Step into timeless charm with this lovingly maintained 1940s Cape Cod, offering classic design, cozy spaces, and a warm, welcoming feel throughout. Nestled in the highly desirable Lacey Field neighborhood in New Windsor, this home blends original character with thoughtful updates, creating the perfect balance of vintage appeal and modern convenience. This meticulously maintained 3 Bed 2 Bath home offers curb appeal with bay window, manicured yard, and attached garage with oversized driveway. Inside you'll find original hardwood floors, moldings, wood doors and hardware, brick fireplace, and built-ins corner cabinets in the Dining Room that reflect the home's rich history. The bright and inviting living room features a fireplace, galley Kitchen with Dining Room, 3 bedrooms in all , including 2 main-level Bedrooms for families or guests and 1 full bath with new cabinet and sink. Upstairs, the charming dormered Primary Bedroom with cathedral ceiling, full Bath and spacious additional room for Office, Sitting Room or Nursery plus an enclosed porch provide the perfect retreat lending flexibility with living space. Step outside to a lovely screen porch with awning overlooking a private fenced backyard in a park like setting with mature trees, patio and shed - perfect for relaxing, gardening, or enjoying the outdoors. New in 2023 vinyl windows, gutters and gutter guards, and garage door. All municipal services including water, sewer and natural gas utilities. Prime location for commuters - 5 minutes to Newburgh Ferry to Metro North Beacon Station 20 minutes to Rt 9w to West Point or Rt. 32 to Woodbury Commons .
Sold for $452,000
$452,000
106 Holly Drive, New Windsor, NY 12553
3beds
1,568sqft
Single Family Residence, Residential
Built in 1941
9,000 Square Feet Lot
$472,500 Zestimate®
$288/sqft
$2,857 Estimated rent
Home value
$472,500
$411,000 - $539,000
$2,857/mo
Zestimate® history
Owner options
List your home for rent
$2,857/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$2,857/mo
Rent Zestimate®
Refinance and save
$3,138/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$3,138/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked:
Listing updated:
Listed by:
Gina M De Cerbo 914-213-3363,
RE/MAX Benchmark Realty Group 845-565-0004
Bought with:
Rosalie W Cook, 40CO0958476
Weichert Realtors
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 862965
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Forced Air
Cooling
- Wall/Window Unit(s)
Appliances
- Included: Dryer, Gas Range, Refrigerator, Washer, Gas Water Heater
Features
- First Floor Bedroom, First Floor Full Bath, Ceiling Fan(s), Formal Dining, Primary Bathroom, Original Details, Walk Through Kitchen
- Flooring: Ceramic Tile, Hardwood, Laminate
- Windows: Bay Window(s), Blinds, Double Pane Windows, Screens
- Basement: Full,Storage Space
- Attic: Dormer,Finished
- Number of fireplaces: 1
- Fireplace features: Living Room
Interior area
- Total structure area: 1,568
- Total interior livable area: 1,568 sqft
Property
Parking
- Total spaces: 1
- Parking features: Driveway, Garage, Garage Door Opener
- Garage spaces: 1
- Has uncovered spaces: Yes
Features
- Levels: Two
- Patio & porch: Porch, Screened
- Exterior features: Rain Gutters
- Fencing: Back Yard,Wood
Lot
- Size: 9,000 Square Feet
- Dimensions: 75 x 120
- Features: Level
Details
- Parcel number: 3348000170000003003.0000000
- Special conditions: None
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence, Residential
Materials
- Foundation: Concrete Perimeter
Condition
- Updated/Remodeled
- Year built: 1941
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected
Community & HOA
Community
- Security: Security System
- Subdivision: Lacey Field
HOA
- Has HOA: No
Location
- Region: New Windsor
Financial & listing details
- Price per square foot: $288/sqft
- Tax assessed value: $28,200
- Annual tax amount: $6,592
- Date on market: 5/31/2025
- Cumulative days on market: 16 days
- Listing agreement: Exclusive Right To Sell
- Listing terms: Conventional,FHA,VA
- Electric utility on property: Yes
Price history
| Date | Event | Price |
|---|---|---|
| 7/29/2025 | Sold | $452,000+3.9%$288/sqft |
Source:  OneKey® MLS as distributed by MLS GRID #862965 Report a problem | ||
| 6/16/2025 | Pending sale | $435,000$277/sqft |
Source: OneKey® MLS as distributed by MLS GRID #862965 Report a problem | ||
| 5/31/2025 | Listed for sale | $435,000+85.1%$277/sqft |
Source: OneKey® MLS as distributed by MLS GRID #862965 Report a problem | ||
| 5/25/2011 | Sold | $235,000-1.9%$150/sqft |
Source: Public Record Report a problem | ||
| 3/8/2011 | Listed for sale | $239,500$153/sqft |
Source: century 21 grand #504132 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $28,200 |
| 2024 | -- | $28,200 |
| 2023 | -- | $28,200 |
| 2022 | -- | $28,200 |
| 2021 | -- | $28,200 |
| 2020 | -- | $28,200 |
| 2019 | -- | $28,200 |
| 2018 | -- | $28,200 |
| 2017 | $5,111 | $28,200 |
| 2016 | -- | $28,200 |
| 2015 | -- | $28,200 |
| 2014 | -- | $28,200 |
| 2013 | -- | $28,200 |
| 2012 | -- | $28,200 |
| 2011 | -- | $28,200 |
| 2010 | -- | $28,200 |
| 2009 | -- | $28,200 |
| 2007 | -- | $28,200 |
| 2006 | -- | $28,200 |
| 2005 | -- | $28,200 |
| 2004 | -- | $28,200 |
| 2002 | -- | $28,200 |
| 2001 | -- | $28,200 |
| 2000 | -- | $28,200 |
Find assessor info on the county website
Neighborhood: 12553
Nearby homes
- $304,8002 bd1 ba1.4k sqft104 Holly Dr, New Windsor, NY 12553Off Market
- $498,1003 bd1 ba1.7k sqft108 Holly Dr, New Windsor, NY 12553Off Market
- $425,0003 bd2 ba1.5k sqft109 Pine Dr, New Windsor, NY 12553Sold
- $425,0004 bd-- ba1.6k sqft110 Holly Dr, New Windsor, NY 12553Sold
- $374,8003 bd1 ba1.8k sqft111 Pine Dr, New Windsor, NY 12553Off Market
- $413,6003 bd1 ba1.6k sqft107 Pine Dr, New Windsor, NY 12553Off Market
- $428,3003 bd2 ba1.3k sqft105 Pine Dr, New Windsor, NY 12553Off Market
- $430,1003 bd1 ba1.5k sqft105 Holly Dr, New Windsor, NY 12553Off Market
Nearby schools
GreatSchools rating
- 8/10New Windsor SchoolGrades: K-5Distance: 0.4 mi
- 2/10South Middle SchoolGrades: 6-8Distance: 0.6 mi
- 3/10Newburgh Free Academy Main CampusGrades: 9-12Distance: 1.8 mi
Schools provided by the listing agent
- Elementary: Newburgh
- Middle: Newburgh
- High: Newburgh Free Academy
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$472,500
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$472,500
- New York
- Orange County
- New Windsor
- 12553
- 106 Holly Drive
Nearby cities
Nearby neighborhoods
Nearby zip codes
Other New Windsor Topics
