Southport & Sasco
A Fairfield Neighborhood
At a Glance
Southport & Sasco
- Lot Sizes/Zoning
- The most diverse range in Fairfield. Small beach-sized lots abut the west side of Southport Harbor, and directly across the water Sasco runs from one to seven acres. The mix continues into Greater Southport, where roughly 40 percent of the market sits under a quarter acre closer to the Post Road and about half sits at an acre or more closer to Greenfield Hill.
- Housing
- Federal, Greek Revival and Victorian houses from the 1760s through the 1890s in the historic district, restored rather than replaced. Estates and waterfront property on the harbor and out toward Sasco Point. Greater Southport runs to more conventional post-war and later construction, with a high percentage of Colonials built since the 1980s.
- Micro Neighborhoods
- Southport Village is the historic district on the west side of the harbor. Sasco sits on the east side, with Sasco Hill and Sasco Point at the top of it. Greater Southport, the largest area both in size and housing stock, is north of the Post Road, and Southport Chase is a large subdivision within it.
- Geographic Features
- Southport Harbor and Long Island Sound. Southport Beach and Sasco Beach. Sasco Brook at the Westport line, the Mill River, and Southport Park — ten acres on Old Post Road with more than half a mile of trails.
- Transit
- Southport station on Center Street, in the middle of the village. Two I-95 exits and the Post Road, with downtown Fairfield and Westport minutes away in either direction.
- Shopping/Dining
- A small, walkable village core across Station Street, Pequot Avenue and Old Post Road — restaurants, a general store that has been the market and deli for decades, and the Delamar Hotel. Full-service grocery is on the Post Road just over the Westport line, under five minutes from most of Southport. Downtown Fairfield covers the rest.
- Other
- The historic district constrains what can be built and what can be changed. Sasco carries a Fairfield ZIP code; Southport has its own.
- Market Positioning
- Greater Southport reads like Fairfield overall, and probably carries the greatest diversity of offerings in town. Southport Village and Sasco are different — together the priciest and most exclusive addresses in Fairfield, with Sasco the pricier of the two. At under 100 homes, a single Sasco sale can set the comparable for a year.
Southport is a neighborhood of neighborhoods. A historic village on one side of the harbor, Sasco on the other, and Greater Southport spread north of the Post Road — three markets that share a name and not much else.
The Village
Today Southport holds some of the most significant architecture in Fairfield County. The Southport Historic District covers the village center, including Harbor Road and Pequot Avenue, with buildings dating from the 1760s through the 1890s. Estates here sit alongside sandy beaches, hiking and bike paths, and yacht clubs.
Southport Beach, the historic streets, and the restaurants are a large part of the appeal. Paci on Station Street, Artisan inside the Delamar Hotel on Old Post Road, and The Gray Goose are village institutions, and the Southport General Store on Pequot Avenue has been the neighborhood's market and deli for decades. The Southport train station on Center Street sits in the middle of it all, with downtown Fairfield and Westport minutes away in either direction.
Two traditions are worth planning around. Rooms with a View, hosted by the Southport Congregational Church, invites twelve designers each year to build six-by-eight-foot vignettes inside the church's library and great hall, with proceeds going to charity; the event reaches its 30th anniversary in November 2026. And Pequot Library, founded in 1889 and housed in one of the more beautiful buildings in the county, runs exhibitions, programs, and a book sale that draws people from well outside Fairfield. Pequot Yacht Club, on Southport Harbor, is a private club that runs an established junior sailing program. Southport Park, ten acres on Old Post Road, offers more than half a mile of walking trails in the middle of the village.
Sasco
Southport village sits on the west side of Southport Harbor while Sasco is on the east side. Locationally similar, yet the two market areas have differences, one of which being Sasco carries a Fairfield ZIP code while Southport has its own. While the overall Southport Village and Sasco area is the priciest in Fairfield, Sasco is the pricier of the two markets.
At under 100 homes, Sasco is too small to be its own market, and while it abuts the Fairfield Beach market, buyers here look more like a Southport buyer, drawn by the water, the quiet, and the village rather than walkability to downtown.
Sasco is zoned Residence AAA. That is a two-acre minimum with 200 feet of frontage — the largest lots Fairfield writes, and the same zoning that governs Greenfield Hill. The difference is what sits at the end of them. Greenfield Hill is horse farms and stone walls. Sasco is Southport Harbor or Long Island Sound.
The Country Club of Fairfield has anchored this side of the harbor since 1914 — a private club with 18 holes, tennis, paddle, a pool and a beach club. Sasco Beach is one of Fairfield's five town beaches, and it is the one most residents here use.
Greater Southport
This market area has a different feel from the village and the coastal areas, with traditional New England Colonials, expanded Capes, established neighborhoods, and an emphasis on convenience.
Up north, larger lots, mature trees, stone walls and equestrian roots give this pocket a more pastoral feel. On any given Saturday you may even see someone riding a horse along Hulls Farm Road. Its most recognizable community is Southport Chase, a Toll Brothers neighborhood built in the 1990s with more than 50 homes. Manicured and established, it runs to classic white and brick Colonials on half-acre to one-acre lots.
Southport Woods also sits in this area, offering more than 150 two- and three-bedroom condominiums with a pool, paddle courts, and a clubhouse. First-floor units have patios and fireplaces; upper-level units are airier, with vaulted ceilings, fireplaces and decks. It is the most accessible way to own in Southport, and it is the answer for a buyer who wants the address without a house and a yard to maintain.
For buyers who love the property and New England character of Greenfield Hill but want a more convenient location, Greater Southport offers a compelling balance of setting, space, and accessibility.
What It Costs to Be Here
Southport is a consistent market rather than a volatile one. That is the part buyers tend to underestimate. The historic district constrains what can be built and what can be changed, which limits supply in a way that very few Fairfield neighborhoods experience, and it is the reason values here have held their shape through more than one cycle. Geography is the constraint on Sasco, which puts it in its own pricing category altogether. Greater Southport prices a little bit like all the Fairfield markets in one. You can go for that Cape on a 6,000 square foot lot, a condominium at Southport Woods walking distance to the Post Road, or the five-acre, six-bedroom estate bordering Greenfield Hill. Southport is truly the market that has something for everyone.
Before You Make an Offer
Southport is a neighborhood of neighborhoods, all different and distinct from one another. Buying here requires knowing the nuances of each location. The village is small enough that the difference between one street and the next is real, and Sasco is smaller still. Neither difference shows up in listing photographs.
If you are considering Southport or Sasco, or you own here and are wondering what the market is doing on your particular block, I would be glad to walk you through it.
Around the Neighborhood
Places worth knowing
Where people who live here actually go.
Pequot Library
Founded 1889 — exhibitions, programs, and a book sale that draws from well outside Fairfield
Paci
Fine dining on Station Street
Delamar & Artisan
Luxury hotel in the village — fine dining at Artisan
The Gray Goose
A village dining institution
Southport General Store
Pequot Avenue — the neighborhood's market and deli for decades
Country Club of Fairfield (private)
18 holes, tennis, paddle, a pool and a beach club
Southport Park
Ten acres on Old Post Road with more than half a mile of walking trails
Southport Beach
One of Fairfield's five town beaches
Sasco Beach
One of Fairfield's five town beaches
Pequot Yacht Club (private)
Founded in 1920 offering boat slips and moorings with a focus on sport sailing
Where it sits
Southport & Sasco on the map
Shoshana Snyder
Realtor® · Compass Connecticut
I have been selling real estate in Fairfield County since 2011 — thirteen of those years at William Raveis in Southport before joining Compass in June 2026. I am a lifelong Fairfield resident and an active investor, and most of my business comes from people I already know or who were sent by someone who does.
- 2026 RealTrends Verified · Top 1.5% Nationwide
- Top 5 Individual Agent · Fairfield Home Sales (2025)
- $335M+ Career Sales
203-321-3502 · homesbyshoshanact@gmail.com · The Fairfield Guide
Common Questions
Southport & Sasco, answered
Where exactly is Sasco, and how is it different from Southport?
Sasco is the east side of Southport Harbor. Southport village is the west side. From the road they read as one place, and they behave as one market — but they are not the same purchase. The village is a historic district on small lots. Sasco is Residence AAA, one to seven acres, and under 100 homes. Sasco even carries a Fairfield ZIP code while Southport has its own.
What is Greater Southport?
Everything north of the Post Road, and the largest part of Southport by both land and housing stock. The feel is different from the village and the shore: traditional New England Colonials, expanded Capes, established streets, and an emphasis on convenience. Lot sizes step up as you move north. Closer to the Post Road, a quarter acre is common. Closer to Greenfield Hill, an acre is the rule — stone walls, mature trees, and enough equestrian history that on a Saturday you may still see someone riding along Hulls Farm Road.
Why is the price range in Southport so wide?
Because Southport is not one market. It is three. The village is constrained by a historic district that limits what can be built and what can be changed. Sasco is constrained by geography — under 100 homes on the water — which puts it in a pricing category of its own. Greater Southport prices like all of Fairfield at once. You can buy a Cape on a 6,000 square foot lot, a condominium at Southport Woods, or a five-acre estate bordering Greenfield Hill, and all three are Southport. That is why a single average tells you very little here.
What makes the historic district different to buy in?
It constrains what can be built and what can be changed, which limits supply in a way very few Fairfield neighborhoods experience. That constraint is the reason values here have held their shape through more than one cycle. It also means the diligence is different. On a period home, what matters is what has been updated, what has not, what the approval process looks like for the work you are planning, and what the mechanical systems behind a beautiful facade are actually doing. That conversation belongs before an offer, not after an inspection.
Is Southport its own town?
No. Southport is a village within the Town of Fairfield, not a separate municipality. It has its own ZIP code — 06890 — its own post office, its own train station, and its own historic district, which is why it reads as a distinct place and why so many people assume it is one, but the government, the taxes, and the town services are Fairfield's. The ZIP code is also what confuses people most, because it does not cover everything called Southport. Sasco, directly across the harbor, sits in Fairfield's 06824. Two houses a few hundred yards apart can carry different mailing addresses while sitting in the same town, on the same harbor, in what is effectively the same market.
