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55 Claire Drive, Monroe
$8,249,000
944367 MLS
Own the entire neighborhood! 10 buildings, 7 homes, a swimmable, private lake and 56 acres bordering the Village in the Town of Monroe! It's a a meticulously maintained park-like property owned by the same family for many decades. Set-back off of Quaker Hill Road, this Oasis sits at the end of a quaint private road which opens up to a beautiful community of over 11,000sf of housing. Endless development opportunities are available here or leave it as-is...the property is maintained and turn-key. Possible subdivision or private use. Each building has it's own Septic system and natural gas goes to each individual building. There is a shared well with plenty of water for the existing homes and enough water for many more. Swimmable lake is spring-fed and is 22' deep in the middle, additional acreage is mostly forest. It's fairly level based on topography map. Located practically walking distance to shopping and restaurants. Easy Commute to NYC by bus or train. 1hr drive to Manhattan. 10 minutes to Woodbury Shopping outlets and more. Do not enter property without an appointment.

55 Claire Drive, Monroe

32-55 Claire Drive Unit #32-55, Monroe
$8,249,000
915977 MLS
Own the entire neighborhood! 10 buildings, 7 homes, a swimmable, private lake and 56 acres bordering the Village in the Town of Monroe! It's a a meticulously maintained park-like property owned by the same family for many decades. Set-back off of Quaker Hill Road, this Oasis sits at the end of a quaint private road which opens up to a beautiful community of over 11,000sf of housing. Endless development opportunities are available here or leave it as-is...the property is maintained and turn-key. Possible subdivision or private use. Each building has it's own Septic system and natural gas goes to each individual building. There is a shared well with plenty of water for the existing homes and enough water for many more. Swimmable lake is spring-fed and is 22' deep in the middle, additional acreage is mostly forest. It's fairly level based on topography map. Located practically walking distance to shopping and restaurants. Easy Commute to NYC by bus or train. 1hr drive to Manhattan. 10 minutes to Woodbury Shopping outlets and more. Do not enter property without an appointment.

32-55 Claire Drive Unit #32-55, Monroe

Monroe
$4,850,000
52 Beds ⋅ 25 Baths ⋅ 1044612 MLS
Rare 20-Property Rental Portfolio | Approximately 40 Parcels | Mountain Lodge Park Offered for the first time in decades, this unique portfolio includes 20 rental properties across approximately 40 parcels, concentrated within the Mountain Lodge Park community. Investors can acquire decades of accumulated ownership and capital investment in a single transaction. Numerous properties have received significant structural, mechanical, and cosmetic improvements, including newer roofs, heating systems, kitchens, baths, wells, siding, windows, flooring, and other upgrades. The portfolio offers established cash flow with additional upside through rent optimization, targeted renovations, rehabilitation of underutilized assets, and potential future use of additional land, subject to applicable approvals. The concentration of properties provides operational efficiencies rarely available in a portfolio of primarily single-family rentals. Convenient access to I-87, approximately 60–75 minutes to NYC, 10–15 minutes to Woodbury Common, 20–25 minutes to West Point, and 20–25 minutes to Stewart International Airport. 20 rentals. Approximately 40 parcels. Existing cash flow. Value-add potential. Decades of investment already completed.

Monroe

43 Freeland Street, Monroe
$3,999,999
970668 MLS
Multi-Use Investment Opportunity – Village of Monroe, NY Approx. 12,000 sq ft multi-use building situated on a private gated 2.9-acre property in the Village of Monroe. Built in 2020, the property offers modern construction and flexible layout suitable for a variety of permitted uses. Property currently being used as a private high school with dormitory and both residential units as residence. The building features four full kitchens, 15 bedrooms, 28 bathrooms and on-site parking for 15+ vehicles. Property is currently leased and configured for residential/institutional use. Convenient location within close proximity to shopping, services, and major roadways, offering both accessibility and privacy. Potential uses may include educational facility, daycare, residential program, office space, wellness or medical services, retreat facility, hospitality use, or event space, subject to municipal approvals and zoning requirements. This property offers a unique opportunity for investors or organizations seeking a modern facility with multiple possible applications.

43 Freeland Street, Monroe

43 Freeland Street, Monroe
$3,999,999
15 Beds ⋅ 28 Baths ⋅ 971074 MLS
Multi-Use Investment Opportunity – Village of Monroe, NY Approx. 12,000 sq ft multi-use building situated on a private gated 2.9-acre property in the Village of Monroe. Built in 2020, the property offers modern construction and flexible layout suitable for a variety of permitted uses. Property currently being used as a private high school with dormitory and both residential units as residence. The building features four full kitchens, 15 bedrooms, 28 bathrooms and on-site parking for 15+ vehicles. Property is currently leased and configured for residential/institutional use. Convenient location within close proximity to shopping, services, and major roadways, offering both accessibility and privacy. Potential uses may include educational facility, daycare, residential program, office space, wellness or medical services, retreat facility, hospitality use, or event space, subject to municipal approvals and zoning requirements. This property offers a unique opportunity for investors or organizations seeking a modern facility with multiple possible applications.

43 Freeland Street, Monroe

139-145 St Rte 17M, Monroe
$3,600,000
991761 MLS
48 Unit Shovel Ready Multifamily Development Project Harriman Gardens offers a rare opportunity to bring a fully approved 48-unit residential community to life in the heart of the Village of Harriman. Designed to meet the growing demand for high-quality rental housing in Orange County, the project combines thoughtful unit layouts with a location that provides both accessibility and small-town appeal. The development includes a well-balanced mix of one-, two-, and three-bedroom apartments, creating a community that serves a wide range of residents with comfortable, well-located housing. With municipal services in place and a clear path to construction, the project is positioned for efficient delivery and strong market reception. Set along Route 17M, Harriman Gardens benefits from proximity to major transportation routes, shopping, and places of business throughout the Hudson Valley. As demand for rental housing continues to outpace supply in the region, this project represents an opportunity to deliver a product that aligns with current market needs while contributing to the continued growth of the local community. Harriman Gardens is more than a development site—it is a ready-to-build residential community in a market where new housing is both needed and supported. Investment highlights Fully Approved, Shovel-Ready Development – All entitlements secured; immediate path to construction 48-Unit Multifamily Project – Balanced mix: 16 one-bedroom, 16 two-bedroom, 16 three-bedroom units Execution-Stage Opportunity – Eliminate entitlement risk and accelerate timeline to stabilization Infrastructure in Place – Municipal water, sewer, and natural gas available Efficient, Repeatable Design – ~50,000 SF of planned residential product with proven layouts Strong Demand Fundamentals – Undersupplied Orange County rental market with sustained absorption Strategic Location – Direct access to Route 17M with connectivity to major regional corridors Compelling Value-Add Profile – Clear path to create value through development and lease-up Broad Tenant Appeal – Unit mix supports a wide variety of occupancy needs Rare Opportunity – Limited availability of fully approved multifamily sites of this scale in the region

139-145 St Rte 17M, Monroe

445 State Route 17M, Monroe
$1,999,000
995987 MLS
Rare Nearly-Approved Trophy Development Opportunity in the Heart of Orange County’s Premier Commercial District. Exceptional offering at 442 Route 17M, Monroe, NY, ideally positioned in the center of one of the region’s busiest shopping and retail corridors, directly adjacent to major shopping destinations and national retailers. This state-of-the-art modern glass building design totals approximately 44,460 SF, featuring 35,568 SF above grade plus 8,892 SF lower level, ideal for premium amenities, conference space, ballroom, wellness/spa, executive suites, storage, parking adaptation, or expanded commercial use. Located directly on Route 17M with approximately 30,000–40,000 vehicles per day, offering exceptional frontage, visibility, and branding exposure. Strategically situated just minutes from New York State Thruway and Woodbury Common Premium Outlets, and surrounded by a powerful concentration of national retailers and daily traffic drivers including: **Woodbury Common Premium Outlets** Stop & Shop ShopRite of Monroe Walmart Supercenter The Home Depot Target Burlington TJ Maxx Aldi Harriman Commons Walgreens Planet Fitness McDonald’s Chase Bank TD Bank Project is nearly fully approved, creating a rare opportunity for developers and investors to accelerate timelines while minimizing entitlement risk. Ideal for: Luxury / Select-Service / Extended-Stay Hotel Corporate Headquarters / Executive Office Building Medical / Wellness / Specialty Commercial Facility Mixed-Use Hospitality / Business Concept Flagship Commercial / Institutional Development Very few opportunities offer this combination of approvals, scale, visibility, surrounding retail synergy, and prime positioning in the center of a dominant shopping district. exceptional value for a nearly approved institutional-quality development site in one of the Hudson Valley’s fastest-growing commercial markets.

445 State Route 17M, Monroe

291 Hammertown Rd, Monroe
$1,500,000
24197510 MLS
Builders, Developers & Investors - Exceptional Land Opportunity! Rare opportunity to purchase 275 & 291 Hammertown Road together, offering approximately 65.8 acres of contiguous land in a highly desirable Monroe location. This expansive property presents an outstanding opportunity for future residential development, a private estate, equestrian property, or family compound. With substantial acreage, attractive topography, and generous road frontage, the property may lend itself to subdivision into approximately 3.5-acre homesites, subject to all zoning regulations, wetlands, health department requirements, engineering, surveys, and all applicable municipal approvals. Buyers are encouraged to perform their own diligence regarding development potential, subdivision feasibility, and permitted uses. Surrounded by quality homes and offering a peaceful, wooded setting with convenient access to major commuter routes, shopping, schools, and area amenities, this property combines privacy with an exceptional location. The size and configuration of the combined parcels provide flexibility for a variety of potential development concepts, while preserving the natural beauty of the land. Whether you're a builder seeking your next signature project, a developer looking for a long-term investment, or someone envisioning a remarkable private estate, this is a rare opportunity to acquire a substantial landholding in one of Fairfield County's most sought-after communities.

291 Hammertown Rd, Monroe

421 Spring Street, Monroe
$1,485,000
4 Beds ⋅ 3 Baths ⋅ 855380 MLS
Introducing The Spring Hill House, a rare gem in the heart of Monroe, .04 mile stroll to Kiryas Joel Gate. Shopping & conveniences. 200 yards from the Shul and Women's Yeshiva. Set on 2.6 serene, park-like acres, this Queen Ann estate, offers both a grand main house & a potential accessory home. The elegant interior boasts a custom kitchen w/ luxurious marble & onyx backsplashes & countertops hardwood floors, formal dining room, living room, den, a raised hearth stone fireplace, & a tranquil screened-in porch. The second floor unveils 4 beautifully appointed bedrooms, a newly renovated 2.5-bath layout, & a stunning all-season sunroom. The 3rd floor office suite features granite finishes & bespoke wood cabinetry (easily converted to family room, bedroom, theater, library) Experience year-round comfort w/ geothermal energy, reducing heating & cooling costs up to 70%. Atop Spring Hill, the 1,400 sq. ft. Carriage House awaits transformation into an additional guest residence. Enjoy gatherings by the private pool & stone patio, seamlessly blending historic charm w/ modern luxury. Zoned SR20 for subdivision potential. The newly elected Village Board has demonstrated a willingness to consider real estate and development-related requests, including zoning amendments, variances, special use permits, and other land use matters. The Board appears to be receptive to proposals that support responsible development while addressing the needs of property owners, investors, and the community. Income Property, Subdivision Investment, Perfect Family or Vacation Home. Buyer's contingent home fell out of contract So 421 Spring is now fully available again!

421 Spring Street, Monroe

361 Spring Hill Rd, Monroe
$1,295,000
4 Beds ⋅ 4 Baths ⋅ 24206103 MLS
Once-in-a-lifetime opportunity to own an iconic modern farmhouse. A dramatic two-story foyer welcomes you, highlighted by a stunning glass modern staircase that sets the tone for the home's sleek yet timeless design. The double doors welcome you into a sun-drenched interior filled with natural light, recessed lighting, & 5-inch white oak hardwood flooring. The heart of the home is the custom kitchen featuring White Thasos quartz countertops, a 9-foot waterfall island, a cooktop, double ovens, a microwave drawer, & a large custom pantry. The living space is elevated by a honed marble fireplace surround, creating a sophisticated yet inviting focal point. Formal Dining room. Thoughtful details continue throughout, including a mudroom with custom cubbies. Second-floor laundry room with floating custom cabinetry. Large primary suite with his-and-hers closets. The primary bathroom features a porcelain tile shower, double sinks, a soaking tub, & a spa-like feel. A private ensuite bedroom offers a beautifully appointed full bath with porcelain tile and a tub/shower combination-perfect for guests or multigenerational living. 2 additional large bedrooms share a Jack-and-Jill bath with double sinks. Exterior features a blue stone walkway & patio. Hardee Plank Cement Board Siding. Buried 500-gallon propane tank. City Water. Truly a stunning home with high-end finishes, custom details, & modern farmhouse design throughout.

361 Spring Hill Rd, Monroe

355 Spring Hill Rd, Monroe
$1,295,000
4 Beds ⋅ 4 Baths ⋅ 24189729 MLS
Once-in-a-lifetime opportunity to own an iconic modern farmhouse. A dramatic two-story foyer welcomes you, highlighted by a stunning glass modern staircase that sets the tone for the home's sleek yet timeless design. The double doors welcome you into a sun-drenched interior filled with natural light, recessed lighting, & 5-inch white oak hardwood flooring. The heart of the home is the custom kitchen featuring White Thasos quartz countertops, a 9-foot waterfall island, a cooktop, double ovens, a microwave drawer, & a large custom pantry. The living space is elevated by a honed marble fireplace surround, creating a sophisticated yet inviting focal point. Thoughtful details continue throughout, including a mudroom with custom cubbies. Second-floor laundry room with floating custom cabinetry. Large primary suite with his-and-hers closets. The primary bathroom features a porcelain tile shower, double sinks, a soaking tub, & a spa-like feel. A private ensuite bedroom offers a beautifully appointed full bath with porcelain tile and a tub/shower combination-perfect for guests or multigenerational living. 2 additional large bedrooms share a Jack-and-Jill bath with double sinks. Exterior features a blue stone walkway & patio. Hardee Plank Cement Board Siding. Buried 500-gallon propane tank. City Water. Truly a stunning home with high-end finishes, custom details, & modern farmhouse design throughout.

355 Spring Hill Rd, Monroe

35 Smith Farm Road, Monroe
$1,275,000
5 Beds ⋅ 4 Baths ⋅ 1044023 MLS
BRAND-NEW LUXURY HOME WITH SPACIOUS WALKOUT BASEMENT - PRIVACY, COMFORT & COMMUNITY!!! WELCOME TO AN EXCEPTIONAL BRAND-NEW HOME WHERE EVERY DETAIL HAS BEEN THOUGHTFULLY DESIGNED FOR MODERN LIVING!!! LOCATED IN A WARM AND WELCOMING COMMUNITY, THIS STUNNING RESIDENCE OFFERS THE PERFECT BLEND OF ELEGANCE, SPACE, AND FUNCTIONALITY!!! THE MAIN FLOOR FEATURES A SHOWSTOPPER GOURMET KITCHEN WITH 3 SINKS, 2 OVENS, AND A BREAKFAST TABLE, PLUS A FULL SECOND KITCHEN, AN ELEGANT DINING AREA, A SPACIOUS LIVING ROOM, AND A PRIVATE AND QUIET BOOK ROOM / LIBRARY!!! UPSTAIRS YOU WILL FIND 4 GENEROUS BEDROOMS TOTAL OF 3.5 LUXURY BATHROOMS, INCLUDING A MASTER SUITE WITH ITS OWN PRIVATE LIVING ROOM WITH A COMFORTABLE BATHROOM WITH HOT TUB AND SHOWER- A TRUE RETREAT!!! PLUS AN ADDITIONAL VERSATILE BONUS ROOM PERFECT FOR A HOME OFFICE, PLAYROOM!!! AND THAT'S NOT ALL - ENJOY A HUGE UNFINISHED WALKOUT BASEMENT WITH TREMENDOUS POTENTIAL!!! PERFECT TO CUSTOMIZE AS A RECREATION ROOM, HOME GYM, THEATER, OFFICE, OR EXTRA STORAGE WITH DIRECT OUTDOOR ACCESS AND INCREDIBLE NATURAL LIGHT!!! WITH BRAND-NEW CONSTRUCTION, MODERN FINISHES, AND A PERFECT BALANCE OF OPEN GATHERING SPACES AND PRIVATE RETREATS, THIS HOME IS READY TO WELCOME YOU!!! THIS IS A RARE OPPORTUNITY YOU DON'T WANT TO MISS!!!

35 Smith Farm Road, Monroe

15 Treza Lane Unit #102, Monroe
$1,200,000
5 Beds ⋅ 4 Baths ⋅ 1032250 MLS
Welcome to 15 Treza Lane, located in the beautiful Treza Development in Blooming Grove. Set on a quiet, brand-new dead-end street surrounded by greenery, this spacious home offers a unique combination of privacy, space, and modern living. With approximately 4,500 square feet of living space, this home occupies the full side of a two-unit building, providing the feel and privacy of a private home. As part of Phase 1 of the development, each building features only two residences, with each owner having their own complete side of the building. The first floor features a large dining room, spacious kitchen, study, and playroom, creating a comfortable and functional layout for everyday living. The second floor offers five bedrooms, providing plenty of space for family and guests. The unfinished basement was specially designed with the potential to accommodate a separate tenant, offering additional flexibility and future income potential. Treza Development is a growing community surrounded by natural greenery. Phase 1 consists of the first 12 homes, while the overall development is planned to eventually include more than 100 homes. Located on a newly built dead-end street, 15 Treza Lane offers the space and privacy of a large home in a brand-new community.

15 Treza Lane Unit #102, Monroe

16 Sunset Ridge, Monroe
$1,199,000
4 Beds ⋅ 4 Baths ⋅ 1015235 MLS
NEW PRICE! Ready to sell! Highly motivated seller. Sold as-is. Recent updates include fresh paint in select areas and new pavers for enhanced curb appeal. Located approximately one hour from NYC with convenient access to major roadways. Welcome to this secluded Colonial in desirable Trout Brook Estates, set on nearly 6 private acres with over 5,700 sq ft of living space. This spacious property offers 4 bedrooms, 4 flex rooms, 4 baths, an in-ground pool, an attached 6-car garage, and additional unfinished space above the garage for future possibilities. Designed for privacy, entertaining, and flexible living, the home features cathedral ceilings, 3 fireplaces, formal dining, a home office, exercise/rec room, sunroom, and an eat-in kitchen with granite countertops and two ovens. The fully finished basement includes a second kitchen, offering excellent versatility for guests, recreation, entertaining, or extended living needs. Outdoor living is a standout with a private pool, patio, porch, and peaceful wooded surroundings. Conveniently located near Monroe amenities, parks, trails, shopping, and commuter routes, this property offers rare space, privacy, and value. Schedule your private showing today.

16 Sunset Ridge, Monroe

556 Lakes Road, Monroe
$1,175,000
4 Beds ⋅ 3 Baths ⋅ 1017346 MLS
Whether you're searching for a year-round residence or the perfect lakeside getaway, Walton Lake offers an exceptional opportunity. This spacious home features 4 bedrooms and 3 full bathrooms, blending comfort, charm, and functionality throughout. The beautifully designed kitchen is truly the heart of the home, showcasing rich mahogany cabinetry, elegant quartz countertops, and ample space for gathering. It flows seamlessly into the formal dining room, complete with a wet bar—ideal for entertaining. The oversized family room features a cozy fireplace, while stunning chestnut floors extend throughout the home, adding warmth and character. Large windows fill every room with abundant natural light, creating a bright and inviting atmosphere. Additional highlights include a convenient laundry room, walk-out basement, walk-up attic, and a one-car garage. The property also includes four additional lots, offering endless possibilities for expansion, recreation, or the creation of a future compound. Step outside to the serene deck overlooking Walton Lake, the perfect setting to enjoy your morning coffee, unwind after a long day, or take in the peaceful waterfront views. Conveniently located near schools, shopping, and major highways, this unique property offers both tranquility and accessibility. Listing includes the original lot at 1.3 acres plus additional lot of .49 acres totaling 1.79 acres! Also, the ductwork is already in for someone to add central air.

556 Lakes Road, Monroe

65 Trailside Dr, Monroe
$1,174,900
5 Beds ⋅ 5 Baths ⋅ 24156537 MLS
Located on a desirable cul de sac in one of Monroe's most sought after neighborhoods, this exceptional Colonial is set on two beautifully usable acres and offers an impressive blend of scale, sophistication, and versatility. Thoughtfully designed for today's lifestyle, the residence features five spacious bedrooms and four full and one half baths, delivering both comfort and refined living in a premier setting. A full main level in law apartment provides private, self contained living ideal for multigenerational households, extended guests, or long term flexibility without compromise. The main level is enhanced by gleaming hardwood flooring throughout and offers a seamless flow between formal and informal spaces, creating an inviting environment for both everyday living and elegant entertaining. Upstairs, the primary suite serves as a true retreat. The brand new primary bath has been beautifully renovated with elevated finishes and a sophisticated, spa inspired design. Three additional bedrooms, including one with en suite bath, complete the upper level with style and functionality. The finished lower level is designed for entertainment, featuring a dedicated movie room and an impressive bar area perfect for hosting gatherings or enjoying relaxed evenings at home. A three car garage offers generous storage and convenience, while a large deck overlooks the expansive, level backyard, providing privacy and endless possibilities for outdoor living. Schedule your showing today!

65 Trailside Dr, Monroe

7 Hannah Ln, Monroe
$1,149,900
5 Beds ⋅ 5 Baths ⋅ 24203959 MLS
This is the home you've been waiting for! Offering over 5,000 sq ft of living space on 2 acres, this stunning Colonial features an incredibly versatile layout with 2 primary suites, 2 additional bedrooms with a hall bath, plus a main-level bedroom with full bath-ideal for multi-generational living. Designed with both comfort & entertaining in mind, the home features 2 staircases, custom built ins, a spacious Great Room with surround sound theater speakers, a propane fireplace, & access to an oversized deck. A beautiful main-level office is ideal for working from home. The oversized family room offers a cozy pellet stove, beautiful wood beams, a half bath, & pantry closet. A large formal dining room with a wood-burning fireplace provides the perfect setting for gatherings. The gourmet chefs eat-in kitchen is truly impressive, featuring 2 paneled dishwashers, a Sub-Zero refrigerator, a Sub-Zero freezer, a six-burner cooktop, double ovens, & granite countertops. The finished lower level includes a home gym and game room, offering even more space for entertaining. 2nd level laundry room & additional laundry hook-up on main level. Exterior highlights include a heated in-ground pool, a pool house with electricity & audio speakers, a fenced side yard with invisible fence perfect for pet owners, a whole-house generator, a new driveway and 4-car garage. This location is perfect, with schools, shopping & highways minutes away. This home has been designed for every season & is just wa

7 Hannah Ln, Monroe

51 Van Arsdale Road, Monroe
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 1044047 MLS
Discover the perfect blend of privacy, comfort, and community in this beautiful brand-new home. Located in a warm and welcoming neighborhood, this thoughtfully designed residence offers spacious living areas, flexible rooms, and a layout that is ideal for both everyday living and entertaining. The main floor features a beautiful size kitchen, an inviting dining area, a comfortable living room, and a dedicated sforim room. Upstairs, an additional versatile room can easily be used as a home office, playroom, or guest room, giving you the flexibility to adapt the space to your needs. This lovely home includes four bedrooms and three-and-a-half bathrooms, along with a living room off the master bedroom. The layout provides a wonderful balance of open gathering spaces and private retreats for relaxation. Enjoy the benefits of brand-new construction, modern functionality, and the privacy of your own home while being part of a close-knit community. With its spacious design, flexible rooms, and inviting atmosphere, this home is ready to welcome its new owners. Grab this wonderful opportunity to make this exceptional new home your own!

51 Van Arsdale Road, Monroe

802 Main St, Monroe
$999,900
1 Baths ⋅ 24182113 MLS
Exceptional mixed-use investment opportunity with tremendous upside potential on Route 25/Main Street. Positioned along a highly traveled corridor with approximately 18,000 vehicles passing daily and 155 feet of road frontage, this property offers outstanding visibility and accessibility for a wide range of commercial and residential uses. The property consists of four buildings, including a retail/office center (approximately 2,300 SF), a legal two-family residence (2 units totaling approximately 5,300 SF), a two-bay automotive garage (approximately 900 SF), and an additional storage building (approximately 500 SF). With parking for over 100 vehicles, the possibilities are endless. Currently underutilized, this is a rare value-add opportunity with the potential to significantly increase income through renovations, repositioning, or redevelopment. Ideal for restaurants, convenience retail, professional offices, automotive shop, specialty retail, mixed-use concepts, or franchise operators seeking maximum exposure. Whether you're an investor looking to expand your portfolio, an entrepreneur seeking a flagship location, or a developer searching for a high-visibility site with multiple revenue streams, this property delivers the frontage, traffic count, parking, and flexibility needed to create exceptional long-term value. Opportunities offering this combination of location, scale, and future potential are increasingly difficult to find.

802 Main St, Monroe

236 Prospect Road, Monroe
$999,000
3 Beds ⋅ 2 Baths ⋅ 1062057 MLS
Rare Development & Investment Opportunity A truly one-of-a-kind opportunity to acquire three adjoining properties together: 234 Prospect Road 236 Prospect Road 242 Prospect Road Together, these properties offer over 3 acres in one of the area's fastest-growing locations. The true value lies in the opportunity to combine all three parcels and pursue a potential 14 side-by-side homes, with the potential to create a 35-home development (subject to all required approvals). Opportunities of this size, location, and flexibility rarely become available. Ideally situated between rapidly expanding residential communities and major shopping destinations, this property offers exceptional long-term growth potential. While planning for future development, the existing three homes provide immediate income in virtually any way you choose—continue with the current tenants, lease to long-term tenants, accommodate large groups for weekend or seasonal rentals, create a private compound, or customize the properties to fit your own investment strategy. Whether you're a developer, investor, or end user, the possibilities are truly endless. See the attached development concept, subdivision plans, and location maps to fully appreciate this exceptional opportunity.

236 Prospect Road, Monroe

7 Lake Avenue, Monroe
$999,000
5 Beds ⋅ 4 Baths ⋅ 1035894 MLS
7 Lake Avenue, Monroe, NY — A rare 1920 mini-estate blending classic Mediterranean architecture with exquisite Victorian flourishes. Spanning 3,758 square feet of interior living space across three finished stories (plus an additional 1,325 sq ft of outdoor space on the wrap-around deck and balcony off of the primary bedroom in addition to a full basement. This makes the gross total sq ft 5,083), this 5-bedroom, 3.5-bath residence has been masterfully updated to offer every modern luxury without sacrificing its historic charm. Hand-carved wood trim, hardwood floors throughout, and a cozy fireplace set a regal tone, leading to a chef’s kitchen with a butler’s pantry, a formal dining room, and an inviting sitting room. The primary suite serves as a true sanctuary, featuring a private balcony and an in-home spa complete with a jacuzzi, soaking tub, and sauna. The HVAC system is brand new and is still on warranty. Unrivaled Outdoor Living & Grounds Designed as the ultimate private getaway, the grounds feature an additional 1,325 square feet of outdoor living, anchored by a massive wrap-around deck. Step outside to a resort-style paradise complete with a plunge pool, separate jacuzzi, outdoor kitchen, two koi ponds, a tranquil stream, built-in seating areas, and beautiful lake views. Parking and storage are effortless with a 6-car heated garage plus a covered port under the deck. The area is complete with an outdoor kitchen. Land & Expansion Opportunity Situated on a lush 1.58-acre lot, the entire property enjoys deeded access to Lake Walton. The listed price includes the home and the primary 1.77-acre lot. Buyers also have the unique option to acquire the adjacent cleared parcel (1.77 acres currently) for an additional $250,000—creating an expansive 3.358-acre private estate compound. The cleared parcel will be set back to approximately 1.5 acres. Prime Location Located in one of Orange County’s most sought-after communities, Monroe offers the perfect union of nature and convenience. Just about one hour from NYC, residents enjoy top-rated school systems, vibrant small-town charm, and easy access to a rich selection of eateries, cafes, bars, and parks—with nature right at your doorstep.

7 Lake Avenue, Monroe

168 Prospect Road, Monroe
$999,000
3 Beds ⋅ 1 Baths ⋅ 838115 MLS
Welcome to your dream home! Lovingly maintained and nestled in a peaceful community, this charming ranch sits on a picturesque one-acre lot. Step inside to a warm and inviting living space, highlighted by a cozy wood-burning stove—perfect for chilly evenings. The home features three comfortable bedrooms and a well-appointed bathroom, offering both comfort and functionality. Enjoy seamless indoor-outdoor living with a spacious deck overlooking the serene backyard, an ideal setting for entertaining or quiet moments in nature. Conveniently located just minutes from grocery stores and the renowned Woodbury Commons outlets, this home offers both tranquility and accessibility. Don’t miss your chance to make this delightful retreat your own!

168 Prospect Road, Monroe

38 Van Arsdale Road, Monroe
$995,000
4 Beds ⋅ 4 Baths ⋅ 1045684 MLS
BRAND-NEW LUXURY SEMI-ATTACHED HOME 55+ WITH SPACIOUS BASEMENT - PRIVACY, COMFORT & COMMUNITY!!! WELCOME TO AN EXCEPTIONAL BRAND-NEW HOME WHERE EVERY DETAIL HAS BEEN THOUGHTFULLY DESIGNED FOR MODERN LIVING!!! LOCATED IN A WARM AND WELCOMING COMMUNITY, THIS STUNNING RESIDENCE OFFERS THE PERFECT BLEND OF ELEGANCE, SPACE, AND FUNCTIONALITY!!! THE MAIN FLOOR FEATURES A SHOWSTOPPER GOURMET KITCHEN WITH 3 SINKS, 2 OVENS, AND A BREAKFAST TABLE, PLUS A FULL SECOND KITCHEN, AN ELEGANT DINING AREA, A SPACIOUS LIVING ROOM!!! UPSTAIRS, YOU WILL FIND 4 GENEROUS BEDROOMS A TOTAL OF 3.5 LUXURY BATHROOMS, INCLUDING A MASTER SUITE WITH ITS OWN PRIVATE LIVING ROOM - A TRUE RETREAT!!!! AND THAT'S NOT ALL - ENJOY A HUGE UNFINISHED BASEMENT WITH TREMENDOUS POTENTIAL!!! PERFECT TO CUSTOMIZE AS A RECREATION ROOM, HOME GYM, THEATER, OFFICE, OR EXTRA STORAGE AND INCREDIBLE NATURAL LIGHT!!! WITH BRAND-NEW CONSTRUCTION, MODERN FINISHES, AND A PERFECT BALANCE OF OPEN GATHERING SPACES AND PRIVATE RETREATS, THIS HOME IS READY TO WELCOME YOU!!! THIS IS A RARE OPPORTUNITY YOU DON'T WANT TO MISS!!!

38 Van Arsdale Road, Monroe

1 Beer Moshe Unit #101, Monroe
$975,000
6 Beds ⋅ 4 Baths ⋅ 1048754 MLS
Step into this impressive new-construction Up & Down home, offering an exceptional combination of space, modern design, comfort, and functionality. Thoughtfully planned with today's lifestyle in mind, this home provides a spacious layout with plenty of room to live, gather, entertain, and enjoy. From the moment you enter, you'll appreciate the bright and welcoming atmosphere, generous room sizes, and well-designed living areas. The Up & Down layout creates a wonderful sense of space while allowing for a practical flow throughout the home. Large living areas provide plenty of flexibility for everyday living and entertaining, while the thoughtfully arranged rooms make excellent use of every part of the home. With brand-new construction, a spacious floor plan, and a layout designed for comfortable modern living A rare opportunity to enjoy the space and feel of a substantial new-construction home don't miss it! Schedule your private showing today. Please note: Current taxes do not reflect the completed new construction and are subject to change. Taxes should be independently verified.

1 Beer Moshe Unit #101, Monroe

81 Georges Ln, Monroe
$970,000
5 Beds ⋅ 4 Baths ⋅ 24170285 MLS
Tucked away at the top of a private Monroe cul-de-sac, this one-of-a-kind custom contemporary is the definition of elevated living. From the moment you arrive, the lighted driveway, lush landscaping, and striking architectural design, featuring chalet-style windows, stone accents, and multiple balconies, set a tone of privacy, prestige, and escape. Step inside and experience soaring vaulted ceilings, dramatic natural light, and a seamless open layout designed to impress. The show-stopping great room flows effortlessly into a dining space anchored by a floor-to-ceiling stone fireplace and access to a raised cedar deck, perfect for unforgettable entertaining or quiet luxury evenings. The updated eat-in kitchen, along with a main-level bedroom, full bath, and additional living space, offers both style and flexibility. Upstairs, retreat to a stunning primary suite with vaulted ceilings, a walk-in closet, private balcony, and a spa-inspired marble bath featuring radiant heated floors, an oversized shower, jetted tub, and dual vanity. Additional bedrooms are spacious and thoughtfully designed, complemented by an updated bath and convenient second-floor laundry. The finished lower level completes the lifestyle with a wet bar, fireplace, full bath, and custom wine cellar, ideal for hosting, relaxing, and enjoying every moment at home. All of this, just minutes from Monroe's green, golf course, shopping, and dining, yet perfectly tucked away in your own private setting.

81 Georges Ln, Monroe

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