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This iconic Bermuda residence on Pitt’s Bay Road invites you through a grand foyer that immediately sets the tone for a home rich in history, character, and refined charm. Designed for entertaining, Chelmsford offers a formal sitting room for intimate gatherings and a spacious dining room with an adjoining bar room that has hosted countless memorable dinner parties. A dedicated office provides the ideal setting for working from home, while the gourmet kitchen (featuring indoor-outdoor flow to the pool patio) caters beautifully to both chefs and entertainers alike. For outdoor dining, plenty of space is available for gatherings of any size, as well as a fire pit lounge and a large flat yard, ideal for kids or pets at play. Upstairs, five generous bedrooms each include their own en-suite bathrooms, offering privacy, comfort, and understated luxury for family and guests. Additional amenities include a full bathroom on the lower level and two powder rooms. Tucked away on the property is a separate one-bedroom apartment, ideal for guests, staff, or extended family. An oversized garage, gym, and even a wellness retreat within the lower level of the estate create a private sanctuary designed for both convenience and rejuvenation. This is more than just a home. It’s a piece of Bermuda’s heritage, thoughtfully reimagined for contemporary living. Please contact co-listing agents Ben Rego and Christina Georgopoulos for a tour at your earliest convenience.
…By Rego Sotheby's International Realty
The first of its kind! Get ahead of the rest by purchasing a duplex style penthouse in the heart of the city with a roof top garden area boasting 3,535 sq. ft. of interior space and 457 sq. ft. of balcony areas. On the upper level, entertain family and friends in the large open plan living space, which also includes a formal dining room with a wine chiller, kitchen and breakfast area. There is also a family room, powder room and two balconies on this level. The kitchen will be finished with clean white cabinets, stainless steel appliances and soft grey counter tops. The lower fifth floor level contains the primary bedroom with ensuite bathroom, including a separate shower, tub and double sink. A walk-in closet with dressing counter is in the center with a balcony off the bedroom. There are two additional bedrooms with bath ensuite on this level with one bedroom having a balcony. This level also includes a family room, office and storage room along with laundry facilities. As an added bonus on the fifth-floor level, there is a private dining room or meeting space, which seats 20 people and a fully fitted kitchen available. The developers have designed the unit with space so an elevator can be installed if one wishes at an additional cost. The building will have underground parking, basement storage for each unit, a gym, salon and spa.
…By Rego Sotheby's International Realty
CITY LIVING IS ON THE RISE! 33 Church Street Condos are available to Bermudians, International Buyers, Work Permit Holders, BOTC, and PRC. 33 Church Street is in a prime city-center location and offers easy walking access to grocery stores, parks, shops, and restaurants. Unit 502 NW has 1,960 square feet of living space which includes 104 square feet of additional entertaining space on the balcony, located off the open plan living /dining and kitchen. This unit has 3 bedrooms and 2.5 bathrooms with the primary bedroom having an ensuite bathroom with double sinks and a large walk-in closet. Amenities in the building include a rooftop deck, a lounge room, and a gym for residents only. Onsite will be an upscale day spa, hair salon, retail shop, and a designated storage area on the lower level of the building. The building is equipped with its own generator to give residents peace of mind should there be a power outage. Twelve underground parking spaces will be available at a rate of $25,000 on a first come first come first serve basis, which will be deeded to the unit. The renderings shown are for illustration purposes only and are indicative of the finishes in each unit.
…By Rego Sotheby's International Realty
Walsingham invites you to step into your future at this truly majestic Bermuda estate, an extraordinary offering set on nearly 5 acres of pristine, private grounds in coveted Smith’s Parish. Set atop the hill with views in every direction, even reaching as far as Dockyard, the estate is anchored by an elegant 6,000-square-foot residence, which unfolds into sweeping lawns, mature greenery, and multiple lifestyle amenities, including a former tennis court area and a resort-style pool. Opportunities of this scale are exceedingly rare, as there are only a very small handful of homes across the island, especially in the East End, that benefit from such expansive acreage. Enhancing the estate further is a charming guest cottage with its own separate private driveway, along with a dedicated pool house, providing exceptional flexibility for hosting visitors or creating additional accommodation. With many improvements having taken place throughout the years, Walsingham is truly a once-in-a-generation opportunity, an estate where your family can make its mark in real estate and create a legacy that will endure for decades to come. Welcoming your private enquiry for all Bermudian, BOTC, PRC, & International Purchasers at your earliest convenience.
…By Rego Sotheby's International Realty
CITY LIVING IS ON THE RISE! 33 Church Street Condos are available to Bermudians, International Buyers, Work Permit Holders, BOTC, and PRC. 33 Church Street is in a prime city-center location and offers easy walking access to grocery stores, parks, shops, and restaurants. Unit 603 NE has 1,998 square feet of living space which includes 235 square feet of additional entertaining space on the balcony, located off the open plan living /dining and kitchen. This unit has a 3 bedrooms and 3.5 bathrooms with the primary bedroom having an ensuite bathroom with double sinks and a large walk-in closet. Amenities in the building include a rooftop deck, a lounge room, and a gym for residents only. Onsite will be an upscale day spa, hair salon, retail shop, and a designated storage area on the lower level of the building. The building is equipped with its own generator to give residents peace of mind should there be a power outage. Twelve underground parking spaces will be available at a rate of $25,000 on a first come first come first serve basis, which will be deeded to the unit. The renderings shown are for illustration purposes only and are indicative of the finishes in each unit.
…By Rego Sotheby's International Realty
The first of its kind! Get ahead of the rest by purchasing a duplex style penthouse in the heart of the city with a roof top garden area boasting 3,535 sq. ft. of interior space and 457 sq. ft. of balcony areas. On the upper level, entertain family and friends in the large open plan living space, which also includes a formal dining room with a wine chiller, kitchen and breakfast area. There is also a family room, powder room and two balconies on this level. The kitchen will be finished with clean white cabinets, stainless steel appliances and soft grey counter tops. The lower fifth floor level contains the primary bedroom with ensuite bathroom, including a separate shower, tub and double sink. A walk-in closet with dressing counter is in the center with a balcony off the bedroom. There are two additional bedrooms with bath ensuite on this level with one bedroom having a balcony. This level also includes a family room, office and storage room along with laundry facilities. As an added bonus on the fifth-floor level, there is a private dining room or meeting space, which seats 20 people and a fully fitted kitchen available. The developers have designed the unit with space so an elevator can be installed if one wishes at an additional cost. The building will have underground parking, basement storage for each unit, a gym, salon and spa.
…By Rego Sotheby's International Realty
CITY LIVING IS ON THE RISE! With a completion date in Fall 2025, 33 Church Street Condos are available to Bermudians, International Buyers, Work Permit Holders, BOTC, and PRC. 33 Church Street is in a prime city-center location and offers easy walking access to grocery stores, parks, shops, and restaurants. Unit 603 NW has 2,066 square feet of living space which includes 468 square feet of additional entertaining space on the balcony, located off the open plan living /dining and kitchen. This unit has 3 bedrooms and 2.5 bathrooms with the primary bedroom having an ensuite bathroom with double sinks and a large walk-in closet. Amenities in the building include a rooftop deck, a lounge room, and a gym for residents only. Onsite will be an upscale day spa, hair salon, retail shop, and a designated storage area on the lower level of the building. The building is equipped with its own generator to give residents peace of mind should there be a power outage. Twelve underground parking spaces will be available at a rate of $25,000 on a first come first come first serve basis, which will be deeded to the unit. The renderings shown are for illustration purposes only and are indicative of the finishes in each unit.
…By Rego Sotheby's International Realty
CITY LIVING IS ON THE RISE! With a completion date in Fall 2025, 33 Church Street Condos are available to Bermudians, International Buyers, Work Permit Holders, BOTC, and PRC. 33 Church Street is in a prime city-center location and offers easy walking access to grocery stores, parks, shops, and restaurants. Unit 503 NE has 2,137 square feet of living space which includes 167 square feet of additional entertaining space on the balcony, located off the open plan living /dining and kitchen. This unit has 3 bedrooms and 3.5 bathrooms with the primary bedroom having an ensuite bathroom with double sinks and a large walk-in closet. Amenities in the building include a rooftop deck, a lounge room, and a gym for residents only. Onsite will be an upscale day spa, hair salon, retail shop, and a designated storage area on the lower level of the building. The building is equipped with its own generator to give residents peace of mind should there be a power outage. Twelve underground parking spaces will be available at a rate of $25,000 on a first come first come first serve basis, which will be deeded to the unit. The renderings shown are for illustration purposes only and are indicative of the finishes in each unit.
…By Rego Sotheby's International Realty
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