3,453

Fairfield, CT Homes

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  • 75 Stepney Rd, Redding, CT 06896

    $1,052,000 Sold Jul 15, 2025

    • 3,998 Sq Ft
    • $263/SF
    • 31 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2004

    75 Stepney Rd, Redding, CT 06896

    This sprawling & gracious country cape was custom built in 2004 with thoughtful attention to detail including 2x6 framing, 44' brick front porch facing south to watch morning sunrises, & 3.6 acre hilltop setting with 2nd floor views towards the LI sound, to catch amazing breezes. While this like new home offers sophisticated appointments & modern open floor plan, the bucolic setting on 3.64

    Laura Ancona William Pitt Sotheby's Int'l

    75 Stepney Rd, Redding, CT 06896
  • 76 Farview Farm Rd, Redding, CT 06896
    76 Farview Farm Rd, Redding, CT 06896
    76 Farview Farm Rd, Redding, CT 06896
    /40

    $935,000

    • 4 Beds
    • 2.5 Baths
    • 3,270 Sq Ft

    76 Farview Farm Rd, Redding, CT 06896

    Fabulous Farview Farms home w/ neighborhood pool & tennis! The gorgeously landscaped 2-acre property, with a circular driveway, classic stone walls & a lush perennial garden, sets the tone for what's inside this beautiful 4BR contemporary. Spacious main level rooms are bathed in natural light from many oversized windows and there is a wonderful flow that makes entertaining a breeze. The stunning

    Tim Dent Coldwell Banker Realty

    76 Farview Farm Rd, Redding, CT 06896
  • 4 Ledgewood Rd, Redding, CT 06896

    $942,000 Sold Jul 15, 2025

    • 2,619 Sq Ft
    • $360/SF
    • 55 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1974

    4 Ledgewood Rd, Redding, CT 06896

    Welcome to 4 Ledgewood Rd, where timeless charm meets modern convenience in a prime Redding location. This beautifully updated 4-bed, 2 full and 2 half-bath Colonial is truly turnkey, brimming with character & thoughtful craftsmanship. From the moment you step onto the inviting front porch, you'll feel the warmth and personality that make this home so special. Inside, wide board wood floors,

    Brianna Carvalho Compass Connecticut, LLC

    4 Ledgewood Rd, Redding, CT 06896
  • 176 Picketts Ridge Rd, Redding, CT 06896
    176 Picketts Ridge Rd, Redding, CT 06896
    176 Picketts Ridge Rd, Redding, CT 06896
    /5

    $279,000

    • Land
    • 2.16 Acres
    • $129,167 per Acre

    176 Picketts Ridge Rd, Redding, CT 06896

    Build Your Dream Home with Breathtaking Lake Views. Imagine waking up each morning to the serene beauty of water and tranquil nature. This is your opportunity to turn that vision into reality on this exquisite lake view property. Offering a rare chance to design and construct your custom sanctuary, this land is the perfect foundation for the home you've always dreamed of. Nestled in a peaceful

    Kristi Vaughan William Pitt Sotheby's Int'l

    176 Picketts Ridge Rd, Redding, CT 06896
  • 13 Bayberry Ln, Redding, CT 06896

    $595,000 Sold Jul 10, 2025

    • 2,294 Sq Ft
    • $259/SF
    • 32 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1960

    13 Bayberry Ln, Redding, CT 06896

    Welcome to 13 Bayberry Lane-a peaceful retreat tucked away on a quiet cul-de-sac in the heart of Redding. Surrounded by mature trees and natural beauty, this charming home offers comfort, privacy, and convenience in a serene, wooded setting. Though in need of some updating, the home features an inviting layout with hardwood floors and abundant natural light. The cozy living room with fireplace

    Justin Michael Morhunsky Sunbelt Sales & Development

    13 Bayberry Ln, Redding, CT 06896
  • 12 Granite Ridge Rd, Redding, CT 06896
    12 Granite Ridge Rd, Redding, CT 06896
    12 Granite Ridge Rd, Redding, CT 06896
    /29

    $749,000

    • 4 Beds
    • 2 Baths
    • 3,024 Sq Ft

    12 Granite Ridge Rd, Redding, CT 06896

    If a property located a short drive to conveniences including public transportation, Caraluzzi's market, the Mark Twain library, restaurants, and retail while situated in a quaint New England neighborhood appeals to you then this home is for you. With 4 bedroom's, 2 full bathroom's, this home features a sleek open-concept design, blending living space with effortless functionality. While each

    Christopher Maroc Coldwell Banker Realty

    12 Granite Ridge Rd, Redding, CT 06896
  • 14 Parsons Ln, Redding, CT 06896

    $798,000 Sold Jul 10, 2025

    • 2,909 Sq Ft
    • $274/SF
    • 32 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1971

    14 Parsons Ln, Redding, CT 06896

    Looking for a unique, private, off the grid, Swiss Family Robinson retreat like setting? This stately sited contemporary home has an open floor plan, cathedral ceilings, and walls of glass with sliders in every room leading to multiple outdoor decks. The huge Eat in Kitchen is the definite heart of this home with cozy fireplace, tons of cabinets, huge island and desk area. Multiple spaces to use

    Mary Bozzuti Higgins William Pitt Sotheby's Int'l

    14 Parsons Ln, Redding, CT 06896
  • 18 Great Meadow Rd, Redding, CT 06896
    18 Great Meadow Rd, Redding, CT 06896
    18 Great Meadow Rd, Redding, CT 06896
    /19

    $689,000

    • 3 Beds
    • 2 Baths
    • 1,960 Sq Ft

    18 Great Meadow Rd, Redding, CT 06896

    Newly renovated home situated on 2.5 level acres on a quiet cul-de-sac street approximately 2 miles from the High School. The house has three bedrooms on the main level and a 4th bedroom or office on the "walk-out" lower level and 2 full bathrooms. Total square footage of the house including the sunroom and lower level is over 2,000 square feet. With amazing flow and light given the newly rebuilt

    Jason Saphire www.HomeZu.com

    18 Great Meadow Rd, Redding, CT 06896
  • 12 Long Meadow Ln, Redding, CT 06896

    $1,755,000 Sold Jul 03, 2025

    • 5,492 Sq Ft
    • $320/SF
    • 38 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 2001

    12 Long Meadow Ln, Redding, CT 06896

    This stunning Nantucket-style Colonial, is perfectly situated on 2.4 private acres at the end of a prime cul-de-sac. Wake up to sunrise vistas of Long Island Sound to the East and end your day with dramatic sunsets over the Connecticut ridge line to the West. Inside, it's all about light, luxury & livability. The classic main level enjoys 9' ceilings and offers the perfect floor plan for today's

    Jessica Brookbanks Coldwell Banker Realty

    12 Long Meadow Ln, Redding, CT 06896
  • 15 Tunxis Trail, Redding, CT 06896
    15 Tunxis Trail, Redding, CT 06896
    15 Tunxis Trail, Redding, CT 06896
    /31

    $1,065,000

    • 4 Beds
    • 2.5 Baths
    • 4,081 Sq Ft

    15 Tunxis Trail, Redding, CT 06896

    STATELY ENGLISH STONE TUDOR sited on 2.65 private acres on a cul de sac with lush lawns, stone walls and gardens. The stone pillared entrance leads to the 4000 square ft. home that blends stucco, stone, and timber to form a fairytale aesthetic. Private, but not isolated. The home captivates with its architectural richness and contemporary interior. Recent restoration includes tudor trim,

    Christine Poppy Compass Connecticut, LLC

    15 Tunxis Trail, Redding, CT 06896
  • 9 Beck Rd, Redding, CT 06896

    $1,400,000 Sold Jul 01, 2025

    • 5,748 Sq Ft
    • $244/SF
    • 25 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1997

    9 Beck Rd, Redding, CT 06896

    True pride of ownership in this custom colonial set back privately through stone pillared entryway on 2.15 manicured acres w/extensive stone walls, circular drive, specimen plantings, & 9.5' deep, free form heated pool. Over $450K of improvements including stunning 2007 primary suite addition w/gas fireplace, luxe bath & dressing room; kitchen & all baths remodeled; 2004 Nejame pool, fencing &

    Laura Ancona William Pitt Sotheby's Int'l

    9 Beck Rd, Redding, CT 06896
  • 118 Sanfordtown Rd, Redding, CT 06896
    118 Sanfordtown Rd, Redding, CT 06896
    118 Sanfordtown Rd, Redding, CT 06896
    /23

    $999,000

    • 4 Beds
    • 1.5 Baths
    • 3,111 Sq Ft

    118 Sanfordtown Rd, Redding, CT 06896

    Sparkling jewel box in the center of Redding, the Wakeman Smith House is a masterful blend of historic charm and modern refinement. Originally built in 1780 and expanded in 1840 into a graceful Georgian Revival, this architectural gem sits on 1.4 tranquil, park-like acres surrounded by stone walls, mature trees, and professionally designed perennial gardens; all within one of Redding's most

    Holly Hill Higgins Group Greenwich

    118 Sanfordtown Rd, Redding, CT 06896
  • 28 Wayside Ln, Redding, CT 06896

    $1,150,000 Sold Jun 30, 2025

    • 3,020 Sq Ft
    • $381/SF
    • 39 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1957

    28 Wayside Ln, Redding, CT 06896

    Charm & sophistication abound in this immaculate country colonial, set back privately on two picturesque acres on scenic Wayside Lane in desirable West Redding. The sweeping drive & clean Federal style architecture set the tone for this casually elegant mid-century home that has been updated to perfection both inside & out. Over 3,000 sf on two finished levels of gracious living space plus

    Laura Ancona William Pitt Sotheby's Int'l

    28 Wayside Ln, Redding, CT 06896
  • 229 Umpawaug Rd, Redding, CT 06896
    229 Umpawaug Rd, Redding, CT 06896
    229 Umpawaug Rd, Redding, CT 06896
    /34

    $7,495,000

    • 6 Beds
    • 11 Baths
    • 7,528 Sq Ft

    229 Umpawaug Rd, Redding, CT 06896

    Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and

    Stacy Young William Raveis Real Estate

    229 Umpawaug Rd, Redding, CT 06896
  • 12 Woods Way Unit 12, Redding, CT 06896

    $899,000 Sold Jun 30, 2025

    • 2,925 Sq Ft
    • $307/SF
    • 11 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2001

    12 Woods Way Unit 12, Redding, CT 06896

    Discover the epitome of upscale living, blending luxury and convenience, in the sought after Redding Woods community. At nearly 3,000 sq. ft., this immaculate 3 bed/3.5 bath unit combines the privacy of a standalone residence with the effortless lifestyle of a homeowner's association. Nestled in a prime location, this home is set back from the main road with its own driveway, ensuring tranquility

    Margot Ciolino William Pitt Sotheby's Int'l

    12 Woods Way Unit 12, Redding, CT 06896
  • 0 Black Rock Turnpike, West Redding, CT 06896
    0 Black Rock Turnpike, West Redding, CT 06896
    0 Black Rock Turnpike, West Redding, CT 06896
    /20

    $1,100,000

    • Land
    • 16 Acres
    • $66,788 per Acre

    0 Black Rock Turnpike, West Redding, CT 06896

    Unlock Premier Development Potential in Redding Ridge, Redding, CT! Imagine crafting a stunning 4-5 home luxury subdivision on this expansive 15+ acre parcel of vacant land in prestigious Redding, Connecticut. The property may be subdividable (subject to approvals), offering flexibility and opportunity for a discerning developer to bring custom designs to life. This exceptional land is not

    Christine Ricci Keller Williams NY Realty

    0 Black Rock Turnpike, West Redding, CT 06896
  • 11 Limekiln Rd, Redding, CT 06896

    $1,025,000 Sold Jun 30, 2025

    • 3,677 Sq Ft
    • $279/SF
    • 59 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1978

    11 Limekiln Rd, Redding, CT 06896

    Exceptional colonial in top West Redding location, set back on 2.82 private acres with fenced in backyard, mature landscaping, extensive perennial gardens, stone walkways, plus expansive new stone patio and custom firepit for outdoor enjoyment. Total 3,677 sf with 4 bedrooms, 2/1 baths, great layout, newly refinished hardwood floors, crown molding, 3 fireplaces, and oversized garage to fit 3

    Laura Ancona William Pitt Sotheby's Int'l

    11 Limekiln Rd, Redding, CT 06896
  • 145 Limekiln Rd, Redding, CT 06896
    145 Limekiln Rd, Redding, CT 06896
    /2

    $799,000

    • Land
    • 9 Acres
    • $85,822 per Acre

    145 Limekiln Rd, Redding, CT 06896

    Single homesite located in beautiful Redding. This 9.3 acre parcel of meadowland features panoramic views and borders land preserve woodlands. Perfect horse property. Deep & Perc test done in past. Close to Country Club, school.

    Ellie Fiorita William Raveis Real Estate

    145 Limekiln Rd, Redding, CT 06896
  • 89 Limekiln Rd, Redding, CT 06896

    $1,049,000 Sold Jun 23, 2025

    • 2,796 Sq Ft
    • $375/SF
    • 33 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1970

    89 Limekiln Rd, Redding, CT 06896

    Picture perfect modern craftsman home in premier West Redding location on 2.14 park-like acres bordered by the Redding Land Trust Limekiln nature preserve w/highest attention to detail inside & out. Over $550K of continuous improvements by the current owners: standing seam metal roof; extensive landscape/hardscape including clearing & plantings of Norway spruces, flowering trees, & perennial

    Laura Ancona William Pitt Sotheby's Int'l

    89 Limekiln Rd, Redding, CT 06896
  • 241 Black Rock Turnpike, Redding, CT 06896
    241 Black Rock Turnpike, Redding, CT 06896
    241 Black Rock Turnpike, Redding, CT 06896
    /40

    $4,650,000

    • 6 Beds
    • 11 Baths
    • 17,548 Sq Ft

    241 Black Rock Turnpike, Redding, CT 06896

    Love life? Love it even more when you arrive home to this exquisite Normandy Chateau with all the special attributes you would expect from a luxurious estate. Set on over 19 acres of lush property, the setting is nothing but idyllic with beautiful gardens, wide open pastures, koi ponds and scenic water views. The best surprise is how inviting & comfortable the home truly is. Of course, there are

    Jodi Gutierrez Alliance R.E. Consultants

    241 Black Rock Turnpike, Redding, CT 06896
  • 3 Apple Ln, Redding, CT 06896

    $730,000 Sold Jun 17, 2025

    • 1,769 Sq Ft
    • $413/SF
    • 21 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1954

    3 Apple Ln, Redding, CT 06896

    Exceptional Modern Living in a Timeless Country Setting. Set in a neighborhood yet adjacent to one of Redding's scenic winding roads this completely reimagined 3-bedroom, 2-bath residence offers a rare blend of sophisticated style and effortless, turnkey living. Every inch of the home has been masterfully renovated with high-end finishes and superior craftsmanship, creating a home designed for

    Lauren Auresto BHGRE Gaetano Marra Homes

    3 Apple Ln, Redding, CT 06896
  • 67 Umpawaug Rd, Redding, CT 06896
    67 Umpawaug Rd, Redding, CT 06896
    67 Umpawaug Rd, Redding, CT 06896
    /7

    $900,000

    • Land
    • 15 Acres
    • $58,939 per Acre

    67 Umpawaug Rd, Redding, CT 06896

    Exceptional land on scenic Umpawaug Rd. House site overlooks spectacular quartz quarry to the rear with panoramic views to the front. Perfect for breathtaking hideaway in the country. Owner/architect can design and build to suit. Additional land available. Owner/agent

    Jodi Langford Coldwell Banker Realty

    67 Umpawaug Rd, Redding, CT 06896
  • 15 Packer Brook Rd, Redding, CT 06896

    $791,000 Sold Jun 16, 2025

    • 2,735 Sq Ft
    • $289/SF
    • 31 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1983

    15 Packer Brook Rd, Redding, CT 06896

    This wonderful center hall colonial 4 bedroom home is located on a quiet cul-de-sac includes a salt water inground pool and private two acres plus backyard. There is a 4 season sunporch so you can embrace nature no matter the time of year, large gourmet kitchen, center island, granite counters, open to family room with a wet bar, built in book shelves, fireplace and pellet stove area Separate

    Cynthia Miller Affinity Real Estate, LLC

    15 Packer Brook Rd, Redding, CT 06896
  • 65 Umpawaug Rd, Redding, CT 06896
    65 Umpawaug Rd, Redding, CT 06896
    /2

    $499,000

    • Land
    • 9 Acres
    • $56,130 per Acre

    65 Umpawaug Rd, Redding, CT 06896

    Glorious interior lot in pine setting on scenic Umpawaug Rd. Owner architect/builder can design and build to suit. See listing #170511696 Owner/agent

    Jodi Langford Coldwell Banker Realty

    65 Umpawaug Rd, Redding, CT 06896
  • 30 Pine Mountain Rd, Redding, CT 06896

    $601,000 Sold Jun 16, 2025

    • 1,597 Sq Ft
    • $376/SF
    • 2 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1965

    30 Pine Mountain Rd, Redding, CT 06896

    Here's your opportunity to reside in beautiful Redding, CT! This charming 3-bedroom, 1.5-bath home is prepared for its next chapter with you. Many updates have been completed, yet there's still room for your personal touch. Enjoy a brand new kitchen featuring granite countertops and an open layout. The main and upper levels boast stunning hardwood floors, and a spacious screened porch with

    Debbie Blum William Raveis Real Estate

    30 Pine Mountain Rd, Redding, CT 06896
  • 65 Umpawaug Rd, Redding, CT 06896
    65 Umpawaug Rd, Redding, CT 06896
    /2

    $1,595,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    65 Umpawaug Rd, Redding, CT 06896

    Custom home to be built by Frank Talcott Inc. Website Frank Talcott Inc. Floor plan can be modified to owner's needs. Privately set on almost 9 Ac on picturesque Umpawaug Rd. Home features open floor plan, 9 ft ceilings, lots of glass, custom millwork and state of the art kitchen. Traditional home plans also available. Architect/builder will custom design home to buyer's specifications. See

    Jodi Langford Coldwell Banker Realty

    65 Umpawaug Rd, Redding, CT 06896
  • 3 Guardhouse Dr, Redding, CT 06896

    $1,525,000 Sold Jun 12, 2025

    • 3,550 Sq Ft
    • $430/SF
    • 13 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1986

    3 Guardhouse Dr, Redding, CT 06896

    Pristine Classic Colonial on a bucolic level fenced in property in a coveted neighborhood on a cul-de-sac. Located off of Umpawaug in West Redding, this stunning home has 10 rooms inclusive of 5 bedrooms and 3 1/2 baths. Tranquil color palette throughout elevates the modern ambience, timeless elegance and serene atmosphere of this home. The heart of the home has an open floor plan with the

    Heather Lindgren Coldwell Banker Realty

    3 Guardhouse Dr, Redding, CT 06896

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