Antique Homes

MLS Number 170325278

• Single Family
• Square Feet 9,793
• Bedrooms 6
• Bathroom 10
• Year Built 1924

Spectacular 8.3-acre Round Hill estate approached by a private gated windy drive, 30 Round Hill offers a peaceful mid-country retreat with authentic six-bedroom English Manor, pool, tennis court, expansive terraces and breathtaking formal gardens. One of Greenwich's few remaining properties that blends old world charm with today's modern amenities on substantial acreage. This 1924 home retains the original details including leaded glass windows and antique millwork with a thoughtful restoration showcasing a German Bulthaup kitchen, heated French limestone floors, Waterworks baths and Bang & Olufsen sound system. Notable interiors include five fireplaces, beamed ceiling in library, vaulted ceiling in media room and French balcony in master suite. Aptly named Garden House celebrating the vibrant Gertrude Jekyll gardens, pond with waterfall, sweeping lawns, hidden court and elegant terraces that envelop this distinctive home.

Listed by Ellen Mosher of Houlihan Lawrence

MLS Number 72798469

• Single Family Detached
• Square Feet 2,299
• Bathroom 4
• Rooms 7
• Bedrooms 4

This private family home has been making memories for five generations. Largest residential property in Chatham with 20 acres of protected waterfront land on the Oyster Pond improved by a charming Antique four bedroom Cape. Magnificent views of Oyster Pond plus the steeples in downtown Chatham. It has been meticulously maintained although invites updating. Property will accommodate a significant primary home, guesthouse, pool and tennis court. Create a family compound on this extremely private location. A two car garage plus workshop and dog run are adjacent to the house. The property affords total privacy and to ensure it a conservation easement has been placed on 15 acres and the remaining 5 acres is unrestricted and would allow significant improvements and amenities. There are walking paths throughout the property and an active Osprey nest on "Long Point", Truly a "one of a kind property".

Listed by Waldo Brown of William Raveis Chatham

MLS Number 72655588

• Single Family Detached
• Square Feet 10,400
• Property Style Tudor
• Bathroom 6
• Rooms 14

Killybracken, an enchanting estate with expansive lawns and lush, perennial gardens, ensures absolute and self-sufficient privacy while enjoying stunning panoramic ocean views. The compound features an historic main residence, pool house, guest cottage, detached two car garage all built with the finest attention to detail. This estate is rooted in beauty and strength. Behind the high-quality craftsmanship of gorgeous granite, antique woods, and other natural stone finishes. First built in 1927 in the Arts and Crafts Style, the entire compound has undergone a painstaking and thorough renovation, making it ideal for modern entertaining. The pool house with its all-season, indoor-outdoor pool is a true gem, offering additional living and entertaining space as well as an 8-person spa and steam room.This magnificent manor is secluded on one of the most eastern points of land in the continental United States yet has convenient links to Boston and can be easily reached by land, air and sea.

Listed by Keith Shirley And Valerie Post of Engel & Volkers Boston

MLS Number 170387173

• Single Family
• Square Feet 5,585
• Bedrooms 7
• Bathroom 6
• Year Built 1905

This beautiful Fenwick beachfront property enjoys stunning sunrises and sunsets with panoramic water views of Long Island Sound. The historical 8 bedroom home built in 1905, has been meticulously renovated, including mechanicals in keeping with its historical integrity. The bright kitchen features state of the art appliances, custom cabinets, marble counters, and island with a cozy dining area. The butler's pantry has beautiful 4” thick walnut butcher block counters. A swing door opens to the lovely formal dining room with a wall of diamond pane windows and a fireplace. French doors access the spacious screened wrap-around porch with wired sound system for entertaining family and friends. The living room's focal point is the fireplace and its impressive floor to ceiling beach rock surround and hand hewn antique beam mantel. The sunny master suite overlooks the spectacular water views, with a gas fireplace, and adjoining dressing room with access to the balcony. Above the heated two car garage is a fabulous theater room with a dropdown screen and Elan Sound System. Outdoor living is a big part of Fenwick's unique lifestyle, and this home takes full advantage. The outdoor kitchen with commercial grade grill enjoys al fresco dining on the patio. In addition to swimming from your own beach, there is Fenwick's famed 9 hole golf course, tennis, and boating. The Katherine Hepburn Theater, fine dining, art galleries and shopping are only minutes away.

Listed by Colette Harron of William Pitt Sotheby's Int'l

MLS Number 170372259

• Single Family
• Square Feet 7,194
• Bedrooms 7
• Bathroom 8
• Year Built 1886

One of New Canaan's most beloved and ICONIC properties! This 1886 antique, known originally as ''Crajah House'' has stood the test of time. Timeless & elegant architecture, enduring craftsmanship, and its bucolic landscape set the stage for lasting New Canaan value and aesthetic. Nothing compares to this very special property; 4 acres, 7,000+ SF main house with 12 ft ceilings & a modern floor plan, 1,200 SF 2 bedroom caretaker's cottage, and 3 rare renovated historic barns from the mid-1800's. This home has been renovated with a newer addition which includes a spacious state-of-the-art kitchen breakfast room, family room, master suite, and lower level. Move in ready and meticulously maintained. COUNTRY LIVING AT IT'S BEST.

Listed by Hannelore Kaplan of William Raveis Real Estate

MLS Number 72746471

• Single Family Detached
• Square Feet 7,613
• Property Style Antique, Craftsman
• Bathroom 7
• Rooms 18

Built in 1908 by noted Arts and Crafts architect, Thomas Mott Shaw, this uniquely private, elegant estate is sited on a spectacular, secluded 6-acre hilltop, w/ fully renovated, exquisite manor house, sophisticated 6-stall stable, w/stall equipment from Kentucky, a dressage/sports arena w/fully-piped drainage system-on boundless manicured lawns & pastures. Manor house Town-approved for 2 dwelling units--ideal for in-laws or grown children w/families. Intricately-crafted, spacious stable has conversion potential to a 2nd house on estate. For the past 30 yrs, the Town has granted permits for horses/multiple farm animals. The manor house has gorgeous wood flrs, antique brass lighting, 9 FPs & dramatic entry w/gracious staircase, 5 large 2-rm BR suites w/6.5 baths, sunny 2nd flr sitting rm, carpeted LL rec. rm, 2.5 kitchens, + award-winning mahogany & walnut entertainment kitchen. Au pair/caretaker/home office space available in 3rd flr apt. Walk to River to fish, canoe & hike on trails.

Listed by Senkler, Pasley & Dowcett and Brigitte Senkler of Coldwell Banker Realty - Concord

MLS Number 170416978

• Single Family
• Square Feet 5,039
• Bedrooms 5
• Bathroom 5
• Year Built 1790

The Sharefield House Estate is located amid the pastoral beauty on one of Brooklyn Connecticut's most picturesque roads. Two stunning residences, an in-ground pool, and an event center barn are privately situated on the property. Each location boasts breathtaking sunset views of the 97.4 acres of prime pasture, farmland, trails, brook and hillside woodlands. The antique home, circa 1790, provides a serene sense of historic grace and timelessness.The hallmark features of the over 5,000 sq ft of elegant living space include 4 fireplaces, 5 bedrooms, classic built-ins, and wide chestnut floors throughout. You will love the in-ground pool with stone patios, pool-house, and gardens perched high above the manicured estate grounds. Unparalleled modern barn living awaits guests in the awe-inspiring second home. Constructed in 2013, this premier post and beam building boasts a dramatic event center with soaring wood ceilings, a massive kitchen, office, bedrooms, bar, and balconies. With gross space of 8,000 square feet there are endless possibilities, obtain permit as required. (Examples: special events, corporate board room, gatherings, wedding venue). Mechanicals include garages with 12-car capacity, and fully owned geothermal and solar systems which dramatically reduce energy costs on both homes. The land parcels were accumulated over decades by the current owners resulting in a private country kingdom ready for your future dreams. Please visit this exquisite country estate today.

Listed by John M Downs of Berkshire Hathaway NE Prop.

MLS Number 170393170

• Single Family
• Square Feet 6,896
• Bedrooms 6
• Bathroom 6
• Year Built 1880

See virtual tour! Perfection in the heart of Southport Village! Wrap around front porch, antique French Zuber wallpaper and intricate marquetry wood floors are among the many details that make this 6+ bedroom/5.5 Bath home extraordinary. Preserving the home's original architectural integrity was paramount while it was thoughtfully restored over the past 23 years. Originally built as a Victorian Queen Anne c 1870-1880, it was “remodeled” in 1917-1919 in the Colonial Revival style, adding many architectural details such as the windowed fireplace surrounds, large bay windows, and open archways. There are 3 large living rooms including a light-filled Reception Room with original stained glass. The fully updated Kitchen with impressive antique fireplace and dining area offers every modern high-end amenity. The mudroom with travertine floor and custom cabinetry is the perfect staging area for outdoor entertaining. The 2nd and 3rd floors feature 6+ Bedrooms, 5 Baths, a Den/Media Room and highly custom Home Office. The Master BR Suite is complete with fireplace and luxurious Bath featuring Calacatta Caldia and Ming Green marble floor, soaking tub and separate shower plus Dressing Room with custom walk-in closets. Custom millwork throughout and so many extras including exterior security cameras, Tesla charging station and irrigation system throughout professionally landscaped yard. Enjoy evening strolls to the village, Southport Harbor and beaches from this truly one of a kind home.

Listed by Carrie Sakey of William Raveis Real Estate

MLS Number 170373976

• Single Family
• Square Feet 4,618
• Bedrooms 4
• Bathroom 5
• Year Built 1799

Originally built in 1799 with a two year comprehensive re-imagination by Sapia Builders and Scot Samuelson Architects, this antique home has been made new again. The historic structure was raised to install a new basement and everything was built to the highest standards. It is the signature property on Main Street and borders a private entry via Parker Lane. The second floor has views of the water and maritime activity while the back yard is completely gated for privacy. Winner of three architectural awards, this property has two dwellings. . . a Main house and a Carriage house. The Main house includes a custom prep-catering kitchen, a spectacular kitchen, dining room, living room, office and library with wet bar, fireplace and sunroom, which could be converted into a first floor primary bedroom with full bath already in place. All bedrooms are ensuite in both structures. The Carriage house spans the three car parking, offering a gathering area with a vaulted ceiling, wet bar, separate bedroom and full bath. Custom walnut floors, all new Marvin wood windows, thick walnut doors throughout, coffered ceilings and arched moldings, a cedar shake roof, custom cupolas and hardware, fixtures and faucets from England are just a few of the extraordinary features in this exceptional custom home. Nothing has ever come to market in Essex such as 32 Main Street.

Listed by Mariette Woolfson of William Pitt Sotheby's Int'l

MLS Number 170390517

• Single Family
• Square Feet 4,512
• Bedrooms 5
• Bathroom 6
• Year Built 1927

If you're looking for charm, privacy and convenience, you've come to the right place! Close to town, this meticulously maintained and renovated French Normandy style Tudor with its large heated pool boasts 2.3 acres of rolling lawns, meandering rock gardens and a pond perfect for serene kayak rides. Warm and welcoming with hand-hewn wood and limestone floors, decorative millwork, plaster walls and antique French stone fireplace mantels. 5 bedrooms plus office, high end kitchen and baths, and lower level gym/playroom make this house perfect for families of all sizes. Plenty of FAR available as well. New Slate Roof 2012. Full house generator.

Listed by Beth O'callaghan of Berkshire Hathaway NE Prop.

MLS Number 4869982

• Residential Single Family
• Construction Existing
• Bedrooms 6
• Bathroom 4
• Square Feet 5,588

As you drive up Old College Road, under a canopy of 150 year old maples reaching over beautifully crafted stone walls, you are guided to one of the most beautiful and stunning locations in New England. The Joseph Philbrick Homestead appears in the distance, first showing the side of her exquisite 100' c1800 3 story barn, then to reveal the ell and 3 story, c1781 Center Chimney Colonial grandly commanding her spot at the Corner of Old College Road and Maple Street. Once a town center, where now 3 equally beautiful Antique homes create this peaceful setting. All surrounded by 2000 acres of Conserved land. Truly one of the most exquisite examples of old world craftsmanship blended with modern day function and comfort, this 6BR, 4BA home is sited on over 200 acres of magnificent fields, stone walls, stunning maples, gorgeous gardens, wide forest walking trails. With beamed ceilings, stunning pumpkin pine paneled walls, wide pine floors, and gunstock corners, 5 fireplaces including the main hearth in the living room that commands all to gather on snowy winter days. Or sit in the Tavern Room for a more intimate place to read or rest. A Gourmet Kitchen allows for many chefs and there is a first floor Main Bedroom Suite. A state of the art geo thermal heating/cooling system, excellent internet for full home office function, all add to the comfort and peaceful living that this home offers. 600' of pristine and very private waterfront on Highland Lake is an added bonus.

Listed by Margaret Weathers of Four Seasons Sotheby's Int'l Realty

MLS Number 72864930

• Single Family Detached
• Property Style Antique
• Square Feet 5,128
• Bathroom 4
• Rooms 9

Rare Opportunity to purchase Waterfront Property on Red Brook Harbor in Cataumet. This 3.5 acre parcel includes an antique style single family owned by same family for generations. Property includes a 5,128 square foot residence with large detached garage. A boater's paradise with deep water access. Enjoy beautiful sunrises and sunsets. Come see this remarkable waterfront location!

Listed by C. Brendan Noonan and Anne Marie Hannon of C. Brendan Noonan & Co.