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1123 Round Hill Rd, Fairfield
$2,850,000
5 Beds ⋅ 6 Baths ⋅ 24195451 MLS
There's a certain kind of iconic home that settles over you the moment you step inside, because the craftsmanship was never meant to be temporary. Nine-foot ceilings in the living & dining rooms, 3 wood-burning fireplaces, solid proportions & large windows & glass doors that still frame the light the way they were designed to nearly a century ago. The kind of quiet authority that newer construction spends a fortune trying to approximate. The current owners understood the assignment. They preserved what mattered & refined the rest without ever losing the house's original voice. The original 1929 paneled den with a hidden wet bar. A family room built for actual gathering, complete with Sub-Zero, beverage fridge & kegerator. The gourmet kitchen opens directly onto an oversized patio so the line between inside & outside nearly disappears. 5/6 beds, 5.5 stunning baths, two staircases, a first-floor office, & a walk-out lower level with its own entrance & full bath give the house a flexibility that feels intentional. Outside, 1+ acres sit quietly behind stone walls - already equipped with a grilling station, a built-in fire pit, irrigation, & the soft structure of mature plantings, privacy & play space. You can walk to Fairfield's vibrant downtown, the Metro-North station to NYC, & schools. You border lovely Winton Park. Natural gas, city water, town sewer. Some homes you tour. This one stays with you. A spectacular house with a soul.

1123 Round Hill Rd, Fairfield

1054 Mill Plain Rd, Fairfield
$2,300,000
5 Beds ⋅ 5 Baths ⋅ 24190793 MLS
Welcome to 1054 Mill Plain Road! Exceptional craftsmanship and timeless design define this impressive center hall NEW CONSTRUCTION colonial! This open-concept floor plan is designed for seamless everyday living and effortless entertainment boasting 5,518 sq ft of living space and privately set on a rear lot in the sought-after Fairfield University neighborhood. This home presents 5 bedrooms, 4.5 baths, 9' ceilings, and hwd flrs throughout. Impeccable details include a gourmet designer kitchen with a sprawling quartz island, thermidor appliances, floating shelves, butler's pantry, with an abundance of recessed and natural lighting. An elegant archway flows into a family room with a fieldstone gas fpl with floor to ceiling sliders lending itself to a fenced in backyard, decking and patio for all your outdoor entertainment gatherings. Elegant formal dining room showcases exquisite millwork, intricate trim details, and a distinctive architectural ceiling. The MBR suite features a gas fireplace, lighted tray ceiling, with a beautifully designed spa bath. Two of the bedrooms are jack and jill with an appointed shared full bath. There is a 3rd floor finished area that provides recreational space for versatile usages such as an au pair, gym, studio, office, and/or guest retreat. This home offers a peaceful escape while remaining just minutes from Fairfield's beaches, train stations, vibrant downtown, shopping, dining, and top rated schools. Experience luxury living at its finest

1054 Mill Plain Rd, Fairfield

631 Reid St, Fairfield
$2,225,000
6 Beds ⋅ 6 Baths ⋅ 24165022 MLS
Welcome to this stunning new construction farmhouse colonial in Fairfield's coveted University area, offering modern luxury, timeless design, and a rare backyard oasis complete with a beautiful in-ground pool. Thoughtfully crafted with exceptional attention to detail, this 6-bedroom home delivers the perfect blend of style, comfort, and functionality. Step inside to bright, open concept living spaces ideal for both everyday living and entertaining. The gourmet kitchen features premium appliances, an oversized island, custom cabinetry, and a walk-in pantry, flowing seamlessly into a spacious family room with a gas fireplace and views of the pool and patio. A dedicated first-floor office provides an ideal work-from-home setup, while a large bonus room offers endless versatility-playroom, media room, fitness space, or guest suite. With six generously sized bedrooms, including a serene primary suite with a spa inspired bath, there's room for everyone to live, work, and unwind. Outside, enjoy your own private retreat: a with an in-ground pool, stone patio, and fenced yard perfect for summer gatherings, relaxation, and fun. Perfectly situated close to Fairfield's beaches, vibrant downtown, top-rated schools, and the train, this home offers exceptional convenience while maintaining the charm and community feel that define the University neighborhood.

631 Reid St, Fairfield

20 Saint Marc Ln, Fairfield
$2,025,000
5 Beds ⋅ 5 Baths ⋅ 24178238 MLS
Set on a cul de sac near Fairfield University, this impeccable, high end almost new construction has brand new exquisite updates, creating a sparkling gem of a home! An expansive tone is set by the jumbo scale of the windows, the 9' ceilings and the 8 1/2' Kitchen Island. Very recent enhancements both practical & chic include Kitchen: New AGA range, light fixtures over island & dining table, cabinet hardware. Mudroom: porcelain cobblestone tile floor, custom cabinets, & closet shelving, Powder Room: vanity, millwork, tile floor, lighting, & wallpaper. Living Room: stunning fireplace mantle & millwork, 2nd floor Laundry Room: flooring. 3rd Floor: 'Bunk Room' created in open area w/built in beds, 5th Bedroom with new custom built in wardrobe, & Bathroom vanity, Office area now separate & private, Storage room fitted w/shelving. Beautiful new window shades and treatments throughout. Spacious unfinished basement has 8' ceiling. Sliders lead to private, sunny yard with bluestone patio. This is a delectable package of high end newer construction very recently customized, very convenient to the delights of Fairfield's award winning cultural town center. All this is just under a mile (20 minute walk) to the Metro North NYC bound platform & into town center for restaurants, theaters & shopping. Penfield Beach is just another mile away; a reasonable stroll via the Old Post historic district.

20 Saint Marc Ln, Fairfield

570 Unquowa Rd, Fairfield
$1,975,000
4 Beds ⋅ 5 Baths ⋅ 24157177 MLS
Rare newer construction in one of Fairfield's most desirable walk-to-town neighborhoods. Built in 2012, this exceptional 4 bedroom, 4.5 bath Colonial offers a thoughtfully designed open layout, beautiful millwork, & a spectacular, newly completed luxury lower level designed for recreation & entertaining. The main level features hardwood floors throughout & comfortable, well-proportioned living spaces. The kitchen with eat-in dining area flows naturally into the family room w/ custom built-ins & a gas fireplace, creating an inviting setting for daily living & entertaining. A formal living room, dining room & private home office w/ coffered ceilings provide flexible space for work or relaxation. A powder room & direct access to the two-car garage complete the first floor. Upstairs, the primary suite includes a gas fireplace, en-suite bath, expansive walk in closet & an adjoining bonus room that may serve as a nursery, home office, or potential 5th bedroom. Three additional bedrooms include one en suite, while the other two share a hall bath. A second-floor laundry room adds convenience to everyday living. The exceptional newly finished lower level by Domus Construction is designed as a true lifestyle retreat. Features include a spacious great room w/ a custom walnut entertainment wall, a wet bar w/ marble countertops & custom cabinetry, a dedicated golf simulator room, a gym w/ sauna, & a full bath.

570 Unquowa Rd, Fairfield

121 Osborne Hill Rd, Fairfield
$1,925,000
4 Beds ⋅ 4 Baths ⋅ 24188105 MLS
Welcome to 121 Osborne Hill Road, where exceptional quality construction, timeless elegance, & sophisticated open-concept living define this beautifully crafted residence. Designed for today's discerning buyer, this exceptional home offers 4 b/rooms, 3/1 baths, blending refined style with exceptional functionality. At the heart of the home, the chef's kitchen showcases premium appliances, spacious butler's pantry, & a generous center island, seamlessly connecting to the expansive dining area in a bright, open floor plan designed for effortless gathering & everyday luxury. The pub room with wet bar & wine refrigerator, along with the sun-filled family room, both open to the professionally landscaped b/yard, where a stunning paver patio with a built-in f/place creates an exceptional outdoor gathering space. The luxurious primary suite is a private retreat with a spa-inspired bath. A first-floor office or guest bedroom with a full bath offers exceptional flexibility. An additional finished living area on the second level provides endless possibilities for a media room, playroom, home office, fitness space, or other lifestyle needs. Filled with natural light, the home showcases quality craftsmanship, thoughtful design, & abundant storage throughout. Ideally located minutes from Fairfield's beaches, parks, top-rated schools, vibrant town center, shopping, dining, & commuter routes, this exceptional property offers timeless design, modern amenities, & an unparalleled lifestyle.

121 Osborne Hill Rd, Fairfield

210 Pansy Rd, Fairfield
$1,910,000
5 Beds ⋅ 4 Baths ⋅ 24158842 MLS
Welcome to 210 Pansy Road, a stunning new construction home in Fairfield built by respected local builder Kardamis Construction, offering over 3,000 square feet of thoughtfully designed living space with 5 bedrooms and 3.5 baths. What truly sets this property apart is its rare setting backing to 8.5 acres of protected nature preserve, creating a private and peaceful backdrop rarely found in new construction. Inside, the home showcases high-end finishes throughout including white oak flooring, custom cabinetry, soaring 9-foot ceilings, and abundant natural light. The chef's kitchen is equipped with Thermador appliances, quartz countertops, and a large center island designed for both everyday living and entertaining. The dining room features a wet bar, while sliding white oak barn doors connect the living room and expansive family room, offering flexibility for open or private living spaces. Upstairs are five spacious bedrooms and three full baths. One bedroom offers exceptional versatility and can function as a media room, guest suite, second primary, or recreation space, highlighted by cathedral ceilings and striking natural oak beams. Additional features include an attached two-car garage pre-wired for an EV charger, a back patio with natural gas grill hookup, and the opportunity to finish the basement for additional living space. A rare combination of modern luxury, privacy, and natural surroundings in one of Fairfield's most desirable neighborhoods.

210 Pansy Rd, Fairfield

260 Pansy Rd, Fairfield
$1,899,900
5 Beds ⋅ 4 Baths ⋅ 24171436 MLS
Welcome to 260 Pansy Road, the last home available at Pansy Road Farms! Built by a respected local builder, this beautifully crafted, new construction center hall colonial offers over 3,000 square feet of thoughtfully designed living space with 5 bedrooms and 3.5 baths. Set against 8+ acres of protected open space, this home offers a rare combination of privacy, natural beauty, and modern luxury in one of Fairfield's most coveted neighborhoods. Inside you'll find white oak flooring, custom cabinetry, soaring 9-foot ceilings, and abundant natural light throughout. The chef's kitchen features Thermador-Pro appliances, quartz countertops, and a large center island perfect for everyday living and entertaining. A wet bar enhances the dining room, while white oak barn doors connect the living and family rooms. Upstairs offers five spacious bedrooms and three full baths, including a dramatic oversized bedroom with cathedral ceilings and natural oak beams, ideal as a media room, second family room, playroom, or bonus space. The luxurious primary suite features a spa-like bath with double vanity, soaking tub, oversized shower with three shower heads, and the opportunity to customize the primary closet. Outside, the fully sodded property offers a large level backyard, in-ground irrigation system, rear patio with natural gas grill hookup, and natural split rail fencing that complements the scenic surroundings. A rare opportunity to own the final home in this special development

260 Pansy Rd, Fairfield

68 Figlar Ave, Fairfield
$1,855,000
5 Beds ⋅ 4 Baths ⋅ 24152282 MLS
Welcome to 68 Figlar Avenue. This beautifully designed 5 bedroom, 4.5 bath, 11 room home offers 4 levels of living space filled w/ great light & thoughtful details. From the natural white oak flooring to the exquisite millwork & custom built-ins, craftsmanship is evident. The open-concept main level is both elegant & functional, featuring a chef's eat-in kitchen w/ custom cabinetry by a premier cabinet maker, professional-grade Viking appliances, large center island, walk-in pantry w/ Quartz counters & a separate butler's pantry w/ sink & wine chiller. The formal dining room w/ detailed millwork flows seamlessly from the kitchen, while the expansive family room offers built-in bookshelves & gas fireplace. A private home office completes the 1st level. Upstairs, the 2nd level includes a luxurious primary suite w/ a walk-in closet & spa-like bath w/ heated floors, along w/ 3 additional generously sized bedrooms each w/ custom closets, Jack & Jill or ensuite full bath. The 3rd level provides a flexible bonus space that could be an au pair suite/in-law suite w/ a full bath, 5th bedroom & a large walk-in storage room. The finished lower level adds even more living space w/ a versatile recreation room. Outside, enjoy a private backyard w/ plenty of room for a pool, lush yard & patio. Get excited to move right in w/ town, train, parks & schools, close by.

68 Figlar Ave, Fairfield

15 Barton Rd, Fairfield
$1,800,000
6 Beds ⋅ 5 Baths ⋅ 24171149 MLS
HIGHEST & BEST: PLEASE SUBMIT HIGHEST AND BEST OFFERS BY 5PM MONDAY 5/4. Built by award-winning local reputable builder DeLaurentis Developments, not all new construction is created equal-especially in a neighborhood like this. Set behind a classic white picket fence in Fairfield's coveted University area, this thoughtfully crafted custom home offers more than beautiful design-it offers a true community lifestyle. Sidewalk-lined streets invite evening strolls, bike rides, & neighborly conversations. Just moments away, Gould Manor Park becomes an extension of your backyard-perfect for playground time, tennis/pickleball, & weekend gatherings. Block parties & neighborhood traditions create a sense of connection that's increasingly rare. Living here means effortless convenience: a quick Whole Foods run, coffee downtown, or catch the train less than a mile away for an easy NYC commute. Beaches, shops, restaurants, & schools are all w/in minutes, blending coastal charm w/ everyday practicality. Inside, the home balances warmth & modern function w/ sun-filled spaces & seamless flow. A custom chef's kitchen w/ full Thermador suite, statement Venetian-plastered range hood, oversized island, & walk-in pantry anchors the main level. The adjacent family room-w/ its cozy fireplace-opens to a fenced yard w/ a thermal stone patio, designed for entertaining, play, pets, and more.

15 Barton Rd, Fairfield

706 Judd St, Fairfield
$1,738,000
5 Beds ⋅ 6 Baths ⋅ 24158696 MLS
Opportunity knocks! Don't miss this fabulous NEW construction home in Fairfield's highly desirable University area, built by established local builders Coppola & Sons. This custom home set upon a perfect flat corner lot with beautiful patio and newly fully fenced yard offers 4,100 sqft+ of designer living space with an open-concept layout, encompassed by gorgeous Marvin windows providing abundant natural light, white oak hardwood floors, exquisite details and luxurious finishes throughout. The gourmet eat-in kitchen features premium stainless steel appliances, abundant storage, and an oversized island perfect for entertaining, flowing seamlessly into the spacious family room with a striking gas fireplace. A versatile living room, office, or dedicated dining area, awaits your personal touches. The finished lower level w/ exterior access & additional bathroom provide flexible space for today's modern lifestyle. The second level offers four spacious ensuite bedrooms, including a luxurious primary suite with soaring ceilings, striking gas fireplace, spa-like bath, and two custom walk-in closets, along with a convenient laundry room. The finished third floor provides a fifth bedroom with full bath, or additional flexible space ideal for a media room/office. Exceptional design and value ideally located in WALKABLE distance to Elementary school, restaurants, shopping, as well as convenient proximity to Fairfield's beloved beaches, Metro stations to NYC, Lake Mohegan, schools & more!

706 Judd St, Fairfield

2580 N Benson Rd, Fairfield
$1,725,000
5 Beds ⋅ 4 Baths ⋅ 24198508 MLS
Featured in Fairfield Magazine, this beautifully restored 1834 Cape Cod farmhouse blends nearly 200 years of history, character & modern luxury in the sought-after Osborn Hill School District. Thoughtfully expanded over 30 years by its owners, including an accomplished NYC designer, this 5BR home retains exposed beams, wide-plank floors, handcrafted millwork & multiple fireplaces. A welcoming front porch leads to a charming parlor w/FP & French doors, 1st-floor office w/built-ins, formal DR w/exposed barnwood & FP, plus a 1st-floor BR w/FP. The chef's kitchen features custom cabinetry, granite counters, oversized island, 6-burner range, wine fridge & premium appliances, opening to a sun-filled family room w/wood-paneled ceiling. 1.5 updated baths & a spacious laundry room complete the main level. Upstairs, the primary suite offers exposed beams, built-ins, WIC & spa bath w/heated floors, soaking tub, dual vanities & oversized shower, plus 2 BRs w/Juliet balconies. The attached barn is an entertainers dream w/soaring ceilings, bamboo floors, barnwood bar & stone gas FP, plus an ensuite guest BR, 2nd office & fitness/flex space. The oversized garage includes an art/craft studio w/cedar closet. Outside, the private landscaped yard invites garden parties & quiet evenings alike, w/stone patio, outdoor LR w/stone FP, dining area, bar, hot tub, outdoor shower & firepit. Minutes to downtown, beaches, Black Rock, Metro-North, shopping & dining. Very special, once-in-a-lifetime home!

2580 N Benson Rd, Fairfield

276 Pemburn Dr, Fairfield
$1,700,000
4 Beds ⋅ 5 Baths ⋅ 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

50 University Dr, Fairfield
$1,661,000
4 Beds ⋅ 3 Baths ⋅ 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

610 Unquowa Rd, Fairfield
$1,658,000
4 Beds ⋅ 4 Baths ⋅ 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

240 Henry St, Fairfield
$1,620,000
5 Beds ⋅ 4 Baths ⋅ 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

692 Stillson Rd, Fairfield
$1,599,000
4 Beds ⋅ 3 Baths ⋅ 24173246 MLS
Welcome to 692 Stillson Road, Fairfield -where luxury and serenity converge. A stunning Modern Colonial, 4-bedroom + home office designed for those who seek both elegance and harmony. This home is more than a residence; it is a perfectly balanced space, meticulously maintained with exquisite crown moldings, custom millwork, 9-foot ceilings, and gleaming hardwood floors. Ideal location, close to top schools, shopping, beaches and an easy NYC commute, offering both convenience and a sense of alignment. Over $60,000 in recent upgrades ensure effortless living: a fully waterproofed basement with transferable warranty, a newly added office, and a new HVAC system (2025). Step into a dramatic 20-foot foyer filled with natural light and fresh, neutral tones. The formal dining room impresses with elegant custom trim and a coffered ceiling, perfect for entertaining. At the heart of the home is the chef's kitchen featuring high-end stainless steel appliances and an extraordinary 8-foot solid Carrara marble island. The open-concept layout flows seamlessly into the expansive family room, anchored by a warm gas fireplace. The luxurious primary suite offers a private retreat with a tray ceiling, spacious walk-in closet, and spa-like bath with marble floors, glass-enclosed shower, and oversized soaking tub. Three additional generously sized bedrooms provide comfort and flexibility, while the private office with four closets offers exceptional storage and an ideal work-from-home setup.

692 Stillson Rd, Fairfield

179 Lawrence Rd, Fairfield
$1,590,000
4 Beds ⋅ 3 Baths ⋅ 24169263 MLS
Location, Location!! Welcome to 179 Lawrence Road - this home is a beautifully maintained and thoughtfully updated 4 bedroom, 2.5 bath Colonial on a level 0.26-acre lot in one of Fairfield's most desirable neighborhoods. Located on a quiet, welcoming street whose entire length is lined with mature oak trees, the neighborhood is just moments from downtown shops, restaurants, top-rated schools, Metro-North and Fairfield U. This home offers the perfect blend of classic New England character and modern living. Step inside to find a main level that flows effortlessly for both everyday living and entertaining, hardwood floors throughout, a formal living room with fireplace, dining room with sliders out to the quaint backyard terrace, gourmet eat-in kitchen with a generous island and eating area with a wrap around bench seating surrounded by over-sized windows and a family room w/vaulted ceiling and stone fireplace.The upstairs includes 3 bedrooms with hall bath, walk up unfin attic and a large primary suite with generous walk in closet, laundry room and spacious bath. A custom-finished lower level modeled after a 17th-century ship captain's cabin will wow you with shiplap walls and beams and a built-in entertainment system. Whether you're looking for a forever home or a distinctive property that stands out, this residence delivers character, comfort, and convenience in a highly sought-after location. Don't miss the opportunity to own this unique gem in Fairfield's University area!

179 Lawrence Rd, Fairfield

12 Sconset Dr, Fairfield
$1,525,000
4 Beds ⋅ 4 Baths ⋅ 24177139 MLS
"The Yellow home on the corner", perfectly set on a prime University cul-de-sac, has hit the market. Welcome to 12 Sconset Drive, a home overflowing w/ character that is move-in ready, w/ thoughtful improvements & shows like a dream. Featuring 10 spacious rooms across 3 levels of living creating a special space for everyone, all filled w/abundant natural light. So many details to love about this home including built-ins, hardwood flooring, 3 updated full bathrooms, freshly painted & the list goes on. The main level offers an exceptional flow w/ the eat-in kitchen perfectly designed for both entertaining & cooking while the cozy living room w/ fireplace opens to the idyllic 3 season porch, the perfect spot for sipping morning coffee or relaxing to the sound of birds chirping. The dining room easily connects to the sunroom, a warm spot to unwind. A laundry area & half bath complete the main level. Upstairs, you will find 3 generously sized bedrooms, including the primary suite, along w/ a finished 3rd level featuring the 4th bedroom, family room & full bath, perfect for guests, a home office, or flexible living. Step outside to one of the home's most special features: a peaceful, private & expansive back yard bursting w/ blooming flowers, privacy trees, patio, fencing & professional landscaping. Enjoy the amazing block parties this neighborhood offers, walk to school, stroll to town & take advantage of dining, entertainment & shopping. Enjoy life in this exceptional home.

12 Sconset Dr, Fairfield

164 Wakeman Rd, Fairfield
$1,499,000
5 Beds ⋅ 4 Baths ⋅ 24152868 MLS
Nestled in Fairfield's highly sought-after University neighborhood, this exceptional home beautifully blends timeless vintage charm with a warm, modern aesthetic. Set on a private, arborvitae-lined property, the outdoor space features a stone patio and gas fire rock seating area. Inside, the inviting layout offers effortless flow and abundant natural light. The living room, anchored by a wood-burning fireplace and French doors to the patio, opens seamlessly to the dining room and sunny kitchen. The custom kitchen connects to a family room with soaring 10-foot ceilings & roaring stone fireplace. Spacious primary bedroom with vaulted ceilings, beams, bath with glass shower, soaking tub & walk-in closet is a lovely oasis. Guest room with ensuite bath & walk-in closet plus 2 additional bedrooms complete the 2nd level. 3rd level bonus area offers flexible space with 5th bedroom. The finished lower level provides versatility and extra living space. Additional amenities include, study, mudroom, 2 laundry rooms, irrigation system, 2 car garage and much more. Ideally located just minutes from vibrant Fairfield town center and train (1 mi), Beach (1.3 mi), Marina (1.1 mi), Tennis & golf. Waterfront community offering historic charm, dining, shopping, arts & 2 universities, just 50 miles from NYC.

164 Wakeman Rd, Fairfield

66 Adams Rd, Fairfield
$1,440,000
5 Beds ⋅ 4 Baths ⋅ 24179007 MLS
Stunning top-to-bottom modern builder renovation of this quintessential Colonial set at the end of a highly desirable private cul-de-sac in this sought after University area neighborhood. Boasting a completely reimagined floor plan with gorgeous new white oak hardwood floors throughout. Spectacular custom kitchen featuring a premium Thermador appliance package, modern cabinetry, and designer finishes. Spacious living room with fireplace along with a large family room perfect for entertaining and everyday living. The flexible floor plan features a rare first floor en-suite bedroom complete with a beautifully renovated modern bath, ideal for guests or multigenerational living. Upstairs you'll find a luxurious primary suite with walk-in closet and a stunning spa like bath featuring a soaking tub and oversized walk-in shower. Three additional generously sized bedrooms are serviced by another fully renovated designer bath. New roof, paint, trim, doors, hardware, and LED lighting throughout. New high efficiency gas furnace and central AC. Spacious yard offers plenty of room for outdoor enjoyment. All perfectly positioned at the very end of a quiet cul-de-sac in one of the area's most desirable and convenient neighborhoods, where homes rarely become available. Minutes to train, downtown, highways and beach. Nothing to do but move in.

66 Adams Rd, Fairfield

1185 Stillson Rd, Fairfield
$1,360,000
3 Beds ⋅ 3 Baths ⋅ 24166397 MLS
One of a kind! Where can you find a sunny sprawling contemporary ranch with an open floor plan, large rooms and total privacy right in the heart of town? Set on a private acre with a long winding driveway, this one level home invites the "outside in"with a smashing vaulted LR with multiple windows, a floor to ceiling stone fireplace adjacent large entertainment deck. There is a formal DR with picture window overlooking professionally landscaped gardens. A large FR is open to a newer kitchen with a private terrace, skylight, dining area, high end appliances and a custom pantry to die for! The primary suite has "his and hers" closets, a bath with double sinks and luxury shower and its own private access to the yard. Three additional bedrooms (one used as a den with closet in the hall) are spacious and serviced by an updated hall bath. This house that has it all!

1185 Stillson Rd, Fairfield

274 Valleyview Rd, Fairfield
$1,350,000
3 Beds ⋅ 3 Baths ⋅ 24178943 MLS
***Multiple offers received- Highest & Best Offers requested by 6/1 @ 5PM.***Perfectly situated on a peaceful cul-de-sac and set on beautifully manicured park-like grounds, this custom 3 bedroom, 2.5 bathroom Colonial/Cape offers 2,562 square feet of exceptional living space, complete with a 3-car garage, irrigation system, and whole-house generator. A grand foyer welcomes you into a thoughtfully designed interior featuring elegant finishes and timeless craftsmanship throughout.The main level boasts a formal dining room accented with custom detailed millwork, a living room with French doors leading to a charming front porch, and a stunning kitchen equipped with granite countertops, stainless steel appliances, double ovens, and a Sub-Zero refrigerator. A spacious family room with custom built-ins and a gas fireplace provides the perfect gathering space, while French doors open to a beautiful brick paver patio overlooking the expansive private backyard, ideal for entertaining and offering plenty of room for a future pool site. Completing the main level are a convenient mudroom and half bathroom. Upstairs, you will find three generously sized bedrooms, including a luxurious primary suite featuring vaulted ceilings, two walk-in cedar closets with custom built-ins and a gorgeous primary bathroom with a large glass enclosed steam shower, double sink vanity and oversized jacuzzi tub. A truly special property offering privacy, elegance, and exceptional indoor and outdoor living.

274 Valleyview Rd, Fairfield

533 N Benson Rd, Fairfield
$1,350,000
6 Beds ⋅ 5 Baths ⋅ 24176641 MLS
Stately Classic 1927 in Fairfield's sought after University section offering 6 Bedrooms, 4.5 baths, timeless architecture, and room for everyone. Built with quality old-world construction and gracious proportions rarely found today, this is not your typical "seen one, seen them all" staged home- but a property with genuine character, scale, and opportunity. A welcoming entrance foyer opens to an expansive living room with fireplace and adjoining den, formal dining room, private office, and first floor bedroom suite with full bath- ideal for, guests, extended family, or au pair living. The large eat-in kitchen with gas range flows into sun-filled sunroom overlooking the private backyard. Upstairs are 5 bedrooms and 3 full baths, including spacious primary suite with oversized walk-in closet, dressing area and private bath. Outside, a pergola-covered patio overlooks the grassy yard with tranquil stream that winds through the property. The rare double lot offers exceptional outdoor recreation space and privacy. Awning and Generator included. Heated Detached 4-car garage provides outstanding flexibility for a car enthusiast, studio, gym, workshop, home office or play space with additional storage above. A classic roaring Twenties gem awaiting its next chapter for someone who values space, craftsmanship, and the chance to create something extraordinary.

533 N Benson Rd, Fairfield

45 Pheasant Ln, Fairfield
$1,275,000
4 Beds ⋅ 3 Baths ⋅ 24186045 MLS
Welcome to this beautifully updated Center Hall Colonial in Fairfield's sought-after University area. This meticulous 4-bedroom, 2.5-bath home offers exceptional living space, privacy, and direct access to the Springer Glen open space, with seasonal views of the Mill River. The home offers a spacious living room with hardwood floors and a large picture window, which flows into the dining room area and the well-appointed kitchen with custom Omega wood cabinetry, granite countertops, coffee bar and a center island. Just off the kitchen, a cozy den with built-ins, provides the perfect spot to relax by the fireplace. A bright sunroom/family room offers shiplap and is enjoyed year-round. A half bath with a laundry closet completes the main level. Upstairs, you'll find 4 generously sized bedrooms, all with hardwood flooring and ample closet space. The spacious primary suite features a walk-in closet and an en-suite bath with a walk-in shower and heated towel rack. A second full bath serves the remaining bedrooms. The finished lower level provides additional living space, ideal for a rec room, or gym, along with unfinished storage space. Outdoor living space includes a deck, patio, and lightly wooded backyard offering a peaceful and private setting. Situated on a quiet cul-de-sac street with direct access to hiking trails, this special property blends natural beauty with everyday convenience, ideally located between the Merritt and I-95 and close to all town amenities.

45 Pheasant Ln, Fairfield

22 Knollwood Dr, Fairfield
$1,275,000
4 Beds ⋅ 4 Baths ⋅ 24160734 MLS
Warm and inviting Colonial located in the highly sought-after University neighborhood of Fairfield. This 4-bedroom, 3.5-bath home offers exceptional flexibility with a fully finished walk-out basement featuring a full bathroom and separate entrance, ideal for multigenerational living or a potential in-law setup. From the moment you arrive, the home's beautiful exterior, attractive color palette, and upgraded garage doors create standout curb appeal. Inside, enjoy a spacious and functional layout with room to grow, including a beautiful bonus room inside the Primary Suite. Step outside to a backyard oasis complete with two full-size decks, a hot tub, and impressive stonework, perfect for entertaining or relaxing. This property also boasts a flat, fenced-in backyard. A rare opportunity to own in one of Fairfield's most desirable neighborhoods-schedule your showing today before it's gone.

22 Knollwood Dr, Fairfield

41 Pepperbush Ln, Fairfield
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 24186574 MLS
Welcome home to this fully renovated Colonial in one of Fairfield's most desirable neighborhoods! Comprehensively updated with high-quality finishes throughout, this 3-bedroom, 2.5-bath home offers move-in ready living w/ nothing left to do but unpack. Brand-new open concept kitchen over looks dining room & features modern shaker-style cabinetry, quartz countertops, & all-new st/st appliances, flowing into a new pantry/mudroom/laundry area. Dining room has custom millwork. Formal living room flows into a great room w/vaulted ceilings w/dramatic wood burning fireplace featuring an absolute black granite surround & shiplap detail. Primary suite upstairs features luxurious en-suite bath w/dual vanity, herringbone tile & shiplap detail & WIC w/custom closet system. Two additional bedrooms & an oversized full bath w/dual vanity & tub/shower combo complete the upstairs. Massive finished lower level could be future gym/office/game room. Sliders from kitchen lead out to beautiful composite deck overlooking the private backyard. Refinished white oak hardwood floors thruout. Major systems have been completely updated for comfort and efficiency: two brand-new high-efficiency HVAC systems, heating system converted from old baseboard to modern hydro-air. New 200-amp electrical service, new siding, new energy-efficient Anderson windows & sliding door, composite decking, new front entry door, new custom garage door (to be installed mid July), new bluestone walkway & front porch.

41 Pepperbush Ln, Fairfield

88 Middlebrook Dr, Fairfield
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 24162036 MLS
Tucked on a quiet cul-de-sac in Fairfield's sought-after University neighborhood, just two miles to the train and downtown. This classic New England Colonial was fully renovated and expanded in 2005 - Nantucket-style cedar shingles, copper half-round gutters, and a mahogany front porch that gives this home curb appeal that is simply off the charts. In 2021 the home was expanded again to add a showpiece kitchen and a brand new outdoor patio perfect for entertaining. The kitchen delivers: custom cabinetry, ultra-luxury Pietra Cardosa stone countertops, glass subway tile backsplash, 36" Thermador range with professional hood, Bosch French door refrigerator, Thermador dishwasher, and an oversized butcher block island with seating for three. Hardwood floors and crown moldings run throughout, anchoring a front-to-back living room with wood-burning fireplace and a dining room with genuine elbow room. Upstairs: three bedrooms including a primary suite with walk-in closet and full bath with shower and Jacuzzi tub; the secondary bedrooms are spacious and feature custom built-ins. The partially finished lower level offers two separate spaces - ideal for a home office and hangout or playroom. The full walk-up attic is a blank canvas with real potential to add a fourth bedroom, bonus room, or whatever the next owner envisions. Other updates include: new central air, newer hot water heater, natural gas ready, oversized one-car garage, and a backyard that has to be seen to be appreciated.

88 Middlebrook Dr, Fairfield

1373 Mill Plain Rd, Fairfield
$1,230,000
3 Beds ⋅ 2 Baths ⋅ 24172322 MLS
Welcome to this beautifully updated home in a prime Fairfield location-just minutes to top-rated schools, vibrant dining, shopping, cafes, Metro-North train and Fairfield's stunning beaches. Vintage character and thoughtful updates blend seamlessly in this meticulously maintained original farmhouse set back from the road & surrounded by professionally designed landscaping. Timeless details including original wide plank floors & reclaimed barnwood are complemented by modern improvements throughout. The inviting living room features a stone fireplace, while the updated Deane-designed kitchen offers custom cabinetry, limestone countertops, Viking range, Sub-Zero fridge & Miele dishwasher. The kitchen opens to a sun-filled family room overlooking the large private backyard. Two fully renovated bathrooms include a high-end first-floor bath with heated floors, Carrara marble and rainfall shower. Additional highlights include recessed lighting, walk-in closet, a home office & dressing room with laundry. The beautifully landscaped grounds showcase new plantings for a spectacular spring display, framed by cedar fencing. Ideally located: a short walk to Riverfield Elementary and close to town, train & beaches. This is a rare opportunity to own a piece of Fairfield's history with modern comfort.

1373 Mill Plain Rd, Fairfield

185 Windsor Rd, Fairfield
$1,200,000
4 Beds ⋅ 4 Baths ⋅ 24162856 MLS
Tucked away on a quiet cul-de-sac in the desirable University area of Fairfield, this move-in-ready Colonial combines thoughtful updates, flexible living space, and an impressive, detached studio. Offering nearly 3,000 square feet of finished living space across three levels, this 4-bedroom, 3.5-bath home features a remodeled eat-in kitchen with new appliances, quartz countertops, farmhouse sink, and wood-burning fireplace with custom mantle. Sliding French doors open to a large deck overlooking the private, fenced yard. The light-filled family room showcases vaulted ceilings and floor-to-ceiling built-ins, while the spacious dining room opens to both the kitchen and family room - perfect for hosting gatherings. A custom mudroom with built-ins provides excellent storage. The flexible layout includes an en-suite bedroom on the main level ideal for guests or in-laws, plus an additional bedroom and updated full bath. Upstairs, the primary suite features a wall of built-ins and a beautifully updated bath, as well as a 4th bedroom and laundry room. The lower level offers additional living space for a recreation room and gym plus a half bath, ample storage, and direct backyard access. A standout feature is the detached studio, currently used as a home office, with vaulted ceilings, natural wood interior, double French doors, and its own heating and cooling system. Ideally located just minutes from downtown, Metro-North train, beaches and parks, this is Fairfield living at its best!

185 Windsor Rd, Fairfield

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