Wellesley Hills Homes for Sale

Welcome to Wellesley Hills, a picturesque gem nestled in Norfolk County, Massachusetts. Known for its charming neighborhoods and vibrant community, Wellesley Hills offers a perfect blend of suburban tranquility and urban convenience. With its tree-lined streets, historic homes, and top-rated schools, this area is an ideal destination for families, professionals, and anyone seeking a high quality of life.

Wellesley Hills boasts a rich history and a strong sense of community. Residents enjoy access to beautiful parks, scenic walking trails, and a host of recreational activities. The region is also home to a variety of boutique shops, delightful cafes, and fine dining options, ensuring that you have everything you need right at your doorstep. The local culture is vibrant, with a calendar full of events that foster a strong sense of belonging among its residents.

For those considering a move to Wellesley Hills, there are a variety of homes for sale that cater to diverse tastes and budgets. From charming colonial-style houses to modern, spacious properties, the real estate market here has something for everyone. Whether you’re looking for a cozy family home or a luxurious estate, Wellesley Hills offers a range of options that reflect the area's unique character and charm.

With its prime location just a short commute from Boston, Wellesley Hills is not only a beautiful place to live but also a smart investment for your future. Discover your dream home in this enchanting community, where every day feels like a retreat!

Newest Wellesley Hills Homes for Sale

$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.

$1,475,000

3 Beds ⋅ 3 Baths ⋅ 73585006 MLS

Wonderful opportunity in a fabulous Wellesley Hills location! Traditional 1929 Classic Center Entrance Colonial with high ceilings, period details, shiny wood floors, plenty of sunshine and a natural open flow. Big first floor with front to back living room with fireplace, dining room adjacent to eat in kitchen, family room with cathedral ceiling and gorgeous stone fire place, and a sunroom/office. 3 good size bedrooms on the second floor. The Primary Bedroom sets up perfectly for easily adding a primary bath. Walk up attic with amazing potential to finish. Terrific as is / tons of upside and expansion potential. Tremendous flat lot with gorgeous stone work and plantings… plenty of room for all kinds of fun. Short walk to the shops, restaurants, and commuter rail in Wellesley Hills.

12 Grantland Rd, Wellesley

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

$6,850,000

7 Beds ⋅ 7 Baths ⋅ 73582637 MLS

12 Lowell Road offers the best of new construction with the timeless character of classic New England architecture. Thoughtfully designed with high ceilings, gracious proportions, and spacious, light-filled rooms, the home combines a sense of grandeur with an inviting warmth. Distinguished finishes and exceptional attention to detail elevate every space, while the generous floor plan is designed for both everyday living and effortless entertaining. Surrounded by beautiful grounds and offering an unusual sense of privacy, this is a truly special opportunity to enjoy the comfort and craftsmanship of a new home in a setting with enduring Wellesley appeal.

12 Lowell Rd, Wellesley

Listing courtesy of Listing Agent: Bell Petrini Group from Listing Office: Coldwell Banker Realty - Wellesley.

$2,545,000

5 Beds ⋅ 4 Baths ⋅ 73576607 MLS

Bates Elementary is on this street. Start there, then walk the half acre. Level, fenced and private, reworked in 2020 under a landscape architect's plan with a new fieldstone wall, walkways on both sides, irrigation, underground water management and a driveway rebuilt to hold nine cars. The house is a 1940 colonial that was expanded and re-skinned the same year by Duckham Architecture and Interiors. New siding, windows and gutters on every side. An extra-large farmer's porch across the front. A new side entry where the bulkhead used to be. And a four-season room with a cathedral ceiling and glass on three sides, opening to a landing deck and bluestone patio. Inside, a twenty five foot eat-in kitchen with a Wolf range, double wall ovens, Sub-Zero wine refrigeration, custom cabinetry and a built-in banquette that seats eight. The living room has a fireplace and a wall of built-ins. The family room has a brick fireplace and a bay window. Upstairs, the primary suite occupies its own wing, with a fireplace, a step-up sitting room that doubles as an office, a walk-in closet, and a bath with a double vanity and a tiled walk-in shower. The lower level was rebuilt in 2014 and extended in 2020. Daylight windows, its own heating and cooling, a fifth bedroom, a second sitting room, a full bath, laundry and a exercise room with direct outside access. Ideal for guests, an au pair, a parent, or a teenager who wants a floor of their own. New roof 2014. Fresh interior paint 2026. Gas heat, central air, 200-amp service. A short walk to the commuter rail and Linden Square.

21 Elmwood Rd, Wellesley

Listing courtesy of Listing Agent: Declan O'Toole from Listing Office: SelectRE Boston.

$2,150,000

5 Beds ⋅ 5 Baths ⋅ 73574792 MLS

Better than new construction, this 2022 custom-build pairs modern ease and sophistication with mature, lush landscaping in idyllic Wellesley. Offering 4,400+ square feet of thoughtfully designed living space, incredible natural light pours through expansive windows, highlighting 9.5-foot ceilings and an ideal floor plan for effortless everyday living and entertaining. At the heart of the home, the chef’s kitchen with oversized island, and luxury appliances (including double ovens), opens seamlessly to the fire-placed family room, where large sliders invite you out to the patio and private backyard. The dining area transitions beautifully from everyday meals to more formal gatherings, while a dedicated office, powder room, and mudroom off the two-car garage complete the main level. Upstairs, the serene primary suite features an incredible walk-in closet and spa-like bath with double vanity and separate freestanding tub + walk-in shower, is joined by generously sized guest bedrooms and sparkling baths. The finished lower level, with a spacious playroom, fifth bedroom, and full bath, offers exceptional flexibility for guests, recreation, or extended family.Thoughtfully designed, beautifully finished, and truly turnkey, 32 Lantern Lane offers the best of a newer home with warmth and privacy—all moments from Wellesley’s shops, dining, recreation, commuter routes, and highly regarded public schools.

32 Lantern Ln, Wellesley

Listing courtesy of Listing Agent: Bell Petrini Group from Listing Office: Coldwell Banker Realty - 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.

$2,799,000

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.

$1,895,000

4 Beds ⋅ 3 Baths ⋅ 73533550 MLS

Tucked away on a quiet private lane in the heart of Wellesley Hills, this beautifully updated farmhouse seamlessly blends timeless character with modern comfort. Offering exceptional privacy while just moments from the train, shops, restaurants, and everyday conveniences, this distinctive home delivers the best of walkable village living.A welcoming front porch sets the tone for the warm and inviting interiors, where high ceilings, abundant natural light, and thoughtful architectural details create an effortless flow throughout. The spacious kitchen opens to a sun-filled family room, forming the heart of the home and an ideal setting for both everyday living and entertaining. Elegant living and dining rooms feature fireplaces, crown moldings, and classic details that reflect the home's rich heritage.The serene primary suite serves as a private retreat, highlighted by a stylishly renovated bath. Three additional bedrooms and convenient second-floor laundry complete the upper level.Adding to the home's versatility is an exceptional bonus space above the detached two-car garage, perfect for a home office, fitness studio, creative workspace, guest overflow, or potential future accessory dwelling unit. Outdoors, multiple porches, a patio, and beautifully landscaped grounds provide inviting spaces for relaxation, gathering, and enjoying the peaceful setting.A rare offering that combines historic charm, modern updates, flexible living space, and an unbeatable Wellesley Hills location.

40 Kimlo Rd, Wellesley

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

$1,100,000

3 Beds ⋅ 3 Baths ⋅ 73497359 MLS

A great opportunity for a buyer who understands the value of sweat equity and is willing to make some improvements! This delightfully charming Cape style home offers a versatile open concept floor plan. The first floor flows seamlessly to two separate fireplace living areas as well as a dining room with hardwood flooring throughout. The updated kitchen boasts granite countertops, stainless appliances, ample storage and breakfast bar and opens to a large rear deck, perfect for entertaining. Upstairs boasts a large en-suite Primary bedroom, two additional bedrooms, another full bath along with an office/den bonus space. There are plenty of custom built-ins, cabinets and quaint nooks that make this an adorable gem of a home. The acreage is combined lots 6 & 6R and offers a half acre of privacy or possible room to grow. The home needs some exterior and basement improvements to reimagine it to your dream! Terrific location, moments to Fiske elementary school & easy access to Rt.9,128.

6 Willow Street, Wellesley

Listing courtesy of Listing Agent: Frank Celeste from Listing Office: Gibson Sotheby's International Realty.

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