1. OLD GREENWICH AND RIVERSIDE
Generally the most expensive per square foot, and arguably the prettiest parts of Greenwich, with Martha Stewart–ish homes and verdant lawns close together. Near the beach and train stations.
3 Ledge Road, Old Greenwich
A 4,290-square-foot four-bedroom, two-and-a-half bath built in 1949. Could be expanded, could be left alone; has a private beach at the end of the block.
Price: $2.665 million.
Broker: Dee M. Weber and Bari Taylor, William Raveis.
2. CENTRAL GREENWICH
Convenient to the trains; close to the water. Has a small-downtown feel; is popular among downsizing retirees and New York expats.
56 Sherwood Place, Unit 8
A brick starter townhouse on three levels with three bedrooms and two baths.
Price: $859,500.
Broker: Constance Jones, Coldwell Banker.
3. GLENVILLE AND BYRAM
On the western side of town near the Westchester border, where the lots aren’t as big or as pretty. Good bets if money is actually an object, except on Byram Shore Road, which is very pricey.
203 South Water Street, Byram
Three-bedroom, three-bath new construction with “stainless-steel, center island” kitchen and whirlpool bath.
Price: $999,900.
Broker: Chris Tobiasz, Coldwell Banker.
4. MID-COUNTRY
Larger lots for buyers who want an estate, not just a home, and for whom walkability isn’t a must.
On the Putnam Lake waterfront
Iron gates and a 14,800-square-foot mansion with winding staircases and twelve-foot ceilings make a monumental statement.
Price: $18.5 million.
Broker: Fran Ehrlich, Sotheby’s International Realty.
5. COS COB
Less fancy, more relaxed, with a recently revamped central commercial strip. “When people ask me where to go in Greenwich if they don’t have $3 million to spend, I say Cos Cob,” says appraiser Jeffrey Jackson.
17 Ronald Lane
Kid-friendly: Four bedrooms plus a family room, sauna, and outdoor heated swimming pool, on a cul-de-sac.
Price: $1.295 million.
Broker: Betty Pate, Cleveland Duble & Arnold.
6. BACK COUNTRY
Spec-house city, on very large lots (four acres is the minimum zoning). Prices haven’t collapsed, but buyers seem to be in wait-and-see mode.
980 North Street
For those who need room—lots of room—a 10,200-square-foot brand-new colonial with six rooms, five full baths, and three half-baths.
Price: $3.795 million.
Broker: Jean Ruggiero, William Raveis.