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$3,800,000
5 Beds 7 Baths ACTIVE Status 73514279 MLS 6,511 SqFt.
Stunning new construction offering exceptional design and modern living. Entertaining is elevated with this open-concept layout featuring a chef’s kitchen, living room, dining area, and fireplaced family room—seamlessly leading to a private deck with a built-in stone gas grill. No detail is overlooked; the walls boast custom woodwork and high-end finishes throughout. This thoughtfully crafted home features five bedrooms, each with its own en suite bath, including a luxurious second-floor primary suite with a custom walk-in closet. The first-floor bedroom with en suite provides ideal flexibility for guests or a home office. The oversized basement includes a full bath, along with a separate exercise room. Conveniently located near shopping, dining, and all amenities in Needham and Wellesley, with easy access to major commuter routes.

11 Skyline Drive, Wellesley

$3,150,000
4 Beds 5 Baths ACTIVE Status 73513990 MLS 5,200 SqFt.
Exceptional 2016 construction in one of Wellesley’s most sought-after neighborhoods near town, top-rated schools, scenic trails, and Morses Pond. Built by a premier local builder known for superior craftsmanship and elevated building standards, this sun-filled 4-bedroom home offers thoughtful open design and custom details throughout. Elegant living room with tray ceiling and bay window, spacious dining room with paneled wainscoting, and chef’s kitchen with custom cabinetry, granite countertops, high-end stainless steel appliances, and oversized island opening to a family room with stone-faced gas fireplace, built-ins, and private covered porch and patio. Luxurious primary suite with spa-like bathroom, radiant heated floors, and oversized shower. Second ensuite bedroom. Finished lower level with full bath and oversized windows plus finished third floor ideal for office, gym, or playroom. Flexible living space in a prime Wellesley location.

35 Marshall Rd, Wellesley

$1,198,500
3 Beds 2 Baths UNDER AGREEMENT Status 73513882 MLS 1,478 SqFt.
Located in the desirable Sheridan Estates neighborhood, this classic center entrance Colonial offers timeless charm & an exceptional opportunity to make it your own. Set on a quiet cul-de-sac, the home features hardwood floors, central air, and a two-car garage. Cherished by the same owners since 2002, the property has been comfortably lived in and offers a wonderful opportunity for cosmetic updates and personalization over time. Offering 3 bedrooms and 1.5 baths, the layout is functional and inviting, with great natural flow for everyday living. Perfectly positioned within walking distance to the highly regarded Fiske Elementary School, and just minutes to the commuter rail, Needham and Wellesley shops, and major highways—this location checks every box. Move right in and enjoy, or bring your vision to update the kitchen and baths to your personal style. A wonderful opportunity to enter a sought-after neighborhood and create your next chapter. Property sold "as is".

34 Sheridan Rd, Wellesley

$1,799,999
5 Beds 4 Baths ACTIVE Status 73510295 MLS 4,643 SqFt.
Welcome to Wellesley Farms!! Situated in a highly sought-after neighborhood, this beautifully renovated, energy-efficient home is set back from the street and enhanced with new windows and system upgrades.The sun-filled kitchen with cathedral ceilings flows into the family and dining rooms, perfect for both everyday living and entertaining. A stunning great room features custom built-ins and a wood-burning fireplace. Additionally, the floor plan offers the flexibility for a private guest bedroom or home office. A luxurious primary suite on the second floor, complete with a dual-head shower, freestanding soaking tub, and walk-in closet.The finished lower level offers a custom mudroom as you enter from the 2 car garage, and endless possibilities for a game room or home gym with a full bath.Close to Warren Park, Reidy Field, Sprague Elementary and restaurants/shops makes this Wellesley location so special. Seller can accommodate a quick closing.

7 Garden Rd, Wellesley

$4,295,000
5 Beds 6 Baths ACTIVE Status 73510191 MLS 5,210 SqFt.
Coveted in town/Dana Hall location! Incredible opportunity to live in a beautiful colonial with a complete renovation/addition. Over 5000 sq ft on 4 full floors. Large open floor plan for kitchen family room. Coffered ceilings, built-in banquette and walk-in pantry are just a few design features in this space. Formal living and dining room with private study and large mudroom with built-ins complete the first floor. Main suite with large walk-in closet and vaulted ceiling. 4 additional bedrooms and 3 full baths with laundry room. Oversized 3rd floor perfect for 2nd home office or bonus space. Lower level with room for guests with full bath plus exercise room and large playroom along with great storage. Your opportunity to customize now. Large flat yard! Block party neighborhood just short distance to Brook Path, Wellesley Center, Wellesley College, Nehoiden Golf Course and Hunnewell School.

17 Midland Road, Wellesley

$2,380,000
5 Beds 4 Baths UNDER AGREEMENT Status 73509829 MLS 4,512 SqFt.
Timeless Garrison nestled on a picturesque half-acre lot. Extensively renovated and expanded in 2005, this beautifully updated 4,000+ sq ft home blends classic New England charm with modern luxury just steps to Longfellow Pond. Thoughtfully designed with exceptional space & inviting gathering areas, the chef’s kitchen with oversized island opens to a fireside sitting area, the expansive family room flows seamlessly to an elegant fireplaced living room with French doors leading to a private stone patio. Upstairs, the serene primary suite features a walk-in closet and double vanity, along with three additional bedrooms & dedicated home office. The finished lower level offers a recreation room, full bath, & oversized laundry. Meticulously maintained with major system updates, including newer furnaces, central air, & hot water heater. Close to Needham & Wellesley MBTA, this exceptional home offers a rare blend of lifestyle, location, and design. Fiske Elementary is a Blue Ribbon school

279 Oakland Street, Wellesley

$1,575,000
3 Beds 3 Baths UNDER AGREEMENT Status 73509693 MLS 2,290 SqFt.
Welcome to 22 Standish Road—warm, inviting, and filled with light, charm, and beautiful details throughout. Set in one of Wellesley’s most cherished neighborhoods, near the Town Forest, Longfellow Pond, Centennial Park and Fiske Elementary School, with easy access to Boston and Logan (~25 minutes). Thoughtfully expanded and well-designed, the home offers a spacious, versatile layout with a natural flow for everyday living and entertaining. The well-appointed kitchen, featuring a Wolf gas range and abundant cabinetry, opens to the dining room. Multiple living areas including a spacious family room with fireplace, separate living room, and sunlit office/playroom offer flexibility to gather, relax, or work from home. A large screened-in porch and open deck extend the living space outdoors for additional dining and entertaining. Three generous bedrooms, along with moldings and built-ins, add timeless character throughout. A picture-perfect home that epitomizes the best of Wellesley living!

22 Standish Rd, Wellesley

$2,295,000
4 Beds 4 Baths UNDER AGREEMENT Status 73509644 MLS 3,406 SqFt.
This much-admired Colonial with amazing curb appeal is located in the coveted Cliff Estates neighborhood in Wellesley Hills! Perfect for comfortable living and gracious entertaining, this home has a large front-to-back living room with fireplace and classic period details. There is a lovely formal dining room and an updated eat-in kitchen with an island, granite countertops, and stainless appliances. The sunny breakfast area opens to a deck and patio. A warm and comfortable family room leads to a reading nook with a window seat and home office. A generous mudroom leads to a two-car attached garage. The second level includes a master suite, two additional bedrooms, and a hall bath. A large, private bedroom suite with full bath over the garage is perfect for guests. The lower level offers a large playroom and great storage space. The private, level backyard with mature plantings and patio is perfect for entertaining. Easy access to schools, shopping & commuter rail.

53 Audubon Rd, Wellesley

$2,395,000
4 Beds 3 Baths UNDER AGREEMENT Status 73509426 MLS 3,099 SqFt.
A dazzling center-entrance Colonial where traditional character meets impeccable design! This pristine residence has been meticulously updated and showcases high-end finishes throughout. An effortless floor plan sets the stage for easy living. The thoughtfully designed mudroom, complete with custom cubbies, flows into a stunning kitchen featuring bespoke wood cabinetry, marble and quartzite countertops, and premium stainless-steel appliances. A spacious farmhouse table fits beautifully within the sunlit dining area, offering a warm and welcoming space for everyday meals. Adjacent is an open-concept family room enhanced by custom built-ins, while the elegant fireplaced living room provides an equally inviting retreat. If you work-from-home, there is a generous office waiting. Beautifully finished baths. The lower level includes a playroom and ample storage. With updated systems and a newer roof, this exceptional home truly has it all on one of Wellesley's prettiest side streets.

31 Shirley Road, Wellesley

$5,497,000
5 Beds 7 Baths ACTIVE Status 73509134 MLS 6,377 SqFt.
A rare standard of craftsmanship in Wellesley's coveted Generals neighborhood. This custom Neoclassical Colonial — completed in 2017, 6,300+ SF across four elevator-served levels — was built without compromise: whole-house radiant heat, grain-matched white oak floors, bespoke millwork, and soaring 9-foot ceilings throughout including the lower level. The chef's kitchen anchors the home with soapstone countertops, dual dishwashers, and a walk-in pantry. Five en-suite bedrooms, including a primary suite with spa bath designed for genuine restoration. The lower level delivers a private executive office, home gym, wine storage, and a Bowers & Wilkins Diamond cinema — a complete retreat beneath the main living spaces. Outdoors: custom patio, outdoor fireplace, hot tub, arborvitae-screened privacy, and two EV chargers. Two-car garage. Steps to Morses Pond, Hardy Elementary, Linden Square, and Wellesley Square. Minutes to commuter rail.

48 Marshall Rd, Wellesley

$2,500,000
5 Beds 4 Baths UNDER AGREEMENT Status 73507852 MLS 3,860 SqFt.
Glorious, bright and sunny shingle-style home in wonderful Wellesley Center neighborhood. Built for Katherine Lee Bates, author of America the Beautiful, who lived & wrote here, including in the 3rd-floor sanctuary she called “Bohemia.” Set back & framed by mature trees, the home blends historic character w/ gorgeous updates for modern family living & gracious entertaining. Stunning architectural details throughout, incl. wide open foyer, light-filled updated kitchen, rich fir flooring, oversized windows & charming porches at every turn. 4 corner BRs, including a beautiful primary suite with porch on 2nd floor. Breathtaking 3rd-floor retreat offers soaring ceilings, white shiplap paneling, a flood of natural light, along with a coffee bar, ensuite bath, dressing room, and laundry, ideal as a second primary suite, inspiring studio, home office, or game room. Finished playroom and extra storage in LL. Close walk to Wellesley Center shops, library, train, and Sprague School.

70 Curve St, Wellesley

$2,885,000
5 Beds 4 Baths ACTIVE Status 73507050 MLS 4,110 SqFt.
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

$2,325,000
5 Beds 4 Baths UNDER AGREEMENT Status 73506000 MLS 2,840 SqFt.
Set in Wellesley’s sought after Dana Hall neighborhood, 11 Sterling Road blends timeless charm with modern living on .57 acres of private, beautifully landscaped grounds. This 5-bedroom home offers 3 full baths and 1 half bath, with an open floor plan tailored for today’s lifestyle. Sun-filled interiors feature a fireplace living room, formal dining room with large picture windows, and a welcoming den/family room with its own fireplace-ideal for both everyday living and entertaining. The kitchen, equipped with stainless steel appliances, flows seamlessly into the main living areas. The second floor includes a spacious primary suite with full bath and three additional bedrooms and another full bath, while the third floor provides a private ensuite fifth bedroom—perfect for guests or a home office. A finished lower level adds versatile space for recreation, fitness, or work. Ideally located near town, schools, and commuting routes. Don't miss this opportunity to make this home your own!

11 Sterling Rd, Wellesley

$1,239,000
3 Beds 3 Baths UNDER AGREEMENT Status 73503725 MLS 3,129 SqFt.
Come see the Best of Everything! Over 3000 sq ft, soaring ceilings, 2 staircases, gracious formal and casual living & dining, updated light-filled kitchen, butler’s pantry, first floor laundry, up to five sleeping spaces, tranquil primary ensuite, beautiful hardwood floors, period details thru-out. Two porches, mature plantings, 2 car garage and EV charging station complete this classic gem, just steps to schools, shopping & train. Enjoy the space of a multi-million dollar home for the price of a condo. Most convenient Worcester Street address. Great access to and from town on side roads and new traffic signals get you in and out of the driveway with ease. Best value in Wellesley!

642 Worcester St, Wellesley

$2,250,000
8 Beds 6 Baths ACTIVE Status 73503038 MLS 5,559 SqFt.
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 compelling as a grand single-family home or as an investment with its current 2-family configuration. Rich in history, the property was long associated with Helen Temple Cooke, pioneering educator and head of the Dana Hall School from 1899-1955. Currently owned for a second time by Dana Hall, the home blends historic character with an unrivaled in-town location - just a block to the train, shops, restaurants, and the beloved Brook Path. A unique opportunity to create a signature residence or phenomenal addition to your investment portfolio in one of Wellesley’s most coveted neighborhoods!

9-11 Hampden Street, Wellesley

$1,595,000
6 Beds 4 Baths UNDER AGREEMENT Status 73502238 MLS 3,447 SqFt.
Wonderful opportunity in the heart of the Poet's neighborhood, this expansive Tudor Colonial blends timeless charm with modern comforts. Thoughtfully updated throughout, this home boasts soaring ceilings, spacious rooms and a flexible floor plan. Gracious formal living room with stone fireplace flows through to well appointed dining room. Light and bright eat in kitchen with stainless steel appliances opens to the large level lot perfect for indoor/outdoor entertaining. Family room and wonderful sunroom / play space offer many options for today's living. Upstairs there are four corner bedrooms and renovated full bath. The third floor allows for either two additional family bedrooms or private work from home space. The separate entrance makes it a fantastic space for an in law or au pair suite. Finished lower level with home gym, full bath and ample storage. Prime location near shops, restaurants and easy commuting to Mass Pike and the T. Just Minutes from Warren playground.

225 Walnut St, Wellesley

$1,699,000
5 Beds 4 Baths ACTIVE Status 73500976 MLS 2,267 SqFt.
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 living and casual gatherings. Generously sized bedrooms and a clean, well-lit basement round out the interior. A sparkling pool anchors warm-weather entertaining, while the expansive deck overlooking the large, flat, fenced-in yard provides generous space for grilling, dining, lounging, and hosting. Mature landscaping enhances privacy and curb appeal, and the location offers close proximity to top-rated schools, shops, commuter routes, and recreation. 29 Cottage Street delivers the complete package—flexible living, beautiful indoor-outdoor spaces, and a layout that supports every stage of life.

29 Cottage St, Wellesley

$3,500,000
5 Beds 6 Baths ACTIVE Status 73499362 MLS 5,800 SqFt.
Beautiful New Construction in desirable Wellesley Hills near Warren Park. The inviting front porch & enhanced driveway w/cobblestones 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

$5,695,000
5 Beds 7 Baths ACTIVE Status 73499334 MLS 9,400 SqFt.
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

$1,595,000
3 Beds 3 Baths ACTIVE Status 73499017 MLS 3,012 SqFt.
Wake up to sparkling water views from every room. Sip morning coffee and enjoy the wildlife from your deck. River views can be enjoyed from nearly every room and are especially striking from the expansive glass-enclosed sunroom where the landscape changes with the season. Recent upgrades include a new roof, HVAC, full interior and exterior painting, windows, doors, and more. The open, flexible layout is ideal for entertaining, creative living, and working from home. Set among lush perennial gardens, this unique home offers abundant privacy and a peaceful natural backdrop. A truly special home in an extraordinary natural setting. Ideally located with easy access to Wellesley Center and minutes from South Natick, Elm Bank Reservation, and the historic Bacon Free Library.

30 S River St, Wellesley

$4,150,000
5 Beds 4 Baths UNDER AGREEMENT Status 73498043 MLS 5,074 SqFt.
Set in one of Wellesley’s most elite and sought-after neighborhoods, this quintessential Colonial blends timeless architecture with impeccable modern updates. Thoughtfully and beautifully renovated by a highly regarded architect and premier builder, the home showcases exceptional craftsmanship and refined design throughout. The private backyard retreat is ideal for both relaxation and entertaining, featuring a stunning bluestone patio, elegant walkways, and extensive masonry that extends to a beautifully crafted paver driveway. Perfectly positioned across from coveted Rockridge Pond, residents enjoy year-round access to scenic trails, kayaking and canoeing in warmer months, and picturesque ice skating in winter. A rare opportunity to own a classic home in an exceptional setting where natural beauty and sophisticated living come together.

33 Hundreds Cir, Wellesley

$1,100,000
3 Beds 3 Baths ACTIVE Status 73497359 MLS 2,165 SqFt.
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

$2,149,000
4 Beds 4 Baths UNDER AGREEMENT Status 73494412 MLS 3,122 SqFt.
Step into a notable historic "Augustus Fuller" home-where timeless character meets modern living. This beautifully preserved and thoughtfully updated residence offers an exceptional opportunity to own a home rich in heritage while enjoying today's most sought after comforts.Historic charm is evident in every detail, with countless interior & exterior updates to ensure a lifestyle of ease & sophistication. The heart of the home features a newly renovated, sun-drenched kitchen that shines as a true centerpiece. Designed with both style & functionality in mind, it features bright finishes & ample cabinetry for an inviting atmosphere perfect for everyday living & entertaining alike. The second floor offers 4 beautiful bedrooms offering charming fireplaces, wood floors, 3 full bathrooms, a laundry area as well as spaces to be creative for your daily needs. The addition of a classic farmer's porch with fans & a copper roof graces the front of the home. WELCOME HOME!

122 Great Plain Ave, Wellesley

$1,945,000
4 Beds 4 Baths UNDER AGREEMENT Status 73491540 MLS 2,953 SqFt.
This charming 1937 Colonial is perfectly situated on a quiet cul-de-sac just moments from shops, restaurants, major highways, and the commuter rail, offering both convenience and neighborhood charm. With four finished levels of living space, this beautifully maintained home features nine spacious rooms, including four bedrooms, three full baths, and one half bath. The updated kitchen opens seamlessly to the living and dining areas, creating a bright and inviting layout ideal for everyday living and entertaining. A dedicated first-floor office provides the perfect space for working from home. The finished lower level offers additional flexible living space for a family room, gym, or playroom. Outside, enjoy a private fenced backyard with a patio, perfect for relaxing or hosting gatherings. Classic character blends effortlessly with modern updates in this warm and welcoming home, offering comfort, style, and a highly desirable location close to everything.

2 Woodlawn Oval, Wellesley

$4,950,000
7 Beds 8 Baths UNDER AGREEMENT Status 73488659 MLS 8,840 SqFt.
Spectacular Cliff Estates Colonial set on a majestic, private ¾ acre lot in one of Wellesley’s most coveted neighborhoods. Meticulously updated and expanded by renowned architect Patrick Ahern + KVC Builders, this exceptional residence blends timeless elegance, exquisite detailing and refined modern living. Designed for grand entertaining, the main level features a front-to-back living room w/a fireplace and French doors to a balcony overlooking beautifully landscaped grounds, a formal dining room, and a sunlit chef’s kitchen with dual islands, breakfast room and butler’s pantry. A gracious family room w/a fireplace and custom built-ins opens to a richly paneled study. The serene primary suite offers a fireplace, spa-like bath with soaking tub & private balcony. There are 6 additional bedrooms plus a finished walkout LL w/a media room, recreation spaces and an office. An extraordinary offering close to top schools, commuting routes, and Wellesley’s premier shops, dining and more!

65 Woodcliff Rd, Wellesley

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