When it comes to seaside quaintness in the Hamptons, Sag Harbor is the ticket, particularly the central historic streets of Sag Harbor Village. Right now, as the season ends and the second-home market suddenly looks dicey, inventory is high—the dots (·) on our map show every one of the 58 homes listed for sale as of press time, in a town of only a few hundred houses. (Brokers say they’re selling briskly, though.) What’s available runs the gamut, from tiny bungalows to private-beach extravaganzas. Here’s a sampling.
1. 9 Suffolk St.
4 beds, 4 baths. $2.899 million. Susan Sprott, Sotheby’s International Realty.
Elegance is the word here; an 1820s Georgian, complete with signature center portico, music room, and library.
2. 165 Main St.
2 beds, 3½ baths. $4.995 million. Jack Pearson and Peter L. Hallock, Corcoran Group.
Filled with lovely details: inlaid marble floors, antique Italian tile, and the most fantastic banisters topped with little glass globes.
3. 48 Madison St.
Deconsecrated church. $4.8 million. Scott Strough, Strough Real Estate Associates.
For the creative and ambitious only: The landmarked 9,000-square-foot Sag Harbor Methodist Church is up for sale, possibly for conversion to a home. A giant project, to be sure, but think of the possibilities.
4. 25 Shaw Rd.
7 beds, 7½ baths. $15.995 million. Tara Newman, Corcoran Group.
Immense. An 8,200-square-foot compound overlooking Sag Harbor Marina: croquet court, floating dock, heated pool, sauna and steam room, screening room, outdoor dining pavilion. Plus 200 feet of private beach.
5. 15 Hamilton Ave.
3 beds, 3½ baths. $1.295 million. Jane Babcook, Corcoran Group.
Built in 2001, but still fits the quaint look of the Village. Has a fireplace and central air and is within walking distance of Haven’s Beach.
6. 90 Harrison St.
2 beds, 2 baths. $595,000. Cee Scott Brown and Jack Pearson, Corcoran Group.
A good investment for the starter Sag Harbor buyer, this adorable bungalow on a quarter-acre has the right basics—enclosed porch, eat-in kitchen, nicely sized bed and baths—and potential for expansion. Needs renovation, though.
7. 274 Division St.
5 beds, 4 baths. $2.295 million. Cee Scott Brown and Jack Pearson, Corcoran Group.
This Arts-and-Crafts bungalow with a pergola out back seems petite from the street, but 3,800 square feet of updated space lie within, a pool permit’s in place, and the cottage has been featured on the cover of This Old House magazine.
8. 156 Madison St.
3 beds, 2 baths. $2.5 million. Susan L. Ratcliffe, Brown Harris Stevens.
Known locally as “the bottle house” for the rows of glassware lining the windowsills, this whaling-era home could be the center of a historic showpiece: a half an acre ripe for development, with two outbuildings and room out back for a pool and pool house.
9. 268 Main St.
3 beds, 3½ baths. $2.75 million. Robert Evjen and Samantha Brown, Prudential Douglas Elliman.
The Captain’s Row doesn’t get much more picturesque: shingled and half-pink with original stained glass and fir floors. Heated pool, plus a pool house with an entertaining area and full bath.
10. 88 Redwood Rd.
4 beds, 2½ baths. $3.295 million. Simon Harrison, Simon Harrison Real Estate.
In a pocket of Sag Harbor Cove a half-mile from Main Street, this contemporary may not be ultra-attractive from the outside, but it has a two-story fireplace and water views from almost every room, plus a private dock with shower.
11. 100 Redwood Rd.
4 bed, 4 bath. $2.85 million. Linda Nasta, Corcoran Group.
An airy traditional on Sag Harbor Cove, with a breezy bluestone patio and a bedroom waterside balcony.
12. 71 Jermain Ave.
5 bed, 5.5 bath. $2.595 million. Susan Breitenbach, Corcoran Group.
An expansion and elaborate renovation of a 100-year-old home, with a long heated pool surrounded by fieldstone and terraces right off the bedrooms.
13. 117 Main St.
4 bed, 3 bath. $4.5 million. Jan Conklin, Sotheby’s International Realty.
The 1790 Latham House has six fireplaces and a private garden with pool. A ground-floor commercial space is ready to rent, which will help defray the mortgage.
14. 175 Division St.
2 bed, 1.5 bath. $1.375 million. Catherine Ross, Prudential Douglas Elliman.
It’s not opulent, but this traditional has the right local touches: front parlor, plank flooring, and a lot that allows for expansion and a pool.
15. 33 Morris Cove Ln.
5 bed, 3.5 bath. $2.695 million. Gioia DiPaolo, Corcoran Group.
Very bright; all the baths have glass mosaic Artistic Tile and Perrin & Rowe fixtures, and the pool’s surrounded by mahogany decking.