Sasco Hill Road
$11,989,000
Fairfield, CT
House
Rooms: 16
Bedrooms: 8
Bathrooms: 13.5
Web ID: 24026350
Imagine waking every morning to some of the most breathtaking water views on the East Coast. The Sanctuary on Sasco Hill is one of Fairfield County's most coveted properties. With the Manhattan skyline on the horizon, this gated, ultra-private estate features 6 levels of sun-drenched living and a charming 2-bedroom, 2-bath guest house. Blending intimate spaces with grandeur, the lifestyle allows for family comfort and the luxury of lavish entertainment. Floor-to-ceiling windows, French doors, and wood-burning fireplaces create a warm and inviting atmosphere. Granite patios with limestone railings, strategically placed on every level offer spectacular spaces for outdoor gatherings and moments of unparalleled sunrises and sunsets. The primary suite graces the entirety of the top floor, providing panoramic views from its expansive terrace. Six additional en-suite bedrooms with custom finishes and a large media/playroom occupy the 2nd floor. Enjoy summer afternoons by the inviting oval pool with a large shallow...
1410 S Pine Creek Road
$5,988,800
Fairfield, CT
House
Rooms: 13
Bedrooms: 5
Bathrooms: 6.5
Web ID: 170597828
Magnificent private custom built in 2005 Federal Colonial with views of Long Island Sound from every room; 180 degree views to Empire State Building and Freedom Tower; home features quality materials boasting Tiger wood decks with mahogany posts & heavy grade 1/2 thick pressure treated wood and non curling roof shingles; Copper Gutters & Leaders; 5 + BRs and large area with full bath ; 4 fireplaces one of which is in lower level 2600 SF of walk out space elevations in this home are higher than Flood Zone VE elevation of 15 feet.. No interiors photos to respect owners privacy
Fairfield Beach Road
$4,400,000
Fairfield, CT
House
Rooms: 11
Bedrooms: 4
Bathrooms: 5
Web ID: 24035153
Welcome to Turning Point at Pine Creek, where the coastline bends to a point creating some of the most magnificent side-to-side sweeping views the Gold Coast has to offer. This very special beachfront site will offer Connecticut Home's latest architectural masterpiece. A 4000sf state of the art custom build with ultra high-end finishes which will no doubt be one of CT's most remarkable coastline homes. This spectacular home features a compartmentalized open floor plan strategically designed to maximize water views from just about every area of the home. An Amish made custom kitchen, designed by Connecticut Home and built by Millpond Kitchens and Cabinetry, merges contemporary design with timeless style and offers maximum functionality. The open family room plan allows seamless indoor/outdoor living opening to a shaded deck. A lavish master suite, stretching the entire beachside length of the home, paints the ocean through large revealing glass and opens to...
Penfield Road
$4,300,000
Fairfield, CT
House
Rooms: 13
Bedrooms: 7
Bathrooms: 6
Web ID: 24067099
Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7 bedrooms, 5 baths, library with exceptional trim work and french doors leading to an outdoor covered porch and inviting blue stone patio. Expansive family room with welcoming fireplace and grand living room with a second fireplace for festive family celebrations. Chef's kitchen with custom cabinetry and top of the line appliances offers a separate eating area with bay windows. Bedrooms are generously sized with full marble baths and top quality vanities. Opulent master suite provides a perfect place to retreat. The finished third floor with additional living space will surely suits...
Beach Road
$4,200,000
Fairfield, CT
House
Rooms: 12
Bedrooms: 5
Bathrooms: 6
Web ID: 24047166
Introducing an extraordinary modern transitional beach home, where luxury meets the laid-back charm of Fairfield Beach living. This newly constructed FEMA-compliant residence by Falzone Development renowned for his exceptional quality is a sanctuary of elegance and comfort. Inviting open layout and abundant windows create an airy ambiance. Chefs kitchen w/ Wolf, Sub-Zero & custom cabinetry. 5 well-appointed en-suite bedrooms. Incredible Primary suite, where you can wake up to the breathtaking waterviews of the sunrise. Step outside to the rooftop deck, an idyllic setting for relaxation or entertaining offering unobstructed views of LI sound, St. Marys & Penfield lighthouse. This home is not just a residence; it's a lifestyle. With the beach just steps away, you can indulge in the simple pleasure of a daily walk on the sand or embrace the vibrant beach community. The property also features a two-car garage with EV charger, an elevator for easy access to...
987 Pequot Avenue
$3,995,000
Fairfield, CT
House
Rooms: 11
Bedrooms: 6
Bathrooms: 6
Web ID: 170617302
SOUTHPORT CHIC - This home is rented until June 2025. Just steps to the beach, Harbor and quaint Southport Village, this French inspired beauty will make you feel like you've been whisked away to the European countryside although you're just 50 minutes from Manhattan. In the neighborhood of multi-million dollar seaside estates, restored antique homes, and newer builds with that Je ne sais quoi quintessential New England charm, this French Provincial prize is perfectly private, buffered from the road on a picturesque 2.79 acres with magnificent heated pool. Timeless and sophisticated, boasting 5200sf, the large and inviting public rooms with French doors unite the indoors with outside patios and entertaining spaces. You'll adore the high ceilings, elegance, and easy lifestyle in the comfortable sun-drenched spaces: living room with fireplace; oversized dining room; kitchen with large island and breakfast area opening to the family room with fireplace; library with fireplace and...
Penfield Road
$3,700,000
Fairfield, CT
House
Rooms: 10
Bedrooms: 5
Bathrooms: 5
Web ID: 24071014
Experience unparalleled luxury in this exquisite coastal residence, just moments from the expansive sands of Penfield Beach and the tranquil waters of Long Island Sound. This architectural masterpiece comprises 3 floors of meticulously designed living space, ensuring a lifestyle of sophistication and comfort. Enjoy year round invigorating sea breezes from any one of the 5 decks. Stunning kitchen, with custom cabinetry, premium Wolf/Sub Zero appliances and massive center island, flows seamlessly into the family room for informal gatherings. Entertain in style with the gracious formal living room and dining room, anchored by a fabulous see-through fireplace. The primary bedroom suite is an opulent sanctuary, boasting a custom walk in closet and a spa-like bathroom with free-standing tub and steam shower. 4 additional bedrooms, including a private guest wing with full bath, provide ample space for friends and family. Versatile third floor has rec/playroom, gym space, bedroom/bathroom and 2 covered decks....
319 Harbor Road
$3,625,000
Fairfield, CT
House
Rooms: 10
Bedrooms: 5
Bathrooms: 5
Web ID: 170577246
Direct waterfront property with incomparable views across Southport Harbor, the Country Club of Fairfield golf course, and Long Island Sound. Generational opportunity to renovate or create your own vision in this most coveted of locations in historic Southport Village. Set high on a hill, the property faces due South for maximum light and views towards Long Island. Plentiful birdlife and boating activity in all seasons. Property features a circa 1939 Boathouse with bedroom and full bathroom, one of only 24 docks in the harbor, a 2 bedroom guest house and the 3,500 sq. foot main house. Walk to the village, train, and beach. Convenient to town centers of Fairfield and Westport. One hour to Manhattan.
Fairfield Beach Road
$3,599,999
Fairfield, CT
House
Rooms: 10
Bedrooms: 4
Bathrooms: 4
Web ID: 24076339
Gorgeous coastal retreat w/ Long Island Sound views, stunning sunrises & steps to miles of sandy beaches - Welcome Home to 40 Fairfield Beach Road. An incredible location combined w/ a designer home meticulously renovated & completed in 2025. Every detail in this custom home was thoughtfully planned & executed. The homeowner spared no expense in creating a 10 room magazine worthy home. The new chef's eat-in kitchen featuring Quartz counters, large island, top of the line Thermador appliances, cooling drawers, walk-in pantry, butler's pantry & custom in-set cabinetry make cooking & entertaining a delight. The seamless flow from room to room w/ an open floor plan is enhanced w/ abundant natural sunlight streaming in all spaces. Three levels of living, elevator ready, all new hardwood flooring, freshly painted, new doors & updated baths make this home a stand out. Step outside to your screened in porch - the ideal...
Redding Road
$3,495,000
Fairfield, CT
House
Rooms: 11
Bedrooms: 5
Bathrooms: 7
Web ID: 24070965
Welcome home to a breathtaking estate where timeless elegance meets modern luxury. Set on over 3 acres of park-like grounds in coveted lower Greenfield Hill, this extraordinary Colonial is a masterpiece of design offering an open-concept layout, soaring 10 ft ceilings & oversized 6 ft windows throughout; flooding the home w/natural light & capturing spectacular southwesterly views. The chef's kitchen is an entertainers dream w/custom cabinetry, 11 ft island, butlers pantry, walk-in pantry & breakfast room w/ French Doors to deck. Grand family room w/wood burning fireplace & coffered ceiling. Formal dining room stuns w/8 ft. glass doors for wine storage. Gorgeous home office w/custom built-ins & gas fireplace. Upstairs, a sublime master suite w/lit tray ceiling, gas fireplace, extraordinary custom outfitted his & hers walk-in closets, luxurious marble bathroom & breakfast bar w/refrigerator & sink. Add'l 4 large bedrooms all w/walk in closets. Au pair/in law suite w/separate back...
Sasco Hill Road
$2,950,000
Fairfield, CT
House
Rooms: 16
Bedrooms: 7
Bathrooms: 6
Web ID: 24051326
ELEGANT COUNTRY HOUSE ON SASCO HILL - Designed in the classic tradition, with a very private Sasco Hill location, this exceptionally elegant 6000 square foot,5 Bedroom, 5.5 Bath, residence features 4 Fireplaces, an expansive Living Room with Music Alcove, banquet size formal Dining Room, Sun Room, Family Room, a luxurious Primary Suite with 2 beautiful Baths, Dressing Room and a Home Office/Sitting Room, in addition to a wonderful a 2 Bedroom Guest Apartment with Kitchen, Living/Dining Room with Fireplace, and Full Bath, and a 3-Car attached Garage. Refined and sophisticated architecture, throughout 16 beautifully proportioned, sun-dappled rooms, is further evidenced by the exquisite Chippendale style balustrade, encasing the sweeping upper story exterior Porch. Charming stone Terraces, a delightful Koi Pond with Fountain, pastoral lawns, and a 20' x 40' Grecian style Gunite Pool with granite surround and Terrace in a setting, stunning in its simplicity, combine to provide further complement...
Rowland Road
$2,900,000
Fairfield, CT
Vacant Land
Web ID: 24075941
A Ferrari Pininfarina Sergio, a Patek Philippe Sky Moon Tourbillion, 372 Rowland Road, Fairfield (the Beach Area) all very unique, very rare and all valued at or about 3 million dollars. PLEASE REFER TO ENCLOSED VIDEO. This remarkable property has never been on the market and is ideally located within a short walk between Fairfield town center and Rowland Road's private beach, Penfield Beach is just steps away. Other nearby/walk to amenities include the train station, town hall, library, shopping, many excellent restaurants, the town marina, several beaches and Roger Sherman School (walk your children to school). This parcel (1.17 acres), with a fantastic southwestern exposure, is the largest parcel that can be fully developed south of the Old Post Road. This parcel would have a formal, private gated entrance and would support a 7,000 + square foot home with a 4 car garage, pool, pool house, tennis/pickleball court or...
Pequot Avenue
$2,899,000
Fairfield, CT
House
Rooms: 9
Bedrooms: 3
Bathrooms: 4
Web ID: 24058824
Welcome to the prestigious Avenue in Southport. This stunning custom built home boasts an impeccable design and extraordinary craftsmanship. Ideally situated between Southport Village and the beach, it's the perfect location for a short stroll to the train, Pequot Library, harbor, shopping and restaurants. This 3-4 bedroom, 3.5 bath beauty features soaring ceilings, turret shape rooms, custom arches, exquisite moldings and paneling, an abundance of built-ins, two gas fireplaces and more. Enjoy the convenience of the first floor primary suite with luxury bath featuring jetted tub and steam shower, wonderful entertaining spaces including the large eat in kitchen with walk-in pantry/coffee niche, magnificent two-story great room with its richly detailed ceiling, formal dining room, paneled library/game room with wet bar, a second floor family/media room, 2 additional bedrooms and 2 stylish bathrooms and third floor bonus room (optional guest room). This elegant property is perfectly situated and adorned with handcrafted...
Brett Lane
$2,800,000
Fairfield, CT
House
Rooms: 12
Bedrooms: 6
Bathrooms: 8.5
Web ID: 24038355
Discover your private sanctuary at the end of a serene cul-de-sac in Greenfield Hill. This country compound spans 4.5 picturesque acres, enveloping a French-inspired main house with 6 BRs, 4.2 baths, and an enchanting English garden. Step into the elegant formal living and dining rooms, both warmed by inviting FPs, setting the stage for memorable moments. The custom gourmet kitchen, designed for living, opens onto a charming stone patio-perfect for al fresco dining. The first level also houses a sun-drenched family room and a study. Ascend to discover a serene primary suite with a spacious walk-in closet and 5 additional versatile BRs. The estate further offers a unique barn featuring an office, a gym, a squash court and extra living space-catering to every aspect of your lifestyle. Immerse in the stunning landscaping, a beautiful gunite pool, spa, private tennis court, vegetable garden, fruit trees, and stone walls outside. This bucolic...
Oyster Road
$2,589,000
Fairfield, CT
House
Rooms: 10
Bedrooms: 4
Bathrooms: 5
Web ID: 24053603
Gorgeous new construction about to get underway on an amazing and rare .35 acre level lot just steps to the beach. 4200 Sq Feet on 3 levels. 2 CAR garage. Customize this house to your liking now! Ready summer 2025! Room for Pool.
Westport Turnpike
$2,500,000
Fairfield, CT
Vacant Land
Web ID: 24064114
27+ acres of serene land along the Aspetuck River spreading between Fairfield and Weston. (7 acres in Fairfield). A rare opportunity to build your dream home and have seclusion while bordering Westport with all modern day conveniences and shopping. Close to Aspetuck Valley Country Club and golf course, The Patterson Club, Camp Aspetuck and the Connecticut Audubon Society. *All parcels sold together.
All information is from sources deemed reliable but is subject to errors, omissions, changes in price, prior sale or withdrawal without notice. No representation is made as to the accuracy of any description. All measurements and square footages are approximate and all descriptive information should be confirmed by customer. All rights to content, photographs and graphics are reserved to Brown Harris Stevens. Customer should consult with its counsel regarding all closing and tax costs. Broker represents the seller/owner on Broker's own exclusives, except if another agent of Broker represents the buyer/tenant, in which case Broker will be a dual agent, in Connecticut, or , in New York State and New Jersey, a dual agent with designated or disclosed agents representing seller/owner and buyer/tenant. Broker represents the buyer/tenant when showing the exclusives of other real estate firms. In Florida, Broker acts as a Transaction Broker with all sellers and buyers, unless a different form of agency has been established in writing. If you are looking to purchase or rent housing, are using a screen reader, and are having problems using this website, please call 1-212-712-1163 for assistance. All phone charges will be reimbursed by Brown Harris Stevens. Broker actively supports Fair Housing and Equal Housing Opportunities. BHS has adopted the attached policy statement - Prior to showing a homebuyer a property or providing services: (1) BHS does not require identification from a prospective homebuyer, (2) BHS may require a written agreement from a homebuyer before showing properties; and (3) BHS does not require a pre-approval for a mortgage loan in order to show a homebuyer properties. However, based upon the requirements of the seller, the building in which the properties is located, or others, some or all of the foregoing items may be required. Listing information for certain New York City properties provided courtesy of the Real Estate Board of New York's Residential Listing Service (the "RLS"). The information contained in this listing has not been verified by the RLS and should be verified by the consumer. The listing information provided here is for the consumer's personal, non-commercial use. Retransmission, redistribution or copying of this listing information is strictly prohibited except in connection with a consumer's consideration of the purchase and/or sale of an individual property. This listing information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. 2025 The Real Estate Board of New York, Inc., all rights reserved. RLS Data display by Brown Harris Stevens. Powered by Terra Holdings.