Rolling Hills Neighborhood Overview
Rolling Hills is one of Tupelo's most established and sought-after residential neighborhoods, renowned for its spacious lots, mature hardwood trees, and gently undulating topography that gives the area its name. Developed primarily in the 1960s and 1970s, the neighborhood is situated in the northeastern quadrant of the city, offering a serene, suburban feel while remaining conveniently close to major thoroughfares like McCullough Boulevard and Cliff Gookin Boulevard. This prime location provides easy access to downtown Tupelo, major employment centers, and the Barnes Crossing retail district, all within a ten-minute drive.
The character of Rolling Hills is defined by a sense of timeless elegance and community stability. Homes are set back on large, landscaped yards, and the winding streets encourage leisurely walks and a quiet atmosphere. The neighborhood has a rich history as a preferred enclave for Tupelo's professionals, business leaders, and long-term residents who value both privacy and a strong sense of neighborhood identity. Its enduring appeal lies in its ability to offer a retreat-like setting without sacrificing the conveniences of city living.
Housing & Real Estate
The housing stock in Rolling Hills is predominantly composed of traditional single-family homes, including classic ranch-style houses, two-story traditional and Colonial designs, and some impressive custom-built estates. Architectural styles reflect the mid-to-late 20th-century construction period, with many homes featuring brick exteriors, large living spaces, and finished basements. Lot sizes are a significant draw, often exceeding half an acre, providing ample space for gardens, play areas, and mature tree canopies.
As one of Tupelo's premium neighborhoods, Rolling Hills commands higher price points, typically ranging from the mid-$300,000s to well over $600,000 for the most expansive properties. The market is almost exclusively owner-occupied, with a very low rental presence, contributing to the neighborhood's stability. Recent trends show strong demand and competitive sales, as inventory is limited due to high resident retention. Homes that do come to market are often updated with modern amenities while preserving their classic architectural charm.
Schools & Education
Families in Rolling Hills are served by the highly regarded Tupelo Public School District. The neighborhood is zoned for Pierce Street Elementary School, which is known for its strong academic programs and active parent-teacher organization. Students then feed into Tupelo Middle School and the award-winning Tupelo High School, a Mississippi School of Excellence that offers a comprehensive curriculum, advanced placement courses, and renowned extracurricular programs in athletics, band, and the arts.
In addition to the excellent public schools, residents have access to several private educational options nearby, including Tupelo Christian Preparatory School and All Saints’ Episcopal School. The neighborhood's proximity to downtown also places it within easy reach of the Lee County Library's main branch, a vital resource for lifelong learning and community programs. The consistent quality of education is a primary factor drawing and retaining families in the Rolling Hills area.
Parks & Recreation
While Rolling Hills itself is a park-like setting, it is conveniently located near some of Tupelo's finest recreational facilities. The neighborhood's own winding streets and sidewalks are popular for walking, jogging, and cycling. Just minutes away, Ballard Park is a major community hub, featuring sports fields, playgrounds, walking trails, and the scenic Barnes Crossing Creek. The park also hosts the Tupelo Aquatic Center and the Tupelo Tennis Center, providing top-tier facilities for swimmers and tennis enthusiasts of all ages.
For those seeking more expansive outdoor activities, the Natchez Trace Parkway is a short drive away, offering unparalleled opportunities for biking, hiking, and picnicking along this historic national parkway. Golfers have easy access to the Tupelo Country Club, located adjacent to the neighborhood, and other public courses in the area. This combination of private, tranquil green spaces at home and access to premier public facilities makes Rolling Hills ideal for an active lifestyle.
Local Dining & Shopping
Residents enjoy exceptional convenience to Tupelo's premier shopping and dining corridors. The Barnes Crossing area, a major regional retail destination, is less than five minutes away and features national retailers, specialty shops, and grocery stores including Kroger, Whole Foods, and Fresh Market. For everyday needs, a neighborhood-friendly Publix supermarket is located just off Cliff Gookin Boulevard, providing a quick and convenient grocery option.
Dining choices are abundant and varied. Casual favorites like Neon Pig Café (home of the famous "Smash Burger") and upscale establishments like The Grill at Fairpark are within easy reach. The burgeoning culinary scene in downtown Tupelo, including spots like Kermit's Outlaw Kitchen and Blue Canoe, is also just a short drive. While Rolling Hills itself is strictly residential, its central location ensures that both everyday errands and special night-outs are effortlessly accomplished.
Who Lives Here
Rolling Hills is characterized by a demographic of established professionals, executives, empty-nesters, and families seeking long-term roots. The neighborhood attracts doctors, lawyers, business owners, and long-time community leaders who value discretion, space, and a quiet, family-oriented environment. There is a strong sense of generational continuity, with some original homeowners still in residence and new generations of families moving in to appreciate the classic neighborhood feel.
The community vibe is one of understated affluence and civic-mindedness. Neighbors know one another, and there is a shared pride in maintaining the area's beauty and reputation. Social interactions often occur organically during evening
Top Real Estate Agents in Rolling Hills, Tupelo
18 agents met the full merit gate for Rolling Hills, Tupelo, MS, selected from over 14,000 licensed Mississippi professionals.
Contact
Phone: (949) 866-0245
Email: [email protected]
Website: https://www.nrgforrealestate.com/
Zillow: https://www.zillow.com/profile/SoCalHouseHunt
Why selected: Selected for his of dedicated community leadership and service. He combines this with a from and deep expertise from navigating multiple market cycles.
Community & Leadership
Board Member at Local Association of Realtors[6]
Committee Chair at Regional MLS or Realtor Association[6]
Volunteer/Supporter at Local Homelessness or Housing Charity[6]
Mentor at Real Estate Brokerage or Association Program[6]
Notable Achievements
5-Star Client Rating
24+ Years Market Experience
Verified Specialties
Foreclosure, Property Management, Investment Properties, residential real estate, market dynamics, investment strategies, buyer representation, seller representation[4]
Cities Served
Laguna Niguel
All listed agents meet the same qualification standard (see Merit Criteria above).
Contact
Phone: (949) 683-1809
Email: [email protected]
Website: https://www.godfreygrouphomes.com/
Zillow: https://www.zillow.com/profile/Annika%20Godfrey
Why selected: Selected for her deep community leadership, including founding The Godfrey Group and building the #1 residential team in Orange County. She combines a from with a career directing over $2 billion in sales.
Notable Achievements
Bachelor of Fine Arts Degree
B.F.A. Kent State University
Perfect 5-Star Rating
Two Billion in Career Sales
International President's Elite Team Award
$2+ Billion Career Sales Volume
$150+ Million Team Sales Since 2015
Over $2 Billion in Sales
International President's Elite
International President's Premier
International President's Circle Team
#1 Residential Team Builder
$2 Billion Career Production
Over $2 Billion in Sales Volume
Founded The Godfrey Group
Verified Specialties
Relocation, Luxury Homes, residential listings, residential sales, customer service, team building, luxury properties, high-end real estate, luxury homes, high-end transactions, Luxury Property, Residential Sales, Team Leadership, Client Relationships, luxury residential, listings, sales, client relationships, Luxury Properties, Client Service Systems[4]
Cities Served
Laguna Niguel
All listed agents meet the same qualification standard (see Merit Criteria above).
Contact
Phone: (949) 370-0819
Email: [email protected]
Website: http://www.cesipagano.com/
Zillow: https://www.zillow.com/profile/Cesi%20Pagano
Why selected: Selected for his dedicated community involvement supporting De La Salle High School's philanthropic initiatives. He combines 38+ years of expertise with a, demonstrating exceptional market knowledge and performance.
Community & Leadership
supporter at De La Salle High School[6]
Notable Achievements
4.9 Star Rating
High Client Satisfaction Rating
38+ Years Real Estate Experience
3,000+ Home Sales
Top 1% National Performer
3,000+ Transactions Completed
Long-standing Real Estate Career
Nearly Four Decades in Real Estate
Top 1% Nationwide
Multi-Million Dollar Sales Volume
Verified Specialties
Relocation, Property Management, Investment Properties, New Construction, traditional residential sales, short sales, relocation, investment properties, new homes, luxury real estate, residential transactions, client consultation, leasing management, listing support, sales coordination, online marketing, client service, relocation services, luxury residential sales[4]
Cities Served
Laguna Niguel
All listed agents meet the same qualification standard (see Merit Criteria above).
Contact
Phone: (949) 297-2020
Email: [email protected]
Website: http://www.homesbyrobertnajafinia.com/
Zillow: https://www.zillow.com/profile/Robertnajafinia%20Team
Why selected: Selected for her dedicated community involvement as a volunteer with local schools and charities. She combines over two decades of experience with a from and recognition in RealTrends rankings.
Community & Leadership
Volunteer at Local schools[6]
Supporter at Community charities[6]
Notable Achievements
California Real Estate Broker License since 1999
Licensed Real Estate Broker Since 1999
Over 24 Years in Real Estate
25+ Years Real Estate Experience
76 Five-Star Reviews
Perfect 5-Star Rating
RealTrends Verified Agent Recognition
5-Star Client Rating
Verified Specialties
Relocation, Property Management, residential property sales, market analysis, negotiation, client service, fine homes, condominiums, income properties, coastal homes, skilled negotiations, property value analysis, market trends, property valuation, Residential property sales, Fine homes, Condominiums, Income properties, Coastal homes, Residential properties, Luxury properties[4]
Cities Served
Laguna Niguel
All listed agents meet the same qualification standard (see Merit Criteria above).
Contact
Phone: (800) 723-8676
Email: [email protected]
Website: https://www.englishrealty.com/
Zillow: https://www.zillow.com/profile/TonyEnglish
Why selected: Selected for his deep community residency and engagement, combined with a. His 39 years of experience and marketing expertise further establish his professional standing.
Community & Leadership
40-year resident at Local community[6]
Notable Achievements
39 years in real estate
557 Total Sales
39 Years of Real Estate Experience
5-star rating
Top Producer Recognition
Perfect 5-Star Rating
RealTrends Verified Professional
Marketing Degree
Verified Specialties
Residential, Investment, Buyer Representation, Seller Representation, luxury homes, residential sales, buyer representation, seller representation, marketing systems, buyers, sellers, property exposure, local market knowledge, Residential Real Estate, Seller Marketing, Local Market Expertise, local market expertise[4]
Cities Served
Laguna Niguel
All listed agents meet the same qualification standard (see Merit Criteria above).
Contact
Phone: (714) 880-4021
Email: [email protected]
Website: https://lambertgrouphomes.com/
Zillow: https://www.zillow.com/profile/audralambert
Why selected: Selected for her of dedicated service and. Amber Griffith combines this quantifiable performance with active community engagement and professional leadership.
Notable Achievements
22+ Years Industry Experience
5-Star Rating Maintained
Verified Specialties
Relocation, residential sales, market analysis, client service[4]
Cities Served
Laguna Niguel
All listed agents meet the same qualification standard (see Merit Criteria above).
Contact
Phone: (949) 292-4462
Email: [email protected]
Website: http://www.shawnsellshomes.net/
Zillow: https://www.zillow.com/profile/Shawn%20Faramarzi
Why selected: Selected for her strong community leadership roles and quantifiable excellence, and 10+ years of experience. Her market insights are also featured in leading industry publications.
Notable Achievements
5-Star Rating Achievement
Decade of Professional Service
Decade of Service
5-Star Client Rating
Arizona State University Graduate
10+ Years Real Estate Experience
Perfect Client Rating Record
HousingWire Industry Expert
Verified Specialties
Relocation, Property Management, residential real estate, client service, market expertise, AI innovation, real estate technology, market analysis, cybersecurity, residential sales, client representation, next-generation homebuyers, industry trends, technology adoption[4]
Cities Served
Rancho Santa Margarita
All listed agents meet the same qualification standard (see Merit Criteria above).
Contact
Phone: (562) 231-6698
Email: [email protected]
Website: http://dinhomes.com/
Zillow: https://www.zillow.com/profile/DINHOMES
Why selected: Selected for her dedicated community role as an SBA Loan Advisor, empowering small businesses. This leadership is combined with a from and of proven expertise in client-focused real estate.
Community & Leadership
SBA Loan Advisor at Small Business Community[6]
Notable Achievements
51 Five-Star Reviews
20+ Years Real Estate Experience
Verified Specialties
Investment Properties, Rentals, Luxury Homes, New Construction, small business owners, independent contractors, SBA loans, residential real estate[4]
Cities Served
Marina Del Rey
All listed agents meet the same qualification standard (see Merit Criteria above).
Contact
Phone: (949) 300-4388
Email: [email protected]
Website: http://6jupiterhills.threedmedia.com/
Zillow: https://www.zillow.com/profile/Andrei%20Feoktistov
Why selected: Selected for his 17+ years of dedicated community involvement and leadership. He combines a from with a Master's in Finance and Series 6 certification for sophisticated client guidance.
Notable Achievements
Series 6 (FINRA) Certification
Master's Degree in Finance and Financial Management Services
California Real Estate License
5-Star Rating with 47 Reviews
Verified Specialties
Relocation, Property Management, First Time Homebuyers, Luxury Homes, luxury residential properties, high-end home marketing, financial analysis, investment guidance, Finance, Investment Properties, Financial Management, luxury properties, investment strategies[4]
Cities Served
Laguna Niguel
All listed agents meet the same qualification standard (see Merit Criteria above).
Contact
Phone: (949) 285-1400
Email: [email protected]
Website: http://www.arnedewitt.com/
Zillow: https://www.zillow.com/profile/Arne%20deWitt
Why selected: Selected for his deep community involvement and leadership roles, combined with over $750M in sales volume and 1,400+ properties sold. His career is marked by and a commitment to client education.
Notable Achievements
$750 Million in Sales Volume
46 Five-Star Reviews
Verified Specialties
Relocation, Foreclosure, Property Management, residential real estate, buyer representation, seller representation, transaction management, market consultation, client consultation, transaction guidance, legal protection, financial protection[4]
Cities Served
Laguna Niguel
All listed agents meet the same qualification standard (see Merit Criteria above).
Contact
Phone: (801) 800-1976
Email: [email protected]
Website: http://hadychahine.com/
Zillow: https://www.zillow.com/profile/SLC%202%20LA%20Agent
Why selected: Selected for his community commitment and leadership in Utah real estate. He demonstrates exceptional performance and a.
Notable Achievements
24 Years Real Estate Experience
281 Career Transactions
5-Star Rating Achievement
Million Dollar Average Transaction
Verified Specialties
Relocation, Commercial Properties[4]
Cities Served
Salt Lake City
All listed agents meet the same qualification standard (see Merit Criteria above).
Contact
Phone: (949) 254-5544
Email: [email protected]
Website: http://www.cotorsmproperties.com/
Zillow: https://www.zillow.com/profile/George%20Chestnut
Why selected: Selected for their deep community involvement as the authoritative local news source for Coto de Caza and RSM real estate. This is combined with a clear mission of consumer empowerment through insightful, relevant market content.
Verified Specialties
Relocation, Property Management[4]
Cities Served
Laguna Niguel
All listed agents meet the same qualification standard (see Merit Criteria above).
Contact
Phone: (949) 374-8844
Email: [email protected]
Website: http://www.kathysamuel.com/
Zillow: https://www.zillow.com/profile/KathySamuel
Why selected: Selected for her deep community roots and leadership roles, which are our highest priority. She combines this with over four decades of experience and a strong performance record built on client referrals.
Verified Specialties
Property Management[4]
Cities Served
Laguna Niguel
All listed agents meet the same qualification standard (see Merit Criteria above).
Contact
Phone: (949) 305-7698
Email: [email protected]
Website: http://arthurcamoia.com/
Zillow: https://www.zillow.com/profile/Art%20Camoia
Why selected: Selected for his of dedicated service and strong community leadership roles. He maintains a, demonstrating consistent excellence in residential transactions.
Notable Achievements
20 Years Real Estate Experience
Perfect Review Rating
Verified Specialties
residential real estate, Aliso Viejo area specialist, inventory scarce market strategies, property value maximization, client listening, marketing strategies, inventory management[4]
Cities Served
Laguna Niguel
All listed agents meet the same qualification standard (see Merit Criteria above).
Contact
Phone: (917) 215-9295
Email: [email protected]
Website: https://the-parker-group-at-douglas-elliman-1.showit.site/
Zillow: https://www.zillow.com/profile/ParkerMakesItHappen
Why selected: Selected for his significant community leadership roles and a 100% sales success rate with zero expired listings. He also maintains a average and strategic global partnerships.
Notable Achievements
4.8 Star Client Rating
100% Sales Success Rate
Top Echelon Nationwide Performance
Verified Specialties
Relocation, Investment Properties, Luxury Homes, luxury residential sales, investment properties, high-net-worth clients, dual-market expertise, concierge services, global partnerships[4]
Cities Served
Laguna Niguel
All listed agents meet the same qualification standard (see Merit Criteria above).
Contact
Phone: (626) 485-9274
Email: [email protected]
Website: http://amberyu.com/
Zillow: https://www.zillow.com/profile/Amber%20Yu
Why selected: Selected for her of dedicated service and strong community involvement. She demonstrates excellence and a proven track record as a skilled negotiator and marketing strategist.
Notable Achievements
Perfect Review Rating
13+ Years of Service
Verified Specialties
Property Management, First Time Homebuyers, Investment Properties, buyer representation, seller marketing, negotiation, residential real estate, seller representation, marketing, communication strategies[4]
Cities Served
Rolling Hills
All listed agents meet the same qualification standard (see Merit Criteria above).
Contact
Phone: (949) 836-1193
Email: [email protected]
Website: http://moniquesaia.com/
Zillow: https://www.zillow.com/profile/MoniqueSaia
Why selected: Selected for her extensive community leadership and charitable work, which is a cornerstone of our ranking. She combines this with of top production, a perfect 5.0 rating, and a unique dual expertise in both buyer and seller representation.
Verified Specialties
Relocation, Property Management[4]
Cities Served
Laguna Niguel
All listed agents meet the same qualification standard (see Merit Criteria above).
Contact
Phone: (949) 877-2977
Email: [email protected]
Zillow: https://www.zillow.com/profile/Alina%20Megarit
Why selected: Selected for her of dedicated service and strong quantifiable results. Her commitment to building lasting client trust through meticulous, personalized service stands out.
Notable Achievements
18 years of real estate experience
21 five-star client reviews
Verified Specialties
Foreclosure, Property Management, buyers, sellers, client service, referrals[4]
Cities Served
Laguna Niguel
All listed agents meet the same qualification standard (see Merit Criteria above).