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Exceptional value in a spectacular setting. Welcome to this beautifully renovated Dutch Colonial, an elegant blend of timeless architectural character, refined modern updates, and Hudson River views. Bathed in natural light and thoughtfully designed for both gracious living and entertaining, this exceptional home offers a rare combination of style, comfort, and an extraordinary setting. The beautifully renovated chef’s kitchen serves as the heart of the home, featuring crisp white cabinetry, quartz countertops, generous storage, and a seamless connection to the dining spaces. The inviting living room is anchored by a beautiful fireplace and enhanced by elegant French doors opening to a covered patio. Beyond, the expansive west-facing deck captures spectacular Hudson River vistas and provides an idyllic setting for outdoor entertaining, quiet relaxation, and magnificent sunsets. A private office or study, with sliding glass doors leading to the deck, offers an inspiring workspace surrounded by beautiful views. A beautifully renovated full bath completes the main level. Upstairs, the spacious primary suite is a serene retreat, featuring a generous walk-in dressing area and a luxurious, spa-inspired bath with a soaking tub, separate shower, and picturesque views. Three additional well-proportioned bedrooms and another beautifully updated full bath provide exceptional flexibility for family and guests. Additional amenities include a built-in speaker system throughout much of the home, an expansive yard, abundant parking, an oversized garage, and a full basement offering substantial storage and versatile possibilities for recreation, hobbies, etc... A rare opportunity at an attractive price, this beautifully renovated home pairs exceptional Hudson River views with sophisticated updates, generous living spaces, and an extraordinary setting.

  • Bedrooms
    4
  • Bathrooms
    3
  • Year Built
    1929
  • Architectural Style
    Colonial
  • Construction Materials
    Stucco
  • Garage Spaces
    3.0
  • Parking Features
    Driveway, Garage
  • Living Area
    2573.0
  • Interior Features
    Eat-in Kitchen, Walk-In Closet(s), Pantry, Kitchen Island, Storage, Breakfast Bar, Recessed Lighting, Entrance Foyer, Sound System
  • Appliances
    Dryer, Dishwasher, Microwave, Refrigerator, Washer, Cooktop, Oven, Stainless Steel Appliance(s), Wine Refrigerator
  • Flooring
    Hardwood
  • Patio And Porch
    Covered, Patio, Deck
  • Cooling
    Central Air
  • Heating
    Radiant Floor, Radiant, Oil
  • Basement
    Full

  • Acres
    0.48
  • Utilities
    Natural Gas Available, Natural Gas Connected, Sewer Connected, Water Connected
  • Water
    Public

  • County
    Westchester
  • City
    Ossining
  • Zip Code
    10562
  • High School
    Ossining High School
  • Middle School
    Anne M Dorner Middle School
  • Elementary School
    Brookside

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Frequently Asked Questions

How do I schedule a tour of 27 Ryder Rd?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 27 Ryder Rd.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 27 Ryder Rd?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 3 bath, listed for $925,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Ossining, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 27 Ryder Rd?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 27 Ryder Rd at around $7,534. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 27 Ryder Rd?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Westchester County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 27 Ryder Rd?

In most cases, yes. Whether 27 Ryder Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Ossining's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 27 Ryder Rd?

We can handle that for you. Our preferred local agent specializes in residentials in Ossining and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $925,000 with 2,573 sqft of space—that comes out to approximately $360 per square foot.

How long has this property been on the market?

27 Ryder Rd was listed on September 08, 2026, which means it's been on the market for 68 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1929, making it approximately 97 years old.

What is the lot size of this property?

27 Ryder Rd sits on a 0.48-acre lot, which is 20,909 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Brookside
  • Middle: Anne M Dorner Middle School
  • High: Ossining High School

Want to see how these schools compare? Check out our Westchester County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 27 Ryder Rd?

The most recent public record shows annual property taxes for 27 Ryder Rd were approximately $27,242. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 27 Ryder Rd still available for sale?

This home is pending sale, which means the seller has accepted an offer. You can favorite it to track status or ask our expert to help you find similar homes in this area. We'll also let you know if this property comes back on the market.

Source: ez Home Search, MLS Data

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Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, OneKey MLS. All rights reserved.

Last Updated: November 15, 2026 at 05:44PM | Source: OneKey MLS | MLS#: 1047406