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5-Bedroom Homes for Sale in 06824

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  • /37

    $1,995,000

    • 6 Beds
    • 4.5 Baths
    • 6,015 Sq Ft

    212 Fence Row Dr, Fairfield, CT 06824

    Nestled within the prestigious gated enclave of The Ridge, this bespoke Contemporary Cape Cod estate sits gracefully on a premier two-acre parcel, surrounded by curated landscaping and tranquil privacy. From the moment you enter the grand vaulted foyer, the home exudes sophistication and scale, unfolding into a sunken living room awash in natural light from a sweeping wall of windows. Perfectly

    Agent Photo

    Sara Melendez-Hossain

    Compass Connecticut, LLC

    (475) 281-3911

    212 Fence Row Dr, Fairfield, CT 06824
  • /40

    $3,750,000

    • 6 Beds
    • 7.5 Baths
    • 14,110 Sq Ft

    21 Queens Grant Dr, Fairfield, CT 06824

    Welcome to one of Greenfield Hill's most distinguished residences-an extraordinary 9,700+ sq. ft. Colonial estate nestled on 2 pristine acres in one of Fairfield's most prestigious enclaves. This 5-6 bedroom architectural masterpiece combines timeless elegance with modern luxury, offering an unparalleled lifestyle just moments from town. From first look, the home's unrivaled curb appeal

    Michael Debiase Keller Williams Realty

    21 Queens Grant Dr, Fairfield, CT 06824
  • /40

    $1,699,000

    • 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
  • /40

    $3,300,000 Open Sun 1PM - 4PM

    • 5 Beds
    • 8 Baths
    • 6,414 Sq Ft

    750 Burr St, Fairfield, CT 06824

    Lions Gate: No need to move to the south of France as this extraordinary residence is right here in coveted Fairfield. Enter through grand gates into a world of privacy where character, convenience, security & serenity magically meet. Magazine-worthy grounds are the soul of the estate-lush, expansive, & exquisitely curated. With a shimmering pool, spectacular California Redwood Pool House with

    Julie Vanderblue Higgins Group Real Estate

    750 Burr St, Fairfield, CT 06824
  • /37

    $3,250,000 Open Sun 1PM - 4PM

    • 5 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    450 Penfield Rd, Fairfield, CT 06824

    New Construction in coveted BEACH AREA! This 4,000 sqft custom Colonial blends coastal charm with modern luxury-just a short walk to Penfield Beach, Fairfield Beach Club, vibrant downtown, the train, and top-rated schools. With 5-6 bedrooms, 4.5 baths, and 3 finished levels, this elevator-ready home offers exceptional design, flow, and comfort. The open concept kitchen is both functional and

    Julie Vanderblue Higgins Group Real Estate

    450 Penfield Rd, Fairfield, CT 06824
  • /40

    $4,900,000

    • 6 Beds
    • 12 Baths
    • 13,979 Sq Ft

    2959 Congress St, Fairfield, CT 06824

    Prepare to be wowed by this extraordinary estate featuring six bedrooms and ten-and-a-half bathrooms, spanning four meticulously designed floors. Enter through a breathtaking two-story grand foyer, leading into beautifully appointed formal and informal rooms perfect for entertaining and a gourmet kitchen that any discerning chef would envy. The luxurious primary suite serves as a private

    Anissa Paolillo Redfin Corporation

    2959 Congress St, Fairfield, CT 06824
  • /40

    $2,799,000

    • 5 Beds
    • 6.5 Baths
    • 7,269 Sq Ft

    342 Midlock Rd, Fairfield, CT 06824

    Welcome to Summer Tree Gardens, an extraordinary stately home nestled on over 2 acres of meticulously maintained grounds in the prestigious Greenfield Hill neighborhood of Fairfield, CT. This expansive 7,269 sq. ft. home boasts 5 en-suite bedrooms, 8.5 baths, and an array of luxurious features that blend timeless elegance with modern updates. The home was built by builder Christer Krook. Step

    Ken Osborn Higgins Group Bedford Square

    342 Midlock Rd, Fairfield, CT 06824
  • /37

    $3,499,000

    • 6 Beds
    • 5 Baths
    • 3,961 Sq Ft

    320 Pine Creek Ave, Fairfield, CT 06824

    Direct Waterfront Home with Separate 2BR Cottage, LI Sound views, large dock and spectacular sunsets. #320 (Main House) is 3129 sf, 100 percent FEMA compliant and was completely renovated in 2018. This perfect beach home is a light filled 4BR/4Bath, waterfront dream with direct access to both the LI Sound and Pine Creek. Expansive windows and open floor plan allow natural light to flow seamlessly

    Deirdre Andreoli Compass Connecticut, LLC

    320 Pine Creek Ave, Fairfield, CT 06824
  • /35

    $4,300,000

    • 7 Beds
    • 5 Baths
    • 6,000 Sq Ft

    378 Penfield Rd, Fairfield, CT 06824

    Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7 bedrooms, 5 baths, library with

    Helene Salerno Preoh, LLC

    378 Penfield Rd, Fairfield, CT 06824
  • /40

    $15,000,000

    • 7 Beds
    • 10 Baths
    • 9,129 Sq Ft

    4800 Congress St, Fairfield, CT 06824

    Surrounded by stone walls, this storied, spectacular and private 38.91-acre Greenfield Hill country compound has had a stunning top-level transformation, creating a one of a kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was restored and expanded to incorporate 7 bedrooms and 7 full baths, all with views over the

    Leslie Razook William Pitt Sotheby's Int'l

    4800 Congress St, Fairfield, CT 06824
  • /33

    $1,475,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 4,033 Sq Ft

    39 Campbell Rd, Fairfield, CT 06824

    Located in one of Greenfield Hill's premier locations on a private cul-de-sac, this 1920's 10RM,5BR,3/1BTH COL combines Classic architecture with Spacious Living! Hdwd Floors accent FOYER opening to LR w/fplc & DR w/Blt-ins. Lg KIT w/granite c-tops & French drs lead to FAMRM w/vlt Ceiling, fplc & sliders to 4-Season SUNROOM overlooking spectacular prvt yard, stone Patio & Pool. A quiet DEN

    Carol McCullough Berkshire Hathaway NE Prop.

    39 Campbell Rd, Fairfield, CT 06824
  • /39

    $1,679,000 Open Sat 1PM - 3PM

    • 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
  • /40

    $2,195,000 Open Sat 1PM - 4PM

    • 5 Beds
    • 7 Baths
    • 6,127 Sq Ft

    124 Princess Pine Ln, Fairfield, CT 06824

    Set on 2.98 private acres at the end of a cul-de-sac in coveted Greenfield Hill, this elegant 4627+ SF Colonial offers the perfect blend of luxury, space, and functionality. From the grand 2-story foyer to the exquisite crown moldings, every detail exudes timeless sophistication. Designed for entertaining, the home features a gracious flow with expansive living and gathering spaces, a gourmet

    Elizabeth Tritschler William Raveis Real Estate

    124 Princess Pine Ln, Fairfield, CT 06824
  • /16

    $699,000

    • 6 Beds
    • 4 Baths
    • 2,604 Sq Ft

    68 Ardmore St, Fairfield, CT 06824

    Fantastic investment opportunity! Well maintained by the original owner for many years, this property features a newer roof (2017) and new central air in Unit 68 (installed 3 years ago). Each unit offers 3 bedrooms, 1 full bath, and 1 half bath, along with a private deck and yard area. Both units include full basements with washer/dryer hookups and attic space for additional storage. Conveniently

    Carrie Sakey Coldwell Banker Realty

    68 Ardmore St, Fairfield, CT 06824
  • /40

    $1,700,000

    • 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
  • /40

    $1,849,000

    • 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
  • /38

    $2,300,000

    • 6 Beds
    • 5.5 Baths
    • 5,256 Sq Ft

    59 Thornhill Rd, Fairfield, CT 06824

    Located on one of the most coveted cul-de-sacs in Fairfield's University area, this Newly Built Colonial offers a perfect blend of classic charm & modern luxury. A welcoming stone-trimmed front porch sets the stage for quiet mornings with coffee, while inside, 5-7 bedrooms and 5.5 bathrooms provide ample space for comfortable living and entertaining. The gorgeous open-concept Kitchen with eating

    Julie Vanderblue Higgins Group Real Estate

    59 Thornhill Rd, Fairfield, CT 06824
  • /40

    $2,049,000 Open Sun 12PM - 4PM

    • 6 Beds
    • 5.5 Baths
    • 3,847 Sq Ft

    45 Robin Cir, Fairfield, CT 06824

    Welcome to the epitome of luxury living. A stunning new construction masterpiece nestled in the prestigious enclave of Fairfield's University Neighborhood by local, multi HOBI Award-Winning builder, DeLaurentis Developments. This architectural marvel boasts exquisite craftsmanship, unparalleled attention to detail, & an array of features that redefine modern elegance. Spanning 3,847 sq. ft. this

    Jennifer DeLaurentis Compass Connecticut, LLC

    45 Robin Cir, Fairfield, CT 06824
  • /40

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

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

    15 Barton Rd, Fairfield, CT 06824

    If you're looking for a meticulously custom crafted new construction home that seamlessly marries timeless elegance with modern comfort, then this is the one! Built by local, multi HOBI Award-Winning builder, DeLaurentis Developments. The charming details of this new home were carefully crafted to evoke a sense of warmth and character. Nestled in the heart of Fairfield's University Neighborhood.

    Jennifer DeLaurentis Compass Connecticut, LLC

    15 Barton 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
  • /40

    $25,000,000

    • 6 Beds
    • 11 Baths
    • 19,569 Sq Ft

    1131 Sasco Hill Rd, Fairfield, CT 06824

    Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

    Andrew Whiteley Brown Harris Stevens

    1131 Sasco Hill Rd, Fairfield, CT 06824
  • /39

    $10,250,000

    • 6 Beds
    • 9 Baths
    • 5,920 Sq Ft

    828 Sasco Hill Rd, Fairfield, CT 06824

    "Pebbles" | Iconic Sasco Hill Estate Timeless Design. Storied Past. Unrivaled Views. A distinguished Georgian Revival estate set on nearly 3 acres, the largest lot along this coveted stretch of Sasco Hill. With sweeping, unobstructed views of the Country Club of Fairfield, Southport Harbor, Long Island Sound, and the Manhattan skyline, this iconic property offers an extraordinary blend of

    Wendy Ryan Brown Harris Stevens

    828 Sasco Hill Rd, Fairfield, CT 06824
  • /37

    $4,300,000

    • 7 Beds
    • 5.5 Baths
    • 6,000 Sq Ft

    394 Penfield Rd, Fairfield, CT 06824

    Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7 bedrooms, 5 baths, library with

    Helene Salerno Preoh, LLC

    394 Penfield Rd, Fairfield, CT 06824
  • /33

    $2,595,000

    • 7 Beds
    • 6 Baths
    • 7,843 Sq Ft

    125 Brett Ln, Fairfield, CT 06824

    Discover your private sanctuary at the end of a serene cul-de-sac in Greenfield Hill. This country compound spans 4.5 acres, enveloping a French-inspired main house with 6 BRs, 4.2 baths, and an enchanting English garden. Go into the elegant formal living and dining rooms, both warmed by inviting FPs, setting the stage for memorable moments. The custom gourmet kitchen, designed for living, opens

    Linna Yuen Coldwell Banker Realty

    125 Brett Ln, Fairfield, CT 06824
  • /12

    $4,294,000 New Construction

    • 6 Beds
    • 8 Baths
    • 4,640 Sq Ft

    128 Mariners Way, Fairfield, CT 06824

    If you LOVE the idea of Luxury New Construction in Fairfield's Beach Area, but hate all the stairs to get inside, need more privacy, a bigger yard (maybe a pool), and don't want to be threatened with flooding... I have just the property for you! Welcome to 128 Mariners Way. Live life beautifully on this wide, tree-lined, and quiet cul de sac just steps from the beach, town, shopping and

    Jaclyn Picarillo Higgins Group Bedford Square

    128 Mariners Way, Fairfield, CT 06824
  • /34

    $2,399,000 Open Sun 11AM - 1PM

    • 5 Beds
    • 5 Baths
    • 3,086 Sq Ft

    17 Benson Place, Fairfield, CT 06824

    Experience luxury coastal living in this stunning 4-5 bedroom, 5 bath masterpiece nestled on a spacious lot barely a stroll from the beach and marina. Perennial HOBI award winner BeachWalk Homes has crafted yet another sophisticated home loaded with premium finishes and natural elements. Key features include: * Large roof deck offering privacy, ocean breezes, and expansive views. The perfect

    Tom Preston Keller Williams Realty

    17 Benson Place, Fairfield, CT 06824
  • /24

    $1,849,000 New Construction

    • 5 Beds
    • 6 Baths
    • 4,150 Sq Ft

    706 Judd St, Fairfield, CT 06824

    Admire craftsmanship & elegance in this beautiful, custom New Construction home boasting sophisticated & timeless design in the coveted University area of Fairfield. Carefully crafted by established family owned builders: Coppola & Sons, this home showcases everything from architectural brilliance to intentional functionality for the modern family. The interior includes an open-concept layout

    Melissa Montagno Higgins Group Real Estate

    706 Judd St, Fairfield, CT 06824
  • /26

    $4,250,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,100 Sq Ft

    1008 Fairfield Beach Rd, Fairfield, CT 06824

    Welcome to the pinnacle of luxury coastal living at 1008 Fairfield Beach Road- where modern luxury meets coastal elegance. Presented by one of Fairfield County's premier celebrity developers, this extraordinary new construction beach home offers an unparalleled lifestyle with panoramic, unobstructed views of the Long Island Sound with jaw-dropping sunsets. Stand out in the neighborhood with one

    Valerie Alvarez Higgins Group Real Estate

    1008 Fairfield Beach Rd, Fairfield, CT 06824
  • /40

    $3,995,000 Pre-Foreclosure

    • 5 Beds
    • 4.5 Baths
    • 6,661 Sq Ft

    2683 Bronson Rd, Fairfield, CT 06824

    Located in the heart of Greenfield Hill at the top of Bronson Road, this iconic Connecticut estate sits on 2+ beautifully landscaped acres with distant water views of Long Island Sound. Across from a majestically developed family and horse-farm compound and outside the historic district, this home blends old-world charm with modern comforts. Originally built in 1844 and significantly expanded and

    Tara Hawley Coldwell Banker Realty

    2683 Bronson Rd, Fairfield, CT 06824
  • /39

    $2,200,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 5 Baths
    • 6,596 Sq Ft

    92 Hornbeam Rd, Fairfield, CT 06824

    Perfectly sited on a quiet cul-de-sac in the Greenfield Hill neighborhood, this exquisite farmhouse-style home offers over 5,000 sq ft of elegant living space on a spectacular, level property. The classic character and contemporary elegance defines this home offering 5 bedrooms, 5 baths, custom millwork, refined designer details and exceptional outdoor living. Step into a gracious foyer flanked

    Jennifer Lockwood Coldwell Banker Realty

    92 Hornbeam Rd, Fairfield, CT 06824
  • /37

    $5,500,000 Coming Soon

    • 5 Beds
    • 7 Baths
    • 5,198 Sq Ft

    1410 S Pine Creek Rd, Fairfield, CT 06824

    Imagine starting each day with breathtaking sunrises over the water, the salty breeze on your face, and your toes in the sand. This magnificent custom-built waterfront estate offers 126 feet of direct beachfront along Fairfield's highly sought-after South Pine Creek Beach Area. Perfectly situated on nearly an acre of property, this stately Federal Colonial was custom built in 2005 and showcases

    Melissa Montagno Higgins Group Real Estate

    1410 S Pine Creek Rd, Fairfield, CT 06824
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