A historic architectural gem gets a modern makeover while preserving its timeless charm

Located on the sun-kissed land of the exclusive New Canaan, Connecticut, there is a unique Tudor house, called The Orchard, End, that is a symbol of the finest workmanship of the past and modern luxury. This is a very special property that was first constructed in 1929 and designed by the famous New York architect William B. Tubby, who has been renovated in the last three years at a cost of $6 million and is available to prospective purchasers with an asking price of 13.9 million dollars.

The Historic Legacy of Orchard’s End

Orchard End has a history that dates back almost a hundred years to the time when a great architect called William B. Tubby designed this Tudor grand masterpiece. Another one was Tubby, a residential architecture expert in the early 20 th century who made a house that would endure the course of time architecturally and physically.

This estate was built in the first place in 1929, making it one of the best-looking houses of Tudor Revival architecture in New Canaan, the town that already took pride in the variety of historic houses. Even its original construction, brink of the great depression makes it more astounding as a survivor of such a tempestuous historic time in the history of American history.

A Master Renovation by Dinyar Wadia

The recent transformation of Orchard’s End was overseen by architect Dinyar Wadia, whose vision breathed new life into this historic property while maintaining its authentic character. Wadia, known for his meticulous attention to detail and respect for architectural heritage, spent three years carefully updating every aspect of the home.

According to Wadia, building a comparable estate today would cost well over $25 million, making the current listing price of $13.9 million an exceptional value for discerning buyers. This cost comparison highlights not only the quality of the renovation but also the inherent value of the property’s historic bones and prime location.

Architectural Excellence Meets Modern Luxury

The Tudor Revival Style

Tudor Revival architecture, popularized in the United States during the early 20th century, draws inspiration from medieval English manor houses. Orchard’s End exemplifies this style with its characteristic features:

• Steeply pitched roofs that create dramatic silhouettes against the Connecticut sky
• Decorative half-timbering that provides visual interest and authentic Tudor character
• Tall, narrow windows with distinctive mullions that flood the interior with natural light
• Asymmetrical facade that creates a sense of organic growth and architectural storytelling
• Prominent chimneys that serve as focal points and reflect the home’s substantial heating systems

Modern Amenities Within Historic Walls

The renovation successfully integrated contemporary conveniences without compromising the home’s historic integrity. Modern systems, updated electrical and plumbing, and state-of-the-art technology have been seamlessly incorporated into the Tudor framework.

The interior spaces have been reimagined to suit contemporary living while preserving original architectural details such as exposed beams, stone fireplaces, and leaded glass windows. This delicate balance between old and new creates an atmosphere that is both timeless and thoroughly modern.

The Crown Jewel: A 5,000 Square Foot Wellness Center

Perhaps the most impressive addition to Orchard’s End is the expansive 5,000 square foot wellness center, a feature that sets this property apart from other luxury estates in the area. This dedicated space represents the pinnacle of modern luxury living, offering homeowners a private retreat focused on health and wellness.

Features of the Wellness Center

The wellness center at Orchard’s End likely includes:

• Professional-grade fitness equipment suitable for comprehensive workout routines
• Spa facilities including treatment rooms and relaxation areas
• Indoor pool for year-round swimming and aquatic exercise
• Yoga and meditation spaces designed for mental and physical well-being
• Sauna and steam rooms for therapeutic relaxation
• Changing facilities with luxury appointments and storage

This substantial addition represents a significant investment in the property’s value and appeal, catering to the growing trend of wellness-focused luxury living.

New Canaan: A Premium Connecticut Location

The Town’s Distinguished Character

New Canaan has long been recognized as one of Connecticut’s most desirable communities, attracting affluent families and individuals seeking a perfect blend of suburban tranquility and urban accessibility. The town’s commitment to preserving its historic character while embracing modern amenities makes it an ideal location for a property like Orchard’s End.

Transportation and Accessibility

Located approximately 50 miles from Manhattan, New Canaan offers convenient access to New York City via Metro-North Railroad, making it popular among professionals who work in the city but prefer suburban living. The town’s location also provides easy access to other major Connecticut cities and the broader New England region.

Educational Excellence

New Canaan is renowned for its exceptional public school system, which consistently ranks among the top in Connecticut and the nation. This educational excellence, combined with the town’s family-friendly atmosphere, makes it particularly attractive to families with children.

Investment Potential and Market Analysis

Current Real Estate Market

The luxury real estate market in New Canaan has remained robust, with high-end properties consistently attracting serious buyers. The $13.9 million listing price for Orchard’s End positions it competitively within the local luxury market while offering exceptional value given the extensive renovations and unique features.

Historical Significance as Value Driver

Properties with historical significance often command premium prices due to their rarity and the story they tell. Orchard’s End’s 1929 construction date and architect pedigree add intangible value that cannot be replicated in new construction.

The Renovation Premium

The $6 million renovation investment represents a significant value addition to the property. Buyers benefit from immediate move-in readiness without the time, stress, and uncertainty associated with major renovation projects.

Comparing Construction Costs: Then vs. Now

Architect Dinyar Wadia’s assessment that building a comparable estate today would cost over $25 million highlights several important factors:

Material Quality and Craftsmanship

The original 1929 construction utilized materials and craftsmanship standards that would be prohibitively expensive to replicate today. Old-growth timber, hand-carved stone details, and artisan-quality millwork represent investments in quality that modern construction rarely matches.

Labor and Skilled Trades

The specialized skills required for authentic Tudor construction are increasingly rare and expensive. The craftspeople who built Orchard’s End possessed knowledge and techniques that have largely been lost to modern construction methods.

Land Value and Regulations

Prime real estate in New Canaan has appreciated significantly since 1929, and modern zoning and building regulations would likely prevent the construction of a comparable estate on similar acreage today.

The William B. Tubby Legacy

Architectural Heritage

William B. Tubby’s work represents an important chapter in American residential architecture. His designs, characterized by their attention to proportion, detail, and integration with their surroundings, continue to influence architects and homeowners nearly a century later.

Preservation Through Renovation

The careful renovation of Orchard’s End serves as a model for how historic properties can be preserved while being updated for contemporary living. This approach honors the original architect’s vision while meeting modern standards and expectations.

Luxury Living Features Throughout the Estate

Interior Design Elements

The renovation has likely preserved and enhanced many of the home’s original luxury features:

• Grand foyer with soaring ceilings and period-appropriate fixtures
• Formal dining room perfect for entertaining large groups
• Library or study with built-in bookshelves and reading nooks
• Gourmet kitchen combining modern appliances with traditional design
• Master suite with luxurious bathroom and walk-in closets
• Guest accommodations offering comfort and privacy for visitors

Outdoor Spaces and Grounds

The estate’s grounds likely feature:

• Manicured gardens reflecting the property’s name “Orchard’s End”
• Outdoor entertaining areas including patios and possibly a pool
• Mature landscaping that provides privacy and natural beauty
• Possibly original orchard elements that inspired the property’s name

Technology Integration in Historic Renovation

Smart Home Features

Modern renovations of historic properties often include:

• Integrated sound systems that don’t compromise architectural integrity
• Climate control that maintains comfort while preserving the building
• Security systems that protect the property while remaining discreet
• Automated lighting that enhances both ambiance and energy efficiency

Sustainable Updates

Contemporary renovations typically include:

• Energy-efficient windows that maintain historic appearance
• Updated insulation that improves comfort and reduces energy costs
• Modern HVAC systems that provide consistent temperature control
• Water conservation features that reduce environmental impact

The Appeal to Modern Buyers

Unique Property Characteristics

Orchard’s End offers several features that appeal to today’s luxury home buyers:

• Historic character that cannot be replicated in new construction
• Substantial square footage that accommodates large families and entertaining
• Premium location in one of Connecticut’s most desirable communities
• Move-in ready condition thanks to the comprehensive renovation
• Unique amenities like the 5,000 square foot wellness center

Investment Considerations

Potential buyers should consider:

• Property appreciation potential in the New Canaan market
• Maintenance requirements for a historic property
• Insurance considerations for a high-value estate
• Property tax implications in Connecticut’s current tax environment

Market Positioning and Competition

Comparable Properties

In the New Canaan luxury market, Orchard’s End competes with:

• Other historic estates that have undergone similar renovations
• New construction luxury homes that offer modern amenities
• Waterfront properties that provide different lifestyle amenities
• Larger estates with more extensive acreage

Unique Selling Propositions

Orchard’s End’s competitive advantages include:

• Architectural pedigree from William B. Tubby
• Comprehensive recent renovation eliminating buyer uncertainty
• Substantial wellness center appealing to health-conscious buyers
• Historic character combined with modern conveniences

Frequently Asked Questions

What makes Orchard’s End special compared to other luxury homes in New Canaan?

Orchard Ends is a rare architectural heritage (built in 1929 and renovated fully under the cost of six millions in 2024). The property boasts classic Tudor Revival architecture by William B. Tubby; it also has all the modern amenities such as a 5,000 square foot wellness center. Such a mix of historic style and modern luxury is hard to come by on the modern market.

How does the $13.9 million price compare to building costs today?

According to renovation architect Dinyar Wadia, building a comparable estate today would cost over $25 million. This makes the current listing price exceptional value, considering the quality of materials, craftsmanship, and prime New Canaan location that would be prohibitively expensive to replicate.

What is included in the 5,000 square foot wellness center?

While specific details weren’t provided, a wellness center of this size typically includes professional fitness equipment, spa facilities, indoor pool, yoga/meditation spaces, sauna and steam rooms, and luxury changing facilities. This substantial addition represents a significant investment in health and wellness amenities.

Who was William B. Tubby and why is his architectural work significant?

William B. Tubby was a prominent New York architect known for his residential designs in the early 20th century. His work represents important examples of Tudor Revival architecture, characterized by attention to proportion, detail, and integration with surroundings. Properties designed by recognized architects often carry additional value due to their historical and architectural significance.

What renovation work was completed during the three-year project?

The $6 million renovation likely included updated electrical and plumbing systems, modern HVAC, technology integration, kitchen and bathroom renovations, and structural improvements while preserving original architectural details like exposed beams, stone fireplaces, and leaded glass windows.

How does New Canaan’s location benefit homeowners?

New Canaan offers convenient access to New York City via Metro-North Railroad (approximately 50 miles from Manhattan), excellent public schools consistently ranking among Connecticut’s best, and a family-friendly atmosphere. The town successfully balances historic character with modern amenities.

What are the property tax implications for a $13.9 million estate in Connecticut?

Connecticut property taxes vary by municipality, and luxury properties are subject to higher assessments. Potential buyers should consult with tax professionals to understand the specific implications for their situation, as Connecticut’s tax environment can impact overall cost of ownership.

Is this property suitable for year-round living?

Yes, the comprehensive renovation ensures the property is suitable for year-round occupancy with modern heating, cooling, and electrical systems. The substantial wellness center and indoor amenities make it particularly attractive for those who spend significant time at home.

How does the property compare to new construction luxury homes?

Orchard’s End offers irreplaceable historic character, mature landscaping, and architectural details that cannot be replicated in new construction. The extensive renovation provides modern conveniences while preserving unique features like original millwork and stone details that would be prohibitively expensive to recreate today.

What maintenance should buyers expect for a renovated historic property?

While the recent renovation addresses major systems and structural issues, historic properties require ongoing maintenance of unique architectural features. Buyers should budget for specialized craftspeople who understand historic construction methods and materials, though the recent renovation should minimize immediate maintenance needs.

Conclusion

Orchard’s End represents a rare opportunity to own a piece of New Canaan’s architectural history while enjoying the benefits of contemporary luxury living. The thoughtful renovation by Dinyar Wadia has created a property that honors its 1929 origins while meeting today’s standards for comfort, convenience, and wellness-focused living.

The combination of William B. Tubby’s original architectural vision, the comprehensive $6 million renovation, and the addition of a 5,000 square foot wellness center creates a unique offering in the luxury real estate market. At $13.9 million, the property presents exceptional value when compared to the estimated $25+ million cost of building a comparable estate today.

For discerning buyers seeking a home with character, history, and modern amenities in one of Connecticut’s most desirable communities, Orchard’s End offers an unparalleled opportunity. The property successfully bridges the gap between historic preservation and contemporary luxury, creating a living space that is both timeless and thoroughly modern.

This Tudor masterpiece stands as a testament to the enduring value of quality architecture and thoughtful renovation, offering its next owners a chance to become stewards of a truly exceptional property in the heart of New Canaan.