Gary DiMauro

Tivoli, NY

Four Seasons Sotheby's Int.

33 Closed Sales

$34.7M Total Value

$287.6K - $3.8M Price Range

$1.1M Average Price

Prior five years

About Gary

Gary was introduced to the Hudson Valley in 1988 as a weekender from Manhattan. Captivated by its beauty and quality of life, he decided to live here full time within a year. His love for antique houses began with the renovation of a converted church in Tivoli. It was published in House Beautiful - Jan. 1994 . Fueled by his own frustrating home buying experience, he decided to reinvent himself from musical theatre actor to realtor. He got his real estate license in 1990. In 1993, he founded Gary DiMauro Real Estate (GDMRE) and opened his first office in the then undiscovered Village of Tivoli. Gary was an integral player in Tivoli's renaissance and realized the importance of preserving and energizing our historic Hudson Valley towns. He opened his second office in the City of Hudson during its renaissance in 2003, and a third location in the up-and-coming Village of Catskill in 2007. A fourth office in the Village of Rhinebeck opened in August 2014 followed by a fifth in the Historic Waterfront District of the City of Kingston in 2020. In 2021, GDMRE proudly partnered with Four Seasons Sotheby's International Realty making Gary EVP and a NY Partner overseeing the Hudson Valley offices. Gary and his wife, Kathryn (the former Creative Director of GDMRE), have happily completed a 12-year renovation of their 1830's farmhouse in Milan that they share with their sweet pit bull mix-breed puppy, Henry. It was published in Country Living magazine in April 2012 and Upstate House magazine in 2013 . Gary is also the proud recipient of a 2020-2021 Tony Award for "Best New Play" as a co-producer of the two-part epic play, "The Inheritance", by Matthew Lopez.

Home Types: House, Lot/Land, MultiFamily, Commercial

Years of Experience: 17

Transaction History

1 Year
2 Year
5 Year

Seller Deals

Total Deals

Total Value

$10,140,000

Average Sale Price

$1,014,000

Price Range

$50K - $3M

Buyer Deals

Total Deals

Total Value

$11,281,000

Average Sale Price

$1,611,571

Price Range

$50K - $3.8M

Seller Deals

Total Deals

Total Value

$22,772,100

Average Sale Price

$1,035,095

Price Range

$50K - $3M

Buyer Deals

Total Deals

Total Value

$16,842,500

Average Sale Price

$1,295,577

Price Range

$50K - $3.8M

5 Year View

Neighborhoods Gary Has the Most Experience In

Red Hook

12 Sales
Milan

2 Sales
Hyde Park

1 Sale
Rhinebeck

1 Sale

Gary's Active Listings

$295,000
- Land
- 9 Acres
- $32,311 per Acre
4 Stone Wall Path

Red Hook, NY
One of the few remaining parcels in the 11 lot gated subdivision known as Milan Case Study. This ready-to-build 9 acre BOHA parcel is nestled among majestic old-growth specimen trees, with multiple stone fences crisscrossing the property, and an old farm road offering the perfect country setting for your dream home. Located at the end of a peaceful cul-de-sac with some distant south western views

Gary DiMauro Four Seasons Sothebys Intl

$8,950,000
- 5 Beds
- 5 Baths
- 5,484 Sq Ft
25 Winchell Trail

Pine Plains, NY
Stretching across the top of 29 wildflower-blanketed acres on the southern ridge of Winchell Mountain, w/commanding Catskills views, lies High View Farm. Inspired by the rolling farmland & expansive blue skies of this very special part of the Hudson Valley, the Architectural & Interior Design duo HallidayGreer collaborated with Architect Graydon Yearick & LaGuardia Design Group Landscape

Gary DiMauro Four Seasons Sotheby's Int.

Co-Listing Agent

$1,795,000
- 3 Beds
- 3 Baths
- 2,072 Sq Ft
251 Viewmont Rd

Germantown, NY
In a bucolic setting in Germantown, this stunning modern farmhouse sits amongst rolling hills on a quiet country road. The five acre parcel has a beautiful pond and is made up of open green fields and forest, and there is a barn with a new standing seam metal roof. The 3BD 2.5BA main house was built in 2020. You'll find high ceilings and white oak flooring throughout, the layout is well

Gary DiMauro Four Seasons Sotheby's Int.

Co-Listing Agent

$3,195,000
- 4 Beds
- 4.5 Baths
- 4,130 Sq Ft
184A Cambridge Rd

Hillsdale, NY
Up a winding country drive in a beautifully rural part of southern Columbia County, a modern house is notched into the hillside. West facing toward the sunset, the home was built to frame a magnificent view of the Catskill Mountains. The interior has wonderfully high 12ft ceilings and wideboard white oak flooring. The large Great Room features a striking wall of glass looking out over the

Gary DiMauro Four Seasons Sothebys Intl

Co-Listing Agent

$3,195,000
- 4 Beds
- 4.5 Baths
- 4,130 Sq Ft
184 Cambridge Rd

Hillsdale, NY
Up a winding country drive in a beautifully rural part of southern Columbia County, a modern house is notched into the hillside. West facing toward the sunset, the home was built to frame a magnificent view of the Catskill Mountains. The interior has wonderfully high 12ft ceilings and wideboard white oak flooring. The large Great Room features a striking wall of glass looking out over the

Gary DiMauro Four Seasons Sotheby's Int.

$13,500 per month
- 4 Beds
- 2.5 Baths
- 2,634 Sq Ft
356 County Route 6

Germantown, NY
Located in the heart of the Hudson Valley in Germantown, NY, Peaceful Windhorse Farm is an exceptional property that combines rustic charm with modern sustainability. Conveniently situated between the Rhinebeck and Hudson Amtrak train stations (each 20 minutes away), this 50-acre property is a nature lover's paradise. The completely pesticide free expansive grounds present diverse landscapes

Gary DiMauro Four Seasons Sotheby's Int.

Agent License #31DI0795171

Gary DiMauro

(518) 672-6538

Gary DiMauro

About Gary

Transaction History

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Gary Has the Most Experience In

Gary's Listings and Deals

Gary's Active Listings