Recently Sold Westport, CT Homes

• 

  $2,800,000 Sold Dec 31, 2024

  • 4,957 Sq Ft
  • $565/SF
  • 44 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1957

  1 Berkeley Rd, Westport, CT 06880

  Situated on 4+ acres of nature preserve & manicured grounds, this Nantucket style home with in-ground heated gunite pool, pool house & serene pond w/ your very own private island is the ultimate retreat. Originally built in 1957 with a complete home renovation in 2006, together w many upgrades since, this 5 bedroom 4 full, 2 half bath split-level was designed w/ distinction & function. The home's

  Gloria Dillard Keller Williams Realty

  1 Berkeley Rd, Westport, CT 06880
• 

  $7,250,000 Sold Dec 18, 2024

  • 3,700 Sq Ft
  • $1,959/SF
  • 44 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 2024

  14 Cockenoe Dr, Westport, CT 06880

  Waterfront Perfection! Vacation year round from this NEW Construction direct LI Sound FEMA compliant home by Luxury Bluewater Home Builders. Feel as if you are floating on water in this 3700 sqft dream with sweeping panoramic water views and sand at your doorstep. Finished on three levels with an additional large private heated Loggia area open to the beach and perfect for entertaining during

  Deirdre Andreoli Compass Connecticut, LLC

  14 Cockenoe Dr, Westport, CT 06880
• 

  $3,750,000 Sold Dec 09, 2024

  • 10,959 Sq Ft
  • $342/SF
  • 482 Days On Market

  • 9 Beds
  • 8.5 Baths
  • Built 1920

  50 Sylvan Rd N, Westport, CT 06880

  Dramatic & inspiring, this 1920's stone & brick Family Compound in Westport's Premier Old Hill Estate Area neighborhood achieves the perfect balance of old world charm, intimacy, and opulence with distinctive custom millwork and modern expensive upgrades throughout. Tucked behind tall privacy stonewalls and iron gates on a beautifully manicured and professionally landscaped 3 acres w/heated

  Jaclyn Picarillo Higgins Group Bedford Square

  50 Sylvan Rd N, Westport, CT 06880
• 

  

  /2

  $710,000 Sold Nov 18, 2024

  • 1,500 Sq Ft
  • $473/SF
  • 439 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1985

  38 Edgewater Commons Ln Unit 38, Westport, CT 06880

  Motivated Seller! Reduced Price! Move-in Ready! Welcome to Edgewater Commons, Westport's hidden gem. Located east of Green Farms Road, this serene 25-unit complex is within walking distance to Old Mill & Compo Beach. This bright and airy end unit features a spacious floor plan, perfect for entertaining. The well-appointed kitchen includes custom cabinetry and stainless-steel appliances. The

  Michael Carey Sotheby's International Realty

  38 Edgewater Commons Ln Unit 38, Westport, CT 06880
• 

  $4,208,000 Sold Nov 01, 2024

  • 8,207 Sq Ft
  • $513/SF
  • 40 Days On Market

  • 6 Beds
  • 8 Baths
  • Built 2024

  72 Clinton Ave, Westport, CT 06880

  Come see the latest offering by multiple HOBI award winning builder; CCO Habitats. As always, this home is different than anything we've done before. With around 2.5 acres, you can enjoy the uncommon space and privacy offered while being located just over a mile from either downtown Westport or the Merritt Parkway. Super convenient! We've already put in the 20x40 salt water gunite pool, but

  Maryann Levanti Higgins Group Bedford Square

  72 Clinton Ave, Westport, CT 06880
• 

  $1,075,000 Sold Sep 24, 2024

  • 2,146 Sq Ft
  • $501/SF
  • 0 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1972

  121 Bayberry Ln, Westport, CT 06880

  Enjoy The Beautiful Natural Surrounding In This 4 Br, 3 Ba Contemporary with Soaring Ceilings, Walls Of Glass, 3 Fireplaces, Designer Kitchen, Main & Lower Level Family Rms. Expansive Decking Overlooks 2 Bucolic Acres. Comp Only Sale.

  Brett Lieberman The Riverside Realty Group

  121 Bayberry Ln, Westport, CT 06880
• 

  $1,390,000 Sold Aug 22, 2025

  • 2,915 Sq Ft
  • $477/SF
  • 18 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1965

  125 Silver Spring Rd, Fairfield, CT 06824

  WONDERFUL GREENFIELD HILL COLONIAL - Situated in a lovely Greenfield Hill setting, on a beautiful, sprawling 2.13 acre property, this wonderful and very spacious 2,915 square foot, four Bedroom, two and one half bath Colonial enjoys a fantastic location, only minutes from all Southport, Westport and Fairfield amenities - shopping, dining and train service to and from New York City. Features

  Victoria Fingelly Higgins Group Real Estate

  125 Silver Spring Rd, Fairfield, CT 06824
• 

  $901,000 Sold Aug 13, 2025

  • 1,760 Sq Ft
  • $512/SF
  • 11 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1994

  65 Cranbury Rd, Norwalk, CT 06851

  Welcome to 65 Cranbury Road, a beautifully updated Colonial in Norwalk's sought-after Cranbury neighborhood. This inviting 3-bedroom, 2.5-bath home is filled with warmth and charm, offering a wonderful balance of comfort and style. The renovated kitchen is designed for gathering, flowing easily into sunlit living spaces perfect for everyday life and entertaining. Upstairs, generous bedrooms and

  Michelle Genovesi William Raveis Real Estate

  65 Cranbury Rd, Norwalk, CT 06851
• 

  $955,000 Sold Aug 04, 2025

  • 2,700 Sq Ft
  • $354/SF
  • 14 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1976

  21 Regency Dr, Norwalk, CT 06851

  Welcome to this oversized, fully renovated hi-ranch, offering 5 spacious bedrooms, including a luxurious main bedroom with a private full en-suite bath and two additional full bathrooms. This beautifully updated home is move-in ready and designed with comfort, space, and functionality in mind. Step into the expansive living room featuring one of two cozy fireplaces, perfect for relaxing or

  Stacy Haggerty William Raveis Real Estate

  21 Regency Dr, Norwalk, CT 06851
• 

  $3,500,000 Sold Aug 01, 2025

  • 3,280 Sq Ft
  • $1,067/SF
  • 15 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1919

  1226 Pequot Ave, Southport, CT 06890

  Tucked behind a long private drive in the heart of Southport Village, "The Cottage" is a rare and enchanting coastal retreat that captures the serenity of another time. Built c1919 by architect William S. Sloan as his personal home-Sloan was a decorated WWI veteran and grandson of DL&W Railroad president and Citibank founder Sam Sloan-this timeless haven blends heritage with ease. Set on 2.35

  Michelle Genovesi William Raveis Real Estate

  1226 Pequot Ave, Southport, CT 06890
• 

  $789,000 Sold Jul 18, 2025

  • 2,659 Sq Ft
  • $297/SF
  • 13 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1961

  10 Crossland Place, Norwalk, CT 06851

  Nestled on a lovely cul-de-sac, this charming colonial home in the sought-after William Street area welcomes you with a bright foyer that sets a hospitable tone as you enter. The lovely living room, with a wood-burning fireplace and built-in bookcases, creates a cozy yet sophisticated ambiance perfect for quiet evenings or hosting guests. The space flows seamlessly into the formal dining room,

  Maria Formanek William Pitt Sotheby's Int'l

  10 Crossland Place, Norwalk, CT 06851
• 

  $970,000 Sold Jun 16, 2025

  • 2,524 Sq Ft
  • $384/SF
  • 19 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1977

  67 Cranbury Rd, Norwalk, CT 06851

  Poised along a peaceful pond, this charming home enjoys a private setting just minutes from downtown Westport. Inside, tall beamed ceilings and beautifully flowing living spaces filled with natural light create a home you'll love for relaxation and entertaining alike. The open living and dining area features 13' cathedral ceilings and a wood-burning fireplace. The eat-in kitchen enjoys sliders to

  Michelle Genovesi William Raveis Real Estate

  67 Cranbury Rd, Norwalk, CT 06851
• 

  $830,000 Sold May 29, 2025

  • 2,033 Sq Ft
  • $408/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1964

  5 Tarone Dr, Norwalk, CT 06851

  *Please submit highest and best offers by 10am Monday 5/12* This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort, convenience, and charm. Ideally located just minutes from both Westport and East Norwalk train stations, shopping, and a variety of local amenities. The lower level welcomes you with a functional entryway, a spacious family room with sliding doors,

  Lauren Healy Compass Connecticut, LLC

  5 Tarone Dr, Norwalk, CT 06851
• 

  $1,950,000 Sold May 15, 2025

  • 3,258 Sq Ft
  • $599/SF
  • 12 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1790

  480 Hulls Hwy, Southport, CT 06890

  Beautifully transitioned from a grand, historic Barn on a bucolic and exceptionally well tended one-acre property, this 3258 square foot, 3 Bedroom, 3.5 Bath Country House, presents excellent scale and proportion throughout 8 spacious rooms. The open floor plan offers superbly detailed sun-filled interiors opening onto an expansive Terrace enclosed by artisanal stone walls and a stunning

  Victoria Fingelly Higgins Group Real Estate

  480 Hulls Hwy, Southport, CT 06890
• 

  $640,000 Sold Mar 20, 2025

  • 1,375 Sq Ft
  • $465/SF
  • 40 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1944

  45 Arbor Dr, Southport, CT 06890

  Impeccably maintained cape cod style home in a desirable Southport neighborhood. This home is nestled on a quiet neighborhood road and this property offers lovely curb appeal and a dry level yard. Inside, this home has been loved and well cared for. The living room is quite spacious with lots of natural light and is open to the up to date eat-in kitchen which features lots of granite

  Cisco Borres RE/MAX Right Choice

  45 Arbor Dr, Southport, CT 06890
• 

  $1,150,000 Sold Feb 10, 2025

  • 2,926 Sq Ft
  • $393/SF
  • 65 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1966

  168 Winfield St, Norwalk, CT 06855

  Welcome to 168 Winfield Street, the location of this Ranch home nestled in the Sasqua Hills neighborhood of Norwalk, CT.. What a location for almost 3,000 SF of single level living with a Gunite 36'x18' heated, salt water, in-ground pool nestled on 1.26 acres. Check out the overhead pictures: Yes that's the yacht club, harbor, and the Long Island Sound literally just around the block! This home

  Greg DeFazio Greg DeFazio

  168 Winfield St, Norwalk, CT 06855
• 

  $1,288,000 Sold Jan 29, 2025

  • 2,656 Sq Ft
  • $485/SF
  • 24 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1971

  25 Grays Farm Rd, Weston, CT 06883

  Located on a desirable lower Weston cul-de-sac, 25 Grays Farm Road has not been on the market for 50 years and presents an amazing opportunity to get into Weston at a moderate price point. Front-to-back living room with fireplace, huge family room with fireplace, hardwood floors throughout. Full basement could be partially finished. Propane heat, solar panels, and tankless water heater for

  David Weber Compass Connecticut, LLC

  25 Grays Farm Rd, Weston, CT 06883
• 

  $1,295,000 Sold Jan 17, 2025

  • 3,366 Sq Ft
  • $385/SF
  • 14 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1963

  21 Cavalry Rd, Weston, CT 06883

  Come home to a serene oasis just over the Westport border. Weston is home to award-winning public schools and residents benefit from access to Westport's beautiful beaches. Enjoying a tranquil riverfront setting, you can fish or explore nature trails in your own backyard. Unwind by the fire pit or on the deck while enjoying the relaxing sound of the waterfall beyond. The swimming pool surrounded

  Michelle Genovesi William Raveis Real Estate

  21 Cavalry Rd, Weston, CT 06883
• 

  $3,749,000 Sold Jan 10, 2025

  • 4,058 Sq Ft
  • $924/SF
  • 64 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2017

  97 S Gate Ln, Southport, CT 06890

  Experience luxury living on Connecticut's Gold Coast with this pristine, custom home with a gunite pool and spa on a prime cul-de-sac in Southport Harbor - located a few homes from Southport Beach and a short stroll to the Harbor, Village & Equinox. Completely rebuilt in 2017, 97 Southgate Lane is sited on a level and dry, almost full acre parcel, and is NOT located in a flood zone. This

  Veronica Monahan Compass Connecticut, LLC

  97 S Gate Ln, Southport, CT 06890
• 

  $1,800,000 Sold Dec 16, 2024

  • 8,797 Sq Ft
  • $205/SF
  • 309 Days On Market

  • 6 Beds
  • 8 Baths
  • Built 2005

  9 Highwood Ln, Wilton, CT 06897

  Style meets sophistication in this exquisitely designed "smart" home. A double height entry welcomes you to this open floor plan with a seamless flow to the formal and informal spaces. The sleek and modern chef's eat-in kitchen was imported from Italy and features all top of the line appliances. The kitchen is adjoined by a breakfast room and family room with gas fireplace. A sun filled bedroom,

  Jennifer Leahy Compass Connecticut, LLC

  9 Highwood Ln, Wilton, CT 06897
• 

  $1,299,000 Sold Dec 13, 2024

  • 2,899 Sq Ft
  • $448/SF
  • 87 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1996

  Unlisted Address

  Striking modern colonial with open floor plan in sought-after Christopher Estates conveniently located on the Westport-Norwalk line. This home has been completely renovated inside and out with attention to detail. The dramatic foyer welcomes you to a great home for entertaining. Grill in comfort under the gazebo with a cooling fan to escape the summertime heat as friends gather on the large deck,

  Carol McMorris Higgins Group Real Estate

  Unlisted Address
• 

  $875,000 Sold Nov 18, 2024

  • 2,217 Sq Ft
  • $395/SF
  • 90 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1955

  6 Columbine Ln, Norwalk, CT 06851

  What could be better than living on a quiet street in the heart of the desirable Cranbury neighborhood? Possibly having a stunning pool with spa on a private, level half-acre lot? How about a long list of updates (see below)? Or the fact that the neighborhood Cranbury School is just over a mile away and has recently re-opened in a brand new building? Nearby Cranbury Park offers 227 acres with

  Linda Dunsmore Keller Williams Realty

  6 Columbine Ln, Norwalk, CT 06851
• 

  $1,100,000 Sold Nov 15, 2024

  • 5,012 Sq Ft
  • $219/SF
  • 66 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1958

  194 Sasco River Ln, Southport, CT 06890

  SOUTHPORT - Superb opportunity to renovate this expansive 5000 square foot, 4/5 Bedroom, 3.5 Bath multi-level residence on a beautiful and very private 1.22 acre property at the end of a gorgeous Southport cul de sac. Spacious, very well-proportioned rooms create a haven of comfort; creating the perfect venue for intimate or grand scale entertaining. With a great location providing easy access

  Catherine Fingelly Granneberg Higgins Group Real Estate

  194 Sasco River Ln, Southport, CT 06890
• 

  $1,125,000 Sold Sep 30, 2024

  • 4,874 Sq Ft
  • $231/SF
  • 90 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1989

  238 Newtown Turnpike, Wilton, CT 06897

  RECENT PRICE REDUCTION!! Welcome to this Architectural Gem at 238 Newtown Turnpike. If you're not looking for that "Cookie Cutter Colonial Home", this exceptionally designed and built contemporary home by owner architect is on the market for the very first time. Located in South Wilton you're just minutes away from all major transportation hubs and shopping destinations. You are immediately

  Joseph Passero William Raveis Real Estate

  238 Newtown Turnpike, Wilton, CT 06897
• 

  $9,750,000 Sold Sep 27, 2024

  • 7,415 Sq Ft
  • $1,315/SF
  • 27 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1999

  1316 Pequot Ave, Southport, CT 06890

  Spectacular Pequot Avenue property that never made it to the market. Built in 1999, this Connecticut coastal home was recently transformed and appeared in several design magazines. Wonderful views over Southport Beach, the Sea Lodge and Long Island Sound. The property features a guest house, pool and pool house. Southport living at its very best. Comparable Sale Only: List Agent - Andrew

  Andrew Whiteley Brown Harris Stevens

  1316 Pequot Ave, Southport, CT 06890

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