Luxury Homes for Sale in Connecticut

• 

  

  

  /40

  $2,750,000

  • 5 Beds
  • 4.5 Baths
  • 5,440 Sq Ft

  44 Painter Ridge Rd, Washington, CT 06793

  Discover exceptional luxury living in this beautifully appointed 5-bedroom, 4-bath residence, thoughtfully designed with elegant living spaces, sophisticated finishes, and seamless indoor-outdoor living. At the heart of the home is a spectacular gourmet kitchen featuring a massive zinc-topped center island, top-of-the-line appliances, and a custom walk-in pantry. The kitchen flows effortlessly

  Stacey Matthews W. Raveis Lifestyles Realty

  44 Painter Ridge Rd, Washington, CT 06793
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  /18

  $2,750,000

  • 4 Beds
  • 4 Baths
  • 2,941 Sq Ft

  58 Arch St, Riverside, CT 06878

  Unlock the potential of this diamond in the rough in this PRIME Riverside location! Spacious and sun-filled 4 bedroom home overlooking Binney Park. Living room with fireplace, eat-in-kitchen, large family room adjacent to kitchen. Sun-room overlooks the generous slate patio and fenced-in yard. Three bedrooms on the first floor, with Primary suite on the second floor.Huge family room in the

  Jane Potocki Sotheby's International Realty

  58 Arch St, Riverside, CT 06878
• 

  

  

  /22

  $2,750,000

  • 4 Beds
  • 4 Baths
  • 2,941 Sq Ft

  58 Arch St, Greenwich, CT 06830

  Unlock the potential of this diamond in the rough in this PRIME Riverside location! Spacious and sun-filled 4 bedroom home overlooking Binney Park. Living room with fireplace, eat-in-kitchen, large family room adjacent to kitchen. Sun-room overlooks the generous slate patio and fenced-in yard. Three bedrooms on the first floor, with Primary suite on the second floor. Huge family room in the

  Jane Potocki Sotheby's International Realty

  58 Arch St, Greenwich, CT 06830
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  /34

  $2,750,000

  • 8 Beds
  • 8 Baths
  • 10,302 Sq Ft

  91 Dogwood Ln, Stamford, CT 06903

  Welcome to your private oasis in prestigious North Stamford - a rare opportunity to purchase a beautifully maintained 10,000+ square foot estate nestled on a flat, landscaped 2-acre parcel. Offering 7 spacious bedrooms, 6 full bathrooms, and 2 half baths, this unique custom built in contemporary ranch impresses with soaring vaulted ceilings, high ceilings throughout, a first-floor en-suite,

  

  Iacovos Spirou

  inSpirou Group

  91 Dogwood Ln, Stamford, CT 06903
• 

  

  

  /12

  $2,750,000

  • Land
  • 44.06 Acres
  • $62,415 per Acre

  0 Upper Church Hill Rd, Washington, CT 06794

  Ultimate Country Estate Parcel. 44+/- acres with panoramic views featuring southerly and westerly orientation. Classic Connecticut farmland with open meadows and some woods offering an exceptionally private setting in prime location on quiet street close to the village of Washington Depot. Multiple pastures creating separate fields for building and landscape possibilities. Long tree-lined

  Peter Klemm Klemm Real Estate Inc

  0 Upper Church Hill Rd, Washington, CT 06794
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  /40

  $2,750,000

  • 5 Beds
  • 6 Baths
  • 7,283 Sq Ft

  6 Setting Sun Trail, Ellington, CT 06029

  This Unique home was designed by the award winning architect Jack Kemper in Collaboration with a special designer creating a true one-of-a-kind living experience. This home is perched on 4.13 private acres with unobstructed 180-degree sunset views stretching from Hartford to Springfield, 6 Setting Sun Trail is a meticulously loved extraordinary custom estate and true architectural statement

  

  Dan Keune

  Campbell-Keune Realty Inc

  6 Setting Sun Trail, Ellington, CT 06029
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  /40

  $2,750,000

  $145K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,570 Sq Ft

  220 Painter Hill Rd, Roxbury, CT 06783

  Perched atop Painter Hill-Roxbury's highest elevation and one of its most coveted addresses-this newly renovated residence offers breathtaking, year-round Sunrise and Sunset views. Spanning over 4,500 sq ft, featuring 4-5 bedrooms and is thoughtfully designed for both comfort and entertaining, complete with a three-story elevator & dedicated game/media room. The chef's kitchen is a showpiece,

  Stacey Matthews W. Raveis Lifestyles Realty

  220 Painter Hill Rd, Roxbury, CT 06783
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  /27

  $2,750,000

  • 5 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  44 Benedict Hill Rd, New Canaan, CT 06840

  Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering

  John-Michael Rachinsky-Wood Harbor Bridge Realty

  44 Benedict Hill Rd, New Canaan, CT 06840
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  /24

  $2,725,000

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  5 Yarmouth Rd, Norwalk, CT 06853

  Coastal ease meets village convenience at 5 Yarmouth Road. Tucked away on a sought-after street in Bell Island, this 1,748 sq. ft. residence places you at the heart of everything. Enjoy private association parks, beach rights and the luxury of being just steps from the water, while remaining within easy walking distance to Rowayton's vibrant restaurants and shops. Featuring classic hardwood

  Carla Kupiec William Raveis Real Estate

  5 Yarmouth Rd, Norwalk, CT 06853
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  /39

  $2,699,000

  $251K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 2,188 Sq Ft

  1235 Fairfield Beach Rd, Fairfield, CT 06824

  TWO incredible waterside opportunities await! That's right, not one, but TWO fantastic beach area homes are offered! With their direct waterfront locations (1235 - beachfront/LI Sound; 1236 - canal side), both homes have amazing water views, beach access and a convenient, fantastic location all in one! Both homes also offer excellent investment/rental opportunities. #1235 is rented for the

  John Foran Compass Connecticut, LLC

  1235 Fairfield Beach Rd, Fairfield, CT 06824
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  /39

  $2,699,000

  Coming Soon

  • 5 Beds
  • 5.5 Baths
  • 5,014 Sq Ft

  1123 Round Hill Rd, Fairfield, CT 06824

  There's a certain kind of iconic home that settles over you the moment you step inside, because the craftsmanship was never meant to be temporary. Nine-foot ceilings in the living & dining rooms, 3 wood-burning fireplaces, solid proportions & large windows & glass doors that still frame the light the way they were designed to nearly a century ago. The kind of quiet authority that newer

  Veronica Monahan Compass Connecticut, LLC

  1123 Round Hill Rd, Fairfield, CT 06824
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  /40

  $2,695,000

  • 6 Beds
  • 5 Baths
  • 5,576 Sq Ft

  89 Chestnut Hill Rd, Wilton, CT 06897

  Few homes define a town, this is one of them. Located in the highly coveted South Wilton neighborhood, this iconic Grand Dame, originally dating to the 1830s and beautifully reimagined and expanded during the Colonial Revival of the 1930s, has been masterfully transformed from the inside out. Every inch has been thoughtfully restored and elevated by a renowned preservationist / designer, honoring

  Daniel McCamblau Brown Harris Stevens

  89 Chestnut Hill Rd, Wilton, CT 06897
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  /33

  $2,695,000

  Open Sun 2PM - 4PM

  • 5 Beds
  • 6 Baths
  • 5,300 Sq Ft

  145 River St, New Canaan, CT 06840

  This is one of three new construction homes! Ask about our seller concessions! This house is also available for rent or rent option! Come home to this newly constructed 5 bedroom farmhouse colonial within walking distance to town, parks, restaurants, and the train station. Four finished levels! Possible in house office, in-law, or nanny suite on the third floor. Thermador appliances in kitchen.

  Ruth Jones Blue Anchor Realty Group

  145 River St, New Canaan, CT 06840
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  /37

  $2,679,000

  $171K PRICE DROP

  • 6 Beds
  • 6.5 Baths
  • 7,200 Sq Ft

  20 Cherry Ln, Wilton, CT 06897

  Move right in! This gorgeous Georgian Colonial private home is set on nearly 2.5 of flat, landscaped acres. Boarding 50 acres of protected conservation land, you will feel the privacy and serenity of this grand entrance the moment you drive up. Offering over 7200 sqft, and an additional 2100+ sqft lower level, this home combines exceptional scale, modern updates, and long-term value. Designed for

  Molly Rubins NestSeekers International

  20 Cherry Ln, Wilton, CT 06897
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  /10

  $2,675,000

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,252 Sq Ft

  476 Mill Hill Terrace, Southport, CT 06890

  Beautifully crafted new construction in coveted Southport by a three-time HOBI Award-winning builder, with anticipated completion in Spring 2027. Set on a serene .43-acre property, this thoughtfully designed home will offer over 5,200 square feet of finished living space across four levels, including third-floor bonus space and a walk-out lower level. Featuring 5 bedrooms and 5.5 baths, the home

  Jennifer Peters William Raveis Real Estate

  476 Mill Hill Terrace, Southport, CT 06890
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  /37

  $2,650,000

  • 41 Beds
  • 28 Baths
  • 6,520 Sq Ft

  493 Meadow St, Waterbury, CT 06702

  Exceptional opportunity to acquire a 27-unit mixed-use investment consisting of 21 apartments and 6 retail spaces across two well-maintained brick buildings and one dedicated parking lot. Offered at a solid 8.0 Cap with additional upside rent potential. The unit count, unit mix, and financial information have been recently verified and updated to reflect the current operating performance. The

  Vianeliz Henriquez Sky Realty Group

  493 Meadow St, Waterbury, CT 06702
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  /38

  $2,650,000

  Open House 8/16

  • 5 Beds
  • 4 Baths
  • 2,848 Sq Ft

  72 Main St, Salisbury, CT 06068

  Among the romantic stretch of New England homes, this fully renovated Colonial rests on 1 horizontal acre in the middle of Salisbury flanked by a discreet road and meadow to the back. Newly and completely renovated it features a chef's kitchen, dining and living rooms banked by windows and French doors that open to the flagstone and stone terrace large enough for dining and sitting areas. A wood

  CATHERINE HOWARD Corcoran Country Living

  72 Main St, Salisbury, CT 06068
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  /19

  $2,650,000

  • 4 Beds
  • 3.5 Baths
  • 2,120 Sq Ft

  73 Thunder Mountain Rd, Greenwich, CT 06831

  Charming center hall colonial at the end of a quiet mid country cul-de-sac. The location is convenient yet offers wonderful seclusion. Set on a park-like, level 2.3 acres, this property is abuts conservation land and exudes privacy. This 4 bedroom and 3+ bath home has an updated kitchen with Bosch appliances, a finished lower level with a sauna as well a generous living room with wood burning

  Brett Smith Brown Harris Stevens CT, LLC

  73 Thunder Mountain Rd, Greenwich, CT 06831
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  /2

  $2,650,000

  • Land
  • 1.23 Acres
  • $2,154,472 per Acre

  4 Lantern Hill Rd, Westport, CT 06880

  Rare opportunity to build a custom residence on 1.2 acres in Westport. The previous home has been demolished, and the property is offered with approved architectural plans. Bring your preferred builder and collaborate with the project architect to tailor the design to your vision. Also listed as a to-be-built single-family residence.

  Ian Defronze Serhant Connecticut, LLC

  4 Lantern Hill Rd, Westport, CT 06880
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  /7

  $2,623,000

  • Land
  • 158 Acres
  • $16,601 per Acre

  0 Meadow Rd, Glastonbury, CT 06033

  188 acres with prime and statewide significant agricultural soils. Connecticut River bottomland that periodically floods and has access to irrigation for the fields from the river. Included in the sale is a 2/3 interest in an abutting 44 acre lot, which is mostly wooded except for about 10 acres of agricultural land. (1/3 owner has Right of First Refusal for 44 acre lot) This is an area of

  Keith Ross Landvest, Inc

  0 Meadow Rd, Glastonbury, CT 06033
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  /37

  $2,600,000

  • 4 Beds
  • 1 Bath
  • 7,728 Sq Ft

  701 S Main St, Waterbury, CT 06706

  Truly turn-key portfolio opportunity in Waterbury's South End, offering strong in-place cash flow with upside with 8% CAP actual. The sale includes three adjacent parcels comprising six buildings with a total of 25 units: 23 residential apartments and two commercial spaces. The residential unit mix consists of (6) four-bed units, (11) three-bed units, and (6) two-bed units. Five of the six

  Amanda Sheehan Oxford Realty

  701 S Main St, Waterbury, CT 06706
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  /40

  $2,600,000

  • 5 Beds
  • 7 Baths
  • 5,410 Sq Ft

  351 Wilton Rd W, Ridgefield, CT 06877

  Perfectly positioned just moments from the heart of vibrant Ridgefield, this exceptional home is a masterclass in timeless architecture, sophisticated design & effortless luxury. Beautifully sited on 1.43 stunning acres, the property captivates with extraordinary curb appeal & a resort-inspired outdoor setting w/heated pool by GlenGate, stone patios, expansive lawns, outdoor shower & spaces

  Karla Murtaugh Compass Connecticut, LLC

  351 Wilton Rd W, Ridgefield, CT 06877
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  /40

  $2,600,000

  • 3 Beds
  • 3 Baths
  • 1,840 Sq Ft

  80 Holmes Rd, Goshen, CT 06756

  Nestled in the peaceful countryside of Goshen, this exceptional ranch-style estate offers the perfect blend of luxury, privacy, and functionality on more than 12 scenic acres. Featuring 3 spacious bedrooms and 3 full baths, the home is designed for comfortable single-level living with expansive views of the surrounding rural landscape. Step outside to your private resort-style retreat with a

  Sheri Jacquemin Century 21 Bay-Mar Realty

  80 Holmes Rd, Goshen, CT 06756
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  /37

  $2,599,000

  New Construction $100K PRICE INCREASE

  • 15 Beds
  • 15 Baths
  • 5,760 Sq Ft

  281 Greenwich Ave, Stamford, CT 06902

  New Construction - Units are now completed with Certificate of Occupancy. rented at $3,500. each with leases beginning on July 1, 2025. Low maintenance 5 unit townhouses. Each unit has 3 bedrooms and 3 bathrooms. There are 12 parking spaces in all and washer/dryer in each unit. Attic storage. Alarm system with camera. All separate utilities. Walk to the Stamford Train Station and minutes to

  Silvana Orsaia BHGRE Shore & Country

  281 Greenwich Ave, Stamford, CT 06902
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  /25

  $2,595,000

  • 18 Beds
  • 6 Baths
  • 9,072 Sq Ft

  38 Bishop St, New Haven, CT 06511

  The East Rock Investment property of your dreams! The building features over 9000 SQ FT of living space spread across 6 large three bedroom, 1 bath apartments. The building is currently bringing in over $277,000 of income with a net income of $211,011 with an 8.14 cap rate. The building has a ton of value with added potential with renovations to kitchens and baths. Low maintenance building with

  

  John Hill

  Seabury Hill REALTORS

  38 Bishop St, New Haven, CT 06511
• 

  

  /40

  $2,595,000

  • 6 Beds
  • 6.5 Baths
  • 7,050 Sq Ft

  32 Steep Hill Rd, Weston, CT 06883

  A RARE property. The 28- year owners lovingly restored their 18th century antique and expanded it to 6,050 SF of modern comfort on its 4 acres including a 11/4 ac. pond. Albeit, the renovation of the property's antique 1,100 SF, 2 BR continually-rented cottage may be the financial coup for 42% marginal tax bracket (Fed+CT) buyers who assume a 6.25%, 80% ($2,080,000 of 2.6M asking) 30 yr. fixed

  

  Mark Gilrain

  Brown Harris Stevens

  32 Steep Hill Rd, Weston, CT 06883
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  /38

  $2,550,000

  • 6 Beds
  • 5 Baths
  • 3,669 Sq Ft

  44 Williams Ave, Stonington, CT 06355

  A turn-key investment opportunity in the heart of Mystic. This completely updated multi-unit building blends coastal sophistication with a high-yield asset model, making it a true trophy property for your portfolio. In the LS-5 zone, it is positioned perfectly for an owner occupier on the second floor with rental units for the modern traveler on the first level. Or, use all units as long-term

  Jonathan Shockley Serhant Connecticut, LLC

  44 Williams Ave, Stonington, CT 06355
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  /4

  $2,525,000

  • 8 Beds
  • 3 Baths
  • 3,443 Sq Ft

  2646 Boston Post Rd, Darien, CT 06820

  Home with seasonal water views of Holly Pond. Present use: Boarding House. Sold "As Is".

  Angela Abate William Raveis Real Estate

  2646 Boston Post Rd, Darien, CT 06820
• 

  

  /40

  $2,500,000

  Open Sat 12PM - 2PM

  • 5 Beds
  • 5.5 Baths
  • 7,633 Sq Ft

  333 Rock Rimmon Rd, Stamford, CT 06903

  A private estate where timeless architecture meets resort-inspired living. Set on a professionally landscaped property in one of Stamford's most desirable locations, this exceptional custom residence offers more than 7,000 sq ft of refined living space designed for elegant entertaining and luxurious everyday living. A dramatic 2-story foyer opens to soaring ceilings, rich hardwood floors, 3

  Len Schwartz Keller Williams Prestige Prop.

  333 Rock Rimmon Rd, Stamford, CT 06903
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  /39

  $2,500,000

  • 3 Beds
  • 4 Baths
  • 4,648 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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  /40

  $2,500,000

  • 5 Beds
  • 5.5 Baths
  • 8,030 Sq Ft

  78 Hardesty Rd, Stamford, CT 06903

  Experience refined living in this exceptional modern Colonial, privately set on over an acre in coveted North Stamford. Offering more than 8,000 square feet, this impressive residence features 5 bedrooms, 5 full baths, and 1 half bath, blending timeless elegance with sophisticated design. A dramatic marble foyer welcomes you into beautifully appointed interiors with hardwood floors throughout.

  Alec Nyman Higgins Group Greenwich

  78 Hardesty Rd, Stamford, CT 06903
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  /53

  $2,500,000

  • 4 Beds
  • 4 Baths
  • 4,851 Sq Ft

  3 Carriage Rd, Cos Cob, CT 06807

  Nestled on a peaceful cul-de-sac in a desirable Cos Cob neighborhood, this beautifully crafted 2003 traditional offers approximately 4,800 sq. ft. on 1.25 private acres. Thoughtfully designed for comfortable living and entertaining, the home is being offered for the first time since being built and features four spacious bedrooms, five full baths, and three fireplaces that add warmth and

  Stephen Archino Sotheby's International Realty

  3 Carriage Rd, Cos Cob, CT 06807
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  /32

  $2,500,000

  • 12 Beds
  • 9 Baths
  • 7,025 Sq Ft

  20 Hanover St, Stamford, CT 06902

  20 Hanover St. #A features a well-maintained traditional multifamily totaling approximately 2,525 living sqft with (3) 2BR/1BA units. The property presents significant value-add potential through cosmetic renovations and future rent growth. 20 Hanover St. #B, constructed in 2003, consists of (3) spacious 2BR/1.5BA townhouse-style units totaling approximately 4,500 living sqft. Each unit offers

  Aaron Ramkalawan Keller Williams Prestige Prop.

  20 Hanover St, Stamford, CT 06902
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  /39

  $2,500,000

  • 3 Beds
  • 4 Baths
  • 3,500 Sq Ft

  34 Black Snake Ln, Bridgewater, CT 06752

  If you're seeking a private oasis with sweeping views, this exceptional property is the perfect retreat. Set on over 38 acres-28 of which are preserved-you'll enjoy lasting protection from future development and unparalleled tranquility. This expansive ranch-style home features a dozen rooms across two distinct wings, making it ideal for multi-generational living. Throughout the home, refinished

  Pat Catchpole William Raveis Real Estate

  34 Black Snake Ln, Bridgewater, CT 06752
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  /37

  $2,500,000

  $999K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,870 Sq Ft

  417 River Rd, Pawcatuck, CT 06379

  Built in 1864 & lovingly passed down through generations, this cherished riverfront home (plus an additional .33 acre parcel) been a family homestead since 1912. From the moment you arrive, the property's timeless charm is undeniable. A pristine hedge frames the front, while a classic mix of clapboard & vinyl siding hints at the home's long life & thoughtful updates over the years. From the deck,

  Erika Rossetto Willow Properties

  417 River Rd, Pawcatuck, CT 06379
• 

  

  /13

  $2,500,000

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

  97 Nashville Rd, Bethel, CT 06801

  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

  97 Nashville Rd, Bethel, CT 06801
• 

  

  /40

  $2,500,000

  $450K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,341 Sq Ft

  55A Anna Farm Rd W, North Stonington, CT 06359

  Rarely does such a magnificent 200-acre property located off a very quiet country road in North Stonington come available. The historic Anna Farm offers a blend of farmland, open pasture, beautiful gardens, rare trees and shrubs, wooded sections and a small pond making this a nature-lover's sanctuary. Take long walks along the trails, horseback ride and even fish as you enjoy this perfect

  Thomas Switz Switz Real Estate Associates

  55A Anna Farm Rd W, North Stonington, CT 06359
• 

  

  /18

  $2,500,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,998 Sq Ft

  20 Richmond Hill Rd Unit 1, New Canaan, CT 06840

  Experience elevated living in the heart of downtown New Canaan with this exquisite boutique enclave offering just 7 luxury residences. Built with the best finishes in mind, this home features 2,998 sq ft of finished space, Elevator, large-pane oversized windows, and a thoughtfully designed layout that centers around your gourmet kitchen featuring custom cabinetry, gorgeous island with 2"

  Edward Zislis Higgins Group Real Estate

  20 Richmond Hill Rd Unit 1, New Canaan, CT 06840
• 

  

  /38

  $2,499,999

  $600K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,302 Sq Ft

  51 Glen Rd, Greenwich, CT 06830

  Close to town from this rare in-town Greenwich gem -- a corner lot home on a quiet cul-de-sac, just steps from Greenwich Avenue's shops, restaurants, and cafés, the Greenwich Library, renowned private schools including Brunswick School and Greenwich Academy, and minutes to Metro-North Greenwich Station, with effortless access to parks, the waterfront, and all that downtown Greenwich offers. This

  Monica Webster Douglas Elliman of Connecticut

  51 Glen Rd, Greenwich, CT 06830
• 

  

  /40

  $2,499,000

  Open Sat 1PM - 3PM

  • 5 Beds
  • 7 Baths
  • 7,317 Sq Ft

  3080 Sturges Hwy, Westport, CT 06880

  Welcome to 3080 Sturges - Fully Renovated Home set on 2.44 private acres in Fairfield's Greenfield Hill enclave on the Westport border. Offering a Westport mailing address together with Fairfield's acclaimed schools and amenities, this 7,317-square-foot modern residence blends architectural scale with contemporary comfort and luxury. A dramatic two-story foyer introduces interiors defined by

  Ryan Sullivan Berkshire Hathaway NE Prop.

  3080 Sturges Hwy, Westport, CT 06880

Showing Results 401 - 440, Page 11 of 18