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71 School St, Fairfield
$599,900
2 Beds ⋅ 1 Baths ⋅ 24209129 MLS
Welcome to 71 School Street! This charming two bedroom cape is nestled in a desirable Fairfield neighborhood. This inviting home offers classic Cape character and is a pleasure to show! The main level features a remodeled eat in kitchen with stainless steel appliances, a welcoming living room with plantation shutters, formal dining room and/or could be a third bedroom, and a remodeled full bath. There are two appointed bedrooms on the second floor. There is a two car attached garage with ample storage, and a level fenced in backyard with a firepit for all of your outdoor entertainment. Gleaming hardwood floors throughout, newer 30 year architectural roof, and fully paid off solar panels for maximum energy efficiency. Located close to Fairfield beaches, shopping, restaurants, train station, and downtown, this home combines the appeal of a classic Cape with the convenience of an established Fairfield location. A wonderful opportunity for buyers looking for charm, location, and the opportunity to create a home of their own! Put this home on your short list of homes to see!

71 School St, Fairfield

2029 Kings Hwy, Fairfield
$1,200,000
6 Beds ⋅ 3 Baths ⋅ 24209520 MLS
Newly Renovated Three-Family Property in Grasmere! Each apartment offers 2 bedrooms, 1 full bath, a beautifully updated kitchen, spacious living room, and private balcony. The first-floor apartment is currently rented. Each unit has its own gas meter and electrical panel, plus a dedicated washer and dryer in the basement. The property also features a detached two-car garage and ample parking in the driveway and on the street. The corner lot includes a fully fenced private backyard and slate patio shared by the residents. Conveniently located near shopping, restaurants, Metro-North train service, and I-95, providing easy access for commuters and everyday conveniences. Freshly renovated and ready for occupancy.

2029 Kings Hwy, Fairfield

211 Old Farm Rd, Fairfield
$974,000
4 Beds ⋅ 3 Baths ⋅ 24207316 MLS
Welcome to an exceptional Fairfield home where thoughtful updates, beautiful spaces & an incredible lifestyle come together. This stunning, turnkey ranch offers 4 bedrooms, 2.5 baths, hardwood floors, abundant natural light & an ideal location minutes from beaches, shopping, dining, train, & major commuter routes. The showstopping second-floor primary suite is a private retreat featuring skylights, spacious sitting area, gorgeous full bath with double vanity, glass-enclosed shower, dressing area, & massive closets. The main level features 3 generously sized bedrooms, 1.5 baths, formal dining room, family room + an impressive eat-in kitchen with granite countertops and SS appliances. A beautiful year-round sunroom overlooks the spectacular fully fenced level backyard & opens directly to the deck. With garden area + plenty of space for entertaining, relaxing, pets, and play, this backyard is truly special. Recent improvements include a new roof, new kitchen appliances + a brand-new two-zone heat pump system for efficient heating & cooling. Solar panels offer substantial monthly savings. The enormous unfinished basement provides exceptional storage & tremendous potential for whatever your lifestyle requires. 2 car garage adds even more convenience. Set in a wonderful Fairfield neighborhood with top-rated schools and easy access to Ward High School, this is a rare opportunity to enjoy a beautifully updated home where the major work has already been done. Simply move in and enjoy!

211 Old Farm Rd, Fairfield

506 Old Stratfield Rd, Fairfield
$599,000
3 Beds ⋅ 2 Baths ⋅ 24208896 MLS
This is a unique property listed under the category as a Neighborhood designated commercial district, meaning it is a multi use property, commercial can reside on bottom, must conform to the neighborhood such as bakery, yoga studio, office, salon, deli, this bottom commercial has required 7 parking spaces. PLEASE NOTE ALTHOUGH YOU CAN RENT UP AND DOWN THIS IS NOT DIVIDED INTO A 2 FAMILY, UPSTAIRS HAS BEEN RENTED AND ANOTHER SALON DOWNSTAIRS. THIS IS CROSS POSTED AND HS THE POTENTIAL TO ADD ON OR RENOVATE. The upper floor could be turned into "residential apartment" for solid income also has 2 parking spaces to conform if needed, or rented out as it currently has been to another business. Endless options. The original owners are still operating a salon and have now emptied the upper level which was also a beauty business. Willing to transfer all items or remove prior to sale. High visibility corner with operation hope coming soon bringing more foot traffic to the area. Do not miss the opportunity to own a property in fairfield especially with these options. Buyer to due diligence on how many apartments (floors) you can build. Brand new water heater installed 2026. Bring your vision and create your future investment .

506 Old Stratfield Rd, Fairfield

11 Oldfield Dr, Fairfield
$1,150,000
4 Beds ⋅ 2 Baths ⋅ 24209127 MLS
11 Oldfield Drive offers the rare combination of neighborhood charm, a turnkey home, and an exceptional in-town location. Set on a quiet cul-de-sac, this classic Cape features approximately 2,000 square feet of finished living space with four true bedrooms, two full baths, and a finished lower level offering valuable flexibility for a home office, playroom, gym, or additional living space. The bright white kitchen is equipped with Viking appliances and opens to the inviting living room, anchored by a wood-burning fireplace. Outside, the fenced yard is designed for easy everyday living and entertaining, with a dining patio, mature arborvitaes providing privacy, and a classic white picket fence framing the front of the property. Best of all is the location: tucked away on a peaceful street while still within an easy walk of town, the train, and beaches. Move-in ready and ideally situated, 11 Oldfield Drive is a wonderful opportunity to enjoy the best of Fairfield living.

11 Oldfield Dr, Fairfield

1859 Fairfield Beach Rd, Fairfield
$6,499,000
4 Beds ⋅ 5 Baths ⋅ 24207566 MLS
A rare and extraordinary Long Island Sound waterfront estate, offering over half an acre and nearly 100 feet of direct beach frontage across two parcels (1845 & 1859 Ffld Bch Rd). Set along one of Fairfield's most coveted stretches of shoreline, this exceptional property presents a unique opportunity to create a private coastal compound with an abundance of space, water access, and privacy. The expansive 0.55-acre property features a gracious main residence with an airy second floor offering three bedrooms and a bonus room, along with an additional 748 sq ft on the third floor, creating the potential for sweeping Long Island Sound views. The main residence is complemented by a private in-ground pool and a separate two-car garage. Across the property, a creekside boathouse offers an extraordinary additional dimension, featuring a finished studio apartment, a second two-car garage, and a private dock with creek access. A beautifully manicured, fenced-in grassy lot provides an exceptional sense of privacy and offers generous space for outdoor entertaining, recreation, or exploring future possibilities. With its combination of expansive grounds, direct beach frontage, private dock, pool, two separate two-car garages, and versatile additional living space, this is an exceptionally rare waterfront offering. Buyer to perform their own due diligence with the Town of Fairfield regarding all building, renovation, zoning, and waterfront development possibilities.

1859 Fairfield Beach Rd, Fairfield

891 Oldfield Rd, Fairfield
$1,395,000
3 Beds ⋅ 4 Baths ⋅ 24209087 MLS
NEW PRICE. An exceptional opportunity to own this impeccably maintained, beautifully designed home just moments from town and the beach. Better than new. Built in 2018 and enhanced with over $175K in recent custom upgrades, this 3-4 bedroom sophisticated three-story residence offers a level of finish, customization and outdoor living rarely found in new construction. Designer interiors feature elevated materials throughout, including a beautifully appointed chef's kitchen and thoughtful custom details. The third-floor flex space offers exceptional versatility for a home office, gym plus guest space or fourth bedroom, with a full bath and additional storage. Outside, lush professionally designed gardens create a private setting with a generous entertaining patio and custom built gas firepit, all backing to beautiful open marshland and nearby walking trails. Ideally located walk/bike to beach and vibrant town center, this impeccable move right-in home combines the look and quality of new construction with the individuality of a custom-built residence. Part of an intimate two-unit condominium on .25 acres lot. The homes share no walls and are connected only by their garages, giving this residence the privacy and feel of a single-family home. No HOA fees. Owners of the two units only share the cost of master insurance policies and certain maintenance expenses.

891 Oldfield Rd, Fairfield

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

50 Southport Pl Unit 50, Fairfield
$1,299,000
3 Beds ⋅ 4 Baths ⋅ 24208534 MLS ⋅ Pequot Landing BLDG.
Step into a lifestyle of effortless elegance at 50 Southport Pl, a stunning 3-story end-unit townhouse nestled w/i the coveted Pequot Landing enclave. Blt in 2004, beautifully refreshed 2021/23, this residence perfectly captures the timeless coastal charm of Southport while offering sophisticated, modern amenities today's discerning buyer craves. From the moment you enter, the quality of the recent upgrades is evident. The interior shines w/freshly painted walls, stylish light fixtures, custom wndw trtmnts & gleaming refinished hardwood floors that lead you through an open, airy layout. The refreshed EIK features a center island, granite countertops, premium SS appliances & w/in pantry. Entertainment flows naturally between the DR & LRs, anchored by a sophisticated double-sided gas fireplace that adds warmth & ambiance to both spaces. For those who work from home, the main-level office/library provides a quiet, refined retreat. Upstairs, the PBR suite serves as a true sanctuary, boasting dramatic vaulted ceilings, a generous walk-in closet, & a new in 2023, spa-like ensuite bath. 2 add'l well-appointed BRs ensure plenty of space for guests or creative uses. The versatility continues on the fin walkout LL, w/its own FBA & French doors leading to a private patio, this space is ready to become a high-end fitness studio, a second offic, or an add'l BR suite. The home also features direct garage access & a thoughtful design that is elevator-ready for future proofing lifestyle.

50 Southport Pl Unit 50, Fairfield

47 Sterling St, Fairfield
$945,000
4 Beds ⋅ 5 Baths ⋅ 24208446 MLS ⋅ The Townhomes At Sterling BLDG.
New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz countertops, and a full suite of appliances. Red oak flooring runs throughout the primary living spaces, creating a warm and cohesive feel. Upstairs, bedrooms are well-proportioned with bathrooms finished in porcelain tile, including a soaking tub and glass-enclosed shower. The finished lower level provides flexible space for a home office, gym, or media room. Equipped with natural gas heat, central air, on-demand hot water, thermopane windows, and programmable systems for efficient, modern living. Private garage includes EV-ready outlet. One of four newly constructed residences set across two architecturally consistent buildings, offering shared outdoor space and guest parking. Located just minutes from Fairfield's downtown, train line, beaches, and major commuting routes, offering a blend of convenience, coastal lifestyle, and long-term value. *HOA info to be determined. Self Managed. Completion ~September 2026. All information subject to change, please verify independently.

47 Sterling St, Fairfield

89 Federal St Unit 89, Fairfield
$895,000
3 Beds ⋅ 3 Baths ⋅ 24206565 MLS ⋅ Somerset BLDG.
Welcome to Somerset, conveniently located to the Merritt Parkway, Sacred Heart University, and shopping. Enjoy the privacy of a detached single-family home but with the convenience of community living. Enjoy everyday living, holiday celebrations, and gatherings in a thoughtfully designed layout. Main floor living contains the primary bedroom with a spacious bathroom and walk-in closet. Eat-in kitchen with direct access to a private deck and level backyard, a spacious living room, a dining area open to the kitchen and entertaining area, and a separate mud room with laundry area. Second floor living has two generously sized bedrooms, in which one has direct access to a full bathroom and walk-in closet. The full unfinished basement has walk-out access, one of the limited few with walk-out access to a private backyard. This lower level space can easily be finished as a family room, entertainment center, fitness room, or to your unlimited imagination. Please note, new hardwood flooring has been installed in main level primary bedroom. The finish staining will be performed in the near future.

89 Federal St Unit 89, Fairfield

891 Oldfield Rd, Fairfield
$1,395,000
3 Beds ⋅ 4 Baths ⋅ 24207361 MLS ⋅ Oldfield Commons BLDG.
NEW PRICE. An exceptional opportunity to own this beautifully designed, impeccably maintained home just moments from the beach and town. Better than new. Built in 2018 and enhanced with over $175K in recent custom upgrades, this 3-4 bedroom sophisticated three-story residence offers a level of finish, customization and outdoor living rarely found in new construction. Designer interiors feature elevated materials throughout, including a beautifully appointed chef's kitchen and thoughtful custom details. The third-floor flex space offers exceptional versatility for a home office, gym plus guest space or fourth bedroom, with a full bath and additional storage. Outside, lush professionally designed gardens create a private setting with a generous entertaining patio and custom built gas firepit, all backing to beautiful open marshland and nearby walking trails. Ideally located walk/bike to beach and vibrant town center, this impeccable move right-in home combines the look and quality of new construction with the individuality of a custom-built residence. Part of an intimate two-unit condominium, the homes share no living-space walls and are connected only by their garages, giving this residence the privacy and feel of a single-family home. No HOA fees. Owners of the two units only share the cost of master insurance policies and certain maintenance expenses.

891 Oldfield Rd, Fairfield

160 Fairfield Woods Rd Unit 25, Fairfield
$449,000
3 Beds ⋅ 2 Baths ⋅ 24207684 MLS ⋅ Strathmoor BLDG.
PRICE REDUCED $50,0000. GREAT VALUE FOR FAIRFIELD CONDO WITH 2 CAR GARAGE , CENTRAL AIR, 2 BATHROOMS, 3 BEDROOMS. Great Fairfield location in a peaceful setting with courtyard and in ground pool. Strathmoor is a wonderful complex, nestled in the Stratfield Village section of Fairfield. This particular unit features 3 bedroom, 2 full bath unit with a fireplace and sliders to see beautiful landscaped grounds. It is the most peaceful condo complex in Fairfield. Relax and have your morning coffee in the atrium or looking at the treed landscape grounds. This is a must see. Condo fees include inground pool, gas heat, hot water, refuse, all mechanicals (furnace, hot water heater, AC unit are repaired or replaced. No other condo complex includes so much worry free living. You don't even get a heating bill. Windows are replaced on an as needed basis, pest control, pool service, snow removal, ground maintenance, property management, building and flood insurance. Great commuter location, easy walk to stores, restaurant, parks, tennis courts. PARADISE FOUND.

160 Fairfield Woods Rd Unit 25, 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

331 Knapps Highway Unit 331, Fairfield
$749,900
3 Beds ⋅ 3 Baths ⋅ 24207504 MLS ⋅ Fairfield Owner Built Condominium BLDG.
Welcome to 331 Knapps Highway, a spacious end-unit townhome in Fairfield's desirable Tunxis Hill neighborhood. Built in 2007, this inviting residence offers approximately 1,848 square feet of living space with three bedrooms, two and a half bathrooms, hardwood floors, and abundant natural light. The comfortable living room features a gas fireplace, while the well-appointed kitchen provides generous space for cooking and entertaining. Upstairs, the primary suite includes a private bathroom and walk-in closet, complemented by two additional bedrooms and conveniently located laundry. A full unfinished basement offers excellent storage and future finishing potential, with direct access to the one-car garage. Conveniently located near shopping, dining, schools, major commuter routes, and Fairfield's beaches, this home offers an ideal combination of space, comfort, and accessibility. Agent/Owner related.

331 Knapps Highway Unit 331, 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

70 Sunrise Ave Unit 70, Fairfield
$572,000
4 Beds ⋅ 3 Baths ⋅ 24205792 MLS ⋅ Sunshine BLDG.
Very clean and move-in ready! 70 Sunrise offers turnkey townhouse living easily accessible to all of Fairfield and beyond This beautifully maintained 4-bedroom, 2.5-bath home stands apart with thoughtful renovations, substantial upgrades, and an exceptionally private location. Hardwood flooring runs throughout the home. At the center of the home is an upgraded kitchen that provides abundant storage and functionality. Renovated cabinetry, deep beautiful countertops, and newer stainless steel appliances create a polished and practical space ideal for everyday living and entertaining. Off to the right of the kitchen is a spacious first floor bedroom with full bath ensuite perfect for guests!The spacious living room features a cozy fireplace and opens directly to a private deck that has been updated with trexx flooring. The deck is a wrap-around style that is an inviting extension of the living space for relaxing or entertaining outdoors. A large divider to the left maintains privacy and the view opens to a large side yard that is absolutely stunning at view. Upstairs hosts 3 generously sized bedrooms with a conveniently centered bathroom that has been newly renovated and meticulously designed! The fully finished lower level with half bath and walk-out offers incredible flexibility-ideal as a sleek home office, cozy media room, or ultimate hangout space. With smart design and stylish touches throughout, this home is easy to live in and a commuter's delight!

70 Sunrise Ave Unit 70, Fairfield

438 High St, Fairfield
$599,000
4 Beds ⋅ 2 Baths ⋅ 24196770 MLS
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 a it features a bay window and gleaming hardwood floors which extend throughout bedrooms on the main and upper levels. A total of four bedrooms ( two on the main level and two upper) feature potential dining and home office use. Refreshed kitchen with stainless steel appliances, subway backsplash, two full bathrooms are in move-in ready condition. A breezeway, mud room 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, schools, 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

79 Thorpe St Unit 79, 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

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

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