A 1987 hilltop house on about 21.9 acres in Millerton sold for $2.73 million to lead the five highest-priced home sales publicly reported in the Poughkeepsie, New York metro area for the week ending August 9, 2026. Together the five closings accounted for $7.37 million in reported real estate.
The sales span Millerton, Hopewell Junction, Poughkeepsie, Monroe and Tuxedo Park, and build years run from 1987 to 2021. Acreage runs through the group, with several properties on nine or more wooded or open acres, and water figures too: a pond in Monroe and deeded lake rights at Tuxedo Park. Compass Greater NY, LLC was the listing brokerage on the week’s two highest-priced reported sales.
No. 1 — $2,725,000 · 26 Mountain Farm Road, Millerton, New York
The week’s highest reported price went to a hilltop property in Millerton. Set on approximately 21.9 acres, 26 Mountain Farm Road closed on August 7, 2026 for $2,725,000. The 1987 residence carries five bedrooms, six bathrooms and a reported 7,690 square feet, with walls of windows, multiple fireplaces and entertaining rooms turned toward panoramic Catskill Mountain views.
The grounds hold a pool and spa complex with an outdoor kitchen, a fireplace and stone terraces, alongside paddocks with run-in sheds, riding facilities, a barn and a tennis court. The property sits near the villages of Millerton and Sharon and Metro-North service. The house went under contract 23 days after the current listing date and closed at its full asking price, and it previously changed hands for $1,858,000 in 2002.
Roland Augustine of Compass Greater NY, LLC was the listing agent. The $2,725,000 closing put Augustine at the listing side of the highest-priced Poughkeepsie-area sale RealtyWire reported that week, ranked No. 1 in the Poughkeepsie Metro Area Top 5 for the week ending August 9, 2026.
See this property in Google Street View →
No. 2 — $1,300,000 · 320 Long Hill Road, Hopewell Junction, New York
A 1999 house on a wooded lot in Hopewell Junction, with four bedrooms, four bathrooms and a reported 3,351 square feet, took the No. 2 position at $1,300,000 in a transaction recorded August 7, 2026.
Mature trees and landscaped grounds screen 320 Long Hill Road, and a pond sits on the property. Oversized windows carry daylight through rooms that open into one another, and the kitchen runs directly into the gathering rooms. A first-floor primary suite anchors the plan, and every bedroom has an en-suite bathroom. The setting is about 20 minutes from both Beacon and Cold Spring, with hiking trails, wineries and restaurants nearby and commuter routes to New York City within reach. The property went under contract 18 days after the current listing date.
Steven Gray of Compass Greater NY, LLC was the listing agent. Marie Mascari of eXp Realty represented the buyer. Gray represented the listing side of the $1,300,000 transaction, which ranked No. 2 in RealtyWire’s Poughkeepsie Metro Area Top 5 home sales for the week ending August 9, 2026, and it was the second sale on this week’s list carried by that brokerage.
See this property in Google Street View →
No. 3 — $1,250,000 · 36 Spruce Lane, Poughkeepsie, New York
Nine wooded acres in Poughkeepsie produced the No. 3 sale. 36 Spruce Lane, a custom house completed in 2021, sold for $1,250,000 in a closing dated August 5, 2026. Listing materials put the residence at four bedrooms and three and a half bathrooms across a reported 3,674 square feet.
Wide-plank white oak floors, high ceilings and an open plan run through the main level, where the kitchen is fitted with Wolf and Sub-Zero appliances, custom motorized cabinetry and vent hood, and an island with a prep sink. French doors open onto a covered patio. The main-level primary suite adds a walk-in shower with multiple rain heads, dual vanities and a custom closet system; the second floor holds two more bedrooms and a guest suite with a private bath. A heated pool with UV germicidal filtration sits in an outdoor entertaining area ringed by mature trees, and the house runs on a geothermal heating and cooling system, with smart-home technology, a high-efficiency wood-burning fireplace and a spray-foamed envelope that extends beneath the basement floor.
Richard Rundle of Greenan Properties RE Agency was the listing agent. Rosanna Fabre of Keller Williams Realty Partner represented the buyer. Rundle handled the listing side of the $1,250,000 closing, which took the No. 3 position in RealtyWire’s Poughkeepsie Metro Area Top 5 for the week ending August 9, 2026.
See this property in Google Street View →
No. 4 — $1,100,000 · 141 Oak Road, Monroe, New York
A pair of adjoining lots totaling just over 10 acres carried the No. 4 sale. The 1999 house at 141 Oak Road in Monroe, offered with both parcels together, sold for $1,100,000 on August 6, 2026. It holds three bedrooms, two and a half bathrooms and a reported 2,455 square feet.
A fireplace anchors the main room, ceiling fans are fitted in each bedroom, and the kitchen adds bar seating alongside modern appliances. The grounds take in outdoor seating, a hammock, a fenced pond and a cliff edge, and the driveway parks up to six vehicles with additional room for an RV or trailer. The property sits on the outskirts of the private Sapphire Lake community, with access to the Appalachian Trail and to Harriman State Park and Bear Mountain; the train station to New York City is less than nine miles away. The sale closed at its full asking price, and the property previously changed hands for $454,000 in 2017.
Carmela Lopez Borrazas of Serhant LLC was the listing agent. Bree Chambers of Compass Greater NY, LLC represented the buyer. The $1,100,000 result placed Lopez Borrazas at the listing side of the No. 4 sale in RealtyWire’s Poughkeepsie Metro Area Top 5 for the week ending August 9, 2026.
See this property in Google Street View →
No. 5 — $999,999 · 9 Susan Court, Tuxedo Park, New York
Tuxedo Park closed out the list. The 2002 house at 9 Susan Court, offered for the first time, traded for $999,999 in a transaction recorded August 3, 2026. It has three bedrooms, three and a half bathrooms and a reported 2,018 square feet.
Floor-to-ceiling windows and high ceilings frame lake views from the main level, and the property carries deeded lake rights for fishing and kayaking. A wood-burning stove anchors the main room, and the kitchen holds two center islands, a Wolf six-burner range with a grill, a commercial-grade hood, a wine refrigerator and a walk-in pantry, with radiant-heated porcelain wide-plank tile underfoot. Three sets of French doors open to a wraparound porch of steel framing and paver finishes, facing the lake and the mountains. A loft level adds a bedroom, a bath and a sitting area, while the lower level has its own entrance and porch, a primary suite with two walk-in closets and a spa-style bath, and a further bedroom with its own bath. The house went under contract 11 days after the current listing date and closed $4,999 above its final asking price of $995,000.
Angela Paul of Century 21 Alliance Rlty Group was the listing agent. Mary Ann M Mitchell of eXp Realty represented the buyer. Paul represented the listing side of the $999,999 transaction, which ranked No. 5 in RealtyWire’s Poughkeepsie Metro Area Top 5 home sales for the week ending August 9, 2026.
See this property in Google Street View →
RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, August 9, 2026. The report may exclude private, off-market, delayed or nondisclosed transactions. Prices, property details and professional representation are reported as available at publication and may be updated following confirmation from transaction participants.
Were you involved in one of these transactions? Contact RealtyWire to verify or correct your professional credit or submit information for a future edition.
See full market data on our Poughkeepsie, New York market page.
