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255 Fairfield Woods Rd, Fairfield
$829,500
4 Beds ⋅ 3 Baths ⋅ 24217612 MLS
YOUR OPPORTUNITY AWAITS TO SETTLE IN AND ENJOY THE 2800+ SQUARE FEET OF LIVING AREA IN THIS 4+ BEDROOM, 2.5 BATH STRATFIELD HOME IDEAL FOR EXTENDED FAMILY OR IN-LAW WITH SEPARATE LEGAL APARTMENT PLUS PARTIALLY FINISHED WALK OUT LOWER LEVEL WITH OVERSIZED 2 CAR GARAGE AND PRIVATE REAR YARD. MAIN LEVEL LIVING AREA FEATURES LARGE LIVING ROOM WITH FIREPLACE, BANQUET SIZED FORMAL DINING ROOM AND SPACIOUS EAT IN KTICHEN. 3 GENEROUS SIZED BEDROOMS WITH EXTRA CLOSET SPACE COMPLETE THE MAIN HOME. UPPER LEVEL UNIT INCLUDES UPDATED KITCHEN WITH PERSONAL LAUNDRY, EXTENSIVE LIVING/DINING AREA AND ROOMY BEDROOM WITH EXTRA CLOSETS/STORAGE. ALL NEWER HEATING, HOT WATER HEATER, MAIN ELECTRIC SERVICE, LOWER LEVEL LAUNDRY ROOM AND STORAGE ROOM ALONG WITH AN IDEAL, CONVENIENT LOCATION STEPS TO SCHOOLS, OWEN FISH PARK AND BALLFIELDS, MINUTES TO BEACHES, FAIRFIELD AND SACRED HEART UNIVERSITIES, METRO NORTH TRAIN STATIONS, I-95 AND RT 15 MERRITT PARKWAY.

255 Fairfield Woods Rd, Fairfield
133 Castle Ave, Fairfield
$950,000
5 Beds ⋅ 3 Baths ⋅ 24217827 MLS
Great Investment Opportunity in Fairfield's Desirable Tunxis Hill Neighborhood! Discover this well-maintained three-family property ideally situated in one of Fairfield's convenient and sought-after locations. Just minutes from shopping centers, restaurants, local amenities, and I-95, this property offers an excellent combination of location, comfort, and income-generating potential. The first and second floors each feature spacious two-bedroom, one-bathroom layouts, both showcasing completely renovated kitchens and bathrooms with modern finishes and fresh paint throughout. The third-floor unit offers a one-bedroom layout with a recently replaced exterior staircase. Each unit features separate utilities. Additional highlights include a two-car garage. Whether you're an investor looking to expand your portfolio or an owner-occupant seeking to offset your mortgage with rental income, this versatile three-family property presents an outstanding opportunity in Fairfield's real estate market. Don't miss your chance to own a multi-family investment property in the desirable Tunxis Hill neighborhood. Schedule your private showing today!

133 Castle Ave, Fairfield
145 Eastlawn St, Fairfield
$2,899,000
4 Beds ⋅ 5 Baths ⋅ 24217141 MLS
An exceptional NEW CONSTRUCTION home with ELEVATOR in Fairfield's coveted BEACH AREA! Built by a local premier builder, 145 Eastlawn Street spans 3,400 square feet across four beautifully designed levels, with room for a pool! This stunning 4-bedroom, 4.5-bath home offers ensuite baths in every bedroom a rarity sparing no expense, showcases exceptional craftsmanship, premium finishes, and thoughtful attention to every detail. The gourmet eat-in kitchen features custom cabinetry, a large center island, Quartz countertops, Thermador appliances and walk-in pantry. The kitchen is open to a spacious family room with fireplace and sliders leading to the backyard. A formal dining room, butler's pantry with wine fridge, powder room, along with a private study complete the main level. The upper levels offer four bedrooms and four baths, walk-in closets, laundry room, a bonus room and storage. Additional highlights include an elevator servicing three levels, a metal roof, 9-foot ceilings, white oak hardwood floors, private stone patio, lower-level loggia with mudroom, additional living space, storage and a 2-car garage. Enjoy the best of coastal living with Fairfield's vibrant downtown, beautiful beaches, top-rated schools, and everyday conveniences all just moments away!

145 Eastlawn St, Fairfield
1000 Knapps Highway Unit 10, Fairfield
$239,000
1 Beds ⋅ 1 Baths ⋅ 24213345 MLS ⋅ Fairfield Manor BLDG.
Welcome home to FAIRFIELD MANOR....and discover the appeal of EZ, 1-level living. AND beautiful SUNSETS from your side yard (see photos).... This inviting first-floor residence offers a comfortable layout with generously proportioned rooms and a natural flow throughout. The spacious living room transitions seamlessly to a separate dining area, creating a welcoming space to relax or entertain, with the updated kitchen in subway tile and light quartz conveniently nearby. The spacious bedroom offers plenty of room for a king-sized bed, while new hardwood floors and closet space add warmth and practicality. A full bathroom is ideally situated just off the bedroom area. Enjoy the convenience of reserved parking with additional guest parking. Convenient laundry facilities are on the same level. And one of the BEST features are HEAT, HOT WATER & GAS are INCLUDED in the common charges, adding value and simplicity to everyday living. Ideally located just minutes from I-95, Fairfield Metro train station, shopping, dining, Lake Mohegan, The Beaches and Fairfield's many amenities, this home offers a wonderful opportunity to enjoy a convenient lifestyle in a sought-after location.

1000 Knapps Highway Unit 10, Fairfield
1646 Jennings Rd, Fairfield
$1,050,000
4 Beds ⋅ 2 Baths ⋅ 24217383 MLS
Welcome to this beautifully renovated 4-bedroom, 2-bath Cape Cod home in Fairfield's University area. Offering 1,814 square feet of finished living space, this home features an open-concept kitchen with custom cabinetry, quartz countertops, a waterfall island, and stainless steel appliances. The main-level primary bedroom includes an updated en-suite bath, while three additional bedrooms and a full bath are located upstairs. Wide-plank flooring and recessed lighting complement the inviting living spaces, which include a living room with a fireplace and a separate family room. Outside, enjoy an oversized deck overlooking the spacious backyard. Additional features include central air and an attached two-car garage. Conveniently located near Fairfield University, downtown Fairfield, Metro-North, beaches, shopping, and dining.The listing agent is one of the property owners.

1646 Jennings Rd, Fairfield
43-45 Helen St, Fairfield
$1,199,000
7 Beds ⋅ 3 Baths ⋅ 24217125 MLS
An exceptionally rare opportunity in the heart of Fairfield! Completely rebuilt from the ground up, this stunning new two-family home offers the perfect combination of coastal sophistication, modern efficiency, and exceptional investment potential. Tucked into one of Fairfield's few "hidden gem" neighborhoods, the location is everything: steps from Post Road's shopping, dining, and entertainment, with the train station, Fairfield University, and beautiful beaches all within easy reach. Whether you're an owner-occupant seeking supporting rental income, a savvy university investor, or looking to build long-term wealth in one of Fairfield County's most desirable communities, this turnkey property checks every box. Meticulously crafted with low-maintenance shingle-style siding, composite decking, natural white oak hardwood floors, modern shaker cabinetry, quartz countertops, coastal-inspired bathrooms, and recessed lighting throughout. High-efficiency systems include natural gas heat, central air, on-demand hot water, and separate in-unit laundry. Beautiful new landscaping, classic white picket fencing, abundant off-street parking, and sun-filled interiors complete the picture. The first unit features 3 bedrooms, 1 full bath, an eat-in kitchen, living room, and private rear deck. The spacious upper residence spans the second and third floors, with 4 bedrooms, 2 full baths, an eat-in kitchen, living room, and versatile flex space. THE WORK IS DONE! All that's left is opportunity.

43-45 Helen St, Fairfield
54 Steep Hill Rd, Fairfield
$599,000
3 Beds ⋅ 3 Baths ⋅ 24217015 MLS
Highest & Best Offers need to be submitted by 5:00pm on Friday October 30th. Thank you for your interest. Amazing potential is found at this expanded Ranch style home that had an extensive renovation and addition in 2001. Located on a quiet cul-de-sac in Southport. Unbelievable space and floor plan shows the quality details found - expressing the love this home had at one time. Home is occupied and will be sold in "as is" condition. Subject to probate approval. Home will not qualify for conventional financing due to disrepair. Cash or rehabilitation loan only. Do not walk property as it is occupied - listing agent will accompany all limited showings.

54 Steep Hill Rd, Fairfield
63 Beacon View Dr, Fairfield
$320,000
1 Beds ⋅ 1 Baths ⋅ 24216265 MLS
Looking to downsize, purchase your first home, or add to your investment portfolio? This one-bedroom ranch offers an opportunity to make it your own! Featuring a kitchen, living room, gas heat, central air, a tankless hot water heater, and a new roof, this property has potential for buyers ready to bring their vision and some TLC. Conveniently located just minutes from the beach, shopping, restaurants, and more, this is an opportunity to explore the possibilities and build equity. This property is a half duplex (right side only is for sale). Bring your ideas and discover the potential! Property being Sold "AS IS".

63 Beacon View Dr, Fairfield
45 Sterling St, Fairfield
$899,000
4 Beds ⋅ 4 Baths ⋅ 24216720 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 July-August 2026. All information subject to change, please verify independently.

45 Sterling St, Fairfield
51 Sterling St, Fairfield
$899,000
4 Beds ⋅ 5 Baths ⋅ 24216718 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 July-August 2026. All information subject to change, please verify independently.

51 Sterling St, Fairfield
53 Sterling St, Fairfield
$945,000
4 Beds ⋅ 5 Baths ⋅ 24216716 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 July-August 2026. All information subject to change, please verify independently.

53 Sterling St, Fairfield
17 Hazel St, Fairfield
$750,000
2 Beds ⋅ 2 Baths ⋅ 24212410 MLS
Welcome to 17 Hazel Street, Fairfield! This fully renovated 2-bedroom, 2-full-bath home includes a primary suite with its own private bathroom. The home has been refreshed from top to bottom with a brand-new kitchen, new flooring and paint, new windows, updated appliances, and brand-new siding. The walls between the living room and kitchen have been opened up to create a brighter, more spacious, and inviting layout. The home has also been thoughtfully reconfigured to add a dedicated laundry room with in-unit washer and dryer hookups. The finished basement adds valuable flexible living space, ideal for a recreation room, playroom, home office, gym, lounge, or guest bedroom. Outside, enjoy a brand-new driveway in addition to the existing driveway, providing two separate driveways and plenty of off-street parking. The backyard features a new deck and garden area, offering inviting space to relax and enjoy the outdoors. With central air and extensive updates throughout, this move-in-ready home offers modern comfort in a desirable and convenient Fairfield location.

17 Hazel St, Fairfield
33 New England Ave, Fairfield
$599,900
2 Beds ⋅ 2 Baths ⋅ 24216367 MLS
Step inside this turnkey, sun-drenched Cape Cod with hardwood floors throughout. Ideally located within minutes of Fairfield Metro Station, Whole Foods, restaurants and a quick ride to beaches and town. Enter into an inviting living room with gas fireplace and open layout to dining room. Proceed to the kitchen with stainless steel appliances, granite countertops and access to the level backyard. Outside you'll enjoy a fully fenced yard and beautiful stone patio perfect for entertaining. As an added bonus the laundry is on the main level! On the second floor you'll find 2 bedrooms as well as a potential 3rd bedroom/office. Open hallway offers charming built-in shelves and closets. This home is move-in ready for anyone seeking to join the Fairfield community!

33 New England Ave, Fairfield
55 Morehouse Dr, Fairfield
$1,499,900
24216564 MLS
A unique opportunity awaits in one of Fairfield's most desirable areas, conveniently located near the beautiful Lake Mohegan. This offering includes three adjacent building lots totaling 1.99 acres, presenting an exceptional opportunity for builders, developers, investors, or buyers looking to secure land in a sought-after location. 85 and 105 Morehouse will also convey at closing. Preliminary design plans are available, offering a valuable head start for those looking to explore the property's potential. With preliminary work already completed, buyers may have minimal additional due diligence to perform; however, all plans, approvals, permits, zoning requirements, and development possibilities must be independently verified by the buyer.The property is being sold AS IS, with buyers responsible for completing all due diligence in advance of submitting an offer. Access to the existing home is permitted by appointment. Please do not walk the lots without a scheduled appointment. Opportunities to acquire three contiguous lots in this desirable Fairfield location are rare. Bring your vision and explore the possibilities!

55 Morehouse Dr, Fairfield
195 Rock Major Rd, Fairfield
$900,000
3 Beds ⋅ 2 Baths ⋅ 24215095 MLS
Tucked along one of the University Area's peaceful, tree-lined streets, 195 Rock Major Road presents a rare opportunity to call one of Fairfield's most coveted neighborhoods home. Properties offering this combination of location, generous land, and character seldom come to market, making this three-bedroom ranch an exciting find. Set on over half an acre, the home offers privacy, space, and possibility. An expansive kitchen with ample room to cook, gather, and entertain opens directly onto a south-facing deck. Oak hardwood floors, timeless built-ins, and wood-burning fireplaces bring warmth and character, setting the scene for leisurely mornings, shared meals, fireside evenings, and cherished moments with family and friends. Outdoors, the generous grounds invite a spirited game of catch, gardening, or simply savoring the tranquility of the surrounding landscape. An attached two car garage adds to the ease of living. With its enduring charm, versatile living spaces, and the exceptional potential to make it your own, this special Fairfield property offers a compelling opportunity for you to create a truly memorable home for years to come.

195 Rock Major Rd, Fairfield
50 Judges Hollow Rd, Fairfield
$1,475,000
4 Beds ⋅ 3 Baths ⋅ 24215458 MLS
Nestled among 3.56 acres of beautiful woodlands, this classic four-bedroom Dutch Colonial offers an inviting blend of timeless character and comfortable living. Enjoy tranquility with easy access to all that Fairfield has to offer. There are hardwood floors throughout, a welcoming foyer, a large living room with fireplace, and sliding doors that lead to an amazing screened porch surrounded by nature, making it the perfect spot for your morning coffee. An updated kitchen and spacious dining room with doors leading to a private patio are perfect for entertaining. Completing the main level are an office and half-bath. Upstairs you will find four bedrooms, two bathrooms, and a large bonus room. The lower level has a recreation room and plenty of storage. Be sure not to miss the two-story barn on the property. It's perfect for the animal enthusiast or as extra space for creative projects and hobbies. It even has a second story that can be transformed into a home office-or just a cool place to hang out! This home is a must see; a real stunner.

50 Judges Hollow Rd, Fairfield
258 Bennett St, Fairfield
$649,999
4 Beds ⋅ 2 Baths ⋅ 24214657 MLS
Welcome to 258 Bennett Street, a beautifully refreshed Fairfield home offering 4 bedrooms, 2 full bathrooms, and a versatile bonus room with direct backyard access. Recent improvements include new plumbing, new siding, a newer heating and cooling HVAC system, new flooring, a new kitchen, and updated bathrooms. Bright living and dining spaces, a first-floor full bath, semi-finished basement, garage, and private backyard add to the home's functionality. Located on a cul-de-sac and approximately an 11-minute walk to Owen Fish Park, with convenient access to North Stratfield School, shopping, dining, and transportation.

258 Bennett St, Fairfield
72 Toll House Ln, Fairfield
$573,000
3 Beds ⋅ 1 Baths ⋅ 24213701 MLS
Now offered at $573,000, 72 Toll House Lane is a great opportunity to own nearly an acre in Fairfield's sought-after North Stratfield neighborhood. Sold as-is, this solidly built home is structurally sound and ready for updating, whether by an owner eager to add personal touches or an investor or contractor looking to add value. Set on a picturesque 0.87-acre lot, it offers space, location, and room to grow (buyer to verify expansion potential with Town of Fairfield zoning). The main level features three bedrooms, a full bath, a comfortable living room, and a kitchen, along with a four-season room overlooking the backyard. Hardwood floors lie beneath the carpeting, ready to be uncovered and brought back to life, while the partially finished lower level adds room for a rec space, storage, and laundry. Central air, a new oil tank, and an attached two-car garage round out the home. No probate approval required, and cash, conventional, and renovation loan buyers are welcome. Dover Park, the trails at Lake Mohegan, Sacred Heart University, and the Merritt Parkway are all close by, with Long Island Sound beaches and downtown Fairfield dining and theater within reach.

72 Toll House Ln, Fairfield
15 Wheeler Park Pl, Fairfield
$997,500
4 Beds ⋅ 3 Baths ⋅ 24214051 MLS
Welcome to your new home on Wheeler Park Place! Tucked away at the end of a peaceful and quiet cul-de-sac in the highly sought after North Stratfield neighborhood, this beautiful 4+ bedroom, 3 full bath colonial offers the perfect blend of comfort, space, privacy and potential. Meticulously maintained by its owners, this special home is nestled alongside Lake Mohegan offering seasonal lake views surrounded by spectacular, thoughtfully maintained landscaping that creates a truly picturesque setting. Step inside to discover an inviting, open concept living, dining and kitchen area with hardwood flooring throughout, creating a warm and welcoming space for everyday living and entertaining. Spacious bedroom, full bathroom and convenient laundry room ideal for guests or flexible living arrangements completes your main level. Your upper level features a huge bedroom with potential for additional bathroom along with a private primary suite featuring a custom walk in shower, dual vanities and generous walk in closet. An additional bedroom or home office offers flexibility to suit your needs, with access to a large walk-up attic full of possibilities for future expansion, storage or creative use. The partially finished walk out lower level adds even more versatility, featuring a separate entrance, direct access to the two car garage and exciting potential for an in-law setup or extended living space. All minutes to I-95, Rt 15 Merritt Parkway and Metro North train stations.

15 Wheeler Park Pl, Fairfield
140 Labbance Ln, Fairfield
$1,695,000
3 Beds ⋅ 3 Baths ⋅ 24199251 MLS
Cross a babbling brook to a European styled Greenfield Hill home set in magical 2 manicured acres. Charming home showing attention to detail. 3 Fpls, Blt-Ins, Scrn Porch, Crown Molding. Expansion for 4th bedroom possible

140 Labbance Ln, Fairfield
88 Springer Rd, Fairfield
$1,599,000
4 Beds ⋅ 3 Baths ⋅ 24214100 MLS
Welcome to this gracious, 4-bedroom center hall Colonial, ideally situated on .61 acres in Fairfield's sought-after lower Greenfield Hill area. Offering 3,421 square feet of living space, plus an additional 600 finished square feet in the lower level, this sun-filled home combines classic details with a comfortable, open floor plan. 9-foot ceilings, 2 fireplaces, hardwood floors and custom millwork add character throughout. The spacious family room features a dramatic floor-to-ceiling stone fireplace and opens to the eat-in kitchen, complete with stainless steel appliances, double ovens and abundant cabinetry. An elegant dining room, living room with fireplace, powder room, and laundry room complete the main level. Upstairs, four generously sized bedrooms include a primary suite with a walk-in closet and an expansive full bath featuring a double vanity, Jacuzzi tub, and separate shower. Three additional bedrooms offer ample closet space and share a full bath with a tub/shower combination. The lower level features a 36 X 15 finished space perfect for a recreation room, playroom, office, media room or a combination of these! A large unfinished area offers abundant storage space. Outside, the fully fenced backyard with bluestone patio offers a private and peaceful setting bordering wooded, town-owned land. Complete with mudroom, attached 2-car garage, full house generator and security system, this move-in-ready home is centrally located to enjoy ALL that Fairfield has to offer!

88 Springer Rd, Fairfield
18 Merry Meet Cir, Fairfield
$2,300,000
4 Beds ⋅ 8 Baths ⋅ 24214588 MLS
Welcome to 18 Merry Meet Circle, an architecturally distinctive residence nestled within The Ridge, Fairfield's prestigious gated community. Ideally situated near the end of a quiet cul-de-sac in desirable Greenfield Hill, this exceptional home offers remarkable privacy, mature landscaping, and a resort-inspired lifestyle. Residents enjoy a 24-hr. staffed gatehouse, a private clubhouse, a heated Gunite swimming pool, lighted Har-Tru tennis courts, a skating pond, bridle & walking trails. A circular stone driveway welcomes you to a home showcasing distinctive architectural details, natural stone, rich wood accents, and exceptional craftsmanship. Beautifully designed living spaces include a spacious kitchen, separate dining room, and expansive living room with a magnificent stone fireplace. A custom stone-and-wood staircase adds a striking architectural focal point. The thoughtfully designed lower level is an entertainer's dream, featuring a private fitness retreat with gym and authentic sauna, bar area, theater room, butler's pantry, private office, and additional living space. Expansive glass walls and doors create an inviting atmosphere, additional rooms and staff quarters offer flexibility for a variety of needs. Recent improvements include a new roof, updated mechanical systems, new water heater, and whole-home dehumidification system. Residents of The Ridge enjoy a 24-hour staffed gatehouse, private clubhouse and recreation center, heated Gunite pool. Total Sq. Ft. 7,100

18 Merry Meet Cir, Fairfield
9 Millspaugh Dr, Fairfield
$899,000
3 Beds ⋅ 2 Baths ⋅ 24212765 MLS
Welcome to this charming Cape nestled on a desirable, well-established street in the sought-after University area. Full of warmth and character, this inviting home features beautiful hardwood floors throughout the main living level areas, an updated kitchen and a refreshed downstairs bathroom. The home offers 3 bedrooms with the upstairs rooms providing additional flexibility for bedrooms, a home office or a nursery. The finished lower level adds valuable living space with comfortable bonus rooms perfect for a family room, office, playroom, gym or guest space along with additional storage. Outside enjoy a nicely sized yard, a fully fenced backyard offers privacy and plenty of room for entertaining. It also offers a perfect blend of convenience and lifestyle. Enjoy easy access to both I-95 and the Merritt Parkway, as well as the Metro-North Train station. Fairfield's vibrant downtown and beautiful beaches make this an ideal location. Make this charming home the setting for your next Thanksgiving gathering and many wonderful memories to follow.

9 Millspaugh Dr, Fairfield
541 Sasco Hill Rd, Fairfield
$6,500,000
5 Beds ⋅ 9 Baths ⋅ 24213955 MLS
Prestigious location. Stately presence. Exceptional living. Introducing a premier 1.25-acre Sasco Hill estate offering extraordinary luxury across 4 levels. This magnificent residence features 5 bedrooms, 9 baths & an uncompromising attention to detail. Outdoors, a private resort awaits with a heated pool & spa, fully equipped outdoor kitchen & expansive terrace overlooking exquisite gardens. An accessory apartment above the garage offers future potential, with plumbing & electrical rough-ins in place. Iron gates flanked by stone lions welcome you to a grand 2-story foyer. The main level showcases exceptional craftsmanship, from the stately living room & Gatsby-inspired formal dining room with garden views to the impressive chef's eat-in kitchen, spacious billiards room, inviting family room & private 1st-floor office. Elegant millwork enhances every room. The 2nd level features 4 luxurious en-suite bedrooms, including 2 primary suites with impressive walk-in closets & dressing rooms. The 3rd level offers flexible living space, including a home gym, bonus room with cedar closet & 5th en-suite bedroom. The finished lower level is an entertainer's dream, complete with an 8-seat home theater, recreation room & storage. Notable upgrades include a new wood roof, Belgian stone & oil-chip driveway, front gates, fencing, updated central air, whole-house generator & finished lower level. Discover extraordinary estate living in Fairfield's prestigious Sasco Hill neighborhood.

541 Sasco Hill Rd, Fairfield
69 Rakoczy Ave, Fairfield
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 24212109 MLS
Brand new construction townhouse, freshly painted and ready for its first owner! Beautifully designed with four levels of finished living space, this home offers hardwood floors, high ceilings, and oversized windows throughout. The main level opens to a formal living room and dining room, with a coat closet, half bath, and direct access to the one-car garage. At the back of the house, the family room features a gas fireplace with custom built-in bookcases and flows into the kitchen, complete with custom cabinetry, a center island, and brand new stainless steel appliances. A slider leads to the private, fenced backyard, perfect for relaxing or entertaining. Upstairs, the primary suite offers a custom walk-in closet and a bath with double sinks and a soaking tub, all with current, stylish finishes. Two additional bedrooms share a hall bath with double sinks, and a laundry room adds everyday convenience. The third floor holds a fourth bedroom with its own half bath. The lower level, with impressively high ceilings, provides a versatile bonus room for a home office, rec room, playroom, or guest space. Low-maintenance townhouse living makes it easy to lock up and travel with peace of mind. Quick access to I-95 and Fairfield Metro, with the beach just minutes away. An exceptional value in new construction. Schedule your private showing today!

69 Rakoczy Ave, Fairfield
54 Timothy St, Fairfield
$1,749,000
4 Beds ⋅ 4 Baths ⋅ 24213998 MLS
Experience refined luxury in this custom new construction offering 3,264 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
155 Moody Ave, Fairfield
$699,800
3 Beds ⋅ 2 Baths ⋅ 24213459 MLS
Move right in to this freshly painted (inside & out) turnkey home featuring new windows throughout and updated insulation. Half the property has been modernized with updated plumbing and electrical wiring for complete peace of mind. The main level boasts a sun-filled living room with refaced fireplace, home office/sumroom, formal dining room, and a brand-new eat-in kitchen complete with sleek custom cabinets, stunning island, and new countertops. Upstairs, find 3 bedrooms-including a primary suite with a private sunroom-a newly renovated full bath, and a walk-up finished 3rd level for a family room space . Complete with a full lower level (laundry & storage), large 2-car garage, and a landscaped, fully fenced backyard. Prime, convenient location close to top schools, shopping, dining, parks, beaches, town center, Metro-North train, I-95, and the Merritt Parkway. Exceptional value and turn-key opportunity!

155 Moody Ave, Fairfield
67 Craig Ct, Fairfield
$2,300,000
4 Beds ⋅ 4 Baths ⋅ 24213049 MLS
Welcome to the Fairfield Beach lifestyle, where spectacular sunrises, coastal breezes and days by the water are part of everyday living. Just steps from the beach, this inviting coastal home offers four levels of spacious living, with views of Long Island Sound from three levels. Enjoy morning coffee or leisurely lunches on the covered porch overlooking the water, or spend evenings in the private, fenced backyard with expanded stone patio and low-maintenance landscaping. The main level features an open kitchen with chef-grade appliances, spacious dining area and inviting living room with fireplace and French doors to the porch. The second level offers an expansive primary suite with fireplace, walk-in closet, private deck overlooking the Sound and spa-like bath with soaking tub and separate shower, plus a second ensuite bedroom. The third level features two additional bedrooms and a full bath. A versatile garage space with glass overhead door expands possibilities for entertaining, recreation or fitness. Recent improvements include interior and exterior painting, refinished wood floors and updated lighting. Enjoy nearby South Benson Marina, beachside recreation and easy access to downtown Fairfield's shops, restaurants, Metro-North and more.

67 Craig Ct, Fairfield
38 Milandale Rd, Fairfield
$825,000
4 Beds ⋅ 2 Baths ⋅ 24212800 MLS
Set on a tranquil street in a convenient Fairfield location, this Colonial offers a versatile floor plan with plenty of room to live, relax, and entertain. Situated on a level quarter acre property within walking distance of the elementary school, the home features generous indoor and outdoor living spaces, freshly painted interiors, and beautifully refinished hardwood floors. The inviting living room features a classic brick fireplace framed by rich mahogany trim, adding warmth and character. At the back of the home, a sun drenched family room welcomes an abundance of natural light, with sliding doors opening to a wraparound deck overlooking the expansive, level backyard. The main level also features three bedrooms and a full bath, offering flexibility for guests, a home office, or everyday living. Upstairs, a spacious bonus room provides additional living space, while the primary suite features cathedral ceilings, a generous walk-in closet, and a private bath with a stall shower. A two-car garage adds everyday convenience and additional storage. Just five minutes from Metro North and Fairfield's vibrant downtown, with shopping, restaurants, parks, and schools nearby, this home offers an appealing combination of convenience, comfortable living spaces, and a flexible layout to accommodate a variety of lifestyles.

38 Milandale Rd, Fairfield
204 Old Post Rd Unit 1, Fairfield
$2,695,000
3 Beds ⋅ 4 Baths ⋅ 24186935 MLS ⋅ The Enclave BLDG.
Introducing The Enclave, an exclusive new collection of eight luxury townhomes ideally situated along Old Post Road in the heart of Southport Village. Set within four intimate manor-style buildings, each housing just two residences, these four-level homes combine timeless coastal architecture with sophisticated modern living. Thoughtfully designed for both everyday living and entertaining, each residence features expansive open-concept living spaces, a private elevator servicing all four levels, chef-inspired kitchen, gas fireplace, two-car attached garage and exceptional private outdoor spaces, including a covered porch, rear deck and private fourth-floor roof terrace. A gated entrance provides an added sense of privacy and exclusivity. The Enclave offers a rare combination of privacy and village convenience, adjacent to Southport Park and just moments from Southport Village, Metro-North, the harbor, shops and dining. Currently under construction, with pre-construction opportunities now available.

204 Old Post Rd Unit 1, Fairfield

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