5,992

Luxury Homes for Sale in Connecticut

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  • /40

    $2,199,000

    • 5 Beds
    • 4.5 Baths
    • 3,380 Sq Ft

    24 Burr School Rd, Westport, CT 06880

    ***SUBMIT ALL OFFERS BY 3PM MONDAY MAY 11***Tucked away towards the end of a quiet cul-de-sac in a prime central Westport location, this beautifully updated home offers the perfect blend of privacy, convenience, and lifestyle. Set on 1.05 acres and just moments from town, close to schools, shopping, and commuting options, this five-bedroom residence is designed for both everyday living and

    Julia Broder Coldwell Banker Realty

    24 Burr School Rd, Westport, CT 06880
  • /40

    $2,199,000

    • 4 Beds
    • 4 Baths
    • 2,850 Sq Ft

    81 Strawberry Hill Rd, Madison, CT 06443

    Modern luxury in a premier location. Set on over two private acres in a highly desirable neighborhood, this brand-new contemporary home offers an open, light filled floor plan designed for both comfort and style. The chef's kitchen is a standout, featuring a Subzero refrigerator, Wolf appliances, custom cabinetry, and elegant quartzite countertops. It flows seamlessly into the expansive great

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 265-5747

    81 Strawberry Hill Rd, Madison, CT 06443
  • /40

    $2,198,000

    • 3 Beds
    • 3 Baths
    • 3,810 Sq Ft

    2 Charcoal Ln, Westport, CT 06880

    Located in the highly sought-after Charcoal Hill neighborhood, this home sits on 2+ private acres bordering a 7-acre Aspetuck Land Trust preserve. Tucked on a quiet cul-de-sac among distinguished Frazier Peters homes, it offers serene privacy with convenient access to town, the Merritt Parkway, and Coleytown schools. This meticulously maintained, move-in ready 2-level residence features 3

    Alexey Gavrilov William Pitt Sotheby's Int'l

    2 Charcoal Ln, Westport, CT 06880
  • /34

    $2,195,000

    • 3 Beds
    • 2.5 Baths
    • 3,863 Sq Ft

    397 White Deer Rock Rd, Middlebury, CT 06762

    Tucked along Big Cove on Lake Quassapaug, this custom architect designed Arts & Crafts bungalow is privately set on 14.85 serene acres with a path to your own cove frontage. Thoughtfully designed with the current owner's many updates and improvements and timeless materials, the home features a living room with a stone fireplace crafted from the property, a well-appointed kitchen with Custom Point

    Peter Klemm Klemm Real Estate Inc

    397 White Deer Rock Rd, Middlebury, CT 06762
  • /40

    $2,195,000

    • 5 Beds
    • 3 Baths
    • 3,172 Sq Ft

    15 Highland Terrace, Madison, CT 06443

    COME SEE THIS ONE OF KIND FULLY RENOVATED MADISON HOME WITH PRIVATE BEACH RIGHTS!!! Just 300 feet from the sand, this home was once a traditional raised ranch and now has been brilliantly redesigned into a spacious 'elevated ranch' with an open-concept floor plan that feels airy, bright, and made for entertaining! Step into coastal luxury with this fully reimagined Madison home, where every

    John Cronin Century 21 AllPoints Realty

    15 Highland Terrace, Madison, CT 06443
  • /28

    $2,195,000

    • 6 Beds
    • 4.5 Baths
    • 10,746 Sq Ft

    677 W Hill Rd, Stamford, CT 06902

    Rare 3.75-Acre Builder Opportunity on W Hill Road Exceptional opportunity to own 3.75 private acres in one of the area's most prestigious and sought-after locations-W Hill Road. This unique property features an existing 4,400 sq ft main residence plus a separate 900 sq ft cottage, offering endless possibilities for builders, investors, or end-users seeking a private estate setting. The current

    Antonio LaRocca The LaRocca Group

    677 W Hill Rd, Stamford, CT 06902
  • /40

    $2,195,000

    • 4 Beds
    • 4 Baths
    • 3,138 Sq Ft

    47 Oswegatchie Hills Rd, Niantic, CT 06357

    Spectacular Direct Waterfront Retreat on Smith Cove in Niantic. Set on 1.37 manicured acres with approximately 160' of shoreline and effortless access to the Niantic River and Long Island Sound. This Beautifully upgraded 4-Bedroom, 4-Bath Coastal Home is designed for both everyday comfort and effortless entertaining, featuring a lower-level guest suite with walk-out to patio and pool - perfect

    Judi Caracausa William Pitt Sotheby's Int'l

    47 Oswegatchie Hills Rd, Niantic, CT 06357
  • /26

    $2,195,000

    • 4 Beds
    • 3.5 Baths
    • 2,350 Sq Ft

    17 Maple Dr, Old Greenwich, CT 06870

    This fully renovated and expanded in 2024 home features an open-plan living/family room with electric fireplace, that flows into the dining room. Gourmet kitchen with Thermador appliances and eat-in area that opens out to the stone patio and fenced yard. 1st floor bedroom with full bath is also ideal as an office. The 2nd floor primary bedroom with vaulted ceiling is a relaxing space with a

    Gloria Gimenez-Ferrer BHHS New England Properties

    17 Maple Dr, Old Greenwich, CT 06870
  • /2

    $2,195,000

    • Land
    • 216 Acres
    • $10,162 per Acre

    333 Breakneck Hill Rd, Killingly, CT 06241

    216+/- acre tract of absolutely gorgeous woodland with some fields, small stream, some wetlands, pine & hardwood forests, apple and chestnut trees, hiking and vehicle and Quad trails, Whole tract currently consists of 8 separate contiguous parcels of land with 650+/- feet of road frontage, this property is very sub-dividable, first parcel had a 9 lot sub-division, entitled: "Fawn Ridge"

    Derek Greene Derek Greene

    333 Breakneck Hill Rd, Killingly, CT 06241
  • /26

    $2,195,000

    • 8 Baths
    • 12,155 Sq Ft

    31 N Main St, Essex, CT 06426

    Signature building in Essex Village. Originally the EE Dickinson corporate offices; grandfathered use in a residential zone. Reimagine this amazing space, water views, Essex Village, .78 acres of land, large footprint. Rare opportunity to own a cherished piece of Essex history

    Susan Malan William Pitt Sotheby's Int'l

    31 N Main St, Essex, CT 06426
  • /38

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

    • 5 Beds
    • 3 Baths
    • 5,658 Sq Ft

    2 Sleepy Hollow Rd, New Canaan, CT 06840

    Discover this stunning five-bedroom contemporary on a premier quiet New Canaan cul-de-sac- just five minutes from town. Soaring ceilings and expansive glass windows flood the open floor plan with natural light, backed by lush landscaping for total privacy. Step into the dramatic living room anchored by a custom gas fireplace. Move seamlessly to the sunlit dining area and custom wood-paneled

    Leslie Razook William Pitt Sotheby's Int'l

    2 Sleepy Hollow Rd, New Canaan, CT 06840
  • /39

    $2,175,000

    • 4 Beds
    • 3.5 Baths
    • 3,754 Sq Ft

    200 Whitfield St, Guilford, CT 06437

    Possibly the most admired of the historic homes closeby to the storied Guilford Town Green and Jacobs Beach, the Captain Joel Stone House, c.1853 is now seeking a new owner. This remarkable grand Italianate Villa offers quite a pedigree having been built by a wealthy steamship owner, Joel Stone, son of the second lighthouse keeper of beloved Faulkner's Island. The quality of this gracious home

    Margaret Muir William Pitt Sotheby's Int'l

    200 Whitfield St, Guilford, CT 06437
  • /26

    $2,175,000 New Construction

    • 4 Beds
    • 3 Baths
    • 3,782 Sq Ft

    6 S Brook Dr, Stamford, CT 06903

    A rare opportunity to create a custom modern retreat in one of North Stamford's most serene settings. Located in a prestigious enclave of fine residences on a quiet cul-de-sac, this stunning to-be-built modern home offers a rare combination of luxury, privacy, and natural beauty. Featuring 4 bedrooms plus loft, 3 baths, and 3,782 sq ft of thoughtfully designed living space, the home is sited on 2

    Elaine Voss Coldwell Banker Realty

    6 S Brook Dr, Stamford, CT 06903
  • /36

    $2,160,000

    • 5 Beds
    • 4 Baths
    • 3,644 Sq Ft

    61 Hobson St, Stamford, CT 06902

    Set in Stamford's coveted Shippan Point waterfront community, this renovated home offers a flexible, livable layout. The main level features hardwood floors, a chef-caliber kitchen with high-end appliances and generous prep space, a large dining area, a comfortable living room, and a wraparound deck overlooking a private patio. Three nicely sized bedrooms on the main level include one of two

    Thaddea Sheridan William Raveis Real Estate

    61 Hobson St, Stamford, CT 06902
  • /36

    $2,150,000

    • 3 Beds
    • 3.5 Baths
    • 2,894 Sq Ft

    144 N Lake Shore Dr, Brookfield, CT 06804

    This could be your dream waterfront home! Located in the desirable lake community of Candlewood Shores, this 2800sf home has western exposure & spectacular sunsets. The sun drenched Main Level offers a perfect harmony of space & scenery. The open layout ensures that whether you are in the Kitchen, Dining Room, or relaxing in the Living Room, with the tranquil flame of the gas fireplace, you are

    Agent Photo

    Lisa Bowman

    Coldwell Banker Realty

    (475) 275-6687

    144 N Lake Shore Dr, Brookfield, CT 06804
  • /40

    $2,150,000

    • 4 Beds
    • 3.5 Baths
    • 4,932 Sq Ft

    126 5th Ave, Milford, CT 06460

    Set within the private Laurel Beach community, this exceptional coastal home offers a refined blend of luxury and lifestyle just steps from the beach. Thoughtfully designed across four finished levels, all serviced by an elevator, the home features stunning high ceilings and light filled spaces throughout. The main level includes a spacious living room with a stone fireplace, flowing into a

    Brandy Hall Higgins Group Real Estate

    126 5th Ave, Milford, CT 06460
  • /40

    $2,150,000

    • 3 Beds
    • 3.5 Baths
    • 3,613 Sq Ft

    75 Montauk Ave, Stonington, CT 06378

    Modern elegance! Pristine 3 bedrooms, 3.5 bath Coastal Contemporary home offering 3,613 sf on 1.93 tranquil acres. Updated with a new roof in 2023, the open-concept layout features soaring tongue-and-groove style plank ceilings and expansive windows that flood the space with natural light. The custom kitchen includes Glenn Baller & Co. wooden cabinetry, Thermador stainless appliances, and a large

    Greg Broadbent RE/MAX Coast and Country

    75 Montauk Ave, Stonington, CT 06378
  • /16

    $2,150,000 New Construction

    • 12 Beds
    • 12 Baths
    • 7,614 Sq Ft

    390 Carroll Ave, Bridgeport, CT 06607

    New Construction 6-Family | Prime Investment Opportunity Brand new 6-unit multifamily building located at 386-390 Carroll Ave, Bridgeport, CT. This ~7,600 sq ft property features six (6) 2-bedroom, 2-bathroom units with identical modern layouts, full kitchen stainless appliances, washer and dryer in unit, open living spaces, and strong rental appeal. This opportunity offers investors the ability

    Edbiko Elysee eXp Realty

    390 Carroll Ave, Bridgeport, CT 06607
  • /12

    $2,149,999 New Construction

    • 6 Beds
    • 5.5 Baths
    • 4,709 Sq Ft

    280 Tuckahoe Ln, Fairfield, CT 06824

    Exceptional new construction in the desirable University area, scheduled for completion in Fall 2026. Built by an experienced local builder known for quality craftsmanship and thoughtful design, this impressive home offers 4,709 square feet across four levels, including a walk-out lower level. Designed for modern living, the home features 6 bedrooms and 5.5 baths, providing flexibility for

    Elizabeth Casey William Raveis Real Estate

    280 Tuckahoe Ln, Fairfield, CT 06824
  • /40

    $2,125,000

    • 5 Beds
    • 7 Baths
    • 7,867 Sq Ft

    22 Cavray Rd, Norwalk, CT 06855

    Tucked into one of East Norwalk's most desirable streets in Sasqua Hills, 22 Cavray Road presents 7,800 sq ft of refined, flexible living space in a location defined by both convenience and coastal appeal-just minutes to the beach, train, and the centers of Westport and South Norwalk. Designed with both scale and elegance in mind, the home features sun-filled interiors, oversized windows, high

    Polly Sykes Compass Connecticut, LLC

    22 Cavray Rd, Norwalk, CT 06855
  • /39

    $2,100,000

    • 4 Beds
    • 4.5 Baths
    • 4,494 Sq Ft

    276 Flintlock Rd, Southport, CT 06890

    Stunning in Southport! Nestled in a sought-after enclave of quiet streets and cul-de-sacs, lined with blooming Dogwood trees, this beautifully renovated 4 bed, 4.5 bath Colonial is ready to be enjoyed! The dream kitchen boasts a massive island, top of the line appliances, and a large sunny eating area with sliders to the deck! The open kitchen flows to the airy family room, living room and

    Leslie Clarke Compass Connecticut, LLC

    276 Flintlock Rd, Southport, CT 06890
  • /29

    $2,100,000

    • 3 Beds
    • 3.5 Baths
    • 2,894 Sq Ft

    46 Stag Ln, Greenwich, CT 06831

    Nature lovers look no more! Welcome to this very quiet private home nestled comfortably within its surrounding. Enjoy tranquility, mature trees and landscape from every room including a special screened-in patio with fireplace. Additionally, this well maintained and spacious 4 bed, 3 1/2 bath offers multiple floor plan uses for your very own enjoyment.

    Kim Arguimbau Sotheby's International Realty

    46 Stag Ln, Greenwich, CT 06831
  • /37

    $2,100,000

    • 11 Beds
    • 12 Baths
    • 8,500 Sq Ft

    59 Maple St, Chester, CT 06412

    A mixed-use and multifamily package located in Chester and Deep River, two of the most desirable towns in the Lower Connecticut River Valley. The offering includes: 59 Maple Street (Chester): 7-unit multifamily asset with an additional ~1,500 SF commercial warehouse on 2.5+ acres. 163 Main Street (Deep River): 5-unit mixed-use property positioned at the gateway to the downtown retail corridor.

    Connor Wenchell VC Property Group, LLC

    59 Maple St, Chester, CT 06412
  • /37

    $2,100,000

    • 11 Beds
    • 12 Baths
    • 8,500 Sq Ft

    163 Main St, Deep River, CT 06417

    A mixed-use and multifamily package located in Chester and Deep River, two of the most desirable towns in the Lower Connecticut River Valley. The offering includes: 59 Maple Street (Chester): 7-unit multifamily asset with an additional ~1,500 SF commercial warehouse on 2.5+ acres. 163 Main Street (Deep River): 5-unit mixed-use property positioned at the gateway to the downtown retail corridor.

    Connor Wenchell VC Property Group, LLC

    163 Main St, Deep River, CT 06417
  • /40

    $2,100,000

    • 4 Beds
    • 4.5 Baths
    • 6,663 Sq Ft

    216 Kuhne Rd, Southbury, CT 06488

    Spectacular modern hilltop retreat set within a private lake community of just a handful of homes. This exceptional residence offers over 6,600 square feet with 5-6 bedrooms and 4.1 baths, heated garage, blending luxury, privacy, and breathtaking natural surroundings on 9.81 acres. Enjoy deeded access to a nearby beach area with a gazebo, perfect for swimming, kayaking, or relaxing by the water.

    Doug Rose Scalzo Real Estate

    216 Kuhne Rd, Southbury, CT 06488
  • /5

    $2,100,000

    • Land
    • 2 Acres
    • $1,050,000 per Acre

    136L Carter St, New Canaan, CT 06840

    Beautiful level property with approved seven bedroom septic. Buy as land or build custom home. All septic, engineering and drainage plans complete. Ready to Build!

    Mitchell Moore Brown Harris Stevens

    136L Carter St, New Canaan, CT 06840
  • /5

    $2,050,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 2,509 Sq Ft

    79 Fairfield Place, Fairfield, CT 06824

    Set on a level and flat .24-acre lot in the highly sought-after Sasco Hill area of Fairfield, this charming home offers endless opportunities to customize and create your dream living space. Boasting 2,500 square feet of versatile living area, plus a full unfinished basement, a deck, and an outdoor shed, this property perfectly balances comfort and potential. Enjoy a unique dual-street frontage,

    Phyllis Doonan William Raveis Real Estate

    79 Fairfield Place, Fairfield, CT 06824
  • /35

    $2,045,000

    • 5 Beds
    • 6 Baths
    • 5,113 Sq Ft

    88 Rucum Rd, Roxbury, CT 06783

    Located in picturesque Roxbury, CT-nestled in southern Litchfield County and under two hours from New York City-this exquisite barn-style residence offers the perfect blend of rustic charm and modern luxury. Set on 8 sprawling acres, the property features an expansive lawn, beautifully curated specimen plantings, and a sparkling pool with integrated spa-ideal for both relaxation and entertaining.

    Pels Matthews W. Raveis Lifestyles Realty

    88 Rucum Rd, Roxbury, CT 06783
  • /40

    $2,000,000

    • 6 Beds
    • 4.5 Baths
    • 5,574 Sq Ft

    3 Hedgerow Common, Weston, CT 06883

    **THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST/BEST OFFERS BY 4PM MONDAY 5/11/26** Set on picture-perfect, park-like property near the end of one of Lower Weston's most treasured cul-de-sacs, this expanded & beautifully remodeled Colonial offers every feature for a gracious, comfortable lifestyle, within walking distance of the school campus, library, town center, & minutes to the Merritt

    Alex Chingas Coldwell Banker Realty

    3 Hedgerow Common, Weston, CT 06883
  • /12

    $2,000,000

    • Land
    • 26.48 Acres
    • $75,529 per Acre

    55 Ranney Hill Rd, Roxbury, CT 06783

    If You are looking for land with views to build your dream home, this is it. This is truly an "Estate Property". The 27 acres is cleared and open. There are several building sites at the top with 180 degree views. The land slopes gently down with a brook and 2 small ponds at the bottom. There is a fairly large barn and a smaller shop on the property in need of repairs. They are being sold AS IS!

    Sharon McGuire William Pitt Sotheby's Int'l

    55 Ranney Hill Rd, Roxbury, CT 06783
  • /31

    $2,000,000

    • 10 Beds
    • 4 Baths
    • 2,068 Sq Ft

    61 Cedar St, Norwalk, CT 06854

    61 Cedar Street in Norwalk offers a unique mixed use opportunity featuring a residential multi family building along with a well established restaurant. The residential portion includes a legal multi family unit with apartments on the first floor and second floor, along with a finished basement. The basement and first floor are currently rented per bedroom, while the second floor is rented as a

    Jithu Sajeevan Serhant Connecticut, LLC

    61 Cedar St, Norwalk, CT 06854
  • /40

    $2,000,000

    • 3 Beds
    • 3.5 Baths
    • 4,643 Sq Ft

    5060 Main St, Stratford, CT 06614

    Welcome to this stunning waterfront retreat on the scenic Housatonic River, offering panoramic views, luxury, and comfort. Perfect for relaxing or entertaining, this home features 3 spacious bedrooms, 3.5 baths, and a finish able bonus room above the 2-car garage-ideal for a guest suite or office. Elevator to all three levels provides added convenience. A stone wall and gated entry lead to a

    Karen Cross William Raveis Real Estate

    5060 Main St, Stratford, CT 06614
  • /2

    $2,000,000

    • Land
    • 92.7 Acres
    • $21,575 per Acre

    257 Norwich Salem Rd, Old Lyme, CT 06371

    Build your dream compound or homes in Lyme. Close to Long Island Sound and the Connecticut River, Fox Hopyard Golf Course, Farmer's Markets, Tennis, Marinas, Fishing, Hunting, Museums, Art Galleries, Restaurants and Shopping. Close to all forms of major transportation and healthcare facilities. Only two hours to New York City and Boston.

    James Childs William Pitt Sotheby's Int'l

    257 Norwich Salem Rd, Old Lyme, CT 06371
  • /19

    $2,000,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,579 Sq Ft

    31 June Rd, Washington, CT 06777

    This thoughtfully designed custom modular home combines architectural elegance with the precision and performance of factory-built construction. Manufactured by New England Homes and completed by Viridian Custom Homes, with custom design by Kathleen Goodwin, this house reflects a refined modern sensibility with clean lines, generous glazing, and a seamless connection to the outdoors. Set on the

    Jonathan Cape William Pitt Sotheby's Int'l

    31 June Rd, Washington, CT 06777
  • /4

    $2,000,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,198 Sq Ft

    18 Ranney Hill Rd, Roxbury, CT 06783

    Perfect Country Home! Located close to town on a quiet country road. Built is 2018, the new owners have done extensive Landscaping. A privacy fence was installed on the front of the property with evergreens planted on both sides of the fence . There is a small apple orchard planted on the property. Extensive stonework and plantings have been done around the house and an in ground pool with pebble

    Sharon McGuire William Pitt Sotheby's Int'l

    18 Ranney Hill Rd, Roxbury, CT 06783
  • /13

    $1,999,999

    • Land
    • 68.17 Acres
    • $29,338 per Acre

    0 Curtiss Rd, Warren, CT 06777

    68 acres consisting of two lots in the hills above Lake Waramaug with potential for long views and a glimpse of the lake. This large wooded parcel has mature trees including oak, maple, hickory, and birch. There is an established trail that winds through the woods from one end of the property to the other where it abuts Above All State Park on one side. Of particular interest on this parcel lies

    Pat Lahoud Lahoud William Pitt Sotheby's Int'l

    0 Curtiss Rd, Warren, CT 06777
  • /10

    $1,999,999 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,834 Sq Ft

    13 Nicoles Ct, Brookfield, CT 06804

    NEW CONSTRUCTION! This transitional water front home sitting on Lake Lillinonah consists of 4 Bedrooms, 4.5 baths, a master suite with a walk-in closet, and a 3 car garage. Open floor plan and breathtaking views that are available with exterior glass walls. Enjoy the privacy of this beautiful home that sits on 3.33 acres at the end of the sub-division and overlooks Lake Lillinonah with an option

    Altin Celaj Lakeshore Realty

    13 Nicoles Ct, Brookfield, CT 06804
  • /38

    $1,999,000

    • 4 Beds
    • 5 Baths
    • 3,921 Sq Ft

    2177 Cross Hwy, Fairfield, CT 06824

    Recently reduced $100K, this very special property w/pool & tennis court on the Westport border, is minutes to shops, restaurants & train. Experience refined luxury in this picturesque setting, situated back from the road down a long, lighted driveway, winding past a serene pond. Nearly 4000 sq ft with 4 beds & 4.5 baths, this open floor plan home features city water, sewer, natural gas, oil heat

    Mary Ellen Gallagher Compass Connecticut, LLC

    2177 Cross Hwy, Fairfield, CT 06824
  • /22

    $1,999,000

    • 2 Beds
    • 2 Baths
    • 2,500 Sq Ft

    8 Taber Lot 1 Rd, Sherman, CT 06784

    Taber Acres 3 lot subdivision is offering the last lot available, and this is the building lot you've been waiting for to build your dream home upon! The 7+ acre lot is mostly flat with a gentle rise, has sandy soil, 400 AMP service installed and is ready to build. With the 400 AMP service this means the lot can accommodate a pool, a 2-bedroom guest house, sport court, and more. The private

    Claudia Jiskra McGrath Realty Inc

    8 Taber Lot 1 Rd, Sherman, CT 06784
  • /32

    $1,999,000

    • 2 Beds
    • 2 Baths
    • 1,450 Sq Ft

    41 Richmondville Ave Unit Duplex 1, Westport, CT 06880

    A new opportunity to own in The Mill, now completely sold out, this is the first resale opportunity within this highly sought-after community. This thoughtfully designed residence features floor-to-ceiling windows, beautiful European Oak floors, and a sleek linear gas fireplace anchoring the living space. The open-concept kitchen includes an oversized island, custom Poliform cabinetry, and

    Ashlei De Souza Serhant Connecticut, LLC

    41 Richmondville Ave Unit Duplex 1, Westport, CT 06880

Showing Results 481 - 520, Page 13 of 18

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