9 Over Rock Lane
Westport, Connecticut 06880
6 Beds · 7 Baths · 9,200 Sq Ft6 Beds · 7 Baths · 9,200 Sq Ft · 2.1 Acres



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9 Over Rock Lane
Westport, Connecticut 06880
6 Beds · 7 Baths · 9,200 Sq Ft6 Beds · 7 Baths · 9,200 Sq Ft · 2.1 Acres
39 Brookridge Drive
Greenwich, Connecticut 06830
0 Beds · 0 Baths · 0 Sq Ft0 Beds · 0 Baths · 0 Sq Ft · 2.4 Acres
175 Brookside Road
Darien, Connecticut 06820
6 Beds · 8.5 Baths · 11,314 Sq Ft6 Beds · 8.5 Baths · 11,314 Sq Ft · 2.5 Acres
38 Prospect Road
Westport, Connecticut 06880
6 Beds · 7.5 Baths · 8,623 Sq Ft6 Beds · 7.5 Baths · 8,623 Sq Ft · 1.2 Acres
55 Calhoun Drive
Greenwich, Connecticut 06831
6 Beds · 8.5 Baths · 8,273 Sq Ft6 Beds · 8.5 Baths · 8,273 Sq Ft · 1.4 Acres
Reduced from $10,950,000
189 Shore Road
Greenwich, Connecticut 06870
4 Beds · 4 Baths · 4,262 Sq Ft4 Beds · 4 Baths · 4,262 Sq Ft · 29,621 Sq Ft Lot
Reduced from $8,997,000
259 Frogtown Road
New Canaan, Connecticut 06840
7 Beds · 9.5 Baths · 13,026 Sq Ft7 Beds · 9.5 Baths · 13,026 Sq Ft · 2.3 Acres
688 Hulls Farm Road
Fairfield, Connecticut 06890
7 Beds · 7 Baths · 9,422 Sq Ft7 Beds · 7 Baths · 9,422 Sq Ft · 2.0 Acres
Reduced from $8,995,000
16 East Trail
Darien, Connecticut 06820
9 Beds · 8.5 Baths · 8,188 Sq Ft9 Beds · 8.5 Baths · 8,188 Sq Ft · 2.9 Acres
10 Beltas Farm Lane
Westport, Connecticut 06880
6 Beds · 7 Baths · 9,893 Sq Ft6 Beds · 7 Baths · 9,893 Sq Ft · 1.6 Acres
Listing information is supplied by SmartMLS, Inc.and other licensed IDX sources for consumers' personal, non-commercial use. Data is deemed reliable but is not guaranteed and should be independently verified.
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Your Fairfield County Expert
With a background in media and commodities at Fortune 500 companies and a portfolio of 25 rental units, I bring real transaction experience to every engagement. My approach pairs analytical rigor with the discretion and attentiveness that luxury clients require.
Whether you're buying on the Gold Coast or positioning a property for sale, I manage the details so you can focus on the decision that matters.
Higgins Group Offices
Stamford · Greenwich · Westport · Southport
Your Home's Value
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Westport, Connecticut 06880
Charlotte Anderson
May 8, 2026
Matt Caiola
Higgins Group Private Brokerage
914-325-6746
caiolafinehomes.com

The Valuation
Section TwoBased on 12 comparable sales within the surrounding mile, individually adjusted for differences in living area, lot size, condition, and recency of sale. The estimate above sits at the most likely value given the comparable evidence. The range reflects the natural variation between sales.
Discover the unique communities of Fairfield County.

Ranked the wealthiest town in Connecticut by household income, Darien occupies a six-square-mile peninsula on Long Island Sound that rewards the buyers who choose it deliberately. The Tokeneke Club's private beach, Noroton Yacht Club's deep-water marina, and Darien High School's top-1% national ranking anchor a community where the social infrastructure is as carefully built as the homes.
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Spanning 30 square miles along Long Island Sound, Fairfield anchors Connecticut's Gold Coast with three Metro-North stations, two universities, and a downtown Post Road corridor lined with boutiques like Brick Walk and restaurants like The Sinclair. The town's ten distinct neighborhoods range from the historic estates of Greenfield Hill to the coastal bungalows and modern builds of Fairfield Beach.
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Greenwich spans nearly 50 square miles from the Long Island Sound waterfront to the wooded back country north of the Merritt Parkway. The town's 63,000 residents live across distinct neighborhoods - each with its own identity, price point, and proximity to the water. Whether you are looking at a waterfront estate in Belle Haven, a colonial on two acres in the back country, or a condo steps from Greenwich Avenue, the range here is wider than any other Fairfield County town.
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New Canaan is a residential town of roughly 20,000 residents in Fairfield County where midcentury architectural history, a walkable village center anchored by Elm Street, and a top-ranked public school district converge inside strict zoning that keeps lot sizes at one to two acres across most neighborhoods. The Philip Johnson Glass House, a 49-acre National Trust landmark on Ponus Ridge Road, and Waveny Park's 300-acre former Lapham estate define the town's cultural and recreational identity.
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Norwalk stretches across 36 square miles of Connecticut's Gold Coast with four Metro-North stations, the revitalized SoNo dining district along Washington Street, and neighborhoods that range from the waterfront village of Rowayton to the artist colony of Silvermine. It delivers coastal living and a direct Manhattan commute at a fraction of what Darien and Westport demand.
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Ridgefield occupies an inland ridge in northern Fairfield County, anchored by a mile-long Main Street that ranks among Connecticut's most distinguished commercial corridors. With roughly 25,000 residents, the town sustains a cultural density — the Aldrich Contemporary Art Museum, the Ridgefield Playhouse, the Prospector Theater — that rivals shoreline communities twice its size.
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Stamford is Connecticut's third-largest city and the employment capital of Fairfield County, home to nine Fortune 500 headquarters and a population of roughly 135,000. The city stretches from an urban downtown core with Harbor Point's waterfront development to leafy North Stamford, where the Stamford Museum & Nature Center occupies 118 acres. Metro-North express trains reach Grand Central Terminal in about 50 minutes, and I-95 and the Merritt Parkway both run through the city limits.
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Westport straddles the Saugatuck River along Connecticut's Gold Coast, balancing a nationally recognized arts scene anchored by the Westport Country Playhouse with nearly 20 square miles of waterfront, nature preserves, and residential neighborhoods. The downtown along Main Street and Post Road draws comparisons to the best small-town commercial districts in the Northeast.
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Wilton occupies 27 square miles of protected Fairfield County landscape where one-to-two-acre zoning minimums, a top-five Connecticut high school, and the Norwalk River corridor define a residential town built around land preservation and academic excellence. Route 7, the town's commercial spine, carries commuters south toward Norwalk and I-95, while the Cannondale Metro-North station on the Danbury Branch connects the town directly to Grand Central Terminal.
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Estimate your monthly payment for Fairfield County homes, or enter your budget to see what you can afford.
Avg. 30-yr fixed as of Jul 23, 2026 (Freddie Mac via FRED)
Estimated Monthly Payment
$8,301
*Estimates based on typical Fairfield County rates. Actual costs may vary.
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