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11 Shadow Ln, Wellesley
$2,367,500
4 Beds ⋅ 5 Baths ⋅ 73552192 MLS
Nestled on a quiet cul-de-sac near Morses Pond and Wellesley's renowned trail network, this modern Colonial offers 3,750 sq ft across three finished levels. A gracious foyer opens to formal living and dining rooms, while the sun-filled family room with fireplace flows seamlessly into the renovated chef's kitchen featuring Viking and Miele appliances, quartz countertops, center island, breakfast nook, and access to the deck overlooking the private fenced backyard. Upstairs, the spacious primary suite offers a luxurious bath and oversized walk-in closet, accompanied by three additional bedrooms, including one en suite, a full bath, and second-floor laundry. The finished lower level features an expansive recreation room, media room, bar area, exercise space, powder room, and abundant storage. Convenient to Wellesley Center, top-rated schools, shopping, commuter routes, and outdoor recreation.

11 Shadow Ln, Wellesley

Listing courtesy of Listing Agent: Marjorie Gold from Listing Office: Hammond Residential Real Estate.

7 Bemis Rd, Wellesley
$2,350,000
5 Beds ⋅ 6 Baths ⋅ 73488948 MLS
Built in 2018 and set on a sun-filled, level lot tucked quietly off the street, this contemporary home offers exceptional privacy with unbeatable convenience, just minutes to Wellesley Hills Station, cafes, Brook Path, and top schools. The thoughtfully designed open layout features a bright kitchen/family room with coffered ceilings, gas fireplace, and top-tier appliances. 5 bedrooms and 4.5 marble-appointed baths offer flexible living for every need. The 2nd floor features a luxurious primary suite with a spa-like primary bath, along with three additional bedrooms ideal for family living. A private 3rd floor suite with full bath provides a perfect retreat for guests or extended family. The walk-out lower level offers 9-foot ceilings, a full bath, and flexible living space. Landscaped grounds include a flat play yard, mature evergreens for privacy, bluestone patios, and elegant stonework. The two-car garage includes an EV charger. A perfect blend of modern luxury and in-town living.

7 Bemis Rd, Wellesley

Listing courtesy of Listing Agent: Dream Team from Listing Office: Dreamega International Realty LLC.

28 Emerson Rd, Wellesley
$2,325,000
3 Beds ⋅ 3 Baths ⋅ 73512437 MLS
Warm and inviting, this brick Tudor with a classic slate roof is ideally situated in Wellesley’s sought-after Poet’s Corner. Thoughtful updates blend effortlessly with the home’s timeless character and architectural detail. A granite and stainless steel kitchen with center island flows beautifully into a newly added family room w/ fireplace and soaring ceiling, creating the perfect hub for everyday living and entertaining, with easy access to the expansive deck and level backyard. The living room with fireplace offers generous space to gather, complemented by a flexible sunroom ideal for a home office or quiet retreat. The second floor features a primary suite with fireplace, walk-in closet, and en suite bath, along with two additional bedrooms and a full bath. C/A, 2-car garage. Enjoy a convenient location just minutes from the Wellesley Rec Center, Warren Park, Lower Falls shops and restaurants, commuter rail, and major routes.

28 Emerson Rd, Wellesley

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

53 Audubon Rd, Wellesley
$2,325,000
4 Beds ⋅ 4 Baths ⋅ 73509644 MLS
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

Listing courtesy of Listing Agent: The Madden David Real Estate Group from Listing Office: Coldwell Banker Realty - Wellesley.

99 Parker Road, Wellesley
$2,315,000
4 Beds ⋅ 3 Baths ⋅ 73536634 MLS
Nestled on a tranquil tree-lined street, this sun-filled expanded & spacious Cape will impress you at every turn! The front porch surrounded by lush landscaping is the perfect spot for morning coffee or lazy afternoons. When you step inside you will be amazed by the amount of living space. The open concept family room includes a wall of windows highlighting the scenic view, a magnificent stone fireplace & leads to the newly renovated stylish kitchen; creating an airy atmosphere for family gatherings. Relax, read & work from home in the beautiful library with soaring ceiling & custom built-ins. Rare first floor bedroom is ideal for guests/ au-pair. The second floor has the primary bedroom w/ a dressing room, full bathroom w/ double vanity & two additional bedrooms & full bath/ laundry. Fantastic lower level is a surprise with a playroom, game room & bonus room- wow! Outdoor setting is a nature lovers dream with lovely views & patio for entertaining. Beloved neighborhood near Perin Park.

99 Parker Road, Wellesley

Listing courtesy of Listing Agent: The Lara & Chelsea Collaborative from Listing Office: Coldwell Banker Realty - Wellesley.

25 Hillside Rd, Wellesley
$2,280,000
5 Beds ⋅ 6 Baths ⋅ 73553688 MLS
Nestled in the prestigious Wellesley Farms neighborhood, this enchanting brick estate is set on over 35,000 square feet of beautiful grounds, offering exceptional privacy and timeless elegance. A grand foyer welcomes you into a thoughtfully designed home featuring five spacious bedrooms and four full bathrooms. Rich architectural details, grand living spaces, and refined finishes create an atmosphere of warmth and sophistication. Generous formal and casual living areas accommodate every lifestyle. Spanning four impressive levels of living space, the home offers remarkable flexibility with ample room for work, recreation, guests, or a private retreat. Expansive windows frame picturesque views of the lush property, seamlessly blending indoor comfort with outdoor beauty. Located in one of Wellesley’s most desirable neighborhoods, this exceptional estate presents a rare opportunity to enjoy gracious living, classic charm, and an extraordinary setting just minutes from town, commuter rail, and top-rated schools.

25 Hillside Rd, Wellesley

Listing courtesy of Listing Agent: The Lara & Chelsea Collaborative from Listing Office: Coldwell Banker Realty - Wellesley.

21 Cunningham Road, Wellesley
$2,280,000
4 Beds ⋅ 3 Baths ⋅ 73493643 MLS
Charm blends effortlessly with modern style at this classic gem. Rich wood trim, light floors, and thoughtful custom details define the quality here. The dramatic family room—with its soaring ceilings, elegant built-ins, and expansive windows—serve as an impressive gathering place. There is also a stunning dining/breakfast room that offers flexible space. Stone counters and stainless appliances lend to the beauty of the eat-in kitchen. The formal living room is anchored by a fireplace and the at-home-office is the perfect spot to work from home. Upstairs, the primary suite is a true retreat: a private sitting room, walk-in closet, and a spa-inspired bath. Three additional bedrooms and a well-appointed bath accommodate family or guests with ease. A magazine worthy playroom in the lower level. Outdoor entertaining is easy with the expansive blue stone patio and sitting area. The property is set on a cul-de-sac with walking trails. Fabulous commuting location and near shops and the train.

21 Cunningham Road, Wellesley

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

319 Oakland St, Wellesley
$2,270,000
5 Beds ⋅ 5 Baths ⋅ 73541195 MLS
They don't build them like this anymore! Wraparound porch, two staircases, tons of custom millwork, and period details woven into every room. Originally built in 1900, this home was expertly renovated and seriously expanded in 2002. The new kitchen is a showstopper with a beautiful eat-in area flowing into a step-down family room. Then you find the yard. Big, open, and private in a way that feels like a secret this close to town. Formal dining room, sitting room, crafted woodwork throughout, office around the corner. Upstairs the primary suite delivers. Soaring ceilings, bespoke detailing, a bath that holds its own. Four more bright bedrooms, marble counters in every bathroom, laundry up here too. Third floor is a fantastic bonus space for play or work. Finished basement rec room has its own kitchenette, bath, serious storage, and another laundry setup. Great location for easy commutes AND enjoyment of natural spaces with the abutting aquaduct trail, Longfellow Pond and Centennial Park

319 Oakland St, Wellesley

Listing courtesy of Listing Agent: Kathleen Hughto from Listing Office: Rutledge Properties.

12 Leighton Rd, Wellesley
$2,250,000
8 Beds ⋅ 4 Baths ⋅ 73494576 MLS
Proudly presenting this breathtaking fourteen-room home, where timeless elegance meets exceptional opportunity in one of Wellesley’s most desirable Dana Hall neighborhoods. W/ its charming curb appeal, this home exudes history, grace, & character—evoking memories of a bygone era. Rich in original details, leaded glass windows, inviting front & back porches, fire-placed living rooms, soaring ceilings, cherry floors, built-ins & exquisite moldings. Currently configured as a two-family w/ a proven rental history, this home is ideal for investors, multi-generational living, or those looking to convert back to a grand single-family residence or luxury condos. The detached garage offers potential for an ADU, guest cottage, studio, or additional income. Ready for your personal touches, this home enjoys an in-town location steps from the Brook Path, dining, shops, & commuter rail. A rare chance to own a distinctive asset in one of Wellesley’s most sought-after neighborhoods!

12 Leighton Rd, Wellesley

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

279 Oakland Street, Wellesley
$2,230,000
5 Beds ⋅ 4 Baths ⋅ 73509829 MLS
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

Listing courtesy of Listing Agent: Christine Norcross & Partners from Listing Office: William Raveis R.E. & Home Services.

120 Forest St, Wellesley
$2,225,000
5 Beds ⋅ 4 Baths ⋅ 73494133 MLS
Enjoy phenomenal walkability with a 0.6-mile stroll to Wellesley High School, Brook Path and easy access to shops, dining, and commuter rail, all from this 5-bedroom, 4-bath home in the sought-after Country Club neighborhood. Blending timeless charm with modern comfort, wainscoting, arched doorway, and original moldings create a warm, inviting feel. The formal living room features a cozy wood-burning fireplace, while the impressive 20x18 family room offers a coffered ceiling, built-ins, and a wet bar with beverage refrigerator—perfect for entertaining! Thoughtfully updated--granite counter tops, Wolf gas stove, refrigerator (2022), washer/dryer (2022) and meticulously maintained, this home includes elegant living and dining spaces plus a sunken, sun-drenched corner office. Designed for today’s lifestyle with room to relax and recharge. Set on nearly a half-acre, the flat backyard is ideal for play or pets,complemented by a bluestone patio for outdoor dining. A truly move-in ready home.

120 Forest St, Wellesley

Listing courtesy of Listing Agent: Jackie Potdevin from Listing Office: William Raveis R.E. & Home Services.

11 Sterling Rd, Wellesley
$2,200,000
5 Beds ⋅ 4 Baths ⋅ 73506000 MLS
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

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

2 Cavanagh Rd, Wellesley
$2,175,000
3 Beds ⋅ 3 Baths ⋅ 73488484 MLS
On an oversized corner lot, on one of Wellesley’s most beloved streets, this updated classic Colonial embodies timeless style while providing abundant space. Experience an ideal neighborhood setting where you'll enjoy block parties, evening strolls & easy access to the elementary school nearby. A sought-after open layout has spacious kitchen & family room with eat-in area overlooking the large, level, fenced yard & beautiful grounds. Formal dining room is perfect gathering place.The front-to-back living room provides elegant entertaining space plus the sunroom offers serene and flexible retreat for work/play. A brand-new mudroom adds exceptional storage and stylish organization. Upstairs are three well-appointed bedrooms, incl. primary suite. The finished lower level adds valuable living space with 2nd family room plus add'l room for crafts, office, or hobbies. Complete with hard-to-find 2-car garage, 2 Cavanagh Road combines charm, functionality, and an exceptional location!

2 Cavanagh Rd, Wellesley

Listing courtesy of Listing Agent: Molly Campbell Palmer from Listing Office: Gibson Sotheby's International Realty.

21 Madison Rd, Wellesley
$2,130,000
4 Beds ⋅ 4 Baths ⋅ 73529338 MLS
Beautifully renovated and thoughtfully updated, this stunning four-bedroom home offers the perfect blend of timeless charm and modern comfort. Nestled on a picturesque setting the property enjoys exceptional privacy, peaceful views, and a true connection to nature. Sun-filled interiors feature spacious living areas, refined finishes, and an inviting floor plan designed for both everyday living and effortless entertaining. The renovated kitchen opens seamlessly to warm and welcoming family spaces, while oversized windows bring the outdoors in at every turn. Generously sized bedrooms, updated baths, and flexible living areas provide comfort and versatility for today’s lifestyle. Outside, expansive outdoor spaces create the ideal backdrop for relaxing, dining, or enjoying the tranquil natural surroundings. Rarely does a home combine such beautiful renovations with an idyllic setting, all while remaining close to top schools, commuting routes & all Wellesley has to offer.

21 Madison Rd, Wellesley

Listing courtesy of Listing Agent: The Lara & Chelsea Collaborative from Listing Office: Coldwell Banker Realty - Wellesley.

8 Wilson St, Wellesley
$2,108,000
4 Beds ⋅ 4 Baths ⋅ 73565625 MLS
Location! Location! Location! Ideally located in the popular Wellesley Square neighborhood, just steps to the Brook Path, library, commuter train, shops, dining, and highly regarded Wellesley schools. This bright and spacious Colonial offers 4 bedrooms and 4 full baths, with hardwood floors throughout. The impressive two-story foyer opens to an inviting floor plan ideal for comfortable living and entertaining. The extra-large updated kitchen features abundant cabinetry, granite countertops, modern finishes, and a 2025 Bosch stove. A major whole-house renovation and floor plan redesign was completed in 2014, including a spacious family room addition, main bedroom suite, and ductless heating/cooling with 7 units. Two heat-pump systems provide additional efficiency. New roof (2015). Recent updates include attic and crawl-space insulation (2025), driveway extension (2025), fresh interior paint (2026), and driveway recoating (2026). Enjoy a good-sized backyard and an exceptional location close to everything Wellesley has to offer.

8 Wilson St, Wellesley

Listing courtesy of Listing Agent: Nana Lo from Listing Office: S.Y.K. Corporation.

33 Linden Street, Wellesley
$2,100,000
5 Beds ⋅ 3 Baths ⋅ 73536258 MLS
Gracious Victorian w/an incredible Barn & workshop, a distinctive property zoned GR offering unmatched versatility. The inviting front porch sets the tone of warmth & charm of this beautifully renovated home brimming w/vintage details such as stain glass windows, turned staircase & 9' ceilings. Gorgeous chef's kitchen w/white shaker cabinetry, 2 copper sinks, high-end appliances, quartz & large center island for gathering. The expansive family & living rm w/cozy fireplace offers plenty of space for entertaining. 2nd floor has a home office and 3 bedrooms including a luxurious spa-like bath. The 3rd floor has a generous 4th bedroom or bonus room. Enjoy summer BBQs on the stone patio. There a garage plus extraordinary barn w/a heated workshop & room enough for 6 cars. Studio apartment at ground level w/a separate entrance & patio. Own a part of Wellesley's history. Conveniently located near the train, town center, schools, restaurants & more, all the best of Wellesley!

33 Linden Street, Wellesley

Listing courtesy of Listing Agent: Patricia Bradley from Listing Office: Rutledge Properties.

30 Ivy Road, Wellesley
$2,100,000
4 Beds ⋅ 4 Baths ⋅ 73502470 MLS
Beautifully updated home featuring highly desirable floor plan, just steps from Sprague Elementary! A welcoming foyer opens to front-to-back fireplaced living room & elegant dining room. The rear of the home showcases bright, sun-filled open-concept kitchen & family room. The kitchen is designed w/ quartz countertops, subway tile backsplash, pantry, eat-in dining area & peninsula w/ bar seating. The stunning family room boasts vaulted ceilings w/ skylights, fireplace & custom built-ins. A sunroom at back of the home overlooks a large, level yard w/ an expansive patio, perfect for outdoor living. Primary suite offers walk-in closet & modern bath w/ floating vanity. Three additional bedrooms & full bath complete the second floor. The finished lower level adds versatile living space w/ playroom, efficient exercise area, mudroom off two-car garage, laundry room & half bath. Fully renovated. This home is ideally located near schools, town & train w/ easy access to major routes. Must see!

30 Ivy Road, Wellesley

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

2 Woodlawn Oval, Wellesley
$2,100,000
4 Beds ⋅ 4 Baths ⋅ 73491540 MLS
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

Listing courtesy of Listing Agent: The Madden David Real Estate Group from Listing Office: Coldwell Banker Realty - Wellesley.

4 Fiske Rd, Wellesley
$2,090,000
4 Beds ⋅ 4 Baths ⋅ 73491833 MLS
An iconic stone and shingle home beautifully sited in coveted Poet’s Corner. This timeless residence blends classic architecture with gracious, well-proportioned living spaces. A signature porch/sunroom sets the tone which opens to a gracious fireplaced living room lined with a wall of windows. The elegant dining area is perfectly scaled for both everyday living and entertaining. A standout first-floor family room with an adjacent fully renovated bathroom provides exceptional flexibility for guests, work, or play.Upstairs, four well-sized bedrooms and two full baths complete this family home. A generous mudroom and an attached two-car garage make this property practical as well as charming. Don't miss this rare opportunity to own a truly special home in one of Wellesley's favorite neighborhoods.

4 Fiske Rd, Wellesley

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

100 Linden St Unit 205, Wellesley
$2,050,000
2 Beds ⋅ 2 Baths ⋅ 73541337 MLS ⋅ ['Terrazza'] BLDG.
This sophisticated 2-bedroom residence at Terrazza, is ideally located in the heart of Wellesley. A welcoming foyer opens to a beautifully appointed spacious chef’s kitchen featuring Wolf and Sub-Zero appliances, a center island with breakfast bar, and a seamless flow into sun-filled living areas. Floor-to-ceiling windows, a gas fireplace, and a covered balcony create an inviting setting for everyday living and entertaining. The thoughtfully designed 2 bedroom layout offers privacy, with a luxurious primary suite featuring a large walk-in closet and spa-like bath. The second bedroom includes its own custom closet and ensuite full bath. Additional highlights include in-unit laundry, storage, and 2 assigned garage spaces. Exceptional amenities include concierge, fitness center, pet spa, golf simulator, courtyard, and stylish club room, all moments from the commuter rail, shops, restaurants, and more! Do not miss this great opportunity to experience suburban luxury living at Terrazza!

100 Linden St Unit 205, Wellesley

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

122 Great Plain Ave, Wellesley
$2,050,000
4 Beds ⋅ 4 Baths ⋅ 73494412 MLS
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

Listing courtesy of Listing Agent: Cara Rogers from Listing Office: NorthStar Real Estate, LLC.

42 Temple Road, Wellesley
$2,040,000
4 Beds ⋅ 5 Baths ⋅ 73533506 MLS
Set on a naturalized landscaped oversized lot in a sought-after Wellesley location, this sun-filled Arts and Crafts residence blends timeless character with refined versatility. Thoughtfully expanded with custom architectural details, the home offers primary suites on both the first and second floors, generous additional bedrooms and baths, and flexible spaces for work, guests, or quiet retreats. Skylights, fireplaces, and vaulted ceilings bring warmth, light, and scale throughout, and the landscaped grounds and specimen plantings complete the setting.•4 bedrooms, including primary suites on both the first and second floors•3 full baths and 2 half baths•Skylights, fireplaces, and vaulted ceilings throughout•Thoughtful expansion featuring custom architectural details•Spacious two-car garage with attached workroom•Lower level provides generous storage and oversized playroom •Outdoor patio. Plant lovers paradise . Near Town center/Dana Hall, Hunnewell School, library. West facing sunsets.

42 Temple Road, Wellesley

Listing courtesy of Listing Agent: Paula Carens from Listing Office: Paula Carens.

170 Benvenue St, Wellesley
$2,040,000
5 Beds ⋅ 3 Baths ⋅ 73485455 MLS
Beautifully updated and move-in ready, this 5 bedroom Cape sits on nearly 1/2 acre in Wellesley’s desirable Dana Hall neighborhood. The 1st floor features a fireplace anchored living room with an oversized picture window that fills the space with natural light. From there, the layout flows into a thoughtfully updated kitchen with leathered quartzite countertops, a waterfall island, and new Bosch and Wolf appliances. A 5th bedroom and full bath on the main level offer flexibility for guests, a home office, or additional living needs, while a stone tiled den opens directly to the patio for seamless indoor-outdoor living. Upstairs, the primary suite, 3 additional bedrooms, a bonus room, and a newly renovated bathroom complete the 2nd floor. The finished lower level features a playroom w/ a fireplace. Outside, the fenced yard is beautifully landscaped with a patio, gas fire pit, sport court, and mature plantings ideal for entertaining or relaxing outdoors. Minutes from Wellesley Center

170 Benvenue St, Wellesley

Listing courtesy of Listing Agent: Sneha Patel from Listing Office: Gibson Sotheby's International Realty.

92 Woodlawn Ave, Wellesley
$1,953,000
4 Beds ⋅ 3 Baths ⋅ 73498393 MLS
Bright and inviting 4 BR, 2.5 BA Wellesley Farms Colonial blends today’s conveniences with yesterday’s charm. Every detail has been carefully curated for a seamless combination of style and function. The welcoming foyer leads to a spacious living room with a fireplace and built-ins; a sun-drenched den opens to a professionally landscaped backyard ideal for entertaining and play. The thoughtfully-designed kitchen incorporates the laundry area and connects to a mudroom and 2-car garage. The second floor features 4 generously-sized bedrooms, 2 renovated full baths, and walk-up attic with expansion potential. Extensive hardwood flooring and central a/c—always in demand—add to the home’s comfort and appeal. The finished basement is the perfect family room or playroom, and includes a fireplace and dedicated wine/storage area. Sought-after neighborhood mere minutes from commuter rail, Rts. 90/95/9, playgrounds, daycare, schools, shops & restaurants. Open House Saturday 1-3 and Sunday 12-2

92 Woodlawn Ave, Wellesley

Listing courtesy of Listing Agent: Heather Costa from Listing Office: ERA Key Realty Services- Fram.

18 Fisher Ave, Wellesley
$1,930,000
4 Beds ⋅ 3 Baths ⋅ 73535541 MLS
Welcome to 18 Fisher Ave! Nestled on a quiet cul-de-sac near the new Hardy School, this expansive home has been meticulously maintained. This home features a sun splashed formal living room and dining room, both with gleaming hardwood floors. Large eat in kitchen, with granite countertops and stainless appliances, enormous great room with stone fireplace and exquisite cherry flooring. Laundry room and 1/2 bath round out the first floor. The second level boasts a serene primary suite and bath. Three additional ample bedrooms and a full bath complete the upstairs. Flexible, finished lower level could act as a gym, office or playroom. Private yard and lovely deck provide a perfect backdrop for relaxing and entertaining. Very Close proximity to the highly sought after Hardy school, Morse Pond, Fells Market, public transportation, The Fells Branch Library and all that Wellesley has to offer. Welcome home.

18 Fisher Ave, Wellesley

Listing courtesy of Listing Agent: Moira Lown from Listing Office: Coldwell Banker Realty - Wellesley.

58 Leighton Rd, Wellesley
$1,925,000
3 Beds ⋅ 3 Baths ⋅ 73529584 MLS
Nestled in one of Wellesley’s most sought-after neighborhoods, this charming brick Colonial blends timeless character with thoughtful updates and an unbeatable location near the Brook Path, town center, shops, restaurants, and commuter rail. Offering 9 inviting rooms, the home features 3 bedrooms, a first-floor office, and a finished lower-level playroom. Beautiful architectural details, hardwood floors, and sun-filled living spaces create warmth and charm throughout. Recent improvements include renovated primary and hall baths, a new roof and extensive window replacements. The fully fenced backyard provides wonderful space for play, entertaining, and gardening. A rare opportunity to enjoy classic Wellesley living in a everyone's favorite Dana Hall neighborhood.

58 Leighton Rd, Wellesley

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

45 Kingsbury St, Wellesley
$1,913,000
6 Beds ⋅ 3 Baths ⋅ 73486000 MLS
Picture-perfect 10-room Colonial nestled in the heart of town, offering the perfect blend of timeless charm and modern comfort. Thoughtfully renovated and beautifully maintained, this home boasts 6 flexible bedrooms and 3 full baths across two bright levels with hardwood floors and high ceilings. The elegant main level features impressive living and family rooms with 9’ ceilings, tall windows, and a marble fireplace, flowing into a sun-filled breakfast nook and an open kitchen with island, custom cabinets, and granite countertops. A formal dining room and an office/guest room with full bath complete the first floor. Upstairs includes a luxurious primary suite with spa bath and walk-in closet, three generous bedrooms, a full bath, laundry, and a large flex room w/ French doors. Extensively remodeled in 2012 with quality craftsmanship, plus a bonus finished lower-level and an oversized two-car garage. Close to top-rated schools, shopping, parks & more—an expectational place to call home!

45 Kingsbury St, Wellesley

Listing courtesy of Listing Agent: Connie Uhm from Listing Office: Coldwell Banker Realty - Weston.

90 Elmwood Rd, Wellesley
$1,902,500
4 Beds ⋅ 4 Baths ⋅ 73484665 MLS
In a wonderful Bates School neighborhood, step inside & discover this thoughtfully expanded, well designed home w/ generous rooms, great flow, & exceptional living space. Versatile first-floor primary suite boasts an updated, stylish bath, great closet space & bonus room for exercise, nursery or study. Three generously sized second floor bedrooms accommodate family & guests. Sun-drenched living room w/ hardwood floors & stunning gas fireplace opens directly to the dining room & custom kitchen w/ high end appliances, abundant cabinetry & pantry. The kitchen flows into a warm, welcoming family room & treetop screened porch overlooking a private, fenced-in yard—perfect for indoor-outdoor living & relaxation. The first-floor study/sitting room offers a quiet spot for work or reading.The huge lower level is perfect for family activities & work from home. Oversized 2-car garage ensures plenty of storage. Access from your own backyard to Bates School, Kelly Field & Boulder Brook Reservation!

90 Elmwood Rd, Wellesley

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

25 Riverdale Rd, Wellesley
$1,895,000
4 Beds ⋅ 4 Baths ⋅ 73546822 MLS
Timeless charm meets modern comfort in this beautifully maintained 1912 Colonial, offering 8 well-proportioned rooms, including 4 bedrooms and 4 baths (2 full, 2 half). The heart of the home is a beautifully renovated eat-in kitchen with stone counters, custom cabinetry, and stainless appliances, flowing effortlessly out to a generous patio that opens onto a private outdoor space with plenty of room to play and a magnificent beech tree as its centerpiece. Upstairs, the main bedroom features walk-in closets and full bath, alongside three additional bedrooms and a beautifully renovated family bath. The finished lower level adds flexible living space ideal for a playroom, home office, or bonus TV room, complete with a wet bar and half bath. Additional highlights include central air conditioning, an attached garage, and an unbeatable location with easy access to the commuter rail, the Mass Pike, and Rte 95—keeping you close to everything while making commuting a breeze.

25 Riverdale Rd, Wellesley

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

23 Thackeray Road, Wellesley
$1,880,000
4 Beds ⋅ 3 Baths ⋅ 73509036 MLS
A quintessential sun-filled Colonial in the coveted Poets Corner neighborhood blends timeless New England charm with effortless everyday living. Set along a tree-lined street this beautifully maintained home welcomes you with classic symmetry, hardwood floors, and abundant natural light streaming through. Gracious formal rooms flow seamlessly into a bright kitchen with breakfast nook and cozy den. Upstairs, well-proportioned bedrooms offer comfort and flexibility. The home’s enduring character is showcased by a stunning center entrance stairway and picture window. Fabulous screened in porch overlooks a private yard framed by mature plantings provides a serene retreat. Known for its close-knit, friendly feel, the neighborhood is prized for its charming Colonials, beloved Warren Park, and proximity to top schools and commuter routes. This is classic Wellesley living at its finest in a dream location!

23 Thackeray Road, Wellesley

Listing courtesy of Listing Agent: The Lara & Chelsea Collaborative from Listing Office: Coldwell Banker Realty - Wellesley.

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