Welcome to my Sag Harbor Hamptons Neighborhood Guide! Prepare to be enchanted by the beauty and charm of this historic village. Sag Harbor is a vibrant and charming bayfront village in the Hamptons, known for its mix of intellectuals, writers, local families, and nautically-inclined residents. T
![]() | Sag Harbor Charmer Sag HarborWebID# 5324958 June 1-30th $80,000 July 1-31st $100,000 Memorial Day to Labor Day $275,000 August 1st to Labor Day $100,000 9 BR 9 bath | $80,000June 1-30th $100,000July 1-31st $275,000Memorial Day to Labor Day $100,000August 1st to Labor Day |
![]() | 2 BR 2 bath | $36,000Short term |
![]() | One of a Kind in Heart of Horse&Wine Country with Pool and Tennis Water MillWebID# 5328708 June 1-30th $75,000 June-July $195,000 July 1-31st $110,000 July 1st thru Labor Day $275,000 5 BR 5 bath | $75,000June 1-30th $195,000June-July $110,000July 1-31st $275,000July 1st thru Labor Day |
![]() | 7 BR 7 bath | |
![]() | Incredible Sag Harbor property with ALL the amenities WainscottWebID# 5328710 June 1-30th $85,000 August 1st to Labor Day $135,000 5 BR 6½ bath | $85,000June 1-30th $135,000August 1st to Labor Day |
![]() | Sag Harbor 3 Bedroom Great Location With Waterviews! 179 Redwood Rd, Sag Harbor, NY 11963 | $30,000July 1-31st $60,000July 1st thru Labor Day $35,000August 1st to Labor Day |
![]() | Newly Renovated in a Popular Waterfront Peninsula of Sag Harbor Sag HarborWebID# 5303945 July 1-31st $25,000 July 1st thru Labor Day $52,000 August 1-31st $25,000 August 1st to Labor Day $27,000 3 BR 1½ bath | $25,000July 1-31st $52,000July 1st thru Labor Day $25,000August 1-31st $27,000August 1st to Labor Day |
![]() | Bridgehampton Beauty! 52 Woodruff Ln | $50,000July 1-31st $115,000July 1st thru Labor Day $125,000Memorial Day to Labor Day $60,000August 1st to Labor Day |
![]() | 6 BR 6½ bath | $135,000August 1st to Labor Day |
![]() | 4 Bedroom Bridgehampton - Available for the US Open '26 64 Woodruff Ln | $25,000June 1-30th $45,000August 1st to Labor Day |
![]() | Close to 2026 U.S. Open! In Sag Harbor. Noyac Rd. Sag Harbor | $25,000June 1-30th |
![]() | 3 BR 2 bath | $60,000July 1st thru Labor Day |
![]() | Storybook Cottage in Sag Harbor Village Sag HarborWebID# 5116174 July 1-31st $25,000 August 1st to Labor Day $30,000 2 BR 2 bath | $25,000July 1-31st $30,000August 1st to Labor Day |
![]() | Charming Sag Harbor Village Home! 76 Harrison St | $58,000Memorial Day to Labor Day |
![]() | Bridgehampton Home close to everything! 82 Sea Farm Ln | $20,000Short term |
![]() | 3 BR 2 bath | $45,000August 1-31st $57,000August 1st to Labor Day |
![]() | Bridgehampton 3 BR Gunite Pool Close to All BridgehamptonWebID# 5131961 June 1-30th $35,000 August 1st to Labor Day $45,000 3 BR 2½ bath | $35,000June 1-30th $45,000August 1st to Labor Day |
![]() | Sag Harbor Traditional Sag HarborWebID# 3626960 June 1-30th $16,500 July 1-31st $42,000 Memorial Day to Labor Day $95,000 August 1-31st $42,000 4 BR 4½ bath | $16,500June 1-30th $42,000July 1-31st $95,000Memorial Day to Labor Day $42,000August 1-31st |
![]() | Gorgeous Sag Harbor Home Sag HarborWebID# 5001021 June 1-30th $30,000 June-July $97,000 July 1-31st $70,000 July 1st thru Labor Day $148,000 4 BR 3 bath | $30,000June 1-30th $97,000June-July $70,000July 1-31st $148,000July 1st thru Labor Day |
![]() | Sag Harbor Village Home for Rent! Sag HarborWebID# 1087805 June 1-30th $28,000 July 1-31st $30,000 July 1st thru Labor Day $65,000 Memorial Day to Labor Day $93,000 5 BR 3½ bath | $28,000June 1-30th $30,000July 1-31st $65,000July 1st thru Labor Day $93,000Memorial Day to Labor Day |
![]() | Special 5 Bedroom Home in Water Mill Water MillWebID# 5023688 June 1-30th $10,000 September 1-30th $10,000 5 BR 2 bath | $10,000June 1-30th $10,000September 1-30th |
![]() | 4 Bedroom Water Mill With Covered Porch 1559 Deerfield Rd | $50,000June 1-30th $35,000July 1-31st $100,000Memorial Day to Labor Day $35,000August 1-31st |
![]() | Historic Georgian Main Street Home Sag HarborWebID# 5038958 July 1-31st $60,000 July 1st thru Labor Day $130,000 Memorial Day to Labor Day $150,000 August 1-31st $75,000 4 BR 3½ bath | $60,000July 1-31st $130,000July 1st thru Labor Day $150,000Memorial Day to Labor Day $75,000August 1-31st |
![]() | Wainscott- Pool -tennis- 5 Beds 4 Baths + Putting Green! Relaxing Sag Harbor | $70,000August 1st to Labor Day $35,000Short term $245,000Year round $15,000October 1-31st |
![]() | Outstanding design gracing the front page of Architectural Digest Water MillWebID# 5196935 June 1-30th $65,000 July 1-31st $75,000 July 1st thru Labor Day $210,000 Memorial Day to Labor Day $295,000 4 BR 7½ bath | $65,000June 1-30th $75,000July 1-31st $210,000July 1st thru Labor Day $295,000Memorial Day to Labor Day |
![]() | Amazing Four Bedroom Traditional WainscottWebID# 5205070 July 1st thru Labor Day $85,000 Memorial Day to Labor Day $105,000 August 1st to Labor Day $55,000 4 BR 3½ bath | $85,000July 1st thru Labor Day $105,000Memorial Day to Labor Day $55,000August 1st to Labor Day |
![]() | Watermill Cottage Water MillWebID# 5132420 July 1-31st $30,000 July 1st thru Labor Day $65,000 August 1st to Labor Day $35,000 3 BR 2½ bath | $30,000July 1-31st $65,000July 1st thru Labor Day $35,000August 1st to Labor Day |
![]() | Privacy With 3 Bedrooms and Heated Pool 393 Middle Line Hwy | $15,000June 1-30th |
![]() | Sag Harbor Village Three Bedroom and Cottage and Pool 99 Suffolk St | $27,500Short term |
![]() | Sag Harbor Modern Retreat With 5 Bedrooms, Pool & Poolhouse BridgehamptonWebID# 5121164 August 1st to Labor Day $80,000 5 BR 5½ bath | $80,000August 1st to Labor Day |
![]() | 5 BR 4 bath | $45,000Short term |
![]() | Sag Harbor Village Rental 291 Division St | $15,000June 1-30th $20,000July 1-31st $30,000August 1st to Labor Day |
![]() | Sag Harbor Village Post Modern! Sag HarborWebID# 1072015 August 1-31st $45,000 August 1st to Labor Day $50,000 Short term $20,000 4 BR 2½ bath | $45,000August 1-31st $50,000August 1st to Labor Day $20,000Short term |
![]() | Cozy Cape in Bridgehampton Southampton | $25,000July 1-31st $50,000July 1st thru Labor Day $57,000Memorial Day to Labor Day $35,000August 1-31st |
![]() | Private Home beside 125-Acre Preserve, Minutes from Sag & East 207 Six Pole Hwy | $40,000June 1-30th $80,000July 1-31st $225,000Memorial Day to Labor Day $90,000August 1-31st |
![]() | Stylish Renovated Retreat on .62 Acres, Pool, Nature Preserve! SagaponackWebID# 4776537 Short term $16,000 4 BR 2½ bath | $16,000Short term |
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