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21629 Rose Hollow Dr, Southfield
$329,900
3 Beds ⋅ 3 Baths ⋅ 20261085860 MLS
Welcome to Plum Hollow Woods! Ideally situated directly across from the prestigious Plum Hollow Country Club, this beautifully maintained 3-bedroom and 2.5 bathroom located on a cul-de-sac offers the perfect blend of comfort, style, and convenience in a peaceful setting. Step inside to discover an inviting open-concept floor plan featuring a spacious living room and dining area, ideal for both everyday living and effortless entertaining. Large great room features a fireplace with a sliding door leading to the beautiful enclosed sun porch, perfect for relaxing and taking in the serene surroundings, along with a low-maintenance Trex deck overlooking the backyard. The well-appointed kitchen boasts granite countertops, stainless steel appliances, abundant cabinetry, and a breakfast bar with overhand seating. Retreat to the generously sized primary suite, complete with a private full bathroom and spacious walk-in closet. Additional highlights include a finished basement offering versatile living and entertaining space, an attached 2-car garage equipped with an electric vehicle charging connection, and significant upgrades, including a new roof (2024), furnace (2024), central air conditioning and humidifier (2024). Perfectly positioned near shopping, dining, schools, major freeways, this exceptional home offers a wonderful combination of tranquility and accessibility. Don't miss the opportunity to make this beautiful home your own.

21629 Rose Hollow Dr, Southfield

Courtesy of ICON Realty Experts, LLC 2489859961

23249 Morningside St, Southfield
$700,000
5 Beds ⋅ 5 Baths ⋅ 20261077698 MLS
Magnificent Mid-century Masterpiece on 1.48 acres. This custom-designed quad-level residence was thoughtfully conceived by acclaimed architect James W. Conn for effortless living and elegant entertaining. A grand entry welcomes you into a light-filled interior defined by vaulted ceilings, airy proportions and an exceptional sense of space. Each main-level living space opens onto a sprawling back deck overlooking the private yard with a natural wooded backdrop creating a sense of seclusion and privacy. The original mid-century kitchen cabinetry has been beautifully preserved and paired with updated appliances, a generous walk-in pantry and wet bar opening to the adjacent family room where you will find a sunken living area with an elevated dining area anchored by a fantastic mid-century fireplace. An elegant paneled den/office with custom built-ins provides a sophisticated space for work or relaxation. A few steps lead to the upper level dedicated to four private bedroom accommodations. The spacious primary suite boasts abundant closets and a discreet dressing area. An additional bedroom features an ensuite bath, while the remaining two bedrooms share a beautifully updated marble bath. The lower living level offers remarkable versatility, including a fifth bedroom that can be used as a flexible office or studio. Also on this level is a full bath, large laundry room, mud room and direct access to the three-car garage. The expansive walk-out basement offers a true blank canvas and boasts abundant storage and a wall of door walls opening to a private patio. This space provides endless potential to create a home gym, recreation room, family room or other personalized living areas. Price includes the current .86 acre lot and adjacent .62 parcel for a total of 1.48 acres of wooded privacy. Ideally located along the Bell Road corridor, providing exceptional access to major thoroughfares and everything that Metro Detroit has to offer.

23249 Morningside St, Southfield

Courtesy of @properties Christie's Int'l R.E. Birmingham 2488508632

23433 Riverview Dr, Southfield
$450,000
5 Beds ⋅ 4 Baths ⋅ 20261079059 MLS
*MULTIPLE OFFERS RECEIVED-PLEASE SUBMIT YOUR BEST OFFER BY THURSDAY, 10/8 AT 1:00PM. Cherished by its original owners for half a century, this custom-built Southfield retreat offers nearly 4,000 square feet of timeless craftsmanship and sprawling space in an idyllic .53 acre cul-de-sac setting. From the moment you step into the open foyer, you are drawn into the two-story great room anchored by an impressive brick fireplace and expansive windows that bring the tranquil, wildlife-filled natural backdrop indoors. Designed for both vibrant entertaining and seamless daily living, the main floor boasts an oversized dining room ready for unforgettable holiday gatherings, a peaceful den/library ideal for a home office, and a bright kitchen complete with stainless steel appliances, a breakfast nook, and direct access to the backyard. The ideal layout for multi-generational living offers 5 bedrooms and 3.5 baths. Upstairs, retreat to a sanctuary of private quarters featuring a massive primary suite with a jetted tub, walk-in closet, and a private balcony overlooking the serene yard, alongside two additional bedrooms that share a full dual-sink bath. The lower level extends your living options with two more bedrooms, a full bath, and a massive family room with a wet bar and door wall to the covered patio, while an enormous unfinished basement offers boundless potential. Back-up generator for piece of mind. Dual furnaces and central a/c units have been maintained annually. Sprinkler system will be winterized in mid-October. Furnishings, ping pong table, and game room fridges can be included. Meticulously maintained with quality materials that stand the test of time, this home is aggressively priced to let you infuse your personal style with some fresh paint and new carpet to effortlessly bring your vision to life—act fast to claim this unmatched combination of scale, location, and potential before it’s gone!

23433 Riverview Dr, Southfield

Courtesy of Keller Williams HomeTowne 2486262100

27348 Oxford Dr, Southfield
$522,000
4 Beds ⋅ 4 Baths ⋅ 20261075173 MLS
Welcome to this stunning, beautifully maintained brick colonial offering over 3,000 square feet of elegant living space. An impressive columned entryway sets the tone as you step inside to a grand two story foyer with soaring ceilings and an abundance of natural light. The main level offers a spacious living room and an inviting family room centered around a beautiful fireplace, creating the perfect setting for both everyday living and entertaining. The expansive kitchen is designed to impress, featuring abundant cabinetry, generous countertop space, a charming breakfast nook, and a convenient butler’s pantry. A first-floor powder room and laundry room add to the home’s thoughtful and functional layout. Upstairs, retreat to the luxurious primary suite featuring a spacious bedroom, walk-in closet, and private bath complete with an oversized soaking tub. Three additional generously sized bedrooms provide plenty of space and comfort. Vaulted ceilings and architectural details throughout enhance the home’s grand and sophisticated feel. The large basement offers endless possibilities and is ready to be transformed into additional living, entertaining, fitness, or recreation space. Outside, enjoy an expansive backyard surrounded by beautiful mature trees and natural scenery, creating a peaceful and private setting. With its impressive scale, elegant details, spacious floor plan, and beautiful surroundings, this exceptional home offers the perfect blend of luxury, comfort, and timeless style.

27348 Oxford Dr, Southfield

Courtesy of KW Domain 2485900800

Selling Office: Golden Key Realty Group LLC.

18600 W 10 Mile Rd, Southfield
$800,000
20261074448 MLS
Excellent investment opportunity featuring a clean, professional two-story office building with **27 designated suite numbers—12 on the main level and 15 on the second level.** Several adjoining suites are currently combined to create larger tenant spaces, offering flexibility to accommodate a variety of users or divide spaces for future tenants. The building has strong existing occupancy, and each floor features a kitchen and separate men's and women's restrooms. The owner currently pays utilities. **Additional leasing opportunity:** A spacious second-floor office suite is currently offered at **$1,500/month with ALL UTILITIES INCLUDED.** The combined suite features **8 private offices, a conference room, reception and waiting area, kitchen, dedicated bathroom, and 2 entrances.** The building also features an **elevator** and excellent visibility along Schoenherr Road, making the space well suited for professional, medical, counseling, insurance, accounting, legal, real estate, nonprofit, or administrative uses. The finished basement offers a large open space with additional potential, plus 2 bathrooms, electrical and A/C rooms, a medical records room, and separate storage. The property includes **33 parking spaces** with convenient access to major roads and freeways. Adding to the investment potential, **the seller currently occupies space in the building and is willing to remain as a tenant at $2,500/month following the sale.** An excellent opportunity for an investor or owner-user seeking existing income, flexible office configurations, additional leasing potential, and room for future growth.

18600 W 10 Mile Rd, Southfield

Courtesy of Keller Williams Somerset 2486497200

25102 Friar Ln, Southfield
$299,500
5 Beds ⋅ 3 Baths ⋅ 20261069318 MLS
Welcome to a unique 5 bedroom brick Quad-Level situated on .37 acres(PRD)f featuring 2.5 car attched gar on a BLVD street, walk-up to a front entry porch, open the door with a long hallway that greets with entry to the Liv Rm, Kitchen, and Upstairs sleeping qtrs. Large liv rm to your right has full wall bay window and natural fp, now keep going to be greeted with a nice size din rm that has an entry to all seasoned/Bonus room w/3 full walls of windows overlooking large back yard and steps leading to an open patio for you next BBQ gathering. Now come back inside and see the kitchen from the front entry hall way or din rm to find a remodeled kit, ss sink/drop-in gas stove, and dbl oven, accented w/granite bkfst bar yhat seats 4 comfortably. So from the Kitchen step down to a huge family rm w/raised natural fp and built in bookshelf. Continue on this level to the Laundry room, lower lav and shower, then step another hallway to the attached garage. Again entrance to a a partially finished bsmt with wet bar and more built in for entertainers delight. Now let's take a walk to the upper level finding all 5 spacious bedrooms, full bath, and master bath loads of closet space, windows for great lighting . Other features of this large home include upstairs attic fan, central air for the upstairs only, Hot water/steam heat w/baseboard radiators, convenient pocket doors throughout the home.

25102 Friar Ln, Southfield

Courtesy of Broker One Real Estate Co 5862153732

17700 Adrian Rd, Southfield
$435,000
3 Beds ⋅ 4 Baths ⋅ 20261068119 MLS
PRICE IMPROVEMENT!! Welcome to this sprawling ranch home located in Sherwood Village! This home features a unique blend of indoor and outdoor living! Including a chef's kitchen with granite counter tops and a pantry! The home offers 3 bedrooms, including a primary suite with a private ensuite, 2 full bathrooms, and 2 half bathrooms. A striking atrium entrance and live indoor garden create an unforgettable first impression and bring natural beauty into the heart of the home. Multiple sliding patio doors provide convenient access and abundant natural light from the living room, family room, and primary suite, there is also one behind the indoor garden, giving the garden an abundance of sunshine. Additional architectural details include a beautiful fieldstone accent wall that adds warmth and character. The finished basement offers additional living and entertaining space, while the attached 2-car garage and circular driveway provide plenty of parking and convenience. Enjoy the outdoors on the paved patio overlooking the fenced yard, complete with a sprinkler system. Recent mechanical updates include two furnaces installed in 2024 and 2025, along with two central air units, including one installed in 2025, a whole house Generc generator, and a sump pump with a back up sump pump. Vinyl plank flooring and carpeting are featured throughout the home. All appliances stay, making this home move-in ready. With its distinctive indoor garden, impressive atrium entrance, flexible living spaces, and numerous updates, this property is truly one of a kind. Schedule your private showing today!

17700 Adrian Rd, Southfield

Courtesy of KW Metro 2482883500

29433 W Chanticleer Dr Unit 73, Southfield
$250,000
2 Beds ⋅ 2 Baths ⋅ 20261059476 MLS
Back on market — previous transaction did not close due to buyer circumstances. Home shows beautifully and is ready for a new buyer. Welcome to this beautifully maintained ranch condominium in the highly sought-after Chanticleer Condominium Association in Southfield. Nestled in a private setting backing to mature woods, this spacious home offers comfortable one-level living with an open and inviting floor plan. The primary suite features a vaulted ceiling, door wall to the rear deck, walk-in closet plus an additional double closet, and a large en suite bath with separate tub and shower. The second bedroom is equally impressive with French entry doors, a walk-in closet, and a door wall leading to a charming enclosed courtyard. The dramatic great room boasts vaulted ceilings, a natural fireplace, and a built-in entertainment unit, while the dining room offers a door wall opening to the rear deck and peaceful views. Recent updates include new hardwood flooring throughout the main living areas, fresh paint, and updated chandeliers. The kitchen includes a bright breakfast room, and a convenient first-floor laundry room adds to the ease of everyday living. A second full bath with shower provides additional comfort for guests. The full unfinished basement offers abundant storage and excellent potential for future living space, while the attached two-car garage provides added convenience. Residents enjoy access to the community pool, all while being just minutes from expressways, shopping, dining, and everyday amenities. This is a wonderful opportunity to enjoy low-maintenance living in one of Southfield's most desirable condominium communities.

29433 W Chanticleer Dr Unit 73, Southfield

Courtesy of @properties Christie's Int'l R.E. Birmingham 2488508632

5000 Town Ctr Unit 3303-3304, Southfield
$399,000
5 Beds ⋅ 5 Baths ⋅ 20261056329 MLS
Live in the sky with sweeping 270-degree views, this rare Southfield high-rise residence offers an opportunity that’s hard to find - nearly 3,200 square feet of space ready to be transformed into something truly spectacular. Wrapped in floor-to-ceiling windows, the penthouse condo captures incredible natural light and expansive skyline views from nearly every angle. Technically two separate condominiums combined behind one private entrance, the layout offers remarkable flexibility with 5 bedrooms, 4 full + 1 half bathrooms, 2 kitchens, 2 living areas, and 4 dedicated parking spaces. For the visionary buyer, the existing footprint creates the ideal canvas to reimagine the space into a more seamless, modern luxury residence tailored to your lifestyle. Whether you envision an expansive primary suite, dramatic entertaining spaces, a private office wing, or a custom chef’s kitchen, the scale and structure are already here. Original finishes throughout provide the opportunity to renovate fully and create a one-of-a-kind home without paying a premium for someone else’s design choices. Beyond the residence itself, the building delivers a true full-service lifestyle with amenities that support both convenience and wellness. Residents enjoy a pool, fitness center, separate men’s and women’s saunas, tennis court, community room, storage space, full-time concierge service, and optional valet parking. The monthly dues are substantial, but they reflect the level of service, amenities, and ease of living offered within the building. For the buyer searching for space, views, and the chance to create a custom high-rise home with lasting impact, opportunities like this rarely come available. Located in downtown Southfield, across from the Evergreen Hills golf course, the Southfield Civic Center (Library, water park, municipal services) and multiple plazas, everyday living is extremely convenient. Additional tax ID 2422427214.

5000 Town Ctr Unit 3303-3304, Southfield

Courtesy of Berkshire Hathaway HomeServices The Loft Warehouse 3136586400

25650 Mcallister St, Southfield
$500,000
4 Beds ⋅ 4 Baths ⋅ 20261056484 MLS
Excellent opportunity in one of Southfield's nicest neighborhoods with 1.61 acres of land!!! You'll be amazed the moment you step into the huge foyer of this expansive Mid-Century Modern home, owned by the same family since it was built. It reflects timeless elegance and an excellent floor plan throughout. Entry Level: Enter from the attached garage into the living room, featuring a fireplace and open sightlines to the kitchen. This level also includes a first-floor laundry room, an office/bedroom, and a powder room. Beyond the kitchen is a huge formal dining room that opens up to the second floor above. Main Level: Here you'll find a huge living room open to the two-story dining area, as well as the large foyer entrance below and a full bath. Upper Level: A beautiful primary bedroom suite awaits, complete with vaulted ceilings, large windows, a spacious walk-in closet, and two additional double-door closets. The primary bathroom offers a shower stall and a soaking tub. Also on this level, off the hallway, is a second full bathroom and two large additional bedrooms. Lower Level: Downstairs you'll find a recreation room measuring approximately 22' x 29', featuring a natural fireplace. This bonus space isn't included in the municipality's official square footage of 3,023 sq ft — adding approximately 638 additional square feet of living space. Please excuse the clutter the family is in the middle of setting up an estate sale for this property.

25650 Mcallister St, Southfield

Courtesy of RE/MAX Classic 2486465000

Selling Office: Real Estate One-Southfield.

27363 Oxford Dr, Southfield
$515,000
5 Beds ⋅ 4 Baths ⋅ 20261049682 MLS
*Elegant Custom Home w/ Exceptional Outdoor Living* This brick 5 bedroom 3.1 bathrooms home is nestled in the heart of Southfield, offering outstanding curb appeal, quality craftsmanship, and an abundance of custom details. A dramatic two-story foyer w/ hardwood flooring welcomes you into the home and opens to a private library with a beautiful studio ceiling, as well as a spacious great room featuring soaring ceilings, a cozy fireplace, and abundant natural light. The formal dining room is complemented by a convenient butler's pantry. A beautiful wood staircase leads to the upper level. The spacious island kitchen is designed for both function and style, featuring granite countertops, abundant cabinetry, a pantry, and a large breakfast nook overlooking the backyard. A convenient first-floor laundry room completes the main level. The primary suite features soaring ceilings, two spacious WICs, and an en-suite bath with dual vanities, a soaking tub, a large tiled shower, and an oversized window that fills the room with natural light. The upper level also offers 3 generously sized bedrooms, including 2 with WICs. The lower level offers additional living space with a spacious flex room, a full bathroom, and a private fifth bedroom, making it ideal for guests, extended family, or a home office. Step outside to a beautifully landscaped backyard featuring a custom stamped concrete patio, a covered pergola with a retractable canopy, ambient lighting, and multiple seating areas for outdoor dining and entertaining. Surrounded by mature trees, the backyard offers a private and peaceful setting. A 3-car attached garage with a 240-volt outlet for EV charging, tons of storage, beautiful architectural details, and quality finishes. Beautiful architectural details and quality finishes throughout, which offers spacious living, functional design, and inviting indoor and outdoor spaces. *Measurements are approximate*

27363 Oxford Dr, Southfield

Courtesy of Century 21 Curran & Oberski 3132747200

Selling Office: EXP Realty.

22262 Chatsford Circuit St, Southfield
$425,000
5 Beds ⋅ 5 Baths ⋅ 20261049999 MLS
Incredible opportunity to own one of the largest ranch homes in Southfield’s sought-after Twyckingham subdivision! Offering approximately 3,300 sq ft above grade plus an expansive unfinished basement, this classic mid-century ranch provides exceptional space, flexibility, and endless possibilities. New roof in 2024! Lovingly maintained by the same family for decades, the home features soaring ceilings, dramatic vaulted wood-beam ceilings, expansive rooms, and walls of windows that showcase its timeless architecture. Offering 4/5 bedrooms, 3 full baths, and 2 half baths, 5th bedroom acts as a flexible additional room that could serve as a fifth bedroom, designated office, au pair suite, teenage room, or guest room, there is truly room to roam. The floor plan includes three bedrooms and two full baths in one area of the home, along with generous living and entertaining spaces, a large kitchen, dedicated office space, and a massive basement ready for your vision. While cosmetic updates will bring the home into today’s style, the price reflects the opportunity to create something special and build instant equity. Attached garage, spacious lot, and convenient location near I-696, Telegraph Road, M-10, shopping, dining, parks, and places of worship. Homes with this much space, character, and potential are rare. Bring your vision and make this remarkable ranch your own.

22262 Chatsford Circuit St, Southfield

Courtesy of Max Broock, REALTORS®-Bloomfield Hills 2486444700

Selling Office: Keller Williams Advantage.

22560 Kenwyck Dr, Southfield
$490,000
4 Beds ⋅ 4 Baths ⋅ 20261049934 MLS
Welcome home to this beautifully maintained residence nestled among mature trees with an attached garage, circular driveway, and timeless curb appeal. Step through the inviting front foyer into the impressive entrance hall, where a grand staircase creates a striking first impression. The formal living room flows seamlessly into the elegant dining room, with beautiful hardwood flooring extending through both spaces and into the spacious butler's pantry—perfect for entertaining. The expansive, updated kitchen is thoughtfully designed for both everyday living and hosting gatherings. It features a Sub-Zero refrigerator, cooktop with exhaust hood, built-in double ovens, built-in microwave, two dishwashers, and three separate sinks, providing exceptional convenience and functionality. Abundant cabinetry, generous counter space, and a bright eat-in dining area with direct access to the backyard deck make this the true heart of the home. Just off the kitchen, the spacious family room offers the perfect gathering place for holidays, game days, and everyday living, providing ample room to accommodate large groups with ease. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with an updated private bath and oversized walk-in closets. The additional full bathroom is thoughtfully designed with a separate water closet, allowing multiple people to use the space comfortably during busy mornings. The partially finished basement expands the living space with a full bathroom, recreation or flex space, and abundant storage. Combining generous room sizes, thoughtful updates, and an ideal layout for entertaining and everyday living, this exceptional home is ready for its next owner.

22560 Kenwyck Dr, Southfield

Courtesy of KW Metro 2482883500

23030 Kristy Ln, Southfield
$520,000
4 Beds ⋅ 4 Baths ⋅ 20261048332 MLS
Welcome to this beautiful and spacious 3600+ sq ft home with a 4 car attached tandem garage located in the beautiful Kristy Woods Subdivision Cul-de-sac. This stunning home offers an exceptional layout designed for both comfortable living and entertaining. Natural light pours throughout the home thanks to numerous windows, elegant bay windows, and skylights that create a bright and inviting atmosphere and a intercom system for convenience.The main lever features a large eat in kitchen, private library, large living room, formal dining room and an impressive great room that showcases a beautiful fireplace, making it the perfect for gathering space for family and friends. The massive master bedroom serves as a private retreat, featuring a luxurious en suite bath and plenty of room to unwind. The additional bedrooms are generously sized, including two with a convenient Jack and Jill bath and another with its own full bathroom. A beautifully landscaped yard and plenty of space for outdoor entertaining and relaxation. The lighted brick paver porch adds to the homes curb appeal and welcomes guest with elegance and charm. Generous living spaces, abudant natural light and desirable cul-de-sac location, this remarkable home offers the perfect blend of luxury, comfort and functionality. Annual HOA fee is for the grounds in the cul-de-sac and snow removal on the streets.

23030 Kristy Ln, Southfield

Courtesy of Keller Williams Advantage 2483808800

Selling Office: EXP Realty Main.

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