Real Estate Investment Properties for Sale in Glen Head, NY
Looking for investment property in Glen Head, NY with high ROI ?
Explore a variety of short-term homes & houses in Glen Head, NY. Invest wisely with VRBO & Glen Head, NY Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in Glen Head, NY
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
22 Locust AvenueGlen Head, NYWelcome to 22 Locust Avenue, a legal two-family residence ideally located in the heart of ... |
4 beds | 2 baths | N/A |
$975,000 |
Airbnb cash on cash: 3.26%
|
56 Glen Cove DrGlen Head, NYA Beautiful, Totally Renovated, Spacious 3 Bedroom, 2 Bath Split Located In "The Promenade... |
3 beds | 2 baths | 1,959 sq.ft. |
$999,999 |
Airbnb cash on cash: 0.92%
|
13 Sheppard StreetGlen Head, NYWelcome to 13 Sheppard Street in Glen Head. This beautifully maintained young Colonial off... |
4 beds | 3 baths | 2,500 sq.ft. |
$1,349,000 |
Airbnb cash on cash: 1.92%
|
60 Roosevelt AvenueGlen Head, NYAs spring arrives, an exceptional opportunity awaits to own this beautifully updated origi... |
4 beds | 2 baths | 1,742 sq.ft. |
$1,375,000 |
Airbnb cash on cash: 1.85%
|
8 High Meadow CourtGlen Head, NYWelcome to 8 High Meadow Ct, a stunning classic all brick Colonial spanning 6000sqft of lu... |
5 beds | 8 baths | 5,902 sq.ft. |
$3,950,000 |
Airbnb cash on cash: -2.8%
|
11 Glenwood RoadGlen Head, NYWelcome to 11 Glenwood Road, a beautifully renovated expanded Cape nestled in the heart of... |
4 beds | 2 baths | 1,650 sq.ft. |
$927,900 |
Airbnb cash on cash: 3.49%
|
9 Hill DriveGlen Head, NYExceptional Custom-Built Colonial in the Heart of Glen Head Don't miss this rare opportuni... |
4 beds | 3 baths | 3,200 sq.ft. |
$2,099,000 |
Airbnb cash on cash: -0.13%
|
559 Cedar Swamp RdGlen Head, NY559 Cedar Swamp Road Rd, Oyster Bay, NY 11545 | Other |
N/A beds | N/A baths | N/A |
$3,800,000 |
Airbnb cash on cash: -2.52%
|
25 Jaegger DriveGlen Head, NYWelcome to this lovely ranch home nestled near the end of a serene private cul-de-sac in t... |
4 beds | 2 baths | 2,401 sq.ft. |
$1,475,000 |
Airbnb cash on cash: 1.17%
|
91 Hoaglands LnGlen Head, NY91 Hoaglands Ln, Glen Head, NY 11545 | Single Family Residential |
6 beds | 4 baths | 5,254 sq.ft. |
$3,899,000 |
Airbnb cash on cash: -2.75%
|
26 Dolly Cam LaneGlen Head, NYExtraordinary expanded ranch home at the end of a quiet cul-de-sac on 2.1 private acres in... |
4 beds | 3 baths | N/A |
$2,750,000 |
Airbnb cash on cash: 0.15%
|
167 Brookville LaneGlen Head, NYGlen Head --- Opportunity Knocks in the BEAUTIFUL hamlet of Glen Head on the North Shore o... |
4 beds | 4 baths | 2,648 sq.ft. |
$1,496,000 |
Airbnb cash on cash: 0.87%
|
61 Cleveland AveGlen Head, NY61 Cleveland Ave, Glen Head, NY 11545 | Single Family Residential |
3 beds | 2 baths | 1,618 sq.ft. |
$1,265,000 |
Airbnb cash on cash: -0.07%
|
40 Cedar Lane N #40Glen Head, NYFULLY AVAILABLE! Southern-facing, spacious, light-filled, and private townhouse featuring ... |
2 beds | 4 baths | 2,500 sq.ft. |
$899,000 |
Airbnb cash on cash: -1.35%
|
6 Evergreen WayGlen Head, NY6 Evergreen Way, Glen Head, NY 11545 | Single Family Residential |
7 beds | 7 baths | 7,485 sq.ft. |
$6,850,000 |
Airbnb cash on cash: -2.76%
|
14 Ormond Park RoadGlen Head, NYWelcome to this exceptional home located in Brookville Village, within Jericho School Dist... |
5 beds | 4 baths | 3,048 sq.ft. |
$2,699,000 |
Airbnb cash on cash: -2.23%
|
2 Huron StreetGlen Head, NYPublic online Auction: Bidding opens 5/26/26 @ 1 pm & Ends 5/28/26 1 pm (approx). The pric... |
6 beds | 3 baths | N/A |
$710,000 |
Airbnb cash on cash: -3.22%
|
2 Ashley PlaceGlen Head, NYWelcome to 2 Ashley Place, a charming 3 bedroom, 2 bath home nestled in the heart of Glen ... |
3 beds | 2 baths | 1,640 sq.ft. |
$1,099,999 |
Airbnb cash on cash: 0.6%
|
5 Salem WayGlen Head, NYNestled in the highly desirable Glen Knolls neighborhood of Glen Head, this beautifully ma... |
4 beds | 2 baths | 1,557 sq.ft. |
$925,000 |
Airbnb cash on cash: 3.5%
|
30 Todd Drive EGlen Head, NYSet in the heart of Glen Head, this exceptional expanded farm ranch at 30 Todd Drive is fu... |
5 beds | 6 baths | 3,318 sq.ft. |
$1,699,000 |
Airbnb cash on cash: -2.31%
|
1 Kissam LnGlen Head, NY1 Kissam Ln, Glen Head, NY 11545 | Single Family Residential |
5 beds | 3 baths | 2,881 sq.ft. |
$1,688,000 |
Airbnb cash on cash: -2.79%
|
93 Hoaglands LnGlen Head, NY93 Hoaglands Ln, Glen Head, NY 11545 | Single Family Residential |
5 beds | 6 baths | 6,049 sq.ft. |
$4,399,000 |
Airbnb cash on cash: -2.74%
|
7 Cedar LnGlen Head, NY7 Cedar Ln, Glen Head, NY 11545 | Single Family Residential |
3 beds | 2 baths | 1,885 sq.ft. |
$1,050,000 |
Airbnb cash on cash: 0.47%
|
22 Eastview LaneGlen Head, NYWhy escape to a luxury resort for the weekend when you can come home to one every single d... |
4 beds | 5 baths | 4,288 sq.ft. |
$4,199,999 |
Airbnb cash on cash: -0.35%
|
379 Frost Pond RoadGlen Head, NYBuilt new in 2017 with the highest of standards on an ultra-private 1 acre property in Gle... |
3 beds | 3 baths | 3,042 sq.ft. |
$2,995,000 |
Airbnb cash on cash: -0.79%
|
13 Darby PlaceGlen Head, NYNestled in the highly sought-after hamlet of Glen Head and located within the acclaimed No... |
4 beds | 3 baths | 2,693 sq.ft. |
$1,650,000 |
Airbnb cash on cash: 1%
|
97 Pound Hollow RdGlen Head, NY97 Pound Hollow Rd, Glen Head, NY 11545 | Single Family Residential |
10 beds | 9 baths | 14,761 sq.ft. |
$21,500,000 |
Airbnb cash on cash: -2.72%
|
952 Cedar SwampGlen Head, NY952 Cedar Swamp, Glen Head, NY 11545 | Single Family Residential |
7 beds | 6 baths | 5,764 sq.ft. |
$5,498,000 |
Airbnb cash on cash: -2.74%
|
19 The Cir #19Glen Head, NY19 The Cir #19, Glen Head, NY 11545 | Condo/Coop |
2 beds | 2 baths | 2,169 sq.ft. |
$800,000 |
Airbnb cash on cash: -3.55%
|
8 Stonegate LnGlen Head, NY8 Stonegate Ln, Glen Head, NY 11545 | Single Family Residential |
9 beds | 7 baths | 8,200 sq.ft. |
$5,499,000 |
Airbnb cash on cash: -2.74%
|
31 Glenwood RdGlen Head, NY31 Glenwood Rd, Glen Head, NY 11545 | Single Family Residential |
3 beds | 2 baths | 1,499 sq.ft. |
$727,100 |
Airbnb cash on cash: 1.87%
|
12 The Glen Lane #12Glen Head, NYWelcome to The Knolls, a Prestigious Gated Community located in the North Shore Coveted Go... |
4 beds | 5 baths | 3,000 sq.ft. |
$1,550,000 |
Airbnb cash on cash: -0.27%
|
7 Locust StreetGlen Head, NYLocated in the highly coveted, award-winning North Shore School District.Welcome home to t... |
4 beds | 2 baths | 1,561 sq.ft. |
$1,188,000 |
Airbnb cash on cash: 2.29%
|
19 Pheasant Hill LaneGlen Head, NYThis extraordinary Old Brookville estate at 19 Pheasant Hill Lane, featured in Architectur... |
5 beds | 4 baths | 3,594 sq.ft. |
$2,499,999 |
Airbnb cash on cash: -2.24%
|
112 The Gln #112Glen Head, NY112 The Gln #112, Glen Head, NY 11545 | Condo/Coop |
3 beds | 3 baths | 1,944 sq.ft. |
$928,000 |
Airbnb cash on cash: -1.41%
|
153 Brookville LnGlen Head, NY153 Brookville Ln, Glen Head, NY 11545 | Single Family Residential |
4 beds | 3 baths | 3,112 sq.ft. |
$2,775,000 |
Airbnb cash on cash: -0.76%
|
Real Estate investment in Glen-head, NY
There are 37 properties for sale in the city of Glen Head . The median list price in Glen Head is $999,302 and the average price per square foot is $282. In July 2026, the average monthly cash on cash return in Glen Head is N/A%. The average monthly rental income in Glen Head is $5,055.