Private Entrance
$3,150 | 62 Fox Run, Lewisboro, NY 10590 | 1 Bed, 1 Bath | Listing by Houlihan Lawrence Inc.
Community View
$338,159 | 268 Maplewood Drive, Lewisboro, NY 10590 | 3 Bed, 2 Bath | Listing by Giner Real Estate Inc.
Welcome to 274 Maplewood !
$399,000 | 274 Maplewood Drive, Lewisboro, NY 10590 | 1 Bed, 1 Bath | Listing by Coldwell Banker Realty
Community View
$375,000 | 239 Deer Hill Road, Lewisboro, NY 10590 | 1 Bed, 1 Bath | Listing by P R O Links Realty Inc
Survey Map. Presenting the property's boundaries, dimensions, and lot identification
$250,000 | Canaan Cir, Lewisboro, NY 10590 | Listing by Michael J. Kaplan
Plat Map. Illustrating the boundaries, dimensions, and parcel identification lot #19 house # for future new build will be 27 Canaan Circle
$250,000 | Canaan Cir, Lewisboro, NY 10590 | Listing by Michael J. Kaplan
Property entrance
$424,900 | 18 Fox Run Unit 18, Lewisboro, NY 10590 | 2 Bed, 3 Bath | Listing by RE/MAX Classic Realty
View of front of house featuring a front yard and a shingled roof
$2,750 | 61 Fox Run, Lewisboro, NY 10590 | 1 Bed, 1 Bath | Listing by Keller Williams NY Realty
View of exterior entry
$374,999 | 132 Stone Meadow, Lewisboro, NY 10590 | 1 Bed, 1 Bath | Listing by Century 21 Alliance Rlty Group
Community View
$3,000 | 16 Fox Run Road, Lewisboro, NY 10590 | 2 Bed, 1 Bath | Listing by Ginnel Real Estate
Community View
$439,000 | 144 Stone Meadow, Lewisboro, NY 10590 | 1 Bed, 1 Bath | Listing by William Raveis-New York LLC
Welcome to 99 Fox Run
$495,000 | 99 Fox Run, Lewisboro, NY 10590 | 2 Bed, 1 Bath | Listing by Compass Greater NY, LLC
Entrance to property featuring a chimney
$425,000 | 71 Fox Run, Lewisboro, NY 10590 | 2 Bed, 2 Bath | Listing by Keller Williams Realty Partner
View of front of home with stairway
$419,000 | 52 Bittersweet Lane, Lewisboro, NY 10590 | 2 Bed, 1 Bath | Listing by Keller Williams NY Realty
`
$495,000 | 242 Deer Hill, Lewisboro, NY 10590 | 2 Bed, 2 Bath | Listing by Keller Williams Realty Partner
Doorway to property featuring board and batten siding
$2,550 | 277 Maplewood Drive, Lewisboro, NY 10590 | 1 Bed, 1 Bath | Listing by Giner Real Estate Inc.
Welcome to 73 Fox Run Road
$425,000 | 73 Fox Run Road, Lewisboro, NY 10590 | 2 Bed, 2 Bath | Listing by Compass Greater NY, LLC
Community View
$2,000 | 141 Stone Meadow, Lewisboro, NY 10590 | 1 Bed, 1 Bath | Listing by Keller Williams Realty Partner
Community View
$339,900 | 195 Laurel Ridge, Lewisboro, NY 10590 | 1 Bed, 1 Bath | Listing by Keller Williams Realty Partner
Private Entrance
$2,850 | 62 Fox Run, Lewisboro, NY 10590 | 1 Bed, 1 Bath | Listing by Houlihan Lawrence Inc.

Oakridge Community

255 DEER HILL, Lewisboro, NY 10590 | Westchester, NY county

Oakridge presents a diverse collection of condominiums and townhomes set on 50 acres of beautifully landscaped grounds in South Salem. Home styles range from cozy one-bedroom garden units to spacious end-unit townhomes with lofts and private garages. Many residences feature open-concept layouts with cathedral or vaulted ceilings, wood-burning fireplaces, updated kitchens with granite or quartz countertops and stainless steel appliances, and hardwood or engineered wood flooring. Several units offer private decks or patios with views of the lake or wooded surroundings, while upper-level homes often include bonus lofts or offices accessed by spiral staircases. Renovations throughoutnew windows, sliding doors, HVAC systems, bathrooms, and flooring—ensuring move-in-ready comfort for every resident.

Located in the heart of South Salem on the New Canaan border, Oakridge places you minutes from the charming towns of Ridgefield, New Canaan, and Scotts Corners. Everyday conveniences are just a short walk away at Oakridge Plaza/Commons, which offers a pharmacy, grocery store, cleaners, salon, and eateries. The community is also within the award-winning Katonah-Lewisboro School District. With its tranquil lake views, tree-lined streets, and easy access to both Westchester and Fairfield counties, Oakridge delivers a peaceful retreat that feels worlds away from the bustle—yet is wonderfully connected to everything you need.

582 sq.ft. Average Lot Size
0 Active Listings
362 Total Housing Units
1,153 Average Square Footage

Resident Amenities

sports_basketball Basketball Court
family_group Clubhouse
fitness_center Fitness Center
award_star Grounds & Common Area Maintenance
award_star Hot Tub / Jacuzzi
local_parking Parking
playground_2 Playground
pool Pool
award_star Spa
sports_tennis Tennis Court
award_star Walking / Biking Trails
award_star Waterfront Access

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Resident Amenities

expand_less
sports_basketball Basketball Court
family_group Clubhouse
fitness_center Fitness Center
award_star Grounds & Common Area Maintenance
award_star Hot Tub / Jacuzzi
local_parking Parking
playground_2 Playground
pool Pool
award_star Spa
sports_tennis Tennis Court
award_star Walking / Biking Trails
award_star Waterfront Access

Active Listings & Homes For Sale and For Rent

Photo Lot Price Beds Baths Square Feet HOA Fees
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Oakridge Community (and nearby)
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Oakridge Residences

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Available Home Models

Fernwood

Welcome to the Fernwood, a charming home located in the Oakridge community by Beechwood Homes. This inviting model features 2 bedrooms and offers a range of 1 to 2 bathrooms, making it suitable for various lifestyles. With living areas spanning from 1,124 to 1,407 sq ft, the Fernwood provides ample space for comfortable living. This plan typically includes one or two stories, allowing for versatile layouts that cater to your needs. Experience the warmth and convenience of the Fernwood in the lovely Oakridge community.

Townhouse
Build Type
2
Beds
1–2
Baths
1,124–1,407
Sqft
—
Garages
1–2
Stories

Available Home Models

Fernwood

Townhouse
Build Type
2
Beds
1–2
Baths
1,124–1,407
Sqft
—
Garages
1–2
Stories

Welcome to the Fernwood, a charming home located in the Oakridge community by Beechwood Homes. This inviting model features 2 bedrooms and offers a range of 1 to 2 bathrooms, making it suitable for various lifestyles. With living areas spanning from 1,124 to 1,407 sq ft, the Fernwood provides ample space for comfortable living. This plan typically includes one or two stories, allowing for versatile layouts that cater to your needs. Experience the warmth and convenience of the Fernwood in the lovely Oakridge community.

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Community Facts

  • Community Name: Oakridge
  • Neighborhood:
  • Year Established: None
  • Total Homes: 362 residences
  • Property Type: —
  • County: Westchester, NY county
  • Available Sales Listings: 0
  • Available Rental Listings: 0
  • Lifestyle & HOA: Oakridge offers a carefree, resort-style lifestyle with a wealth of amenities right at your doorstep. Residents enjoy multiple swimming pools (including a recently refurbished pool complex and a kiddie pool), tennis and basketball courts, a playground, and scenic walking paths that wind around a peaceful lake. The community also features a clubhouse and a hot tub for added relaxation. With low common charges and reduced property taxes in many units, homeownership here is both attainable and enjoyable. Assigned parking and convenient storage options are available for many residences, making everyday living effortless.

Frequently Asked Questions

Learn more about the Oakridge community and available homes for sale and rent here in Lewisboro.

When was Oakridge built?
Oakridge was built in None.
Where is Oakridge located?
Oakridge is located at 255 DEER HILL in Lewisboro in NY.
What amenities does the Oakridge community provide?
Oakridge provides the following resident amenities: Basketball Court, Clubhouse, Fitness Center, Grounds & Common Area Maintenance, Hot Tub / Jacuzzi, Parking, Playground, Pool, Spa, Tennis Court, Walking / Biking Trails, Waterfront Access.
What county is Oakridge located in?
Oakridge is located in Westchester, NY county.
How many homes are currently available in Oakridge for sale or for rent?
Out of 362 homes in Oakridge, there are currently 0 sales listings and 0 rental listings available.
What is the average square footage in the Oakridge community?
The average square footage of homes in Oakridge is 1153 sq.ft.
How big is the Oakridge community?
The Oakridge community is made up of 362 homes with an average lot size of 582 sq.ft.

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