Fairfield, CT Homes

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  /24

  $609,999

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  449 High St, Fairfield, CT 06824

  Welcome to your dream home in the heart of Fairfield! This beautifully renovated 3-bedroom, 2-bathroom gem offers the perfect blend of classic charm and modern updates. Step inside to find a bright, open floor plan with gleaming hardwood floors, a brand-new kitchen featuring stainless steel appliances and quartz countertops, and two stylishly updated bathrooms. Enjoy morning coffee on the front

  

  Gary Crawford

  RE/MAX RISE

  (475) 252-5285

  449 High St, Fairfield, CT 06824
• 

  Explore University

• 

  

  

  /23

  $3,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,134 Sq Ft
  • House for Rent

  70 Stephens Ln Unit 2, Fairfield, CT 06824

  Newly updated - this immaculate and beautiful open floor plan condo with all new appliances is available for rent. The home boast a fully updated EIK Kitchen, a living room with bay bow windows and hardwood floors, a half bath,laundry and storage on the main level. The econd floor has two bedrooms and a full bath. The primary bedroom has a walk-in-closet. Plenty of natural light and recess

  

  Hy Natarajan

  Keller Williams Prestige Prop.

  (203) 987-4651

  70 Stephens Ln Unit 2, Fairfield, CT 06824
• 

  $800,000 Sold Jul 29, 2025

  • 2,394 Sq Ft
  • $334/SF
  • 7 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1978

  100 Mayfair Rd, Fairfield, CT 06824

  Located in the heart of Fairfield's desirable University Area, this well-maintained raised -high ranch offers over 2,000 square feet of flexible living space. It's within walking distance to Osborn Hill Elementary and just minutes from downtown, shopping, dining, Metro-North, and I-95. The location is both convenient and charming. The low-maintenance exterior features vinyl siding, a newer back

  Elizabeth Altobelli William Raveis Real Estate

  100 Mayfair Rd, Fairfield, CT 06824
• 

  Est $1,767,092 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,975 Sq Ft

  170 Windsor Rd, Fairfield, CT 06824

  170 Windsor Rd, Fairfield, CT 06824
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  /34

  $849,900

  • 3 Beds
  • 2 Baths
  • 1,665 Sq Ft

  274 High St, Fairfield, CT 06824

  Welcome to 274 High Street, Fairfield, CT-where timeless elegance meets modern convenience. This beautifully renovated home boasts a fresh and inviting open-concept design, with a stunning new Trex deck just off the kitchen, perfect for relaxing or entertaining. The spacious kitchen features a large island with extra seating, complemented by a stylish design table for additional dining space.

  Karly Worth Call It Closed Realty

  274 High St, Fairfield, CT 06824
• 

  

  /20

  $3,200 per month

  • 2 Beds
  • 2 Baths
  • 2,268 Sq Ft
  • Condo for Rent

  70 Stephens Ln, Fairfield, CT 06824

  Discover your new home in this charming multi-family property located in the heart of Fairfield, CT. This spacious 2-bedroom, 2-bathroom unit offers 1134 square feet of comfortable living space, making it perfect for those seeking both style and functionality. Enjoy modern conveniences, including in-unit washer and dryer, plus a modern kitchen equipped with stainless steel appliances and sleek

  70 Stephens Ln, Fairfield, CT 06824
• 

  $1,900,000 Sold Jul 29, 2025

  • 4,147 Sq Ft
  • $458/SF
  • 130 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2025

  53 Lower Farm Rd Unit lot 1, Fairfield, CT 06824

  Part of The Homes at Ross Meadow, a beautiful brand new cul-de-sac of 7 new homes meticulously crafted by SandDollar Development using quality materials and a thoughtful design that embodies a comfortable, timeless elegance and quiet luxury. Perfect for today's busy lifestyles and diverse life stages. 4147 sqft on 3 levels, 4 bedroom suites w full baths. Exceptional finishes include 9' ceilings

  Linda Blackwell Houlihan Lawrence

  53 Lower Farm Rd Unit lot 1, Fairfield, CT 06824
• 

  Est $320,833 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 910 Sq Ft

  90 Silliman St Unit 4B, Fairfield, CT 06824

  90 Silliman St Unit 4B, Fairfield, CT 06824
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  /40

  $1,699,000 Pending

  • 5 Beds
  • 4 Baths
  • 4,250 Sq Ft

  1846 Mill Plain Rd, Fairfield, CT 06824

  Modern Luxury, Masterfully Built! This 4,000+/- sqft home by Cypress Development has been torn down and rebuilt from the ground up, blending timeless design with modern luxury. With 5 bedrooms, 4 full bathrooms, and a flexible layout, it's thoughtfully crafted for today's lifestyle. The open-concept main level features 9' ceilings, a spacious living room, formal dining area, a four-season

  Jacob Bivona Keller Williams Prestige Prop.

  1846 Mill Plain Rd, Fairfield, CT 06824
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  /38

  $2,750 per month

  • 2 Beds
  • 1 Bath
  • 1,188 Sq Ft
  • Apartment for Rent

  221 Hunyadi Ave, Fairfield, CT 06824

  Beautifully updated 2-bedroom first-floor apartment in prime Fairfield location! This bright and spacious unit features hardwood floors throughout, with vinyl flooring in the extra room. The renovated eat-in kitchen offers white cabinetry, a subway tile backsplash, sleek countertops, stainless steel appliances, and a walk-in pantry.The two main bedrooms are well-sized and filled with natural

  amaryllis rodriguez RE/MAX Right Choice

  221 Hunyadi Ave, Fairfield, CT 06824
• 

  $1,275,000 Sold Jul 24, 2025

  • 1,976 Sq Ft
  • $645/SF
  • 55 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1972

  129 Brookmere Dr, Fairfield, CT 06824

  PLEASE SUBMIT ALL OFFERS BY 12PM ON MONDAY 6/2/25. OFFERS SHOULD BE SUBMITTED ON MLS PURCHASE AGREEMENT FORM. PLEASE NO ESCALATION CLAUSES. A beloved home on a storybook street. This classic New England Colonial sits on one of Fairfield's most cherished blocks, where neighbors gather for annual block parties and know each other by name. Lined with beautifully maintained homes-each more charming

  Cindy Raney Coldwell Banker Realty

  129 Brookmere Dr, Fairfield, CT 06824
• 

  Est $1,216,507 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,072 Sq Ft

  41 Reynolds Dr, Fairfield, CT 06824

  41 Reynolds Dr, Fairfield, CT 06824
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  /39

  $1,999,000 Open Sun 12PM - 3PM

  • 6 Beds
  • 4.5 Baths
  • 4,344 Sq Ft

  15 Barton Rd, Fairfield, CT 06824

  Your storybook home-complete with a classic white picket fence-awaits! Where natural light fills inviting spaces, every detail is intentional, & comfort meets elegance. From quiet mornings on the sun-drenched porch to lively evenings around the large kitchen island, this home offers beauty, privacy, & seamless indoor-outdoor living. This newly finished, meticulously custom crafted, all new

  Jennifer DeLaurentis Compass Connecticut, LLC

  15 Barton Rd, Fairfield, CT 06824
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  /20

  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 1,459 Sq Ft
  • House for Rent

  328 Alma Dr, Fairfield, CT 06824

  Perfect, adorable, spacious, updated, 3 bedroom, 2 bath expanded cape with a huge 2-car detached garage featuring storage loft above - located on the beautiful Alma Drive overlooking Mill River. Just professionally painted, professionally landscaped, professionally cleaned, and awaiting your arrival. The Fairfield School busses are available for Riverfield ES, Ludlowe MS and Ludlowe HS! Get

  328 Alma Dr, Fairfield, CT 06824
• 

  $1,150,000 Sold Jul 18, 2025

  • 2,840 Sq Ft
  • $405/SF
  • 10 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1927

  407 Meadowbrook Rd, Fairfield, CT 06824

  THERE ARE MULTIPLE OFFERS ON THIS PROPERTY, SELLERS REQUEST BEST AND FINAL OFFERS BY SATURDAY 6/14 AT 6PM. Welcome to 407 Meadowbrook Road - a Charming 1920s Colonial with Modern Upgrades with 5 bedroom, 2.5-bath Colonial nestled in the heart of Fairfield's sought-after University neighborhood. This 2,440 sq. ft. home blends timeless 1920s charm with the comforts and conveniences of modern

  Skylar Smith Higgins Group Real Estate

  407 Meadowbrook Rd, Fairfield, CT 06824
• 

  Est $1,260,083 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,991 Sq Ft

  1200 Samuel Ln, Fairfield, CT 06824

  1200 Samuel Ln, Fairfield, CT 06824
• 

  

  /40

  $1,749,000 Open Sun 11:30AM - 2PM

  • 5 Beds
  • 4.5 Baths
  • 4,420 Sq Ft

  332 Szost Dr, Fairfield, CT 06824

  Stunning new construction in Fairfield's desirable University area! Re-Built from foundation up with taste, blends thoughtful design with quality craftsmanship. Privately set yet close to town, train, beaches, and top schools, the home features an ideal layout for modern living. Step into a welcoming foyer with open sightlines. Main level features a mudroom with built-ins and pet/boot wash, a

  Karim Douich William Raveis Real Estate

  332 Szost Dr, Fairfield, CT 06824
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  /22

  $4,000 per month

  • 3 Beds
  • 1.5 Baths
  • 1,700 Sq Ft
  • Townhouse for Rent

  211 Hunyadi Ave, Fairfield, CT 06824

  Spacious and well maintained half duplex with attractive mature plantings. Beautiful open concept eat-in kitchen with breakfast nook, fireplace and French doors to the deck. Deck is great for barbequing, relaxing and entertaining. Spacious living room. Refinished hardwood floors throughout. Master bedroom with walk-in closet. Large lower level for use as a family room, office or exercise room

  Rhoda Yee Berkshire Hathaway NE Prop.

  211 Hunyadi Ave, Fairfield, CT 06824
• 

  $1,877,000 Sold Jul 18, 2025

  • 4,480 Sq Ft
  • $419/SF
  • 20 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1950

  44 Larkspur Rd, Fairfield, CT 06824

  Welcome to your dream home in this desirable University Area neighborhood! This stunning home offers 4 finished levels of thoughtfully updated living space, designed to meet all your needs. With 4 BR & 3.5 BA spread across 4,480 sqft, this home provides ample room for relaxation & entertainment. Step into the newly renovated kitchen, a chef's dream featuring marble countertops, a gas range, & a

  Katie O'Grady Compass Connecticut, LLC

  44 Larkspur Rd, Fairfield, CT 06824
• 

  Est $971,951 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,740 Sq Ft

  955 Mill Plain Rd, Fairfield, CT 06824

  955 Mill Plain Rd, Fairfield, CT 06824
• 

  

  /33

  $1,299,000

  • 4 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  1477 Mill Plain Rd, Fairfield, CT 06824

  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, and close to the beautiful beaches the nature trails, this home

  Wendy Ryan Brown Harris Stevens

  1477 Mill Plain Rd, Fairfield, CT 06824
• 

  

  /35

  $5,995 per month

  • 2 Beds
  • 2.5 Baths
  • 1,440 Sq Ft
  • Apartment for Rent

  1990 Bronson Rd Unit 6, Fairfield, CT 06824

  Welcome to Bronson House, Greenfield Hill's best new luxury rental opportunity! Enjoy easy living in this brand new, efficient and well-appointed apartment building. For the discerning tenant who prefers privacy and a more serene setting, tucked in away from the hustle and bustle of the downtown area. With the finest state-of-the-art SMART home systems, you can let go of the home maintenance

  Lis Reed Berkshire Hathaway NE Prop.

  1990 Bronson Rd Unit 6, Fairfield, CT 06824
• 

  $1,835,000 Sold Jul 18, 2025

  • 5,109 Sq Ft
  • $359/SF
  • 47 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 2014

  32 Middlebrook Dr, Fairfield, CT 06824

  Nantucket-style Colonial located on a quiet side street in Fairfield's desirable University area. This better than new construction 6-bedroom 5.5 bathroom home spans nearly 5,000 sq ft across 4 finished levels blending timeless architecture w/today's most beautiful design elements. The main level features 9' ceilings, natural hardwood floors & exceptional millwork throughout. A gracious entryway

  Kate Cacciatore William Raveis Real Estate

  32 Middlebrook Dr, Fairfield, CT 06824
• 

  Est $1,082,000 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,710 Sq Ft

  53 Glover St, Fairfield, CT 06824

  53 Glover St, Fairfield, CT 06824
• 

  

  /38

  $1,699,999

  • 4 Beds
  • 4.5 Baths
  • 4,075 Sq Ft

  248 Mayweed Rd, Fairfield, CT 06824

  Like new, six-year young home in sought after university neighborhood set on a cul-de-sac in Tanaka Glen. This property offers 9"+ ceilings, custom millwork throughout, designer kitchen and a well thought out main level floor plan for today's lifestyle. Finished walk-out lower level includes a full bath, a spacious recreation room/gym and storage. Hardwood flooring throughout with a neutral

  Christopher Maroc Coldwell Banker Realty

  248 Mayweed Rd, Fairfield, CT 06824
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  /39

  $5,995 per month

  • 2 Beds
  • 2.5 Baths
  • 1,440 Sq Ft
  • Apartment for Rent

  1990 Bronson Rd Unit 8, Fairfield, CT 06824

  Welcome to Bronson House, Greenfield Hill’s best new luxury rental opportunity! Enjoy easy living in this brand new, efficient and well-appointed apartment building. For the discerning tenant who prefers privacy and a more serene setting, tucked in away from the hustle and bustle of the downtown area. With the finest state-of-the-art SMART home systems, you can let go of the home maintenance

  Lis Reed Berkshire Hathaway NE Prop.

  1990 Bronson Rd Unit 8, Fairfield, CT 06824
• 

  $710,000 Sold Jul 16, 2025

  • 1,198 Sq Ft
  • $593/SF
  • 26 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1939

  161 Crestwood Rd, Fairfield, CT 06824

  Modern updates enhance the beauty of 161 Crestwood's charm. With architectural features like arched doorways, hardwood floors, a statement fireplace, an open kitchen and dining area creates a warm and welcoming home.The enclosed porch with new windows adds an additional 112 square feet not reflected in the listing thus making it ideal as an office/playroom or quiet space. Upstairs, the spacious

  Mary Ellen Brennan William Raveis Real Estate

  161 Crestwood Rd, Fairfield, CT 06824
• 

  Est $2,036,607 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,233 Sq Ft

  36 Henry St, Fairfield, CT 06824

  36 Henry St, Fairfield, CT 06824
• 

  

  /39

  $1,679,000

  • 5 Beds
  • 2.5 Baths
  • 3,469 Sq Ft

  478 Crestwood Rd, Fairfield, CT 06824

  Classic Colonial in Prime University Area Location. This 1937 Colonial offers four finished levels of living space and a rare combination of character, flexibility, and outdoor living-all set on one of the University Area's most desirable streets. The interior features a thoughtful blend of formal and casual spaces, providing the ideal layout for both everyday living and entertaining. Original

  Wendy Ryan Brown Harris Stevens

  478 Crestwood Rd, Fairfield, CT 06824
• 

  $786,000 Sold Jul 15, 2025

  • 1,918 Sq Ft
  • $410/SF
  • 77 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1960

  112 Sunset Ave, Fairfield, CT 06824

  Welcome to this expansive 6-bedroom, 3-full-bathroom split level home in the heart of Fairfield, Connecticut-one of Fairfield County's most desirable towns. This versatile residence features a dedicated in-law suite with a private bedroom, full bathroom, and potential for a kitchen conversion, ideal for extended family, guests, or a home office. The living room boasts a cozy fireplace, perfect

  Karina Martinez eRealty Advisors, Inc.

  112 Sunset Ave, Fairfield, CT 06824
• 

  Est $1,303,106 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,333 Sq Ft

  142 Dunnlea Rd, Fairfield, CT 06824

  142 Dunnlea Rd, Fairfield, CT 06824
• 

  

  /40

  $1,675,000

  • 5 Beds
  • 4.5 Baths
  • 4,459 Sq Ft

  1207 Stillson Rd, Fairfield, CT 06824

  Timeless Luxury meets modern craftsmanship in Fairfield's coveted University area with a Greenfield Hill feel. Welcome to this extraordinary 5 bedroom, 4.5 bath residence offering over 4000 sq ft of new construction luxury, seamlessly blended with a 1935 home set on a beautifully landscaped, private drive at the end of a tranquil lane. From the moment you arrive, you are greeted by sophisticated

  Dean Lockery GRL & Realtors, LLC

  1207 Stillson Rd, Fairfield, CT 06824
• 

  $715,000 Sold Jul 14, 2025

  • 1,480 Sq Ft
  • $483/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1959

  30 Karen St, Fairfield, CT 06824

  Welcome to 30 Karen Street! This lovely split level is located in the heart of Fairfield, one of Fairfield County's most desirable towns. Pride of ownership is evident in this well-maintained home. It offers 3 bedrooms, living room with a cozy fireplace, dining room, kitchen with oak cabinets and tile flooring, 3 season porch that can be made into living space, 1.5 baths, lower-level family room

  Steven Lage Coldwell Banker Realty

  30 Karen St, Fairfield, CT 06824
• 

  Est $818,637 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,229 Sq Ft

  143 Dunnlea Rd, Fairfield, CT 06824

  143 Dunnlea Rd, Fairfield, CT 06824
• 

  

  /27

  $1,245,000

  • 5 Beds
  • 3.5 Baths
  • 2,930 Sq Ft

  183 Pepperidge Cir, Fairfield, CT 06824

  Situated on a quiet, tree-lined street in one of Fairfield's most desirable neighborhoods, this picturesque home has been taken down to the studs and meticulously rebuilt inside and out: Hardy-board siding, sprayfoam insulation, new electrical, plumbing, HVAC, roof, windows, garage door, driveway, bathrooms, kitchen, newly added entire third floor with office, two large walk-in closets, laundry

  Imke Lohs Compass Connecticut, LLC

  183 Pepperidge Cir, Fairfield, CT 06824
• 

  $425,000 Sold Jul 09, 2025

  • 1,161 Sq Ft
  • $366/SF
  • 18 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  57 Edge Hill Ct Unit 57, Fairfield, CT 06824

  Lovely townhome situated on a private cul-de-sac in the University area. Pristine end unit with 2 bedrooms, 1.5 bath and 1161 Sq ft. Living and Dining area have hardwood floors and a lovely Bay Window that brings in natural light. The galley kitchen has granite counters and overlooks the deck and patio (2023). Upstairs there are 2 bedrooms generous in size with properly fitted closets and access

  Lynn Dolan William Pitt Sotheby's Int'l

  57 Edge Hill Ct Unit 57, Fairfield, CT 06824
• 

  Est $2,140,439 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,212 Sq Ft

  57 Dunnlea Rd, Fairfield, CT 06824

  57 Dunnlea Rd, Fairfield, CT 06824
• 

  

  /34

  $1,089,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,724 Sq Ft

  1701 Jennings Rd, Fairfield, CT 06824

  A masterclass in artful gut-renovations, every inch of this 2024 University Area re-build has been maximized to feel airy, spacious and chic. The open-concept floor plan lives large, providing sun-drenched living, dining and kitchen spaces with glass sliders opening onto a deck creating seamless indoor-outdoor entertaining spaces that overlook the stunning tree-lined deep backyard. The

  Cynthia Searight Houlihan Lawrence

  1701 Jennings Rd, Fairfield, CT 06824
• 

  $1,190,000 Sold Jul 08, 2025

  • 2,740 Sq Ft
  • $434/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1954

  94 Orchard Hill Dr, Fairfield, CT 06824

  *HIGHEST & BEST IS DUE BY MONDAY, JUNE 9 @ 3:00 P.M. Nestled on charming Orchard Hill Drive, this lovingly maintained colonial home offers timeless appeal and everyday comfort. Featuring 4 bedrooms and 3 full baths on a picturesque, level lot, the home welcomes you with classic curb appeal and a bright, spacious interior. The living room centers around a cozy wood-burning fireplace, creating a

  Tammy Edwards Coldwell Banker Realty

  94 Orchard Hill Dr, Fairfield, CT 06824
• 

  Est $1,313,969 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,571 Sq Ft

  340 Old Mill Rd, Fairfield, CT 06824

  340 Old Mill Rd, Fairfield, CT 06824

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