Edward Mortimer's Real Estate Listings

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108 Cedar Cliff Road Riverside CT 06878

Riverside, CT108 Cedar Cliff Road

Price$99,999,999

Est. Mortgage: $/month

MLS Number 125034

  • Residential
  • Bedrooms 8
  • Bathroom 14
  • Square Feet 13,163
  • Village Riverside

Perched in timeless elegance atop an expansive 2.91-acre gated peninsula, with best-in-class views of the Manhattan skyline and the shimmering Long Island Sound, Cedar Cliff is a Mediterranean villa of unrivaled pedigree and commanding presence. Privately situated along a secluded road within Riverside's prestigious Indian Head Association, this storied property occupies the historic grounds of railroad magnate Henry Francis Shoemaker's former compound--a Gilded Age legacy that later served as the backdrop for the iconic Cedar Cliff Beach Club of the 1920s. The estate bears the name Shoemaker originally gave his villa, 'Cedar Cliff'--a designation that eventually defined the very road on which it stands. Elevated high above the flood zone and offering 1,250+ feet of direct water frontag the property unfolds with extraordinary scale and privacy. A sweeping, manicured lawn rolls gracefully toward the shoreline, creating a striking foreground to the panoramic coastal vistas and an exceptional setting for grand-scale entertaining. Each of the eight oversized bedrooms is oriented to capture breathtaking water views, while interiors blend the romance of pre-war craftsmanship with modern refinement--soaring ceilings, intricate millwork, antique wood floors, a three-level elevator and a professional recording studio. The East Wing, constructed in the early 2000s, introduces a new dimension of contemporary luxury, anchored by a sophisticated primary suite and complemented by a custom office, wine cellar, and private theater capable of accommodating up to twenty guests. The grounds rival those of a world-class private resort. A substantial stone pier and deep-water dock provide immediate access to open water, while a seaside tennis court with pergola and lighting offers championship-level play. At the water's edge, a pool and spa are paired with a fully realized cabana featuring a fitness center, kitchenette, and changing rooms. Sculpted into the eastern landscape, a series of stone terraces with a bluestone bar directly overlook Greenwich Cove and the vast protected expanse of Greenwich Point Park. Meticulously maintained and thoughtfully enhanced, the estate includes a newly installed Ludowici terra cotta roof, rebuilt sun decks, custom East Wing windows, and a full-property generator--ensuring seamless comfort and continuity. With access to a private beach and watercraft facilities, and located less than an hour from Manhattan and minutes from Westchester County Airport, the property offers a rare convergence of seclusion, scale, and global accessibility. Cedar Cliff is a singular offering for the most discerning buyer--an incomparable experience of refined luxury, inviting residents and their guests to revel in the natural beauty of one of the finest estates on the East Coast of the United States.

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 2026
* 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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1233 Rock Rimmon Road Stamford CT 06903

Stamford, CT1233 Rock Rimmon Road

Price$75,000,000

Est. Mortgage: $/month

MLS Number 124332

  • Residential
  • Bedrooms 8
  • Bathroom 14
  • Square Feet 15,944
  • Village Out of Town

An extraordinary 268-acre legacy estate spanning the New York-Connecticut border, Hillandale offers unrivaled privacy and timeless grandeur. Once owned by the Sulzberger family of the New York Times, the 15,000+ sq ft, eight-bedroom European-inspired manor has been meticulously restored and features magnificent formal entertaining rooms, 11 fireplaces, two elevators, a paneled library, sun-filled conservatory, billiard room, sauna, gym and an Olympic-sized indoor pool with spa. There is also an outdoor pool with dedicated pool house. Vast, beautifully designed grounds showcase formal gardens, a private lake, woodland trails, a hedge maze and lighted tennis court. Four separate guest houses and a separate garage apartment on the property create a truly unparalleled private compound. This is a once in a generation offering for those seeking exceptional elegance and seclusion. Total Acreage 268+ acres: 173+ in Pound Ridge, New York, 95+ in Stamford, Connecticut

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 2026
* 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 Doubling Road Greenwich CT 06830

Greenwich, CT16 Doubling Road

Price$24,500,000

Est. Mortgage: $/month

MLS Number 124884

  • Residential
  • Bedrooms 9
  • Bathroom 13
  • Square Feet 16,154
  • Village South Parkway

Bellavista is a 16,000+sf estate designed by Anthony Minichetti, comprised of 9 bedrooms, 9 full baths, and 4 half baths, set on 2.93 private elevated acres within Greenwich's elite Golden Triangle. Commanding panoramic views over one of Greenwich's historic Country Club golf courses, plus LI Sound views from the 2nd and 3rd floors,A truly sophisticated modern lifestyle.The residence is distinguished by its extensive integration of advanced technology systems, seamlessly embedded throughout the home. Smart-home infrastructure (lighting,climate,security, and entertainment). State-of-the-art environmental and wellness technologies(air,water,energy efficiency,and comfort).Features also include: 2 car attached garage and carriage house with lifts for 5 cars.45'x20' pool. Full house generator

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 2026
* 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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19 Khakum Drive Greenwich CT 06831

Greenwich, CT19 Khakum Drive

Price$17,995,000

Est. Mortgage: $/month

MLS Number 124980

  • Residential
  • Bedrooms 7
  • Bathroom 10
  • Square Feet 15,216
  • Village South Parkway

Privately set on more than 6 extraordinary acres within the prestigious Khakum Wood Association, this award-winning estate offers distinction, privacy, and architectural excellence in an A+ location. Clad in limestone, fieldstone, and stucco and crowned by a graduated slate roof, the residence is defined by timeless elegance and exceptional quality. Bright interiors feature soaring ceilings, imported natural materials, and superb craftsmanship throughout, while a modern floor plan is designed for both entertaining and daily living. Stone terraces on every level overlook sweeping level lawns. Complete with a separate apartment for guests or staff, 7 garage bays, pool, and bocce court, this is unlike anything else on the market.

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 2026
* 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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122 Round Hill Road Greenwich CT 06831

Greenwich, CT122 Round Hill Road

Price$13,950,000

Est. Mortgage: $/month

MLS Number 125000

  • Land
  • Acreage 7.2

Seven-plus acres on Round Hill Road, brought to market after six decades in one family. An existing approximately 8,000 SF Connecticut Colonial sits on the parcel -- livable today and easily occupied during the planning and entitlement phase. Additional improvements include a nearly one-acre pond at the back of the property, a resort-style pool, tennis court, two-bedroom guest cottage, and detached three-car garage - an amenity base most large parcels never have. Complete feasibility studies in hand - septic, perc, drainage, setbacks, and house siting - with town water and town electrical at the street. The conceptual vision is a pavilion-style Greenwich compound of 12,000-14,000 SF, 7-9 bedrooms, and 9-12 bathrooms -main residence, pool pavilion, guest cottage, and garage sited across the parcel, rather than a single monolithic house. A long private drive rises from the road, the land revealing itself gradually. Workshop/APD -- leading architecture and interior design firm -- available to evolve the conceptual direction into your custom home. Davis Chase Homes, developer of the parcel, available as builder. This is the flagship of Spring Farms at Round Hill -- four parcels available individually or in combination. Particularly compelling paired with 1 Pecksland Road for a nearly ten-acre holding with a dedicated secondary residence, or with 6 Sheffield Way for a generational estate with the pond as a shared central feature. View the full brochure: https://issuu.com/workshopapd/docs/rhg_marketing_brochure

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 2026
* 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 Parsonage Road Greenwich CT 06830

Greenwich, CT7 Parsonage Road

Price$13,100,000

Est. Mortgage: $/month

MLS Number 124868

  • Residential
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 10,286
  • Village South Parkway

SUMMER FUN BEGINS HERE! An extraordinary newly constructed residence in the heart of Greenwich,7 Parsonage Road is a masterfully crafted white brick manor on 1.12 acres, defined by timeless elegance and modern sophistication. Spanning four expansive light filled levels served by an elevator, this six-bedroom, six full and two half-bathroom home offers over 10,200+/- square feet of meticulously designed living space. Inside, soaring ceilings and stylish lighting illuminate refined interiors, including a dramatic great room with vaulted ceiling and fireplace, formal living and dining rooms. The chef's kitchen appointed with custom cabinetry with walnut interiors and Sub-Zero Designer Series appliances is complimented by a Butler's Pantry with wet bar. A generous mudroom with washer and dryer in addition to informal and formal powder rooms complete this level. A floating glass staircase rises through the home, connecting to the upper levels where the primary suite dazzles with a fireplace, coffee bar, spa-like marble bathroom with radiant heated floor, steam shower, soaking tub and two water closets plus two boutique-style dressing rooms. Three additional ensuite bedrooms on this level, each with custom closets and rich hardwood floors- as well as an oversized laundry room with built in drying racks. A second-floor covered deck overlooks the rear of the property for easy enjoyment. The third floor houses a fifth ensuite bedroom, a flexible room for an office or sixth bedroom, large walk-in cedar closet, and a coffee bar with refrigerator. Lower-level amenities include high ceilings with a floor plan designed for entertaining. A gym ready for a golf simulator with 11-foot ceilings, custom humidity-controlled wine room, home office with built-ins, full bathroom with heated floor, and a lower-level great room with full bar are complimented by ample storage spaces. Outdoor living is equally impressive with a new heated 20x40 pool with auto cover with 2 ft coping and smart controls. Two covered terraces overlook the manicured grounds with 100 14-16 ft Arborvitae Trees enclosed by a 300-ft stone wall and motorized gates. A permeable paver motor court accommodates 12+ vehicles behind the gates plus a 3-car heated garage. Whole-house generator and property wide sprinkler system. Every detail from the slab marble finishes to integrated smart home systems has been thoughtfully curated for the most discerning buyer. A rare opportunity for luxury, privacy, and proximity to downtown Greenwich.

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 2026
* 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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550 Round Hill Road Greenwich CT 06831

Greenwich, CT550 Round Hill Road

Price$12,900,000

Est. Mortgage: $/month

MLS Number 124589

  • Residential
  • Bedrooms 8
  • Bathroom 13
  • Square Feet 13,268
  • Village North Parkway

Nestled on 4.09 acres in Greenwich, CT, this breathtaking 8-bedroom Georgian Colonial estate offers unparalleled elegance and privacy. Commanding spectacular big sky views from its perch 560' above sea level, the property features exquisite formal gardens, and pool. Inside, grand-scale rooms with soaring ceilings, masterful stonework, elegant millwork, and arches create a luxurious atmosphere. Highlights include a Beverly Ellsley gourmet kitchen, cherry library, solarium, and expansive living areas. The primary suite boasts two dressing rooms, spa baths, and a sitting room. A true modern-day ''Great Estate,'' just an hour from NYC.

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 2026
* 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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524 Lake Avenue Greenwich CT 06830

Greenwich, CT524 Lake Avenue

Price$12,100,000

Est. Mortgage: $/month

MLS Number 124826

  • Residential
  • Bedrooms 6
  • Bathroom 13
  • Square Feet 11,668
  • Village South Parkway

A gated drive opens to this elegant six-bedroom Mid-Country Manor overlooking tranquil views of Horseneck Brook. A stone courtyard introduces the dramatic four-story residence with elegant foyer, where sweeping butterfly staircases and limestone floors create a striking architectural welcome. From the gracious gallery hall, beautifully proportioned formal and informal rooms unfold-including generous living and dining rooms, a family room, chef's kitchen with breakfast room and a private paneled library-all distinguished by hardwood floors, bespoke detailing, and soaring ceilings. A gracious ground floor guest suite completes this level. The serene primary suite offers a spacious retreat with fireplace, luxurious bathrooms, generous dressing rooms and complemented by an elegant sitting room with its own fireplace. Four additional en-suite bedrooms are located on the second floor. The third level offers versatile living space, including a custom home office, playroom, and full bathroom. The walk-out lower level is thoughtfully designed with a pool cabana, sauna and pool bathroom, wine cellar, gym, game room, mudroom, and direct access to the three-car garage. Outdoors, a pool, spa, and outdoor kitchen overlook the gently flowing brook and beautifully landscaped grounds. Ideally situated in the heart of Greenwich, this exceptional residence seamlessly blends privacy, architectural character, and convenience.

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 2026
* 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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188 Round Hill Road Greenwich CT 06831

Greenwich, CT188 Round Hill Road

Price$11,250,000

Est. Mortgage: $/month

Pending

MLS Number 124329

  • Land
  • Acreage 11

Spanning 11 remarkable Mid-Country acres on Round Hill Road, this exceptional property offers sweeping western exposures over rolling meadowland framed by mature specimen trees--an increasingly rare and investment-worthy setting. The five bedroom main residence, designed by renowned architect Mott B. Schmidt, showcases elegant formal spaces, an eat-in kitchen, and a tranquil primary suite with luxury bath and walk-in closet. Amenities include a heated pool, a separate two-bedroom guest cottage with renovated baths, and a greenhouse. The property presents a singular opportunity to enjoy, enhance, or thoughtfully expand in a premier location close to town, clubs, and schools.

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 2026
* 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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111 Byram Shore Road Greenwich CT 06830

Greenwich, CT111 Byram Shore Road

Price$10,350,000

Est. Mortgage: $/month

MLS Number 124061

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 8,223
  • Village Byram

Dramatic views of Long Island Sound extend from this spectacular 1.50-acre property with 185 ft of direct water frontage, an 80-ft dock, a sandy boat launch and a 528 sq.ft. antique cottage. Walls of glass in the current 5-bedroom residence open to a spectacular deck with pool and panoramic views. Once part of the 43-acre Edgar Marston estate, the property includes c.1885 Queen Anne-style cottage with sleeping loft, kitchenette, and full bath -the only remaining structure from one of Greenwich's Great Estates. Tremendous potential to build new 10,584 sq.ft. house offering unparalleled waterfront living. Close proximity to Byram Park with a public pool, beach, marina and boat launch for Greenwich residents. Easy access to downtown Greenwich as well as Manhattan.

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 2026
* 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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12 Woodside Road Greenwich CT 06830

Greenwich, CT12 Woodside Road

Price$10,350,000

Est. Mortgage: $/month

MLS Number 124327

  • Residential
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 7,072
  • Village South Parkway

DEER PARK WOODSIDE: This distinguished 1930's brick Georgian is set on a serene, oversized lot within Deer Park Association, embodying the timeless architectural presence of a classic pre-war brick manor. Originally designed as an elegant six-bedroom, six-bath residence, the home offers an exciting opportunity to be reimagined for its next chapter. The exceptional grounds unfold across expansive, manicured lawns with desirable western exposure, framed by stone walls, mature trees, and a pool. Completing the estate is a three-bedroom cottage, providing additional flexibility. Ideally serviced by public gas, water, and sewer allowing for ease of development. Perfectly positioned near schools, clubs, houses of worship, and Greenwich Avenue. Lot is 2.02 acres in RA-1. FAR = 11,878+/-

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 2026
* 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

12 Woodside Road Greenwich CT 06830

Greenwich, CT12 Woodside Road

Price$10,350,000

Est. Mortgage: $/month

MLS Number 124597

  • Land
  • Acreage 2.02

DEER PARK WOODSIDE: This distinguished 1930's brick Georgian is set on a serene, oversized lot within Deer Park Association, embodying the timeless architectural presence of a classic pre-war brick manor. Originally designed as an elegant six-bedroom, six-bath residence, the home offers an exciting opportunity to be reimagined for its next chapter. The exceptional grounds unfold across expansive, manicured lawns with desirable western exposure, framed by stone walls, mature trees, and a pool. Completing the estate is a three-bedroom cottage, providing additional flexibility. Ideally serviced by public gas, water, and sewer allowing for ease of development. Perfectly positioned near schools, clubs, houses of worship, and Greenwich Avenue. Lot is 2.02 acres in RA-1. FAR = 11,878+/-

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 2026
* 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

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)