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7860 Jolain Drive, Montgomery
$1,000,000
3 Beds ⋅ 4 Baths ⋅ 1883932 MLS
OPEN House Saturday 11-12:30 PM! Desirable one-level living with impressive custom-built features throughout. Lots of gleaming hardwoods thru main level, beautiful millwork including family room built-ins, beamed & tray ceilings. Generous living spaces feature a large family room and well-equipped eat-in kitchen with large center island and eating area. Formal dining room, primary master suite with hardwod flooring, private bath with split vanities, shower and soaking tub. Main level office could be 4th bedroom. Large finished areas on lower level with rec room, bedroom and an additional full bathroom. Extend your indoor living space to the outdoors with a screened porch and oversized patio overlooking the private 1/2 acre yard.

7860 Jolain Drive, Montgomery

Courtesy of Eleanor Kowalchik with Keller Williams Pinnacle Group

Courtesy of Eleanor Kowalchik with Keller Williams Pinnacle Group

115 Candlewood Circle, Montgomery
$1,000,000
3 Beds ⋅ 3 Baths ⋅ 1880561 MLS
Meticulously maintained and pristine condition sought after courtyard home in the prestigious Vintage Club offers an open & airy floor plan with contemporary decor, hardwood floors and walks out to a delightful covered patio! The first floor primary suite enjoys a deluxe bath, walk-in closet and adjoining oversized first floor laundry. There is an additional bedroom on the main floor. The expansive finished lower level features a rec room, another bedroom, full bath and an exercise room. The community also offers a clubhouse with a pool, and there are several neighborhood activities as well. Within minutes to Harper's Point, shops & restaurants, this is an ideal location!

115 Candlewood Circle, Montgomery

Courtesy of Celia Carroll with Sibcy Cline, Inc.

Courtesy of Celia Carroll with Sibcy Cline, Inc.

120 Village Gate Lane, Montgomery
$950,000
3 Beds ⋅ 3 Baths ⋅ 1882230 MLS
Welcome home to this warm & inviting courtyard home located within the prestigious Vintage Club! The delightful courtyard and oversized paver patio make this an ideal space to entertain friends & family! The open concept plan continues to delight. The first floor primary bedroom enjoys a walk-in closet and deluxe bath. There is another bedroom and full bath on the main floor. More enjoyment can be had in the expansive finished lower level which features a large rec room, wet bar, another bedroom, full bath and hobby room. Additional amenities of this wonderful property include a first floor study, first floor laundry, flex room on the main level and a fenced yard. Within minutes to Harper's Point, shops & restaurants, the location is ideal as well!!

120 Village Gate Lane, Montgomery

Courtesy of Celia Carroll with Sibcy Cline, Inc.

Courtesy of Celia Carroll with Sibcy Cline, Inc.

7840 Pfeiffer Road, Montgomery
$940,000
4 Beds ⋅ 3 Baths ⋅ 1847367 MLS
Amazing, FINISHED, residential property from Ashford Homes in Montgomery! This spacious layout is 2,876 square feet, showcasing beautiful hardwood flooring and lofty 9-foot ceilings on the first floor. The two-story great room boasts a cozy gas fireplace, while the gourmet eat-in kitchen comes complete with a butler's pantry. Separate study/office, dining room plus additional space for a breakfast room that walks out onto your covered back deck. Enjoy a luxurious master suite and a super convenient 3-CAR garage! Option to finish the lower level for additional cost. Set on a flat, spacious lot and seconds from Johnson Nature Preserve, Dulle Park, Pioneer Park, shopping and easy highway access. Ready for you to move in! Option to put a circular driveway in for easy coming and going.

7840 Pfeiffer Road, Montgomery

Courtesy of Scott Oyler with Coldwell Banker Realty

Courtesy of Scott Oyler with Coldwell Banker Realty

230 Vintage Club Drive, Montgomery
$895,000
2 Beds ⋅ 2 Baths ⋅ 1868250 MLS
Welcome to refined living at 230 Vintage Club Drive, where timeless design meets effortless luxury. Beautifully appointed 2 bedroom, 2 bath condominium with a dedicated study offers an exceptional blend of sophistication, whisper quiet comfort, and convenience within the sought-after Vintage Club community. Gourmet kitchen is thoughtfully designed with Bosch appliances, quartz countertops, and a spacious pantry. Primary suite is a true retreat, from the generous walk-in closet to full bath with a zero-threshold walk-in shower. Step outside to a spacious covered balcony with a gas grill hookup and peaceful village views ideal for morning coffee or evening relaxation. Other highlights include a secured underground parking garage with two dedicated parking spaces, three separate storage areas. Residents enjoy full access to all the amenities of the Vintage Club, offering comfort, privacy, and community. Truly an ideal setting for comfortable living and impressive entertaining.

230 Vintage Club Drive, Montgomery

Courtesy of Gregory Tassone with Coldwell Banker Realty

Courtesy of Gregory Tassone with Coldwell Banker Realty

10706 Woodgate Lane, Montgomery
$889,000
4 Beds ⋅ 5 Baths ⋅ 1877605 MLS
Gorgeous, Updated Hm in Popular Sycamore School District on Cul-de-sac. Dramatic 2 Stry Fam Rm feat Beautiful FP & Custom Bulit-ins &Wall of Windows is Open to Fabulous, Updated Gourmet Kit w/Expansive Islnd, SS Appl &Granite w/Walk-out to Tiered Deck w/Pergola Overlooking Priv Wd Bkyrd. 1st Flr Stdy w/French Drs &Cust Bkshelves. Abundance of Win w/Fantastic Views of Greenery. Spacious Primary Ste w/Sit Area &Reno, Tranquil, Spa-like Ba w/Sleek, Zero Entry Shwr. Add'l Ensuite &2 Bds Joined by J-n-J Ba. Fin LL w/Rec Area, Poss 5th Bd & Ba w/Soaring 9ft Ceil. Oversized 3 Car Gar. Meticulously Maintained. New Carpet 1st Flr, Fresh Int Paint, New Stove Range &Vent, New Sprinkler System. All 5 Ba Updated. Sch Bus Stop-End of St. Located Near Shopping, Restaurants, Highway Access. This One is a Gem!

10706 Woodgate Lane, Montgomery

Courtesy of Diane Tafuri with Sibcy Cline, Inc.

Courtesy of Diane Tafuri with Sibcy Cline, Inc.

11430 Brattle Lane, Montgomery
$875,000
4 Beds ⋅ 4 Baths ⋅ 1884917 MLS
Updated and well-maintained two-story home situated on a level, over half-acre lot in the highly desirable Montgomery area. Offering more than 3,800 finished square feet, this spacious home features 4 bedrooms, 2 full bathrooms, and 2 half bathrooms. The main level offers an ideal layout for both everyday living and entertaining, with a formal dining room, private study, formal living room, and a cozy family room with a fireplace. The kitchen and family room each feature sliding glass doors that open to the expansive patio, overlooking the flat, tree-lined backyard, a perfect setting for outdoor gatherings. A convenient first-floor laundry room adds to the home's functionality. Upstairs, you'll find all 4 bedrooms, including the generous primary suite. The finished lower level provides exceptional additional living space with a media area featuring custom built-ins, a wet bar, a versatile flex space near the staircase, an exercise room, and a half bathroom.

11430 Brattle Lane, Montgomery

Courtesy of Scott Oyler with Coldwell Banker Realty

Courtesy of Scott Oyler with Coldwell Banker Realty

9891 Tollgate Lane, Montgomery
$850,000
4 Beds ⋅ 3 Baths ⋅ 1880075 MLS
THIS is a home for the heart, mind and spirit! Sense the magic the moment you enter...entire 1st floor updated with class including dream custom Auer kitchen with all Wolf appliances, magnificent study with built-ins and walkout to nature filled deck! Upstairs the vaulted primary BR lets you wake up with a picture window view of treetops, all new HDWD floors, Fandelier (Chandelier w/hidden fan and Bluetooth), fireplace, large closet with built-ins and barn door closure. All new primary bath! The tiered deck overlooking the fully fenced yard (complete with a wondrous tree growing through the deck middle!) is tranquility at it's best! Prime heart of Montgomery location with easy access to shopping and restaurants! Rare find!

9891 Tollgate Lane, Montgomery

Courtesy of Ellie Reiser with Comey & Shepherd

Courtesy of Ellie Reiser with Comey & Shepherd

8931 Terwilligers Trail, Montgomery
$849,900
4 Beds ⋅ 6 Baths ⋅ 1844700 MLS
Situated in Montgomery's prestigious Teriwilliger's Run subdivision within the Sycamore School District, this exquisite home offers over 4,800 sq. ft. of refined living space. It features three wood-burning fireplaces, custom molding, and a first-floor study. An entertainer's dream, the home boasts a soundproofed theater room, heated floors, and a luxurious primary suite with a spa-like ensuite. The finished walk-out basement offers incredible versatility, complete with a full kitchen, bonus bedroom and bathroom, making it perfect for independent living quarters, a guest retreat, or additional entertainment space. Nestled in a serene, wooded setting, the property is enhanced by seasonal landscaping and a picturesque creek. A 3-car garage adds convenience, and the prime location is just minutes from shopping, dining, and major highway access. A rare opportunity to own in one of Montgomery's most sought-after communities!

8931 Terwilligers Trail, Montgomery

Courtesy of Austin Long with Keller Williams Advisors

Courtesy of Austin Long with Keller Williams Advisors

10295 Southwind Drive, Montgomery
$836,000
4 Beds ⋅ 3 Baths ⋅ 1877619 MLS
Tucked at the end of a quiet cul-de-sac in the sought-after Winds neighborhood, this beautifully maintained home offers space, warmth, and effortless living on a fenced .46-acre lot. From the inviting front porch and manicured landscaping to the light-filled interior, every detail welcomes you in. The heart of the home is a stunning kitchen designed for gatheringcustom cabinetry, an oversized island, and commercial-grade appliances including a 6-burner gas range, hood, and full-size refrigerator and freezer. It flows seamlessly into a cozy pub room, dining area, and a bright family room addition with a gas fireplace. Upstairs, the thoughtfully renovated primary suite features a spacious walk-in closet and luxurious shower. Additional highlights include second-floor laundry, large bedrooms with refinished wood floors, and fresh paint. A finished basement and screened porch extend your living space, . Major systems under 5 years old. SELLER IS LICENSED REAL ESTATE AGENT.

10295 Southwind Drive, Montgomery

Courtesy of Melissa Friede with Keller Williams Seven Hills Re

Courtesy of Melissa Friede with Keller Williams Seven Hills Re

9825 Orchard Club Drive, Montgomery
$815,000
4 Beds ⋅ 5 Baths ⋅ 1875056 MLS
Fabulous home featuring high ceilings, abundant natural light, & an excellent floor plan for everyday living & entertaining. The family room is highlighted by a dramatic floor-to-ceiling fireplace. The kitchen offers marble flooring, extensive cabinetry, stainless steel appliances, & updated lighting. The primary suite includes a soaring ceiling, walk-in closet, & a luxurious bath. Four additional bedrooms provide flexibility for guests, or home office needs. The finished lower level includes a family room, recreation area, wet bar, & ample storage. Outdoor living is enhanced by a rear stone patio, with a shed providing additional storage. Cul-de-sac location. Seller prefers quick closing and occupancy till June 10th. All offers to remain open for 48 hours. No escalation clause.

9825 Orchard Club Drive, Montgomery

Courtesy of Julie Back with Sibcy Cline, Inc.

Courtesy of Julie Back with Sibcy Cline, Inc.

8900 Terwilligers Trail, Montgomery
$800,000
4 Beds ⋅ 4 Baths ⋅ 1875772 MLS
Beautiful tutor with freshly painted exterior, situated on a cul-de-sac lot. Its spacious interior offers a traditional floor plan with large rooms. Large windows & French doors make this home bright & cheery. The 9' ceilings have crown moldings in the LR, DR & study. Solid wood six panel doors throughout. The huge family room has a vaulted ceiling, floor to ceiling gas fireplace, Bookcases, wet bar & French doors that exit to the deck. The massive kitchen is open to the family room & boasts HDWD floors, new S/S double ovens, refrigerator, cooktop and microwave. A planning desk and counter bar are topped off with new granite counters. The kitchen also exits to the deck. The primary bedroom is massive with a huge en-suite bath, double WIC, and jucuzzi tub and separate shower. The three remaining bedrooms are all large with ample closet space. The LL has a huge recreation room with loads of windows and a walk out to the patio. There is also a full bath on the LL.

8900 Terwilligers Trail, Montgomery

Courtesy of Michael Mckeown with Huff Realty

Courtesy of Michael Mckeown with Huff Realty

9829 Orchard Club Drive, Montgomery
$761,000
4 Beds ⋅ 4 Baths ⋅ 1878205 MLS
Accepting Backup Offers! Spectacular 4bed/3.5bath home in Montgomery & desirable Sycamore School District! Located minutes away from Bethesda North Hospital, I-275 & Downtown Montgomery, this open concept 3508sqft home features a bright & airy main level that serves as the heart of the home. The updated eat-in kitchen includes granite countertops, planning desk & crisp white cabinets. This space flows effortlessly into the living and dining areas, anchored by beautiful polished hardwood floors & elevated by elegant crown molding. The well-appointed primary suite features a vaulted ceiling, lrg sitting area & walk-in closet. The ensuite bath includes tile floors, dbl vanity, add'l closet & jetted tub. The finished LL includes a full bath, wet bar & rec room, along with plenty of storage space. Enjoy the outdoors from the private patio, overlooking a lush backyard that is ideal for quiet evenings.

9829 Orchard Club Drive, Montgomery

Courtesy of William Draznik with Coldwell Banker Realty

Courtesy of William Draznik with Coldwell Banker Realty

9860 Delray Drive, Montgomery
$760,000
3 Beds ⋅ 4 Baths ⋅ 1880770 MLS
Beautiful completely remodeled home in desirable Montgomery. This home features 4 bed, 3.5 bathrooms and 2,078+ sq. ft. of living space. The main level features brand-new contemporary flooring, designer lighting, and fresh neutral paint. The kitchen is equipped with premium appliances, sleek countertops, and extensive cabinetry. Bathrooms have been fully updated with modern tile work and upscale vanities. The property includes a spacious finished lower level with a full bath, suitable for a guest suite, media room, or gym. Mechanical and exterior updates include a brand new high efficiency HVAC system, updated plumbing, a new roof, new siding, new gutters, and a freshly poured driveway. Spacious and attached 2-car garage. Located in the Sycamore Local School District with close proximity to Blue Ash Summit Park, Kenwood Towne Centre, and Bethesda North Hospital.

9860 Delray Drive, Montgomery

Courtesy of Nikki Hayden with Private Real Estate Collection

Courtesy of Nikki Hayden with Private Real Estate Collection

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

Courtesy of Kelly Weir with Keller Williams Pinnacle Group

Courtesy of Kelly Weir with Keller Williams Pinnacle Group

10029 Windzag Lane, Montgomery
$729,000
4 Beds ⋅ 3 Baths ⋅ 1860366 MLS
Meticulously well-maintained home situated on a quiet lane in Montgomery. Enter & enjoy beautiful hardwood floors. The remodeled kitchen features quartz counters & backsplash, island, pantry, planning desk, & extends into the professionally designed & remodeled laundry w/ built-in electric fp. Laundry adds a 2nd oven, full sized prep sink & doubles as a mud room w/ entry from garage & backyard & is filled w/ loads of cabinets & a folding area. Hide-away cabinets perfectly conceal & quiet the washer & dryer. All baths have been updated w/ granite tops. The 2 full baths feature double sink vanities & tile floors. Bedroom sizes are generous, as is the prim bath & includes a 2nd closet & sitting area. The cozy LR, filled w/ built-ins, walks out to a backyard designed w/ entertaining in mind featuring a covered gazebo w/ lighting & electric for outdoor barbecuing & dining, & a newly installed patio w/ firepit area. Immediate occupancy available in time for the holidays.

10029 Windzag Lane, Montgomery

Courtesy of Andrew Buckley with Coldwell Banker Realty

Courtesy of Andrew Buckley with Coldwell Banker Realty

12039 Cooperwood Lane, Montgomery
$726,000
5 Beds ⋅ 4 Baths ⋅ 1857089 MLS
Updated Montgomery gem! Over 3,000 sq. ft. with 9 ft. ceilings and open layout. First floor features hardwood, upstairs updated with LVP. Bathrooms remodeled, including luxury primary suite plus updated second & third baths. Roof (2015), HVAC (2015), water heater (2020). Kitchen with granite island opens to family room with fireplace. Bright three-season room overlooks flat backyard. Includes first-floor bedroom & full bath, skylights, recessed lights, and whole-house generator. Located in desirable Swaim Field, walk to parks, restaurants, and Montgomery Downtown. Sycamore Schools. Classic charm with modern updatesthis home is truly move-in ready!

12039 Cooperwood Lane, Montgomery

Courtesy of Lanxi Song with Keller Williams Seven Hills Re

Courtesy of Lanxi Song with Keller Williams Seven Hills Re

10228 Hightower Court, Montgomery
$725,000
4 Beds ⋅ 3 Baths ⋅ 1874335 MLS
Don't miss out on this one-of-a-kind California Modern Walkout ranch! This completely remodeled 4 bedroom, 2 1/2 bath home has it all! Enjoy all the updates inside from the completely remodeled kitchen, solid bamboo floors on the main floor, custom insulated front door, and the LL bathroom remodel. Enjoy the high efficiency wood stove and tile hearth, updated laundry room, new flooring in bedrooms, and more! Outside you can enjoy your privacy with over 2 wooded acres, beautiful in-ground pool, new house wrap with custom board and batten siding, gutters, and exterior lighting! Newer roof and skylight, privacy fence to rear yard, new deck, and an open-roof pergola! New back yard fence and propane tank install, not to mention the new pool house completion and pool equipment upgrades! Come and check out this one-of-a-kind home today!

10228 Hightower Court, Montgomery

Courtesy of Tiffany Wyss with Keller Williams Advisors

Courtesy of Tiffany Wyss with Keller Williams Advisors

8130 Hopewell Road, Montgomery
$715,000
3 Beds ⋅ 3 Baths ⋅ 1877001 MLS
A midcentury modern marvel! Thoughtfully renovated top to bottom in 2022, this brick ranch seamlessly blends retro charm with modern conveniences. Featuring light-filled open living/dining spaces w/hardwoods + dramatic stone woodburning fireplace, fully-remodeled quartz/stainless kitchen w/tile backsplash, awesome 4-season room flex space, vaulted primary suite w/walk-in closet + spa-like dual vanity attached bath complete w/heated floors, spacious 2nd bdrm + recently updated hall bath, and finished lower level rec space with built-ins/fireplace/dry bar, knotty pine walled office + addt'l bdrm/full bath. Sustainable touches abound, including a rain barrel system for watering landscaping, conduits/breakers for future solar panels, and wiring for 2 car chargers. New roof. Newer HVAC/tankless water heater/insulation. Plus an attached 2-car garage + rear paver patio overlooking a professionally landscaped yard. All in a superb Montgomery location mins from shopping/dining/expressways!

8130 Hopewell Road, Montgomery

Courtesy of Eleanor Kowalchik with Keller Williams Pinnacle Group

Courtesy of Eleanor Kowalchik with Keller Williams Pinnacle Group

9901 Knollwind Drive, Montgomery
$705,000
4 Beds ⋅ 3 Baths ⋅ 1876964 MLS
Located in the heart of Montgomery, 9901 Knollwind Drive offers timeless charm throughout. This beautifully maintained all-brick home features a desirable side-entry garage and spacious, light-filled rooms with hardwood floors throughout the home. The layout is ideal for both everyday living and entertaining, with two fireplaces creating the perfect setting for separate gathering spaces. Just off the walkout living room, you'll find a tucked-away secret garden a private outdoor retreat that feels like your own hidden escape. The kitchen opens to a deck, perfect for effortless summer dining and hosting. Updates provides peace of mind, including a new driveway, front door, HVAC system, rood, garage door, sump pump, and more, along with thoughtful enhancements like under-cabinet kitchen lighting & gutter leaf guards. A rare opportunity to own a well-cared-for home in one of Montgomery's most sought-after locations.

9901 Knollwind Drive, Montgomery

Courtesy of Kas Winkler with Sibcy Cline, Inc.

Courtesy of Kas Winkler with Sibcy Cline, Inc.

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

Courtesy of Diane Tafuri with Sibcy Cline, Inc.

Courtesy of Diane Tafuri with Sibcy Cline, Inc.

9018 Winthrop Drive, Montgomery
$678,500
4 Beds ⋅ 4 Baths ⋅ 1877299 MLS
A rare blend of scale, style, and privacy in a coveted Sycamore Schools neighborhood. Nearly 4,000 finished sq ft with sun-drenched interiors, rich hardwood floors throughout, and a layout designed for both entertaining and everyday living. The vaulted family room with a gas fireplace flows to a standout custom bar with live-edge walnut shelving, while the renovated kitchen connects to an incredible $75K multi-tier Trex deck overlooking a wooded acre with creek and peaceful views. Upstairs offers 4 generous bedrooms and beautifully updated baths, including a luxe primary renovation. Walkout lower level adds flexible living with rec spaces, full bath, wine cellar, gym/playroom, and endless storage. Thoughtful upgrades include a new walk-in pantry, refreshed mudroom, designer wallpaper accents, and custom touches throughout. Private, polished, and full of personality!

9018 Winthrop Drive, Montgomery

Courtesy of Scott Oyler with Coldwell Banker Realty

Courtesy of Scott Oyler with Coldwell Banker Realty

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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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of the Dayton Area Board of Realtors® MLS IDX Database. Real estate listings from the Dayton Area Board of Realtors® MLS IDX Database held by brokerage firms other than Mark Ryan Group RE/MAX Victory + Affiliates are marked with the IDX logo and are provided by the Dayton Area Board of Realtors® MLS IDX Database. Information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in. Copyright© 2026 Dayton Area Board of Realtors®

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