South Norwalk, CT Homes for Sale with Pool

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  $5,750,000

  • 5 Beds
  • 8 Baths
  • 6,503 Sq Ft

  31 Stonybrook Rd, Westport, CT 06880

  Tucked behind a gated entry in Old Hill, this stunning 5 bedroom, 6.2 bath home offers a rare blend of elegance, privacy and natural beauty. The property has multiple serene water features-a heated saltwater gunite pool with hot tub, a tranquil private pond with fountain and picturesque Stony Brook. The stately stone and wood exterior blends seamlessly with the lush surroundings, while inside, an

  Kristi Law William Pitt Sotheby's Int'l

  31 Stonybrook Rd, Westport, CT 06880
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  /40

  $5,695,000

  • 5 Beds
  • 7 Baths
  • 9,039 Sq Ft

  316 Mansfield Ave, Darien, CT 06820

  Just in time for summer-this exceptional property offers the ultimate in luxury living and outdoor enjoyment. Imagine relaxing poolside by your new heated pool and spa, surrounded by beautifully landscaped grounds and sweeping views of the golf course. Inside, the home is equally impressive. The expansive primary suite is a true retreat, featuring a private sitting room that opens onto a deck

  Janine Tienken Houlihan Lawrence

  316 Mansfield Ave, Darien, CT 06820
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  /40

  $475,000

  • 2 Beds
  • 1.5 Baths
  • 1,202 Sq Ft

  206 Sunrise Hill Rd Unit 206, Norwalk, CT 06851

  MULTIPLE OFFERS HIGEST & BEST BY TUESDAY, 5/26 BY 5PM. Townhouse Living offers Comfort, Convenience & Community! Located in a beautifully maintained, pet-friendly complex, this charming 3 story townhouse offers an effortless lifestyle with exceptional amenities. Enjoy an in-ground pool, tennis/pickleball courts, playground & scenic walking paths throughout peaceful wooded grounds. HOA covers

  Georgina Fryer Coldwell Banker Realty

  206 Sunrise Hill Rd Unit 206, Norwalk, CT 06851
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  /40

  $14,900,000

  • 5 Beds
  • 9 Baths
  • 9,546 Sq Ft

  279 Saugatuck Ave, Westport, CT 06880

  Panoramic views of Long Island Sound extend from this gated, resort-like estate. Designed to maximize its spectacular waterfront setting, the east-facing main house takes in the coastal views from walls of windows, glass French doors, and private balconies. Effortless indoor-outdoor flow defines the main level, where a charming screened-in porch and awning-covered veranda overlook a Gunite pool

  Joseph Barbieri Sotheby's International Realty

  279 Saugatuck Ave, Westport, CT 06880
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  /17

  $630,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,089 Sq Ft

  22 Rowayton Woods Dr, Norwalk, CT 06854

  Discover resort-style living at the desirable Rowayton Woods Complex. This spacious, turn-key, ground-level condo offers 3 bedrooms and 2 full baths, making it a perfect retreat. Step inside to new flooring and fresh paint, highlighting the open floor plan. The updated kitchen is a chef's delight, showcasing beautiful quartz countertops, and the space is ideal for entertaining guests. Enjoy

  Marissa Tartaglia William Pitt Sotheby's Int'l

  22 Rowayton Woods Dr, Norwalk, CT 06854
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  /43

  $14,900,000

  • 5 Beds
  • 8 Baths
  • 9,546 Sq Ft

  279 & 281 Saugatuck Ave, Westport, CT 06880

  Panoramic vistas of Long Island Sound extend from this gated, resort-style estate. Designed to maximize its spectacular waterfront setting, the east-facing main house takes in the coastal views from walls of windows, French doors, and private balconies. Effortless indoor-outdoor flow defines the main level, where a charming screened-in porch and awning-covered veranda overlook a Gunite pool with

  Joseph Barbieri Sotheby's International Realty

  279 & 281 Saugatuck Ave, Westport, CT 06880
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  /40

  $8,650,000

  • 5 Beds
  • 5.5 Baths
  • 5,823 Sq Ft

  82 Arrowhead Way, Darien, CT 06820

  (Don't miss the spectacular waterfront video). On the water in the Tokeneke Association, Short Rocks Manor is poised at the very tip of Arrowhead Way, high above Scotts Cove and Long Island Sound. This breathtaking, updated 1925 English-style stone manor sits on 2.11 acres which includes .362 acres of designated OPEN SPACE. The 5,823 square feet of exquisite craftmanship houses five bedrooms -

  Becky Munro Brown Harris Stevens

  82 Arrowhead Way, Darien, CT 06820
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  /37

  $818,000

  $27K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,178 Sq Ft

  100 Seaview Ave Unit 2J, Norwalk, CT 06855

  Direct waterfront location in the desirable East Norwalk beach community. Enjoy panoramic water views, captivating sunsets, and gentle summer breezes from your expansive balcony, accessed from the living room/dining room and primary bedroom sliders (new 2021) overlooking L.I. Sound & Harbor. Features a new kitchen and recently updated primary en suite bath. Luxurious amenities include a community

  Linda Cappello Cappello Realty

  100 Seaview Ave Unit 2J, Norwalk, CT 06855
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  /30

  $1,560,000

  $135K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,671 Sq Ft

  12 Gerdes Rd, New Canaan, CT 06840

  A classic 18th-century New England farmhouse, reimagined for the 21st century after a comprehensive five-year renovation. Thoughtfully modernized, the home retains its original character while seamlessly integrating contemporary comforts and style. Light-filled, open living spaces create an airy, modern feel, grounded by whitewashed Douglas fir flooring and anchored by a large, updated kitchen

  Jennifer Farnum Compass Connecticut, LLC

  12 Gerdes Rd, New Canaan, CT 06840
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  /13

  $575,000

  • 3 Beds
  • 2.5 Baths
  • 1,289 Sq Ft

  199 Gregory Blvd Unit E4, Norwalk, CT 06855

  Enjoy coastal living in this spacious three-bedroom, two-and-one-half bath townhouse ideally situated within the highly desirable Dorlon Terrace waterfront complex in East Norwalk. This residence offers a rare combination of comfortable multi-level living and access to sought-after shoreline amenities. The home features a functional townhouse layout designed for everyday convenience and

  Carl Cooke Cooke Realty

  199 Gregory Blvd Unit E4, Norwalk, CT 06855
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  $10,495,000

  • 4 Beds
  • 5.5 Baths
  • 6,045 Sq Ft

  7 Rowayton Ave, Norwalk, CT 06853

  Set prominently along the coveted shoreline of Rowayton, this extraordinary residence is a true architectural masterpiece that defies the standard coastal trope. Designed by award-winning Cardello Architects, the home is a fortress of design-a structural marvel built with an uncompromising integrity that feels as permanent as the tides. The silhouette is bold and commanding, yet every element

  Libby Mattson Houlihan Lawrence

  7 Rowayton Ave, Norwalk, CT 06853
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  /40

  $4,850,000

  • 5 Beds
  • 5 Baths
  • 5,103 Sq Ft

  22 Evergreen Ave, Westport, CT 06880

  Introducing The Winslow Manor, one of Westport's most exceptional estates, is a secluded retreat defined by beauty, privacy, and grace, now available for the first time in decades, inviting its next residents to experience the privilege of living within this storied and extraordinary sanctuary. Just steps from downtown & completely remodeled in 2002, welcome home to a rare and timeless estate

  Valerie Alvarez Serhant Connecticut, LLC

  22 Evergreen Ave, Westport, CT 06880
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  /40

  $4,850,000

  • 5 Beds
  • 6.5 Baths
  • 6,892 Sq Ft

  85 Harrison Ave, New Canaan, CT 06840

  This exceptional and meticulously crafted residence offers the perfect synthesis of luxury, space and privacy in one of New Canaan's most coveted in-town locations. Nestled on a rare.52-acre private parcel, this thoughtfully and beautifully recently renovated home provides a serene retreat while remaining uber convenient to schools, shopping and cherished downtown amenities. Spanning four

  Wendy Werneburg William Raveis Real Estate

  85 Harrison Ave, New Canaan, CT 06840
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  /40

  $1,975,000

  • 4 Beds
  • 3 Baths
  • 3,253 Sq Ft

  5 Tanglewood Ln, Westport, CT 06880

  Set on a quiet, convenient street in Westport's coveted Old Hill, this charming home captures the essence of Fairfield County living. A picturesque acre with level lawns, a sparkling pool, and expansive patios creates an exceptional outdoor retreat ideal for relaxing or entertaining. A welcoming front porch leads into a thoughtfully renovated interior with beautifully proportioned spaces and

  Doug Bross Coldwell Banker Realty

  5 Tanglewood Ln, Westport, CT 06880
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  $897,000

  Open Thu 11AM - 1PM

  • 4 Beds
  • 1.5 Baths
  • 1,771 Sq Ft

  5 Caddy Rd, Norwalk, CT 06851

  Nestled on a level, park-like half-acre in the desirable Cranbury neighborhood, this beautifully updated contemporary ranch offers 4 bedrooms, 1.5 baths, and the perfect blend of modern updates, warmth, and exceptional indoor-outdoor living. Filled with natural light from skylights in the living room, dining room, and primary bedroom, the home features open living and dining spaces with

  Ninfa Valella Coldwell Banker Realty

  5 Caddy Rd, Norwalk, CT 06851
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  /2

  $6,999,999

  New Construction

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

  32 Narrow Rocks Rd, Westport, CT 06880

  NEW CONSTRUCTION BY RENOWNED LUXURY BUILDER MATTERA CONSTRUCTION - STEPS TO COMPO BEACH! A rare opportunity to own a brand-new, architecturally refined home in one of Westport's most coveted coastal locations-just steps to Compo Beach, Longshore Club, downtown Westport, the train, and schools. Currently under construction, this impeccably designed 6-bedroom residence spans four finished levels

  Judy Michaelis Coldwell Banker Realty

  32 Narrow Rocks Rd, Westport, CT 06880
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  /40

  $4,750,000

  • 6 Beds
  • 6.5 Baths
  • 6,829 Sq Ft

  234 Brookside Rd, Darien, CT 06820

  Set along a picturesque stretch in one of Darien's most sought-after neighborhoods, 234 Brookside Road offers a rare blend of timeless architecture, privacy, and modern comfort. Surrounded by mature trees and beautifully landscaped grounds, this exceptional property provides a serene, retreat-like setting just minutes from town, top-rated schools, and the coastline. This HOBI award-winning

  Kristin Nemec William Pitt Sotheby's Int'l

  234 Brookside Rd, Darien, CT 06820
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  /15

  $6,995,826

  New Construction

  • 6 Beds
  • 10 Baths
  • 8,417 Sq Ft

  24 Edgemarth Hill Rd, Westport, CT 06880

  This Beauty will be ready Summer 2026! Construction of this 8,417SF dream residence with pool and spa on 1 private acre in coveted Greens Farms, Westport, is in full swing. 24 Edgemarth Hill was designed and will be crafted and appointed with the finest materials - see rendering photos of what's to come. Flaunting sexy floor-to-ceiling walls of windows, stone and textured accents, vaulted

  Jaclyn Picarillo Higgins Group Bedford Square

  24 Edgemarth Hill Rd, Westport, CT 06880
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  /7

  $10,650,000

  New Construction

  • 6 Beds
  • 8 Baths
  • 9,100 Sq Ft

  11 Dogwood Ln, Westport, CT 06880

  Another extraordinary masterpiece by Coastal Luxury Homes, ideally situated in one of Westport's premier neighborhoods. Spanning over 9000 square feet of living space this 6 bedroom estate is defined by bold architectural lines, chic designer interiors, expansive balconies and seamless indoor-outdoor living. A resort caliber pool, fully equipped outdoor kitchen, and lush manicured grounds

  Jen Kass Higgins Group Bedford Square

  11 Dogwood Ln, Westport, CT 06880
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  /13

  $350,000

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  1 Glenrock Unit 1, Norwalk, CT 06850

  Exceptional end-unit one-bedroom condo offering privacy, abundant natural light, and easy one-level living. Features include a cozy fireplace, beautiful hardwood floor, open concept dining and kitchen area, attached one-car garage, and a spacious bedroom with private balcony. Ideally located with easy access to major highways and a convenient commute to New York City, just minutes from the

  Ashley Cheah Realty ONE Group Connect

  1 Glenrock Unit 1, Norwalk, CT 06850
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  /17

  $5,997,000

  • 6 Beds
  • 8.5 Baths
  • 6,860 Sq Ft

  14 5 Mile River Rd, Darien, CT 06820

  Designed by custom home builder Vita Design, this exciting newly constructed modern residence is a refined architectural statement that balances scale and light, capturing direct 5 Mile River views and a connection to its natural surroundings. Finished across four levels, the home features dramatic 10- and 16-foot ceilings and a main level wrapped in floor-to-ceiling European-style windows

  Jennifer DaSilva Mixer William Raveis Real Estate

  14 5 Mile River Rd, Darien, CT 06820

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