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https://rutledgeproperties.com/contact-us/

Rutledge Properties, 572 Washington Street, Wellesley, MA (2026)

05/01/2025

-New Listing-

Charming, spacious, and perfectly located—this Wellesley Hills colonial has it all! Enjoy morning coffee on the welcoming front porch before stepping into a bright, character-filled interior featuring a fireplaced living room, oversized family room with fireplace, high ceilings, and a cheerful eat-in kitchen. Upstairs offers three bedrooms, a nursery, and a bonus office nook. The private primary bedroom features a fireplace, walk-in closet and large en suite bath. With central air, a detached one-car garage, and easy access to major routes, the commuter rail, and Warren Park. Come fall in love.
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- 8 Heckle Street, Wellesley
- $1,875,000
- 3 Bedrooms
- 3 Full Bathrooms
- 2,585 Square Feet
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Listing Agent:
Betsy Kessler
(617) 306-6884
[email protected]
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05/01/2025

-New Listing-

This beautifully maintained, expanded Cape balances timeless charm with modern living.Nestled on 2+ acres along a scenic country road, this home offers 3 spacious bedrooms plus a flexible 4th bed/office with full bath on the main level.The centralized chef’s kitchen, boasting granite counters, vast cabinetry, updated appliances with dual ovens, sinks & dishwashers, opens to the sun-filled dining room & living room with a wood-burning fireplace.A spacious mudroom with dedicated laundry room & powder room connects to the 2-car garage with EV hookup, adding everyday convenience.Upstairs, discover 3 generous bedrooms, 2 full baths, study area & vaulted great room perfect for play or entertaining.Wide-plank pine floors, custom built-ins & skylights add character throughout.The lower level offers finished office space & ample storage.Step out to the private fenced yard, covered deck, brick patio, professional landscaping, shed & storybook surroundings.A rare find in a sought-after setting!
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- 4 Ash Lane, Sherborn
- $1,550,000
- 3 Bedrooms
- 3 Full Bathrooms
- 1 Half Bathroom
- 3,858 Square Feet
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Listing Agent:
Laura Wurster
(617) 999-8981
[email protected]
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05/01/2025

-New Listing-

Compelling opportunity in a fabulous Brook Path location! Tremendous 22,034 sq lot is flat with gorgeous plantings, gazebo, hot tub, patio and swing set. Wonderful 1915 Village Colonial with high ceilings, shiny wood floors, plenty of sunshine and a natural open flow connecting living and dining rooms to the kitchen, play room and office. 3 bedrooms and laundry on the second floor. Walk up attic with great space and unfinished lower level ready for easy expansion. Terrific as is / tons of upside and expansion potential. Detached garage with second bay beneath (conforming structure!). Steps to the Brook Path and easy walk to the Hunnewell School, WHS, WMS, Commuter Rail, Whole Foods and all that Wellesley Center offers!
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- 10 Paine Street, Wellesley
- $1,599,000
- 3 Bedrooms
- 2 Full Bathrooms
- 1,826 Square Feet
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Listing Agent:
Chrissie Lawrence
(781) 820-1236
[email protected]
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04/02/2025

-New Listing-

Move right in and enjoy spring in this beautifully updated Cape in one of North Wayland’s best locations! Every room has been thoughtfully updated and enhanced, including newer utilities and a new septic system. The inviting living room with a stunning gas fireplace sets a cozy tone, while the updated kitchen opens to a bright breezeway with access to an oversized deck overlooking the large, serene backyard—complete with a shed for extra storage. The flexible floor plan features two spacious bedrooms on the second floor, while the first floor offers an office and a bedroom—perfect for today’s lifestyle. The partially finished lower level offers even more flexibility for a playroom, gym or den. With central air, gas heat, charming details, and modern upgrades throughout, this home blends comfort and convenience—ready for you to move right in and make memories!
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- 64 Draper Road, Wayland
- $975,000
- 3 Bedrooms
- 2 Full Bathrooms
- 1 Half Bathroom
- 2,203 Square Feet
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Listing Agent:
Nicolette Mascari
(617) 890-9525
[email protected]
Nicmascari.com
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04/02/2025

-New Listing-

Discover comfortable, upscale one floor living in this 2-bedroom, 2-bathroom Wellesley Green condo with walk out patio and garden facing beloved Brook Path. Unique floor plan with extra windows make this unit sunny and bright. All the rooms feel just a touch more generous than most units. Lovely paneling, built in cabinets and a fireplace in large family room. You’ll have a garage space just steps from your door and an extra large storage room in unit for added ease, Residents have the luxury of a private community pool. A prime location in downtown Wellesley, close to all The Square offers with shops, restaurants, train, schools and library right outside your door.
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- 85 Grove Street, Unit 1, Wellesley
- $1,100,000
- 2 Bedrooms
- 2 Full Bathrooms
- 1,522 Square Feet
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Listing Agent:
Betsy Kessler
(617) 306-6884
[email protected]
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03/19/2025

-New Listing-

Welcome to this stunning, like-new 6-bedroom colonial, where exceptional craftsmanship and thoughtful design shine throughout. The open-concept layout features fireplaced living and family rooms, a formal dining room with a Butler’s Pantry, and gourmet kitchen with a center island, spacious dining area, and walk-in pantry. The luxurious fireplaced primary suite boasts two walk-in closets, complemented by four generously sized family bedrooms and a convenient second-floor laundry room. The lower level offers incredible versatility with two playrooms, a sixth bedroom, and a full bath. Enjoy outdoor living on the charming patio, a spacious level yard, and the convenience of a 3-car garage—all just moments from scenic Longfellow Pond. Come fall in love!
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- 24 Jackson Road, Wellesley
- $3,295,000
- 6 Bedrooms
- 4.5 Bathrooms
- 5,317 Square Feet
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Listing Agent:
Betsy Kessler
(617) 306-6884
[email protected]
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03/19/2025

-New Listing-

2017 Colonial with exceptional floor plan with all the bells and whistles on your wish list. Generous and inviting front hall connects all the elements of a terrific family home. Gorgeous white kitchen with large island and eating area, sunny family room with fireplace and doors to back yard, butlers pantry and kitchen pantry, elegant formal dining, and a home office with a full bath for flexibility. Striking staircase doubles back for true connectivity for all floors. Magnificent primary suite, laundry and 3 beds/2 baths upstairs. Lower level with terrific built in mudroom off 2 car garage, play room with natural light, 5th bedroom and bath. Fenced yard with swing set and a hoop in the driveway! Move in and start the fun. Wonderful location near Warren Park, Wellesley Farms Commuter Rail, and Lower Falls shopping area. Better (and bigger) than brand new!
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- 25 Crescent Street, Wellesley
- $2,750,000
- 5 Bedrooms
- 5 Full Bathrooms
- 1 Half Bathroom
- 4,850 Square Feet
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Listing Agent:
Chrissie Lawrence
(781) 820-1236
[email protected]
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01/22/2025

- New Agent Alert -

We are thrilled to welcome Laura to the Rutledge team! Specializing in the Greater Boston area, Laura brings a wealth of expertise and a unique perspective to her work with buyers and sellers. Having lived in various countries across Europe and North America, Laura developed a lifelong passion for real estate and architectural design. Her career began in Montreal, Quebec, where she worked as a real estate agent before earning her Juris Doctor from Suffolk University School of Law, expanding her expertise into real estate law.

As both a licensed attorney and full-service broker, Laura offers clients a seamless and informed experience, ensuring no detail is overlooked in the real estate process. Her extensive network, legal acumen, and dedication to her clients have made her a trusted resource in the local market. Laura is also an active member of the Greater Boston Association of REALTORS and the Massachusetts Real Estate Bar Association (REBA), keeping her ahead of industry trends.

Outside of work, Laura enjoys spending time with her family, traveling, and skiing during the winter months.

Welcome to Rutledge, Laura!

12/17/2024

Rutledge Properties is thrilled to announce that Chip Stella has joined us as a Managing Partner! Chip brings almost 20 years of real estate experience with him to Rutledge and will lead the #1 independent firm in Wellesley!

At Rutledge, we live by the motto Boutique is Better, offering personalized, high-touch service that puts clients first. With Chip’s expertise and vision, we’re more committed than ever to providing exceptional real estate experiences and building lasting relationships.

Welcome to Rutledge, Chip!

10/17/2024

-New Listing-

This charming 1928 Cape features spacious rooms, high ceilings, and beautiful hardwood floors throughout the first and second floors, perfect for both comfortable living and entertaining. The thoughtfully landscaped yard offers privacy, with a scenic path leading to a shaded patio and garden. The living room, with its cozy fireplace and French pocket doors, opens to a bright family room with a wall of windows that brings the outdoors in. The kitchen includes granite counters, stainless appliances, newly installed hardwood floor, and leads to an adjoining office. A large dining room, mudroom, and half bath complete the first floor. Upstairs, the master bedroom has 2 walk-in closets and a full bath with a jetted tub. The second and adjoining third bedroom or office share a hall bath. Two finished lower-level rooms provide additional living or play space. With a two-car garage and an ideal location near Brown Field, train stations, and local shops, this home is a true gem.
Reach out to Prue Hay for more information!
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- 47 Colburn Road, Wellesley
- $1,499,000
- 3 Bedrooms
- 2 Full Bathrooms
- 1 Half Bathroom
- 2,671 Square Feet
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Listing Agent:
Prue Hay
(617) 281-2318
[email protected]
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10/02/2024

-New Listing-

This captivating Tudor blends timeless elegance w/modern sophistication redesigned by the renowned architect, Patrick Ahern. It’s situated on nearly an acre of lush, pristine grounds in the prestigious Cliff Estates. The magnificent Carriage House w/a vaulted ceiling studio & bath offers the perfect work from home setting. A residence w/impressive sunlit formal rooms, handsome library w/a fireplace & inviting sunroom. The gorgeous Chef’s Kitchen w/adjacent butler’s pantry flows seamlessly into the Family Room. Double French doors opens to stone patios & fenced in play yard for fun & entertaining. 2nd floor w/4 en suite bdrms, including a luxurious Primary suite w/a spa-like bath & 3 closets. 3rd fl is dedicated to the ideal guest suite w/2 bedrooms, sitting room & bath. The LL is a true haven for leisure, w/it’s spacious playroom, wine cellar, exercise room & billiard room w/ French doors leading to a blue stone patio. A special home, long admired & the one you’ve been waiting for!
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165 Cliff Road Wellesley
⁃ $5,600,000
⁃ 6 Bedrooms
⁃ 5 Full Bathrooms
⁃ 3 Half Bathrooms
⁃ 7,143 Square Feet
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Listing Agent:
Trish Bradley
(781) 910-1238
[email protected]
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09/19/2024

-New Listing-

Welcome to 566 Commonwealth Ave (Unit 602) located in the heart of the vibrant Kenmore Square. This end unit boasts an open floor plan, floor to ceiling windows, spacious living room & dining area that provides for flexible layout & large private balcony. The updated galley kitchen has stone countertops and newer appliances. The primary suite has an updated bathroom as well as custom closets. There is a large second bedroom with custom closets w/adjacent BA. There is plenty of sunshine. living space, ample closet space, laundry in unit and deeded garage parking. The building’s common areas are sophisticated & includes concierge, doorman, seasonal outdoor swimming pool/jacuzzi, elevators, garage parking & additional laundry facilities. Footsteps to multiple T-stops & bus routes, great restaurants, Fenway Park, MGM Music Hall, Landsdowne Street, Boston University, Northeastern, MIT, Back Bay, shopping, parks & highway. Reach out to Susie Gear for more information!
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566 Commonwealth Ave U:602, Boston
- $829,000
- 2 Bedrooms
- 2 Bathrooms
- 1,255 Square Feet
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Listing Agent:
Susie Gear
(508) 259-8908
[email protected]
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Rutledge Properties

05/01/2025

05/01/2025

05/01/2025

04/02/2025

04/02/2025

03/19/2025

03/19/2025

01/22/2025

12/17/2024

10/17/2024

10/02/2024

09/19/2024

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Monday	9am - 5pm
Tuesday	9am - 5pm
Wednesday	9am - 5pm
Thursday	9am - 5pm
Friday	9am - 5pm
Saturday	9am - 5am
Sunday	9am - 5am