16 Winding Brook Ln, Red Hook, NY 12571
Property image
Property image
OFF MARKET

16 Winding Brook Ln
Red Hook, NY 12571

  • 3 Beds
  • 2 Baths
  • 2,000 sqft (on 1.34 acres)

$581,300

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $3,022/mo*

$581,300

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $3,022/mo*
3 Beds
2 Baths
2,000 sqft
(on 1.34 acres)

Local Information

  • Map ViewExplore the area around 16 Winding Brook Ln.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1973
Lot Size
1.34 acres
Living Area
2,000 sqft
Price/Sqft
$291

About this House

Totally Updated Raised Ranch Located in a Family Orientated Neighborhood in The Red Hook Central School District. This Home Boast a Open Floor Plan, New Roof,New Kitchen and Appliances, Hard Wood Floors,Highly Efficient 4 Zone LP Gas Heating System, 2 New Bathrooms with Sky Light in One and a Deck with Screened in Porch. All With in a Short drive to The Historic Villages of Rhinebeck and Red Hook, TSP, Golf and Tennis.
16 Winding Brook Ln, Red Hook, NY 12571 is a 3 bedroom, 2 bathroom, 2,000 sqft single-family home built in 1973. It last sold for $250,000 on Sep 29, 2017. It is currently off market. The Trulia Estimate is $581,300, with a rent estimate of $3,576/month.

Home Details for 16 Winding Brook Ln

Interior Features

Heating & Cooling
Heating: BaseboardHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherRefrigerator

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Vinyl

Property Information

Year Built
Year Built: 1973
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 1.34 acres

Price History for 16 Winding Brook Ln

DatePriceEventSource
09/29/2017$250,000Sold
OneKey® MLS as distributed by MLS GRID #M360527
08/01/2017$255,000PendingAgent Provided
07/06/2017$255,000PriceChange
Agent Provided
06/13/2017$265,000PriceChange
Agent Provided
05/28/2017$275,000PriceChange
Agent Provided
05/22/2017$282,000PriceChange
Agent Provided
05/10/2017$289,000PriceChange
Agent Provided
04/21/2017$299,900Listed For SaleAgent Provided
07/29/2016$117,500Sold
OneKey® MLS as distributed by MLS GRID #M350488

Market trends in Rhinebeck

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
60
11
MoM
Skip to last item
  • Results are loading
Skip to first item

Comparable Sales for 16 Winding Brook Ln

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.32
Single-Family Home
$605,000
06/24/26
3
2.5
2,145
0.62
Single-Family Home
$408,000
06/09/26
4
2
1,990
1.19
Single-Family Home
$534,900
01/26/26
3
2
1,920
1.54
Single-Family Home
$285,000
03/20/26
3
1
1,536
1.46
Single-Family Home
$440,000
12/31/25
3
2
2,100
1.28
Single-Family Home
$350,000
10/14/25
2
1
996
1.29
Single-Family Home
$625,000
03/06/26
3
2
1,400
1.35
Single-Family Home
$505,000
06/26/26
2
1.5
1,525
1.41
Single-Family Home
$629,000
11/04/25
3
2.5
1,962
1.32
Single-Family Home
$950,000
12/15/25
3
2
2,440

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 16 Winding Brook Ln.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Rhinebeck

At least 88 Trulia users voted on each feature.
  • 88 % Say car is needed

  • 86 % Say people would walk alone at night

  • 86 % Say it's dog friendly

  • 81 % Say yards are well-kept

  • 78 % Say it's quiet

  • 78 % Say there's holiday spirit

  • 76 % Say there's wildlife

  • 72 % Say they plan to stay for at least 5 years

  • 71 % Say parking is easy

  • 67 % Say it's walkable to restaurants

  • 67 % Say kids play outside

  • 65 % Say neighbors are friendly

  • 56 % Say there are sidewalks

  • 54 % Say streets are well-lit

  • 54 % Say there are community events

  • 31 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Jennifer.yzaguirre
    "I worked in the neighborhood from 2011-2020. I fell in love with it here and wanted nothing more than to call it my home. Coming from a very busy part of Long Island it was refreshing. It was clean and quaint and still a little bit bougie. My husband and I have lived in this neighborhood for 8 years now and started our family here. It’s one of the few places left where I feel genuinely comfortable and not unsafe. "
  • jt
    "it’s a very pet friendly place here, that may be nice for those that like animals and own social ones themself, but if you and your pets would like a more private environment, this town may not be for you "
  • Johnmlimotte
    "Rhinebeck is a Great place for dogs Plenty of nature Quiet streets Laid back attitudes Very friendly"
  • Swilli4608
    "Artistic community. Great restaurants. Amazing scenic places to cycle. Local food and farms. Good shopping and food delivery."
  • Gutierrez_jh
    "People are friendly with pets and mostly welcome everywhere. It’s common to see pets at restaurant’s outdoor seating "
  • Lili.ruger
    "They’d love it, lots of area and dog lovers! Definitely would recommend for animal lovers. Tons of walks to do as well "
  • Jessica W.
    "They do a farmers market all throught the summer every Sunday and there are lots of flea markets and fun activities all summer long."
  • Soconnor466
    "Rhinebeck Science Foundation gala, Sinterklass, Halloween, Taste of Rhinebeck, Aerodrome, Dutchess County Fair"
  • Soconnor466
    "There is an Amtrak train to New York City. It takes one and a half hours to get to Manhattan from Rhinebeck. "
  • Meghan N.
    "Animal friendly and frequent dog walking in the area. There is a dog park and pet friendly restaurants."
  • Eric l
    "People walk their dogs. Most have small yards. There are plenty of trails that you can take your dogs for long walks,. "
  • Leon
    "Great place to live. Friendly community. Awesome schools. Great village with fabulous restaurants and shops. "
  • M_ericks
    "I’ve lived here for four years. Area is safe, well maintained and beautiful. So much one can access easily from this area. Great outdoors activities available too."
  • Debski
    "Best area for families. Great schools, family oriented neighborhoods. Safe and clean community. Quaint village with lots of nice sidewalks for plenty of fresh air and exercise. "
  • Aasaxena
    "Rhinebeck is awesome. Changed a bit since I grew up here but the nature, people and area are great. "
  • Nancy B. s.
    "Very nice upscale historical town. just too isolated from grocery and basic shopping Excellent restaurants and boutiques in town."
  • Homer S. J.
    "quality of life affordable taxes lots of attraction. we have Amtrak train service the beautiful Hudson River views of the Catskill Mountain Range the Old Rhinebeck Aerodrome the Dutchess County Fairgrounds 18 great restaurants the oldest Inn in America very large 300 bed hospital in a community of less than 10000. "
  • Paul T.
    "Close to everything; DC Fair grounds, churches, parks, shopping, highways, Kingston, Poughkeepsie, Catskill Mtn. resorts, skiing. Close to Red Hook village center & Rhinebeck village center. An absolutely lovely home in a great family neighborhood."

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

Explore by feature - Garage

Explore by feature - Air Conditioning

Explore by feature - Washer/dryer

Homes for sale near 16 Winding Brook Ln

Skip to last item
Skip to first item

Off Market Homes Near 16 Winding Brook Ln

Skip to last item
Skip to first item