South Norwalk, CT Homes for Sale with Acreage

• 

  

  

  /37

  $788,308

  • 4 Beds
  • 3 Baths
  • 2,838 Sq Ft

  89 Bayne St, Norwalk, CT 06851

  Welcome to this lovingly maintained 4-bedroom home in the highly desirable Cranbury section of Norwalk-proudly built and cherished by its original owner since 1960. Filled with warmth, character, and decades of treasured memories, this home is ready for its next chapter. At the heart of the home is a stunning living room featuring a gorgeous stone fireplace-perfect for cozy evenings and holiday

  

  Susan Hanson

  William Raveis Real Estate

  (475) 269-0056

  89 Bayne St, Norwalk, CT 06851
• 

  

  

  /46

  $6,895,000

  • 6 Beds
  • 8 Baths
  • 6,117 Sq Ft

  Unlisted Address

  Sensational resort-style amenities enhance this architecturally stunning six-bedroom Colonial on 2.29 level acres with pool, pool house, outdoor Kalamazoo kitchen, screened-in porch with heaters, sandbox and garden near schools, shops and trains. Built in 2014, the luxurious interior features wood floors, high coffered ceilings and four fireplaces. Three finished levels reveal chef's kitchen

  

  Spencer Sodokoff

  Houlihan Lawrence

  (475) 244-6867

  Unlisted Address
• 

  

  

  /26

  $919,000

  • 5 Beds
  • 3.5 Baths
  • 2,713 Sq Ft

  16 Eastwood Rd, Norwalk, CT 06851

  This is it!! Welcome to 16 Eastwood! This updated split has it all! Main level features include spacious foyer, half bath, beautiful living room with crown molding, built ins and a fireplace, open concept kitchen to dining room with doors that lead to a spacious professionally landscaped backyard with a blue stone patio. Over the 2 car garage is an updated primary suite with walk in closet,

  

  Leslie Soyland

  William Raveis Real Estate

  (475) 244-1568

  16 Eastwood Rd, Norwalk, CT 06851
• 

  

  

  /40

  $5,995,000

  • 7 Beds
  • 9 Baths
  • 10,143 Sq Ft

  140 Stoneleigh Rd, New Canaan, CT 06840

  Discover the epitome of timeless luxury in this magnificent Colonial Chateau-style residence. Perfectly situated on two flat, meticulously landscaped acres in a coveted walking neighborhood, this home offers unparalleled privacy while remaining just moments from town and top-rated schools. This quiet, no-cut-through street is a haven for outdoor enthusiasts, offering exceptional bike riding and

  

  Aileen Mastey

  William Pitt Sotheby's Int'l

  (475) 264-5527

  140 Stoneleigh Rd, New Canaan, CT 06840
• 

  

  

  /40

  $4,450,000

  • 5 Beds
  • 7 Baths
  • 8,550 Sq Ft

  49 Hillspoint Rd, Westport, CT 06880

  Set discreetly at the end of a long drive and screened by mature landscaping, this exceptional Hillspoint residence offers a surprising sense of privacy in one of Westport's most convenient coastal settings. Just moments from Longshore Club Park, Compo Beach, town and train, it perfectly blends luxury, lifestyle and accessibility. Inside, soaring ceilings and sun-filled spaces create a light,

  Michelle Genovesi William Raveis Real Estate

  49 Hillspoint Rd, Westport, CT 06880
• 

  

  /40

  $4,790,000 Open Sat 1PM - 3PM

  • 6 Beds
  • 6 Baths
  • 6,810 Sq Ft

  8 Haskell Ln, Darien, CT 06820

  This quintessential colonial sits on a quiet cul-de-sac only minutes from town. The main level consists of an updated kitchen, multiple family/living rooms that serve as functional gathering spaces with three wood burning fireplaces, a dining room, two powder rooms and a large three car garage. Front and back staircases lead you up to six bedrooms which includes a primary bedroom with gas

  Emily Klaeboe Cerussi Compass Connecticut, LLC

  8 Haskell Ln, Darien, CT 06820
• 

  

  /40

  $4,695,000

  • 5 Beds
  • 6.5 Baths
  • 6,308 Sq Ft

  21 Fox Hill Ln, Darien, CT 06820

  Set at the end of a coveted Fox Hill cul de sac on a private 1 acre lot, this spectacular 5 bedroom, 6 bath home offers an exceptional lifestyle defined by luxury, comfort, and effortless entertaining. Completely redesigned, the home is surrounded by open, beautifully manicured grounds with a premium lawn and expansive feel, combining privacy and serenity with a setting that feels both special

  Janine Tienken Houlihan Lawrence

  21 Fox Hill Ln, Darien, CT 06820
• 

  

  /38

  $4,495,000

  • 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
• 

  

  /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
• 

  

  /40

  $4,195,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 6.5 Baths
  • 7,200 Sq Ft

  43 Stony Brook Rd, Darien, CT 06820

  This stunning custom-built home, completed in 2005, showcases exceptional craftsmanship and timeless design throughout. Rich millwork, refined architectural details, and high-end finishes create an elegant yet inviting atmosphere across every level. Ideally situated in a quiet, sought-after location, the home offers the perfect balance of privacy and convenience, just moments from town,

  Janine Tienken Houlihan Lawrence

  43 Stony Brook Rd, Darien, CT 06820
• 

  

  /39

  $8,995,000

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /36

  $8,500,000

  • 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
• 

  

  /40

  $3,795,000 Open Sat 1PM - 3PM

  • 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
• 

  

  /38

  $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
• 

  

  /40

  $4,795,000

  • 5 Beds
  • 6 Baths
  • 6,798 Sq Ft

  74 Salisbury Rd, Darien, CT 06820

  Set on nearly 2 private acres in coveted northern Darien, this exceptional custom Colonial offers refined living with timeless design and superior craftsmanship throughout. Detailed with exquisite custom moldings, the home exudes elegance in every space. A dramatic step-down living room with fireplace creates a warm and inviting atmosphere, while the spacious formal dining room is perfectly

  Sheree Frank Houlihan Lawrence

  74 Salisbury Rd, Darien, CT 06820
• 

  

  /40

  $4,750,000 Open Sat 1PM - 3PM

  • 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
• 

  

  /39

  $2,395,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 4.5 Baths
  • 2,928 Sq Ft

  16 Libby Ln, Darien, CT 06820

  Discover the potential of this charming four-bedroom Colonial located in one of Darien's most desirable neighborhoods. Set on just over an acre of beautifully flat, private land with a sparkling pool, this property offers endless possibilities. Built in 1953, the home exudes character and classic appeal, ready for a new owner to renovate, restore, or reimagine. Within walking distance to local

  Nancy Peter Houlihan Lawrence

  16 Libby Ln, Darien, CT 06820
• 

  

  /35

  $13,000,000

  • 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
• 

  

  /40

  $780,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  1 Driftwood Ln, Norwalk, CT 06851

  Welcome to 1 Driftwood Lane, a 3-bedroom split-level on a rare 1.11-acre corner lot in desirable Cranbury. Enter through the energy-efficient front door (2024) into a foyer with coat closet, flowing to an open-concept kitchen and living room. The kitchen showcases quartz countertops (2025), pantry storage, breakfast nook, and updated flooring (2019), while the living room features reinforced

  Joe Balestriere William Raveis Real Estate

  1 Driftwood Ln, Norwalk, CT 06851
• 

  

  /39

  $3,195,000

  • 4 Beds
  • 2.5 Baths
  • 3,881 Sq Ft

  19 Blueberry Ln, Darien, CT 06820

  This is the One! A beautifully updated four-bedroom Colonial set on a quiet street in coveted North Darien, offering the perfect blend of classic charm and modern living. The home features gracious formal spaces including a sun-filled living room, elegant dining room, and inviting den. At the heart of the home, a stunning updated kitchen opens seamlessly to a spacious family room, creating an

  Holly Hurd Houlihan Lawrence

  19 Blueberry Ln, Darien, CT 06820
• 

  

  /15

  $2,200,000

  • 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
• 

  

  /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
• 

  

  /35

  $1,375,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 3,143 Sq Ft

  788 South Ave, New Canaan, CT 06840

  Nestled on a beautiful one acre lot, this charming home blends comfort and convenience. This home has been cherished by the same family for over 44 years. The bright main level flows easily through the living spaces, while the expansive lower level becomes the heart of the home with its spacious family room with fireplace and beautiful built-ins, private office, and fun bar area. Three bedrooms

  Bonnie Sztam William Pitt Sotheby's Int'l

  788 South Ave, New Canaan, CT 06840
• 

  

  /37

  $13,000,000

  • 5 Beds
  • 10 Baths
  • 10,197 Sq Ft

  865 Hollow Tree Ridge Rd, Darien, CT 06820

  Set on 7 acres, this exceptional estate offers a private, sophisticated retreat at the end of a Bradford pear-lined gravel drive. The property includes a 10,000-square-foot main residence with pool and pool house, and a remarkable field house designed by architect Louise Brooks. The main house blends timeless elegance with modern design, while the field house delivers a one-of-a-kind recreational

  Ashley Dineen Compass Connecticut, LLC

  865 Hollow Tree Ridge Rd, Darien, CT 06820
• 

  

  /25

  $19,000,000

  • 5 Beds
  • 7.5 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
• 

  

  /39

  $15,000,000

  • 5 Beds
  • 10 Baths
  • 10,197 Sq Ft

  865 Hollow Tree Ridge Rd, Darien, CT 06820

  Set on 9.4 acres, this exceptional estate offers a private, sophisticated retreat at the end of a Bradford pear-lined gravel drive. The property includes a 10,000-square-foot main residence with pool and pool house, a two-bedroom guest cottage, and a remarkable field house designed by architect Louise Brooks. The main house blends timeless elegance with modern design, while the field house

  Ashley Dineen Compass Connecticut, LLC

  865 Hollow Tree Ridge Rd, Darien, CT 06820
• 

  

  /16

  $1,475,000

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

  50 Sylvan Rd N, Westport, CT 06880

  DREAM YOUR TOMORROW This 1.05 acre of dry, level land that is available for sale, is beautifully sited in the middle of Westport's Old Hill and awaits your imagination. Enter through the original gates of the 1928 Arthur Whiteside Estate at 50 Sylvan North --- the park-like entry to the 25-acre estate built for Whiteside, who founded and headed the commercial credit rating firm of Dun &

  Martha Eidman Coldwell Banker Realty

  50 Sylvan Rd N, Westport, CT 06880
• 

  

  /40

  $889,900

  • 4 Beds
  • 2 Baths
  • 2,481 Sq Ft

  56 Creeping Hemlock Dr, Norwalk, CT 06851

  Set on expansive 1 acre lot in a desirable West Rocks/Cranbury neighborhood, this beautifully updated 4-bedroom, 2 full bath home offers the perfect blend of space, comfort, and refined living. The main level showcases a welcoming living room with a cozy gas log fireplace, Crown lighting and hardwood floor, a spacious dining room, and a stunning remodeled kitchen featuring granite countertops,

  Rafael Byrro William Raveis Real Estate

  56 Creeping Hemlock Dr, Norwalk, CT 06851
• 

  

  /35

  $1,049,000 Open Fri 11AM - 1PM

  • 5 Beds
  • 3 Baths
  • 2,452 Sq Ft

  18 Edith Ln, Wilton, CT 06897

  Welcome to this beautifully maintained 5-bedroom Cape Cod Colonial, perfectly situated on over an acre of flat, usable property in desirable South Wilton. This turnkey home is in mint condition and offers the ideal blend of classic charm and modern updates. Inside, you'll find gleaming hardwood floors throughout and a thoughtfully designed layout featuring three fully updated bathrooms. The

  Lynne Murphy Berkshire Hathaway NE Prop.

  18 Edith Ln, Wilton, CT 06897
• 

  

  /5

  $2,100,000

  • 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
• 

  

  /40

  $1,079,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,378 Sq Ft

  261 Fillow St, Norwalk, CT 06850

  This charming Antique Colonial is set on a serene park like acre in the heart of West Norwalk. This property has been beautifully maintained and updated. The main floor features a spacious living room and dining room both featuring fireplaces, wide plank floors and a Butler's pantry. The updated kitchen has an efficient layout with granite counter tops, a breakfast nook and access to the terrace.

  Todd Gibbons Boost Real Estate Group

  261 Fillow St, Norwalk, CT 06850
• 

  

  /40

  $1,699,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 5.5 Baths
  • 5,095 Sq Ft

  52 Partrick Rd, Westport, CT 06880

  Discover the perfect balance of comfort and convenience with this unique split-level residence that sits on 1.70 private acres, gracefully set back from the road to offer outstanding privacy and tranquility. Step inside to experience spacious, light-filled interiors with an open floor plan, expansive picture windows, and beautiful hardwood floors that seamlessly connect the living spaces-ideal

  Maria Tziolis William Pitt Sotheby's Int'l

  52 Partrick Rd, Westport, CT 06880
• 

  

  /15

  $1,995,000

  • Land
  • 2.31 Acres
  • $863,636 per Acre

  158L Carter St, New Canaan, CT 06840

  Beautiful level property with approved five bedroom septic. Buy as land or build custom home. All engineering and drainage plans complete. Ready To Build! Flat land with stone walls.

  Mitchell Moore Brown Harris Stevens

  158L Carter St, New Canaan, CT 06840
• 

  

  /30

  $1,695,000

  • 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
• 

  

  /10

  $1,895,000

  • Land
  • 2.49 Acres
  • $761,044 per Acre

  152L Carter St, New Canaan, CT 06840

  Beautiful level property with appoved five bedroom septic. Buy as land or build custom home. All engineering and drainage plans complete. Ready To Build!

  Mitchell Moore Brown Harris Stevens

  152L Carter St, New Canaan, CT 06840
• 

  

  /21

  $2,000,000 Open House 5/02

  • 5 Beds
  • 4.5 Baths
  • 6,132 Sq Ft

  201 Ponus Avenue Extension, Norwalk, CT 06850

  Completely renovated in 2025, this stunning home offers a seamless blend of modern design, quality craftsmanship, and thoughtful details throughout. Situated on approximately 1.5 acres, the property provides exceptional space, privacy, and outdoor enjoyment. Inside, the home showcases high ceilings and 6" white oak hardwood floors that create a warm and sophisticated atmosphere. The beautifully

  Carina Caballeros William Raveis Real Estate

  201 Ponus Avenue Extension, Norwalk, CT 06850
• 

  

  /31

  $2,500,000

  • 4 Beds
  • 3.5 Baths
  • 4,260 Sq Ft

  26 Holly Ln, Darien, CT 06820

  Classic Ranch on Expansive Park-Like Acre+ in one of Darien's Most Sought-after Neighborhoods. Nestled on a prime 1.08-acre property, this home offers the perfect backdrop for your dream lifestyle. The light-filled formal living room, highlighted by a wood-burning fireplace and custom built-ins, flows seamlessly into the inviting family room with rich wood paneling and a second wood-burning

  Sara Littlefield BHHS Darien/New Canaan

  26 Holly Ln, Darien, CT 06820

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