South Norwalk, CT Homes for Sale with Acreage

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  /21

  $720,000

  $49K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,404 Sq Ft

  19 Eastwood Rd, Norwalk, CT 06851

  Modern craftsmanship meets contemporary design in this beautifully updated home nestled in the heart of Cranbury. Fully refreshed and move-in ready, this home offers the perfect blend of style, comfort, and functionality. Step into the open foyer and spacious sun-filled layout featuring a stunning modern eat-in kitchen with sleek cabinetry, quartz countertops, farmhouse sink, tastefully tiled

  

  Iacovos Spirou

  inSpirou Group

  (475) 270-5740

  19 Eastwood Rd, Norwalk, CT 06851
• 

  

  

  /40

  $3,250,000

  • 6 Beds
  • 6 Baths
  • 6,844 Sq Ft

  10 Side Hill Rd, Westport, CT 06880

  Now more than ever, home is a haven - a place to live, work, relax, and entertain. Privately sited on 1 beautifully landscaped acre in highly sought-after Old Hill, this sophisticated 6,000+ SF home with a brand-new pool offers 6 bedrooms, exceptional living spaces, and breathtaking western sunsets overlooking Earthplace's 62-acre nature sanctuary. A rare blend of privacy, style, and convenience,

  

  Susan Lieberman

  The Riverside Realty Group

  (475) 303-4846

  10 Side Hill Rd, Westport, CT 06880
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  /28

  $2,100,000

  • 5 Beds
  • 3.5 Baths
  • 3,782 Sq Ft

  34 Pequot Trail, Westport, CT 06880

  Discover this serene setting in a sought after Old Hill neighborhood. Two thoughtful and beautifully executed additions have made this sprawling 12 room home flow with the versatility to fit today's varied lifestyles. Comfortable open living spaces have been designed with the flexibility to offer multi-generational spaces, a home office or simply to allow for room to grow in the way that pleases

  Lynn Fraund William Pitt Sotheby's Int'l

  34 Pequot Trail, Westport, CT 06880
• 

  

  

  /34

  $1,450,000

  • 4 Beds
  • 5 Baths
  • 5,120 Sq Ft

  14 Fullmar Ln, Norwalk, CT 06850

  Exceptional custom Colonial offering over 5,000 SF of beautifully finished living space on a private, level 1-acre lot in Norwalk's sought-after Silvermine neighborhood. This move-in-ready home features 4 spacious bedrooms, 3 full and 2 half baths, hardwood floors, skylights, custom millwork, central air, a whole-house generator, security system, cedar closets, dual laundry areas, and an attached

  Judith Dominguez WEB Realty Company

  14 Fullmar Ln, Norwalk, CT 06850
• 

  

  

  /38

  $4,199,000

  $701K PRICE DROP

  • 5 Beds
  • 8 Baths
  • 6,535 Sq Ft

  20 Marianne Rd, Darien, CT 06820

  New construction from foundation up and ready for 2026! On a coveted Darien cul-de-sac, this modern colonial boasts 6500sf of elegance and comfort. Step through the welcoming foyer, complete with a coat room and powder room, and into a spacious, light-flooded living room, perfect for gatherings that stretch into the evening. The custom kitchen is a true centerpiece, with a grand stone island,

  Serena Richards Brown Harris Stevens

  20 Marianne Rd, Darien, CT 06820
• 

  

  /26

  $8,995,000

  • 8 Beds
  • 10 Baths
  • 15,172 Sq Ft

  2 Judy Point Ln, Westport, CT 06880

  Set on over 3 private acres with sweeping water views, 2 Judy Point Lane is a remarkable Westport waterfront estate offering approximately 14,000 square feet of living space and a rare compound-style layout. The property consists of two substantial residences connected by a breezeway, creating exceptional flexibility for multi-generational living, extended guests, or a private guest house.

  Daniel Kramp Christie's International Real Estate

  2 Judy Point Ln, Westport, CT 06880
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  /38

  $4,395,000

  • 5 Beds
  • 6 Baths
  • 6,211 Sq Ft

  83 Long Lots Rd, New Canaan, CT 06840

  Perched on a sunny knoll overlooking two acres of beautifully landscaped grounds, this thoughtfully expanded center hall colonial in coveted Hoyt Farms is a rare find. Mature specimen trees of remarkable scale anchor the property, lending an established presence that simply cannot be replicated. Inside, a seamless expansion honors the home's colonial origins while adding the generous proportions

  Christine Saxe Compass Connecticut, LLC

  83 Long Lots Rd, New Canaan, CT 06840
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  /36

  $2,595,000

  Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 4,014 Sq Ft

  293 Old Norwalk Rd, New Canaan, CT 06840

  Classic Connecticut Colonial beautifully renovated for today's lifestyle! This pristine 4-bedroom, 3.1-bath home offers an inviting open floor plan centered around a fabulous gourmet kitchen flowing seamlessly into a sun-filled family room with custom built-ins. Elegant entertaining spaces include an oversized dining room and gracious living room with fireplace, while a thoughtfully designed

  Lisa Ferrante Houlihan Lawrence

  293 Old Norwalk Rd, New Canaan, CT 06840
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  /33

  $899,000

  • 3 Beds
  • 2.5 Baths
  • 2,912 Sq Ft

  19 Geneva Rd, Norwalk, CT 06850

  Tucked into a picturesque 1.28-acre setting in West Norwalk, this spacious 2,912 sqft split-level ranch offers versatility, natural beauty and endless potential. The home features a large kitchen with center island, dining area and direct access to a deck overlooking the backyard. A formal dining room flows seemlessly into the living room where a fireplace and oversized skylight create a bright,

  Allison Santopietro William Raveis Real Estate

  19 Geneva Rd, Norwalk, CT 06850
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  /34

  $1,695,000

  • 5 Beds
  • 3.5 Baths
  • 3,112 Sq Ft

  21 Hickory Dr, New Canaan, CT 06840

  PLEASE PRESENT HIGHEST & BEST OFFERS BY 4:00PM MONDAY JUNE 8TH. Nestled on 1.67 beautiful park-like acres in a charming neighborhood just minutes from town, this classic 5-bedroom, 3.5-bath Colonial offers timeless appeal, comfortable living spaces, and a lovely natural setting. Thoughtfully maintained throughout, the home features generously sized rooms, a gracious living room with fireplace,

  Bettina Hegel Brown Harris Stevens

  21 Hickory Dr, New Canaan, CT 06840
• 

  

  /40

  $1,699,000

  • 4 Beds
  • 3.5 Baths
  • 2,881 Sq Ft

  2 Grassy Plains Rd, Westport, CT 06880

  *SELLERS ARE AKSING FOR HIGHEST AND BEST OFFERS BY 4PM MONDAY JUNE 1ST*Set on a beautifully landscaped, bucolic acre at the top of a quiet cul-de-sac in Westport's coveted Old Hill neighborhood, this charming cottage-style ranch home offers the perfect blend of modern convenience, and luxurious Westport lifestyle. Move-in ready and beautifully maintained it's thoughtful layout is ideal for both

  Jessica Brookbanks Coldwell Banker Realty

  2 Grassy Plains Rd, Westport, CT 06880
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  /40

  $3,795,000

  $200K PRICE DROP

  • 5 Beds
  • 6.5 Baths
  • 6,424 Sq Ft

  39 Leeuwarden Rd, Darien, CT 06820

  A truly exceptional offering! This beautifully expanded Colonial sits on a rare, level acre in one of Darien's most coveted neighborhoods. The property sets itself apart with sweeping, flat grounds, professionally landscaped to create both privacy and an elegant sense of openness. Inside, the home is designed for refined living and effortless entertaining. A gracious living room with a wood

  Serena Richards Brown Harris Stevens

  39 Leeuwarden Rd, Darien, CT 06820
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  /6

  $3,500,000

  • 3 Beds
  • 3.5 Baths
  • 1,299 Sq Ft

  0 Calf Pasture Island Unit 24147619, Norwalk, CT 06854

  Opportunities like this are rare. Calf Pasture Island is one of just 10 private islands off the coast of Norwalk, offering a uniquely private coastal setting and a blank canvas for imagination. Properties like this remain in the same hands for many decades and do not come up for sale often. Located approximately a half mile offshore, it is among the closest islands to the mainland and takes its

  Andrew Whiteley Brown Harris Stevens

  0 Calf Pasture Island Unit 24147619, Norwalk, CT 06854
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  /35

  $11,500,000

  • 5 Beds
  • 10 Baths
  • 9,564 Sq Ft

  10 Shorehaven Rd, Norwalk, CT 06855

  Rarely does an opportunity arise to own a home in the coastal enclave of Shorehaven, and 10 Shorehaven Road is a true masterpiece. This Nantucket-inspired estate blends timeless elegance with relaxed coastal charm, offering unmatched luxury and tranquility. Set along the serene waterfront, the lush, landscaped grounds feature a sparkling pool, spa, and private dock-perfect for boating adventures

  Laurie Morris Compass Connecticut, LLC

  10 Shorehaven Rd, Norwalk, CT 06855
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  /40

  $5,895,000

  • 5 Beds
  • 5 Baths
  • 3,240 Sq Ft

  13 Edgehill Dr, Darien, CT 06820

  You don't arrive here by accident. You arrive because something in you was looking for this. It begins quietly, panoramic views of water, a sense that the noise of everything else has begun to fall away. Nestled within Tokeneke along the Five Mile River, the house is not just seen, but felt, like a song you've loved forever. Reimagined, redefined, and brought into its full expression by Brinley

  Stacy Book William Raveis Real Estate

  13 Edgehill Dr, Darien, CT 06820
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  /38

  $8,495,000

  $500K PRICE DROP

  • 9 Beds
  • 10 Baths
  • 8,188 Sq Ft

  16 East Trail, Darien, CT 06820

  Set within the coveted Tokeneke Association, 16 East Trail is a rare legacy property where architectural pedigree meets modern luxury. Originally built in 1908 as one of the enclave's earliest residences, the home reflects the timeless elegance of McKim, Mead & White and Delano & Aldrich-thoughtfully reimagined for today's living. A masterful renovation by architect Peter Pennoyer preserves the

  Ashley Dineen Compass Connecticut, LLC

  16 East Trail, Darien, CT 06820
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  /15

  $2,200,000

  $100K PRICE INCREASE

  • Land
  • 2.14 Acres
  • $1,028,037 per Acre

  140L Carter St, New Canaan, CT 06840

  Beautiful level property with approved seven bedroom septic. Buy as land or build custom home. All septic, engineering and drainage plans complete. Ready to build!

  Mitchell Moore Brown Harris Stevens

  140L Carter St, New Canaan, CT 06840
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  /26

  $1,250,000

  • 4 Beds
  • 2.5 Baths
  • 1,542 Sq Ft

  18 Hales Rd, Westport, CT 06880

  Compo Beach...

  Scott Kelland CLS Group

  18 Hales Rd, Westport, CT 06880
• 

  

  /40

  $7,900,000

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

  246 Brookside Rd, Darien, CT 06820

  Introducing a one-of-a-kind gem in Darien: the historic Eliaseph Whitney House, originally built in 1770, nestled on an expansive 4.12-acre parcel- one of the largest of its kind in town. This iconic property effortlessly blends centuries-old charm with modern-day functionality. Step inside to discover timeless details like wood-beamed ceilings and floors, multiple fireplaces, a cozy den and

  Keiley Fuller Compass Connecticut, LLC

  246 Brookside Rd, Darien, CT 06820
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  /39

  $3,995,000

  • 5 Beds
  • 6 Baths
  • 6,764 Sq Ft

  107 Raymond St, Darien, CT 06820

  Peace, Privacy, and Timeless Elegance in Darien Discover the perfect antidote to busy life in this beautifully refreshed, custom-built colonial. Lovingly maintained by its original owners, 107 Raymond Street offers an idyllic blend of quiet sophistication and spacious comfort. Step into a grand two-story foyer with herringbone oak floors, leading to formal spaces rich in architectural

  Melissa Engel Douglas Elliman of Connecticut

  107 Raymond St, Darien, CT 06820
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  /40

  $1,800,000

  • 5 Beds
  • 3.5 Baths
  • 3,345 Sq Ft

  422 Riverside Ave, Westport, CT 06880

  A rare opportunity in the heart of Westport's coveted Saugatuck section. Set on 1.10 dry acres w/ beautiful views overlooking the Saugatuck River, this property known historically as Twin Hickory's offers a unique blend of history, charm, & future potential. Rich in character & dating back more than a century, the property traces its roots to the Franklin M. Raymond estate. Orig constructed as a

  Jay Cannone William Raveis Real Estate

  422 Riverside Ave, Westport, CT 06880
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  /40

  $15,000,000

  • 7 Beds
  • 6.5 Baths
  • 6,215 Sq Ft

  4 Sherwood Island Ln, Westport, CT 06880

  Hidden along a private lane in Westport's Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings ever offered. For more than 65 years, it has been held and enjoyed by the same family as a place to gather, unwind, and take in the ever-changing views across Sherwood Island Park and Long Island Sound. Surrounded by protected

  Andrew Whiteley Brown Harris Stevens

  4 Sherwood Island Ln, Westport, CT 06880
• 

  

  /7

  $3,500,000

  • 2 Beds
  • 1 Bath
  • 915 Sq Ft

  0 E Betts Island Unit 24148140, Norwalk, CT 06854

  Opportunities like this are exceedingly rare. Betts Island is one of just 10 private islands off the coast of Norwalk, offering a uniquely private coastal setting and a canvas for imagination. Located approximately one mile offshore, the island is distinguished by its natural land bridge, which connects its two halves and creates a protected cove long favored by boaters. A small bungalow

  Andrew Whiteley Brown Harris Stevens

  0 E Betts Island Unit 24148140, Norwalk, CT 06854
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  /37

  $2,895,000

  • 5 Beds
  • 7 Baths
  • 6,373 Sq Ft

  596 Silvermine Rd, New Canaan, CT 06840

  Classic Colonial in sought-after Silvermine on 4 private acres with protected natural surroundings. A two-story entry opens to an oversized formal living room, while the kitchen flows seamlessly into the family room. Two main-level offices offer flexibility for today's lifestyle. The primary bedroom features a spa-like bath with heated floors and dual walk-in closets. Three additional bedrooms

  Nicola Dougherty Houlihan Lawrence

  596 Silvermine Rd, New Canaan, CT 06840
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  /36

  $8,500,000

  $850K PRICE DROP

  • 7 Beds
  • 10 Baths
  • 9,649 Sq Ft

  18 Tokeneke Trail, Darien, CT 06820

  This magnificent Round Meadows estate with a fantastic 9700 sf house on 5.346 acres of private property is now on the market for the first time in more than 54 years. Located in the private Tokeneke Association with protected land trust property to the East and West of it, Round Meadows is the ultimate in privacy and natural beauty. The owners had the vision to preserve, restore and ultimately

  Robin Stineman William Pitt Sotheby's Int'l

  18 Tokeneke Trail, Darien, CT 06820
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  /30

  $795,000

  • 2 Beds
  • 2 Baths
  • 1,524 Sq Ft

  4 Topping Ln, Norwalk, CT 06854

  Tucked away on a very special private road, 4 Topping Lane offers a rare sense of privacy and charm in Norwalk. This sweet and inviting 2-3 bedroom home features a flexible layout that easily adapts to your needs, whether you're seeking a cozy residence or room to grow. Newly painted and well cared for, the home is ready for its next chapter, with expansion possibilities that offer exciting

  Elizabeth Beinfield Compass Connecticut, LLC

  4 Topping Ln, Norwalk, CT 06854
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  /40

  $3,795,000

  • 5 Beds
  • 5.5 Baths
  • 5,481 Sq Ft

  3 Shorehaven Rd, Norwalk, CT 06855

  Welcome home to the Gold Coast of Norwalk. Location, space and timeless design come together in this stunning turn-key colonial with waterviews of Long Island Sound. Set on one acre in Norwalk's coveted Shorehaven neighborhood, it's just a short walk to Sandy Beach and the Sprite Island Yacht Club boat launch. Custom features and 10-foot ceilings elevate the main level and make it ideal for both

  Darlene Letersky Coldwell Banker Realty

  3 Shorehaven Rd, Norwalk, CT 06855
• 

  

  /19

  $9,250,000

  New Construction Coming Soon

  • 6 Beds
  • 8.5 Baths
  • 11,314 Sq Ft

  175 Brookside Rd, Darien, CT 06820

  Exceptional new construction estate by K&C Builders Inc., set on over 2.5 private acres on coveted Brookside Road. Offering approximately 11,000 SF across four finished levels, this stunning residence features 6 bedrooms, 8 full baths, and 1 half bath. Designed for elegant entertaining and everyday living, the home showcases a spectacular great room, gourmet chef's kitchen, private study,

  Sylwia Kozlowski William Raveis Real Estate

  175 Brookside Rd, Darien, CT 06820
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  /40

  $2,750,000

  • 5 Beds
  • 7.5 Baths
  • 5,508 Sq Ft

  7 Sasqua Rd, Norwalk, CT 06855

  Welcome to Sasqua Hills in East Norwalk. Perched high above Shorehaven Golf Club with sweeping views of Long Island Sound, the iconic estate at 7 Sasqua Road is a rare generational treasure. Built in 1950 and lovingly held by the original family for the past 76 years, this remarkable home has been cherished by five generations. Often described as "Old Hollywood Glamour," the interior has long

  Joseph Passero William Raveis Real Estate

  7 Sasqua Rd, Norwalk, CT 06855
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  /34

  $1,599,876

  $75K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,156 Sq Ft

  30 Pequot Trail, Westport, CT 06880

  Coveted Old Hill neighborhood! This stone and shingle 10 room colonial is detailed with custom millwork, recessed lighting and beautiful hardwood floors throughout. The front to back living room with marble fireplace offers peaceful views through expansive windows. The formal dining room with picture window is adjacent to a generous country kitchen featuring a bay window, granite countertops, a

  Lynn Fraund William Pitt Sotheby's Int'l

  30 Pequot Trail, Westport, CT 06880
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  /25

  $19,000,000

  • 5 Beds
  • 8.5 Baths
  • 8,248 Sq Ft

  207 Long Neck Point Rd, Darien, CT 06820

  This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering two separately deeded parcels ( that create this magical estate to ensure the peace and tranquility of your own private oasis. East facing views are enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned

  Shelly Tretter Lynch Compass Connecticut, LLC

  207 Long Neck Point Rd, Darien, CT 06820
• 

  

  /40

  $5,925,000

  • 6 Beds
  • 9 Baths
  • 6,561 Sq Ft

  3 Stony Point W, Westport, CT 06880

  Located within the highly desirable Stony Point association, this exceptional home offers a rare combination of privacy, water views, and convenience just moments from the train, local restaurants, and everyday amenities. This particular home enjoys private dock membership, providing summer boat access just steps from your door. Completely transformed and expanded in 2016, the home features over

  Debra Shaughnessy Coldwell Banker Realty

  3 Stony Point W, Westport, CT 06880
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  /2

  $700,000

  • Land
  • 1.71 Acres
  • $409,357 per Acre

  350-352 Newtown Ave, Norwalk, CT 06851

  Two separate lots here. Listed separately as well. Buyer to perform all due diligence including zoning, wetlands, septic, survey, and building approvals.

  Sivan Kerins William Raveis Real Estate

  350-352 Newtown Ave, Norwalk, CT 06851
• 

  

  /19

  $1,475,000

  • Land
  • 1.05 Acres
  • $1,404,762 per Acre

  50 Sylvan Rd N, Westport, CT 06880

  ATTENTION BUYERS : FLAT DRY, ONE -OF-A-KIND LAND OPPORTUNITY NOW HUGELY IMPROVED WITH WELL DEFINED SITE PLAN. Do you seek new custom construction no bigger than "about" 4500sf. Are you frustrated by the spec-builder focus on super-sized 7000-to-10,000sf homes that you can't make practical sense of for your lifestyle? Stop wishing for it and take action! Bring your architect or builder to consider

  Martha Eidman Coldwell Banker Realty

  50 Sylvan Rd N, Westport, CT 06880
• 

  /2

  $3,850,000

  Coming Soon

  • 6 Beds
  • 6.5 Baths
  • 5,113 Sq Ft

  30 Inwood Rd, Darien, CT 06820

  Set on 2.9 private acres in one of Darien's most coveted locations, this exceptional 1937 residence seamlessly blends timeless architectural character with modern luxury. Encompassing approximately 5,700 square feet, the home offers six bedrooms, six full baths, and beautifully proportioned living spaces designed for both everyday living and elegant entertaining. A gracious foyer introduces

  Ashley Dineen Compass Connecticut, LLC

  30 Inwood Rd, Darien, CT 06820
• 

  

  /40

  $3,795,000

  • 8 Beds
  • 7 Baths
  • 5,658 Sq Ft

  58 Knollwood Ln, Darien, CT 06820

  This charming and updated colonial home, steeped in gracious style and beautiful natural light, is a great place for entertaining. It's set on a gorgeous professionally landscaped flat acre+ with heated pool and is located on one of Darien's most desirable in-town streets. A spacious living room with fireplace flows into a generous formal dining room and sunroom, both of which have wall-to-wall

  Melinda Beardsley Brown Harris Stevens

  58 Knollwood Ln, Darien, CT 06820
• 

  

  /29

  $890,000

  $25K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,274 Sq Ft

  3 Huckleberry Dr S, Norwalk, CT 06850

  Wonderful West Norwalk Colonial with a stunning new kitchen is waiting for you to be the next owner! 2024 Kitchen with GE Cafe appliances complete with a wine chiller, quartz counters and three smart electric shades. You'll want to cook here! Kitchen/dining room bay window overlooks a beautifully landscaped front yard. New LVP flooring on the first floor and hardwood flooring on the second level.

  Melodye Colucci Keller Williams Prestige Prop.

  3 Huckleberry Dr S, Norwalk, CT 06850
• 

  

  /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
• 

  

  /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
• 

  

  /5

  $2,100,000

  $100K PRICE INCREASE

  • Land
  • 2 Acres
  • $1,050,000 per Acre

  136L Carter St, New Canaan, CT 06840

  Beautiful level property with approved seven bedroom septic. Buy as land or build custom home. All septic, engineering and drainage plans complete. Ready to Build!

  Mitchell Moore Brown Harris Stevens

  136L Carter St, New Canaan, CT 06840

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