5-Bedroom Homes for Sale in Westport, CT

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  /40

  $975,000

  • 5 Beds
  • 4 Baths
  • 2,192 Sq Ft

  489 Main St, Westport, CT 06880

  Single Family with legal accessory apartment. New 1500 gallon septic system just installed. Let your imagination soar in creating your ideal situation. The main house and the accessory apartment each has a fireplace, The main house has 3 bedrooms and the apartment 2 bedrooms and each has 2 full baths. Hardwood Floors, laminate floor, vinyl floor, parquet floors, carpeted floors and even slate

  Gabrielle DiBianco Higgins Group Bedford Square

  489 Main St, Westport, CT 06880
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  /38

  $25,000,000

  • 5 Beds
  • 5.5 Baths
  • 11,450 Sq Ft

  122 Beachside Ave, Westport, CT 06880

  A GOLD COAST opportunity: 6.6 acres of pristine estate living culminating at 400 ft of direct Long Island Sound waterfront.A winding drive from the famed Beachside Ave enclave leads past the tennis pavilion, through the shaded trees and into a cobblestone courtyard with fountain and perfectly manicured garden entry.Stepping through the front door, the striking view of blue water tops the lush

  Leslie Clarke Compass Connecticut, LLC

  122 Beachside Ave, Westport, CT 06880
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  /40

  $6,450,000

  • 5 Beds
  • 7 Baths
  • 5,567 Sq Ft

  46 Compo Mill Cove, Westport, CT 06880

  Imagine crossing a footbridge into a world without cars, where the scent of salt air lingers and the only sounds are waves and wind. This is Compo Mill Cove—a private beachfront enclave unlike anywhere else. Designed by Brooke Girty, this timeless shingle-style home offers 5,567 SF of coastal elegance with reclaimed French oak floors, a sculptural 3-story spiral stair case, and endless views of

  Evangela Brock Douglas Elliman of Connecticut

  46 Compo Mill Cove, Westport, CT 06880
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  /5

  $6,649,000 New Construction

  • 6 Beds
  • 7.5 Baths
  • 8,035 Sq Ft

  7 Roshab Ln, Westport, CT 06880

  Set on over 2 acres in one of Westport's most prestigious neighborhoods, this stunning new construction by HOBI award winner Rick Benson, blends modern luxury with timeless design. Surrounded by mature trees, the home offers privacy & serenity minutes from trains, shopping, & beaches. Inside, discover 6 spacious bedrooms, 7 full/1 half baths, sun-filled interiors with a seamless flow between

  Totney Benson Coldwell Banker Realty

  7 Roshab Ln, Westport, CT 06880
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  /2

  $5,485,686 New Construction

  • 7 Beds
  • 9 Baths
  • 7,243 Sq Ft

  25 Ellery Ln, Westport, CT 06880

  Coming Spring 2026 - Have you been quietly creating a wishlist of EVERYTHING you want in your next home? This new mini-estate on a preferred Greens Farms cul-de-sac is YOUR EVERYTHING! There will be no reason to leave home - 25 Ellery offers it all including a pool site. The flow of this house is divine. Rooms are spacious, comfortable, and well-thought out for today's lifestyle. Windows are

  Jaclyn Picarillo Higgins Group Bedford Square

  25 Ellery Ln, Westport, CT 06880
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  /40

  $2,900,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 6,351 Sq Ft

  158 Compo Rd N, Westport, CT 06880

  Come see the latest CCO Habitats new construction home - located at the end of a private road - 1 Hubbel's Lane - and buffered by non developable land for privacy. Only one mile to downtown/Main Street (.6 mile to Coffee An' for the best donuts in town!!) with sidewalks to make the stroll even easier! Walk the other way, and you're 1.5 miles from the newly renovated Coleytown school district.

  Maryann Levanti Higgins Group Bedford Square

  158 Compo Rd N, Westport, CT 06880
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  /40

  $5,499,000 New Construction

  • 6 Beds
  • 9 Baths
  • 9,550 Sq Ft

  11 Tierney Ln, Westport, CT 06880

  Combining classic design with modern detailing, this masterfully crafted home by an established local builder of premier residences is sure to delight even the most discerning buyer. Impressively positioned at the end of a private lane in the heart of the Greens Farms, this one of 2 exceptional custom homes. The main level exudes luxury, showcasing the expert millwork that flows throughout the

  Laurie Crouse Coldwell Banker Realty

  11 Tierney Ln, Westport, CT 06880
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  /15

  $5,400,700 New Construction

  • 6 Beds
  • 7 Baths
  • 5,800 Sq Ft

  1 Sturges Hwy Unit Lot 1, Westport, CT 06880

  Design Your Dream Home with an Award-Winning Builder. Step into a world of elegance and sophistication with a soon-to-be-built 6,600 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs and unparalleled craftsmanship, Coastal Luxury Homes has earned a reputation for creating some of the most sought-after residences. With a focus on prime location, architectural

  Annie Klyver Higgins Group Real Estate

  1 Sturges Hwy Unit Lot 1, Westport, CT 06880
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  /23

  $5,995,880 New Construction

  • 5 Beds
  • 8 Baths
  • 7,020 Sq Ft

  86 Maple Ave S, Westport, CT 06880

  EARLY opportunity! Coastal Luxury Homes has secured this choice 1 acre lot in Greens Farms to build your future dream home! Currently in the design phase, this 7,020SF irresistible residence will blend seamlessly with the charming aesthetic of this top Westport neighborhood. The home will embody classic New England elegance with a fresh California-inspired interior and expansive open-air

  Jaclyn Picarillo Higgins Group Bedford Square

  86 Maple Ave S, Westport, CT 06880
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  /17

  $6,205,176 New Construction

  • 5 Beds
  • 8 Baths
  • 6,302 Sq Ft

  24 Edgemarth Hill Rd, Westport, CT 06880

  Construction is underway atop this quiet cul de sac in coveted Greens Farms, Westport. 24 Edgemarth Hill was designed and will be crafted and appointed with the finest materials - see rendering photos of what's to come. Flaunting walls of windows, sexy floor-to-ceiling stone and textured accents, vaulted ceilings, and romantic balconies, this is a spec build with all the custom features the most

  Jaclyn Picarillo Higgins Group Bedford Square

  24 Edgemarth Hill Rd, Westport, CT 06880
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  /15

  $6,875,480 New Construction

  • 7 Beds
  • 8 Baths
  • 8,800 Sq Ft

  1 Sturges Hwy Unit Lot 2, Westport, CT 06880

  Design Your Dream Home with an Award-Winning Builder Step into a world of elegance and sophistication with a soon-to-be-built 6,600 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs, sleek modern lines, and unparalleled craftsmanship, Coastal Luxury Homes has earned a reputation for creating some of the most sought-after residences. With a focus on prime location,

  Annie Klyver Higgins Group Real Estate

  1 Sturges Hwy Unit Lot 2, Westport, CT 06880
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  /10

  $4,985,000 New Construction

  • 6 Beds
  • 7 Baths
  • 6,000 Sq Ft

  107 Old Rd, Westport, CT 06880

  Welcome to 107 Old Road, an exceptional new development by Joe Feinleib founder of Coastal Luxury Homes. Soon to be the only gated community development in Westport, CT, this uniqiue four-lot enclave presents unparalleled luxury and privacy. Each custom home, to be designed in collaboration with your client, boasts approximately 6,000 to 7,500 square feet of living space, with an additional 1,100

  Nickolaos Andronikidis Shelby's Realty Services

  107 Old Rd, Westport, CT 06880
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  /17

  $5,199,000 New Construction

  • 5 Beds
  • 6.5 Baths
  • 7,000 Sq Ft

  36 Maple Ave S, Westport, CT 06880

  This is an exceptional opportunity to collaborate from the early design phase to create your "Dream House" with Redcoat Homes, nestled in the picturesque Greens Farms neighborhood. This five/six-bedroom residence is set on a level .70-acre lot, embodying a perfect synergy of architectural excellence and an enviable location. Crafted for modern living by the esteemed architect Judith Larson, this

  Kelly Loucas Compass Connecticut, LLC

  36 Maple Ave S, Westport, CT 06880
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  /5

  $6,999,999 New Construction

  • 6 Beds
  • 6.5 Baths
  • 8,400 Sq Ft

  3 Tanglewood Ln, Westport, CT 06880

  Introducing an exceptional new construction home by Redcoat Homes. Spanning over 8,000 square feet, this stunning property is situated on a flat, one-plus acre lot in the desirable Old Hill neighborhood of Westport. The location is private yet conveniently close to I-95 and the Merritt Parkway, just minutes from the beach and town. It also borders Earth Place, one of the top family-friendly

  James Lanzaro Compass Connecticut, LLC

  3 Tanglewood Ln, Westport, CT 06880
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  /2

  $5,980,000 New Construction

  • 6 Beds
  • 9 Baths
  • 10,521 Sq Ft

  21 Sturges Commons, Westport, CT 06880

  NEW CONSTRUCTION TO BE BUILT IN THE COVETED HUNT CLUB NEIGHBORHOOD - Renowned, luxury builder Mattera Construction is well-known for architecturally significant & stunning modern homes filled with elegance, timeless beauty, custom interiors with state-of-the-art amenities. Now offering a perfectly designed 6 bedroom home finished on 4 levels filled with elegant finishes, well sited on a quiet

  Patricia Shea Coldwell Banker Realty

  21 Sturges Commons, Westport, CT 06880
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  /2

  $4,999,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 9,076 Sq Ft

  22 Morningside Dr S, Westport, CT 06880

  This 9000+ SQFT timeless home boasts an enormous kitchen complete with custom cabinetry, a double island, walk-in pantry, and butler's pantry-a chef's dream come true. The open floor plan integrates the kitchen with the inviting family room and adjacent library, creating a perfect space for intimate gatherings and grand entertaining. Upstairs, the primary suite features two walk-in closets and a

  John Schiaroli Coldwell Banker Realty

  22 Morningside Dr S, Westport, CT 06880
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  /40

  $1,995,530

  • 5 Beds
  • 4 Baths
  • 4,541 Sq Ft

  31 Riverfield Dr, Weston, CT 06883

  Secluded Riverfront Estate: A Masterpiece of Luxury, Tranquility, and Investment Value Set along a pristine riverfront, this extraordinary estate blends unparalleled natural beauty with world-class craftsmanship. Offering a private nature preserve outside your door, you'll enjoy kayaking, fishing, and luxuries few can experience. This property isn't just an investment in real estate; it's a

  Betty Stroll William Raveis Real Estate

  31 Riverfield Dr, Weston, CT 06883
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  /40

  $1,495,000

  • 6 Beds
  • 3.5 Baths
  • 3,508 Sq Ft

  1135 Hulls Farm Rd, Southport, CT 06890

  A prime Southport country setting at the Westport line is home to this gracious 5 Bedroom Colonial featuring a rarely found attached main level IN-LAW / AU PAIR APARTMENT with a private entrance, Living/Dining Room, Bedroom and a full Bath. Additionally appreciated, and perfect for today's work from home buyer, is an OFFICE/STUDIO over the barn style oversized detached two car garage. Approached

  Paul Triantafel William Pitt Sotheby's Int'l

  1135 Hulls Farm Rd, Southport, CT 06890

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