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): $130,000 Year round: $325,000 9/8/2026-9/30/2026: $30,000 October 2026: $25,000 November 2026: $20,000 December 2026: $15,000 January 2027: $15,000 February 2027: $15,000 March 2027 $15,000 April 2027: $20,000 5/1/2027- 5/23/2027: $25,000
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
Custom$30,000Sep 8th - Sep 30th 2026Available
Winter$130,000Sep 8th 2026 - Apr 30th 2027Available
Oct$25,000Oct 1st - Oct 31st 2026Available
Nov$20,000Nov 1st - Nov 30th 2026Available
Dec$15,000Dec 1st - Dec 31st 2026Available
Jan$15,000Jan 1st 2027 - Jan 31st 2027Available
Feb$15,000Feb 1st 2027 - Feb 28th 2027Available
March$15,000Mar 1st 2027 - Mar 31st 2027Available
April$20,000Apr 1st 2027 - Apr 30th 2027Available
Custom$25,000May 1st 2027 - May 23rd 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
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