23,153

Fairfield, CT Homes

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  • 357 Oldfield Rd, Fairfield, CT 06824
    357 Oldfield Rd, Fairfield, CT 06824
    357 Oldfield Rd, Fairfield, CT 06824
    /40

    $1,350,000 Pending

    • 5 Beds
    • 2.5 Baths
    • 2,354 Sq Ft

    357 Oldfield Rd, Fairfield, CT 06824

    **Seller has accepted an offer. Property is Under Deposit. Open House cancelled for both Saturday and Sunday 10/25-10/26. Coastal Chic Meets Modern Living! Discover the idyllic Fairfield lifestyle in this fully renovated 5BR, 2.5BA home, perfectly located between sandy beaches and vibrant town center. Welcome to 357 Oldfield Road - thoughtfully remodeled and designed for style, comfort and ease,

    Carol Langeland William Pitt Sotheby's Int'l

    357 Oldfield Rd, Fairfield, CT 06824
  • 2218 Fairfield Beach Rd, Fairfield, CT 06824
    2218 Fairfield Beach Rd, Fairfield, CT 06824
    2218 Fairfield Beach Rd, Fairfield, CT 06824
    /12

    $8,888 total monthly price

    • 4 Beds
    • 1.5 Baths
    • 1,800 Sq Ft
    • House for Rent

    2218 Fairfield Beach Rd, Fairfield, CT 06824

    Charming, 4 bedroom beachfront and riverfront cottage with amazing views set on the private section of Fairfield Beach Road. Available fully furnished for 28/29 Fairfield U School year. Recently updated throughout.

    2218 Fairfield Beach Rd, Fairfield, CT 06824
  • 299 Marlborough Terrace, Fairfield, CT 06825

    $546,000 Sold Oct 27, 2025

    • 1,268 Sq Ft
    • $431/SF
    • 60 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1947

    299 Marlborough Terrace, Fairfield, CT 06825

    Sun-Drenched Charmer! This move-in ready 2-bedroom home offers an open floor plan-with plenty of room to expand-and gleaming hardwood floors throughout. Enjoy the fully renovated kitchen featuring brand-new appliances, modern cabinetry, and ample storage space. Recent improvements include brand-new windows and storm doors, updated insulation, and energy-efficient mini-splits providing both

    Deborah Merlino William Raveis Real Estate

    299 Marlborough Terrace, Fairfield, CT 06825
  • 88 Overhill Rd, Fairfield, CT 06824
    88 Overhill Rd, Fairfield, CT 06824
    88 Overhill Rd, Fairfield, CT 06824
    /37

    $1,399,000 Pending

    • 4 Beds
    • 3 Baths
    • 4,057 Sq Ft

    88 Overhill Rd, Fairfield, CT 06824

    Please submit highest and best by 5PM Monday, October 6th. Classic Lines. Creative Soul. Located on one of Sasco Hill's most beloved streets, this classic Colonial offers timeless curb appeal and a highly walkable lifestyle. Inside, thoughtful architectural details - arched doorways, original built-ins, and natural light throughout - create a warm, character-rich feel. The main level begins with

    Cindy Raney Coldwell Banker Realty

    88 Overhill Rd, Fairfield, CT 06824
  • 467 Wilson St, Fairfield, CT 06825
    467 Wilson St, Fairfield, CT 06825
    467 Wilson St, Fairfield, CT 06825
    /18

    $4,250 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft
    • House for Rent

    467 Wilson St, Fairfield, CT 06825

    Welcome to this charming single-family rental tucked into the heart of Fairfield's beloved Stratfield neighborhood, where classic character meets modern comfort. This flexible 2-3 bedroom home features two fully renovated bathrooms, including a first-floor en suite that offers the perfect setup for guests, a home office, or a private retreat. Upstairs, you'll find two oversized bedrooms with

    Christopher Giolitto William Raveis Real Estate

    467 Wilson St, Fairfield, CT 06825
  • 1477 Mill Plain Rd, Fairfield, CT 06824

    $1,323,000 Sold Oct 27, 2025

    • 2,550 Sq Ft
    • $519/SF
    • 36 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1919

    1477 Mill Plain Rd, Fairfield, CT 06824

    **HIGHEST AND BEST OFFER SUBMISSION BY FRIDAY 8/22 12:00 PM* Welcome to 1477 Mill Plain Road - a timeless expanded Cape in Fairfield's coveted University neighborhood, boasting an incredible location and exceptional convenience. Ideally located steps to Riverfield Elementary, offers walkability to downtown shops and restaurants, train station, middle and high schools, and Fairfield University,

    Wendy Ryan Brown Harris Stevens

    1477 Mill Plain Rd, Fairfield, CT 06824
  • 251 Winnepoge Dr, Fairfield, CT 06825
    251 Winnepoge Dr, Fairfield, CT 06825
    251 Winnepoge Dr, Fairfield, CT 06825
    /39

    $1,495,000 Pending

    • 4 Beds
    • 3 Baths
    • 3,883 Sq Ft

    251 Winnepoge Dr, Fairfield, CT 06825

    Nestled in the highly sought-after enclave of Lake Hills in Fairfield, this extraordinary Colonial has been completely reimagined, torn down and masterfully rebuilt to blend timeless architectural charm with modern sophistication. From the moment you arrive, the home's undeniable curb appeal captivates, featuring a welcoming wraparound porch, professional landscaping, flower boxes and a full

    Kristen Perez Higgins Group Bedford Square

    251 Winnepoge Dr, Fairfield, CT 06825
  • 528 Black Rock Turnpike, Fairfield, CT 06825
    528 Black Rock Turnpike, Fairfield, CT 06825
    528 Black Rock Turnpike, Fairfield, CT 06825
    /34

    $2,400 - $2,900 total monthly price

    • 1 - 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    528 Black Rock Turnpike, Fairfield, CT 06825

    Luxury apartments walking distance to train, shops and restaurants. Unfurnished Spacious 2 bedroom,1 bath units. Or 1 bedroom 1 bath open floor plan, White Eat in kitchen with quartz counters, stainless steel appliances. Large baths with walk in showers. Handicap accessible, elevator, underground reserved parking. Maintenance free rentals. Walk to Metro North.

    528 Black Rock Turnpike, Fairfield, CT 06825
  • 60 Eleanor Terrace, Fairfield, CT 06824

    $1,662,000 Sold Oct 27, 2025

    • 3,648 Sq Ft
    • $456/SF
    • 112 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2021

    60 Eleanor Terrace, Fairfield, CT 06824

    Savor the coastal lifestyle in this chic, modern 2021 construction home in the highly desirable Fairfield Beach neighborhood. Just a quick stroll to the beach with pavillion, Fairfield town marina & Sand Castle Park. Hard to find beach area NOT in Flood Zone! No flood insurance required. Thoughtfully designed for open & airy living. Step into open concept living with a spacious living room that

    Katie O'Grady Compass Connecticut, LLC

    60 Eleanor Terrace, Fairfield, CT 06824
  • 1137 Stillson Rd, Fairfield, CT 06824
    1137 Stillson Rd, Fairfield, CT 06824
    1137 Stillson Rd, Fairfield, CT 06824
    /40

    $1,317,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 2,849 Sq Ft

    1137 Stillson Rd, Fairfield, CT 06824

    A quintessential New England Ranch set behind stone walls and a rounded driveway, this home welcomes you with timeless style and impressive scale. Step inside and be wowed by the spacious, thoughtful layout, bathed in natural light. A chef's kitchen is the heart of the home, with an expansive granite island, Sub-Zero and Viking appliances, and custom cabinetry-perfect for cooking and gathering.

    Dominika Wojciechowski Houlihan Lawrence

    1137 Stillson Rd, Fairfield, CT 06824
  • 93 Catherine Terrace, Fairfield, CT 06824
    93 Catherine Terrace, Fairfield, CT 06824
    93 Catherine Terrace, Fairfield, CT 06824
    /38

    $6,000 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,225 Sq Ft
    • House for Rent

    93 Catherine Terrace, Fairfield, CT 06824

    Sweet 3 bedroom, 1.5 bath colonial on a highly desirable "horse-shoe" road, walking to town, train & beach. Freshly painted & cleaned. Large living room opens to dining room. Eat in kitchen with plenty of cabinetry. Finished lower level; great for playroom or office. Fantastic, 3 season porch overlooking wonderful, level, fully fenced in back yard. 3 bedrooms & a full bath on 2nd floor. New C/A.

    Heidi Cinder William Raveis Real Estate

    93 Catherine Terrace, Fairfield, CT 06824
  • 235 Lovers Ln, Fairfield, CT 06824

    $830,000 Sold Oct 24, 2025

    • 2,272 Sq Ft
    • $365/SF
    • 20 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1967

    235 Lovers Ln, Fairfield, CT 06824

    Welcome to one-level living located in the sought-after university area. 235 Lovers Lane is a ranch-style home sited on just shy of 1/2 acre level lot with unlimited expansion possibilities. Located within minutes of Fairfield's vibrant downtown, Metro North train station and award-winning schools, this warm and welcoming home features an eat-in kitchen, dining room, living room, three bedrooms

    Timothy Dailey Higgins Group Real Estate

    235 Lovers Ln, Fairfield, CT 06824
  • 1135 Hulls Farm Rd, Southport, CT 06890
    1135 Hulls Farm Rd, Southport, CT 06890
    1135 Hulls Farm Rd, Southport, CT 06890
    /40

    $1,395,000 Pending

    • 6 Beds
    • 3.5 Baths
    • 3,508 Sq Ft

    1135 Hulls Farm Rd, Southport, CT 06890

    A prime Southport estate location at the Westport line is home to this gracious 5 Bedroom Colonial featuring a rarely found attached main level IN-LAW / AU PAIR APARTMENT with a private entrance, Living/Dining Room, Bedroom and a full Bath. Additionally appreciated, and perfect for today's work from home buyer, is an OFFICE/STUDIO over the barn style oversized detached two car garage. Approached

    Paul Triantafel William Pitt Sotheby's Int'l

    1135 Hulls Farm Rd, Southport, CT 06890
  • 79 2nd St Unit 2nd, Fairfield, CT 06825
    79 2nd St Unit 2nd, Fairfield, CT 06825
    79 2nd St Unit 2nd, Fairfield, CT 06825
    /40

    $2,600 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft
    • Condo for Rent

    79 2nd St Unit 2nd, Fairfield, CT 06825

    Please call and leave your Tenant Information or, visit our website: RentalAssociatesUSA .com 2 Bedroom, 1 Full Bathroom, 1 Kitchen, 1 Living Room, and 1 Dining Room, over 1000 SF on the 2nd floor with a front porch and back deckWith Washer and

    79 2nd St Unit 2nd, Fairfield, CT 06825
  • 1442 Melville Ave Unit 1442 Melville Ave, Fairfield, CT 06825

    $465,000 Sold Oct 24, 2025

    • 1,325 Sq Ft
    • $351/SF
    • 6 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1973

    1442 Melville Ave Unit 1442 Melville Ave, Fairfield, CT 06825

    2 bedroom / 2 full updated baths - Ground floor ranch unit, no stairs, in sought-after Dogwood Green complex offering on-sight maintenance and community pool. Large living room / dinning room space offering fireplace and sliders to private patio that overlooks pond, fountain, and beautifully landscaped grounds. Eat-in kitchen with new appliances. Primary BR suite with updated full bath, multiple

    Nancy Allen Higgins Group Real Estate

    1442 Melville Ave Unit 1442 Melville Ave, Fairfield, CT 06825
  • 105 Charter Oak Rd, Fairfield, CT 06824
    105 Charter Oak Rd, Fairfield, CT 06824
    105 Charter Oak Rd, Fairfield, CT 06824
    /40

    $1,500,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 3,900 Sq Ft

    105 Charter Oak Rd, Fairfield, CT 06824

    Tucked away at the end of a tranquil cul-de-sac in one of Fairfield's most desirable neighborhoods, this center-hall Colonial exudes timeless elegance with mature landscaping and wonderful curb appeal.On the main floor, you'll discover the heart of the home, a generously proportioned kitchen with custom cabinetry and granite countertops, overlooking peaceful grounds.It opens into the expansive

    Julie Vanderblue Higgins Group Real Estate

    105 Charter Oak Rd, Fairfield, CT 06824
  • 160 Fairfield Woods Rd Unit 68, Fairfield, CT 06825
    160 Fairfield Woods Rd Unit 68, Fairfield, CT 06825
    160 Fairfield Woods Rd Unit 68, Fairfield, CT 06825
    /11

    $2,600 total monthly price

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    160 Fairfield Woods Rd Unit 68, Fairfield, CT 06825

    Here's your opportunity to rent at one of Fairfield's most popular complexes. This second floor corner apartment is tucked in back where it's nice and quiet. Even better, it has the best views at Strathmoor overlooking the pool and the park. This unit has been updated with hardwood floors, the kitchen is open to the living area, granite countertops, stainless steel appliances and a new split

    Cathy Van Tornhout Brown Harris Stevens

    160 Fairfield Woods Rd Unit 68, Fairfield, CT 06825
  • 3743 Park Ave, Fairfield, CT 06825

    $660,000 Sold Oct 24, 2025

    • 2,232 Sq Ft
    • $296/SF
    • 98 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1955

    3743 Park Ave, Fairfield, CT 06825

    Completely renovated in 2020, this stunning home offers 3 bedrooms and 2.5 bathrooms, blending modern updates with classic charm. Upon entering, you're welcomed by a warm and inviting atmosphere that flows throughout the home. The sun-drenched living room is perfect for entertaining and flows seamlessly into the dining area, complete with a cozy fireplace. The chef's kitchen features granite

    James Millington William Raveis Real Estate

    3743 Park Ave, Fairfield, CT 06825
  • 478 Hulls Hwy, Southport, CT 06890
    478 Hulls Hwy, Southport, CT 06890
    478 Hulls Hwy, Southport, CT 06890
    /39

    $1,300,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,392 Sq Ft

    478 Hulls Hwy, Southport, CT 06890

    A picturesque, expanded and impeccably renovated Cape Cod home located in highly desirable Southport (set off far from road) awaits. Welcome home to 478 Hulls Highway where the character of this Cape blends with today's must have updates. This sun-drenched home features two levels of living, 8 spacious rooms including 3 bedrooms and 2.5 beautifully renovated baths. A rare main level primary suite

    Jackie Davis William Raveis Real Estate

    478 Hulls Hwy, Southport, CT 06890
  • 85 Moody Ave, Fairfield, CT 06825
    85 Moody Ave, Fairfield, CT 06825
    85 Moody Ave, Fairfield, CT 06825
    /10

    $1,100 total monthly price

    • 1 Bed
    • 0.5 Baths
    • 850 Sq Ft
    • House for Rent

    85 Moody Ave, Fairfield, CT 06825

    1st floor 2 rooms fully furnished with refrigerator.1/2 bath full kitchen,All utilities included. Quiet neighborhood,close to train station close to shopping and gym private yard with gas grill and small deck

    85 Moody Ave, Fairfield, CT 06825
  • 1646 Jennings Rd, Fairfield, CT 06824

    $620,000 Sold Oct 23, 2025

    • 1,814 Sq Ft
    • $342/SF
    • 14 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1947

    1646 Jennings Rd, Fairfield, CT 06824

    Spacious University Home with Tremendous Potential This 4-bedroom, 2-bath home offers 1,814 sq. ft. of living space on a generous corner lot. Built in 1947, this home has enjoyed a lot of joy and now it awaits someone's vision to update it to its potential. The property is nestled in a fantastic neighborhood near the university and offers both convenience and privacy. The main level includes a

    Karen Waldvogel William Raveis Real Estate

    1646 Jennings Rd, Fairfield, CT 06824
  • 1165 Stillson Rd, Fairfield, CT 06824
    1165 Stillson Rd, Fairfield, CT 06824
    1165 Stillson Rd, Fairfield, CT 06824
    /40

    $1,350,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,704 Sq Ft

    1165 Stillson Rd, Fairfield, CT 06824

    Nestled quietly behind classic New England stone walls and ornamental Hemlock trees, this charming colonial home is just a short distance from Fairfield University, yet it gives you complete privacy once you enter. It is surrounded by a beautifully landscaped half-acre, featuring carefully curated gardens, rock walls, and perennial plantings. Inside, you will find a warm atmosphere that

    Helene Daly Compass Connecticut, LLC

    1165 Stillson Rd, Fairfield, CT 06824
  • 245 Unquowa Rd Unit 91, Fairfield, CT 06824
    245 Unquowa Rd Unit 91, Fairfield, CT 06824
    245 Unquowa Rd Unit 91, Fairfield, CT 06824
    /23

    $2,450 total monthly price

    • 1 Bed
    • 1 Bath
    • 551 Sq Ft
    • House for Rent

    245 Unquowa Rd Unit 91, Fairfield, CT 06824

    Come tour this fully remodeled studio in the heart of Downtown Fairfield! Enjoy easy, one-level living with no stairs and your own private entrance for maximum convenience. Inside, you'll find brand-new, never-used high-end appliances, modern finishes, and a bright, open layout that feels both fresh and inviting. This unit checks all the boxes: in-unit washer/dryer, dishwasher, walk-in closet,

    Sean Dobel Houlihan Lawrence

    245 Unquowa Rd Unit 91, Fairfield, CT 06824
  • 84 Applegate Rd, Fairfield, CT 06825

    $750,000 Sold Oct 22, 2025

    • 1,632 Sq Ft
    • $460/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1937

    84 Applegate Rd, Fairfield, CT 06825

    Welcome to 84 Applegate Road - a charming Colonial brimming with curb appeal, timeless character, and endless potential. Perfectly situated on an oversized, approximately half-acre lot in the heart of Stratfield, this inviting home offers the ideal blend of classic elegance and space to grow. Step inside to discover a warm and welcoming layout featuring 3 spacious bedrooms and 2 full bathrooms.

    Daniel Shawah Baldwin Pearson & Co., Inc

    84 Applegate Rd, Fairfield, CT 06825
  • 357 Harvester Rd, Fairfield, CT 06825
    357 Harvester Rd, Fairfield, CT 06825
    357 Harvester Rd, Fairfield, CT 06825
    /10

    $689,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 1.5 Baths
    • 1,572 Sq Ft

    357 Harvester Rd, Fairfield, CT 06825

    Welcome to this cheerful North Stratfield ranch offering one-level living, loads of natural light, and the perfect mix of comfort and convenience. Nestled above Lake Mohegan, this inviting 3-bedroom, 1.5-bath home features large picture windows front and back, filling the living spaces with warmth and sunshine all day. The updated kitchen includes newer appliances, granite countertops, large

    Derek Greene Derek Greene

    357 Harvester Rd, Fairfield, CT 06825
  • 528 Black Rock Turnpike, Fairfield, CT 06825
    528 Black Rock Turnpike, Fairfield, CT 06825
    528 Black Rock Turnpike, Fairfield, CT 06825
    /34

    $2,400 - $2,900 total monthly price

    • 1 - 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    528 Black Rock Turnpike, Fairfield, CT 06825

    Luxury apartments walking distance to train, shops and restaurants. Unfurnished Spacious 2 bedroom,1 bath units. Or 1 bedroom 1 bath open floor plan, White Eat in kitchen with quartz counters, stainless steel appliances. Large baths with walk in showers. Handicap accessible, elevator, underground reserved parking. Maintenance free rentals. Walk to Metro North.

    528 Black Rock Turnpike, Fairfield, CT 06825
  • 270 Oakwood Dr, Fairfield, CT 06824

    $625,000 Sold Oct 22, 2025

    • 1,056 Sq Ft
    • $592/SF
    • 17 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1960

    270 Oakwood Dr, Fairfield, CT 06824

    Fantastic Opportunity to Update and Make Your Own! This 3-bedroom, 1-bath ranch with an oversized 2-car garage is ready for its next chapter. Featuring hardwood floors, a newer furnace (2021), oil tank (2017), and vinyl siding, the big-ticket items are already in place. With some cosmetic updates and vision, this property offers excellent upside potential-ideal for all end users, investors,

    Elizabeth Altobelli William Raveis Real Estate

    270 Oakwood Dr, Fairfield, CT 06824
  • 161 Brion Dr, Fairfield, CT 06825
    161 Brion Dr, Fairfield, CT 06825
    161 Brion Dr, Fairfield, CT 06825
    /20

    $499,000

    • 3 Beds
    • 1.5 Baths
    • 1,554 Sq Ft

    161 Brion Dr, Fairfield, CT 06825

    The perfect opportunity to settle in Fairfield at an incredible price! Situated on a quiet street in the desirable North Stratfield neighborhood, this well-maintained home is just waiting to be loved by the next homeowners. On the main level, a bright living room with fireplace and built-ins, a formal dining room off the kitchen and a home office or playroom space with a luminous skylight as well

    Nicole Mansdorf William Raveis Real Estate

    161 Brion Dr, Fairfield, CT 06825
  • 180 Ruane St Unit 1, Fairfield, CT 06824
    180 Ruane St Unit 1, Fairfield, CT 06824
    180 Ruane St Unit 1, Fairfield, CT 06824
    /10

    $5,000 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,053 Sq Ft
    • Apartment for Rent

    180 Ruane St Unit 1, Fairfield, CT 06824

    SUMMER 2026 ONLY - fully furnished rental. Completely updated first floor unit with Bosch appliances, quartz countertops, inset electric fireplace, hardwood floors and luxury finishes throughout. Walk to train, town and beach.

    Ryan Ciambriello Houlihan Lawrence

    180 Ruane St Unit 1, Fairfield, CT 06824
  • 73 Old Dam Rd, Fairfield, CT 06824

    $1,825,000 Sold Oct 22, 2025

    • 2,234 Sq Ft
    • $817/SF
    • 35 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2003

    73 Old Dam Rd, Fairfield, CT 06824

    Set in one of Fairfield's most beloved waterfront communities, 73 Old Dam Rd is the perfect blend of contemporary style and laid back coastal living with Dock, Private Beach Access, & calming water views of the Creek and Long Island Sound. Recently and tastefully renovated, this home offers a light and bright open floor plan. You'll love the new kitchen featuring high end appliances and custom

    Jaclyn Picarillo Higgins Group Bedford Square

    73 Old Dam Rd, Fairfield, CT 06824

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