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92 Westwood Rd, Fairfield
$1,665,000
5 Beds ⋅ 5 Baths ⋅ 24136428 MLS
Gorgeous new construction on a private tree lined cul-de-sac . Absolutely amazing level yard on almost a half acre w sprinkler system, substantial patio and room for a pool and in addition, space for many other outdoor toys. This 5 bedroom, 4.5 bath home is spectacular from top to bottom. Over 3000 sq. ft on two levels. First level with living room w stunning New Mont Blanc quartzite natural stone fireplace /gas logs plus stunning custom window and sliding doors, dining rm/office, generous mud room with plenty of storage, half bath. In addition this home offers a FIRST FLOOR spacious bedroom with full bath and lg walk-in closet which can be utilized as a primary bedroom. Slight changes can be made to convert this space into an in-law apt w private entrance. Open floor plan with high ceilings plus a spectacular kitchen with seated island and lots of storage. High end Taj Mahal Quartz countertops, plus BOSCH appliances. 3 bedrooms and laundry room on second level plus over 1000 sq feet in the basement with full bath, bedroom, and spacious playroom with fireplace with gas logs plus plentiful storage and additional multi -purpose room. Hardwood floors throughout, Custom European Windows, beautiful trim everywhere, ring doorbell and flood lights w camera. Fabulous area, close to everything. Walkable location. Nearby you will find, golf, highways, shopping, schools and everything Fairfield has to offer.

92 Westwood Rd, Fairfield

365 Toilsome Hill Rd, Fairfield
$1,615,000
4 Beds ⋅ 4 Baths ⋅ 24123685 MLS
Truly One-of-a-Kind. This iconic Fairfield Tudor Revival blends rich architectural heritage with elevated modern luxury. Set on just under an acre, it offers the quiet elegance of a private estate-yet just beyond the drive, sidewalks lead to playgrounds, friendly neighbors, and the charm of a walkable community. Built in stone and stucco with a polychromatic slate roof, copper gutters, and fieldstone details, this home has presence and soul. Inside, original beams, arched doorways, deep sills, wainscoting, three working fireplaces, and a soaring tin ceiling bring warmth and character. Thick stone walls keep it cool in summer, warm in winter, and quiet all year. The reimagined primary suite feels like a five-star spa: radiant stone floors, steam shower, soaking tub, towel warmer, skylight, instant hot water and its own climate zone. All bathrooms and the kitchen feature radiant heat floors. Outside, entertain under the stars with a wood-burning hearth and pizza oven. Full plans available for future kitchen expansion. 10 mins to train, Whole Foods, and just 5 miles to the beach. This is turnkey luxury-timeless, stylish, unforgettable.

365 Toilsome Hill Rd, Fairfield

67 Valley Cir, Fairfield
$1,410,000
5 Beds ⋅ 5 Baths ⋅ 24186539 MLS
Welcome to this exceptional 5 bedroom, 4.5 bath home set on a .58 acre cul de sac. Step inside to find spacious rooms throughout. The generous layout creates an inviting atmosphere that feels both open and comfortable, ideal for relaxing and hosting gatherings. At the heart of the home is a newer chef's kitchen, featuring top of the line appliances, quartz counters, and an oversized island. The exceptionally large living room with gas fireplace flows into the dining room. There are wood floors in the living room, dining room, kitchen, hallway, 1 bedroom and underneath the carpet in the soundproof music room. The spacious primary bedroom suite serves as a private retreat, complete with 2 walk in closets. The primary bathroom has a new oversized shower, new counters, walk in closet and wood cabinets. The lower level includes a home theater/family room, with a large walk in closet and 2 bedrooms or one as den/office. Step outside to your private backyard which includes a covered patio next to an in ground Gunite pool, new filter, pump and Wifi surround sound system. Car enthusiasts and hobbyists with appreciate the rare 4 car garage w/ an electric vehicle hookup. There are 3 refrigerators and 3 cedar closets. In case of a power failure there is a generator with hookup. Feel secure with 3 Nest cameras and full window/door security system. There is a fixed $700 monthly bill for solar panels that includes a new roof. Contingent on the owner finding suitable housing. Owner/age

67 Valley Cir, Fairfield

594 Stratfield Rd, Fairfield
$1,389,000
6 Beds ⋅ 4 Baths ⋅ 24197129 MLS
Classic New England charm meets today's modern updates in the heart of Stratfield Village, where beautifully renovated interiors are matched by an extraordinary backyard rarely found in Fairfield. Set on a beautifully landscaped half-acre, this six-bedroom, three-and-a-half-bath Colonial has been thoughtfully renovated while preserving the warmth, character, and craftsmanship that define a classic New England home. A stunning renovated kitchen serves as the heart of the home, complemented by beautifully updated baths, spacious living & dining areas, abundant natural light, & an inviting floor plan that is as functional as it is welcoming. Step outside and discover what truly sets this home apart. The professionally landscaped grounds are centered around a heated in-ground pool & charming pool house, creating a private outdoor retreat designed for relaxing & entertaining. Expansive lawn areas, mature plantings, a greenhouse, and a separate garage outbuilding provide endless opportunities for gardening, recreation, hobbies, a workshop, or addt'l storage. Ideally located in one of Fairfield's most desirable neighborhoods, you'll enjoy the charm of Stratfield Village just minutes from Fairfield's vibrant town center, beaches, Metro North train service, parks, restaurants, shopping, & top-rated schools. A rare opportunity to own a beautifully updated Colonial where timeless architecture, exceptional outdoor living, & location come together in one remarkable property.

594 Stratfield Rd, Fairfield

73 Inwood Rd, Fairfield
$1,375,000
6 Beds ⋅ 4 Baths ⋅ 24180856 MLS
Step into the timeless elegance of this gracious 1920s 6-bedroom, 3.5-bath Colonial, nestled on one of Fairfield's most beautiful and coveted streets. Surrounded by neighboring homes with equally exquisite architecture and sweeping lawns, 73 Inwood Road has been a cherished home filled with good cheer and great memories for over 53 years. Special features of this grand dame include gorgeous hardwood floors, multiple French doors, a grand front Entryway and both front and back staircases. The main level offers exceptional flow: Spacious Formal Living and Dining Rooms, a cozy Den with working fireplace, 3-Season Screened Porch, and sun-drenched Breakfast Room. A functional Butler's Pantry enhances the formal spaces. Enjoy seamless indoor-outdoor living with not one but two bluestone terraces - a spacious rear Patio, perfect for outdoor entertaining and a covered front Terrace off the Living Room to watch neighbors and friends passing by. The park-like grounds are dry, level and provide just the right amount of sunshine for lush, green grass and trees for a bit of shade. With 4 Bedrooms on the 2nd level and 2 additional Bedrooms and Full Bath on the finished 3rd floor, this very special home offers a rare opportunity to own a piece of Fairfield history, near top-tier schools, parks, golf courses, Merritt Pkwy and Black Rock Turnpike's dining and shopping. Natural gas heat, a 12-year old roof and newer exterior paint job enhance the maintenance comforts of 73 Inwood Road.

73 Inwood Rd, Fairfield

200 Jackman Ave, Fairfield
$1,365,000
4 Beds ⋅ 3 Baths ⋅ 24159785 MLS
ALL OFFERS DUE BY 5PM MONDAY APRIL 13. This enchanting, home exudes charm from the moment you arrive. Wisteria, boxwood, climbing hydrangea...the beautifully curated landscaping will draw you in and invite you to explore. Inside, the rooms are elegant yet comfortable, with unique architectural details throughout - from the striking fireplace mantel acquired from a Park Slope brownstone, to intricate hand-carved wall paneling brought over from Paris, and exquisite detail on the family room ceiling. The chef's kitchen with Wolf and Viking appliances features a separate Breakfast Room, along w/ access to the back patio for morning coffee. The adjacent light-filled Family Room could be a formal Dining Room if desired. The Library is the ideal office or potential 1st fl. bedroom with connected Full Bath. A spacious Living Room currently doubles as a Dining Room and lovely entertaining space. Up the curved staircase to the 2nd floor, the luxurious Primary BR with walk-in closet and marble ensuite is a restful retreat. 2-3 Additional Bedrooms and a Full Bath, plus a bonus playroom/workspace offers flexibility. Finished Den and Laundry Room in the Lower Level. The covered veranda, set in a lovely garden, is perfect for morning yoga or relaxed evenings surrounded by nature. Dine al fresco on the elevated stone terrace, or wander up the stone steps to a level grassy area, perfect for a swingset or game of badminton. Walk to Lincoln Park/Playground. Don't miss this magical home

200 Jackman Ave, Fairfield

419 Valley Rd, Fairfield
$1,350,000
4 Beds ⋅ 5 Baths ⋅ 24131701 MLS
$90,000k Price Improvement - Making 419 Valley Road an amazing opportuity to own a gorgeous new 4 bedroom home on 1.3 acres for under $1.5M - something you simply cannot find elsewhere in Fairfield! Luxurious, like new construction home located in the desirable Stratfield Village neighborhood of Fairfield. Total interior renovation, including full second floor and additional two car garage was finished in 2025. This gorgeous property sits on 1.3 acres and features a modern, open-concept kitchen, four spacious bedrooms, three full bathrooms, two half bathrooms, and two dedicated home offices. The very spacious primary suite features walk in closets and a heated floor in the primary suite bathroom. An under the house garage adds an additional garage space, giving this home a three car garage. The home boasts a new roof, all new mechanicals, spray foam insulation, hardie back siding. All appropriate permits are with Town of Fairfield.

419 Valley Rd, Fairfield

112 Eastwood Rd, Fairfield
$1,230,000
5 Beds ⋅ 4 Baths ⋅ 24128730 MLS
Welcome to 112 Eastwood Road ~ nestled on one of Stratfield's most sought after streets, this timeless classic 1929 Colonial home offers 5 bedrooms and 3.5 baths. Welcome guests onto your front porch and into the gracious foyer that sets the tone for this home offering both classic vibes and modern comfort. You won't believe the generous room scale this home offers, coupled with the amount of flexible entertaining spaces. Natural light pours through the large windows highlighting the beautiful living room with fireplace. The stunning chef worthy eat in kitchen flows seamlessly into the dramatic family room. From the graceful stairwell to the second level you have the primary bedroom with adjoining primary bath and 3 additional spacious bedrooms serviced by a hall bathroom. Need a private place for guests? Third floor has a perfect guest suite with a full bathroom. Outside, the park like property offers the perfect setting for entertaining and relaxing. Loved by the current owners, this special home offers charming built ins, spacious mudroom with laundry and endless opportunity in the unfinished lower level. Make Stratfield Village your new home - known for its cherished sense of community and Apple Pie charm as quoted by the NYTimes. Gas Line to home already exists for an easy conversion if needed.

112 Eastwood Rd, Fairfield

178 Crest Ter, Fairfield
$1,135,000
4 Beds ⋅ 3 Baths ⋅ 24169245 MLS
Turnkey multi-level 4-Bedroom, 2 1/2 Bath Home located on a tree-lined street in the quiet North Stratfield Neighborhood. Entertaining is a breeze welcoming guests into a spacious living room with wood burning fireplace, separate dining room and a powder room on main level. Completely remodeled kitchen (2020) with quartz countertops and stainless-steel appliances. Sunny and bright with large window overlooking a sprawling yard on .3 acres. Four sizable bedrooms -including a primary bedroom en suite just a few steps up give privacy from your day to day - and is equipped 2 full bathrooms. Just a few steps down from main level is a family room with separate laundry/mudroom and access to a 2-car garage. Private yard is a beautiful, lush oasis surrounded by arborvitaes, mature greeneries, meticulous landscaping and a wildlife fence. Entertain three - even all four seasons round with new deck, built-in fire pit, outdoor landscaping lights, and outdoor speakers. Extra Basement Space offers Entertainment/TV Room, Office, PLUS 2 Storage Closets and separate utility closet, sump pump, CT Basement System (2012) - Lifetime Warranty. INCLUSIONS: Lighting Fixtures, Curtains & Shades. MECHANICALS: Boiler 5yrs, HVAV 5yrs, Oil Tank ~10yrs. NOTABLE UPGRADES: Alarm System, Sprinkler System, Nest Thermostats, CT Basement System, Sani Dry Dehumidifier, Outside landscape lighting and outdoor speakers.

178 Crest Ter, Fairfield

73 Fairmount Ter, Fairfield
$1,125,000
4 Beds ⋅ 2 Baths ⋅ 24178282 MLS
Update: Offers are due at 6pm on Saturday, June 20th. Welcome to 73 Fairmount Terrace, a quintessential Connecticut Colonial nestled on one of the most coveted, tree-lined streets in the heart of Stratfield. This home perfectly captures that elusive balance of timeless architectural character and the modern upgrades essential for today's lifestyle. The craftsmanship is evident as elegant crown moldings and custom plantation shutters add a layer of sophistication to every room. The heart of the home is the kitchen, appointed with Carrera marble countertops and a built-in banquette -- the ultimate spot for a morning coffee or casual weeknight dinners. Outside, the property is an entertainer's dream. Transition through the newer windows to a private backyard oasis, fully fenced for peace of mind. You'll spend your summers hosting on the expansive slate patio, made even more convenient by an outdoor shower and a lush lawn kept green by a full irrigation system. With natural gas and city water, the mechanicals are as reliable as the home is beautiful. The home is the backdrop for your next chapter in one of Fairfield's most beloved enclaves. A short stroll from Jackman Park and part of the Stratfield neighborhood, known for its community block parties and friendly atmosphere.

73 Fairmount Ter, Fairfield

400 Buena Vista Rd, Fairfield
$1,121,500
4 Beds ⋅ 3 Baths ⋅ 24191428 MLS
Rich with history, warmth, and timeless craftsmanship, this beautifully updated 1927 Tudor captures the heart from the moment you arrive. Bathed in natural light, every room tells a story, where graceful arched doorways, high ceilings, and thoughtful architectural details blend seamlessly with modern updates designed for today's lifestyle. Life unfolds effortlessly here. The eat-in kitchen, complete with a charming butler's pantry, is bright and spacious. Mornings begin with coffee in the sunroom. Friends gather around the wood-burning fireplace as conversations linger long into the evening. Dinners are enjoyed in the elegant dining room, while a seamless flow from room to room makes everyday moments feel just as special in spaces designed to connect, comfort, and inspire. Four gracious bedrooms, 2.5 updated baths and flexible living areas provide room to grow, work from home, entertain, and simply enjoy life's quieter moments. Step outside to a landscaped, fully fenced backyard where an expanded patio becomes an extension of the home-perfect for summer BBQs and children at play. Set within Fairfield's beloved Stratfield Village, where tree-lined streets, sidewalks, and welcoming neighbors create a true sense of community, this is more than a beautiful Tudor. It's the kind of home where memories are made, traditions begin, and every day feels a bit more meaningful.

400 Buena Vista Rd, Fairfield

22 Shadybrook Rd, Fairfield
$1,110,000
4 Beds ⋅ 4 Baths ⋅ 24185845 MLS
THANK YOU FOR YOUR STRONG INTEREST. PLEASE SUBMIT YOUR BEST OFFER BY MONDAY 7/13 @ 2PM. Beautifully updated, this magazine-worthy Colonial showcases hardwood floors throughout & a thoughtfully designed layout ideal for both everyday living and entertaining. The well-appointed kitchen features stainless steel appliances and flows seamlessly into the dining room with a cozy fireplace, inviting living room, and chic den/home office. Upstairs, the spacious primary suite boasts a recently renovated ensuite bathroom, while three additional generously sized bedrooms offer ample closet space and flexibility for family or guests. The recently finished lower level adds valuable living space and includes a convenient half bath and wet bar, making it perfect for a recreation room, home gym, or media room. Step outside to your own private backyard oasis, thoughtfully redesigned with a custom patio featuring integrated lighting, a new hot tub (2026), privacy fence, irrigation system, and storage shed-creating the perfect setting for relaxing or entertaining. This meticulously maintained home has been enhanced with numerous additional updates, including an on-demand tankless gas heating and hot water system, Thermopane windows, a new roof (2022), new driveway, and alarm/security system. Ideally located in the desirable Stratfield neighborhood, this move-in-ready home offers convenient access to the Merritt Parkway, Sacred Heart University, shopping, dining, parks, and major commuting route

22 Shadybrook Rd, Fairfield

1146 Valley Rd, Fairfield
$1,090,000
4 Beds ⋅ 4 Baths ⋅ 24189243 MLS
HIGHEST & BEST OFFERS DUE WEDS, JULY 15 @ 12PM. At 1146 Valley Rd, you can experience a picture-perfect lifestyle most people dream of. Positioned across from Horse Tavern Brook and the historic stone bridge, you'll feel transported to a storybook setting where nature surrounds you, yet shopping, dining & everyday conveniences are minutes away. High-end fixtures, energy-efficient upgrades create a move-in ready home that is both smart & stylish. In the kitchen, SS appliances complement the quartzite countertops and full backsplash, a unique feature not found in many homes; it also features farmhouse sink, custom cabinetry, 6-burner Thermador range, oversized island & bev cooler. The living room, anchored by a fireplace, dining room, sunroom, mudroom & half bath are steps away. On the second floor, the primary bedroom is stunning and cozy with a walk-in closet, shoe closet, and luxurious bath dressed in marble. 2 additional bedrooms and a full bath complete the second floor. The finished third floor features a bedroom, office & half bath. The patio is ready for summer gatherings, while the lawn offers plenty of room for yard games and outdoor fun before leading to the detached two-car garage. A stone wall and twinkling cafe lights create an enchanting backdrop. Stratfield is one of Fairfield's most sought-after places to live, known for its tree-lined streets, welcoming community. Luxury, charm & convenience merge creating a space that truly feels like hom

1146 Valley Rd, Fairfield

107 Benedict Ave, Fairfield
$1,050,000
3 Beds ⋅ 3 Baths ⋅ 24200570 MLS
Welcome to your home sweet home in the heart of Stratfield. Friendly, walkable neighborhood one block to Lincoln Park/Playground. This classic colonial on a spacious .3 acre lot, is the home you've been waiting for. You'll adore the traditional Living Room with fireplace and charming built-ins, as well as the elegant Dining Room perfect for casual meals and special occasions alike. The Kitchen is warm and inviting, with gorgeous butcher block countertops and farm sink, a lovely breakfast spot with views to the backyard, and glass sliders to the spacious deck. The generous Family Room offers the ultimate in flexibility, and could be a perfect In-Law or 1st Floor Bedroom. The Three-Season Porch is a serene spot to catch up with neighbors or just watch the world go by. A main floor Full Bath as well as a Powder Room, provides convenience. Upstairs you'll find a Primary Bedroom with walk-in closet, Two Additional Bedrooms and a Full Bath. The Finished Third Floor could be a 4th bedroom, Playroom or Office. And a partially Finished Lower Level is great bonus space for work or play, with plenty of storage as well. Relaxing and entertaining outside is a pleasure with a beautiful stone patio right off the enclosed porch, or lounge or grill on the deck. Ideally located close to Black Rock Tpke shopping, the Merritt and Lake Mohegan. 10 minutes to the Train and Downtown Fairfield, 15 minutes to the beach. You're going to love this home!

107 Benedict Ave, Fairfield

89 Random Rd, Fairfield
$1,020,000
3 Beds ⋅ 3 Baths ⋅ 24169984 MLS
Follow the stone steps to this split-level in one of Fairfield's most sought-after neighborhoods. Inside, the open-concept living/dining room is where daily life naturally unfolds, grounded by hardwood floors and a large window that frames the backyard. The outdoors is always within view, while the layout naturally supports everything from lively gatherings to relaxed dinners. The screened-in porch extends the living space; it's the kind of space you'll gravitate toward throughout the seasons. The front room is one of the home's most versatile and thoughtfully designed spaces, anchored by custom built-ins, a bay window, and designed with entertainment in mind. The kitchen is full of opportunity and has a skylight, built-ins, and breakfast nook, ready for you to create a kitchen tailored to your style. Upstairs, the primary suite has two closets and an en-suite bath. Two additional bedrooms share a hallway bathroom with a bathtub. The walkout lower level introduces a more private, relaxed side of the home with an office and bedroom. Whether imagined as a guest suite, media room or home office, these flexible rooms add another layer of livability. Set on a picturesque half-acre in Stratfield, this home offers a rare blend of comfort, space & opportunity, minutes to schools, golf courses, parks, Stratfield Four Corners, the train & Merritt. With sun-filled rooms and natural connection to the outdoors, 89 Random Rd offers a warm and inviting lifestyle in a close-knit neighborhood

89 Random Rd, Fairfield

893 Church Hill Rd, Fairfield
$1,015,000
4 Beds ⋅ 3 Baths ⋅ 24191844 MLS
A MUST SEE. Step inside this oversized quintessential New England home and discover the perfect blend of casual luxury, modern comfort, and unforgettable entertaining space -all enhanced by the convenience and flexibility of TRUE FIRST-FLOOR LIVING. The heart of the home is the expansive open-concept kitchen and dining area featuring custom white and oak shaker cabinetry, quartz countertops, brand-new KitchenAid appliances, and an oversized island with ample seating. Wide-plank oak floors run throughout the first floor, adding warmth and sophistication. The dramatic family room impresses with soaring ceilings, abundant natural light, and a cozy fireplace - perfect for both quiet nights and large gatherings. Stunning sliders open to a beautiful deck overlooking a massive private backyard framed by mature trees. The desirable first-floor primary suite offers dual closets and an updated en suite bath with a large walk-in shower. A flexible space off the dining area works perfectly as an office, playroom, or lounge. Upstairs are three spacious bedrooms with large closets and a stylish new full bath. Additional highlights include first-floor laundry/mudroom and an oversized double garage ideal for a classic car, storage, or a workshop. (Garage sold as-is.) Many NEW upgrades - NEW Oil Tank, 50-gallon Water Heater, Appliances, Washer/Dryer and upgraded plumbing and electric.

893 Church Hill Rd, Fairfield

104 Putting Green Rd, Fairfield
$1,005,000
4 Beds ⋅ 3 Baths ⋅ 24143276 MLS
SUN OH CANCELED Custom-built, this architecturally striking ranch is perched on a manicured lot in a lovely residential pocket of Fairfield close to everything! The charming covered porch beckons you inside where you'll find gleaming hardwood floors, fine millwork, and spectacular windows throughout the sprawling, versatile floorplan. Wonderful sightlines & an uncanny airiness make entertaining a breeze! The recently remodeled chef's kitchen is the true heart of the home with brick & beam accents, custom stone countertops, farmhouse sink, exceptional storage / pantry space, & large bfast nook. Fireplaced living room w handsome built-ins opens to the dining area, while the expansive family room features wainscoting & custom flooring creating the perfect spot to unwind! Two BRs (or combine into 1 huge suite!) round out main level. Primary features a massive walk-in closet & the bathroom is custom tiled w double vanity & frameless shower. Upstairs, 2 well-sized BRs with great closet space share an updated bath. The ultra-private fenced rear yard is a gardener's delight with professional landscaping, multiple planting beds, & a slate patio to enjoy al fresco dining. Oversized attached 2 car garage w loft. AC & newer gas heat, newer windows, freshly sealed driveway, & exterior recently painted. Enjoy the best of Fairfield w endless dining & retail options within minutes. Top schools / walk to elementary, easy access to the Merritt. Truly a special home in a special neighborhood!

104 Putting Green Rd, Fairfield

42 Bayberry Rd, Fairfield
$1,002,000
3 Beds ⋅ 2 Baths ⋅ 24182289 MLS
**WE ARE ASKING FOR HIGHEST AND BEST OFFERS TO BE SUBMITTED BY TUESDAY (6/16) AT 5PM. Welcome to 42 Bayberry Road, a beautifully updated Cape in Fairfield's coveted Stratfield neighborhood. Located on a quiet, tree-lined street, this move-in ready home offers incredible flexibility for hybrid work or multi-generational living. The main level features hardwood floors, a sun-filled living room with fireplace and built-ins, formal dining room, renovated full bath, and 2 versatile rooms that can be used as bedrooms, office space, or additional living space. The heart of the home is the light-filled, expansive eat-in kitchen, boasting vaulted ceilings, white cabinetry, a 4-person breakfast bar, a built-in workstation, and sliders to the patio. A practical mudroom leads to the side porch and 1-car garage. Upstairs houses 3 bright bedrooms and a beautiful full bath. Both bathrooms were completely updated and remodeled in 2020. The partially finished lower level (2020) provides ideal space for a playroom, gym, or media hub. Key features include fresh paint & fixtures (2026), 220-amp electrical, natural gas heat, central air, and public water/sewer. Relax in the flat, private .24-acre yard with mature landscaping and blueberry bushes. Enjoy prime convenience to Lake Mohegan, Fairfield Woods Library, Black Rock Turnpike shopping/dining, Merritt Parkway, I-95, and a 10-minute drive to the Fairfield-Black Rock Metro-North station.

42 Bayberry Rd, Fairfield

250 Lockwood Rd, Fairfield
$989,375
4 Beds ⋅ 2 Baths ⋅ 24153862 MLS
Welcome to Lockwood Road in Fairfield's highly desirable Stratfield neighborhood. This bright and inviting home showcases beautiful hardwood floors throughout and an open-concept layout ideal for today's lifestyle. Upon entry, you're greeted by a spacious living room filled with abundant natural light and gleaming hardwood floors. The stylishly renovated kitchen features an oversized island with counter seating, quartz countertops, stainless steel appliances, and a skylight that enhances the airy dining area. Just off the kitchen, the comfortable family room offers a cozy gas fireplace - perfect for relaxing or entertaining. The primary suite is privately situated at the end of the hall and includes a renovated en-suite bath and two sets of closets. Three additional generously sized bedrooms with ample closet space and an updated full bath complete the main level. The expansive walk-out lower level (approximately 2,000 sq ft) provides laundry, abundant storage, and flexible space for future finishing potential. Outside, the fenced backyard offers a private patio and lovely gardens - ideal for outdoor gatherings. A two-car garage provides plenty of parking and additional storage. Conveniently located near shopping, schools, the library, Lake Mohegan, the Merritt Parkway, and I-95, this home offers both comfort and accessibility. Enjoy all the wonderful amenities the town of Fairfield has to offer! HIGHEST/BEST OFFERS DUE MONDAY 2/23 BY NOON

250 Lockwood Rd, Fairfield

76 Hilary Cir Unit 76, Fairfield
$989,000
3 Beds ⋅ 4 Baths ⋅ 24142426 MLS
A rare end-unit townhome offering exceptional space, privacy, and a thoughtfully designed layout. Cathedral ceilings in the kitchen and living room create an airy, open feel, complemented by abundant natural light and modern finishes throughout. The first-floor master suite includes an en-suite bath with a Jacuzzi tub, providing the option for true single-level living. Upstairs, the second master bedroom is a standout feature-remarkably large, with double oversized custom walk-in closets and a well-appointed Jack-and-Jill bathroom. The modern kitchen integrates seamlessly into the main living areas, making both everyday living and entertaining effortless. The lower level adds impressive versatility, with a full bath and a flexible living area ideal for guests, an au pair, or office space. Additional amenities include a dedicated gym, wine cellar, and cedar closet, offering luxury and practicality in equal measure. Set in a quiet, private community yet minutes from the highway, this turnkey home combines convenience with comfort. Located in a town known for its top-rated schools, the property suits a small family just as well as those seeking spacious multi-level living. Homes of this size and quality are rarely available-an exceptional opportunity in a highly sought-after location.

76 Hilary Cir Unit 76, Fairfield

205 Stoneleigh Sq, Fairfield
$985,000
4 Beds ⋅ 3 Baths ⋅ 24196817 MLS
205 Stoneleigh Square captures everything buyers love about this cherished neighborhood, from tree-lined streets and timeless charm, to a convenient location and a true sense of community. This gracious 4-bed Colonial offers generous living spaces, a floor plan that's thoughtfully designed, and unique art deco-inspired touches throughout. Sunlight pours through a bow window in the living room, creating a bright and inviting space. Hardwood floors flow into the dining room and make entertaining feel natural and comfortable. Behind French doors, a home office/den provides the ideal setting for working remotely or pursuing creative passions. The kitchen features an island, walk-in pantry and breakfast nook surrounded by a stunning oversized bowed window overlooking the backyard. Down the ramped hallway is the family room, the perfect game-day retreat. A bedroom and full bath creates a private yet comfortable space for guests. Midway up the stairs is an additional bonus room/playroom/bedroom. 3 bedrooms and a full bath complete the 2nd floor. The private backyard invites everyday enjoyment, from summer BBQs to evenings spent around the firepit. Life on Stoneleigh is more than just the home, it's about the lifestyle. Evening strolls with neighbors and local events like Lincoln Parkapalooza will create lasting friendships. Rarely does an opportunity arise to own a home in one of Fairfield's most treasured neighborhoods, where charm, convenience, & a sense of belonging come together

205 Stoneleigh Sq, Fairfield

121 Crosby St Unit 121, Fairfield
$985,000
3 Beds ⋅ 4 Baths ⋅ 24167927 MLS ⋅ Somerset BLDG.
We are in a multipl offer situation. All offers to be in by 1:00pm on Saturday, May 2, 2026. Enjoy the perfect balance of community living and single-family privacy in this beautifully maintained Somerset residence. A welcoming foyer sets the tone, opening into a warm and inviting layout. The main level features an updated eat-in kitchen with newer appliances that flows effortlessly into a comfortable family room, complete with gleaming hardwood floors, a wood-burning fireplace, and picturesque views of the Mill River-ideal for both relaxing and entertaining. A bright, spacious living and dining area provides ample room for gatherings. At the same time, the main-floor primary suite offers both comfort and convenience, featuring a beautifully updated bedroom, a modern bath, and an automatic bidet. Upstairs, you'll find two generously sized bedrooms, including a second primary en-suite with a walk-in closet and private bath, as well as an additional full bathroom. Step outside to a sun-drenched deck overlooking a level, private backyard with serene Mill River views-perfect for outdoor dining or peaceful moments. The lower level includes laundry and abundant storage, adding to the home's everyday practicality. Thoughtfully designed and meticulously maintained, this home is ideally located near the Merritt Parkway and shopping. 121 Crosby is a truly exceptional opportunity not to be missed.

121 Crosby St Unit 121, Fairfield

168 Bennett St, Fairfield
$976,000
4 Beds ⋅ 3 Baths ⋅ 24150638 MLS
Welcome to this beautiful Stratfield farmhouse Colonial, where classic charm meets modern comfort. Enter through the sun-filled enclosed front porch into a bright and inviting living room. Just off the living room, a spacious dining room with timeless built-ins offers the perfect setting for everyday meals or special gatherings. The kitchen features white cabinetry, stainless steel appliances, silestone countertops, and a generous island with butcher block countertop. The main level also includes a separate laundry room with sink and an updated full bath with shower. A spacious family room overlooks the fenced backyard, filling the space with natural light. An adjacent office/den provides flexible space for working from home or for a guest room. Completing the first floor is the primary suite, ideal for single-level living, featuring an updated full bath, dressing room and large closet. Upstairs, 3 comfortable bedrooms offer ample closet space and share a full bathroom. Outside, enjoy an oversized, fenced yard with patio-perfect for outdoor dining and entertaining. The detached two-car garage includes a finished space above, ideal for a studio, gym, or recreation space. Additional storage options in the unfinished basement. Set on a quiet street yet conveniently close to commuter routes, shopping, dining, beaches, and all that Fairfield has to offer, this home delivers the perfect blend of charm, space, and modern updates.

168 Bennett St, Fairfield

66 Wynn Wood Dr, Fairfield
$975,000
4 Beds ⋅ 4 Baths ⋅ 24170000 MLS
This sensational open-concept home is designed for both comfort and style, featuring a gourmet kitchen equipped with high-end appliances, perfect for culinary enthusiasts. The living room boasts a soaring vaulted ceiling, creating an inviting space ideal for entertaining guests. Upstairs, discover three spacious bedrooms, highlighted by an enormous primary suite that includes a private deck-a serene retreat for unwinding. The finished lower level offers a versatile fourth bedroom, suitable for a home office or gym, catering to your lifestyle needs. Outside, the large, private backyard provides an excellent setting for relaxation or hosting gatherings, making this home a perfect blend of elegance and functionality. Enjoy modern living in a space designed for both leisure and entertaining.

66 Wynn Wood Dr, Fairfield

33 Bennett St, Fairfield
$955,000
3 Beds ⋅ 3 Baths ⋅ 24126035 MLS
This incredibly charming home exudes style and comfort. It's perfect for those seeking move-in-condition. Built in 2016, this home blends modern elegance with thoughtful details, creating an inviting space. The chef's kitchen features sparkling white cabinetry, stunning high-quality hardware, gas cooktop, double ovens, new refrigerator, and pantry. The large island is perfect for casual dining and entertaining. The open-concept layout seamlessly connects the kitchen to the family room. It's a comfortable, cohesive space for family and guests to gather. For dining, this home offers two distinct spaces: one formal, adjacent to the living room, perfect for hosting dinner parties. The other a more casual dining area near the kitchen, ideal for everyday meals and easy access to grilling outdoors via a sliding door opening to the back porch sitting area. The primary suite with private sunny deck will surprise and delight you with its expansive marble bathroom, spacious shower, separate water closet, double sinks, and large walk-in closet. It's the daily spa-like experience that you deserve. The detached garage, built in 2016, includes an automatic garage door for added convenience. The inviting front porch offers the perfect spot for sipping coffee and enjoying the neighborhood.

33 Bennett St, Fairfield

361 Lockwood Rd, Fairfield
$931,000
3 Beds ⋅ 2 Baths ⋅ 24186221 MLS
HIGHEST & BEST OFFERS DUE TUESDAY JUNE 30 @ 5pmThoughtfully updated throughout, this home welcomes you with light-filled rooms, refined finishes, and a floor plan designed for everyday living and entertaining. The living room is the heart of the home, anchored by a wood-burning fireplace & bay window, and flows into the dining room, where a charming built-in hutch and views of the backyard create an inviting setting. The beautifully renovated kitchen is a standout, feat custom cabinetry, Carrara marble counters, SS appliances, and an island that naturally becomes the gathering place for family and friends. Sliding doors open to an expansive deck overlooking landscaped grounds. Whether hosting summer parties, tending to the gardens, enjoying morning coffee, or relaxing under the stars, the outdoor setting is designed to be enjoyed throughout the seasons. Inside, 3 bedrooms provide comfort, including a spacious primary with a custom-designed closet. The renovated full bath showcases heated floors and spa-inspired finishes. The finished LL offers exceptional versatility, perfect for a media room, rec room, office, or guest accommodations. A laundry room, abundant storage, and two car garage further enhance the home's functionality. Perfectly positioned in the desirable Stratfield neighborhood, 361 Lockwood Rd offers easy access to Lake Mohegan, parks, schools, downtown Fairfield, the train & more. Stylish, move-in ready, and meticulously maintained, this home b

361 Lockwood Rd, Fairfield

227 Autumn Ridge Rd, Fairfield
$930,000
3 Beds ⋅ 2 Baths ⋅ 24129495 MLS
Welcome to 227 Autumn Ridge Rd one-level living at its finest! This beautifully updated ranch is set on a professionally landscaped corner lot offering both curb appeal and privacy. From the moment you step into the foyer you'll feel at home in the open sun-filled floor plan. The chef's kitchen is the heart of the home featuring a double-sided island with generous storage sleek quartz countertops & stainless steel appliances. It flows seamlessly into the spacious dining area and inviting living room with a cozy fireplace perfect for everyday living and entertaining. The primary suite is a true retreat complete with a large sitting area, walk-in closet private office & full bath filled with natural light. Two additional bedrooms family room and a convenient laundry room complete the main level. Both the bedrooms & family room feature sliders that open to the patio where you can relax with morning coffee or host gatherings overlooking the peaceful backyard. Practicality meets style with two separate driveways providing ample parking for both homeowners & guests along with a two-car under garage & easy access to the lower level. The bathrooms are tastefully designed including a luxurious main bath with a large tiled shower. An additional 1,269 sq. ft. of unfinished space in the lower level provides endless possibilities for future expansion whether you envision a recreation room, home gym, or guest suite. This home truly has it all comfort function & thoughtful upgrades!

227 Autumn Ridge Rd, Fairfield

100 Sherley Pl, Fairfield
$926,000
4 Beds ⋅ 3 Baths ⋅ 24190297 MLS
Tucked away at the end of a private drive in Fairfield's sought-after Stratfield Village neighborhood, this classic Colonial offers exceptional privacy on over 0.6 acres. The backyard is a true retreat, featuring a beautiful heated in-ground pool, stone patio, lush landscaping, and a charming pool house with covered patio-ideal for entertaining or relaxing all summer long. A spacious foyer welcomes you into a home with hardwood floors throughout most of the main level. The living room features a wood-burning fireplace, while the family room offers a classic brick fireplace. Sliders from the dining room open to a full-length deck, creating seamless indoor-outdoor living. The kitchen includes a pantry, adjacent laundry area, and half bath. Upstairs are four generously sized bedrooms, including a spacious primary suite with a remodeled ensuite bath and walk-in closet. A remodeled full bath serves the remaining bedrooms. The unfinished walk-out lower level offers excellent potential for future living space, a gym, workshop, or storage. A newer boiler and water heater provide added peace of mind, and the attached two-car garage completes the home. Combining timeless style, a private setting, an in-ground pool, updated systems, and a premier location, this home presents a rare opportunity to update, personalize and create lasting value.

100 Sherley Pl, Fairfield

180 Rockland Rd, Fairfield
$900,000
3 Beds ⋅ 2 Baths ⋅ 24181084 MLS
Move-in ready and better than ever, this beautifully updated colonial blends preserved vintage character with modern comforts. Bright and light-filled throughout, it's built for easy, stylish living. Inside, a spacious family room centers on a cozy gas fireplace-perfect for quiet evenings or entertaining. The kitchen shines with stainless steel appliances, crisp white subway tile, Corian countertops, and shaker-style cabinets. Just off the kitchen, the dining room handles everything from intimate dinners to bigger gatherings. Upstairs, generously sized bedrooms feature hardwood floors and custom blackout blinds. The finished third floor adds roughly 300 square feet of flexible space-ideal as a home office, guest suite, game room, or studio.Out back, professional landscaping creates a private outdoor oasis. Additional upgrades include a fully repaved driveway, a fully upgraded electrical system, and an installed Tesla charger. Other notable features include: full basement waterproofing system, irrigation, smart thermostats, and an updated HVAC system.

180 Rockland Rd, Fairfield

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