Wellesley, MA Real Estate Search

Wellesley, MA Recently Sold Homes

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Newest Wellesley, MA Recently Sold Homes for Sale

54 Edmunds Rd, Wellesley
$2,545,000
4 Beds ⋅ 4 Baths ⋅ 73574271 MLS
Situated in the coveted Cliff Estates, this meticulously reconstructed contemporary home offers a sophisticated, light-filled interior designed for effortless modern living.This 4 bedroom, 4 full bathroom house is perfect for any stage in life. The main level features an open-concept flow anchored by an expansive gourmet kitchen with oversized island, vaulted ceilings and high end stainless steel appliances including a 6 burner Wolf range, Sub zero refrigerator, Bosch dishwasher, 2nd Bosch oven and microwave, Sub zero wine fridge and additional beverage fridges as well as ample counter space and storage in the butlers pantry. This space seamlessly transitions into a spacious dining area and a living room framed by custom built-ins and access to the backyard and patio. The home office is tucked away in the back of the house with custom built ins and two work stations. The upper level comprises the primary suite, complete with a generously proportioned walk-in closet with island and a marble-appointed bathroom with double sinks. There are two additional bedrooms and a full bathroom with double sink and tub/shower. A private fourth bedroom, located a few steps down, serves as an ideal guest or nanny suite with an adjacent full bath. Hardwood floors on all these levels. The lower level extends the footprint with a large family room/play room, a dedicated laundry area, an exercise area, custom storage, and another full bathroom. Set on a professionally landscaped, level lot, the exterior features a private bluestone patio overlooking a manicured lawn. The property combines quiet neighborhood privacy with exceptional convenience, located within one mile of public transit, local shopping, and major commuter routes.

54 Edmunds Rd, Wellesley

Listing courtesy of Listing Agent: Susan Gear from Listing Office: Coldwell Banker Realty - Wellesley.

21 Wellesley Ave, Wellesley
$2,800,000
6 Beds ⋅ 5 Baths ⋅ 73559946 MLS
Welcome to a picture-perfect Dutch Colonial in Wellesley's coveted Dana Hall neighborhood! Walk to everything - Wellesley Square restaurants and shops, the commuter rail, the newly constructed and top rated Hunnewell Elementary School, Library, Whole Foods, and the Brook Path. Fully renovated in 2026 - This charming home filled with natural light lives like new construction with elevated finishes throughout. New Hardie shingle siding, roof, Andersen windows, electrical, plumbing, efficient HVAC, and fully insulated. The heart of the home is a stunning, magazine-worthy kitchen featuring a generous center island, eat-in area, walk-in pantry, quartz countertops, and top of the line appliances (Wolf + GE Monogram), with a generous mudroom attached. The formal living and dining rooms are stunning. Upstairs, you'll find four bedrooms and three bathrooms featuring upgraded finishes. The primary suite features a vaulted ceiling, an en-suite bathroom, and his / her closets with custom built-in storage. The primary bathroom boasts a large double vanity and marble walk-in shower. Retreat to the lower level family room / playroom / gym which includes a generous walk-out to the backyard, two large bedrooms, and a full bathroom with walk-in shower. Backyard includes a new bluestone patio, mature decorative trees, lush lawn (with irrigation), and an elegant privet hedge. Driveway and 1.5 car garage on Dexter Rd - A low traffic cul-de-sac with only seven houses.A one of a kind opportunity!

21 Wellesley Ave, Wellesley

Listing courtesy of Listing Agent: Endri Angjeli from Listing Office: Arrive Real Estate.

32 Arlington Road, Wellesley
$5,005,000
6 Beds ⋅ 5 Baths ⋅ 73568535 MLS
Picture-perfect and beautifully renovated, this fabulous sun-filled home is ideally located in Wellesley’s highly desirable Country Club neighborhood. From the moment you arrive, its exceptional curb appeal and timeless elegance make an unforgettable first impression. Inside, an abundance of natural light highlights the sophisticated design, beautiful finishes, and thoughtful attention to detail throughout.The gracious open-concept layout offers an effortless blend of formal and casual living, with elegant entertaining spaces flowing seamlessly into inviting family areas. The beautifully appointed kitchen is the heart of the home, designed for both everyday living and memorable gatherings. Two first floor custom built offices are ideal for work from home spaces. Spacious bedrooms provide comfort and privacy, while the luxurious primary suite offers a peaceful retreat. With six bedrooms and generous living spaces, the home is perfectly suited to modern family life and entertaining. A fabulous newer garage adds incredible versatility, including a dedicated gym/loft and ample space for vehicles, equipment, and storage. The impressive lower level features a recreation room, arts & craft area, au pair suite/bedroom with an adjacent full bathroom. Every room feels fresh, refined, and welcoming, creating that rare combination of sophisticated style and comfortable living. Set in one of Wellesley’s most sought-after neighborhoods, this exceptional residence offers an idyllic setting close to all that Wellesley has to offer. Much admired home!!!!

32 Arlington Road, Wellesley

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

44 Whiting Road, Wellesley
$5,100,000
5 Beds ⋅ 8 Baths ⋅ 73569281 MLS
Welcome to 44 Whiting Road, an exceptional residence set within Wellesley’s coveted Country Club neighborhood. Built in 2009 by renowned builder McLaughlin/DeBenedictis, this distinguished five bedroom, six full bath center entrance Colonial offers three thoughtfully designed levels of refined living. An inviting grand foyer sets the tone for the stunning open-concept floor plan, anchored by a custom designed gourmet kitchen appointed with high-end appliances, marble countertops, and a generous center island. The kitchen flows effortlessly into a sunlit breakfast room with expansive picture windows and a gracious family room, where a stone-front gas fireplace provides a warm focal point and frames views of the bluestone terrace and beautifully landscaped grounds. A handsome wood-paneled office, elegant formal living room, formal dining room and well-appointed butler’s pantry further enhance the main level.The second floor features four en-suite bedrooms, including a luxurious primary suite with marble bath and a private sitting room. The third floor offers an additional bedroom, full bath, and cedar closet, providing extra flexibility for guests, a bonus room, or private retreat. The lower level is equally impressive, with a spacious recreation room, exercise room, full bath with steam shower, and abundant storage. Outside, the private grounds and bluestone terrace create an inviting setting for both quiet relaxation and sophisticated entertaining. Ideally situated near the Wellesley Country Club and golf, with convenient access to the town’s renowned shops and restaurants. A truly not-to-be-missed opportunity!

44 Whiting Road, Wellesley

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

40 Radcliffe Road, Wellesley
$5,300,000
6 Beds ⋅ 7 Baths ⋅ 73573973 MLS
Welcome to 40 Radcliffe Road, a brand-new construction masterpiece in Wellesley's sought-after Dana Hall neighborhood. Set on a 20,000 SF lot, this traditional home was thoughtfully designed and constructed to meet the needs to today’s buyer. The chef's kitchen anchors the main level with subzero, wolf and cove appliances, flowing into a sun-filled breakfast nook and an expansive living room with a custom fireplace. A formal dining room, butlers pantry, costco closet, a paneled office, two half baths and a mudroom with heated slate flooring complete the main level- all finished with three-piece crown molding, coffered and tongue-and-groove ceilings, and site-finished red oak flooring throughout. Upstairs, the primary wing is a true retreat — featuring a spa-like marble bath with heated floors, steam shower, rift cut white oak cabinetry, and an extraordinary 21'9" x 11' walk-in closet. Four additional bedrooms, each with access to a full bath, complete the second floor. The finished lower level offers a large recreation room with wet bar, home gym, and a sixth bedroom with full bath — ideal for guests or au pair. Outside: a covered patio with fireplace, professional landscaping, irrigation, landscape lighting, a 3-car garage pre-wired for EV charging, and room for a future pool or sports court.

40 Radcliffe Road, Wellesley

Listing courtesy of Listing Agent: Matthew Stevens from Listing Office: Stevens Property Group.

15 Fenmere Ave, Wellesley
$1,310,000
2 Beds ⋅ 2 Baths ⋅ 73559669 MLS
OFFER DEADLINE MONDAY 8/10 at 9am!! Extraordinary charm awaits you in this distinguished single-family home with a meticulously designed living space on an ended-way. From the first steps inside, you will be captivated with this sophisticated home in a coveted community of Wellesley. An expansive cathedral ceiling and exposed beams frame the sun-drenched living room and storage-conscious kitchen. A remote controlled gas fireplace insert with heating element and bluestone mantel and shelving in the living room creates cozy ambiance. The thoughtful kitchen, with racks for hanging pots, abundant storage, high-end lighting, generous counter spaces and tactfully concealed laundry are aesthetically pleasing and practical, lending to ease of every day living. Flow from kitchen to dining and 2 living rooms provides simplicity of hosting and family room with hibachi offers an interesting conversation piece! Primary suite with wood fireplace overlooks gorgeous gardens and provides walk-in closet and tastefully renovated bath with radiant floor. Second bedroom and full bath offer privacy and additional closet space. Sky lights and bay windows in most of the rooms draw in an abundance of natural light and French doors make it easy to go in and out to the generous-sized deck and yard, adding the multiple outdoor seating and dining areas as living, working and entertaining spaces. The garden areas are equally charming and thoughtfully designed, with a dedicated, enclosed vegetable garden, a small pond, mature plantings, storage shed and a shed stacked with cured wood! A partially heated basement tastefully renovated offers opportunities to suit your additional needs as well as providing abundant storage. Attached garage makes arriving home in winter a pleasant experience. Many updates have been made both inside and out; seller has provided a list but include a few such as 2025 water heater, 2021 gas fireplace insert, chimney waterproofing & caps, new deck, stone planters, basement/crawlspace insulation, hardwood floors redone. Expansion potential. Situated in Hardy Elementary district, renovated in 2024 with award-winning schools. Less than 2 miles from Morses Pond, hosting an abundance of outdoor activities. Wellesley is a very engaged, active community that offers a plethora of cultural and social events for all. It doesn’t take much imagination to feel that you’ve left all the stress of life behind and found yourself in a bucolic English countryside!

15 Fenmere Ave, Wellesley

Listing courtesy of Listing Agent: Cheryl Clayton from Listing Office: Churchill Properties.

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