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276 Pemburn Dr, Fairfield
$1,700,000
4 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24167987 MLS
The kind of home families wait for. Bright, quiet, and intuitively laid out, this is a house that feels right from the start. At the center of the home, the kitchen, breakfast area, and family room connect seamlessly - creating a living space buyers search for, but rarely find executed this well. It's where mornings begin, afternoons unfold, and evenings last a little longer. Outside, the property opens in a way that's increasingly hard to find. A flat, expansive yard with room for a pool - ideal for summer dinners, and the unstructured time families value most. Set within a neighborhood where neighbors gather, and Holland Hill School and nearby playgrounds are just a short walk away. Inside, the balance is just as thoughtful. Formal living and dining spaces are there for holidays and hosting - while the family room remains the center of daily life. Well maintained and upgraded over time, the home offers features that matter: whole-house generator, natural gas conversion, updated appliances, custom built-ins, and an expanded bluestone patio. The location completes the picture - a quiet neighborhood setting, minutes to town, Metro North, and everyday essentials. For those looking for a home that simply works - inside, outside, and over time - 276 Pemburn stands apart.

276 Pemburn Dr, Fairfield

127 S Gate Ln, Fairfield
$1,700,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24160009 MLS
Nestled along the picturesque Connecticut coastline, 127 South Gate Lane places you in the heart of Southport's Harbor & Beach area-a storybook setting where classic New England charm meets coastal elegance. Imagine a historic harbor adorned with graceful sailboats gliding on tranquil waters, framed by stately colonial homes and streets shaded by towering trees. It's the kind of place where every stroll feels like stepping into a postcard. Stroll to Southport's charming boutiques, sip coffee at a cozy cafe, or savor a meal crafted from the finest local ingredients at one of the celebrated restaurants nearby. At first glance, you may see a traditional colonial, but this is not just a classic home; it's located in one of the most sought-after areas of Connecticut. Just a short walk to the Beach and Southport Harbor shops & restaurants, the Equinox health club, Pequot Yacht Club, and Metro North Train Station to NYC. This lovely classic center hall colonial features 4 bedrooms, 2.5 bathrooms, a spacious living room with great symmetry and a wood burning fireplace, large dining room with wet bar and built ins, family room with built ins, first floor laundry & mudroom room, eat in kitchen with new appliances, refinished light hardwood floors, a large two car garage, and a lovely porch with screens and glass for three season enjoyment. Sited on a cul-de-sac with significant homes, move right in or renovate when you are ready. Serviced by natural gas & city water.

127 S Gate Ln, Fairfield

345 Reef Rd Unit C9, Fairfield
$1,700,000
4 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24119701 MLS ⋅ Coastal Haven - Fairfield BLDG.
This luxury End unit new construction townhouse with over 4,400 square feet offers an exceptional living experience with a spacious and thoughtfully designed layout. Undeniably the best location in the entire complex with a private patio and yard. Upon entering, you'll notice the 7" white oak flooring, wide hallways, and modern fixtures. The home features four generously sized bedrooms, An additional office space offers a dedicated area for working from home, while a flexible multi-purpose room can be used as a second entertaining lounge, fitness area, or additional living space. Convenience and comfort are paramount with a 2-car garage, private elevator. At the heart of the home is the open-concept gourmet kitchen, a culinary haven equipped with top-of-the-line professional Thermador appliances. Juliette balconies flood the space with natural light and fresh air, enhancing the inviting coastal ambiance. Attention to detail and superior craftsmanship are evident throughout, with high-quality materials and finishes elevating the overall aesthetic. Perfectly located within a short walk to downtown Fairfield, the beach, parks, and other community spaces, this home blends luxury, convenience, and lifestyle effortlessly. The homeowner's association maintains common areas, grounds maintenance and home owners insurance. This exceptional new construction townhouse presents the perfect blend of modern design, convenience, and location

345 Reef Rd Unit C9, Fairfield

34 Ridgedale Rd, Fairfield
$1,699,000
4 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24129398 MLS
Welcome to this exquisitely designed and completely rebuilt Colonial, crafted by one of Fairfield's premier builders. From the moment you arrive, the home's exceptional curb appeal and timeless architecture set the tone for what's inside. The bright and open floorplan is perfect for both everyday living and entertaining. The spacious Family Room features a cozy fireplace, custom built-ins, and a stylish entertainment bar complete with cabinetry and a wine cooler. The heart of the home is the beautifully appointed Kitchen, showcasing a large island, high-end finishes and appliances, and a seamless flow into the generous Dining Area. Also on the main level, you'll find a private Office, a walk-in Pantry, a functional Mudroom, and a Powder Room-each thoughtfully designed for comfort and convenience. Upstairs, the Primary Suite is a true retreat, offering a charming bedroom, a walk-in closet, and a luxurious spa-like bath with a tiled shower, soaking tub, and private water closet. The second bedroom features its own en-suite bath, while bedrooms three and four share a Jack and Jill bathroom. The third floor offers beautifully finished space, a full bath, and ample attic storage-ideal for a playroom, guest suite, or home gym. The finished lower level adds even more versatility to this exceptional home. Situated on a level lot in a welcoming family neighborhood, this home combines luxury, functionality, and location. Just minutes from schools, parks, and town amenities,

34 Ridgedale Rd, Fairfield

341 Crestwood Rd, Fairfield
$1,682,000
5 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24151154 MLS
A welcoming street. A connected neighborhood. A home designed to bring people together. Welcome to 341 Crestwood Road, where classic Fairfield charm meets quiet, modern comfort. Set along walkable streets with friendly faces, this is a place where community still matters and home feels truly settled, with easy walks to playgrounds, tennis, pickleball, and basketball courts, Whole Foods, and the train. Inside, light and space move easily from room to room. Sightlines create connection, while defined spaces allow everyone to have their place. There is room to gather, room to retreat, and flexibility for how life unfolds. A quiet office invites focus. A den with a built-in bar sets the stage for relaxed evenings. A private suite above the garage and a finished third floor provide comfort and separation when it's needed. Thoughtful updates support everyday living, including Andersen windows, split-cedar siding, Azek trim, new mechanicals, and updated kitchen and baths throughout. The result is refined, functional, and built to last. Comfort is seamless and considered, with efficient climate control and smart technology offering peace of mind. Outside, the backyard feels calm and private, ideal for quiet mornings on the cedar deck, afternoons at play, evenings under the stars, and room to imagine what comes next. Classic. Calm. Connected.

341 Crestwood Rd, Fairfield

44 Elmwood Dr Unit 44, Fairfield
$1,675,000
2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24186343 MLS ⋅ Southport Green BLDG.
Classic well-loved Southport Green Condo with well-proportioned rooms throughout is ideal for downsizers or someone looking for low maintenance living; convenience awaits you! Enjoy all that the quaint hamlet of Southport has to offer. The condo's perfect sunny layout provides privacy, as well as, plenty of space to socialize. Good-sized Living Room boasts Gas Fireplace. Home Office is located off Living Room, as is Half Bath. Well-designed Kitchen features excellent storage, Sub Zero & Wolf appliances, plenty of counter space and has 2 entry ways. Formal Dining Room is accessed off Kitchen. A lovely set of French Doors opens to cozy Den. Primary Bedroom Suite offers 2 Walk-in Closets, and roomy Bathroom with Stall Shower, Jacuzzi Tub and a 2-sink vanity. A second private en-suite Bedroom has ample-sized Closet space and Bathroom with Tub/Shower. Accessible Elevator provides much usefulness. Historic Southport features sweet, delightful shops and convenient dining. Along your stroll to the Harbor, embrace the many interesting, legendary homes with beautifully mature landscaping. Sasco Beach provides a glorious setting as does, the Country Club of Fairfield's scenic golf course. Stately Southport Harbor is a true New England treasure! A stone's throw to I-95 and Fairfield's other beaches, enjoyable shopping and exciting dining.

44 Elmwood Dr Unit 44, Fairfield

50 Lisbon Dr, Fairfield
$1,670,000
4 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24167008 MLS
Experience exceptional contemporary design and detail in this custom built home offering incredible flexible living spaces! A perfect blend of luxury and versatility, this stunning residence features 4 bedrooms, 4.5 bathrooms, including a Luxurious Primary suite complete with spa-like bathroom and dual walk in closets. The open-concept floor plan is anchored by a designer eat-in Kitchen complete with a massive center island, walk-in pantry, and premium finishes throughout. The Kitchen flows seamlessly into the inviting Family room, highlighted by a striking custom gas fireplace, while the formal dining room is surrounded by windows that fill the space with beautiful natural light. With flexible living spaces abound, including a main-level suite option ideal for guests, multigenerational living, or home office. The finished 3rd floor, complete with a full bathroom, offers the perfect optional 5th bedroom, or media room! A bonus finished lower-level recreation space provides even more versatility for play, fitness, media, or storage. Enjoy outdoor living from the charming front porch-perfect for morning coffee, or entertain with ease on the expansive rear deck overlooking the level backyard. Additional highlights include a spacious garage with EV Charger, ample parking, and a layout designed for both everyday living and memorable gatherings. Ideally located in Fairfield's loved Lake Mohegan neighborhood; enjoy lake, schools, golf, beaches, Metro Station, Dining, shopping & more

50 Lisbon Dr, Fairfield

92 Westwood Rd, Fairfield
$1,665,000
5 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 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

50 University Dr, Fairfield
$1,661,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24204891 MLS
Welcome to 50 University Dr, where character, craftsmanship, and comfort come together effortlessly. Tucked into one of the most coveted enclaves near Fairfield University, this colonial-style home was custom built from the foundation up in 2021 with refined finishes and carefully selected upgrades. Outside: cedar shake siding, Azek pergola and trim, Trex decking, oversized Nicolock patio, horseshoe driveway, Marvin windows and doors, and a full-house generator. The landscaped grounds include a "dog proof" fully fenced backyard. Inside, 8" white oak floors run throughout, with high ceilings, modern trim, neutral paint, and brass and aged brass hardware. The kitchen connects to the garage and sits between the family and dining rooms for effortless entertaining. A walk-in pantry doubles as "kitchen overflow" to hide clutter. It's finished with custom cabinetry, Bosch SS appliances, quartz counters, and a large island with hidden storage and seating for 3. The 1st floor also offers a formal living room with custom marble-surround gas fireplace, a full bath, and a bedroom that works as an office or guest room. Upstairs, the primary suite features a tray ceiling, large walk-in closet, and spa-like bath with heated tile floor, double vanity, and glass-door tiled shower with heated seat. 2 more bdrms have vaulted ceilings, ceiling fans, and closet systems, served by a 3rd full bath. Timeless character and lasting quality, ready from day one.

50 University Dr, Fairfield

211 Lloyd Dr, Fairfield
$1,660,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24169115 MLS
Welcome to 211 Lloyd Drive, a 2016 built craftsman style inspired home nestled in a charming neighborhood near Lake Mohegan. This home blends timeless architecture with refined, modern living. Designed with intention, it offers a bright, open layout. Step in to the foyer which is flanked by a formal living room & dining room. The chef's kitchen is anchored by the large island with marble counters. There are stainless steel appliances plus a walk-in pantry. The kitchen flows effortlessly into a sophisticated family room with a gas fireplace-creating a seamless setting for both everyday living and elevated entertaining. A well-designed mudroom off the 2 car garage adds function for ease of daily living. The rich hardwood floors, and custom millwork throughout set this home apart. Upstairs, the primary suite is a true retreat, offering generous proportions, dual walk-in closets, and a spa-inspired bath designed for comfort and quiet luxury. There are 3 additional bedrooms, a full hall bath and laundry room with sink on the upper level. A newly finished lower level adds additional space for recreation room or home gym. Outdoors, a private patio with a dedicated gas line sets the stage for effortless al fresco dining and entertaining. The property is ideally positioned on a quiet street with a private yard, just moments from N. Stratfield School and Lake Mohegan with walking trails, beach & sprinkler park. Enjoy all that Fairfield has to offer in this special home!

211 Lloyd Dr, Fairfield

610 Unquowa Rd, Fairfield
$1,658,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24155859 MLS
Gracious Colonial on a Private and Peaceful One Acre Lot, Just a minutes walk to Train, Town and Schools! Bike to the beach! Functional, Flowing Layout that accommodates easy family living as well as great entertaining. New Custom Screened-in Porch overlooking the large and private One Acre Backyard! Family football? croquet? corn hole? host a wedding? Room for all of it! Your own oasis, yet convenient to everything! Hardwood Floors throughout, Two Fireplaces, High End Stainless Steel Appliances, Granite Kitchen Counter Tops, Gas Range, Counter seating, Family Room and Kitchen Open Living Space w/ Built-ins, Large front to back Living Room with Fireplace, Dining Room with Chair Rail, All four bedrooms on 2nd floor with 3 full baths, Primary with Primary Bath, Laundry and Walk-in Closets/Dressing room.

610 Unquowa Rd, Fairfield

101 Applegate Rd, Fairfield
$1,650,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24173535 MLS
Welcome to this exceptional fully reimagined home at 101 Applegate Road, perfectly set on a quiet, walkable horseshoe street just off Fairfield Woods Road in one of Fairfield's most desirable neighborhoods. This thoughtfully designed 4-bedroom, 3 full and 1 half bath home blends timeless style with modern functionality, offering the ideal layout for today's lifestyle. Step inside to a bright, open floor plan featuring gleaming hardwood floors and high-end finishes throughout. The heart of the home is a stunning, designer kitchen with premium appliances, custom cabinetry, and a spacious island-perfect for everyday living and effortless entertaining. The kitchen flows seamlessly into the main living and dining areas, creating a warm and inviting atmosphere. Upstairs, the primary suite offers a private retreat with a beautifully appointed bath and generous closet space, while three additional bedrooms provide flexibility for family, guests, or a home office. Every detail has been carefully curated, delivering all the bells and whistles buyers expect in new construction. Set in a peaceful yet convenient location, you'll enjoy easy access to schools, shopping, dining, and everything Fairfield has to offer-while still feeling tucked away in a quiet neighborhood setting. A rare opportunity to own an architecturally redesigned and rebuilt home of in an established, sought-after Fairfield location.

101 Applegate Rd, Fairfield

82 Lee Dr, Fairfield
$1,650,000
5 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24174607 MLS
Ideally located in the highly sought-after Sasco Hill neighborhood, this exceptional coastal home offers the rare advantage of beach-area living outside the flood zone-no flood insurance required. Perfectly positioned between town and shoreline, the property features a stunning second-floor addition completed in 2025 with over $200,000 invested, including a rooftop deck with beautiful Long Island Sound views. The open kitchen with granite counters and updated commercial-grade Thermador appliances flows into a sunny family room with built-ins and glass doors leading to the expansive fenced yard and deck. The living room showcases an authentic and working original fireplace crafted with Long Island Sound stone, adding historic charm and warmth. The main level offers 2 bedrooms and a full bath, while upstairs features a spacious primary suite with en-suite bath, 2 additional bedrooms, full bath, and laundry. Unfinished lower level with 9' ceilings and plumbing for future bath offers excellent expansion potential. Plenty of room for a pool. Additional features include new HVAC, hot tub, sprinkler system, shed, and backyard entertaining space. Walk to Sasco Beach, Pine Creek Beach, golf, tennis, scenic Southport Village, harbor, dining, shopping, and vibrant downtown Fairfield. Exceptional coastal lifestyle only 50 miles from New York City. Move in Ready

82 Lee Dr, Fairfield

66 Catherine Ter, Fairfield
$1,650,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24133884 MLS
OFFERS DEADLINE IS NOON TUESDAY, APRIL 21. Welcome to this beach area gem on a popular IN-TOWN CULDESAC. Here you have WALKABLE CONVENIENCE to top-ranked neighborhood schools, main street shopping and restaurants, public beaches, golf and tennis. Easy commuting with Metro North trains only a half mile away or hop on Interstate 95. Stroll or bike to concerts on the Green, the Memorial Day Parade and Fourth of July fireworks on the beach. REFRESHED, NEW AND LOTS TO LOVE!! Fresh paint from top to bottom and the new and refinished solid hardwood stairs and flooring add to the cheer of this light-filled home.The kitchen features subway tile, shaker custom cabinetry, recessed and countertop lighting, stainless Bosch appliances, quartz countertops with a matching table that doubles as a center island. There is new recessed lighting in the front living room and the lower level rec room, which also has new carpet and new insulated windows. PRACTICAL AND FLEXIBLE LAYOUT: The Primary Bedroom suite is roomy enough for a king bed, and has walk-in closet outfitted with California Closet built-ins, vaulted ceiling, new skylights and remote-controlled shades.

66 Catherine Ter, Fairfield

312 Towne House Rd, Fairfield
$1,650,000
6 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24109911 MLS
A gracious front porch welcomes you to this sophisticated colonial where comfort and luxury abound. The entry hall with striking floor to ceiling picture frame molding, setting the tone for the refined details found throughout the home. The family room greets you with many carefully curated features including book shelves framing the entry, coffered ceiling, gas fireplace flanked by built in window seats and an entertainment cabinet. The paneled den/library offers a cozy retreat with a wood burning fireplace, exposed beams, custom built ins and inset desk. Relax in the sunroom with barn door style trim and a wall of windows overlooking the private yard. The kitchen is a masterpiece with its bespoke cabinetry including a wall of glass front upper cabinets and walnut trim, curved island with walnut top, bar sink, and wine frig, granite countertops, high end appliances with pot filler at the cooktop, oil rubbed bronze hardware and built in desk area with walnut top, recessed cabinetry and framed bulletin board backsplash. The kitchen opens into the dining room featuring a tray ceiling, built in hutch and buffet, wall of windows, and french door leading to a stone patio and yard, as well as family and sun room providing great flow for entertaining. The primary suite features a cedar lined walk in closet, fireplace, balcony, a wall of custom built ins with vanity and mirror, and two wardrobes and a sitting area with vaulted ceiling and sliders to a covered balcony. (see addendum)

312 Towne House Rd, Fairfield

10 Pansy Rd, Fairfield
$1,640,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24158575 MLS
A fabulous University Colonial w/ 3,700+ SF of beautifully designed living space across 3 levels has hit the market - Welcome to 10 Pansy Road. The homeowner will miss many things about this special home & has spared no expense w/ recent updates; refinished hardwood floors, a newly added staircase in the lower-level w/ private exterior access, new stair runners, a stylish dry bar, a painted interior & the list goes on! This immaculate, designer home offers 4 bedrooms all on 1 level, 2 full & 2 half baths, an open floor plan, sun filled rooms, 9ft+ ceilings & custom millwork. The Chef's eat-in kitchen w/ marble countertops, custom cabinetry, high-end appliances & a walk-in pantry is a dream. The family room & dining area w/ French doors that open up to outdoor living will truly impress. A perfect setting for hosting family & friends awaits in your dining room, while a convenient mudroom & powder room completes the main level. The 2nd level features a gorgeous primary suite w/ 2 walk-in closets & luxurious spa-like bath, 3 additional bedrooms, a hall bath & laundry room. The EXPANSIVE walk-out lower-level w/ 1/2 bath offers flexible living space ideal for a bonus room, playroom, gym, potential in-law/au pair or home office. Additional highlights include a 2-car attached garage, large driveway for plenty of parking & a private backyard w/ new stone patio & mature privacy plantings. Ideally located & minutes to all amenities. This home shows like new & is truly a great find!

10 Pansy Rd, Fairfield

212 Fence Row Dr, Fairfield
$1,640,000
6 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24124091 MLS
Set on over two private acres in the gated community of The Ridge, this stunning estate combines modern comfort with timeless design. Residents enjoy resort-style amenities including a clubhouse, pool, tennis courts, playground, basketball court, private recreation facilities, and 24/7 gate security. Step inside through a soaring vaulted foyer that opens to a sun-filled living room framed by a dramatic wall of windows. Designed for entertainment, the formal dining room features tray ceilings and bay windows that create a bright, open atmosphere. At the center of the home, the chef's kitchen boasts a professional-grade Viking range, double ovens, a central island, and a casual dining area. French doors connect the kitchen to a sunny enclosed patio and a bluestone terrace overlooking the serene grounds-ideal for indoor-outdoor living. The family room impresses with a two-story stone fireplace and expansive windows, while a spiral staircase leads to a loft retreat-perfect for a private office or reading nook. The primary suite offers a true sanctuary with a gas fireplace, walk-in closets, and a luxurious spa bath complete with dual vanities, a jetted soaking tub, and a large shower. French doors open to the patio, blending relaxation with nature. This home is a rare opportunity to own a refined retreat in one of the area's most prestigious communities.

212 Fence Row Dr, Fairfield

942 S Pine Creek Rd, Fairfield
$1,635,000
3 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24179226 MLS ⋅ Pine Ridge BLDG.
Easy, carefree living within walking distance to South Pine Creek Beach, tennis & Par 3 Golf. Downtown Fairfield, restaurants and shopping are just minutes away. Welcome to Pine Ridge, a sophisticated enclave of 25 condominiums sought out for their spacious floor plans & overall upscale feel. #942 is one of the best, private locations in the complex with great sunshine in morning & afternoon. Updated & in beautiful condition, the first floor features an open floorplan with vaulted ceilings, elegant Living Room, fabulous chef 's Kitchen with small deck off the back, Breakfast & Sitting area, Formal Dining with built-in bar storage & a Powder Room. Enjoy lovely light with rows of windows throughout. Upstairs is the gracious Primary Bedroom with built-ins, walk-in closet, ensuite bath with radiant heated floor & Guest Bedroom with ensuite bath & Laundry area. Attic is accessed via a pull-down ladder & has three large cedar closets for extra storage. Pristine hardwood floors on main & upper levels. The lower level offers a lofty-sized Den & Office area,& a third Bedroom with newly updated full Bath including radiant heated floor, luxurious steam shower and Japanese Toilet. Additional closets offer plenty of storage and sliders open to the outdoor living areas. There's plenty of room to entertain and relax outdoors on the large brick patio, facing a charming, artistic garden area. Two car garage access off the lower level. Don't miss this one - it's a delight!

942 S Pine Creek Rd, Fairfield

217 Fairland Dr, Fairfield
$1,625,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24180769 MLS
This stunning 3,700 square foot new construction Colonial features 4 spacious bedrooms and 4 full baths. The home is thoughtfully designed for today's lifestyle. The open-concept kitchen boasts a large quartz center island and flows seamlessly into the eating area and dramatic cathedral-ceiling family room. The primary suite is a true retreat, featuring cathedral ceilings, oversized walk-in closets, and a full bath with generous space and elegant finishes. Additional bedrooms are well-appointed with ample storage and access to a beautifully designed full bath. Adding even more versatility, the finished third-floor living space includes a family room and an additional room ideal for a bedroom, home office, or flex space, and full bath. High-end finishes and quality craftsmanship are showcased throughout the home. Ideally located within walking distance to both the elementary and middle schools, this exceptional home combines luxury, comfort, and convenience in a highly desirable setting.

217 Fairland Dr, Fairfield

264 Harvester Rd, Fairfield
$1,625,000
4 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24130862 MLS
Stunning modern new construction offering high-end finishes and sophisticated design throughout. Exterior showcases white Hardie board siding, galvanized metal roof accents, oversized grey windows, and a sleek modern glass garage door. The large windows and an 8-foot slider flood the interior with natural light and provide seamless access to the backyard. Inside, white oak floors run throughout the open layout. The custom designed kitchen features modern cabinetry, a large island, a full walk-in pantry, and a professional Thermador appliance package, including a 36' range and built-in 8ft refrigerator. The primary suite is a true retreat with vaulted ceilings, his-and-hers walk-in closets, and a spa-like bath with an oversized shower and soaking tub. Three additional second floor bedrooms include a Princess Suite with its own bath and two bedrooms connected by a Jack & Jill bath. A finished third floor with another full bath provides flexible living space for a 5th br, playroom, office, or guest suite. The private yard with a large stone patio backs up to protected wooded land, creating a serene outdoor setting. Perfectly located just literal steps from North Stratfield School in the desirable Lake Mohegan neighborhood, close to parks, beaches, shopping, and all that Fairfield has to offer.

264 Harvester Rd, Fairfield

240 Henry St, Fairfield
$1,620,000
5 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24182585 MLS
Beautifully designed modern farmhouse ideally located in a quiet, highly desirable University area, just minutes to town, train & everyday amenities. A spacious front porch leads into a bright open floor plan w/hardwood floors throughout, designed for both everyday living/entertaining. The designer kitchen features custom navy cabinetry, sleek quartz counter tops,herringbone tile backsplash, Viking appliances & center island.The kitchen opens effortlessly to dining area, creating an inviting space for gatherings. The living rm spans the front to back of the home featuring; gas fireplace, custom built-ins & glass doors leading to patio. Completing the main floor is a beautifully updated powder rm including stylish tile flooring & a mudroom w/custom built ins. Upstairs, the primary suite offers a walk in closet & spa inspired bath w/dual vanities, oversized shower, soaking tub, heated floors. Two addt'l well proportioned bedrms & full hall bath complete second floor, while the third floor provides two spacious bedrms & full bath, perfect for guests/office.The LL includes recreation area, laundry rm & storage closet & large storage rm. Outdoor living is equally impressive w/a 42'x17' patio bordered by stone sitting wall, built in kitchen, fire pit, outdoor shower, irrigation, shed, & beautifully landscaped level yard.Extensively renovated in 2023 w/Hardie Board siding, Anderson windows, roof, new systems, premium finishes throughout. A rare quality custom build!

240 Henry St, Fairfield

365 Toilsome Hill Rd, Fairfield
$1,615,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 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

88 Overhill Rd, Fairfield
$1,610,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24129674 MLS
Please submit highest and best by 5PM Monday, October 6th. Classic Lines. Creative Soul. Located on one of Sasco Hill's most beloved streets, this classic Colonial offers timeless curb appeal and a highly walkable lifestyle. Inside, thoughtful architectural details - arched doorways, original built-ins, and natural light throughout - create a warm, character-rich feel. The main level begins with a gracious sitting room and a window-lined office, both opening into the heart of the home: a crisp, updated kitchen, sunlit dining area, and comfortable family room that flows easily for everyday living. Upstairs, the primary suite offers a quiet retreat with a walk-in dressing area and updated bath, while three additional bedrooms - each with its own unique shape and charm - share a full hall bath. The finished lower level adds flexibility, with dedicated areas for media, play, and fitness. A welcoming front porch, three-car garage, and spacious driveway - perfect for play or overflow parking - round out the property. Just minutes from Southport Village, Fairfield Center, beaches, restaurants, and the train, this is a home that offers both character and convenience in one of the area's most desirable locations.

88 Overhill Rd, Fairfield

230 Barberry Rd, Fairfield
$1,600,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24159552 MLS
Expanded and renovated Cape in a coveted Southport location on a quiet cul de sac. 230 Barberry Road offers a flexible floor plan with up to 5 bedrooms and 3 full baths, with beautifully updated living space designed for today's lifestyle. The inviting living room features a wood burning fireplace, while the spacious family room offers a gas fireplace for relaxed everyday living. The eat in kitchen opens easily to the main living areas, creating a warm and functional flow for both daily life and entertaining. Thoughtful expansion and improvements over the years add versatility and comfort, with room for guests, home office space, or multigenerational living. Set on a lovely neighborhood property in a sought after Southport setting, this home combines charm, convenience, and modern updates in one desirable package. A rare opportunity to own an expanded home in a prime cul de sac location close to town, train, shopping, and beaches.

230 Barberry Rd, Fairfield

170 Dunnlea Rd, Fairfield
$1,600,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24183693 MLS
Nestled in Fairfield's coveted Sturges neighborhood, this exceptional Cape Cod blends timeless charm with the ease of newer construction. Built by Dwell in 2015 and thoughtfully expanded to four bedrooms, 170 Dunnlea Road has been meticulously maintained and beautifully enhanced, offering truly turnkey living in one of Fairfield's most sought-after locations. Sun-filled interiors create a warm and inviting atmosphere, while the flexible floor plan is perfectly suited to today's lifestyle. A desirable first-floor primary suite provides comfort and convenience, complemented by spacious secondary bedrooms and versatile living spaces ideal for a home office, playroom, or guests. The open-concept layout flows effortlessly through the main living areas, creating an ideal setting for both everyday living and entertaining. Outside, a newly added Trek deck, Hardie board exterior siding, and professionally curated landscaping extend the living space outdoors, offering the perfect backdrop for summer gatherings, al fresco dining, morning coffee, or quiet evenings at home. Every detail reflects pride of ownership and thoughtful design. Ideally located near Fairfield's vibrant downtown, beaches, train, shops, restaurants, and top-rated schools, this move-in-ready home offers a rare opportunity to enjoy comfort, style, and convenience in one of Fairfield's most desirable neighborhoods. A truly special offering that is ready to be enjoyed from day one.

170 Dunnlea Rd, Fairfield

90 Calf Pond Ln, Fairfield
$1,600,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24179618 MLS
BEST AND FINAL OFFERS DUE MONDAY 6/8/26 BY 8PM Location, Floorplan, Gorgeous yard! Located in one of the most sought after Greenfield Hill cul de sacs. Over-sized windows and high ceilings flood the kitchen, dining area and great room with natural light. Easy entertaining as one room evolves into the next: kitchen opens to Great Room w/ 2-story fireplace to Family Room to Formal Living Room w/ 2nd fireplace. the Kitchen also opens to the Formal Dining Room. Tons of natural light from Floor to ceiling windows, French doors and walls of windows, all showing off the stunning rear yard with plenty of room for a pool and play. A rear hall adds one of two powder rooms, laundry room, mudroom area and access to the 3-car garage. The primary suite + 3 BRS on the 2nd floor. The primary includes sitting area, two walk in closets and spacious luxe bath. The three additional bedrooms are generously sized with double closets and access to full hall bath. A full finished lower level adds a dedicated fitness room, media area and rec area with stairs to main level and 2nd set of stairs to the garage (excellent au pair or inlaw potential). Don't miss plenty of storage in the attic and basement. Enjoy the privacy of a cul de sac, a huge patio looking over mature trees, tons of planting beds and a level football-size rear yard. Minutes from Greenfield center, farmers market, schools, shopping, beaches and all that Fairfield has to offer.

90 Calf Pond Ln, Fairfield

282 Glen Ridge Rd, Fairfield
$1,600,000
5 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24177817 MLS
Beautiful Center Hall Colonial in Fairfield's sought after Lake Mohegan neighborhood. This lovingly maintained 5 bedroom, 4 full & 1 half bath home offers the perfect combination of space, functionality & location. A dramatic vaulted entry welcomes you inside where hardwood floors flow throughout the home. The spacious layout includes a home office, formal dining room, expansive family room with wood burning fireplace & a large eat in kitchen featuring a center island with breakfast bar & sliders leading to a spacious Trex deck overlooking the private backyard with beautiful sunset views. A huge versatile bonus room on the main level offers endless possibilities for a playroom, media room, guest space or additional living area. Upstairs, the primary suite features a walk in closet & private bath, while four additional bedrooms include on ensuite. The walk out lower level includes finished space currently used as a home gym, offering flexibility for future buyers to use however best fits their lifestyle, along with access to a 3 car garage. Additional highlights include a convenient second front entrance leading to a mudroom & and ideal location just moments to Lake Mohegan trails, Highwood Park, schools, shopping, dining & commuter routes.

282 Glen Ridge Rd, Fairfield

3674 Congress St, Fairfield
$1,600,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24151463 MLS
HIGHEST & BEST DUE BY SUNDAY 2/22 9PM. Discover this charming home, originally built in 1945, in the heart of Greenfield Hill, boasting 3 spacious bedrooms and 2.5 baths with large rooms throughout for comfortable living. The inviting updated, eat-in kitchen features a central island, modern appliances, and plenty of storage. Three wood-burning fireplaces on the first floor with beautiful hearths add warmth and ambiance, while gleaming hardwood floors flow seamlessly across the entire home, complemented by an oversized living room and dining room ideal for entertaining. The kitchen, as well as the family room, complete with custom built-ins and a dedicated gaming area, opens directly to the beautiful and durable Ipe deck for seamless indoor-outdoor living. The property features a cedar roof on the main house; and an asphalt roof on the large two-car garage. Ideally situated just a short stroll to "the shadow of the steeple," site of the cherished annual Dogwood Festival each May, and conveniently close to a charming local farm, adjacent open space, and highly rated schools. Only minutes from the vibrant downtowns of Fairfield and Westport. Enjoy peaceful walks, jogs, or bike rides along quiet, tree-lined streets, embracing the serene New England countryside charm. Commuting is effortless, with the Metro North train station to NYC, downtown shops, restaurants, the YMCA & the main library all just a quick 5-7 minute drive away. Natural gas &city water utilities.

3674 Congress St, Fairfield

105 Charter Oak Rd, Fairfield
$1,600,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24132649 MLS
Tucked away at the end of a tranquil cul-de-sac in one of Fairfield's most desirable neighborhoods, this center-hall Colonial exudes timeless elegance with mature landscaping and wonderful curb appeal.On the main floor, you'll discover the heart of the home, a generously proportioned kitchen with custom cabinetry and granite countertops, overlooking peaceful grounds.It opens into the expansive family room with a fireplace, creating a cozy gathering space.Adjacent is the formal dining room, ideal for dinner parties.On the opposite side, a front-to-back living room (once used as a combined office/living room) offers flexibility depending on your needs.The screened-in porch is great for enjoying fresh air, and it's seamlessly connected, offering a serene indoor-outdoor retreat.Completing the main level are a convenient powder room and a laundry area for ease of use.Upstairs, the spacious primary suite, complete with a walk-in closet and a fully remodeled bathroom, awaits.Three additional bright bedrooms share an updated full bath, each with spacious closets.The finished lower level is versatile, suitable as a recreation room, gym, office, or potential in-law suite, with direct access to the attached oversized two-car garage.Outside, a spacious stone patio and lush greenery wait for outdoor enjoyment.All of this, is just 5 minutes from the train to NYC and downtown Fairfield, it's beaches, and within walking distance of schools. Truly move-in ready, just unpack and begin living!

105 Charter Oak Rd, Fairfield

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