Homes Over $5M in Greenwich CT Area

Explore beautiful luxury homes for sale over $5M in Greenwich, Old Greenwich, Cos Cob & Riverside below. Discover great estates, country compounds, equestrian properties, stately mansions, and more. The Sarsen Team can help you find the perfect home for you and your family.

Give us a call at 203-253-0476 or contact us online with any questions about Greenwich real estate or to schedule a private showing.

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33 Broad Road Greenwich CT 06830

Price$5,500,000

Est. Mortgage: $/month

MLS Number 105507

  • Residential
  • Village South of Post Road
  • Address 33 Broad Road
  • Area Greenwich
  • Junior High Central

This extraordinary 1926 Belle Haven peninsula Mediterranean inspired home is beautifully sited and has been completely renovated and expanded. Reminiscent of homes in Montecito, California with its classic Spanish Colonial Revival style of architecture. The unique outdoor experience includes a richly appointed sitting area with fireplace, classic garden fountain, covered arched walkways and a luxurious pool area. The refined textures of the interior are evident in the impressive living room, gracious dining room and expansive family room. The kitchen is well appointed with modern finishes and a family dining section. The spacious master with three exposures includes a fireplace, over-sized closet and sparkling bathroom. An ideal location with level property and abundant natural light.

Listing Provided Courtesy Of: Halstead Real Estate

$
$
%
$/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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200 Byram Shore Road Greenwich CT 06830

Price$7,600,000

Est. Mortgage: $/month

MLS Number 107518

  • Residential
  • Village South of Post Road
  • Address 200 Byram Shore Road
  • Area Greenwich
  • Junior High Western

This captivating architecture invokes timeless New England character imbued with modern appeal. Built in 2004, boasting both charm and sophistication from the 20th century, one can enjoy high-end elegance and finishes. This home celebrates a great classic estate feel with countless custom features such as extensive millwork, moldings, raised paneling and banks of French doors leading to gracious patios and porches. Enjoy sunrise, sunset, moonlit harbor views, and the private association beach in this distinguished home, an ideal place to live in one of the most desired neighborhoods in Greenwich.

Listing Provided Courtesy Of: Coldwell Banker Residential Brokerage

$
$
%
$/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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293 Chapman Lane Greenwich CT 06830

Price$5,799,000

Est. Mortgage: $/month

MLS Number 107437

  • Residential
  • Village South Parkway
  • Address 293 Chapman Lane
  • Area Greenwich
  • Junior High Central

A Greenwich Classic. Chic new 6 bedroom colonial on 1.5 lush acres on a peaceful, private lane close to town/train. Kaali-Nagy design with an open floor plan that blends traditional elements with modern detailing and luxurious finishes. The main level offers 10' ceilings; sleek custom kitchen adjacent to family room with fireplace opening to expansive covered terrace; sun-filled formal rooms; library with built-ins; ideal mudroom and heated 3-car garage. Sun-drenched second floor w/ five bedrooms including master suite w/ fireplace, radiant heated floor in spa bath as well as 4 en-suite bedrooms. Top floor bonus room has full bath & 9 ft ceiling lower level has versatile space for play, exercise, staff quarters. Approved pool site. Schools/clubs just minutes away. Available immediately

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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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

$
$
%
$/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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6 Lauder Way Greenwich CT 06830

Price$11,975,000

Est. Mortgage: $/month

MLS Number 103993

  • Residential
  • Village South Parkway
  • Address 6 Lauder Way
  • Area Greenwich
  • Junior High Western

Unparalleled Beauty on 3.4 acres close to town. Custom Georgian by Vanderhorn/Matthews w/dramatic tree lined approach, breathtaking 2-story hall & exquisite step-down LR featuring bow window, fireplace & Fr. doors to expansive terrace overlooking rolling estate lawns & lush gardens. Gorgeous fireplace & high foiled ceiling adorn DR. Formal 1st floor library plus grand office w/own entry, leather walls, cupola-light on 2nd floor. FR has amazing barrel ceiling; adjoins luxurious eat-in kitchen w/5-star culinary appointments. Sensual master suite has a balcony/terrace, tray ceiling, 2 stunning dressing rooms & 2 spa bathrooms. Huge 48' game room. Theatre/billiards rooms on LL. Pool, tennis court & pool house w/incredible kitchen/bar; all sited against a picturesque Connecticut woodland.

Listing Provided Courtesy Of: Coldwell Banker Residential Brokerage

$
$
%
$/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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42 Old Church Road Greenwich CT 06830

Price$8,100,000

Est. Mortgage: $/month

MLS Number 107298

  • Residential
  • Village South Parkway
  • Address 42 Old Church Road
  • Area Greenwich
  • Junior High Central

Rare opportunity to own a very special home in the heart of Greenwich which has been updated to the highest quality standards with great flare. The oldest part of the home dates to 1710. Historic additions with high ceilings and spacious room sizes make this a home that works for today's lifestyle. Ideally located close to town on nearly 1 acre with mature landscaping and gardens that create a private oasis around the pool and outdoor kitchen and patio,

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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21 Vineyard Lane Greenwich CT 06831

Price$8,650,000

Est. Mortgage: $/month

MLS Number 107297

  • Residential
  • Village South Parkway
  • Address 21 Vineyard Lane
  • Area Greenwich
  • Junior High Western

This elegant and stately Georgian manor nestled in a breath taking and private botanical garden of fruit trees, perennial gardens, trickling stream and pathways is constructed with hand chiseled stone and Vermont slate roof. Located on a quiet country lane near town secluded behind wrought iron gates this beautiful home provides an ideal modern floor plan with 11 ft. ceilings, exceptional kitchen family room, luxurious master suite with two baths, paneled mahogany library, extraordinary living room and walk out lower level to pool veranda and hot tub. Incredible quality craftsmanship is evident throughout the interior including mahogany windows, extensive raised paneling, solid thick doors and wide plank oak flooring. The adjoining property is offered as a solution for a private compound.

Listing Provided Courtesy Of: Halstead Real Estate

$
$
%
$/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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38 Birch Lane Greenwich CT 06830

Price$5,995,000

Est. Mortgage: $/month

MLS Number 107280

  • Residential
  • Village South Parkway
  • Address 38 Birch Lane
  • Area Greenwich
  • Junior High Central

Perfectly located beautiful new lakefront home awaits you in mid-country just minutes from town. Imagine yourself in this amazing transitional colonial with over 8,500 square feet of finished space developed by Gyesky Development & Design on a park like acre featuring magnificent LePage custom windows and giant, folding glass walls open from the elegant kitchen/great room to the infinity edge pool deck with wonderfully crafted outdoor private rooms for entertaining & relaxing while enjoying scenic views across a magical lake. CAH Architects purposely designed the environmentally friendly home with forward focus and energy efficiency.

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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7 Bryon Road Old Greenwich CT 06870

Price$6,995,000

Est. Mortgage: $/month

MLS Number 107265

  • Residential
  • Village Old Greenwich
  • Address 7 Bryon Road
  • Area Old Greenwich
  • Junior High Eastern

Magical 100-Foot shoreline - South of the Village! This waterfront property, with boathouse and dock, is located at the end of a quiet cul-de-sac. View of birds and boats on Greenwich Cove and spectacular sunsets over Long Island Sound. Enjoy fishing, launch a kayak, paddle board, sailboat or small motor boat. Wide-plank hardwood floors, exquisite mill work accentuate the formal rooms, family room, sunroom, gourmet kitchen and 1st floor office/6th bedroom. Four bedrooms upstairs include a spacious master suite. Lower level has a 2nd family room,full bath, serving kitchen and large guest bedroom. French doors open to multiple decks with retractable awnings and an expansive lawn for entertaining. Only a short distance to Village shops, Tods Point, Binney Park, Schools and Metro- North train.

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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78 & 80 Cedar Cliff Road Riverside CT 06878

Price$9,250,000

Est. Mortgage: $/month

MLS Number 107259

  • Residential
  • Village Riverside
  • Area Riverside
  • Junior High Eastern
  • Year Built 1935

One of a kind over sized 2.5 acre waterfront property consisting of two building lots with 280 feet of water frontage in coveted indian head association. Enjoy stunning, unobstructed views to greenwich cove, tod's point and long island sound. A peaceful cul-de-sac leads to a handsome 7 bedroom 1935 brick colonial. Elegant marble foyer with curved 3 story staircase opens to spacious living room with fireplace and french doors to expansive terrace with breathtaking views over acres of rolling lawn. Sun filled formal dining room. Great room with vaulted ceiling, family room and paneled library all with inviting fireplaces. Amenities include a floating dock, a pool, tennis court and a cottage with kitchen and garage. Association beach. Property is in the flood zone. Architect report available.

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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55 Perkins Road Greenwich CT 06830

Price$12,800,000

Est. Mortgage: $/month

MLS Number 107233

  • Residential
  • Village South Parkway
  • Address 55 Perkins Road
  • Area Greenwich
  • Junior High Central

Marvelous and impeccable Georgian on quiet side road in mid-country. Wonderful high ceilings and superb detailing; beautifully decorated with flair and style, great floor plan and scale. Inviting front to back center hall opens to lovely living room and classic dining room; richly panelled library; family room opens into superb kitchen with a charming breakfast or casual dining room. Luxurious master suite with 2 baths, dressing rooms, study and kitchenette; wonderful pool with huge terraces and a pool house.

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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7 Close Road Greenwich CT 06831

Price$9,900,000

Est. Mortgage: $/month

MLS Number 107222

  • Residential
  • Village North Parkway
  • Address 7 Close Road
  • Area Greenwich
  • Junior High Central

Scenic Round Hill Road leads to this wonderful estate on 4 exceptional, quiet acres with a lovely allee of linden trees along the curving drive into the stone courtyard with elegant ballustrades. Two story center hall with barrel ceiling and curving stairway rises to upstairs balcony; wonderful parquet floors, all new Tischler windows and french doors; high ceilings and great floor plan.;panelled booklined library with coffered ceiling;one living room is a music room; LR opens to wet bar which also opens to terrace. Two main floor ensuite bedrooms currently used as studies; two other bedrooms are in wing w/ sitting room used as guest or pool house; elaborate master bedroom suite with doors to balcony; huge finished basement with many uses. Wonderful condition and truly worth the visit.

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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36 French Road Greenwich CT 06831

Price$6,600,000

Est. Mortgage: $/month

MLS Number 107219

  • Residential
  • Village South Parkway
  • Address 36 French Road
  • Area Greenwich
  • Junior High Central

Round hill on a quiet side lane close to town. Superb shingle style home by joeb moore overlooks beautifully landscaped property, bordered by horseneck brook with the sounds of a lovely waterfall. Spectacular center hall has gracious curving stairway, wetbar & a powder room. Wide bow windows in the grand living room & the dining room which opens to a verandah. Richly panelled library is lined by bookcases. The center of daily living is the fabulous family room opening into the ultimate kitchen w/lovely views and access to the pool terrace with fabulous umbrellas. The master suite is totally special w/amazing dressing closets & fantastic bathroom. Broad hallway leads to all bedrooms. The 2 br/2ba guest house is totally private & there is a separate pilates studio or office with a bath.

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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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

$
$
%
$/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 Simmons Lane Greenwich CT 06830

Price$9,600,000

Est. Mortgage: $/month

MLS Number 107164

  • Residential
  • Village South Parkway
  • Address 11 Simmons Lane
  • Area Greenwich
  • Junior High Central

This bucolic and amazingly quiet mid-country lane is the setting for this French Manor house on 2.25 acres, surrounded by 2.63 acres of protected Greenwich Land Trust property. A new custom home designed, built, and landscaped by Core Home with painstaking care to honor centuries-old building techniques and materials combined with a thoughtful attitude towards conservation plus a modern touch with the impeccable style applied throughout. Graceful, high ceilinged entrance with a view through to the back terrace and garden. A wonderful wide rear hallway framed by French doors and long windows is on axis with a fireplace on one end and the elegant, reclaimed oak staircase on the other. Front to back living room with a beamed ceiling and a fabulous wet bar.

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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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

$
$
%
$/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

$
$
%
$/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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29 Glen Avon Drive Riverside CT 06878

Price$5,450,000

Est. Mortgage: $/month

Open House

MLS Number 107052

  • Residential
  • Next Open House: Sun 18th 2:00 pm - 4:00 pm
  • Village Riverside
  • Address 29 Glen Avon Drive
  • Area Riverside

Amazing opportunity to live on the water with your boat steps away on a private 100 ft dock along 155 ft of shoreline. Terraces stretch along the back of this classic home on .71 acres w/ wrap around porches facing the coveted neighborhood and waterfront. 4 floors of sun-filled 5,720 SF interior w/ water views from most rooms is exquisitely updated for modern living. 9.5 ft ceilings throughout, extraordinary architectural elements; 7 fireplaces; oversized windows; extensive paneling. Formal rooms; Christopher Peacock kitchen w/ big windows to watch the boats go by; 6 bedrooms; 6.2 baths; master suite w/ walk-in closets. Family room/in-law quarters on walk-out lower level. Stroll to Riverside Yacht Club, train & schools. Home is not in the flood zone. www.CovetedWaterfrontLiving.com

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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

65 Clapboard Ridge Road Greenwich CT 06830

Price$7,495,000

Est. Mortgage: $/month

MLS Number 107046

  • Residential
  • Village South Parkway
  • Area Greenwich
  • Junior High Central
  • Year Built 1999

Gracious 6 bedroom Georgian Colonial designed by award-winning firm Gardner and Larsen. Situated on 3.8 manicured acres in the heart of prestigious mid-country, this stately property features a pool, spa and tennis court, offering privacy and tranquility just minutes from schools and downtown. The grand-scaled rooms are complimented by custom millwork, and quarter-sawn herringbone floors. A spacious and modern kitchen combines with a bright breakfast room and family room to form the heart of the home. The luxurious master suite offers a luxurious bathroom, large walk-in-closets, a sitting room, steam bath. The mahogany deck off the master suite is the perfect place to sip your morning coffee, with a beautiful view overlooking the grounds. The estate features a gated entry and 4 car garage

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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51 Mayo Avenue Greenwich CT 06830

Price$6,975,000

Est. Mortgage: $/month

MLS Number 107026

  • Residential
  • Village South of Post Road
  • Address 51 Mayo Avenue
  • Area Greenwich
  • Junior High Central

NOBLE HOUSE: A handsome renovated 1920 Colonial, a Carriage House with 2 bedroom apartment and 3 car garage and heated pool sited on one park like acre in sought-after Belle Haven Association. A comprehensive renovation and expansion spans 3 floors of living space featuring original architectural details, high ceilings, custom millwork and wood flooring. Front door opens to a spacious foyer with a wide staircase setting the stage for the elegant interiors. First level features living room, paneled library, formal dining room, butler's pantry, gourmet kitchen and family room. Enjoy a sophisticated master suite with fireplace, marble bathroom, multiple closets and private deck. Three additional bedrooms. Finished third floor with two bonus rooms and a full bathroom.

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