Best Real Estate Agents in Chesapeake, Virginia

    Areas served: Chesapeake, VA and surrounding Hampton Roads region

    30 local businessesRanked by Lantern Score — a measure of reputation and business quality. We don't accept payment for placement.
    Updated April 15, 2026

    Chesapeake's real estate market spans diverse neighborhoods from established communities in Great Bridge and Greenbrier to waterfront properties along the Intracoastal Waterway and newer developments in South Norfolk. The city's unique geography, straddling multiple school districts and offering both urban amenities and rural retreats, requires agents with deep neighborhood knowledge and expertise in military relocations given the proximity to Naval Station Norfolk. This directory provides detailed profiles of real estate agents serving Chesapeake, evaluated on their transaction history, specialization areas, and demonstrated market expertise to help you identify the right professional for your specific needs.

    Show businesses best for:
    86
    Lantern
    Score
    Chesapeake, VA
    Serves Hampton Roads, Southeastern Virginia including Chesapeake, Virginia Beach, Norfolk, Portsmouth, Hampton, Newport News, Suffolk, and Northeastern North Carolina
    ★★★★★5.0(2292 Google reviews)

    The Ron Sawyer Team @ RE/MAX Prime is a full-service real estate brokerage serving all of Hampton Roads in Southeastern Virginia, including Chesapeake, Virginia Beach, Norfolk, and surrounding areas. Led by Ron Sawyer and his experienced team, they specialize in buyer representation, seller representation, new construction, short sales, property management, and first-time home buyers, while also handling investment properties and relocation services. The team combines decades of combined experience with cutting-edge technology, professional staging, HDR photography, and 4K video marketing to help buyers, sellers, investors, and landlords achieve their real estate goals.

    Best for: First-Time BuyersSelling a HomeLuxury PropertiesRelocatingReal Estate Investors
    Ideal clients: First-time home buyers, luxury home sellers, investors and landlords, military families relocating to Hampton Roads, new construction buyers
    What sets them apart
    • Expertise in new construction, short sales, property management, and first-time home buyer programs alongside traditional buy-sell services.
    • Uses HDR photography, 4K video production, and targeted social media campaigns to showcase properties and reach qualified buyers.
    • Combined 100+ years of team experience focused on customer service and solving complex real estate problems across multiple market segments.
    Real Estate SalesProperty ManagementNew ConstructionHampton RoadsHome Staging
    Phone(757) 447-2877
    The Ron Sawyer Team @ RE/MAX Prime
    Updated 4/15/26Learn More →
    86
    Lantern
    Score
    Norfolk, VA · 12 mi from Chesapeake
    Serves Hampton Roads, Virginia including Norfolk, Virginia Beach, Chesapeake, and surrounding areas
    ★★★★★5.0(697 Google reviews)

    HRVA Homes is a full-service real estate agency serving the Hampton Roads area with expertise in both buying and selling. The team specializes in working with military families relocating to major bases including Naval Station Norfolk, NAS Oceana, and Langley Air Force Base, as well as first-time homebuyers and those upgrading. They offer innovative buyer programs like cash offers to strengthen bids, bridge financing to buy before you sell, and seller solutions including guaranteed sale programs, fix-it-and-list-it options, and a 12-month satisfaction guarantee.

    Best for: First-Time BuyersRelocating
    Ideal clients: Military families relocating to Hampton Roads, First-time homebuyers, Sellers looking for innovative solutions, Home upgraders, Buyers wanting financing flexibility
    What sets them apart
    • Deep knowledge of major military installations in Hampton Roads including Naval Station Norfolk, NAS Oceana, Langley AFB, and Portsmouth Naval Hospital, making them ideal for military families relocating to the area.
    • Offers unique buyer and seller programs including cash offers to strengthen bids, bridge financing to buy before selling, guaranteed 34-day sale programs, and a 12-month love-it-or-leave-it satisfaction guarantee.
    • Uses professional photography, virtual tours, 3D walkthroughs, and video marketing with daily listing alerts to their buyer network for maximum exposure and faster sales.
    Hampton Roads Real EstateMilitary RelocationBuy & SellFirst-Time BuyersLocal Expertise
    Phone(757) 780-1832
    HRVA Homes- LPT Network Realty
    Updated 4/15/26Learn More →
    86
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    Virginia Beach, VA · 18 mi from Chesapeake
    Serves Coastal Virginia including Norfolk, Virginia Beach, Chesapeake, and Hampton Roads area
    ★★★★★5.0(479 Google reviews)

    CoVA Collective Realty is a full-service real estate team affiliated with Keller Williams, serving Coastal Virginia including Norfolk, Virginia Beach, and Chesapeake. Founded in 2013 by CEO Megan Morris, the team specializes in both buyer and seller representation, leveraging marketing expertise from advertising backgrounds to help clients buy, sell, and navigate the emotional aspects of homeownership. Beyond transactions, they provide ongoing support including contractor and professional referrals, making them a lifetime resource for their clients.

    Best for: First-Time BuyersRelocating
    Ideal clients: First-time buyers, home sellers, relocating professionals, repeat homebuyers in Coastal Virginia
    What sets them apart
    • Core agents started careers in advertising and bring unconventional marketing expertise to real estate, giving buyers and sellers a competitive advantage.
    • Relationship extends beyond closing—team provides curated referrals for contractors, plumbers, electricians, landscapers, and interior decorators.
    • Recipients of multiple accolades including 3x Platinum Circle of Excellence, Top Agent, Top Team, and Hampton Roads Top Producer awards.
    Keller WilliamsBuyer & Seller AgentCoastal VirginiaFull-Service TeamMarket Experts
    Phone(757) 828-7065
    Realtor CoVA Collective Realty Team - Keller Williams Coastal Virginia
    Updated 4/15/26Learn More →
    85
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    Norfolk, VA · 14 mi from Chesapeake
    Serves Norfolk, Virginia Beach, Chesapeake, Suffolk, Portsmouth, Hampton, Newport News, and surrounding areas in Hampton Roads, VA
    ★★★★★5.0(268 Google reviews)

    Distinctly Real Estate is a full-service real estate brokerage operating under Real Broker LLC, serving the Hampton Roads area including Norfolk, Virginia Beach, Chesapeake, and surrounding communities. Beyond traditional buy-sell services, they offer comprehensive home financing solutions including conventional, FHA, USDA, and ARM loan options, as well as refinancing assistance. Their team focuses on buyer representation, seller representation, and connecting clients with pre-approval and lending resources to streamline the entire home purchase or sale process.

    Best for: First-Time Buyers
    Ideal clients: First-time homebuyers, sellers seeking maximum value, buyers needing mortgage pre-approval, homeowners considering refinancing
    What sets them apart
    • Offers in-house home loan services including conventional, FHA, USDA, and ARM loans with dedicated pre-approval support, simplifying the buying and refinancing process.
    • Provides complimentary home marketing plans showing how they'll sell your home for the maximum amount in the least amount of time.
    • Part of one of the fastest-growing real estate teams in the US and Canada, bringing scalable resources and expanded market expertise to local clients.
    Real Estate SalesHome FinancingBuyer & Seller ServicesHampton RoadsMortgage Pre-Approval
    Phone(757) 520-0565
    Distinctly Real Estate
    Updated 4/15/26Learn More →
    85
    Lantern
    Score
    Chesapeake, VA
    Serves Chesapeake, VA and surrounding areas
    ★★★★★5.0(146 Google reviews)

    Reeds Real Estate is a full-service real estate agency in Chesapeake, VA specializing in residential sales with a unique "Your Home Sold Guaranteed" program. The team handles buyer representation, seller representation, and property marketing for homeowners and buyers throughout the Chesapeake area. Their guaranteed sales program and established reputation make them a distinctive choice for sellers seeking certainty in the market.

    Best for: First-Time Buyers
    Ideal clients: Home sellers seeking certainty, First-time homebuyers, Residential property sellers
    What sets them apart
    • Reeds Real Estate offers a unique guarantee on home sales, providing sellers with confidence and protection in the transaction process.
    • The agency provides comprehensive services for both buyers and sellers, handling all aspects of residential real estate transactions.
    Real Estate SalesHome BuyingHome SellingResidentialGuaranteed Program
    Phone(757) 799-4898
    Reeds Real Estate - Your Home Sold Guaranteed
    Updated 4/15/26Learn More →
    85
    Lantern
    Score
    Norfolk, VA · 18 mi from Chesapeake
    Serves Norfolk, VA and surrounding Hampton Roads area
    ★★★★★5.0(117 Google reviews)

    Coastal View Realty by Creed Realty is a full-service real estate agency serving the Norfolk, VA area and surrounding communities. The team specializes in residential home sales, buyer representation, and seller services, helping clients navigate the local market with expertise in waterfront properties and coastal neighborhoods. They offer personalized guidance for first-time buyers, move-up sellers, and investors looking to build wealth through real estate.

    Best for: First-Time BuyersRelocating
    Ideal clients: First-time homebuyers, sellers looking to maximize property value, waterfront property buyers, relocating families, investment property seekers
    What sets them apart
    • Specialized knowledge of waterfront properties and coastal neighborhoods unique to the Norfolk and Hampton Roads market.
    • Offers comprehensive buyer and seller representation, from market analysis and property positioning to closing, ensuring clients receive complete support.
    • Deep understanding of Norfolk's diverse neighborhoods, schools, amenities, and market trends to help clients make informed decisions.
    Real Estate SalesBuyer AgentSeller AgentNorfolk VACoastal Properties
    Phone(757) 720-2327
    Coastal View Realty by Creed Realty
    Updated 4/15/26Learn More →
    85
    Lantern
    Score
    Chesapeake, VA
    Serves Chesapeake, Virginia Beach, Norfolk, Hampton, Newport News, Portsmouth, Suffolk, and surrounding Coastal Virginia communities
    ★★★★★5.0(112 Google reviews)

    Keller Williams Realty agent Rosalind Levy specializes in residential real estate throughout Coastal Virginia, including Chesapeake, Virginia Beach, Norfolk, Hampton, and surrounding areas. As an Associate Broker with a Certified Negotiation Expert (CNE) designation and Military Relocation Professional (MRP) certification, Levy brings strategic expertise to buyer and seller transactions. She handles the full real estate journey—from comparative market analysis and professional marketing with photography and graphic design to closing coordination—making the process seamless for clients.

    Best for: First-Time BuyersSelling a HomeRelocating
    Ideal clients: Military families relocating to Hampton Roads, first-time homebuyers in Coastal Virginia, sellers seeking strategic marketing, investors interested in the Virginia Beach and Norfolk markets
    What sets them apart
    • Holds specialized CNE designation to secure favorable outcomes for clients in competitive markets.
    • Military Relocation Professional (MRP) certified, serving current and former military service members relocating to Coastal Virginia.
    • Leverages professional photography, graphic design, and competitive market strategies to maximize property visibility and results.
    Coastal Virginia Real EstateMilitary RelocationResidential SalesNegotiation ExpertHampton Roads
    Keller Williams Realty - Rosalind Levy, Broker
    Updated 4/15/26Learn More →
    85
    Lantern
    Score
    Chesapeake, VA
    Serves Chesapeake, Virginia and surrounding areas
    ★★★★★5.0(107 Google reviews)

    BEST Realty Team is a highly-rated real estate agency serving the Chesapeake, VA area and surrounding communities. Specializing in residential property sales, the team helps buyers and sellers navigate local market conditions with personalized service and local expertise. They focus on building strong client relationships and providing guidance through every step of the buying or selling process.

    Best for: First-Time Buyers
    Ideal clients: Residential buyers, home sellers, first-time homebuyers, relocating families
    What sets them apart
    • Deep knowledge of Chesapeake neighborhoods, schools, and market trends to help clients make informed decisions.
    • Committed to building strong relationships and providing personalized guidance throughout the entire buying or selling process.
    Real Estate SalesBuyer RepresentationSeller RepresentationResidentialChesapeake
    Phone(857) 526-1981
    BEST Realty Team
    Updated 4/15/26Learn More →
    85
    Lantern
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    Chesapeake, VA
    Serves Chesapeake, Hampton Roads, Southeastern Virginia
    ★★★★★5.0(105 Google reviews)

    Dani Brinson is a Keller Williams Realtor serving the Chesapeake, Virginia area with expertise in residential real estate sales and purchases. Operating under one of the nation's largest real estate brokerages, she provides full-service representation for buyers and sellers, leveraging KW's technology platform and local market knowledge to guide clients through transactions. Her consistent 5-star feedback from over 100 reviews reflects her commitment to client service and attention to detail in the competitive Hampton Roads market.

    Best for: First-Time Buyers
    Ideal clients: First-time homebuyers, Sellers looking to maximize property value, Relocating professionals, Local investors
    What sets them apart
    • Access to KW's industry-leading technology tools and national network while maintaining local market expertise in the Chesapeake area.
    • Consistently receives positive feedback from buyers and sellers on communication, negotiation, and transaction management.
    Real Estate AgentBuyer RepresentationSeller RepresentationResidential SalesKeller Williams
    Phone(207) 841-7301
    Dani Brinson, Realtor @ Keller Williams Coastal Virginia Chesapeake
    Updated 4/15/26Learn More →
    84
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    Chesapeake, VA
    Serves Chesapeake, Hampton Roads, Virginia Beach, Norfolk, Suffolk, Portsmouth, and surrounding areas
    ★★★★★5.0(78 Google reviews)

    Amy Holloway is a licensed real estate agent with Coldwell Banker Premier in Chesapeake, VA, serving buyers and sellers across Hampton Roads since 2004. With four generations of deep roots in the area, Amy specializes in helping first-time buyers, relocating families, and military households navigate the home buying and selling process. She coordinates with experienced lenders, insurance providers, and settlement companies to ensure a smooth transaction experience.

    Best for: First-Time BuyersRelocating
    Ideal clients: First-time homebuyers, Military families relocating, Out-of-area buyers moving to Hampton Roads, Sellers in Chesapeake and surrounding areas
    What sets them apart
    • Amy specializes in serving military families relocating to or from the area, understanding the unique pressures and timelines military moves require.
    • Deep local knowledge spanning four generations gives Amy insight into neighborhoods, market trends, and community details that help clients make informed decisions.
    • Amy works with experienced lenders, insurance providers, and settlement companies to streamline the buying or selling process from start to finish.
    Real Estate AgentColdwell BankerHampton RoadsMilitary FamiliesRelocations
    Holloway Homes Real Estate - Amy Holloway - Coldwell Banker
    Updated 4/15/26Learn More →
    84
    Lantern
    Score
    Virginia Beach, VA · 11 mi from Chesapeake
    Serves Virginia Beach, Virginia and surrounding areas
    ★★★★★5.0(75 Google reviews)

    Barry Jenkins leads the Legacy Home Team at Legacy Property Trust, a full-service real estate agency serving the Virginia Beach area. The team specializes in helping buyers find their ideal homes and assisting sellers in marketing their properties effectively. With expertise across multiple buyer and seller services, they provide personalized guidance through every step of the real estate transaction.

    Ideal clients: Home buyers seeking representation, Sellers looking to list their properties, First-time homebuyers, Relocating families
    What sets them apart
    • Barry Jenkins leads a specialized team focused on providing coordinated service to both buyers and sellers throughout the transaction process.
    • The Legacy Home Team brings established knowledge of the Virginia Beach real estate market to help clients make informed decisions.
    Real Estate SalesBuyer RepresentationSeller RepresentationVirginia Beach
    Barry Jenkins - Legacy Home Team @ LPT
    Updated 4/15/26Learn More →
    84
    Lantern
    Score
    Chesapeake, VA
    Serves Chesapeake, Norfolk, Virginia Beach, and Hampton Roads, Virginia
    ★★★★★5.0(74 Google reviews)

    Dwayne Hart is a real estate agent serving the Hampton Roads area, including Chesapeake, Norfolk, and Virginia Beach. With over 8 years of real estate experience combined with 22 years of Navy leadership, he specializes in buyer representation, seller representation, and relocation services for first-time buyers, military families, and luxury clients. Hart Homes Realty, brokered by Keller Williams Coastal Virginia, has completed 57 sales in the last 12 months across a price range of $85K–$2.7M.

    Best for: First-Time BuyersLuxury PropertiesRelocating
    Ideal clients: First-time buyers, military families relocating to Hampton Roads, luxury home buyers and sellers, investment property buyers
    What sets them apart
    • 22 years of Navy leadership combined with 8+ years of real estate experience, providing specialized understanding of military relocation and the Hampton Roads market.
    • Handles transactions from $85K to $2.7M with 57 sales in the last 12 months, demonstrating expertise across first-time buyers, mid-market, and luxury segments.
    • Emphasizes transparency, integrity, and personalized support tailored to individual client needs rather than transactional approach.
    Real Estate AgentHampton RoadsMilitary FamiliesFirst-Time BuyersLuxury Homes
    Phone(757) 842-1766
    Dwayne Hart
    Updated 4/15/26Learn More →
    84
    Lantern
    Score
    Chesapeake, VA
    Serves Chesapeake, Norfolk, Virginia Beach, Portsmouth, Suffolk, Hampton, and surrounding Hampton Roads area, Virginia
    ★★★★★5.0(74 Google reviews)

    Shepheard Real Estate Team, brokered by House Goals, is a leading real estate agency serving Chesapeake and the surrounding Hampton Roads area including Norfolk, Virginia Beach, Portsmouth, Suffolk, and Hampton. They specialize in buying and selling homes with real-time MLS updates, current market statistics, and neighborhood expertise across multiple communities. The team offers direct access to all active listings and provides comprehensive real estate services with extended office hours seven days a week.

    Ideal clients: Home buyers in Hampton Roads, home sellers in Chesapeake and surrounding areas, buyers seeking real-time market access
    What sets them apart
    • Listings are updated around the clock so clients see deals as soon as they hit the market, change status, or go under contract.
    • Open seven days a week from 7:30am to 9pm, making it easy to connect with the team on your schedule.
    • Established presence across multiple Hampton Roads communities with in-depth neighborhood knowledge.
    Real Estate SalesHome BuyingHome SellingHampton RoadsChesapeake
    Shepheard Real Estate Team Brokered by House Goals
    Updated 4/15/26Learn More →
    84
    Lantern
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    Virginia Beach, VA · 13 mi from Chesapeake
    Serves Virginia Beach, Hampton Roads, and surrounding areas in southeastern Virginia
    ★★★★★4.9(636 Google reviews)

    The Bethany White Group is a Berkshire Hathaway HomeServices affiliate serving Virginia Beach and the surrounding Hampton Roads region. Led by Bethany White, the team specializes in residential real estate sales, buyer representation, and home marketing strategies tailored to the local market. They combine personalized service with the resources and credibility of one of the nation's largest real estate networks.

    Best for: First-Time BuyersLuxury Properties
    Ideal clients: First-time homebuyers, Sellers looking to maximize home value, Relocating families new to the Virginia Beach area, Luxury home buyers and sellers
    What sets them apart
    • Backed by one of the nation's most trusted real estate networks, providing access to advanced marketing tools, market data, and a broader network of agents.
    • Led by an experienced local agent with deep knowledge of the Virginia Beach and Hampton Roads market, offering personalized attention and community insight.
    • The team develops tailored marketing strategies to highlight each property's unique features and reach qualified buyers in a competitive market.
    Real Estate SalesBuyer RepresentationVirginia Beach HomesResidential Real EstateLocal Expertise
    Phone(757) 695-8013
    The Bethany White Group | Berkshire Hathaway HomeServices RW Towne Realty
    Updated 4/15/26Learn More →
    84
    Lantern
    Score
    Virginia Beach, VA · 14 mi from Chesapeake
    Serves Virginia Beach, Norfolk, Chesapeake, Hampton Roads, Virginia
    ★★★★★4.9(373 Google reviews)

    Abrams Realty is a full-service real estate agency and property management company serving Virginia Beach and the surrounding area. The team specializes in residential sales, buyer representation, and comprehensive property management services for both individual investors and landlords. With deep local market expertise and a commitment to client education, Abrams Realty helps buyers find their ideal homes and assists property owners in managing their investments efficiently.

    Best for: First-Time BuyersRelocatingReal Estate Investors
    Ideal clients: First-time homebuyers, residential real estate investors, property owners seeking management services, relocating families to Virginia Beach
    What sets them apart
    • Offers both residential real estate sales and full property management services under one roof, providing seamless support for buyers and investors.
    • Emphasizes client education to help buyers and property owners make informed decisions in the local real estate market.
    • Demonstrates deep expertise in the Virginia Beach and Hampton Roads real estate market with a strong focus on community understanding.
    Real Estate SalesProperty ManagementVirginia BeachBuyer RepresentationLocal Expertise
    Phone(757) 644-3800
    Abrams Realty Real Estate Agents & Property Management in Virginia Beach
    Updated 4/15/26Learn More →
    83
    Lantern
    Score
    Chesapeake, VA
    Serves Chesapeake, Virginia and surrounding Hampton Roads areas
    ★★★★★5.0(49 Google reviews)

    The Thayer Team, REALTORS® is a dedicated real estate brokerage serving the Chesapeake area and surrounding Hampton Roads communities. Led by experienced agents, they specialize in helping buyers find their ideal home and assisting sellers in marketing and selling their properties effectively. The team brings local market expertise and personalized service to every transaction, whether it's a first-time purchase or an investment opportunity.

    Best for: First-Time BuyersRelocating
    Ideal clients: First-time homebuyers, sellers looking to maximize property value, relocating families, investment property buyers
    What sets them apart
    • The Thayer Team brings deep knowledge of the Chesapeake and Hampton Roads real estate market, helping clients make informed decisions based on local trends and neighborhood insights.
    • The team handles both buyer and seller representation, offering comprehensive guidance throughout the entire transaction process from initial consultation to closing.
    Real EstateHome BuyingHome SellingChesapeake VARealtors
    Phone(757) 635-2037
    The Thayer Team, REALTORS®
    Updated 4/15/26Learn More →
    83
    Lantern
    Score
    Chesapeake, VA
    Serves Chesapeake, Virginia and surrounding Hampton Roads communities
    ★★★★★5.0(47 Google reviews)

    Jerry Trickie is an ABR (Accredited Buyer's Representative) and MRP (Master Residential Property specialist) realtor based in Chesapeake, VA, offering comprehensive real estate services for buyers and sellers. With advanced certifications and deep local market knowledge, Jerry specializes in helping clients navigate purchases and sales throughout the Hampton Roads area. His team provides personalized guidance whether you're a first-time buyer, seasoned investor, or looking to relocate to the region.

    Best for: First-Time BuyersRelocating
    Ideal clients: First-time home buyers, seller-focused transactions, relocation clients, investment property purchasers
    What sets them apart
    • Holds both Accredited Buyer's Representative (ABR) and Master Residential Property (MRP) designations, indicating advanced training and expertise in real estate transactions and market analysis.
    • Operates Team Trickie, providing clients access to multiple professionals for comprehensive support throughout the buying or selling process.
    Real Estate AgentBuyers AgentSellers AgentChesapeake VAABR Certified
    Phone(757) 932-6978
    Jerry Trickie - Realtor, ABR, MRP
    Updated 4/15/26Learn More →
    83
    Lantern
    Score
    Chesapeake, VA
    Serves Chesapeake, Virginia Beach, Norfolk, Suffolk, and Hampton Roads, Virginia
    ★★★★★5.0(44 Google reviews)

    DJ Parker is a local real estate agent serving the Hampton Roads, Virginia area, including Chesapeake, Virginia Beach, Norfolk, and Suffolk. As a native of the region with over 30 years of local experience, he provides personalized guidance on buying, selling, and relocating throughout Hampton Roads. His website offers comprehensive resources on living in the area, neighborhood guides, and market insights to help clients make informed real estate decisions.

    Best for: First-Time BuyersRelocating
    Ideal clients: Relocating families, First-time home buyers, Buyers and sellers in Hampton Roads, People new to the Virginia area
    What sets them apart
    • 30+ years of experience living in Chesapeake and Virginia Beach provides deep knowledge of neighborhoods, schools, and community lifestyle.
    • Extensive guides and blog content covering Hampton Roads neighborhoods, cost of living, lifestyle advice, and relocation tips to support informed decisions.
    • Serves buyers and sellers across the entire Hampton Roads region, not just a single city.
    Real Estate AgentHampton RoadsHome BuyingHome SellingRelocation
    DJ Parker- Real Estate Agent
    Updated 4/15/26Learn More →
    83
    Lantern
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    Chesapeake, VA
    Serves Chesapeake, Virginia and surrounding Hampton Roads communities
    ★★★★★5.0(38 Google reviews)

    Salyer Wilmoth Homes is a residential real estate agency in Chesapeake, VA, brokered by A Better Way Realty. The team specializes in helping buyers and sellers navigate the local real estate market with personalized service and market expertise. They work with first-time homebuyers, luxury home sellers, investors, and families relocating to the Chesapeake area.

    Best for: First-Time BuyersLuxury PropertiesRelocatingReal Estate Investors
    Ideal clients: First-time homebuyers, luxury home sellers, relocating families, real estate investors
    What sets them apart
    • Backed by A Better Way Realty's resources and support, providing agents with training, technology, and tools to serve clients effectively.
    • Deep knowledge of Chesapeake's neighborhoods, schools, and market conditions to guide buyers and sellers through transactions.
    • Assists with buyer representation, seller representation, market analysis, and transaction coordination for residential properties.
    Residential Real EstateBuyer AgentSeller AgentChesapeake VAHome Sales
    Phone(757) 502-3671
    Salyer Wilmoth Homes, Real Estate Agent in Chesapeake brokered by A Better Way Realty -Residential Realtor
    Updated 4/15/26Learn More →
    82
    Lantern
    Score
    Chesapeake, VA
    Serves Chesapeake, Virginia and surrounding Hampton Roads communities
    ★★★★★5.0(33 Google reviews)

    The Real Estate Home Team is a Chesapeake-based real estate brokerage offering comprehensive buying and selling services throughout the Hampton Roads area. Led by experienced agents, they specialize in helping both first-time homebuyers and seasoned investors navigate the local market with personalized guidance and market expertise. Their team-based approach ensures clients receive dedicated support throughout the entire transaction process.

    Best for: First-Time Buyers
    Ideal clients: First-time homebuyers, home sellers, investors, relocating professionals
    What sets them apart
    • Leverages a collaborative team structure to provide comprehensive support and multiple perspectives on your real estate transaction.
    • Deep knowledge of Chesapeake and Hampton Roads neighborhoods, pricing trends, and community details to guide informed decisions.
    Real EstateHome BuyingHome SellingChesapeake VAHampton Roads
    Phone(757) 589-3506
    The Real Estate Home Team
    Updated 4/15/26Learn More →
    82
    Lantern
    Score
    Chesapeake, VA
    Serves Chesapeake, Virginia and surrounding Hampton Roads communities
    ★★★★★4.9(63 Google reviews)

    Ashley Rose is a real estate agent serving the Chesapeake, Virginia area and surrounding communities. Operating through Howard Hanna, she specializes in helping buyers and sellers navigate the local real estate market with personalized service and market expertise. Ashley focuses on understanding her clients' unique needs and goals to deliver results-driven representation.

    Ideal clients: Home sellers, First-time home buyers, Relocating families, Investors entering the Chesapeake market
    What sets them apart
    • Backed by one of the largest real estate companies in the nation, providing access to extensive resources, market data, and support systems for clients.
    • Ashley Rose works to understand each client's specific needs and goals, tailoring her representation to deliver customized solutions rather than one-size-fits-all service.
    Real EstateBuyer's AgentSeller's AgentChesapeake VAHome Sales
    Phone(757) 739-0772
    Ashley Rose, Realtor
    Updated 4/15/26Learn More →
    82
    Lantern
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    Chesapeake, VA
    Serves Chesapeake, Virginia and surrounding Hampton Roads area
    ★★★★★5.0(31 Google reviews)

    The Hollowell Group is a real estate team with BHHS RW Towne Real Estate serving the Chesapeake, Virginia area. They specialize in residential home sales, buyer representation, and seller services for clients looking to buy or sell properties in Hampton Roads. As a team operating under a well-established brokerage, they leverage market expertise and local knowledge to guide clients through transactions.

    Best for: First-Time Buyers
    Ideal clients: Home buyers, home sellers, first-time homebuyers, families relocating to the Chesapeake area
    What sets them apart
    • Part of BHHS RW Towne Real Estate, providing access to a larger brokerage's resources and network for buyer and seller services.
    • Team-based approach focused on the Chesapeake and Hampton Roads region with established local market knowledge.
    Real Estate SalesHome BuyersHome SellersChesapeake VAResidential
    Phone(757) 735-1234
    The Hollowell Group, BHHS RW Towne Real Estate Agents
    Updated 4/15/26Learn More →
    82
    Lantern
    Score
    Chesapeake, VA
    Serves Chesapeake, Virginia and surrounding areas
    ★★★★★4.9(58 Google reviews)

    Jason Dunaway is a real estate agent serving Chesapeake, VA and surrounding areas with expertise in buying, selling, and investment properties. Operating under Howard Hanna, one of the largest independent real estate brokerages in the U.S., Jason brings market knowledge and professional resources to help clients navigate residential real estate transactions. Whether you're a first-time homebuyer, seasoned investor, or relocating professional, Jason works to match clients with properties that fit their needs and financial goals.

    Best for: First-Time BuyersRelocatingReal Estate Investors
    Ideal clients: First-time homebuyers, Sellers looking to list homes, Investment property buyers, Relocating professionals
    What sets them apart
    • Backed by Howard Hanna's extensive resources, tools, and market data—one of the largest independent brokerages in the nation.
    • Works with first-time buyers, sellers, and investment property clients, offering guidance across multiple transaction types.
    Real Estate AgentHome SalesBuyer RepresentationChesapeake VA
    Jason Dunaway Realtor
    Updated 4/15/26Learn More →
    82
    Lantern
    Score
    Chesapeake, VA
    Serves Chesapeake, Virginia and surrounding Hampton Roads area
    ★★★★★5.0(28 Google reviews)

    BHHS RW Towne Realty, led by Managing Broker Richard Calderon, is a full-service real estate agency based in Chesapeake, VA. The team specializes in residential home sales, buyer representation, and seller services throughout the Hampton Roads region. With a focus on personalized service and local market expertise, they help clients navigate buying, selling, and relocation in the area.

    Best for: Relocating
    Ideal clients: Chesapeake-area homebuyers, sellers preparing to list their homes, relocating families, residential property investors
    What sets them apart
    • Richard Calderon and his team bring deep knowledge of the Chesapeake and Hampton Roads real estate market, helping clients make informed decisions.
    • Offers comprehensive real estate services including buyer representation, seller marketing, and relocation support under the BHHS RW Towne brand.
    Real Estate SalesBuyer RepresentationSeller ServicesHampton RoadsResidential
    Phone(757) 897-9299
    Bhhs Rw Towne Realty-Richard Calderon, Managing Broker
    Updated 4/15/26Learn More →
    82
    Lantern
    Score
    Chesapeake, VA
    Serves Chesapeake, Virginia and surrounding Hampton Roads communities
    ★★★★★4.8(184 Google reviews)

    1st Class Real Estate - Integrity is a full-service real estate agency in Chesapeake, VA, specializing in residential home sales and purchases throughout the Hampton Roads region. The team provides comprehensive real estate services including buyer representation, seller representation, and market expertise for the local area. They help clients navigate the entire transaction process with personalized service and local market knowledge.

    Best for: First-Time Buyers
    Ideal clients: Home buyers, home sellers, first-time homebuyers, relocating families
    What sets them apart
    • Deep knowledge of the Chesapeake and Hampton Roads real estate market, helping clients make informed decisions based on current conditions and neighborhood-specific data.
    • Offers both buyer and seller representation, guiding clients through every step of the transaction from initial consultation to closing.
    Real Estate SalesHome BuyingHome SellingChesapeake VAHampton Roads
    Phone(757) 431-7521
    1st Class Real Estate - Integrity
    Updated 4/15/26Learn More →
    81
    Lantern
    Score
    Chesapeake, VA
    Serves Chesapeake, VA and surrounding Hampton Roads communities
    ★★★★★5.0(112 Google reviews)

    John King is an independent realtor serving the Chesapeake, VA area with expertise in buying, selling, and investing in residential real estate. With a focus on personalized service and local market knowledge, John King helps clients navigate transactions smoothly whether they're first-time buyers, seasoned investors, or sellers looking to maximize their home's value.

    Best for: First-Time BuyersReal Estate Investors
    Ideal clients: First-time homebuyers, Investment property investors, Home sellers in Chesapeake
    What sets them apart
    • Deep knowledge of Chesapeake neighborhoods, schools, and market trends to help clients make informed decisions.
    • Independent agent focused on building relationships and understanding each client's unique goals rather than high-volume transactions.
    Real Estate SalesHome BuyingInvestment PropertiesChesapeake VA
    Phone(757) 270-3994
    John King Realtor
    Updated 4/15/26Learn More →
    80
    Lantern
    Score
    Virginia Beach, VA · 16 mi from Chesapeake
    Serves Virginia Beach, Norfolk, Chesapeake, Hampton Roads, and surrounding areas
    ★★★★★4.9(1075 Google reviews)

    Lonnie Bush Real Estate, operating under LPT Realty, is a Virginia Beach-based real estate agency specializing in residential property sales and purchases. Led by experienced agents, the firm serves homebuyers, sellers, and investors throughout the Hampton Roads area with personalized market expertise and transaction support.

    Best for: First-Time BuyersRelocating
    Ideal clients: First-time homebuyers, local home sellers, military families relocating to Hampton Roads, investment property buyers
    What sets them apart
    • Backed by LPT Realty's resources and support systems to provide comprehensive real estate services and market insights.
    • Deep knowledge of the Virginia Beach and Hampton Roads real estate market, including neighborhood-specific trends and property values.
    Real Estate SalesHome BuyingHome SellingVirginia BeachHampton Roads
    Phone(757) 217-0900
    Lonnie Bush Real Estate | LPT Realty
    Updated 4/15/26Learn More →
    80
    Lantern
    Score
    Virginia Beach, VA · 16 mi from Chesapeake
    Serves Virginia Beach, Virginia and surrounding areas
    ★★★★★5.0(61 Google reviews)

    Laura Rowe is a Virginia Beach real estate agent with Berkshire Hathaway HomeServices RW Towne Realty, specializing in helping buyers and sellers navigate the local market. With deep knowledge of Virginia Beach neighborhoods and a commitment to personalized service, Laura works with first-time homebuyers, sellers, investors, and relocating families to find the right properties or successfully sell their homes.

    Best for: First-Time BuyersRelocating
    Ideal clients: First-time homebuyers, sellers in Virginia Beach, relocating families, real estate investors
    What sets them apart
    • Backed by BHHS RW Towne Realty, providing access to advanced marketing tools, resources, and a trusted brand reputation.
    • Specializes in Virginia Beach neighborhoods with understanding of local schools, communities, and market trends to guide informed decisions.
    • Assists buyers, sellers, and investors with tailored strategies whether purchasing a first home, relocating, or managing investment properties.
    Real Estate AgentHome SalesVirginia BeachBuyer RepresentationSeller Representation
    Phone(757) 374-3758
    Laura Rowe - Virginia Beach Realtor BHHS RW TOWNE REALTY
    Updated 4/15/26Learn More →
    78
    Lantern
    Score
    Virginia Beach, VA · 11 mi from Chesapeake
    Serves Hampton Roads, Virginia Beach, Newport News, and surrounding areas
    ★★★★★4.6(167 Google reviews)

    Better Homes and Gardens Real Estate Native American Group is a full-service real estate brokerage serving the Hampton Roads area of Virginia. Led by experienced agents, they specialize in helping buyers and sellers navigate the local market with personalized service and market expertise. Whether you're relocating to the region, purchasing your first home, or selling a property, their team provides comprehensive real estate solutions tailored to your needs.

    Best for: First-Time BuyersRelocating
    Ideal clients: First-time homebuyers, relocating families, sellers looking to maximize property value, investors exploring the Hampton Roads market
    What sets them apart
    • Backed by the trusted Better Homes and Gardens brand, providing access to national resources and proven marketing strategies for competitive advantage.
    • Deep knowledge of the Hampton Roads market, including neighborhood specifics, pricing trends, and community insights that benefit both buyers and sellers.
    • Full suite of real estate support including buyer representation, seller representation, relocation assistance, and market analysis for informed decisions.
    Real Estate SalesHome BuyingHome SellingHampton RoadsVirginia Beach
    Better Homes and Gardens Real Estate Native American Group
    Updated 4/15/26Learn More →
    71
    Lantern
    Score
    Chesapeake, VA
    Serves Chesapeake, VA and surrounding Hampton Roads communities
    ★★★★☆4.2(112 Google reviews)

    The Real Estate Group is a full-service real estate brokerage serving the Chesapeake area and surrounding Hampton Roads communities. They specialize in residential sales, buyer representation, and seller services for homeowners looking to buy or sell property. Their experienced agents provide market expertise and personalized guidance throughout the transaction process.

    Best for: First-Time Buyers
    Ideal clients: Home buyers, home sellers, first-time homebuyers, relocating families
    What sets them apart
    • Established brokerage with deep knowledge of the Chesapeake and Hampton Roads real estate market.
    • Offers comprehensive buyer and seller representation with personalized service throughout the transaction.
    Real Estate SalesBuyer ServicesSeller ServicesHome SalesChesapeake
    Phone(757) 410-8500
    Websitetreg.com
    The Real Estate Group
    Updated 4/15/26Learn More →

    Frequently Asked Questions

    Who is the top-ranked real estate agent or team in Chesapeake, VA?

    The Ron Sawyer Team @ RE/MAX Prime is the top-ranked real estate agent in Chesapeake with a Lantern Score of 85.84/100 and a 5★ rating based on 2,292 reviews. They specialize in first-time home buyers, luxury home sellers, investors, military families relocating to Hampton Roads, and new construction buyers.

    Which real estate agents in Chesapeake specialize in working with military families?

    Several top-ranked agents specialize in military relocations. HRVA Homes- LPT Network Realty (Lantern Score: 85.71/100) and The Ron Sawyer Team @ RE/MAX Prime (Lantern Score: 85.84/100) both have extensive experience with military families relocating to Hampton Roads. Keller Williams Realty agent Rosalind Levy (Lantern Score: 84.78/100) also specializes in military family relocations to the area.

    Which Chesapeake real estate agents are best for first-time homebuyers?

    Many highly-rated agents serve first-time buyers, but The Ron Sawyer Team @ RE/MAX Prime (Lantern Score: 85.84/100) and HRVA Homes- LPT Network Realty (Lantern Score: 85.71/100) are among the top choices, both with 5★ ratings. Distinctly Real Estate (Lantern Score: 85.42/100) also specializes in first-time homebuyers and offers mortgage pre-approval assistance.

    What real estate options exist for sellers seeking innovative solutions in Chesapeake?

    HRVA Homes- LPT Network Realty (Lantern Score: 85.71/100, 5★ rating with 697 reviews) specializes in sellers looking for innovative solutions. Additionally, Reeds Real Estate (Lantern Score: 85.03/100) offers their unique "Your Home Sold Guaranteed" program specifically designed for sellers seeking certainty and guaranteed results.

    Which real estate agents in Chesapeake focus on waterfront and investment properties?

    Coastal View Realty by Creed Realty (Lantern Score: 84.82/100, 5★ rating) specializes in waterfront property buyers and investment property seekers. Dwayne Hart (Lantern Score: 84.24/100) also works with luxury home buyers and investment property buyers with over 8 years of real estate experience combined with military background knowledge.

    Who is the second-highest ranked real estate team in Chesapeake after Ron Sawyer?

    HRVA Homes- LPT Network Realty ranks second with a Lantern Score of 85.71/100 and a 5★ rating from 697 reviews. They are a full-service real estate agency with expertise in both buying and selling, with particular strength in military family relocations and first-time homebuyers.

    This directory of real estate agents local businesses serving Chesapeake, VA is maintained by Lantern. Rankings are determined by the Lantern Score — not advertising or payment for placement. Learn how it works. Last updated April 15, 2026. To claim or update a listing, contact us.