Middletown NJ Mother/Daughter Style Homes for Sale

Welcome to this expanded 5-bedroom Middletown split-level offering a flexible 6th bedroom option on the first floor. With 3,346 sqft of living space, discover a layout designed for both comfort and versatility. The formal living room, filled with natural light from its bay window, welcomes you in and leads seamlessly to the upper level where you'll find the bedrooms. Upstairs, the primary suite addition impresses with an oversized walk-in closet and a private bath featuring a soaking tub and separate shower stall, while another upstairs bedroom enjoys its own en-suite bath. Back on the main level, the formal dining room opens to the kitchen, creating a natural gathering space. The kitchen flows into the inviting family room, ideal for everyday living and entertaining. A thoughtfully designed addition with a possible 6th bedroom or playroom along with a great room offers the perfect setup for not just entertaining, but would be perfect for a mother/daughter, au pair, or extended living arrangement. The converted garage provides generous pantry storage but can easily be returned to a garage if desired. Hardwood floors grace the second and third levels, with newer floors on the first level. The fenced backyard features electric already in place for a future jacuzzi. With multiple living spaces, flexible options, and a prime location, this home is ready to adapt to your lifestyle.

3 Renier Court, Middletown

Listing courtesy of Heritage House Sotheby's International Realty. Contact:

Selling Office: Coldwell Banker Realty.

$1,750,000

6 Beds ⋅ 6 Baths

Spectacular Multi Generational Custom Colonial. A true architectural delight located at the end of the cul de sac on a lovely street. Thoughtfully large room dimensions and soaring ceiling heights boasting architectural details and moldings in nearly every room. True custom craftsmanship is apparent on every level of this quality home. The kitchen offers furniture quality cabinets, granite, center island, huge pantry and high end appliances-The great room offers a wet bar w wine refrigerator, fireplace, tray ceiling w/ mood lighting and french doors to the blue stone patio. First level bedroom suite with private bathroom and its own living room for long stay guests. Upstairs has 9 ft ceilings and all en suite bedrooms each with fabulous bathrooms & ample closets PLUS so much m Master bathroom offers radiant floors, double sinks, steam shower with multiple shower heads, a separate 2 person jacuzzi style tub PLUS a secret mini refrigerator and hideaway coffee bar. Master has a terrace overlooking the rear yard plus a Huge master walk in closet w/hard wood floors under carpet. Heated bathroom floors in all bathrooms-So many upgrades to this home inside and out-Seller including chandelier and theres an automatic winch, Home also has central vacuum even in the attic! Come See the VALUE Sellers have plans for a pool to be shared.

41 Marlpit Place, Middletown

Listing courtesy of O'Brien Realty, LLC. Contact:

Selling Office: Heritage House Sotheby's International Realty.

$1,300,000

5 Beds ⋅ 5 Baths

Located in the highly sought after Oak Hill section of Middletown, this stately tudor style colonial boasts of updates and custom details setting this home apart from others. This 5 bed 4.5 bath colonial has a large bedroom with an ensuite on the main level that offers the opportunity to use as an in law suite. There is an additional 2nd level primary bedroom with two walk-in closets and a large bathroom en suite. The spacious primary en suite has a jetted tub, dual sinks and a stall shower. The main level provides a formal living room with custom stone gas fireplace, hardwood floors and custom detailed moulding. The formal dining room provides an elegant space surrounded by custom detailed mouldings and large bay windows for finer dining events. The updated eat in kitchen is another wow factor for this home. Custom tile backsplash, stone counters, custom mouldings SS appliances and a custom white faced sub zero refrigerator provides a kitchen space you will love being in. A butler style pantry and laundry room provides additional space for kitchen storage. The glass french doors leading into the den showcases the wood burning fireplace and the custom built in shelves. The second level offers the primary bedroom and 3 other bedrooms. One of the secondary bedrooms offers an additional walk up loft area. The nicely finished main bathroom features a stall shower tub with jets and a bidet. The finished basement provides bonus space to use as a rec room, work out room or yoga studio with a nicely updated full bathroom. The basement walks out into the oversized two car garage space. The yard space matches this home's inside beauty. The gated backyard provides the perfect space to enjoy these summer days and nights. There is plenty of space on the tiered deck for entertaining and your own private outdoor enjoyment. A covered 3 season gazebo on the deck overlooks the grand back yard that features an inground pool surrounded by a custom stone patio and a separate poolside gazebo. There is a putting green to practice your golf short game. Or separate grass areas for other recreational activities. The Certificate of Occupancy has been completed making this home ready to close. Seller can accomodate a quick closing. Don't miss your chance to get into this amazing home.

245 Borden Road, Middletown

Listing courtesy of Keller Williams Elite. Contact:

Selling Office: O'Brien Realty, LLC.

$950,000

5 Beds ⋅ 3 Baths

A True Mother/Daughter Gem in the Chapel Hill Area. This expansive home sits on almost an acre in one of Middletown's most sought-after neighborhoods. With a flexible layout and over 3,100 square feet of living space, it's perfectly suited for multi-generational living or extended guest stays. The welcoming slate-floored foyer includes direct access to the backyard paver patio. Upstairs, you'll find hardwood floors throughout, a spacious living room, and a formal dining area. The kitchen is a chef's dream, complete with a Viking 6-burner range with grill top, GE Monogram refrigerator, abundant cabinetry, center island, and a casual dining nook with sliding doors that lead to a large deck overlooking the tree-lined yard. The upper level includes three generously sized bedrooms and a full bathroom, including a master suite with ample closet space. The lower level offers its own full kitchen, bright living room with a wood-burning fireplace surrounded by brick, two additional bedrooms, a large bonus room, full bathroom, and a washer/dryercreating a fully functional second living space. Additional features include a two-car garage and a grand backyard with endless possibilities. This home blends space, versatility, and location.

206 Peachwood Road, Middletown

Listing courtesy of C21 Thomson & Co.. Contact:

Selling Office: O'Brien Realty, LLC.

$1,175,000

6 Beds ⋅ 4 Baths

**HIGHEST & BEST DUE 6/5 at 3:00** Situated on a lush corner lot in a highly desirable neighborhood, this exceptional 6 bedroom, 3500+ sq. ft residence offers some truly unique features starting w/ the coveted AGA Cooker. A true chef's delight, this high-end appliance is ideal for those who love to cook & entertain or simply enjoy the warmth & cozy feel an AGA stove brings to a home. Grow your own food in the organic garden which has been lovingly curated for years & surrounded by fruit trees including generous peach trees. This property truly supports a farm to table experience at a manageable level. Inside, you'll find a thoughtfully designed layout ideal for multi-generational living. The oversized first-floor bedroom suite w/ full bath is perfect for guests, adult childre living at home or aging family members you may want to keep close. The spacious eat-in kitchen is perfectly positioned between the formal dining room & family room. In addition to the highly desirable AGA Stove, it features a walk-in pantry, custom countertops, farm sink overlooking the backyard & prep sink in the large center island. The perfect flow continues into the adjoining family room, accented w/ a gas fireplace & cathedral ceiling, through the sliding doors and into the glass enclosed sunroom overlooking the lush private backyard. Gleaming hardwood floors throughout and in all 6 bedrooms. With true comfort in mind the custom full bathrooms upstairs have been updated with exceptional materials, oversize glass framed showers, a soaking tub and accented with Veito Heaters. Conveniently located just a few miles to the ferry, train or HWY 35, don't miss this rare opportunity to own a home that offers both refined living and a connection to nature. Whether you're relaxing in the sunroom, cooking with your AGA, or harvesting from your garden, this property invites you to live well every day.

6 Carriage Drive, Middletown

Listing courtesy of Berkshire Hathaway HomeServices Fox & Roach - Rumson. Contact:

Selling Office: EXP Realty.

$850,000

5 Beds ⋅ 4 Baths

5 bedroom Mother/Daughter Colonial just minutes from the Seastreak Ferry taking you to NYC, Paulus hook(jersey city) & Marthas Vineyard. Minutes to Sandy Hook & Sea Bright Beaches. Nestled in one of Middletown's most prestigious neighborhoods. features a MASSIVE basement, eat-in-kitchen, private first-floor en-suite, SPACIOUS-2 living rooms,Great room, dining room, sun-drenched open floor plan, gleaming hardwood floors, and expansive living spaces. Mud room/Laundry, 2 car garage. The second level boasts a primary en-suite, 3 additional bedrooms, 2 full baths and a perfect home office option. Enjoy a beautifully landscaped, fully fenced backyard, brand NEW furnace & hot water heater. NEW windows. Close to Red bank, Atlantic Highlands & home to GREAT schools. Make this your TODAY

4 Koosman Drive, Middletown

Listing courtesy of EXP Realty. Contact:

Selling Office: EXP Realty.

$982,000

5 Beds ⋅ 3 Baths

Welcome to this spacious ranch with a separate living space for multi-generational living! With over 3200 square feet, there is plenty of room for everyone! Magnificent hard wood floors flow throughout most of the home with carpeting in each of the bedrooms. In the main home, find a spacious living room with gas fireplace & formal dining room. Down the hall are four bedrooms, one of which is the generously sized primary with walk-in closet & French doors to a private deck. Enjoy the primary bath with a soaking tub, stall shower and double vanity. Three additional bedrooms and an updated bath complete this end of the home. You will be delighted with the updated kitchen featuring a beautiful stone backsplash & stainless-steel appliances. This is truly the heart of the home, adjacent to a gorgeous great room with a vaulted ceiling, recessed lighting and an expansive wall of windows that frame the backyard beautifully. Sliders from the great room lead to the large shared deck. The yard is truly a woodland glen with many mature trees and established flowering shrubs as well as an inground pool plus plenty of open space set on approximately 1.5 acres. With this large lot, there is plenty of space to build a fantastic pool house and still have tons of natural space available. A private side entrance leads to a multi-generational "apartment" with interior access to the main house & garage. Step into a light-filled living room & eat-in kitchen with beautiful views of the backyard. The same hardwood flooring from the main house flows through this space, with carpeting in the bedroom. The bedroom has a vaulted ceiling and a full bathroom. Conveniently located close to the train, bus and fast ferry to NYC as well as easy access to the GSP, this is a commuter's dream! This area is home to great restaurants, shopping, an extensive park system and minutes from the Jersey Shore. See the floor plans for the full layout and approximate room sizes.

29 Holland Road, Middletown

Listing courtesy of Heritage House Sotheby's International Realty. Contact:

Selling Office: RE/MAX First Class.

$1,700,000

4 Beds ⋅ 4 Baths

COME SEE this meticulously renovated custom home in the prestigious Oak Hill section of Middletown! Nestled on a serene cul-de-sac, this showcase residence boasts superior craftsmanship and bespoke millwork throughout. From coffered ceilings and wainscoting to sleek moldings and custom wood flooring, every detail exudes elegance. The gourmet kitchen has been tastefully done, featuring a jumbo center island, custom cabinetry, 48-inch double oven range with griddle, double-stacked cabinets, and stunning quartz countertops. The sunken living room offers warmth with a marble-mantled wood-burning fireplace. While the Primary Suite stuns with cathedral ceilings, three closets, and a spa-like bath with a soaking tub, marble floors, double sinks, and a multi-spray shower. Enjoy seamless indoor-outdoor living with a one-of-a-kind two-tiered deck, leading to a multi-level paver patio with a fire pit and built-in bench seating. The fully finished walk-out basement connects to the two-car built-in garage for ultimate convenience. Situated near the Garden State Parkway, this unparalleled masterpiece must be seen to be believed!

23 Cormorant Drive, Middletown

Listing courtesy of EXP Realty. Contact:

Selling Office: Compass New Jersey LLC.

$1,295,000

5 Beds ⋅ 6 Baths

Rare opportunity to own a home with two complete living accommodations for multigenerational living. The beautifully appointed main house has an eat-in gourmet kitchen, opening to an expansive family room with built-ins & access to the ultimate backyard oasis with a salt water pool. Fabulous entertaining dining & living rooms. Upstairs offers a primary bedroom with a lavish, spa-like bath; an additional bedroom with en-suite bath; huge laundry room, two additional bedrooms & a 3rd full bath. WOW! The basement has a true 5th bedroom & finished space with limitless possibilities. The unfinished space (@750 sq ft) is waiting for your ideas. The completely self contained apartment has its own entrance, a massive chef's kitchen, great room with a fireplace, bedroom, full bath & laundry. Multiple handicap accessible features, too. Incredible storage space and designer closets. Renovations in this home were implemented with an eye for quality & impeccable detail. Centrally located in the heart of Middletown with easy, quick access to trains, ferries, entertainment along the Shore towns, dining in Red Bank, beaches, parks & schools ~ Monmouth County's best awaits you.

10 Colony Drive, Middletown

Listing courtesy of Coldwell Banker Realty. Contact: 908-601-3363

Selling Office: EXP Realty.

$925,000

4 Beds ⋅ 4 Baths

Exceptional and RARE 3246 sqft Mother-Daughter home situated in the highly sought-after Oak Hill development. This exquisite property seamlessly blends comfort, convenience, and style, making it the perfect sanctuary for multi-generational living. Main House Highlights: Spacious Living: w/3 generously sized bedrms +2.5 beautifully appointed baths, including a primary suite w/a walk-in closet, private bath +steam shower for an indulgent retreat. Living Room, Dining Room +Den w/beamed ceiling and a warm and inviting brick front Wood-burning Fireplace. Kitchen boasts SS appliances, granite counters, + thoughtful layout that makes meal preparation a joy. This was built as a true Mother-Daughter home. See additional description for more info. Exceptional and RARE 3246 sqft Mother-Daughter home situated in the highly sought-after Oak Hill development. This exquisite property seamlessly blends comfort, convenience, and style, making it the perfect sanctuary for multi-generational living. Main House Highlights: - Spacious Living: The main house features 3 generously sized bedrooms and 2.5 beautifully appointed baths, including a primary suite with a walk-in closet, private bath and steam shower for an indulgent retreat. Living Room, Dining Room + Den w/beamed ceiling and a warm and inviting brick front Wood-burning Fireplace. - Remarkable Great Room: This architectural masterpiece is designed to elevate your living experience, providing a bright, airy, and inviting space that seamlessly blends indoor comfort with the beauty of the outdoors. Boasting a magnificent vaulted ceiling, perfect for both grand entertaining and intimate family gatherings. It's more than just an addition, it's a lifestyle upgrade that enhances the beauty and functionality of your home. - Eat-in Kitchen: The kitchen boasts SS appliances, granite counters, and a thoughtful layout that makes meal preparation a joy. - Expansive Yard: Situated on a half-acre lot, the huge yard offers endless possibilities for outdoor fun, gardening, or simply enjoying the fresh air. In-Law Suite Features: - Private and Convenient: The in-law suite is all on one level with its own entrance, ensuring maximum privacy and independence. It includes a comfortable living room, a charming dining room, a fully-equipped kitchen, a large bedroom, and an updated bathroom with tiled shower. - Self-Sufficient Living: Perfect for extended family or guests, this suite is designed to offer all the comforts of home within the home. Additional Amenities: - Bonus Room: One of the two-car garages finished space, ideal for a home office, gym, or playroom, but can easily be converted back to a garage. The remaining garage features an epoxy floor and abundant storage options. - Outdoor Oasis: The multi-level composite deck and Paver Patio is an entertainer's dream, complete with an awning, ambient lights, and a relaxing Hot Tub. A storage shed is also included for all your outdoor equipment and gardening needs. Location, Location, Location: Nestled in the desirable Oak Hill development, this home offers the perfect blend of tranquility and accessibility. Close to top-rated schools, shopping centers, parks, and major highways, you'll have everything you need right at your fingertips. Don't miss the opportunity to own this exceptional Mother-Daughter home that truly has it all. Schedule your private showing today and experience the unmatched lifestyle that this home has to offer.

57 Pelican Road, Middletown

Listing courtesy of Weichert Realtors-Freehold. Contact:

Selling Office: Real Broker, LLC- Point P.

$850,000

4 Beds ⋅ 4 Baths

Introducing an expanded ranch-style home with a mother-daughter layout, perfect for multi-generational living, featuring a full kitchen, full bath and 3 additional bedrooms. Main level features include hardwood floors throughout. Living room and Formal Dining room both feature gas fireplaces. In the Dining room large sliders lead out to a huge deck providing ample space for outdoor entertaining and relaxation. The deck overlooks a private backyard, with an inground pool nestled on an oversized wooded lot, offering tranquility and privacy. Primary bedroom with en suite. Spacious eat in kitchen with granite counter tops, Viking stove, stainless appliances.

20 Hopi Drive, Middletown

Listing courtesy of Heritage House Sotheby's International Realty. Contact:

Selling Office: O'Brien Realty, LLC.

$590,000

5 Beds ⋅ 4 Baths

The BEST Value in Middletown! This 2 story 2,464 sq ft home offers endless possibilities. Move-in condition with hardwood floors through most of the main living areas. Off the foyer, the living room flows into the dining room and kitchen with breakfast counter seating. The first of two master suites is located on this level with it's own private full bath. Two additional bedrooms and the main bath complete this floor. Downstairs, the den features a large woodburning fireplace and stone accent wall. Hookups are all present for a second full kitchen which provides mother/daughter possibilities. A second owner's suite includes a modern full bathroom on the lower level. Outside, the yard offers privacy, a large deck and an oval shaped pool with recent improvements. Nearby NYC Ferry and train.

14 Grove Street, Middletown

Listing courtesy of NextHome Force Realty Partners. Contact:

Selling Office: Compass New Jersey LLC.

$983,000

6 Beds ⋅ 4 Baths

This is it! Move right in to this beautifully renovated 6 Bed 3.5 Bath home right in the heart of Middletown near shopping, County parks, Middletown Train Station, golf courses, restaurants, and ferries to NYC! So many desirable features to this home including: * Large Level Fenced-in Yard * Stone and Vinyl Siding * Welcoming Foyer * Hardwood Floors * Gas Fireplace * Open-Concept Living Dining and Kitchen * Stone Countertops* Stainless Steel Appliances * Sliding Doors * Sprinkler System * Spacious Screened-in Porch * Oversized Composite Deck * Paver Patio and Walkways * Hot Tub * Family Room * Wood-Burning Stove * Primary Suite * 3 Full Bathrooms * Mother/Daughter Apartment with 2 Bedrooms, Full Bath, Walk-In Closet and 2nd Kitchen * Attic Space * Lovely Landscaping * and More! Don't wait

3 Rolling Knolls Drive, Middletown

Listing courtesy of Bottone Realty Group Inc. Contact:

Selling Office: Keller Williams Realty Spring Lake.

$1,150,000

6 Beds ⋅ 4 Baths

Shangri-La!! You can have it all! Nestled on a serene cul-de-sac in a well loved Chapel Hill neighborhood, live your life at this year round resort! Enriched with love and laughter by a close-knit family, this cherished 3800 square foot Colonial; Mother/Daughter home is ready for you to make your own memories on Edgebrook Court. Enter this classic center hall colonial to find a lot to love . . hardwood floors, freshly painted rooms, beautiful fireplace, sunroom addition with walls of windows overlooking a plush and private backyard. 4 large bedrooms, full basement, 2.5 baths and 2nd floor game room in main house. The main home connects to a well appointed apartment by a common laundry room and offers a kitchen, living room, 2 bedrooms, full bathroom and a private entrance The outdoors offers an oversized 2 car detached garage, whole house generator and an amazing backyard. The pool area is fenced in for safety and includes a pool house with electricity! LET THE PARTY BEGIN!!!

6 Edgebrook Court, Middletown

Listing courtesy of C21 Thomson & Co.. Contact: yetmanmaureen@gmail.com

Selling Office: Keller Williams NJ Metro Group.

$1,155,000

5 Beds ⋅ 4 Baths

This 4928 SF Custom home has something for everyone. A first Floor in-law suite for extended family. Top of the line Gourmet kitchen with center Island and built-in window seats. Formal 2 story LVRM with gas Fireplace and hardwood floors. 2nd Floor Family Room. Theater Room with 200'' Projector Screen. Private 3rd floor Master Suite with Octagon Ceiling, sitting area, walk-in closet and Spa Like bathroom with radiant heat floors. Elegant Circular Driveway - Parking for at least a dozen cars, your boat or RV. Minutes to the Ferry, Train, Beaches, shops and Top Notched Schools. BEST DEAL AT IN THE AREA WITH IN THIS PRICE RANGE WITH NEARLY 5000 SF, ON AN ACRE WITH THESE AMENITIES.

710 Hopping Road, Middletown

Listing courtesy of Driftwood Real Estate Group. Contact:

Selling Office: NON MEMBER.

$580,000

5 Beds ⋅ 4 Baths

Calling all handyman or investors to this True mother daughter home. The main house boasts 3 bedrooms, 2 full baths, Partially finished basement has an additional 1/2 bath. Living room has wood burning fireplace. In-law apartment with 2 bedrooms and a spacious walk-in closet adds versatility. The property features an in-ground pool. This home has ample space for creativity, that sparks the imagination. Embrace the potential of this Oak Hill residence, where a blend of charm and personal touches awaits the Handy buyer with imagination. Close to NYC transportation, shopping and the Jersey shore Beaches.

16 Farrell Drive, Middletown

Listing courtesy of Weichert Realtors-Holmdel. Contact:

Selling Office: Robert DeFalco Realty Inc..

$875,000

4 Beds ⋅ 3 Baths

Highly sought after Oak Hill Ranch sitting on one of the largest lots in this community (1.2acres) Many changes in the past 3 months include a Brand New Navien Tankless combination boiler & water heater & fireplace upgrades. This move in ready home features: 2 yr old roof, newer kitchen, new main bathroom, interior painting, 2 yrs old washer/dryer. Oversized rooms, formal dining room & living room with gas/wood stone fireplace, laundry room off kitchen with direct access to rear deck. Gourmet kitchen has Alderwood cabinets, tumble marble backsplash, stainless appliances, center island with seating. Bright walkout finished lower level added 1,000 sq ft of living space. Family room, bedroom & bath, perfect for in-law suite. Yard waiting for new owner to customize their entertaining needs..

276 Pelican Road, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: O'Brien Realty, LLC.

$390,000

6 Beds ⋅ 3 Baths

This is an incredible opportunity to own a one-of-a-kind Colonial Handyman Special in Middletown! This 6 Bedroom, 3 Bathroom is set back from the road, with a semi-circle driveway providing easy access. A basement that could easily be transformed into a mother/daughter style living space, with a separate entrance. The interior of the home offers plenty of space for entertaining and family life, and the exterior boasts a large yard ideal for outdoor activities. With a little imagination and TLC, this home could be your dream come true. Don't miss out - make it yours today!

168 Leonardville Road, Middletown

Listing courtesy of C21 Thomson & Co.. Contact:

Selling Office: Keller Williams Realty East Monmouth.

$820,000

5 Beds ⋅ 4 Baths

Room To Grow In This Custom Colonial With Attached In-Law/Au Pair Suite. This Total 5 BR 3.5 BA, 2 Car Garage Home Tucked Away Privately Into Oak Hill Has A Main House Consisting Of A Custom EIK W/Center Island, SS Appls, Granite Counters, Dinette Area & Access To The Patio, Family Rm, Office, Formal Living & Dining Rms, Den W/Woodburning Fireplace & Access To Deck, Laundry Rm, Powder Rm, Large Primary Suite W/Full Bath, WIC & Addt'l Closet, 3 More BR'S W/Adjacent Full BA Plus An Enormous Open Canvas Basement W/Access To The Garage. The In-Law/Au Pair Suite Offers A Full Kitchen, LR/DR Combo. Large BR & Full BA W/Its Own Entrance. The Private Exterior Offers A Parklike Setting W/ Cozy Deck & Patio Area. All This & Located Near The GSP, Schools, NYC Public Transportation, Red Bank & More.

32 Borden Road, Middletown

Listing courtesy of Preferred Properties Real Estate. Contact:

Selling Office: Coldwell Banker Realty.

$800,000

4 Beds ⋅ 3 Baths

Set on a quiet centrally located dead end street adjacent to the 797 acre Hartshorne Woods Park, this beautifully maintained home has endless multi-generational possibilities. The massive backyard deck surrounds a new (2021) above ground pool. The home boasts 4 bedrooms, 2-1/2 bathrooms, stone wood burning fireplace, high ceilings, hardwood floors and many unique features. Home has second kitchen and sitting area that could be used for in-law or au pair suite. The master bathroom was recently renovated including a heated floor; the roof was done in 2021. The second full bath was renovated in 2022. An added bonus is the finished walk up attic. The home is convenient to beaches, restaurants, shopping, Twin Lights and the Seastreak Ferry to NYC.

125 Owens Avenue, Middletown

Listing courtesy of Weichert Realtors. Contact:

Selling Office: EXP Realty.

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Middletown Mother/Daughter Style Real Estate & Homes