and travel effortless. Whether you're looking to invest, convert, or plant roots in a world-class community, this property delivers!

5-7 Abbott Street, Wellesley

Listing courtesy of Listing Agent: Linda Glennon from Listing Office: Conway - Hanover.

12 Mellon Road, Wellesley
$3,395,000
5 Beds ⋅ 5 Baths ⋅ 73574615 MLS
Exceptional new construction in one of Wellesley’s most beloved neighborhoods, set on an oversized .43-acre lot abutting the newly built Hardy Elementary School. Thoughtfully designed for modern living, this beautifully crafted five-bedroom, four-and-a-half-bath residence blends timeless architectural character with sophisticated finishes and a light-filled, highly functional floor plan. The main level unfolds through generously proportioned living spaces designed to transition effortlessly from everyday life to entertaining. At the heart of the home, the open-concept kitchen and family room create a warm and inviting gathering place, with an easy connection to the outdoors. A distinctive three-season porch with a wood-burning fireplace offers an exceptional extension of the living space—perfect for relaxed evenings, intimate gatherings, or simply enjoying the peaceful setting throughout much of the year. Upstairs, four beautifully appointed bedrooms are complemented by luxurious baths, a dedicated laundry room, and thoughtful details that reflect the home’s exceptional craftsmanship. The walk-out lower level adds remarkable versatility, featuring an expansive recreation space, a private fifth bedroom and full bath, storage, and direct access to the two-car garage. With its generous lot, refined interiors, flexible living spaces, and coveted location, this distinctive new residence offers a rare opportunity to enjoy the very best of Wellesley living—moments from top-rated schools, vibrant shops and restaurants, and convenient commuting routes.

12 Mellon Road, Wellesley

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.

16 Rockland Street, Wellesley
$3,195,000
5 Beds ⋅ 5 Baths ⋅ 73584717 MLS
This exceptional new construction home offers a timeless blend of classic architecture and refined craftsmanship. Every detail has been thoughtfully considered, from the warm white oak floors and custom millwork to the graceful moldings and designer finishes found throughout. The chef's kitchen is anchored by a substantial center island and outfitted with custom cabinetry and quartz countertops, opening gracefully into a fireplaced family room bathed in natural light from soaring windows. Each bathroom is finished with distinctive detail, including a striking quartzite sink in the powder room. The primary suite is a true retreat, with a spa-inspired bath offering a soaking tub and steam shower. The lower level rounds out the home with a gym, playroom, and wet bar — ideal for both everyday living and entertaining. Set in a wonderfully convenient location, every amenity is just moments away.

16 Rockland Street, Wellesley

Listing courtesy of Listing Agent: Adler Connolly Squared Team from Listing Office: MGS Group Real Estate LTD - Wellesley.

209 Bristol Rd, Wellesley
$3,095,000
6 Beds ⋅ 5 Baths ⋅ 73542007 MLS
Set on a tree-lined block in the coveted Cliff Estates enclave, this to-the-studs 2025-26 renovation + expansion of a classic NE Colonial is a singular achievement of brilliant design, timeless elegance, and refreshing livability. The expansive living spaces are distinguished by beautifully curated fixtures and finishes, from the fluted marble fireplace to bespoke lighting and hardware. Anchored by a breathtaking central island and 42” Wolf range, the kitchen opens to a spacious family room, dining, and separate great room which all embrace views of the lushly landscaped nearly ½-acre lot. Versatile 1st fl ensuite guest room / office. Four gracious 2nd fl inc. four gracious bedrooms and three elegant new baths inc. a luxe primary suite + laundry. Amazing skylit 3rd fl with new 2026 dormer inc. a 6th bedroom or office + auxiliary living area. Walkout lower level w direct-entry garage, mudroom, ½ bath, open-plan LR or gym + sliders to covered patio and grassy yard. Premier location.

209 Bristol Rd, Wellesley

Listing courtesy of Listing Agent: Elisabeth Preis from Listing Office: Compass.

28 Jefferson Rd, Wellesley
$3,080,000
4 Beds ⋅ 4 Baths ⋅ 73584443 MLS
Be prepared to fall in love with this custom Colonial, beautifully sited on landscaped grounds with a private backyard in Wellesley’s Sheridan Estates neighborhood. Masterfully designed and crafted, the home offers nearly 5,000 sq. ft. of living space and the rare convenience of an elevator serving all three levels. A gracious two-story foyer with wainscoting opens to elegant living and dining rooms with 9-foot ceilings. The chef’s kitchen with custom cabinetry opens to a sun-filled family room with soaring cathedral ceiling, oversized windows and gas fireplace. A handsome library and powder room complete the first floor. Upstairs, the serene primary suite features a tray ceiling, generous walk-in closet, luxurious marble bath, along with three additional bedrooms with oak flooring and a second marble bath.The finished lower level offers flexible recreation space, extensive built-in storage and a full bath, with potential for an additional bedroom. Just 12 miles from Boston, this beautifully maintained home offers exceptional privacy and convenience in a sought-after Wellesley setting.

28 Jefferson Rd, Wellesley

Listing courtesy of Listing Agent: The Joni Shore Group from Listing Office: Douglas Elliman Real Estate.

23 Wareland Rd, Wellesley
$3,050,000
5 Beds ⋅ 5 Baths ⋅ 73563790 MLS
Rarely does a new construction opportunity of this scale arise in Wellesley Hills. Spanning an impressive 6,000 square feet, this 5-bedroom, 5-bathroom residence offers a level of space and volume that is nearly impossible to find at this price point. The sun-drenched interior features exquisite millwork and a thoughtful, modern floor plan. The first floor is designed for effortless living, boasting a formal living and dining room, a dedicated office or guest bedroom with a full bath, and a stunning chef’s kitchen equipped with Thermador appliances that flows into an inviting fireplaced family room that overlooks the very private grounds. Upstairs, you’ll find four generous bedrooms with large finished closets, including a sumptuous primary suite featuring three closets and a spa-like bathroom. The lower level has a play room, mud room, and full bath. Outside, a beautiful, secluded patio offers a private oasis for alfresco dining. If you’ve been searching for a high-design new build that doesn’t compromise on square footage, this is the one. Experience the luxury of extra space in a premier Wellesley location.

23 Wareland Rd, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

3 Macarthur Rd, Wellesley
$2,995,000
5 Beds ⋅ 4 Baths ⋅ 73578376 MLS
Located in Wellesley’s highly desirable Generals neighborhood, this distinguished Colonial welcomes you with an elegant foyer, spectacular three-story staircase, and beautiful hardwood floors throughout. The thoughtfully designed floor plan features five bedrooms, three full baths, one half bath, and a convenient second-floor laundry room. At the heart of the home is a spacious open-concept kitchen and living area, creating a warm and inviting setting for everyday living and entertaining. A comfortable den and formal dining room provide additional spaces for relaxing and gathering. The home also offers two versatile bonus rooms, currently used as a home gym and TV room, providing flexible space for a home office, playroom, media room, exercise space, or other needs. The deck extends the living space outdoors and is ideal for relaxing or entertaining. A two-car garage provides convenient parking and additional storage, while the unfinished basement offers substantial storage and potential for future use. The location is a standout feature, just minutes from Hardy Elementary School, Wellesley Middle School and Wellesley High School. The home is also conveniently located near the Wellesley commuter rail station, providing easy access for Boston-area commuters. Combining classic Colonial character, generous living space, flexible bonus rooms, and a convenient location in one of Wellesley’s established neighborhoods, this home offers a wonderful opportunity to enjoy all that Wellesley has to offer.

3 Macarthur Rd, Wellesley

Listing courtesy of Listing Agent: Cynthia Hatch from Listing Office: William Raveis R.E. & Home Services.

41 Longmeadow Road, Wellesley
$2,995,000
5 Beds ⋅ 4 Baths ⋅ 73573823 MLS
Enjoy the beauty and serenity of the picturesque Longmeadow setting in this stunning Colonial! Offering an exceptional open-concept layout, streaming with natural light & thoughtfully designed, renovated & expanded for today’s modern living- this home has it all! The expansive gathering spaces seamlessly connect the chef’s kitchen, sun-filled family room & elegant dining areas, creating the perfect backdrop for everyday living & entertaining alike. Walls of windows frame sweeping view of the gorgeous grounds & patios. A luxurious primary suite provides a peaceful retreat, while four additional bedrooms offer flexibility for family and guests. Across multiple levels, the home blends timeless architectural detail with contemporary comfort, including a gracious foyer, home office, mudroom and a fabulous lower level with a playroom and exercise area. Set in one of Wellesley's most admired neighborhoods this property offers rare proximity to walking trails, the new Hunnewell school & town.

41 Longmeadow Road, Wellesley

Listing courtesy of Listing Agent: The Lara & Chelsea Collaborative from Listing Office: Coldwell Banker Realty - Wellesley.

11 Poplar Road, Wellesley
$2,895,000
4 Beds ⋅ 5 Baths ⋅ 73590649 MLS
Thoughtfully designed with an emphasis on natural light, harmonious spaces, and effortless flow, this young custom-built home located in convenient College Heights neighborhood offers four bedrooms and 4 1/2 baths, with high ceilings and hardwood floors throughout. A welcoming foyer opens to a gracious living room and wainscotted dining room, while the spacious eat-in kitchen with island flows into an inviting family room with fireplace and direct access to the bluestone patio and backyard. A home office with built-ins and a half bath complete the first floor. Upstairs, the primary suite features a walk-in closet and private bath, along with three additional bedrooms, one with en-suite bath and two with access to a shared ensuite bath. A separate laundry room completes the second floor. The finished lower level with full bath offers flexible space for recreation, exercise, or relaxation, while the expansive third floor provides exciting potential for future expansion. Sip coffee from the front porch, or relax in the private backyard, just moments from Wellesley schools, shops, and commuter rail. Inspired by the principles of Feng Shui, the home beautifully balances comfort and style.

11 Poplar Road, Wellesley

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

37 Wall St, Wellesley
$2,895,000
4 Beds ⋅ 5 Baths ⋅ 73584741 MLS
Fabulous young Colonial in one of the most coveted locations in town! Brimming with natural light; it has an open, incredibly spacious interior, tall ceilings, rich appointments throughout and gorgeous hardwood floors. It's perfect for entertaining, relaxing in comfort or working from home. A beautifully designed kitchen with expansive island and custom cabinetry opens to a sensational family room with soaring ceilings, fireplace and walls of windows. You can host the holidays in style in the generous and elegant dining room. Sliders from the kitchen lead to a handsome raised stone terrace. There is an excellent office on both the first floor and the lower level. The primary suite has fine details, double walk-in closets and a luxurious marble bath. All bedrooms are exceptionally spacious and a second bedroom is also ensuite. There is an ideal second story laundry room. The lower level also provides an outstanding playroom, exercise room, additional bedroom, and full bath. All this plus storage galore. This very special home is set on a peaceful road in a beloved neighborhood, just a short stroll to schools, shops, train station, library and downtown.

37 Wall St, Wellesley

Listing courtesy of Listing Agent: The Pinnacle Group from Listing Office: Gibson Sotheby's International Realty.

8 Tennyson Rd, Wellesley
$2,795,000
4 Beds ⋅ 4 Baths ⋅ 73579886 MLS
Located in one of Wellesley’s most sought-after neighborhoods, this handsome 1924 Colonial offers the timeless character of its era paired with an exceptional floor plan and outdoor spaces that are truly special. From the moment you arrive, the original architectural details and craftsmanship are evident, giving the home a warmth and sense of character that is increasingly difficult to find. The first floor is thoughtfully designed for both everyday living and entertaining, with generously proportioned rooms and a seamless connection to the outdoors. A recently expanded deck, accessible from both the family room and living room, creates an ideal setting for summer dinners, morning coffee, or gathering with friends. Beyond it, the expansive backyard is an uncommon feature for this neighborhood—beautifully private, unusually spacious, and offering wonderful possibilities for outdoor living, recreation, and play. The second floor offers four bedrooms, including a generously sized primary suite with an updated bath and ample closet space. An oversized guest suite provides additional comfort and flexibility for family or visitors. The lower level adds another dimension of versatility with a full bath and flexible finished space that can easily accommodate a bedroom suite, home office, playroom, gym, or recreation area. An oversized garage is an exceptional bonus, offering additional space that could serve as a home gym, workshop, hobby area, or simply provide abundant storage. A rare combination of location, character, privacy, and flexible living space, this home offers the opportunity to enjoy all that makes this Wellesley neighborhood so desirable while having an outdoor setting that feels remarkably private and expansive.

8 Tennyson Rd, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

265 Weston Rd, Wellesley
$2,750,000
5 Beds ⋅ 6 Baths ⋅ 73552915 MLS
PRICE ADJUSTMENT! Exceptional opportunity to own 5,100+ sq. ft. of luxury 2024 construction offering outstanding value in one of Wellesley's most convenient in-town locations. Just steps to Hardy Elementary, Morse's Pond, Fells Library, Wellesley Center & commuter rail. Thoughtfully designed for modern living, this sun-filled home features soaring ceilings, exceptional craftsmanship & four finished levels. Stunning chef's kitchen w/ oversized island & premium appliances flows seamlessly into dramatic family room—ideal for everyday living & entertaining. Elegant dining room, thoughtfully designed mudroom & private bedroom suites on the 2nd, 3rd & lower levels provide exceptional flexibility for guests, au pair, home office or multigenerational living. Gorgeous primary bedroom suite w/ lavish bath. Expansive lower level offers endless possibilities for recreation, fitness or media. A rare opportunity to enjoy the quality, space & convenience of nearly new construction.

265 Weston Rd, Wellesley

Listing courtesy of Listing Agent: Petrone-Hunter Realty Group from Listing Office: Coldwell Banker Realty - Wellesley.

100 Albion Rd, Wellesley
$2,650,000
5 Beds ⋅ 4 Baths ⋅ 73507050 MLS
Located on one of Wellesley’s most coveted roads in Cliff Estates, 100 Albion is a beautifully appointed pillared white Colonial set on .77 acres of professionally landscaped grounds. Blending timeless architecture with modern living, the main level offers a gracious fireplaced living room with a large picture window, an elegant dining room, a private office, and an expansive kitchen centered around a large island. These spaces flow seamlessly into a spacious fireplaced family room with custom cabinetry and out to a brand-new deck ideal for indoor/outdoor entertaining. The first floor also includes a well-placed laundry room with a full bath. Upstairs are five bedrooms, including a serene primary suite with a walk-in closet, along with four additional bedrooms and two full baths. The finished walk-out lower level features a full bath and bar, providing versatile living space. Exceptional curb appeal, a circular driveway, and beautifully landscaped grounds complete this impressive home.

100 Albion Rd, Wellesley

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.

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