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2493 Redding Rd, Fairfield
$2,195,000
5 Beds ⋅ 5 Baths ⋅ 24208162 MLS
Transport yourself back in time in this classic Greenfield Hill colonial! This renovated 1817 stunner offers over 5,000 square feet of living space - complete with private accessory apartment, a light & welcoming sunroom, bucolic barn and amazing gunite pool with waterfall! Mature plantings and trees abound on this spacious, rolling property. A dramatic, two-story front entry with sweeping staircase welcomes you home. Hardwood floors and high ceilings give even more character and elegance to the home. A more contemporary, open floor plan runs throughout the first floor - highlighted by a chef's kitchen, family room and formal dining room (both with fireplaces), living room, den with fireplace, office and more! The primary bedroom suite with elegant bath and walk-in closet punctuates the fantastic second floor, with three additional bedrooms. The home is perfect for hosting parties and overnight guests. An apartment (w/separate entrance) over the garage, an attached three-car garage and charming front porch are further features of this pastoral, private & relaxing home and property. Enjoy everyday or on the weekends! The two-story barn with three stalls and large pasture adds even more to your experience! It has three large stalls - perfect for trail rides - a stone's throw away at The Fairfield Bridle Trails and Brett Woods! Additional riding opportunities at the nearby Fairfield County Hunt Club. Close to Fairfield & Westport shopping, restaurants, entertainment & commuting

2493 Redding Rd, Fairfield

250 Szost Dr, Fairfield
$1,489,999
5 Beds ⋅ 5 Baths ⋅ 24205742 MLS
FALL in love with this new home sitting proudly on a beautiful tree-lined circular street in the exceptional Fairfield University area. A covered Front porch greets you, with a sleek metal roof providing not only curb appeal but durability. Plenty of room to sit, sip, and enjoy the neighborhood. Upon entering this 5 Bedroom home, you instantly are comforted by the neutral tones and natural light that spills in. The comfortable living room flows seamlessly into the kitchen, natural hardwood flooring throughout and a gas fireplace offers a cozy spot on a chilly evening At the heart is the custom Kitchen designed for serious cooking and effortless entertaining. The kitchen features Thermador appliances an oversized island topped with gleaming white quartz and a walk in pantry. The adjoining dining area includes a dry bar and beverage cooler with sliders that lead to expansive deck overlooking the fenced in private yard. An optional first floor bedroom and full bath are located off the dining area, a laundry room competes this main level. Upstairs the primary suite is a true retreat with spa inspired bath, soaking tub and generous walk in closet. Two more spacious bedrooms with full bath complete this level. The third floor Bonus room is yours to design..Rec room, music, office? A Full bathroom and Fifth bedroom live on this 3rd level. Just in case you need more space, the entire lower level is finished with half a bath. Efficient mechanicals provide for lower cost utility costs

250 Szost Dr, Fairfield

24 Warde Ter, Fairfield
$2,349,000
5 Beds ⋅ 4 Baths ⋅ 24204921 MLS
Another Fabulous New Construction by Joseph J. Lagana Builders Inc. This Luxurious Colonial with masonary details is situated on a level .51 acre includes 5 Bedrooms & 4 full baths. 1st Floor: Living Room & Dining Room accented with feature walls of shaker paneling, Gourmet Kitchen includes Thermidor appliances & a spacious Center Island with seating for 4 & opens to a Family Room accented with a Wet Bar, Stone Fireplace & Paddle Fan. Private Office / 5th Bedroom with access to a full bath. Mud Room leads to 2 car garage. 2nd floor consists of 4 Bedrooms: Primary Bedroom Suite has a walk-In-Closet with built ins, En Suite Bath with Shower Stall & seperate Soaking Tub. Painted His/Hers Vanities, tile floor & sliding barn door. There is another En Suite Bedroom for Guests, Family or Nanny features Walk-In-Closet with Built Ins & Full Bath. 3rd & 4th Bedrooms share a Jack & Jill Full Bath. Laundry Room with Laundry Hook Ups, shelving, countertop & wash tub sink. Finished Basement with 800 sq ft. Expansive rear patio with paver stone includes a Firepit. Stone covered front porch & steps with detailed paver stone walkway. Professionally landscaped with lush green sod applied to front & rear yard, accented with plantings & Irrigation System. Also room for a Pool! Conveniently located near shopping, library, restaurants, gym, Lake Mohegan & access to 5 Town Beaches. Quick drive to Fairfield Metro Train Station, Merritt Pkway & I 95

24 Warde Ter, Fairfield

845 Kings Hwy W, Fairfield
$1,645,000
3 Beds ⋅ 3 Baths ⋅ 24207194 MLS
Welcome to 'The Shire', where everyday life feels like a page from a classic New England novel. This enchanting home captures the timeless spirit of Southport, offering a lifestyle defined by character and the best of the gold coast. From the moment you arrive, the lush, mature grounds set a scene of total serenity, on a property anchored by history, all in an unparalleled location. While the aesthetic is pure vintage charm, the dwelling is equipped for modern peace of mind, including a chefs kitchen, updated bathrooms, and a generator to ensure comfort under any circumstance. Original posts and beams, oversized stone fireplaces, wide plank hardwood floors, and designer lighting all complement the warmth and wonder this antique saltbox exudes. The glass-walled greenhouse is a true sanctuary. Whether you're planting or enjoying your morning coffee, it's a space that brings nature near all year long. The grounds include a barn, offering more than just storage. Inside, you'll find two garage bays as well as a dedicated upstairs studio space, perfect for a secluded office, workshop, gym- the options are endless. Every corner of this estate tells a story, from the sun-dappled nooks to the expansive yard that feels worlds away from the hustle and bustle. This isn't just a house; it's a retreat, waiting for its next chapter to begin. If this one of a kind home feels familiar, it's probably because you've been dreaming about the opportunity to live here... and call The Shire yours.

845 Kings Hwy W, Fairfield

2082 Stratfield Rd, Fairfield
$525,000
4 Beds ⋅ 2 Baths ⋅ 24207066 MLS
New price and an opportunity you do not want to miss in Fairfield's desirable Stratfield neighborhood! This charming Cape offers incredible value, wonderful curb appeal, and a location that puts you close to everything Fairfield has to offer. Step inside to a bright eat in kitchen with granite countertops, stainless steel appliances, and ample cabinet space. The inviting living room features gleaming hardwood floors, a cozy fireplace, and crown moldings. The main level offers a spacious primary bedroom, a full bath with tub and shower accented by white Carrara marble floors, plus a second bedroom ideal for guests, a home office, or den. The upper level includes two generously sized bedrooms and a convenient half bath. The unfinished lower level provides excellent storage and laundry space and has been fully waterproofed by Connecticut Basement Systems with an integrated dehumidifier. Additional features include central air conditioning on the main level and a detached garage and shed offering flexible space for storage, a workshop, hobbies, or a home gym. With a little cosmetic updating, this home offers the perfect opportunity to make it your own while building equity in one of Fairfield's most sought after communities. Just one mile from the Merritt Parkway and minutes to beaches, parks, the train, shopping, dining, and walking trails, this is a Fairfield value that truly deserves a second look!

2082 Stratfield Rd, Fairfield

213 Knapps Hwy, Fairfield
$555,000
4 Beds ⋅ 2 Baths ⋅ 24204527 MLS
Charming, beautifully maintained Cape ideally situated in a prime Fairfield location. Warm & inviting from the moment you step inside, this delightful home features a comfortable, flexible layout filled w/ natural light & gleaming hardwood floors. Main level offers a spacious living room that flows seamlessly into a bright, updated eat-in kitchen w/ quartz counters, shaker-style cabinetry, & a cozy dining nook perfect for casual meals & entertaining. The kitchen conveniently leads directly to the patio & backyard. Two first-floor bedrooms, with one easily serving as a home office, guest room, or den. A beautifully renovated full bath completes the main level. Upstairs, you'll find two additional bedrooms along with a second full bath. An expansive unfinished basement provides abundant storage and future possibilities. Outside, the backyard offers a wonderful setting for both entertaining and everyday enjoyment. A beautiful paver patio is perfect for al fresco dining, summer barbecues, evenings around a firepit, or simply enjoying your morning coffee. The level yard provides plenty of room for gardening, recreation, and outdoor play. Additional highlights include an oversized detached one-car garage with a massive attic for additional storage and an expanded driveway accommodating up to six vehicles. All of this just minutes from Fairfield's beaches, parks, walk to the elementary and high school, vibrant downtown, shopping, dining, train stations, and I-95. Dream home awaits!

213 Knapps Hwy, Fairfield

480 Riders Ln, Fairfield
$1,086,500
4 Beds ⋅ 4 Baths ⋅ 24206575 MLS
Totally refreshed with many new improvements including a stunning kitchen island, this mid-century modern classic home is tucked away at the end of a wide, welcoming cul-de-sac in the heart of Greenfield Hill. Spanning 5,000 sq ft with 4/5 bedrooms and 4 updated full baths, this beauty is set on 2 sprawling, private acres. A prime feature is the breathtaking great room w/soaring 12ft+ ceilings and a dramatic wall of glass. The formal dining room has 9ft ceilings and a bank of floor-to-ceiling windows. The island kitchen with large walk-in pantry has been expanded and is outfitted with newer 2024 top-tier appliances. The adjacent sun room is perfect as a casual eating area and is drenched with sunlight through the two walls of windows. Another main floor feature is a flex room, boasting its own full bath and walk-in closet, ideally suited as either an in-law suite or family room. Retreat to the main floor primary bedroom suite with an updated full bath & an oversized walk-in closet. 3 additional good sized secondary bedrooms round out this spacious and well designed home. Outside, the expansive deck allows you to take in the lush, private grounds. Car enthusiasts will appreciate the two double-bay attached garages, all accessed via a graceful circular driveway. This tranquil location provides easy access to local boutique shopping, vibrant dining scenes, coastal beaches, and convenient transportation links. Opportunity awaits at 480 Riders Lane!

480 Riders Ln, Fairfield

415 Old Post Rd, Fairfield
$3,975,000
5 Beds ⋅ 5 Baths ⋅ 24206348 MLS
Over an acre to yourself. The best of Fairfield within reach. In the heart of downtown Fairfield and the beach area, 415 Old Post Road offers something almost impossible to find: land and privacy to create a generational estate, with the life of a coastal town just beyond your gate. Only a handful of properties in the Sherman School district offer this. Fewer still could tell this story. The family who built this Italianate Victorian stayed for more than a century. Stand beneath its soaring ceilings, admire the craftsmanship, then step onto the screened-in porch. You begin to understand. Trees surround you. Church bells carry through the air. It feels like your own park. Yet the beach, schools, restaurants, shops and train are all within walking distance. For the current owners, that has meant children walking home from school with friends. Thanksgiving dinners for twenty. Additional bedroom options for overnight guests. Winter evenings around the parlor fire. A front porch filled with friends as the Memorial Day parade passes by. There is room here for the life you have imagined. Explore the possibilities for a pool, tennis court and gardens. Create a place where everyone gathers now-and where the next generation will want to return. Historic architecture. Meticulously maintained, thoughtfully updated and in pristine condition. A once-in-a-lifetime opportunity. Come discover what makes this place so hard to leave-and imagine what the next 50 years could look like.

415 Old Post Rd, Fairfield

73 Weeping Willow Ln, Fairfield
$999,900
4 Beds ⋅ 3 Baths ⋅ 24206480 MLS
The home you have been waiting for! Offered at $999,900, this beautifully updated 4-bedroom, 3-bath split-level offers more than 2,600 square feet of finished living space on a spacious 0.62-acre lot with a 1-car attached garage ideally situated on a quiet cul-de-sac. Extensively renovated, the home features hardwood flooring, a remodeled kitchen with granite countertops high-end appliances, beautifully updated bathrooms, newer upper-level windows, heating and central air conditioning, updated lighting and driveway. The finished lower level includes a family room and office, along with additional flexible living space ideal for whatever best suits your lifestyle. Permitted improvements include kitchen and bath renovations, HVAC, plumbing, electrical work and replacement windows, offering buyers added confidence in the quality of the upgrades. The outdoor space is equally impressive. Enjoy a large private yard with an above pool, expansive deck and plenty of room for entertaining, relaxing and enjoying indoor-outdoor living. A storage shed provides additional space for pool equipment, landscaping tools and seasonal items. Located in desirable Fairfield, residents enjoy a vibrant coastal community with beaches, restaurants, shopping, recreation and convenient access to train and major commuting routes. With extensive renovations, a private pool, generous lot and desirable cul-de-sac setting, this property offers the space and Fairfield lifestyle buyers are looking for.

73 Weeping Willow Ln, Fairfield

438 High St, Fairfield
$575,000
4 Beds ⋅ 2 Baths ⋅ 24196770 MLS
Classic and traditional on the outside and surprisingly spacious on the inside, this University cape is freshly updated and is ready for its next owners. A sun-filled living room welcomes guests as it features a bay window and gleaming hardwood floors which extend throughout the home. A total of four bedrooms two on the main offering versatility for important first floor primary, dining and home office use and two on the upper with second full bath. Refreshed kitchen with stainless steel appliances, subway backsplash, two updated bathrooms are in move-in ready condition. A breezeway also serves as mud room and links the attached garage for all weather coverage. A full walk-out basement leads to a private patio and peaceful back yard. The generous sized lower level also includes a washer/dryer, extra refrigerator, workshop and space for a possible home gym and additional storage. Ideally located minutes from town, medical facilities, two train stations, award winning Fairfield schools, Fairfield University, shopping, Merritt and I-95. Agent is related to owner.

438 High St, Fairfield

37 Stevenson Rd, Fairfield
$899,900
5 Beds ⋅ 3 Baths ⋅ 24205504 MLS
Welcome to this beautifully cared-for, move-in ready 5-bedroom, 2.5-bathroom home nestled within Fairfield's distinctive Dover Park neighborhood. The main level offers a comfortable and inviting layout with a spacious living room, dining room, kitchen, and welcoming family room. The family room features a beautiful brick wall and wood-burning fireplace, creating a warm setting for relaxing, entertaining, and spending time with family and friends. Two additional bedrooms are conveniently located on the main level near a full bathroom. Upstairs you will find three spacious bedrooms, including a generously sized primary bedroom with a walk-in closet, plus two additional bedrooms.Storage will never be an issue, thanks to a pull-down attic and a full, unfinished basement. These spaces provide ample room for storage, hobbies, a workshop, or future possibilities.Outside, the property truly shines.The spacious, flat backyard is surrounded by mature trees and beautifully established landscaping, creating a private and tranquil outdoor retreat.A distinctive natural rock outcropping adds character and a unique sense of place, while the generous deck provides an ideal setting for outdoor dining, entertaining, or simply enjoying the peaceful surroundings.Recent improvements add to the home's appeal and peace of mind: a new roof (2026), new driveway (2025), and radon remediation (2025). Solar panels on the rear of the home provide excellent energy efficiency. Make your appointment today!

37 Stevenson Rd, Fairfield

624 Center St, Fairfield
$1,495,000
3 Beds ⋅ 3 Baths ⋅ 24205674 MLS
SOUTHPORT CHARM, WALK TO EVERYTHING.... Ideally situated in the coveted town of Southport, this custom designer residence offers an exceptional opportunity to enjoy the very best that Southport has to offer. Thoughtfully designed for today's lifestyle to maximize both space, functionality and style, the home features an open-concept main level with seamless living offering gas fireplace, in-ceiling speakers, foyer w/glass staircase, Marvin floor to ceiling windows and KLAR steel doors. The bespoke kitchen features Aurea Stone island & floating display shelf, stainless Bosch appliances, induction range & wine cooler. The second floor is anchored by a fabulous primary suite featuring a custom walk-in closet and a beautifully appointed spa-worthy bathroom with soaking tub. An additional guest bedroom with ensuite bath and a light filled office complete the 2nd level. The 3rd floor loft space offers library/study space with custom built-in bookcases and bedroom with built-in bed. A fabulous light filled home with 6" white oak character hardwood flooring throughout. Work from home or work out at home with the temperature controlled detached office, gym or studio. Plentiful storage and large cedar closet in the finished lower level. Lovely outdoor entertaining space with evergreen privacy hedges, bluestone patio and outdoor speakers and wifi. An enviable location, timeless appeal, and the ease of having everything within reach make this a truly special offering. Agent Owned.

624 Center St, Fairfield

245 Cedar Rd, Fairfield
$2,349,000
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

1074 Sturges Hwy, Fairfield
$2,690,000
5 Beds ⋅ 5 Baths ⋅ 24205145 MLS
A rare Greenfield Hill find, 1074 Sturges Highway pairs the presence of a classic Colonial with a sleek, thoroughly modern point of view. Thoughtfully reimagined, the home retains its original craftsmanship while introducing clean-lined updates and a minimalist sensibility that feels chic, current and effortless. Inside, the balance between old and new is masterfully struck. Original millwork and architectural details are paired with elegantly edited finishes, creating spaces that feel sophisticated without ever tipping into formal. The layout flows naturally for everyday living, with room to gather, entertain and simply enjoy the house. Set on over 2 acres of impeccably manicured and extremely private grounds, the property offers a rare sense of seclusion. A gorgeous patio with fireplace extends the living space outdoors, setting the scene for summer dinners, cocktails and fireside evenings. A newly constructed garage with loft above adds flexibility for a home office, studio, gym or creative retreat. Where classic architecture meets a fully modern point of view, 1074 Sturges Highway is a masterclass in understated sophistication. FAIRFIELD SCHOOLS: Schools: DWIGHT, LUDLOW, LUDLOW.

1074 Sturges Hwy, Fairfield

2730 Burr St, Fairfield
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 24202615 MLS
GREENFIELD HILL COLONIAL - Set in a beautiful Greenfield Hill location, this classic Colonial offers an exceptional blend of privacy, space, and convenience. Nestled on a picturesque 2.09-acre property framed by mature trees, stone walls and sweeping lawns, this 2,588-square-foot home features four bedrooms, two-and-one-half baths, and a very well designed floor plan. A welcoming foyer opens to a sun-filled, front-to-back living room with fireplace and an elegant formal dining room. The inviting family room, also featuring a fireplace, connects to the attached two-car garage and flows seamlessly to a wonderful screened porch-an idyllic spot for morning coffee, al fresco dinners, or quiet relaxation. At the heart of the home, the spacious chef's kitchen provides ample room for gathering with family and friends. The expansive property provides exceptional privacy and a lovely backdrop for enjoying the best of Greenfield Hill. While the setting feels enchantingly secluded, the location is just minutes from Fairfield Center, the Arts & Cultural District, outstanding restaurants, boutique shopping, beautiful beaches, and Metro-North service to New York City. First Floor: Covered Breezeway. Foyer with slate flooring, guest closet, and Powder Room - provides access to all principal rooms. Front to back Living Room with hardwood flooring, and wood-burning fireplace. Elegant Formal Dining Room with hardwood flooring, and Bay Window. PLEASE OPEN ADDENDUM FOR FURTHER DESRIPTION.

2730 Burr St, Fairfield

160 Cedar Rd, Fairfield
$1,699,000
2 Beds ⋅ 2 Baths ⋅ 24205064 MLS
Welcome to 160 Cedar Road, a truly special farmhouse in Southport that has been thoughtfully renovated and reimagined. Filled with warmth, character, and modern updates, this unique property beautifully blends timeless charm with contemporary comfort. Privately set and abutting Aspetuck Land Trust property, the 2-bedroom, possible 3-bedroom, 1.5-bath home enjoys a beautiful natural setting on 4.45 acres while being conveniently close to all that Southport and Fairfield have to offer, including beaches, shopping, restaurants, I95 and the train. The property features a saltwater inground pool, pool cabana, tanning deck, and outdoor shower-creating an exceptional setting for relaxing and entertaining. Three barns, a fenced paddock, and riding ring, along with additional outbuildings and a partially fenced yard, offer tremendous versatility. Rarely does a property combine this much character, thoughtful renovation, privacy, and natural beauty with such a convenient location. 160 Cedar Road is a truly unique property offering a lifestyle unlike any other. Please no driving down driveway without a confirmed appointment- trespassers will be fed to the pigs!

160 Cedar Rd, Fairfield

50 Exchange Pl, Fairfield
$949,999
6 Beds ⋅ 3 Baths ⋅ 24203954 MLS
RARE OPPORTUNITY! Welcome to this beautifully remodeled single-family home offering modern living, exceptional flexibility, and rental income potential. The main residence features 4 bedrooms and 2 full baths and has been completely remodeled with modern finishes, beautiful flooring throughout, remodeled bathrooms, and a newly extended dining room that provides additional space for entertaining. Adding to the property is a newly constructed in-law suite, built from the ground up in 2024. The suite features 2 bedrooms, 1 full bath, its own private entrance, dedicated garage space, backyard space, and separate utilities. The unit is currently rented for $2,850 per month, providing immediate rental income. The separate utilities and private entrance add an exceptional level of convenience and privacy. The main home is move-in ready with a thoughtfully updated interior and a functional layout designed for comfortable everyday living. The combination of a fully remodeled 4-bedroom home and a newer 2-bedroom in-law suite makes this a truly unique property that offers both quality and versatility. A rare opportunity to own a beautifully updated single-family home with a newly constructed in-law suite and existing rental income. Schedule your private showing today! Agent is related to seller.

50 Exchange Pl, Fairfield

70 Crest Ter, Fairfield
$870,000
4 Beds ⋅ 3 Baths ⋅ 24203078 MLS
HANDYMAN SPECIAL WITH GREAT POTENTIAL! Opportunity awaits at 70 Crest Terrace! This property is ready for a new owner with vision to bring it back to life. The home needs updating and repairs but offers plenty of potential for investors, contractors, or buyers looking to renovate and create value. Located in a desirable and convenient area close to shopping, transportation, schools, and local amenities. Property is being sold strictly AS-IS. Short sale and subject to third-party/lender approval. Property condition may limit financing options and may not qualify for FHA financing. Buyer to perform their own due diligence. Bring your ideas, tools, and imagination-great opportunity to renovate, customize, and make this property shine!

70 Crest Ter, Fairfield

220 Stonewall Ln, Fairfield
$1,700,000
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

91 Lockwood Rd, Fairfield
$1,448,000
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

35 Sherwood Pl, Fairfield
$1,149,000
4 Beds ⋅ 3 Baths ⋅ 24200355 MLS
Welcome to the lovely village of Southport! This beautifully updated Colonial offers a wonderful blend of classic charm, comfortable living, and a prime location. From the moment you enter the inviting foyer, you will appreciate the warmth and character of this lovely home. The living room features gleaming hardwood floors and an abundance of natural light, flowing seamlessly into the formal dining room-perfect for entertaining family and friends. When the weather permits, take the gathering outdoors to the private deck overlooking the spacious backyard, gardening, or simply relaxing. The second floor offers a versatile family room with a fireplace, hardwood floors, and two spacious closets. This flexible space could easily serve as an additional bedroom, home office, or cozy retreat. The primary bedroom features hardwood floors and a full bath with tub and shower. A walk-up attic provides excellent additional storage and offers exciting possibilities for future living space, whether you envision a home office, studio, or expanded primary suite. The finished basement provides even more flexibility and is ideal as a playroom, recreation area, home office, or additional gathering space.

35 Sherwood Pl, Fairfield

1149 Fairfield Beach Rd, Fairfield
$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 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

1908 Stratfield Rd, Fairfield
$875,000
7 Beds ⋅ 3 Baths ⋅ 24200064 MLS
Welcome to this truly unique 7-bedroom, 3-bath 1897 farmhouse Colonial, where timeless character, generous living space, and endless possibilities come together in a one-of-a-kind Fairfield property. A charming front porch welcomes you home and sets the tone for the warmth and character found throughout. Adding to the appeal and peace of mind, a brand-new roof was just installed. Inside, you'll find 9-foot ceilings on the main level, beautiful hardwood floors, oversized windows, pocket doors, and detailed original woodwork throughout the main and second floors. A spacious addition expands the home with a large eat-in kitchen designed for gathering and entertaining. The main level offers a flexible layout with the kitchen, family room, dining room, additional living area, full bath, and a bedroom that can also serve as a home office. The second floor features four bedrooms, including the large primary suite highlighted by a beautiful cathedral ceiling with an expansive closet/dressing area and a Jack-and-Jill-style full bath that also provides access from the hallway. The third floor offers three additional bedrooms, a full bath, new vinyl flooring, and partial attic storage, providing plenty of space for guests, offices, hobbies, or multigenerational living. The partially finished lower level adds even more usable space and features a fourth full bathroom and convenient walk-out access to the property.

1908 Stratfield Rd, Fairfield

72 Nichols Ave, Fairfield
$448,000
2 Beds ⋅ 1 Baths ⋅ 24198461 MLS
Welcome to 72 Nichols Avenue, a charming ranch-style home in Fairfield's desirable Stratfield neighborhood. This well-maintained residence offers comfortable one-level living with 2 bedrooms, 1 full bath, and approximately 944 sqft of thoughtfully designed living space. Sunlight fills the inviting living room, creating a warm and welcoming atmosphere. The eat-in kitchen offers ample cabinet space and a window overlooking the wooded area behind the property. The spacious, level yard offers plenty of room for gardening, outdoor entertaining, recreation, or simply relaxing and enjoying the outdoors. The level property also offers inviting space in the front, with room for gardening, landscaping, or simply enjoying the established neighborhood setting. Set on a level 0.20-acre lot, the property offers excellent potential to expand the home, create your own outdoor oasis, or personalize the space to suit your needs. Enjoy a central Fairfield location with easy access to shopping, restaurants, parks, golf courses, schools, Metro-North train service, Fairfield's beaches, and major commuter routes including the Merritt Parkway & I-95. Whether you're a 1st time buyer, looking to downsize, or seeking an investment opportunity, this home offers an excellent combo of location, value, & potential. Move right in, personalize it to your taste, or expand over time to make it your own. Don't miss this opportunity to own a home in one of Fairfield's most desirable neighborhoods. Estate Sale.

72 Nichols Ave, Fairfield

265 Jackman Ave, Fairfield
$689,000
3 Beds ⋅ 2 Baths ⋅ 24195557 MLS
Situated in the highly desirable Stratfield neighborhood, this character-rich 1918 Craftsman Colonial was fully renovated in 2020 with exceptional care and quality. Just a 2-minute walk from Lincoln Park-a local favorite for kids and families-this home seamlessly combines timeless charm with modern convenience, featuring gas heat and cooking, custom millwork, hardwood floors, shiplap detailing, and a fireplace flanked by cozy window seats. The main level boasts an open, effortless layout. The bright white kitchen features quartz countertops and high-end appliances designed for both everyday meals and effortless entertaining. Flowing directly off the kitchen and mudroom is a large three-season porch with barn-sided walls, a shiplap ceiling, and screened windows-an ideal setting overlooking Stratfield for morning coffee, evening wine, or the ultimate Sunday football setup. Upstairs, you will find generous storage across all three bedrooms and beautifully updated bathrooms. Adding ultimate peace of mind beyond the eye-level finishes, the basement has been fully waterproofed. Outdoors, a detached two-car garage sits behind the home. Homes in the Stratfield section are rare to come by-and this turn-key property is ready for its next owner.

265 Jackman Ave, Fairfield

134 Shoreham Village Dr, Fairfield
$935,000
2 Beds ⋅ 2 Baths ⋅ 24194794 MLS
Water Views! Unforgettable sunsets and a front-row seat to Fairfield's Fourth of July fireworks-this is the Fairfield Beach community lifestyle! Designed for everyday living and effortless entertaining, this move-in-ready two-bedroom home offers an inviting flow from the living and dining rooms to the newly renovated sunroom and spacious, newly refurbished AZEK deck. Whether hosting summer gatherings, dining outdoors or simply unwinding by the water, the views provide a spectacular backdrop. The backyard extends the entertaining space with an inviting open-air pea-gravel patio and portable fire pit-perfect for gathering with friends and family on summer evenings. The kitchen features stainless-steel appliances, while the finished lower level provides flexible living space, a full bath, laundry area and direct access to the two-car garage. A recent property survey is available, and the property offers exciting potential for a second-floor expansion and an additional structure, subject to all applicable zoning, building, flood-management and municipal approvals. Enjoy easy access to Fairfield Beaches, Ash Creek Open Space trails, Fairfield Marina, neighborhood restaurants and Whole Foods. Ideally situated between Fairfield's two train stations with convenient access to I-95, this special home brings together water views, entertaining and everyday convenience in one remarkable location.

134 Shoreham Village Dr, Fairfield

75 Spinning Wheel 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

1 Campfield Dr, Fairfield
$749,900
2 Beds ⋅ 2 Baths ⋅ 24193952 MLS
Completely renovated and move-in ready, this stunning modern Colonial is located in Fairfield's desirable Tunxis Hill neighborhood. Meticulously remodeled from top to bottom, the home seamlessly blends contemporary style with timeless charm. Featuring two large bedrooms with lots of natural light, two full bathrooms, an additional finished third floor bonus space with lots of potential which could be an additional bedroom or playroom. Also has a flexible office space offering versatile living areas for today's needs. The thoughtfully designed interior showcases a chef's kitchen with high-end finishes, gleaming hardwood floors and an open flow ideal for everyday living and entertaining. The inviting living room is enhanced by a built-in entertainment center with surround sound, creating the perfect space for movie nights, game days, or relaxing with family and friends. Step outside to enjoy the covered porch, patio and beautifully landscaped yard, offering exceptional curb appeal and welcoming outdoor spaces. Thoughtful improvements throughout include durable low maintenance exterior materials reflecting the quality of craftsmanship and attention to detail. A private driveway provides ample off street parking for multiple vehicles. Conveniently located near shopping, dining, parks, schools, and Fairfield's beaches and train stations, this turnkey home offers modern comfort, quality craftsmanship, and an unbeatable location in one of Fairfield's most sought-after neighborhoods.

1 Campfield Dr, Fairfield

110 Judson Rd, Fairfield
$3,695,000
4 Beds ⋅ 5 Baths ⋅ 24193922 MLS
Nestled on one of Fairfield Beach's most coveted streets, this exceptional new construction blends timeless coastal architecture with sophisticated design in a location that's simply hard to duplicate. Just moments from the beach, town, train, schools, and parks, 110 Judson offers the rare convenience today's buyers seek without sacrificing privacy or tranquility. Thoughtfully positioned at a higher elevation, the home enjoys FEMA compliance with fewer stairs to the main living level than many neighboring properties. Sunlight pours through oversized windows, illuminating beautifully proportioned living spaces designed for both everyday comfort and effortless entertaining. The stunning chef's kitchen opens seamlessly to inviting gathering spaces and out to a private backyard featuring a spacious patio, outdoor fireplace, mature landscaping, and room for a pool. The flexible floor plan lives as four bedrooms, with a private third-floor suite and adjacent full bath offering an ideal extra bedroom, guest retreat, office or bonus space. Thoughtful features, including a full-house generator, provide an added layer of comfort and confidence, allowing the home to perform as beautifully as it lives. Adjacent to the coveted Sunnieholme neighborhood, this is a rare opportunity to own a beautifully crafted home in one of Fairfield's most desirable beachside locations, where coastal living, convenience, and enduring quality come together.

110 Judson Rd, Fairfield

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