Homes for Sale in Connecticut - Historic

• 

  

  

  /40

  $1,392,000

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

  95 Water St, Stonington, CT 06378

  Perfectly positioned in the heart of Stonington Borough, this beautifully maintained historic home combines rare period charm and modern amenities. Located just one block from the vibrant shops and restaurants of Water Street, this gracious 4-bedroom, 2-bath residence showcases partial harbor views from select rooms and the unfinished attic space. High ceilings, antique hardwood floors, and

  Carlos Reyes William Raveis Real Estate

  95 Water St, Stonington, CT 06378
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  /21

  $669,000 Open Sun 1PM - 3PM

  • 1 Bed
  • 2.5 Baths
  • 1,962 Sq Ft

  Unlisted Address

  Urban oasis in the heart of Downtown New Haven! Welcome to The Lofts at 91 Church - where historic charm meets modern luxury. This stunning, one-of-a-kind loft condominium is part of a 2015 build-out within an early 1900's building, offering the perfect blend of classic architecture and contemporary design. This fabulous unit features soaring ceilings, expansive open-concept design, and refined

  Jill Nathanson-Zaengel Press/Cuozzo Realtors

  Unlisted Address
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  /25

  $499,900

  • Land
  • 20.39 Acres
  • $24,517 per Acre

  21 Newgate Rd, East Granby, CT 06026

  Discover the potential of this rare and highly versatile 20+ acre parcel in desirable East Granby. Uniquely positioned as a "land island," the property is bordered by state and town roads on all sides-offering exceptional access, visibility, and flexibility for future development. Builder Developer Highlights: Subdivision Potential: Ideal candidate for residential subdivision, with the

  Heather Heeb Keller Williams Realty-Longmdw

  21 Newgate Rd, East Granby, CT 06026
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  /27

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 2,526 Sq Ft

  258 Hunter Dr Unit 258, Litchfield, CT 06759

  Live in fabled Litchfield with few home ownership cares and at the most reasonable expense. Well-maintained home with sun-filled rooms and deck looking out to private forest area. Large, bright, walk-out, and finished lower level space perfect as a Family Room or yoga / billiard / office area. Home Owners Association offers Club House, heated in-ground pool, basketball, and other benefits.

  Cleve Fuessenich Klemm Real Estate Inc

  258 Hunter Dr Unit 258, Litchfield, CT 06759
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  /19

  $369,000 Open Sun 11AM - 1PM

  • 2 Beds
  • 1.5 Baths
  • 1,072 Sq Ft

  120 Wooster St Unit E, New Haven, CT 06511

  If you've ever dreamed of living in the heart of Wooster Square, this is your chance. Tucked inside Wooster Court Condominiums, a charming and intimate community of just 23 units, this townhouse-style home offers something rare - true neighborhood living in one of New Haven's most iconic locations. Step inside and you'll immediately feel how thoughtfully this home has been refreshed. Sunlight

  Gena Ruocco-Lockery GRL & Realtors, LLC

  120 Wooster St Unit E, New Haven, CT 06511
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  /40

  $375,000

  • 3 Beds
  • 1.5 Baths
  • 2,012 Sq Ft

  25 Union St, Deep River, CT 06417

  ***HIGHEST AND BEST HAS TO BE IN AT WEDNESDAY MARCH 25TH AT NOON***Charming antique home, once the church parsonage, rich with history and original character. Many period details remain, including original doors, trim, hardware, and wood floors throughout. The home features three fireplaces (two decorative) that add to its classic New England charm. Set on a lovely yard with mature plantings and

  Craig Milton Re/Max Valley Shore

  25 Union St, Deep River, CT 06417
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  /40

  $1,495,000

  • 4 Beds
  • 4.5 Baths
  • 4,152 Sq Ft

  415 South St, Litchfield, CT 06759

  Welcome to Riverbend Farm, a beautiful 9 acres (over two lots) located on the Bantam River! A truly one of a kind property within Litchfield's Historic District with stunning views of rolling property down to the river. Set back from the road, up the circular drive this Mid Century beauty has a flexible floor plan that features 4 bedrooms, 4.5 baths and over 4,000 sqft. Entry floor: Enter the

  Andrew Murphy E.J. Murphy Realty

  415 South St, Litchfield, CT 06759
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  /31

  $895,000

  • 4 Beds
  • 2.5 Baths
  • 2,624 Sq Ft

  403 Beach St, Litchfield, CT 06759

  Circa 1870 Restored Farmhouse in beautiful Litchfield. Discover your dream mini-farm on 9.1-acres of lush countryside. Whether you're longing for a hobby farm or a peaceful retreat, this versatile property lets you channel your inner farmer. This charming home showcases beautifully preserved vintage details including wide board wood floors, exposed beams, and three fireplaces, blending historic

  Maria Taylor Klemm Real Estate Inc

  403 Beach St, Litchfield, CT 06759
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  /35

  $448,000

  • 4 Beds
  • 2 Baths
  • 1,836 Sq Ft

  76 Griffin Rd, Broad Brook, CT 06016

  Classic 1790s Farmhouse with Exceptional 2025 Modern Updates Step into a rare blend of history and modern comfort in this beautifully renovated 1790s farmhouse, the original homestead of a former potato and tobacco farm. Rich in character yet thoughtfully updated, this home delivers timeless charm paired with today's conveniences. The spacious floor plan offers 4 generously sized bedrooms, plus a

  Melissa Guerrero William Pitt Sotheby's Int'l

  76 Griffin Rd, Broad Brook, CT 06016
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  /40

  $699,000

  • 4 Beds
  • 2 Baths
  • 2,315 Sq Ft

  18 Head of Meadow Rd, Newtown, CT 06470

  Idyllic country cape on picture perfect level lot, set back privately with fenced in backyard, new spacious deck for entertaining, plus built-in wading pool for summer fun. Perfection inside & out with updated kitchen, baths, hardwood floors, charming arched doorways, & modern open flow. The spacious living room features an inviting fireplace with woodstove insert plus elegant wood surround

  Laura Ancona William Pitt Sotheby's Int'l

  18 Head of Meadow Rd, Newtown, CT 06470
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  /40

  $25,000,000

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

  1131 Sasco Hill Rd, Fairfield, CT 06824

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

  Andrew Whiteley Brown Harris Stevens

  1131 Sasco Hill Rd, Fairfield, CT 06824
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  /22

  $210,000

  • 2 Beds
  • 2.5 Baths
  • 1,381 Sq Ft

  73 Imlay St Unit 73, Hartford, CT 06105

  Discover sophisticated townhouse living in Hartford's desirable West End Historic District. This spacious two-story residence offers 1,381 sq ft, 2 bedrooms, and 2.5 bathrooms, blending historic character with thoughtful modern updates. The main level features a dramatic great room with vaulted ceilings, exposed brick, and refinished hardwood floors, creating a warm yet striking living space. A

  Silvana Mariani Premier Properties of CT

  73 Imlay St Unit 73, Hartford, CT 06105
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  /31

  $1,195,000

  • 3 Beds
  • 3.5 Baths
  • 2,725 Sq Ft

  45 Chalybes Rd, Roxbury, CT 06783

  Modern Sophistication in Roxbury. Superbly re-imagined and meticulously renovated in 2024, this turn-key home sits on nearly 3 private acres. Completely transformed with high-end finishes and energy-efficient upgrades, the home offers the ultimate floor plan with two first-floor ensuite options and close proximity to Roxbury Market, town tennis courts and Hurlburt Park. Inside, a dramatic great

  Kathryn Bassett William Pitt Sotheby's Int'l

  45 Chalybes Rd, Roxbury, CT 06783
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  /28

  $985,000

  • 3 Beds
  • 3 Baths
  • 3,225 Sq Ft

  28 Headquarters Rd, Litchfield, CT 06759

  Stimulating and easily managed home is perfect for weekending in an idyllic, small, historic village very close to big-time cultural, sports, and wildlife attractions. Living, dining, and kitchen areas are perfectly set up for entertaining. State-of-the-art appliances. Each bedroom has its own full bath and more. Multi-person ThermoSpa hot tub in enclosed (and air-conditioned) porch looks out on

  Cleve Fuessenich Klemm Real Estate Inc

  28 Headquarters Rd, Litchfield, CT 06759
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  /25

  $339,000

  • 1 Bed
  • 1 Bath
  • 1,115 Sq Ft

  817 Grand Ave Unit 202, New Haven, CT 06511

  Sophisticated New York-style loft offering 1,115 SQ FT of living space with 1 bedroom & 1 bath in a chic complex just steps from Wooster Square Park, Downtown NH & Yale. The open-concept floor plan has HW floors throughout and is perfect for entertaining. The generous flex living & dining area features an expansive window that overwhelms the room with natural light. The sleek, contemporary

  Jack Hill Seabury Hill REALTORS

  817 Grand Ave Unit 202, New Haven, CT 06511
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  /3

  $195,000

  • Land
  • 5.18 Acres
  • $37,645 per Acre

  1637 Connecticut 12, Gales Ferry, CT 06335

  Commercial Lot for sale zoned GFDD. (Gales Ferry Development District) This property is 5.18 acres, located on the corner of Kings Highway and Rte. 12 in Gales Ferry. Just north of the property are McDonald's, Ocean State Job Lot, Dollar General, Dunkin Donuts, various restaurants, Holmberg's Orchard, and a winery. This property is not far from the Mohegan Sun and Foxwoods casinos! Located just

  Jacqueline Beckwith Coldwell Banker Realty

  1637 Connecticut 12, Gales Ferry, CT 06335
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  /32

  $1,075,000

  • 5 Beds
  • 3.5 Baths
  • 3,892 Sq Ft

  71 Beecher Rd, Woodbridge, CT 06525

  The Nathaniel Parks House circa 1706. Originally built in Guilford, CT, and painstakingly relocated to Woodbridge in 1934. This 5 Br, 3.5 bath, retains all of its original character, including wide plank floors, hand-hewn beams, and a striking double-leaf entry framed by fluted pillars and a pedimented gable. Thoughtful rear additions, including a gambrel wing with garage, were added during the

  Frank D'Ostilio Houlihan Lawrence WD

  71 Beecher Rd, Woodbridge, CT 06525
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  /38

  $309,000

  • 2 Beds
  • 2 Baths
  • 1,113 Sq Ft

  2590 Gold Star Hwy Unit 110, Mystic, CT 06355

  Meticulous First Floor, 2 Bedroom, 2 Bath Condo in the very desirable 55 and over Haley Brook Community. The Living is easy at Haley Brook. One of the Best Locations in this Community. Mint Move-In Condition! Conveniently located on the first floor so no need to use elevator. Enjoy community room, library, gym, outdoor patio, community deck and so much more. Appx $30,000 in upgrades including

  Judi Caracausa William Pitt Sotheby's Int'l

  2590 Gold Star Hwy Unit 110, Mystic, CT 06355
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  /2

  $3,700,000

  • Land
  • 128.64 Acres
  • $28,762 per Acre

  147 Riggs St, Oxford, CT 06478

  For Sale: 147 Riggs Street, Oxford, CT - 128.64-Acre Farm with Historic Homestead A rare opportunity to own 128.64 acres of picturesque land in Oxford, Connecticut. This expansive property (Parcel 27-15-9, per Town of Oxford Assessment Parcel Map) offers mixed-use zoning (Code 016), making it ideal for residential and forestry applications. Property Highlights: Historic 3-Bedroom Cape (Built in

  Joseph Martino Joseph Martino Real Estate

  147 Riggs St, Oxford, CT 06478
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  /40

  $1,799,000

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

  152 W River St, Milford, CT 06460

  Embrace the timeless elegance and warmth of this home situated in the historic district of Milford. Overlooking the Wepawaug River's waterfall and historic stone bridge, this stately Colonial is brimming with natural sunlight and endless character. The home boasts beautifully refined details such as 10-foot ceilings, beautifully crafted crown molding, rich oak floors, and sweeping views of the

  Aaron Greenberger William Pitt Sotheby's Int'l

  152 W River St, Milford, CT 06460
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  /25

  $389,900

  • 3 Beds
  • 1 Bath
  • 1,284 Sq Ft

  38 Keane Place, Stratford, CT 06615

  Welcome to this charming cape-style home located on a quiet dead-end street in Stratford's South End, just a short walk to local schools and the town's historic district. Offering nearly 1,300 square feet of living space, this well-maintained home blends classic charm with thoughtful updates. Step inside to find beautiful hardwood floors throughout and a bright, inviting layout. The updated

  Liz Moretti BHGRE Gaetano Marra Homes

  38 Keane Place, Stratford, CT 06615
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  /36

  $575,000

  • 3 Beds
  • 3.5 Baths
  • 2,629 Sq Ft

  250 Hunter Dr Unit 250, Litchfield, CT 06759

  Nestled within 77 country acres in the distinguished town of Litchfield, Hunter's Chase stands as one of the Northwest Hills' most coveted private enclaves. This exceptional Churchill residence in pristine condition, exemplifies refined living through impeccable craftsmanship and thoughtful design. The home's culinary centerpiece is a chef-inspired kitchen appointed with marble tops, a Wolf gas

  DONNA MEMBRINO William Pitt Sotheby's Int'l

  250 Hunter Dr Unit 250, Litchfield, CT 06759
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  /38

  $179,900

  • 1 Bed
  • 1.5 Baths
  • 800 Sq Ft

  839 Main St Unit 78, Torrington, CT 06790

  Over the river and through the woods, but NOT to grandmother's house at all! You have arrived at the peaceful historic Warrenton Mills! This complex has been carefully restored and its vintage charm certainly elevates the modern units found within its walls! The result is one of the most unique and sought after conodminium lifestyles in all of Litchfield County! Unit #78 lives up to this "lofty"

  Robert Ficks Berkshire Hathaway NE Prop.

  839 Main St Unit 78, Torrington, CT 06790
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  /16

  $749,900

  • 7 Beds
  • 4.5 Baths
  • 4,669 Sq Ft

  155 Brooklawn Ave, Bridgeport, CT 06604

  Stunning French chalet-style located in the historic Brooklawn neighborhood, with 10 rooms, 7 bedrooms, 4.5 baths, partial basement, 2 car garage, large lot, plus separate remodeled apartment consisting of office, eat in kitchen, living room, bedroom and full bathroom. This property is ideal for a home office business with mixed use zoning and plenty of parking. A rare opportunity to buy a grand

  Luisa Dias RE/MAX Right Choice

  155 Brooklawn Ave, Bridgeport, CT 06604
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  /37

  $24,900,000

  • 7 Beds
  • 8 Baths
  • 18,217 Sq Ft

  44 & 40 Mayo Ave, Greenwich, CT 06830

  Nestled within the prestigious Belle Haven, Fairholme Estate is a magnificent English Manor that exudes timeless elegance and grandeur. Set on 2.74 beautifully landscaped acres, this seven-bedroom masterpiece features a spectacular pool, gracious wraparound porch, formal gardens, and expansive lawns, complemented by a charming coachman's cottage. Meticulously preserved to honor its historic

  Joanne Mancuso Houlihan Lawrence

  44 & 40 Mayo Ave, Greenwich, CT 06830
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  /21

  $258,000

  • Studio
  • 1 Bath
  • 429 Sq Ft

  94 Washington St Unit 6, Norwalk, CT 06854

  Chic designer studio in the heart of vibrant South Norwalk (SoNo), offering true walk-to-everything convenience in the historic Washington Street district. This beautifully renovated residence features a contemporary neutral palette, tall ceilings, and oversized windows that fill the space with natural light. Thoughtfully designed for efficient, stylish living, the unit is being offered with

  Gigi Bazarian William Pitt Sotheby's Int'l

  94 Washington St Unit 6, Norwalk, CT 06854
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  /40

  $829,000

  • 4 Beds
  • 6 Baths
  • 7,309 Sq Ft

  33 Deep River Rd, Centerbrook, CT 06409

  Incredible investment opportunity. Mixed use/flex space including two existing apartments. Historic building that has had multiple uses including an antique book store and once a brush factory. Many updates in recent years with a variety of potential uses. Level .74 acre lot, gravel parking lot, great visibility and signage. There are two apartments and multiple office/flex spaces. The property

  Susan Malan William Pitt Sotheby's Int'l

  33 Deep River Rd, Centerbrook, CT 06409
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  /40

  $6,500,000

  • Land
  • 225.84 Acres
  • $28,781 per Acre

  57 NW Corner Rd, Preston, CT 06365

  Maple Lane Farms is a unique, one of a kind, property and potential business opportunity consisting of approximately 225 contiguous acres with approximately 114 acres located in the town of Preston and approximately 111 acres located in the town of North Stonington. The property's improvements include: a c. 1993 Cape Cod style single family home; a c. 1791 Antique Colonial style residence (the

  Thomas Switz Switz Real Estate Associates

  57 NW Corner Rd, Preston, CT 06365
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  /39

  $545,000

  • 3 Beds
  • 3.5 Baths
  • 2,867 Sq Ft

  405 Hunter Dr Unit 405, Litchfield, CT 06759

  Experience the private country club community of Hunter's Chase at Litchfield in this distinguished Pimlico-style residence, featuring a newer reimagined open floor plan, offering 3 bedrooms and 3.5 baths. This home, built in 2016 has the added feature of everyone's favorite-a 3rd floor finished loft with 2 skylights, perfect for an office, craft room, or even meditation space. A walk-out

  DONNA MEMBRINO William Pitt Sotheby's Int'l

  405 Hunter Dr Unit 405, Litchfield, CT 06759
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  /40

  $799,000

  • 4 Beds
  • 2 Baths
  • 2,174 Sq Ft

  402 Boston St, Guilford, CT 06437

  Antique charming house, modern quality updates with preserved antique charm and character, beautiful details, quality, character, and lovingly well-maintained. Stainless steel appliances, tiled bathrooms, bookcases galore, FENCED YARD. Upgrades include ducted central air, 4 heat zones, newer landscaping; many rooms with beautiful antique oak flooring; newer windows, roof, garage doors; vaulted

  Gloria Gibney Gibney Real Estate

  402 Boston St, Guilford, CT 06437
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  /31

  $479,900

  • 5 Beds
  • 2.5 Baths
  • 3,247 Sq Ft

  61 Flyers Dr, Norwich, CT 06360

  Space, flexibility, and location come together in this spacious cape-style home. 61 Flyers Drive offers 5 bedrooms plus an additional room ideal for a den, study, or a game/rec room. With 2.5 baths, the layout provides comfort and functionality for a variety of living needs. The home features a generously sized yard ideal for outdoor entertaining, a generously size partially finished basement

  Angela Franco mygoodagent

  61 Flyers Dr, Norwich, CT 06360
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  /14

  $1,195,000

  • 4 Beds
  • 4 Baths
  • 2,392 Sq Ft

  51 Pearl St, Guilford, CT 06437

  One-of-a-Kind Opportunity in Guilford! Rarely available, this 4-unit multi-family property is ideally located on a large in-town lot in the beautiful shoreline community of Guilford. Built in 1900 and offering 2,392 sq. ft. of living space, the property features one 2-bedroom unit and three 1-bedroom units. Each unit has been thoughtfully updated and includes its own washer/dryer. Three of the

  Philip Warner William Pitt Sotheby's Int'l

  51 Pearl St, Guilford, CT 06437
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  /40

  $1,895,000

  • 4 Beds
  • 2.5 Baths
  • 3,688 Sq Ft

  39 Gledhill Ave, Stonington, CT 06355

  Breathtaking water views of Fishers Island Sound and Long Island Sound. Exceptional Newly Remodeled 4 Bedroom, 2 and 1/2 bath 3,688 sq. ft. Custom Shoreline home High on a Hill overlooking the Mystic Harbor. Included is a .08-acre waterfront parcel with 50' of water frontage on the Mystic River on Masons Island Road with a design for dock available (see attachments)-perfect for boating and water

  Judi Caracausa William Pitt Sotheby's Int'l

  39 Gledhill Ave, Stonington, CT 06355
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  /40

  $1,659,000

  • 4 Beds
  • 4.5 Baths
  • 3,962 Sq Ft

  17 Bittersweet Way, Stonington, CT 06378

  Welcome to 17 Bittersweet Way, located on a peaceful cul-de-sac in historic Stonington, Connecticut. This exquisite custom-built Colonial, constructed in 2006, sits on just over three acres and offers nearly 4,000 square feet of living space across three floors. The first floor features a spacious, inviting living room complete with a gas fireplace and large Thermopane windows that fill the home

  Stan Mickus CENTURY 21 Shutters & Sails

  17 Bittersweet Way, Stonington, CT 06378
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  /40

  $4,495,000

  • 10 Beds
  • 7 Baths
  • 12,145 Sq Ft

  117 Water St, Stonington, CT 06378

  Ocean House is an eleven unit, mixed use, historic property, comprised of seven residential suites and four commercial suites. The cornerstone of Stonington Borough's commercial Village District, each of the occupied, renovated residential suites features a fully applianced kitchen with dishwasher and a private laundry. Each of the four commercial spaces offer off-the-sidewalk entry and glass bay

  Lori Hopkins-Cavanagh Lori Hopkins-Cavanagh Broker

  117 Water St, Stonington, CT 06378
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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
• 

  

  /20

  $589,900

  • 3 Beds
  • 1 Bath
  • 828 Sq Ft

  8 Rustic Rd, Ridgefield, CT 06877

  Tucked away on a quiet dead-end street in the sought-after Rainbow Lake community, this move-in-ready home offers year-round lake views and an inviting blend of comfort, charm, and convenience. Thoughtfully updated throughout, the open-concept interior features brand-new flooring, all-new appliances, and a beautifully renovated kitchen with new cabinetry and quartz countertops. The spacious

  Jorge Zea Blue Lighthouse Realty, Inc

  8 Rustic Rd, Ridgefield, CT 06877
• 

  

  /36

  $1,350,000

  • 4 Beds
  • 4 Baths
  • 3,036 Sq Ft

  11 N Main St, Essex, CT 06426

  Welcome to the reimagined John Miner House on North Main Street in the charming Connecticut River Valley Village of Essex. Originally built in 1880 as a residence and tailor shop, this historic property has evolved over the years into a unique investment and lifestyle opportunity. Ideally located in the Heart of the Village, you'll enjoy a short stroll to the Connecticut River, marinas, quaint

  Philip Warner William Pitt Sotheby's Int'l

  11 N Main St, Essex, CT 06426
• 

  

  /40

  $1,250,000 Coming Soon

  • 2 Beds
  • 2 Baths
  • 2,000 Sq Ft

  8 Seaside Ave, Milford, CT 06460

  Welcome to the Penthouse, the crowning jewel of this historic, architecturally distinguished structure. From the moment you enter, you are greeted by an expanse of breathtaking, panoramic water views - among the most spectacular in Milford. The interior is curated to embody understated sophistication, blending classic charm and modern refinement. An elevator delivers you to an exclusive landing,

  Christine Lovejoy Houlihan Lawrence WD

  8 Seaside Ave, Milford, CT 06460
• 

  

  /40

  $3,500,000

  • 3 Beds
  • 3 Baths
  • 8,500 Sq Ft

  4 Good Hill Rd, Weston, CT 06883

  Exquisite 1970 Renovated 3 Bedroom House with Renovated Barn and Private Art Museum in Weston, CT Nestled in the heart of Lower Weston, Connecticut, this exceptional 3.25 acre property offers a unique blend of historic charm and modern luxury. Situated on a meticulously landscaped estate, this renovated 3-bedroom house presents an unparalleled opportunity to experience gracious living alongside

  Kim Harizman Compass Connecticut, LLC

  4 Good Hill Rd, Weston, CT 06883

Showing Results 81 - 120, Page 3 of 7