Sleepy Hollow Apartments in Eastchester, NY

Pros

• The property offers a nice gym, a welcoming common area, and a screening room, and is kept immaculately clean.
• The building is well maintained and well run, with responsive staff.
• It is a good place to live.
• Elide Enterprises is a family that truly cares about residents at 40 Jackson Ave.
• It is by far the best place to live, very well kept, with a concierge service that goes out of its way to assist residents.
• 40 Jackson Avenue hosts great events organized by the Entertainment Committee, and Elide Enterprises goes out of their way to make tenants happy.
• The staff are consistently friendly and take good care of residents' clothes, with items returned in excellent condition.
• The place is loved by residents.

Cons

• The management office is described as the worst ever and very unprofessional.
• Rent increases every year are excessive.
• The landlord is described as creatively finding ways to extract extra money from tenants; tenants are advised to watch him.

Review

Sleepy Hollow Apartments in Eastchester is best suited for households that prize a clean, well-maintained building with abundant on-site amenities and an actively engaged management team. The property presents a turnkey living environment: polished common areas, a well-equipped gym, a screening room, and a concierge-like service that handles day-to-day needs with courtesy and efficiency. For families evaluating options between standard rental living and assisted environments, this community offers substantial peace of mind through consistent upkeep and a lively, schedule-driven social scene. Yet this is not a budget-first choice. Anyone who needs flat pricing without annual rent escalations or who must avoid discretionary charges should consider alternatives, as pricing dynamics here are a notable caveat.

On the positive side, the building reads as well run and immaculately maintained. Residents praise the responsive staff and the concierge-style service that helps with arrivals, departures, and day-to-day needs, creating a smooth, low-friction living experience. The amenity package - gym, common areas, and a screening room - feels robust for an apartment complex and supports an active social life. A notable strength is the community programming, with organized events and engagement efforts that give tenants opportunities to connect. In short, daily life here feels supported, organized, and pleasantly predictable, which matters when coordinating healthcare or caregiver schedules.

Director-level concerns, however, center on management practices and pricing. The most frequent critical note describes the on-site management office as unprofessional, signaling friction that can sour the experience if communication breaks down. Rent is reported as rising yearly, with landlords described as using creative ways to extract extra money from tenants. Those who need clarity around charges and a predictable budget will find this a red flag, especially when leverage for negotiation appears limited. The financial picture can tilt from comfortable to concerning if the cost of living outpaces gains in lifestyle amenities.

Despite these costs, the pros mitigate some of the downsides for the right resident. The level of maintenance and the quality of staff support offset common frustrations of apartment living, and the strong sense of community reduces isolation for older adults or busy families. The presence of a concierge mindset and proactive management helps with day-to-day logistics that otherwise require extra planning or outside help. For seniors who do not require ongoing care services but want access to social programming, safe surroundings, and dependable upkeep, the positives can make the extra spend worthwhile. The value here rests as much on people and routines as on brick and mortar.

Those who should consider alternatives are price-sensitive buyers, risk-averse renters, or anyone who cannot tolerate annual rent creep and opaque add-ons. Prospective tenants would be wise to compare pricing transparency, lease terms, and governance across similar properties - particularly those with simpler fee structures or guaranteed renewal terms. If care needs are anticipated, evaluate whether an option that bundles care services or offers clearer care pathways could better align with long-term plans, avoiding the possibility of outgrowing a standard rental before assistance becomes necessary.

Bottom line: Sleepy Hollow Apartments deliver a high-quality living experience anchored by cleanliness, amenities, and engaged staff, with a vibrant social calendar that will appeal to those who value community. The main caveat is financial rigor: annual rent increases and additional charges require careful budgeting and explicit disclosure before signing. For families weighing assisted living alternatives, this property serves as a strong option for early-stage independence, provided there is commitment to navigate pricing and management dynamics. The recommended approach is to request a full breakdown of all charges, verify lease language on increases, and speak with current residents about how management handles concerns. When those elements are solid, the decision becomes clear.

This area of Eastchester, New York offers a convenient and thriving community for seniors looking to settle down. With multiple pharmacies within close proximity, accessing medication is easy. The nearby transportation options make it simple to travel to appointments or visit loved ones. Additionally, there are various cafes and restaurants for socializing and dining out. For entertainment, theaters are just a short drive away. In terms of healthcare, several hospitals and physicians' offices are located within a reasonable distance. Parks provide opportunities for outdoor recreation and relaxation, while places of worship offer spiritual fulfillment. Overall, this area provides a well-rounded environment for seniors seeking comfort, convenience, and community support in their golden years.

Pharmacies

• Value Drugs Eastchester (0.2 miles)
• CVS Pharmacy (0.4 miles)
• CVS Pharmacy (1.8 miles)
• CVS Pharmacy (2 miles)
• CVS Pharmacy (3 miles)
• CVS Pharmacy (3.7 miles)
• CVS Pharmacy (3.8 miles)

Transportation

• Metro North - Bronxville Train Station (1 miles)
• Metro North - Mt Vernon East Train Station (2.7 miles)
• Pelham Station (2.7 miles)
• Metro North - Larchmont Train Station (3.4 miles)
• Metro North - Hartsdale Train Station (4.4 miles)
• Metro North - Dobbs Ferry Train Station (5.3 miles)
• Metro North - Riverdale Station (5.8 miles)

Cafes

• Starbucks (1.5 miles)
• Starbucks (2.3 miles)
• Starbucks (2.8 miles)
• Cafe Zeppieri (4.4 miles)
• Starbucks (4.8 miles)
• State Of The Art Coffee (5.2 miles)
• Nespresso Boutique at Bloomingdale's, Westchester (6.2 miles)

Restaurants

• Serafina (1.6 miles)
• Last Stop Bar & Grill (3.7 miles)
• McDonald's (4.5 miles)
• Harvest on Hudson (4.7 miles)
• Hudson Social (5.3 miles)
• Roosters Market (5.5 miles)
• City Limits Diner (6.3 miles)

Theaters

• Alamo Drafthouse Yonkers (2.3 miles)
• AMC Bay Plaza Cinema 13 (5.7 miles)
• AMC Port Chester 14 (8.9 miles)

Hospitals

• Montefiore New Rochelle Hospital (3.1 miles)
• Burke Rehabilitation Hospital (5.8 miles)
• White Plains Hospital (5.9 miles)
• St Vincent's Hospital-Westchester (6.4 miles)
• NewYork-Presbyterian Allen Hospital (7.2 miles)
• Bronx VA Medical Center (7.3 miles)
• St Barnabas Hospital (7.6 miles)

Parks

• Memorial Park (3.3 miles)
• Uniontown Playground (3.6 miles)
• Manor Park (4.5 miles)
• Hart's Brook Park & Preserve (4.9 miles)
• Riverdale Park (6.2 miles)
• Tallman Mountain State Park (6.6 miles)
• Tibbets Park (6.6 miles)

Physicians

• Dickstein Cancer Treatment Center (6 miles)
• Weill Cornell Psychiatry at NewYork-Presbyterian Westchester Division (6.4 miles)
• HSS Westchester (6.4 miles)
• WestMed (6.9 miles)
• Digestive Disease & Nutrition Center of Westchester (7 miles)
• Babra Saeed (7.1 miles)
• Park Medical Group PA (7.3 miles)

Places of Worship

• The Riverdale Minyan (6.3 miles)