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342 Midlock Rd, Fairfield
$2,750,000
5 Beds ⋅ 7 Baths ⋅ 24134949 MLS
Welcome to an unrivaled sanctuary of sophistication at 342 Midlock Road, gracefully situated in the prestigious enclave of Greenfield Hill. This stately residence, perched on a coveted cul-de-sac off Burr Street, unfurls over two lush acres of meticulously manicured, fully fenced grounds. Upon entry, be enveloped in luxury as you traverse through spaces adorned with custom millwork, nine ft ceilings, abundant natural light and more. The heart of this home is an eat-in chef's kitchen, replete with top-tier stainless steel appliances, which connects you to multiple other spaces for enjoyment or repose. Entertain with panache in the formal dining room, garden room, library, living room or great room. Five fireplaces spread across this generous layout hosting five bedrooms- all ensuite- plus additional oversized office/media room with kitchenette, as well as third floor rec room with attached full bath and access to boutique-style cedar closet. Outdoors, a resplendent oasis awaits, featuring a pristine gunite with pebble sheen pool, granite heat resistant patio and an exquisite pool house with kitchenette and full bath, and expansive stone outdoor kitchen- a sublime setting for al fresco gatherings. A lifestyle of unparalleled elegance and comfort is a given. Every detail of this meticulously maintained home harmonizes to create an estate that epitomizes refined living. This majestic manor reflects pride in ownership and a timelessness that commands to be experienced.

342 Midlock Rd, Fairfield
989 Pequot Ave, Fairfield
$2,750,000
3 Beds ⋅ 4 Baths ⋅ 24058824 MLS
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 stonewalls and exquisitely manicured grounds with year-round specimen plantings, three stone-raised terraces, perfect for outdoor gatherings, an English garden, and ample room for a pool. The house is set back from the road, providing a private and serene setting. Come fall in love with this beautiful coastal Connecticut home just 50 miles to NYC. Ring doorbell & driveway security camera present.

989 Pequot Ave, Fairfield
141 Southport Ter, Fairfield
$2,750,000
5 Beds ⋅ 6 Baths ⋅ 24011503 MLS
Indulge in the pinnacle of luxury living. Located in the desirable enclave of Meadow Ridge in Southport, this stunning home built in 2015, has been beautifully upgraded and elevated by the current owner, with living spaces designed by the renowned Sandra Halstead at The Beehive. Situated on a sprawling 1-acre lot, this home offers over 5000 square feet of living space with the opportunity of an additional 1,700 square feet in the unfinished 3rd floor to suite your needs. Step inside to discover the perfect mix of entertaining and informal living space, garnering 9 foot ceilings on the first floor, five generous bedrooms including a luxurious master suite with walk-in closet and spa-like bath. You'll find many added bonus spaces such as an oversized mudroom, perfect for keeping the home tidy and organized, a substantial wine cellar, and a private first-floor office for those needing to work remotely. Experience the epitome of comfort, style, and functionality, where every detail has been carefully curated for the most discerning homeowner. Location is ideal being walking distance to Mill Hill School, minutes from both Southport and Fairfield train stations and shops, all just 50 miles outside of NYC. Plenty of room for a pool!

141 Southport Ter, Fairfield
70 Meadow Ridge Rd, Fairfield
$2,730,000
6 Beds ⋅ 6 Baths ⋅ 24156627 MLS
Nestled on a picturesque cul-de-sac street in the heart of Southport, 70 Meadow Ridge Rd offers the perfect blend of classic charm and modern convenience. This custom home boasts 6 bedrooms and 5, Bathrooms providing ample space for comfortable living and entertaining. Step inside to discover sun-drenched living spaces featuring gleaming hardwood floors, a cozy fireplace, and an open-concept layout that seamlessly connects the kitchen, dining, and living areas. The chef's kitchen is a dream come true, complete with high-end appliances, quartz countertops, and a spacious island perfect for casual meals or hosting gatherings. The primary suite on both the first and second floors each featuring a spa-like ensuite bathroom and generous closet space. Outside, the meticulously landscaped yard offers a private oasis with a patio, spectacular gunite pool with hot tub, ideal for summer barbecues or quiet mornings with coffee. Located in one of Southport's most desirable neighborhoods, this home is just minutes from the vibrant downtown area, with its charming boutiques, award-winning restaurants, beaches and scenic harbor. Commuters will appreciate the proximity to Metro-North and major highways, while beach lovers will adore being so close to the shores of Long Island Sound. Whether you're looking for a forever home or a weekend retreat, 70 Meadow Ridge Rd delivers the lifestyle you've been dreaming of. Don't miss the opportunity to make it yours!

70 Meadow Ridge Rd, Fairfield
1871 Fairfield Beach Rd, Fairfield
$2,725,000
4 Beds ⋅ 2 Baths ⋅ 24187347 MLS
Premier direct waterfront living w/ ownership extending to the creek side, miles of sandy beach for endless walks, spectacular water views & a pristine 4 bedroom home - Welcome to 1871/1872 Fairfield Beach Road. Set on a .22, level acre w/ additional creek side parking for convenience. From the moment you arrive, the covered wraparound porch invites you to relax & enjoy the gorgeous water views. Inside, sunlight streams through every room, creating bright, airy spaces that feel both welcoming & peaceful. The main level offers spacious living areas, including an eat-in kitchen w/ an island, dining area & laundry room. The inviting family room features a stone fireplace, while the sunroom showcases unobstructed, panoramic water views. The French door opens to an expansive patio & sandy beach, creating the perfect connection between indoor & outdoor living while providing an amazing setting for entertaining or simply enjoying the beautiful waterfront. The 2nd level features 4 bedrooms, including 2 that capture breathtaking water views, along w/ a hall bath. The 3rd level offers flexible space w/ water views, making it ideal for a home office, studio, reading retreat or added storage. Perfectly positioned this home offers the rare combination of tranquil coastal living w/ convenient access to Fairfield's acclaimed restaurants, boutique shopping, train, parks & schools. From sandy beach walks to sunset gatherings, this is more than a home, it is an exceptional lifestyle.

1871 Fairfield Beach Rd, Fairfield
965 Old Post Rd, Fairfield
$2,725,000
5 Beds ⋅ 6 Baths ⋅ 24000570 MLS
Location, location! Steps to beach, town and train yet not in the flood zone, this RARE highly custom home is nestled on a private over-sized lot. Designed by the renowned architect Jack Franzen and constructed by Pinnacle Peak in 2007, this 6-bedroom home is spacious yet cozy with so many upgrades, features and detailed millwork. From the 2-story foyer to the large family room with stunning stone fireplace, there is truly nothing like it. Chef's kitchen with custom cabinetry and island plus a separate dining area with wine bar. Additional den with built-ins plus gracious living room and dining room for holiday entertaining. The 2nd floor features the stunning primary bedroom suite, complete with two walk-in closets, a gas fireplace, balcony, and a luxurious spa bath with soaking tub and glass shower. 3 additional bedrooms including one with an en-suite bath and 2 that share a large full bath. A sitting area overlooking this historic and charming street completes the second floor. Head up to the 3rd floor to discover 2 generously sized bedrooms and another full bath, offering options as a home office, au pair suite or in-law area. The huge surprise is the finished 1600+SF lower level featuring a home gym, full bath, recreation room, laundry room and abundant storage. The fully fenced professionally landscaped yard with irrigation system offers a private retreat that is perfect for hosting parties and the Memorial Day parade. Newer cedar roof, Sonos, 2 car garage and more!

965 Old Post Rd, Fairfield
28 Center St, Fairfield
$2,700,000
3 Beds ⋅ 3 Baths ⋅ 24179343 MLS
Gracious Southport Village/Southport Harbor 3Bedroom, 2 1/2Bath Colonial Home, with Water & Harbor views. Enjoy the convenience of walking to all that Southport Village has to offer; Shops, Markets, Restaurants, Pharmacy, Post Office, and Southport Train Station. View and stroll the beautiful streets and homes all overlooking the picturesque Southport Harbor, Long Island Sound & Southport Beaches!

28 Center St, Fairfield
2821 Congress St, Fairfield
$2,700,000
5 Beds ⋅ 5 Baths ⋅ 24111053 MLS
Located in the heart of Greenfield Hill, "Upper Meadow Farm" is a rare blend of timeless character and modern comfort. Originally dating back to 1835, this storied property at 2821 Congress Street has been thoughtfully expanded and updated over the years, most recently in 2019 by the current owners. The result is a warm, welcoming home where historic details meet a fresh, refined palette. A spacious first-floor primary suite offers privacy and stunning southern views across the property, complete with a fireplace, office, and walk-in closet. The main living areas are gracious yet inviting, ideal for everyday living or hosting guests. Upstairs are four additional bedrooms and three full baths, one currently used as a home office. Step outside and discover the true magic of the property: a beautifully reimagined former blacksmith's barn with a loft, full bath, and bar area-perfect as a guest house, studio, or entertainment space. The pool, added in 2015, is complemented by a stylish pool house featuring a kitchenette, full bath, and generous terracing for summer evenings under the stars. Set on picturesque grounds, this is an exceptional opportunity for those seeking a full-time residence or a weekend retreat in one of Fairfield's most beloved neighborhoods. A truly special home.

2821 Congress St, Fairfield
42 Anvil Rd, Fairfield
$2,699,000
4 Beds ⋅ 4 Baths ⋅ 24191278 MLS
Welcome to Southport! 42 Anvil Rd is a truly custom home, distinctly different in quality and design from the neighboring Toll Brothers builds. Situated on a quiet cul-de-sac with only six homes and backing up to conservation-protected land, it offers exceptional privacy and a serene setting. Step out back to the elevated Brazilian Ipe deck which provides the perfect space for relaxing mornings and sunset dinners. Savor the quiet! Thoughtful details fill every room, from the handsome custom walnut Kitchen island to the stunning Family Room with soaring cathedral ceilings, plentiful windows and French Doors and unique custom finishes throughout. Work from home in the private Office on the main level with a view of your back yard. On the second level, the spacious Primary Suite features spa-inspired luxury with custom wood accents, while three additional Bedrooms accommodate your family and guests beautifully. Do not miss the extraordinary additional living spaces in the Walkout Lower Level including the 5th Bedroom with ensuite Full Bath, a Recreation Room, heated/cooled Full size Gym with 9+ foot ceilings and a heated/cooled two car Garage. 42 Anvil provides versatile living options with the ultimate thoughtful detail. This home is more than just a house, it is a peaceful sanctuary crafted for those who appreciate bespoke design and quality. Come see for yourself how 42 Anvil Rd redefines living in coveted Southport.

42 Anvil Rd, Fairfield
239 Jessica Ln, Fairfield
$2,695,000
4 Beds ⋅ 6 Baths ⋅ 170621949 MLS
Situated on a quiet, coveted Southport cul-de-sac, 239 Jessica Lane is a home of unparalleled distinction. Since being custom built by the current owners, this residence has been meticulously maintained throughout their ownership. One of the most significant enhancements is the magnificent two-story tree house, thoughtfully designed by the renowned local architect, Mark Finley. This extraordinary space offers an oasis of privacy amidst beautifully landscaped ground, designed and maintained by acclaimed Oliver’s nursery. The tree house is the ideal setting for hosting summer dinner parties or enjoying cocktails. It truly defies description and must be seen to be believed. Outdoor enjoyment continues with a custom gunite pool surrounded by an expansive patio, providing a serene retreat for relaxation and recreation. The living areas achieve a seamless blend of both formal and informal spaces. The expansive and well-thought-out design guarantees comfort while maintaining a high level of style and sophistication. One of the home's most delightful surprises awaits in the walkout lower level – an authentic Irish Pub. This whimsical and entertaining space adds a touch of unique character and is sure to be a favorite gathering spot. To fully appreciate the exceptional offerings of 239 Jessica Lane, a personal visit is a must.

239 Jessica Ln, Fairfield
73 Foggwood Cir, Fairfield
$2,650,000
5 Beds ⋅ 6 Baths ⋅ 24188324 MLS
Spectacular custom estate built by Andy Frank in prestigious Greenfield Hill featuring a rare first-floor primary suite w/fireplace, spacious WIC, luxurious spa bath & vaulted ceiling -- a true standout for convenient main-level living. Set on over 2 magnificent landscaped acres on a double cul-de-sac, this home delivers resort-style living w/exceptional privacy. Outside, an oversized free-form gunite pool w/waterfall anchors spectacular entertaining & relaxing areas, complemented by stone walls, a large stone patio, and lovely deck - and enhanced by beautiful mature plantings & deer fencing. Inside, a dramatic double-height foyer w/marble floor leads into a custom EIK with quartz countertops, an oversized island & pantry that opens seamlessly to the lovely family/living room & idyllic backyard. Another larger family room features a custom bar, pool table, built-ins, and a half bath. Three fireplaces, a first-floor library/office, custom laundry room & two staircases complete the first floor. Upstairs, the second floor offers four large bedrooms & two beautifully full baths. The finished walk-out LLevel is an entertainer's dream, complete w/custom wine cellar, full bath, wet bar, multiple entertaining zones, storage rooms & gym space. Exquisite millwork & detail throughout. This private, spacious setting is a short drive to the train for NY commuters, & to vibrant shops, restaurants & the energy of downtown Fairfield & Westport. Natural gas completes this special property.

73 Foggwood Cir, Fairfield
10 Harbor Rd, Fairfield
$2,650,000
4 Beds ⋅ 5 Baths ⋅ 24071036 MLS
Perched adjacent to Southport Harbor, this exceptional property is a hidden gem offering breathtaking water views with privacy and coveted water frontage. Once a barn, this architectural masterpiece has been expertly transformed and expanded to create a home unlike any other-designed to embrace the beauty of its surroundings and maximize year-round vistas.The custom, thoughtfully designed floor plan takes full advantage of the setting, including stunning sunset views and morning tranquility. The heart of the home is the expansive great room, featuring walls of glass that open to a gorgeous stone terrace, perfect for seamless indoor-outdoor living. The luxurious primary bedroom suite offers panoramic water views, a serene retreat that exudes understated elegance.Smartly designed for both privacy and convenience, the main level includes a second primary suite or guest space with a private stone patio, offering flexibility for family and guests. Tucked in a private wing, two additional en suite bedrooms provide the ultimate in comfort and seclusion. The chef's kitchen, equipped with top-of-the-line appliances, serves as both a functional workspace and an inviting gathering spot with its cozy dining area. Outside, the property boasts mature evergreens and flowering shrubs providing a lush and tranquil environment to complement the water views. Ideally located, this home offers easy access to Southport and Fairfield's finest restaurants, beaches, harbor and major commuting routes.

10 Harbor Rd, Fairfield
753 Sasco Hill Rd, Fairfield
$2,650,000
7 Beds ⋅ 6 Baths ⋅ 24051326 MLS
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 to the splendor of this extraordinary .95 acre property. Iconic Sasco Hill is immediately accessible to beaches, Southport Village and Harbor, Ye Yacht Yard, superb dining, world-class shopping, excellent educational and cultural venues, as well as train service to and from New York City. First Floor: Gracious Entrance Hall with hardwood flooring, very elegant, gently curving main Staircase, and French Door to Terrace. Please open Addendum for further description.

753 Sasco Hill Rd, Fairfield
177 High Meadow Rd, Fairfield
$2,625,000
4 Beds ⋅ 5 Baths ⋅ 24166637 MLS
Set on a crescent shaped quiet street with serene seasonal water views, this stunning 2023 built home offers the perfect blend of modern elegance and comfortable living. Featuring four spacious bedrooms, 4 1/2 baths, every detail has been thoughtfully designed for both style and functionality. This beautifully designed open floor plan offers an impressive chef-inspired kitchen with white quartz countertops that effortlessly flows into a spacious living room, creating the perfect environment for both every day living and entertainment. A tastefully appointed dining room, with a custom glass wine cellar by Wine Square. The primary bedroom suite feels like a private retreat, defined by its soaring vaulted ceilings and striking exposed wood beams that add warmth and architectural interest. The suite extends seamlessly into a spacious walk-in closet and an adjoining luxury bath that features a soaking tub, oversized glass shower, and dual vanities. The expansive basement provides incredible versatility, complete with a dedicated cinema room for the ultimate movie night experience. Situated on a meticulously landscaped 1 acre property, the home offers both privacy and space to enjoy. An inviting outdoor entertainment space, ideal for gatherings or quiet evenings, with ample room to add a pool. Finished 3 car garage. This is modern living at its finest; elegant, spacious and designed for both relaxation and entertainment. Close to town, beaches and train. Your dream home awaits!

177 High Meadow Rd, Fairfield
242 Jessica Ln, Fairfield
$2,625,000
5 Beds ⋅ 6 Baths ⋅ 24014287 MLS
Nestled in on a sought-after Southport cul-de-sac, 242 Jessica Lane is a spectacular 5-bedroom, 11 room, 4-full, & 2-half bath estate w/ 5000+ sf, & an additional 780 sf on the finished lower level. You are first greeted by the grandeur of this home w/ the tree lined driveway & wrap around porch complete w/cozy bench swing. Step inside into the 2-story entry featuring generously proportioned rooms & impeccable craftsmanship throughout. The heart of this home is an inviting eat-in kitchen w/ a large island, high end appliances, built-in workstation & dining area that overlooks the park-like back yard. Continue on the 1st level where there is a room for everyone; the elegant formal dining room w/ French doors to wrap around deck, enormous family room w/ vaulted ceiling, custom built-in cabinetry & French doors that lead to the gorgeous back yard, a convenient home office w/ fireplace & built-ins, living room w/ fireplace that leads to a beloved room, the screened in porch w/ panoramic views of the back yard haven. Upstairs there are 5 great sized bedrooms including the primary w/ fireplace & a new spa-like bath. Outside, discover an oasis showcasing the lush yard adorned w/ privacy trees & professionally landscaped gardens, gorgeous stone masonry, & a large Gunite pool, creating a serene environment to enjoy the outdoors in peace & comfort. 242 Jessica Lane offers both tranquility & convenience, ensuring easy access to all local amenities. Not to be missed!

242 Jessica Ln, Fairfield
81 Main St, Fairfield
$2,625,000
4 Beds ⋅ 4 Baths ⋅ 24098244 MLS
CLASSIC PERFECTION IN SOUTHPORT VILLAGE - Circa 1834. With an excellent Southport Village location, this impeccably renovated 4 Bedroom. 3.5 Bath historic house is classic perfection inside and out. Light and airy; stunning interiors are bathed in sunlight, presenting designer lighting & finishes, gorgeous wide plank pine flooring, and thoughtful architectural elements throughout 2650+/- square feet of beautiful living space. A most enchanting Writer's Studio with vaulted ceiling & decorative Fireplace offers an additional and versatile 165+/- square feet. Features include a fabulous new Chef's Kitchen, the Living Room and Dining Room, each with Fireplace, a spacious Primary Suite, very charming Front Porch and Veranda, brick and stone walls, an old capped, stone Well, and an extraordinary Terrace enjoying the serenity and privacy of the lush, professionally landscaped property. Just steps to Southport Harbor and train service to and from New York City, this is truly a very special property in a wonderful location! Historic District. FIRST FLOOR: Gracious Main Staircase. Refined Living Room with exposed beam ceiling, wood-burning Fireplace with soap stone surround and hearth, twin corner cupboards, Guest Closet, and access to the attached Garage. Elegant Dining Room with wood-burning Fireplace with brick surround and hearth, and Atrium doors to Terrace. New Chef's Kitchen with wonderful corner Banquette framed by . . . PLEASE OPEN ADDENDUM FOR FURTHER DESCRIPTION

81 Main St, Fairfield
91 Algonquin Rd, Fairfield
$2,600,000
6 Beds ⋅ 7 Baths ⋅ 24161480 MLS
Iconic Georgian Manor. A rare offering of architectural significance, this distinguished 1922 Georgian Colonial is set on 1.88 acres of level, park-like grounds in a desirable Fairfield enclave. Encompassing over 10,000 square feet, this 6-bedroom estate seamlessly blends historic grandeur with elevated, modern living. A stately presence is immediately felt through classic Georgian symmetry, framed by elegant columns and enhanced by exquisite millwork, intricate moldings, and timeless architectural detailing throughout. Inside, a series of beautifully scaled rooms unfold, each more impressive than the next, including a refined library, private office, sun-drenched solarium, and multiple formal and informal living spaces anchored by seven fireplaces, creating warmth and character at every turn. At the heart of the home, a true chef's kitchen is designed for both everyday living and elevated entertaining, seamlessly connecting to expansive interior and exterior gathering spaces. The grounds are nothing short of resort-caliber, featuring an oversized pool, tennis court, and sweeping lawns that create a sense of total privacy and escape. A fully equipped guest house with gym and sauna offers exceptional flexibility, ideal for extended stays, a wellness retreat, or a private art or music studio. Offered fully furnished, the home is further elevated by beautifully curated furnishings that complement its architectural character and refined aesthetic, creating a seamless

91 Algonquin Rd, Fairfield
1813 Burr St, Fairfield
$2,600,000
6 Beds ⋅ 6 Baths ⋅ 24013170 MLS
Step into this stunning Greenfield Hill residence, where classic-contemporary elegance meets modern living. This turn-key home showcases impeccable craftsmanship and a warm, inviting atmosphere perfect for both grand entertaining and peaceful moments.This home is completely updated, every detail has been meticulously maintained by its owners.The heart of the home features a light-filled kitchen w/ Quartz countertops & double islands which seamlessly flows into the breakfast room & impressive family room w/ cathedral ceiling and captivating fieldstone fireplace. French doors open to expansive granite patio, offering views of lush landscaping and a stunning reverse edge swimming pool with a spillover spa. Pool pavilion w/ kitchen and fireplace, creates a true oasis for relaxation and enjoyment.The main level also includes a grand living room, a formal dining room, an office w/ fireplace adjacent to a full bath, powder room, and a spacious 3-car garage. Upstairs, the primary suite provides a luxurious retreat with sitting room, walk-in closet, and spa-like bath. Additional bedrooms share a Jack and Jill bath, alongside a large ensuite guest room and a well-appointed laundry room. Just down the hall is bonus room offering versatile living space as 5th BR or office, while the finished third floor provides ideal space for play room or gym.The lower level with windows is pre-plumbed and ready to be finished. Walk to Burr Elementary, 10 minutes to downtown Fairfield, 50 mi to NYC.

1813 Burr St, Fairfield
200 Mine Hill Rd, Fairfield
$2,600,000
5 Beds ⋅ 7 Baths ⋅ 24008161 MLS
This distinctive estate in Lower Greenfield Hill offers the ideal blend of Old World style and character with the benefits of high-quality, recent construction. Set on over two acres of exquisite grounds with rich history and provenance, this is a rare find that will enchant you upon arrival. The stone and shingle design of this residence speaks to the quality and timeliness of the interiors that await your discovery. The open floor plan lends itself to effortless entertaining, while stone fireplaces, custom beams and tasteful millwork infuse a sense of history and warmth to the gracious spaces. Distinctive features include the custom gourmet kitchen with Wolf, Miele and Sub Zero appliances, artisanal cabinetry, a butler's pantry and great flow into the family room with an incredible fireplace and cathedral ceiling. The first floor primary suite is a luxurious retreat, complete with a fireplace, elegant private bath and an expansive custom closet. The flexible layout includes spaces for fantastic home office space, in-law suite, staff quarters and much more. Auto enthusiasts will want to take note: this property offers both a three-car attached garage, as well as an incredible five-car heated carriage house offering a total of eight garage bays. The postcard-worthy acreage includes a pool and sunken garden, featured in prestigious garden tours. Imagine an incredibly tranquil retreat that offers direct convenience to town, commuting, and all amenities.

200 Mine Hill Rd, Fairfield
154 Gorham Rd, Fairfield
$2,600,000
5 Beds ⋅ 5 Baths ⋅ 24092857 MLS
Spectacular New Construction in the Sasco Beach Area. Don't miss the rare opportunity to customize and make this home your own.Located on almost a half acre of peaceful, private property, last house on a cul-de-sac, backing up to open land on Sasco Hill. Distant water views, serenity, extensively manicured yard and just steps to South Pine Creek Beach.. a very special quaint beach with life guards in the summer. Almost 4000 sq feet of finished space on three levels w views from every window!!plus an additional 550 Sq feet in basement. Walk everywhere location, near parks, golf, nature paths, walk to town, close to highways and train. The possibilities are endless! Let's meet with the builders and walk the property and go over plans. Opportunity awaits! Construction is under way. Ready late Fall. House is all framed... time to pick your finishes!

154 Gorham Rd, Fairfield
289 Sasco Hill Rd, Fairfield
$2,600,000
3 Beds ⋅ 4 Baths ⋅ 170588567 MLS
Welcome to 289 Sasco Hill Road! This circa 1918 dutch gambrel colonial has been meticulously renovated, top to bottom. The owner kept all the period details one would want in order to maintain the classic New England character (arched doorways, built-in china cabinets, fireplace) while upgrading systems and mechanicals (new plumbing, electrical, roof, whole house generator etc). Kitchen was remodeled to appeal to today’s discerning buyers including high-end appliances and custom solid wood cabinetry. All bathrooms have been fully renovated with marble flooring, Rohl fixtures and custom cabinetry. A pleasant surprise is the finished walk-up 3rd floor which can be utilized as office or playroom space. Outdoor space is a personal oasis with extensive bluestone patio and outdoor kitchen. You get all of this while located on the most desirable street in Fairfield, minutes to everything! All there is to do is to move right in!

289 Sasco Hill Rd, Fairfield
915 Old Post Rd, Fairfield
$2,600,000
6 Beds ⋅ 5 Baths ⋅ 170624296 MLS
Recently featured in Serendipity Magazine, 915 Old Post Rd - an iconic colonial situated on one of Connecticut's most prominent streets in Fairfield's Historic District. Located on a rare .66 acres and beautifully landscaped corner lot, this property boasts the perfect blend of timeless design and modern lifestyle. This stunning property features over 4,500 sq ft of luxury living. Abundant natural light fills the first floor, beginning with the 1912 grand foyer with high-end millwork and wood burning fireplace. Enter into the stunning extra large great room, connecting to the sophisticated formal dining room, which adjoins a top of the line kitchen with sun filled breakfast room and butler's pantry. Enjoy the convenience of an au-pair or first floor guest suite with its own fireplace and full bath. With 6 large bedrooms and a home office, including a spacious third floor accessed by a dedicated staircase, the home offers three levels of living. The backyard is a private retreat, complete with a new heated salt water pool with bluestone patio, dine-in gazebo, outdoor shower, and stone side patio. Rare three car garage can be converted to a pool house. Fairfield's premier dining, nightlife and entertainment destinations are only steps from your front door, and commuters will love the 5 minute walk to the MTA North train station. Host friends and family on your front lawn for the Memorial Day parade or choose to spend the day at the beach.

915 Old Post Rd, Fairfield
48 Dwight St, Fairfield
$2,600,000
5 Beds ⋅ 5 Baths ⋅ 24094902 MLS
Quintessential New England setting embracing miles of Long Island Sound shoreline. Beachwalk Homes presents yet another stunner that checks all the boxes! From the functional open floor plan to the carefully selected fixtures and finishes - designed for those who expect the very best in amenity and unparalleled comfort. Foyer with 12' ceilings and walk-in closet, conveniently linking a half bath, mud rm and garage. Chef's Kitchen, equipped with top-of-the-line Viking appliances, designer lighting, crown molding, custom cabinetry and show-stopping island w/ breakfast bar seating. A formal Dining Rm and adjoining Family Rm showcase a 46" linear gas FP that creates a warm and inviting atmosphere. Slider doors access a staircase to the patio and rear yard area - seamlessly blending indoor & outdoor living space. A home office easily accommodates alternative uses. The Primary Bedroom Suite features his/her WIC's and a spa-like bathroom with white oak double vanity, free-standing tub, generous stall shower and radiant floor heating. Level two boasts 3 addit'l bedrooms, en-suite bath, Jack n' Jill bath and lndry rm. Escape to a third floor Bonus Rm equipped with a wet bar / beverage cooler and complimented by a full bath w/ skylight and private roof deck - ideal for enjoying a little R&R. Professionally designed landscape w/ room for a pool. Cul-de-sac location offers walking distance to downtown Fairfield in one of its most sought-after neighborhoods. Life is better at the BEACH!

48 Dwight St, Fairfield
1081 Hillside Rd, Fairfield
$2,599,000
5 Beds ⋅ 6 Baths ⋅ 24002935 MLS
This stunning estate in Lower Greenfield Hill exudes a warm and elegant classic-contemporary style perfect for modern living. Gorgeous 3.6-acre property with heated gunite pool, 6-car garage, and separate 1BR guest quarters which includes a full kitchen, perfect for in laws, an au pair or separate home office. The main house has a magnificent open floor plan which includes a gorgeous dining room and fireplace, perfectly set up for intimate dinner parties adjacent to the gourmet eat in kitchen with gas fireplace and vaulted ceiling. The living room leads directly into the family room which boasts a splendid 10’ x 5’ fieldstone hearth fireplace and access to the spacious outdoor patio area overlooking the pool. The patio includes a built in grill and outdoor fridge, ideal for hosting dinner parties al fresco. Spacious library/playroom with fireplace opens to the pool via French doors. Work from home in the first floor office with beautiful views of the grounds. The 2nd floor has an amazing master suite with high ceilings, luxurious master bath and two walk in closets, and 3 add'l bedrooms with 3 full baths. The 3rd floor office is bright and private with great storage space. All new exterior shingles, beautiful pea stone walkways reminiscent of English gardens, and meticulously rebuilt stone walls. The estate boasts an heirloom apple orchard and a fenced organic vegetable garden and greenhouse. Exceptional privacy and convenient to town, this property is absolutely spectacular!

1081 Hillside Rd, Fairfield
149 Oyster Rd, Fairfield
$2,589,000
4 Beds ⋅ 5 Baths ⋅ 24053603 MLS
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.

149 Oyster Rd, Fairfield
81 Birch Rd, Fairfield
$2,575,000
5 Beds ⋅ 5 Baths ⋅ 24111791 MLS
Live the ultimate coastal lifestyle in this sensational 5-6 bedroom, 4.5 bathroom Nantucket-style Colonial w/brand new Gunite pool. Set on an oversized, wide lot, this home was recently reimagined by one of Fairfield County's most acclaimed interior designers. Sun-flooded w/9' ceilings & a breezy beach-inspired layout, every detail feels custom & elevated: coffered ceilings, transom doorways, panel moldings, oversized windows, French doors & beautiful built-ins throughout. Gorgeous formal living room & dining rooms. Designer kitchen w/quartz island, top of the line appliances & walk-in pantry. Expansive great room w/gas fireplace & casual dining area w/French doors. Stunning primary suite w/vaulted ceilings, dual walk-in-closets & en-suite bath. Additional bedrooms all graciously sized w/California closets w/both Jack and Jill and en-suite configurations. 3rd floor w/5th/6th bedroom, full bath & additional separate office area. Paradise awaits in the backyard: a show-stopping custom Gunite pool w/auto-close cover & extra-wide bluestone coping, surrounded by multiple bluestone patio areas, specimen trees & plantings, lush lawn, irrigation system & exquisite masonry--creating a truly private, resort-like oasis. Walk to downtown Fairfield restaurants, music venues, public library, Penfield & Jennings Beach, Sherman School playground & fields. Attached 2 car garage, gas, sewer, public water, tons of storage, FEMA compliant. A rare blend of luxury, lifestyle & location:this is it.

81 Birch Rd, Fairfield
159 Lalley Blvd, Fairfield
$2,575,000
4 Beds ⋅ 6 Baths ⋅ 170624397 MLS
Fabulous New Construction! Unique and exquisitely designed, this home has custom imported windows, high ceilings, wide natural oak flooring, elevator ready-all three floors, open floor plan, wrap around decks, designer gourmet kitchen with island, pantry, high end appliances. Open kitchen, dining/living area, study/bedroom, sliders to wrap around deck,4-5 bedrooms with ensuite baths, large 2nd floor main bedroom suite, with cath ceiling, sitting area, lux bath with dual vanities, soaking tub + walk-in shower, 2 custom walk-in closets, deck. Fin 3rd level with full bath+storage, 2 lev gar w room for 2 cars plus room for lift. Front covered porch +maintenance free hardy board exterior with durable decking and azak trim. Enjoy life to the fullest with a maintenance free ICF(insulated concrete forms) home. This home is Storm, Fire, Mold, Rot, Mildew, and termite proof all while saving 50 – 75% on utility and insurance costs. They are warm, quiet and healthy. Located centrally in the heart of the beach area with a short walk to town, with plenty of shops, restaurants, theaters,8 min walk to train, as well as short stroll to the beach with private access! Don't miss the opportunity to own this unique one of a kind custom built home on a spacious and rare .31 level lot. Room for pool! Best block in beach area w wide streets, mature trees and granite curbs+ ending in a cul-de-sac. Walking distance to all schools. LOCATION LOCATION LOCATION! Room for a pool!

159 Lalley Blvd, Fairfield
971 Fairfield Beach Rd, Fairfield
$2,550,000
3 Beds ⋅ 5 Baths ⋅ 24008551 MLS
Captivating panoramic views of Long Island Sound and the historic Penfield Lighthouse are the focal points of this dramatic direct waterfront home on the sandy shores of Fairfield Beach. Sunlight abounds throughout the spacious open floor plan creating the perfect ambience for relaxation and entertaining. The chef worthy kitchen features a large island and breakfast area complementing the breakfast bar which offers an inviting space for gathering friends & family. The adjacent den/office with dry bar & wine chiller provides for quiet enjoyment. A spacious pantry/mudroom/laundry room with a half bath features immediate access to the outdoor shower and the beach beyond. The formal Dining area flows into the sun-filled Great Room accentuated by a stone fireplace, beams and double walls of windows. Double sliders from the great room offer a seamless transition to the outdoor living spaces. A deck overlooking the private patio is framed with essential seagrass above the seawall is enhanced with stunning custom lighting, creating the perfect oasis for year round enjoyment at the water's edge. Gated steps provide convenient access to the beach. The primary bedroom boasts dual decks with sliders providing unobstructed water views, a luxurious bath, dressing room and walk-in closet. Two additional bedrooms complete the upper level, including a totally private guest bedroom with full bath over the attached two car garage which is accessed by separate stairs from the front Foyer.

971 Fairfield Beach Rd, Fairfield
97 Benson Pl, Fairfield
$2,550,000
5 Beds ⋅ 5 Baths ⋅ 24091001 MLS
Custom Nantucket Style Colonial Just Steps from the Beach. Welcome to your dream coastal retreat - an exquisite, nearly new FEMA compliant 5 Bedroom 5 Bath thoughtfully designed home filled with timeless, practical detail & elegance throughout 3 levels of sundrenched living space. Every detail has been carefully curated - from the open concept floor plan to the seamless indoor-outdoor flow that includes a covered patio, firepit, gardens, a sparkling saltwater pool & spa - all designed for year-round enjoyment. Experience breathtaking sunsets & Fourth of July fireworks from the comfort of your private oasis. The heart of the home is a beautifully appointed kitchen with a large center island, walk-in pantry, open to the spacious family room with a fireplace, perfect for entertaining. The luxurious private primary suite features a spa-inspired bath (steel tub that retains heat), 2 walk-in closets and a balcony. A spectacular 3rd floor recreation space includes a 5th bedroom with a walk- in closet, full bath, kitchenette & a screened terrace with sweeping views of Long Island Sound. Work from home in the bright, airy office with French doors opening to a welcoming front porch. Additional features include superior craftsmanship throughout, a full house generator, 6 zone irrigation system, 3 car garage and more! Enjoy the ultimate lifestyle with easy access to Jennings Beach, Sandcastle Playground, nearby marina and fishing pier, short walk/bike ride to schools & a vibrant downtown

97 Benson Pl, Fairfield
494 Hill Farm Rd, Fairfield
$2,550,000
5 Beds ⋅ 6 Baths ⋅ 24015117 MLS
Rare opportunity to own a Stunning Farmhouse Colonial on bucolic 2 plus acres in lower Greenfield Hill. Boasting POOL, SPA, BARN, GREENHOUSE & 3 CAR GARAGE WITH LOFT. Beautifully renovated with discerning custom fit & finishes. Outbuildings include original multi-purpose barn with loft, greenhouse & detached 3 car garage with finish-able loft space. Breathtaking grounds include a sweeping meadow complete with stone walls, split rail fenced property lined with established plantings, gunite pool & spa, a sport court, complete with a courtyard to entertain, barbecue, and play lawn games making this space truly exceptional for outdoor living. Open concept kitchen with french doors to stone patio overlooking the graceful property. Inviting family room with roaring fireplace & custom lacquered mill work. Living room with limestone fireplace, dry bar & library area. Light filled dining room completes the 1st floor. 2nd floor features gorgeous primary suite w/dual walk-in closets, custom cabinetry & a spa like bathroom w/soaking tub, marble shower, heated floors & dual sinks. 3 additional bedrooms including ensuite. The window lined hallway & laundry room overlooking the property is truly special. 5th bedroom or bonus room w/full bath on 3rd flr. Stroll to Greenfield Hill center with specialty shops, restaurants & pilates. Minutes to train, vibrant Fairfield center & Southport Village. Mins to beaches, town marina, golf, tennis & pickleball. Waterfront community 50 miles from NYC.

494 Hill Farm Rd, Fairfield

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