Homes for Sale in Connecticut - Historic

• 

  

  

  /20

  $759,000

  $30K PRICE INCREASE

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

  151 E Main St Unit 21, 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 21, Clinton, CT 06413
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  /49

  $100,000,000

  • 8 Beds
  • 14 Baths
  • 13,163 Sq Ft

  108 Cedar Cliff Rd, Riverside, CT 06878

  Perched in timeless elegance atop an expansive 2.91-acre gated peninsula, with best-in-class views of the Manhattan skyline and the shimmering Long Island Sound, Cedar Cliff is a Mediterranean villa of unrivaled pedigree and commanding presence. Privately situated along a secluded road within Riverside's prestigious Indian Head Association, this storied property occupies the historic grounds of

  Leslie McElwreath Sotheby's International Realty

  108 Cedar Cliff Rd, Riverside, CT 06878
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  /40

  $2,195,000

  • 5 Beds
  • 5.5 Baths
  • 5,131 Sq Ft

  159 Newtown Turnpike, Weston, CT 06883

  This exceptional 150-year-old antique estate in Lower Weston has been thoughtfully and stylishly reimagined, seamlessly blending timeless historic character with the luxurious amenities of contemporary living. The main residence strikes a perfect balance between grand, flowing entertaining spaces and cozy, intimate nooks tailored for remote work or quiet relaxation. At the heart of the home, an

  Peter Depalo William Raveis Real Estate

  159 Newtown Turnpike, Weston, CT 06883
• 

  

  

  /25

  $495,000

  • 4 Beds
  • 4 Baths
  • 1,680 Sq Ft

  39 Hospital Hill Rd, Sharon, CT 06069

  Exceptional Turnkey Investment Opportunity in Sharon, CT! Currently generating $3,700/month in immediate, documented income with active tenancies in place, this well-maintained side-by-side duplex is a rare, high-yielding Litchfield County asset. Each side features a nice 2-bedroom, 1.5-bathroom layout highlighting updated kitchens featuring stainless steel appliances, tile backsplashes, rich

  Tanner Sneed Elyse Harney Real Estate

  39 Hospital Hill Rd, Sharon, CT 06069
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  /40

  $699,900

  • 6 Beds
  • 5 Baths
  • 3,018 Sq Ft

  1530 Hartford Pike, Killingly, CT 06243

  Step back in time while enjoying the comforts of modern living at this extraordinary circa-1770 three-unit property, where historic New England charm meets exceptional income-producing potential. Set on nearly 4 private acres, this one-of-a-kind estate offers the perfect opportunity for investors, owner-occupants, or those seeking a multi-generational family compound. The property features three

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  1530 Hartford Pike, Killingly, CT 06243
• 

  

  /22

  $209,900

  • 2 Beds
  • 1 Bath
  • 913 Sq Ft

  229 Bacon Pond Rd Unit 313, Woodbury, CT 06798

  Move right into this beautifully renovated upper end unit in Woodbury's desirable in-town Town & Country condominium complex. Tastefully updated throughout, this light-filled unit features an open floor plan with a completely renovated kitchen flowing into the living room with fireplace and built-ins. Updates include new windows, luxury vinyl plank flooring, interior doors, lighting, switches,

  Joyce Drakeley Drakeley Real Estate, Inc.

  229 Bacon Pond Rd Unit 313, Woodbury, CT 06798
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  /40

  $1,799,000

  • 3 Beds
  • 3 Baths
  • 2,078 Sq Ft

  27 Wilbur Rd, Stonington, CT 06378

  Set along a quiet private road just minutes from the historic villages of Mystic and Stonington, this exceptional waterfront property offers over two acres of privacy and natural beauty, surrounded by Quiambaug Cove. Designed for effortless single-level living, the home features three bedrooms and three full baths with spacious interiors that embrace the surrounding coastal setting. Sun-filled

  Jon Arruda William Pitt Sotheby's Int'l

  27 Wilbur Rd, Stonington, CT 06378
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  /30

  $170,000

  • 1 Bed
  • 1.5 Baths
  • 1,000 Sq Ft

  839 Main St Unit 93, Torrington, CT 06790

  Charming Industrial Chic in Historic Warrenton Mill! Experience New York-style loft living in this spacious 1-bedroom, 1.5-bath townhouse-style condo nestled along the Naugatuck River branch. Offering 1,000 sq. ft. of light-filled open-concept living, this unique unit features high ceilings, exposed brick walls, oversized windows, and polished wood floors that blend classic historic character

  Valerie Nash KW Legacy Partners

  839 Main St Unit 93, Torrington, CT 06790
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  /40

  $1,350,000

  Coming Soon

  • 3 Beds
  • 3.5 Baths
  • 3,288 Sq Ft

  50 Southport Place Unit 50, Southport, CT 06890

  Step into a lifestyle of effortless elegance at 50 Southport Pl, a stunning 3-story end-unit townhouse nestled w/i the coveted Pequot Landing enclave. Blt in 2004, beautifully refreshed in 2021, this residence perfectly captures the timeless coastal charm of Southport while offering sophisticated, modern amenities today's discerning buyer craves. From the moment you enter, the quality of the

  Helene Daly Compass Connecticut, LLC

  50 Southport Place Unit 50, Southport, CT 06890
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  /37

  $550,000

  Open Sun 12PM - 2PM $40K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,322 Sq Ft

  36 Middle River Rd, Danbury, CT 06811

  Welcome to this solid, beautifully maintained vintage home lovingly cared for by the same family for over 50 years. Featuring 4 spacious bedrooms and 2 full baths and a walk-up attic, this unique property perfectly blends historic charm with functional space. The home greets you with a classic front porch, the perfect spot to relax with your morning coffee. Step into a spacious flexible room,

  Patricia Kelly William Pitt Sotheby's Int'l

  36 Middle River Rd, Danbury, CT 06811
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  /37

  $439,900

  Open Mon 1PM - 3PM $50K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft

  27 N Main St Unit 8, Essex, CT 06426

  Charming Essex condominium in the heart of the Village with spectacular views of the Connecticut River !!! What an amazing opportunity to live in one of the Best Small Towns in America. Enjoy walking to all that Essex has to offer ... boutiques, antique shops, the famed Black Seal and Griswold Inn eateries, streets lined with beautiful antique homes and more. Dock your boat at the Essex or

  Barbara Coyle William Raveis Real Estate

  27 N Main St Unit 8, Essex, CT 06426
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  /40

  $850,000

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft

  3 Water St Unit 203, Mystic, CT 06355

  Experience modern luxury living in the heart of historic downtown Mystic. This beautifully appointed 2bedroom, 2bath condo offers an open floor plan designed for comfort, style, and effortless everyday living. Built in 2020, the unit features an upgraded custom kitchen with highend finishes, a spacious living area, in unit washer & dryer and large windows showcasing stunning views of the Mystic

  Thomas Switz Switz Real Estate Associates

  3 Water St Unit 203, Mystic, CT 06355
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  /40

  $524,000

  $26K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,888 Sq Ft

  55 Old Sawmill Rd, Trumbull, CT 06611

  Welcome to Pinewood Lake, Trumbull's best-kept secret! You'll love the location of this ranch, nestled on .39 acres on a quiet cul-de-sac minutes from the lake. Perfect for downsizing, first-time homebuyers, or even a vacation retreat. Offering 1,243 sq ft, this home features 3 bedrooms, 2 full baths, a partially finished walk-out basement with 632 sq ft, providing plenty of room for guests, rec

  Victoria Scarnuley Coldwell Banker Realty

  55 Old Sawmill Rd, Trumbull, CT 06611
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  /18

  $130,000

  • Land
  • 1.87 Acres
  • $69,519 per Acre

  3 Hall Rd, Hebron, CT 06248

  FULLY APPROVED and READY for your FOREVER home!! This location is shovel ready and waiting for YOU to build. Historic stone wall along the east side of the parcel, and the sunset views from this home site will be incredible!!! Proximity is ideal for commuters just 25 minutes from Hartford. Seconds away from the coveted Blackledge Country Club and Tall Woods golf courses and driving range, and

  Robyn Letourneau Berkshire Hathaway NE Prop.

  3 Hall Rd, Hebron, CT 06248
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  /8

  $395,000

  • Land
  • 2.53 Acres
  • $156,126 per Acre

  133 Painter Hill Rd, Woodbury, CT 06798

  Nestled along one of Woodbury's finest country roads, this exceptional 2.53-acre parcel offers a rare masterclass in privacy and natural beauty. Located just moments from the Roxbury town line, the gently rolling landscape is framed by mature trees and directly abuts the Arthur Miller Preserve and the Frank and Ellen McCort protected Land Trust. Positioned just two homes away from the historic

  Judith Auchincloss Klemm Real Estate Inc

  133 Painter Hill Rd, Woodbury, CT 06798
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  /28

  $925,000

  • 2 Beds
  • 2 Baths
  • 1,784 Sq Ft

  163 Dublin Rd, Falls Village, CT 06031

  Set on a quiet road in Falls Village, Connecticut, this enchanting 1790s Irish-inspired farmhouse offers magnificent western views to Falls Mountain and beyond. Recently renovated by a nationally recognized decorating editor and landscaped by an acclaimed garden designer, this timeless Litchfield County property seamlessly blends historic character with sophisticated modern touches. The

  Thomas Callahan Elyse Harney Real Estate

  163 Dublin Rd, Falls Village, CT 06031
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  /40

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 2,123 Sq Ft

  1 Library Rd, Canterbury, CT 06331

  Historic charm meets modern style in this beautifully updated 1800s Colonial offering over 2,100 square feet of spacious living. Set on a beautiful open corner lot in the heart of town, this distinctive home enjoys a picturesque setting surrounded by the character and architecture of a historic New England community. Step inside to discover generously sized rooms and a thoughtfully remodeled

  Elizabeth Marcoux RE/MAX Bell Park Realty

  1 Library Rd, Canterbury, CT 06331
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  /39

  $775,000

  Open Sun 12PM - 2PM

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

  30 Oriole Ln, Trumbull, CT 06611

  Welcome to 30 Oriole Lane! This very special home is situated in the heart of Historic Nichols, in one of Trumbull's most desirable neighborhoods. This beautifully updated & meticulously maintained 4 BR, 3 full bath home offers 2400 sq.ft. plus 400 ft. of finished lower level space. The lower level is ideal for a recreation room, home office, gym, or playroom. An extensive list of improvements

  Darcy Hall William Pitt Sotheby's Int'l

  30 Oriole Ln, Trumbull, CT 06611
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  /69

  $7,450,000

  • 6 Beds
  • 7 Baths
  • 6,972 Sq Ft

  736 Lake Ave, Greenwich, CT 06830

  Timeless 1925 Colonial reimagined for modern living. Set on oversized, stunning 3.43 private acres in a coveted Mid-Country Greenwich location, this exceptional estate offers over 7,000 square feet of beautifully updated living space. Thoughtfully transformed, the home seamlessly blends the architectural character and craftsmanship of a bygone era with sleek contemporary design and today's most

  Stephen Archino Sotheby's International Realty

  736 Lake Ave, Greenwich, CT 06830
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  /39

  $1,795,000

  • 3 Beds
  • 3 Baths
  • 3,312 Sq Ft

  58 Skymeadow Dr, Stamford, CT 06903

  Historic character meets modern comfort on 1.11 acres at this special 1870 home. Listed as a 3-bedroom, but it easily lives like a 5. Original woodwork blends with a light-filled, open floor plan. The living room features a wood-burning fireplace, while the family room offers a decorative fireplace, new built-in bar, and abundant natural light. There's space for formal dining, a breakfast room,

  Jessica Sigmund Compass Connecticut, LLC

  58 Skymeadow Dr, Stamford, CT 06903
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  /40

  $625,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,838 Sq Ft

  352 Shenipsit Lake Rd, Tolland, CT 06084

  Steeped in New England history and perfectly positioned directly across from Shenipsit Lake, this extraordinary farmhouse traces its origins to the 1700s before being thoughtfully expanded in the 1840s during the Civil War era. Inside, you'll discover wide pine floors, hand-hewn exposed beams, three fireplaces, and beautifully preserved architectural details that capture the craftsmanship of

  Kristen Duchene Litchfield County Real Estate

  352 Shenipsit Lake Rd, Tolland, CT 06084
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  /40

  $959,000

  • 4 Beds
  • 2.5 Baths
  • 2,926 Sq Ft

  11 Pleasant St, Woodbury, CT 06798

  Timeless Elegance & Immaculate Detail. Welcome to The Naramore House, a piece of living history. Lovingly preserved since 1898, this pristine colonial home seamlessly blends grand historic character with immaculate, turnkey maintenance. A classic wraparound front porch invites you through a charming dutch door into a formal, stately foyer featuring high ceilings and original pocket doors. The

  Carla Mascaro William Pitt Sotheby's Int'l

  11 Pleasant St, Woodbury, CT 06798
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  /3

  $289,900

  • 4 Beds
  • 4 Baths
  • 1,964 Sq Ft

  546 Main St, Somers, CT 06071

  Attention investors and cash buyers! Welcome to 546 Main Street, a historic 1840 2-family property situated on a generous 0.64-acre lot in the heart of Somers. Offering a total of 10 rooms across both units, this property is being sold as-is, presenting an extraordinary chance to bring your vision and unlock substantial value and rental income. The versatile interior layout provides great

  Lisa Burns KW Legacy Partners

  546 Main St, Somers, CT 06071
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  /40

  $1,790,000

  $205K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,324 Sq Ft

  55 Good Hill Rd, Woodbury, CT 06798

  Located in picturesque Woodbury, voted Most Charming Town in CT by Reader's Digest in 2018, 2020 and 2024 and featured by Travel + Leisure among the 10 Best Places to Live. Experience the undeniable charm of this circa 1685 residence-one of the oldest continuously inhabited homes in the county. Thoughtfully restored and beautifully updated, this remarkable property blends centuries of character

  Stacey Matthews W. Raveis Lifestyles Realty

  55 Good Hill Rd, Woodbury, CT 06798
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  /40

  $635,000

  $30K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 2,604 Sq Ft

  81 Legend Hill Rd Unit 81, Madison, CT 06443

  Rarely available, this unit is the largest size Townhouse ("Model D") at Legend Hill. It benefits from a quiet location in the complex away from the main road. This unit has been well maintained with excellent natural light and updated neutral decor. Since purchasing, these owners have installed all new flooring throughout first level, in addition to new carpets on second level. Also recently

  Carol Mancini William Pitt Sotheby's Int'l

  81 Legend Hill Rd Unit 81, Madison, CT 06443
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  /40

  $799,900

  $100K PRICE DROP

  • 4 Beds
  • 3,673 Sq Ft

  16 Main St, Plainfield, CT 06374

  Distinctive mixed-use property believed to date to the 1800s and extensively renovated around 2021. Blends historic post-and-beam character with modern updates, offering residential living plus studio, workshop, office, brewing, and creative spaces. Residential areas feature exposed posts and beams, wide-plank pine floors, shiplap, barn doors, butcher-block shelving, and cathedral ceilings.

  Anthony Chabot Chabot & Associates Real Estate

  16 Main St, Plainfield, CT 06374
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  /37

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 2,314 Sq Ft

  5 Northwinds Dr, Ivoryton, CT 06442

  Welcom to a charming custom home in Historic Ivoryton. Set within the quiet, historic village of Ivoryton, this custom one-owner home offers a wonderful blend of comfort, versatility, and charm, all tucked away on a peaceful low traffic street. With flexible spaces throughout, the home is especially well suited to today's lifestyle, offering the possibility of two dedicated office spaces-one on

  Ed McCaffrey Compass Connecticut, LLC

  5 Northwinds Dr, Ivoryton, CT 06442
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  /16

  $144,999

  • 2 Beds
  • 1 Bath
  • 1,115 Sq Ft

  63 Congress St Unit 63B, Hartford, CT 06114

  Welcome to this charming two-bedroom property located in Hartford's Historic District. This inviting unit features beautiful wood flooring throughout, soaring high ceilings, and washer/dryer hookups for added convenience. The property also includes a detached one-car garage, providing valuable off-street parking and additional storage. The unit is ready for a little TLC and your personal touches,

  Michelle Hodge Innovative Properties

  63 Congress St Unit 63B, Hartford, CT 06114
• 

  

  /40

  $585,000

  • 3 Beds
  • 2 Baths
  • 2,430 Sq Ft

  1015 North Rd, Killingly, CT 06239

  Timeless New England character, generous living spaces, and exceptional versatility come together in this historic home. Set on approximately 1.2 acres, this distinctive 1850 Colonial offers nearly 2,400 square feet of living space along with a detached carriage house that adds another dimension of possibilities to this unique property. Step inside and discover the warmth and character of a

  Amy Brunet Brunet and Company Real Estate

  1015 North Rd, Killingly, CT 06239
• 

  

  /20

  $849,000

  $60K PRICE INCREASE

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

  151 E Main St Unit 30, 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 30, Clinton, CT 06413

Showing Results 481 - 510, Page 13 of 13