Photos












- 4BR, 3BAHome
- -$1Price
- Available NowAvailability
Features and Amenities
Features
- Air Conditioning
About 299 Main St
Looking for a spacious rental in the village of Sag Harbor? Experience Sag Harbor Cove sunset views from this versatile village home and legal guest cottage filled with character and comfort. Situated on Main Street, just moments from the heart of Sag Harbor, this spacious home is convenient to shopping, restaurants and the Hampton Jitney. Inside the main house, a bright foyer opens to a classic double parlor living/dining room with bay windows, moldings, and original glass window panes-details that nod to the home's 1840 roots. This beautifully restored village gem combines classic charm with modern convenience. The spacious ground floor space is spectacularly decorated with all the modern comforts while maintaining its historical charm. Enjoy original fir floors, and large windows that flood the space with an amazing amount of natural light. There is a large living space, formal dining room, and large, fully equipped chefs' kitchen. French doors off the kitchen and dining area lead to a quaint covered patio insulated by potted evergreens. Two generously sized ground-floor bedrooms provide a perfect mix of elegance and serenity. The updated bathroom features modern fixtures while retaining a vintage feel, complete with a clawfoot tub/shower combo. Upstairs you'll find a modern 1-bedroom apartment that combines comfort and convenience. Enjoy an open-concept layout with large windows and French doors that bring in an abundance of natural light, creating a warm and welcoming atmosphere. There is spacious kitchen, dining area, and ample living room which leads to a private deck where you can grill, dine, and unwind and enjoy elevated living and panoramic views of Otter Pond. Architectural potted evergreen screening for enhanced privacy - grill, dine, and enjoy the warm light of golden hour. A bright and light bedroom and a full bathroom provides a peaceful haven for relaxation. A lovely, newly landscaped garden with brand new heated, saltwater pool offers a peaceful escape to enjoy your morning coffee or evening relaxation. Several seating areas and quiet nooks to find respite or soak in the sun. In the evening, enjoy quiet moments by the modern fire pit under the open sky and stars. A separate, legal one bedroom cottage with kitchenette and full bath sits at the rear of the property; a perfect place for guests or remote work. Off-street parking available. Don't miss the chance to call this piece of history your home! [[Rental Registration # R-25-0020]]
299 Main St is located in the Outlying Eastern Suffolk Neighborhood and 11963 Zip code of Sag Harbor, NY.
Property Contact Info
Lease Terms
- 1
Features and Amenities
On-Site Services
- Package Service
- Laundry Facilities
- Garden Style
Outdoor Features
- Controlled Access
Interior Features
- Air Conditioning

Map
- Shopping
- Grocery
- Medical
- Transportation

Map
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about 299 Main St
What type of rentals are available at 299 Main St?
There is currently a 4 Bed 3 Bath Home for rent listed at 299 Main St. It is Available Now.
What area of town is 299 Main St located in?
Located in the Outlying Eastern Suffolk Neighborhood, 299 Main St is in the 11963 Zip Code of Sag Harbor, NY.
Nearby Schools
Sag Harbor Elementary School
Pierson Middle High School
About GreatSchools Data on ApartmentHomeLiving.com.
Points of Interest
Time and distance from 299 Main St.
Big Box and Retail
Homegoods
Sleepy's
Groceries
Iga
Stop & Shop
Hospitals
Shopping Centers
299 Main St has 5 shopping centers within 6.1 miles.
Transit Stations
Bridgehampton Station-Montauk Branch
East Hampton Station-Montauk Branch
Southampton Station-Montauk Branch
Nearby Neighborhoods
Rental Price Ranges in the Area
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Sag Harbor Studio Apartments | $1,710 | $1,150 | $2,513 |
| Sag Harbor 1 Bedroom Apartments | $2,082 | $1,100 | $3,270 |
| Sag Harbor 2 Bedroom Apartments | $2,508 | $1,350 | $4,457 |
| Sag Harbor 3 Bedroom Apartments | $3,129 | $2,197 | $3,815 |
Browse Top Apartments in Sag Harbor
By Price
By Community Type
- Sag Harbor Apartments with Rent Specials
- Sag Harbor Top Rated Apartments
- Sag Harbor Corporate Apartments
- Sag Harbor Furnished Apartments
- Sag Harbor Gated Apartments
- Sag Harbor Loft Apartments
- Sag Harbor Low Income Apartments
- Sag Harbor Military Apartments
- New Sag Harbor Apartments
- Sag Harbor Senior Apartments
- Sag Harbor Short-term Apartments
- Sag Harbor Student Apartments
- Sag Harbor Apartments with Utilities Included
