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$4,500,000
5 Beds ⋅ 4 Baths ⋅ 24200980 MLS
TOES IN THE SAND & SUMMER EVERY DAY. There are waterfront homes-& then there are homes where the water becomes part of everyday life. Welcome to 1149 Fairfield Beach Road, a truly special direct beachfront home appprox 60+/- min from NYC. Thoughtfully designed by a builder for his own family, with an emphasis on capturing the extraordinary waterfront setting. Walls of windows fill the open living spaces w natural light and capture spectacular water views. Directly outside main-level family room w/no steps to the patio, is your own beach. Three of 4 waterfront bedrooms open to a wraparound deck, giving each its own connection to the water while creating private spaces. Wake to sun-filled rooms & end the day to the sound of waves. An impressive Great Room @ the mezzanine level is an inspiring addn'l gathering space that features 12' ceilings w skylights. Kitchen, bathrooms & laundry room updated in 2025. Rare garaged & off street parking for 10 Cars! An unfinished 3rd floor w private balcony offers potential for future 1,000+/- additional SF. Also Includes: Private STUDIO APARTMENT updated(2022) & awesome! Perfect for guests/extended family/home office or summer overflow just a couple of steps over @1148. Mins. to Schools, TOWN & TRAIN! ENJOY DIRECT BEACHFRONT living while being minutes from Downtown Fairfield, popular farmers market, outdoor & indoor concerts, restaurants w/ great outdoor seating, shoppes, movies, town events & the best of what Fairfield has to offer

1149 Fairfield Beach Rd, Fairfield
$4,500,000
5 Beds ⋅ 4 Baths ⋅ 24200828 MLS
TOES IN THE SAND & SUMMER EVERY DAY. There are waterfront homes-& then there are homes where the water becomes part of everyday life. Welcome to 1149 Fairfield Beach Road, a truly special direct beachfront home appprox 60+/- min from NYC. Thoughtfully designed by a builder for his own family, with an emphasis on capturing the extraordinary waterfront setting. Walls of windows fill the open living spaces w natural light and capture spectacular water views. Directly outside main-level family room w/no steps to the patio, is your own beach. Three of 4 waterfront bedrooms open to a wraparound deck, giving each its own connection to the water while creating private spaces. Wake to sun-filled rooms & end the day to the sound of waves. An impressive Great Room @ the mezzanine level is an inspiring addn'l gathering space that features 12' ceilings w skylights. Kitchen, bathrooms & laundry room updated in 2025. Rare garaged & off street parking for 10 Cars! An unfinished 3rd floor w private balcony offers potential for future 1,000+/- additional SF. Also Includes: Private STUDIO APARTMENT updated(2022) & awesome! Perfect for guests/extended family/home office or summer overflow just a couple of steps over @1148. Mins. to Schools, TOWN & TRAIN! ENJOY DIRECT BEACHFRONT living while being minutes from Downtown Fairfield, popular farmers market, outdoor & indoor concerts, restaurants w/ great outdoor seating, shoppes, movies, town events & the best of what Fairfield has to offer

1149 & 1148 Fairfield Beach Rd, Fairfield
$2,950,000
4 Beds ⋅ 4 Baths ⋅ 24196292 MLS
Ideally located in one of Fairfield's most desirable beach neighborhoods, this beautiful custom-built FEMA compliant home combines premium construction and efficiency with high-end finishes throughout. Unique features include 2x6 framing, steel beam support, energy efficient foam insulation, dual HVAC and tankless hot water systems, a gorgeous custom kitchen with Thermador appliances and honed granite countertops, an incredible home theater system, a 3-floor elevator, a spacious bonus room with views of Long Island Sound, an oversized garage with a gym or if you prefer, space for a 3rd car; and to top it all off, a saltwater swim spa overlooking a lush, professionally landscaped yard. Just steps to deeded beach access, and minutes to the playground, tennis and bocce courts, Fairfield's vibrant town center and Metro North train station. This stunning home isn't going to last - schedule your showing before it's gone.

679 Rowland Rd, Fairfield
$2,699,000
5 Beds ⋅ 4 Baths ⋅ 24141176 MLS
TWO incredible waterside opportunities await! That's right, not one, but TWO fantastic beach area homes are offered! With their direct waterfront locations (1235 - beachfront/LI Sound; 1236 - canal side), both homes have amazing water views, beach access and a convenient, fantastic location all in one! Both homes also offer excellent investment/rental opportunities. #1235 is rented for the '26-'27 college academic calendar year (Sept-May). 1236 is presently rented month-to-month. The home can be your beachside escape for the summer months - or rent it out monthly for additional income! When it's time for you to reside in the homes, create your own compound with a bright and airy house on each side of the water! 1235 has newer bathrooms, kitchen and tankless water heater. All newer windows on the beach-facing side of the home. Newer roof & skylights (2021). Recently painted exterior. Enjoy the incredible views of the Sound from the primary bedroom balcony! Take a dip in the sound and then come back from the beach & rinse off in the outdoor shower! 1236 has newer kitchen windows, re-sanded floors (2023) and has been repainted inside (2023). Hardwood floors throughout both homes (except for kitchen at 1236 (tile)).

1235-1236 Fairfield Beach Rd, Fairfield
$2,549,000
4 Beds ⋅ 4 Baths ⋅ 24205159 MLS
Gorgeous Farmhouse Colonial tucked away on 2+ picturesque acres & minutes to Fairfield & Westport center. Timeless natural beauty, distinctive architecture, exquisite craftsmanship & sophisticated updates combine to create a home that truly stands apart. Featuring 12 rooms flooded w/ brilliant light over 3 levels of living. Enjoy views of a serene fallow field, a gentle stream, wildlife & stunning seasonal changes from vibrant autumn colors to peaceful snow-covered landscapes. The living room fireplace provides a cozy focal point w/ oversize French doors that open to the patio creating an ideal setting for outdoor dining & hosting. The eat-in kitchen offers the dining area, island, pantry & state of the art appliances & guides you to the dining room, office, living room & study. Upstairs the beauty continues w/ 4 large bedrooms including the primary. The lower level expands the living space w/ a new mudroom, rec room, gym & half bath. Updates include a new lower level, flagstone patio, custom pantry w/ wine storage, upgraded laundry room w/ new washer, new window in en-suite & new Rubbermaid track system. Step outside to your patio featuring a built-in Weber BBQ & XL Big Green Egg, perfect for cooking enthusiasts. Exterior has been meticulously maintained w/ repainting, stone-accented walls, Belgium block-lined driveways & ongoing landscaping. A NE bridge adds character. The Patterson Club is a bike ride away. 3007 Redding Road is filled w/ light, space & lasting memories.

3007 Redding Rd, Fairfield
$2,499,000
4 Beds ⋅ 4 Baths ⋅ 24205683 MLS
Secluded Southport mini-estate built with character and attention to detail. Rarely do you find a home that needs nothing. Well loved and enhanced by the current owners including an upper level addition and expanded and renovated kitchen - the home and property have been improved and updated throughout their stewardship. Set on a gentle knoll at the end of a gated drive, enjoy sprawling lawns, professional landscaping and lighting, an inviting heated Gunite pool and enviable privacy. The exterior is further enhanced with a detached barn/garage, a treehouse featured in magazines and a sport court. Fall in love and watch the seasons change on your wraparound front porch. The recently renovated kitchen will delight every home chef. The kitchen and dining is open to a very spacious family room with fireplace, making entertaining a pleasure. Upstairs the romantic and secluded primary suite includes a full bath, plus a separate sitting room/study that is well suited for use as a home office, nursery or dressing room. There are now 3 additional family bedrooms plus two additional full baths. The finished lower level provides great play space and additional living area to enjoy. Gracious, tasteful finishes throughout with meticulous attention to maintenance and quality materials. This is an opportunity to truly have it all.

245 Cedar Rd, Fairfield
$2,399,000
4 Beds ⋅ 4 Baths ⋅ 24191345 MLS
One of only two new construction homes currently available in Fairfield's coveted Beach neighborhood, an incredible opportunity w/ outstanding market value & just steps to the beach - Welcome Home to 96 Clinton Street. 4 levels of living w/ 2950 sf, elevator shaft ready, 4 bedrooms, 3.5 bath & high end finishes throughout. The open concept main level features custom finishes w/ a chef's kitchen featuring Quartzite countertops, large island w/ 2 inch countertops, custom cabinetry w/ a seamless flow into the spacious dining area & family room featuring oak beamed ceilings, gas fireplace & an inviting entertainment & bar area, plus shelving & built-in cabinetry abutting the gorgeous stone fireplace. The 2nd level hosts 3 generous sized bedrooms including the primary en-suite & the 3rd level w/ the 4th bedroom/office, full bath & opens to a spectacular deck w/ wire railings & beautiful views- the perfect retreat for relaxing or working from home. All of this PLUS the lower level loggia that offers exceptional additional living space complete w/ custom built-ins, large-screen tv hookup & direct access to the patio & backyard w/ plenty of room for a pool. The large mudroom, and a 2 car garage add great convenience. This quiet neighborhood is a quick walk to town, beach, shopping, school, parks and marina.

96 Clinton St, Fairfield
$2,299,000
4 Beds ⋅ 4 Baths ⋅ 24206534 MLS
Exceptional New Construction in the University Area. Nestled on a quiet, low-traffic street in the heart of the desirable university neighborhood, this stunning new construction home perfectly blends luxury craftsmanship, modern functionality, and unmatched convenience. Currently under construction with a planned completion for May, this property offers a rare window of opportunity for buyers to step in, select custom finishes, and truly tailor the design to fit their personal vision. Built by one of the region's most well-known and respected local builders-celebrated for high-quality architectural detail and a proven portfolio of exceptional homes- this residence is thoughtfully designed inside and out. Spacious living: designed with an open, modern flow featuring 4 generous bedrooms and 3.5 baths, ideal for both everyday living and formal entertaining. Customization Potential: Early buyers can consult directly with the builder to select key interior options, fixtures, and personalized details before construction wraps. Refined Craftsmanship: Expect premium trim work, high-end surfaces, and beautiful architectural touches throughout the entire footprint. Unbeatable Location and Accessibility. Tranquil Setting: Enjoy the peace of a secluded, quiet neighborhood within a vibrant university setting. Commuters Dream: Central access puts you minutes away from local trains, downtown shopping and dining, and major highway corridors for easy travel. Opportunity awaits!

446 Wormwood Rd, Fairfield
$2,299,000
4 Beds ⋅ 4 Baths ⋅ 24205202 MLS
Live just moments from the beach in Fairfield's sought-after coastal neighborhood. Fully renovated and professionally staged, 484 Rowland Road offers 4 bedrooms, 3.5 bathrooms and nearly 2,800 square feet across three finished levels. The sun-filled main floor features hardwood floors, crown molding and an inviting flow between the living spaces. A bright sitting room with walls of windows opens to a family room with a fireplace, while the spacious dining room is ready for entertaining. The renovated kitchen features custom cabinetry, stone countertops, Viking appliances and an oversized center island with seating. Upstairs, the primary suite and additional bedrooms offer generous space, abundant natural light and hardwood floors, complemented by well-appointed bathrooms. The finished third floor provides flexible bonus space for a home office, gym, playroom, media room or guest area, along with additional storage. Outside, enjoy a long, level fenced backyard with room for entertaining, recreation and gardening, plus a detached one-car garage, paved driveway and covered outdoor area. Set in an amazing beach-area location close to the shoreline, parks, downtown Fairfield, restaurants, shopping and the train station, with access to Fairfield Public Schools. This move-in-ready home brings together coastal living, timeless design and modern comfort.

484 Rowland Rd, Fairfield
$2,275,000
4 Beds ⋅ 4 Baths ⋅ 24195780 MLS
Another exceptional new construction by a well-known local builder! Now is the perfect opportunity to meet with the builder and customize this beautifully designed home to suit your lifestyle. Offering approximately 2700 square feet of thoughtfully designed living space, plus additional finished space in the basement, this home features 4 levels of living, 4 spacious bedrooms, and 3.5 luxurious baths. The open-concept floor plan is ideal for both everyday living and entertaining, with quality craftsmanship and high-end finishes through out. Located on a quiet street in the highly desirable Sasco neighborhood, you'll enjoy the convenience of walking to downtown, two beautiful beaches, and nearby nature trails. The property is outside the flood zone and offers plenty of room for a pool, creating the perfect setting for your own private backyard retreat. Don't miss this rare opportunity to personalize a brand-new home in one of Fairfield's most sought-after coastal neighborhoods.

75 Spinning Wheel Rd, Fairfield
$2,050,000
5 Beds ⋅ 4 Baths ⋅ 24174341 MLS
Set on a level and flat .24-acre lot in the highly sought-after Sasco Hill area of Fairfield, this charming home offers endless opportunities to customize and create your dream living space. Boasting 2,500 square feet of versatile living area, 5 bedrooms- 2 Primary (one w/ full bath, both upstairs), bedroom on main floor, plus 3 full unfinished basements (could easily be finished), a deck, and an outdoor shed. This property perfectly balances comfort and potential. Enjoy unique dual-street frontage, enhancing privacy and offering multiple access possibilities. The fabulous location is walkable from Southport Harbor, Southport Center & train, 10-15 minute walk to Fairfield downtown & train, 5 beaches plus South Benson marina, golf & award winning schools! Equipped with town water, town sewer, and oil heat, this home provides the perfect foundation for your next chapter in one of Fairfield's most desirable neighborhoods. Don't miss the chance to make this wonderful property your own, combining convenience, space, and endless potential in the heart of Sasco Hill.

79 Fairfield Pl, Fairfield
$1,925,000
4 Beds ⋅ 4 Baths ⋅ 24206227 MLS
Tucked at the end of a quiet Greenfield Hill cul-de-sac, 550 Wellington Drive feels like a true retreat-private, peaceful and designed for the way you actually want to live. Set on 2.47 secluded acres, this 4-bed, 4,776sqft home offers an exceptional amount of space to gather, entertain and spread out, with a floor plan that gives everyone a place of their own. The 1st floor is especially expansive, with a gracious living room, dramatic vaulted family room, oversized playroom, sunroom and sophisticated wood-paneled office-spaces that easily adapt for entertaining, working from home, play or simply finding a quiet corner to unwind. The kitchen sits at the heart of the home, creating an easy connection between everyday living and the many gathering spaces. Upstairs, four bedrooms provide a comfortable separation from the main living areas, complemented by recently updated bathrooms. Outside is where 550 Wellington truly becomes an escape. Surrounded by mature landscaping and complete privacy, the backyard resembles a private resort with pool, expansive deck, screened-in porch and abundant space for outdoor dining, entertaining and long summer days at home. A three-car garage completes the offering. Spacious yet inviting, private yet close to everything Greenfield Hill has to offer, 550 Wellington Drive is a homemade for gathering, entertaining and getting away-without ever having to leave home.

550 Wellington Dr, Fairfield
$1,894,500
4 Beds ⋅ 4 Baths ⋅ 24205547 MLS
Westport-inspired sophistication meets the warmth and ease of Fairfield living in this exceptional new-construction residence. Offering approximately 4,500 square feet of beautifully finished living space, this custom 4-bedroom, 3.5-bath home pairs clean architectural lines and warm natural materials with a layout designed for both everyday comfort and effortless entertaining. At the heart of the home, the designer kitchen features custom cabinetry, a premium Thermador appliance package, an oversized island, a dedicated bar area, and a fully equipped walk-in pantry with a prep sink. Select-grade white oak flooring and ceilings of nine feet or higher create a bright, airy flow throughout the home. The spacious living room is anchored by a gas fireplace, while a dramatic 10-foot bifold door creates a seamless connection to the covered porch and private, fully fenced, level backyard-with room for a pool. Upstairs, vaulted ceilings bring striking architectural character to the expansive primary suite and Jack-and-Jill bedrooms. Each bedroom offers direct access to a full bath and its own custom walk-in closet. The finished lower level adds exceptional flexibility for recreation, fitness, a home office, or guest accommodations. Set on a quiet neighborhood street just moments from Lake Mohegan, neighborhood parks, shopping, and the Merritt Parkway, this thoughtfully designed home delivers elevated style, exceptional craftsmanship, and the very best of modern living.

125 Coleman Rd, Fairfield
$1,800,000
5 Beds ⋅ 4 Baths ⋅ 24184245 MLS
Nestled at the end of a peaceful cul-de-sac, in the highly sought-after Greenfield Hill neighborhood, 220 Stonewall Lane offers a rare opportunity to own a beautifully situated home on 2.07 acres. The expansive outdoor setting provides an inviting space perfect for entertaining or relaxing while enjoying the tranquil surroundings. When entering the thoughtfully planned main level, you are drawn to the large open space with a renovated modern eat-in kitchen, a sitting area with a wood-burning pizza oven, a Great Room with cathedral ceilings, a wood-burning fireplace, and an additional family room with views of the in-ground pool and lush landscaped grounds. Natural light flows throughout. Additional highlights include hardwood floors throughout, large decorative tiles, a formal living room with fireplace, a dining room, walk-up bonus room, laundry and access to the two-car garage. Upstairs, five well-appointed bedrooms include a private primary suite, creating a comfortable and functional area. The unfinished basement offers ample space for utilities, storage and possible recreational activities. Ideally located near Fairfield's beaches, Metro-North, recognized restaurants, and the Fairfield Theatre Company, this private property blends lifestyle, location, and appeal in one of Fairfield's most desirable areas.

220 Stonewall Ln, Fairfield
$1,799,000
4 Beds ⋅ 4 Baths ⋅ 24192571 MLS ⋅ South Pine Creek Duplex BLDG.
Customize your own beautifully crafted new construction in Fairfield's highly desirable Sasco Hill/South Pine Creek neighborhood, perfectly positioned between town and the beach. Enjoy an exceptional lifestyle just minutes from Pine Creek and Sasco Beaches, Southport Harbor, golf, tennis, the train, and Fairfield's vibrant town center-all within approximately one mile or less. Thoughtfully designed and built by respected local builder Associated Development, this home blends timeless architecture with quality craftsmanship and sophisticated finishes throughout. The flexible floor plan is designed for easy licing. The ground level features a garage, spacious mudroom, and a covered loggia that creates the perfect setting for outdoor entertaining. The sun-filled main level offers 9-foot ceilings, a beautifully appointed custom kitchen that opens seamlessly to the living and dining spaces, a welcoming family room with a fireplace and custom built-ins, and a private study ideal for working from home. Upstairs, the serene primary bedroom features a luxurious bath and generous walk-in closet, accompanied by two additional bedrooms. The third floor expands the home's versatility with a fourth bedroom, full bath, and bonus room-perfect for guests, a playroom, fitness space, or media room. Offering the rare opportunity to enjoy brand-new construction in one of Fairfield's most sought-after coastal neighborhoods, this duplex. Act now, still time to customize finishes!

615 S Pine Creek Rd, Fairfield
$1,749,000
4 Beds ⋅ 4 Baths ⋅ 24171315 MLS
Experience refined luxury in this custom new construction offering 3,200 sqft. of thoughtfully designed living space, situated on a cul-de-sac just moments from downtown Fairfield, premier dining, boutique shopping & beautiful beaches. Step inside to discover exceptional millwork & upscale finishes. The main level features a spacious dining room complemented by a wet bar, perfect for entertaining. The heart of the home is the spectacular eat-in chef's kitchen boasting Thermador appliances, quartz countertops, white custom cabinetry, a white oak center island & an area for a charming breakfast nook. The kitchen flows seamlessly into the family room highlighted by a gas fireplace & sliders leading to a bluestone patio overlooking the private backyard & potential pool site. A mudroom and powder room complete the 1sr floor. The 2nd level offers four generously sized bedrooms, including a luxurious primary suite featuring a spa-like bathroom with a soaking tub, double-sink vanity & a glass enclosed shower. A secondary bedroom enjoys the convenience of a private en-suite bath, while the 3rd & 4th bedrooms share a Jack-and-Jill bathroom with a double vanity and tub/shower combination. A 2nd floor laundry room adds everyday convenience. Additional highlights include a walk-up third level offering the opportunity to create 850 additional sqft. of future finished living space, a lower level with 9 ft. ceilings providing storage or future finishing potential, and a two-car garage.

54 Timothy St, Fairfield
$1,549,000
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
$1,499,900
4 Beds ⋅ 4 Baths ⋅ 24199290 MLS
Exceptional opportunity to own what is essentially a brand-new home in Fairfield University area. Expanded with a full second-story addition and reconstructed from the original foundation up, this remarkable residence offers 3,290 square feet of beautifully finished living space with virtually every major component newly built. Designed for today's lifestyle, the open-concept floor plan features 4 bedrooms, 4 full baths, and flexible living space across three levels. The heart of the home is a stunning chef's kitchen with Thermador appliances, quartz countertops, abundant cabinetry, and a large island, opening to a dining room with coffered ceilings, and seamless flow into the living room, creating an ideal setting for both everyday living and entertaining. A first-floor bedroom and full bath provide flexibility for guests, a home office, or multigenerational living. The second floor features a spacious primary suite with a walk-in closet and beautifully appointed primary bath, along with two additional bedrooms, another full bath, and a conveniently located laundry room. The finished third floor offers a spacious office with glass French doors, valuable bonus space perfect for a playroom, media room, or guest retreat, along with a full bath. Beyond the attractive finishes, conveniently located near Fairfield's beaches, train stations, shopping, dining, parks, and top-rated schools, 694 Jennings Road offers a rare combination of modern design, turnkey living.

694 Jennings Rd, Fairfield
$1,495,000
5 Beds ⋅ 4 Baths ⋅ 24205061 MLS
Quintessential New England architecture, extraordinary grounds & an interior that continually surprises define this distinctive Greenfield Hill property. Privately set behind a stone wall on 2 exquisitely landscaped acres, this stately clapboard Colonial is beautifully sited w/cedar roof, cupola, rows of boxwood, bluestone walk & gracious front porch. Inside beautifully appointed rooms unfold w/remarkable versatility, warmth & exceptional flow for entertaining. Gracious living room w/gas fireplace leads to inviting dining room while the sun-filled kitchen overlooks the spectacular landscape & opens through French doors for seamless indoor/outdoor living. Family room w/custom built-ins, window seat & 2nd gas fireplace. Large laundry room & attached 2-car garage complete main level. Upstairs, 5 BR & 3 full BA include a gorgeous en-suite primary. Finished lower level is truly unforgettable: custom Irish Pub inspired by owners' travels to Ireland w/full bar, kegerator, handcrafted details & cozy wood-burning fireplace, creating a one-of-a-kind space for gathering. Outside dine beneath the cedar pergola draped in climbing hydrangea, wander through the English gardens, tend the enclosed vegetable garden, relax in the hot tub, enjoy morning coffee on the garden swing or simply watch nature unfold. Expansive bluestone patios, specimen plantings, mature trees & lush lawns create a setting that feels worlds away. A rare property where beauty, personality & inspired living converge.

3901 Redding Rd, Fairfield
$1,468,000
6 Beds ⋅ 4 Baths ⋅ 24199718 MLS
Welcome to 91 Lockwood Road, where modern farmhouse charm meets timeless comfort in one of Stratfield's most sought-after neighborhoods. Beautifully renovated, this exceptional home offers the perfect blend of style, functionality, and everyday living. Designed for today's lifestyle, the home features 5-6 bedrooms, 3 full baths, and 1 half bath, with bright, versatile living spaces that offer both comfort and versatility. Gleaming hardwood floors flow throughout, creating warmth and continuity. The kitchen features white oak cabinetry, a spacious peninsula island with quartz counters, and an adjoining dining area with direct access to the pool-creating an ideal layout for everyday living and entertaining. The second floor is anchored by a spacious primary suite, along with three additional bedrooms. On the main level, one to two additional bedrooms provide exceptional flexibility for guests, a home office, playroom, or den. Step outside to your private, fully fenced backyard retreat featuring a heated saltwater gunite pool and spa. Recently refreshed with new plaster and tile, the pool and spa are enhanced by new equipment and a Wi-Fi automation system. Additional highlights include an oversized one-car garage with exceptional storage.

91 Lockwood Rd, Fairfield
$1,399,000
4 Beds ⋅ 4 Baths ⋅ 24205035 MLS
Step into a storybook setting of Fairfield's "CT Cotswolds." This 1931 custom-built Cape Colonial is a masterclass in timeless elegance, where old-world character seamlessly blends w/high-end modern comforts. From the moment you cross the flagstone-covered front porch & enter the foyer, the home's heritage shines through the graceful curved staircase & rich wide-board flooring. The main level is designed for both sophisticated entertaining & quiet relaxation. The impressive LR anchors the home w/its wood-burning FP & beamed ceilings, while the formal DR delights w/artisan details like classic corner cabinetry. For those seeking a quiet retreat, the sun-drenched den serves as the perfect library or bright home office. At the heart of the home, the gourmet chef's kitchen is a showstopper. Vaulted, beamed ceiling & expansive windows frame views of the lush grounds, while Viking appliances, granite countertops, & clever storage solutions cater to the most ambitious culinary pursuits. The 1st flr Primary suite is a sprawling sanctuary featuring b/i closets, bath w/dbl shower, & private sitting room for peaceful mornings. Upstairs, 3 add'l bright BRs & FBA. The fin LL is the ultimate destination for game days, complete w/wet bar, b/ins, 1/2 bath, office space. Outside, the property transforms into a private oasis. Exquisite perennial gardens wrap the home in color, providing a stunning backdrop for alfresco dining. It's more than just a house; it's a retreat that feels like HOME.

394 Wakeman Rd, Fairfield
$1,399,000
4 Beds ⋅ 4 Baths ⋅ 24194703 MLS
This brand-new construction showcases an elite architectural design that prioritizes complete autonomy. The two separate units share absolutely no living space walls-the only common point is the garage wall,ensuring the noise control and privacy of a fully detached single-family home. NO HOA Each residence features its own distinct, privately sectioned, and fully fenced yard, creating a personal space for your outdoor activities. Step inside to a dramatic airy open concept layout. Custom cabinets in a earthy taupe shade, waterfall quartz countertops adorn the large island with plenty of space for company. Open floor plan with a banquet area for dining table. Sweeping throughout the home is natural 4in white oak flooring. Sun drenched rooms create a warm inviting atmosphere. Flexible luxury living offering 4 bedrooms or 3 Bedrooms with a 3rd floor complete with modern full bath, optional 4th bdr, office etc. The lower level is also finished with luxury plank flooring heat/Ac ...gym or media room? Each bathroom impeccably styled with clean lines and modern finishes, the primary suite bath is truly a lavish retreat with spa shower, soaking tub and highlighted by a sleek floating double vanity. Location is key and this address delivers a lifestyle of ultimate convenience: Schools, a mere stones throw from top rated holland hill, currently ludlowe school district and 3 min to FFld University. The Coast: 1.3 miles to 5 miles of sandy shores, bike routes and marina.

30 Country Rd, Fairfield
$1,397,000
3 Beds ⋅ 4 Baths ⋅ 24199320 MLS ⋅ Pequot Landing BLDG.
Beautiful End Unit, Perfectly situated in Southport, this beautifully appointed 3-bedroom, 3.5-bath Colonial townhouse end unit offers an exceptional lifestyle just moments from village shops, restaurants, Southport Harbor, and the Metro-North train. Thoughtfully updated, the remodeled kitchen features quartz countertops, a sleek backsplash, and premium Bosch appliances, centered around a generous island-opening seamlessly to a private deck, ideal for entertaining. The open living and dining areas are anchored by a striking double-sided gas fireplace and hardwood floors. The walk-out lower level provides versatile additional space with a full bath and sliders to a private bluestone patio-ideal for relaxing or entertaining. Upstairs, the primary suite offers vaulted ceilings, a spacious walk-in closet, and a beautifully appointed marble bath. Recent updates include new carpet in the primary bedroom and freshly stained upper-level hallway floors. Extensive improvements include a brand-new Electrolux central vacuum system, new washer and dryer, new HVAC system, and a new hot water heater-delivering true turnkey living. Additional features include natural gas heat, central air, main-level laundry, and a 2-car attached garage, with the option to add an elevator. A rare opportunity to experience living in one of Fairfield County's most sought-after coastal communities.

71 Aberdeen Way Unit 71, Fairfield
$1,395,000
4 Beds ⋅ 4 Baths ⋅ 24047873 MLS
Rich in character and designed for today's lifestyle, this distinctive Fairfield home is privately set on two picturesque acres, framed by classic New England stone walls, white fencing, mature trees, open lawns, a quintessential red barn, and a detached two-car garage. The setting offers exceptional privacy while beautifully balancing Fairfield's country landscape with the convenience of its location. Thoughtfully renovated and expanded in 2012, the home offers an elevated, modern living experience while preserving the architectural details that make the property unique. The beautifully appointed chef's kitchen, with top-of-the-line appliances, opens seamlessly to a great room with soaring vaulted ceilings, a handsome fireplace, walls of windows overlooking the property, and sliders to the private deck. Designed for both entertaining and everyday living, the open layout creates a natural gathering place and an effortless connection to the outdoors. Adding to the home's timeless character are its circa-1749 origins, beautifully preserved through select period details, including the King's Board flooring-an architectural feature traditionally found in some of New England's earliest homes. An adjoining room offers exceptional flexibility as a library, study, or intimate sitting room.

1495 Westport Tpke, Fairfield
$1,065,750
3 Beds ⋅ 4 Baths ⋅ 24205727 MLS ⋅ Thorpe Street Crossing BLDG.
The downtown opportunity you've been waiting for is here! This stunning townhouse-style condo offers three beautifully finished levels with thoughtful design and sophisticated details throughout. Custom millwork, built-in seating, and elegant paneling create a polished yet welcoming atmosphere. The sun-filled, open-concept main level features oversized windows, a spacious dining area, an inviting living room with a gas fireplace, and a beautifully crafted kitchen with a waterfall center island and pantry. Sliders open to a private deck, patio, and fully fenced backyard, perfect for entertaining and indoor-outdoor living. The luxurious primary suite boasts 9-foot ceilings, a board-and-batten accent wall, walk-in closet, and spa-inspired bath with heated floors, soaking tub, dual vanities, and oversized walk-in shower. The versatile third level provides approximately 625 square feet of additional living space with a full bath, closets, and ample storage. Ideal for a media room, home office, guest suite, game room, or potential fourth bedroom. Additional highlights include 9-foot ceilings on the first and second floors, an oversized one-car garage, and three additional parking spaces. Walk to the train, beaches, restaurants, and shopping!

79 Thorpe St Unit 79, Fairfield
$749,900
3 Beds ⋅ 4 Baths ⋅ 24183487 MLS ⋅ Woodfield Village BLDG.
Welcome to 166 Glengarry Road, a beautifully maintained end-unit townhouse in Fairfield's sought-after Woodfield Village community. Offering 3 bedrooms, 3 full baths, 1 half bath,and a versatile floor plan, this move-in-ready home combines comfort, space, and convenience. Freshly painted throughout and featuring refinished hardwood floors, the home is filled with natural light. The spacious living room showcases vaulted ceilings, oversized windows, and a fireplace, creating an inviting space for everyday living and entertaining. The dining area flows seamlessly into the kitchen, complete with stainless steel appliances and ample storage. The flexible layout offers comfortable living on multiple levels, while the finished lower level provides additional space ideal for a family room, home office, gym, media room, or guest retreat. An unfinished storage area offers excellent room for seasonal items, hobbies, or workshop space. As an end unit, the home enjoys added privacy and beautiful views of the professionally maintained grounds. Residents enjoy access to Woodfield Village amenities including a pool, pool house, tennis and pickleball courts. Conveniently located just minutes from shopping, dining, Fairchild Wheeler Golf Course, Metro-North, Fairfield beaches, and the Merritt Parkway, this exceptional home offers the perfect blend of low-maintenance living and Fairfield lifestyle. Move right in and enjoy all that Woodfield Village has to offer.

166 Glengarry Rd Unit 166, Fairfield

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