$5,750,000
4 Bed • 3 Bath • 3,810 Sq. Ft.4 bd · 3 ba · 3,810 sqft
81-85 Fraleigh Hill Road
Millbrook, NY 12545
Listed with Compass Greater NY, LLC
$6,500,000
Est. $36,668/moAmenia, NY 12501 · Dutchess County
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Middlefield, an exceptional 45-acre Hudson Valley estate designed by AD100 architect Gil Schafer, is a masterful interpretation of Classical architecture. The residence reflects Schafer’s celebrated approach to the American country house; timeless in its proportions and craftsmanship, yet relaxed, comfortable, and entirely suited to modern life. Approached by a winding drive through mature trees and native plantings, the Greek Revival residence is beautifully sited within its private landscape. A classical double-height portico and gracious proportions give the house a timeless presence, while expansive windows connect the interiors to the surrounding gardens, lawns, and woodland. A gracious center hall opens to beautifully scaled living and dining rooms filled with natural light. Throughout the house, newly installed antique wide-plank floors, custom millwork and hardware, antique mantels, and carefully considered architectural details create warmth and character. A generous three-season porch extends the main living spaces outdoors. The light filled kitchen is both inviting and highly functional, with custom cabinetry, generous workspaces, a wood-burning fireplace, and an adjoining butler’s pantry. Designed as the heart of the house, it offers ample room for everyday living and dining. Upstairs are three generously proportioned bedrooms, including a primary suite overlooking the rolling landscape. Three beautifully appointed baths feature classic fixtures and traditional detailing. Newly designed marble showers in the primary and guest bath add both beauty and functionality while remaining entirely in keeping with the character of the house. Under its current ownership, Middlefield has been thoughtfully improved and expanded while remaining true to Schafer’s original vision for the house. The renovation of the third floor and lower level has enhanced the property for modern living, transforming formerly underutilized spaces into fully integrated living areas. On the third floor, a media room and private study have been created beneath the roofline, where distinctive demilune windows bring light and architectural character to the space. The lower level has been similarly transformed, with a newly finished laundry room and dedicated staff area adding practical functionality to the house. Throughout, the work has been approached with a careful eye toward the home’s architecture, materials, and proportions, allowing the renovated spaces to feel as though they have always belonged. The landscape, designed by internationally renowned landscape architect Deborah Nevins, is an integral part of Middlefield. Garden rooms defined by hornbeam and yew hedges unfold around the house, complemented by mature specimen trees, lawns, terraces, and hand-laid stone walls. A kitchen garden and stone terrace provide inviting spaces for outdoor dining and entertaining. Additional improvements include a new roof and extensive updates to the home’s mechanical systems, complementing the newly finished third floor and lower level and bringing important modern enhancements to a residence distinguished by exceptional craftsmanship and enduring architectural character. With 45 acres of privacy, extraordinary architecture and a setting of remarkable natural beauty, Middlefield has the character of a great American country house thoughtfully conceived for the way we live today.
As reported by the listing office; verify enrollment with the district.
Listed with Compass Greater NY, LLC · Ashley Whittaker Spence · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 30, 2026, 5:08 PM ET. ©2026 One Key MLS.
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Market Insights
Current Listings
New in the last 30 days
3
Sep 2026
Average Price
Active listings
$1,893,461
Sep 2026
Average days on market
Active listings
253 days
Sep 2026
Computed from 28 active OneKey MLS listings in Amenia, NY.
$5,750,000
4 Bed • 3 Bath • 3,810 Sq. Ft.4 bd · 3 ba · 3,810 sqft
81-85 Fraleigh Hill Road
Millbrook, NY 12545
Listed with Compass Greater NY, LLC
$5,250,000
5 Bed • 3.5 Bath • 3,424 Sq. Ft.5 bd · 3.5 ba · 3,424 sqft
4918 Route 82
Salt Point, NY 12578
Listed with Upstate Down
$4,950,000
4 Bed • 4.5 Bath • 3,390 Sq. Ft.4 bd · 4.5 ba · 3,390 sqft
1963 Salt Point Turnpike
Salt Point, NY 12578
Listed with Compass Greater NY, LLC