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$3,800,000
5 Beds ⋅ 6 Baths ⋅ 73555589 MLS
Recently renovated expansive Cape with over 6200 sq ft of living space on three floors. Beautifully landscaped ½ acre lot in the very desirable and prestigious Peirce Estates. Generously proportioned living, dining, and family rooms, first floor Library/Office, updated eat in kitchen, renovated marble baths and optional first floor main suite. Total 5 Bedrooms, 3 full and 3 half baths. Crystal chandeliers throughout the house. Fully finished basement with checkered Italian marble floors in the front room. Fenced back yard with a deck and a stone fire pit. Attached two car garage. Bates elementary school. Meticulously maintained this home is perfect for peaceful living or entertaining friends.

23 Bellevue, Wellesley

Listing courtesy of Listing Agent: Ritu Chawla from Listing Office: Coldwell Banker Realty - Wellesley.
$7,000
5 Beds ⋅ 4 Baths ⋅ 73554701 MLS
Located in the Dana Hall neighborhood of Wellesley, this expansive 5-bedroom, 4-bath home offers a highly desirable and flexible layout, complemented by a detached guest suite, ideal for extended family, an au pair, or visiting guests. The beautifully updated kitchen features ample storage, quality finishes, and seamless flow to sun-filled living spaces, creating an inviting setting for everyday living and casual gatherings. Generously sized bedrooms and a clean, well-lit basement round out the interior. A sparkling pool anchors warm-weather entertaining, while the expansive deck overlooking the large, flat, fenced-in yard provides generous space for grilling, dining, lounging, and hosting. Mature landscaping enhances privacy and curb appeal, and the location offers close proximity to top-rated schools, shops, commuter routes, and recreation. 29 Cottage Street delivers the complete package—flexible living, beautiful indoor-outdoor spaces, and a layout that supports every stage of life. Minimum term 6 months but will consider longer

29 Cottage St, Wellesley

Listing courtesy of Listing Agent: James Gulden from Listing Office: Redfin Corp..
$2,865,000
5 Beds ⋅ 6 Baths ⋅ 73552915 MLS
Exceptional opportunity to own 5,100+ sq. ft. of luxury 2024 construction offering outstanding value in one of Wellesley's most convenient in-town locations. Just steps to Hardy Elementary, Morse's Pond, Fells Library, Wellesley Center & commuter rail. Thoughtfully designed for modern living, this sun-filled home features soaring ceilings, exceptional craftsmanship & four finished levels. Stunning chef's kitchen w/ oversized island & premium appliances flows seamlessly into dramatic family room—ideal for everyday living & entertaining. Elegant dining room, thoughtfully designed mudroom & private bedroom suites on the 2nd, 3rd & lower levels provide exceptional flexibility for guests, au pair, home office or multigenerational living. Gorgeous primary bedroom suite w/ lavish bath. Expansive lower level offers endless possibilities for recreation, fitness or media. A rare opportunity to enjoy the quality, space & convenience of nearly new construction.

265 Weston Rd, Wellesley

Listing courtesy of Listing Agent: Petrone-Hunter Realty Group from Listing Office: Coldwell Banker Realty - Wellesley.
$6,500
5 Beds ⋅ 3 Baths ⋅ 73551901 MLS
Fully renovated, single-family row-house located in heart of Wellsely Hills. All newly-finished throughout. Can easily be converted to 5 bed. Also has potential for 2 floors of independent living, perfect for home-office set up !! Two on-street parking spaces and private back yard. Only minutes from major highways (I-90. I-95) and walking distance to commuter rail station

12 Eaton Ct. Unit 12, Wellesley

Listing courtesy of Listing Agent: Je B. Lee from Listing Office: Premier Realty Group.
$14,000
5 Beds ⋅ 6 Baths ⋅ 73543787 MLS
Completely reimagined, this exceptional 5,700+ sq ft residence is ideally situated on a quiet residential loop just steps from top-ranked Wellesley schools, Linden Square, commuter rail, Whole Foods, and parks. Designed for modern living, the home features sun-filled open-concept spaces, seamless indoor-outdoor flow, and beautifully connected kitchen, wet bar, and family room overlooking a level backyard surrounded by mature trees with a private feel that's rare this close to town. The impressive primary suite offers soaring ceilings, a private terrace, dual walk-in closets, and a spa-inspired bath, while generously scaled bedroom suites provide exceptional flexibility for work, study, and relaxation. A spectacular lower level with kitchenette, theater, lounge, fitness, and recreation areas creates the ideal setting for entertaining and everyday living. Turnkey throughout, this is a rare opportunity to enjoy walkable in-town living without sacrificing space, privacy, or modern comfort.

31 Alba Rd, Wellesley

Listing courtesy of Listing Agent: Zhichao Chen from Listing Office: Space Realty.
$3,295,000
5 Beds ⋅ 5 Baths ⋅ 73542063 MLS
This exceptional new construction home is the perfect blend of transitional elegance and modern design. It is crafted with impeccable attention to detail. Warm, rich white oak accents, custom millwork, and designer finishes create an inviting atmosphere throughout. A show stopping chef’s kitchen features sleek custom cabinetry, quartz countertops, a massive center island. The kitchen flows seamlessly into the fireplaced family room, where soaring windows fill the space with natural light. An elegant dining room is topped with a contemporary tray ceiling, adding architectural interest and sophistication. Each bathroom offers unique finishes including a striking quartzite sink in the powder room. The luxurious primary is complete with a spa-inspired bath featuring a soaking tub, steam shower, and rain head. An outstanding lower level with a gym area, playroom, and wet bar. Ideally situated in a highly convenient location with every amenity just moments away.

18 Rockland Street, Wellesley

Listing courtesy of Listing Agent: Adler Connolly Squared Team from Listing Office: MGS Group Real Estate LTD - Wellesley.
$5,350,000
5 Beds ⋅ 7 Baths ⋅ 73540738 MLS
Nestled in the heart of Wellesley’s coveted Cliff Estates, this exquisite custom-built residence by a highly regarded builder blends timeless elegance w exceptional craftsmanship. Built in 2013, the home welcomes you w a sun-drenched two-story foyer, formal fireplaced livingroom, sophisticated dining room and a private first-floor office. The expansive family room flows seamlessly into the chef’s kitchen featuring premium finishes and a spacious dining area ideal for everyday living and entertaining. The second level offers a luxurious primary suite w a spa-inspired bath and exceptional walk-in closet, along w four additional bedrooms and conveniently located laundry room. The finished lower level features an entertainment lounge, media room, wet bar, wine cellar, and home gym. Outside, impeccably manicured grounds and a stunning stone waterfall create a private outdoor retreat. Just moments from Wellesley’s top schools, shops, restaurants, and commuter routes. An elegant masterpiece!

14 Bristol Road, Wellesley

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.
$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.
$16,800
5 Beds ⋅ 6 Baths ⋅ 73538689 MLS
Beautifully maintained and recently renovated single family home for rent in one of the prestigious neighborhoods in Wellesley. Main level bedroom suite, plus additional main suite on first floor and three other bedrooms on the second floor. Total 5 bedrooms. Three full and three half baths. Fully finished basement. Open floor plan and lots of natural light and professionally landscaped grounds that include a deck and a fire pit. Crystal chandeliers and high end light fixtures throughout the house. Great for everyday living and entertaining.

23 Bellevue, Wellesley

Listing courtesy of Listing Agent: Ritu Chawla from Listing Office: Coldwell Banker Realty - Wellesley.
$2,150,000
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.
$3,195,000
5 Beds ⋅ 6 Baths ⋅ 73530659 MLS
Completely reimagined, this exceptional 5,700+ sq ft residence is ideally situated on a quiet residential loop just steps from top-ranked Wellesley schools, Linden Square, commuter rail, Whole Foods, and parks. Designed for modern living, the home features sun-filled open-concept spaces, seamless indoor-outdoor flow, and beautifully connected kitchen, wet bar, and family room overlooking a level backyard surrounded by mature trees with a private feel that's rare this close to town. The impressive primary suite offers soaring ceilings, a private terrace, dual walk-in closets, and a spa-inspired bath, while generously scaled bedroom suites provide exceptional flexibility for work, study, and relaxation. A spectacular lower level with kitchenette, theater, lounge, fitness, and recreation areas creates the ideal setting for entertaining and everyday living. Turnkey throughout, this is a rare opportunity to enjoy walkable in-town living without sacrificing space, privacy, or modern comfort.

31 Alba Rd, Wellesley

Listing courtesy of Listing Agent: Zhichao Chen from Listing Office: Space Realty.
$2,150,000
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.
$2,380,000
5 Beds ⋅ 5 Baths ⋅ 73526041 MLS
STUNNING NEW-CONSTRUCTION-QUALITY RENOVATION! Completely gut-renovated 5BR/4.5BA home featuring an open, sun-filled floor plan, designer finishes, and a chef’s kitchen with premium appliances. Bright sunroom, spacious living areas, and a fully finished lower level ideal for a family room, gym, or guest space. A professionally installed perimeter French drain system ensures a dry basement. Enjoy outdoor living on the expansive deck overlooking the fully fenced backyard. Convenient Oakland Street location near shopping, dining, parks, and the Mass Pike. A rare turnkey opportunity offering luxury, comfort, and peace of mind.

37 Oakland St, Wellesley

Listing courtesy of Listing Agent: John Saleh from Listing Office: Centre Realty Group.
$2,150,000
5 Beds ⋅ 3 Baths ⋅ 73522184 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. Income option w/the 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.
$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.
$3,800,000
5 Beds ⋅ 7 Baths ⋅ 73514279 MLS
Stunning new construction offering exceptional design and modern living. Entertaining is elevated with this open-concept layout featuring a chef’s kitchen, living room, dining area, and fireplaced family room—seamlessly leading to a private deck with a built-in stone gas grill. No detail is overlooked; the walls boast custom woodwork and high-end finishes throughout. This thoughtfully crafted home features five bedrooms, each with its own en suite bath, including a luxurious second-floor primary suite with a custom walk-in closet. The first-floor bedroom with en suite provides ideal flexibility for guests or a home office. The oversized basement includes a full bath, along with a separate exercise room. Conveniently located near shopping, dining, and all amenities in Needham and Wellesley, with easy access to major commuter routes.

11 Skyline Drive, Wellesley

Listing courtesy of Listing Agent: Christine Norcross & Partners from Listing Office: William Raveis R.E. & Home Services.
$1,799,999
5 Beds ⋅ 4 Baths ⋅ 73510295 MLS
Welcome to Wellesley Farms!! Situated in a highly sought-after neighborhood, this beautifully renovated, energy-efficient home is set back from the street and enhanced with new windows and system upgrades.The sun-filled kitchen with cathedral ceilings flows into the family and dining rooms, perfect for both everyday living and entertaining. A stunning great room features custom built-ins and a wood-burning fireplace. Additionally, the floor plan offers the flexibility for a private guest bedroom or home office. A luxurious primary suite on the second floor, complete with a dual-head shower, freestanding soaking tub, and walk-in closet.The finished lower level offers a custom mudroom as you enter from the 2 car garage, and endless possibilities for a game room or home gym with a full bath.Close to Warren Park, Reidy Field, Sprague Elementary and restaurants/shops makes this Wellesley location so special. Seller can accommodate a quick closing.

7 Garden Rd, Wellesley

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.
$4,295,000
5 Beds ⋅ 6 Baths ⋅ 73510191 MLS
Coveted in town/Dana Hall location! Incredible opportunity to live in a beautiful colonial with a complete renovation/addition. Over 5000 sq ft on 4 full floors. Large open floor plan for kitchen family room. Coffered ceilings, built-in banquette and walk-in pantry are just a few design features in this space. Formal living and dining room with private study and large mudroom with built-ins complete the first floor. Main suite with large walk-in closet and vaulted ceiling. 4 additional bedrooms and 3 full baths with laundry room. Oversized 3rd floor perfect for 2nd home office or bonus space. Lower level with room for guests with full bath plus exercise room and large playroom along with great storage. Your opportunity to customize now. Large flat yard! Block party neighborhood just short distance to Brook Path, Wellesley Center, Wellesley College, Nehoiden Golf Course and Hunnewell School.

17 Midland Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
$5,497,000
5 Beds ⋅ 7 Baths ⋅ 73509134 MLS
A rare standard of craftsmanship in Wellesley's coveted Generals neighborhood. This custom Neoclassical Colonial — completed in 2017, 6,300+ SF across four elevator-served levels — was built without compromise: whole-house radiant heat, grain-matched white oak floors, bespoke millwork, and soaring 9-foot ceilings throughout including the lower level. The chef's kitchen anchors the home with soapstone countertops, dual dishwashers, and a walk-in pantry. Five en-suite bedrooms, including a primary suite with spa bath designed for genuine restoration. The lower level delivers a private executive office, home gym, wine storage, and a Bowers & Wilkins Diamond cinema — a complete retreat beneath the main living spaces. Outdoors: custom patio, outdoor fireplace, hot tub, arborvitae-screened privacy, and two EV chargers. Two-car garage. Steps to Morses Pond, Hardy Elementary, Linden Square, and Wellesley Square. Minutes to commuter rail.

48 Marshall Rd, Wellesley

Listing courtesy of Listing Agent: Team Coyle from Listing Office: Compass.
$2,885,000
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.
$1,699,000
5 Beds ⋅ 4 Baths ⋅ 73500976 MLS
Located in the Dana Hall neighborhood of Wellesley, this expansive 5-bedroom, 4-bath home offers a highly desirable and flexible layout, complemented by a detached guest suite, ideal for extended family, an au pair, or visiting guests. The beautifully updated kitchen features ample storage, quality finishes, and seamless flow to sun-filled living spaces, creating an inviting setting for everyday living and casual gatherings. Generously sized bedrooms and a clean, well-lit basement round out the interior. A sparkling pool anchors warm-weather entertaining, while the expansive deck overlooking the large, flat, fenced-in yard provides generous space for grilling, dining, lounging, and hosting. Mature landscaping enhances privacy and curb appeal, and the location offers close proximity to top-rated schools, shops, commuter routes, and recreation. 29 Cottage Street delivers the complete package—flexible living, beautiful indoor-outdoor spaces, and a layout that supports every stage of life.

29 Cottage St, Wellesley

Listing courtesy of Listing Agent: James Gulden from Listing Office: Redfin Corp..
$3,500,000
5 Beds ⋅ 6 Baths ⋅ 73499362 MLS
Beautiful New Construction in desirable Wellesley Hills near Warren Park. The inviting front porch & enhanced driveway w/cobblestones 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.
$8,200
5 Beds ⋅ 3 Baths ⋅ 73484398 MLS
Centrally located in the heart of Wellesley Center. This once upon a time farmhouse has been thoughtfully renovated and expanded to maximize open concept living space. The charming front porch invites you home. Upon entering you will immediately notice high ceilings, beautiful custom millwork, and an abundance of natural light. The formal spaces allow for a front-to-back living room, dining room, or a combination of both. The large kitchen and breakfast room lead to a stunning oversize family room with a fireplace, cathedral ceiling, and built-ins with access to a large deck overlooking beautiful ample grounds. A convenient side entrance with a mudroom completes the first floor. The second floor has 3 bedrooms with a full bath, the third floor offers a private primary suite option or can accommodate two separate bedrooms with a full bath. Close to schools, town, & train - all the most desired amenities Wellesley has to offer. Large lot with 2 car garage.

20 Donizetti St, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.
$3,245,000
5 Beds ⋅ 5 Baths ⋅ 73472096 MLS
Incredible new construction opportunity in one of Wellesley’s most sought-after neighborhoods, ideally located within walking distance to the newly built John D. Hardy Elementary School and nearby Perrin Park. This exceptional home offers a fabulous floor plan featuring soaring ceilings, exquisite millwork, abundant natural light, and designer fixtures and finishes throughout. The first floor showcases a grand foyer, open-concept chef’s kitchen with breakfast area, fire-placed family room, formal dining room, and a versatile first-floor study or bedroom. The second level includes four beautifully appointed bedrooms, highlighted by a spacious primary suite, one en-suite bedroom, and a shared double vanity bathroom. The finished lower level provides flexible space for a gym, additional bedroom, and family room. A two-car garage with high ceilings, mudroom, stunning stone patio, and level backyard complete this remarkable property.

38 Parker Rd, Wellesley

Listing courtesy of Listing Agent: William Natoli from Listing Office: Serhant.

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