661 Middle Rd
Closed 11/17/25
Closed 11/17/25
Description
Towering Pines – A Rare South Bayport Estate
Step beyond the wrought-iron gates and into Towering Pines, a remarkable 1860 Queen Anne Victorian where timeless architecture meets a storybook setting. Perfectly situated in South Bayport, this distinguished residence unfolds across lush, professionally landscaped grounds reminiscent of a private arboretum, where mature specimen trees, vibrant gardens, and curated pathways create an atmosphere of serenity and grace. The property’s exterior is a sanctuary...Towering Pines – A Rare South Bayport Estate
Step beyond the wrought-iron gates and into Towering Pines, a remarkable 1860 Queen Anne Victorian where timeless architecture meets a storybook setting. Perfectly situated in South Bayport, this distinguished residence unfolds across lush, professionally landscaped grounds reminiscent of a private arboretum, where mature specimen trees, vibrant gardens, and curated pathways create an atmosphere of serenity and grace. The property’s exterior is a sanctuary of outdoor living—featuring a tranquil koi pond with waterfall, an in ground pool surrounded by flowering gardens, a pergola-covered fire pit area, a child’s play space, a covered hot tub, and a dedicated dog run. A circular driveway with a central fountain, porte-cochere, and motor court lead to a detached three-car garage crowned by an inviting bonus loft, ideal for studio use, or private retreat. The home’s wraparound porch—one of its most defining features—welcomes you to a residence where craftsmanship and character reign supreme. Through double doors, the grand oak-paneled foyer sets the tone for what’s within: hand-carved woodwork, coffered ceilings, crystal sconces, and built-in seating that speaks to the home’s heritage and grace. Flanked by a formal living room and dining room, each with its own fireplace, this level showcases extraordinary architectural detail. The living room’s curved windows open fully to the porch, while the dining room’s raised panel walls and French doors connect seamlessly to the solarium and garden beyond. The handsome study, with its built-in granite-topped desk and intricate millwork, offers the perfect space for working from home in style. The kitchen is a blend of form and function, offering custom cabinetry, granite surfaces, and chef-caliber appliances, flowing effortlessly into an impressive lounge with wine bar and window seating, plus dining area, creating a seamless space for entertaining and everyday living. A cathedral-ceilinged great room with skylights invites gatherings both grand and intimate. Two powder rooms, a laundry room, and a heated enclosed porch complete the first level. Ascend the grand staircase—or the charming butler’s stairs—to discover the second floor, where framed original blueprints line the walls beneath stained glass windows said to be authentic Tiffany. The primary suite features a marble-clad bathroom with soaking tub and walk-in shower, as well as a bespoke dressing room with custom closets. A junior suite, currently enjoyed as a library, includes built-in shelving, a fireplace, and access to a private balcony and full bath with original soaking tub. Two additional bedrooms each offer their own distinctive whimsical personality and comfort. The third level continues the home’s story with three additional bedrooms—one presently used as a sitting room, another as an office—and a full bath with charming tub. Every inch of Whispering Pines reflects enduring craftsmanship: curved glass windows, custom millwork, porches and balconies that invite quiet moments, and modern amenities including central air, gas heat, and an interior/exterior sound system. Towering Pines is more than a home—it’s a living piece of South Bayport’s history, gracefully blending old-world artistry with modern comfort. A rare opportunity to own one of the area’s most enchanting and storied estates.
Step beyond the wrought-iron gates and into Towering Pines, a remarkable 1860 Queen Anne Victorian where timeless architecture meets a storybook setting. Perfectly situated in South Bayport, this distinguished residence unfolds across lush, professionally landscaped grounds reminiscent of a private arboretum, where mature specimen trees, vibrant gardens, and curated pathways create an atmosphere of serenity and grace. The property’s exterior is a sanctuary...Towering Pines – A Rare South Bayport Estate
Step beyond the wrought-iron gates and into Towering Pines, a remarkable 1860 Queen Anne Victorian where timeless architecture meets a storybook setting. Perfectly situated in South Bayport, this distinguished residence unfolds across lush, professionally landscaped grounds reminiscent of a private arboretum, where mature specimen trees, vibrant gardens, and curated pathways create an atmosphere of serenity and grace. The property’s exterior is a sanctuary of outdoor living—featuring a tranquil koi pond with waterfall, an in ground pool surrounded by flowering gardens, a pergola-covered fire pit area, a child’s play space, a covered hot tub, and a dedicated dog run. A circular driveway with a central fountain, porte-cochere, and motor court lead to a detached three-car garage crowned by an inviting bonus loft, ideal for studio use, or private retreat. The home’s wraparound porch—one of its most defining features—welcomes you to a residence where craftsmanship and character reign supreme. Through double doors, the grand oak-paneled foyer sets the tone for what’s within: hand-carved woodwork, coffered ceilings, crystal sconces, and built-in seating that speaks to the home’s heritage and grace. Flanked by a formal living room and dining room, each with its own fireplace, this level showcases extraordinary architectural detail. The living room’s curved windows open fully to the porch, while the dining room’s raised panel walls and French doors connect seamlessly to the solarium and garden beyond. The handsome study, with its built-in granite-topped desk and intricate millwork, offers the perfect space for working from home in style. The kitchen is a blend of form and function, offering custom cabinetry, granite surfaces, and chef-caliber appliances, flowing effortlessly into an impressive lounge with wine bar and window seating, plus dining area, creating a seamless space for entertaining and everyday living. A cathedral-ceilinged great room with skylights invites gatherings both grand and intimate. Two powder rooms, a laundry room, and a heated enclosed porch complete the first level. Ascend the grand staircase—or the charming butler’s stairs—to discover the second floor, where framed original blueprints line the walls beneath stained glass windows said to be authentic Tiffany. The primary suite features a marble-clad bathroom with soaking tub and walk-in shower, as well as a bespoke dressing room with custom closets. A junior suite, currently enjoyed as a library, includes built-in shelving, a fireplace, and access to a private balcony and full bath with original soaking tub. Two additional bedrooms each offer their own distinctive whimsical personality and comfort. The third level continues the home’s story with three additional bedrooms—one presently used as a sitting room, another as an office—and a full bath with charming tub. Every inch of Whispering Pines reflects enduring craftsmanship: curved glass windows, custom millwork, porches and balconies that invite quiet moments, and modern amenities including central air, gas heat, and an interior/exterior sound system. Towering Pines is more than a home—it’s a living piece of South Bayport’s history, gracefully blending old-world artistry with modern comfort. A rare opportunity to own one of the area’s most enchanting and storied estates.
- Listed by Barbara Leogrande • Douglas Elliman Real EstateP: (631)-589-8500 C: (631)-553-8599 Barbara.Leogrande@elliman.com
Property Details for 661 Middle Road
City/Township
Islip
Architectural StyleTraditional, Victorian
Garage Spaces3.00
WaterfrontNo
Section AreaOcean Avenue
LISTING UPDATED: 11/17/2025 02:44 PM
Property Details for 661 Middle Road
| Status | Closed |
|---|---|
| MLS # | 919264 |
| Days on Market | 14 |
| Taxes | $26,340 / year |
| HOA Fees | - |
| Condo/Co-op Fees | - |
| Compass Type | Single Family |
| MLS Type | Single Family |
| Year Built | 1879 |
| Lot Size | 1.70 AC / 74,052 SF |
| County | Suffolk County |
Location
Listing Courtesy of Douglas Elliman Real Estate, Barbara Leogrande
Sold By Realty Connect USA L I Inc, Stephen King
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Building Information for 661 Middle Road
Stories-Year Built1879Building Size-Lot Size1.70 AC / 74,052 SF
Payment Calculator
$9,748 per month
30 year fixed, 6.46% Interest
Principal and Interest
$7,553
Property Taxes
$2,195
HOA Dues
$0
The Payment Calculator is for illustrative purposes only.
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1Property Information for 661 Middle Road
Summary
Location and General Information
- Senior Community YN: No
- Directions: Middle Road to gated entrance. Slowly approach the gates and access will be granted
- Year Built Effective: 1879
- Property Attached: Yes
- Structure Type: true
- Levels: Tri-Level
- Property Condition: Actual, Updated/Remodeled
- State Or Province: NY
- Water Access YN: No
School Information
- School District: Bayport-Blue Point
- Elementary School District: Bayport-Blue Point
- Elementary School: Academy Street Elementary School
- Middle Or Junior School District: Bayport-Blue Point
- Middle Or Junior School: James Wilson Young Middle School
- High School District: Bayport-Blue Point
- High School: Bayport-Blue Point High School
Rental
Rental
- Lease Considered: No
Unit Information
Unit Information
- Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
- Parcel Number: 0500-386-00-01-00-012-000
- Additional Fees: No
- Association: No
Interior and Exterior Features
Interior Features
- Amenities: Balcony, Bath, Beamed Ceilings, Bedroom, Bidet, Built-in Features, Carpet, Cathedral/Vaulted/High Ceiling, Ceiling Fan(s), Chandelier, Chefs Kitchen, Courtyard, Covered, Crown Molding, Deck, Dog Run, Double Vanity, Drapes, Eat in Kitchen, Entertainment Cabinets, Entrance Foyer, Fenced, Fire Pit, First Floor Full Bath, Floor to Ceiling Windows, Formal Dining, Garage(s), Garden, Gas, Gas Grill, Granite Counters, Hardwood Floors As Seen, High Ceilings, High Speed Internet, His and Hers Closets, In Ground, Juliet Balcony, Kennel/Dog Run, Laundry Room, Lighting, Living Room, Mailbox, Natural Woodwork, Original Details, Oversized Windows, Patio, Perimeter, Playground, Porch, Primary Bathroom, Public, Rain Gutters, Screened, Screens, Security Gate, Security Lights, Security System, Sky Light, Smoke Detector(s), Sound System, Speakers, Stone Counters, Storage, Terrace, Traditional, Victorian, Video Cameras, Vinyl, Walk In Closet, Wall of Windows, Washer/Dryer Hookup, Wired for Sound, Wood Burning, Wood Frames, Wrap Around
- Interior Features: First Floor Full Bath, Beamed Ceilings, Bidet, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Chandelier, Chefs Kitchen, Crown Molding, Double Vanity, Eat-in Kitchen, Entertainment Cabinets, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, High Speed Internet, His and Hers Closets, Natural Woodwork, Original Details, Primary Bathroom, Sound System, Speakers, Stone Counters, Storage, Walk-In Closet(s), Washer/Dryer Hookup, Wired for Sound
- Appliances: Dishwasher, Dryer, Exhaust Fan, Gas Oven, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Water Purifier Owned
- Number Of Kitchens: 1.0
- Total Rooms: 16
- Basement: Partial, Storage Space, Unfinished
- Attic Description: Unfinished
- Fireplace: Yes
- Fireplaces Total: 5
- Fireplace Features: Bedroom, Gas, Living Room, Wood Burning
- Location Amenities: Stainless Steel Appliances, Exposure South, Balcony, Courtyard, Juliet Balcony, Fenced, Fenced Yard, Hardwood Floors As Seen, Bidet, Cathedral/Vaulted/High Ceiling, Chef's Kitchen, Dual Sinks, Eat in Kitchen, Entry Foyer, Foyer, Formal Dining Room, Granit Countertops, High Ceilings, High Speed Internet, Original Details, Storage, Walk In Closet, WD Hookup, Garden, Privacy, Heated Parking, Deck, Patio, Porch, Terrace, In Ground Pool, Security System, Oversized Windows, Sky Light, Wall of Windows
- Laundry Features: Laundry Room
- Security Features: Security Gate,Security Lights,Security System,Smoke Detector(s),Video Cameras
- Spa Features: Bath
- Spa: Yes
- Door Features: Storm Door(s)
- Window Features: Drapes,Floor to Ceiling Windows,Oversized Windows,Screens,Skylight(s),Wall of Windows,Wood Frames
- Flooring: Carpet, Hardwood
- Living Area: 5,600.00
- Foundation Details: Brick/Mortar
- Basement: Yes
Exterior Features
- Exterior Features: Balcony, Courtyard, Dog Run, Fire Pit, Garden, Gas Grill, Juliet Balcony, Lighting, Mailbox, Playground, Rain Gutters, Speakers
- Exterior Property Features: Balcony, Courtyard, Dog Run, Fire Pit, Garden, Gas Grill, Juliet Balcony, Lighting, Mailbox, Playground, Rain Gutters, Speakers, In Ground, Vinyl, Covered, Deck, Patio, Porch, Screened, Terrace, Wrap Around, Carport, Detached, Driveway, Garage, Garage Door Opener, Heated Garage, Private, Fenced, Perimeter, Drapes, Floor to Ceiling Windows, Oversized Windows, Screens, Skylight(s), Wall of Windows, Wood Frames, Back Yard, Front Yard, Landscaped, Level, Sprinklers In Front, Sprinklers In Rear
- Elevation Certificate: No
- Fencing: Fenced,Perimeter
- Patio And Porch Features: Covered,Deck,Patio,Porch,Screened,Terrace,Wrap Around
- Construction Materials: Frame, Wood Siding
- Road Responsibility: Public Maintained Road
- Other Structures: Garage(s),Kennel/Dog Run
- Horse: Yes
- Pool Private: Yes
- Pool Features: In Ground,Vinyl
- Pool Details: In Ground,Vinyl
- Direction Faces: South
Lot Information
- Lot Features: Back Yard, Front Yard, Garden, Landscaped, Level, Private, Sprinklers In Front, Sprinklers In Rear
- Additional Parcel: No
- Site Features: Back Yard, Front Yard, Garden, Landscaped, Level, Private, Sprinklers In Front, Sprinklers In Rear
- Building Area Units: Square Feet
Parking
- Parking Features: Carport, Covered, Detached, Driveway, Garage, Garage Door Opener, Heated Garage, Private
- Garage: Yes
- Carport: Yes
- Carport Spaces: 2.0
Utilities
- Cooling: Central Air
- Heating: Forced Air, Hot Air, Natural Gas
- Heat Fuel Type: Forced Air, Hot Air, Natural Gas
- Sewer: Cesspool
- Water Source: Public
- Utilities: Electricity Connected, Natural Gas Connected, Phone Connected, Trash Collection Public, Water Connected
Green Features
- Green Features: Drapes, Floor to Ceiling Windows, Oversized Windows, Screens, Skylight(s), Wall of Windows, Wood Frames, Dishwasher, Dryer, Exhaust Fan, Gas Oven, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Water Purifier Owned, Storm Door(s), Forced Air, Hot Air, Natural Gas, Balcony, Courtyard, Dog Run, Fire Pit, Garden, Gas Grill, Juliet Balcony, Lighting, Mailbox, Playground, Rain Gutters, Speakers, In Ground, Vinyl
Agent
Payment and Rate
- Down Payment Resource: No
Property History for 661 Middle Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Nov 17, 2025 | Sold (Public Record) Public Record #1931426627 | $1,500,000 | +3.2% / yr |
| Nov 17, 2025 | Sold ONEKEY #919264 | $1,500,000 | — |
| Oct 20, 2025 | Pending ONEKEY #919264 | — | |
| Oct 6, 2025 | Listed (Active) ONEKEY #919264 | $1,599,000 | — |
| Oct 1, 2025 | Expired ONEKEY #816692 | $1,675,000 | — |
| Jun 2, 2025 | Price Change ONEKEY #816692 | $1,725,000 | — |
| May 19, 2025 | Price Change ONEKEY #816692 | $1,729,000 | — |
| Apr 1, 2025 | Expired ONEKEY #L3582533 | $1,925,000 | — |
| Mar 30, 2025 | Price Change ONEKEY #816692 | $1,799,000 | — |
| Jan 23, 2025 | Withdrawn ONEKEY #3582533 | $1,925,000 | — |
| Jan 23, 2025 | Listed (Active) ONEKEY #816692 | $1,875,000 | — |
| Oct 2, 2024 | Listed (Active) ONEKEY #3582533 | $1,925,000 | — |
| Aug 15, 2002 | Sold (Public Record) Public Record #101281760 | $725,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 11/17/2025 | Sold (Public Record) Public Record #1931426627 | $1,500,000 +3.2% / yr |
| 11/17/2025 | Sold ONEKEY #919264 | $1,500,000 |
| 10/20/2025 | Pending ONEKEY #919264 | — |
| 10/06/2025 | Listed (Active) ONEKEY #919264 | $1,599,000 |
| 10/01/2025 | Expired ONEKEY #816692 | $1,675,000 |
| 06/02/2025 | Price Change ONEKEY #816692 | $1,725,000 |
| 05/19/2025 | Price Change ONEKEY #816692 | $1,729,000 |
| 04/01/2025 | Expired ONEKEY #L3582533 | $1,925,000 |
| 03/30/2025 | Price Change ONEKEY #816692 | $1,799,000 |
| 01/23/2025 | Withdrawn ONEKEY #3582533 | $1,925,000 |
| 01/23/2025 | Listed (Active) ONEKEY #816692 | $1,875,000 |
| 10/02/2024 | Listed (Active) ONEKEY #3582533 | $1,925,000 |
| 08/15/2002 | Sold (Public Record) Public Record #101281760 | $725,000 |
For completeness, Compass often displays two records for one sale: the MLS record and the public record.
Public Records for 661 Middle Road
Taxable ValueLand$35,900Additions$39,300Total$75,200
Home Facts
Beds0Lot Size74,052 SqFtStyleSingle Family ResidenceZoningAACountySUFFOLKAPN0500-386.00-01.00-012.000
Schools near 661 Middle Road
This home is within Bayport-Blue Point Union Free School District.
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | K to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 | |||
| Public - | K to 5 |
Rating | School | Distance |
|---|---|---|
Academy Street Elementary School PublicK to 5 | ||
James Wilson Young Middle School Public6 to 8 | ||
Bayport Blue Point High School Public9 to 12 | ||
Blue Point Elementary School PublicK to 5 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
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Listing Courtesy of Douglas Elliman Real Estate, Barbara Leogrande
Based on information submitted to the MLS GRID as of 11/17/2025 02:44 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. 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. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.
