20 Chestnut Street #5, Rye, NY 10580
OFF MARKET

$671,200

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 990 sqft

20 Chestnut Street #5, Rye, NY 10580

Est. Refi. Payment $4,379/mo*
Refinance Your Home
Currently Off Market - Sold Sep 16, 2024 for $595,000

Home Value

Trulia Estimate
$671K
Since last month
Increased$6K (+0.9%)
Since last year
Increased$40K (+6.4%)
Since last sale
Increased$77K (+12.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +38% in the last 10 years
MonthEstimated value
2026
August 2026$672K
August 2026$671K
July 2026$666K
June 2026$682K
May 2026$672K
April 2026$662K
March 2026$660K
February 2026$641K
January 2026$649K
2025
2024

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
20 Chestnut Street #3, Rye, NY
0.00
Condo
$627,000
06/26/26
2
1
850
15 Chestnut Street #A4, Rye, NY
0.04
Condo
$530,000
01/26/26
2
1
1,100
4 Walnut Street #A11, Rye, NY
0.10
Condo
$475,000
11/21/25
2
1
900
15 Chestnut Street #6A, Rye, NY
0.34
Condo
$720,000
05/21/26
3
2
1,400
30 Pondview Road #K, Rye, NY
0.55
Condo
$587,500
09/02/26
2
1
900
50 Pondview Road #B, Rye, NY
0.34
Condo
$945,000
11/10/25
3
2.5
1,930
599 Midland Avenue #3-5, Rye, NY
0.67
Condo
$900,000
07/23/26
2
2.5
1,577
560 Halstead Avenue #3B, Harrison, NY
1.06
Condo
$430,000
06/29/26
2
2
900
184 Purchase Street #2-8, Rye, NY
0.60
Condo
$400,000
12/09/25
1
1
701
120 Old Post Road #PH-C404, Rye, NY
0.71
Condo
$2,095,000
11/18/25
2
2.5
1,602

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
26 Chestnut Street, Rye, NY 10580
0.02
$2,936,900
5
5
4,578
Off Market
66 Central Avenue, Rye, NY 10580
0.04
$2,248,800
4
2.5
2,593
Off Market
20 Chestnut Street #3, Rye, NY 10580
0.00
$627,000
2
1
850
Recently Sold
15 Chestnut Street #A4, Rye, NY 10580
0.04
$530,000
2
1
1,100
Recently Sold
75 Orchard Avenue, Rye, NY 10580
0.03
$2,282,300
4
3.5
2,312
Off Market
5 Walnut Street #B-18, Rye, NY 10580
0.08
$414,300
1
1
700
Off Market
4 Walnut Street #A11, Rye, NY 10580
0.10
$475,000
2
1
900
Recently Sold
72 Orchard Avenue, Rye, NY 10580
0.07
$1,517,800
5
2
2,634
Off Market
46 Central Avenue, Rye, NY 10580
0.11
$1,924,000
3
3
2,281
Off Market
19 Walnut Street, Rye, NY 10580
0.10
$3,136,200
5
4.5
3,546
Off Market
88 Orchard Avenue Unit A, Rye, NY 10580
0.08
$2,543,600
5
4.5
3,471
Off Market

Local Information

  • Map ViewExplore the area around 20 Chestnut Street #5.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 1956
990 sqft
$678/sqft
2 Parking Spaces
HOA $421/mo

About this House

Welcome to 20 Chestnut Street Unit 5. Discover a completely renovated condo in the heart of Rye City, boasting magazine-worthy finishes. This two-bedroom, two-bath unit features gleaming floors and is bathed in natural light. Enjoy the convenience of on-site laundry and two dedicated parking spaces, outdoor space, storage and more.
Leave your car at home and take a short walk to the train station and downtown Rye, where you'll find vibrant restaurants and shops. This location offers the best of both worlds—modern living in a quiet neighborhood. Don't miss out on this exceptional property! ** AO 7/19 Additional Information: Amenities:Storage,HeatingFuel:Oil Below Ground,
20 Chestnut Street #5, Rye, NY 10580 is a 2 bedroom, 2 bathroom, 990 sqft condo built in 1956. It last sold for the $595,000 asking price on Sep 16, 2024. More recently, it was listed as a rental in April 2024 with an asking price of $5,000 per month. That rental listing was removed on June 24, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $671,200, with a rent estimate of $4,001/month.
Last check for updates: about 10 hours ago
Listed by Sandra Chittenden, (914) 879-1837
Julia B Fee Sothebys Int. Rlty, (914) 967-4600
Bought with: Susan O'Brien, (914) 420-5461, Houlihan Lawrence Inc., (914) 967-7680
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6316462

Home Details for 20 Chestnut Street #5

Interior Features

Interior Details
Basement: Walk-Out AccessNumber of Rooms: 3
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 990 Square Feet
Appliances & Utilities
Utilities: Trash Collection PublicAppliances: Dishwasher, Electric Water Heater, Microwave, RefrigeratorDishwasherLaundry: Common AreaMicrowaveRefrigerator
Heating & Cooling
Heating: Oil,RadiantHas CoolingAir Conditioning: Wall/Window Unit(s)Has HeatingHeating Fuel: Oil
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Parking & Garage
No CarportParking Spaces: 2Parking: Unassigned,Assigned
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1956
Property Type / Style
Property Type: ResidentialProperty Subtype: Condominium, ResidentialArchitecture: Garden
Building
Construction Materials: BrickAttached To Another Structure
Property Information
Included in Sale: Door Hardware, Light Fixtures, Oven/RangeParcel Number: 14001460100000200000095

Price & Status

Price
List Price: $595,000
Status Change & Dates
Off Market Date: Thu Jul 25 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: RyeCommunity: Chestnut Manor Condominimium
School Information
Elementary School: OsbornJr High / Middle School: Rye Middle SchoolHigh School: Rye High SchoolHigh School District: Rye City

Building

Building Area
Building Area: 990 Square Feet

Community

Not Senior Community

HOA

HOA Fee Includes: Heat, Hot Water, Common Area Maintenance, WaterHas an HOAHOA Fee: $421/Monthly

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: H6316462Attic: UnfinishedAttribution Contact: 914 9674600Showing Requirements: Lockbox

Additional Information

HOA Amenities: Park

Price and Tax history

DateEventPrice
Sep 16, 2024
Source: OneKey® MLS as distributed by MLS GRID #H6316462
Sold
$595,000
Jul 26, 2024
Source: OneKey® MLS as distributed by MLS GRID #H6316462
Pending
$595,000
Jul 8, 2024
Source: OneKey® MLS as distributed by MLS GRID #H6316462
Listed For Sale
$595,000
Jun 24, 2024
Source: Zillow Rentals
ListingRemoved
Jun 7, 2024
Source: Zillow Rentals
PriceChange
$4,100
Price decreased by 5%

Market trends in Rye

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.44M
Sale-to-List Price
105.3%
Price per sq ft
$743
Available listings
39
2MoM

Around this home

What Locals Say about Rye

At least 150 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 84 % Say there's holiday spirit

  • 81 % Say people would walk alone at night

  • 81 % Say kids play outside

  • 81 % Say yards are well-kept

  • 77 % Say car is needed

  • 77 % Say parking is easy

  • 72 % Say it's quiet

  • 71 % Say streets are well-lit

  • 69 % Say it's walkable to restaurants

  • 66 % Say there's wildlife

  • 64 % Say they plan to stay for at least 5 years

  • 62 % Say there are sidewalks

  • 57 % Say neighbors are friendly

  • 56 % Say there are community events

  • 44 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Zjstempel
    "There are a lot of good public parks and nice sidewalks to walk on. also a lot of people own their own dogs"
    0
    Flag
  • Dbenzanava
    "Dogs owners would like it very much. There are special Dog bakeries & pet shops catering to your pet. "
    0
    Flag
  • Brianrollins1959
    "When we walk our dog.There is always someone else walking their dog.Every one usually picks up after their dog "
    0
    Flag
  • Brianrollins1959
    "I get on 287 in the AM . It’s a 15 minute ride to White Plains. But when l come home at 12:30pm . Every body is stressed out. And driving on my bumper. I have to watch because they almost running into me "
    3
    Flag
  • Felix Vazquez Jr
    "They send helpful information in the mailbox which allows us to find events that are happening in the town"
    2
    Flag
  • Trulia User
    "Very kid friendly - just note it’s not the Rye school system. Nice walking area around the Neightborhood"
    1
    Flag
  • Patricia I.
    "Halloween window displays on Puchase street by the school children. Christmas street fair on Purchase st."
    1
    Flag
  • Nickalvarez4
    "7 minutes to metro north. Good parking at train station. Trains on schedule. 37 min train ride in to Grand Central."
    0
    Flag
  • Ltifdle
    "Right now my commute is down the staircase. Otherwise very convenient to all highways (i287, hutch, i95) and trains to city."
    0
    Flag
  • Ltifdle
    "Homes have large yards where it’s safe for children to play. Stores and restaurants are conveniently nearby. Easy access to major roadways and trains to city."
    0
    Flag
  • Cleary.aileen
    "I live here and it’s really a great place to live , lots of great things go on here and great community spirit "
    1
    Flag
  • Rosemary
    "Green community lots of parks great schools. Nice main avenue luxury shopping. Bistro restaurants. Some Catholic Church around. "
    0
    Flag
  • Heatherosemusic
    "Grew up here with my grandma and I love it. It’s the quintessential suburbs with proximity to Manhattan, a quaint village, great schools, a beach, an amusement park and so much more. The ideal neighborhood to raise a family. "
    6
    Flag
  • Manonbartels2008
    "Short and easy, fast commute. Plenty of trains, on time and easy access. Parking at station is hard due to permit wait list."
    1
    Flag
  • Fernando
    "I love Rye. It is a very quiet and peaceful neighborhood. the place is nice with good restaurants. "
    1
    Flag
  • Trulia User
    "Rye has Metro North station with direct access to city. Also there are 2 major highways with 4 exits in Rye."
    1
    Flag
  • Dan K.
    "Extremely safe and well kept place to live and be! Definitely a higher price point than even other parts of Westchester, but it is what it promotes itself to be. "
    1
    Flag
  • Ltifdle
    "Wonderful neighborhood to raise a family. Can walk to the club for all types of sports year-round. Many choices for great schools. Close to town, doctors, worship."
    0
    Flag
  • Michael C.
    "Extremely beautiful every season. Very quiet, family friendly to a fault. Winding roads assure privacy and security. "
    3
    Flag
  • Lriddle
    "My neighborhood is convenient to Westchester county, greenwich / Stamford by car and or nyc by train."
    0
    Flag
  • John J.
    "It’s a pretty dog friendly neighborhood. Town park with great dog community few blocks away. Few places in town have water bowls out front. I’m guessing every 3rd house has dog. "
    2
    Flag
  • Lriddle
    "Storybook Main Street with shops and restaurants. Very convenient commuting to work opportunities in Westchester, Connecticut and nyc."
    0
    Flag
  • Cchidiya
    "everything is convenient and easily accessible even by foot. it's a beautiful neighborhood. people are friendly, restaurants are organic, shopping is amazing. there is always free parking everywhere."
    0
    Flag
  • Contessa1313
    "Best of all possible areas for schools, trains, buses, walking, bicyling, water sports, gardening,etc."
    0
    Flag

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026-09-10 00:08:26 PDT 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. Some IDX listings have been excluded from this website. Click here for more information

Frequently asked questions about 20 Chestnut Street #5

  • What is 20 Chestnut Street #5 estimated to be worth?
    Trulia's estimated value for 20 Chestnut Street #5 in Rye, NY is $671,200.
  • What is the price history for 20 Chestnut Street #5?
    20 Chestnut Street #5 in Rye, NY last sold for $595,000 in September 2024.
  • Is Rye a buyer's or seller's market?
    Rye is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Rye?
    The median sale price in Rye is $2.44M.
  • Does 20 Chestnut Street #5 have air conditioning?
    Yes, 20 Chestnut Street #5 in Rye, NY has air conditioning.
  • Does 20 Chestnut Street #5 have laundry facilities?
    Yes, 20 Chestnut Street #5 in Rye, NY has laundry facilities.

Explore by feature - Pet Friendly

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