Homes with 5+ Acres in Greenwich CT Area

Browse single family homes with 5+ acres in the Greenwich area including Cos Cob, Riverside, and Old Greenwich below. Find waterfront homes, private estates, homes with spectacular water views, and much more!

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23 Smith Road Greenwich CT 06830

Price$39,500,000

Est. Mortgage: $/month

MLS Number 106692

  • Residential
  • Village South of Post Road
  • Address 23 Smith Road
  • Area Greenwich
  • Junior High Central

Magnificent waterfront estate embraces six exquisitely sculptured acres on a private road with heated pool, guest cottage, oak-paneled barn, gorgeous gardens, dock and extensive shoreline on Greenwich Harbor. Classic elegance untarnished by the passage of time defines renovated/expanded 1937 residence with sophisticated interior design by Cullman and Kravis of New York; 6 fireplaces; panoramic water views; fabulous waterfront terrace. Gracious formal rooms; family room adjoining grand gourmet kitchen with two granite islands; stunning Great Room; 4-season solarium opening to terrace with fireplace. Seven bedrooms include one ideal for guests; children's bunk room; luxury master with fireplace, his/her baths, walk-in custom closet. Home gym; wine room; generator; 4-car garage.

Listing Provided Courtesy Of: Houlihan Lawrence

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$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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22 Sumner Road Greenwich CT 06831

Price$1,695,000

Est. Mortgage: $/month

MLS Number 106557

  • Residential
  • Village North Parkway
  • Address 22 Sumner Road
  • Area Greenwich
  • Junior High Western

Gorgeous Round Hill Estate with a Barn, a Detached Garage, a Pool and a Pond for Fishing. Renovate this vintage Colonial or start fresh at this Pastoral Setting. If you choose not to Renovate this lovely Home, the property would support up to a 18,000 SF, 9 Bedroom Estate, (see attached feasibility study). Property sold ''As Is''

Listing Provided Courtesy Of: Coldwell Banker Residential Brokerage

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$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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50 Lafrentz - Lot 2 Road Greenwich CT 06831

Price$5,350,000

Est. Mortgage: $/month

MLS Number 106522

  • Residential
  • Village North Parkway
  • Area Greenwich
  • Junior High Western
  • Year Built 2019

Ability to build your dream home! Builders-package design:Secluded on 11 acres in back country Greenwich, this gracious colonial offers flexible living and the indoor/outdoor coexist seamlessly. The double height entrance draws your eye past the formal dining room through to the great room, with french doors leading outside to the back patio. The eat in kitchen is a chefs dream with a wine nook, a closed pantry to store counter top clutter, and a butlers pantry to facilitate additional food preparation. There are 2 home offices, a mudroom, and an elevator. Upstairs there are five bedrooms, all en-suite, and the master bedroom boasts a spa bathroom, and you can relax on the Juliet balcony with the fire burning.

Listing Provided Courtesy Of: Douglas Elliman of Connecticut LLC

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%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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50 Lafrentz - Lot 3 Road Greenwich CT 06831

Price$5,790,000

Est. Mortgage: $/month

MLS Number 106523

  • Residential
  • Village North Parkway
  • Area Greenwich
  • Junior High Western
  • Year Built 2019

Home to be built:Relish Southern living on the covered porch of this 7000 SQ FT Backcountry Greenwich estate. The double height foyer welcomes you w/ a designated formal living & formal dining rooms. The great room is dominated by a double-sided stone fireplace, open to the chefs kitchen & breakfast area. Privacy & peace can be found in the library, tucked away w/ its own fire place & exit to the wrap around porch. The ground floor also boasts an en-suite staff/guest bedroom. On the 2nd floor, the master suite has your own private deck. There are 2 en-suite bedrooms w/ walk in closets, an office, and a possible 5th bedroom. Third floor provides gorgeous views from the office/6th bedroom.

Listing Provided Courtesy Of: Douglas Elliman of Connecticut LLC

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%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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425 Taconic Road Greenwich CT 06831

Price$3,999,500

Est. Mortgage: $/month

MLS Number 106446

  • Residential
  • Village North Parkway
  • Address 425 Taconic Road
  • Area Greenwich
  • Junior High Central

On 6 quiet acres sits this majestic brick manor. A sweeping foyer with domed ceiling leads to spacious formal rooms including the living room with french doors to the raised terrace, dining room, and show-stopper two story Mahogany library. the gourmet kitchen is an entertainers' dream with huge island, dining area, hidden chef's pantry, and french doors to the terrace. Adjacent family room, mudroom/laundry, office, and heated 4-car garage makes this truly the heart of the home. 7 bedrooms include spacious master suite and 1st floor guest retreat both with fireplaces. 4 additional bedroom suites, an exercise room and lower level with billiards room, family room and wine cellar complete the package. 6 rolling acres border horse farms and the riding trails - an equestrian delight.

Listing Provided Courtesy Of: Houlihan Lawrence

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$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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429 Taconic Road Greenwich CT 06831

Price$14,750,000

Est. Mortgage: $/month

MLS Number 106431

  • Residential
  • Village North Parkway
  • Address 429 Taconic Road
  • Area Greenwich
  • Junior High Central

Turn-key equestrian estate includes magnificent, award-winning home w/pool, Indoor and Outdoor riding rings, state-of-the-art stablem, kmultiple grass paddocks and housing for grooms/trainer. The only fully equipped equestrian estate with an indoor riding ring on the market in Greenwich!! You never need to leave your home to ride 365 days per year. Would also be wonderful for a car collectors!

Listing Provided Courtesy Of: Douglas Elliman of Connecticut LLC

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$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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16 John Street Greenwich CT 06831

Price$3,895,000

Est. Mortgage: $/month

MLS Number 106429

  • Residential
  • Village North Parkway
  • Address 16 John Street
  • Area Greenwich
  • Junior High Western

Round Hill Farm: Sited beyond gates on a long, tree-lined driveway is this classic 1932 colonial with an inviting Guest House-Carriage Barn. Wide flagstone steps and formal patio gardens tie the home to the bucolic scenery of 7.57 private acres featuring a heated pool, rolling lawn, gardens and open fields. This 14-room slate-roof home provides sunny and spacious rooms, eat-in chef's kitchen, five welcoming bedrooms and 5.2 bathrooms. Barn features fabulous beamed ceiling great room with kitchenette, bedroom and full bathroom, a perfect space for office, party and guests. Three car garage. Please note main house bedroom count and square footage do not include bedroom, bath and living space in Carriage House. Visit www.RoundHillFarmCT.com for more information.

Listing Provided Courtesy Of: Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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35 Farwell Lane Greenwich CT 06831

Price$5,490,000

Est. Mortgage: $/month

MLS Number 103720

  • Residential
  • Village North Parkway
  • Address 35 Farwell Lane
  • Area Greenwich
  • Junior High Western

Spectacular Partridge Hollow Estate located in a private, security guarded, gated community and just minutes off prestigious Round Hill Road in Greenwich. This custom built center hall colonial, renovated in 2018, with 8 bedrooms, 9.5 baths and 5 fireplaces leaves nothing to be desired. The floor plan is perfection and features soaring ceilings and grand public rooms with an elevator that stops on all four floors. In addition, there is a study, nanny suite, children's homework/art room, a professional gym with a sauna, and huge lower level. The gorgeous chef's eat-in kitchen with adjacent family room is situated ideally next to the professionally landscaped oversized patio.

Listing Provided Courtesy Of: Douglas Elliman of Connecticut LLC

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$
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$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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108 John Street Greenwich CT 06831

Price$4,995,000

Est. Mortgage: $/month

MLS Number 106239

  • Residential
  • Village North Parkway
  • Address 108 John Street
  • Area Greenwich
  • Junior High Western

Custom built home provides privacy and relaxed living. 108 John Street is completely protected, surrounded by Greenwich conservation, National Audobon and Seven Bridges Foundation land. Enjoy direct access to nature, hiking and cycling from the property. Convenient to private schools, Merritt Parkway, Westchester Airport and both Greenwich and Armonk shopping. This Shingle-style house provides relaxed living in a wonderfully peaceful setting - it makes you smile. Designed and constructed by Dinyar Wadia and decorated by legendary Diamond & Baratta, this is a home that is meant to be lived in, whether a primary or secondary residence. First floor layout checks all the boxes featuring informal and formal spaces for every occasion. Covered, dining terrace off the living room. ''see mor

Listing Provided Courtesy Of: Halstead Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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37 Burying Hill Road Greenwich CT 06831

Price$17,620,000

Est. Mortgage: $/month

MLS Number 106187

  • Residential
  • Village North Parkway
  • Address 37 Burying Hill Road
  • Area Greenwich
  • Junior High Western

Unparalleled Greenwich Estate. Over 9 lakefront acres that are pristinely maintained with seasonal gardens, apple trees, rose bushes and natural beauty. This custom show house was a creation of the owners and the Gardiner & Larson team. Although it appears to be reminiscent of a pre-war home the house is newly built with vibrancy and great style. Young, bright and welcoming.Too many amenities to include in data sheet include:LLL:Regulation basketball court, TV Lounge area.LL: Gym, Yoga Studio, Game Room.1st FL: Mudroom with Dog Bath, Potting Room, His and Her Offices.2nd FL: Children's Study Area--Pool House/Two cottages(one lakefront)/Gorgeous pool setting/multiple terraced entertaining areas....Complete privacy. Very special and sophisticated. A true New England Estate

Listing Provided Courtesy Of: Compass Connecticut, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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25 Selden Lane Greenwich CT 06831

Price$1,899,000

Est. Mortgage: $/month

MLS Number 106105

  • Residential
  • Village North Parkway
  • Address 25 Selden Lane
  • Area Greenwich
  • Junior High Western

Nestled at the end of a peaceful country cul-de-sac, this understated yet elegant shingle style beauty has it all, offering the ultimate in privacy with great flow and room scale, 5 fireplaces, a full finished walkout lower level, a private (separate entrance) in-law suite, plus an additional au pair suite adjacent to the kitchen. With a beautiful lakeside setting, rolling velvety lawns include an existing tennis court and ideal pool site. Set on an oversized 7.73-acre property which includes a separate 2.1 acre lot, this amazing find boasts endless, though not necessary, expansion possibilities. The lower level square footage is not included in the 6,821.

Listing Provided Courtesy Of: Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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106 Hunting Ridge Road Greenwich CT 06831

Price$1,695,000

Est. Mortgage: $/month

MLS Number 104417

  • Residential
  • Village North Parkway
  • Area Greenwich
  • Junior High Central
  • Year Built 1960

A special ''Back country'' property with the conveniences of ''Mid-Country''. A Nature's paradise on almost 6 acres. This James Evans designed mid century Modern home features lots of light & privacy. Fieldstone fireplaces with skylights/vaulted ceilings create expansive views into nature. One floor living is augmentd by a 425 sq ft finished walkout, lower level family room/office that leads to a tranquil rock garden. The property also includes a 500 sf artist studio. Enjoy an easy commute to the Greenwich Train Station or Merritt Parkway. Many updates have been made. A must see!

Listing Provided Courtesy Of: Charles Paternina

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$
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$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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34 Baldwin Farms North Greenwich CT 06831

Price$3,295,000

Est. Mortgage: $/month

MLS Number 105947

  • Residential
  • Village South Parkway
  • Area Greenwich
  • Junior High Western
  • Year Built 1968

Spectacular, unparalleled 5-acre property - 2 separate lots - on Baldwin Lake boasts a 5 bedroom/5.1 bath contemporary with gorgeous views from dramatic windows, fabulous great room with peaked atrium and two-story stone fireplace; handsome wood paneled library with fireplace, bar, and affords absolute privacy while located minutes from town and highway.

Listing Provided Courtesy Of: Houlihan Lawrence

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$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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459 Stanwich Road Greenwich CT 06831

Price$2,899,999

Est. Mortgage: $/month

MLS Number 105903

  • Residential
  • Village North Parkway
  • Address 459 Stanwich Road
  • Area Greenwich
  • Junior High Central

mid country opportunity here to own this very special home with lots of land. Barn for horses or car collection etc.

Listing Provided Courtesy Of: William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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141 Taconic Road Greenwich CT 06831

Price$12,800,000

Est. Mortgage: $/month

MLS Number 105814

  • Residential
  • Village North Parkway
  • Address 141 Taconic Road
  • Area Greenwich
  • Junior High Central

Experience a piece of Greenwich history. This magnificent estate has been thoughtfully restored, renovated and expanded with a classically modern design. Encompassing 9,298SF with 8 bedrooms and 7.2 bathrooms with every modern family convenience, state of the art technology, and a stream of natural light throughout the day. Enviable views of terracing, stone walls and verdant lawns are apparent from all angles. The wine collector/connoisseur can indulge in impression wine room. Meadowlands with wild flowers compliment the apple orchard and formal gardens that are integrated with the country stonewalls. Private pool setting, tennis court and fire-pit for the outdoor enthusiasts. The Barn/Garage is every car collector's dream. Upstairs is lux fitness center. TWO SEPARATELY DEEDED PARCELS

Listing Provided Courtesy Of: Compass Connecticut, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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49 Hunting Ridge Road Greenwich CT 06831

Price$3,750,000

Est. Mortgage: $/month

MLS Number 105688

  • Residential
  • Village North Parkway
  • Area Greenwich
  • Junior High Central
  • Year Built 1956

Elegant classic colonial situated on 5.56 beautifully landscaped acres of level lawns,perennial gardens and rolling meadows.A gracious home with renovations and additions that are perfectly proportioned for today's family. Grand foyer entry with front to back exposure and cathedral ceiling leads to a formal living room, dining room and custom built library with fireplace and office. A gourmet kitchen flows into the family room. Lovely windows and french doors allow this meticulously maintained home to be filled with natural light. Multiple terraces lead to a lovely 56ft. heated pool and expansive property with room for a tennis court and much more.Bucolic setting, less than 10 minutes to town, schools. Many options for a 5th or 6th bedroom.

Listing Provided Courtesy Of: Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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646 Riversville Road Greenwich CT 06831

Price$2,150,000

Est. Mortgage: $/month

MLS Number 105614

  • Residential
  • Village North Parkway
  • Address 646 Riversville Road
  • Area Greenwich
  • Junior High Western

Sunlit, spacious home on five beautiful park-like acres on Quaker Ridge with westerly views. Highest point in Greenwich across from Audubon 200 acres. Large foyer leads to formal living room, dining room with fireplace and family room with vaulted ceiling. Expansive master suite with sitting area, luxurious bath, large walk-in closets and exercise/office. Gourmet kitchen and breakfast nook. Four additional bedrooms, three baths and office with fireplace complete this inviting home. Expansion possibilities, pool and tennis court sites.

Listing Provided Courtesy Of: Houlihan Lawrence

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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91 Indian Head Road Riverside CT 06878

Price$12,500,000

Est. Mortgage: $/month

MLS Number 105605

  • Residential
  • Village Riverside
  • Address 91 Indian Head Road
  • Area Riverside
  • Junior High Eastern

Extraordinary opportunity to own 5.2 +/- acres directly on LI Sound with deepwater dock and almost 100ft of private beach. Panoramic views of the peaceful Long Island Sound harbor create the setting for this charming 1910 estate with water views from most of the rooms. The idyllic outdoor setting features a tennis court, a separate 2 bedroom 1,144 sq.ft. cottage and a waterside terrace overlooking the rolling lawn to the boathouse, dock and waterscape beyond. Renovate/expand the current house or build new to enjoy the best of New England coastal living.

Listing Provided Courtesy Of: Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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477 Riversville Road Greenwich CT 06831

Price$3,995,000

Est. Mortgage: $/month

MLS Number 105596

  • Residential
  • Village North Parkway
  • Address 477 Riversville Road
  • Area Greenwich
  • Junior High Western

Elegant five bedroom estate set back on 5.65 private, park-like acres with rock outcroppings and room for a pool located close to shopping, schools and highways. Extraordinary architectural details, including Brazilian cherry wood floors, high ceilings, crown moldings and nine fireplaces, blend with a modern aesthetic resulting in a stunning interior on four fabulous levels. Boasts a striking chef's kitchen; sunny breakfast room with adjacent covered porch; a floor to ceiling fieldstone fireplace in family room; cherry paneled library with large bar. The lavish master features a sitting room, his/her sumptuous baths and superb dressing rooms. Offering a lower level theater, billiard room; top floor exercise studio, spa bath and two two-car garages.

Listing Provided Courtesy Of: Houlihan Lawrence

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2 Conyers Farm Drive Greenwich CT 06831

Price$4,795,000

Est. Mortgage: $/month

MLS Number 105529

  • Residential
  • Village North Parkway
  • Address 2 Conyers Farm Drive
  • Area Greenwich
  • Junior High Central

An exceptional ten acre Conyers Farm Estate blends its history with modern living. A beautifully renovated and expanded historic carriage house and the newer timber framed barn ''guesthouse'' are sited on these private acres composed of meadows, woodlands and magnificent gardens. Located in the prestigious, Conyers Farm private association, each home is privately set apart from the other and have their own drive. In addition to the present homes, there are two designs of a 10,000 square foot manor house to be built and a future tennis court site. A one of a kind compound with several options for someone to create their own estate - this is a rare opportunity.

Listing Provided Courtesy Of: Compass Connecticut, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Listing data provided by Greenwich MLS