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Greenwich CT Homes for Sale between $4,000,000 & $4,999,999

Scroll down to view all homes in Greenwich, Connecticut that are currently listed between $4,000,000 and $4,999,999. If you would like to schedule a showing, or if you have any questions, contact us

Homes for Sale in Greenwich, CT between $4,000,000 & $4,999,999

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Browse Greenwich, Connecticut Properties By Price:
Less Than $1M | $1M-$1.5M | $1.5M-$2M | $2M-$2.5M | $2.5M-$3M | $3M-$4M  | $5M-$8M | $8M-$9M | Over $10M

538 Round Hill Road Greenwich CT 06831

Greenwich, CT538 Round Hill Road

Price$4,999,999

Est. Mortgage: $/month

MLS Number 112868

  • Residential
  • Bedrooms 5
  • Full Bath 4
  • Square Feet 6205
  • Acreage 4.98

Nestled amid the great estates of Greenwich. Spectacular west facing vista with gorgeous sunset views from most rooms. Open property with beautiful landscaping including a 1 acre wildflower meadow. Exceptional privacy with double entry gated driveway leading to stone walled courtyard entry., New saltwater pool. New 500' deep well. Radiant floors in lower level and master bath. Pool house includes large stone fireplace, kitchenette, full bath, changing room and sleeping loft.

Listed by Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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158 Clapboard Ridge Road Greenwich CT 06831

Greenwich, CT158 Clapboard Ridge Road

Price$4,999,000

Est. Mortgage: $/month

MLS Number 114284

  • Residential
  • Bedrooms 6
  • Full Bath 6
  • Square Feet 6113
  • Acreage 3.22

Don't miss this breathtaking home on over 3 acres with a long, sweeping driveway. The perfect combination of a private oasis & local convenience, less than 10 min drive to downtown Greenwich. Peace & tranquility surround you with the expansive lawns, beautiful trees & gardens. The 6 bedroom, 6.5 bath home is full of natural light & rooms flow seamlessly. The outdoor space speaks for itself including pool, spa, sport court & more.

Listed by Houlihan Lawrence

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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3 Hycliff Road Greenwich CT 06831

Greenwich, CT3 Hycliff Road

Price$4,999,000

Est. Mortgage: $/month

MLS Number 113034

  • Residential
  • Bedrooms 6
  • Full Bath 6
  • Square Feet 10850
  • Acreage 4.95

Impeccable stone and shingle colonial sited on a gated 4.95 acres on a quiet cul de sac in Backcountry Greenwich. Designed by famed Granoff Architects and built with the finest finishes, soaring ceilings, 4 fireplaces, dramatic front to back entry foyer, and an ideal flow for both intimate and large gatherings. Recently renovated kitchen with sun filled breakfast room and step-down family room. Luxurious primary suite with 2 dressing rooms, office, bathroom and balcony. 5 ensuite bedrooms complete the second and third level. Finished lower level with theatre, gym, billiards room, bar, wine cellar, game room, and workshop. Outside a heated pool and pool house with sitting room and bathroom is surrounded by exquisite gardens. This home is turnkey and ready for you to move right in!

Listed by Douglas Elliman of Connecticut LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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151 Indian Head Road Riverside CT 06878

Riverside, CT151 Indian Head Road

Price$4,995,000

Est. Mortgage: $/month

MLS Number 112604

  • Residential
  • Bedrooms 6
  • Full Bath 5
  • Square Feet 5982
  • Acreage 1.08

Edward Slosson House, blt in 1913, is one of the largest Craftsman dwellings in Greenwich & has been painstakingly restored to retain the soul of the home while bringing it into the 21st C. It provides a high setting w deeded water access. Great rm is noted for its sheer volume of space & Craftsman FP, is the heart of the home. Unique for its era, all informal and formal spaces boast an abundance of natural light. 1st fl master has generous closets & western sunset views. Massive din rm is accented w period detail. Eat-in kit envelops warmth from FP, banquette & access to outdoors. 4BR on 2nd fl w 3 bth. LL: wine cellar, rec rm, gym, bd/bth. Mature plantings w stunning floral display, 2 terraces & broad open lawn enhance priv 1 Ac. Steps away enjoy LI Sound. www.151IndianHeadRoad.com

Listed by New England Land Company

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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222 Overlook Drive Greenwich CT 06830

Greenwich, CT222 Overlook Drive

Price$4,995,000

Est. Mortgage: $/month

MLS Number 114504

  • Residential
  • Bedrooms 6
  • Full Bath 6
  • Square Feet 7358
  • Acreage 0.38

Stunning sun-filled 6 bedroom custom home in coveted Milbrook Association. Chic modern interior blending contemporary elegance with traditional warmth. Bay-windowed formal rooms; home office, oversized family room with fireplace opens to spectacular kitchen with 7-ft granite island. All bedrooms are ensuite and filled with light. Primary bedroom is so special with fireplace, sitting area, 2 walk-in closets and luxury marble bath. Tall ceilings and hardwood floors throughout. Huge lower level (not included in sq ftge) has bedroom/bath, potential wine cellar and media room, 2nd mudroom and great room. The backyard is fenced and totally private: level play area, fire pit and terrace. Around the corner from private Milbrook Club, minutes to train, Greenwich Avenue and schools!

Listed by Houlihan Lawrence

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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736 Lake Avenue Greenwich CT 06830

Greenwich, CT736 Lake Avenue

Price$4,995,000

Est. Mortgage: $/month

MLS Number 114259

  • Residential
  • Bedrooms 7
  • Full Bath 6
  • Square Feet 7015
  • Acreage 5.75

This extraordinary 5.75 acre country compound, hidden from view down a long gated driveway, offers unique privacy South of the Parkway. Surrounded by long lawns and magical gardens, and buffered by meadows and 77 acres of woodlands, the main house and cottage are ready for the next generation to enjoy. Custom-built for a prominent Greenwich resident in the 20's, the estate was built to the highest standard with quality materials. High ceilings, long windows, and generously scaled rooms are featured on all three floors, providing a timeless floor plan attractive for both formal and informal gatherings. The first floor rooms integrate easily with ''destination'' outdoor spaces defined by arbored terraces overlooking the pool, and garden ''rooms'' marked by sculpted hedges and trees.

Listed by Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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 Upland Drive Greenwich CT 06831

Greenwich, CT6 Upland Drive

Price$4,984,894

Est. Mortgage: $/month

Open House

MLS Number 113758

  • Residential
  • Next Open House: Sun 10/24 1:00 pm. to 3:00 pm.
  • Bedrooms 5
  • Full Bath 5
  • Square Feet 6000

NEW CONSTRUCTION (to be built / 2021-2022). Luxury home with 6,000 SQFT, above ground, on quiet cul-de-sac, just minutes away from Greenwich downtown and schools. Experience the highest quality in building and unique aesthetic in this five en-suite bedroom home, with all the best of today's amenities - wine closet, energy star systems, UV air purification system, centralized CAT 6 cable, tankless hot water heaters. High ceilings, stunning sunlit rooms, two see-through fireplaces, outdoor terrace with covered porch, fireplace, and outdoor cooking area. Three-car garage. Pool site available (20'x40') for additional cost. Additional 2700 SF in unfinished lower level (Cellar) that can be finished at an extra cost. Additional SQFT (FAR) available.

Listed by Berkshire Hathaway N.E. Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

9 Mackenzie Glen Greenwich CT 06830

Greenwich, CT9 Mackenzie Glen

Price$4,950,000

Est. Mortgage: $/month

MLS Number 113830

  • Residential
  • Bedrooms 5
  • Full Bath 7
  • Square Feet 6483
  • Acreage 1.22

Chic Mid Country Home on 1.2 beautifully landscaped acres. Ideally located off North Street close to schools, town and Metro North. Classic exterior with shingle siding and slate roof. A gracious foyer with soaring ceilings delivers a lovely first impression. The first floor flows seamlessly from formal to informal spaces. Living room with a marble fireplace adjacent to the dining room with french doors. A private office with powder room is in a quiet corner of the home. The recently updated gourmet kitchen is light and bright and open to the family room with fireplace and easy access to an oversized bluestone terrace. The side entrance and three car garage enters into a large mudroom with full bath. Two staircases to the second floor with an amazing master suite with

Listed by Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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 TourAsk A QuestionMore Details

38 Locust Road Greenwich CT 06831

Greenwich, CT38 Locust Road

Price$4,900,000

Est. Mortgage: $/month

MLS Number 113381

  • Residential
  • Bedrooms 4
  • Full Bath 5
  • Square Feet 5966
  • Acreage 4

Spectacular custom home on 4 parklike acres.This wonderful back country retreat, with gated entrance, has a two story grand foyer, expansive formal rooms that open up to the pool, and leveled property, with great flow for indoor/outdoor living.The 1st floor main bedroom is spacious, has a beautiful renovated luxury bath, and an adjacent office, all with French doors to the patio.The 2 in-suite bedrooms upstairs are large, and allow for flexible layout.Backstairs lead to a private au-pair or guest bedroom. The basement is partially finished, with a custom wine cellar and sitting area.Newly-built pool-house, with large entertaining area and full bath, adds 900 SF (not included in tax card).

Listed by Berkshire Hathaway N.E. Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

123 Dingletown Road Greenwich CT 06830

Greenwich, CT123 Dingletown Road

Price$4,800,000

Est. Mortgage: $/month

MLS Number 114017

  • Residential
  • Bedrooms 4
  • Full Bath 4
  • Square Feet 7657
  • Acreage 4.73

Embrace the change of seasons within the secluded 7600+ SQ FT Mid-Country Greenwich newly- designed, open flow Modern designed with soaring ceilings, European cabinetry & appliances, & exquisite designer finishes. Lush 4.73 acres between Stanwich Road & North Street is close to downtown. A winding drive leads to the Zen-like retreat w/ rock croppings, scenic views, a small private island w/ footbridge surrounded by peaceful pond. The two-story open foyer leads to a circular plan with a grand living/dining room. The primary suite is a full top floor wing with balconies, spa baths, heated Italian porcelain floors & dual showroom closets. Attached garage offers additional 2 car lift option, finished walk-out lower level.

Listed by Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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15 Sherwood Farm Lane Greenwich CT 06831

Greenwich, CT15 Sherwood Farm Lane

Price$4,795,000

Est. Mortgage: $/month

MLS Number 114240

  • Residential
  • Bedrooms 5
  • Full Bath 5
  • Square Feet 5811
  • Acreage 1.06

The front-facing double gables with decorative details create an inviting facade to this modern Victorian farmhouse. Set back in a private location in the Sherwood Farm Association adjacent to conservation land. Just minutes to town, this spacious 5/6 bedroom home is infused with light, has high ceilings, gorgeous oak floors and a well thought-out floor plan. Tons of improvements including a new cedar shake wood roof, newly painted exterior and interior, new kitchen appliances, complete lower level update with new oak flooring, full-house generator, outdoor built-in kitchen, and all new major landscaping. Beautiful pool and spa with new heater. Everything feels fresh and ready to go. A sparkling renovation!

Listed by Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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 TourAsk A QuestionMore Details

41 Birchwood Drive Greenwich CT 06831

Greenwich, CT41 Birchwood Drive

Price$4,750,000

Est. Mortgage: $/month

MLS Number 110728

  • Residential
  • Bedrooms 5
  • Full Bath 6
  • Square Feet 7084
  • Acreage 2.12

Elegant custom stone Georgian home secluded at end of cul-de-sac off Round Hill Road. Extraordinary craftsmanship and detail throughout the structure; hand-chiseled stone exterior, imported marble, extensive raised paneling, 10 ft ceilings, mahogany library, Christopher Peacock kitchen and exceptional redwood wine cellar. The interior space extends to 8,900 sq. ft. on 4 levels with five en-suite bedrooms and Waterworks custom baths. The spacious master suite with balcony includes two dressing rooms with luxury bathroom. The finished lower level features a media room, fitness room, playroom, full bath and wine cellar. Relax in the beautiful outdoor family room terrace with fireplace. An outstanding home in a peaceful private setting.

Listed by Brown Harris Stevens CT,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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 TourAsk A QuestionMore Details

 

Listing data provided by Greenwich MLS

15.4.6 Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate by the MLS. The MLS may, at its discretion, require use of other disclaimers as necessary to protect participants and/or the MLS from liability. Displays of minimal information (e.g. “thumbnails”, text messages, “tweets”, etc., of two hundred (200) characters of less are exempt from this requirement but only when linked directly to a display that includes all required disclosures. (Amended 5/12)