299 Forest Ave, Rye, NY 10580
OFF MARKET

299 Forest Ave
Rye, NY 10580

  • 5 Beds
  • 4.5 Baths
  • 5,646 sqft (on 0.45 acres)

$3,805,300

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $23,463/mo*
Refinance Your Home

$3,805,300

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $23,463/mo*
Refinance Your Home
5 Beds
4.5 Baths
5,646 sqft
(on 0.45 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Young construction customized to enjoy everyday living! JWH 2000 custom build with 5,646 sq ft utilizing every inch for high end quality living! This 5 BR home does not disappoint ~ renovated 2016 JWH high end kitchen with center island open to large family room featuring fireplace, built-in cabinets, high ceiling, eat-in -area w/ access to back yard and bluestone patio; perfect for entertaining indoors and out! Study features custom JWH cabinetry, built-in wall bar, surround sound, prof. exhaust system for smoking cigars, custom built pool table~ where the dinner/ holiday parties end the night! Second floor boasts generous master suite w/ private balcony and steam shower, 3 add'l BR's, hall bath, second floor laundry room. First level features large en-suite BR~ perfect for guests offering space and privacy. LL features fireplace, exercise area, PR, mudroom, wine cellar, access to 2 car garage. 1st fl- 2,351 sq ft, 2nd fl- 1,795 sq ft, LL walk out 1,500 sq ft CO= 5,646 sq ft.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 299 Forest Ave

Interior Features

Heating & Cooling
Heating: Forced Air, OtherAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Other
Interior Details
Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1957Year Updated: 2000
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.45 acres

Price History for 299 Forest Ave

DatePriceEventSource
01/24/2020$2,325,000Sold
OneKey® MLS as distributed by MLS GRID #H5086783
11/27/2019$2,500,000PendingAgent Provided
10/02/2019$2,500,000Listed For SaleAgent Provided
07/19/2019$2,895,000ListingRemovedAgent Provided
04/07/2019$2,895,000PriceChange
Agent Provided
03/18/2019$3,065,000Listed For SaleAgent Provided
08/02/1999$702,500Sold
N/A
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax
Assessment$42,800
Home facts updated by county records

Comparable Sales for 299 Forest Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
10 Stonycrest, Rye, NY
0.17
Single-Family Home
$3,605,000
06/12/25
5
4.5
4,081
44 Lynden St, Rye, NY
0.26
Single-Family Home
$2,750,000
09/15/25
5
5
3,354
60 Orchard Lane, Rye, NY
0.40
Single-Family Home
$4,500,000
08/15/25
5
5.5
5,603
71 Apawamis Avenue, Rye, NY
0.27
Single-Family Home
$2,320,000
11/18/25
4
2.5
2,597
5 Stonycrest Road, Rye, NY
0.22
Single-Family Home
$2,755,555
01/08/26
5
2.5
3,346
336 Midland Ave, Rye, NY
0.37
Single-Family Home
$2,100,000
07/28/25
5
2.5
2,758
251 Forest Ave, Rye, NY
0.11
Single-Family Home
$4,795,000
07/22/25
4
3
3,071
270 Milton Road, Rye, NY
0.55
Single-Family Home
$3,900,000
07/31/25
4
4.5
4,828
11 Billington Court, Rye, NY
0.38
Single-Family Home
$4,450,000
12/19/25
6
4.5
4,973
50 Orchard Ln, Rye, NY
0.39
Single-Family Home
$7,400,000
07/02/25
5
4
3,400

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 299 Forest Ave.
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 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

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature

Homes for sale near 299 Forest Ave

Skip to last item
Skip to first item

Off Market Homes Near 299 Forest Ave

Skip to last item
Skip to first item

Homes for rent near 299 Forest Ave

Skip to last item
Skip to first item
299 Forest Ave, Rye, NY 10580 is a 5 bedroom, 5 bathroom, 5,646 sqft single-family home built in 1957. This property is not currently available for sale. 299 Forest Ave was last sold on Jan 24, 2020 for $2,325,000. The current Trulia Estimate for 299 Forest Ave is $3,805,300.