Fairfield, CT Homes

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  /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
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  /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
• 

  $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
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  Est $8,269,121 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 9,092 Sq Ft

  1093 Pequot Ave, Southport, CT 06890

  1093 Pequot Ave, Southport, CT 06890
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  /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
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  /33

  $2,895 total monthly price

  • 1 Bed
  • 1.5 Baths
  • 1,497 Sq Ft
  • Apartment for Rent

  826 Oldfield Rd Unit 1Fl+Basement, Fairfield, CT 06824

  Welcome to this best deal in fabulous FAIRFIELD Beach location, Newly Remodeled First floor unit, it has 1 spacious Bedroom, Dinning, Living Room and a bright and beautiful Kitchen with new SS appliances, Quartz countertops and large peninsula (island) with built in sink has a skylight, pantry and access to the enclosed Sun Room. The Eat-In Kitchen opens to spacious Living Room and newer 1.5

  Irene Cheung BHGRE Shore & Country

  826 Oldfield Rd Unit 1Fl+Basement, 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
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  Est $1,709,047 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,148 Sq Ft

  1 Treasure Rd, Fairfield, CT 06824

  1 Treasure Rd, Fairfield, CT 06824
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  /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
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  /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
• 

  $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
• 

  Est $1,123,090 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,484 Sq Ft

  453 Gilbert Hwy, Fairfield, CT 06824

  453 Gilbert Hwy, Fairfield, CT 06824
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  /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
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  /10

  $2,350 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  181 Longview Ave, Fairfield, CT 06824

  Beautifully renovated 2-bedroom, 1-bath apartment. The spacious eat-in kitchen and bathroom feature brand-new white shaker cabinets, new appliances, quartz counters, and stainless steel sinks and fixtures. The unit has refinished hardwood floors throughout. The spacious living room has an abundance of light, and both bedrooms are large, one with double closets. There is a dedicated laundry room

  Lindsey Rosen William Pitt Sotheby's Int'l

  181 Longview Ave, Fairfield, CT 06824
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  $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
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  Est $1,740,832 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 5,122 Sq Ft

  748 Gilbert Hwy, Fairfield, CT 06824

  748 Gilbert Hwy, Fairfield, CT 06824
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  /39

  $1,299,999

  • 4 Beds
  • 3.5 Baths
  • 4,024 Sq Ft

  947 Galloping Hill Rd, Fairfield, CT 06824

  Welcome to 947 Galloping Hill Road. This true mid-century modern home was designed by the important architect Victor Civkin in 1967. This well thought out ranch has 4 bedrooms and 3 1/2 baths and is perfectly situated on a flat, private acre. Step inside the large foyer that has curved walls and a skylight. The living room is spacious with a rounded wall of floor to ceiling windows which flood

  Nancy Freedman William Pitt Sotheby's Int'l

  947 Galloping Hill Rd, Fairfield, CT 06824
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  /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
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  $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
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  Est $2,090,222 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 5,206 Sq Ft

  200 Fence Row Dr, Fairfield, CT 06824

  200 Fence Row Dr, Fairfield, CT 06824
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  /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
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  /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
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  $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
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  Est $2,496,539 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 7,171 Sq Ft

  475 Fence Row Dr, Fairfield, CT 06824

  475 Fence Row Dr, Fairfield, CT 06824
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  /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
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  /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
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  $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
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  Est $2,889,273 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 6,805 Sq Ft

  100 Beagling Hill Cir, Fairfield, CT 06824

  100 Beagling Hill Cir, Fairfield, CT 06824
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  /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
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  /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
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  $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
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  Est $2,157,574 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,899 Sq Ft

  1446 Cross Hwy, Fairfield, CT 06824

  1446 Cross Hwy, Fairfield, CT 06824
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  /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
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  /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
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  $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
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  Est $2,650,680 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 5,612 Sq Ft

  1579 Cross Hwy, Fairfield, CT 06824

  1579 Cross Hwy, Fairfield, CT 06824
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  /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
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  /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
• 

  $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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  Est $1,604,916 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 5,064 Sq Ft

  40 Victoria Ct, Fairfield, CT 06824

  40 Victoria Ct, Fairfield, CT 06824

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