Monroe-Woodbury Homes with Landscaped Lot features

Welcome to the enchanting Monroe-Woodbury School District, nestled in the scenic heart of Orange County, New York. Renowned for its commitment to academic excellence, this district offers a nurturing environment that fosters creativity and growth for students from kindergarten through high school. With a wide array of extracurricular activities, advanced placement courses, and dedicated educators, Monroe-Woodbury is not just a place for learning; it’s a community where students thrive.

Families flock to this vibrant district not only for its stellar educational opportunities but also for the charm of the surrounding neighborhoods. The homes here are often adorned with beautifully landscaped lots, creating an inviting atmosphere that resonates with pride of ownership. Imagine coming home to a property that features meticulously maintained gardens, lush lawns, and serene outdoor spaces perfect for relaxation or entertaining. These homes not only boast aesthetic appeal but also provide a sense of tranquility that enhances the overall living experience.

Living in the Monroe-Woodbury area means enjoying a perfect blend of suburban comfort and access to nature, with nearby parks and recreational facilities that cater to all ages. As you explore the real estate options, you’ll find a variety of homes that reflect the beauty of the landscape, offering both modern amenities and classic charm.

In Monroe-Woodbury, you’re not just buying a home; you’re investing in a lifestyle enriched by community spirit, educational excellence, and the beauty of nature right at your doorstep. Come discover your dream home in this idyllic setting today!

Newest Monroe-Woodbury Homes with Landscaped Lot features

$824,900

4 Beds ⋅ 4 Baths ⋅ 1050809 MLS

Welcome to your “Private Country Club”! THE POOL and pool house are now open, but only for two more weeks! This gorgeous home is priced to sell! There is attention to detail and decorator touches throughout! First, you’ll enter the large, two-story foyer, which welcomes your guests with its soaring, vaulted ceiling, Palladium window, inlaid wood floor, and custom picture moldings! The lovely dining room is enhanced by inlaid wood floors,modern wall sconces, chair rails, and moldings. The bright, and inviting Family Room, features a stunning, white marble-front, wood-burning fireplace, inlaid wood floors, and large, sliding doors that showcase the breathtaking view of the garden and open to the deck. You’ll love creating new dishes, in the TRULY "PROFESSIONALLY OUTFITTED" kitchen, with 6-burner Viking range, PLUS BOSCH DOUBLE OVENS (w/ many options for baking, & roasting). There are THREE ovens total! The Bosch ovens are less than 5 years old! There is a large, EXTRA-THICK iSLAND with beveled edge & PREP SINK (perfect for 2 chefs working side-by-side),a top-of-the-line refrigerator, 4 yr.old dishwasher, pantry, & desk.There is a large ROUND GRANITE TABLE THAT SEATS 5-6, with beveled edge (matches the granite throughout the kitchen), IN THE SUNNY, BAY-WINDOWED BREAKFAST AREA with view of yard. Upstairs, the stunning Primary Ensuite has a vaulted ceiling, wood floors, dressing alcove, recessed lighting, AND a windowed sitting room, which overlooks the gardens below. The elegant Ensuite Bath features a tray ceiling, beautiful Jacuzzi tub, Travertine marble tiles, a tumbled- marble shower with wall jets and bench, a bidet, Toto toilet, new granite counters & sinks, new faucets, new light fixtures & extra towel rods. One of the best features is an extra walk-in closet in the Primary bathroom (with shelving).The other bedrooms are oversized and sunny, with wood floors, and big windows (One bedroom features lovely wainscoting) The LAUNDRY IS UPSTAIRS with new storage cabinets. There is a fabulous, heated 20 x 40’ pool with fiberglass coating (no vinyl liner),custom steps, and "Sunshelf", surrounded by extended paver decking… plus a SPACIOUS POOL HOUSE (kitchenette, 1/2 bath,and lovely lounge)! After you’ve finished swimming, you can relax in the shade of the POOL HOUSE, with a glass of iced tea, prepared right there! Tall, stately trees line the the property. There are beautiful black gates, and a stunning paver staircase leading from the side-load driveway to the backyard. Tall grasses are another beautiful source of privacy in the summer. There are “Specimen trees” in both the front and back of the home (over $100k in exterior upgrades), TWO pergolas (one perfect for a BBQ grill, AND one for a table & chairs),a flagstone patio,and a huge deck for several furniture groupings! There are numerous places to entertain friends and family! Among the numerous recent upgrades are another new central a/c compressor (the home has two), and a GORGEOUS NEW PAVER PATH (framed by a beautiful border)that leads visitors to the front door! The solar panels (owned, not rented), AND extra, blown-in insulation in the attic, provide SAVINGS on the heating & electric bills year-round.The versatility of the finished basement is perfect for working out, gaming, & watching movies. PLUS there is an extra room, and a BEAUTIFUL, full bathroom. *Monroe-Woodbury Schools. COMMUTING IS EASY…Close to Palisades Pkwy, & NYS Thruway. Spend the day @ Woodbury Park, or John Burke pool- exclusive to Woodbury Residents offering a beach, parks, ball fields, picnic pavilions,life-guard pool, & DAY CAMP. It is less than 3 miles to I87, Route 6, & Route 17. It is 60 miles to NYC, 15 minutes to West Pt. and minutes to Stewart International Airport. World class shopping is only 1 1/2 miles away @Woodbury Commons Factory Outlets. Enjoy the local farmers markets, & hiking trails with breathtaking views!

9 Roselawn Road, Highland Mills

$679,900

3 Beds ⋅ 3 Baths ⋅ 1050106 MLS

Come fall in love with this stunning 3-bedroom plus office Contemporary Colonial, beautifully set on just under an acre in one of Monroe’s most sought-after neighborhoods. Originally a ranch, the home was thoughtfully expanded approximately 20 years ago and transformed into a spacious, light-filled home with dramatic architectural details and a wonderful open layout. The heart of the home is the impressive two-story great room with soaring vaulted ceilings, a dramatic wall of windows, a fireplace and plenty of recessed lighting. The kitchen offers abundant cabinetry, granite countertops, stainless steel appliances and a glass mosaic tile backsplash, and opens beautifully to the main living spaces. Two bedrooms are conveniently located on the main level, offering flexibility for family, guests or one-level living. Upstairs, the primary suite feels like a true retreat. Double doors lead into the spacious bedroom, complete with gorgeous mountain views and a large walk-in closet. The oversized primary bath features a Jacuzzi tub, double sinks, a makeup area and a beautiful bay of windows. Just outside the primary suite is a separate office, perfect for working from home; the owners have also used this space as a fourth bedroom. The finished lower level adds tremendous additional living space with dimmable recessed lighting, built-in bookshelves and plenty of room to make the space your own. Use it as a family room, home bar, playroom, study, library or a combination of spaces. There is also an additional home gym. There truly is plenty of room for everyone. Additional features include central air on all three levels, two-zone central air with the upstairs system replaced, gorgeous hardwood flooring, a new hot water heater installed in August 2024, Pella windows, newer carpeting on the main level, upgraded electric, a one-car attached garage, and a second refrigerator and freezer that will remain. All COs are in place. Outside, the property is just as special. The park-like grounds surround a gorgeous in-ground pool, creating a spectacular private backyard retreat perfect for relaxing, entertaining and enjoying the warmer months. This is the kind of backyard everyone will want to gather in—an entertainer’s dream and your own private summer oasis. Located just moments from Berry Road Park, formerly Faber Farm, with access to hiking trails leading to Mombasha Lake, and offering deeded lake rights to Balder Lake, a private freshwater lake ideal for swimming, kayaking, non-motor boating and peaceful winter days of skating, this is more than a house—it is a property and lifestyle that are hard to duplicate. All of this is just minutes from shopping, dining, entertainment, schools, major roadways and the Harriman train station, while still feeling tucked away in a beautiful country setting. Located within the highly sought-after Monroe-Woodbury School District, with Pine Tree and Sapphire Elementary Schools nearby, this truly is one of those special Monroe properties that offers space, character, recreation, convenience and an incredible setting all in one.

27 Margaret Road, Monroe

$419,900

3 Beds ⋅ 2 Baths ⋅ 1050001 MLS

Welcome to this charming 3-bedroom, 1.5-bath home located in the heart of the Village of Monroe. Featuring durable vinyl siding and beautiful curb appeal, this property beautifully combines comfortable indoor living with outdoor enjoyment. Key Interior Highlights • Spacious Living & Dining: Large, inviting main-level rooms perfect for entertaining and everyday living. Bay window in dining room adds additional light. • Comfort Features: Ceiling fans throughout most rooms ensure year-round airflow. Downstairs offers large window air conditioning unit. • Bedrooms: Staircase with wide wooden bannister leads upstairs to the bedrooms. The spacious primary suite features a double closet, while the second bedroom comfortably fits a queen-size bed. The flexible third bedroom is ideal for a single bed or a private home office. • Ample Storage: Includes functional under-eave storage, an upstairs bathroom with dedicated linen cubbies, pull-down stairs to an attic, and a full, unfinished basement handling laundry, utilities, and extra storage. Exterior & Property Features • Outdoors: Relax on the private deck under a covered porch overlooking a level, manicured yard filled with mature landscaping and flowering trees. • Extra Space: A generous side yard provides the perfect layout for recreation, paired with a private driveway and a 1-car garage. • Modern Conveniences: Fully connected to municipal water, sewer, and natural gas. Location & Commuter Perks • Top-Tier Schools: Located in the highly sought-after Monroe-Woodbury School District, with a local elementary school just a short distance away. • Unbeatable Convenience: Minutes from major shopping centers like Woodbury Common Premium Outlets, Walmart, Target, Home Depot, BJs, and local grocery stores. • Recreation Nearby: Close to Airplane Park, the scenic Mill Ponds, and the Heritage Trail. Great view of annual fireworks without leaving home. Nearby attractions include Mansion Ridge Golf Course, LEGOLAND, West Point, and the Castle Fun Center. • A Commuter’s Dream: Located just 1 hour from NYC with seamless highway access to Route 17, Route 6, the Palisades Parkway, and the NYS Thruway (I-87). Public transit is a breeze with an NYC bus stop just 1/3 of a mile away and the train station only 10 minutes from your door. Come see this delightful village home today and make it yours!

27 Ash Street, Monroe

$499,000

3 Beds ⋅ 3 Baths ⋅ 1049026 MLS

This beautifully updated Chester home in the Monroe-Woodbury School District sits on 1.5 acres with a level open yard, a creek, and a wooded backdrop. From the moment you arrive, the paver walkway, landscaping, and inviting curb appeal set the tone. Inside, the main level boasts hardwood floors and an open layout with a brand-new kitchen featuring white cabinets, granite counters, and stainless steel appliances, plus a living and dining area with sliding glass doors to the deck and backyard. The first floor also has a full hallway bath and three bedrooms, including a bright primary suite with custom windows, crown molding, and an updated ensuite bath with custom tile and glass shower doors. The lower level offers a large den with a stone fireplace and wood-burning stove insert, a half bath, laundry room, and access to the attached two-car garage. Outdoor spaces include a deck off the kitchen and a covered deck from the den, perfect for relaxing or entertaining. The expansive yard is ideal for recreation, gardening, or gatherings, with the creek and woods adding privacy. Just 57 miles to NYC, this home offers both tranquility and easy access to amenities, including nearby parks with 1,500 acres of trails, playgrounds, and more. Additional perks include central air, newer siding, roof, oversized energy-efficient windows, shed, oil burner, hot water heater, and several updated appliances. Conveniently located near shopping, major highways and public transportation.

264 Bull Mill Road, Chester

$625,000

4 Beds ⋅ 3 Baths ⋅ 1049487 MLS

Unique in layout and filled with modern flair, 10 Karen Drive in Monroe NY is a perfect home for multigenerational lifestyle. This sun-filled 4 bedroom , 3 full bath raised ranch is in pristine condition and offers an impressive array of thoughtful updates and improvements. Beautifully renovated European-style custom kitchen is truly a standout in design and space. The oversized primary en-suite offers a private full bathroom. Newer hardwood floors flow through-out the living and dining areas and hallway, while nearly all windows have been replaced for added comfort and efficiency. Perfect for those seeking a distinctive home on two and half acres, low taxes, solar system and on a private road.

10 Karen Drive, Monroe

$575,000

4 Beds ⋅ 3 Baths ⋅ 1041995 MLS

Offered for sale for the first time by the original owner, this home has been meticulously maintained and upgraded with a new architectural roof and gutters with guards, a new Buderus High Efficiency Boiler, an upgraded Central Air system and air handlers, a new water main line, a new water treatment system, stone patios and walkways, and an amazing pool and deck surround with a water slide! Set on a private lot with a perpetually green backyard and natural stone walls along the recently refinished driveway, these features and the home's facade create beautiful curb appeal. Natural Stone surrounds the front entrance and is featured throughout this home and property. Welcome home to a spacious living room with a wood stove and a family room with a fireplace that has a stone surround and mahogany wood mantel; both warm this home and making it energy efficient. The main floor also has a family room, a powder room, a formal dining area and an updated kitchen that leads to an expansive back yard deck with an electric awning overlooking the pool and yard. The second floor has a primary suite with its own bathroom, plus 3 additional bedrooms, another bathroom, and ample closet space. The basement has full height ceilings and the walls and floors are poured concrete and it is a walkout basement and has a second washer/dryer hookup. The basement can be finished to extra living space. The two-car garage has one new electric door opener. Two storage sheds and all the pool equipment are included. Great Location in Monroe for an easy 50 minute commute to NYC, situated in an idyllic neighborhood with tree lined streets with municipal water and sewer. Every day is a vacation day at this home sweet home.

7 Laura Road, Monroe

$699,000

4 Beds ⋅ 4 Baths ⋅ 1041840 MLS

Welcome to this exceptional, sunny and spacious 4-bedroom, 3.5-bath home, perfectly situated on one of Monroe’s most secluded cul-de-sacs in the lovely Horizon Heights. Thoughtfully updated throughout, this distinctive property combines spacious interiors, high-end amenities, and resort-style outdoor living. Inside, hardwood floors and abundant natural light complement inviting living spaces, including a formal living room, formal dining room with a wood-burning brick fireplace and an expansive family room with a gas fireplace. The renovated chef’s kitchen features premium Viking and Thermador appliances, a large center island, generous cabinetry and an adjoining scullery/pantry with additional sink, dishwasher, refrigerator and storage. Nicely appointed bathrooms include Italian terrazzo and marble finishes, Jacuzzi tubs and custom details. The backyard is the showstopper—a private, fully fenced retreat featuring a heated saltwater freeform pool with waterfall, expansive paver patios, Trex deck and mature professional landscaping. The impressive air-conditioned pool house offers a custom maple bar, wine coolers, refrigerator and electric fireplace, creating the perfect setting for entertaining. Additional highlights include two newer central AC systems, 200-amp electric with three subpanels, three-zone heating with Nest thermostats, a detached garage with second-level loft, and numerous recent pool and mechanical improvements. A rare opportunity offering privacy, exceptional entertaining spaces and a true resort-at-home lifestyle. Located in the Monroe-Woodbury School District. Close to major shopping and restaurants and just minutes to Rt17, Rt6, the throughway (I87), NYC bus and train.

112 Mercury Court, Monroe

$562,500

4 Beds ⋅ 3 Baths ⋅ 1041335 MLS

Welcome to 41 Forestdale Avenue, Monroe, NY, a spacious 4-bedroom, 2.5-bath Raised Ranch in the Monroe-Woodbury School District. Tucked away on a quiet cul-de-sac in the desirable Maple Knolls neighborhood, this inviting home offers approximately 1,868 sq ft of living space on a private 0.61-acre property. Sidewalk-lined streets invite you to enjoy a bike ride, walk the dog, take a jog, or simply get outside and enjoy the neighborhood. The main level features hardwood floors and a spacious living room with soaring cathedral ceilings, creating an open and airy feel. The living room flows seamlessly into the dining area and NEW eat-in kitchen '21, beautifully updated with new cabinetry, a gorgeous backsplash, and dazzling quartz countertops. Stylish and functional, the kitchen offers a fresh, modern setting for everyday meals and entertaining. One of the home's standout features is the generous 15' x 20' screened-in porch/sunroom, providing approximately 300 sq ft of additional seasonal space to enjoy the outdoors while sheltered from the elements. Step outside onto the expansive deck overlooking the peaceful, tree-lined backyard—perfect for outdoor dining, entertaining, gardening, or simply relaxing. The finished lower level adds valuable living space with a comfortable family room offering flexibility for recreation, a home office, fitness area, or movie nights. Major recent improvements add even more value, including a NEW furnace, NEW hot water heater, and NEW driveway. Additional highlights include an attached 2-car garage, natural gas heat, public water, and public sewer. Enjoy a prime Hudson Valley location with convenient access to NYC-bound bus and rail transportation, the New York State Thruway (I-87), and the Palisades Interstate Parkway. Nearby destinations include West Point and the United States Military Academy, Woodbury Common Premium Outlets, the Appalachian Trail, Harriman State Park, as well as shopping, dining, parks, and recreation. If you've been searching for a 4-bedroom home for sale in Monroe, NY, with a beautiful new kitchen, major recent improvements, soaring cathedral ceilings, a 2-car garage, finished lower level, 15' x 20' screened-in porch/sunroom, expansive deck, private backyard, and convenient access to transportation and all that the Hudson Valley has to offer, 41 Forestdale Avenue is one you won't want to miss.

41 Forestdale Avenue, Monroe

$887,000

4 Beds ⋅ 3 Baths ⋅ 1031426 MLS

Situated in one of the Hudson Valley’s most sought-after neighborhoods, the Greens of Woodbury, this stately colonial offers over 3,100 square feet of living space and the perfect combination of privacy, craftsmanship and elegance. This one-owner home was custom-built, professionally landscaped and hardscaped, and thoughtfully designed to offer ample space for guests both inside and out. The showstopper is the private, fenced backyard, where lush landscaping surrounds a stunning inground pool and expansive paver patio designed for relaxing and entertaining. A freeform pool, multiple seating areas and a pergola create a resort-like setting that feels worlds away from the everyday. Striking curb appeal and a welcoming two-story entry introduce an open floor plan that blends formal and functional spaces while remaining comfortable and inviting. Hardwood floors flow throughout the home, while fresh neutral paint complements the immaculate interior. The beautiful eat-in kitchen features a large dining island, granite countertops, stainless steel appliances including gas range, quality wood cabinetry and a stylish tiled backsplash. The kitchen opens to the family room, where a vaulted ceiling and marble-faced gas fireplace create a warm and inviting space. Upstairs, find four spacious bedrooms, including a massive primary suite retreat with a cathedral ceiling, large walk-in closet and full bath featuring a jetted tub, large shower and double vanity with marble countertop. A study tucked behind French doors on the main level offers built-in storage and could easily serve as a guest room, with a full bath conveniently located just outside the door. Additional highlights include a whole-house Generac generator, inground irrigation system, reverse osmosis water treatment system, natural gas, municipal water and sewer and so much more. Located in an ideal commuter location within the Monroe-Woodbury school district, the Greens of Woodbury is just minutes from trains and buses to NYC, major highways, restaurants, shopping and many Hudson Valley attractions. Woodbury residents also enjoy exclusive access to recreational facilities and numerous community activities and parks, including Earl Reservoir with beach access, community pool, sports courts and summer camp.

44 Greenwich Avenue, Central Valley

$969,999

4 Beds ⋅ 4 Baths ⋅ 1039045 MLS

Welcome Home to 42 Deangelis Drive in Monroe NY where you will find Exceptional Luxury Living in the Estates of Briarcliff. As you drive in to this upscale neighborhood you will find this impressive Brick Center Hall Colonial that offers over 4,000 square feet of beautifully designed living space, in addition a full unfinished basement providing endless potential for additional living, recreation, or storage space. From the moment you arrive, the home's stately curb appeal sets the tone. Inside, elegant architectural details blend seamlessly with comfortable everyday living. The expansive kitchen is the heart of the home, featuring stainless steel appliances, a generous center island, and a gas cooktop. The sunken living room offers warmth and character with a gas fireplace, while the formal dining room showcases beautiful tray ceilings. The main level also features a private library/home office and multiple rooms enhanced by French doors, creating both separation and an open, sophisticated flow. A three-car garage provides exceptional convenience and storage. Laundry room and powder room also conveniently located on the main level as well as a buffet area with an additional built in beverage cooler. In addition to the sweeping center hall staircase there is another set of stairs to the second floor located off the kitchen Upstairs, the luxurious primary suite is truly a retreat. The spacious bedroom features its own gas fireplace, a separate sitting area, and a total of 4 expansive custom designed closets. The spa-like primary bath offers a Jacuzzi tub, large tiled shower, two vanity areas and generous space designed for relaxation. Additional bedrooms are thoughtfully arranged, including two bedrooms connected by a Jack-and-Jill bath with a double vanity, plus a private guest bedroom with its own en-suite bathroom. The second-floor landing offers beautiful mountain views, adding a special sense of place to this exceptional home. The location is ideal for commuters and approximately just 5 miles to the train station and conveniently close to schools, shopping, restaurants, parks, and all that the Village of Monroe has to offer. The Village also offers a beautiful new park, ponds that have paths for walking, running, riding a bike and more including the Heritage Trail. Do Not miss out on a great opportunity to call this "Home".

42 Deangelis Drive, Monroe

$589,999

4 Beds ⋅ 2 Baths ⋅ 1037720 MLS

Welcome to 5 Columbia Circle, a turn-key raised ranch tucked inside the gated Highland Lake Estates community in Highland Mills. From the moment you arrive, this home delivers what most listings only promise: modern updates, real peace of mind, and a backyard that earns its keep. Four bedrooms plus an office/den give you room to live and work without compromise. Two full bathrooms, California Closets in every upstairs bedroom, Pella doors, and Andersen 400 Series windows reflect a home maintained with discipline, not shortcuts. The mechanicals back it up: hot water heater (2021), whole-house water softener and filtration system (2023), and an upgraded back deck (2019) built for those gorgeous Hudson Valley sunsets. Comfort and security are handled. A heated garage with its own thermostat means projects don't stop in January. A central-station monitoring system covers fire, burglary, low-temperature, and carbon monoxide, plus camera coverage for complete confidence. The fenced backyard and lawn sprinkler system round out a property that's genuinely move-in ready. Location is the quiet advantage here. The Metro-North Harriman station sits under 10 minutes away, with NYC roughly 50 miles and about an hour out via I-87 and Route 17. Woodbury Common Premium Outlets, grocery, and everyday essentials are a short drive down Route 32. Weekends open up fast: Harriman State Park and Bear Mountain for hiking, nearby golf, and local wineries and farms that make Orange County living what it is. Enjoy local access to the John P. Burk Memorial Pool, Earl Resevoir and Brickley Field as well for all your athletic enjoyment. This is the rare home where the big ticket items are already done and done right. All that's left is to move in, relax and watch the sun go down right off your back deck.

5 Columbia Circle, Highland Mills

$1,249,000

4 Beds ⋅ 4 Baths ⋅ 983984 MLS

THE GREENS OF WOODBURY | DISTINCTIVE HUDSON VALLEY RESIDENCE WITH PRIVACY, SPACE & SCENIC GOLF-COURSE SETTING Set in one of Central Valley’s most desirable residential settings, this exceptional residence offers a rare combination of privacy, generous proportions and sophisticated indoor-outdoor living. Beautifully designed for both refined everyday living and effortless entertaining, the home features four spacious bedrooms, elegant architectural detailing and expansive living spaces that flow seamlessly outdoors to a stunning bluestone patio and professionally landscaped grounds. At the heart of the home, the chef’s kitchen is appointed with professional-grade appliances and designed for both intimate gatherings and memorable entertaining. The spacious interiors are complemented by thoughtfully designed outdoor living areas, creating a natural extension of the home and a serene setting for relaxing or entertaining. A particularly special feature is the property’s unique location adjacent to the Falkirk Estate & Country Club golf course, offering an unusually open and scenic backdrop that enhances the sense of space and privacy. The surrounding landscape provides a beautiful Hudson Valley setting rarely found in such a convenient location. Geothermal heating and cooling provides an exceptional combination of year-round comfort and energy-efficient modern living. Every element of this residence reflects a thoughtful balance of comfort, quality and timeless appeal. Conveniently located near premier shopping and dining, recreation, major transportation routes and an easy NYC commute. Served by award-winning Monroe-Woodbury schools. A truly special Hudson Valley residence offering space, privacy, sophisticated living and an extraordinary setting—just minutes from everything, yet wonderfully removed from it all.

31 Greenwich Avenue, Central Valley

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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.