50

The Peninsula Homes for Sale

Section Image Section Image
  • 27506 S Nicklaus Ave Unit 36394417, Millsboro, DE 19966
    27506 S Nicklaus Ave Unit 36394417, Millsboro, DE 19966
    27506 S Nicklaus Ave Unit 36394417, Millsboro, DE 19966
    /39

    $856,900 New Construction

    • 4 - 5 Beds
    • 3 Baths
    • 2,572+ Sq Ft

    Frank Beach (3-car) Plan at Veranda at The Peninsula - The Peninsula, Millsboro, DE 19966

    This Frank model is a two-story 40-foot wide home that is designed to fit on narrower lots. The home features 4-5 bedrooms, 3 full baths, living room, kitchen, breakfast nook, laundry room, 3 car garage.

    Insight Homes Builder
    27506 S Nicklaus Ave Unit 36394417, Millsboro, DE 19966
  • 23837 Quiet Waters Ave Unit 36475602, Millsboro, DE 19966
    23837 Quiet Waters Ave Unit 36475602, Millsboro, DE 19966
    23837 Quiet Waters Ave Unit 36475602, Millsboro, DE 19966
    /24

    $685,400 New Construction

    • 3 - 6 Beds
    • 2.5 - 5.5 Baths
    • 2,404 Sq Ft

    Iris Plan at Stillwater at The Peninsula, 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
    23837 Quiet Waters Ave Unit 36475602, Millsboro, DE 19966
  • 23837 Quiet Waters Ave Unit 36467226, Millsboro, DE 19966
    23837 Quiet Waters Ave Unit 36467226, Millsboro, DE 19966
    23837 Quiet Waters Ave Unit 36467226, Millsboro, DE 19966
    /24

    $700,400 New Construction

    • 3 - 6 Beds
    • 2.5 - 4.5 Baths
    • 3,189 Sq Ft

    Hadley Plan at Stillwater at The Peninsula, 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
    23837 Quiet Waters Ave Unit 36467226, Millsboro, DE 19966
  • 23837 Quiet Waters Ave Unit 36483129, Millsboro, DE 19966
    23837 Quiet Waters Ave Unit 36483129, Millsboro, DE 19966
    23837 Quiet Waters Ave Unit 36483129, Millsboro, DE 19966
    /24

    $710,400 New Construction

    • 4 - 6 Beds
    • 2.5 - 4.5 Baths
    • 3,208 Sq Ft

    Lilac Plan at Stillwater at The Peninsula, 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
    23837 Quiet Waters Ave Unit 36483129, Millsboro, DE 19966
  • 27459 S Nicklaus Ave Unit 129, Millsboro, DE 19966
    27459 S Nicklaus Ave Unit 129, Millsboro, DE 19966
    27459 S Nicklaus Ave Unit 129, Millsboro, DE 19966
    /68

    $659,000

    • 3 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    27459 S Nicklaus Ave Unit 129, Millsboro, DE 19966

    Nestled in the prestigious Peninsula community, this exquisite coastal residence offers a harmonious blend of luxury and comfort. Step inside to discover an open floor plan adorned with crown moldings, recessed lighting, and gas fireplace flanked by built-ins, creating an inviting atmosphere. The gourmet kitchen, featuring upgraded countertops and stainless steel appliances, seamlessly flows into

    Sandi Bisgood Monument Sotheby's International Realty

    27459 S Nicklaus Ave Unit 129, Millsboro, DE 19966
  • 23837 Quiet Waters Ave Unit 36456646, Millsboro, DE 19966
    23837 Quiet Waters Ave Unit 36456646, Millsboro, DE 19966
    23837 Quiet Waters Ave Unit 36456646, Millsboro, DE 19966
    /23

    $665,400 New Construction

    • 3 - 6 Beds
    • 2 - 3 Baths
    • 2,188 Sq Ft

    Bluebell Plan at Stillwater at The Peninsula, 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
    23837 Quiet Waters Ave Unit 36456646, Millsboro, DE 19966
  • 23837 Quiet Waters Ave Unit 36488124, Millsboro, DE 19966
    23837 Quiet Waters Ave Unit 36488124, Millsboro, DE 19966
    23837 Quiet Waters Ave Unit 36488124, Millsboro, DE 19966
    /24

    $630,400 New Construction

    • 3 - 4 Beds
    • 2 - 3 Baths
    • 1,909 Sq Ft

    Orchid Plan at Stillwater at The Peninsula, 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
    23837 Quiet Waters Ave Unit 36488124, Millsboro, DE 19966
  • 23837 Quiet Waters Ave Unit 36447147, Millsboro, DE 19966
    23837 Quiet Waters Ave Unit 36447147, Millsboro, DE 19966
    23837 Quiet Waters Ave Unit 36447147, Millsboro, DE 19966
    /22

    $640,400 New Construction

    • 3 - 6 Beds
    • 2 - 5 Baths
    • 2,023 Sq Ft

    Heather Plan at Stillwater at The Peninsula, 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
    23837 Quiet Waters Ave Unit 36447147, Millsboro, DE 19966
  • 27506 S Nicklaus Ave Unit 36394415, Millsboro, DE 19966
    27506 S Nicklaus Ave Unit 36394415, Millsboro, DE 19966
    27506 S Nicklaus Ave Unit 36394415, Millsboro, DE 19966
    /105

    $877,900 New Construction

    • 4 - 6 Beds
    • 3 - 4 Baths
    • 3,145+ Sq Ft

    Peterman II Beach Plan at Veranda at The Peninsula - The Peninsula, Millsboro, DE 19966

    A two-story floorplan featuring 4 bedrooms, 3 baths, living room, large kitchen, formal dining room, breakfast room with eating bar, 2 car garage and the ability to expand to 6 bedrooms.

    Insight Homes Builder
    27506 S Nicklaus Ave Unit 36394415, Millsboro, DE 19966
  • 33564 Windswept Dr Unit 2102, Millsboro, DE 19966
    33564 Windswept Dr Unit 2102, Millsboro, DE 19966
    33564 Windswept Dr Unit 2102, Millsboro, DE 19966
    /67

    $449,000

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

    33564 Windswept Dr Unit 2102, Millsboro, DE 19966

    Presenting 33564 Windswept Drive, an exceptional first floor condominium nestled in the prestigious community of 'The Peninsula on the Indian River Bay'. This impeccably maintained residence boasts a spacious and inviting layout, featuring three bedrooms each with their own dedicated bathroom. Every inch of this property exudes sophistication and charm - from the elegant living space, filled with

    John Rishko Patterson-Schwartz-Rehoboth

    33564 Windswept Dr Unit 2102, Millsboro, DE 19966
  • 33564 Windswept Dr Unit 2301, Millsboro, DE 19966
    33564 Windswept Dr Unit 2301, Millsboro, DE 19966
    33564 Windswept Dr Unit 2301, Millsboro, DE 19966
    /53

    $419,900

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

    33564 Windswept Dr Unit 2301, Millsboro, DE 19966

    UPSCALE COASTAL RETREAT WITH OVERSIZED GARAGE! Welcome to this top-floor end-unit condo in the sought-after community of The Peninsula on the Indian River Bay. This beautifully cared-for home offers a spacious, light-filled layout with 3 bedrooms and 2.5 baths, blending coastal comfort with elegant design. Gorgeous hardwood floors, thoughtful architectural touches, and large picture windows

    Lee Ann Wilkinson Berkshire Hathaway HomeServices PenFed Realty

    33564 Windswept Dr Unit 2301, Millsboro, DE 19966
  • 27053 Firefly Blvd Unit 127, Millsboro, DE
    27053 Firefly Blvd Unit 127, Millsboro, DE
    27053 Firefly Blvd Unit 127, Millsboro, DE
    /64

    $935,000

    • 5 Beds
    • 3 Baths
    • 3,000 Sq Ft

    27053 Firefly Blvd Unit 127, Millsboro, DE

    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, Hardie Plank siding, and a charming covered front porch accented by

    Judith Dourgarian Northrop Realty

    27053 Firefly Blvd Unit 127, Millsboro, DE
  • 33580 Windswept Dr Unit 4201, Millsboro, DE 19966
    33580 Windswept Dr Unit 4201, Millsboro, DE 19966
    33580 Windswept Dr Unit 4201, Millsboro, DE 19966
    /39

    $399,000

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

    33580 Windswept Dr Unit 4201, Millsboro, DE 19966

    PRICE IMPROVED and the Only 3 bedroom condo that comes FURNISHED. Discover refined, low-maintenance living in this pristine end-unit FURNISHED Bonita floor plan with panoramic views of the first fairway. Step inside to spacious 9-foot ceilings and an open design highlighted by wood laminate flooring, crown molding, and recessed lighting, The kitchen is a chef’s delight with maple cabinetry,

    Valerie Ellenberger Compass

    33580 Windswept Dr Unit 4201, Millsboro, DE 19966
  • 27506 S Nicklaus Ave Unit 36394416, Millsboro, DE 19966
    27506 S Nicklaus Ave Unit 36394416, Millsboro, DE 19966
    27506 S Nicklaus Ave Unit 36394416, Millsboro, DE 19966
    /23

    $836,900 New Construction

    • 3 - 6 Beds
    • 2 - 4 Baths
    • 2,854+ Sq Ft

    Whatley Coastal Plan at Veranda at The Peninsula - The Peninsula, Millsboro, DE 19966

    This open concept, single story home features 3 bedrooms, including a spacious owner's suite with attached sitting room, en-suite bath and large walk-in closet. Entering the home, the large foyer leads you first to the formal dining room, which can be converted to a study, then to the large living room which opens to the over-sized kitchen, breakfast area and morning room... perfect for

    Insight Homes Builder
    27506 S Nicklaus Ave Unit 36394416, Millsboro, DE 19966
  • 33067 Secluded Path Unit 125, Millsboro, DE 19966
    33067 Secluded Path Unit 125, Millsboro, DE 19966
    33067 Secluded Path Unit 125, Millsboro, DE 19966
    /64

    $815,000

    • 4 Beds
    • 3.5 Baths
    • 3,302 Sq Ft

    33067 Secluded Path Unit 125, Millsboro, DE 19966

    Nestled in the sunny and sought after Conservancy neighborhood of The Peninsula, this beautifully maintained Newport floor plan offers an exceptional blend of comfort, style, and modern convenience. Thoughtful updates include new kitchen countertops and appliances, new HVAC systems which enhance the home’s efficiency and ensure a move-in-ready experience.The welcoming main level is designed

    Valerie Ellenberger Compass

    33067 Secluded Path Unit 125, Millsboro, DE 19966
  • 27506 S Nicklaus Ave Unit 36394420, Millsboro, DE 19966
    27506 S Nicklaus Ave Unit 36394420, Millsboro, DE 19966
    27506 S Nicklaus Ave Unit 36394420, Millsboro, DE 19966
    /30

    $816,900 New Construction

    • 4 - 5 Beds
    • 3 - 3.5 Baths
    • 2,483+ Sq Ft

    Cartwright Beach Plan at Veranda at The Peninsula - The Peninsula, Millsboro, DE 19966

    A versatile single story plan featuring a spacious foyer, formal dining room, a cook's kitchen with large breakfast bar open to the breakfast nook and family room. Right off the breakfast nook, you will find an all season morning room flooded with natural light. This plan also includes a private owners retreat with dual walk in closets and spacious bath. Two additional bedrooms and another full

    Insight Homes Builder
    27506 S Nicklaus Ave Unit 36394420, Millsboro, DE 19966
  • 33580 Windswept Dr Unit 4307, Millsboro, DE 19966
    33580 Windswept Dr Unit 4307, Millsboro, DE 19966
    33580 Windswept Dr Unit 4307, Millsboro, DE 19966
    /34

    $435,000

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

    33580 Windswept Dr Unit 4307, Millsboro, DE 19966

    Resort-style living at its finest in this quiet top-floor end unit! Don’t miss this opportunity to live at your ultimate getaway and experience the award-winning Peninsula Golf & Country Club. This bright, spacious, and elegant 3 bedroom condominium is being sold fully furnished and turnkey, ready for you to move in and immediately start enjoying the resort lifestyle. The home even comes with a

    Michael McKee Long & Foster Real Estate, Inc.

    33580 Windswept Dr Unit 4307, Millsboro, DE 19966
  • 27506 S Nicklaus Ave Unit 36394418, Millsboro, DE 19966
    27506 S Nicklaus Ave Unit 36394418, Millsboro, DE 19966
    27506 S Nicklaus Ave Unit 36394418, Millsboro, DE 19966
    /23

    $851,900 New Construction

    • 3 - 6 Beds
    • 2 - 4 Baths
    • 2,947+ Sq Ft

    Whatley Beach Plan at Veranda at The Peninsula - The Peninsula, Millsboro, DE 19966

    This open concept, single story home features 3 bedrooms, including a spacious owner's suite with attached sitting room, en-suite bath and large walk-in closet. Entering the home, the large foyer leads you first to the formal dining room, which can be converted to a study, then to the large living room which opens to the over-sized kitchen, breakfast area and morning room... perfect for

    Insight Homes Builder
    27506 S Nicklaus Ave Unit 36394418, Millsboro, DE 19966
  • 33108 Ambling Way, Millsboro, DE 19966
    33108 Ambling Way, Millsboro, DE 19966
    33108 Ambling Way, Millsboro, DE 19966
    /86

    $639,000

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

    33108 Ambling Way, Millsboro, DE 19966

    Welcome to this beautifully appointed home located on a premium wooded lot in the Conservancy at The Peninsula. The main residence offers three bedrooms, two full baths, and one half bath, along with a separate guest suite featuring a private bedroom and full bath.The recently painted HardiePlank exterior is accented by a brick foundation, metal roof details, and three brick porches. The home

    Paul Maltaghati Monument Sotheby's International Realty

    33108 Ambling Way, Millsboro, DE 19966
  • 24474 Brookstone Path, Millsboro, DE 19966
    24474 Brookstone Path, Millsboro, DE 19966
    24474 Brookstone Path, Millsboro, DE 19966
    /56

    $1,200,000 Coming Soon

    • 4 Beds
    • 3 Baths
    • 3,100 Sq Ft

    24474 Brookstone Path, Millsboro, DE 19966

    Welcome to privacy, seclusion, and peace found at 24474 Brookstone Path—a beautifully designed 4-bedroom, 3-bath home offering the perfect balance of luxury, comfort, and lifestyle. Nestled off the 16th golf hole in the sought-after, amenity-rich community of The Peninsula, this expanded Whimbrel model is tucked away on a quiet cul-de-sac and showcases the potential for first-floor living with

    Heather Palmer Long & Foster Real Estate, Inc.

    24474 Brookstone Path, 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
    /75

    $359,000

    • 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
  • 27432 S Nicklaus Ave Unit 77, Millsboro, DE 19966
    27432 S Nicklaus Ave Unit 77, Millsboro, DE 19966
    27432 S Nicklaus Ave Unit 77, Millsboro, DE 19966
    /99

    $699,000

    • 4 Beds
    • 2.5 Baths
    • 3,037 Sq Ft

    27432 S Nicklaus Ave Unit 77, Millsboro, DE 19966

    Opportunity knocks with this Charleston model offering the ultimate in southern flare with four expansive screened and open porches. This home is in the Veranda section of the Peninsula, Located on a premium golf course lot with views of the third fairway. Over 3,000 sq ft of living space with four bedrooms. Many recent updates. New wide plank engineered hardwood floors on the first level. New

    Paul Maltaghati Monument Sotheby's International Realty

    27432 S Nicklaus Ave Unit 77, Millsboro, DE 19966
  • 24321 Blue Crab Ave, Millsboro, DE 19966
    24321 Blue Crab Ave, Millsboro, DE 19966
    24321 Blue Crab Ave, Millsboro, DE 19966
    /66

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,220 Sq Ft

    24321 Blue Crab Ave, Millsboro, DE 19966

    Welcome to 24321 Blue Crab Ave, a three-year-young town home ideally located on a block that does not require condo fees, offering both value and convenience. Set just moments from the bay, with a peaceful pond directly behind the home, this residence combines scenic surroundings with thoughtful design and elegant upgrades throughout. The first floor welcomes you with a bright, open layout

    Donavin Tallarico Northrop Realty

    24321 Blue Crab Ave, Millsboro, DE 19966
  • 33448 Marina Bay Cir, Millsboro, DE 19966
    33448 Marina Bay Cir, Millsboro, DE 19966
    33448 Marina Bay Cir, Millsboro, DE 19966
    /67

    $1,150,000

    • 4 Beds
    • 4 Baths
    • 3,240 Sq Ft

    33448 Marina Bay Cir, Millsboro, DE 19966

    Experience this original Echelon custom-built model home in the amenity-rich resort community of The Peninsula, where pond and golf course views create a serene backdrop for everyday living. Meticulously maintained, this residence offers sophisticated style that is masterfully crafted and impeccably appointed. Recent upgrades further enhance its appeal, including exterior painting (2025), new

    Jim Lattanzi Northrop Realty

    33448 Marina Bay Cir, Millsboro, DE 19966
  • 33586 Windswept Dr Unit 6405, Millsboro, DE 19966
    33586 Windswept Dr Unit 6405, Millsboro, DE 19966
    33586 Windswept Dr Unit 6405, Millsboro, DE 19966
    /29

    $298,500

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft

    33586 Windswept Dr Unit 6405, Millsboro, DE 19966

    TOP FLOOR! and 30K less than the competition! Move-in ready to this beautifully maintained, charming, 2 bedrooms, 2 en suite bath, condo. Enjoy the spacious open living area, with adjacent dining area, GE profile stainless appliances, granite countertops , crown molding, recessed lighting, ceiling fans, built-ins and a lovely gas fireplace that compliments this stylish home. Sip your morning

    Valerie Ellenberger Compass

    33586 Windswept Dr Unit 6405, Millsboro, DE 19966
  • 33579 Windswept Dr Unit 8205, Millsboro, DE 19966
    33579 Windswept Dr Unit 8205, Millsboro, DE 19966
    33579 Windswept Dr Unit 8205, Millsboro, DE 19966
    /47

    $312,000

    • 2 Beds
    • 2 Baths
    • 1,397 Sq Ft

    33579 Windswept Dr Unit 8205, Millsboro, DE 19966

    Beautifully upgraded and freshly painted 2-bedroom condo featuring durable hardwood laminate floors, a modern kitchen with granite countertops and stainless-steel appliances, a cozy gas fireplace with built-in cabinetry, and elegant crown molding. Both bedrooms are master suites with private ensuite baths, offering comfort and privacy. Enjoy convenient living and a serene, screened porch

    Judith Dourgarian Northrop Realty

    33579 Windswept Dr Unit 8205, Millsboro, DE 19966
  • 27589 S Nicklaus Ave, Millsboro, DE 19966
    27589 S Nicklaus Ave, Millsboro, DE 19966
    27589 S Nicklaus Ave, Millsboro, DE 19966
    /103

    $675,000

    • 4 Beds
    • 3.5 Baths
    • 3,208 Sq Ft

    27589 S Nicklaus Ave, Millsboro, DE 19966

    Don't miss out on this fabulous opportunity to own a lovely coastal retreat located in the exclusive gated community of The Peninsula with its world-class amenities . 27589 S Nicklaus is nestled in the highly sought after neighborhood of the "Veranda", that exudes an effortless life-style and low maintenance living. If this is your final destination or a vacation retreat, this thoughtfully

    Mary Lucente Long & Foster Real Estate, Inc.

    27589 S Nicklaus Ave, Millsboro, DE 19966
  • Lilac model To-Be-Bu Tbd, Millsboro, DE 19966
    Lilac model To-Be-Bu Tbd, Millsboro, DE 19966
    Lilac model To-Be-Bu Tbd, Millsboro, DE 19966
    /35

    $734,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,431 Sq Ft

    Lilac model To-Be-Bu Tbd, Millsboro, DE 19966

    LAST CHANCE to build in the Peninsula. Only four lots remaining! Ask about the current builder incentives! The Lilac is a 4 - 6 bedroom, 2.5 -4.5 bath single-family home starting at 2,431 - 3,482 square feet. This floor plan has an open kitchen, dining area, and great room on the first floor, along with the owner's suite and flex room. The second floor has 3 bedrooms, a loft area, and an

    Paul Maltaghati Monument Sotheby's International Realty

    Lilac model To-Be-Bu Tbd, Millsboro, DE 19966
  • 22198 Dune Cir, Millsboro, DE 19966
    22198 Dune Cir, Millsboro, DE 19966
    22198 Dune Cir, Millsboro, DE 19966
    /122

    $589,900

    • 4 Beds
    • 3.5 Baths
    • 2,491 Sq Ft

    22198 Dune Cir, Millsboro, DE 19966

    Welcome to 22198 Dune Circle, a gracious townhome villa offering two primary suites, four bedrooms in total, and three and a half baths, all set within The Peninsula, Delaware’s premier gated resort community on the Indian River Bay.This residence blends coastal style with everyday comfort, thoughtfully designed with modern décor and upgraded finishes to create an inviting retreat perfect for

    Jim Lattanzi Northrop Realty

    22198 Dune Cir, Millsboro, DE 19966
  • Iris To-Be-Built Hom Tbd, Millsboro, DE 19966
    Iris To-Be-Built Hom Tbd, Millsboro, DE 19966
    Iris To-Be-Built Hom Tbd, Millsboro, DE 19966
    /8

    $709,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,054 Sq Ft

    Iris To-Be-Built Hom Tbd, Millsboro, DE 19966

    LAST CHANCE to build in the Peninsula. Only four lots remaining! Ask about the current builder incentives! Introducing Still Waters. The new neighborhood in the Peninsula. The Iris is a 3 -6 bedroom, 2.5 - 5.5 bath single-family home starting at 2,054 - 4,278 square feet. This floor plan has an open great room, kitchen, and dining area as well as an owner s suite and flex room on the first floor.

    Paul Maltaghati Monument Sotheby's International Realty

    Iris To-Be-Built Hom Tbd, Millsboro, DE 19966
  • Hadley To-Be-Built H Tbd, Millsboro, DE 19966
    Hadley To-Be-Built H Tbd, Millsboro, DE 19966
    Hadley To-Be-Built H Tbd, Millsboro, DE 19966
    /22

    $724,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,358 Sq Ft

    Hadley To-Be-Built H Tbd, Millsboro, DE 19966

    LAST CHANCE to build in the Peninsula. Only four lots remaining! Ask about the current builder incentives! Introducing Still Waters. The new neighborhood in the Peninsula. Basements are available. The Hadley is 3-6 bedrooms and 2.5 to 4.5 baths. 2,358 0 4,587 sq ft.. This floor plan has everything on the first floor, including an open great room, kitchen, and dining area. The Hadley offers

    Paul Maltaghati Monument Sotheby's International Realty

    Hadley To-Be-Built H Tbd, Millsboro, DE 19966
  • 33529 Tiderunner Ave, Millsboro, DE 19966
    33529 Tiderunner Ave, Millsboro, DE 19966
    33529 Tiderunner Ave, Millsboro, DE 19966
    /121

    $2,800,000 Coming Soon

    • 5 Beds
    • 5.5 Baths
    • 4,863 Sq Ft

    33529 Tiderunner Ave, Millsboro, DE 19966

    Coming Soon

    Catina Fair Northrop Realty

    33529 Tiderunner Ave, Millsboro, DE 19966
  • 27619 Sterling Blvd, Millsboro, DE 19966
    27619 Sterling Blvd, Millsboro, DE 19966
    27619 Sterling Blvd, Millsboro, DE 19966
    /110

    $1,975,000

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

    27619 Sterling Blvd, Millsboro, DE 19966

    An extraordinary opportunity to own a fully furnished, turnkey Catalina-style estate in the prestigious Sanctuary at The Peninsula, a private luxury golf course community. This impeccably expanded residence offers 5 bedrooms and 4 plus bathrooms across approximately 4,200 square feet of sophisticated living space, thoughtfully designed for elevated comfort and grand-scale entertaining with

    Sandie Mattes Keller Williams Realty Delmarva

    27619 Sterling Blvd, Millsboro, DE 19966
  • 33023 Conservation Dr Unit 97, Millsboro, DE 19966
    33023 Conservation Dr Unit 97, Millsboro, DE 19966
    33023 Conservation Dr Unit 97, Millsboro, DE 19966
    /76

    $625,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 2,961 Sq Ft

    33023 Conservation Dr Unit 97, Millsboro, DE 19966

    Why wait to build, live your dream now!! The current owners have the top level “Reserve” membership, which means whoever buys this beauty could as well. This immediate access to the reserve level membership is truly a rare opportunity allowing you to skip the waiting list and be a “reserve level member” right away!! Make this gorgeous home and luxury lifestyle yours today. With almost 3000 sq ft,

    Joe Cusato Samson Properties of DE, LLC

    33023 Conservation Dr Unit 97, Millsboro, DE 19966
  • 33112 Ambling Way, Millsboro, DE 19966
    33112 Ambling Way, Millsboro, DE 19966
    33112 Ambling Way, Millsboro, DE 19966
    /54

    $605,000

    • 4 Beds
    • 3.5 Baths
    • 2,961 Sq Ft

    33112 Ambling Way, Millsboro, DE 19966

    WOW! The Malibu floor plan, spacious, elegant, up to the moment design & finishes makes this 2906 sq ft, 4, BR & 3-1/2 bath a winner. 3 level living, 5 porches (2 screened) & a patio is perfect for full timers, a 2nd home or an investment opportunities. The large, unique, open plan design on the main level with 10' ceilings, gas fireplace, kitchen with light wood shaker style cabinets, granite

    Valerie Ellenberger Compass

    33112 Ambling Way, Millsboro, DE 19966
  • 33074 Secluded Path, Millsboro, DE 19966
    33074 Secluded Path, Millsboro, DE 19966
    33074 Secluded Path, Millsboro, DE 19966
    /85

    $615,000

    • 4 Beds
    • 3.5 Baths
    • 3,152 Sq Ft

    33074 Secluded Path, Millsboro, DE 19966

    Experience luxury living at the Peninsula on the Indian River Bay. This stunning 4BR/3BA end unit townhome has many updates and the feel of a single-family home. This meticulously maintained home exudes elegance and is neatly tucked away at the end of the cul de sac (on the "Secluded Path") and surrounded by mature trees. With over 3100 square feet of living space, the main level features

    John Rishko Patterson-Schwartz-Rehoboth

    33074 Secluded Path, Millsboro, DE 19966
  • 22189 Dune Cir, Millsboro, DE 19966
    22189 Dune Cir, Millsboro, DE 19966
    22189 Dune Cir, Millsboro, DE 19966
    /54

    $585,000

    • 4 Beds
    • 3.5 Baths
    • 2,491 Sq Ft

    22189 Dune Cir, Millsboro, DE 19966

    Set within the gates of The Peninsula on the Indian River Bay, 22198 Dune Circle offers a rare opportunity to enjoy low-maintenance coastal living paired with full-scale resort amenities. This upgraded townhome villa features four bedrooms, two primary suites, and three and a half baths, thoughtfully designed for flexibility, privacy, and everyday comfort. Designed to live easily and entertain

    Ashley Brosnahan Long & Foster Real Estate, Inc.

    22189 Dune Cir, 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

    $2,750,000

    • 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, an 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. Perched on

    Gary Desch Northrop Realty

    33530 Tiderunner Ave Unit 22, Millsboro, DE 19966
  • 33559 Windswept Dr Unit 11103, Millsboro, DE 19966
    33559 Windswept Dr Unit 11103, Millsboro, DE 19966
    33559 Windswept Dr Unit 11103, Millsboro, DE 19966
    /50

    $350,000

    • 2 Beds
    • 2 Baths
    • 1,677 Sq Ft

    33559 Windswept Dr Unit 11103, Millsboro, DE 19966

    This unit is being sold completely furnished with a few exclusions. Step outside onto your first-floor private patio and take in sweeping golf course views and refreshing bay breezes. The patio is enhanced with a pergola, providing both charm and shade for outdoor relaxation. Welcome to Windswept Condominiums in The Peninsula, Coastal Delaware’s premier private gated country club community, where

    Paul Maltaghati Monument Sotheby's International Realty

    33559 Windswept Dr Unit 11103, Millsboro, DE 19966
  • 24227 Canoe Dr Unit 209, Millsboro, DE 19966
    24227 Canoe Dr Unit 209, Millsboro, DE 19966
    24227 Canoe Dr Unit 209, Millsboro, DE 19966
    /81

    $540,000

    • 4 Beds
    • 3.5 Baths
    • 2,000 Sq Ft

    24227 Canoe Dr Unit 209, Millsboro, DE 19966

    Coastal Elegance at 24227 Canoe Drive - Nestled in the prestigious community of The Peninsula on the Indian River Bay, this exquisite coastal-style townhome offers a perfect blend of sophistication and comfort. Boasting four bedrooms and 3.5 baths, this beautifully appointed villa showcases recessed lighting, elegant vaulted and tray ceilings, a serene coastal-inspired color palette, sunlit

    Jim Lattanzi Northrop Realty

    24227 Canoe Dr Unit 209, Millsboro, DE 19966

Showing Results 1 - 40, Page 1 of 2

Delaware Sussex County Millsboro The Peninsula

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

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 somewhat bikeable. The Peninsula has 5 parks for recreational activities. It is sparse in population with 2.5 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 12.2% of residents renting and 87.8% 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.
Is The Peninsula, DE a safe neighborhood?
The Peninsula, DE is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in The Peninsula?
The median home price in The Peninsula is $700,400. If you put a 20% down payment of $140,100 and had a 30-year fixed mortgage with an interest rate of 6.11%, your estimated principal and interest payment would be $3,400 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $146K 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.

Home Trends in The Peninsula, DE

On average, homes in The Peninsula, Millsboro sell after 81 days on the market compared to the national average of 54 days. The median sale price for homes in The Peninsula, Millsboro over the last 12 months is $762,500, down 5% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$762,500
Median Single Family Sale Price
$874,900
Median Townhouse Sale Price
$557,500
Median 2 Bedroom Sale Price
$328,500
Average Price Per Sq Ft
$277
Number of Homes for Sale
50
Last 12 months Home Sales
85
Months of Supply
7.10
Median List Price
$700,400
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-5%
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