Connecticut Homes for Sale with Pool

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  $7,995,000

  • 8 Beds
  • 11.5 Baths
  • 10,646 Sq Ft

  68 Dearfield Dr, Greenwich, CT 06831

  Perched high on a hill in downtown Greenwich, 66 Dearfield is unparalleled in its grandeur with 10,646 square feet of luxury living spanning 4 floors. Close to Greenwich Library, Greenwich Avenue, the train and all downtown amenities. This exquisite colonial boasts stone chimneys with extra height ceilings on each floor. Upon entry, the 2 story foyer nestled between the living room and dining

  Nina Frandson BHHS New England Properties

  68 Dearfield Dr, Greenwich, CT 06831
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  /40

  $4,500,000

  • 10 Beds
  • 10 Baths
  • 6,526 Sq Ft

  Unlisted Address

  Enter a world of opulent privacy on nearly twenty-five acres of pristine countryside, boasting five acres of serene lakes, elegant stone bridge, and expansive manicured lawns that cradle an entire valley just 45 miles from NYC! Discover a lavish retreat comprising of four distinct residences: a magnificent five-bedroom, four-bathroom main estate, a charming two-bedroom, two-bathroom guest

  Dannel Malloy NestSeekers International

  Unlisted Address
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  /27

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  2 Mansfield Grove Rd Unit 170, East Haven, CT 06512

  Experience year-round coastal living in the desirable waterfront community of Four Beaches. This beautifully updated three-bedroom condo offers resort-style amenities including tennis courts, a pool with clubhouse, and impeccably maintained grounds. The home features a spacious open-concept layout with an updated kitchen showcasing granite countertops and stainless steel appliances. The living

  Michael Robinson RE/MAX RISE

  2 Mansfield Grove Rd Unit 170, East Haven, CT 06512
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  /35

  $1,445,000

  • 4 Beds
  • 3 Baths
  • 3,208 Sq Ft

  145 Pine Hill Rd, New Fairfield, CT 06812

  Welcome to 145 Pine Hill Rd. This renovated mid-century modern home is the perfect mix of modern amenities and rustic charm. Adorned with random plank flooring, hand-hewn beams and massive field stone fireplace. The 12ft sliders in the Living Room allow for access onto the spacious deck. The culinary space is a chef's haven, equipped with state-of-the-art appliances & premium finishes that

  Cheryl Finley Coldwell Banker Realty

  145 Pine Hill Rd, New Fairfield, CT 06812
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  /39

  $4,300,000

  • 6 Beds
  • 9 Baths
  • 9,525 Sq Ft

  278 North Ave, Westport, CT 06880

  Set in a coveted estate enclave prized by CEOs and captains of industry, this exceptional, shingle-style residence embodies timeless architecture, extraordinary craftsmanship, and meticulous attention to detail rarely found. Built as a custom home at a cost exceeding $4 million, the home showcases uncompromising quality and gracious curb appeal that leave a lasting impression. Designed for

  Cyd Hamer William Pitt Sotheby's Int'l

  278 North Ave, Westport, CT 06880
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  /40

  $575,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 2.5 Baths
  • 2,317 Sq Ft

  79 Suzie Dr, Newtown, CT 06470

  Two bedroom, two and half bath garden level ranch style condo that lives like a private home. This 55+ Active Adult unit offers an open concept Living Room and Dining Room with access to the paver patio. Spacious Kitchen has a large island, solid surface counter tops, and eating area with a large bow window. Large Primary Bedroom Suite is complete with a long walk-in closet, full bath with two

  Bob and Richelle Ward Coldwell Banker Realty

  79 Suzie Dr, Newtown, CT 06470
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  /31

  $3,195,000

  • 3 Beds
  • 3.5 Baths
  • 3,512 Sq Ft

  403 Stanwich Rd, Greenwich, CT 06830

  Come see this total and complete renovation!. New design, expanded Sq ft, custom hand built kitchen, all new mechanicals, roof, siding, windows, baths, etc. New granite pool deck, private 1.23 acres on desirable Stanwich rd. location.

  Stephen Kane Sotheby's International Realty

  403 Stanwich Rd, Greenwich, CT 06830
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  /24

  $129,900

  • 1 Bed
  • 1 Bath
  • 888 Sq Ft

  31 Woodland St Unit 4G, Hartford, CT 06105

  Welcome to The Woodland House !This tastefully updated condo is ideal for someone seeking stylish,low-maintenance urban living with all the conveniences. Enter into a bright and spacious open concept living room/dining room highlighted by a wall of windows that floods the space with natural light. Kitchen has stainless steel appliances and quartz countertops. Beautifully remodeled bathroom

  Rose Elias Coldwell Banker Realty

  31 Woodland St Unit 4G, Hartford, CT 06105
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  /37

  $325,000

  • 3 Beds
  • 2.5 Baths
  • 1,228 Sq Ft

  15 Cracow Ave, Windham, CT 06280

  Welcome to this inviting 3-bedroom, 2-bath ranch featuring a 1-car garage and a fantastic layout perfect for comfortable everyday living. Placed right along side the Natchaug River used for fishing and kayaking! Step inside to find a bright, open floor plan with warm natural light and easy flow throughout. Outside, the property truly shines. Enjoy summer days in your beautiful inground pool (with

  Julienne Jaber KW Legacy Partners

  15 Cracow Ave, Windham, CT 06280
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  /37

  $615,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 1,986 Sq Ft

  57 Old Ridgebury Rd, Danbury, CT 06810

  Welcome home, to this beautiful, bright and sprawling Ranch!! Just one hour to the city, conveniently located near anything you could ever need, yet nestled quietly in a peaceful neighborhood. 1.2 acres surrounded by woods, for easy upkeep and privacy. Plenty of entertaining space inside and out. Kitchen with skylight, granite counters, stainless appliances and tile flooring. Hardwood floors

  Joe Chemero Coldwell Banker Realty

  57 Old Ridgebury Rd, Danbury, CT 06810
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  /36

  $8,895,000

  • 8 Beds
  • 10 Baths
  • 8,391 Sq Ft

  212 Bedford Rd, Greenwich, CT 06831

  Step into the reimagined 'Sunset Farm,' where historic charm meets modern luxury. Originally a Dutch Colonial from 1840, this landmarked property was completely rebuilt in 2006, blending timeless craftsmanship with contemporary elegance. The grand living and dining rooms, showcasing custom moldings and bespoke details, are perfect for entertaining, while the spacious chef's kitchen flows into a

  Yashmin Lloyds Compass Connecticut, LLC

  212 Bedford Rd, Greenwich, CT 06831
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  /13

  $149,900

  • 1 Bed
  • 1.5 Baths
  • 736 Sq Ft

  98 High Path Rd, Windsor, CT 06095

  2nd-Floor, 1 BR unit. 1-1/2 baths. End unit. Shared basement has common laundry and storage area. 2 wall AC units. No dogs allowed on premises by management. FHA-approved complex.

  William Eidt Realty One Group Cutting Edge

  98 High Path Rd, Windsor, CT 06095
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  /40

  $3,750,000

  • 7 Beds
  • 9 Baths
  • 10,104 Sq Ft

  249 Greens Farms Rd, Westport, CT 06880

  Storied and superbly restored, 'The Lookout' at 249 Greens Farms Rd blends the grandeur of a 1907 Victorian with todays modern luxury. Privately set among perennial gardens and antique copper beeches, this iconic 16-room residence offers a gracious floor plan with elegant formal spaces, a chefs eat-in kitchen, media room, wine cellar, and inviting family areas. Original architectural details

  Kim Harizman Compass Connecticut, LLC

  249 Greens Farms Rd, Westport, CT 06880
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  /21

  $299,900 Open Sun 1PM - 3PM

  • 2 Beds
  • 1.5 Baths
  • 1,180 Sq Ft

  55 Cannon Ridge Dr, Watertown, CT 06795

  Welcome home to this wonderful updated end unit townhouse. Located in desirable Artillery Hill. Come an experience a comfortable life style you deserve for years to come. Enjoy cooking in this elegant kitchen with SS appliances, granite counter tops perfect for everyday living and entertaining. Inviting living room to relax by the cozy fireplace. Two Spacious bedroom each offers generous closet

  Delia Cianfagna William Raveis Real Estate

  55 Cannon Ridge Dr, Watertown, CT 06795
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  /16

  $205,000

  • 1 Bed
  • 1 Bath
  • 825 Sq Ft

  50 Greenhouse Rd Unit 49C, Bridgeport, CT 06606

  Updated 1-bedroom condo apartment on the second floor featuring 825 sq ft of open-concept living in Bridgeport's North End. Bright living and dining area with wide-plank flooring, recessed lighting, ceiling fan, and sliding glass door to a private covered balcony. Kitchen features white shaker cabinets, quartz countertops, subway tile backsplash with mosaic accent, stainless steel appliances,

  Yasmina Delacruz-Bailey BHGRE Gaetano Marra Homes

  50 Greenhouse Rd Unit 49C, Bridgeport, CT 06606
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  /40

  $999,000

  • 3 Beds
  • 3.5 Baths
  • 3,258 Sq Ft

  6 River Bend Ln, Sherman, CT 06784

  A spacious contemporary located in a resort quality setting. Located above the fairway of the 13th hole of the Club at River Oaks, an 18 hole golf course masterfully designed around the meandering contours of the Housatonic River on beautifully rolling farmland. The home site boasts mountain valley and seasonal river views and is equipped with a heated gunite, infinity edge pool with attached

  Tyler O'Hazo William Pitt Sotheby's Int'l

  6 River Bend Ln, Sherman, CT 06784
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  /40

  $5,450,000

  • 5 Beds
  • 7 Baths
  • 6,261 Sq Ft

  11 Valley Rd, Lakeville, CT 06039

  Discover this idyllic 5-bedroom, 7 bath, 6,261 sq. ft. Modern Shaker Main House with a 3-bedroom, 1,987 sq. ft. Guest House designed by renowned architect Alan Wanzenberg and landscaped by Susan Child. Located on 21+ acres in Lakeville, CT, this estate offers peaceful seclusion and convenient access to local amenities. The property features mature trees, orchards, stonewalls, and perennial

  Elyse Morris Elyse Harney Real Estate

  11 Valley Rd, Lakeville, CT 06039
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  /40

  $8,000,000

  • 6 Beds
  • 9 Baths
  • 8,933 Sq Ft

  33 Nodine Pasture Rd, Kent, CT 06757

  West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open

  Jill Sloane Brown Harris Stevens

  33 Nodine Pasture Rd, Kent, CT 06757
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  /23

  $289,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,345 Sq Ft

  100 York St Unit 5-D, New Haven, CT 06511

  You'll love living downtown New Haven! This lovely 3 bedroom/2 bath home is located at the tree line. The nicely updated galley kitchen is a pleasure to cook in. Generously sized dining and living areas with sliders that lead to your private balcony. The primary bedroom features a luxurious full bath and a generous walk-in closet, providing both comfort and convenience. With plenty of storage and

  Cheryl Szczarba Seabury Hill REALTORS

  100 York St Unit 5-D, New Haven, CT 06511
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  /30

  $334,900

  • 3 Beds
  • 1.5 Baths
  • 1,744 Sq Ft

  43 Sunridge Ln, Cromwell, CT 06416

  Welcome to 43 Sun Ridge Lane in the Fox Meadows community. This three-level fully finished townhouse offers scenic views and a quiet setting. The owners have made beautiful updates, including new appliances and new flooring, creating a move-in ready home. The main level features an open living and dining area with a fireplace and sliding doors to a private deck. The kitchen offers granite

  Evelyn Karaj Coldwell Banker Realty

  43 Sunridge Ln, Cromwell, CT 06416
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  /23

  $544,000

  • 5 Beds
  • 2.5 Baths
  • 1,560 Sq Ft

  124 Old Tannery Rd, Monroe, CT 06468

  Spacious ranch-style home set on a generous 1.03-acre lot in Fairfield County with an in-law apartment. Offering a total of 5 bedrooms and 2.5 baths across 1,560 sq ft, this property features a full basement, 2-car attached garage, and an above-ground pool for seasonal enjoyment. The home needs some TLC throughout, making it a great opportunity for investors or owner-occupants looking to add

  Thomas Mele Dorrance Realty

  124 Old Tannery Rd, Monroe, CT 06468
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  /40

  $1,849,000

  • 6 Beds
  • 5 Baths
  • 5,500 Sq Ft

  6 Brinsmade Ln, Sherman, CT 06784

  Escape the city and discover this wonderful estate in Sherman, CT, offered for the first time in 60 years. Currently a winter wonderland but resplendent in all four seasons. Set on approximately 10 scenic acres in the heart of charming Sherman, this exceptional country home combines timeless New England charm with modern living. Originally a working farm, the property was transformed into a

  Ginny Gordon-O’Neill William Raveis Real Estate

  6 Brinsmade Ln, Sherman, CT 06784
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  /32

  $320,000

  • 2 Beds
  • 1.5 Baths
  • 1,752 Sq Ft

  255 Monticello Dr, Branford, CT 06405

  Welcome to 255 Monticello Drive. Enjoy living in one of Branford's condominium communities located near Route One, 95 highway, shopping, restaurants and more. This 2-bedroom 1.5 bath unit offers 3-levels of living. The floor plan offers the kitchen overlooking the dining area, a spacious living room with a fireplace, finished walk-out lower level with laundry room and seperate area for office or

  Jana Ghidossi Coldwell Banker Realty

  255 Monticello Dr, Branford, CT 06405
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  /39

  $3,900,000

  • 4 Beds
  • 7 Baths
  • 6,625 Sq Ft

  155 Long Ridge Rd, Danbury, CT 06810

  ROADSIDE - A Storied 53-Acre Private Estate in Fairfield County CT Escape to your own private nature retreat at ROADSIDE, a rare 53-acre country estate just 90 minutes from Manhattan. This legacy property blends historic charm with modern luxury in a setting that feels worlds away-yet is 1.5M from the Redding train station and the cultural vibrancy of Fairfield County. Set within a fully fenced,

  Kathleen Harrison Coldwell Banker Realty

  155 Long Ridge Rd, Danbury, CT 06810
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  /40

  $4,400,000 Open Sun 11AM - 1PM

  • 5 Beds
  • 8 Baths
  • 9,819 Sq Ft

  1 Flower Farm Ln, Westport, CT 06880

  Absolutely exquisite colonial is located on one of the most sought after neighborhoods. This home will greet you w/a mahogany front porch that leads inside to a grand foyer. This timeless residence boasts a custom kitchen w/high-end appliances, a Butler's pantry, large island & the convenience of a desk station. The elegant formal living room features a cozy fireplace, while the family room

  Heather Fitzgerald Coldwell Banker Realty

  1 Flower Farm Ln, Westport, CT 06880
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  /37

  $275,000

  • 2 Beds
  • 2 Baths
  • 1,432 Sq Ft

  915 Heritage Village Unit A, Southbury, CT 06488

  Welcome to comfortable main-floor living at 915 Heritage Village. This charming Sherman unit is a well-appointed 2-bedroom, 2-bath condo located in one of the Northeast's most amenity-rich communities. This single-level home features thoughtfully sized kitchen/Dining, and living areas, perfect for everyday living and entertaining, and includes a private outdoor patio-ideal for relaxing or

  Jessica Boswell LPT Realty

  915 Heritage Village Unit A, Southbury, CT 06488
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  /4

  $21,000

  • 680 Sq Ft

  379 Whitfield St Unit BN334, Guilford, CT 06437

  Enjoy convenient and carefree boating from this safely located boat slip. Guilford Yacht Club has been recently dredged for improved depth and accessibility. This ideal easy access to Long Island Sound provides the most of your time on the water. Ownership includes club membership with a vibrant community of boaters. Take advantage of the club pool and year round social activities. The pump-out

  Rod Cross Coldwell Banker Realty

  379 Whitfield St Unit BN334, Guilford, CT 06437
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  /40

  $635,000

  • 3 Beds
  • 3 Baths
  • 1,426 Sq Ft

  446 Hammerstone Ln Unit B, Stratford, CT 06614

  Welcome to 446 Hammerstone Lane, a beautifully updated Thoreau-style ranch located in a desirable 55+ community offering comfort, convenience, and resort-style living. This inviting home features 2 spacious bedrooms and 3 full bathrooms, with an open-concept kitchen and living area that provides excellent flow-perfect for entertaining. The fully finished lower level expands your living space with

  Monica Osorio Realty ONE Group Connect

  446 Hammerstone Ln Unit B, Stratford, CT 06614
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  /38

  $1,840,000

  • 4 Beds
  • 4 Baths
  • 4,199 Sq Ft

  130 Sharon Mountain Rd, Sharon, CT 06069

  Lovingly named "Nid D'Alcyon," French for Kingfisher Nest, by the current owner, this truly enchanting home is rich in history. This beautiful four-bedroom antique, dating to circa 1745, is set on one of Sharon's most scenic roads and tells a captivating story of life, travel, and love. Nestled within exquisite gardens and surrounded by a serene pond, mature trees, and perennial plantings, the

  Elisa Waysenson Bain Real Estate

  130 Sharon Mountain Rd, Sharon, CT 06069
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  /9

  $1,024,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,594 Sq Ft

  7 Lockwood Dr Unit Lot 47, Danbury, CT 06810

  Soaring ceilings and graceful details define the Albrecht's thoughtful design. A spacious living room with a cathedral ceiling and a lovely two-story dining room flank the welcoming two-story foyer. Overlooking the expansive great room with rear yard access, the well-appointed kitchen is complemented by a large center island with breakfast bar, wraparound counter and cabinet space, a roomy

  Lauren Logiacco Thomas Jacovino

  7 Lockwood Dr Unit Lot 47, Danbury, CT 06810
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  /28

  $399,000

  • 2 Beds
  • 1.5 Baths
  • 1,160 Sq Ft

  154 Cold Spring Rd Unit 18, Stamford, CT 06905

  Experience effortless one-level living in this spacious 2-bedroom, 1.5-bath home at Candlelight Terrace. Fully updated and move-in ready, the interior features a brand-new kitchen with stainless steel appliances, recessed lighting, and modern flooring throughout. Fresh paint, updated vanities, and new hardware complete the contemporary feel. Enjoy ultimate peace of mind with common charges that

  Diana Gould Coldwell Banker Realty

  154 Cold Spring Rd Unit 18, Stamford, CT 06905
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  /35

  $2,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,279 Sq Ft

  10 Charcoal Hill Rd, Westport, CT 06880

  A rare offering in Westport, this antique stone home blending timeless character with modern updates. Built in 1929 by Frazier Peters, featuring a fieldstone exterior. It gives cozy while living comfortably. New chef's kitchen and an updated primary suite. Set on a picturesque property with mature landscaping and in-ground fenced pool. A rare opportunity to own a beautifully updated, storybook

  Meredith Cohen Serhant Connecticut, LLC

  10 Charcoal Hill Rd, Westport, CT 06880
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  /34

  $214,900 Open Sun 11:30AM - 1:30PM

  • 1 Bed
  • 1 Bath
  • 876 Sq Ft

  260 Brittany Farms Rd Unit B, New Britain, CT 06053

  Desirable first-floor ranch-style condo with a bright, welcoming layout and brand new energy-efficient HVAC system. The eat-in kitchen is open to the living room, perfect for chatting with guests while preparing meals. The living room offers a cozy raised-hearth wood-burning fireplace with mantel and beautiful natural light. A versatile dining room (or den/home office) features sliders to a

  Lisa McCarthy Coldwell Banker Realty

  260 Brittany Farms Rd Unit B, New Britain, CT 06053
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  /33

  $399,900

  • 1 Bed
  • 1 Bath
  • 903 Sq Ft

  253 Mayfield Dr Unit 253, Trumbull, CT 06611

  Welcome to 253 Mayfield Drive, a gorgeous, fully remodeled, one bedroom, ranch style, end unit, in the highly sought after Trumbull Town Commons. The kitchen features Bosch, stainless Steele appliances and Granite countertops. Custom walk in pantry. Maple hardwood floors throughout. Epoxy style garage floor with custom shelving. Electric car charger. Combination high efficiency boiler and tank

  Mona Cascella William Raveis Real Estate

  253 Mayfield Dr Unit 253, Trumbull, CT 06611
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  /21

  $6,999,999

  • 7 Beds
  • 10 Baths
  • 6,010 Sq Ft

  132 Curtiss Rd, Warren, CT 06777

  A once in a lifetime opportunity to own a significant estate overlooking Lake Waramaug. Nestled high in the hills overlooking the pristine beauty of the lake, this offering features 40 acres with exceptional views. Owned by the same family for the last 70 years, dignitaries from the worlds of art, politics, and industry have been entertained here while the stables, paddocks and trails have been

  Pat Lahoud Lahoud William Pitt Sotheby's Int'l

  132 Curtiss Rd, Warren, CT 06777
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  /22

  $518,000

  • 1 Bed
  • 1.5 Baths
  • 1,106 Sq Ft

  1 Broad St Unit 17C, Stamford, CT 06901

  High Style luxury living at ''1 BROAD STREET'' Downtown High Rise with 24/7 Concierge. For Sale with Tenant Until 12-2026. Special Unobstructed VIEWS over the Mill River Park- Beautiful Sunsets. Sophisticated, spacious 1BR 1100sqft with 1.5 Baths. Hardwood flrs in ALL rooms. Open floorplan with Gourmet kitchen. Primary Suite with Extra-large Bedroom and Extra-large Walk-In-Closet! Luxurious bath

  Sharon Giglio Sharon Giglio Real Estate LLC

  1 Broad St Unit 17C, Stamford, CT 06901
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  $3,649,000

  • 5 Beds
  • 4.5 Baths
  • 5,515 Sq Ft

  2683 Bronson Rd, Fairfield, CT 06824

  In the heart of Greenfield Hill proper at the top of Bronson Road, this special and truly unique estate presents a rare opportunity in one of Fairfield's most coveted locations. Set on just over two acres of beautifully landscaped, professionally photographed grounds, the property reflects a timeless elegance that would be extraordinarily costly to replicate today. Across from a distinguished

  Tara Hawley Coldwell Banker Realty

  2683 Bronson Rd, Fairfield, CT 06824
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  /36

  $3,988,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 8 Baths
  • 7,971 Sq Ft

  475 Fence Row Dr, Fairfield, CT 06824

  Set within The Ridge in Greenfield Hill, Fairfield's gated residential community, this residence originally designed by renowned architect Bill Blanski has been completely rebuilt and thoughtfully reimagined with the scale and finish of new construction. Spanning over 7,500 square feet, the home offers four bedrooms and six full and two half baths, with wide plank oak floors, multiple fireplaces,

  Erin Melson The Agency

  475 Fence Row Dr, Fairfield, CT 06824
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  /28

  $599,000 Open Sun 11AM - 4PM

  • 4 Beds
  • 2 Baths
  • 1,880 Sq Ft

  99 Quinsey Dr, Bridgeport, CT 06606

  Welcome to this beautifully maintained 4-bedroom, 2 full bathroom Colonial-style home, only one family has ever called this house home, reflecting true pride of ownership throughout. Featuring soaring 10-foot ceilings across the upper level, custom-built walk-in closets, and a luxurious spa jet tub upstairs, this home blends timeless colonial charm with thoughtful upgrades for comfort and

  Marcelino Molina Coldwell Banker Realty

  99 Quinsey Dr, Bridgeport, CT 06606
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  /40

  $10,995,000

  • 7 Beds
  • 9 Baths
  • 8,232 Sq Ft

  19 Beachside Common, Westport, CT 06880

  Experience the ultimate in luxury with this custom-designed Bluewater Home, nestled on a sought after Greens Farms cul-de-sac. This exceptional waterfront property offers panoramic water views from nearly every room, creating a serene and picturesque setting. The bright and modern home features seven bedrooms across four expansive levels, offering ample space for living, working, and

  Gina Hackett Compass Connecticut, LLC

  19 Beachside Common, Westport, CT 06880

Showing Results 281 - 320, Page 8 of 18