Waterfront in Greenwich, 111 Byram ShoreRoadisa remarkable property,listed for$10.35 millionbyJoseph Barbieri of Sotheby’sInternational Realty. It comprisesa five-bedroom modern-stylemainhouse, with entertaining terraces, apool and aprivate dock. Thereisalso an antique guestcottage among the1.5-acresetting.Photo contributed
itis rare that waterfrontproperties come to market along Greenwich’sexquisite coastline.Homes on thewatertend to be cherished and passed downthroughgenerationsoffamilies
And it’s easy to understandwhy.Living on thewater in Greenwich, Old Greenwich andRiverside affords both coastal serenity andclose proximity to NewYork City—plus an active, engaged lifestyle.
“Greenwich’scoastline is special because it offers aprivate, residential experience—somethingincreasinglyrareincoastal markets,” said Joseph Barbieri, aRealtor with Sotheby’sInternational Realty.“Rather than widepublicbeaches or dense commercial development, theshoreline is defined by protectedinlets coves andharbors alongLongIslandSound, wherehomes are integratedintothe landscape ratherthanbuiltoverit.”
Barbieriisthe listingagentfor 111Byram ShoreRoad,a five-bedroom, modernwaterfronthome on 1.5acres.Inaddition to the 8,223-square-foot mainhouse,thispropertyhas expansive entertainingterraces, apool, privatedock andanantique guest cottage.
“Located alongone of Greenwich’s established waterfront roads, it reflects how thecoastline here hasevolvedthoughtfullyover time—homespositionedtoengagewiththe water, viewsand light, while maintaininga sense of seclusion and scale,”Barbierisaid. “Forbuyers coming from otherstates or countries,thisfeelsdistinctlydifferent frommoreresort-style waterfronts. What trulysets Greenwich apartisthe combinationofthiscoastal serenity with
immediate accesstoNew York Cityand international travel. Buyers arenot choosingbetween lifestyle and connectivity; they getboth.
“Waterfront luxuryhomesinGreenwich can be rare,simply because properties tend to be long-held andonlycometomarket occasionally,” he said. “When ahome suchas111 ByramShore becomes available, it representsanexceptionalopportunityrather than atypical listing. These arepropertiesthat cannot be replicated—the land, thesetting andthe relationship to thewater.That scarcity is whywaterfronthomesinGreenwichtend to attract sustained interest and long-term value, even through changing market cycles.For buyers, it’s often surprising how few true waterfront options exist hereatany giventime.”
111ByramShore Road is offeredtothe market for $10.35 million “Living on thewater in Greenwich shapes daily life in subtle but meaningful ways,”Barbieri observed. “Homes like 111 Byram Shore Road arenot just aboutviews; they influencethe lifestyle residents experience. Thewater becomes aconstant presence—something you notice throughout theday ratherthan something reserved for vacations. At thesame time, Greenwich’swaterfrontneighborhoods remain closetoschools, town amenities and transportation, so the lifestyle never feels isolated.For many buyers, waterfrontliving here representsa placetoslow down without stepping away from everything else that matters.”
CONTINUE sound ON PAGE 16
Livingonthe watershapes dailylife.
WHATMAKES A WHAT MAKES
mansion?
SIZEMATTERS, BUTTOQUALIFY AS AMANSION, ARCHITECTURAL& INTERIOR DESIGN, PLUSLOCATIONARE ALSO FACTORS
what qualifiesa home to be called a“mansion?” The termissometimesliberallyused; however,formaldefinitions often to refer to threeprimary attributes. First, thedimensions andproportionofthe home mustbelarge, spacious and grand.They’re architecturallysignificant,witha highlevel of craftsmanship and bespokefinishes. Finally,mansions aren’tjustsited onlots. Theypreside overacreage
Based on the“mansion”definition, Michelle Genovesi said thefive-bedroom Nantucket-like shingle-style house at 253 Rivergate DriveinWilton“checks every box.” Genovesileads “Michelle& Team at William Raveis Real Estate in Wesport. “There’sover9,000squarefeetontwo privateacres, borderingona 21-acre preserve, and astrongsense of architec-
by Gretchen A. Peck
tural presence,”she said. “Designedby Tim Geitz, it blends timelessstyle with stand-out features,like thetwo-story glass-walled office, achef’s kitchenand a spa-like primary suite.It’sthe combination of scale, setting andcustom design that definesit.”
Theproperty,listed for $3.495 million is repletewithamenities,including apool, spa andoutdoor kitchen, amedia room, fitnesscenter, billiards room, bar and winecellar
“What’s really special arethe subtle moments—the waylight fills thespaces, theseamless flowbetween rooms, the outdoor spaces,and theprivacy created by protected land along theSaugatuck River,”Genovesi said.“Rivergate was exceptionally wellbuilt and thoughtfully designed from thestart and hasbeenmeticulously maintained
andcontinually refined.Recentupdates have focused on enhancing outdoor living andoverallsystems, while ensuring everything feels current, turnkey andready for today’sbuyer.”
There’salso its compelling location.
“Wiltonoffers aquieter,moreprivate lifestyle while stillbeing closely connected to Westportand theFairfield County coastline,” Genovesi added. “It’s known for itsnatural beauty,top-ratedschools and strong sense of community. This particular location is especially compelling, setalong theSaugatuck River and bordering protectedland. It feels peacefuland tuckedaway,yet you’re stillminutes to town,trains andneighboring Westport. It’s that balance of privacy and accessibility that we find today’sbuyers, especially thosefrom New York, find so appealing.” >>
architectural presence
Pinnacle of Coastal Living
>> Unquestionably worthy of theterm “mansion,” 10 Shorehaven Road,Norwalk is afive-bedroom, 9,564-square-foot home, builtin2000on1.01 acres, waterfront. Thepropertyislistedfor $13 million by Laurie Morris, Realtor and partner with theKMS Team at Compass’ Westport brokerage
“This home is unusualinthatitislocated on a1-acrewaterfront property,” Morris
said. “The home itselfisgracious and elegant and yet feelsverycomfortable It was designed by BruceBeinfeldand is an incrediblydetailed home,”she said, drawingattention to thegently curving main staircase that ascends to thesecond level. “The interiordesigner is Wendy Valliere; her company is called Seldom Scene Interiors. Shehas done multiple projects formyclients across thecountry.”
Themansionislocated in Shorehaven, acoastalenclave of remarkable homes. “This location is amazing,” Morris added. “It is justoverthe line from Westport. Shorehaven is an enclave of special waterfronthomes. It is walkable to theShorehaven GolfClub and allthat it has to offer,aswellasbeing justdown thestreetfromthe launch to SpriteIsland, aprivateclub.”
CONTINUE mansion ON PAGE 12
Pictured: Located in Shorehaven,10ShorehavenRoad,Norwalk, is
The 51.93-acre property,knownas“The Clark House,” is offered to themarketfor $25.5 million. Theseller’s RealtorisLeslie Razook with WilliamPitt Sotheby’sInternational Realty’s NewCanaan brokerage.This grand nine-bedroom homehas 14,266 square feet of interior living space and is situated among gardens andprofessionally designed grounds. In addition to the main house, theproperty also hasatwo-bedroom caretaker’scottage. Photo conttibuted.
price
Listing agentLeslieRazook—aRealtor withWilliam Pitt Sotheby’sNew Canaan brokerage,describesthe listingat104 Dans Highway, New Canaan,asreminiscent of aFrench hunting lodge.The 51.93-acreproperty,knownas“The Clark House,”isoffered to themarket for $25.5 million.
“The winding approach,asthe residence is slowlyrevealed,and thestone courtyard hintatthe grandeurand proportion of theinterior rooms,” Razook said. She notedthe exterior ironworkand said allthe interior hardware throughout thehome was forged in France
At 63 Turney Road in Redding Connecticut, thereisanother exceptional home that certainlyqualifiesasa mansion. At thecenterofthe 39.23acre property is aseven-bedroom main house, with9,420 squarefeet ofinterior living space, plusa studio apartment abovea detached garage.Realtor Roni Agress, who is affiliated with William Pitt Sotheby’s Ridgefield-Redding brokerage, is thelistingagent.She describedthe houseasgrand,classical, lavishand comfortable.
“The ownerpurchased thelandand
The Clark Hous
less
TheClark House
briefly when purchased by Huguette Clark in the1940s,” Razook explained. “The structureitselfwas afortress,madeof brick,concrete andsteel; however,afull renovation wasrequired.”
Delphineand Reed Krakoff are credited witha 2014 renovation of the 14,266-square-foothome. “Theyused theextraordinary proportion and volume of theroomstocreatea light-filled, airy environment of understated luxury,”the listingagent observed.“Theprimary suite was expanded to include asitting room,dressing room andexquisitebath. Theformer servant’squarterswere converted into generous bedrooms. The lower-level laundry and theater were
ANod to Antebellum
worked withhis architect to createand executethe design as you seeitnow—a labor of loveand adream realized,” Agresssaid “Thehome wascustomdesigned by theowner to ahighstandard in a plantation-style—a nodtoAntebellum architecture,grand in scale, with a symmetricalfaçade, massive stately columns, awraparoundveranda, balconies and large windowsthroughout,” Agress continued. “The interior grandeur features wide, sweeping curvilinear staircasesand atwo-story
thoughtful additions,and acottage was converted to agym.”
“Just outsidethe dining room thereis an enclosed garden,whereawhite tented pavilion is set up for summer entertaining,” Razook added.
Thelandscaping and hardscapingwere designedbyPerry Guillot
“Whattruly stands outisthe seamless sense of privacy andpeace that flows from exteriortointerior,”she said.
“Waking to thesound of awaterfall, the lightand views of aprivate park from each window,and knowing that every part of this magnificent structure has been touched and can be lived in comfortably?Priceless.
foyer crowned by adomed ceiling adornedwithintricate, colorful rosettes and cove lighting,ornate trim and architecturaldetails throughout thehome.”
Thehouse has 17 rooms, sevenfireplaces, abanquet-worthy diningroom, two offices and interior décoroptions.
“The space in this home allowsfor any décorpreference—antique, contemporary, eclectic, and forthose whocollect art, large and small, there’sroomfor that, too,” thelisting agent suggested.The asking price is $8.6 million
grand,classical,lavish &comfortable
With $1.25B+inclosedsales, TheJenniferLeahy Team offers a bespokeapproachtorealestate.
Trustedbydiscerningbuyers,sellers, anddevelopers,theypairmarketexpertise with elevatedservice andstrategic execution—deliveringexceptional results acrossConnecticutand NewYork’s most sought-after communities
Where LifeRevolves Around the Changing Tides
“Greenwich’scoastline is oneofthe most covetedinthe Northeast, with its golden sunsets over theLongIsland Sound and longsightlinestowardthe Manhattan skylineor open water,” said Jennifer Ho,a RealtorwithDouglas EllimanReal Estate andthe listing agent for 41 Meadow Wood Drive, Greenwich, asix-bedroomluxury home built in 2007
“It offers alevel of coastalbeauty,elegance and privacy that rivalsexclusive destinations worldwide,while still providing theconvenience oftop-tierschools,global connectivity andeasyaccesstoNew York City,”Hoadded “The light here is softer than on theAtlanticcoast,and the Sound createsa shimmering,almostMediterranean calmon summerevenings. Sunrises over theSound,shifting tides and salt-tinged breezes createa naturalcadencethatslows thepaceoflife. Even forthosewho commutetoManhattan, theday beginsand ends with thecalming presence of the water.This coastline’s natural contours—quiet coves, tidal inlets, sandy beachesand sweeping open water views—createasetting forsomeofthe region’s mostremarkable waterfrontestates. >>
Fran Unrine
Fran is an attentive professional with two decadesofReal Estate experience andyearsofexperience as aSenior levelexecutive
As atrusted advisor,she is sought after forher: -Local Knowledge -NegotiationSkills
landscaped estate features curatedNew Englandarboretum with walkingpaths,tranquilkoi pond,and expansiveoutdoor entertaining spaces across multiple levels.Thisremarkablepropertytranscendstraditional luxury living—it's acarefully craftedlifestyle sanctuaryintegrating modern conveniences with ConnecticutGoldCoast elegance.Perfect fordiscerning buyers seekingsophisticated living in naturaltranquility 203.273.3916 |Richard.Breglia@cbrealty.com Exceptional Modern Farmhouse LuxuryLivingBeyondGreenwich
>> “Manypropertiesoffer private docks, expansive lawns that meetthe shoreline andunobstructedsunsets views across theSound. Historic enclaves, like BelleHaven, Lucas Point andMeadPointpreserve thecharacterofold-world coastalestates,while newer architectural masterpiecestake fulladvantage of theSound’spanoramic views. Waterfront architecture in Greenwichisintentionally oriented toward theSound.Expansive terraces,oversized windows and indoor-outdoorspacesblurthe line between home and coastline. Light,air and views arecentral to theexperience,” Ho observed.
The Mediterranean-inspired 10,275-square-foothouse at 41 Meadow Wood Drive is located in theprivate, gated Quarry Farm community ofBelle Haven.
“The home’selevatedposition and expansive terraces
create aconstant connection to theSound,” thelisting agent said. “Sunlight pours intothe interiors throughout theday,and nearly every major room frames thewaterasa livingpiece of art. Thearchitecture—warm,elegant and open—feels purpose-builtfor its coastal setting.”
“The Greenwich coastline is deeplytied to thetown’s identity,”Hoexplained. “Sailing, boating andwaterfront recreation have shapedGreenwich’sculturefor generations, and thepresence of yacht clubs, marinas andcoastal parks embody thetown’slongstandingrelationship withthe water Many residentsbelongtotheseyacht clubs, wheresocial life and recreation revolvearound thewater.Boating,paddleboarding,kayakingand waterfront walks become part of everyday living. This is not simply aplace with waterfront homes—it is acommunity built around theSound.”
Picturedoppositepageleft& above:“Sunlight pours into theinteriors throughout the day, andnearly every majorroom frames thewater as a livingpiece of art.The architecture—warm,elegant andopen—feels purpose-built forits coastalsetting,” said Jennifer Ho of 41 Meadow WoodDrive, Greenwich. She is aRealtor with DouglasEllimanReal Estate andthe listingagentfor thewaterfront property,offered to the marketfor $18.5million. The Mediterranean-inspired six-bedroom luxury homewas built on 4.89 acres, waterfront,in2007.Photos contributed.
beyond
themain-house
wby Gretchen A. Peck
hether welcoming in anew dayasthe sun comesoverthe horizon,orwinding down the dayinthe evening,a private balcony offyour bedroomcan be asanctuary ofsorts—a personalspace to completely tune outthe rest of theworld Properties with outbuildingsand secondary homes
afford luxury-market buyers an exceptionalamount of flexibility—for example, theabilitytoaccommodate multigenerationalliving scenarios or live-in staff.Other structures, like poolhouses andparty barns allow forentertainingongrand scale beyond the mainhouse.
Homewood
Realtor LauraAncona, an agentwithWilliam Pitt Sotheby’s, is thelisting agent for27Country Club Road in Ridgefield,Connecticut. It’saneight-bedroom, 12,853-square-foot shingle-style antique that dates back to 1755.The propertyisoffered to themarket for $3.895 million.
“The housewas quite rundownwhen it waspurchased bythe currentowner.Theyundertook an extensive labor ofloveinrestoring thehouse toits currentstate of grand perfection insideand out, with state-of-the-art new systems, including anine-zoneair conditioning and
heating system, threeradiant-heating zonesservicing the master bathrooms and thefullkitchen, plusafull-house emergency generator.”
“Majestically sitedonaknoll in southwestern Ridgefield, ahouse wasbuilt on 150 acres of rolling farmland 25 years prior to theRevolutionary War,”Ancona recounted the home’shistory.“Almost acenturylater,atthe beginningof theGilded Age, GeorgeHaven—president of theCorn Exchange National Bank—brought his familyfromtheir NewYork Cit residenceat53rdand 5thtospend asummer in Ridgefield, Connecticut,asleepy, bucolictownwith
249 8617 O 203 869 0700 dneedle@houlihanlawrence.com deborahneedle.houlihanlawrence.com
ExtraordinarywaterfrontlivinginOld GreenwichwithunobstructedLongIsland Soundviews from nearly everyroom. Redesigned by architectRickSwann,the home features soaringceilings, open interiors, anda wraparound deck
Private in Mid-Country
4 BEDS |6 BATHS |5,140 SQFT |2 2 ACRES
ElegantRegency stylesingle-levellivingina fabulous Greenwichlocation. This beautifullydesignedfourbedroom, five-and-one-halfbathHomeoffersapproximately 5,100squarefeetofsun-filled living space withrefined finishes andgraciousproportions throughout.Expansive living andentertainingrooms,a stunningdiningroom, anda beautifullyappointed kitchencreateaneffortlessflowfor both everyday living andhosting.The privatebedroom wing includes aluxurious primarysuite andspacioussecondary bedrooms.Set on landscaped groundsand ideallylocated closetotown, schools, andtransportation.
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outbuildings
lovely summerbreezes.The Havensdecided to expandthe pre-RevolutionaryWar home,whichhad aquiteincredible frontto-back central hall,intoa magnificent estatethattheynamed Homewood.Overthe years, thehousewas expanded witha glorious ballroomtothe south, aformal dining room and bedrooms to thenorth,a service wing with thekitchen and pantry to theeast,and open porchesontwo sides.”
The renovationsto thehomewereextensive andseamless, but thereare “glimpses” of thehome’s modest origins on thesecond and thirdfloors, accordingtothe listingagent.
offering is unmatched for itsauthentic historic details andexceptionalvalue, priced at just over $300 per squarefoot for something that could not be replicated today.”
Themainhouse and apool house aresituated among 3.22 acres
“[Ridgefield’s]Silver Spring area, withthe nearbygolfclub, is knowntohave some of theflattest land in Ridgefield—ideal for golf, walking, running, biking,etcetera. Thesouthwest location makesitconvenient forcommuting to New York City or even down county.Itisonly 11.5 miles to theKatonah train station, too. Ridgefieldisidyllicfor residentsofall ages,known forits great schools, parks andhaving oneofthe topsmall-townmain streets in America,” Ancona noted
Judy PointLane
“The main houseisthe showpiece,”saidDaniel Kramp,a broker withChristie’sInternational RealEstateinNew York andConnecticut,said about hislistingat2 JudyPointLane in Westport—offered to themarket for$8.995million.“It’s got dramaticliving spaces, withvaulted ceilings,stone fireplaces anddirectwater viewsfromthe main rooms. …There is also thepossibility of
bringing back theindoor pool that was decommissioneda while back,but caneasily be restored.”
Thereisa secondaryguesthouse on the3.11-acreproperty, as well,connectedtothe main house by abreezeway
“The secondaryhouse opens up aton of possibilities.It’sperfect as aprivate guestsuitefor extended stays,a home officeor creative studio, withcomplete separationfromthe main residence or even as acaretaker’sresidence,” Krampsuggested.“Some buyersmight useitasawellness retreat, with agym and spasetup,or convertitintoanentertainmentspace forhosting.The breezeway connection gives you theflexibility to keep it integrated or completely separatedepending on your needs. Additionally,since thehouse used to consist of twoseparate lots, thereisa possibility of subdivision,making two independent houses. Buyers of course willneed to verify withzoning and get properapprovals.”
“Westport is oneofFairfield County’smost desirable towns. It’s knownfor its vibrant downtown, withgreat restaurantsand shops, top-ratedschools, and easy access to New York City,” Krampcontinued. “Thehouse is just acoupleofminutes away from thetrain station, which makes thecommute to NewYork Citysuper easy; you’relooking at under an hour to Midtown. The town has areal coastalNew England charm withasophisticated creative community.
Life on Vacation
At 229 UmpawaugRoad in Redding, Connecticut,thereisa compound that affordsabuyer great flexibility and utility. In addition to thesix-bedroom6,718-square-foot main house,the propertyalso hasa pool house andanapartmentabove the garage.Stacy Young, aRealtorwithWilliam Raveis Real Estate, is thelisting agent forthe property, listed for$7.495 million.
“The trulymajestic settingofthishome beginsbehind thegates, framed by astunninghand-stacked stone walland rare, flat property,”Young said. “The ultimate backyardawaits,featuring an exceptional pool house, expansivepool, andprivate tenniscourt, along withmultipleoutdoor spacesand private deck. It truly feels likelifeonvacation.
“The poolhouse is perfectlypoised at theend of thepool opposite thewaterfalledge, featuring acovered sitting area relaxingindoor lounge, entertaining kitchenette, and aluxurious bathroom. Sky-high ceilingsare crownedbyastrikingcupola creatinganairyand elegantretreat.The guest house offersboth eleganceand privacy, witha beautiful living room andagenerous bedroom. Juststepsfromthe main house,yet thoughtfullyset apart, it provides theperfect balance so everyone feelscompletely at home.”
“This picturesque country road is lined with many gracious homes and beautifulnatural surroundings. Justminutestolocal restaurants andshopping, withaneasy drivetoWestport or Weston,” thelisting agent explained. “The area is alsoconveniently accessible to Metro-North,making it an ideal retreat forNew York City residentsseekinganexceptional getaway.”
Stacy Young Realtor,WilliamRaveis Real Estate Mike DeLuca PUBLISHER
2026
Picturedabove left:The
Daniel Kramp withChristie’s InternationalReal Estate. Photo
Picturedabove right:William Raveis
229 Umpawaug Road in Redding, Connecticut; theseller
Rare WaterfrontGems
JoyKim Metalios an associatebroker with Houlihan Lawrence and founder of theMetaliosTeamatthe brokerage—said that itis“genuinely rare”for homesalong Greenwich’s coast to come to market.
“Greenwichisunlikeanywhere elseonthe EastCoast.It’s whereyou canhaveitall:the sophisticationofa world-class communityand theserenity of being surrounded by water,” Metalios said. “There’s astillnessonthe Sound that youcan feel themomentyou arrive. Ourcoastline isn’t just beautiful, it’s intimate. Unlikethe Hamptons, where beach culture is verypublic and social,Greenwich’swaterfront feels private. TheLongIslandSound is calmer than theopen ocean,which meansyou cankayak, sail or paddleboard right from your ownproperty.”
Metalios is thelisting agent for189 Shore Road, Old Greenwich. Itisanendearinghomesurroundedonthree sidesbywater.The four-bedroom home was built in 1979 and more recentlyrenovated byArchitect RichardSwann. The house hasfourbedrooms,fourbaths, 4,262 squarefeet
of interior living space,aneat-in chef’s kitchen and wine room.Withthree finished levels, thehomeissituated on a 0.68-acrelot, with an attached garageand private dock. The askingprice is $10.95 million
Asked about thelifestyle waterfront living affords, Metalios reflected, “I’m actually lucky enoughtolive on the water in OldGreenwich, so Ican speak to this firsthand. It fundamentally reorients howyou live. Youstart your morning watchingegrets and heronsinstead of checking yourphone. Thewater creates asense of calm even after themost stressfulday.There’salso avery active, healthy lifestyle that comeswithit—kayaking, paddleboarding, swimmingand fishing right from your dock. And then there’sthe social dimension. Coastal Greenwich is a wonderfullyclose-knitcommunity,wherepeople actually knowtheir neighbors. It’s aconnection to natureand outdoor life you simply cannotreplicate anywhere. It’s not just ahome. It’s away of life that people whoexperience it never want to leave.”
aunique, endearing
millionfor the0.68property.
Listed by Joy KimMetalios andthe Metalios Team at Houlihan Lawrence,189 ShoreRoad, Old Greenwich is
waterfront home,completely renovated and surrounded on threesides by water. Theasking priceis$10.95
Photo contributed
WHERETHE SOUND SETS THERHYTHM
Waterfront mornings carrya stillnessall theirown.At200 Shore Road in OldGreenwich’s LucasPoint,itissimply partofdaily life
This Nantucket-inspired home is composed around the water -fromthe wraparound porchtothe privateprimary suite deck,tointeriors filledwithlight anduninterrupted views of Long Island Sound.
Arareoffering, thepropertyincludesapprovalsfor both a deep-waterdockand infinity-edge pool -a combination seldomrealizedalong this stretchofcoastline.
Inside,spacesunfoldwithquiet clarity. Open living areasfacethe water, balanced by more intimate roomsfor work andretreat.The primarysuite is setapart,with panoramicviews andacalm, restrained finish
Within theprivate LucasPoint association, with access to beachand dock,and moments from Tod’sPoint,the settingis both secluded andconnected OldGreenwich villageisnearby; Manhattan, just underanhour.
Acoastal life,fully realized -and still, thebestisyet to come!