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9815 Orchard Trail, Montgomery
$1,029,700
3 Beds ⋅ 3 Baths ⋅ 1893447 MLS
Refined first-floor living in one of Montgomery's most desirable locations. Built in 2020, this sophisticated home offers over 2,000 sq ft plus a beautifully finished lower level, pairing timeless neutral finishes with thoughtful design throughout. Hardwood floors lead into an elegant open living space with an electric fireplace and a statement kitchen featuring an expansive island and polished finishes. The first-floor primary suite feels like a hotel with a spa-inspired bath, oversized walk-in closet and direct laundry access. A dedicated office adds everyday ease. The finished lower level offers 2 additional bedrooms, a full bath, spacious rec room, gym and storage. Outside, enjoy a covered patio and private backyard, all minutes from downtown Montgomery, Bethesda North, Sixteen Mile and Harper's Point in Sycamore Schools.

9815 Orchard Trail, Montgomery

10600 Indian Woods Drive, Montgomery
$1,225,000
5 Beds ⋅ 6 Baths ⋅ 1890817 MLS
A Rare Find on NEARLY 3 PRIV ACRES. Backs to Indian Hill Nature Preserve on One Side. Huge, Hard to Find, 3,500 sq ft abv gd Sprawling, Ranch. Experience Elevated Montgomery Living, Creative Design & Exceptional Flexibility. Completely Renovated w/Large, Sparkling Htd Pool& Spa. Stunning 1st Impression w/an Expansive Open Combined Kit, DR & LR w/Impressive Flr to Ceil Stone FP Under an Incredible Wooded vaulted Ceiling Creating the Perfect Gathering Space, All Overlooking a Phenomenal Resort-like Bkyrd Retreat. Tranquil Prim Bd w/Spa-like Ba &Drssing Area. Convenient 1st Flr Stdy &Lndry. Huge W/O LL is the Ideal Guest or In-law Ste feat 2 Bdrms, 2 Full Ba, FR, Kit, Exercise Rm & 2nd Lndry Rm. Bkyd Oasis feat Htd Gunite Pl, Spa, Patio w/Pergola, Lovely Gazebo &Fire Pit w/Peaceful Wd Views. 4 Car Gar. A Hm that Blends Luxury, Comfort &Privacy. Full List of Updates on MLS. Conveniently Located Near Restaurants, Shopping &Highway Access. An extraordinary, Rare Find in the Sycamore Schools.

10600 Indian Woods Drive, Montgomery

8389 Shadowpoint Court, Montgomery
$700,000
4 Beds ⋅ 3 Baths ⋅ 1893622 MLS
Hard to Find, Stunning, Spacious, Beauty in Montgomery! Meticulously Maintained Hm on a Large, Level, Private, Park-like, Cul-de-sac lot In Sycamore Schools! Wonderful Kit w/ SS Appl, Solid Surface Counters & W/O Opens Seamlessly to FR w/ Cozy Brick FP Surrounded by Custom Built-in Shelving. Relax in the Stunning 4 Season Room Addition w/ Vaulted Ceiling & W/O. Tranquil Primary BR Enjoys Adjoining Bath w/ Huge Shower & WIC. Generous Bdrm Sizes w/ Plenty of Storage. Newly Finished LL w/ Huge Rec Area. Picturesque Backyard, Perfect for Entertaining w/ Trex-like Deck & Paver Patio. Many Updates Including: New Roof, Newer Windows. Conveniently Located within Minutes to Schools, Shopping, Parks & Highway Access. A Perfect Blend of Space, Comfort & Lifestyle. This is The One You've Been Waiting For!

8389 Shadowpoint Court, Montgomery

10555 Montgomery Road, Montgomery
$292,000
2 Beds ⋅ 2 Baths ⋅ 1880590 MLS
Welcome to easy, low-maintenance living in the heart of Montgomery! This beautifully updated 2 bed, 2 full bath townhouse offers a spacious & versatile layout with vaulted ceilings, a cozy fireplace, all-new Pella windows throughout, luxury vinyl flooring throughout - no carpet! The large primary bedroom includes on-suite bathroom & large walk-in closet, updated kitchen features stainless steel appliances & HVAC was replaced in 2021. The finished walkout lower level includes a bar with a mini-refrigerator, sink & provides a large entertainment area perfect for a family room, home office, workout space or hosting guests. Enjoy a 1-car garage plus an assigned parking space & fantastic community amenities including a pool, clubhouse & fitness center. Pet friendly & rentals permitted with HOA guidelines! Located in highly rated Sycamore Schools & convenient to Bethesda North, downtown Montgomery, parks, shopping, restaurants, major highways & everyday conveniences. Move-in ready!

10555 Montgomery Road, Montgomery

10555 Montgomery Road, Montgomery
$180,000
2 Beds ⋅ 2 Baths ⋅ 1892944 MLS
Welcome to Mayfair of Montgomery! This inviting 2-bedroom, 2-full-bath condo offers low-maintenance living in a Montgomery location. The spacious floorplan features a private primary bedroom with an en-suite bath, well-appointed kitchen, dining area, large living room, in-unit laundry, and private deckperfect for morning coffee or relaxing with friends. Newly replaced windows and sliding glass door provide peace of mind, energy efficiency, and plenty of natural light. A single-car garage offers secure parking and storage. Mayfair residents enjoy a pool and clubhouse, creating opportunities to relax and connect with neighbors. Ideally located directly across from Bethesda North Hospital with easy access to I-71 and I-275, plus shopping, restaurants, parks, and all that Montgomery has to offer just minutes away. A wonderful opportunity in a fantastic community and location! Don't miss your chance to make this condo your new home. Schedule your private showing today! Don't miss this one!

10555 Montgomery Road, Montgomery

10019 Zig Zag Road, Montgomery
$360,000
3 Beds ⋅ 2 Baths ⋅ 1883471 MLS
Traditional brick Cape Cod in Montgomery- Sycamore Schools. Covered front porch and a fully fenced yard, just under half an acre. Updated throughout with refinished hardwood floors and fresh paint. New roof. Remodeled kitchen featuring granite countertops, stainless steel appliances, new island, and walkout access to the front porch. First floor primary suite with walk in closet and updated en suite bathroom complete with marble floors, double vanity, and a spacious walk-in shower. Finished lower level with walkout to the backyard, wet bar, and two finished living spaces perfect for a rec room, home office, or playroom. Additional storage in the basement and garage offers plenty of space. Move right in and enjoy a prime location close to everything Montgomery has to offer.

10019 Zig Zag Road, Montgomery

7711 Stonehenge Drive, Montgomery
$1,050,000
4 Beds ⋅ 3 Baths ⋅ 1890957 MLS
All new true move-in cond w hi-end upgrdes thruout. 900 sq ft addition over 12 months. Gutted to studs w all new wiring & lutron switches, PEC wtr lines & fxtures. New kit w BlueStar s/s gas convection oven & range, Cafe apps, Miele dsh, new Qtz cntrs & oversz island, Kit open to Fm rm & DR. Gorgeous designer 293 sf lux primary bath, his n her w.i.c w blt-ins, marble oversz dbl shower, oversz white acrylic tub, New hwd flrs lvls 1&2, new walk-in pantry, new laundry w blt in Amish cupbrds & walkout, all new 1sr flr wndws , new rear roof & siding, new Rhino Shield 25 yr paint ext, new fence w wire lining, tankless wtr htr, all new 830 sf patio w kt cntr wndow... won't last... rare excellence in design & execution.

7711 Stonehenge Drive, Montgomery

9000 Legendary Pass, Montgomery
$755,000
5 Beds ⋅ 3 Baths ⋅ 1893263 MLS
True 5-bed on over an acre of wooded privacy! Well-maintained 2-story with incredible curb appeal featuring a large formal dining room with bay window, spacious vaulted living room w/ dramatic floor-to-ceiling stone fireplace, updated eat-in kitchen with center island, sought-after 1st fl primary suite with huge spa-like attached bath + walk-in closet, additional 1st floor bedroom perfect for nursery or home office, bonus loft with cozy study space complete with built-in bookcases, plus 3, 2nd fl BRs, dual vanity hall bath, full basement with bath rough-in offering endless potential. New roof. Fresh paint inside + out. Recently updated landscaping. Plus a 2-car side-entry garage, inviting front porch, and oversized tiered deck overlooking an exceptionally private yard complete with pond.****This home is in multiple offers. Please submit your h/b offers by 5:30 pm on 9/13/26. See attached docs for details. Seller reserves the right to accept an offer prior to deadline.

9000 Legendary Pass, Montgomery

10260 Pendery Drive, Montgomery
$1,399,000
4 Beds ⋅ 5 Baths ⋅ 1876933 MLS
Tucked away in a sought-after Montgomery location within Sycamore Schools, this exceptional 2014 custom home by Christopher Robin Homes blends luxury, comfort, and thoughtful design. High-end finishes throughout, soaring ceilings, rich hardwood floors, and expansive windows fill the home with natural light. The open layout connects a gourmet kitchen to the dining and living areas. A first-floor primary suite offers a private retreat, complemented by a spacious study, large laundry room, and oversized two-car garage with California Closets. The walk-out lower level features a full bar, exercise room, two bedrooms, and two full baths. Outdoor living includes a covered patio, fireplace, scenic views, and pergola-an ideal space to relax or entertain.

10260 Pendery Drive, Montgomery

7755 Pfeiffer Road, Montgomery
$375,000
3 Beds ⋅ 3 Baths ⋅ 1891368 MLS
Make it your own ranch home in Montgomery! A little paint, hardwood under carpet! The first floor offers 3 bedrooms and 2 full bathrooms, including a spacious primary bedroom with its own attached bath. The kitchen features granite countertops and opens to a bright sunroom overlooking the large backyard perfect for relaxing or entertaining. The full basement provides plenty of additional space and storage potential. Outside, the property offers an attached 2-car garage plus a detached 1-car garage, providing excellent parking and workspace options. A wonderful opportunity to enjoy 1st floor level living with partially finished LL. plenty of space inside and out! 2011-HVAC, 2011-New Metal Roof, Tankless Water Heater! Solar Panels installed in 2011!!

7755 Pfeiffer Road, Montgomery

10250 Kerrianna Drive, Montgomery
$450,000
4 Beds ⋅ 2 Baths ⋅ 1885247 MLS
Beautifully updated ranch home on a rare, flat half-acre lot in the heart of Montgomery! Offering 4 bedrooms, 2 full baths, and over 1,000 sq. ft. of finished lower-level living space, this home provides exceptional flexibility for entertaining guests or working from home. The bright, open floor plan features hardwood floors, recessed and blue tooth lighting, heated flooring, and a gas fireplace. The finished lower level includes a full bath, large laundry room, and potential 5th bedroom. Major improvements include newer HVAC, waterproofed basement, sewer liner, and gutter guards. Enjoy the fully fenced backyard with a spacious paver patio, multi-purpose shed, grape arbor, and five varieties of berries. Located in the highly desirable Sycamore School District, and within walking distance to Maple Dale and Summit and Swaim parks.

10250 Kerrianna Drive, Montgomery

7513 Golf Green Drive, Montgomery
$515,000
4 Beds ⋅ 3 Baths ⋅ 1886812 MLS
Spacious four-bedroom, two-and-a-half-bath ranch offering convenient one-floor living and exceptional potential. Beautiful 3/4-inch oak hardwood floors extend throughout the home, complemented by neutral paint and generous room sizes. The primary bedroom features a private attached bath and walk-in closet. An approximately 2,100-square-foot unfinished basement provides abundant storage and the opportunity to nearly double the home's finished living space. Additional features include a first-floor laundry room, two-car garage, gas furnace, gas water heater, and flat front and rear yards. Just moments away from the new Montgomery Quarter and all the shopping and dining of Old Montgomery. This home is ready for it's next chapter.

7513 Golf Green Drive, Montgomery

9641 Todd Drive, Montgomery
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 1889493 MLS
Craftsman Charm in the Heart of Montgomery! Blocks from downtown & Swaim Park, this custom residence offers seamless living with red oak hardwood floors and custom tile across all main spaces, no carpet! The open-concept main floor features charming built-ins and a gourmet kitchen with premium appliances, a center island, and a beverage station. The adjoining flex space shines as a custom walk-in pantry, prep kitchen or small office. Up the hardwood stairs, find a serene primary retreat with an ensuite bath & dressing room, alongside generous secondary bedrooms and 2nd-floor laundry. The finished lower level adds versatile living space with a family room, office/exercise room, and full bath. Outdoor living is unmatched: relax in the sunroom or entertain on the covered patio featuring a stone fireplace and built-in grill - all overlooking a manicured, fenced yard. Walk, ride to local shops, dining & recreation. Turn-key & ready for immediate occupancy. Pre-listing inspections completed

9641 Todd Drive, Montgomery

10667 Montgomery Road, Montgomery
$230,000
2 Beds ⋅ 4 Baths ⋅ 1886843 MLS
Welcome home to this spacious townhome in the highly desirable Sycamore School District. This move in ready townhome offers two generous bedrooms, each featuring new carpet, a private full bath and a walk in closet for comfort and convenience. All kitchen appliances convey, including a brand new stainless steel stove, plus the washer and dryer. The finished lower level offers flexible living space that can serve as a rec room, family room, home office, workout area, or even a third bedroom. 2 assigned parking spots. One directly in front of the townhome. The other is under the carport marked #13. Enjoy low maintenance living in a convenient location close to shopping, dining, parks, and major highways. Over 1600sqft of living space. Whether you are a first time buyer, downsizing or looking for an investment opportunity, this home is ready for its next owner.

10667 Montgomery Road, Montgomery

8001 Deershadow Lane, Montgomery
$582,500
4 Beds ⋅ 4 Baths ⋅ 1885809 MLS
Impeccably maintained home with outstanding curb appeal, highlighted by a manicured lawn and beautiful gardens. The spacious kitchen features stainless steel appliances, a pantry, and a planning desk, and opens to the updated family room with a cozy fireplace. Step outside to the patio, deck with pergola, and large backyard-perfect for relaxing or entertaining. Gorgeous hardwood floors run throughout much of the home, complemented by an oversized remodeled first-floor laundry/mud room and an updated powder room. Spacious bedrooms include a primary suite with an ensuite bath and walk-in closet. furnace (2024), A/C (2019), windows (2019), and roof (2019). Ideally located near Dulle Park, Pioneer Park, and the Johnson Nature Center.

8001 Deershadow Lane, Montgomery

10639 Weil Road, Montgomery
$500,000
4 Beds ⋅ 3 Baths ⋅ 1883430 MLS
Beautifully maintained and move-in ready, this charming home features newly refinished hardwood floors throughout, abundant natural light, and a spacious eat-in kitchen. The inviting family room is accented by a cozy fireplace with a wood-burning stove and walks out to a refreshed screened porch and patio overlooking the large, flat, fenced backyard complete with a concrete basketball area and storage shed. The home also features updated bathrooms, fresh interior paint, brand-new gutters, and numerous thoughtful improvements throughout. Conveniently located near shopping, dining, and Weller Park, this home offers the perfect blend of comfort, functionality, and outdoor living. Seller is providing a one-year home warranty for added peace of mind.

10639 Weil Road, Montgomery

10489 Cinderella Drive, Montgomery
$495,000
3 Beds ⋅ 3 Baths ⋅ 1884262 MLS
10489 Cinderella Dr is a multi-level Montgomery single- home built in 1958, laid out across three bedrooms and two and a half bathrooms for everyday use. The kitchen pairs wood cabinetry with a tile backsplash and tile flooring, while stainless steel appliances handle daily cooking and cleanup and a double sink set beneath a window adds natural light. A fireplace with a wood mantel anchors the main living area, adding warmth and ambiance to the hardwood flooring beneath large windows. The bedrooms carry that hardwood flooring through, and the bathrooms provide a double-sink vanity to ease busy mornings along with a tub and shower combination and a separate walk-in shower for daily routines. A rear deck and large backyard extend the living space outdoors, and a 2-car garage completes this well-maintained residence with practical amenities throughout.. Included 100-Day Home Warranty with buyer activation

10489 Cinderella Drive, Montgomery

9750 Zig Zag Road, Montgomery
$1,700,000
5 Beds ⋅ 5 Baths ⋅ 1887736 MLS
This exceptional Hensley custom-built home offers around 5,250 sq ft and impressive curb appeal on one of Montgomery's most sought-after lots. Every aspect of this 5-bedroom, 4.5-bath residence is thoughtfully crafted for today's families. The main floor features an open-plan layout with a gourmet kitchen that includes a large island, quartz countertops, a walk-in pantry, dry bar, dedicated dining area, and updated lighting-all seamlessly connected to the family room, which leads out to a covered porch and new stone paver patio. Near the oversized three-car garage, there's a planning desk, a spacious walk-in closet, cubbies, and a generous laundry room with a convenient laundry chute. Upstairs, you'll find five roomy bedrooms: two pairs share Jack and Jill bathrooms, while the primary suite boasts a spa bath and a huge walk-in closet. The lower level has 9-foot ceilings, a rec room with a wet bar, a possible sixth bedroom or second study, exercise space, and a full bath.

9750 Zig Zag Road, Montgomery

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity™ program of the Multiple Listing Service of Greater Cincinnati. Real estate listings held by brokerage firms other than our company are marked with the Broker Reciprocity™ logo (the small house as shown to the left) and detailed information about them includes the name of the listing brokers. This data is up-to-date as of . Copyright 2026, MLS of Greater Cincinnati, Inc. All rights reserved. Information deemed reliable but not guaranteed.

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