Community View
$1,589,000 | 35 Monterrey Drive, Smithtown, NY 11780 | 5 Bed, 4 Bath | Listing by Signature Premier Properties
Two-story residence with a gray shingle roof, light blue siding, and white trim
$1,699,000 | 38 Hamlet Woods Drive, Smithtown, NY 11780 | 4 Bed, 8 Bath | Listing by Maison Pawli LLC
Ranch-style house featuring a front lawn, asphalt driveway, an attached 2 car garage,
$1,025,000 | 39 Hamlet Woods Drive, Smithtown, NY 11780 | 3 Bed, 3 Bath | Listing by Douglas Elliman Real Estate
View of front of property with a balcony, french doors, a front yard, decorative driveway, and stone siding
$7,800 | 19 Hamlet Woods Drive, Smithtown, NY 11780 | 5 Bed, 5 Bath | Listing by Realty Connect USA L I Inc
Community View
$1,090,000 | 5 Hamlet Woods Drive, Smithtown, NY 11780 | 3 Bed, 3 Bath | Listing by Signature Premier Properties
View of front facade featuring a front lawn, aphalt driveway, a residential view, a garage, and stone siding
$1,495,000 | 22 Hamlet Woods Drive, Smithtown, NY 11780 | 3 Bed, 4 Bath | Listing by Douglas Elliman Real Estate
Single story home featuring stone siding, decorative driveway, a front yard, and fence
$1,490,000 | 52 Monterrey Drive, Smithtown, NY 11780 | 3 Bed, 3 Bath | Listing by Signature Premier Properties
View of front yard and a garage
$1,350,000 | 34 Hamlet Woods Drive, Smithtown, NY 11780 | 5 Bed, 5 Bath | Listing by Daniel Gale Sothebys Intl Rlty
Community View
$1,449,000 | 29 Monterrey Drive, Smithtown, NY 11780 | 5 Bed, 5 Bath | Listing by Signature Premier Properties
Living Room
$849,000 | 7 Country Woods Drive, Smithtown, NY 11780 | 3 Bed, 3 Bath | Listing by Douglas Elliman Real Estate
Community View
$1,080,000 | 49 Hamlet Woods Drive, Smithtown, NY 11780 | 4 Bed, 3 Bath | Listing by Prime Realty
Community View
$6,500 | 2 Pondview, Smithtown, NY 11780 | 4 Bed, 3 Bath | Listing by Patty Gallegos Rlty Intl Corp
Community View
$1,599,000 | 17 Monterrey Drive Unit 17, Smithtown, NY 11780 | 5 Bed, 7 Bath | Listing by Coldwell Banker American Homes
Community View
$1,475,000 | 12 Pondview, Smithtown, NY 11780 | 5 Bed, 5 Bath | Listing by Douglas Elliman Real Estate
Community View
$1,400,000 | 15 Monterrey Drive, Smithtown, NY 11780 | 5 Bed, 6 Bath | Listing by Netter Real Estate Inc
Community View
$879,000 | 31 Hamlet Woods Drive Unit 31, Smithtown, NY 11780 | 3 Bed, 3 Bath | Listing by Douglas Elliman Real Estate
Welcome Home!
$879,000 | 40 Monterrey Drive Unit 40, Smithtown, NY 11780 | 3 Bed, 3 Bath | Listing by Compass Greater NY LLC
Community View
$999,999 | 36 Hamlet Woods Drive, Smithtown, NY 11780 | 4 Bed, 3 Bath | Listing by BERKSHIRE HATHAWAY
Community View
$1,075,000 | 54 Monterrey Drive, NY 11780 | 5 Bed, 5 Bath | Listing by New York Realty Minimax Inc
Community View
$879,000 | 57 Hamlet Woods Drive, Smithtown, NY 11780 | 3 Bed, 3 Bath | Listing by Realty Connect USA L I Inc

The Hamlet Estates Community

5 Hamlet Woods Dr, Saint James, NY 11780 | Suffolk, NY county

The Hamlet Estates at Saint James is a gated residential community offering an inviting blend of comfort, privacy, and resort-style living in one of Long Island’s most desirable North Shore locations. The neighborhood features a cohesive streetscape with private internal roadways, open green spaces, and scenic water features, including two lakes that add to the community’s tranquil atmosphere. Homes are set within a well-planned environment that balances natural beauty with modern infrastructure, creating a setting that feels established, private, and welcoming. Ideally located just minutes from shopping, dining, and major parkways, The Hamlet Estates at Saint James offers the convenience of easy access while maintaining a quiet, residential feel, making it an appealing choice for those seeking both relaxation and connectivity.

0.39 acres Average Lot Size
2 Active Listings
167 Total Housing Units
1,759 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
pool Pool
award_star Spa
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
pool Pool
award_star Spa
sports_tennis Tennis Court
award_star Waterfront Access

Active Listings & Homes For Sale and For Rent

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The Hamlet Estates Community (and nearby)
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The Hamlet Estates Residences

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Available Home Models

The Castleton

Welcome to The Castleton, a charming home plan located in The Hamlet Estates, crafted by Holiday Organization, Inc. This spacious residence typically features 5 bedrooms and offers a flexible range of 3 to 4 bathrooms, making it ideal for families of all sizes. With a two-story design, The Castleton provides ample living space and a welcoming atmosphere for gatherings and relaxation. Experience the comfort and style that this plan has to offer in a community designed for modern living.

Townhouse
Build Type
5
Beds
3–4
Baths
Sqft
Garages
2
Stories

Available Home Models

The Castleton

Townhouse
Build Type
5
Beds
3–4
Baths
Sqft
Garages
2
Stories

Welcome to The Castleton, a charming home plan located in The Hamlet Estates, crafted by Holiday Organization, Inc. This spacious residence typically features 5 bedrooms and offers a flexible range of 3 to 4 bathrooms, making it ideal for families of all sizes. With a two-story design, The Castleton provides ample living space and a welcoming atmosphere for gatherings and relaxation. Experience the comfort and style that this plan has to offer in a community designed for modern living.

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Recent Activity at The The Hamlet Estates Community

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Community Facts

  • Community Name: The Hamlet Estates
  • Neighborhood: Smithtown
  • Year Established: 2008
  • Total Homes: 167 residences
  • Property Type: Houses, Townhomes
  • County: Suffolk, NY county
  • Available Sales Listings: 2
  • Available Rental Listings: 0
  • Lifestyle & HOA: Life at The Hamlet Estates at Saint James is centered on ease, recreation, and community connection. Residents enjoy access to an impressive collection of amenities designed to support an active and social lifestyle, including a luxurious clubhouse with gathering spaces, a swimming pool and spa, lighted tennis courts, a fitness center, basketball court, bocce court, playground, putting green, and two scenic lakes with paddle boats. The Homeowners Association maintains common areas, amenities, and shared infrastructure, allowing residents to enjoy a low-maintenance lifestyle within a well-cared-for community. Visitor parking and open spaces further enhance the ease and functionality of everyday living. With its gated setting, wide range of amenities, and convenient location near North Shore beaches, parks, and village centers, The Hamlet Estates at Saint James offers a lifestyle that feels both relaxed and refined, an inviting place to call home for those seeking comfort, recreation, and a strong sense of community.

Frequently Asked Questions

Learn more about the The Hamlet Estates community and available homes for sale and rent here in Saint James.

When was The Hamlet Estates built?
The Hamlet Estates was built in 2008.
Where is The Hamlet Estates located?
The Hamlet Estates is located at 5 Hamlet Woods Dr in Saint James in NY.
What amenities does the The Hamlet Estates community provide?
The Hamlet Estates provides the following resident amenities: Basketball Court, Clubhouse, Fitness Center, Gated Community, Grounds & Common Area Maintenance, Pool, Spa, Tennis Court, Waterfront Access.
What county is The Hamlet Estates located in?
The Hamlet Estates is located in Suffolk, NY county.
How many homes are currently available in The Hamlet Estates for sale or for rent?
Out of 167 homes in The Hamlet Estates, there are currently 2 sales listings and 0 rental listings available.
What is the average square footage in the The Hamlet Estates community?
The average square footage of homes in The Hamlet Estates is 1759 sq.ft.
How big is the The Hamlet Estates community?
The The Hamlet Estates community is made up of 167 homes with an average lot size of 16896 sq.ft.

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South Satauket, NY Three Village Green 83 Homes
Nesconset, NY The Woods at Smithtown 56 Homes
Smithtown, NY Hidden Ponds 300 Homes
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