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$1,275,000
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.
$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.
$1,399,000
3 Beds ⋅ 2 Baths ⋅ 73545066 MLS
**** Attention Builders, Developers and End Users**** The project that you have been waiting for! Brimming with charm and potential, this classic colonial is nestled into a highly sought after Wellesley neighborhood. Charm abounds at this 3 Bedroom, 2 Bath home. Incredible upside/ investment potential. Renovate or build new. The home features a formal living room with fireplace, dining room, three season porch and kitchen. Hardwood floors and period details. One car garage and lovely private yard with mature plantings. Very close proximity to The Bates School, Kelly Memorial Park and fields, Boulder Brook Reservation, Fells Market and all that Wellesley has to offer.

10 Wilde Rd, Wellesley

Listing courtesy of Listing Agent: Moira Lown from Listing Office: Coldwell Banker Realty - Wellesley.
$1,490,000
4 Beds ⋅ 3 Baths ⋅ 73542088 MLS
Meticulously updated and turnkey move in!32 Bobolink Rd combines classic charm with modern conveniences. Recent improvements including a new roof, updated HVAC systems & interior upgrades,unbeatable location close to all the Wellesley top schools, parks, shopping, and commuter routes.Bright and spacious raise ranch house which located on a quiet street. Gleaming hardwood floors , open concept updated kitchen with maple cabinets and granite countertops. The spacious living and dining areas flow effortlessly into a welcoming family room with sliding doors leading to a private patio—perfect for entertaining or relaxing outdoors. Master bedroom comes with a bonus room, two more bedrooms on the 1st level with lots of storage space. Lower level is a finished basement, comes with one more bedroom, full bath, laundry, mudroom and access to the attached two car garages. Fenced in yard, minutes from Schofield Elementery School. Don't miss your chance to make 32 Bobolink Rd your new home!

32 Bobolink Rd, Wellesley

Listing courtesy of Listing Agent: Key Kuen Ho from Listing Office: Blue Ocean Realty, LLC.
$3,299,000
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.
$10,995,000
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.
$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.
$5,800,000
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.
$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.
$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.
$2,280,000
5 Beds ⋅ 5 Baths ⋅ 73526041 MLS
MAJOR $100,000 PRICE IMPROVEMENT—SELLER MOTIVATED! Stunning new-construction-quality renovation offering exceptional value in Wellesley. This completely gut-renovated 5BR/4.5BA home features a sun-filled open floor plan, designer finishes, and a chef's kitchen with premium appliances. Enjoy a bright sunroom, spacious living and entertaining areas, and a fully finished lower level perfect for a family room, gym, or guest suite. A professionally installed perimeter French drain system provides added peace of mind with a dry basement. Relax or entertain on the expansive deck overlooking the fully fenced backyard. Conveniently located near shopping, dining, parks, and the Mass Pike. Move-in ready with luxury finishes, modern systems, and incredible value. With a dramatic $100,000 price reduction, this is one of the best opportunities in today's Wellesley market. Schedule your showing today—this exceptional home is priced to sell and won't last!

37 Oakland St, Wellesley

Listing courtesy of Listing Agent: John Saleh from Listing Office: Centre Realty Group.
$3,195,000
5 Beds ⋅ 5 Baths ⋅ 73518756 MLS
Crafted in 2022 by one of Wellesley's most coveted builders, this stunning 5-bedroom Colonial sits in one of Wellesley's most sought-after pockets, east of Weston and north of Route 9, quiet and tucked away yet minutes to highway access, close to top schools, playgrounds, and nature walks. Thoughtfully designed living space boasts exquisite finishings throughout. The chef's kitchen with gas cooking, pantry, and second sink flows into a fire-placed family room. A formal living room, first-floor study, and custom built-ins round out the main level. Upstairs, the primary suite stuns with a spa bath, steam shower, radiant heated floors, and a custom walk-in closet. Additional bedrooms feature generous storage and second-floor laundry adds convenience. The finished lower level offers a home gym, kitchenette, rec room, and private fifth bedroom with full bath. A stone patio and level yard invite al fresco living. Radiant-heated mudroom, two-car garage, and EV charging complete this home.

7 Massasoit Road, Wellesley

Listing courtesy of Listing Agent: Donna Scott Group from Listing Office: Coldwell Banker Realty - Wellesley.
$2,980,000
4 Beds ⋅ 5 Baths ⋅ 73513990 MLS
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

Listing courtesy of Listing Agent: Cook Real Estate Partners from Listing Office: Keller Williams Elite.
$1,125,000
4 Beds ⋅ 2 Baths ⋅ 73511385 MLS
Top condition 4 bed room, single family, 1.5 bath on the corner of a cul-de- sac. Great location with easy access to Routes 9, 16 & 30. Updated kitchen and baths. Insulated windows Finished basement with large laundry/storage room.

2 Marigold Ave, Wellesley

Listing courtesy of Listing Agent: William Gath from Listing Office: Realty Executives Boston West.
$5,497,000
5 Beds ⋅ 7 Baths ⋅ 73509134 MLS
Exceptional Luxury Living in Wellesley’s Generals Neighborhood. A rare opportunity for luxury buyers seeking exceptional craftsmanship, modern amenities, and a premier Wellesley location. Custom built in 2017, this 6,300+ SF Neoclassical Colonial in Wellesley’s coveted Generals neighborhood offers four elevator-served levels designed for sophisticated everyday living and effortless entertaining.Whole-house radiant heat, grain-matched white oak floors, bespoke millwork, and 9-foot ceilings—including the finished lower level—reflect a standard of construction rarely found. The chef’s kitchen features soapstone countertops, dual dishwashers, and a walk-in pantry, while five en-suite bedrooms provide exceptional privacy. The primary suite offers a spa-inspired bath and a serene retreat from the day.The lower level transforms into a destination of its own with a private executive office, home gym, wine storage, and Bowers & Wilkins Diamond cinema. Outdoors, enjoy a custom patio, fireplace, hot tub, and mature arborvitae creating a private setting for entertaining and relaxation. A two-car garage and dual EV chargers add everyday convenience.An exceptional choice for those relocating to Wellesley or moving up within town, with Morses Pond, Hardy Elementary, Linden Square, Wellesley Square, shopping, dining, and commuter rail all nearby.For buyers searching for a move-in-ready luxury home in Wellesley, 48 Marshall Road offers the rare combination of quality, location, privacy, and amenities that is difficult to replicate. Schedule your private tour today.

48 Marshall Rd, Wellesley

Listing courtesy of Listing Agent: Team Coyle from Listing Office: Compass.
$2,775,000
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.
$2,250,000
8 Beds ⋅ 6 Baths ⋅ 73503038 MLS
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

Listing courtesy of Listing Agent: Jill Boudreau from Listing Office: eXp Realty LLC - Corporate Office.
$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.
$5,695,000
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.
$1,575,000
3 Beds ⋅ 3 Baths ⋅ 73499017 MLS
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

Listing courtesy of Listing Agent: Amy Jacobson from Listing Office: William Raveis R.E. & Home Services.
$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.
$4,895,000
7 Beds ⋅ 7 Baths ⋅ 73376559 MLS
Much admired 7 bedroom, 7000+sf estate home on an acre of manicured lawns on famed Cliff Road. Built and re designed by two of New England’s most acclaimed architects, this home boasts the grandeur of stately proportions and sumptuous millwork with a newly renovated and superbly equipped chef’s Kitchen and butler’s pantry with adjacent family room. A banquet sized dining room and gracious living room both with fireplaces and french doors lead to the private grounds with stone walls, built in grill and multiple sitting areas. Handsome mahogany study with fireplace, ensuite bedroom with newly renovated bath plus a separate sun room complete the 1st floor. Up a curved staircase befitting the most prestigious of homes you will find 6 bedrooms and 4 full baths including the primary suite with, luxurious bath and laundry. Lower level with recreation room and state of the art wine cellar, 3 car heated garage, heated driveway and whole house generator. A once in a lifetime opportunity!

200 Cliff Rd, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.
$6,250,000
8 Beds ⋅ 9 Baths ⋅ 73329026 MLS
Presenting a spectacular multi-acre estate set behind a private entry in Wellesley. This stately Georgian Colonial is the centerpiece of the compound on a scenic road and is surrounded by a parklike setting that couples luxury with sophistication. The stately exterior is captivating with stunning architectural detail. Inside the grand home boasts a two story foyer with a sweeping bridal staircase, soaring ceilings and elegant wood detail. There is a beautiful white kitchen with skylights and adjacent is a sun filled family room. All the formal living areas are spectacular, lending themselves naturally for large scale entertaining. A private apartment offers flexibility along with the ample bedroom and bathroom count on the second level. The pool, cabana with a bathroom and kitchen and tennis court are all accents to the rolling gardens. Included in this offering are two one-acre buildable lots that can be separated or kept as part of the property.

200 Pond Road, Wellesley

Listing courtesy of Listing Agent: Meghan Sutherland from Listing Office: MGS Group Real Estate LTD - Wellesley.

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