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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753 Riversville Road Greenwich CT 06831

Price$1,895,000

Est. Mortgage: $/month

Active With Contract

MLS Number 107173

  • Residential
  • Village North Parkway
  • Address 753 Riversville Road
  • Area Greenwich
  • Junior High Western

Private country estate w sweeping ceils & tons of light. A contmp style open flr plan home on priv lane off Riversville, sits on 5.5 acres. LR w 20' ceil & flr-to-ceil windows, DHT entry & DR. Eat-in kit w cath ceil & hi-end apps shares 2-sided FP w fam rm. Rms boast skylights & drs to deck, speakers & Sub-Zero wine fridge. Add't wing offers full bath w cabana, DHT playrm/game rm, in-law ste & office w built-ins. 2-sided FP, windows on all sides, FDRS to deck, pool & balcony. 4 beds, 4 full & 2 half baths. 1st flr MBR ste w priv deck to pool, tray ceil, MBath w marble Jacuzzi, shower, 2 walk in closets, dressing rm. Upstairs 3 DBRS, 1 en-suite w/ marble bth. Formal gardens surround stone terrace & heated pool w spa & waterfall. Generator. 3 car gar. Unfin walkout bsmt w windows & nat light

Listing Provided Courtesy Of: Houlihan Lawrence

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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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: 3.6% last updated on Aug 15, 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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62 Sherwood Avenue Greenwich CT 06831

Price$4,495,000

Est. Mortgage: $/month

MLS Number 107253

  • Residential
  • Village North Parkway
  • Address 62 Sherwood Avenue
  • Area Greenwich
  • Junior High Western

Unparalleled 6 bedroom Manor House reminiscent of romantic English Country Home, graces 5 breathtaking acres with long sweeping drive, cascading lawns, pool and pool house. This historic, thoughtfully restored home boasts exquisite original features - curved doors, parquet floors, intricate mouldings, wood panelling, 6 fireplaces and arched French doors to beautiful stone terraces overlooking the stunning property. Showcases double height rotunda with dramatic staircase; grand living room; library; den with wet bar; 2 bedrm suites with terrace access on main flr; master suite with dressing room, his/her baths and garden level country kitchen/breakfast, dining and family rms. Just 8 min drive from downtown Greenwich; mins to Merritt and Westchester. Aptmnt over detchd 4-car grge, tennis

Listing Provided Courtesy Of: Houlihan Lawrence

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%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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55 Mooreland Road Greenwich CT 06831

Price$6,200,000

Est. Mortgage: $/month

MLS Number 107176

  • Residential
  • Village North Parkway
  • Address 55 Mooreland Road
  • Area Greenwich
  • Junior High Western

Located in the heart of Round Hill Road, this European designed home offers great sophistication and privacy. Over five acres of lush rolling emerald lawns with apple orchard, perennial gardens, wild flower garden, stone courtyard with alley of trees. Magical. Owners have meticulously maintained this estate offering beautifully scaled entertaining rooms that open to the oversized terrace and gorgeous views. Large front-to-back entry brings great natural light to all the spaces. Free form pool with fountain. Pool house. Separate apartment. The perfect oasis.

Listing Provided Courtesy Of: Compass Connecticut, LLC

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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66 Cherry Valley Road Greenwich CT 06831

Price$10,000,888

Est. Mortgage: $/month

MLS Number 103738

  • Residential
  • Village North Parkway
  • Area Greenwich
  • Junior High Western
  • Year Built 1992

Set on 7+ acres just off Round Hill Road, this modern estate designed by the world famous architect Ulrich Franzen has a wonderful open plan and architectural details throughout. Leisure time can be spent in the indoor pool, outdoor pool, tennis court, spa or billiard room. Relax in the master bedroom suite with fireplace, outdoor patio, gracious closets and bathrooms. Spectacular glass living spaces juxtaposed with cozy lounge areas throughout. Enjoy indoor/outdoor entertaining among fountains, lush lawns, mature trees and glorious lakeside vistas. Separate 2-bedroom guest house, garaging for 6 cars, generator, outdoor kitchen and even an indoor ice cream parlor! This is the Hamptons in Greenwich.

Listing Provided Courtesy Of: Houlihan Lawrence

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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$8,800,000

Est. Mortgage: $/month

MLS Number 107093

  • 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.

Listing Provided Courtesy Of: Compass Connecticut, LLC

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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14 Hycliff Road Greenwich CT 06831

Price$4,295,000

Est. Mortgage: $/month

MLS Number 107035

  • Residential
  • Village North Parkway
  • Address 14 Hycliff Road
  • Area Greenwich
  • Junior High Western

Sophisticated stone and shingle style manor embraces today's living. On a quiet cul-de-sac set amid gorgeous landscaping in mid-country, you have found your oasis. A sun-filled custom interior offers timeless features; rich inlaid flooring, hand selected marbles, custom painted library, elegant lighting, and 4 fireplaces. Step outside to a covered verandah with blue-stone terraces and pool with spa & waterfall. 6 en-suite bedrooms; luxurious master wing with his/her dressing rooms and radiant-heated bath will have you feeling as if every-day is a vacation. Large finished lower level with playroom, extra bed/bathroom and laundry. Finished 3rd floor offers further flexibility for guests or family with gym/playroom and full bath. Heated 3 car garage.

Listing Provided Courtesy Of: Halstead Real Estate

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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21 Vista Drive Greenwich CT 06830

Price$38,500,000

Est. Mortgage: $/month

MLS Number 106989

  • Residential
  • Village South of Post Road
  • Address 21 Vista Drive
  • Area Greenwich
  • Junior High Central

In the exclusive guard-gated Indian Harbor association, this rare Long Island Sound compound is one of Greenwich's most significant waterfront estates. This impressive eight-bedroom residence sits on 5.8+/- parklike acres with approximately 1,570+/- feet of shoreline with panoramic views across to Long Island Sound A significant addition includes a guest house and stunning indoor swimming pool. Waterside terraces highlight verdant landscaped grounds overlooking a pool, tennis court, putting green and deep water dock. Opportunity to renovate or build new on 3 sub-divided lots, approximately 2 acres each.

Listing Provided Courtesy Of: Sotheby's International Realty

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%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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205 Round Hill Road Greenwich CT 06831

Price$15,950,000

Est. Mortgage: $/month

MLS Number 106990

  • Residential
  • Village South Parkway
  • Address 205 Round Hill Road
  • Area Greenwich
  • Junior High Central

A most desirable authentic mid-country Round Hill mansion is available to the discerning buyer. Luxury is redefined in the thoughtful renovation of this exquisite 1820 Federal compound. Renowned designers integrated modern updates with period detailing as well as sumptuous landscaping. Set on 5.12 exquisite & level acres (2 acre zone) with pool, pool house, tennis court & English gardens. This home showcases a stunning foyer, fabulous chef's kitchen, butlers pantry, breakfast & family rooms with fireplace & hand-hewn beams, wonderful entertaining terraces,elegant formal rooms & den. The top levels afford a master suite with fireplace, his/her baths, office & closets, guest suite & children's wing. Bonuses: Cottage, wine cellar & 6 car garages. Lovely views over 4 acre Land Trust property.

Listing Provided Courtesy Of: Houlihan Lawrence

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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11 Partridge Hill Lane Greenwich CT 06831

Price$2,495,000

Est. Mortgage: $/month

MLS Number 106981

  • Residential
  • Village North Parkway
  • Area Greenwich
  • Junior High Western
  • Year Built 1957

Sited in beautiful back-country Greenwich, the moment you step on the peaceful grounds you are greeted by the scents and sounds of the peaceful countryside. Mature trees tower over lush hill and meadows, creating your own personal Shang-ri-la. The main residence is over five thousand square feet, including five bedrooms, five full baths, powder room, fireplace and floor to ceiling windows that showcase the unique marvel of having your very own tree house. Experience illuminated trees while taking a night swim in the heated pool, allowing for outdoor enjoyment at all times. This amazing property includes a horse stable with three stalls, a small golf range and a pond where you can fish in your own backyard. Above the three car garage, find the perfect space for an art studio.

Listing Provided Courtesy Of: Five Corners Properties

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$
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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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26 Memory Lane Greenwich CT 06831

Price$3,295,000

Est. Mortgage: $/month

MLS Number 106942

  • Residential
  • Village South Parkway
  • Address 26 Memory Lane
  • Area Greenwich
  • Junior High Western

Five scenic, private acres define this pastoral setting comprised of an exquisitely updated five-bedroom home, horse barn, stone terraces off main rooms, and expansive rolling lawns located minutes from shopping and schools. Beautifully renovated with luxurious finishes and high-end, stylish details. Highlights include a striking marble clad eat-in kitchen with fireplace; dramatic dining room; butler's pantry; wood paneled office and chic living room with fireplace. Secluded master suite with fireplace, glamorous bath with balcony. Three en-suite bedrooms and laundry room with 2 washer/dryers complete 2nd floor. Top floor hobby room. The lowest level sports a playroom with homework area; home theater; en-suite bedroom and mudroom. Detached 2-car garage. Access to miles of riding trails.

Listing Provided Courtesy Of: Houlihan Lawrence

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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61 Lower Cross Road Greenwich CT 06831

Price$7,900,000

Est. Mortgage: $/month

MLS Number 106887

  • Residential
  • Village North Parkway
  • Address 61 Lower Cross Road
  • Area Greenwich
  • Junior High Central

Custom built Brick Georgian Manor is perfectly sited on 14+ private acres in the exclusive estate area of Conyers Farm. A long, winding and gated drive delivers you to this majestic estate. Marked by the symmetry and proportion of a classic Georgian, the thoughtful floorplan and scale is prevalent throughout. Highlights include a grand two-story sundrenched great room with walls of windows, a billiards room, paneled library and a phenomenal master suite with sitting room, private balcony, two luxury baths and dressing rooms. Five ensuite bedrooms plus additional amenities including a six car garage, media room, wine cellar and pool with waterfall complete this quality offering.

Listing Provided Courtesy Of: Compass Connecticut, LLC

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$
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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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18 Lower Cross Road Greenwich CT 06831

Price$8,900,000

Est. Mortgage: $/month

MLS Number 106834

  • Residential
  • Village North Parkway
  • Address 18 Lower Cross Road
  • Area Greenwich
  • Junior High Central

A tree-lined driveway leads to this grand 6 BR, 9.2 BA, 10,400+ sf home set on 10.27 private acres in Conyers Farm Association. The dramatic marble foyer opens to the living room with French doors out to the grand terrace with incredible views of the pool & sweeping lawns. Also on the 1st flr: a paneled office, media rm, billiards rm, dining rm, family rm, & gourmet kitchen opening to the terrace overlooking the pool. On the 2nd flr: laundry, 5 generous ensuite BRs, & the master suite with 2 luxe baths & 2 dressing rms. The walk-out lower level (addt'l approx. 2,500 sf) is ideal as a nanny/guest suite with its separate entrance, BR & BA, & family rm w/BA & more. Heated 3-car garage. Elevator shaft in place. Security detail. Just 10 min from downtown Greenwich. Less than 1 hour from NYC.

Listing Provided Courtesy Of: Berkshire Hathaway N.E. Properties

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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591 Riversville Road Greenwich CT 06831

Price$30,000,000

Est. Mortgage: $/month

MLS Number 106755

  • Residential
  • Village North Parkway
  • Address 591 Riversville Road
  • Area Greenwich
  • Junior High Western

Denbigh Farm. Magical setting with breathtaking panoramic views of Long Island Sound sitting high above sea level. Continue the wonderful history of this special estate of an era of timeless refinement. A home that welcomes you. A lifestyle of memories, enjoyment & pleasure for years awaits the new buyer! Extraordinary equestrian est with grand rooms, quality details, beautiful antique floors, lovely English sculptured gardens, sparkling pool, clay tc., Mt. Vernon playhouse, gym/sports house, luxurious garage apts, fancy chicken coops, gorgeous barn with A+ stalls, cottage, apple orchards & more!!! A magnificent manor home on an elegant landmark est that is so rare. Seldom do you capture such a majestic view. Impressive, private and so inviting. Dignity & charm. Alan Greenberg renovations

Listing Provided Courtesy Of: William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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$1,574,000

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: 3.6% last updated on Aug 15, 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: 3.6% last updated on Aug 15, 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: 3.6% last updated on Aug 15, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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