381

Homes for Sale in Connecticut - Historic

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  • /40

    $1,595,000

    • 5 Beds
    • 5 Baths
    • 4,124 Sq Ft

    579 Taugwonk Rd, Stonington, CT 06378

    Built in 1750, "Stonecrop" has been called one of the finest examples of a pre-Revolutionary colonial home in Southeastern Connecticut. Located in beautiful Stonington, high on a park-like country yard with several stone walls, beautiful gardens, it is only a few miles from I-95 and Stonington Borough, and just up the road from Stonington Country Club and Stonington Vineyards. This is a rare

    Henri Gourd Berkshire Hathaway NE Prop.

    579 Taugwonk Rd, Stonington, CT 06378
  • /40

    $875,000

    • 3 Beds
    • 4 Baths
    • 2,279 Sq Ft

    1054 Boston Post Rd, Guilford, CT 06437

    RARE OPPORTUNITY TO OWN TWO BUILDINGS IN GUILFORD ~ Unlock the potential of this prime commercial property on the bustling Boston Post Road, just one block from Guilford's historic town Green. Within the PV zone (Post Road Village Zone District, this offering includes 2 buildings (see listing #1058 Boston Post Road) that share a driveway and provide dedicated parking; an ideal setup for

    Rose Ciardiello William Raveis Real Estate

    1054 Boston Post Rd, Guilford, CT 06437
  • /38

    $29,500,000

    • 6 Beds
    • 7.5 Baths
    • 8,684 Sq Ft

    0 Hay Island Unit 24078034, Darien, CT 06820

    HAY ISLAND: Breathtaking, unobstructed views of the Long Island Sound stretch from this private island at the end of a gated causeway on Darien's cherished waterfront coast. Held by one family for over a century, this waterfront sanctuary features a meticulously crafted 8,684 SF New England colonial built in 2010. Positioned high above the water, with sweeping southeasterly views the six-bedroom,

    Leslie McElwreath Sotheby's International Realty

    0 Hay Island Unit 24078034, Darien, CT 06820
  • /6

    $79,000

    • 1 Bath
    • 454 Sq Ft

    40 Owen St Unit B5, Hartford, CT 06105

    Webster condominium studio in Hartford's historic west end. Heat, hot water included in condo fee. Laundry room in basement. Off street parking for one car in back lot. Tenant in place, notice needed for showings.

    Rebecca Koladis Berkshire Hathaway NE Prop.

    40 Owen St Unit B5, Hartford, CT 06105
  • /41

    $29,500,000

    • 6 Beds
    • 7.5 Baths
    • 8,684 Sq Ft

    157 Long Neck Point Rd, Darien, CT 06820

    HAY ISLAND: Breathtaking, unobstructed views of the Long Island Sound stretch from this private island at the end of a gated causeway on Darien's cherished waterfront coast. Held by one family for over a century, this waterfront sanctuary features a meticulously crafted 8,684 SF New England colonial built in 2010. Positioned high above the water, with sweeping southeasterly views the six-bedroom,

    Leslie McElwreath Sotheby's International Realty

    157 Long Neck Point Rd, Darien, CT 06820
  • /40

    $900,000

    • 3 Beds
    • 2.5 Baths
    • 3,024 Sq Ft

    108 Thames St, Groton, CT 06340

    Experience the charm of waterfront living at 108 Thames Street, Groton, CT! Nestled along the Thames River, this spacious home boasts breathtaking water views and an unbeatable location. With multiple floors of living space, this property offers a versatile layout to suit your needs. The expansive rooms provide ample natural light, while the historic charm of the area enhances the home's

    Joseph Malerba eXp Realty

    108 Thames St, Groton, CT 06340
  • /40

    $1,150,000

    • 4 Beds
    • 2.5 Baths
    • 3,149 Sq Ft

    7 Old Depot Rd, Chester, CT 06412

    Bella Vista: A Timeless Italianate Treasure on 6 Acres. Step into a piece of history, a magnificent Italianate country villa that has graced the landscape since 1908. First time on the market, this storied estate has been lovingly preserved by the same family for generations, a testament to its enduring allure. Listed on the National Registry of Historic Places, Bella Vista is an architectural

    Colette Harron William Pitt Sotheby's Int'l

    7 Old Depot Rd, Chester, CT 06412
  • /6

    $430,000

    • Land
    • 3.91 Acres
    • $109,974 per Acre

    0 Salem Rd S, Ridgefield, CT 06877

    Location! Location! Approved building lot on 3.91 acres. Build your four bedroom dream home one mile to Main street and the historic Cass Gilbert fountain. Approx 290' road frontage. Designed for 4 br septic. Easy access to Katonah shuttle, and NY border. Enjoy all that Ridgefield has to offer with fine dining, shopping, ACT theater, Prospector theater, close to schools. Named the First Cultural

    Carol Hanlon Coldwell Banker Realty

    0 Salem Rd S, Ridgefield, CT 06877
  • /36

    $1,495,000

    • 3 Beds
    • 3 Baths
    • 2,404 Sq Ft

    37 Seaview Ave, Branford, CT 06405

    We are excited to share a unique opportunity! Sitting on the prestigious corner of 5th Avenue and Seaview Avenue in the heart of Hotchkiss Grove, a vibrant and sought-after historic waterfront community, is a rare gem. 37 Seaview Avenue is a waterfront home that embodies generations of family fun and loving memories. With the charming character of a turn-of-the-century home and nearly 130 years

    Rhonda Young Houlihan Lawrence WD

    37 Seaview Ave, Branford, CT 06405
  • /22

    $479,000

    • Land
    • 7 Acres
    • $70,545 per Acre

    238 North St, Roxbury, CT 06783

    DRIVEWAY NOW UNDER Construction! Engineering APPROVED-Permit on File. Rarely available Lot in Roxbury! Magical 6.79 acre lot featuring a majestic stream and spring house, un-touched historic stone walls, gently sloping tree-covered hills and an abundance of pine trees, oaks and maples as your canvas. This masterpiece lot is perfect to build your dream home and to connect with what is important

    Jill Sloane Brown Harris Stevens

    238 North St, Roxbury, CT 06783
  • /35

    $424,900

    • 3 Beds
    • 2 Baths
    • 3,028 Sq Ft

    981 Hopewell Rd, South Glastonbury, CT 06073

    Historic Home for Sale in Glastonbury, CT! This charming home, built in 1800, offers a unique opportunity to restore a piece of Glastonbury's history. With wood flooring throughout and even under the carpets, the home has so much character! There are 3 bedrooms and 2 full bathrooms and the property is brimming with potential, so bring your own ideas for updates to bring it back to its full

    Kevin Rockoff Rockoff Realty

    981 Hopewell Rd, South Glastonbury, CT 06073
  • /38

    $2,100,000

    • 4 Beds
    • 4.5 Baths
    • 4,517 Sq Ft

    225 Old Sherman Hill Rd, Woodbury, CT 06798

    A long winding drive leads you to Four Winds Farm. Perched on the hill, this remarkable 33.98-acre property includes a 4,500 sq ft, 11 room, 4 bedrooms, 4.1 bath residence as well as a home for your horses. The contemporary house has many updates throughout, cathedral ceilings, tall windows, multiple sliders to exterior entertainment areas and spacious deck. There is central air, a security

    Maria Taylor Klemm Real Estate Inc

    225 Old Sherman Hill Rd, Woodbury, CT 06798
  • /9

    $290,000

    • Land
    • 2.19 Acres
    • $132,420 per Acre

    165 Bloomfield Ave, West Hartford, CT 06105

    A very rare opportunity to purchase an oversized 2.19+/- acre homesite abutting the Hartford Golf Club with 337' direct frontage on the 4th fairway. This private course was designed by renown golf course architect Donald Ross. Rolling greens & mature trees on the golf course create an extraordinary backdrop with spectacular golf course views. This outstanding, sought after & coveted location is

    Frank Amodio, Sr., CCIM Amodio & Co.

    165 Bloomfield Ave, West Hartford, CT 06105
  • /28

    $2,500,000

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

    114 Walkley Hill Rd, Haddam, CT 06438

    A Historic Masterpiece, Reimagined Step into history and luxury with The James C. Walkley Estate, a grand circa-1860 manor impeccably remodeled in 2023. Set on 9.69 breathtaking acres, this estate creates a seamless blend of timeless elegance and modern convenience, with glimpses of the Connecticut River from its serene, rolling landscape. A sweeping circular drive leads to the stately home,

    Casey Fisher Houlihan Lawrence WD

    114 Walkley Hill Rd, Haddam, CT 06438
  • /16

    $1,275,000

    • Land
    • 13 Acres
    • $100,078 per Acre

    179 South St, Roxbury, CT 06783

    Own a Piece of Roxbury History! This exceptional 12.7-acre property boasts breathtaking eastern views and the unique opportunity to create a stunning estate on land steeped in local heritage. One of Roxbury's three oldest homes, this site has been cherished by seven generations of the Squire family. The existing antique home, while requiring reconstruction, has the potential to be reimagined as a

    Kathryn Clair William Pitt Sotheby's Int'l

    179 South St, Roxbury, CT 06783
  • /42

    $8,950,000

    • 10 Beds
    • 9 Baths
    • 9,483 Sq Ft

    14 Meadow Dr, Greenwich, CT 06831

    DISCOVER BREEZEMORE Experience the rare opportunity to own a piece of history with the stunning Breezemore estate located in Greenwich, Connecticut. Built in 1909, this magnificent property offers 10,000 square feet of architectural splendor, old-world charm, and modern conveniences. Set high on 3.2 private, park-like acres within close distance of downtown Greenwich, this property stands

    Ryan Hoffman Houlihan Lawrence

    14 Meadow Dr, Greenwich, CT 06831
  • /7

    $2,695,000

    • Land
    • 0.17 Acre
    • $15,852,941 per Acre

    18 Grigg St, Greenwich, CT 06830

    This property, on one of the most charming streets in town, has been determined by the Greenwich Historic District (HDC) to be of historical merit or a significant element of the streetscape. HDC can support the Owner before Greenwich Planning & Zoning to receive additional FAR from 30% to 90% maximum floor area with the potential of up to 6,700 SF. Located in the CGB zone allows for residential,

    Jennifer Danzi-glenn Jennifer M Danzi, Broker

    18 Grigg St, Greenwich, CT 06830
  • /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
  • /25

    $550,000

    • 3 Beds
    • 2.5 Baths
    • 2,532 Sq Ft

    258 Hunter Dr Unit 258, Litchfield, CT 06759

    Opportunity to live in storied Litchfield with few home ownership cares. Home has been very well taken care of and can be expected to provide many years free of serious problems. Sun-filled rooms. Deck looking out to private woods. Bright, walkout, finished basement perfect as Family Room or exercise / Yoga / billiard room. Condominium Association provides Club House, heated in-ground pool,

    Cleve Fuessenich Klemm Real Estate Inc

    258 Hunter Dr Unit 258, Litchfield, CT 06759
  • /20

    $549,000

    • 1 Bed
    • 1 Bath
    • 815 Sq Ft

    51 Wykeham Rd, Washington, CT 06793

    Historic 1910 Washington Cottage. There is a timeless elegance in this charming 1912 cottage with wood shingle roof and log exterior, which creates a haven on the 5 private acres. Situated off Wykeham Road, this historic gem gives tranquility and convenience, just moments from the Washington Green and the renowned Mayflower Inn. The cottage's captivating living room with it's soaring cathedral

    Kathryn Clair William Pitt Sotheby's Int'l

    51 Wykeham Rd, Washington, CT 06793
  • /26

    $1,200,000

    • 5 Beds
    • 2.5 Baths
    • 3,307 Sq Ft

    77 Deer Hill Rd, Colebrook, CT 06021

    Enchanting Antique Dutch Colonial Estate with Carriage House and Barn. Nestled in a serene and private 51.2-acre haven, this stately home is a harmonious blend of historic charm and modern sophistication. As you traverse the meandering stone walls and explore the mix of sun-kissed meadows and whispering forests, you'll discover a world where time stands still, yet every modern convenience is at

    MICHAEL CONLOGUE William Pitt Sotheby's Int'l

    77 Deer Hill Rd, Colebrook, CT 06021
  • /40

    $1,000,000

    • 4 Beds
    • 2 Baths
    • 3,418 Sq Ft

    18 East St, Bethlehem, CT 06751

    The bucolic Town of Bethlehem is at the crossroads of Washington, Litchfield and Woodbury. Complimenting the scenic beauty are natural and historic attractions, restaurants and boutiques that draws diners and shoppers from several counties. Bethlehem is also well known for its thriving arts and culture scene. The town is home to several art galleries and studios, as well as the Bethlehem

    William Piccirillo BHGRE Gaetano Marra Homes

    18 East St, Bethlehem, CT 06751
  • /12

    $1,375,000 Open Thu 11AM - 12PM

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    41 Richmondville Ave Unit 109, Westport, CT 06880

    Welcome to this 1 bed + den with 2-baths and historic details at The Mill Westport! As you enter you will be struck by incredible stone walls. Past a cozy den, beyond the first of two bathrooms, a large kitchen is revealed with a suite of high-end appliances. The corner living room has 4 windows and a gas fireplace. The primary bedroom features a pair of closets leading to a luxurious bathroom

    Ashlei De Souza Serhant LLC

    41 Richmondville Ave Unit 109, Westport, CT 06880
  • /40

    $825,000

    • 4 Beds
    • 2 Baths
    • 2,236 Sq Ft

    264 E Litchfield Rd, Litchfield, CT 06759

    Charming Farmhouse Overlooking Litchfield Hills Welcome to a stunning slice of rural paradise! This fully functional farm offers breathtaking views of the Litchfield Hills and is nestled alongside the protected lands of the Litchfield Land Trust. Just a stone's throw away, you'll find the quaint Litchfield Center and the picturesque Topsmead State Park, all while enjoying convenient access to

    Chad Segal William Raveis Real Estate

    264 E Litchfield Rd, Litchfield, CT 06759
  • /19

    $575,000

    • Land
    • 25 Acres
    • $22,672 per Acre

    00 Swaller Hill Rd, Sharon, CT 06069

    Serenity awaits! A private road leads to this 25.3-acre parcel overlooking panoramic views and bordering state forest land. Historic stone walls mark the landscape of a cleared building site. A perfect location for your mountaintop retreat. An ideal landscape for hiking, riding trails, cross country skiing. The main portion of the private road has underground infrastructure already installed.

    David Bain Bain Real Estate

    00 Swaller Hill Rd, Sharon, CT 06069
  • /38

    $17,000,000

    • 6 Beds
    • 9 Baths
    • 10,197 Sq Ft

    865 Hollow Tree Ridge Rd, Darien, CT 06820

    Blending refined elegance with complete privacy, this 9.5-acre estate is a true sanctuary for those seeking a sophisticated lifestyle. At the end of a Bradford Pear-lined gravel drive, the compound features a 10,000 sq. ft. main house, pool and pool house, two-bedroom guest cottage, and a breathtaking field house by architect Louise Brooks. The main home marries historic charm with sleek, modern

    Ashley Dineen Compass Connecticut, LLC

    865 Hollow Tree Ridge Rd, Darien, CT 06820
  • /31

    $35,000,000

    • 8 Beds
    • 9 Baths
    • 9,300 Sq Ft

    10 Cliffdale Rd, Greenwich, CT 06831

    Nestled on 66 acres of picturesque pastures and woods, the historic Beinecke estate features a stunning 9,300 sq. ft. Georgian Colonial home. The main floor includes a grand entry hall, a cozy library with custom wood paneling, and a spacious living room with two fireplaces. A large screened porch offers sweeping views. The second floor boasts a luxurious primary suite with a fireplace, along

    Peter Janis BHHS New England Properties

    10 Cliffdale Rd, Greenwich, CT 06831
  • /9

    $1,300,000

    • Land
    • 64 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
  • /39

    $5,245,000

    • 6 Beds
    • 9 Baths
    • 7,700 Sq Ft

    114 Ferris Hill Rd, New Canaan, CT 06840

    The beloved 1925 Elmstone Estate situated on over 4 acres in the heart of Ferris Hill has been lovingly restored w/ high-end finishes that blend original charm and modern-day luxury. A gated drive leads to a spectacular iconic stone home anchored by a breathtaking historic elm tree. A welcoming Dutch door leads to the expansive foyer. A second staircase leads to the masterfully designed custom

    Marsha Charles Coldwell Banker Realty

    114 Ferris Hill Rd, New Canaan, CT 06840
  • /40

    $3,950,000

    • 7 Beds
    • 5.5 Baths
    • 7,930 Sq Ft

    155 Joshuatown Rd, Old Lyme, CT 06371

    Located in the picturesque countryside of Lyme, this antique Sturbridge Village compound is a unique property consisting of three separate parcels that combine to create a stunning estate. The compound features four main independent homes, each with its own distinct charm. The main house boasts three bedrooms, three and a half baths, and exudes historical elegance. A beautifully restored barn on

    Colette Harron William Pitt Sotheby's Int'l

    155 Joshuatown Rd, Old Lyme, CT 06371
  • /21

    $429,000

    • Land
    • 25 Acres
    • $17,153 per Acre

    0 Wellers Bridge Rd, Roxbury, CT 06783

    Approved building lot with a completed survey and site plans, including wetland delineation and a forthcoming report. This 25.01-acre wooded oasis in Roxbury, located just half a mile from scenic Route 67, offers a tranquil and private retreat in the heart of historic Roxbury. With 250 feet of road frontage on Wellers Bridge Rd, this property is a prime opportunity for those looking to build a

    David Hughes Century 21 AllPoints Realty

    0 Wellers Bridge Rd, Roxbury, CT 06783
  • /30

    $725,000

    • Land
    • 0.31 Acre
    • $2,338,710 per Acre

    8 Bank Ln, Essex, CT 06426

    Extremely rare opportunity - buildable lots in Essex Village! Be a part of the Bank Lane enclave. The vision for this wonderful spot was one created by individuals that know, understand and cherish what makes Essex an incredibly special place to live. Be among other historic homes but with new construction. The owner reserves the right of architectural approval and in doing so wants to ensure

    Susan Malan William Pitt Sotheby's Int'l

    8 Bank Ln, Essex, CT 06426
  • /3

    $195,000

    • Land
    • 5 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! Just south of

    Jacqueline Hoyt Coldwell Banker Realty

    1637 Connecticut 12, Gales Ferry, CT 06335
  • /40

    $1,900,000

    • Land
    • 29 Acres
    • $65,517 per Acre

    12 Bowhay Hill Rd, Branford, CT 06405

    Stony Creek -Water view - Once in a Generation, an opportunity arises to acquire a large untouched high and dry property located in the Heart of the Historic Village of Stony Creek. The Gateway to the Thimble Islands, Home of Rogers Island. From the moment you enter this property you realize you’ve arrived at a very Special and Magical place. The property winds along a scenic trail which was part

    Joseph Piscitelli Coldwell Banker Realty

    12 Bowhay Hill Rd, Branford, CT 06405
  • /10

    $232,500

    • Land
    • 1.50 Acres
    • $155,000 per Acre

    11 Kings Hwy, Chester, CT 06412

    1.5+ acre lot, clear cut, open, sunny, with a clean air flow. SE facing with 4-mile view down CT River Valley to Deep River, and Lyme Hills; seasonal partial view of Gillette Castle in Hadlyme. Excellent solar, passive or active potential; 220 volts available at street. Ready to build with approvals in place for 3-bedroom septic, town building department, with Connecticut Water Co. supply line

    Rachel Welch William Raveis Real Estate

    11 Kings Hwy, Chester, CT 06412
  • /4

    $555,000

    • 1 Bed
    • 4,514 Sq Ft

    1365 Main St, Coventry, CT 06238

    MIXED COMMERCIAL & RESIDENTIAL USES ON 1,24 ACRES AT THE FOUR CORNERS INTERSECTION OF RTE 31 (MAIN STREET) AND RTE 275 (TO UCONN) AND LAKE STREET (TO COVENTRY LAKE) IN HISTORIC SOUTH COVENTRY VILLAGE. PRESENTLY USED AS A SIX (6) UNIT BUILDING.

    Thomas Welles Welles Agency

    1365 Main St, Coventry, CT 06238
  • /35

    $4,750,000

    • Land
    • 128 Acres
    • $37,040 per Acre

    00 Winchester Rd, Norfolk, CT 06058

    An opportunity to own a Litchfield County estate property with over 1,300' of direct waterfront on tranquil undeveloped 242 acre Winchester Lake minutes from historic 18th Century Winchester Center. There are 104 acres in Norfolk and 23 acres in Winchester, with no permanent conservation easements. This property has been improved to a high degree, with a graveled .6 mile plus driveway, buried

    John Harney William Pitt Sotheby's Int'l

    00 Winchester Rd, Norfolk, CT 06058
  • /2

    $89,000

    • Land
    • 2.80 Acres
    • $31,786 per Acre

    70 Brayman Hollow Rd, Pomfret, CT 06259

    This 2.8 ac parcel is a beautifully wooded residential lot bordered by historic field stone walls. Located in a beautiful rural road in Pomfret, CT. It is a stunning lot. It borders the first hole at Vinyard Valley Golf Course. Buyers agent to check with zoning and approvals. There have been no improvements on this parcel. No approvals in hand. Best way to see land maps is on line. GIS MAPPING.

    Cynthia Sherman Berkshire Hathaway NE Prop.

    70 Brayman Hollow Rd, Pomfret, CT 06259
  • /2

    $3,700,000

    • Land
    • 129 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
  • /2

    $299,000

    • Land
    • 0.25 Acre
    • $1,196,000 per Acre

    0 E Main St, Clinton, CT 06413

    Great location with frontage on busy East Main St... preliminary plans for possible 4,000 sf commercial building with possible residential units on 2nd floor...In Historic Village..(not Historic District).next to 32 unit condo subdivision development being built, in front of 13 condo units and adjacent to Credit Union..

    Gary Damato Press/Cuozzo Realtors

    0 E Main St, Clinton, CT 06413

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