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21 Rosalind Road, 
Poughkeepsie, NY 12601

$495,000


3

Beds


3

Baths


2,264

Sq Ft


Single Family

Active

Listed by

Derek J. Greene

Greene Realty Group

Last updated:

April 27, 2026, 10:47 AM

MLS#

984251

Source:

OneKey MLS

About This Home

21 Rosalind Road

Charming South Side Dutch Colonial: A Canvas for Your Vision. Discover the perfect blend of historical character and incredible potential at 21 Rosalind Road, located in one of Poughkeepsie’s most desirable south side neighborhoods. This 2.5-story Dutch Colonial is more than just a house; it is an opportunity for a savvy buyer to gain immediate equity in a prime location. Architectural Elegance Meets Modern Potential The exterior immediately impresses with its iconic gambrel roof, crisp white siding, and a magnificent, mature Magnolia tree that anchors the front yard. Inside, you’ll find the kind of craftsmanship rarely seen in modern builds: • Grand Entry: A striking foyer featuring a dramatic, dark-stained curved staircase. • Warm Living Spaces: A front-to-back living room with rich hardwood floors and a classic brick fireplace, now enhanced with a wood-burning stove for cozy winter evenings. • Character-Rich Den: A stunning home office or den featuring original knotty pine paneling, built-in bookshelves, and wide-plank wood flooring. • Chef’s Foundation: The spacious kitchen has already been tastefully updated with white shaker cabinets, butcher block countertops, a peninsula with seating, and a modern green subway tile backsplash. The "Value-Add" Advantage This property is being sold AS-IS, which is your greatest advantage. We have priced this home to reflect the need for cosmetic updates in the bathrooms (including peeling paint and older fixtures). Instead of paying a premium for someone else’s design choices, you save significantly upfront, allowing you to invest your budget into custom finishes that reflect your personal style. Outdoor Oasis The property sits on a lush 0.24-acre lot with tiered landscaping that creates a private sanctuary. From the paved driveway and stone retaining walls to the charming gazebo tucked away on the hill, the backyard is ready for summer entertaining and relaxation. Key Specifications: • Layout: 3 Bedrooms / 2.5 Bathrooms (2 full baths upstairs; half-bath/laundry on the main floor). • Size: Approximately 2,300 sq. ft. of living space plus a full basement. • Systems: Central Air Conditioning, natural gas heat, and updated stainless steel appliances. • Parking: Attached garage plus a spacious driveway. A Note to Buyers and Professionals: Experience the satisfaction of reviving a classic home in a historic district. This is a rare chance to own a large, architecturally significant property at a price point that makes sense.

Home Facts

Single Family

3 Baths

3 Bedrooms

Built in 1939

Price Summary

495,000

$218 per Sq. Ft.

MLS #:

984251

Last Updated:

April 27, 2026, 10:47 AM

Added:

15 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

2,264 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

2,264 Sq. Ft.

Year Built:

1939


Lot

Lot Size (Sq. Ft):

10,454


Finances & Disclosures

Finances

Price:

$495,000

Price per Sq. Ft:

$218 per Sq. Ft.

Source:OneKey MLS
Copyright 2026 OneKey MLS. All rights reserved. Listings courtesy of OneKey MLS as distributed by MLS GRID . OneKey MLS provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. OneKey MLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of OneKey MLS.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.