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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

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

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

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

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

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

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

260 Weeping Willow Ln, Fairfield
$875,000
3 Beds ⋅ 2 Baths ⋅ 24181674 MLS
Welcome to 260 Weeping Willow Lane, a beautifully updated 3-bedroom, 2-bath home that perfectly blends comfort, character, and everyday functionality. Filled with natural light and warm, inviting spaces, the home features hardwood floors, updated baths, and a spacious living room anchored by a cozy fireplace-ideal for relaxing evenings or gathering with family and friends. The finished lower level provides flexible bonus space perfect for a family room, playroom, home office, or gym. Step outside to a spacious deck overlooking a peaceful, private backyard, creating the perfect setting for summer barbecues, morning coffee, and outdoor entertaining. Complete with a two-car garage, thoughtful updates throughout, and move-in-ready appeal, this is the kind of home that feels welcoming from the moment you arrive. Come see why life is better on Weeping Willow Lane.

260 Weeping Willow Ln, Fairfield

51 Grandview Rd, Fairfield
$855,000
3 Beds ⋅ 3 Baths ⋅ 24183011 MLS
Fully remodeled with top-of-the-line finishes throughout, this turnkey home offers exceptional craftsmanship, modern upgrades & standout curb appeal. Upon arrival you'll notice the professionally designed landscaping, custom stonework, copper gutters and leaders & a striking combination of asphalt & metal roofing. At the heart of the home is a chef's kitchen designed to impress, featuring commercial-grade Wolf range, Wi Fi-enabled Sub Zero refrigerator, wine cooler, quartz waterfall island, & exquisite Murano glass pendant lighting. A convenient side door leads to a raised-bed garden enclosure-perfect for enjoying fresh, farm-to-table meals. The main level showcases Italian porcelain flooring crafted to resemble natural wood. The open living & dining area creates a seamless space for entertaining, w/ direct access to a low-maintenance 20 x 20 Trex deck. The primary main floor bdrm suite offers easy living, complete w/ an electric fireplace, spacious walk-in closet, & spa-like bathroom featuring double vanities & oversized walk-in shower w/ multiple shower heads & body jets. Upstairs are two additional bedrooms & a beautifully remodeled full bath. Beneath the home is a finished heated & cooled rec room that could be converted back into a garage. There is a separate detached garage w/ ample room for parking and storage. The yard is private & fenced. Here's a chance to own a fully updated home at a this price point-truly a stand out in today's market.

51 Grandview Rd, Fairfield

85 Louvain St, Fairfield
$837,500
3 Beds ⋅ 2 Baths ⋅ 24192413 MLS
***HIGH AND BEST OFFERS DUE BY 2pm Tuesday, July 28***Tucked away on a cul-de-sac in Fairfield's coveted Stratfield neighborhood, this storybook Cape is filled with timeless character, thoughtful updates and inviting spaces. Archways, hardwood floors, French doors, and classic architectural details create a welcoming home from the moment you step in. The living room is anchored by a wood-burning fireplace; the dining room leads seamlessly to the kitchen. Here, white cabinetry, SS appliances, and plenty of storage make meal prep a breeze. The clock above the sink is original to the home, a sweet nod to the 1940's. The sunroom has a vaulted ceiling and overlooks the backyard, creating a lovely space to enjoy morning coffee. French doors open to the patio, extending the living space outdoors. Enjoy dinners al fresco, playing yard games, or simply enjoying a quiet evening outside. The main floor also has a bedroom with a bay window and a full bath. A skylight lights the way to the 2nd floor where you'll find 2 bedrooms and a renovated full bath. The partially finished LL offers 266+ sq ft of living space. Recent updates include a new roof, new furnace, new water heater, fresh interior paint & more. Picture evenings walking and down the street or to Owen Fish Park, getting dinner at Maione's, or hiking at Lake Mohegan. From its picturesque curb appeal to thoughtfully designed interior, this gem is the perfect place to call home.

85 Louvain St, Fairfield

184 Rosemere Ave, Fairfield
$835,000
4 Beds ⋅ 3 Baths ⋅ 24151244 MLS
A TREMENDOUS VALUE! Welcome home to this Stratfield Gem! THIS IS NOT A DRIVE BY! You need to go inside and see this beautifully maintained 4-bedroom, 3 bath residence offering the perfect blend of comfort, space, and convenience. The floor plan of this 2600 sq ft home lends itself to multiple living options. Primary Suite with separate closets and an ensuite bath complete with granite countertops and double sinks. A Den with custom built-ins offers flexibility as a home office or additional living space. The inviting Living Room showcases hardwood floors, Built-ins, plantation shutters, a cozy fireplace, and a formal dining area-perfect for entertaining. The updated Kitchen is equipped with hardwood floors, a center island, upscale stainless steel appliances, and granite countertops. Just off the kitchen, the Family Room provides a comfortable gathering space with hardwood floors, built-ins, and custom blinds. There is also access to a bluestone patio for outdoor entertaining surrounded by professional landscaping. A full bath along with a bedroom/great room above the garage complete the first floor. The second floor offers 2 bedrooms, a renovated full bath and a cedar closet. The large basement is perfect for storage, workout space or a playroom. The two car garage is equipped with an EV charger. Nestled in a quintessential desirable neighborhood, you'll enjoy easy access to parks, shopping, Award winning schools, and major highways. Welcome Home!

184 Rosemere Ave, Fairfield

1470 Stratfield Rd, Fairfield
$826,000
3 Beds ⋅ 3 Baths ⋅ 24152708 MLS
Adorable and truly turnkey, this beautifully updated home offers much more space than it appears with a clean, open, and very spacious floor plan designed for today's lifestyle. Ideally located directly across from Owen Fish Park, the setting is perfect for enjoying the outdoors while still offering convenient access to the Merritt Parkway. You are also just north of Stratfield Center with everyday amenities. Inside, you will love the brand new kitchen with trendy, current finishes and new appliances, opening to bright, comfortable living spaces that flow beautifully for everyday living and entertaining. The living room features a working fireplace, and hardwood floors run throughout the first floor. The main level includes a large vaulted ceiling primary suite with a stunning new primary bathroom and walk in closet, plus another flexible main level room that can serve as a bedroom, office, or family room. The renovated half bath adds another fresh update on the main level. Upstairs are two oversized bedrooms and a full hall bath with tub. A one car garage currently used as a gym adds great flexibility, and there is plenty of opportunity to add additional living space in the lower level. With 2.5 updated baths, up to 4 bedrooms, a partially fenced backyard, and move in ready condition throughout, this home is the total package. Stylish, spacious, and in a super convenient location, just unpack and enjoy.

1470 Stratfield Rd, Fairfield

224 Homeland St, Fairfield
$820,000
3 Beds ⋅ 2 Baths ⋅ 24155808 MLS
At 224 Homeland Street in Stratfield Village, life feels connected - a welcoming neighborhood rooted in history and effortlessly convenient. Sunlight pours through the generous windows of this home, illuminating high ceilings and graceful arched doorways designed with craftsmanship and care. Spaces flow with intention - room to gather in welcoming living and dining areas, room to retreat in a cozy sitting room, and flexibility for a playroom or movie nights in the finished lower level. Spacious bedrooms and a private home office offer comfort and versatility for the way you live today. Out back, the private, fenced-in yard is your own quiet escape - morning coffee on the deck, carefree afternoons, evenings under the stars. Beyond your doorstep, sidewalks invite a morning jog and stroller walks. Ride your bike to Owen Fish Park, play golf in just minutes; enjoy beach days a short drive away and shopping along Black Rock Turnpike. With town and train close by, commuting is made simple. More than a house, this is a neighborhood people cherish - where connection comes naturally and coming home always feels just right. PLEASE SUBMIT HIGHEST AND BEST OFFERS BY 12PM, MON 3/9

224 Homeland St, Fairfield

4117 Park Ave, Fairfield
$810,000
3 Beds ⋅ 2 Baths ⋅ 24186394 MLS
Beautifully updated oversized ranch offering exceptional space, modern finishes, and an incredible backyard built for entertaining! Set back from the road, the home features a newer U-shaped driveway with parking for 8+ vehicles. Inside, a bright open-concept layout showcases refinished medium-brown hardwood floors, recessed lighting, fresh paint in select rooms, and thoughtful updates throughout. The stunning kitchen features white cabinetry, Calacatta quartz countertops, pantry, stainless steel appliances, and a wine fridge. The spacious full bath includes a dual-sink vanity, oversized shower, freestanding soaking tub, and linen closets in both the bathroom and hallway. The inviting family room is centered around a stone fireplace, while the dining room offers a custom built-in perfect for displaying decor or creating a dry bar. The finished lower level adds versatile living space with vinyl flooring, a second full bath, large laundry room, wet bar, and multiple storage closets. Outside, enjoy a new patio, covered deck with built-in speakers, and an incredible turf sport court with stadium lighting for year-round recreation. Additional updates include a new 75-gallon hot water heater, updated electrical in both the home and garage, and an EV charger. This move-in-ready home offers the perfect blend of comfort, style, and endless opportunities for entertaining.

4117 Park Ave, Fairfield

155 Fairmount Ter, Fairfield
$805,000
3 Beds ⋅ 2 Baths ⋅ 24159734 MLS
Welcome to this charming ranch-style home nestled on a highly desirable, storybook block. Offering 3 spacious bedrooms and 2 full bathrooms, this home blends comfort and style with modern updates throughout. Enjoy a beautifully refreshed kitchen and renovated baths, complemented by stunning wood floors that add warmth and character to every room. Perfect for everyday living and entertaining, the layout provides both functionality and flow. Step outside and take advantage of the unbeatable location-just a short walk to the nearby park, ideal for relaxing strolls, outdoor activities, and enjoying the neighborhood charm. A rare opportunity to own a move-in ready home in a truly special setting-don't miss it!

155 Fairmount Ter, Fairfield

177 Church Hill Rd, Fairfield
$800,000
3 Beds ⋅ 2 Baths ⋅ 24167857 MLS
Welcome Home to this lovingly cared for classic Stratfield Colonial. Not often are you greeted by the charm of a Dutch front door that invites you to feel the warmth of this special home. Notice the beautiful covered front entry, hardwood floors, archway, high ceilings custom built radiator covers and crown molding ~ all expected of a 1921 Colonial. Treasured by the current owners for over 25 years, living is easy when a home is loved. Updates include thermopane windows, central air conditioning, updated eat in kitchen with newer GE Cafe' high performance appliances and upgraded 200 AMP service to the home. The backyard oasis has been curated for the discerning gardener. Relax on the deck and take in the evolving landscape throughout the seasons. Make Stratfield Village your new home with its cherished sense of community and Apple Pie charm as quoted by the New York Times. Welcome Home.

177 Church Hill Rd, Fairfield

189 Church Hill Rd, Fairfield
$795,000
3 Beds ⋅ 2 Baths ⋅ 24177411 MLS
A home well loved. Step inside this 1920's Stratfield charmer that has been cared for by the same family for 45 years. You will love greeting your guests in the spacious entry that has 2 closets, a built in bench and marble travertine tile floor. The open feel of the first level allows for effortless entertaining flow and an abundance of natural light. Don't miss the custom fireplace mantle and surround, beautiful crown moldings, raised panel and floor to ceiling built-ins. Tucked away off the kitchen is the comfortable family room offering a vaulted ceiling, beams and custom built -ins. Updates include a remodeled kitchen ~ 2 newer full baths ~ central air conditioning ~ electricity upgraded to 200amp and portable generator ready ~ 3 zone cozy hot water heat ~ some newer windows ~ 20x20 Trex deck ~ custom 1 car garage complete as a workshop with wood burning stove. Don't miss the 10x14 finished home office with closet in the lower level. The backyard is just perfect with the beautiful flowering plants and an herb garden that has already been started for the new owner. Convenience of living in Stratfield is found by walking to Stratfield Elementary, The Goddard School and shopping conveniences at the Four Corners. Become a part of the exciting Stratfield Village known for its cherished sense of community and Apple Pie charm as quoted by the NYTimes.

189 Church Hill Rd, Fairfield

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