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$899,000 Just Listed
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Property Description
Exquisite 4 bedroom 3 bath colonial , timeless grandeur meets modern luxury nestled gracefully on a private cul de sac. Amidst meticulously manicured grounds, this colonial style home offers an unparalleled blend of classic elegance and contemporary comfort, from the moment you approach the stately wrought iron fenced property and are greeted by a wrap around porch, you are welcomed by a grand foyer, and you experience a magnificent and undeniable sense of elegance. The main level unfolds with exquisite architectural details, including extensive crown molding, recessed lighting and hardwood floors throughout. Ornate lighting and dazzling chandeliers add a touch of sophisticated brilliance to every space. The inviting formal living room features custom built-ins that softly illuminate cherished collections, perfectly complemented by french doors leading to the family room with additional access to the wrap-around front porch- an idyllic spot for morning coffee or evening relaxation. The kitchen boasts top of the line stainless steel appliances, a generous pantry and a convenient built in desk. Adjacent to the kitchen, a spacious laundry room offers ample storage and utility. A cozy family room features a charming wood burning fireplace, creating a warm and inviting atmosphere, while a beautifully appointed half bath serves guests on the first floor. Off the eat in kitchen step into the outstanding three season sun room, where retractable windows invite the outdoors in, creating a seamless connection with nature and providing a serene escape. The second floor features plush carpeting that ensures comfort and tranquility. The sanctuary of the primary bedroom suite awaits, featuring dramatic cathedral ceilings and dual expansive closets. The custom primary bathroom is a spa like retreat, designed for ultimate relaxation with radiant heated floors and an oversized shower. The double vanity is a one of a kind custom built vanity by a local artisan. Three additional generously sized bedrooms provide ample space for family or guests. Beyond the interior, the property continues to shine. The expansive back deck is an entertainer's dream complete with self watering planters for effortless gardening. The fully fenced backyard enveloped by mature landscaping, ensures privacy and keeps wildlife at bay, offering a secure haven for recreation and outdoor enjoyment. Further enhancing this magnificent home are a two car garage and a full unfinished walk out basement presenting endless possibilities for customization- imagine a home theater, private gym, home office, additional living space.This is more than just a home. It is a lifestyle. Schedule your private tour today.
Full Property Details
Full Property Details for 5 Gabriels Dr
General
- Price: $899,000
- Taxes: $18,689
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 952148
- Updated: 1/17/2026
- Added to Site: 2 day(s) ago
Interior
- Number of Rooms: 10
- Interior Features: Beamed Ceilings, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Chandelier, Crown Molding, Double Vanity, Eat-in Kitchen, Entrance Foyer, Formal Dining, High Ceilings, His and Hers Closets, Natural Woodwork, Pantry, Primary Bathroom, Recessed Lighting, Smart Thermostat, Sound System, Speakers, Storage, Walk-In Closet(s), Washer/Dryer Hookup
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Family Room, Wood Burning
- Appliances: Cooktop, Dishwasher, Disposal, Dryer, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
- Laundry Facilities: Yes
- Flooring: Carpet, Ceramic Tile, Hardwood, Reclaimed Wood, Tile, Wood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Security/Safety: Security Gate, Security System, Smoke Detector(s)
Exterior
- Exterior Features: Garden, Lighting, Mailbox, Rain Gutters
- Porch/Patio/Deck: Covered, Deck, Porch, Screened, Wrap Around
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 6
- Parking Features: Attached, Driveway, Garage, Garage Door Opener
Location
- County: Orange County
School Information
- High School District: Monroe-Woodbury
- Elementary School: North Main Street
- Middle School: Monroe-Woodbury Middle School
- High School: Monroe-Woodbury High School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Forced Air, Hot Water, Radiant, See Remarks, Radiant Floor
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: Trash Collection Public
Structural Information
- Architectural Style: Colonial
- Detached/Attached: Detached
- Construction: Frame
- Basement: Yes
- Basement Desc.: Unfinished, Walk-Out Access
- Sq. Ft. Source: Public Records
- Year Built: 2002
Lot Features
- Property View: Trees/Woods
- Lot Size (Acres): 3.2
- Lot Size (Sq. Ft.): 139,392
- Road Maintenance: Public Maintained Road
- Fence: Yes
- Lot Features: Back Yard, Cul-De-Sac, Front Yard, Garden, Landscaped, Level, Near School, Near Shops, Part Wooded, Private, Secluded, Wooded
- Fencing (Description): Fenced, Full, Perimeter
Financial Considerations
- Tax Amount: $18,689.01
Disclosures and Reports
- Special Conditions: None
- Property ID: 332089-044-000-0003-012.000-0000
Listed by Keller Williams Realty
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Schools
Schools serving 5 Gabriels Dr
School District:Monroe-Woodbury Central School District
| Name | Grades | Distance |
|---|---|---|
North Main Street School 212 North Main Street, Monroe, NY 10950 | 2-5 | 3.2 mi |
Smith Clove Elementary School 21 Smith Clove Rd, Woodbury, NY 10917 | K-1 | 5.5 mi |
Monroe Woodbury Middle School 199 Dunderberg Rd, Woodbury, NY 10917 | 6-8 | 5.4 mi |
Monroe Woodbury High School 155 Dunderberg Rd, Woodbury, NY 10917 | 9-12 | 5.4 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5 Gabriels Dr
Date
Details
Price
Change
Source
1/17/2026
Listed
$899,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 5 Gabriels Dr
Year
Property Taxes
Change
Tax Assessment
Change
2021
-100%
$70,100
—
2021
$15,675
3%
$70,100
—
2020
$15,163
12%
$70,100
2%
2018
$13,507
6%
$69,000
—
2017
$12,750
—
$69,000
—
2016
$12,701
—
$69,000
—
2015
$12,718
-1%
$69,000
—
2015
$12,841
3%
$69,000
—
2013
$12,479
—
$69,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5 Gabriels Dr
5 Gabriels Drive, Chester, NY 10918 (MLS# 952148) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 5 Gabriels Drive is currently listed for $899,000 and was received on January 17, 2026. Want to learn more about 5 Gabriels Drive? Do you have questions about finding other Single Family real estate for sale in Chester? You can browse all Chester real estate or contact a Coldwell Banker agent to request more information.
