Ashley Whittaker Spence

Millbrook NY

Compass Greater NY, LLC

5 Closed Sales

$12.4M Total Value

$995K - $6.2M Price Range

$2.5M Average Price

Prior 5 years

About Ashley

Meet Ashley Whittaker, a published and nationally recognized interior designer who has applied her exceptional experience and talent to the real estate industry as a licensed salesperson for Compass, Hudson Valley Group.

Ashley’s journey exemplifies the power of creativity, dedication, and a passion for making spaces not just beautiful, but truly exceptional places to live. Her unique perspective allows her to identify untapped opportunities in properties that others may overlook. With over twenty years of experience in the design industry, Ashley’s ability to envision the hidden potential in spaces has earned her a reputation for turning ordinary properties into extraordinary homes.

Along with her husband and young son, Ashley calls Millbrook home. Millbrook, nestled in the heart of the Hudson Valley, is the epitome of refined country living. Each property tells a unique story, blending classic architectural elements with contemporary amenities, creating an unparalleled living experience.

Home Types: House

Transaction History

1 Year
2 Year

Seller Deals
Total Deals	4
Total Value	$10,715,000
Average Sale Price	$2,678,750
Price Range	$995K - $6.2M

1 Year View by Quarter

Seller Deals
Total Deals	4
Total Value	$10,715,000
Average Sale Price	$2,678,750
Price Range	$995K - $6.2M

Buyer Deals
Total Deals	1
Total Value	$1,700,000
Average Sale Price	$1,700,000

Neighborhoods Ashley is Experienced In

Washington

3 Sales
Stanford

1 Sale
North East

1 Sale

Ashley's Active Listings

$16,500,000
- 4 Beds
- 8 Baths
- 7,500 Sq Ft
365 Tower Hill Rd

Wassaic, NY
Introducing Sky House. This 7,500-square-foot modern estate atop 138 acres of meadows, woodland, and rolling hills in Millbrook’s storied hunt country is a study in serenity and design intelligence. Conceived by the celebrated firm Resolution: 4 Architecture and completed in 2019, the residence rises from the landscape with a long, linear silhouette tempered by floor-to-ceiling glass that invites

Ashley Whittaker Spence Compass Greater NY, LLC

$14,000 per month
- 3 Beds
- 2 Baths
- 1,886 Sq Ft
11 Sutton Rd

Millbrook, NY
Set on 1.5 private acres along one of Millbrook’s most picturesque country roads, this 1950s cottage offers a quintessential Hudson Valley summer experience; equal parts relaxed, refined, and quietly beautiful. The heart of the property is the sun-filled gunite pool, perfectly sited and surrounded by leafy, pastoral views. Days unfold effortlessly here; morning swims, long afternoons in the sun,

Ashley Whittaker Spence Compass Greater NY, LLC

Recently Sold

$995,000

Sold Jan 2, 2026
- 3 Beds
- 2 Baths
- 1,886 Sq Ft
11 Sutton Rd

Millbrook, NY
- 10% Below List
- $528/SF
- 63 Days On Market
- Current Est. Value $919K
Ashley Whittaker Spence Compass Greater NY, LLC

$2,200,000

Sold Nov 19, 2025
- 3 Beds
- 2 Baths
- 2,934 Sq Ft
2 Olympia Way

Stanfordville, NY
- 26% Above List
- $750/SF
- 17 Days On Market
- Current Est. Value $2M
Ashley Whittaker Spence Compass Greater NY, LLC

$6,180,000

Sold Jul 22, 2025
- 3 Beds
- 3.5 Baths
- 3,750 Sq Ft
895 Route 83

Amenia, NY
- 77% Above List
- $1,648/SF
- 12 Days On Market
- Current Est. Value $5M
Ashley Whittaker Spence Compass Greater NY, LLC

$1,340,000

Sold Jun 30, 2025
- 3 Beds
- 2.5 Baths
- 2,630 Sq Ft
11 Haight Ave

Millbrook, NY
- 12% Above List
- $510/SF
- 16 Days On Market
- Current Est. Value $1M
Ashley Whittaker Spence Compass Greater NY, LLC

Agent License: New York 10401377923

Ashley Whittaker Spence

(845) 285-6111

Homes for Sale by City

Ashley Whittaker Spence

About Ashley

Transaction History

Seller Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Neighborhoods Ashley is Experienced In

Ashley's Listings and Deals

Ashley's Active Listings

Recently Sold