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Welcome to 23 Underhill Avenue, a beautifully maintained three-bedroom Colonial nestled in a quiet Poughkeepsie neighborhood, just around the corner from restaurants, shopping, and schools. With classic architectural details, bright living spaces, and several recent updates, this home blends old-world charm with everyday convenience. As you enter the home, large front windows bring plenty of natural light into the living room, highlighting the brick fireplace, beautiful hardwood floors, and classic details like the stained glass window along the staircase. French doors lead into the dining room, creating a comfortable flow for everyday living and entertaining. The bright kitchen features stainless steel appliances, a gas stove, and a breakfast nook, along with direct access to the deck and backyard. Upstairs, you’ll find a spacious primary bedroom, two additional bedrooms, and a recently updated full bathroom. Whether you need room for guests, a home office, or additional bedroom space, the layout offers a great amount of flexibility. Outside, the large deck overlooks an oversized lot with a fenced-in backyard, garage, and plenty of room for gardening, recreation, and outdoor gatherings. Updates within the last few years include a new roof, gutters, oil tank, dryer and more! With well-maintained interiors, generous outdoor space, and a location close to everyday essentials, 23 Underhill Avenue has so much to offer. Schedule a showing today!

Highlights

  • Residential
  • Single Family Residence
  • Built in 1940
  • 0.22 Acre Lot
  • 1 Car Garage
  • 2 days on Market

  • Bedrooms
    3
  • Bathrooms
    1
  • Year Built
    1940
  • Architectural Style
    Colonial
  • Construction Materials
    Frame
  • Garage Spaces
    1.0
  • Parking Features
    Driveway, Garage, Off Street
  • Living Area
    1403.0
  • Interior Features
    Ceiling Fan(s), Eat-in Kitchen, Walk-In Closet(s), Granite Counters, Entrance Foyer, Crown Molding
  • Appliances
    Dryer, Dishwasher, Microwave, Refrigerator, Gas Range, Tankless Water Heater, Gas Cooktop, Gas Oven, Freezer, Stainless Steel Appliance(s)
  • Flooring
    Hardwood
  • Patio And Porch
    Deck, Porch
  • Cooling
    Wall/Window Unit(s)
  • Heating
    Radiant, Oil
  • Basement
    Full, Unfinished

  • Acres
    0.22
  • Lot Features
    Level, Back Yard, Front Yard, Near Public Transit
  • Water
    Public

  • County
    Dutchess
  • City
    Poughkeepsie
  • Zip Code
    12601
  • High School
    Poughkeepsie High School
  • Middle School
    Poughkeepsie Middle School
  • Elementary School
    G W Krieger School

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Frequently Asked Questions

How do I schedule a tour of 23 Underhill Ave?

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 23 Underhill Ave.

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 23 Underhill Ave?

Click Ask a Question to talk with our team. You already know it is a 3 bed, 1 bath, listed for $399,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Poughkeepsie, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 23 Underhill Ave?

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 23 Underhill Ave at around $2,936. 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 23 Underhill Ave?

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 Dutchess 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 23 Underhill Ave?

In most cases, yes. Whether 23 Underhill Ave is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Poughkeepsie'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 23 Underhill Ave?

We can handle that for you. Our preferred local agent specializes in residentials in Poughkeepsie 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 $399,000 with 1,403 sqft of space—that comes out to approximately $284 per square foot.

How long has this property been on the market?

23 Underhill Ave was listed on November 12, 2026, which means it's been on the market for 2 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 1940, making it approximately 86 years old.

What is the lot size of this property?

23 Underhill Ave sits on a 0.22-acre lot, which is 9,583 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: G W Krieger School
  • Middle: Poughkeepsie Middle School
  • High: Poughkeepsie High School

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

What are the property taxes for 23 Underhill Ave?

The most recent public record shows annual property taxes for 23 Underhill Ave were approximately $7,985. 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 23 Underhill Ave still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

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 14, 2026 at 01:03AM | Source: OneKey MLS | MLS#: 1069336