55

The Peninsula Homes for Sale

Section Image Section Image Section Image
  • 30973 Fowlers Path St Unit 36447538, Millsboro, DE 19966
    30973 Fowlers Path St Unit 36447538, Millsboro, DE 19966
    30973 Fowlers Path St Unit 36447538, Millsboro, DE 19966
    /23

    $539,900

    New Construction
    • 3 - 5 Beds
    • 2 - 4 Baths

    Newport Plan, Millsboro, DE 19966

    New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

    Builder Photo

    Schell Brothers

    Builder

    30973 Fowlers Path St Unit 36447538, Millsboro, DE 19966
  • 33585 Windswept Dr Unit 7204, Millsboro, DE 19966
    33585 Windswept Dr Unit 7204, Millsboro, DE 19966
    33585 Windswept Dr Unit 7204, Millsboro, DE 19966
    /94

    $585,000

    • 3 Beds
    • 2 Baths
    • 1,980 Sq Ft

    33585 Windswept Dr Unit 7204, Millsboro, DE 19966

    Discover a residence where timeless craftsmanship meets effortless coastal luxury in Delaware's premier gated resort community, The Peninsula on the Indian River Bay. Thoughtfully transformed through an extensive 2024 renovation, this exceptional condominium offers a level of design, quality, and attention to detail rarely found in today's market.From the moment you enter, custom finishes,

    Agent Photo

    Lisa Nemeth

    Northrop Realty

    33585 Windswept Dr Unit 7204, Millsboro, DE 19966
  • 27271 18th Blvd, Millsboro, DE 19966
    27271 18th Blvd, Millsboro, DE 19966
    27271 18th Blvd, Millsboro, DE 19966
    /112

    $1,750,000

    • 4 Beds
    • 5 Baths
    • 3,774 Sq Ft

    27271 18th Blvd, Millsboro, DE 19966

    Welcome to 27271 18th Boulevard, a remarkable coastal retreat set along the 17th fairway of the acclaimed Jack Nicklaus Signature Golf Course, within the prestigious The Peninsula on the Indian River Bay. Built by Schell Brothers and thoughtfully curated at every turn, this exceptional residence offers three levels of refined living, seamlessly connected by a private elevator for ultimate ease

    Judith Dourgarian Northrop Realty

    27271 18th Blvd, Millsboro, DE 19966
  • 27604 S Nicklaus Ave, Millsboro, DE 19966
    27604 S Nicklaus Ave, Millsboro, DE 19966
    27604 S Nicklaus Ave, Millsboro, DE 19966
    /52

    $875,000

    • 5 Beds
    • 4.5 Baths
    • 3,372 Sq Ft

    27604 S Nicklaus Ave, Millsboro, DE 19966

    Perfectly positioned along the 2nd fairway, this exceptional three level coastal retreat captures sweeping views of both the golf course and a tranquil pond, a picturesque backdrop you will truly never tire of. Designed to embrace its surroundings, the home offers multiple porches across two levels, inviting you to relax, entertain, and take in the ever changing scenery from sunrise to

    Valerie Ellenberger Compass

    27604 S Nicklaus Ave, Millsboro, DE 19966
  • 22106 S Preservation Dr, Millsboro, DE 19966
    22106 S Preservation Dr, Millsboro, DE 19966
    22106 S Preservation Dr, Millsboro, DE 19966
    /108

    $615,000

    $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,780 Sq Ft

    22106 S Preservation Dr, Millsboro, DE 19966

    ***Through no fault of the seller this beauty is back on the market, come see before it is gone again*** Beautifully maintained 3-bedroom, 2.5-bath, two-story end-unit townhome located in the desirable Conservancy section of The Peninsula. This spacious home features an open floor plan and a gourmet kitchen with almost-new stainless steel appliances that flows into a dining area and a cozy

    Julie Stefan Keller Williams Realty

    22106 S Preservation Dr, Millsboro, DE 19966
  • 33187 Veranda Cir, Millsboro, DE 19966
    33187 Veranda Cir, Millsboro, DE 19966
    33187 Veranda Cir, Millsboro, DE 19966
    /93

    $695,000

    • 3 Beds
    • 2.5 Baths
    • 2,670 Sq Ft

    33187 Veranda Cir, Millsboro, DE 19966

    Welcome to refined coastal living in The Peninsula - one of Delaware’s most coveted resort-style communities - where your lifestyle can be as vibrant or as peaceful as you choose. Perfectly positioned within the sought-after Veranda neighborhood, 33187 Veranda Circle offers an ideal age-in-place floor plan designed for comfort, ease, and elegant everyday living. From the moment you arrive, this

    Skip Faust Coldwell Banker Premier - Rehoboth

    33187 Veranda Cir, Millsboro, DE 19966
  • 33571 Windswept Dr Unit 9101, Millsboro, DE 19966
    33571 Windswept Dr Unit 9101, Millsboro, DE 19966
    33571 Windswept Dr Unit 9101, Millsboro, DE 19966
    /73

    $340,000

    $19K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,677 Sq Ft

    33571 Windswept Dr Unit 9101, Millsboro, DE 19966

    Best value three bedroom condominium in the Peninsula. Welcome to Windswept Drive, Unit 9101! Perfectly positioned along the 6th fairway of the Jack Nicklaus Signature golf course, this residence enjoys a peaceful, private backdrop of golf, ponds and woods, with glimpses stretching toward the Indian River Bay. A pergola-covered patio extends the living space outdoors and invites quiet mornings or

    Valerie Ellenberger Compass

    33571 Windswept Dr Unit 9101, Millsboro, DE 19966
  • 33584 Windswept Dr Unit 5302, Millsboro, DE 19966
    33584 Windswept Dr Unit 5302, Millsboro, DE 19966
    33584 Windswept Dr Unit 5302, Millsboro, DE 19966
    /63

    $286,900

    $13K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,326 Sq Ft

    33584 Windswept Dr Unit 5302, Millsboro, DE 19966

    Welcome to 33584 Windswept Drive, Unit 5302, a beautifully appointed two-bedroom condominium in The Peninsula, offering a peaceful setting and a thoughtfully designed, open-concept layout. Enjoy lush, wooded views throughout the summer months, followed by scenic golf course views as the leaves fall.The home has been enhanced with numerous updates over the years, including freshly painted

    Liz Grace Northrop Realty

    33584 Windswept Dr Unit 5302, Millsboro, DE 19966
  • 27668 Sterling Blvd, Millsboro, DE 19966
    27668 Sterling Blvd, Millsboro, DE 19966
    27668 Sterling Blvd, Millsboro, DE 19966
    /113

    $2,795,000

    • 4 Beds
    • 6 Baths
    • 4,820 Sq Ft

    27668 Sterling Blvd, Millsboro, DE 19966

    Within the prestigious Sanctuary section of The Peninsula on the Indian River Bay, 27668 Sterling Boulevard presents an extraordinary opportunity to experience one of Delaware's finest luxury golf and waterfront residences. Perfectly positioned on a premium golf-front homesite overlooking the 7th green, this exceptional three-story home, with a private elevator, captures breathtaking panoramic

    Judith Dourgarian Northrop Realty

    27668 Sterling Blvd, Millsboro, DE 19966
  • 27270 18th Blvd Unit 13303, Millsboro, DE 19966
    27270 18th Blvd Unit 13303, Millsboro, DE 19966
    27270 18th Blvd Unit 13303, Millsboro, DE 19966
    /63

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 1,106 Sq Ft

    27270 18th Blvd Unit 13303, Millsboro, DE 19966

    Welcome to 27270 18th Boulevard, a top-floor, three-bedroom, two-and-a-half-bath condominium in The Peninsula, where refined coastal living and exceptional resort-style amenities come together in one of the area’s premier communities.Enjoy serene views overlooking a peaceful pond, creating a picturesque and relaxing backdrop for everyday living. Inside, the residence offers three spacious

    TONI SCHROCK Northrop Realty

    27270 18th Blvd Unit 13303, Millsboro, DE 19966
  • 33139 Serenity Cir Unit 84, Millsboro, DE 19966
    33139 Serenity Cir Unit 84, Millsboro, DE 19966
    33139 Serenity Cir Unit 84, Millsboro, DE 19966
    /57

    $670,000

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,453 Sq Ft

    33139 Serenity Cir Unit 84, Millsboro, DE 19966

    Welcome to the Veranda neighborhood within The Peninsula on the Indian River Bay, a premier, amenity-rich coastal community cultivated by refined living and natural beauty. Residents enjoy access to resort-style amenities, including a Jack Nicklaus Signature Golf Course, private bay beach, scenic walking trails, and preserved wetlands, all set across more than 800 acres of meticulously maintained

    Henry Jaffe Monument Sotheby's International Realty

    33139 Serenity Cir Unit 84, Millsboro, DE 19966
  • 33352 Marina Bay Cir, Millsboro, DE 19966
    33352 Marina Bay Cir, Millsboro, DE 19966
    33352 Marina Bay Cir, Millsboro, DE 19966
    /116

    $2,000,000

    • 5 Beds
    • 4.5 Baths
    • 4,250 Sq Ft

    33352 Marina Bay Cir, Millsboro, DE 19966

    The Peninsula, where championship golf meets the tranquil beauty of coastal Delaware, an extraordinary residence awaits. Nestled along the Jack Nicklaus Signature golf course with commanding views of the 15th green, this magnificent Coastal Carolina Style home is more than a property — it is a lifestyle defined by elegance, nature, and world-class amenity. From the moment you pass through the

    Junie Seward RE/MAX Associates - Newark

    33352 Marina Bay Cir, Millsboro, DE 19966
  • 33571 Windswept Dr Unit 9302, Millsboro, DE 19966
    33571 Windswept Dr Unit 9302, Millsboro, DE 19966
    33571 Windswept Dr Unit 9302, Millsboro, DE 19966
    /104

    $490,000

    $5K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,823 Sq Ft

    33571 Windswept Dr Unit 9302, Millsboro, DE 19966

    NEW PRICE!! Welcome to 33571 Windswept Drive #9302, a beautifully appointed third-floor condominium in The Peninsula, offering 3 bedrooms, 3 full bathrooms, and spectacular views of the 6th hole fairway, tranquil ponds, and the Indian River Bay beyond. This spacious residence combines comfort, convenience, and coastal elegance within one of Delaware's premier gated resort communities. Step inside

    Brian Barrows Monument Sotheby's International Realty

    33571 Windswept Dr Unit 9302, Millsboro, DE 19966
  • 30973 Fowlers Path St Unit 36496726, Millsboro, DE 19966
    30973 Fowlers Path St Unit 36496726, Millsboro, DE 19966
    30973 Fowlers Path St Unit 36496726, Millsboro, DE 19966
    /26

    $619,900

    New Construction
    • 3 - 7 Beds
    • 2.5 - 7.5 Baths

    Kingfisher Plan at Peninsula Lakes, Millsboro, DE 19966

    New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

    Schell Brothers Builder
    30973 Fowlers Path St Unit 36496726, Millsboro, DE 19966
  • 33559 Windswept Dr Unit 11102, Millsboro, DE 19966
    33559 Windswept Dr Unit 11102, Millsboro, DE 19966
    33559 Windswept Dr Unit 11102, Millsboro, DE 19966
    /85

    $429,900

    Open Sat 10AM - 12PM
    • 3 Beds
    • 3 Baths
    • 1,808 Sq Ft

    33559 Windswept Dr Unit 11102, Millsboro, DE 19966

    Welcome to Windswept at The Peninsula -Experience resort-style living in this beautifully maintained, turnkey ground-floor condo located in the sought-after Windswept neighborhood of The Peninsula. Perfectly positioned just a short stroll from the community's world-class amenities, you'll enjoy convenient access to the clubhouse, indoor and outdoor pools, spa, fitness center, tennis courts,

    Ian Blyth 360 PROPERTY SOLUTIONS

    33559 Windswept Dr Unit 11102, Millsboro, DE 19966
  • 27535 Medallion Ave, Millsboro, DE 19966
    27535 Medallion Ave, Millsboro, DE 19966
    27535 Medallion Ave, Millsboro, DE 19966
    /81

    $1,400,000

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,625 Sq Ft

    27535 Medallion Ave, Millsboro, DE 19966

    Welcome to 27535 Medallion Ave. and experience elevated coastal luxury in this exceptional expanded Bethany model by Schell Brothers. Perfectly nestled within the highly sought after Lakeside community of the Peninsula on Indian River Bay, this premium golf course homesite provides a protected green park setting in front and a 180 Lakeside view behind where you can lounge, birdwatch and take in

    Jeremy Walsh Coldwell Banker Realty

    27535 Medallion Ave, Millsboro, DE 19966
  • 27551 Medallion Ave, Millsboro, DE 19966
    27551 Medallion Ave, Millsboro, DE 19966
    27551 Medallion Ave, Millsboro, DE 19966
    /87

    $1,320,000

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,214 Sq Ft

    27551 Medallion Ave, Millsboro, DE 19966

    Welcome to 27551 Medallion Avenue, an exceptional golf and waterfront home in the prestigious gated community of The Peninsula on the Indian River Bay. A RARE AND HIGHLY SOUGHT-AFTER OFFERING, THIS PROPERTY PROVIDES THE NEXT OWNER THE OPPORTUNITY TO OBTAIN IMMEDIATE RESERVE MEMBERSHIP, BYPASSING THE TYPICAL RESERVE GOLF MEMBERSHIP WAIT LIST. RESERVE MEMBERSHIP FEE WILL STILL APPLY FOR A NEW

    Judith Dourgarian Northrop Realty

    27551 Medallion Ave, Millsboro, DE 19966
  • 33241 Indian Bay Cir Unit 35, Millsboro, DE 19966
    33241 Indian Bay Cir Unit 35, Millsboro, DE 19966
    33241 Indian Bay Cir Unit 35, Millsboro, DE 19966
    /71

    $775,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,450 Sq Ft

    33241 Indian Bay Cir Unit 35, Millsboro, DE 19966

    RARE ONE-STORY LUXURY LIVING in The Peninsula! This beautifully updated 5-year young Ranch offers an exceptional combination of privacy, resort living, and apremium location that is rarely available. Situated on a corner lot backing to astocked catch-and-release pond, expansive walking trails, and additional openspace/common ground, this home offers a spacious one-story floorplan

    Jim Lattanzi Northrop Realty

    33241 Indian Bay Cir Unit 35, Millsboro, DE 19966
  • 33579 Windswept Dr Unit 8204, Millsboro, DE 19966
    33579 Windswept Dr Unit 8204, Millsboro, DE 19966
    33579 Windswept Dr Unit 8204, Millsboro, DE 19966
    /86

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,930 Sq Ft

    33579 Windswept Dr Unit 8204, Millsboro, DE 19966

    Opportunity knocks with this premium corner unit featuring fantastic views of the 6th fairway. The Marco model is seldom available with three bedrooms, two baths, and two screened balconies. The HVAC was replaced in 2017, along with the kitchen's stainless steel appliances. Newer luxury vinyl plank flooring spans the common areas, with carpeted bedrooms and a tile kitchen. The spacious open floor

    Paul Maltaghati Monument Sotheby's International Realty

    33579 Windswept Dr Unit 8204, Millsboro, DE 19966
  • 30973 Fowlers Path St Unit 36495715, Millsboro, DE 19966
    30973 Fowlers Path St Unit 36495715, Millsboro, DE 19966
    30973 Fowlers Path St Unit 36495715, Millsboro, DE 19966
    /25

    $636,900

    New Construction
    • 3 - 6 Beds
    • 2.5 - 6.5 Baths

    Shearwater Plan at Peninsula Lakes, Millsboro, DE 19966

    New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

    Schell Brothers Builder
    30973 Fowlers Path St Unit 36495715, Millsboro, DE 19966
  • 27053 Firefly Blvd, Millsboro, DE
    27053 Firefly Blvd, Millsboro, DE
    27053 Firefly Blvd, Millsboro, DE
    /64

    $875,000

    $60K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,000 Sq Ft

    27053 Firefly Blvd, Millsboro, DE

    AMAZING! Single Family/Detached Gorgeous Home, NOW New Price $875,000. Beautifully situated in the highly desirable Peninsula on the Indian River Bay, this exceptional coastal home offers a lifestyle that effortlessly balances comfort, thoughtful design, and resort-style living. With five bedrooms and three full baths, the residence welcomes you with attractive curb appeal, mature landscaping,

    Judith Dourgarian Northrop Realty

    27053 Firefly Blvd, Millsboro, DE
  • 23837 Quiet Waters Ave, Millsboro, DE 19966
    23837 Quiet Waters Ave, Millsboro, DE 19966
    23837 Quiet Waters Ave, Millsboro, DE 19966
    /91

    $1,400,000

    • 4 Beds
    • 3.5 Baths
    • 4,182 Sq Ft

    23837 Quiet Waters Ave, Millsboro, DE 19966

    Jim Lattanzi Northrop Realty

    23837 Quiet Waters Ave, Millsboro, DE 19966
  • 33500 Marina Bay Cir, Millsboro, DE 19966
    33500 Marina Bay Cir, Millsboro, DE 19966
    33500 Marina Bay Cir, Millsboro, DE 19966
    /123

    $524,900

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    33500 Marina Bay Cir, Millsboro, DE 19966

    Opportunity knocks with this least expensive townhome in the Peninsula. Enjoy this 4BR/3.5Bath 2,980 sf available for immediate occupancy. Fully furnished and turnkey. The first level features a bedroom, full bath, family room with recessed lights, crown molding, gas fireplace and brick patio. The spacious two car garage offers plenty of room for all your bikes and beach toys! The main level

    Paul Maltaghati Monument Sotheby's International Realty

    33500 Marina Bay Cir, Millsboro, DE 19966
  • 33292 Marina Bay Cir, Millsboro, DE 19966
    33292 Marina Bay Cir, Millsboro, DE 19966
    33292 Marina Bay Cir, Millsboro, DE 19966
    /100

    $1,325,000

    • 3 Beds
    • 3.5 Baths
    • 3,210 Sq Ft

    33292 Marina Bay Cir, Millsboro, DE 19966

    Enjoy commanding views of the pond, 17th fairway, and Lingo Creek from this exceptionally maintained home in The Peninsula on the Indian River Bay. Designed to capture the beauty of its spectacular setting, the open floor plan features soaring ceilings in the living room, rich hardwood flooring throughout the main level, and a stunning stone hearth gas fireplace that creates a warm and inviting

    Valerie Ellenberger Compass

    33292 Marina Bay Cir, Millsboro, DE 19966
  • 33570 Windswept Dr Unit 3307, Millsboro, DE 19966
    33570 Windswept Dr Unit 3307, Millsboro, DE 19966
    33570 Windswept Dr Unit 3307, Millsboro, DE 19966
    /86

    $428,800

    • 3 Beds
    • 2 Baths
    • 1,860 Sq Ft

    33570 Windswept Dr Unit 3307, Millsboro, DE 19966

    Take the elevator to the top floor to this triple mint condo. Fully furnished - turnkey. This end unit is flooded with light. The prime location offers fantastic golf and water views. Walk to the world class amenities of the Peninsula. This 3br/2bth 1,860 sf condo features nine-foot ceilings with crown molding, recessed lights, and ceiling fans. Impeccably maintained. New HVAC in 2023. The

    Paul Maltaghati Monument Sotheby's International Realty

    33570 Windswept Dr Unit 3307, Millsboro, DE 19966
  • 33012 Shadeland Ave, Millsboro, DE 19966
    33012 Shadeland Ave, Millsboro, DE 19966
    33012 Shadeland Ave, Millsboro, DE 19966
    /51

    $950,000

    • 3 Beds
    • 2.5 Baths
    • 2,266 Sq Ft

    33012 Shadeland Ave, Millsboro, DE 19966

    This exceptional 2020 built Schell Brothers Jasmine model has been meticulously maintained and is ready for immediate enjoyment in the prestigious gated community of The Peninsula on the Indian River Bay, where refined coastal luxury and world class resort living come together seamlessly. Perfectly positioned on one of the largest premium homesites in the neighborhood, this elegant 3 bedroom, 2.5

    Krystal Casey Keller Williams Realty

    33012 Shadeland Ave, Millsboro, DE 19966
  • 27582 S Nicklaus Ave Unit 11, Millsboro, DE 19966
    27582 S Nicklaus Ave Unit 11, Millsboro, DE 19966
    27582 S Nicklaus Ave Unit 11, Millsboro, DE 19966
    /65

    $860,000

    • 5 Beds
    • 4.5 Baths
    • 3,400 Sq Ft

    27582 S Nicklaus Ave Unit 11, Millsboro, DE 19966

    Welcome to 27582 S. Nicklaus Ave., MOVE-IN READY with FRESHLY PAINTED EXTERIOR (July 2026) and a SPACIOUS, LOVINGLY REFRESHED INTERIOR. Located on a premium golf-course lot in The Peninsula, coastal Delaware's premier resort-style country club community! You'll have PANORAMIC TEE-TO-GREEN, SUNRISE-TO-SUNSET VIEWS of the 2nd fairway from all three levels of this upscale home! Plenty of space for

    Sandi Bisgood Monument Sotheby's International Realty

    27582 S Nicklaus Ave Unit 11, Millsboro, DE 19966
  • 22163 Dune Cir, Millsboro, DE 19966
    22163 Dune Cir, Millsboro, DE 19966
    22163 Dune Cir, Millsboro, DE 19966
    /99

    $799,000

    $56K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,302 Sq Ft

    22163 Dune Cir, Millsboro, DE 19966

    Privately situated in a quiet setting within the Conservancy neighborhood of the Peninsula, this Southern-inspired floor plan offers a beautiful blend of charm, comfort, and refined living. Designed to embrace its natural surroundings, the home features expansive porches on both levels, creating a seamless connection to the outdoors. Two of the side porches have been thoughtfully enclosed,

    Valerie Ellenberger Compass

    22163 Dune Cir, Millsboro, DE 19966
  • 33442 Marina Bay Cir, Millsboro, DE 19966
    33442 Marina Bay Cir, Millsboro, DE 19966
    33442 Marina Bay Cir, Millsboro, DE 19966
    /131

    $1,990,000

    • 5 Beds
    • 5.5 Baths
    • 5,720 Sq Ft

    33442 Marina Bay Cir, Millsboro, DE 19966

    This elegant coastal golf course home presents a rare turnkey opportunity, completely and professionally furnished and decorated for immediate enjoyment! Designed for flexibility, it features 2 private owner's suites - one on the main level and upper level - making it ideal as a primary residence, vacation retreat, or a dual family/sibling shared getaway. Luxurious golf course living is yours in

    Valerie Ellenberger Compass

    33442 Marina Bay Cir, Millsboro, DE 19966
  • 22097 S Preservation Dr, Millsboro, DE 19966
    22097 S Preservation Dr, Millsboro, DE 19966
    22097 S Preservation Dr, Millsboro, DE 19966
    /90

    $899,999

    • 4 Beds
    • 3.5 Baths
    • 3,300 Sq Ft

    22097 S Preservation Dr, Millsboro, DE 19966

    PREPARE TO BE WOWED by this exceptional, rarely offered home in The Peninsula’s coveted wooded Conservancy neighborhood. Set against a serene, wooded backdrop, this Southern-inspired residence pairs timeless curb appeal with a sophisticated, contemporary interior that has been completely remodeled to offer a truly like-new opportunity.Light pours into the beautifully appointed first floor,

    Lee Ann Wilkinson Berkshire Hathaway HomeServices PenFed Realty

    22097 S Preservation Dr, Millsboro, DE 19966
  • 24236 Canoe Dr Unit 225, Millsboro, DE 19966
    24236 Canoe Dr Unit 225, Millsboro, DE 19966
    24236 Canoe Dr Unit 225, Millsboro, DE 19966
    /59

    $529,000

    $28K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,195 Sq Ft

    24236 Canoe Dr Unit 225, Millsboro, DE 19966

    Ready for a Quick Settlement! $10,000 closing cost incentive!!!Tucked within the sought-after community of The Peninsula, this beautifully maintained end-unit townhome offers the perfect blend of luxury, comfort, and resort-style living. Built in 2020, this spacious 4-bedroom home is filled with natural light and showcases peaceful pond views from many of the main living areas.The

    Elizabeth Page-Kramer EXP Realty, LLC

    24236 Canoe Dr Unit 225, Millsboro, DE 19966
  • 26960 Sunburst Path, Millsboro, DE 19966
    26960 Sunburst Path, Millsboro, DE 19966
    26960 Sunburst Path, Millsboro, DE 19966
    /117

    $1,600,000

    Open Sun 12PM - 3PM
    • 4 Beds
    • 5 Baths
    • 4,020 Sq Ft

    26960 Sunburst Path, Millsboro, DE 19966

    COASTAL ELEGANCE. COUNTRY CLUB LIVING. THE PENINSULA. Welcome to 26960 Sunburst Path, an exceptional 4-bedroom, 3.5-bath Schell Brothers residence offering sophisticated coastal living within The Peninsula on the Indian River Bay, one of Delaware's premier private, gated golf and resort communities. From its striking coastal architecture and gracious double porches to its beautifully appointed

    Amy Kellenberger Berkshire Hathaway HomeServices PenFed Realty

    26960 Sunburst Path, Millsboro, DE 19966
  • 33584 Windswept Dr Unit 5401, Millsboro, DE 19966
    33584 Windswept Dr Unit 5401, Millsboro, DE 19966
    33584 Windswept Dr Unit 5401, Millsboro, DE 19966
    /16

    $359,000

    • 3 Beds
    • 2 Baths
    • 1,894 Sq Ft

    33584 Windswept Dr Unit 5401, Millsboro, DE 19966

    SPECIAL INCENTIVE UNTIL END OF AUGUST: SELLER WILL ACCEPT $325,000 , AS IS .This top floor, corner unit condo is situated in the amenity-rich community of The Peninsula on the Indian River Bay. It has three bedrooms, two full baths, an open floor plan, 9-foot ceilings, built-in bookcases flanking a gas fireplace, LVP flooring throughout the living areas, carpeting in the bedrooms, tile in the

    Shirley Kalvinsky Jack Lingo - Rehoboth

    33584 Windswept Dr Unit 5401, Millsboro, DE 19966
  • 22094 S Preservation Dr, Millsboro, DE 19966
    22094 S Preservation Dr, Millsboro, DE 19966
    22094 S Preservation Dr, Millsboro, DE 19966
    /111

    $625,000

    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    22094 S Preservation Dr, Millsboro, DE 19966

    An exceptional opportunity awaits as the seller holds a coveted Reserve Level Club Membership, allowing the next owner to enjoy immediate Reserve Level access without the typical wait. There are currently thirteen members on the wait list with an approximate ten-month wait. Nestled on a premium wooded homesite in The Conservancy at The Peninsula, this stunning residence is offered fully

    Paul Maltaghati Monument Sotheby's International Realty

    22094 S Preservation Dr, Millsboro, DE 19966
  • 30973 Fowlers Path St Unit 36445428, Millsboro, DE 19966
    30973 Fowlers Path St Unit 36445428, Millsboro, DE 19966
    30973 Fowlers Path St Unit 36445428, Millsboro, DE 19966
    /24

    $659,900

    New Construction
    • 4 - 7 Beds
    • 3 - 6 Baths

    Chesapeake Plan at Peninsula Lakes, Millsboro, DE 19966

    New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

    Schell Brothers Builder
    30973 Fowlers Path St Unit 36445428, Millsboro, DE 19966
  • 33457 Marina Bay Cir Unit 4, Millsboro, DE 19966
    33457 Marina Bay Cir Unit 4, Millsboro, DE 19966
    33457 Marina Bay Cir Unit 4, Millsboro, DE 19966
    /41

    $719,000

    $31K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft

    33457 Marina Bay Cir Unit 4, Millsboro, DE 19966

    Skip the line! Beat the two-year waitlist for golf. This property offers a Reserve Golf Membership opportunity, allowing the next owner immediate access to the Jack Nicklaus Signature Golf Course at The Peninsula — a rare and highly sought-after advantage within this premier gated community.Designed for effortless coastal living, Marina Bay lets you spend your time enjoying The

    Carla Campbell Monument Sotheby's International Realty

    33457 Marina Bay Cir Unit 4, Millsboro, DE 19966
  • 24565 Atlantic Dr, Millsboro, DE 19966
    24565 Atlantic Dr, Millsboro, DE 19966
    24565 Atlantic Dr, Millsboro, DE 19966
    /57

    $875,000

    • 3 Beds
    • 3 Baths
    • 2,661 Sq Ft

    24565 Atlantic Dr, Millsboro, DE 19966

    Storybook charm and refined coastal style come together beautifully in this Schell Brothers Craftsman, ideally situated within the prestigious gated community of The Peninsula. Charming gabled rooflines, dormers, a welcoming covered porch, and mature landscaping create a warm and inviting first impression. Inside, the heart of the home is a gracious open-concept living space where the kitchen,

    Jim Lattanzi Northrop Realty

    24565 Atlantic Dr, Millsboro, DE 19966
  • 33530 Tiderunner Ave Unit 22, Millsboro, DE 19966
    33530 Tiderunner Ave Unit 22, Millsboro, DE 19966
    33530 Tiderunner Ave Unit 22, Millsboro, DE 19966
    /137

    $2,595,000

    • 4 Beds
    • 3.5 Baths
    • 5,050 Sq Ft

    33530 Tiderunner Ave Unit 22, Millsboro, DE 19966

    An Elevated Coastal Sanctuary in The PeninsulaWelcome to 33530 Tiderunner Avenue, a Furnished Echelon-built masterpiece in the prestigious Sanctuary Enclave of The Peninsula on the Indian River Bay. This custom luxury home blends coastal sophistication, smart innovation, and sweeping waterfront panoramas, creating an ideal haven for the discerning buyer who values both beauty and function.

    Gary Desch Northrop Realty

    33530 Tiderunner Ave Unit 22, Millsboro, DE 19966
  • 33580 Windswept Dr Unit 4207, Millsboro, DE 19966
    33580 Windswept Dr Unit 4207, Millsboro, DE 19966
    33580 Windswept Dr Unit 4207, Millsboro, DE 19966
    /49

    $399,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,865 Sq Ft

    33580 Windswept Dr Unit 4207, Millsboro, DE 19966

    Welcome to 33580 Windswept, unit 4207, a beautifully appointed three-bedroom, two-bath condo in the sought-after Peninsula community. With an unbeatable location you will enjoy being close to the clubhouse, pools, golf course, tennis courts, bay, and more, this home places you at the center of an active, amenity-filled lifestyle while offering stylish, stress free, low-maintenance living. The

    Jim Lattanzi Northrop Realty

    33580 Windswept Dr Unit 4207, Millsboro, DE 19966
  • 27434 S Nicklaus Ave Unit 76, Millsboro, DE 19966
    27434 S Nicklaus Ave Unit 76, Millsboro, DE 19966
    27434 S Nicklaus Ave Unit 76, Millsboro, DE 19966
    /145

    $779,000

    • 5 Beds
    • 3 Baths
    • 3,500 Sq Ft

    27434 S Nicklaus Ave Unit 76, Millsboro, DE 19966

    Live graciously in this elegant home, nestled in the prestigious, thoughtfully planned country club community, the Peninsula. The Miller & Smith Hampton model is situated on the 3rd fairway of the signature Jack Nicklaus golf course in the 'Veranda' section. Elegant, low country style meets upscale convenience in this well maintained home, perfect for comfortable entertaining and hosting friends

    Zane Jones Jack Lingo - Rehoboth

    27434 S Nicklaus Ave Unit 76, Millsboro, DE 19966

Showing Results 1 - 40, Page 1 of 2

Delaware Sussex County Millsboro

Real Estate & Homes for Sale in The Peninsula, Millsboro

Why Live in The Peninsula
The Peninsula in Millsboro, Delaware, is a resort-style community developed on a peninsula along Indian River Bay. Established in 2002, it features an 18-hole Jack Nicklaus Signature golf course and a boardwalk hiking trail through a 225-acre nature preserve. Residents enjoy biking to pastel-painted, shingle-style clubhouses and a private beach lined with Cape American beach grass. The neighborhood is gated, offering a sense of exclusivity. Homes, built since 2003, include Craftsman-style houses, Federal-style dwellings, coastal traditional homes, Queen Anne-style townhouses, and condos in shades of blue, white, gray, yellow, and green. The area is safer than the national average, and the community is primarily full-time residents. The Peninsula offers numerous attractions, including a 33,000-square-foot clubhouse with dining options, a zero-entry wave pool, tennis and pickleball courts, and a fitness center. The Peninsula Nature Preserve provides boardwalk trails through tidal marshes, ideal for fishing and bird-watching. Nearby, Rehoboth Beach and Boardwalk are 15 miles northeast, though residents prefer the private beach for activities like fishing, kayaking, and crabbing. Local dining includes waterside restaurants like Serendipity and Paradise Grill, known for live music and seafood. Children attend highly rated Millsboro Middle School, and essential services like grocery stores and fast-food options are accessible via John J. Williams Highway. The closest hospital is Bayhealth Emergency and Urgent Care Center, 12 miles away, and Salisbury Regional Airport is 30 miles southwest.
Learn more about living in The Peninsula

The Peninsula, Millsboro, DE Home Prices vs. Nearby Neighborhoods

The Peninsula Harbeson Dagsboro
Median Home Price
$680,000
$599,950
$475,000
Median Sale Price
$650,000
-23% YoY
$590,000
+3% YoY
$433,500
-6% YoY
Median Single Family Price
$899,000
$619,900
$475,000
Median Townhouse Price
$565,000
$450,000
$325,500
Median Condo Price
$413,750
--
$303,000
Total Active Listings
54 listings
111 listings
63 listings
Market Conditions
8 Months of Supply
Buyer's Market
17 Months of Supply
Buyer's Market
5 Months of Supply
Balanced Market

Frequently Asked Questions

Is The Peninsula a good place to live?
The Peninsula is a good place to live. The Peninsula is considered very car-dependent and very bikeable. The Peninsula has 5 parks for recreational activities.It is fairly sparse in population with 3.0 people per acre and a median age of 62. The average household income is $85,967 which is below the national average. College graduates make up 30.6% of residents. A majority of residents in The Peninsula are home owners, with 12% of residents renting and 88% of residents owning their home. A local real estate agent serving The Peninsula can help you decide if this neighborhood is the right one for you. Learn more on our The Peninsula neighborhood guide.
How much do you need to make to afford a house in The Peninsula?
The median home price in The Peninsula is $680,000. If you put a 20% down payment of $136,000 and had a 30-year fixed mortgage with an interest rate of 6.71%, your estimated principal and interest payment would be $3,510 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $150K a year to afford the median home price in The Peninsula. Learn how much home you can afford with our Home Affordability Calculator. The average household income in The Peninsula is $86K.
What are the best public schools in The Peninsula?
The best public schools that serve The Peninsula are:
What are the most popular zip codes in The Peninsula, Millsboro, DE?
The most popular zip codes in The Peninsula, Millsboro, DE include 19966, 19939, 19951, 19958 and 19970.
What are the most popular neighborhoods near The Peninsula, Millsboro, DE?
The most popular neighborhoods near The Peninsula, Millsboro, DE are Long Neck and Harbeson.
Are home prices dropping in The Peninsula?
Yes, home prices in The Peninsula are down 4% in the last 12 months.
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group