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141 Berwick Ave, Fairfield
$455,000
3 Beds ⋅ 2 Baths ⋅ 24190885 MLS
Situated on a quiet dead-end street in the desirable town of Fairfield, this well-maintained 3-bedroom, 2 full-bath single-family home offers comfort, efficiency, and convenience. With approximately 1,200 square feet of living space, the home features a functional layout with bright, inviting rooms throughout. The first-floor living room includes a wood-burning stove, creating a warm and welcoming focal point. Recent upgrades include a modern tankless heating system and solar panels, providing energy efficiency and long-term cost savings. The unfinished basement offers excellent storage and future potential. Outside, a small deck provides a comfortable spot to relax or entertain, while the low-traffic dead-end street enhances privacy and tranquility. Conveniently located near Fairfield's beaches, shopping, dining, parks, and Metro-North train stations, this home is ideal for commuters, first-time buyers, or anyone seeking a quiet neighborhood with easy access to all that Fairfield has to offer. Solar panel contract lease to be transferred to new owner which is not included in the price of the home.

141 Berwick Ave, Fairfield

914 S Pine Creek Rd, Fairfield
$940,000
3 Beds ⋅ 2 Baths ⋅ 24189179 MLS
Whether you are seeking a weekend retreat or a year-round residence, this welcoming home is ideal. In the coveted beach area of Fairfield, enjoy the end-of-street beach access, indoor and outdoor tennis, and golf course just moments from your door, with Fairfield Center only a short ride away. A charming 3 bed, 2 full bath Cape Cod with sun-filled spaces throughout. Open floor plan on the main floor, where double French door sliders from the kitchen and living/dining areas lead to a fenced-in private backyard. Primary bedroom also has slider to private balcony. Convenient laundry room just off the kitchen. Multi-use room above the garage great for hobbies, recreation or working from home. Central AC. Perfect for buyers and investors.

914 S Pine Creek Rd, Fairfield

83 Morehouse Hwy, Fairfield
$1,799,000
5 Beds ⋅ 5 Baths ⋅ 24167698 MLS
Brand-NEW construction Home underway in Fairfield's highly sought-after Lake Mohegan neighborhood, crafted by local builders known for exceptional quality and design. There is still time for buyers to personalize select finishes and create the home of their dreams! Offering over 4,000 square feet of thoughtfully designed living space, this stunning residence is situated on a rare, level .89-acre lot with ample room for a future pool and outdoor oasis. Enjoy an unbeatable location just minutes from Lake Mohegan's beach, walking trails, and recreational amenities, while remaining close to Fairfield's beautiful beaches, Metro-North train service to NYC, award-winning schools, shopping, golf courses, and dining. Designed for today's lifestyle, the open-concept floor plan features 5 spacious bedrooms and 4.5 bathrooms including a fabulous Primary suite and spa like bath, and laundry area; providing exceptional flexibility for modern living. The main level includes a spectacular chef's kitchen, spacious family room with gas fireplace, elegant dining room, and comfortable living areas ideal for both everyday living and entertaining. A finished third-floor bonus space with a full bathroom serves as an ideal fifth bedroom, guest suite, private home office, playroom, or extended family retreat. The lower level offers the option for additional space for a possible: recreation room, gym, media room, or storage. A truly rare combination of: luxury, lifestyle, quality, value, and location!

83 Morehouse Hwy, Fairfield

385 Unquowa Rd Unit 385, Fairfield
$629,900
2 Beds ⋅ 3 Baths ⋅ 24182254 MLS ⋅ Audubon Village BLDG.
The Fairfield lifestyle starts at your front door. Newly priced, vacant, and ready for immediate occupancy, 385 Unquowa Road combines sophisticated, move-in-ready living with an exceptional walk-to-train and downtown location. This beautifully upgraded townhouse offers approximately 1,350 square feet with two spacious bedrooms, 2.5 renovated baths, a private deck, and the uncommon convenience of a two-car attached garage. At the heart of the home is a redesigned kitchen expanded beyond the original layout to provide greater counter space, storage, and functionality. Renovated cabinetry, updated countertops, and newer stainless steel appliances create a polished setting for both everyday living and entertaining. The open living and dining areas feature hardwood flooring, while the living room's custom entertainment center and integrated speakers add a distinctive finishing touch. Sliding doors extend the living space to a private deck for dining, entertaining, or unwinding outdoors. Upstairs, both generously sized bedrooms enjoy the privacy of renovated ensuite baths. An updated half bath serves the main living level.

385 Unquowa Rd Unit 385, Fairfield

360 Autumn Ridge Rd, Fairfield
$999,000
3 Beds ⋅ 3 Baths ⋅ 24182856 MLS
Welcome to this immaculate Contemporary Colonial nestled on a serene cul-de-sac. Enjoy the convenience of being just minutes from town and major highways. The open floor plan features new windows and hardwood floors throughout. Relax by the wood-burning fireplace in the living room, or entertain in the massive dining room with fireplace and sliders to screened porch. Eat-in kitchen with central island, many cabinets and granite counter tops. Step through sliding glass doors to a deck overlooking your private lot adjacent to open space. The first floor features a primary suite w/full bath and a large walk-in closet. The lower level provides space for a gym or office and has a large stone fireplace. Whole house Generac generator and automatic sprinkler system. With proximity to town, shopping, this home offers an exceptional lifestyle. Don't miss your chance to make it yours!

360 Autumn Ridge Rd, Fairfield

406 Harbor Rd, Fairfield
$3,850,000
5 Beds ⋅ 5 Baths ⋅ 24181784 MLS
This is why so many people fall in love with Southport. Set on an extraordinary .83-acre parcel in the heart of the Village, this circa 1874 residence captures the charm, character, and lifestyle that have made Southport one of New England's most treasured coastal communities. Approached by a long drive and set well back from Harbor Road, the home enjoys a level of privacy rarely found in the Village. Hidden from the road, it offers a sense of seclusion that is increasingly difficult to find. Rich with period details and timeless architectural character, the 5 bedroom, 4 full and 1 half bath home sits at one of the highest points on Harbor Road, where cooling summer breezes are a welcome feature. The property also includes a classic antique barn, pool, pool house, attached one-car garage, and detached two-car garage, creating a setting ideal for both everyday living and entertaining. While the home presents an exceptional opportunity for renovation and enhancement, its greatest assets cannot be replicated: its setting, scale, history, and location. For the next steward, it offers the chance to reimagine a treasured Southport property while preserving its authenticity and charm. Enjoy a quintessential Southport lifestyle with easy access to the Village, train station, Pequot Yacht Club, and the soon-to-open Southport General Store and Rose Hill Kitchen. Last offered for sale in 1989, opportunities like this rarely come to market. A true Southport gem ready for its next chapter

406 Harbor Rd, Fairfield

372 Rowland Rd, Fairfield
$2,770,000
24175450 MLS
A Rare Opportunity in Fairfield's Most Coveted Neighborhood. As rare as a Ferrari Pininfarina Sergio or a Patek Philippe Sky Moon Tourbillon-each valued around $3 million- 372 Rowland Rd is a once-in-lifetime offering in Fairfield's Beach Area, combining unmatched location, size and potential. This exceptional 1.2-acre parcel, which has had only 1 owner, is ideally situated between vibrant Fairfield Town Center and the quiet exclusivity of Rowland Rd's private beach-w/ Penfield Beach just steps away. A pleasurable walk connects you to the train station, town hall, library, marina, shopping, fabulous restaurants, several beaches and Roger Sherman School. Enjoy the simple pleasure of walking to school. Boasting a prime southwestern exposure, this is the largest, fully developable parcel south of the Old Post Rd. This is a setting that could support an extraordinary 7,000+sq. ft. custom home with a separate 4-car garage, pool, pool house, tennis/pickleball court or party barn/studio. A private gated entrance would crown this future estate . For comparison, homes in the Beach Area-one of Fairfield's most desirable neighborhoods have sold in the millions of dollars, typically on 1/4-acre lot with limited flexibility. This property's scale and freedom are virtually unparalleled, an ideal setting for an architectural significant family compound. This is a blank canvas for a world class lifestyle - where design, leisure and privacy converge (continued).

372 Rowland Rd, Fairfield

69 Birch Rd, Fairfield
$5,750,000
4 Beds ⋅ 5 Baths ⋅ 24177449 MLS
Your new fully custom near beach luxury residence is ready for you now... Introducing "White Birch", a masterfully executed collaboration between Fairfield County's premier Architect, Builder, & Designer, sets a new benchmark for bespoke coastal living and the effortless estate lifestyle. Every detail has been thoughtfully curated, every finish intentionally elevated, every inch built with specific intention and the highest level of craftsmanship. Completed in 2025 with gunite pool, hot tub, full outdoor kitchen, new patio & shower with changing stall - no expense was spared. Inspired by the world's finest hotels & surpassing that quality on 3 floors of living space: sophisticated & timeless rooms designed for quiet family time or large scale entertaining, peaceful reading nooks, 4 ensuite Bedrooms which includes the luxurious Primary w/balcony, fireplace, walk-in closets, and spa-caliber bathroom with soaking tub & steam shower; media/playroom with vaulted ceilings and full bath with sauna. Timeless paneling, rich ceiling details, organic textures & fabrics, and harmonious natural stone accents create an atmosphere of understated refinement and enduring beauty. Engineered with advanced smart home technology, commercial grade WiFi, & soundproof insulation ensures a seamless at-home experience. Set within the multi-million-dollar enclave of Fairfield Beach and just a stone's throw to the expansive LIS shoreline, this irresistible residence embodies the art of living beautiful

69 Birch Rd, Fairfield

11 Judges Hollow Rd, Fairfield
$925,000
2 Beds ⋅ 2 Baths ⋅ 24176507 MLS
This rare private inholding offers a hilltop property defined by raw beauty and seclusion. The 1930s rustic hunting cabin sits on 1.6 wooded acres at the end of a private drive, surrounded by the 186-acre Brett Woods Conservation Area. The property provides a perfect balance of mature trees, rolling hills, and 18th-century stone walls-all located just eight minutes from Main Street Westport. With trails leading directly from the back door to a secluded pond and hiking paths, it serves as an ideal weekend retreat and a convenient alternative to the Vermont or Connecticut River Valley. Located only 70 minutes from Grand Central via the Westport train station, this home offers easy access to both the Connecticut coastline and deep woods.

11 Judges Hollow Rd, Fairfield

394 Penfield Rd, Fairfield
$4,700,000
6 Beds ⋅ 6 Baths ⋅ 24176873 MLS
IMAGES FROM BUILDER'S PORTFOLIO.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 your family and Lifestyle. Two extra generously sized bedrooms, a full bath, room for a movie theater, a playroom or gym complete this unique oversized beach sanctuary. OPTIONS available: Sauna, Elevator, Wine parlor, Outdoor loggia and Pool. LAND OF 0.31 ACRE IS RARE and OVERSIZED. A TRUE GEM. Please note that is project is a proposed built and that the pictures depicted here are from local and renowned builder NewGenerationHealthyHomes. Inquire today to view or request builder's extensive portfolio and finishes

394 Penfield Rd, Fairfield

4800 Congress St, Fairfield
$9,975,000
7 Beds ⋅ 10 Baths ⋅ 24161896 MLS
The former home of Richard Rodgers, composer of The Sound of Music, this 10.92 acre estate with a stunning modern residence was recently fully renovated and expanded, and offers curated one floor living. Generous main rooms are enhanced by lofty ceilings, skylights and walls of glass. A hidden screening room, a stunning Moroccan lounge, and a guest wing allow for A-list entertaining. Separate residential wings include 7 bedrooms and 7 full baths, each with a unique design. All property systems have been upgraded and integrated to work seamlessly .The barn pool house includes a full eat-in kitchen and lounge, bath ,and full gym steps from the pool. An office pavilion is set privately in a quiet garden area. The park like property is surrounded by high stone walls, a nature preserve, open land, a heated paddle tennis court, and an orchard. Live in ultimate style and easy elegance just a quick commute to NYC and airports. This private haven surrounded by a 155 acre nature preserve is minutes to Fairfield, Westport and Greenwich dining and shopping.

4800 Congress St, Fairfield

775 Sasco Hill Rd, Fairfield
$5,995,000
5 Beds ⋅ 7 Baths ⋅ 24175742 MLS
775 Sasco Hill Road is an extraordinary estate where timeless elegance meets modern luxury. Impeccably renovated and beautifully curated by the current owners, this sophisticated residence offers three full levels of refined living set across five private, park-like acres. A dramatic cathedral foyer and soaring 9-foot ceilings create an immediate sense of scale and light, while the thoughtfully designed floor plan balances grand entertaining with everyday comfort. Formal living and dining rooms, a private library, and a stunning open-concept kitchen seamlessly connect to the expansive family room with vaulted ceilings. Luxurious accommodations include a private guest suite, an elegant primary retreat with dual walk-in closets and a spa-inspired bath, plus additional ensuite bedrooms and a versatile third-floor bonus level ideal for recreation, guests, or a home office. Outdoors, a large stone patio overlooks meticulously landscaped grounds and a spectacular gunite pool, creating a true private oasis. Extensive upgrades throughout the home and property elevate both style and functionality, offering an exceptional lifestyle in one of Fairfield's most coveted locations. Furnishings available for purchase ~ Negotiable.

775 Sasco Hill Rd, Fairfield

173 Puritan Rd, Fairfield
$1,499,999
3 Beds ⋅ 1 Baths ⋅ 24174169 MLS
Located in the highly desirable beach area of Fairfield, this charming and beautifully maintained 3-bedroom Cape, situated on a corner lot, offers the perfect blend of classic character and modern convenience. The newly remodeled eat-in kitchen features granite countertops and stylish finishes throughout. Enjoy entertaining in the formal dining room with beautiful built-in hutches or relax in the inviting formal living room with a cozy wood-burning fireplace. Hardwood floors run throughout the home, adding warmth and timeless appeal. A cozy family room with sliders opens to the private yard, perfect for indoor-outdoor living and entertaining. Just a short walk to beautiful Jennings Beach, shopping, restaurants, train, and more, this home offers the ideal coastal lifestyle in an unbeatable location.

173 Puritan Rd, Fairfield

79 Fairfield Pl, Fairfield
$1,950,000
5 Beds ⋅ 4 Baths ⋅ 24174341 MLS
Set on a level and flat .24-acre lot in the highly sought-after Sasco Hill area of Fairfield, this charming home offers endless opportunities to customize and create your dream living space. Boasting 2,500 square feet of versatile living area, 5 bedrooms- 2 Primary (one w/ full bath, both upstairs), bedroom on main floor, plus 3 full unfinished basements (could easily be finished), a deck, and an outdoor shed. This property perfectly balances comfort and potential. Enjoy unique dual-street frontage, enhancing privacy and offering multiple access possibilities. The fabulous location is walkable from Southport Harbor, Southport Center & train, 10-15 minute walk to Fairfield downtown & train, 5 beaches plus South Benson marina, golf & award winning schools! Equipped with town water, town sewer, and oil heat, this home provides the perfect foundation for your next chapter in one of Fairfield's most desirable neighborhoods. Don't miss the chance to make this wonderful property your own, combining convenience, space, and endless potential in the heart of Sasco Hill.

79 Fairfield Pl, Fairfield

22 Brett Rd, Fairfield
$1,100,000
24166265 MLS
An exceptional opportunity to build your dream home on one of the most desirable and scenic settings in Fairfield. This beautiful, flat 2.65-acre parcel-approved by the Wetlands Com. for a 5-bedroom, 5-bathroom residence with a pool and pool house-offers both privacy and prestige. The property is situated in the estate section of Greenfield Hill. With its driveway access on Brett Road, a designated "Scenic Road," the lot faces the beauty and character of historic Congress Street. The location is unmatched: moments from the 186-acre Brett Woods Conservation Area and the 155-acre Roy and Margot Larsen Wildlife Sanctuary, both featuring miles of walking trails, and equally convenient to the town centers of Fairfield, Westport, and Southport. There are currently no other similarly sized lots available in Greenfield Hill, making this a rare and valuable opportunity. All of this is just one hour from Manhattan, offering an ideal blend of tranquility, convenience, and prestige.

22 Brett Rd, Fairfield

301 Godfrey Rd, Fairfield
$2,299,000
5 Beds ⋅ 5 Baths ⋅ 24159272 MLS
Be inspired to live your best life in this newly constructed Colonial, sited on a beautifully level and private .46-acre lot, an increasingly rare offering in the coveted Lake Mohegan area of Fairfield. Offering end of year occupancy, this home blends quality craftsmanship with a thoughtfully designed floor plan that evolves with you. Light-filled interiors and expansive windows bring the outdoors in, while open gathering spaces blend effortlessly with more intimate retreats, creating a setting equally suited to quiet nights in and entertaining. Upstairs, a well-appointed bedroom layout offers privacy and ease, including a spacious primary wing and flexible options for guests or multi-generational living. The third floor offers versatile space ideal for a home office, studio, gym, or additional living area. The finished lower level adds approximately 900 square feet of additional living space, with the opportunity to expand further to accommodate a home gym, recreation room, or other lifestyle amenities. With room for a pool and outdoor living, this property offers a rare staycation lifestyle with exceptional privacy, just minutes from Fairfield's downtown, beaches, shopping, and commuting options. One-year home warranty included. Renderings for illustrative purposes only; final design and finishes may vary. Square footage reflects prior home per public record.

301 Godfrey Rd, Fairfield

640 Hulls Farm Rd, Fairfield
$8,696,000
7 Beds ⋅ 8 Baths ⋅ 24160984 MLS
Set within artisan stone walls with curated flowering landscapes, this magnificent stone and stucco residence is a masterful tribute to Southport's enduring architectural legacy. Designed to blend seamlessly among the grand neighboring estates of this coveted enclave, 640 Hulls Farm strikes a rare balance: modern in execution, timeless in presence. Construction begins in April with Coastal Luxury Homes, Fairfield County's premiere creator of bespoke residential properties, this 8,560SF masterpiece will embody uncompromising craftsmanship, globally sourced materials, and state-of-the-art systems & technology. Expansive floor-to-ceiling glass invites natural light to cascade throughout the meticulously designed interiors, framing serene views of the manicured grounds and resort-style pool w/spa. The open floor plan is ideal for elegant entertaining and effortless daily living. A chef's kitchen of unrivaled distinction is complemented by a fully appointed scullery, seamlessly supporting both private gatherings and large-scale entertaining. The great room exudes warmth and architectural presence, while the handsome parlor/office opens to an oversized covered porch. The primary suite is a sanctuary unto itself, featuring a fireplace, private terrace, and spa-inspired bath designed for true indulgence. 6 addit'l bedrooms provide luxurious accommodations for family & guests alike. LL is exceptional w/media room, golf simulator, gym, etc. 4 car garage, elevator shaft & much more.

640 Hulls Farm Rd, Fairfield

1131 Sasco Hill Rd, Fairfield
$25,000,000
6 Beds ⋅ 11 Baths ⋅ 24084663 MLS
Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding drive, revealing a breathtaking landscape of curated gardens, rolling lawns, and panoramic water views. Designed for both grand entertaining and intimate gatherings, the estate features a newly built multi-car garage with a second-floor art studio and play space, a new pool, birch garden, and an expansive patio, all seamlessly integrated with the natural beauty of the surroundings. A private dock with stairs to the secluded beach provides direct waterfront access, while a newly added wine cellar and lower-level suite with a full bathroom enhance the home's luxurious amenities. Recent upgrades, including advanced irrigation, outdoor lighting, new A/V system, ensure modern convenience without compromising the estate's historic charm.Featured in Architectural Digest as "a new house with an old soul," the interiors are a masterclass in refined elegance. Every space is thoughtfully curated with serene color palettes, exquisite craftsmanship, and breathtaking water views from nearly every room. Sasco Point is truly one of America's most distinguished waterfront estates. Luxury Perfected!

1131 Sasco Hill Rd, Fairfield

2142-2144 Fairfield Beach Rd, Fairfield
$2,225,000
6 Beds ⋅ 2 Baths ⋅ 24131381 MLS
OPPORTUNITY KNOCKS TWICE - A unique investment awaits with the only two-family home on the Fairfield Beach Road Peninsula featuring private beach access. This fully furnished property offers excellent rental income during the academic season and serves as a relaxing summer retreat for owners-or an additional rental opportunity. Unit 2142 is a spacious four-bedroom residence, each room furnished with a full-size bed; Unit 2144 is a charming two-bedroom creekside unit, each room with twin beds, and private gated access to the beach just across the road. Additional highlights include fresh paint inside and out, a wrap-around deck on the creek side with boat access to Long Island Sound, a convenient laundry room, and an oversized two-car garage with extra storage. Enjoy the best of both worlds-generous year-round rental income and beachside living. Truly, opportunity knocks twice. Owner/Broker

2142-2144 Fairfield Beach Rd, Fairfield

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