15 Overlook Pl
Rye, NY 10580
Milton
4 Beds
3 Baths
2,675 sqft
4 Beds
3 Baths
2,675 sqft
Local Information
- Map ViewExplore the area around 15 Overlook Pl.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
SEASONAL RENTAL: END OF JUNE/MONTH OF JULY. Your Coastal Escape Awaits! Imagine a summer where the beach is just steps from your front door. This charming home offers the ultimate coastal retreat, a seamless escape from the city and the perfect setting for making lasting memories. Newly renovated, 15 Overlook's open first floor layout and access to outdoor entertaining makes the perfect back drop to hosting. Four bedrooms on the second floor and a finished lower level with a bonus room provides plenty of room for the unexpected guest! Experience the coveted Rye lifestyle with endless recreational opportunities at your fingertips. A five-minute walk brings you to the sands of Rye Beach or less than a mile walk brings you to Rye's thriving downtown shopping and dining district. Spend your days enjoying tennis, swimming, biking, paddle boarding, sailing, and fishing as well as enjoying summer traditions like fireworks displays, backyard BBQs, and evening strolls by the sea. If you are looking for convenience to NYC, an express train whisks you back in just thirty-seven minutes, making this seaside haven an easy commute or a stress-free weekend getaway. Enjoy a summer filled with fun and relaxation without sacrificing city access. Month of July rent is $17,500, any days outside of July will be pro-rated.
AVAILABLE 6/27-8/9 SEASONAL RENTAL. SECURITY DEPOSIT $8K. Utilities to be deducted from security at the end of lease term based on usage (public water, con-ed-air conditioning, gas, electricity, verizon cable, wifi etc.). Landscaping included. Cleaning lady once a week required $125 per week, to be paid directly by tenant. Short term renters' insurance required. Month of July rent is $17,500, any days outside of July will be pro-rated. Contact listing agent for more details. Verify square footage with town. No smoking. No pets.
AVAILABLE 6/27-8/9 SEASONAL RENTAL. SECURITY DEPOSIT $8K. Utilities to be deducted from security at the end of lease term based on usage (public water, con-ed-air conditioning, gas, electricity, verizon cable, wifi etc.). Landscaping included. Cleaning lady once a week required $125 per week, to be paid directly by tenant. Short term renters' insurance required. Month of July rent is $17,500, any days outside of July will be pro-rated. Contact listing agent for more details. Verify square footage with town. No smoking. No pets.
15 Overlook Pl, Rye, NY 10580 is a 4 bedroom, 3 bathroom, 2,675 sqft single-family home in Milton. It last sold for $895,000 on Apr 24, 2012 (5,014% above the $17,500 asking price). More recently, it was listed as a rental in December 2025 with an asking price of $17,500 per month. That rental listing was removed on January 22, 2026. It is currently off market. The Trulia Estimate is $2,195,400, with a rent estimate of $7,510/month.
Home Highlights
Parking
No Info
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 15 Overlook Pl
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Heating & Cooling Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air |
Appliances & Utilities DishwasherDryerMicrowaveRefrigeratorWasher |
Levels, Entrance, & Accessibility Floors: Carpet, Hardwood, Tile |
Room & Shared Space Shared space is furnished |
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Property Type / Style Property Type: Single Family Home |
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Lease Term: 1 MonthAvailable: now |
Price History for 15 Overlook Pl
| Date | Price | Event | Source |
|---|---|---|---|
| 01/22/2026 | $17,500 | ListingRemoved | Zillow Rentals |
| 12/29/2025 | $17,500 | Listed For Rent | Zillow Rentals |
| 04/24/2012 | $895,000 | Sold | N/A |
| 10/09/2009 | $899,000 | ListingRemoved | Agent Provided |
| 10/03/2009 | $899,000 | PriceChange | Agent Provided |
| 09/04/2009 | $929,000 | Listed For Sale | Agent Provided |
| 10/17/2001 | $590,000 | Sold | N/A |
Market trends in Rye
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
47
12MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $21,400 |
Home facts updated by county records
Comparable Sales for 15 Overlook Pl
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.10 | Single-Family Home | $1,100,000 | 02/19/26 | 4 | 2 | 2,100 | |
0.21 | Single-Family Home | $1,214,000 | 08/04/25 | 3 | 2.5 | 2,160 | |
0.25 | Single-Family Home | $1,539,000 | 07/23/25 | 4 | 3 | 2,321 | |
0.18 | Single-Family Home | $1,104,000 | 10/09/25 | 4 | 2 | 1,978 | |
0.12 | Single-Family Home | $2,450,000 | 06/12/26 | 3 | 2.5 | 2,822 | |
0.19 | Single-Family Home | $885,000 | 03/17/26 | 3 | 2 | 1,439 | |
0.15 | Single-Family Home | $2,450,000 | 08/27/25 | 4 | 3.5 | 3,517 | |
0.09 | Single-Family Home | $1,705,000 | 03/31/26 | 3 | 2 | 1,703 | |
0.18 | Single-Family Home | $1,078,000 | 07/07/26 | 3 | 1.5 | 1,327 | |
0.18 | Single-Family Home | $1,675,000 | 10/24/25 | 3 | 1.5 | 2,006 |
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Assigned Schools
These are the assigned schools for 15 Overlook Pl.
- Milton School
- K-5
- Public
- 321 Students
10/10GreatSchools RatingParent Rating AverageIt was not a great experience. We actually wish we chose a different school, but it’s hard to change once your kids are settled. Happily, our youngest kid is heading to Middle School next year, so we can leave Milton behind.They have done well academically, however, they feel like they didn’t do well. You will need to pay for tuition to have your kid perform at the highest levels. Teachers seem to downgrade performance at the start so that it looks like they ‘progressed’ the kids more than might actually be the case. This school teaches to the test and lessons are often very uninspiring for kids.If you are not part of the Country Club set, you will probably be better off in another school. Osborne and Midland are far more welcoming, I hear.Milton is tucked away on a quiet street, with a nice play area, lots of fresh air and a modern building with A/C.Parent Review6y ago - Rye High School
- 9-12
- Public
- 888 Students
10/10GreatSchools RatingParent Rating AverageIn my experience with my children who attend the HS, the school system, administration, staff and security are among the best in the state. The School offers a wide range of AP courses, electives, clubs, sports and music programs. The teachers are all very knowledgeable, friendly, supportive, and are always there to answer question, and many have after school X periods to help with homework. The sports programs are competitive, but well run and inclusive. There is very little mean spiritedness or bullying. Most students are enthusiastic about their classes and are college ready for top schools when graduating. I would highly recommend this school. 10/10Parent Review2y ago - Rye Middle School
- 6-8
- Public
- 634 Students
8/10GreatSchools RatingParent Rating AverageI honestly didn't like this school at all. I have to deal with rude people who make stupid and ignorant jokes. New kids often feel the pressure of being the perfect "rye child". Which is not for everyone.Other Review11y ago 
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Neighborhood Overview
Neighborhood stats provided by third party data sources.
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