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53 Elmwood Rd, Wellesley
$1,950,000
3 Beds ⋅ 2 Baths ⋅ 73565252 MLS
Bring your vision to life in one of the area’s most desirable neighborhoods. Situated on nearly an acre in the heart of the Bates neighborhood, this property offers exciting possibilities. Transform the current home or start fresh and create something entirely your own. Enjoy a wonderful setting close to Bates Elementary, Boulder Brook conservation land, walking and hiking trails, and nearby tennis courts. An exceptional chance to make your mark in a location that is hard to beat. Demo permit in hand. Buyer and buyer’s agent are responsible for conducting their own due diligence.

53 Elmwood Rd, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.
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.
29 Cottage Street, Wellesley
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 73562667 MLS
Opportunity knocks for home-owners and builders alike! Nestled in the heart of Wellesley’s coveted Historic District on prestigious Cottage Street, this picturesque 1870s New England Colonial offers a blend of timeless historic character with unmatched expansion opportunity in a highly sought-after location. The main home offers 4 beds, 3 baths, and an incredible canvas for a buyer ready to bring their personal touch, or execute a complete vision without paying for someone else’s cosmetic choices.Step outside to discover a secluded backyard retreat built for relaxation and entertaining. A fabulous deck overlooks the private, fenced-in yard, and a dedicated pool house completes the oasis with the 4th bath, providing ultimate convenience for guests and poolside gatherings.What truly sets this residence apart is the substantial planning already secured for the next owner: the property comes with an approved 2025 Historic District Commission (HDC) Certificate of Appropriateness for a stunning custom expansion designed by renowned Royer Architects, allowing you to bypass the lengthy municipal review process and move straight toward building equity.The location delivers ultra-easy lifestyle access to the best of Wellesley: you are just steps from the scenic Brook Path for morning walks and a pleasant stroll from Wellesley’s vibrant town center with boutique shopping, top-tier dining, and the commuter rail station. Situated in the highly sought-after, state-of-the-art HUNNEWELL Elementary School district.Whether you choose to move in, refresh the interiors, or build out the approved expansion, this home represents a rare chance in an unbeatable neighborhood.

29 Cottage Street, Wellesley

Listing courtesy of Listing Agent: Paula Carens from Listing Office: Paula Carens.
43 Atwood St, Wellesley
$1,525,000
3 Beds ⋅ 2 Baths ⋅ 73556625 MLS
Charming English Cottage ideally situated to support easy walking access to Wellesley amenities: shopping, Commuter Rail, library, schools, sports fields, and the idyllic Brook Path. Meticulously maintained, this treasured home's entrance invites you into a fireplace-focused living room, a bright new kitchen, and a spacious family room which can provide a flexible floor plan to support aging in place. A full bathroom and laundry are on the first level, and three bedrooms and a shared full bath are on the 2nd floor. Home includes a full basement for play, work, exercise and storage. Its recently-finished space features bright windows, tall ceilings, and interior and exterior access. Parking for three vehicles. A yard with lovely mature plantings and a patio complete the offering. Enjoy the convenience and lifestyle of this sought-after neighborhood of Wellesley!

43 Atwood St, Wellesley

Listing courtesy of Listing Agent: Brian McMahon from Listing Office: Rutledge Properties.
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.
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.
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.
22 Cedar St, Wellesley
$1,195,000
3 Beds ⋅ 3 Baths ⋅ 73545904 MLS
Classic charm meets modern luxury in this beautifully updated 3-bedroom, 3-bathroom 1920's Colonial. The main level welcomes you with high ceilings, an open concept layout and an abundance of natural light throughout. Flexible space for living and dining as well as generous family room. Gorgeous modern eat in kitchen with stainless steel appliances and gas cooking. Step outside to your private oasis featuring a gorgeous back deck and a meticulously landscaped terraced yard, perfect for outdoor entertaining and sunset views. Situated in a prime, highly sought-after Wellesley neighborhood, this home offers an unbeatable commuting location with easy access to all major routes and is just moments away from Schofield Elementary School.

22 Cedar St, Wellesley

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.
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.
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.
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.
30R Morses Pond Road, Wellesley
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 73537936 MLS
Lovely Cottage on Morses Pond with stunning waterfront views, it's as if you are on a vacation everyday. Extensively renovated & thoughtfully reimagined to showcase the natural beauty of its surroundings with an easy open concept design. The 1st floor's spacious living room has a fireplace & built-ins that flow seamlessly to a timeless white shaker cabinetry kitchen w/SS appliances, marble & center island w/ seating. The adjacent dining room with a large bay window & window seat, is a wonderful spot for your morning coffee or sunset dinners. The 2nd floor has 3 well proportioned bedrooms all with terrific closet space, a full bath & laundry. Bonus rooms in the walk out lower level, offer flexibility for a home office, playroom or workroom. Outdoor fun all year round in a vibrant neighborhood, enjoy kayaking, canoeing to ice skating from your backyard. Relax at the end of the day on the wrap around deck watching the swans drift by on the pond. Surround yourself with nature and take in the tranquility of this special home.

30R Morses Pond Road, Wellesley

Listing courtesy of Listing Agent: Patricia Bradley from Listing Office: Rutledge Properties.
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.
40 Kimlo Rd, 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.
77 Cedar Street, Wellesley
$2,045,000
5 Beds ⋅ 4 Baths ⋅ 73526173 MLS
Young & beautifully crafted, this exceptional home offers the perfect blend of modern luxury & everyday convenience. Designed for effortless living and entertaining, the sun-filled open floor plan is anchored by a stunning chef’s kitchen featuring high end appliances, walk in pantry & expansive countertops with generous gathering spaces that flow seamlessly into the inviting family room, LR & dining areas. Soaring ceilings and thoughtful design details create a sophisticated yet comfortable atmosphere throughout. Spacious primary suite includes 3 walk-in closets and a spa like bath. 4 additional bedrooms offer flexibility for multi use such as home office space. Fabulous lower features a home gym, playroom and full bathroom. Gorgeous level fenced in yard with beautiful plantings frame the property. Ideally located close to restaurants, schools, commuter routes, and everything the community has to offer, this home delivers both style and practicality in one exceptional package.

77 Cedar Street, Wellesley

Listing courtesy of Listing Agent: The Lara & Chelsea Collaborative 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.
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.
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.
6 Willow Street, Wellesley
$999,900
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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