Expert Landscaping in Ossining, NY
Bring your outdoor space to life with expert landscaping in Ossining from Hilltop Masonry and Landscaping Design, LLC. With over 39 years of experience, we specialize in creating vibrant, low-maintenance, and sustainable landscapes that enhance curb appeal and support long-term plant health. Whether you’re looking for a full backyard transformation or seasonal planting support, our team delivers results that reflect your vision and thrive in the Hudson Valley climate.

Landscaping That Reflects Ossining’s Character
Ossining’s unique blend of stunning riverfront views, charming historic homes, and tranquil wooded neighborhoods presents boundless opportunities for truly thoughtful and impactful landscaping. At Hilltop Masonry, we specialize in crafting outdoor spaces that seamlessly integrate with the area’s inherent natural beauty. Our designs don’t just look good; they’re meticulously planned to solve real challenges faced by homeowners.
We expertly tackle practical concerns such as optimizing drainage to protect your property, precise grading to create stable and functional areas, and intelligent plant selection that thrives in Ossining’s specific climate. Whether your home is nestled in the scenic hills above the Hudson River or situated on the inviting, walkable streets near downtown, we’re dedicated to creating a landscape that perfectly aligns with your personal lifestyle. From a sleek, modern backyard retreat to a timeless, classic garden layout, our goal is to deliver a space that not only brings your vision to life but also significantly enhances your home’s value and curb appeal.
Benefits of Our Landscaping Services
Why choose professional landscaping? The benefits go beyond good looks:
Our landscaping services offer a wealth of advantages that go beyond just making your yard look good. Investing in professional landscaping significantly enhances your property’s curb appeal, creating a stunning first impression and immediately boosting your home’s visual attractiveness.
We focus on promoting healthier plants and soil through proper care and sustainable practices. This ensures the long-term vitality of your garden, leading to a thriving and resilient outdoor environment.
Landscaping is also one of the most valuable home improvements you can make, consistently offering a strong return on investment by increasing your property’s overall value.
Furthermore, we provide low maintenance solutions tailored to your lifestyle. Our designs incorporate smart layouts and thoughtful plant choices that significantly reduce the amount of upkeep required, allowing you more time to enjoy your beautiful outdoor space with less effort.


Why Choose Hilltop Masonry for Landscaping in Ossining?
Here’s what sets Hilltop Masonry and Landscaping apart

Local Expertise and Reputation
We’ve served Ossining and Westchester County since 1985. We understand the local climate, soil, and design preferences.

39+ Years of Experience
Our team brings unmatched experience in both landscaping and masonry, allowing us to deliver integrated, high-quality results.

High-Quality Materials and Craftsmanship
We use premium plants, soil, and materials to ensure your landscape thrives and looks great for years to come.

Personalized Service and Satisfaction
We take the time to understand your goals and deliver a landscape that reflects your vision—on time and on budget.

Our Landscaping Process
Here’s how we make your outdoor project stress-free and successful:
On-Site Consultation
We walk your property, discuss your goals, and assess soil, sun, and drainage conditions.
Design and Planning
We create a custom landscape plan with plant selections, layout, and material recommendations.
Installation
Our crew installs plantings, irrigation, grading, and features with precision and care.
Final Walkthrough
We review the finished project with you and provide maintenance tips for long-term success.
Client's Reviews
George Riggs2025-02-08Trustindex verifies that the original source of the review is Google. Glenn just finished a small project that involved clearing out several trees, regrading a driveway, and building a small retaining wall. Before starting, Glenn spent a lot of time with me going over various approaches and outcomes for this project. The end result has worked out great. In spite of weather challenges, he was able to kept the project moving. He was always available for questions. The friendly workers always cleaned up the site after each day. I couldn’t be any happier with the process and end result. Raymond Sturz2024-12-30Trustindex verifies that the original source of the review is Google. I found this company by accident as they were doing work at my neighbor's house. They seemed to be doing a fine job so I asked for a quote to do tree work on my property. I couldn't be happier with the work they performed. The workers spent the day climbing trees and cutting off branches. They cleaned up so well that if you didn't see where the branches were cut, you'd never know that they were there. After they finished, they asked me to walk around with them to be sure that I was satisfied. I dealt with Bruce and Anthony. They have a business model that harkens back to the days when you could do work on a handshake and know you could trust them to do the work well. I will use them again and highly recommend them. Laura Lynch2024-12-19Trustindex verifies that the original source of the review is Google. I had several trees cut down with Hilltop and I am very, very satisfied with the work and the process! Hilltop Masonry & Landscaping was recommended to me. We had a number of trees to cut down, in fact I initially thought we would get a few more trees, but Glenn clearly has expertise in this and was honest in his recommendations. He suggested holding off on one big tree for another time and instead of cutting down some small trees, to rather just do pruning. His suggestions and honesty helped me understand the structure/roots of trees on my property more, but it also showed me he was not trying to just get a big job (big price). Glenn was fair with price and was efficient in getting the work done. Workers were very kind, too. It definitely makes me want to work with the company in the future. Cathy Burress2024-11-13Trustindex verifies that the original source of the review is Google. We had Hilltop come to plant mums and clean up yard and leaves. They did a really good job. Have recommended them to friends. Anthony Annunziata2024-11-06Trustindex verifies that the original source of the review is Google. My experience with Glenn from Hilltop was fantastic his man are professional neat and very organized. I would recommend that if you need landscaping and or a fence use his company. Bobby Budhu2024-11-05Trustindex verifies that the original source of the review is Google. Hilltop is friendly, professional and easy to work with. We find them to be very honest, reliable and reasonable in terms of prices on various projects such as, building wall, preparing backyard, blacktop and removal of debris, etc compared to many other similar contractors who have very much deceived us in so many ways. We recommend them highly! Stephen Damin2024-11-02Trustindex verifies that the original source of the review is Google. This was our first landscape project with Hilltop and they exceeded our expectations. Glenn was very knowledgeable and helped make our vision a reality. We loved how it came out and are already looking forward to the next project. Highly recommend Hilltop! Jacques DiCroce2024-10-30Trustindex verifies that the original source of the review is Google. I contacted Hilltop Masonry & Landscaping to inquire about replacing a decaying retaining wall on my property. I received a call back from Glenn within 5 minutes and 30 minutes later he came to look at the condition of the wall and discuss hardscape options. After consultation, I decided to replace the existing wall with a new railroad tie wall. He gave me a ball park estimate on the spot and followed up with a formal estimate within a few days. The estimate was very competitive and after confirming a few details, I accepted the proposal. A week later, a crew was onsite to start the demolition of the old wall. The crew was very professional, respectful of the property, used high quality materials, cleaned up after each workday, and minimized any inconvenience during the construction of the new wall. They made suggestions during the course of the construction that we hadn’t considered to enhance the outcome. The project was completed in 4 days, the work and attention to detail was exceptional and we couldn’t be happier with the end result. I highly recommend working with Glenn and his team. huguette Antoine2024-10-29Trustindex verifies that the original source of the review is Google. You did a great job with planting my tree..Your Staff was exceptional . I will recommend Hilltop Landscaping to Anyone thanks Alex Cannon2024-10-08Trustindex verifies that the original source of the review is Google. They did an amazing job installing my fence.Showing our latest reviews
Let’s Talk About Your Landscaping Needs
Ready to reimagine your outdoor space? Reach out to Hilltop Masonry and Landscaping for a custom consultation, honest pricing, and a team you can count on. We’re here to turn your landscaping vision into a stunning reality.
Frequently Asked Questions
Landscaping costs vary based on project size, materials, and complexity. Basic planting projects may start around $2,000, while full yard transformations can range from $10,000 to $50,000+. We provide free, detailed estimates after a site visit.
We recommend native perennials, ornamental grasses, and drought-tolerant shrubs like boxwood and spirea. These plants thrive in Westchester’s climate and require minimal care.
Yes. We offer lawn aeration, overseeding, fertilization, and soil improvement services to rejuvenate patchy or compacted lawns.
Absolutely. We provide spring and fall planting services, including bulbs, annuals, and seasonal color rotations.
Our plans include pruning, mulching, fertilizing, weeding, and plant health monitoring. We tailor each plan to your property’s needs.
Smaller projects may take 2–4 days. Larger transformations can take 1–3 weeks depending on scope and weather.
Yes. We prioritize native plants, organic treatments, and efficient irrigation to reduce environmental impact.
Yes. We specialize in blending patios, walkways, and retaining walls with plantings for a cohesive outdoor space.