Hillwood Real Estate

Hillwood Real Estate

Welcome to Hillwood, a charming subdivision nestled in the heart of Montgomery, Alabama. This picturesque neighborhood offers a peaceful retreat from the hustle and bustle of city life while still being conveniently located in Montgomery County.

Hillwood is known for its well-maintained streets, lush greenery, and a strong sense of community. The neighborhood features a variety of home styles, from cozy single-family residences to spacious townhouses, providing options for every lifestyle and budget. Residents of Hillwood enjoy easy access to local amenities, including parks, schools, shopping centers, and dining options, making it a desirable place to call home.

With its convenient location in Montgomery, Hillwood offers residents the best of both worlds – a tranquil suburban setting with quick access to the vibrant city life. Whether you're looking to raise a family, retire in peace, or simply enjoy a slower pace of life, Hillwood has something for everyone.

Come and discover the charm and beauty of Hillwood – where community, convenience, and comfort come together to create the perfect place to live in Montgomery, Alabama.

Newest Listings in Hillwood

1748 Croom Drive, Montgomery
$399,900
5 Beds ⋅ 5 Baths ⋅ 591800 MLS
Classic Hillwood Charm with Room to Make It Your Own! Welcome to 1748 Croom Drive, a beautiful brick home on one of Hillwood's picturesque, tree-lined streets in Montgomery, Alabama. Built in 1970, this spacious home offers timeless character, generous rooms, and gracious entertaining spaces. A welcoming foyer with a grand staircase leads to formal living and dining rooms, a comfortable family room, and a separate brick-floored study. From holiday gatherings and dinner parties to afternoon mahjong, this is a home made for making memories. Fresh paint, new carpet and luxury vinyl plank flooring throughout much of the home offer a head start, with opportunities to add your own touches. The covered, brick-walled patio is a standout, offering a private setting for morning coffee or entertaining friends. Beyond it, a separate, generously sized privacy-fenced yard provides space for gardening, pets, hobbies, or boat and RV parking. A separate guest apartment offers potential for visitors, multigenerational living, or rental income with appropriate updates and approvals. Additional flexible space adds even more possibilities. Recent improvements include a new roof in 2026 and replacement of two of the home's three HVAC systems in 2022. Located just around the corner from Montgomery Academy and other schools, this Hillwood address also offers convenient access to Interstate 85 and destinations throughout Montgomery. Priced to sell at $399,900, this classic Hillwood home is ready for its next chapter. Bring your vision and make it your own!

1748 Croom Drive, Montgomery

Listing courtesy of New Waters Realty LLC.

1812 Wentworth Drive, Montgomery
$374,900
4 Beds ⋅ 4 Baths ⋅ 591720 MLS
SOUTHERN CHARMER IN HILLWOOD! This is a fabulous two-story home in desirable Hillwood that is sure to capture your heart! Offering 4 bedrooms and 3.5 baths, this property combines timeless charm with today's most sought-after design features. From the moment you arrive, you'll appreciate the gorgeous landscaping, mature shade trees, and welcoming curb appeal. Inside, you'll discover a beautifully updated kitchen featuring soapstone countertops, double ovens, and a Sub-Zero refrigerator Throughout the home, thoughtful updates and designer touches create a warm, inviting atmosphere. Beautiful barn doors, stylish shiplap walls, character-filled brick flooring, and updated lighting add just the right amount of charm and personality. Step outside and discover an expansive backyard offering plenty of room for entertaining, gardening, relaxing, and play. Enjoy outdoor living on the patio, and don't miss the adorable playhouse or hobby building—perfect for creative projects, hobbies, a workshop, or a special getaway of your own! A convenient carport adds to the home's everyday functionality. Hillwood is so close to schools, churches, shopping, restaurants and only minutes to Maxwell Air Force Bases, Gunter Annex, Hyuandai, Meta, The Shoppes of Eastchase and Downtown Montgomery!

1812 Wentworth Drive, Montgomery

Listing courtesy of RE/MAX Properties II.

1826 Fairforest Drive, Montgomery
$255,000
3 Beds ⋅ 2 Baths ⋅ 591361 MLS
Looking for space, character, and a layout that gives you options? Welcome to 1826 Fairforest Drive! This loved 3-bedroom, 2-bath home offers 2,207 square feet, generously sized rooms, beautiful moldings, and charming details throughout. As you enter, you'll find a spacious flex room just left of the foyer. Filled with natural light, it could serve as a second sitting area, home office, playroom, or hobby space. The dining room features beautiful windows and a pretty chandelier, creating a welcoming spot for family dinners, holiday gatherings, or entertaining. Both rooms feature brand-new carpet installed on listing day, so you'll be the first to enjoy it! The kitchen includes a pantry for extra storage, along with a brand-new microwave and oven installed in October 2026. They've never even been used! The laundry room and garage are conveniently located just off the kitchen, making everyday routines a little easier. All three bedrooms are located along the same hallway. The two secondary bedrooms offer great space, while the primary bedroom sits toward the back of the house for a little extra privacy. Hardwood floors add character to all three bedrooms, and both bathrooms feature attractive tile work. Step outside to enjoy the covered patio, perfect for morning coffee, relaxing at the end of the day, or gathering with friends and family. The large backyard offers plenty of room for pets, play, gardening, or entertaining, while lovely landscaping and an established neighborhood add to the home's welcoming feel. With spacious rooms, flexible living areas, everyday conveniences, and fresh updates, this home offers plenty of room to settle in and make it your own! A $2,500 lender credit is available to qualified buyers using Shelly Nickles with CrossCountry Mortgage. Subject to lender approval and eligibility requirements. Restrictions apply. Contact Shelly for details.

1826 Fairforest Drive, Montgomery

Listing courtesy of ERA Weeks & Browning Realty.

1808 Croom Drive, Montgomery
$39,900
591259 MLS
Discover an exceptional opportunity to build your dream home in Hillwood, one of Montgomery’s desirable Midtown communities. Situated on approximately 0.44 acres, this homesite offers a peaceful, natural setting with mature trees and a quiet atmosphere, all while being conveniently located in the heart of the city. Directly across from Montgomery Academy and just minutes from Publix, I-85, shopping, and dining, the property combines the charm of an established neighborhood with convenient access to everyday amenities. Utilities are accessible, and the lot features a cinder block shed along with newly constructed fencing along the rear and sides. Surrounded by the character of a mature neighborhood and the beauty of its natural landscape, 1808 Croom Drive offers the perfect opportunity to create a home that reflects your vision and lifestyle. Enjoy the tranquility of a tucked-away homesite without sacrificing the convenience of Midtown living!

1808 Croom Drive, Montgomery

Listing courtesy of Real Broker, LLC..

3249 Lancaster Lane, Montgomery
$389,000
4 Beds ⋅ 4 Baths ⋅ 590694 MLS
Located in the desirable Hillwood neighborhood, this beautifully appointed 4-bedroom, 3.5-bath home features gorgeous hardwood floors, high ceilings, and an open floor plan ideal for both entertaining and family living. The welcoming entry leads to the heart of the home—a custom renovated eat-in kitchen with Quartz countertops, large island, gas KitchenAid range, double ovens, and a spacious breakfast area. Just off the kitchen, the laundry room offers cabinet storage, an additional refrigerator, and wine cooler, along with convenient access to the rear entrance. The kitchen opens to the dining room and spacious great room, featuring a wood-burning fireplace and built-in bookshelves. The great room flows into a vaulted-ceiling sunroom overlooking a beautiful bluestone patio and lushly landscaped backyard. A wired and plumbed greenhouse adds a unique touch to the outdoor retreat. The main-level primary suite features an en suite bath with jetted tub, separate shower, and walk-in closet. Two additional bedrooms on the main level share a Jack-and-Jill bath. Upstairs, a spacious bedroom, full bath, and flex room provide additional living space ideal for a home office or bonus room. A two-car carport with attached storage completes this wonderful home, offering exceptional spaces for comfortable living and entertaining. Last but not least, you will love the Hillwood neighborhood and the active, voluntary HOA that organizes neighborhood events such as food trucks and fun social events and maintains security cameras at every entrance.

3249 Lancaster Lane, Montgomery

Listing courtesy of Reid & Davis Realtors, LLC..

3207 Lancaster Lane, Montgomery
$325,000
4 Beds ⋅ 2 Baths ⋅ 590712 MLS
Nestled in the heart of Midtown's highly desirable Hillwood neighborhood, this beautiful 4-bedroom home offers a versatile floor plan tailored for everyday living and entertaining. Character abounds throughout the main living spaces, highlighting a mix of wood and classic brick flooring and custom plantation shutters throughout most of the home. The inviting entry opens to a bright living room that flows seamlessly into the dining room. The large eat-in kitchen features ample cabinetry, generous counter space, stainless steel appliances, and a cozy breakfast area. Conveniently accessible from the kitchen and side entrance, you'll find a dedicated laundry room and additional pantry space. The kitchen opens directly to a spacious family room complete with a fireplace, classic built-in bookshelves, and French doors leading out to a screened porch. Overlooking a fully fenced, private backyard, this porch is ideal for dining, relaxing or hosting guests. The primary bedroom is privately situated at the rear of the home and includes an en suite bathroom and an oversized walk-in closet. Three additional bedrooms provide flexible space for family, guests or a dedicated home office. Other highlights include a 2021 roof, a two-car carport with attached walk-in storage featuring space for an extra refrigerator or freezer. Enjoy the fantastic Hillwood neighborhood, complete with an active, low fee voluntary HOA that organizes neighborhood food trucks, fun social events and maintains security cameras at every entrance.

3207 Lancaster Lane, Montgomery

Listing courtesy of Reid & Davis Realtors, LLC..

3157 Gatsby Lane, Montgomery
$239,500
3 Beds ⋅ 3 Baths ⋅ 588874 MLS
Welcome home to this beautifully maintained patio home situated on a spacious corner lot in the heart of Midtown Montgomery. Offering 3 bedrooms, 2.5 bathrooms, and an abundance of thoughtfully designed living space, this home combines spacious living with modern updates. The expansive eat-in kitchen has been beautifully renovated and serves as the heart of the home, featuring ample space for cooking, dining, and gathering. The primary bathroom has also been tastefully updated, while modern lighting enhancements throughout the home add a fresh, contemporary feel. The main-level primary suite offers comfort and convenience, complete with generous walk-in closets and a beautifully renovated en-suite bath. Upstairs, the additional bedrooms are spacious, each featuring walk-in closets and plenty of room to accommodate family or guests. Designed for both everyday living and entertaining, the home boasts a spacious den, a formal dining room, and a private patio perfect for outdoor gatherings. Beautifully manicured landscaping surrounds the property, creating exceptional curb appeal and a serene outdoor setting. Storage is abundant with walk-in closets, attic storage, and a dedicated outdoor storage room, providing plenty of space for organization. Ideally located in the heart of Midtown Montgomery, this exceptional home offers convenient access to shopping, dining, parks, schools, the Alabama State Capitol, Maxwell AFB and the Shakespeare Festival. Don't miss the opportunity to own this move-in-ready home in one of Montgomery's most desirable locations.

3157 Gatsby Lane, Montgomery

Listing courtesy of Reid & Davis Realtors, LLC..

3150 Gatsby Lane, Montgomery
$249,900
3 Beds ⋅ 3 Baths ⋅ 589068 MLS
What a wonderful townhouse. Many upgrades and updates make this an easy home to love. 2 bedrooms downstairs and Separate Den, Living room, Dining Room, and eat-in kitchen. Master is nice sized with lots of closet space and large double vanity. Guest Bedroom has double closets and nice sized bathroom. Den on front of house with built-ins and gas fireplace. Living Room has wood floors and has fireplace that can only be used with vent free gas logs. It is large and open to foyer and dining room. Dining room is fantastic. Good size and perfect location. Kitchen has granite counters, pantry, good cabinets and open space for Breakfast table or use as a morning room. Upstairs is a third bedroom with private bathrooms and large bonus room. Outside you will find a neat screen porch, small yard and enclosed carport with automatic door. HVAC replaced 2023, Shingled Roof replaced 2023, Water Heater 2023, New Electrical service 2026. Come see this one soon.

3150 Gatsby Lane, Montgomery

Listing courtesy of Bell & Corwin, Inc..

1830 HILLWOOD Drive, Montgomery
$279,900
3 Beds ⋅ 3 Baths ⋅ 587622 MLS
Built in the late 1950s, this classic ranch-style home sits within the established Hillwood community — offering a tree-lined setting that is increasingly rare. Inside, the thoughtfully designed floor plan delivers comfort without compromise. The kitchen features granite countertops, a tile backsplash, and a central work island, providing both style and practical functionality for everyday living. A step down from the kitchen, the den anchors the home with a substantial fireplace, creating a warm and versatile space well-suited for relaxed evenings or entertaining guests. All three bedrooms are generously proportioned, with the master suite standing out for its well-appointed bath — complete with a split vanity and a walk-in shower. Outside, the generously size patio provides an opportunity to enjoy the outdoors with mature trees offering natural shade and a sense of established privacy rarely found in newer construction. A well-maintained property with enduring character, this home presents a compelling opportunity for buyers who value comfort and craftsmanship.

1830 HILLWOOD Drive, Montgomery

Listing courtesy of Partners Realty.

3621 Lancaster Lane, Montgomery
$282,000
4 Beds ⋅ 2 Baths ⋅ 585549 MLS
Solid all-brick 1-story in established Hillwood on a large lot with no HOA. The great room anchors the layout with hardwood floors, a floor-to-ceiling brick fireplace, beamed ceiling, and built-in shelving. The primary bath was fully remodeled with a large frameless walk-in shower, bench, marble-look tile, vessel sink, and custom wood vanity. The eat-in kitchen features white cabinetry, dark granite countertops, subway tile backsplash, peninsula, and stainless appliances. All windows replaced, new front door, new garage door, and tankless water heater. The side-entry 2-car garage includes workshop space. Out back, a large concrete patio opens to a private, fully fenced yard with mature trees. Quick access to I-65, I-85, and The Fresh Market on Perry Hill Rd (0.5 mi). Accepts VA financing. Video walkthrough available.

3621 Lancaster Lane, Montgomery

Listing courtesy of Real Broker, LLC..

1800 Wentworth Drive, Montgomery
$360,000
4 Beds ⋅ 4 Baths ⋅ 583035 MLS
This Hillwood gem offers the perfect blend of space, style, and functionality for both grand entertaining and comfortable everyday living. This beautifully updated 4-bedroom, 3.5-bath residence exudes timeless charm, highlighted by elegant crown molding, recessed lighting, custom built-ins, wainscoting, and plantation shutters throughout. The interior is finished with classic hardwood and ceramic tile, with plush carpet reserved for the bedrooms. Upon entering the foyer, you are greeted by a stunning wooden switchback staircase. To the left is a formal dining room with classic wainscoting that leads seamlessly into the heart of the home: a chef’s dream kitchen. This space boasts granite countertops, a granite central island with storage, soft-close drawers, dual pantries, and premium appliances, including JennAir double ovens and a GE Profile gas cooktop. Natural light pours into the kitchen through large windows in the spacious eat-in area, located just off a spacious family room featuring a gas fireplace and a built-in TV cabinet. Uniquely designed with dual Master suites, the home offers a downstairs sanctuary with his-and-hers closets and a large shower, as well as an upstairs retreat featuring pocket doors, a walk-in closet, and an oversized shower with a built-in bench. The second floor also includes two additional guest bedrooms and a private office. For added convenience, a practical utility closet with a Maytag washer and dryer is located downstairs adjacent to the water heater. The rear of the home is designed for lifestyle flexibility: the left side features a large media room with custom cabinetry, while the right side opens into a versatile Florida sunroom, perfect for plant lovers or a home gym. Outside, the property boasts an oversized two-car carport and a pergola-covered patio, with ample parking to accommodate guests for any occasion.

1800 Wentworth Drive, Montgomery

Listing courtesy of Flores International Rlty, llc.

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