# 1665 Glenn Road, Southold, NY 11971 > **TL;DR:** 4bd/5ba single family, $2,250,000 ($693/sqft), built 2024, 3,248 sqft. > Pool, Fireplace, View, Hardwood. Est. $12,033/mo. Listed 182 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $2,250,000 | | Price/sqft | $693 | | Bedrooms | 4 | | Bathrooms | 4 full, 1 half | | Square Feet | 3,248 | | Year Built | 2024 | | Lot Size | 22,651 sqft (0.52 acres) | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Pending | | Days on Market | 182 | ## Why This Home Stands Out - **Pool** - Patio, Porch - **Views** - Water - **Hardwood Floors** - Hardwood flooring listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $11,377 | | Estimated Insurance | $656 | | **Total** | **$12,033** | ## Nearby Schools - **Elementary:** Southold Elementary School - **Middle:** Southold Junior-Senior High School - **High:** Southold Junior-Senior High School ## Key Amenities - Pool - Fireplace - View - Hardwood - A/C - 2-car garage ## Property Highlights - Built in 2024 - 0.52 acre lot - Private pool - Fireplace ## Description ### Agent Description Newly built and beautifully enhanced with many expensive upgrades since purchase, 1665 Glenn Road offers a turnkey North Fork retreat with thoughtful upgrades, elevated finishes, and exceptional indoor-outdoor living. Set on a .52-acre lot in Southold, this 4-bedroom, 4.5-bath home spans approximately 3,248 square feet and features a desirable layout with a first-floor ensuite primary bedroom and three second-floor ensuite guest rooms. The interior is designed for both comfort and entertaining, with a two-sided gas fireplace, quartz kitchen countertops, Bosch and XO appliances, dimmer lighting throughout, electric shades in key living areas, ceiling fans in all bedrooms, and a first-floor laundry room. Home includes 7 built-in TVs, a 98-inch Sony screen and home theater with blackout shades, creating an impressive entertainment space. Since purchasing, the owner has elevated the property, including full front and rear landscaping, new lawns, extensive plantings, 73 trees, a new front walkway and steps, a rear sprinkler system, outdoor accent lighting, and a limestone patio surrounding the pool. The exterior is anchored by an 18x36 gated heated saltwater pool with a 500-gallon inground propane tank for the pool heater, a rear porch, dog run, retaining wall, and roof deck with water views. Additional features include a Sonos music system inside and out, alarm system, 2-car attached garage with shelving, additional refrigerator, and electric car hookup. Ideally located in Southold, this move-in-ready home combines new construction ease with substantial post-purchase improvements already completed. ## Location - **Address:** 1665 Glenn Road, Southold, NY 11971 - **County:** Suffolk County - **Coordinates:** 41.047506, -72.430825 - **Google Maps:** https://www.google.com/maps?q=41.047506,-72.430825 ## Virtual Tour & Media - **Video Tour:** https://youtu.be/At-tt626ubE ## Listing Agent - **Name:** Kristy B. Naddell - **Brokerage:** Douglas Elliman Real Estate - **Broker Phone:** 6313548100 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/1665-Glenn-Rd_Southold_NY_11971_M31245-29884?f=listhub&s=MLSLINY&m=990099&c=propsimple) ## Photos ![1665 Glenn Road - Photo 1](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f745087689r.jpg) ![1665 Glenn Road - Photo 2](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f2337783259r.jpg) ![1665 Glenn Road - Photo 3](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f498831782r.jpg) ![1665 Glenn Road - Photo 4](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f489167873r.jpg) ![1665 Glenn Road - Photo 5](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f3135233620r.jpg) ![1665 Glenn Road - Photo 6](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f2634609410r.jpg) ![1665 Glenn Road - Photo 7](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f674230390r.jpg) ![1665 Glenn Road - Photo 8](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f3904897883r.jpg) ![1665 Glenn Road - Photo 9](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f3964928411r.jpg) ![1665 Glenn Road - Photo 10](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f2455552702r.jpg) ![1665 Glenn Road - Photo 11](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f2070038257r.jpg) ![1665 Glenn Road - Photo 12](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f174222944r.jpg) ![1665 Glenn Road - Photo 13](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f3044140388r.jpg) ![1665 Glenn Road - Photo 14](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f605848169r.jpg) ![1665 Glenn Road - Photo 15](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f1147301915r.jpg) ![1665 Glenn Road - Photo 16](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f3437058368r.jpg) ![1665 Glenn Road - Photo 17](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f588574342r.jpg) ![1665 Glenn Road - Photo 18](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f17321731r.jpg) ![1665 Glenn Road - Photo 19](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f748177355r.jpg) ![1665 Glenn Road - Photo 20](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f4145583105r.jpg) ![1665 Glenn Road - Photo 21](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f2601985638r.jpg) ![1665 Glenn Road - Photo 22](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f3835307185r.jpg) ![1665 Glenn Road - Photo 23](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f2482335958r.jpg) ![1665 Glenn Road - Photo 24](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f264586525r.jpg) ![1665 Glenn Road - Photo 25](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f2192151206r.jpg) ![1665 Glenn Road - Photo 26](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f2767024831r.jpg) ![1665 Glenn Road - Photo 27](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f2439425347r.jpg) ![1665 Glenn Road - Photo 28](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f2648206227r.jpg) ![1665 Glenn Road - Photo 29](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f3340534114r.jpg) ![1665 Glenn Road - Photo 30](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f3909791440r.jpg) ![1665 Glenn Road - Photo 31](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f3465327864r.jpg) ![1665 Glenn Road - Photo 32](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f2734542696r.jpg) ![1665 Glenn Road - Photo 33](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f1865768810r.jpg) ![1665 Glenn Road - Photo 34](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f1429693377r.jpg) ![1665 Glenn Road - Photo 35](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f3286245437r.jpg) ![1665 Glenn Road - Photo 36](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f2671090687r.jpg) ![1665 Glenn Road - Photo 37](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f3298952406r.jpg) ![1665 Glenn Road - Photo 38](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f2005585776r.jpg) ![1665 Glenn Road - Photo 39](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f3065895086r.jpg) ![1665 Glenn Road - Photo 40](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f1807009519r.jpg) ![1665 Glenn Road - Photo 41](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f72602565r.jpg) ![1665 Glenn Road - Photo 42](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f2458179270r.jpg) ![1665 Glenn Road - Photo 43](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f1619836543r.jpg) ![1665 Glenn Road - Photo 44](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f1875568308r.jpg) ![1665 Glenn Road - Photo 45](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f692237168r.jpg) ![1665 Glenn Road - Photo 46](http://lh.rdcpix.com/30206f214da15fd3ef25648be1732503l-f3048888758r.jpg) --- **MLS#:** 990099 | **Updated:** 2026-10-24 **Source:** listhub *Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/1665-glenn-road-southold-ny-11971-52a43f3abd764ea4a923608b94211599) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/1665-glenn-road-southold-ny-11971-52a43f3abd764ea4a923608b94211599#listing", "url": "https://www.propertysimple.ai/listing/1665-glenn-road-southold-ny-11971-52a43f3abd764ea4a923608b94211599", "name": "1665 Glenn Road, Southold, NY 11971", "description": "Newly built and beautifully enhanced with many expensive upgrades since purchase, 1665 Glenn Road offers a turnkey North Fork retreat with thoughtful upgrades, elevated finishes, and exceptional indoor-outdoor living. 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