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45 Bobbie's Lane
South Chatham MA 02659 US

$4,499,900

Active Listing ID 22601418
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3 bed
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6.00 Bath (5 Full , 2 Half)
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Lot: 0.70 Acres
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Single Family Residence

$4,499,900

Active Listing ID 22601418
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45 Bobbie's Lane South of Route 28 and moments from the shimmering shores of Nantucket Sound, this new residence by Eastward Companies captures the essence of refined coastal living. Gracefully sited on over two-thirds of an acre, the home's striking Dutch Gambrel architecture evokes timeless Cape heritage while delivering over 4, 450 square feet of sophisticated, modern design across three impeccably finished levels. A dramatic foyer introduces a sweeping staircase and opens to a grand great room, where coffered ceilings, a statement fireplace, and wide-plank white oak floors create a setting of understated elegance. Walls of glass draw the eye outward to the private grounds, seamlessly connecting indoor and outdoor living. The chef's kitchen is both functional and exquisite--anchored by an oversized island, quartz surfaces, and a well-appointed pantry--while a sunlit breakfast nook overlooks the pool and manicured landscape. A formal dining room offers flexibility as an entertaining space or refined retreat. The first-floor primary suite is a sanctuary unto itself, offering a spa-inspired bath and expansive walk-in closet. Thoughtfully designed, the main level also includes a powder room, laundry room, and custom built-ins for effortless organization. Upstairs, a vaulted family room with wet bar opens to a private deck, capturing gentle ocean breezes. Two en-suite bedrooms--each with distinctive architectural character--are complemented by a private office and an additional lounge or game room with full bath, providing exceptional versatility. The finished lower level, spanning over 1, 350 square feet, offers a full bath and additional laundry--ideal for poolside living or extended guest accommodations. Outdoors, a resort-caliber setting unfolds with a heated Gunite saltwater pool and spa, expansive stone patio, and professionally landscaped grounds supported by a private irrigation well. A two-car attached garage completes this extraordinary offering. This is a rare opportunity to own a meticulously crafted coastal estate where timeless design, modern luxury, and an exceptional location converge.

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Property Features

  • Facts
  • Lot Size: 0.70 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 5
  • 1/2 Bathrooms: 2
  • Cooling System: Central Air
  • Exterior Finish: Underground Sprinkler System, Private Yard, Outdoor Shower
  • Floor Covering: Hardwood, Tile, Laminate
  • Roof Type: Asphalt
  • Heating Fuels: Forced Air, Natural Gas
  • Additional Features
  • Basement
  • Fireplace
  • Patio
  • Pool

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 4499900
  • unparsedaddress: 45 Bobbie's Lane
  • postalcity: South Chatham
  • stateorprovince: MA
  • country: US
  • postalcode: 02659
  • bathroomsfull: 5
  • bathroomshalf: 2
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.7
  • lotsizeunits: Acres
  • lotsizearea: 0.7
  • livingarea: 4450
  • livingareaunits: Square Feet
  • latitude: 41.675952
  • longitude: -70.025831
  • listagentfullname: Doug Grattan
  • listagentemail: dgrattan@cireab.com
  • listagentkey: 3yd-CCIAORMA-U3626
  • listagentmlsid: U3626
  • listagentpreferredphone: 5082944978
  • listagentofficephone: 5082286000
  • listofficekey: 3yd-CCIAORMA-CHPG2
  • listofficemlsid: CHPG2
  • disclaimer: Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: CCIAORMA
  • yearbuilt: 2026
  • listingcontractdate: 2026-04-14
  • listagentfax: 5089455440
  • countyorparish: Barnstable
  • parcelnumber: 0-00-0
  • elementaryschooldistrict: Monomoy
  • middleorjuniorschooldistrict: Monomoy
  • highschooldistrict: Monomoy
  • appliances: Tankless Water Heater, Wine Cooler, Range Hood, Gas Range, Countertop Range, Dishwasher, Microwave, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Clapboard, Shingle Siding
  • flooring: Hardwood, Tile, Laminate
  • heating: Forced Air, Natural Gas
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 3
  • parkingtotal: 4
  • parkingfeatures: Off Street, Driveway, Open
  • roof: Asphalt
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: Eat-in Kitchen, Walk-In Closet(s), Central Vacuum, HU Cable TV, Linen Closet, Pantry, Recessed Lighting, Kitchen Island
  • exteriorfeatures: Underground Sprinkler System, Private Yard, Outdoor Shower
  • rooms: Dining Room, Bathroom 1, Basement, Bedroom 3, Bedroom 1, Bathroom 4, Bathroom 3, Bathroom 5, Bathroom 7, Laundry Room, Bathroom 2, Bathroom 6, Bedroom 2
  • securityfeatures: Security System
  • patioandporchfeatures: Patio, Deck
  • basement: Walk-Out Access, Full, Finished
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -70.02583, 41.675953
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Christie's International Real Estate Atlantic Brokerage", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"dgrattan@cireab.com", "ListBrokerageCity":"Nantucket", "ListBrokerageCountry":"US", "ListBrokerageEmail":null, "ListBrokerageLogoUrl":null, "ListBrokerageName":"Christie's International Real Estate Atlantic Brokerage", "ListBrokeragePhone":"508-228-6000", "ListBrokeragePostalCode":null, "ListBrokerageStateOrProvince":"MA", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"7 Bayberry Court", "ListBrokerageWebsiteUrl":null, "ListOfficeAddress1":"7 Bayberry Court ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"CHPG2", "ListOfficeCity":"Nantucket", "ListOfficeCountry":"US", "ListOfficeEmail":null, "ListOfficePostalCode":"02554", "ListOfficeStateOrProvince":"MA", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - South Chatham, MA", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/45-Bobbies-Ln_South-Chatham_MA_02659_M96385-19192?f=listhub&s=CCIAORMA&m=22601418&c=rexren", "MLSModificationTimestamp":"2026-04-15 11:00:26", "Neighborhoods":[{"Description":null, "Name":"Chatham"}], "PostalCode":null, "RoomCount":14, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":null, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 4/15/2026 11:05:45 AM GMT
Source Updated Date: 4/17/2026 12:44:36 PM GMT

Courtesy of: Doug Grattan, Christie's International Real Estate Atlantic Brokerage, dgrattan@cireab.com

Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.