Tokeneke, CT homes for sale & real estate

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ABOUT THIS HOME
Tokeneke, CT Homes for Sale
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 combine the best of an elegant and storied past of the original grandeur of its early twentieth century origins with new and soaring modern spaces. They meticulously recreated the splendor of the arches, moldings, windows, light fixtures and even the original sweeping driveway while updating it for th

$9,350,000

7 beds8.5 baths9,649 sq ft

18 Tokeneke Trl, Darien, CT 06820

Totally renovated • Gourmet kitchen • Protected land trust

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ABOUT THIS HOME
Tokeneke, CT Homes for Sale
If prime location and exceptional craftsmanship are what you've been looking for, look no further than 10 Cross Road. Designed and built in 2006 by Louise Brooks & Artisan Builders, this exquisite custom built home is situated on an artistically landscaped knoll in the private Tokeneke Association. Extensive woodwork & moldings, 10 foot & cathedral ceilings, and recent exterior improvements, including new cedar roof, newly paved heated driveway, fresh full house painting, newly constructed front stone wall, and pool updates are just a few of the luxuries you can enjoy at 10 Cross Road. With four levels of living the list of first class features is extensive including a che

$6,795,000

5 beds7 baths6,959 sq ft

10 Cross Rd, Darien, CT 06820

New cedar roof • 1.2 acre lot • 3 garage spots

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ABOUT THIS HOME
Tokeneke, CT Homes for Sale
Introducing one of Tokeneke's most iconic waterfront estates-available for the first time in 50 years. This rare and storied compound is set on 2.4 acres of exquisitely landscaped grounds with 180 feet of private shoreline along Long Island Sound. It offers an unrivaled blend of historic charm, timeless elegance, and breathtaking coastal beauty. A sweeping two-story paneled foyer leads to a gracious formal living and dining rooms with soaring ceilings, fireplaces, and uninterrupted views of the water. Sunlight pours into the sophisticated sunroom-an ideal setting for quiet mornings or refined entertaining. The expansive kitchen and breakfast area open seamlessly to a family room with a gran

$10,895,000

6 beds4.5 baths7,174 sq ft

17 Contentment Island Rd, Darien, CT 06820

Waterfront estate • Private shoreline • Landscaped grounds

ABOUT THIS HOME
Tokeneke, CT Homes for Sale
Charming 3-bedroom Darien colonial on quiet cul-de-sac offers 2,064 sf of beautifully appointed living space on a lush 0.52-acre parcel with large rear private patio with a low maintenance setting with tasteful landscaping. Inside the home flows effortlessly, with a spacious living room featuring hardwood floors and a cozy fireplace. The heart of the home - an open kitchen with center island that seamlessly connects to the dining area and sliders that provides easy access to outdoor entertaining. A flexible upstairs Family room is ideal for a home office, playroom or media lounge. Retreat upstairs to the three well-proportioned bedrooms, including a primary suite graced with hardwood floors

$1,800,000

3 beds2.5 baths2,064 sq ft

5 Wakeman Rd, Darien, CT 06820

0.52 acre lot • 2 garage spots • Built 2010

OPEN TODAY, 1PM TO 3PM

ABOUT THIS HOME
Tokeneke, CT Homes for Sale
World class one of a kind newly constructed modern masterpiece designed by award winning architect Vita Design with stunning unobstructed water views from every room in the house. This custom coastal build sets luxury to the highest level. The home features tall ceilings with an abundance of open space filled with natural light coming in through the floor to ceiling oversized European style windows. The home was thoughtfully designed to form an effortless flow between indoor and outdoor living. Intimately private, yet close to all the great amenities of Darien and Rowayton town center and a convenient drive or train ride to New York City. Set on a spacious 1 acre lot with a pool this home i

$6,600,077

6 beds7.5 baths7,580 sq ft

14 Five Mile River Rd, Darien, CT 06820

Scenic balcony • Gourmet kitchen • High end finishes

Property at 25 Tokeneke Trl, Darien, CT 06820, 5 beds, 6 baths

$8,795,000

5 beds6 baths6,108 sq ft

25 Tokeneke Trl, Darien, CT 06820

Property at 20 Locust Hill Rd, Darien, CT 06820, 5 beds, 4.5 baths

$3,499,000

5 beds4.5 baths6,444 sq ft

20 Locust Hill Rd, Darien, CT 06820

Property at Hay Is, Darien, CT 06820, 6 beds, 7.5 baths

$29,500,000

6 beds7.5 baths8,684 sq ft

Hay Is, Darien, CT 06820

Property at 157 Long Neck Point Rd, Darien, CT 06820, 6 beds, 7.5 baths

$29,500,000

6 beds7.5 baths8,684 sq ft

157 Long Neck Point Rd, Darien, CT 06820

Property at 88 Pear Tree Point Rd, Darien, CT 06820

$4,500,000

— beds— baths— sq ft

88 Pear Tree Point Rd, Darien, CT 06820

Property at 74 Long Neck Point Rd, Darien, CT 06820

$4,000,000

— beds— baths— sq ft

74 Long Neck Point Rd, Darien, CT 06820

Property at 92 Pear Tree Point Rd, Darien, CT 06820

$4,500,000

— beds— baths— sq ft

92 Pear Tree Point Rd, Darien, CT 06820

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COMING SOON

ABOUT THIS HOME
Tokeneke, CT Homes for Sale
Welcome to Mallard's Landing, where peaceful, park-like surroundings meet everyday convenience. This spacious 2 bedroom, 2 full bath first-floor condo offers 1,196 sq ft of single-level living with no stairs, an open layout, in-unit laundry, and thoughtful touches throughout. The remodeled kitchen features a breakfast bar and opens effortlessly to the dining area, complete with a built-in beverage cooler, ideal for entertaining. Two sliding glass doors fill the living space with natural light and lead to a large deck, extending your living outdoors. Tucked into a quiet community yet minutes from everything, you'll enjoy easy access to I-95, the Merritt Parkway, and a growing list of local a

$365,000

2 beds2 baths1,196 sq ft

97 Richards Ave Unit B10, Norwalk, CT 06854

$880 HOA • Pool • Car-dependent

OPEN TODAY, 1PM TO 4PM

ABOUT THIS HOME
Tokeneke, CT Homes for Sale
In one of Darien's most convenient locations, this move-in-ready home is just a short distance to Noroton Train Station, Corbin District, Darien Commons, and nationally recognized Darien Library. The renovated kitchen features new cabinetry, quartz countertops and high-end vinyl floors. A new full bath with step-in shower, quartz counters, and a new washer/dryer sits off the hallway. The first floor formal dining room and living room has a wood burning fireplace, an office/flex room, and a spacious family room with newly refinished hardwood floors. Upstairs offers four bedrooms-two with hardwood floors and two with new carpeting-all with skylights for natural light. The renovated bath inclu

$1,295,000

5 beds2 baths2,844 sq ft

45 Hecker Ave, Darien, CT 06820

7,840 sq ft lot • 2 garage spots • Car-dependent

OPEN TODAY, 1PM TO 3PM

ABOUT THIS HOME
Tokeneke, CT Homes for Sale
Welcome to 97 Richards Avenue #D5! This ranch-style, third-floor unit has it all. Walk into your entryway complete with a huge coat closet and a laundry closet that houses the washer and dryer. The large, open-concept living and dining room make entertaining and everyday-living a breeze and feature wall to wall carpeting and two sets of sliders that lead out to the spacious and secluded balcony - perfect for enjoying those fall nights and admiring the natural landscape. The eat-in kitchen features ample cabinet space, granite counters, subway tile backsplash, and stainless steel appliances - including a brand new dishwasher and garbage disposal! The primary suite offers everything you need

$365,000

2 beds2 baths1,196 sq ft

97 Richards Ave Apt D5, Norwalk, CT 06854

$525 HOA • Pool • Car-dependent

ABOUT THIS HOME
Tokeneke, CT Homes for Sale
Tucked away on a quiet street, in the heart of this vibrant shoreline community of Rowayton, this beautiful 5-bedroom, 3-bath home blends coastal charm with modern comfort. This 2,528 sq ft residence features open-concept living with a state-of-the-art gourmet kitchen, 3 bedrooms on main floor including luxurious primary suite, custom walk-in closets, versatile finished attic, walk-out lower level with laundry room, bonus space and 2 additional bedrooms. Renovations completed in February 2025 include new hardwood floors, energy-efficient windows, exterior siding, HVAC, water filtration system, solar panels, propane for cooking & fireplace, WiFi-controlled underground yard sprinklers,

$1,595,000

5 beds3 baths2,528 sq ft

8 Ledge Rd, Norwalk, CT 06853

0.39 acre lot • Car-dependent

OPEN TODAY, 1PM TO 4PM

ABOUT THIS HOME
Tokeneke, CT Homes for Sale
Renovated & Spacious 3-Bedroom End-Unit Condo in Prime Central Location - Top School District! Welcome to this stunning, fully renovated 3-bedroom, 2-bathroom condo perfectly situated in the heart of town. Offering generous living space, modern upgrades, and unbeatable convenience, this home is ideal for anyone seeking comfort and style with easy access to everything. Step inside to discover an open-concept layout featuring a bright and airy living room, large windows that flood the space with natural light. The renovated kitchen boasts stainless steel appliances, quartz countertops, ample cabinetry, and a spacious island - perfect for entertaining or casual dining. The primary suite

$1,395,000

3 beds2.5 baths1,830 sq ft

16 Ward Ln #16, Darien, CT 06820

$552 HOA • Garage • Pool

NEW CONSTRUCTION

ABOUT THIS HOME
Tokeneke, CT Homes for Sale
Brand New Home in the Heart of Town. Discover this exceptional 6-bedroom, 5.5-bathroom new construction, thoughtfully crafted with the highest quality materials and meticulous attention to detail. Designed for both comfort and sophistication, this home offers a spacious, open flow ideal for today's lifestyle. Enjoy the prime location - just a short walk to town, trains, shops, and restaurants. Everything you need is right at your doorstep. Backyard offers an oasis. .. Set on a rare and expansive lot, the home features a huge, private backyard with access to Stony Brook South cul-de-sac. Key Features: 6 generous bedrooms with ample closets & 5.5 bathrooms Bright, airy open-concept liv

$2,800,000

6 beds5.5 baths6,794 sq ft

130 West Ave, Darien, CT 06820

0.6 acre lot • Car-dependent

Property at 111 Rowayton Ave #302, Norwalk, CT 06853, 3 beds, 3 baths

$4,150,000

3 beds3 baths2,281 sq ft

111 Rowayton Ave #302, Norwalk, CT 06853

Property at 259 Rowayton Ave, Norwalk, CT 06853, 5 beds, 3.5 baths

$3,275,000

5 beds3.5 baths4,274 sq ft

259 Rowayton Ave, Norwalk, CT 06853

Property at 98 Rowayton Ave, Norwalk, CT 06853, 5 beds, 4.5 baths

$3,450,000

5 beds4.5 baths3,581 sq ft

98 Rowayton Ave, Norwalk, CT 06853

Property at 166 Rowayton Ave #2, Norwalk, CT 06853, 3 beds, 2.5 baths

$2,875,000

3 beds2.5 baths2,873 sq ft

166 Rowayton Ave #2, Norwalk, CT 06853

Property at 100 Richards Ave Apt 205, Norwalk, CT 06854, 2 beds, 2 baths

$459,000

2 beds2 baths1,101 sq ft

100 Richards Ave Apt 205, Norwalk, CT 06854

Property at 9 Arnold Ln, Norwalk, CT 06853, 3 beds, 2 baths

$1,299,990

3 beds2 baths2,264 sq ft

9 Arnold Ln, Norwalk, CT 06853

Property at 445 Flax Hill Rd, Norwalk, CT 06854, 4 beds, 3.5 baths

$1,495,000

4 beds3.5 baths3,714 sq ft

445 Flax Hill Rd, Norwalk, CT 06854

Property at 105 Richards Ave #2305, Norwalk, CT 06854, 2 beds, 2 baths

$439,000

2 beds2 baths1,132 sq ft

105 Richards Ave #2305, Norwalk, CT 06854

Property at 13 Joemar Rd, Norwalk, CT 06854, 4 beds, 1 bath

$425,000

4 beds1 bath1,080 sq ft

13 Joemar Rd, Norwalk, CT 06854

Property at 7 Topping Ln, Norwalk, CT 06854, 5 beds, 4.5 baths

$1,400,000

5 beds4.5 baths3,817 sq ft

7 Topping Ln, Norwalk, CT 06854

Property at 3 Turnabout Ln, Darien, CT 06820, 4 beds, 3 baths

$1,395,000

4 beds3 baths2,124 sq ft

3 Turnabout Ln, Darien, CT 06820

Property at 3 Bittersweet Trl, Norwalk, CT 06853, 4 beds, 4 baths

$3,395,000

4 beds4 baths4,254 sq ft

3 Bittersweet Trl, Norwalk, CT 06853

Property at 51 Hale Ln #51, Darien, CT 06820, 1 bed, 1.5 baths

$695,000

1 bed1.5 baths900 sq ft

51 Hale Ln #51, Darien, CT 06820

Property at 47 Pine Point Rd, Norwalk, CT 06853, 4 beds, 4.5 baths

$3,250,000

4 beds4.5 baths2,428 sq ft

47 Pine Point Rd, Norwalk, CT 06853

Average home prices near Tokeneke, CT

Cities

Neighborhoods

West Norwalk homes for sale
$722,000
Springdale homes for sale
$687,500
Rowayton homes for sale
$2,795,000
South Norwalk homes for sale
$680,000
East Norwalk homes for sale
$825,000
Shippan Point homes for sale
$1,950,000
Glenbrook homes for sale
$514,999
Shippan homes for sale
$695,000
Downtown Stamford homes for sale
$539,000
Springdale-Glenbrook-Belltown homes for sale
$609,950

Tokeneke, CT real estate trends

$3.73M

Sale price

+143.5%
since last year

$684

Sale $/sq ft

+5.5%
since last year

Over list price

4.7%

Days on market

Down payment

—

Total homes sold

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