Skip to content
415 Grace Church Street, Rye, photo 1
View all 25 photos
415 Grace Church Street, photo 2
415 Grace Church Street, photo 3
415 Grace Church Street, photo 4
415 Grace Church Street, photo 5
415 Grace Church Street, photo 6
415 Grace Church Street, photo 7
415 Grace Church Street, photo 8
415 Grace Church Street, photo 9
415 Grace Church Street, photo 10
415 Grace Church Street, photo 11
415 Grace Church Street, photo 12
415 Grace Church Street, photo 13
415 Grace Church Street, photo 14
415 Grace Church Street, photo 15
415 Grace Church Street, photo 16
415 Grace Church Street, photo 17
415 Grace Church Street, photo 18
415 Grace Church Street, photo 19
415 Grace Church Street, photo 20
415 Grace Church Street, photo 21
415 Grace Church Street, photo 22
415 Grace Church Street, photo 23
415 Grace Church Street, photo 24
415 Grace Church Street, photo 25

415 Grace Church Street

$4,400,000

Est. $26,212/mo

Rye, NY 10580 · Westchester County

Beds
8
Baths
7.5
Sqft
6,396
Status
Active
On site
71 days

Know your budget before you tour. Get pre-qualified

About this home

A truly rare opportunity in Rye. Set on nearly 5 spectacular, estate-like acres in the Rye City School District, this is one of those properties that simply cannot be replicated today. The breathtaking grounds create a private retreat complete with an in-ground pool, expansive lawns, mature landscaping, and endless space to entertain, relax, or play. At the heart of the outdoor experience is an exceptional pool house that lives like a true second home—a pristine, newer residence featuring approximately 1,600+ square feet, three bedrooms, three full baths, a beautiful modern kitchen, spacious living area with fireplace, and covered patio overlooking the pool. Whether used for extended family, guests, an au pair, home office, or multigenerational living, it is a remarkable amenity rarely found at this level. The stately Colonial offers nearly 5,000 square feet with an outstanding floor plan, generous room sizes, sun-filled living spaces, a grand foyer, formal living and dining rooms, private office, spacious family room with stone fireplace and wet bar, sunroom, and five bedrooms including a gracious primary suite. The home has been meticulously maintained and presents the perfect opportunity to update and customize to your own style while preserving its exceptional layout and timeless character. An added bonus—and a major value enhancement—is the property's new connection to public sewer, eliminating one of the biggest concerns associated with estate properties while providing long-term peace of mind. Just minutes from downtown Rye, beaches, parks, marinas, restaurants, Metro-North, and award-winning Rye City Schools, this is a once-in-a-generation opportunity to own an estate-sized property with a true second residence in one of Westchester's most sought-after communities. Properties offering this combination of acreage, privacy, flexibility, and location are extraordinarily rare.

Listed with Nestedge Realty · Matthew E. Gluck · Source: OneKey MLS

One Key MLS

Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Nov 2, 2026, 8:07 PM ET. ©2026 One Key MLS.

Estimate your monthly payment

Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and private mortgage insurance.

$26,211.91Total / mo

Estimated monthly payment

Principal & interest
$21,673.25(82.7%)
Taxes
$4,338.67(16.6%)
Insurance
$200.00(0.8%)

Representative rates

Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.

Never miss a property

Be the first to know when a Westchester County home hits the market.

Save this search

Market insights

The market around Rye, NY

Current listings

New in the last 30 days

15

Nov 2026

Average price

Active listings

$3,020,602

Nov 2026

Average days on market

Active listings

112 days

Nov 2026

Computed from 64 active OneKey MLS listings in Rye, NY.

Similar homes in Westchester County

See all 140
15 Walker Avenue, Rye, $3,495,000
15 Walker Avenue, Rye, NY
Photo 1 of 11
Coming SoonNew

$3,495,000

4 Bed • 3.5 Bath • 4,072 Sq. Ft.

15 Walker Avenue

Rye, NY 10580

Listed with William Raveis-New York LLC

670 Milton Road, Rye, $4,795,000
670 Milton Road, Rye, NY
Photo 1 of 12
Coming SoonNew

$4,795,000

4 Bed • 4.5 Bath • 3,386 Sq. Ft.

670 Milton Road

Rye, NY 10580

Listed with Julia B Fee Sothebys Int. Rlty