Homes for Sale in Connecticut - Historic

• 

  

  

  /20

  $2,275,000

  • Land
  • 40,946 Sq Ft
  • $2,420,213 per Acre

  82 Cove Rd, Stonington, CT 06378

  An exceptional waterfront lot offering the rare opportunity to own almost 1 acre of level coastal property in prime Stonington. Historic stone walls and mature trees frame sweeping views of the serene waterfront of Quiambaug Cove. 225 feet of frontage on the cove provides access to the deep waters of Fishers Island Sound. Equally positioned between the vibrant, close by amenities of downtown

  Thomas Switz Switz Real Estate Associates

  82 Cove Rd, Stonington, CT 06378
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  /40

  $2,195,000

  $155K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,700 Sq Ft

  18 Birch Mill Rd, Killingworth, CT 06419

  The Well Maiden Estate is a rare architecturally significant waterfront estate where cascading waterfalls, winding streams, and Kroopa Pond converge across 3.5 private acres to create one of Connecticut's most extraordinary residential settings. Just minutes from the Connecticut shoreline, marinas, beaches, and fine dining, and ideally positioned between New York City and Boston, this private

  Jennifer Gurnell William Raveis Real Estate

  18 Birch Mill Rd, Killingworth, CT 06419
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  /34

  $199,900

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft

  319 New Britain Rd Unit 126, Berlin, CT 06037

  Talk about location! This is it! Welcome to this charming condominium located in the heart of Berlin. Set within a historic converted zipper factory, this unique complex offers character, convenience, and easy living. Enjoy high ceilings and an open, flowing layout from the bedroom to the kitchen and living area, with plenty of natural light throughout. The unit also features a peaceful fountain

  Monika Sznaj Berkshire Hathaway NE Prop.

  319 New Britain Rd Unit 126, Berlin, CT 06037
• 

  

  

  /31

  $3,095,000

  $100K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,134 Sq Ft

  5 Kielwasser Rd, Washington Depot, CT 06794

  Magical Barn-Style Home composed of 3 Barns and a Silo set on a manicured lawn and apple orchard. The 6-acre hilltop setting with views is fully enclosed by a gated deer fence and is in the heart of the Calhoun Street Historic District adjacent to Averill Farms Orchard. Flagstone Terraces, In-Ground Heated Pool, 60 Apple Trees, Blue Hydrangeas and Nantucket New Dawn Roses. Vaulted Cathedral Barn

  Peter Klemm Klemm Real Estate Inc

  5 Kielwasser Rd, Washington Depot, CT 06794
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  /32

  $274,900

  $24K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft

  145 Canal St Unit 2, Shelton, CT 06484

  Live your best loft life on the Housatonic. Welcome to Birmingham on the River - a renovated historic mill where industrial-chic vibes meet modern comfort. This 2 bedroom, 2 full bath condo offers approx. 1,050 sq ft of modern living space with 9+ ft ceilings, exposed brick, open wood beams and oversized windows that frame the river and downtown Shelton. The open-concept layout is perfect for

  JaKeith Action Jackson ASJ Realty Partners

  145 Canal St Unit 2, Shelton, CT 06484
• 

  

  /39

  $2,250,000

  • 4 Beds
  • 2.5 Baths
  • 3,232 Sq Ft

  25 River Rd, Essex, CT 06426

  Hidden in plain sight! An extraordinary pocket estate within walking distance via sidewalk to the shops, restaurants, marinas and waterfront of historic Essex Village. Built in 1803, this remarkable 3,032 SF residence occupies a rare .90 acre site, and conveys with an additional adjacent .48-acre waterfront parcel, creating a wonderfully private setting with sweeping views across a picturesque

  Rick Weiner William Pitt Sotheby's Int'l

  25 River Rd, Essex, CT 06426
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  /20

  $759,000

  $30K PRICE INCREASE

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  151 E Main St Unit 22, Clinton, CT 06413

  Welcome to Sterling Sand Village - Coastal Living in Clinton Township. Discover the charm of Sterling Sand Village, a community under development, perfectly situated along the shoreline of Clinton Beach and Marina. Nestled in tranquil Clinton Township, this new development combines modern comfort with coastal beauty, offering an exceptional lifestyle just minutes from Clinton Premium Outlets,

  Gavin Sudhakar RE/MAX Right Choice

  151 E Main St Unit 22, Clinton, CT 06413
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  /40

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,902 Sq Ft

  55 Hart St, Wethersfield, CT 06109

  Built in 1878 and lovingly maintained ever since, this Victorian Colonial sits in the heart of historic Old Wethersfield, offering nearly 2,000 square feet of living space across 3 bedrooms and 2 full baths.Walk to the village center's shops and 5-star restaurants or reach major highways in minutes - a rare combination of small-town charm and everyday convenience.Old Wethersfield's community

  Sherri Schwartz Coldwell Banker Realty

  55 Hart St, Wethersfield, CT 06109
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  /22

  $450,000

  • 5 Beds
  • 3 Baths
  • 2,032 Sq Ft

  23 Mechanic St, Danielson, CT 06239

  This charming multi-family home located at 23 Mechanic St in Killingly, CT offers a perfect blend of historic charm and modern convenience. Built in 1900, this two-story property boasts a spacious finished area of 2,411 sq.ft. with three bathrooms. The lot size is 8,712 sq.ft., providing plenty of outdoor space for relaxation and entertaining. The home features a classic design with a welcoming

  Derek Greene Derek Greene

  23 Mechanic St, Danielson, CT 06239
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  /24

  $650,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,572 Sq Ft

  788 Farmington Ave Unit 102, Farmington, CT 06032

  Welcome to The Pennington Farmington's premier luxury community, where this exclusive 'model unit' offers a lifestyle of sophisticated design and absolute convenience. Perfectly positioned in the heart of Historic Farmington, this turn-key residence blends superior architectural detail with the charm of the walkable historic village. Imagine mornings beginning with a short walk to Hartford Baking

  Diane Barry William Pitt Sotheby's Int'l

  788 Farmington Ave Unit 102, Farmington, CT 06032
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  /40

  $995,000

  $105K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 5,856 Sq Ft

  40 Main St, Plainfield, CT 06374

  The Fenner-Matthewson Mansion-an extraordinary piece of Connecticut history. Built circa 1855 for prominent mill owner Arnold Fenner, this magnificent Italian Villa is a distinguished contributing property within the National Register-listed Central Village Historic District. Nearly 6,000 SF of timeless grandeur offers 12 rooms, 6 bedrooms and 4.5 baths, with soaring 12' ceilings and exquisite

  Cary Marcoux RE/MAX Bell Park Realty

  40 Main St, Plainfield, CT 06374
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  /40

  $950,000

  • 2 Beds
  • 2.5 Baths
  • 1,816 Sq Ft

  18 Fair St Unit 3, Guilford, CT 06437

  Experience the best of downtown Guilford at The Foundry, a 12-unit luxury condominium community tucked away on coveted Fair Street, just steps from the historic Green. Blending timeless New England charm with distinctive European-inspired architecture, this exceptional townhouse incorporated into the original brick mill building, offers a rare combination of character, privacy, and the

  Rose Ciardiello William Raveis Real Estate

  18 Fair St Unit 3, Guilford, CT 06437
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  /39

  $489,900

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  233 Chapel St, Milford, CT 06460

  Welcome to this tastefully and lovingly renovated bungalow located less than half a mile from Anchor Beach, Woodmont Beach and Adams shopping plaza. If you are seeking an investment opportunity, this turnkey property offers exceptional value and convenience. Thoughtfully remodeled from top to bottom, the home features two bedrooms and numerous major updates, including new windows, siding, roof,

  Dawn Puchala Key Realty of Connecticut

  233 Chapel St, Milford, CT 06460
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  /35

  $5,050,000

  • 6 Beds
  • 6 Baths
  • 4,002 Sq Ft

  32 Broadway Ave, Stonington, CT 06378

  Rarely does a commercial asset of this caliber become available in the historic heart of downtown Mystic. Located just 0.1 miles from the Mystic Amtrak Station, this turnkey property offers direct, car-free transit to travelers from NYC and Boston. It presents an unmatched opportunity for a boutique hotel operator, short-term rental (STR) investor, or residential developer. Located in the LS-5

  Jonathan Shockley Serhant Connecticut, LLC

  32 Broadway Ave, Stonington, CT 06378
• 

  

  /31

  $1,495,000

  $100K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,453 Sq Ft

  197 Skyline Ridge Rd, Bridgewater, CT 06752

  Rarely available. 1880 antique gem on 10 acres, with a first level primary bedroom and bath, situated on one of Bridgewater's most prestigious and quiet roads, offering a private setting. This residence masterfully blends historic character with an airy, open floor plan where the kitchen flows seamlessly into a spacious great room and a formal living room anchored by a classic fireplace. The

  Kathryn Clair William Pitt Sotheby's Int'l

  197 Skyline Ridge Rd, Bridgewater, CT 06752
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  /39

  $2,395,000

  $300K PRICE DROP

  • 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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  /27

  $749,999

  • 2 Beds
  • 1.5 Baths
  • 1,350 Sq Ft

  106 Sherwood Rd, Easton, CT 06612

  Lovingly restored by its owners over the past two years, this 1890 farmhouse was renewed as a home, not turned over as a contractor flip. Inside, refinished hardwood floors and a fireplace preserve its character, while the renovated kitchen and baths make everyday living feel current. Just off the kitchen, a flexible room works as a home office, playroom, or workout space, with a half bath and a

  Steven Koleno Beycome of Connecticut

  106 Sherwood Rd, Easton, CT 06612
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  /9

  $1,300,000

  • Land
  • 63.74 Acres
  • $20,395 per Acre

  1 Ballahack Rd, East Haddam, CT 06423

  This is a rare opportunity in the midst of Connecticut's current housing shortage. This 63.74-acre parcel, located in the historic town of East Haddam, has already undergone preliminary engineering and mapping, revealing the potential for 6 lots. One of these lots features 60 feet of direct lake frontage on Bashan Lake, also known as "Little Pond." The property is adjacent to the Bashan Lake boat

  Dale Bunn Riverview Realty, LLC

  1 Ballahack Rd, East Haddam, CT 06423
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  /53

  $14,600,000

  • 8 Beds
  • 14 Baths
  • 17,121 Sq Ft

  164 Round Hill Rd, Greenwich, CT 06831

  An allée of majestic magnolia trees underplanted with sculpted boxwoods lines a white-pebble drive leading to one of Greenwich's most iconic Great Estates. Inspired by the grandeur of Newport's Gilded Age mansions and transformed through an extensive four-year renovation, this exceptional residence masterfully balances historic character with modern functionality. The result is a rare offering

  Cate Keeney Sotheby's International Realty

  164 Round Hill Rd, Greenwich, CT 06831
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  /39

  $3,000,000

  • 3 Beds
  • 3 Baths
  • 2,280 Sq Ft

  6 Nylked Terrace, Norwalk, CT 06853

  Perched atop Nylked Terrace in Rowayton's private Pine Point Beach Association, this fully renovated (2018), turnkey 3-bedroom, 3-bath Cape offers direct, elevated views of Long Island Sound and the newly restored Greens Ledge Light. Best of all, enjoy coastal living with private access to Crescent Beach via a historic stone trolley path, and the peace of mind of a non-flood zone location. The

  Douglas Milne Houlihan Lawrence

  6 Nylked Terrace, Norwalk, CT 06853
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  /40

  $1,695,000

  $100K PRICE DROP

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

  76 Comstock Hill Rd, New Canaan, CT 06840

  Set in the sought-after Silvermine community, this sophisticated, turnkey residence offers an exceptional one-level living in a tranquil historic setting. Just a short walk to the Silvermine Arts Center and The Inn at Gray Barns-with acclaimed dining, a neighborhood cafe, and scenic Silvermine River views-the property combines privacy and serenity with effortless convenience. The open, sun-filled

  Anthony Ardino William Raveis Real Estate

  76 Comstock Hill Rd, New Canaan, CT 06840
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  /38

  $3,900,000

  • 3 Beds
  • 2.5 Baths
  • 2,829 Sq Ft

  213 Beaver Brook Rd, Old Lyme, CT 06371

  Overlooking the hills of Lyme, Connecticut, Hilltop Estate combines old world elegance with modern luxury. The fully renovated stone and stucco main house, spacious guest cottage, pool and barn complex are set on nearly 50 acres. Made up of five separate parcels with potential for equestrian pursuits, farm to table living or sellable individually. The barns include a workshop fully convertible to

  James Childs William Pitt Sotheby's Int'l

  213 Beaver Brook Rd, Old Lyme, CT 06371
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  /36

  $329,000

  • 2 Beds
  • 2.5 Baths
  • 1,296 Sq Ft

  52 Granite Rd, Guilford, CT 06437

  Top location! Space, privacy and comfort come together in this spacious 2-bedroom, 2.5-bath end-unit condo in a peaceful wooded setting in the highly desirable Connecticut shoreline town of Guilford. Ideally located for access to I-95 and Shore Line East, with New Haven, Yale University and Yale New Haven Hospital just 20 minutes away. An open, comfortable feel greets you from the moment you

  Hester Ellen van de Rhoer Coldwell Banker Realty

  52 Granite Rd, Guilford, CT 06437
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  /35

  $374,900

  $125K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 1,855 Sq Ft

  653 Winchester Ave, New Haven, CT 06511

  Beautifully restored historic Colonial offering the perfect blend of timeless character and thoughtful modern updates. Originally taken down to the studs and completely renovated by a respected local nonprofit, this home has since been beautifully redesigned and further upgraded by the current owners with exceptional attention to detail. The tastefully updated interior features an upgraded

  Jacob Miller Huntsman,Meade & Partners Comp

  653 Winchester Ave, New Haven, CT 06511
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  /38

  $679,900

  • 4 Beds
  • 3 Baths
  • 3,377 Sq Ft

  5 Hollister Way N, Glastonbury, CT 06033

  The Hollister House awaits it next chapter! Step into modern, turnkey living in this 2300sf, fully renovated 4 bedroom/3 full bath single-family condo in the highly desirable Meadow Hill 55+ community. Every detail of this home has been updated, making it truly move-in ready...perfect for those seeking style, comfort, and low-maintenance living. The first floor features a primary bedroom and full

  Mimi Perrotti Century 21 AllPoints Realty

  5 Hollister Way N, Glastonbury, CT 06033
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  /22

  $150,000

  • 1 Bed
  • 1 Bath
  • 772 Sq Ft

  37 Wellington Dr, Farmington, CT 06032

  Welcome home to 37 Wellington Drive, Unit 37! Tucked away in a peaceful, desirable Farmington community, this 1-bedroom, 1-bath condo offers low-maintenance living with a bright and welcoming layout. Step inside to a sun-filled living room that creates an inviting atmosphere for relaxation or entertaining. The efficient kitchen features durable tiled flooring and generous cabinetry for all your

  Michael Price KW Legacy Partners

  37 Wellington Dr, Farmington, CT 06032
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  /40

  $350,000

  $25K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,216 Sq Ft

  506 Lighthouse Rd, New Haven, CT 06512

  Welcome to 506 Lighthouse Road, a charming 3-bedroom, 1-bath Colonial-style home in New Haven's desirable East Shore/Morris Cove area. Offering approximately 1,216 square feet of living space, this home features a comfortable layout with a bright living room, fireplace, dining room, white kitchen cabinetry, and an unfinished basement for added storage or future possibilities. The property also

  Daniel Lussier eXp Realty

  506 Lighthouse Rd, New Haven, CT 06512
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  /40

  $4,500,000

  • 3 Beds
  • 6 Baths
  • 5,824 Sq Ft

  155 Long Ridge Rd, Danbury, CT 06810

  Set across 53 gated acres in Northern Fairfield County, this exceptional estate offers a rare combination of privacy, scale, and natural beauty, just minutes from Ridgefield, approximately 10 minutes from Danbury Airport, and within practical reach of New York City. Originally conceived as a country retreat, the property blends historic character with modern comfort in a setting that feels

  Jonathan Cape William Pitt Sotheby's Int'l

  155 Long Ridge Rd, Danbury, CT 06810
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  /39

  $1,275,000

  • 3 Beds
  • 2.5 Baths
  • 2,935 Sq Ft

  18 Church St, Redding, CT 06896

  Known as the Aaron Davis House, ca. 1848, this exceptional historic Georgetown residence blends authenticity, artistic craftsmanship, and modern versatility in one of Redding's most cherished neighborhoods. Set on a beautifully landscaped property, it offers a rare opportunity to own a significant piece of local history while enjoying spaces thoughtfully adapted for contemporary living. Original

  Brianna Carvalho Compass Connecticut, LLC

  18 Church St, Redding, CT 06896
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  /40

  $859,900

  $120K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,492 Sq Ft

  1209 Daniels Farm Rd, Trumbull, CT 06611

  Step into a piece of Trumbull's history with this enchanting, updated Craftsman Cape loc in the highly sought-after Daniels Farm section, close to top-rated schools, parks, shopping, restaurants, & major highways. Originally built by Col. William C. Weeks when Daniels Farm Rd was a rural farm district, this unique home, known as "Kobble Cot," blends historic charm w/ modern comfort & has long

  Jay Cannone William Raveis Real Estate

  1209 Daniels Farm Rd, Trumbull, CT 06611
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  /40

  $1,999,999

  Open Sun 1PM - 3:30PM

  • 5 Beds
  • 2 Baths
  • 2,809 Sq Ft

  9 Seaside Place, Norwalk, CT 06855

  Discover the extraordinary potential of this majestic WATERFRONT Queen Anne Victorian residence in one of East Norwalk's most coveted and convenient locations. Originally designed as a grand single family home, this rare property offers the opportunity to restore its historic elegance while enjoying captivating water views from nearly every room. Rich in timeless architectural character, the home

  Nancy Crosland Darien William Pitt Sotheby's Int'l

  9 Seaside Place, Norwalk, CT 06855
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  /6

  $157,900

  • Land
  • 7,405 Sq Ft
  • $928,824 per Acre

  760 Main St, Willimantic, CT 06226

  Highly visible main street location in the middle of Willimantic's dining, retail, historic district, and municipal office area. Public water, sewer & gas, 57 ft road frontage, 12,500 traffic count with .17 of an acre in the B1 zone.

  Maxwell Lyman Lyman Real Estate

  760 Main St, Willimantic, CT 06226
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  /35

  $1,795,000

  • 4 Beds
  • 3.5 Baths
  • 2,929 Sq Ft

  397 Christian St, Bridgewater, CT 06752

  Historic elegance meets modern luxury in this extraordinary residence located on one of the most desirable roads in Litchfield County. Positioned just an hour and fifteen minutes from New York City, this property offers quintessential Bridgewater charm paired with stunning sunsets and breathtaking views of the Litchfield Hills. The home is a brilliant architectural achievement that masterfully

  Kathryn Clair William Pitt Sotheby's Int'l

  397 Christian St, Bridgewater, CT 06752
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  /27

  $500,000

  • 3 Beds
  • 1.5 Baths
  • 1,379 Sq Ft

  2 Parkhill Ave, Norwalk, CT 06851

  Bring your vision and make this cherished Bettswood neighborhood home your own! Offered for the first time in nearly 60 years, this classic 1936 Colonial has been maintained by the same family since 1967 and is ready for it's next chapter. Featuring 3 bedrooms, 1.5 bathrooms, and timeless architectural charm, this home presents an incredible opportunity to renovate, restore, and create a space

  Kimberly Tapscott Keller Williams Prestige Prop.

  2 Parkhill Ave, Norwalk, CT 06851
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  /24

  $159,000

  $11K PRICE DROP

  • Land
  • 2.44 Acres
  • $65,164 per Acre

  7 Holley Ln, Prospect, CT 06712

  Nestled on 2.44 private acres at the end of a peaceful cul-de-sac, 7 Holley Lane offers a rare blend of privacy, convenience, and opportunity in one of Connecticut's most desirable communities. City Water! Tucked away on a quiet dead-end street, this exceptional homesite provides the perfect setting to build your custom dream home surrounded by nature while remaining just minutes from shopping,

  Richard Pavlik Pavlik Real Estate LLC

  7 Holley Ln, Prospect, CT 06712
• 

  

  /19

  $142,900

  $7K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 396 Sq Ft

  92 4th St, Madison, CT 06443

  Nestled in the heart of picturesque Madison, this charming 2-bedroom, 1-bathroom seasonal cottage offers a serene sanctuary for enjoying summers along the shoreline. With a cozy living space, this quaint abode is perfectly designed for those seeking a peaceful beachside getaway. As you step inside, you're greeted by a warm and inviting atmosphere that captures the essence of coastal living. The

  Melanie Abbott William Pitt Sotheby's Int'l

  92 4th St, Madison, CT 06443
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  /30

  $540,000

  $149K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,010 Sq Ft

  58 Middle Haddam Rd, East Hampton, CT 06424

  HISTORIC NEW ENGLAND CHARM- TWO HOURS FROM MANHATTAN AND BOSTON. A historic home with a waterfall, saltwater pool, mature gardens and brook, nestled among old-growth oak and maple. Tucked into the Connecticut River Valley, this beautifully restored 18th-century house offers an authentic country retreat within easy reach of both cities. Listed on the National Register of Historic Places and set on

  Teri Lewis William Pitt Sotheby's Int'l

  58 Middle Haddam Rd, East Hampton, CT 06424
• 

  

  /40

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,796 Sq Ft

  305 Lenox St, New Haven, CT 06513

  Step back in time while enjoying the comfort and charm of this beautifully maintained 1840 Federal-style home, ideally situated in New Haven's desirable Fair Haven Heights neighborhood within the historic Quinnipiac Avenue District. Rich in character and architectural detail, this inviting residence features wide-plank wood floors, three fireplaces, and thoughtfully preserved period craftsmanship

  Jennifer Bereza RE/MAX Heritage

  305 Lenox St, New Haven, CT 06513
• 

  

  /32

  $355,000

  • 3 Beds
  • 1.5 Baths
  • 1,050 Sq Ft

  25 Crystal St, Wethersfield, CT 06109

  Welcome to 25 Crystal Street in Wethersfield, CT - a fantastic opportunity to own in one of Connecticut's most charming and historic communities! Conveniently located near I-91 and Route 3, this property offers easy access to Hartford and surrounding areas. Enjoy nearby parks, walking trails, and recreational areas including Mill Woods Park and Wethersfield Cove. Just minutes from Old

  Sabrina Bhikhdhari Five Stars Realty

  25 Crystal St, Wethersfield, CT 06109
• 

  

  /38

  $1,150,000

  • 4 Beds
  • 3.5 Baths
  • 3,774 Sq Ft

  9 Inwood Dr, Guilford, CT 06437

  Sophisticated and elegant hip roof colonial, built in 2005, 1st floor 9+' ceilings, 8+' ceilings or cathedrals on 2nd floor, HW flooring and tile, all spacious rooms, oversized windows through out, classic front and back staircases, walk-up attic, cherry cabinets with granite counters and expansive center island and new Wolf Gas Range. Main living room open to kitchen with wall of built-in

  Gloria Gibney Gibney Real Estate

  9 Inwood Dr, Guilford, CT 06437

Showing Results 281 - 320, Page 8 of 13