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$2,500,000
5 Beds 5 Baths 73471865 MLS
Offer Accepted. Open House Cancelled. Elevated hilltop Colonial with a façade inspired by the Sprague Clock Tower, offering panoramic views and sunset vistas. Located on a cul-de-sac in Wellesley Hills, this residence features dramatic interior volume with multiple rooms showcasing high ceilings and abundant natural light. The main level includes a gracious foyer, expansive formal living room, and family room with access to a pergola deck. A spacious dining room and kitchen with breakfast nook capture scenic views. Open sightlines allow viewing of the Boston Marathon from the property during the annual race. The second level offers a primary suite with en-suite bath plus three additional bedrooms. Finished walk-out lower level includes an en-suite bedroom, living area, and direct access to two patios. Attached three-car garage. Approx. 0.6 miles to Wellesley Hills Commuter Rail, with nearby access to restaurants and shops.

1 Clock Tower Drive, Wellesley

Listing courtesy of Listing Agent: Team Coyle from Listing Office: Compass.

$2,450,000
6 Beds 4 Baths 73480266 MLS
Set in everyone's favorite Dana Hall neighborhood, this classic 1920 Colonial blends timeless charm w/ the space and updates you'd hoped for. 6 bedrooms and 3.5 beautifully updated baths (most with heated flooring), this gracious home is designed for gatherings in mind offering plenty of entertaining spaces all while maintaining the warmth and character you'd expect from its era. A welcoming covered front porch sets the tone and leads to a fireplaced entry foyer, you'll fall in love right there! The kitchen features granite countertops, stainless steel appliances (including Sub-Zero & Viking) and connects to an entertainment space w/ wine fridge, additional fridge and freezer drawers and ice maker. The family room features a second fireplace and is large enough for the entire family, the dining room boasts a bay window with room for everyone at the table. Finished basement, oversized mudroom w/ heated floor, fenced yard, A/C, incredible outdoor space and 2-car garage - close to it all!

78 Denton Rd, Wellesley

Listing courtesy of Listing Agent: Betsy Kessler from Listing Office: Rutledge Properties.

$1,800,000
4 Beds 3 Baths 73482604 MLS
Nestled on a serene cul-de-sac, this stunning center-entrance colonial seamlessly blends style, function, and grace. The first floor boasts a spacious living room, elegant dining room, family room, and a convenient laundry/mudroom. The heart of the home is the beautifully renovated kitchen, offering views of the lush, private backyard. Upstairs, you’ll find four generously sized bedrooms, including a luxurious primary suite with a renovated bath and walk-in closet. The finished basement adds versatile space, while the oversized two-car garage provides ample storage. Ideally located near top-rated schools, Linden Square, the Wellesley train station, and with easy access to major routes, this home is the perfect mix of tranquility and convenience.

40 Pinewood Rd, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

$1,850,000
4 Beds 3 Baths 73481679 MLS
Situated in a coveted neighborhood served by award-winning schools, this stately 4-bedroom, 2.5-bath Colonial offers over 3,000 sq ft of elegant living space on a private, wooded lot. Grand ceiling heights on both levels enhance the sense of openness and light, while dual staircases add everyday convenience and flow. The thoughtfully designed layout connects spacious formal and casual living areas, including a charming three-season porch ideal for indoor-outdoor living. While move-in ready, the home offers an exciting opportunity to personalize and elevate its classic character. Set on an expansive lot that backs up to tranquil woods and just minutes from shopping, parks, major highways, and top-rated schools, this residence delivers the perfect balance of space, location, and potential. Discover the enduring appeal and exceptional possibilities of this gracious Colonial.

15 Great Plain Ave, Wellesley

Listing courtesy of Listing Agent: Melissa Mayer from Listing Office: Compass.

$1,250,000
3 Beds 1 Baths 73476399 MLS
This 3 bedroom has an incredibly deep 13,000 sq ft lot!!! Mature plantings throughout property. You can move into this home or it has the bones to create something very special. Welcoming front porch that leads into a spacious foyer. Living and dining room have an open concept with a sunroom that overlooks the large and oversized flat lot. Spacious kitchen with room for a table. Second floor with 3 bedrooms and full bath plus nook that is perfect for an office space. Unfinished lower level. Detached 2 car garage. This is the perfect location super close to commuter train, Wellesley High School, Cafe Nero and Petit Four Bakery. Also, easy access to the Brook Path with short walk to library, town hall, Wellesley Center plus town tennis courts and Whole Foods. A must see!

28 Rice Street, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

$1,400,000
3 Beds 4 Baths 73482857 MLS ['Pleasant Ridge Condomimiums'] BLDG.
Sophisticated and stylishly renovated townhouse that lives like a single-family home. Move right in and immediately start enjoying this sun-filled property featuring a new kitchen with stainless steel appliances, 2½ renovated bathrooms, and new flooring throughout (white oak hardwood, tile & carpeting). Exceptional private outdoor space includes patio, deck, and yard area with scenic views. The inviting living room w/gas fireplace flows seamlessly to the dining area & kitchen with eating bar - perfect for everyday living & entertaining. Offering a total of 3 bedrooms & 3½ baths (including spacious third-floor retreat w/full bath), a bonus second-floor office or nursery, & finished lower-level family room. Additional highlights include 1-car garage plus 2nd outdoor parking space, new roof, skylights, sliding glass door, 9 windows & washer/dryer. Recent HVAC & water heater. Ideally located @ 1/2 mile to commuter rail to Boston, Linden Square shops & restaurants, & downtown Welllesley.

34 Pleasant Street Unit 5, Wellesley

Listing courtesy of Listing Agent: Jane Collinson from Listing Office: Gibson Sotheby's International Realty.

$2,525,000
4 Beds 3 Baths 73482723 MLS
Beautifully updated Colonial on a half-acre lot in Wellesley Hills, close to Bates Elementary. Refreshed kitchen (incl Subzero & Wolf) w/dining area flows seamlessly to a sun-filled FR lined with built-in bookcases & a charming window seat. A front-to-back LR with fireplace provides generous gathering space, while the DR showcases elegant wainscoting & a custom built-in cabinet. Upstairs, the primary suite offers an updated bath, custom walk-in closet plus 2 additional closets. 3 well-proportioned BRs with custom closets & fully renovated bathroom completes the 2nd fl. Finished LL includes playroom, office space, & storage. Enjoy the 3-season porch with ideal sun exposure & a lrg deck overlooking a beautiful & private backyard. A 2-car garage with extra storage for bikes & gear, plus a storage shed, adds everyday convenience. This classic home offers a blend of charm & modern comfort. Located in an incredible neighborhood with easy access to Boston. Move-in ready. A must see.

71 Westgate Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

$2,300,000
5 Beds 4 Baths 73482350 MLS
Welcome home to this wonderful Colonial. The fireplaced living room has beautiful cabinets and the adjacent sunny office space makes working from home a pleasure. The dining room with a custom built-in, is ready for holidays and celebrations, while the newly updated kitchen truly serves as the heart of the home. Featuring ample cabinetry, Cambria quartz countertops, stainless steel appliances, and generous prep space, it opens directly to a stunning family room with a beautifully designed wet bar. The oversized mudroom is a dream for busy households, complete with heated floors, built-ins, and plenty of closet space to keep you organized. Upstairs, the second floor offers three spacious bedrooms, while the third floor provides two additional bedrooms.There is a show stopping closet in the primary. The finished lower level adds even more flexibility with a gym and playroom. Outside, the large yard offers plenty of grassy space to play and pergula atop a bluestone patio. Wow!

81 Audubon Road, Wellesley

Listing courtesy of Listing Agent: Teri Adler from Listing Office: MGS Group Real Estate LTD - Wellesley.

$1,475,250
1 Beds 2 Baths 73435640 MLS ['Terrazza'] BLDG.
Exceptionally located just a 5-min stroll from both Linden & Wellesley Squares, & steps from the Wellesley Square Commuter Rail station, this home with a courtyard view also includes garage parking for 2 cars, soaring 9’ ceilings & floor-to-ceiling windows, powder room, white oak floors that deliver a warm and timeless sophistication. The gourmet kitchen features Sub-Zero refrigeration & Wolf appliances, generous island, white custom cabinetry, & honed VT Black granite countertops. The primary suite includes walk-in shower, radiant-heated bathroom tiled floors, two expansive California Closets. Step outside to your own private patio to enjoy fresh air and quiet retreat. Premium amenities: concierge service, a beautifully appointed landscaped courtyard w/gas fireplace & grilling stations, fitness ctr w/flex studio, a golf/sports simulator, club room w/catering kitchen, private conference room, pet spa, bike storage, and EV charging. Home available furnished for $1,575,000.

100 Linden Street Unit 111, Wellesley

Listing courtesy of Listing Agent: Mary McAvoy Canova from Listing Office: JD Advisors, Inc.

$1,665,000
4 Beds 2 Baths 73474438 MLS
Stylish and inviting this beautifully updated home is filled with abundant natural light and offers a flexible floor plan and exceptional space. Generous living room and formal dining room flow into expansive eat in kitchen opening to family room with exposed beams, impressive ceiling height and wood burning fireplace. Walls of windows overlook large level landscaped lot with doors opening to beautiful stone patio making this home perfect for indoor /outdoor entertaining. Lovely primary suite includes luxurious bath with radiant heat, three additional family bedrooms and a newly renovated hall bath. Private home office on the second floor, lower level includes spacious playroom, exercise space, cedar closet and an ample amount of storage. Attention to detail and many recent upgrades including 200 amp service, HVAC replacement, new water heater, exterior paint and an EV charger. Move in ready and close to town, train and schools.

25 Mansfield Rd., Wellesley

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.

$1,865,000
5 Beds 4 Baths 73450756 MLS
Beautifully renovated home on one of Wellesley’s most prestigious streets. This beautiful carriage house residence offers ten rooms, including five bedrooms and three and a half bathrooms. The sought after first-floor primary bedroom provides convenience and comfort. An amazing kitchen any chef would envy, all stainless steel appliances and generous counter space. Three full baths and one half bath beautifully redone showcase the quality finishes throughout. The walk out lower level is a highlight, featuring a secondary kitchen, a bedroom and full bath, and ample flexible living space ideal for guests or recreation. Move-in ready and thoughtfully updated, this home combines character with modern living in an exceptional location.

7 Cliff Rd, Wellesley

Listing courtesy of Listing Agent: Liza Adib from Listing Office: Berkshire Hathaway HomeServices Town and Country Real Estate.

$5,425,000
5 Beds 7 Baths 73450213 MLS
Beautiful home with 1/2 court basketball in the lower level!! Over 9200 sq ft of living space on 4 floors w/ one acre of land. Enter into a stunning 3 story foyer w/ white oak herringbone floors and over 10 foot ceilings. Incredible kitchen with oversized island opens into great room (1200 sq ft) with fireplace and filled with windows! Oversized mudroom & walk-in food pantry. Private library/office with gas fireplace and built-ins complete the first floor. An incredible master suite with fabulous walk-in closet and spa-like marble bath. All bedrooms en-suite w/ walk-in closets. 3rd floor with 5th bedroom. Lower level in addition to basketball court has theatre/media room with wet bar plus a gym or extra space for guests/au pair. Featuring the finest custom craftsmanship throughout, professionally engineered mechanical systems, smart house & professionally designed ultra high end finishes. Extra large entertaining patio & fire pit. Close to Wellesley Center & town trails!

192 Pond Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

$4,100,000
6 Beds 7 Baths 73442372 MLS
A rare blend of timeless elegance and modern luxury in prime Wellesley Hills. This sun-drenched estate on ½ acre offers soaring ceilings, a stunning open floor plan, and high-end finishes throughout. The gourmet kitchen, luxurious owner’s suite with private roof deck, and versatile lower level with gym and guest suite create the perfect balance of comfort and style. The beautifully landscaped yard is pool-ready and ideal for entertaining. Oversized 3-car garage, smart home tech, and access to top-rated schools complete this exceptional offering.This exquisite estate on approximately 1/2 an acre seamlessly blends timeless elegance with modern luxury. Sunlight pours through expansive windows, illuminating artisan finishes and soaring ceilings. The open floor plan features a gourmet chef's kitchen with top-tier appliances, ideal for both intimate gatherings and grand entertaining. The luxurious Owners suite boasts a fireplace, dressing room, spa-like bath with radiant floors, and a priv

18 Sprague Rd, Wellesley

Listing courtesy of Listing Agent: Catherine Bassick from Listing Office: Douglas Elliman Real Estate - Park Plaza.

$15,000
3 Beds 3 Baths 73467109 MLS
The Bristol Wellesley invites connoisseurs of the good life to experience luxurious modern condominium living and a carefree lifestyle close to everything Wellesley has to offer. At the Bristol, expert craftsmanship, thoughtful design, and a sophisticated elegant interior combine to create refined spaces in the community you know and love. This 2310 sq.ft, 3 bedroom unit has high end finishes, top of the line appliances, private outdoor living space and generous storage. Featuring beautiful wide plank white oak floors, open concept floor plans and nine foot ceilings, every detail has been carefully considered. Combining stylish luxury with modern amenities, The Bristol Wellesley provides an unparalleled opportunity to live in Wellesley's newest luxury condominium.

148 Weston Road Unit 207, Wellesley

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

$5,750
4 Beds 4 Baths 73482599 MLS
RENTAL: Welcome home to 2 Elm Street in Wellesley! This spacious & updated 4 bedroom, 3.5 bath unit features 3 levels of living space with high ceilings & oversized rooms flowing with natural light. The main level boasts a large chef’s kitchen complete with a Thermador Range, Sub-Zero Refrigerator, custom cabinetry, granite countertops & eat-in dining area. The formal dining room contains gleaming hardwoods which extend into the warm & inviting family room and office. The 2nd floor features a large master bedroom with a private bath, another bedroom & full bathroom. The 3rd level contains 2 additional bedrooms and a full bath. A private basement w/ washer/dryer hookups are available with ample room for additional storage. There is a lush & private fenced-in yard for exclusive use of this unit. All of this within a great neighborhood and convenient location close to major routes, commuter rail, restaurants, shops & all that Wellesley Hills has to offer!

2 Elm St Unit 1, Wellesley

Listing courtesy of Listing Agent: Debbie Adamidis from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

$1,405,000
5 Beds 3 Baths 73480052 MLS
OFFER ACCEPTED - OPEN HOUSES CANCELLED. Do not miss this gorgeous antique-style home in a fabulous location in the desirable Dana Hall neighborhood, walking distance to Wellesley town center and the Brook Path. This charming historical home features up to 5-bedrooms and 3-full bathrooms across three levels of living. The main level offers an eat-in kitchen, dining room, full bathroom and gorgeous living room with fireplace, built-ins and french doors leading to a lovely 3-season porch. On the second level, you will find 3 bedrooms (one with an attached sleeping porch) and another full bathroom. The third level has two additional bedrooms and a full bath, making this level ideally suited for guests, a home office, or even a primary suite. The exterior of the home boasts beautiful gardens on all sides. Private driveway and views of Wellesley College golf course. Perfect location for commuters who want easy access to the commuter rail and major local routes.

3 Midland Rd, Wellesley

Listing courtesy of Listing Agent: Rachel Lieberman from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$2,600,000
4 Beds 5 Baths 73332175 MLS
Beautiful New Construction center entrance colonial constructed as a quintessential Wellesley home, with timeless appeal and perfect proportions. A stone's throw from Wellesley Country Club, this 4 bedroom home features a private fenced in landscaped yard while boasting a dead end street that is perfect for anyone looking to enjoy a private Wellesley location. The thoughtfully designed floor plan leads with an open kitchen/dining/living area ideal for dining and entertaining. Large island and premium appliances. First floor study and mudroom with built-ins. Primary suite with walk-in closet and spa-like bath with double sinks and soaking tub. The lower level includes additional entertainment space, kitchenette and half bathroom. The 3rd floor bonus space provides even more flexibility. Thoughtful details and finishes throughout seamlessly blend timeless design with modern convenience. Walk to Fiske Elementary or the Town Forest. This elegant home is under construction...see you onsite!

10 Fife Road, Wellesley

Listing courtesy of Listing Agent: Alexander Benson from Listing Office: Keller Williams Realty Boston South West.

$1,865,000
4 Beds 5 Baths 73480081 MLS
Welcome to 1 Sunnyside Ave, a beautifully built newer construction home tucked on a quiet cul-de-sac in Wellesley’s desirable Hardy School district. Set on a private 0.45-acre lot, this light-filled residence blends timeless design with modern functionality. The open floor plan features a spacious living area that flows seamlessly into a chef’s kitchen with quartz countertops, oversized island, and premium appliances—ideal for both daily living and entertaining. Upstairs, the primary suite offers dual closets and a spa-inspired bath, complemented by three additional bedrooms and convenient second-floor laundry. A finished lower level provides flexible space for a gym, media room, or guest suite. With a two-car garage, patio, and close proximity to town and commuting routes, this home delivers the best of Wellesley living.

1 Sunnyside Ave, Wellesley

Listing courtesy of Listing Agent: Steve & Nicole Connolly Group from Listing Office: Coldwell Banker Realty - Wellesley.

$3,700
2 Beds 3 Baths 73487343 MLS
Sun-drenched 2 floor unit in the prime Wellesley location! Welcome to this beautifully appointed unit at 3 Burke Lane, offering a seamless open-concept layout that perfectly blends comfort and style. The spacious living, dining, and kitchen areas are bathed in natural light, creating an inviting space ideal for both everyday living and entertaining. The chef’s kitchen features pristine quartz countertops, high-end stainless steel appliances, and ample cabinetry for all your culinary needs. Each of the two generously sized bedrooms includes ensuite bathrooms and custom walk-in closets with built-in shelving, providing exceptional storage and organization. Additional highlights include in-unit laundry, one assigned parking space plus guest parking, and professionally maintained landscaping and snow removal. Conveniently located near Wellesley’s Fiske Elementary School, local parks, and playgrounds, with easy access to Routes 9, 128, and the Mass Pike. Reach out for a showing now!

3 Burke Lane Unit 202, Wellesley

Listing courtesy of Listing Agent: Kristel Stavri from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$4,800
4 Beds 3 Baths 73487439 MLS
Welcome to this beautiful sun filled classic colonial home located in the highly sought-after Bates School district of Wellesley. The first floor features an updated kitchen with granite countertops and high-end appliances, a bright living room with a fireplace, a versatile office ideal for working from home, and a formal dining room with a built-in cabinet. Beautiful hardwood floors run throughout the home. Upstairs, you’ll find three spacious bedrooms, including a primary bedroom with private bathroom. A bonus sunroom that overlooks the backyard. Outside, enjoy a fenced yard with a patio space perfect for outdoor entertaining and relaxing. Additional highlights include a two car garage with extra driveway parking. Conveniently located close to shopping, restaurants, parks, and major commuting routes. No pets, No smoking. Good credit and references required. Available now!

46 Cleveland Rd, Wellesley

Listing courtesy of Listing Agent: Stella Situ from Listing Office: Harmony Hill Realty LLC.

$708,000
2 Beds 2 Baths 73459036 MLS ['Linden Garden'] BLDG.
Imagine the lifestyle!!!! Located in the heart of Wellesley Square, this inviting condo is completely remodeled with gleaming hardwood floors and has been freshly painted throughout ! Bright! Light ! The warm entertaining space is open to a dining room and steps to the kitchen. Corner unit offers so many windows with new designer shades. Brand new heating system! The lower level is perfect for in home office or a playroom, gameroom, gym or just fun space! Laundry is conveniently located in the lower level. Two bedrooms and full bath are just a flight up! Prime Location!!! An opportunity to own a home close to Wellesley College, Sprague Elementary, down town shops and restaurants! Walk to the T station. Easy access to route 9, 128 and the Mass Pike. One deeded parking space with additional parking available in the Tailby Lot at Wellesley Square Station. Turnkey unit . . . don't miss this opportunity! Easy to show!

63 Linden Street Unit 1, Wellesley

Listing courtesy of Listing Agent: Nancy Virta from Listing Office: The Firm.

$2,900
3 Beds 2 Baths 73461787 MLS
RENT INCLUDES HEAT AND HOT WATER. Two levels of spacious living on 2nd and 3rd floor. Brand new kitchen with granite counters and stainless appliances and butler pantry between dining room with built in china cabinets, living room with large working fireplace, enclosed three season front porch. Hardwood floor throughout the unit. New bathrooms including shower, vanities, soaker tub and 1/2 bath in master suite. LOTS of closet space throughout this unit. Washer/dryer on site. Off street parking for two cars. Walk to commuter rail, Wellesley Square, shopping, restaurants, town hall and Morton Park. Must have excellent credit and good references. Showing by scheduled appointment only for qualified candidates.

7 Abbott Street Unit 2, Wellesley

Listing courtesy of Listing Agent: Linda Glennon from Listing Office: Conway - Hanover.

$1,740,000
4 Beds 4 Baths 73427867 MLS
Welcome to 2 Longfellow Road, this move-in ready gem is an exceptional opportunity to enjoy Wellesley living at its best. The newly renovated kitchen is the heart of the home, featuring white cabinetry, quartz countertops, and stainless steel appliances. With seamless flow into the dining room and direct access to the deck and private grounds, this space is perfect for entertaining family and friends. The 1st floor offers a light-filled living room with a cozy fireplace, a family room with custom built-ins, a full bath, and a convenient mudroom with storage. Upstairs, the generous primary suite impresses with a modern, updated full bath and luxurious shower. Three additional bedrooms and an updated full bath complete the 2nd level.The finished lower level provides flexible living options with a media/play room or home office, a half bath, and direct access to the 2-car garage. The rare combination of updates, layout, and prime location makes this a home not to be missed!

2 Longfellow Rd, Wellesley

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$1,490,550
2 Beds 2 Baths 73488975 MLS ['The Albion'] BLDG.
New Construction! Stunning 2-bedroom, 2-bath residence featuring soaring 9' ceilings and beautiful open views overlooking Sprague Field. The open-concept floor plan showcases a high-end chef’s kitchen with center island, premium finishes, and all the bells and whistles—perfect for everyday living and entertaining. The warm and inviting living room is highlighted by a cozy fireplace. The spacious primary suite offers a walk-in closet and a spa-like bath designed for relaxation. The 2nd bedroom has outdoor access to a private balcony. In-unit laundry. Exercise room in the building. Close to Linden Square with all the shops and restaurants. Easy highway access.

16 Stearns Rd Unit 104, Wellesley

Listing courtesy of Listing Agent: Bartlett Albion Group from Listing Office: Hammond Residential Real Estate.

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