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29 Farm Road

Head Of The Harbor, NY 11780
  • $1,599,000
  • STATUS: Active
  • MLS #: 1047851
Price Reduced
UPDATED: 18 min ago
$1,599,000
  • 4
    BEDS
  • 2.4
    ACRES
  • 3
    BATHS
  • 1
    1/2 BATHS
  • 4,831
    SQFT
  • $331
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1964
County:
Area:

School Information

Elementary School:
Middle School:
School District:

Description

Welcome to 29 Farm Road....nestled in the prestigious Village of Head of the Harbor, where secluded, private & tranquil living awaits! This stunning, beautifully maintained Expanded Ranch features a grand entry foyer, spacious EIK w/ granite countertops, center island, SS appliances, and picturesque views of the surrounding landscape, a warm and inviting Great Room w/ Stone FP and vaulted ceilings w/ 2 skylights and 4 slider doors leading to the wrap around deck, a gorgeous formal dining room, powder room. The 1st floor features 3 spacious bedrooms, including a luxurious Primary Bedroom Ensuite w/ private access to the extensive wrap-around porch, WIC, and primary bath w/ double vanity sink, bathtub, and separate shower. Bedroom 2 features a WIC, chair rail molding, and an ensuite bathroom w/ spa tub. Bedroom 3 offers a private loft space and skylight, and a main floor office space w/ French doors, plus an additional full bath completing the main level. The versatile loft is ideal as a recreation room, home gym, or flex space, with convenient attic access. The lower level offers exceptional flexibility and features a 4th Bedroom (perfect for guests or an in-law suite), a Summer Kitchen w/ quartz countertops, oversized family room, 2 separate gym rooms, full bath, laundry room, ample storage, direct access to the two-car garage, and sliders leading to your own private, resort-like backyard retreat! Additional features include.... CAC (2 zones), Oil Heat (4 zones - burner 2016), 200-amp electric, IGS System (8 zones - redone in 2026), inground saltwater heated pool (Liner - 2025), Whole House Inside & Outside KeyOS wireless app-controlled stereo system, and a portable generator with transfer switch hookup. Surrounded by nature, with an abundance of natural light, oversized windows, and skylights that create a bright, airy, and inviting atmosphere throughout. This exceptional home truly has it all! All this and much more... Set on over 2+ acres of beautiful and secluded property (very private), you do not want to miss this rare opportunity!

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© 2026 OneKey MLS. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or This Old Hudson Team at Houlihan Lawrence. Data last updated: 2026-10-12T08:17:40.623.
www.thisoldhudsonrealestate.com/homes/180960916
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29 Farm Road Head Of The Harbor, NY 11780

  • Price: $1,599,000
  • Status: Active
  • On Site: Days
  • Updated: 18 min ago
  • MLS #: 1047851
4
Beds
3
Baths
1
½ Baths
2.4
Acres
4,831
SQFT
$331
$/SQFT
1964
Built
Neighborhood:
Smithtown
County:
Suffolk
Area:
Smithtown
Elementary School:
St James Elementary School
Middle School:
Nesaquake Middle School
High School:
Smithtown High School-East
School District:
Smithtown
Property Description
Welcome to 29 Farm Road....nestled in the prestigious Village of Head of the Harbor, where secluded, private & tranquil living awaits! This stunning, beautifully maintained Expanded Ranch features a grand entry foyer, spacious EIK w/ granite countertops, center island, SS appliances, and picturesque views of the surrounding landscape, a warm and inviting Great Room w/ Stone FP and vaulted ceilings w/ 2 skylights and 4 slider doors leading to the wrap around deck, a gorgeous formal dining room, powder room. The 1st floor features 3 spacious bedrooms, including a luxurious Primary Bedroom Ensuite w/ private access to the extensive wrap-around porch, WIC, and primary bath w/ double vanity sink, bathtub, and separate shower. Bedroom 2 features a WIC, chair rail molding, and an ensuite bathroom w/ spa tub. Bedroom 3 offers a private loft space and skylight, and a main floor office space w/ French doors, plus an additional full bath completing the main level. The versatile loft is ideal as a recreation room, home gym, or flex space, with convenient attic access. The lower level offers exceptional flexibility and features a 4th Bedroom (perfect for guests or an in-law suite), a Summer Kitchen w/ quartz countertops, oversized family room, 2 separate gym rooms, full bath, laundry room, ample storage, direct access to the two-car garage, and sliders leading to your own private, resort-like backyard retreat! Additional features include.... CAC (2 zones), Oil Heat (4 zones - burner 2016), 200-amp electric, IGS System (8 zones - redone in 2026), inground saltwater heated pool (Liner - 2025), Whole House Inside & Outside KeyOS wireless app-controlled stereo system, and a portable generator with transfer switch hookup. Surrounded by nature, with an abundance of natural light, oversized windows, and skylights that create a bright, airy, and inviting atmosphere throughout. This exceptional home truly has it all! All this and much more... Set on over 2+ acres of beautiful and secluded property (very private), you do not want to miss this rare opportunity!
Exterior Features

Architectural Style Exp Ranch Carport YN No Construction Materials Vinyl Siding Cross Street Harbor Road Exterior Features Fire PitSpeakers Fencing Back Yard Garage YN Yes Levels Three Or More Lot Features Back YardFront YardLandscapedLevelPrivateSecludedSprinklers In FrontSprinklers In Rear Parking Features AttachedDrivewayGarageOff StreetOversized Patio And Porch Features CoveredPatioPorchWrap Around Pool Features Salt WaterVinyl Pool Private YN Yes Property Attached YN No Waterfront YN No

Interior Features

Additional Rooms Home OfficeLoft Appliances CooktopDishwasherOvenRefrigeratorStainless Steel Appliance(s)Oil Water Heater Attic PartialStairsUnfinishedWalkup Basement Details FinishedFullSee RemarksStorage SpaceWalk-Out Access Basement YN Yes Cooling Central Air Fireplace Features Living RoomWood Burning Fireplace YN Yes Fireplaces Total 1 Flooring CarpetHardwoodTile Interior Features First Floor BedroomFirst Floor Full BathBeamed CeilingsBuilt-in FeaturesCathedral Ceiling(s)ChandelierChefs KitchenCrown MoldingDouble VanityEat-in KitchenEntertainment CabinetsEntrance FoyerFormal DiningGranite CountersHigh CeilingsHis and Hers ClosetsIn-Law FloorplanKitchen IslandOpen FloorplanPrimary BathroomMaster DownstairsQuartz/Quartzite CountersRecessed LightingSoaking TubSound SystemSpeakersStone CountersStorageWalk Through KitchenWalk-In Closet(s)Washer/Dr Laundry Features In BasementLaundry Room Number Of Heating Zones 4 Number Of Kitchens 2 Rooms Total 10

Property Features

Additional Fees YN No Association YN No Building Area Total 4831 Down Payment Resource YN No Heating Oil Lease Considered YN No Other Structures Gazebo Property Sub Type Single Family Residence Senior Community YN No Sewer Cesspool Spa YN No Special Listing Conditions None Tax Annual Amount 36553 Tax Source Municipality Utilities Electricity ConnectedWater Connected Village Head of the Harbor Water Source Private

Listing courtesy of Deborah Lettieri of Signature Premier Properties: 631-827-3056
© 2026 OneKey MLS. All rights reserved.


© 2026 OneKey MLS. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or This Old Hudson Team at Houlihan Lawrence. Data last updated: 2026-10-12T08:17:40.623.
 
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Hudson NY, 12534