Windcrest East Scarborough Drive, Smithtown, NY 11787
Spacious 3 Floor Town Home
$719,000 | 143 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath | Listing by Daniel Gale Sothebys Intl Rlty
Community View
$749,999 | 72 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath | Listing by Realty Connect USA L I Inc
Community View
$695,000 | 34 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath | Listing by Signature Premier Properties
Community View
$799,999 | 67 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath | Listing by Signature Premier Properties
Community View
$635,000 | 4 Chelsea Drive, Smithtown, NY 11787 | 2 Bed, 3 Bath | Listing by Signature Premier Properties
Front exterior of home featuring a front lawn, driveway, and a garage
$599,000 | 32 Scarborough Drive, Smithtown, NY 11787 | 2 Bed, 3 Bath | Listing by Douglas Elliman Real Estate
View of front of property with stone siding, asphalt driveway, a front lawn, a shingled roof, and a garage
$824,999 | 8 Scarborough Drive, Smithtown, NY 11787 | 3 Bed, 4 Bath | Listing by Signature Premier Properties
View of front of home with driveway, a front yard, an attached garage, stone siding, and roof with shingles
$769,900 | 9 Scarborough Drive, Smithtown, NY 11787 | 3 Bed, 3 Bath | Listing by Executive Group Realty
Community View
$769,999 | 93 paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath | Listing by Daniel Gale Sothebys Intl Rlty
View of front of home featuring brick siding, a balcony, driveway, and an attached garage
$649,000 | 46 Chelsea Drive, Smithtown, NY 11787 | 2 Bed, 3 Bath | Listing by Exit Family Realty
Community View
$4,850 | Undisclosed Address, Smithtown, NY 11787 | 3 Bed, 4 Bath | Listing by Coldwell Banker American Homes
Traditional-style home featuring driveway and an attached garage
$785,000 | 16 Scarborough Drive, Smithtown, NY 11787 | 3 Bed, 3 Bath | Listing by Signature Premier Properties
Townhome /End-Unit property, 2-car garage
$779,000 | 103 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath | Listing by Daniel Gale Sothebys Intl Rlty
View of front of property featuring driveway, roof with shingles, and an attached garage
$739,000 | 75 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath | Listing by Signature Premier Properties
Community View
$599,000 | 7 Chelsea Drive Unit 7, Smithtown, NY 11787 | 2 Bed, 3 Bath | Listing by Signature Premier Properties
View of front of home featuring a garage
$3,700 | 3 Chelsea Drive Unit 3, Smithtown, NY 11787 | 2 Bed, 3 Bath | Listing by Jolie Powell Realty Inc
Community View
$649,999 | 23 Paddington Circle Unit 23, Smithtown, NY 11787 | 2 Bed, 3 Bath | Listing by Douglas Elliman Real Estate
Community View
$649,000 | 3 Paddington Circle Unit -, Smithtown, NY 11787 | 3 Bed, 3 Bath | Listing by Signature Premier Properties
Community View
$789,000 | 31 Chelsea Drive Unit 31, Smithtown, NY 11787 | 3 Bed, 3 Bath | Listing by Douglas Elliman Real Estate
Community View
$689,000 | 45 Paddington Circle Unit 45, Smithtown, NY 11787 | 3 Bed, 3 Bath | Listing by Douglas Elliman Real Estate

Windcrest East Community

Scarborough Drive, Smithtown, NY 11787 | Suffolk, NY county

Windcrest is a collection of thoughtfully designed townhomes in the heart of Smithtown, offered in a range of distinct models including the Dover — the largest townhouse in the community — along with the Avondale, Brittany, Concord, Essex, and Fairfax. Floor plans span two bedrooms to three bedrooms plus a home office or potential fourth bedroom, with open-concept living and dining areas that make entertaining effortless.

Architectural character runs throughout: soaring vaulted and cathedral ceilings approaching 18 feet in height in select homes, oversized windows that flood interiors with natural light, bridge-style balconies overlooking open living areas below, custom moldings and millwork, solid core interior doors, and premium window treatments. Living rooms are anchored by gas fireplaces with custom mantles or cozy wood-burning fireplaces. Kitchens feature white or wood cabinetry with granite, quartz, marble, or Corian countertops and stainless-steel appliances — some with breakfast nooks framed by soft natural light.

Main-level primary suites are available across several models, complete with double-door entry, walk-in closets, and en-suite baths offering double-sink vanities and soaking tubs. Additional highlights include finished basements and walk-out basements with rich wood ceilings and floors, wet bars, spa-style showers leading to private saunas, media rooms with full baths, central vacuum systems, two-zone central air conditioning, smart-home controls for lighting, thermostat, sound, alarm system and garage access from your phone.

Outdoor living is built in — private paver patios, Cambridge paved patios, Trex decks including a 20 x 14 example overlooking a private backyard, remote-controlled terrace awnings — along with attached one-car to two-car garages featuring epoxy flooring in select homes.

Windcrest sits within the Smithtown School District (Tackan Elementary, Great Hollow Middle School and Smithtown East High School) and is close to local shopping.

2,747 sq.ft. Average Lot Size
1 Active Listings
187 Total Housing Units
1,679 Average Square Footage

Resident Amenities

sports_basketball Basketball Court
family_group Clubhouse
fitness_center Fitness Center
award_star Gated Community
award_star Grounds & Common Area Maintenance
pickleball Pickleball Court
pool Pool
sports_tennis Tennis Court
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 Gated Community
award_star Grounds & Common Area Maintenance
pickleball Pickleball Court
pool Pool
sports_tennis Tennis Court
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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Windcrest East Community (and nearby)
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Windcrest East Residences

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Available Home Models

Avondale

Priced from $695,000

The Avondale is a two-story, three-bedroom home ranging from 1,434 to 1,850 square feet, with 2.5 baths and one- to two-car garage options. Many homes feature an end-unit location, an open living and dining area, hardwood floors, and a fireplace; sliding doors lead to a patio, and a full basement adds storage or recreation space. The kitchen may include granite counters and stainless-steel appliances. Windcrest amenities include a heated pool, fitness center, tennis and pickleball courts, and clubhouse. Compared with the two-bedroom Brittany, Avondale offers an additional bedroom.

Avondale
Avondale
Avondale
Avondale
Avondale
Avondale

$695,000 | 34 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

$579,000 | 53 Paddington Circle Unit 53, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

$575,000 | 32 Chelsea Drive Unit 32, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Daniel Gale Sothebys Intl Rlty

$555,000 | 34 Paddington Circle Unit 34, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

$549,000 | 144 Paddington Circle Unit 144, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Potter Properties LLC

$529,000 | 42 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

Condominium
Build Type
3
Beds
2.5
Baths
1,434–1,850
Sqft
1–2
Garages
2
Stories

Brittany

Priced from $599,000

The Brittany offers two bedrooms and 1,358 square feet, with two to three baths, a one-car garage, and layouts ranging from two to three stories. Its primary suite can include a private bath and walk-in closets, while an open living and dining area connects to the kitchen. Features found in Brittany homes include hardwood floors, a gas fireplace, a patio, and a full basement, sometimes finished for extra living space. Residents can enjoy Windcrest’s pool, clubhouse, fitness center, tennis and pickleball courts. Compared with the three-bedroom Avondale, Brittany is a smaller option with one fewer bedroom.

Brittany
Brittany
Brittany
Brittany
Brittany
Brittany

$599,000 | 32 Scarborough Drive, Smithtown, NY 11787 | 2 Bed, 3 Bath

Listing by Douglas Elliman Real Estate

$599,000 | 7 Chelsea Drive Unit 7, Smithtown, NY 11787 | 2 Bed, 3 Bath

Listing by Signature Premier Properties

$499,000 | 34 Scarborough Drive Unit 34, Smithtown, NY 11787 | 2 Bed, 3 Bath

Listing by Signature Premier Properties

$499,000 | 6 Chelsea Drive Unit 6, Smithtown, NY 11787 | 2 Bed, 3 Bath

Listing by Coldwell Banker Easton Prop

$499,000 | 24 Chelsea Drive Unit 24, Smithtown, NY 11787 | 2 Bed, 3 Bath

Listing by Signature Premier Properties

$459,528 | 33 Scarborough Drive Unit 33, Smithtown, NY 11787 | 2 Bed, 3 Bath

Listing by Netter Real Estate Inc

Condominium
Build Type
2
Beds
2.5–3
Baths
1,358
Sqft
1
Garages
2–3
Stories

C-30

The C-30 is a four-bedroom home with 2.5 baths and an open floor plan. Its living and dining area features a gas fireplace, while an updated eat-in kitchen with granite countertops opens through sliding doors to a private deck. The primary suite includes two walk-in closets and an ensuite bath. Main-floor laundry and a full unfinished basement add everyday convenience and storage. As an end unit in Windcrest, it is set within the gated community, where residents can enjoy a clubhouse, tennis, and an in-ground pool. Smithtown schools serve the community.

C-30
C-30

$559,000 | 33 Paddington Circle, Smithtown, NY 11787 | 4 Bed, 3 Bath

Listing by Douglas Elliman Real Estate

$474,900 | 33 Paddington Circle, Smithtown, NY 11787 | 4 Bed, 3 Bath

Listing by Coldwell Banker Residential

Condominium
Build Type
4
Beds
2.5
Baths
—
Sqft
—
Garages
—
Stories

Concord

Priced from $769,900

Concord homes range from 1,770 to 2,887 square feet, with two to three bedrooms, 2.5 to 3.5 baths, one-car garages, and two- to three-story layouts. Some include a first-floor primary suite with a walk-in closet and ensuite bath; upstairs space may include bedrooms, a loft, or a bonus room. Listings also describe a full basement, patio, and living area with a fireplace. The gated community offers a saltwater pool, fitness center, clubhouse, tennis, and pickleball. Unlike the three-bedroom Dover, Concord layouts can include a first-floor primary suite and an open loft.

Concord
Concord
Concord
Concord
Concord
Concord

$769,900 | 9 Scarborough Drive, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Executive Group Realty

$739,000 | 75 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

$649,900 | 56 Paddington Circle Unit 56, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

$679,000 | 23 Chelsea Drive Unit 23, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

$700,000 | 54 Paddington Circle Unit 54, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Keller Williams Points North

$649,999 | 11 Scarborough Drive Unit 11, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

Condominium
Build Type
2–3
Beds
2.5–3.5
Baths
1,770–2,887
Sqft
1
Garages
2–3
Stories

Dover

Priced from $719,000

The Dover is a three-bedroom home with 2.5 baths, a two-car garage, and approximately 1,900 to 1,950 square feet across two- or three-story layouts. Described as Windcrest’s largest end-unit model, it offers a living room with a gas fireplace, formal dining room, and an eat-in kitchen. The primary suite has two walk-in closets and an ensuite bath; two additional bedrooms complete the upper level. Homes may also feature a deck or patio and a finished basement. Residents have access to the gated community’s heated saltwater pool, fitness center, clubhouse, tennis, and pickleball.

Dover
Dover
Dover
Dover
Dover
Dover

$719,000 | 143 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Daniel Gale Sothebys Intl Rlty

$719,000 | 143 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Daniel Gale Sothebys Intl Rlty

$719,000 | 143 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Daniel Gale Sothebys Intl Rlty

$719,000 | 143 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Daniel Gale Sothebys Intl Rlty

$719,000 | 143 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Daniel Gale Sothebys Intl Rlty

$719,000 | 143 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Daniel Gale Sothebys Intl Rlty

Condominium
Build Type
3
Beds
2.5
Baths
1,900–1,950
Sqft
2
Garages
2–3
Stories

Essex

The three-story Essex offers three bedrooms, 1,479 to 1,920 square feet, 2.5 to 3.5 baths, and a two-car garage. Some layouts add a main-level office that could serve as a fourth bedroom. Features include an eat-in kitchen, hardwood floors, and sliding doors to a private patio or deck. A finished basement may provide a media room and full bath. With up to 1,920 square feet, Essex offers more space than the 1,479-square-foot Fairfax. Windcrest residents can enjoy the gated community’s pool, fitness center, tennis, pickleball, and clubhouse.

Essex
Essex
Essex
Essex
Essex
Essex

$4,850 | Undisclosed Address, Smithtown, NY 11787 | 3 Bed, 4 Bath

Listing by Coldwell Banker American Homes

$619,000 | 19 Paddington Circle Unit 19, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

$499,990 | 123 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by RE/MAX Beyond

$3,600 | Undisclosed Address, Smithtown, NY 11787 | 3 Bed, 4 Bath

Listing by Exit Realty Achieve

$507,000 | 87 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Coldwell Banker Residential

$3,300 | 101 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

Condominium
Build Type
3
Beds
2.5–3.5
Baths
1,479–1,920
Sqft
2
Garages
3
Stories

Fairfax

The three-story Fairfax has two bedrooms, 2.5 baths, 1,479 square feet, and a two-car garage. Its bedrooms may each have a private full bath, while the living area can feature a gas fireplace. The kitchen opens toward sliding doors leading to a patio or Trex deck, and some homes include a finished lower-level space and extra storage. Windcrest amenities include a heated pool, clubhouse, fitness center, tennis, and pickleball. Fairfax provides more space than the 1,358-square-foot Brittany, while keeping a two-bedroom layout.

Fairfax
Fairfax
Fairfax

$649,999 | 23 Paddington Circle Unit 23, Smithtown, NY 11787 | 2 Bed, 3 Bath

Listing by Douglas Elliman Real Estate

$539,000 | 83 Paddington Cir Unit 83, Smithtown, NY 11787 | 2 Bed, 3 Bath

Listing by Signature Premier Properties

$389,990 | 23 Paddington Circle, Smithtown, NY 11787 | 2 Bed, 3 Bath

Listing by Douglas Elliman Real Estate

Condominium
Build Type
2
Beds
2.5
Baths
1,479
Sqft
2
Garages
3
Stories

Available Home Models

Avondale
Avondale
Avondale
Avondale
Avondale
Avondale

$695,000 | 34 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

$579,000 | 53 Paddington Circle Unit 53, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

$575,000 | 32 Chelsea Drive Unit 32, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Daniel Gale Sothebys Intl Rlty

$555,000 | 34 Paddington Circle Unit 34, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

$549,000 | 144 Paddington Circle Unit 144, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Potter Properties LLC

$529,000 | 42 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

Avondale

Priced from $695,000

Condominium
Build Type
3
Beds
2.5
Baths
1,434–1,850
Sqft
1–2
Garages
2
Stories

The Avondale is a two-story, three-bedroom home ranging from 1,434 to 1,850 square feet, with 2.5 baths and one- to two-car garage options. Many homes feature an end-unit location, an open living and dining area, hardwood floors, and a fireplace; sliding doors lead to a patio, and a full basement adds storage or recreation space. The kitchen may include granite counters and stainless-steel appliances. Windcrest amenities include a heated pool, fitness center, tennis and pickleball courts, and clubhouse. Compared with the two-bedroom Brittany, Avondale offers an additional bedroom.

Brittany
Brittany
Brittany
Brittany
Brittany
Brittany

$599,000 | 32 Scarborough Drive, Smithtown, NY 11787 | 2 Bed, 3 Bath

Listing by Douglas Elliman Real Estate

$599,000 | 7 Chelsea Drive Unit 7, Smithtown, NY 11787 | 2 Bed, 3 Bath

Listing by Signature Premier Properties

$499,000 | 34 Scarborough Drive Unit 34, Smithtown, NY 11787 | 2 Bed, 3 Bath

Listing by Signature Premier Properties

$499,000 | 6 Chelsea Drive Unit 6, Smithtown, NY 11787 | 2 Bed, 3 Bath

Listing by Coldwell Banker Easton Prop

$499,000 | 24 Chelsea Drive Unit 24, Smithtown, NY 11787 | 2 Bed, 3 Bath

Listing by Signature Premier Properties

$459,528 | 33 Scarborough Drive Unit 33, Smithtown, NY 11787 | 2 Bed, 3 Bath

Listing by Netter Real Estate Inc

Brittany

Priced from $599,000

Condominium
Build Type
2
Beds
2.5–3
Baths
1,358
Sqft
1
Garages
2–3
Stories

The Brittany offers two bedrooms and 1,358 square feet, with two to three baths, a one-car garage, and layouts ranging from two to three stories. Its primary suite can include a private bath and walk-in closets, while an open living and dining area connects to the kitchen. Features found in Brittany homes include hardwood floors, a gas fireplace, a patio, and a full basement, sometimes finished for extra living space. Residents can enjoy Windcrest’s pool, clubhouse, fitness center, tennis and pickleball courts. Compared with the three-bedroom Avondale, Brittany is a smaller option with one fewer bedroom.

C-30
C-30

$559,000 | 33 Paddington Circle, Smithtown, NY 11787 | 4 Bed, 3 Bath

Listing by Douglas Elliman Real Estate

$474,900 | 33 Paddington Circle, Smithtown, NY 11787 | 4 Bed, 3 Bath

Listing by Coldwell Banker Residential

C-30

Condominium
Build Type
4
Beds
2.5
Baths
—
Sqft
—
Garages
—
Stories

The C-30 is a four-bedroom home with 2.5 baths and an open floor plan. Its living and dining area features a gas fireplace, while an updated eat-in kitchen with granite countertops opens through sliding doors to a private deck. The primary suite includes two walk-in closets and an ensuite bath. Main-floor laundry and a full unfinished basement add everyday convenience and storage. As an end unit in Windcrest, it is set within the gated community, where residents can enjoy a clubhouse, tennis, and an in-ground pool. Smithtown schools serve the community.

Concord
Concord
Concord
Concord
Concord
Concord

$769,900 | 9 Scarborough Drive, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Executive Group Realty

$739,000 | 75 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

$649,900 | 56 Paddington Circle Unit 56, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

$679,000 | 23 Chelsea Drive Unit 23, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

$700,000 | 54 Paddington Circle Unit 54, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Keller Williams Points North

$649,999 | 11 Scarborough Drive Unit 11, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

Concord

Priced from $769,900

Condominium
Build Type
2–3
Beds
2.5–3.5
Baths
1,770–2,887
Sqft
1
Garages
2–3
Stories

Concord homes range from 1,770 to 2,887 square feet, with two to three bedrooms, 2.5 to 3.5 baths, one-car garages, and two- to three-story layouts. Some include a first-floor primary suite with a walk-in closet and ensuite bath; upstairs space may include bedrooms, a loft, or a bonus room. Listings also describe a full basement, patio, and living area with a fireplace. The gated community offers a saltwater pool, fitness center, clubhouse, tennis, and pickleball. Unlike the three-bedroom Dover, Concord layouts can include a first-floor primary suite and an open loft.

Dover
Dover
Dover
Dover
Dover
Dover

$719,000 | 143 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Daniel Gale Sothebys Intl Rlty

$719,000 | 143 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Daniel Gale Sothebys Intl Rlty

$719,000 | 143 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Daniel Gale Sothebys Intl Rlty

$719,000 | 143 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Daniel Gale Sothebys Intl Rlty

$719,000 | 143 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Daniel Gale Sothebys Intl Rlty

$719,000 | 143 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Daniel Gale Sothebys Intl Rlty

Dover

Priced from $719,000

Condominium
Build Type
3
Beds
2.5
Baths
1,900–1,950
Sqft
2
Garages
2–3
Stories

The Dover is a three-bedroom home with 2.5 baths, a two-car garage, and approximately 1,900 to 1,950 square feet across two- or three-story layouts. Described as Windcrest’s largest end-unit model, it offers a living room with a gas fireplace, formal dining room, and an eat-in kitchen. The primary suite has two walk-in closets and an ensuite bath; two additional bedrooms complete the upper level. Homes may also feature a deck or patio and a finished basement. Residents have access to the gated community’s heated saltwater pool, fitness center, clubhouse, tennis, and pickleball.

Essex
Essex
Essex
Essex
Essex
Essex

$4,850 | Undisclosed Address, Smithtown, NY 11787 | 3 Bed, 4 Bath

Listing by Coldwell Banker American Homes

$619,000 | 19 Paddington Circle Unit 19, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

$499,990 | 123 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by RE/MAX Beyond

$3,600 | Undisclosed Address, Smithtown, NY 11787 | 3 Bed, 4 Bath

Listing by Exit Realty Achieve

$507,000 | 87 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Coldwell Banker Residential

$3,300 | 101 Paddington Circle, Smithtown, NY 11787 | 3 Bed, 3 Bath

Listing by Signature Premier Properties

Essex

Condominium
Build Type
3
Beds
2.5–3.5
Baths
1,479–1,920
Sqft
2
Garages
3
Stories

The three-story Essex offers three bedrooms, 1,479 to 1,920 square feet, 2.5 to 3.5 baths, and a two-car garage. Some layouts add a main-level office that could serve as a fourth bedroom. Features include an eat-in kitchen, hardwood floors, and sliding doors to a private patio or deck. A finished basement may provide a media room and full bath. With up to 1,920 square feet, Essex offers more space than the 1,479-square-foot Fairfax. Windcrest residents can enjoy the gated community’s pool, fitness center, tennis, pickleball, and clubhouse.

Fairfax
Fairfax
Fairfax

$649,999 | 23 Paddington Circle Unit 23, Smithtown, NY 11787 | 2 Bed, 3 Bath

Listing by Douglas Elliman Real Estate

$539,000 | 83 Paddington Cir Unit 83, Smithtown, NY 11787 | 2 Bed, 3 Bath

Listing by Signature Premier Properties

$389,990 | 23 Paddington Circle, Smithtown, NY 11787 | 2 Bed, 3 Bath

Listing by Douglas Elliman Real Estate

Fairfax

Condominium
Build Type
2
Beds
2.5
Baths
1,479
Sqft
2
Garages
3
Stories

The three-story Fairfax has two bedrooms, 2.5 baths, 1,479 square feet, and a two-car garage. Its bedrooms may each have a private full bath, while the living area can feature a gas fireplace. The kitchen opens toward sliding doors leading to a patio or Trex deck, and some homes include a finished lower-level space and extra storage. Windcrest amenities include a heated pool, clubhouse, fitness center, tennis, and pickleball. Fairfax provides more space than the 1,358-square-foot Brittany, while keeping a two-bedroom layout.

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Community Facts

  • Community Name: Windcrest East
  • Neighborhood: Smithtown
  • Year Established: 2002
  • Total Homes: 187 residences
  • Property Type: Townhomes
  • County: Suffolk, NY county
  • Available Sales Listings: 1
  • Available Rental Listings: 0
  • Lifestyle & HOA: Windcrest is a private gated community in Smithtown built around a maintenance-free, country-club lifestyle. Exterior maintenance is handled for residents, and monthly maintenance covers snow removal, lawn care, clubhouse and amenities access, and water — so weekends stay free for the things you actually want to do. The community is pet friendly with no pet restrictions. At the center of it all is a beautifully remodeled clubhouse featuring a fitness center, full kitchen, gathering lounge, cardroom, and a TV and sitting room with fireplace. Outdoors you'll find a heated saltwater pool, well-lit pickleball and tennis courts, basketball courts, and a tranquil pond accented by fountains and picturesque gazebos. Professionally maintained grounds keep the setting private and polished year-round. Residents describe it simply: true country club style living in a peaceful gated community.

Frequently Asked Questions

Learn more about the Windcrest East community and available homes for sale and rent here in Smithtown.

When was Windcrest East built?
Windcrest East was built in 2002.
Where is Windcrest East located?
Windcrest East is located at Scarborough Drive in Smithtown in NY.
What amenities does the Windcrest East community provide?
Windcrest East provides the following resident amenities: Basketball Court, Clubhouse, Fitness Center, Gated Community, Grounds & Common Area Maintenance, Pickleball Court, Pool, Tennis Court, Waterfront Access.
What county is Windcrest East located in?
Windcrest East is located in Suffolk, NY county.
How many homes are currently available in Windcrest East for sale or for rent?
Out of 187 homes in Windcrest East, there are currently 1 sales listings and 0 rental listings available.
What is the average square footage in the Windcrest East community?
The average square footage of homes in Windcrest East is 1679 sq.ft.
How big is the Windcrest East community?
The Windcrest East community is made up of 187 homes with an average lot size of 2747 sq.ft.

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Lake Grove, NY Encore at Lake Grove 228 Homes

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