Welcome to a Beautifully Maintained Home Designed for Comfortable Spacious Living Meets Resort-Style Outdoor LivingFrom the moment you arrive, the impressive curb appeal, beautiful landscaping, and inviting residential setting immediately make you feel at home. The property offers a wonderful combination of space, comfort, and indoor-outdoor living.A spacious family room with a stylish bar offers an inviting setting for entertaining and relaxing, while the patio door provides direct access to the beautifully landscaped backyard. Just beyond the doors, a private outdoor retreat awaits, featuring a sparkling in-ground pool, cabana, and comfortable sitting area--perfect for summer gatherings, leisurely afternoons, or enjoying time with family and friends. A conveniently located bathroom and an additional room complete this level, offering valuable flexibility for a home office, guest room, recreation area, or other personal needs.The main living level offers an living room, a generous dining area, and an updated kitchen. The spacious layout provides plenty of room for both everyday living and larger gatherings.Upstairs, the home continues to impress with four generously sized bedrooms. The primary bedroom features a walk-in closet and private full bathroom, while the second bedroom is also exceptionally spacious. Two additional bedrooms offer comfortable living space and ample closet storage, with one bedroom featuring a large private balcony--a perfect spot to enjoy your morning coffee, unwind, or simply relax. A second full bathroom serves the additional bedrooms.The home also offers a basement with a storage room and utility room, providing valuable additional storage and functional space. Two garages add further convenience and flexibility.With its spacious interior, attractive flooring, updated bathrooms, updated kitchen, abundant living space, private outdoor oasis, in-ground pool, cabana, balcony, and beautiful landscaping, this property offers a rare combination of comfort, space, and entertainment potential.A wonderful opportunity to enjoy a home where indoor comfort meets outdoor living in a beautiful, established residential neighborhood. Come see it and imagine yourself here! Moving Date: November 1st
•Source:OneKey® MLS as Distributed by MLS Grid #1047329
Floor plans
4 Bed
$1000 PRICE DROP
$9,500/mo
4 Bd • 2.5 Ba
3,073 Sqft.
Contact for availability
Contact 199 Winding Brook Rd
Policies
PetsCats allowed
Cats allowed
ParkingGarage Lot, Other
Type
Garage Lot
Spaces
2
Type
Other
Features:Carport
Amenities
In-unitPatio, Oversized Closets, Air Conditioning
Patio
Oversized Closets
Air Conditioning
CommunityExtra Storage, Pet Friendly
Extra Storage
Pet Friendly
Unique featuresPool, Private Yard
Pool
Private Yard
Around 199 Winding Brook Rd
Schools
Places
Transit
9/10
William B Ward Elementary School
Public, K-5 • Assigned • 0.4mi
5/10
Albert Leonard Middle School
Public, 6-8 • Assigned • 0.9mi
4/10
New Rochelle High School
Public, 9-12 • Assigned • 2.3mi
Provided by GreatSchools
About
Pinebrook
Pinebrook, located between North Avenue and Webster Avenue, is a residential and commuter-friendly New Rochelle neighborhood with leafy side streets and a low-rise, campus-like feel. The neighborhood’s character concentrates around the North Avenue corridor near Iona University, where coffee counters, casual eateries, and small service storefronts keep the sidewalks active between classes and errands. Architectural cues lean toward mid-century apartment buildings, brick colonials, and tidy multifamily homes set back behind mature trees. The pace shifts quieter on the interior blocks, with pocket greens and school grounds shaping daily routines. Iona University’s campus and events calendar act as a cultural anchor, while nearby New Rochelle Public Library programming adds a civic rhythm. Transit patterns orbit the New Rochelle station, tying the area to the wider Sound Shore.
Provided by Walk Score and Local Logic
Historical weather
New Rochelle, NY • 10804
Average low and high temperatures (°F)
35
23
38
25
53
36
62
44
70
53
81
63
85
69
80
63
76
60
66
50
54
41
40
28
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Climate risks
9/10 Flood Factor
Estimated 80%+ chance of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 98° expected this year, 15 days in 30 years
6/10 Wind Factor
27% chance of strong winds in next 30 years
4/10 Air Factor
3 unhealthy days expected this year, 5 days in 30 years
Provided by First Street
Sun exposure
In this area, properties receive around 8.7 hours in
June and 4.4 hours in December, placing it below the
U.S. average for solar exposure.
This property is priced $5,382 above the rental estimate.
Asking rent
$9,500
Rental estimate
$4,118
Nearby comparable rentals
The Rental Estimate uses 0 recent nearby rental.
Sale and tax history for 199 Winding Brook Rd
Sale History
Tax History
Date
Event
Price
HGMLS #3128044
Mar 14, 2014
Price Changed
$670,000
$233/sq ft
Apr 5, 2013
Sold
$670,000
$233/sq ft
Jun 25, 2012
Delisted
—
Apr 26, 2012
Contingent
—
Apr 26, 2012
Price Changed
$699,999
$243/sq ft
Mar 26, 2012
Relisted
—
Jan 18, 2012
Delisted
—
Oct 24, 2011
Price Changed
$699,999
$243/sq ft
Sep 12, 2011
Listed
$739,500
$257/sq ft
NEW PRICE! This spacious, bright home with 25'x 45' heated pool is perfect for entertaining! It features a brand new roof, updated kitchen w/ stainless steel appliances, pass thru to DR w/ 10' bay window, LR w/ 12' bay window, MBR w/ SGD to deck, 3 additional BRs w/ many lg closets, updated baths, one w/ jacuzzi. Family room w/ firepl, wet bar & SGD to pool. Lg playrm on lower level, central air, large attic, 2 car garage, 4 car driveway. Taxes will be reduced to $18,080 based on $700K purchase price.
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Based on information submitted to the MLS GRID as of Sun Oct 11 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Last Updated: 2026-10-04T12:27:20.628Z
199 Winding Brook Rd is a 3073 square foot property with 4 bedrooms and 2.5 bathrooms. We estimate that 199 Winding Brook Rd would rent between $4,118 / mo.199 Winding Brook Rd is located in New Rochelle, the 10804 zipcode, and the New Rochelle City School District.