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Osterville Homes for Sale

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  • /53

    $1,950,000

    • 4 Beds
    • 4 Baths
    • 2,999 Sq Ft

    67 Fire Station Rd, Osterville, MA 02655

    This move-in ready home is located 1/4 mile from Osterville Village; 1/2 mile from Crosby Marina and less than 1 mile from Dowses Beach. Boating, swimming, golfing during the day and a quick stroll to the village at night. The home was built in 2020 with elegance and comfortable living in mind, with entertaining as a priority! The kitchen, dining and family room has an open concept design with a

    Julie White William Raveis Real Estate & Home Services

    67 Fire Station Rd, Osterville, MA 02655
  • /40

    $599,900 Open Sat 1PM - 2:30PM

    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft

    39 Blossom Ave Unit 4, Osterville, MA 02655

    Welcome to 39 Blossom Ave, Unit 4, a charming, lovingly cared-for condo located in the heart of Osterville Village. This well-maintained home offers ideal living just moments from local shops, restaurants, marinas and beautiful Cape Cod beaches. This end unit, townhouse style condo has a thoughtfully designed layout that provides comfortable living space filled with natural light, making it

    Sarah Lapsley Greer Real Estate, LLC

    39 Blossom Ave Unit 4, Osterville, MA 02655
  • /42

    $2,650,000

    • 3 Beds
    • 4 Baths
    • 2,650 Sq Ft

    146 Scudder Rd, Osterville, MA 02655

    This beautiful new Osterville home is perfectly situated in Wianno, just minutes from village shops, restaurants, and Dowses Beach. With its open floor plan, white oak hardwood floors, and exceptional attention to detail, this charming property offers coastal living at its finest.The stunning kitchen features quartzite countertops, Viking appliances, and a large island with generous seating and

    Gene Orloff Sotheby's International Realty

    146 Scudder Rd, Osterville, MA 02655
  • /14

    $1,645,000

    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft

    117 Parsley Ln, Osterville, MA 02655

    Tucked away on a quiet lane in Osterville, 117 Parsley Lane offers a welcoming and comfortable setting for everyday living. Natural light fills the interiors, and the layout flows easily from room to room, creating open, inviting spaces.The property provides a sense of ease and privacy, with outdoor areas well suited for enjoyment throughout the seasons. Professionally landscaped grounds are

    Ellen Valentgas Sotheby's International Realty

    117 Parsley Ln, Osterville, MA 02655
  • /45

    $4,595,000

    • 4 Beds
    • 7 Baths
    • 3,557 Sq Ft

    280 Ice Valley Rd, Osterville, MA 02655

    Set on an exceptionally oversized 2.94-acre corner parcel within Osterville's highly sought-after Seapuit neighborhood, this newly built residence offers a rare combination of privacy, scale, and resort-style amenities, just minutes from the heart of Osterville Village. Surrounded by established homes in a refined residential setting, the property presents a compelling opportunity for turnkey

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    280 Ice Valley Rd, Osterville, MA 02655
  • /22

    $766,100

    • 3 Beds
    • 2 Baths
    • 1,937 Sq Ft

    30 Deerfield Rd, Osterville, MA 02655

    Property is being offered via Estate Auction on Friday, January 16th at 11am on-site. The actual selling price will be determined auction day. List price/estimated value seen is set at the real estate tax assessment. Pre-auction offers must be presented on the auction P&S and are subject to seller confirmation. 10% Buyer's Premium applies. RE: The Estate of Gretchen M. Irving. 1,937+/- sf,

    Justin Manning JJManning Auctioneers

    30 Deerfield Rd, Osterville, MA 02655
  • /35

    $1,115,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 1,775 Sq Ft

    40 Waterfield Rd, Osterville, MA 02655

    Your love affair will begin as you pull into the crushed stone, horseshoe drive w/ cobblestone aprons lined with white hydrangeas. This home looks like something out of a fairytale. A paved drive leads down to the 2-car gar., with basement access. In the rear, you'll find a large bluestone patio with an outdoor bar, TV, a seating area w/fire pit, and an outdoor shower. There’s a lush green lawn

    Gervais Group Keller Williams Realty

    40 Waterfield Rd, Osterville, MA 02655
  • /58

    $9,995,000

    • 5 Beds
    • 5.5 Baths
    • 7,565 Sq Ft

    168 Garrison Ln, Osterville, MA 02655

    Nestled amid beautifully landscaped grounds, this exceptional 7,500+/- square foot residence captures breathtaking views over West Bay and Eel River. A private sandy beach and deep-water dock provide effortless access to Nantucket Sound, creating a rare combination of serenity and seafaring adventure. Inside, the five-bedroom home blends refined architecture with inviting coastal warmth. A

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    168 Garrison Ln, Osterville, MA 02655
  • /26

    $680,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    369 Bumps River Rd, Osterville, MA 02655

    Welcome to your new home in the highly sought-after village of Osterville! This charming 3 BD, 2 BA ranch at 369 Bumps River Road offers classic Cape Cod living. As you step inside, the living room's vaulted ceiling creates a spacious, inviting atmosphere, complete with a cozy fireplace for relaxing on a cool fall evening - heated by natural gas. Warm wood floors extend throughout the home,

    Eric Dufault Keller Williams Realty

    369 Bumps River Rd, Osterville, MA 02655
  • /70

    $7,950,000

    • 8 Beds
    • 9 Baths
    • 7,350 Sq Ft

    850 Sea View Ave, Osterville, MA 02655

    At the western end of Osterville's legendary Sea View Avenue--a road many believe is one of the most beautiful and valuable on all of Cape Cod reveals a property that transcends the idea of a residence. On over one acre of sweeping, tree-lined greensward with glimpses of West Bay shimmering in the distance, here is a residence that is not simply lived in, but experienced.Accessed by a winding

    John Cotton Sotheby's International Realty

    850 Sea View Ave, Osterville, MA 02655
  • /46

    $1,349,000 Open Sat 12PM - 1:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,976 Sq Ft

    77 Robbins St, Osterville, MA 02655

    Must see this ideally located, spacious home just .03 miles to shops and restaurants and less than a mile to Dowses Beach in the sought-after village of Osterville. This lovely property with recent updates offers an excellent rental history and is being sold fully furnished, ready for immediate enjoyment or as a continued investment opportunity! With over 2,900 sq. ft. of living space, this home

    Deb Kenney Berkshire Hathaway HomeServices Robert Paul Properties

    77 Robbins St, Osterville, MA 02655
  • /35

    $3,499,999

    • 10 Beds
    • 7.5 Baths
    • 6,905 Sq Ft

    414 Eel River Rd, Osterville, MA 02655

    Located in the desirable Wianno in Osterville surrounded by Luxurious homes, and walking distance to Wianno Golf course. This home has plenty of space for a large family or someone who likes to entertain. Home has three separate wings for privacy. Some of the recent improvements include kitchen with open concept. Kitchen has two stainless refrigerators and two dishwashers. Quartz countertops, and

    Shane Pacheco SMP Real Estate Investments and Development Co.

    414 Eel River Rd, Osterville, MA 02655
  • /57

    $1,175,000

    • 4 Beds
    • 2 Baths
    • 2,674 Sq Ft

    89 Swift Ave, Osterville, MA 02655

    Spacious Osterville ranch offering 2,674 sq ft of single-level living with an excellent floor plan and strong potential. Features include a private primary suite, kitchen/family room combination, formal living and dining rooms, natural gas heat, and a two-car garage under the deck. Additional unfinished space in the walk-up attic and basement provides future expansion opportunities. Renovated

    Laurie Jacobson eXp Realty, LLC

    89 Swift Ave, Osterville, MA 02655
  • /43

    $10,500,000

    • 5 Beds
    • 5 Baths
    • 3,087 Sq Ft

    14 Indian Trail, Barnstable, MA 02630

    Legacy, Lifestyle & Opportunity - A discreet treasure in one of Cape Cod's most prestigious enclaves, this exceptional waterfront property offers rare access to legacy, lifestyle, and limitless potential. Originally part of a historic compound long held by the Mellon family and now by noted philanthropist and collector William Koch, the property stands as a rare opportunity to own a slice of

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    14 Indian Trail, Barnstable, MA 02630
  • /42

    $7,750,000

    • 7 Beds
    • 11 Baths
    • 11,546 Sq Ft

    440 Grand Island Dr, Osterville, MA 02655

    Privately sited within the prestigious Oyster Harbors golf enclave, this extraordinary estate is a masterclass in architectural sophistication and resort-style living. Encompassing a 10,000-square-foot main residence, a stunning 2-bedroom guest house, and a spa-inspired pool area, the property offers a rare blend of timeless elegance and contemporary luxury. Inside, refined architectural detail

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    440 Grand Island Dr, Osterville, MA 02655
  • /10

    $3,000,000

    • Land
    • 2.08 Acres
    • $1,442,308 per Acre

    Lot 289 Seapuit River Road B, Barnstable, MA 02655

    A wonderful opportunity to build in a premier location within Oyster Harbors, a private gated golf community on Cape Cod's southern shore. Set in the desirable village of Osterville—home to some of the Cape's most prestigious estates—this 2.08-acre level, wooded lot offers the perfect backdrop for creating an exclusive and private retreat. For those seeking expanded grounds or multi-generational

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    Lot 289 Seapuit River Road B, Barnstable, MA 02655
  • /9

    $3,100,000

    • Land
    • 2.3 Acres
    • $1,347,826 per Acre

    Lot 288 Seapuit River Rd A, Barnstable, MA 02655

    Located in the heart of Oyster Harbors - Cape Cod's premier golf community - this 2.3-acre lot presents an outstanding opportunity to create a legacy estate. Set within the highly sought after village of Osterville, known for its timeless charm and distinguished properties, this expansive parcel offers ample space to design a custom estate with room for a main house, guest, house, pool and pool

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    Lot 288 Seapuit River Rd A, Barnstable, MA 02655
  • /31

    $2,395,000

    • 3 Beds
    • 2 Baths
    • 1,194 Sq Ft

    51 Wianno Cir, Osterville, MA 02655

    Tucked away in the heart of Wianno, this charming waterfront home enjoys exceptional privacy and scenic views of Neck Pond and the Wianno Golf Course.Set on .73 of an acre, this property has been held by the same family for generations and is now ready for its next chapter. Ideally located close to Dowses Beach and Osterville village, this home is the perfect Cape Cod get-away with room to

    Gene Orloff Sotheby's International Realty

    51 Wianno Cir, Osterville, MA 02655
  • /10

    $3,000,000

    • Land
    • 2.08 Acres
    • $1,442,308 per Acre

    Lot 289 Seapuit River B Rd, Osterville, MA 02655

    A wonderful opportunity to build in a premier location within Oyster Harbors, a private gated golf community on Cape Cod's southern shore. Set in the desirable village of Osterville--home to some of the Cape's most prestigious estates--this 2.08-acre level, wooded lot offers the perfect backdrop for creating an exclusive and private retreat. For those seeking expanded grounds or

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    Lot 289 Seapuit River B Rd, Osterville, MA 02655
  • /9

    $3,100,000

    • Land
    • 2.3 Acres
    • $1,347,826 per Acre

    Lot 288 Seapuit River A Rd, Osterville, MA 02655

    Located in the heart of Oyster Harbors - Cape Cod's premier golf community - this 2.3-acre lot presents an outstanding opportunity to create a legacy estate. Set within the highly sought after village of Osterville, known for its timeless charm and distinguished properties, this expansive parcel offers ample space to design a custom estate with room for a main house, guest, house, pool and pool

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    Lot 288 Seapuit River A Rd, Osterville, MA 02655
  • /45

    $12,250,000

    • 5 Beds
    • 6 Baths
    • 5,747 Sq Ft

    71 Sand Point, Osterville, MA 02655

    Exquisite Waterfront Estate in Exclusive Oyster Harbors: Experience the pinnacle of coastal luxury with this magnificent Cape Cod waterfront estate, nestled in the prestigious gated community of Oyster Harbors. Boasting 450 feet of pristine water frontage with a private beach and breathtaking views over Cotuit Bay and North Bay, this property offers spectacular sunsets, an elegant coastal

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    71 Sand Point, Osterville, MA 02655
  • /88

    $2,879,000

    • 5 Beds
    • 4.5 Baths
    • 4,715 Sq Ft

    98 Bunker Hill Rd, Osterville, MA 02655

    Experience the epitome of bayside living at 98 Bunker Hill Road, nestled in Osterville's distinguished Seapuit neighborhood. Sitting peacefully on over 2 acres, this 4,715 sq. ft. estate offers five bedrooms, including three with ensuite baths, and a host of inviting spaces perfect for relaxation or entertaining. Exterior assets include an attached three car garage, an abundant backyard with a

    Shaelyn Hegarty Frank A Sullivan Real Estate

    98 Bunker Hill Rd, Osterville, MA 02655
  • /50

    $10,500,000

    • 6 Beds
    • 9 Baths
    • 8,203 Sq Ft

    501 Eel River Rd, Osterville, MA 02655

    Discover the epitome of luxury living in this custom-designed waterfront estate, featuring breathtaking views of Eel River and Nantucket Sound. Located in the village of Osterville and set on an expansive and beautifully landscaped 2.4-acre lot, this stunning residence features over 8,000 square feet of meticulously crafted living space with rich details, modern comforts and extraordinary views.

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    501 Eel River Rd, Osterville, MA 02655
  • /51

    $10,450,000

    • 5 Beds
    • 4.5 Baths
    • 7,157 Sq Ft

    25 Oyster Way, Barnstable, MA 02655

    Located within the private, gated golf community of Oyster Harbors, in the village of Osterville, is this magnificent five-bedroom waterfront residence with an in-ground pool and deep-water dock. This beautiful residence has the look and feel of a European estate with an open floor plan design and beautiful water vistas. Refined architectural details set the tone in this grand home with 7,157 sq.

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    25 Oyster Way, Barnstable, MA 02655

Frequently Asked Questions

Is Osterville a good place to live?
Osterville is a good place to live. Osterville is considered car-dependent and somewhat bikeable with minimal transit options. Osterville is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Osterville has 1 park for recreational activities. It has a median age of 58. The average household income is $141,161 which is above the national average. College graduates make up 56.1% of residents. A majority of residents in Osterville are home owners, with 14.4% of residents renting and 85.6% of residents owning their home. A local real estate agent serving Osterville can help you decide if this neighborhood is the right one for you. Learn more on our Osterville neighborhood guide.
Is Osterville, MA a safe neighborhood?
Osterville, MA is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in Osterville?
The median home price in Osterville is $1,495,000. If you put a 20% down payment of $299,000 and had a 30-year fixed mortgage with an interest rate of 6.09%, your estimated principal and interest payment would be $7,240 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $310K a year to afford the median home price in Osterville. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Osterville is $141K.
What are the best public schools in Osterville?
The best public schools that serve Osterville are:
What are the best private schools in Osterville?
The best private schools that serve Osterville are:
What are the most popular zip codes in Osterville, Barnstable, MA?
The most popular zip codes in Osterville, Barnstable, MA include 02655, 02648, 02635, 02632 and 02630.
What are the most popular neighborhoods near Osterville, Barnstable, MA?
The most popular neighborhoods near Osterville, Barnstable, MA are Marstons Mills, Cotuit, Centerville, West Barnstable and Mashpee Neck.
Are home prices dropping in Osterville?
Yes, home prices in Osterville are down 24% in the last 12 months.

Home Trends in Osterville, MA

Housing Trends

Median Sale Price
$1,260,000
Median Single Family Sale Price
$1,500,000
Median 2 Bedroom Sale Price
$545,000
Median 1 Bedroom Sale Price
$285,000
Average Price Per Sq Ft
$788
Number of Homes for Sale
19
Last 12 months Home Sales
118
Months of Supply
1.90
Median List Price
$1,495,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
5%
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