Whippoorwill Real Estate

Whippoorwill Real Estate

Welcome to Whippoorwill, a charming and inviting subdivision nestled in the heart of Macon, Georgia. This picturesque community in Bibb County offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, retirees, and everyone in between.

Whippoorwill boasts beautifully landscaped streets lined with mature trees and well-maintained homes, creating a warm and welcoming atmosphere. The subdivision is known for its spacious lots, allowing residents to enjoy privacy and outdoor spaces perfect for gardening, barbecues, and family gatherings. With a variety of architectural styles, from traditional to contemporary, Whippoorwill offers a diverse selection of homes to suit different tastes and lifestyles.

One of the standout features of Whippoorwill is its community spirit. Neighbors often come together for seasonal events, creating a strong sense of belonging and camaraderie. Children can often be seen playing in the yards or riding bikes along the safe, quiet streets, while adults enjoy leisurely strolls or jogs in this peaceful environment.

Conveniently located, Whippoorwill is just a short drive from Macon’s vibrant downtown area, where residents can explore an array of shopping, dining, and entertainment options. Additionally, the subdivision is close to several parks and recreational facilities, providing ample opportunities for outdoor activities and family fun.

If you're looking for a place that combines comfort, community, and convenience, Whippoorwill in Macon, GA, is the perfect choice. Come and discover the charm of this delightful subdivision, where your dream home awaits!

Newest Listings in Whippoorwill

3 Beds ⋅ 2 Baths ⋅ 265391 MLS

Brick Charmer with Space, Style & Convenience! Come see this charming all-brick 3-bedroom, 2-bath home nestled on a spacious fenced-in lot! Clean, crisp, and inviting, this home offers an open floor plan designed for easy living and comfortable entertaining. The spacious layout provides plenty of room to gather, while the fenced backyard gives you a wonderful outdoor space to relax, play, garden, or entertain. Location is another big plus! You'll be conveniently close to a variety of dining, shopping, and everyday conveniences, with easy interstate access making it a breeze to get to Warner Robins or downtown Macon in just minutes. Classic brick charm, a great lot, an open floor plan, and a convenient location—this one is ready to welcome you home!

3498 Sandy Cir, Macon

Listing courtesy of SHERIDAN SOLOMON & ASSOCIATES-SOUTH.

5 Beds ⋅ 5 Baths ⋅ 10811594 MLS

Located in the exclusive Whippoorwill neighborhood, this beautifully designed 5-bedroom, 4.5-bath brick home nestled on 2.89 private acres, offering the perfect blend of comfort, space, and timeless style. The thoughtfully designed floor plan features a luxurious main-level primary suite complete with a relaxing jetted tub, separate tiled shower, double vanities, and a spacious walk-in closet. Upstairs, you'll find a second primary suite featuring a private sitting area, full bath, and dressing room-ideal for multi-generational living or accommodating long-term guests. Three additional upstairs bedrooms provide plenty of room for family and visitors, with two bedrooms featuring built-in desk workstations perfect for studying or working from home. Designed for both everyday living and entertaining, the home offers a formal dining room, a private office, a bright sunroom, and an inviting keeping room just off the kitchen. The spacious kitchen is equipped with stainless steel appliances and flows seamlessly into the home's gathering spaces. A convenient half bath is located just across from the bar area, making entertaining effortless. Additional features include a separate laundry/mud room, abundant storage throughout, and a rear deck overlooking the expansive property-perfect for enjoying peaceful mornings, outdoor gatherings, or simply taking in the beauty of your surroundings. With generous living spaces, versatile accommodations, and nearly three acres of privacy, this exceptional home offers the perfect combination of elegance, functionality, and room to grow. Schedule your private showing today and experience everything this remarkable property has to offer.

27 Whippoorwill Drive, Statesboro

Listing courtesy of Weichert Realtors-Webb & Associates.

3 Beds ⋅ 3 Baths ⋅ 10811501 MLS

Located in the exclusive neighborhood better known as Whippoorwill. Nestled on 3.1 beautiful acres, this well-maintained brick 3-bedroom, 2.5-bath home offers the perfect combination of comfort, space, and functionality. Inside, you'll find a spacious living room featuring a cozy fireplace surrounded by built-in shelving, a perfect gathering place for family and friends. The large kitchen provides abundant cabinet and counter space and flows into a separate dining room, making entertaining a breeze. A dedicated office/library offers the ideal space for working from home, studying, or relaxing with your favorite book. The primary suite features a walk-in closet and private bath, while bedrooms two and three each include walk-in closets and share a bathroom. A half bath provides added convenience for guests. Additional highlights include a spacious laundry room and attached two-car garage. Step outside to enjoy the large backyard, complete with a deck for grilling, entertaining, or simply taking in the peaceful surroundings. A storage building provides extra space for tools and equipment, while the whole-house Generac generator offers peace of mind year-round. If you've been looking for privacy, acreage, and a thoughtfully designed home with room to spread out, this property is a must-see!

23 Whippoorwill Drive, Statesboro

Listing courtesy of Weichert Realtors-Webb & Associates.

Start Your Search

© 2026 Georgia MLS. All rights reserved. Information Deemed Reliable But Not Guaranteed.

Drew Beall

Top 3% of GAMLS agents by homes sold in 2025 With a passion for real estate and a commitment to delivering exceptional results, Drew Beall has built a reputation as a trusted and knowledgeable expert in the Central Georgia market. Specializing in high-value properties, luxury homes, and investment opportunities, Drew’s deep understanding of market trends, innovative marketing strategies, and dedication to his clients sets him apart. What makes Drew the best agent to work with is his relentless pursuit of excellence. He understands that buying or selling a home is one of the most significant decisions a person can make, and he treats each client’s transaction with the care, attention, and professionalism it deserves. His ability to build lasting relationships, coupled with a no-nonsense approach to negotiation and marketing, ensures that his clients not only achieve their real estate goals but often exceed them. Drew combines his extensive local knowledge with cutting-edge marketing techniques, including targeted digital advertising, professional photography, and virtual tours, to ensure that every listing receives maximum exposure. Whether you're a first-time homebuyer, a seasoned investor, or looking to sell a unique property, Drew brings a wealth of experience, insight, and dedication to every client relationship. When you work with Drew, you’re not just getting an agent—you’re getting a partner who is fully committed to your success.

Learn More