5 Benson Loop, Red Hook, NY 12571
Property image
Property image
OFF MARKET

5 Benson Loop
Red Hook, NY 12571

  • 3 Beds
  • 2.5 Baths
  • 1,688 sqft

$679,100

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $4,523/mo*
Refinance Your Home

$679,100

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $4,523/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,688 sqft

Local Information

  • Map ViewExplore the area around 5 Benson Loop.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
2020
Living Area
1,688 sqft
Price/Sqft
$402
Parking
Garage

About this House

All the amenities without the wait! This lightly lived-in Cortland town house at the Hudson Valley's hottest new village-style development, Tradition at Red Hook, feels brand new but without the 12-month wait for new construction. Entered through a gracious front porch overlooking the development's common Green, the ground level features a large semi-open living room, dining room and kitchen arrangement, with 9-foot ceilings and a half bath, opening to a private fenced courtyard and 2-car garage and your own driveway accessed via a private back lane. Upstairs are 3 bedrooms and 2 full baths, including a sunny en-suite primary bedroom overlooking the Green. Ample closet space throughout is supplemented by a spotless full basement for even more storage. Walk-able to the charming Red Hook village center and minutes by car to Rhinebeck and the Rhinecliff train station, the house is low-maintenance and features the latest smart technology, including dual-zoned heating and central air-conditioning, GE Profile appliances, MSI quartz countertops and soft-closing cabinets. Numerous upgrades purchased by the current owners put the asking price of the house well below a to-be-built unit with equivalent features. And it's all spotless: Pictures have not even been hung on the freshly painted walls. With a low monthly HOA fee of $314 covering snow removal, lawncare and more, plus a new pool and clubhouse slated for completion in summer 2022, Tradition at Red Hook is the stylish option for low-maintenance luxury living in northern Dutchess County, and this house lets you enjoy that lifestyle immediately.
5 Benson Loop, Red Hook, NY 12571 is a 3 bedroom, 3 bathroom, 1,688 sqft condo built in 2020. It last sold for $439,000 on Sep 25, 2020. It is currently off market. The Trulia Estimate is $679,100, with a rent estimate of $3,916/month.

Home Details for 5 Benson Loop

Interior Features

Heating & Cooling
Heating: Forced Air, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Laminate, Linoleum Vinyl
Interior Details
Number of Rooms: 6
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: Asphalt, Shake ShingleExterior: WoodPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2020
Property Type / Style
Property Type: CondoArchitecture: townhouse

Community

Units in Building: 1

Lot Information

Lot Area: 2613 sqft

Price History for 5 Benson Loop

DatePriceEventSource
12/12/2021ListingRemovedBHHS broker feed
11/27/2021$545,000PendingToActiveHVCRMLS #20213925
11/18/2021$545,000PendingHVCRMLS #20213925
10/21/2021$545,000Listed For SaleMHMLS #404351
09/25/2020$439,000Sold
OneKey® MLS as distributed by MLS GRID #M390574
06/18/2020$440,000ListingRemovedAgent Provided
05/21/2020$440,000Listed For SaleAgent Provided

Market trends in Red Hook

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
31
1MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$639,700
Home facts updated by county records

Comparable Sales for 5 Benson Loop

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
23 Pond Drive E, Rhinebeck, NY
3.72
Condo
$525,000
01/07/26
2
2
1,348
14 Pond Drive E, Rhinebeck, NY
3.75
Condo
$530,000
02/12/26
2
2.5
1,472
4 Pond Drive W, Rhinebeck, NY
3.87
Condo
$488,000
04/24/26
2
2.5
1,472
43 Oakwood Ln, Rhinebeck, NY
3.75
Condo
$960,000
06/12/26
2
2.5
2,334
11 Pond Drive W, Rhinebeck, NY
3.83
Condo
$519,000
07/31/26
1
1.5
1,194
22 Rosemary Way, Rhinebeck, NY
4.18
Condo
$625,000
04/29/26
2
2.5
1,475
31 Sandalwood Lane, Rhinebeck, NY
4.15
Condo
$650,000
09/08/25
2
2
1,415
204 Cinnamon Circle, Rhinebeck, NY
4.12
Condo
$785,500
11/03/25
2
2.5
1,495
10 Oakwood Lane, Rhinebeck, NY
4.07
Condo
$990,000
05/01/26
2
2.5
2,334
7 Sunflower Place, Rhinebeck, NY
4.16
Condo
$1,100,000
06/16/26
2
2
1,747

Nearby homes

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Assigned Schools

These are the assigned schools for 5 Benson Loop.
View nearby schools on GreatSchools
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 Red Hook

At least 63 Trulia users voted on each feature.

  • 91 % Say car is needed

  • 88 % Say parking is easy

  • 83 % Say yards are well-kept

  • 81 % Say it's dog friendly

  • 81 % Say people would walk alone at night

  • 79 % Say there's wildlife

  • 76 % Say it's quiet

  • 69 % Say there's holiday spirit

  • 68 % Say kids play outside

  • 65 % Say neighbors are friendly

  • 59 % Say they plan to stay for at least 5 years

  • 57 % Say it's walkable to restaurants

  • 45 % Say there are community events

  • 38 % Say streets are well-lit

  • 37 % Say it's walkable to grocery stores

  • 31 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Pat
    "We have street festivals and music often. Great little shopping area and dining options. Clean. Very friendly people."
    0
    Flag
  • Pat
    "Fabulous schools! Nice parks and outstanding family atmosphere. Great neighbors, great restaurants. Easy to get around."
    0
    Flag
  • Pat
    "The sidewalks are plentiful. Our neighbors clean up after themselves and people are very friendly throughout the community."
    1
    Flag
  • Pat
    "We have a dog park in Red hook, but most people do walk their dogs along the sidewalk and do thankfully pick up after them"
    0
    Flag
  • Kns Carter
    "Beautiful trees, respectful neighbors, well cared for homes and intergenerational community. Small town feeling."
    0
    Flag
  • Pat
    "It’s a very family oriented village filled with great little shops and many many wonderful people. It is easy access to go to New York State, New Jersey and Connecticut and Massachusetts."
    0
    Flag
  • Alyssa Dicarlo
    "I’ve lived in this town my whole life and now am raising a family here as well. We always feel safe. Everything is easily accessible and most people are very neighborly and helpful. We love that we can walk to certain hot spots in the summertime, makes for great memories "
    0
    Flag
  • Trulia User
    "The school district is amazing, friendly people and I live in college park which if you cross through the woods in Linden Acres your there. Safe and beautiful area. "
    2
    Flag
  • Adrienne L.
    "I work from home. I don’t commute. If I want to go to town it’s about a 15 minute drive. There is a gas station 5 minutes away. I like the location and enjoy the great outdoor feel. I am not sure what else to say. "
    2
    Flag
  • Elaine D.
    "Lived here 16 years and can’t imagine living anywhere else. Friendly, warm. Safe. Great shopping. AAA"
    2
    Flag
  • Kelly F.
    "Country lanes with lots of walkers. Tics are an issue here so you must check often. Great veterinarians in town. "
    1
    Flag
  • Jessica C.
    "Hardscrabble, Apple Blossom & Red Hook & the Chocolate Festivals. Parades are common and well-attended. "
    1
    Flag
  • Rav0311
    "you will love it here. it's the perfect place to raise a family. the school is the best . the taxes suck but that about it"
    1
    Flag
  • Kellyakozlowski
    "My neighborhood has quick access to the taconic parkway making it quick and easy to access many neighboring areas. "
    0
    Flag
  • Elaine D.
    "Excellent environment! Slow speed, 2 traffic lights, many restaurants, easy highway access! Kind people, family community."
    4
    Flag
  • Olivia T.
    "milan is great for private living and beautiful nature it is a luxury but far from town. love it out here "
    0
    Flag
  • Rav0311
    "it's perfect to start a family and feel at home. everybody is nice and the schools are great. plenty of restaurants and places to get together"
    0
    Flag
  • Sashaaha37qt
    "We live at one of the highest points in Milan/Red Hook (same zip code ). This is a family area with an excellent school system! There is also a beautiful, nearby Rec Park"
    3
    Flag
  • Nicole G.
    "Definitely need a car in this area. Unless you are a college student. Then there is a shuttle that will get you where you need to go. There is a bus but it is doesn’t run often, and is not optimal. "
    0
    Flag
  • Shannonfasce
    "Many dogs in the neighborhood very dog-friendly. Dogs are always leashed never running loose. Dog owners a very respectful of neighbors property "
    0
    Flag
  • Jkdive8
    "I have lived hear for 20+ years it’s quite and well preserved they try to keep it country living and they do very well at it !"
    1
    Flag
  • Tamara
    "Very family friendly. I love living here and found it easy to meet people and find a community. Love that I’m near many stores, restaurants, and theaters, but in the middle of the woods as well. "
    0
    Flag
  • Kristen M.
    "I’ve lived here all my life. It’s a comfortable small town where you become a regular at the dunkin or the restaurants. "
    0
    Flag
  • Plass r.
    "I've lived in red hook for 8 yrs and alot of people seem to put there head up like there better than anyone else"
    0
    Flag
  • Jeannette W.
    "I’ve lived in this neighborhood for 5 1/2 months and really enjoy it. Everyone is super friendly and stores and restaurants are easy to get to."
    0
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

Explore by feature - Air Conditioning

13 rentals with air conditioning in Red Hook, NY

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7 rentals with a washer/dryer in Red Hook, NY

Homes for sale near 5 Benson Loop

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Off Market Homes Near 5 Benson Loop

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Frequently asked questions about 5 Benson Loop

  • What is 5 Benson Loop estimated to be worth?
    Trulia's estimated value for 5 Benson Loop in Red Hook, NY is $679,100.
  • What is the price history for 5 Benson Loop?
    5 Benson Loop in Red Hook, NY last sold for $439,000 in September 2020.
  • Is Red Hook a buyer's or seller's market?
    Red Hook is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Red Hook?
    Residents describe Red Hook, NY as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Red Hook, NY.
  • Does 5 Benson Loop have air conditioning?
    Yes, 5 Benson Loop in Red Hook, NY has air conditioning.
  • Does 5 Benson Loop have laundry facilities?
    Yes, 5 Benson Loop in Red Hook, NY has in-unit laundry.