Luxury Homes for Sale in Connecticut

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  /32

  $2,595,000

  • 3 Beds
  • 6 Baths
  • 4,531 Sq Ft

  370 Northrop St, Bridgewater, CT 06752

  French Chateau in Bridgwater. Considered one of the most coveted streets in the surrounding areas. Stone wall with gated entrance. Double height foyer.Atrium living room with wall of French doors and marble fireplace. Sexy bar leads to the library. Open & gourmet kitchen with fireplace and butler's pantry. Formal dining room. First floor primary suite with marble bath and massive walk-in closet.

  Joseph Lorino Klemm Real Estate Inc

  370 Northrop St, Bridgewater, CT 06752
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  /38

  $2,595,000 New Construction

  • 4 Beds
  • 5.5 Baths
  • 4,700 Sq Ft

  23 Sheep Pasture Rd, Madison, CT 06443

  Built by a highly regarded shoreline builder known for uncompromising attention to detail, this residence is designed for buyers who appreciate elevated finishes, enduring quality, and effortless livability. The home features an open floor plan with white oak hardwood floors, 9-foot ceilings, custom millwork, and oversized Pella windows throughout. A stunning bluestone entry leads to an elegant

  Steve Wollman Wollman Realty

  23 Sheep Pasture Rd, Madison, CT 06443
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  /39

  $2,595,000 Open Thu 11AM - 2PM

  • 4 Beds
  • 4.5 Baths
  • 5,376 Sq Ft

  3808 Redding Rd, Fairfield, CT 06824

  3808 Redding Road is the kind of property that feels discovered rather than found. A place where time has softened the edges, and the landscape tells its own story. Dating to 1769 and set on nearly eighteen acres of open fields and mature trees, this is one of Fairfield's earliest homes, thoughtfully rebuilt in 2008 to preserve its character with modern ease. Inside, the home unfolds with warmth

  Cindy Raney Coldwell Banker Realty

  3808 Redding Rd, Fairfield, CT 06824
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  /13

  $2,575,000

  • 20 Beds
  • 14.5 Baths
  • 10,394 Sq Ft

  83 E Grand Ave, New Haven, CT 06513

  Updated and well-maintained, fully rented, 13-unit multifamily portfolio located on East Grand Ave in New Haven's Fair Haven Heights neighborhood. The property consists of three buildings with a desirable unit mix including 1-bedroom townhome-style units, ADA-compliant 2-bedroom units, and larger 3 and 4 bedroom apartments. Units feature quality interior finishes such as tile flooring, wood

  Douglas Ledewitz Pulse Realty LLC

  83 E Grand Ave, New Haven, CT 06513
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  /40

  $2,575,000

  • 6 Beds
  • 4.5 Baths
  • 5,083 Sq Ft

  4 the Fenway, Westport, CT 06880

  Timeless elegance in Westport's renowned Old Hill. Set on 2.22 bucolic acres w/a heated Gunite pool & picturesque pond, this expansive 5-6 bedroom,4.5 bath farmhouse blends classic charm w/thoughtful recent enhancements that delivers a renewed sense of style & energy to the home. A renovated kitchen remains the heart of the home, featuring a generous center island & a stunning, glass-walled

  Mary Kate Klemish-Boehm Brown Harris Stevens

  4 the Fenway, Westport, CT 06880
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  /50

  $2,575,000

  • 4 Beds
  • 4.5 Baths
  • 3,826 Sq Ft

  681 River Rd, Cos Cob, CT 06807

  Chalet d'AmourYou've never seen a house like this. An architecturally crafted contemporary on 2.32 private acres. Soaring vaulted ceilings, two stone fireplaces, walls of glass, and light that pours in from every angle.First floor primary suite with cathedral ceiling, dual baths, dual walk-in closets and a grand whirlpool tub beneath peaked windows. Three more bedrooms up, all en suite,

  Paula Waldman BHHS New England Properties

  681 River Rd, Cos Cob, CT 06807
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  /40

  $2,500,000

  • 7 Beds
  • 7 Baths
  • 10,424 Sq Ft

  59 Lord Davis Ln, Avon, CT 06001

  A luxury estate awaits on 6.7 private acres at the end of a quiet cul-de-sac. This remarkable Avon residence offers more than 10,000 square feet of refined living space designed for both elegant entertaining and everyday comfort. A circular driveway framed by stately pillars welcomes you to the residence, where a dramatic two-story foyer with sweeping staircases introduces the elegant interior.

  Laurie Kane Berkshire Hathaway NE Prop.

  59 Lord Davis Ln, Avon, CT 06001
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  /31

  $2,500,000

  • 4 Beds
  • 3.5 Baths
  • 4,260 Sq Ft

  26 Holly Ln, Darien, CT 06820

  Classic Ranch on Expansive Park-Like Acre+ in one of Darien's Most Sought-after Neighborhoods. Nestled on a prime 1.08-acre property, this home offers the perfect backdrop for your dream lifestyle. The light-filled formal living room, highlighted by a wood-burning fireplace and custom built-ins, flows seamlessly into the inviting family room with rich wood paneling and a second wood-burning

  Sara Littlefield BHHS Darien/New Canaan

  26 Holly Ln, Darien, CT 06820
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  /10

  $2,500,000

  • Land
  • 0.29 Acre
  • $8,620,690 per Acre

  3 Hatch St, Mystic, CT 06355

  Well located lot just off Williams Ave. / Stonington Road. Adjacent to the water. Zoned LS-5. With approval, uses include bank, boat sales, congregate living, convalescent home, day care center, school, family child care home, funeral home, health club, auto service, hotel, laundromat, liquor sales, medical, microbrew, office, personal service, recreation, restaurant, residential, retail,

  Frank Amodio, Sr., CCIM Amodio & Co.

  3 Hatch St, Mystic, CT 06355
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  /28

  $2,500,000

  • 5 Beds
  • 7 Baths
  • 5,768 Sq Ft

  114 Walkley Hill Rd, Haddam, CT 06438

  Be home in time for the holidays A Historic Masterpiece, Reimagined Step into history and luxury with The James C. Walkley Estate, a grand manor originally built circa 1860 and impeccably remodeled in 2022. This extraordinary property epitomizes the pinnacle of country living, offering a seamless blend of timeless elegance and modern convenience. Set on 9.69 breathtaking acres, the estate

  Casey Fisher Houlihan Lawrence WD

  114 Walkley Hill Rd, Haddam, CT 06438
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  /13

  $2,500,000

  • Land
  • 21.38 Acres
  • $116,932 per Acre

  Unlisted Address

  Perched on a scenic hilltop, this 21.38-acre parcel offers breathtaking panoramic views and a rare chance to develop one of Bethel's few remaining large properties. Zoned R-20 for .50-acre lots (subject to town approval), the site is ideal for a thoughtfully planned residential community. Perfectly positioned for convenience, it's just minutes to downtown Bethel, with its charming shops, great

  Tania Stergue William Raveis Real Estate

  Unlisted Address
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  /40

  $2,500,000

  • 5 Beds
  • 5.5 Baths
  • 7,772 Sq Ft

  357 Wrights Crossing Rd, Pomfret Center, CT 06259

  Reimagined in the early 1900s and surrounded by natural beauty, this extraordinary 41-acre estate offers unmatched privacy, timeless architecture, and refined craftsmanship. The 7,772 sq ft stone residence, crowned with a slate roof, is framed by rolling fields, mature trees, and manicured gardens. Inside, hand-carved moldings, elegant fireplaces, and artisan details reflect a level of quality

  Kristen Kaskela Berkshire Hathaway NE Prop.

  357 Wrights Crossing Rd, Pomfret Center, CT 06259
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  /39

  $2,500,000

  • 3 Beds
  • 4.5 Baths
  • 4,655 Sq Ft

  80 Bungay Hill Rd, Woodstock, CT 06281

  Welcome to this 80 acre Connecticut Estate, tucked into the rolling hills of Woodstock Ct. This exceptional 4,655 sq ft contemporary home offers a unique living experience with its own privately owned public FAA approved commercial grade airport. The property is a pilot's paradise, featuring a spacious hangar that not only accommodates multiple small planes and helicopters but also offers ample

  Cary Marcoux RE/MAX Bell Park Realty

  80 Bungay Hill Rd, Woodstock, CT 06281
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  /5

  $2,500,000 Coming Soon

  • Land
  • 5.56 Acres
  • $449,640 per Acre

  0 River Rd, Madison, CT 06443

  THE RAREST OF OPPORTUNITIES! Over 5.5 stunning sun-drenched acres held by the same family for centuries. This level pastoral setting offers a "once-in-a-lifetime" canvas for a premier custom estate (got horses?) or an unique boutique development. With over 1,300 feet of road frontage & no wetlands, the land is prime for a subdivision of 5 one-acre+ lots. Under the town's Open Space Conservation

  Todd Gould William Pitt Sotheby's Int'l

  0 River Rd, Madison, CT 06443
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  /39

  $2,499,000

  • 5 Beds
  • 4.5 Baths
  • 4,430 Sq Ft

  590 Gulf St, Milford, CT 06460

  Perched high atop a scenic bluff, this extraordinary coastal retreat offers some of the most breathtaking water views in all of Milford, with sweeping, nearly 360-degree vistas of Long Island Sound and the neighboring bay. Set on over an acre of land, this is a truly rare opportunity to own one of the area's largest parcels with such expansive, unobstructed waterfront scenery. Originally built in

  Stacy Blake Stacy Blake Realty LLC

  590 Gulf St, Milford, CT 06460
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  /9

  $2,495,000

  • Land
  • 72.48 Acres
  • $34,423 per Acre

  Unlisted Address

  Unrivaled Hilltop Estate Site. Perched Atop One of Connecticut's Highest Peaks, this Exceptional 72+ Acre Parcel Offers Sweeping, Panoramic Catskill Views. A Gentle Rise from a Quiet Secondary Town Road Leads to a Dramatic Plateau with Expansive Western Exposures-an ideal Setting for a Premier Country Retreat. Abuts National Audubon Land on 2-Sides. Simply Exceptional.

  Graham Klemm Klemm Real Estate Inc

  Unlisted Address
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  /36

  $2,495,000

  • 4 Beds
  • 8 Baths
  • 7,169 Sq Ft

  215 S Lake Dr, Stamford, CT 06903

  Lakefront living! This elegant main home features 450" ft of private, pristine lakefront in a coveted area of North Stamford CT! 1 hour from NYC by train, minutes from the vibrant city life of Stamford CT, this custom built, sunlit home has been exquisitely re-imagined in a sophisticated, modern style. The grand entrance opens to a foyer with marble floors, winding staircase, and panoramic lake

  Kathleen Usherwood Compass Connecticut, LLC

  215 S Lake Dr, Stamford, CT 06903
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  /38

  $2,495,000

  • 5 Beds
  • 6.5 Baths
  • 7,560 Sq Ft

  53 Singing Oaks Dr, Weston, CT 06883

  Located in Weston's prestigious Singing Oaks community, this extensively renovated 5-bedroom Colonial blends timeless architecture with exceptional modern luxury. Thoughtfully reimagined with meticulous craftsmanship, the home showcases sustainably sourced white oak flooring throughout the main and upper levels, extensive custom millwork, and elegant formal spaces including a living room with

  Brian Christy William Raveis Real Estate

  53 Singing Oaks Dr, Weston, CT 06883
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  /40

  $2,495,000

  • 4 Beds
  • 4.5 Baths
  • 3,218 Sq Ft

  71 Peaceable Ridge Rd, Ridgefield, CT 06877

  A masterclass in modern luxury, this breathtaking Ridgefield estate has been meticulously reimagined by premier builder Thomas Sturges Construction, achieving a rare balance of architectural brilliance, refined comfort, and energy efficiency, all set against awe-inspiring panoramic 50-mile views of the Hudson River Valley. Completely transformed, the residence unveils a sophisticated open-concept

  Robert Neumann Houlihan Lawrence

  71 Peaceable Ridge Rd, Ridgefield, CT 06877
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  /40

  $2,495,000

  • 3 Beds
  • 3.5 Baths
  • 3,306 Sq Ft

  61 Hartford Ave, Madison, CT 06443

  Own an architectural masterpiece with waterviews! Rarely is a Robert Page (AIA) designed coastal home available and this is one of his most compelling. A collaboration with master builders Baldwin and Baldwin and executed with precision, this 3300 sf home with three exterior decks, (including a "Skydeck"), unfolds over four levels. Finished in 2010, this 3(+) bedroom, 3.1 bath gem offers 3300

  Margaret Muir William Pitt Sotheby's Int'l

  61 Hartford Ave, Madison, CT 06443
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  /4

  $2,495,000

  • Land
  • 2.16 Acres
  • $1,155,093 per Acre

  122 Brookwood Ln, New Canaan, CT 06840

  A generational opportunity to create your dream, custom home on an oversized 2.16 acre parcel on a quiet cul-de-sac in a tranquil neighborhood among other fine homes marked with mature trees and flowing brooks with close proximity to town, train, Country Club of New Canaan and NC Field Club. An open canvas in a rarely available ultimate location.

  James Hoffman Houlihan Lawrence

  122 Brookwood Ln, New Canaan, CT 06840
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  /10

  $2,495,000

  • 5 Beds
  • 4.5 Baths
  • 6,343 Sq Ft

  1455 Chapel St, New Haven, CT 06511

  Situated in the heart of the Yale Medical Community, and directly across from Saint Raphael's, this offering includes two parcels totaling .51 acres, both in an RO zone. The first is 1455 Chapel which is a 6,343 square foot medical office / residence sitting on .35 acres. The second is an additional .16 acre parking lot adjacent to 1455 Chapel on Sherman Avenue. The Sherman Lot has a 15 foot

  John Campbell Compass Connecticut, LLC

  1455 Chapel St, New Haven, CT 06511
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  /38

  $2,495,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,201 Sq Ft

  6 Down River Rd Unit B, New Canaan, CT 06840

  New 2024 | Detached Townhouse That Lives Like a Single-Family | Walk to Town & Train | Quiet Cul-de-Sac. A rare New Canaan offering combining new construction, privacy, and convenience-exactly what today's buyers are waiting for. Built in 2024 and further customized in 2025 by Cypress Development, this 3-bedroom home with a flexible fourth bedroom/office/playroom lives Like a true single-family,

  Melissa Rwambuya William Raveis Real Estate

  6 Down River Rd Unit B, New Canaan, CT 06840
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  /39

  $2,495,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,143 Sq Ft

  92 Scotland Ave, Madison, CT 06443

  Less than one mile from downtown Madison, this new construction home offers refined living with white oak floors, custom millwork, coffered ceilings, and abundant natural light throughout. The main level features 9-foot ceilings, a dramatic floor-to-ceiling gas stone fireplace with built-ins, a chef's kitchen with Sub-Zero and Wolf appliances, double ovens, pot filler, wet bar with wine chiller,

  Steve Wollman Wollman Realty

  92 Scotland Ave, Madison, CT 06443
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  /46

  $2,495,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,228 Sq Ft

  13 Mortimer Dr, Old Greenwich, CT 06870

  Welcome to 13 Mortimer Drive, a charming Colonial Cape nestled in the highly sought-after ''Edgewater'' neighborhood of Old Greenwich, just south of the village. This lovely home offers 3 bedrooms and 2 1/2 bathrooms, complemented by a beautifully level, fenced yard perfect for outdoor living. A detached, heated bonus space provides the perfect setting for a home office or studio. Ideally located

  Edineia Bickerstaff BHHS New England Properties

  13 Mortimer Dr, Old Greenwich, CT 06870
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  /40

  $2,490,000

  • 3 Beds
  • 3.5 Baths
  • 3,284 Sq Ft

  20 N Lake Shore Dr, Brookfield, CT 06804

  Stunning newly built lakefront residence offering over 3284sqf of thoughtfully designed living space. Ideal fits for own resident or Airbnb.This home features 3 spacious bedrooms, including an extra-large flex room ideal as a 4th bedroom or home office, three full bathrooms, and one half bath.The primary suite is a private retreat with a walk-in closet and separate access to the deck through

  Vasyl Ivoniuk Lisowitch Real Estate Group LLC

  20 N Lake Shore Dr, Brookfield, CT 06804
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  /38

  $2,490,000

  • 5 Beds
  • 5.5 Baths
  • 2,885 Sq Ft

  65 Sherwood Place, Greenwich, CT 06830

  Exquisite individual custom built 2014 condominium unit it a two unit complex. Prime In Town location, walk to Greenwich Avenue. Unit has four levels with four bedrooms and three baths on second floor, Bedroom and bath on attic level. Bedroom and full bath with fireplace on lower level.

  Scott Kelland CLS Group

  65 Sherwood Place, Greenwich, CT 06830
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  /40

  $2,475,000

  • 6 Beds
  • 6 Baths
  • 5,723 Sq Ft

  144 Edgehill Rd, Hamden, CT 06517

  East Rock! Directly across from Edgerton Park sits this elegant, beautifully proportioned, tastefully restored 1910 Colonial. Welcoming 26' long entrance foyer with high ceilings and a sweeping staircase is flanked by both the Living Room with fireplace and built-ins as well as the paneled library with a wall of bookcases, fireplace and hidden bath. Large oversize Thermopane replacement windows

  John Cuozzo Press/Cuozzo Realtors

  144 Edgehill Rd, Hamden, CT 06517
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  /34

  $2,475,000 Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 2,750 Sq Ft

  12 Libby Ln, Darien, CT 06820

  Modern ranch perfection in one of Darien's most sought after neighborhoods. This exceptional home was stripped down to the studs and completely rebuilt, offering the rare combination of one-level living with the style and confidence of a near-new construction renovation. Thoughtfully re-imagined with clean and modern finishes and an easy, open flow, this home is designed for today's lifestyle-

  Pam Pokorny Compass Connecticut, LLC

  12 Libby Ln, Darien, CT 06820
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  /2

  $2,450,000

  • 6 Beds
  • 6 Baths
  • 12,470 Sq Ft

  153 Bank St, New London, CT 06320

  Mixed-use property with 4 commercial units and 6 apartments located in the heart of downtown New London. This 17,378 SF, 3 story building has 4 commercial units in 3,942 SF on the ground level SF commercial and 6 apartments on the 7,884 SF second and third floors. There is a 3,942 SF basement. NOI approximately $117,227. Two of the commercial units are recently available so there is room to

  Connie Howard U.S. Properties Real Estate Services, LLC

  153 Bank St, New London, CT 06320
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  /40

  $2,438,000

  • 5 Beds
  • 5 Baths
  • 6,199 Sq Ft

  16 Robin Hood Ln, Easton, CT 06612

  This stately Colonial tucked away at the end of a cul de sac in Easton, blends classic architecture with resort style living. From the moment you arrive, the brick facade and grand scale set the tone. Stepping inside, the impressive two story foyer with gleaming marble floors and Palladian windows creates a true magazine worthy first impression. Crown molding flows throughout the home along with

  Bogdan Stefanide KW Legacy Partners

  16 Robin Hood Ln, Easton, CT 06612
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  /40

  $2,400,000

  • 4 Beds
  • 3 Baths
  • 3,264 Sq Ft

  19 Cedar Dr, Danbury, CT 06811

  Candlewood Lake direct waterfront home with sweeping 180 degree views and gentle, easy access right to the water. Remodeled around 2000, this light filled home offers an open layout anchored by a great room with hardwood floors, beamed ceiling, skylights, three sets of sliders and wall of windows enhance the views, dining area, and a stone fireplace. The kitchen features freshly painted cabinets,

  Sandy Anderson Berkshire Hathaway NE Prop.

  19 Cedar Dr, Danbury, CT 06811
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  /36

  $2,400,000

  • 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
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  /32

  $2,399,000

  • 3 Beds
  • 3.5 Baths
  • 3,328 Sq Ft

  2 Elmwood Dr Unit 2, Southport, CT 06890

  Rare opportunity in sought-after Southport Green-just steps to Southport Village and Metro-North. One of only two stand-alone residences in this 24-unit enclave, this home offers the privacy of a single-family lifestyle with the ease of condominium living. The townhouse-style residence spans three levels and features 3 bedrooms, 3 renovated full and 1 half baths, plus a coveted attached two-car

  Wendy Ryan Brown Harris Stevens

  2 Elmwood Dr Unit 2, Southport, CT 06890
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  /23

  $2,395,000

  • 4 Beds
  • 4.5 Baths
  • 3,742 Sq Ft

  3 Holmewood Ln, New Canaan, CT 06840

  Set on nearly two acres of beautifully landscaped, park-like grounds, this enchanting 1930s Colonial is tucked away on a private cul-de-sac just moments from the village and train.Classic architectural details define the gracious living room with fireplace and the elegant formal dining room accented by custom built-ins. A richly paneled library with a window seat provides an inviting retreat,

  Christine Saxe Compass Connecticut, LLC

  3 Holmewood Ln, New Canaan, CT 06840
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  /5

  $2,395,000

  • 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
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  /23

  $2,395,000

  • 4 Beds
  • 2.5 Baths

  332 Riversville Rd, Greenwich, CT 06831

  Experience a magical Mid-Country sanctuary where historic charm meets world-class design. This extraordinary compound features a masterfully restored 4BR/2.5BA antique farmhouse defined by soaring high ceilings, gracious proportions, and impeccable construction quality. Every room exudes warmth and character, offering a sophisticated yet comfortable lifestyle.Across the professionally

  Brooke Gallagher Compass Connecticut, LLC

  332 Riversville Rd, Greenwich, CT 06831
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  /32

  $2,395,000

  • 4 Beds
  • 3 Baths
  • 2,170 Sq Ft

  84 E Putnam Ave, Greenwich, CT 06830

  Location Location Location...This Two Family Home is in LB Zoned on .25a in Downtown Cos Cob. Two Duplex Units, One is Renovated Gorgeous! 2 Bedroom 2 Bath . Other unit is 3 Bedroom/1 Bath. Detached Garages. FAR allows 5445 SF (potential to add)

  Robert DiDonato William Raveis Real Estate

  84 E Putnam Ave, Greenwich, CT 06830
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  /40

  $2,395,000

  • 4 Beds
  • 4.5 Baths
  • 4,874 Sq Ft

  1030 Washington Woodbury Rd, Roxbury, CT 06783

  Good Hope Estate. Transport yourself to this stunning European-style home with all the bells and whistles! The well thought out 4 bedroom, 4.5 bath home with seasonal views sits on 18 acres of privacy and nature! The eat-in kitchen is a chef's dream complete with Sub-Zero, Dacor range, granite countertops and double farm sink. Plus a separate pantry to go with it. Adjacent is a cozy area with

  Judith Auchincloss Klemm Real Estate Inc

  1030 Washington Woodbury Rd, Roxbury, CT 06783
• 

  

  /40

  $2,395,000

  • 4 Beds
  • 4.5 Baths
  • 3,620 Sq Ft

  783 Reef Rd, Fairfield, CT 06824

  Welcome to 783 Reef Road, a beautifully crafted home in the highly desirable Penfield Beach area of Fairfield. This elegant residence combines refined design with modern comfort, offering four bedrooms, four and a half bathrooms, and approximately 3,620 square feet of interior living space and an additional nearly 1,400 square feet of basement storage space. Inside, the foyer opens to a layout

  Daniel Durante Criterion Real Estate LLC

  783 Reef Rd, Fairfield, CT 06824

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