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For sale
$4,400,000
8beds
6,396sqft

415 Grace Church Street, Rye, NY 10580

8beds
6,396sqft
Single family residence, residential
Built in 1976
4.68 Acres
2 Garage spaces
$688 price/sqft

What's special

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.

39 days
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2,492
|
112
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Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1031136MLS Logo
Travel times

Living Room

Kitchen

Primary Bedroom

Zillow last checked:

Listing updated:

Listed by:

Nestedge Realty 914-939-8800,

Matthew E. Gluck 914-939-8800,

Amanda Acard 917-952-3548,

Nestedge Realty

Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1031136MLS Logo

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 8
  • Bathrooms: 8
  • Full bathrooms: 7
  • 1/2 bathrooms: 1
Heating
  • Hydro Air, Natural Gas
Cooling
  • Central Air
Appliances
  • Included: Cooktop, Dishwasher, Dryer, Exhaust Fan, Gas Oven, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Wine Refrigerator
  • Laundry: Laundry Room
Features
  • Bidet, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Chandelier, Crown Molding, Eat-in Kitchen, Entertainment Cabinets, Entrance Foyer, Formal Dining, Granite Counters, His and Hers Closets, In-Law Floorplan, Kitchen Island, Primary Bathroom, Recessed Lighting, Walk-In Closet(s), Wet Bar
  • Flooring: Hardwood
  • Basement: Unfinished
  • Attic: Pull Stairs
  • Number of fireplaces: 3
  • Fireplace features: Family Room, Living Room, Masonry
Interior area
  • Total structure area: 6,396
  • Total interior livable area: 6,396 sqft

Property

Parking
  • Total spaces: 2
  • Parking features: Driveway, Garage
  • Garage spaces: 2
  • Has uncovered spaces: Yes
Features
  • Patio & porch: Covered, Deck, Patio
  • Exterior features: Garden, Lighting
  • Has private pool: Yes
  • Pool features: In Ground, Outdoor Pool, Pool Cover
  • Fencing: Back Yard
Lot
  • Size: 4.68 Acres
Details
  • Additional structures: Guest House
  • Parcel number: 1400139020000010000022
  • Special conditions: None

Construction

Type & style
  • Home type: SingleFamily
  • Architectural style: Colonial
  • Property subtype: Single Family Residence, Residential
Materials
  • Shingle Siding
Condition
  • Year built: 1976

Utilities & green energy

  • Sewer: Public Sewer
  • Water: Public
  • Utilities for property: Cable Connected

Community & HOA

Community
  • Security: Security System, Smoke Detector(s)
HOA
  • Has HOA: No
Location
  • Region: Rye

Financial & listing details

  • Price per square foot: $688/sqft
  • Tax assessed value: $40,500
  • Annual tax amount: $52,064
  • Date on market: 8/24/2026
  • Cumulative days on market: 257 days
  • Listing agreement: Exclusive Right To Sell

Price history

DateEventPrice
8/24/2026Listed for sale$4,400,000+4.3%$688/sqft
Source: OneKey® MLS as distributed by MLS GRID #1031136 Report a problem
7/10/2026Listing removed$4,220,000$660/sqft
Source: OneKey® MLS as distributed by MLS GRID #938493 Report a problem
2/11/2026Price change$4,220,000-0.7%$660/sqft
Source: OneKey® MLS as distributed by MLS GRID #938493 Report a problem
12/6/2025Price change$4,250,000+3.7%$664/sqft
Source: OneKey® MLS as distributed by MLS GRID #938493 Report a problem
11/25/2025Listed for sale$4,100,000+7.9%$641/sqft
Source: OneKey® MLS as distributed by MLS GRID #938493 Report a problem
1/20/2020Listing removed$3,800,000$594/sqft
Source: Compass Greater NY, LLC #5090447 Report a problem
1/17/2020Listing removed$11,500$2/sqft
Source: Compass Greater NY, LLC #5118041 Report a problem
1/10/2020Listed for sale$3,800,000$594/sqft
Source: Compass Greater NY, LLC #5090447 Report a problem
12/10/2019Listing removed$3,800,000$594/sqft
Source: Compass Greater NY, LLC #5090447 Report a problem
11/7/2019Listed for rent$11,500$2/sqft
Source: Compass Greater NY, LLC #5118041 Report a problem
10/30/2019Listed for sale$3,800,000$594/sqft
Source: Compass Greater NY, LLC #5090447 Report a problem
9/30/2019Listing removed$3,800,000$594/sqft
Source: Compass Greater NY, LLC #4836636 Report a problem
6/8/2019Price change$3,800,000-13.5%$594/sqft
Source: Compass Greater NY, LLC #4836636 Report a problem
3/29/2019Listed for sale$4,395,000+99.8%$687/sqft
Source: Compass Greater NY, LLC #4836636 Report a problem
5/1/2006Sold$2,200,000$344/sqft
Source: Public Record Report a problem

Public tax history

YearProperty taxesTax assessment
2025-- $40,500
2024-- $40,500
2023-- $40,500
2022-- $40,500
2021-- $40,500
2020-- $40,500
2019-- $40,500
2018-- $40,500
2017-- $40,500
2016-- $40,500
2015-- $40,500
2014-- $40,500
2013-- $40,500
2012-- $40,500 +4.7%
2011-- $38,700
2010-- $38,700 -10%
2009-- $43,000
2008-- $43,000
2007-- $43,000 -20%
2006-- $53,750
2005-- $53,750
2004-- $53,750
2003-- $53,750
2002-- $53,750
2001-- $53,750
2000-- $53,750
1999-- $53,750

Find assessor info on the county website

Monthly payment

Estimated monthly payment$1,822
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
See how much you could borrow to make a competitive offer.

Estimated market value

Not available

Estimated sales range

Not available

Not available

Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: 10580

Nearby schools

Midland School
Grades K-50.7 miles
9/10
GreatSchools® Rating
Test Score Rating
9/10
Student Progress Rating
8/10
Rye Middle School
Grades 6-81.2 miles
7/10
GreatSchools® Rating
Test Score Rating
10/10
Student Progress Rating
2/10
Rye High School
Grades 9-121.2 miles
10/10
GreatSchools® Rating
College Readiness Rating
10/10