Search All Darien Waterfront Houses
We specialize in Darien Waterfront Houses, as well as towns and neighborhoods that are desired by New York commuters. My staff and I are committed to making the purchase and/or sale of your Darien home a pleasurable and rewarding experience.
Our website allows you to search all active Darien homes, condos, & land for sale. It is easy to use and navigate through property searches. You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. It’s updated by the official Realtor’s database every 15 minutes.
All Darien Waterfront Houses For Sale - Updated Every 15 Minutes
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 pa...
- 5 Beds
- 8 Baths
- 24166336 MLS
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 ...
- 5 Beds
- 9 Baths
- 124696 MLS
This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering one acre of east facing ...
- 5 Beds
- 8 Baths
- 24187039 MLS
This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering one acre of east facing ...
- 5 Beds
- 8 Baths
- 125362 MLS
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 l...
- 6 Beds
- 9 Baths
- 24179744 MLS
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 ...
- 9 Beds
- 10 Baths
- 24168537 MLS
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 ...
- 7 Beds
- 9 Baths
- 24165104 MLS
A rare opportunity to own a new construction home with Deeded Beach Rights on coveted Nearwater Lane in one of Darien's most desirable coastal neighborhoods. A seamless b...
- 4 Beds
- 6 Baths
- 24164271 MLS
Privately set on 2.15 beautifully landscaped, park-like acres just minutes from town, this exceptional six-bedroom residence offers a rare blend of timeless elegance, eve...
- 6 Beds
- 9 Baths
- 24191678 MLS
Rare opportunity to experience waterfront living at its finest. Perfectly positioned on the picturesque Five Mile River with 240 feet of direct water frontage, this excep...
- 4 Beds
- 3 Baths
- 24196499 MLS
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 welco...
- 5 Beds
- 8 Baths
- 24082353 MLS
Set behind stone walls on nearly 2 acres, this exceptional 5-bedroom home offers over 5,000 SF of refined living in a truly extraordinary setting. A dramatic 2-story foye...
- 5 Beds
- 6 Baths
- 24198712 MLS
Welcome to 20 Lighthouse Way, where coming home means stepping straight into a waterfront lifestyle. With a private boat mooring and the Long Island Sound at your doorste...
- 4 Beds
- 4 Baths
- 24204574 MLS
Set on 2.19 private acres in a prime Darien location, 222 Brookside Road offers exceptional space, privacy, and opportunity just minutes from town and Cherry Lawn Park. W...
- 5 Beds
- 6 Baths
- 24189523 MLS
Originally the sole residence on Wildcat Road, this distinguished 1925 stone manor blends timeless architectural elegance with a commanding setting. Located within Darien...
- 4 Beds
- 4 Baths
- 24186583 MLS
Completely reimagined and renovated inside and out in 2023, 31 Hancock Lane is a remarkable English stone country residence where timeless architecture meets sophisticate...
- 3 Beds
- 5 Baths
- 24203056 MLS
Exceptional NEW CONSTRUCTION - Walk to Town - Experience a thoughtfully designed home by V&A Construction, a highly regarded local builder known for exceptional craftsman...
- 5 Beds
- 6 Baths
- 24144031 MLS
Welcome to 20 Locust Hill Road, a stunning in-town, new construction opportunity in Darien, CT. This now completed modern colonial/farmhouse-style home, constructed by an...
- 5 Beds
- 5 Baths
- 24170829 MLS
Home with seasonal water views of Holly Pond. Present use: Boarding House. Sold "As Is".
- 8 Beds
- 3 Baths
- 24162337 MLS
Set on one of Darien's most coveted cul-de-sacs, this classic 5-bedroom colonial offers privacy in a wonderful neighborhood. The property sits on a flat, park-like 1.2 ac...
- 5 Beds
- 4 Baths
- 24202625 MLS
Rebuilt in 2007 by an award-winning builder and thoughtfully updated and maintained ever since, this exceptional home offers timeless design, quality craftsmanship, and a...
- 4 Beds
- 4 Baths
- 24201958 MLS
Incredible opportunity to own a beautiful Nantucket-style colonial with four bedrooms, 3.5 baths, and more than 3,100 square feet of living space. This meticulously maint...
- 4 Beds
- 4 Baths
- 24197727 MLS
Turnkey living in the heart of Darien. Offering over 3,500 square feet of beautifully refreshed living space, this 5-bedroom Colonial combines generous proportions, excep...
- 5 Beds
- 4 Baths
- 24201880 MLS
Welcome home to effortless one-level living on a premier, lush one-acre lot in Darien. Available for the first time in 56 years, this beautifully maintained 4-bedroom, 2....
- 4 Beds
- 3 Baths
- 24201408 MLS
Experience the timeless allure of 60 Middlesex Road, a quintessential New England Colonial that perfectly captures the spirit of Darien living. This warm residence offers...
- 4 Beds
- 3 Baths
- 24197232 MLS
From the moment you step onto the front porch, it's clear this 1928 home is something special. Brimming with charm and bathed in natural light, the interior offers a brig...
- 3 Beds
- 3 Baths
- 24204329 MLS
Offered by its original owners for the first time, this well maintained raised ranch sits on a .23-acre lot with a fenced, private backyard with deck and patio in the sou...
- 4 Beds
- 2 Baths
- 24200102 MLS
Own two fully renovated residences on one Darien property, offering the flexibility to live, earn, invest, or create a combination that works for you. 53 Maple Street pai...
- 3 Beds
- 2 Baths
- 24200711 MLS
Delightful cape style home offering effortless and modern upgrades on a private, fully fenced lot in prime Darien. Highlights include classic hardwood floors, a bright li...
- 3 Beds
- 2 Baths
- 24205494 MLS
Highest & Best by 12noon Sept.9th. Charming 1815 Colonial with Character and Endless Potential Step back in time while envisioning the possibilities in this charming 1815...
- 2 Beds
- 2 Baths
- 24199804 MLS
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.