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Upper Brookville Real Estate for Sale
Introducing 31 Chestnut Hill Drive, an extraordinary contemporary estate situated on five private acres at the end of a prestigious cul-de-sac in Upper Brookville. Origin...
- ACTIVE Status
- 6 Beds
- 10 Baths
- 1061123 MLS
Listing courtesy of Listing Agent: Jason P. Friedman (jasonfriedman@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.
Set on five magnificent acres of sprawling, level grounds along one of Long Island’s most coveted residential streets, this extraordinary contemporary estate, designed by...
- ACTIVE Status
- 7 Beds
- 9 Baths
- 1061600 MLS
Listing courtesy of Listing Agent: Jason P. Friedman (jasonfriedman@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.
Built in 2001 and privately set on five pristine acres, this extraordinary estate is a residence of rare character and enduring elegance, blending old-world craftsmanship...
- ACTIVE Status
- 8 Beds
- 12 Baths
- 1056809 MLS
Listing courtesy of Listing Agent: Jason P. Friedman (jasonfriedman@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.
Welcome to 10 Laurel Woods Drive, an expansive 8,000+ square-foot residence privately situated on 5.45 park-like acres in Upper Brookville. Set behind wrought iron gates ...
- ACTIVE Status
- 6 Beds
- 8 Baths
- 1043804 MLS
Listing courtesy of Listing Agent: Theodoros Kritikos (tedkritikos@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.
Extraordinary Multi-Generational Compound with 2 Master Suites, one on the 1st and one on the 2nd floor. Additional Guest Suites with Separate Entrance that is Perfect f...
- ACTIVE Status
- 6 Beds
- 9 Baths
- 1045340 MLS
Listing courtesy of Listing Agent: Stuart G. Caspi (scaspi@elliman.com) from Listing Office: Douglas Elliman Real Estate.
A long driveway opens to a large courtyard with a classic fountain, revealing a magnificent Château-style Mansion on 2.03 acres of verdant property on a private cul-de-sa...
- ACTIVE Status
- 5 Beds
- 12 Baths
- 1031340 MLS
Listing courtesy of Listing Agent: John W. Messina GRI (johnmessina@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.
Dream homes do exist. Perfectly situated on 2+ private, meticulously landscaped acres on a winding country lane, this charming 5-bedroom residence offers an unparalleled ...
- ACTIVE Status
- 5 Beds
- 5 Baths
- 1018330 MLS
Listing courtesy of Listing Agent: Kathryn Maxwell Pournaras CBR SFR (KathrynMaxwell@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.
A Private Oasis in Upper Brookville. Timeless elegance prevails in this custom-built, majestic brick 6-bedroom, 6.5-bath manor home in Upper Brookville. Masterfully set a...
- ACTIVE Status
- 6 Beds
- 7 Baths
- 1010689 MLS
Listing courtesy of Listing Agent: Michelle N. Cohen (michelle.cohen@compass.com) from Listing Office: Compass Greater NY LLC.
Experience Applewood Estate — a generational North Shore compound where timeless architecture, historic provenance, and resort-caliber living unfold across more than 35 s...
- ACTIVE Status
- 13 Beds
- 17 Baths
- 1001064 MLS
Listing courtesy of Listing Agent: Ephraim J. Simon (js@serhant.com) from Listing Office: Serhant East End LLC.
Move right into this stunning four-bedroom ranch residence set on 5.5 beautifully landscaped acres. Thoughtfully updated and impeccably maintained, this light-filled home...
- ACTIVE Status
- 4 Beds
- 4 Baths
- 955669 MLS
Listing courtesy of Listing Agent: Kathryn Maxwell Pournaras CBR SFR (KathrynMaxwell@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.
Framed by sweeping pond views and set on over 2 private acres spanning both Old Brookville and Upper Brookville with an option to go to Locust Valley Or North Shore Schoo...
- ACTIVE Status
- 6 Beds
- 6 Baths
- 996646 MLS
Listing courtesy of Listing Agent: Jagmeet S. Bedi (jtbedi25@gmail.com) from Listing Office: Compass Greater NY LLC.
UPPER BROOKVILLE. Privately set behind sweeping lawns on over two acres in the Village of Upper Brookville, this elegant North Shore residence offers the privacy, scale, ...
- ACTIVE Status
- 4 Beds
- 5 Baths
- 967360 MLS
Listing courtesy of Listing Agent: Maria Babaev CBR CIPS E-PRO SFR GR (maria@luxurylongisland.com) from Listing Office: Douglas Elliman Real Estate.
Upper Brookville. Brand New Construction on 5 Serene Acres. Move Right In to this Warm & Comfortable Sun Drenched Home! State of the Art Chef's Kitchen w Top of the Line ...
- ACTIVE Status
- 3 Beds
- 3 Baths
- 949536 MLS
Listing courtesy of Listing Agent: Michael J. Berman (michaeljberman@automaticre.com) from Listing Office: Automatic Real Estate Assoc.
Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. ©2026 The Real Estate Board of New York, Inc. All rights reserved.
Upper Brookville Real Estate for Sale
Upper Brookville Homes for Sale: Exclusive Long Island Living
Upper Brookville stands as one of Long Island's most prestigious communities, offering an unparalleled blend of luxury, privacy, and natural beauty. This exclusive enclave in Nassau County attracts discerning buyers seeking Upper Brookville homes for sale that epitomize Gold Coast elegance and sophisticated living.
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Upper Brookville Homes for Sale: Exclusive Long Island Living
Upper Brookville stands as one of Long Island's most prestigious communities, offering an unparalleled blend of luxury, privacy, and natural beauty. This exclusive enclave in Nassau County attracts discerning buyers seeking Upper Brookville homes for sale that epitomize Gold Coast elegance and sophisticated living.
Distinctive Properties in Upper Brookville
The Upper Brookville Long Island real estate market features some of the region's most exceptional properties:
- Grand estate homes on expansive lots ranging from 2-20+ acres
- Equestrian properties with stables, riding rings, and bridle paths
- Historic mansions with timeless architectural details
- Custom-built contemporary residences with luxury amenities
- Gated communities offering ultimate privacy and security
Residents enjoy a refined lifestyle centered around equestrian pursuits, exclusive country clubs, and the natural beauty of preserved open spaces. The community's commitment to maintaining large lot sizes and strict zoning ensures a permanently pastoral setting just minutes from Manhattan.
Upper Brookville Real Estate Market Insights
The Upper Brookville real estate market represents the pinnacle of Long Island luxury living, consistently attracting buyers who value privacy, prestige, and proximity to both nature and New York City. This exclusive community's stringent zoning requirements and large minimum lot sizes have preserved its character as one of Nassau County's most coveted addresses. Properties here often feature extensive grounds, mature landscaping, and architectural significance that reflects the area's Gold Coast heritage.
Essential Tips for Buying Upper Brookville Homes
When considering Upper Brookville homes for sale, buyers should understand the unique aspects of this luxury market. Property tours often reveal extensive grounds that may include tennis courts, pools, guest houses, and equestrian facilities. Due diligence should include reviewing any easements, especially those related to the area's extensive bridle path system. Many homes feature historical significance or custom architectural elements that require specialized maintenance considerations.
Financing luxury properties in Upper Brookville often involves jumbo loan products, and buyers should be prepared for longer closing timelines due to extensive property inspections and appraisal processes. The exclusivity of this market means that off-market opportunities are common, making relationships with knowledgeable local agents essential for accessing the best properties.
Working with Edify Real Estate in Upper Brookville
Navigating the Upper Brookville Long Island real estate market requires expertise in luxury properties, equestrian facilities, and the nuances of this exclusive community. Our team provides comprehensive market analysis, connects buyers with pre-qualified off-market opportunities, and coordinates with specialists including equestrian property inspectors, historical preservation consultants, and luxury property appraisers. We understand that purchasing in Upper Brookville is not just about finding a home—it's about securing a lifestyle and legacy in one of Long Island's most distinguished communities.
Upper Brookville Real Estate Market Statistics
Stay ahead of the latest trends in Upper Brookville's real estate market in Long Island. Edify Real Estate provides the insight, data, and local expertise you need to navigate buying or selling in Upper Brookville with confidence. Contact us today for a personalized market report.
Market data is being compiled for Upper Brookville
Please contact us for a personalized market report.
Buy or Sell Upper Brookville Real Estate with Confidence
Explore exceptional real estate opportunities in Upper Brookville, Long Island and beyond with Edify Real Estate. Whether you're searching for your dream home, a modern condo, or preparing to sell your current property, our team brings sharp market insight, accurate valuations, and a refined negotiation strategy tailored to today's market.
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Edify Real Estate: Your Upper Brookville Luxury Specialists
Edify Real Estate brings unparalleled expertise to the Upper Brookville Long Island real estate market, specializing in the unique demands of luxury and equestrian properties that define this exclusive community. Our deep understanding of Upper Brookville's distinctive character—from its historic Gold Coast estates to its modern equestrian compounds—enables us to provide clients with insights that go far beyond typical real estate services. We maintain extensive relationships within this tight-knit community, often providing access to off-market opportunities and pocket listings that never reach public platforms.
When you choose Edify Real Estate for your Upper Brookville home search, you gain a partner who understands the intricacies of large estate transactions, from navigating complex property surveys and easements to coordinating specialized inspections for equestrian facilities and historic structures. Our commitment to discretion and personalized service aligns perfectly with the values of Upper Brookville's discerning residents. Whether you're seeking a sprawling estate for equestrian pursuits or a private retreat that embodies Gold Coast elegance, our team provides the local expertise and luxury market knowledge essential for success in this prestigious Long Island enclave.