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.
Pending
$2,250,000
1665 Glenn Rd, Southold, NY 11971
4beds
3,248sqft
Single Family Residence
Built in 2024
0.52 Acres Lot
$2,173,800 Zestimate®
$693/sqft
$-- HOA
What's special
Two-sided gas fireplaceRear porchOutdoor accent lightingAdditional refrigeratorDimmer lighting throughoutDesirable layoutDog run
- 144 days
- 743
- 42
Zillow last checked:
Listed by:
Douglas Elliman Real Estate 631-354-8100,
Kristy B. Naddell - Associate Real Estate Broker 631-905-8584
Source: Out East,MLS#: 395185
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Family Room, Laundry, Office
Cooling
- Central Air
Features
- Basement: Yes
- Has fireplace: Yes
Interior area
- Total structure area: 3,248
- Total interior livable area: 3,248 sqft
Video & virtual tour
Property
Parking
- Parking features: None
Features
- Stories: 2
- Has private pool: Yes
- Pool features: Heated
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
Lot
- Size: 0.52 Acres
Details
- Parcel number: 1000078000100025000
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- New construction: No
- Year built: 2024
Community & HOA
Location
- Region: Southold
Financial & listing details
- Price per square foot: $693/sqft
- Tax assessed value: $2,200,000
- Date on market: 5/6/2026
- Lease term: Contact For Details
Estimated market value
$2,173,800
$2.07M - $2.28M
$7,465/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/21/2026 | Pending sale | $2,250,000$693/sqft |
Source: Out East #395185 Report a problem | ||
| 6/24/2026 | Price change | $2,250,000-4.3%$693/sqft |
Source: | ||
| 5/6/2026 | Price change | $2,350,000-1.9%$724/sqft |
Source: | ||
| 12/2/2025 | Price change | $2,395,000-9.6%$737/sqft |
Source: | ||
| 6/23/2025 | Listed for sale | $2,650,000+17.1%$816/sqft |
Source: | ||
| 1/16/2025 | Sold | $2,262,500$697/sqft |
Source: Public Record Report a problem | ||
| 10/30/2024 | Sold | $2,262,500-1.4%$697/sqft |
Source: | ||
| 10/4/2024 | Pending sale | $2,295,000$707/sqft |
Source: | ||
| 8/28/2024 | Listed for sale | $2,295,000+337.1%$707/sqft |
Source: | ||
| 4/25/2024 | Sold | $525,000$162/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $12,100 +1412.5% |
| 2024 | -- | $800 |
| 2023 | -- | $800 |
| 2022 | -- | $800 |
| 2021 | -- | $800 |
| 2020 | -- | $800 |
| 2019 | -- | $800 |
| 2018 | -- | $800 |
| 2017 | $1,077 | $800 |
| 2016 | -- | $800 |
| 2015 | -- | $800 |
| 2014 | -- | $800 |
| 2013 | -- | $800 |
| 2012 | -- | $800 |
| 2011 | -- | $800 |
| 2010 | -- | $800 |
| 2009 | -- | $800 |
| 2008 | -- | $800 |
| 2007 | $816 +18.9% | $800 |
| 2005 | $687 +4.6% | $800 |
| 2004 | $657 +3.9% | $800 |
| 2003 | $632 +4.5% | $800 |
| 2002 | $605 | $800 |
| 2001 | -- | $800 |
| 2000 | $522 | $800 |
Find assessor info on the county website






