$2,250,000
 $12,078 est/mo Sourced by Back At You

1665 Glenn Road,Southold, NY 11971

Southold, NY 11971

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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.

Details

MLS #990099
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year2024
Days On Site133
Listing Provided ByDouglas Elliman Real Estate | Kristy B. Naddell

Features

Bed(s)4
Bath(s) 5 Total
SQ Feet3,248
Garage2
BasementY
PoolYes
Acreage0.52
Property ViewWater

Interior

CoolingCentral Air
HeatingForced Air, Propane, See Remarks
Interior FeaturesFirst Floor Bedroom, First Floor Full Bath, Breakfast Bar, Built-in Features, Ceiling Fan(s), Chefs Kitchen, Crown Molding, Double Vanity, Eat-in Kitchen, ENERGY STAR Qualified Door(s), Entertainment Cabinets, Kitchen Island, Open Floorplan, Open Kitchen, Primary Bathroom, Master Downstairs, Quartz/Quartzite Counters, Smart Thermostat, Soaking Tub, Sound System, Speakers, Walk-In Closet(s)
AppliancesDishwasher, Dryer, ENERGY STAR Qualified Appliances, Exhaust Fan, Gas Cooktop, Gas Oven, Microwave, Refrigerator, Stainless Steel Appliance(s), Gas Water Heater, Wine Refrigerator

Exterior

Exterior FeaturesBalcony, Garden
Security FeaturesSecurity System
Construction MaterialsFrame
FencingBack Yard

Parking

Garage Yes / NoYes
Parking FeaturesAttached, Driveway, Garage, Garage Door Opener, Private

Utilities

UtilitiesSee Remarks
SewerSeptic Tank

Taxes

Tax Year2026
Tax Annual Amount19012
Tax Lot25

Area Information

StateNY
CountySuffolk County
CitySouthold
Zip Code11971
School DistrictSouthold Junior-Senior High Scho
Elementary SchoolSouthold Elementary School
High SchoolSouthold Junior-Senior High Scho
Listing VS Median (in 11971)
Price:
$2,250,000
low | high
Med:
$787,000
100% of Average
sqft:
3,248
low | high
Med:
2,007
88.208128078818% of Average
$ / sqft:
$693
low | high
Med:
$404
91.665832878705% of Average
On site:
133
low | high
Med:
46
100% of Average
Sourced by Back At You

Market Activity 11971

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Learn More About This Property

StateNY
CountySuffolk County
CitySouthold
Zip Code11971
School DistrictSouthold Junior-Senior High Scho
Elementary SchoolSouthold Elementary School
High SchoolSouthold Junior-Senior High Scho
Listing VS Median (in 11971)
Price:
$2,250,000
low | high
Med:
$787,000
100% of Average
sqft:
3,248
low | high
Med:
2,007
88.208128078818% of Average
$ / sqft:
$693
low | high
Med:
$404
91.665832878705% of Average
On site:
133
low | high
Med:
46
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $1.687M - $2.812M
sqft: 2,000 - 4,000
Nearby Listings Property ImageNearby Listings Details
2100 Glenn Road Property Photo 1
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110 Sleepy Hollow Lane
Southold, NY 11971
1700 Smith Drive Property Photo 1
$1,599,000
1700 Smith Drive
Southold, NY 11971
Listing Updated: September 8, 2026 at 9:14:58 AM PDT