32 Oakland Ave, Sag Harbor, NY 11963

Seasonal Rental
Active for Rent
5 Beds
3.5 Baths
2900 SF
Built In 1994
 
Listing ID 11681247
Property Type Residential
County Suffolk
Township Southampton
School Sag Harbor
Tax ID 0903-006.000-0001-062.002
FEMA Flood Map fema.gov/portal
Year Built 1994
Virtual Tour
Offered for the first time as a rental, this is truly one of the most beautiful and special homes in Sag Harbor Village-an unparalleled summer escape. Tucked away in the heart of Sag Harbor Village, this exceptionally charming and private retreat offers a rare opportunity to experience waterfront living at its finest. Set on 2/3 of an acre and centered on Otter Pond, the home enjoys serene open water views from almost every room, lush mature landscaping, and a sense of tranquility that feels worlds away-yet situated in the heart of town and moments from village shops, restaurants, and marinas. Designed for both relaxation and entertaining, the property features a large pool, an expansive veranda perfect for al fresco dining, and multiple indoor living spaces including three beautifully appointed living rooms filled with natural light. Additional highlights include a dedicated home office, a gym, and a garage for added convenience. Current Availability: Off Season (9/8/26-4/30/27): $175,000 Year round: $325,000
Property Details
  • 5 Total Bedrooms
  • 3 Full Baths
  • 1 Half Bath
  • 2900 SF (AG)
  • 2900 SF (Total)
  • Built in 1994
  • 2 Stories
  • Available 4/01/2026
  • Full Basement
Rental Details
  • Internet
  • TV
  • Pets Allowed
Seasonal Rental
PeriodPriceDatesStatus
June$40,000Jun 1st - Jun 30th 2026Rented
July$100,000Jul 1st - Jul 31st 2026Rented
August-LD$115,000Aug 1st - Sep 7th 2026Rented
Year Round$325,000Sep 8th 2026 - Sep 7th 2027Available
Winter$175,000Sep 8th 2026 - Apr 30th 2027Available
Interior Features
  • 2 Fireplaces
  • Central A/C
Exterior Features
  • Municipal Water
  • Municipal Sewer
  • Pool: Gunite
  • Patio
  • Pool House
  • Pond View
  • Pond Waterfront
Listed By
The Agency Hamptons
Office: 917-565-5166
Mobile: 917-565-5166
Request More Information
Request Showing
Role Agent Buyer
Your Preferred Date & Time
Showing Type:
Request Cobroke

If you're not a member, fill in the following form to request cobroke participation.

Listing data is deemed reliable but is NOT guaranteed accurate.
Contact Us
Who Would You Like to Contact Today?

I want to contact an agent about this property!

I wish to provide feedback about the website functionality

Contact Agent
Your Name:
Email:
Phone:
Message:
Security: What is 5 minus 5?