1
$699,000
4 bd · 2 ba · 2,060 sqft
27 Rose Street, Islip, NY
Susan P. Simmons CBR · Howard Hanna Coach
Est. $13,430/mo$552/sqft · 14 days on Realty
4
Beds
3
Baths
3,850
Sqft
1950
Built
Welcome to 110 Elder Road, a rare and commanding ~4,000-square-foot coastal sanctuary nestled within the historic and highly coveted enclave of Bayberry Point. Lovingly maintained and thoughtfully modernized by the same owner for 36 years, this ultra-private, fully hedged, estate-like property features a unique dual front entrance and is arriving on the market for only the second time since 1962. Steeped in prestige, Bayberry Point was envisioned in the late 1800s by the prominent Havemeyer family to be America's "Modern Venice," characterized by its wide, deep-water canals and its premier location just moments from the exclusive Bayberry Beach, Pool & Tennis Club. Designed as an absolute boater’s paradise, this magnificent residence is uniquely positioned to look straight down the length of the canal, offering spectacular, unobstructed water vistas and private views out over the Great South Bay. Sited on the northeast side of the canal, the home is perfectly oriented to welcome refreshing southwest summer breezes and frame breathtaking backyard sunsets. For the avid mariner, the private dock area including 20’ pier can accommodate up to three deep-draft vessels and offers immediate, seconds-away access to the open bay, Fire Island beaches, and world-class fishing grounds. Inside, the generously expanded interior features four upstairs bedrooms and two-and-a-half baths, including a beautifully updated family bathroom. A massive, masterfully executed addition introduced a grand great room, a sun-drenched breakfast area, and a discreet rear staircase, effortlessly blending modern flow with timeless character. A functional greenhouse provides a serene, sun-lit haven perfect for year-round gardening or quiet reflection, central vacuum, for ease of living. Elite craftsmen spent months hand-installing pristine architectural moldings and intricate custom built-ins. A dramatic wall of glass showcases peaceful water views from the principal living room—complete with a fireplace—complementing a sophisticated home office adorned with a classic second corner brick fireplace. Seamlessly pairing luxury with structural integrity. Come see this fantastic home for yourself and discover why the previous owners stayed so long.
Listing agent
David P. Sanders
Courtesy of Compass Greater NY LLC
(631) 335-1914
OneKey MLS · Listing KEY1045909
OneKey MLSCourtesy of Compass Greater NY LLC · (631) 335-1914
Listing agent: David P. Sanders · Listing KEY1045909
$425,000
Estimated monthly payment
$13,430/mo
Loan amount $1,700,000. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
Within 2 miles of this home: 38+ restaurants and cafés, 5 grocery stores, 27 parks and green spaces, and 1 transit stop.
Place data from OpenStreetMap.
Long Beach Cafe
Nicky’s On The Bay
Wendy's
Main Street
Mango Tango Asian Fusion
Asian restaurant
Redefine Meals
East Main Street
Starbucks
Main Street
J&R's Islip Steak House
Main Street
Bubbas Burrito Bar
Islip Meat Mkt
Stop & Shop
Montauk HwyRte. 27A
TonaLaw
Islip Avenue
Lidl
Islip Avenue
Aiello Bros. Pork Store
Islip Beach
Islip Town Beach
Bayberry Beach Club
Seatuck National Wildlife Refuge
Islip Meadows County Nature Preserve
Town Beach
Orr Preserve
Lower Winganhauppauge Lake
Islip
School ratings (A+ to F) from HJN community data.
Maud S Sherwood Elementary School
2-5 · Regular · Islip Union Free School District
366 students · 10.5:1 student–teacher
Islip Middle School
7-8 · Regular · Islip Union Free School District
601 students · 9.6:1 student–teacher
Islip High School
9-12 · Regular · Islip Union Free School District
890 students · 9.8:1 student–teacher
St Mary School
PK-8 · Regular
351 students · 13.2:1 student–teacher
John F. Kennedy Elementary School
3-5 · Regular · East Islip Union Free School District
416 students · 11.3:1 student–teacher
Bay Shore Prekindergarten Center
KG-KG · Regular · Bay Shore Union Free School District
27 students · 3.4:1 student–teacher
St Patrick School
PK-8 · Regular
432 students · 17.6:1 student–teacher
Wing Elementary School
KG-1 · Regular · Islip Union Free School District
373 students · 11.1:1 student–teacher
OneKey MLSThis content last refreshed on 2026-09-28 14:40:20 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
1
$699,000
4 bd · 2 ba · 2,060 sqft
27 Rose Street, Islip, NY
Susan P. Simmons CBR · Howard Hanna Coach
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