Edward Mortimer's Real Estate Listings

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108 Cedar Cliff Road Riverside CT 06878

Riverside, CT108 Cedar Cliff Road

Price$100,000,000

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: 7.28% last updated on Oct 1, 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: 7.28% last updated on Oct 1, 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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14 Meadow Lane Greenwich CT 06831

Greenwich, CT14 Meadow Lane

Price$34,995,000

Est. Mortgage: $/month

MLS Number 125972

  • Residential
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 14,131
  • Village South Parkway

Designed by award-winning Paul Stephan Marchese & Associates and built by highly regarded Hobbs, Inc., this exceptional custom Georgian Colonial is beautifully sited on 14 glorious acres just two miles from Greenwich Avenue. A true compound, the property includes the magnificent custom main residence, a stone pool house, a stone two-bedroom cottage with kitchen, a one-bedroom cottage with kitchen, the original George C. Scott stables, and a tennis court--all surrounded by expansive lawns and mature landscaping offering remarkable privacy. The main residence unfolds across four beautifully appointed levels serviced by an elevator, with five bedrooms, seven full and one half bathrooms, and six fireplaces. A dramatic entrance foyer sets the tone with an elegant floating staircase and inlaid checkerboard marble floors. Graciously proportioned rooms are equally suited to sophisticated entertaining and comfortable everyday living, including an elegant living room, spacious formal dining room, handsome billiards room, and richly paneled library with floor-to-ceiling bookcases all with fireplaces. A memorable George C. Scott knotty-pine bar room lends a distinctive sense of history and character to the home. At the heart of the residence is an extraordinary gourmet kitchen centered around a 12-foot island and complemented by a generous butler's pantry. The kitchen opens to a spectacular two-story family room and separate breakfast area, where soaring floor-to-ceiling windows capture views across the magnificent grounds and flood the interiors with natural light. The luxurious primary suite is a private retreat of exceptional scale, distinguished by a handsome tray ceiling and thoughtfully designed with two separate dressing rooms and two private bathrooms, providing beautifully appointed individual spaces and an uncommon level of comfort and privacy. There are four additional ensuite bedrooms on this level. Outdoors, the estate is equally impressive. Sweeping lawns and mature landscaping surround the swimming pool and spa, accompanied by a substantial stone pool house with both indoor and outdoor fireplaces--creating an exceptional setting for entertaining and relaxed country living. A handsome two-bedroom stone cottage marks the entrance to the estate, coming into view just beyond the wrought-iron gates and creating an enchanting first impression. The historic stables are tucked discreetly away, with charming one-bedroom groom's quarters nearby. Completing this picturesque enclave, the tennis court is thoughtfully and privately sited within the grounds, preserving the estate's sense of tranquility and understated elegance. Grand in scale yet warm and inviting, this distinguished Greenwich compound brings together timeless Georgian architecture, superb craftsmanship, extraordinary acreage and an exceptional collection of accessory structures--all within two miles of Greenwich Avenue.

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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500 Round Hill Road Greenwich CT 06831

Greenwich, CT500 Round Hill Road

Price$29,900,000

Est. Mortgage: $/month

MLS Number 125964

  • Residential
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 6,910
  • Village North Parkway

An extraordinary opportunity to create a new landmark estate on Round Hill Rd's premier building site: a nearly 20-acre offering at a 560 ft elevation - one of the highest points on Round Hill with a spectacular 7,000+ sq. ft. guest house for immediate liveability during the construction phase. Potential to build notable 22,000+ sq. ft. main house with optimal south-facing orientation and Long Island Sound views from second floor on 8-acre lot and additional 12,000+ sq. ft. on 4.2 acre lot for a total of 35,000+/- sq. ft. The existing stone guest house built in 2015 was designed by acclaimed architect Christopher Pagliaro with interior design by Arthur Dunnam of Dunnam Zerbini Design and offers south-facing pool with spa, studio apartment with 6th bedroom and attached 3-car garage. Additional buffer lot of 2.3 conservation acres. DISCLAIMER: Photos labeled CONCEPTUAL RENDERING are for illustrative purposes only. Home design shown is not an approved or proposed architectural plan and is intended solely to illustrate the potential use of the property. Buyer to verify all zoning, building, and site requirements.

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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380 North Street Greenwich CT 06830

Greenwich, CT380 North Street

Price$28,500,000

Est. Mortgage: $/month

MLS Number 125833

  • Residential
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 12,006
  • Village South Parkway

Historically known as ''Electric Hill,'' this extraordinary estate occupies one of the highest points in Mid-Country Greenwich, commanding year-round views of Long Island Sound across the treetops. Once part of a larger estate owned by Edward H. Johnson, Thomas Edison's associate and a pioneer in residential electrification, the property pairs a storied legacy with timeless architecture. Designed by renowned architect Mark Finlay and custom built by Hobbs, this stone Georgian stands as a testament to exceptional quality and enduring design. Set on more than five acres less than two miles from downtown Greenwich, the 12,000-square-foot residence offers rare privacy in one of Greenwich's most coveted locations. Crafted with meticulous attention to detail, the home features a hand-laid stone exterior, slate roof, limestone detailing, antique wood floors, custom millwork, and soaring ceilings throughout. Grand yet inviting, the interiors are defined by abundant natural light and beautifully proportioned living spaces, all thoughtfully oriented to maximize the home's southern exposure and sweeping views of Long Island Sound. The expansive chef's kitchen is designed for both everyday living and effortless entertaining, with a breakfast area overlooking the property. The dramatic family room showcases reclaimed wood beams spanning the cathedral ceiling, while a walnut-paneled, coffered library conceals a secret bookcase leading to a private home office known as the "Oval Office." Five generously sized en-suite bedrooms include a gracious first-floor guest suite and an elegant primary suite featuring dual walk-in dressing rooms and a private balcony offering the home's most spectacular view. The walk-out lower level is designed for recreation and entertaining, featuring a billiards room, media lounge, striking double-sided bar, home gym, and a climate-controlled 2,800-bottle wine cellar. Designed to embrace its remarkable setting, expansive bluestone terraces overlook formal gardens, sweeping lawns, and mature specimen trees, including a centuries-old beech tree. A gunite swimming pool and separate spa are complemented by a stone pool house crowned by a distinctive bell-cast pavilion roof, complete with a kitchenette and powder room. Together, these outdoor living spaces provide an ideal setting for indoor-outdoor entertaining with Long Island Sound as the backdrop. Few properties combine such extraordinary views, architectural pedigree, exceptional craftsmanship, and privacy just minutes from downtown Greenwich. Electric Hill represents one of Greenwich's most significant and irreplaceable estate offerings.

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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11 Skyridge Road Greenwich CT 06831

Greenwich, CT11 Skyridge Road

Price$21,950,000

Est. Mortgage: $/month

MLS Number 125958

  • Residential
  • Bedrooms 7
  • Bathroom 11
  • Square Feet 11,229
  • Village North Parkway

Spectacular property features a 7 bedroom/8 bathroom stone and clapboard residence with slate roof, pool, poolhouse, tennis court, koi pond, all set on perfectly maintained and manicured 4.99 flat acres with lush lawn and trail surrounding the property's perimeter. Complete privacy is afforded with long gated drive and mature trees surrounding the entire property. The exquisite interiors were recently renovated in 2026 by well known Palm Beach interior designer, Scott Snyder.

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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$19,950,000

Est. Mortgage: $/month

MLS Number 124884

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

GREAT INVESTMENT OPPORTUNITY- Bellavista is a 16,000+sf estate designed by architect 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 Long Island 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). Attached 2 car garage + 5 car carriage house w lifts. 45'x20' pool Features: Full house generator. Venetian plaster walls, bleached white oak and porcelain floors throughout, radiant heated floors (including garage), self cleaning glass beaded stucco exterior with composite slate roof, imported windows/doors and stone, and expansive property for sports and entertaining. Pet grooming room with separate laundry. Chef's kitchen and additional family kitchen. Separate staff quarters. Plans available for an additional indoor pool and underground parking garage for 8 more vehicles with a car elevator.

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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

Pending

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: 7.28% last updated on Oct 1, 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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8 Sheffield Way Greenwich CT 06831

Greenwich, CT8 Sheffield Way

Price$17,950,000

Est. Mortgage: $/month

MLS Number 125914

  • Residential
  • Bedrooms 7
  • Bathroom 10
  • Square Feet 11,500
  • Village South Parkway

Set on 3.13 acres just off Round Hill Road, 8 Sheffield Way brings Modern Greenwich Living to one of Greenwich's most desirable mid-country locations. Here, striking architecture and warm, inviting interiors set the scene for sunlit mornings, long dinners with friends and evenings that drift onto the terrace, with the quiet of the woodland beyond. Davis Chase Homes will build your home, and you can work with Workshop/APD to further personalize the design, finishes and amenities. The current design encompasses approximately 9,500 square feet above grade, including the three-car garage, plus a fully finished lower level featuring a private wellness center and dedicated entertainment spaces. The home offers seven bedrooms in all, including six en-suite, seven full baths and three powder room A dramatic double-height central living hall frames views through the home to the backyard, while an expansive kitchen opens directly to the family room. A separate dining room, library, main-floor guest suite and bar opening onto the pool terrace create inviting spaces for everyday living and entertaining. An elevator serves all four levels. Upstairs, the private primary suite features two dressing rooms, a generous bath and a terrace, complemented by three additional en-suite bedrooms. The finished third floor offers an open recreation loft, a guest bedroom and a shared full bath. The planned lower level brings together a dedicated gym, sauna, steam room, cold plunge, shower and massage room, along with a combined cinema and golf/sports simulator, a glass-front wine cellar planned for approximately 1,000 bottles, and an en-suite guest or staff bedroom. Living and entertaining continue outdoors with a swimming pool and covered terrace, set within a generous clearing framed by mature trees. A gentle creek and private woodland trail add to the sense of privacy and retreat. This prime Round Hill setting offers convenient access to Greenwich Avenue's shopping and dining, the Round Hill Club, and schools including Greenwich Academy, Brunswick School, Greenwich Country Day School and Sacred Heart Greenwich. The Merritt Parkway, Metro-North service to Manhattan and Westchester County Airport provide convenient regional connections. Septic studies are available, with town water and electricity available at the street. Final plans, specifications and construction are subject to engineering, approvals and the construction agreement.

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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279 Saugatuck Avenue Westport CT 06880

Westport, CT279 Saugatuck Avenue

Price$14,900,000

Est. Mortgage: $/month

MLS Number 125160

  • Residential
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 9,546
  • Village Out of Town

Panoramic vistas of Long Island Sound extend from this gated, resort-style estate. Designed to maximize its spectacular waterfront setting, the east-facing main house takes in the coastal views from walls of windows, French doors, and private balconies. Effortless indoor-outdoor flow defines the main level, where a charming screened-in porch and awning-covered veranda overlook a Gunite pool with spa. Perfect for summer entertaining, the backyard terrace offers a bar with built-in barbecue and a sitting area with firepit by the pool. Beyond the manicured lawn, the 168-ft seawall leads to an 80-ft pier and 20-ft private dock. Secluded outdoor shower with exterior access powder room. Separate 2-bedroom guest cottage with kitchen, laundry and one-car attached garage. Full house generator.

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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164 Round Hill Road Greenwich CT 06831

Greenwich, CT164 Round Hill Road

Price$14,600,000

Est. Mortgage: $/month

MLS Number 125814

  • Residential
  • Bedrooms 8
  • Bathroom 14
  • Square Feet 17,121
  • Village South Parkway

An alle of majestic magnolia trees underplanted with sculpted boxwoods lines a white-pebble drive leading to one of Greenwich's most iconic Great Estates. Inspired by the grandeur of Newport's Gilded Age mansions and transformed through an extensive four-year renovation, this exceptional residence masterfully balances historic character with modern functionality. The result is a rare offering where architectural significance, luxurious comfort, and enchanting surroundings converge. Interiors designed by Mar Silver allow for entertaining on a grand scale or intimate family gatherings alike. Each room has been thoughtfully curated, revealing a new delight around every corner. The estate grounds, designed by renowned landscape architect, James Doyle, feature his signature European-inspired gardens, as well as a 3-bedroom guest house, and oversized swimming pool creating a private compound of extraordinary beauty and distinction. This remarkable property is located on prestigious Round Hill Road, only 10 mins to downtown Greenwich and 45 mins to Manhattan.

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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 Loch Lane Greenwich CT 06830

Greenwich, CT7 Loch Lane

Price$12,995,000

Est. Mortgage: $/month

MLS Number 125145

  • Residential
  • Bedrooms 6
  • Bathroom 10
  • Square Feet 11,373
  • Village South Parkway

Privately tucked away at the end of a tranquil lane in prestigious Mid-Country Greenwich, this custom built stone manor is a rare offering of timeless architecture, exceptional craftsmanship, and resort-like amenities. Encompassing more than 11,373 square feet and set upon 3.2 exquisitely landscaped level acres, the estate is surrounded by sweeping lawns, mature specimen plantings, and beautifully curated gardens that create an atmosphere of complete serenity and privacy. Designed for both grand-scale entertaining and comfortable family living, the residence features six bedrooms, eight bathrooms, and elegant interiors defined by high ceilings, abundant natural light, and refined architectural detailing. The main level boasts impressive 11-foot ceilings, gracious formal and informal rooms, a gourmet kitchen and oversized windows framing picturesque views of the grounds, pool, pool house and cottage with kitchen. The second floor, with 10-foot ceilings, is highlighted by an extraordinary primary suite offering a private sitting room, dual spa-inspired bathrooms, and two generous walk-in dressing rooms and a home office. Four additional en-suite bedrooms and a spacious laundry room complete this level. The thoughtfully designed lower level provides exceptional recreational and lifestyle spaces, including a guest bedroom and bathroom, family room, media room, fitness center, powder room, and additional space perfectly suited for the creation of a world-class wine cellar. The estate's outdoor amenities rival those of a private resort. A charming stone pool house with soaring ceilings, a fireplace, inviting living and dining areas, a kitchenette, changing room, and a full bathroom overlooks the spectacular 30' x 60' swimming pool and spa. Completing the compound is a beautifully appointed 1,500-square-foot guest house with two bedrooms, one full and one half bathroom, living room with fireplace, dining area, kitchen, office and an attached two-car garage, providing luxurious accommodations for extended family and guests. Offering an unparalleled combination of privacy, scale, and sophistication in one of Greenwich's most coveted locations, this exceptional estate represents the very best of country estate living just moments from town, schools, and commuter access.

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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)